WO2010076483A1 - Cosmetic composition containing a polyester, an organic oil and water - Google Patents

Cosmetic composition containing a polyester, an organic oil and water Download PDF

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Publication number
WO2010076483A1
WO2010076483A1 PCT/FR2009/052542 FR2009052542W WO2010076483A1 WO 2010076483 A1 WO2010076483 A1 WO 2010076483A1 FR 2009052542 W FR2009052542 W FR 2009052542W WO 2010076483 A1 WO2010076483 A1 WO 2010076483A1
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WIPO (PCT)
Prior art keywords
oils
composition according
acid
carbon atoms
copolymers
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PCT/FR2009/052542
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French (fr)
Inventor
Ludivine Laurent
Christine Annotel
Original Assignee
L'oreal
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Filing date
Publication date
Priority claimed from FR0858663A external-priority patent/FR2939680B1/en
Priority claimed from FR0858664A external-priority patent/FR2939681B1/en
Application filed by L'oreal filed Critical L'oreal
Publication of WO2010076483A1 publication Critical patent/WO2010076483A1/en

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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/12Preparations containing hair conditioners
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34Alcohols
    • A61K8/342Alcohols having more than seven atoms in an unbroken chain
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/85Polyesters
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89Polysiloxanes
    • A61K8/891Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone

Definitions

  • Cosmetic composition comprising a polyester, an organic oil and water
  • the present invention relates to a cosmetic composition
  • a cosmetic composition comprising a liquid polyester obtained by condensation of dimer and / or trimer of unsaturated fatty acid and diol, one or more organic oils, and water with a particular content, and a process for treating keratin materials, in particular keratinous fibers.
  • compositions are intended to bring good cosmetic properties to the hair.
  • Document EP 1 857 098 also discloses a cosmetic composition for makeup and / or care of keratin materials comprising an ester of polyol (s) and dimer of diacid of fatty acid and a particular polyamide.
  • the Applicant has surprisingly discovered that the combination of one or more liquid polyesters obtained by condensation of dimer and / or trimer of unsaturated fatty acid and saturated linear diol, of one or more organic oils, and of water at a content greater than 30% by weight relative to the total weight of the composition made it possible to avoid the problems encountered in the prior art and to obtain a hair care composition which makes it possible to bring a good level of gloss to the skin. hair while limiting the fat effect.
  • the subject of the present invention is therefore a cosmetic composition
  • a cosmetic composition comprising one or more liquid polyesters obtained by condensation of dimer and / or trimer of unsaturated fatty acid and of saturated linear diol, one or more organic oils, and water with a content greater than 30% by weight relative to the total weight of the composition.
  • Liquid polyester means a polyester whose viscosity is less than 40000 Cst, preferably less than 20000 Cst at 40 0 C, determined according to ASTM D445-88.
  • unsaturated fatty acid is meant, in the context of the present invention, a mono- or polyunsaturated fatty acid comprising from 14 to 22 carbon atoms.
  • the unsaturated fatty acid dimers may in particular comprise from 2 to 4 unsaturations in their carbon chain.
  • the unsaturated fatty acid trimers can comprise from 3 to 6 unsaturations in their carbon chain.
  • the dimers and / or trimers of unsaturated fatty acid are polycarboxylic acids comprising at least 2 and up to 6 carboxylic acid functions per molecule.
  • the unsaturated fatty acid dimer may comprise from 28 to 44 carbon atoms and preferably 2 carboxylic acid functions.
  • the unsaturated fatty acid trimer can comprise from 42 to 66 carbon atoms and preferably 3 carboxylic acid functions.
  • an unsaturated fatty acid dimer is used, in particular having 36 carbon atoms and 2 carboxylic acid functions.
  • dimers and trimers of unsaturated fatty acids and / or unsaturated fatty acids may also be used within the scope of the invention.
  • a mixture comprising more than 50% by weight of dimers, for example a mixture comprising more than 90% by weight, preferably more than 95%, of acids in the form of dimers, is preferred.
  • the remainder of the mixture may be trimers and / or unsaturated fatty acid monomers.
  • the dimer and / or trimer of unsaturated fatty acid may optionally be hydrogenated after the polymerization reaction of the unsaturated fatty acid, in particular to improve the stability of the dimer or trimer product.
  • Hydrogenated fatty acid dimers (oleic or linoleic acid) are especially marketed under the brand names EMPOL 1008, EMPOL 1004, EMPOL 1025, EMPOL 1061 and EMPOL 1062 by Cognis and Pripol 1006 (dilinoleic acid) by Uniqema, International. Uniqema also markets a hydrogenated fatty acid dimer under the name Pripol 1013 (hydrogenated dilinoleic acid).
  • the dimer of unsaturated fatty acid is a dimer of linoleic acid, also called dilinoleic acid, obtained by intermolecular polymerization of linoleic acid.
  • the unsaturated fatty acid may be of natural origin, preferably vegetable.
  • a fatty acid of plant origin can come from any plant source producing said fatty acid.
  • molecules extracted from soybean, rapeseed, etc. may be used.
  • the polyester or polyesters present in the composition according to the invention are thus obtained by condensation of a long chain fatty acid polymerized with a saturated linear diol.
  • diol denotes a hydrocarbon compound C 2 -C 10, preferably C 2 -C 8, and preferably C 2 -C 6, the carbon chain is substituted by two hydroxyl functions.
  • the hydrocarbon chain can be interrupted by an oxygen atom.
  • the diols used according to the invention are linear saturated alcohols.
  • the saturated linear diol is a butanediol, in particular 1,2-butanedio-1, 1,3-butanediol or 1,4-butanediol, and preferably 1,4-butanediol.
  • the polyester present in the composition according to the invention is obtained by condensation of dimer and / or trimer of unsaturated fatty acid and a butanediol.
  • the polyester or polyesters used in the composition according to the invention have an average molecular weight of between 500 and 2000, preferably between 1000 and 2000, and preferably between 1200 and 1800.
  • the polyester obtained by condensation of dimer and / or trimer of unsaturated fatty acid and saturated linear diol is a polymer, or polyester, of dilinoleic acid and 1,4-butanediol. , preferably having an average molecular weight of 1300, a viscosity at 40 ° C.
  • polyester in the composition according to the invention can vary to a large extent and depends in particular on the desired dosage and the desired effects.
  • the polyester or polyesters represent from 0.1% to 50%, preferably from 0.5% to 20%, better still from 1% to 5% by weight, relative to the total weight of the composition.
  • composition according to one or more organic oils.
  • oil means a compound having at least one chain of two siloxane groups or at least one hydrocarbon chain containing at least one
  • the organic oil (s) may be polar or non-polar.
  • hydrocarbon oils comprising ester, ether, acid, alcohol or mixtures thereof, such as fatty alcohols and fatty acids, and their esters. It is thus possible to cite as a polar oil with a molecular weight of less than 1000: hydrocarbon vegetable oils, such as liquid triglycerides of fatty acids containing from 7 to 22 carbon atoms, such as triglycerides of heptanoic or octanoic acids.
  • oils include wheat germ, corn, sunflower, shea, castor oil, sweet almond, macadamia, apricot, soya, rapeseed, cotton, alfalfa, poppy, of pumpkin, sesame, squash, avocado, hazelnut, grape seed or black currant, evening primrose, millet, barley, quinoa, olive, rye, safflower,nadooulier , passionflower, rose hip or caprylic / capric acid triglycerides such as those sold by the company STEARINERIES DUBOIS or those sold under the name MIGLYOL 810, 812 and 818 by DYNAMIT NOBEL;
  • liquid esters of triglycerides especially triglycerides above, and derived from C 3 -C 30 carboxylic acid and C 1 -C 30 alcohol, at least one of the acid or alcohol being branched or unsaturated and at least one of the acid or alcohol having more than 6 carbon atoms.
  • Octyldodecyl behenate, isoketyl behenate, isocetyl lactate, isostearyl lactate, linoleyl lactate, oleyl lactate, isostearyl octanoate and isocetyl octanoate may be mentioned.
  • diisopropyl sebacate diisopropyl adipate, diisostearyl adipate, octyldodecyl stearate, and the like.
  • stearoyl pentaerythrityl tetraisonanoate, pentaerythrityl tetraisostearate, triisopropyl citrate, triisotearyl citrate, trioctyldodecyl citrate.
  • the acid and the alcohol of the ester are saturated.
  • esters mentioned above it is preferred to use isopropyl palmitate, 2-ethylhexyl palmitate, 2-octyldecyl palmitate, branched alkyl myristates, such as isopropyl myristate, and -butyl, 2-octyldodecyl, hexyl isostearate, butyl isostearate, isobutyl stearate, 2-hexyldecyl laurate and isononyl isononanate.
  • esters of C 7 -C 30 aromatic acid and of C 1 -C 30 alcohol preferably esters of C 7 -C 17 aromatic acid and of C 1 -C 20 alcohol.
  • esters are in particular C 12 -C 15 alkyl benzoates, isostearyl benzoate, octyledodecyl benzoate, behenyl benzoate, ethyl benzoate and the like.
  • branched and / or unsaturated carbon chain fatty alcohols having from 12 to 26 carbon atoms such as oleic alcohol, linoleic or linolenic alcohol, isostearyl alcohol or octyldodecanol; - branched and / or unsaturated carbon chain C 12 -C 26 fatty acids such as oleic acid, linoleic acid, linolenic acid, or isostearic acid;
  • the organic oil or oils present in the composition according to the invention may be apolar oils.
  • apolar oil within the meaning of the present invention is meant an oil whose solubility parameter at 25 ° C ⁇ a is equal to 0 (J / cm 3 ) ⁇ .
  • solubility parameters in the three-dimensional solubility space of Hansen are described in the article of C. M. HANSEN: "The three dimensional solubility parameters” J. Paint Technol. 39, 105 (1967). According to this Hansen space:
  • - ⁇ p characterizes the DEBYE interaction forces between permanent dipoles as well as the KEESOM interaction forces between induced dipoles and permanent dipoles; - ⁇ h characterizes the specific interaction forces (hydrogen bond, acid / base, donor / acceptor type, etc.);
  • ⁇ a ( ⁇ p 2 + ⁇ h 2 ) / 2
  • the apolar oil or oils may be chosen from hydrocarbon oils, silicone oils and fluorinated oils.
  • hydrocarbon oil is meant an oil formed essentially or even consisting of carbon and hydrogen atoms, and possibly oxygen, nitrogen, and not containing silicon atom or fluorine.
  • the apolar hydrocarbon oil is devoid of heteroatom (s).
  • heteroatom is meant an atom other than carbon or hydrogen.
  • hydrocarbon oils squalene, linear or branched hydrocarbons such as paraffin, petrolatum and naphthalene oils, hydrogenated polyisobutene (such as Parleam® marketed by the company NIPPON OIL FATS) or partially hydrogenated, may be mentioned.
  • silicone oil or “silicone oil” is meant an oil comprising at least one silicon atom, and in particular comprising Si-O groups.
  • the silicone oils that can be used in the composition according to the invention can be phenyl silicone oils (by phenyl silicone, an organopolysiloxane substituted by at least one phenyl group), polydimethylsiloxanes.
  • PDMS polydimethylsiloxanes comprising alkyl or alkoxy groups, during and / or at the end of the silicone chain, groups each having from 2 to 24 carbon atoms.
  • the apolar oil may also be chosen from fluorinated oils (an oil containing at least one fluorine atom) such as perfluoropolyethers, perfluoroalkanes such as perfluorodecalin, perfluorodamantanes, monoesters, diesters and triesters of perfluoroalkylphosphates and fluorinated ester oils. .
  • fluorinated oils an oil containing at least one fluorine atom
  • perfluoropolyethers such as perfluoropolyethers, perfluoroalkanes such as perfluorodecalin, perfluorodamantanes, monoesters, diesters and triesters of perfluoroalkylphosphates and fluorinated ester oils.
  • the apolar oil is a non-volatile hydrocarbon oil which can be advantageously chosen from saturated, linear or branched alkanes.
  • non-volatile oil means an oil remaining on the keratin materials at ambient temperature (25 ° C. ⁇ 5 ° C.) and atmospheric pressure for at least several hours and having in particular a vapor pressure of less than 10 -3 mmHg ( 0, 13 Pa)
  • a nonvolatile oil can also be defined as having an evaporation rate such that under the conditions defined above, the amount evaporated after 30 minutes is less than 0.07 mg / cm 2 .
  • the organic oil or oils generally represent from 1 to 30%, preferably from 2 to 15%, by weight of the total weight of the composition.
  • the weight ratio organic oil (s) / polyester (s) liquid (s) is greater than 1.
  • composition according to the invention may comprise one or more cosmetic additives chosen from silicones other than the organic oils described above, the fatty substances other than the organic oils described above, and in particular vegetable waxes, surfactants, fixing polymers and fibers. , mineral particles, perfumes, floral waters, plasticizers, glycols, sunscreens, basifying agents, acidifying agents, preservatives, permanent or temporary dyes, mineral fillers, flakes, agents conditioners, anti-foam agents, moisturizing agents, humectants, emollients, polymeric or non-polymeric thickeners, peptizers, ceramides, pseudo-ceramides, vitamins and provitamins, proteins, agents sequestering agents, solubilizing agents, oxidizing agents, anti-corrosion agents and reducing or antioxidants.
  • silicones other than the organic oils described above
  • the fatty substances other than the organic oils described above and in particular vegetable waxes, surfactants, fixing polymers and fibers.
  • mineral particles perfumes, floral waters
  • the silicones optionally present in the composition according to the invention are in particular polyorganosiloxanes which are in the form of waxes, resins or gums. Organopolysiloxanes are further defined in Walter Noll's "Chemistry and Technology of Silicones” (1968) Academy Press.
  • the silicone gums that may be present in the composition according to the invention are in particular polydiorganosiloxanes having high average molecular weights of between 200,000 and 1,000,000 used alone or in a mixture in a solvent.
  • This solvent may be chosen from volatile silicones, polydimethylsiloxane (PDMS) oils, polyphenylmethylsiloxane (PPMS) oils, isoparaffins, polyisobutylenes, methylene chloride, pentane, dodecane, tridecanes or their mixtures.
  • polydimethylsiloxane / methylvinylsiloxane gums polydimethylsiloxane / diphenylsiloxane gums
  • More particularly useful products are the following mixtures:
  • mixtures formed from a hydroxylated polydimethylsiloxane at the end of the chain (called dimethiconol according to the CTFA dictionary nomenclature) and a cyclic poly-dimethylsiloxane (called cyclomethicone according to the nomenclature of the CTFA dictionary) such as the product Q2 1401 sold by the company Dow Corning; mixtures formed from a polydimethylsiloxane gum with a cyclic silicone such as the product SF 1214 Silicone Fluid from the company General Electric, this product is an SF 30 gum corresponding to a dimethicone, having a number average molecular weight of 500,000 solubilized in oil SF 1202 Silicone Fluid corresponding to decamethylcyclopentasiloxane;
  • mixtures of two PDMSs of different viscosities and more particularly of a PDMS gum and a PDMS oil, such as the product SF 1236 from the company General Electric.
  • the SF product
  • 1236 is the mixture of a SE 30 gum defined above having a viscosity of 20 m 2 / s and an SF 96 oil with a viscosity of 5.10 "6 m 2 / s.
  • This product preferably comprises 15% of SE 30 gum and 85% of an SF 96 oil.
  • the resins optionally organopolysiloxanes present in the composition according to the invention are crosslinked siloxane systems containing the units: R 2 SiO 2 Z 2, RsSiOi / 2, RSi ⁇ 3 / 2 and SiO4 / 2 wherein R represents a hydrocarbon group having 1 to 16 carbon atoms or a phenyl group.
  • R represents a hydrocarbon group having 1 to 16 carbon atoms or a phenyl group.
  • R denotes a lower alkyl radical C 1 -C 4 , more particularly methyl, or a phenyl radical.
  • composition according to the invention may comprise one or more surfactants.
  • the surfactant (s) optionally present in the composition according to the invention may be anionic, amphoteric, nonionic, zwitterionic or cationic surfactants.
  • Surfactants suitable for the implementation of the present invention are in particular the following:
  • anionic surfactants which may be used, alone or as mixtures, in the context of the present invention, mention may be made in particular (nonlimiting list) of the salts (in particular alkaline salts, in particular sodium salts, ammonium salts, amino salts, aminoalcohol salts or magnesium salts) of the following compounds: alkyl sulphates, alkyl ether sulphates, alkyl amido ether sulphates, alkyl aryl polyether sulphates, monoglyceride sulphates; alkylsulfonates, alkylphosphates, alkylamidesulfonates, alkylarylsulfonates, ⁇ -olefin-sulfonates, paraffin-sulfonates; (C6-C24) alkylsulfosuccinates, (C6-C24) alkylsulfosuccinates, (C6-C24) alkylamidesulfosuccinates
  • alkyl polyglycoside carboxylic esters such as alkylglucoside citrates, alkylpolyglycoside tartrate and alkylpolyglycoside sulfosuccinates, alkylsulfosuccinamates; acylisethionates and N-acyltaurates, the alkyl or acyl radical of all these different compounds preferably comprising from 12 to 20 carbon atoms, and the aryl radical preferably denoting a phenyl or benzyl group.
  • anionic surfactants that can still be used, mention may also be made of fatty acid salts such as the salts of oleic, ricinoleic, palmitic and stearic acids, coconut oil acid or hydrogenated coconut oil acid; acyl lactylates whose acyl radical has 8 to 20 carbon atoms. It is also possible to use alkyl D-galactoside uronic acids and their salts, the alkyl (C6-C24) carboxylic ether acids.
  • polyoxyalkylenated polyoxyalkylenated (C6-C24) alkylcarboxylic acids polyoxyalkylenated (C6-C24) alkylamido carboxylic acids and their salts, in particular those containing from 2 to 50 alkylene oxide groups, in particular ethylene groups, and their mixtures.
  • Nonionic surfactants are also well-known compounds per se (see in particular in this regard "Handbook of Surfactants” by MR PORTER, Blackie & Son editions (Glasgow and London), 1991, pp. 16-188). . Thus, they may be chosen in particular from (non-limiting list) alcohols, alpha-diols, polyethoxylated alkylphenols, polypropoxylated, having a fatty chain comprising for example 8 to 18 carbon atoms, the number of ethylene oxide groups or propylene oxide which may range from 2 to 50.
  • polyalkylglucosides there may be mentioned, for example, the products sold by HENKEL under the name APG, such as the products APG 300, APG 350, APG 500, APG 550, APG 625, APG base 10-12; products sold by the company SEPPIC under the names TRITON CG 1 10 (or ORAMIX CG 1 10) and TRITON CG 312 (or ORAMIX NS 10); those sold by the company BA S. F. under the name LUTENSOL GD 70; sold by HENKEL under the names PLANTAREN 1200, PLANTAREN 1300, PLANTAREN 2000, and PLANTACARE 2000, PLANTACARE
  • amphoteric or zwitterionic surfactants may be in particular (non-limiting list) derivatives of aliphatic secondary or tertiary amines, in which the aliphatic radical is a linear or branched chain containing 8 to 18 carbon atoms and containing at least one anionic water-solubilising group (For example, carboxylate, sulphonate, sulphate, phosphate or phosphonate, mention may also be made of (C 8 -C 20 ) alkyl betaines, sulphobetaines, (C 8 -C 20 ) alkylamido (C 1 -C 6 ) alkylbetaines or C 1 -C 8 alkyl (C 1 -C 6 ) amidoalkyl (C 1 -C 6) sulfobetaines.
  • the aliphatic radical is a linear or branched chain containing 8 to 18 carbon atoms and containing at least one anionic water-solubilising group
  • R 2 denotes a linear or branched C5-alkyl radical
  • C20 from, for example, an R 2 -COOH acid present in the hydrolysed coconut oil, a heptyl, nonyl or undecyl radical, R3 denotes a beta-hydroxyethyl group and R4 a carboxymethyl group; and
  • B represents -CH 2 CH 2 OX '
  • C represents - (CH 2 ) Z -Y'
  • z 1 or 2
  • X 'de notes the group -CH 2 CH 2 -COOH or a hydrogen atom
  • Y' denotes -COOH or the radical -CH 2 -CHOH -SO 3
  • HR 2 'de notes an alkyl radical, linear or branched, saturated or unsaturated, at C5- C20 of an R9 -COOH acid present for example in coconut oil or in hydrolyzed linseed oil, an alkyl radical, in particular C 7 , C 9 , C n or C 13 , a C 17 alkyl radical; and its iso form, an unsaturated C 17 radical.
  • Disodium Capryloamphodiacetate Disodium Cocoamphodipropionate, Disodium Lauroamphodipropionate, Disodium Caprylamphodipropionate, Disodium Capryloamphodipropionate, Lauroamphodipropionic acid, Cocoamphodipropionic acid.
  • cocoamphodiacetate sold under the trade name MIRANOL® C2M concentrated by Rhodia Chimie.
  • cationic surfactants mention may be made in particular (non-limiting list): salts of primary, secondary or tertiary fatty amines, optionally polyoxyalkylenated; quaternary ammonium salts such as tetraalkylammonium, alkylamidoalkyltrialkylammonium, trialkylbenzylammonium, trialkylhydroxyalkylammonium or alkylpyridinium chlorides or bromides; imidazoline derivatives; or oxides of amines with a cationic character.
  • quaternary ammonium salts containing at least one ester function such as those of formula (I) below:
  • R22 is selected from alkyl and Ci -C 6 hydroxyalkyl or dihydroxyalkyl radicals Ci -C 6 alkyl; R23 is selected from:
  • R25 is chosen from:
  • R24, R26 and R28 which are identical or different, are chosen from linear or branched, saturated or unsaturated C 7 -C 21 hydrocarbon radicals; r, s and t, identical or different, are integers ranging from 2 to
  • y is an integer from 1 to 10;
  • x and z which are identical or different, are integers ranging from 0 to 10;
  • X " is a simple or complex anion, organic or inorganic, with the proviso that the sum x + y + z is from 1 to 15, that when x is 0 then R23 denotes R27 and that when z is 0 then R25 is
  • the alkyl radicals R22 may be linear or branched and more particularly linear.
  • R 22 denotes a methyl, ethyl, hydroxyethyl or dihydroxypropyl radical, and more particularly a methyl or ethyl radical.
  • the sum x + y + z is from 1 to 10.
  • R 23 is a hydrocarbon radical R 27 , it may be long and have 12 to 22 carbon atoms, or short and have 1 to 3 carbon atoms.
  • R 25 is a hydrocarbon R 29 radical, it preferably has 1 to 3 carbon atoms.
  • R24, R26 and R28 which are identical or different, are chosen from linear or branched, saturated or unsaturated C 1 1 -C 21 hydrocarbon radicals, and more particularly from C 1 -C 21 alkyl and alkenyl radicals. , linear or branched, saturated or unsaturated.
  • x and z are 0 or 1.
  • y is equal to 1.
  • r, s and t which are identical or different, are equal to 2 or 3, and even more particularly are equal to 2.
  • the anion is preferably a halide (chloride, bromide or iodide) or an alkyl sulphate more particularly methyl sulphate.
  • a halide chloride, bromide or iodide
  • an alkyl sulphate more particularly methyl sulphate.
  • methanesulphonate, phosphate, nitrate, tosylate an anion derived from an organic acid such as acetate or lactate or any other anion compatible with ammonium with an ester function.
  • the anion X - is even more particularly chloride or methylsulfate.
  • R22 denotes a methyl or ethyl radical
  • r, s and t are equal to 2;
  • - R23 is chosen from:
  • - R25 is chosen from:
  • R24, R26 and R 2 are chosen from hydrocarbon radicals in C 13 -C 17 linear or branched, saturated or unsaturated, and preferably from alkyl and alkenyl radicals in C 13 -C 17, linear or branched, saturated or unsaturated.
  • the hydrocarbon radicals are linear.
  • the compounds of formula (I) such as the salts (in particular chloride or methylsulfate) of diacyloxyethyl dimethylammonium, diacyloxyethylhydroxyethylmethylammonium, monoacyloxyethyl dihydroxyethylmethylammonium, triacyloxyethylmethylammonium, monoacyloxyethyl- hydroxyethyl dimethyl ammonium and mixtures thereof.
  • the acyl radicals preferably have from 14 to 18 carbon atoms and come more particularly from a vegetable oil such as palm oil or sunflower oil. When the compound contains more than one acyl radical, the latter may be identical or different.
  • composition according to the invention may preferably contain a mixture of quaternary ammonium mono-, di- and triester salts with a majority by weight of diester salts.
  • ammonium salts As a mixture of ammonium salts, it is possible to use, for example, the mixture containing 15 to 30% by weight of acyloxyethyl-dihydroxyethyl-methylammonium methylsulfate, 45 to 60% of diacyloxyethyl-hydroxyethyl-methylammonium methyl sulfate and 15 to 30% triacyloxyethyl-methylammonium methylsulfate, acyl radicals having from 14 to 18 carbon atoms and from partially partially hydrogenated palm oil. It is also possible to use the ammonium salts containing at least one ester function described in US-A-4874554 and US-A-4137180.
  • the surfactant or surfactants generally represent from 0 to 20%, preferably from 0.05 to 10%, better still from 0.1 to 5% by weight of the total weight of the composition.
  • composition according to the invention may comprise one or more fixing polymers.
  • the fixing polymers that can be used in the cosmetic composition according to the invention are chosen in particular from the cationic, anionic, amphoteric or nonionic polymers and mixtures thereof.
  • fixing polymer is intended to mean any polymer which makes it possible to impart a shape or to maintain a given shape or hairstyle.
  • the fixing polymers that can be used in the cosmetic composition according to the invention are chosen especially from cationic, anionic, amphoteric and nonionic polymers and their mixtures.
  • cationic polymer means any polymer comprising cationic groups and / or groups that can be ionized into cationic groups.
  • the cationic fixing polymers that may be used in the cosmetic composition according to the invention are preferably chosen from polymers containing primary, secondary, tertiary and / or quaternary amine groups forming part of the polymer chain or directly connected thereto, and having a number-average molecular weight of between 500 and about 5,000,000, and preferably between 1,000 and 3,000,000.
  • these polymers the following cationic polymers may be mentioned more particularly:
  • R 1 and R 2 which may be identical or different, each represent a hydrogen atom or an alkyl group having from 1 to 6 carbon atoms;
  • R3 denotes a hydrogen atom or a CH 3 group
  • A is a linear or branched alkyl group having 1 to 6 carbon atoms or a hydroxyalkyl group having 1 to 4 carbon atoms
  • R 4, R 5, R O which are identical or different, represent an alkyl group having from 1 to 1 8 carbon atoms or benzyl;
  • X denotes a methosulphate anion or a halogenide such as chloride or bromide.
  • the copolymers of family (1) also contain one or more units derived from comonomers which may be chosen from the family of acrylamides, methacrylamides, diacetone-acrylamides, acrylamides and methacrylamides substituted on the nitrogen by lower alkyl groups (C 1 - 4 ), groups derived from acrylic or methacrylic acids or their esters, vinyllactams such as vinylpyrrolidone or vinylcapro lactam, vinyl esters.
  • copolymers of family (1) mention may be made of: copolymers of acrylamide and of dimethylaminoethyl methacrylate quaternized with dimethyl sulphate or with a dimethyl halide such as that sold under the name Hercofloc ® by Hercules, copolymers of acrylamide and methacryloyloxyethyltrimethylammonium chloride described, for example, in EP-A-080976 and sold under the name Bina
  • crosslinked polymers of methacryloyloxyalkyl (C 1 -C 4) trialkyl (C 1 -C 4) ammonium salts such as the polymers obtained by homopolymerization of dimethylaminoethyl methacrylate quaternized with methyl chloride, or by copolymerization of acrylamide with dimethylaminoethyl methacrylate quaternized by the methyl chloride, homo or copolymerization being followed by crosslinking with an olefinically unsaturated compound, in particular methylenebisacrylamide.
  • a crosslinked acrylamide / methacryloyloxyethyltrimethylammonium chloride copolymer (20/80 by weight) in the form of a dispersion containing 50% by weight of said copolymer in mineral oil.
  • This dispersion is marketed under the name "SALCARE® SC 92" by the company CIBA.
  • a crosslinked homopolymer of methacryloyloxyethyltrimethylammonium chloride containing about 50% by weight of the homopolymer in mineral oil or in a liquid ester.
  • These dispersions are sold under the names "SALCARE® SC 95" and "SALCARE® SC 96" by the company CIBA.
  • cationic polysaccharides preferably quaternary ammonium, such as those described in US Pat. Nos. 3,589,578 and 4,031,307, such as guar gums containing cationic trialkylammonium groups.
  • quaternary ammonium such as those described in US Pat. Nos. 3,589,578 and 4,031,307
  • guar gums containing cationic trialkylammonium groups Such products are sold in particular under the trade names of Jaguar C 13 S, Jaguar C 15, Jaguar C 17 by the company Meyhall; (3) quaternary copolymers of vinylpyrrolidone and vinylimidazole;
  • chitosans or their salts are, in particular, chitosan acetate, lactate, glutamate, gluconate or pyrrolidonecarboxylate.
  • these compounds include the chitosan having a degree of deacetylation of 90.5% by weight sold under the name KYTAN Brut Standard by the company Aber Technologies, chitosan pyrrolidone carboxylate sold under the name KYT AMER ® PC by AMERCHOL company.
  • cationic cellulose derivatives such as copolymers of cellulose or of cellulose derivatives grafted with a water-soluble monomer comprising a quaternary ammonium, and described especially in US Pat. No.
  • hydroxyalkylcelluloses such as hydroxymethyl-, hydroxyethyl or hydroxypropyl-cellulose grafted in particular with a salt of methacryloyloxyethyltrimethylammonium, methacrylamidopropyl trimethylammonium, dimethyl-diallylammonium.
  • the marketed products corresponding to this definition are more particularly the products sold under the name "CELQUAT L 200" and "CELQUAT H 100" by the company National Starch.
  • the anionic fixing polymers generally used are polymers comprising groups derived from carboxylic, sulfonic or phosphoric acid and have a number-average molecular mass of between about 500 and 5,000,000.
  • the carboxylic groups are provided by mono- or diacid monomers.
  • unsaturated carboxylic acids such as those having the formula:
  • n is an integer from 0 to 10
  • Ai denotes a methylene group, optionally linked to the carbon atom of the unsaturated group or to the neighboring methylene group when n is greater than 1, via a heteroatom such as that oxygen or sulfur
  • R 7 denotes a hydrogen atom, a phenyl or benzyl group
  • Rs denotes a hydrogen atom, a lower alkyl or carboxyl group
  • R 9 denotes a hydrogen atom, a lower alkyl group, a group -CH 2 -COOH, phenyl or benzyl.
  • a lower alkyl group preferably denotes a group having 1 to 4 carbon atoms and in particular the methyl and ethyl groups.
  • the anionic fixing polymers with carboxylic groups that can be used in a preferred manner according to the invention are: A) Homo- or copolymers of acrylic or methacrylic acid or their salts and in particular the products sold under the names VERSICOL ® E or K by the company Allied Colloid and Ultrahold ® by the company BASF, copolymers of acrylic acid and acrylamide sold in the form of their sodium salts under the denominations RETEN 421, 423 or 425 by the company HERCULES, the sodium salts of polyhydroxycarboxylic acids.
  • Mention may also be methacrylic acid / acrylic acid / ethyl acrylate / methyl methacrylate copolymer in aqueous dispersion sold under the name ® Amerhold DR 25 by the company Amerchol.
  • Crotonic acid copolymers such as those comprising in their chain vinyl acetate or propionate units, and optionally other monomers such as allyl or methallyl esters, vinyl ethers or vinyl esters of a saturated carboxylic acid, linear or branched, long hydrocarbon chain, such as those comprising at least 5 carbon atoms, these polymers may optionally be grafted or crosslinked, or another monomer vinyl ester, allyl or methallylic of a CC- or ⁇ -cyclic carboxylic acid.
  • Such polymers are described, inter alia, in French Patents Nos 1222944, 1580545, 2265782, 2265781, 1564 1 10 and 2 439 798.
  • Commercial products coming within this class are the resins 28- 29-30, 26-13 and 14-21 sold by the company National
  • copolymers comprising (i) one or more maleic, fumaric and itaconic acids or anhydrides and (ii) at least one monomer chosen from vinyl esters, vinyl ethers, vinyl halides, phenylvinyl derivatives, acrylic acid and its esters, the anhydride functions of these copolymers being optionally monoesterified or monoamidified.
  • monomers chosen from vinyl esters, vinyl ethers, vinyl halides, phenylvinyl derivatives, acrylic acid and its esters, the anhydride functions of these copolymers being optionally monoesterified or monoamidified.
  • copolymers comprising (i) one or more maleic, citraconic and itaconic anhydride units and (ii) one or more monomers chosen from allylic or methallyl esters optionally containing one or more acrylamide, methacrylamide, ⁇ -olefin or acrylic or methacrylic ester groups; acrylic or methacrylic acids or vinylpyrrolidone in their chain, the anhydride functions of these copolymers being optionally monoesterified or monoamidified.
  • Homopolymers and copolymers comprising sulphonic groups are polymers comprising vinylsulphonic, styrene-sulphonic, naphthalenesulphonic or acrylamido-alkylsulphonic units. These polymers may especially be chosen from:
  • salts of polyvinylsulphonic acid having a molecular mass of between about 1,000 and 100,000 as well as copolymers with an unsaturated comonomer such as acrylic or methacrylic acids and their esters, as well as acrylamide or its derivatives, vinyl ethers and vinylpyrrolidone.
  • polyacrylamidesulfonic acid salts such as those mentioned in US Pat. No. 4,128,631, and more particularly the polyacrylamidoethylpropanesulfonic acid sold under the name COSMEDIA POLYMER HSP 1,180 by Henkel.
  • the anionic fixing polymers are chosen from acrylic acid copolymers such as the acrylic acid / ethyl acrylate / N-tert-butylacrylamide sold under the name Ultrahold ® STRONG by the company BASF, copolymers derived acid crotonic such as vinyl acetate terpolymers / vinyl tert-butylbenzoate / crotonic acid and crotonic acid / vinyl acetate / vinyl neododecanoate terpolymers sold in particular under the name Resin 28-29-30 by the company National Starch, polymers derived therefrom maleic, fumaric, itaconic acids or anhydrides with vinyl esters, vinyl ethers, vinyl halides, phenylvinyl derivatives, acrylic acid and its esters such as monoesterified methyl vinyl ether / maleic anhydride copolymers sold, for example, under the name GANTREZ ® by ISP, acid copolymers m
  • NATIONAL STARCH the copolymers of methacrylic acid and ethyl acrylate sold under the name Luvimer ® MAEX or MAE by the company BASF.
  • amphoteric fixing polymers that may be used in accordance with the invention may be chosen from polymers comprising units B and C statistically distributed in the polymer chain, where B denotes a unit derived from a monomer comprising at least one basic nitrogen atom and C denotes a unit derived from an acidic monomer having one or more carboxylic or sulfonic groups, or B and C may denote groups derived from zwitterionic monomers of carboxybetaines or sulfobetaines;
  • B and C may also designate a cationic polymer chain comprising primary, secondary, tertiary or quaternary amine groups, in which at least one of the amine groups carries a carboxylic or sulfonic group connected via a hydrocarbon group, or B and C are part of a chain of an ethylene- ⁇ , ⁇ -dicarboxylic-containing polymer, one of which has been reacted with a carboxylic group.
  • polyamine having one or more primary or secondary amine groups.
  • amphoteric fixing polymers corresponding to the definition given above, which are more particularly preferred, are chosen from the following polymers:
  • copolymers with acidic vinyl units and basic vinyl units such as those resulting from the copolymerization of a monomer derived from a vinyl compound carrying a carboxylic group such as, more particularly, acrylic acid, methacrylic acid, maleic acid, alpha-chloroacrylic acid, and a basic monomer derived from a substituted vinyl compound containing at least one basic atom, such as, more particularly, dialkylaminoalkyl methacrylate and acrylate, dialkylaminoalkylmethacrylamide and acrylamide.
  • a monomer derived from a vinyl compound carrying a carboxylic group such as, more particularly, acrylic acid, methacrylic acid, maleic acid, alpha-chloroacrylic acid
  • a basic monomer derived from a substituted vinyl compound containing at least one basic atom such as, more particularly, dialkylaminoalkyl methacrylate and acrylate, dialkylaminoalkylmethacrylamide and acrylamide.
  • (2) polymers comprising units derived from: a) at least one monomer chosen from acrylamides or methacrylamides substituted on the nitrogen atom with an alkyl group; b) with at least one acidic comonomer containing one or more several reactive carboxylic groups, and c) at least one basic comonomer such as primary, secondary, tertiary and quaternary amine substituted esters of acrylic and methacrylic acids, and the quaternization product of dimethylaminoethyl methacrylate with dimethyl sulfate or diethyl.
  • N-substituted acrylamides or methacrylamides which are more particularly preferred according to the invention are those compounds whose alkyl groups contain from 2 to 12 carbon atoms, and more particularly N-ethylacrylamide, N-tert-butylacrylamide,
  • N-tert-octylacrylamide N-octylacrylamide, N-decylacrylamide, N-dodecylacrylamide and the corresponding methacrylamides.
  • the acidic comonomers are chosen more particularly from acrylic, methacrylic, crotonic and itaconic acids. maleic, fumaric as well as alkyl monoesters having 1 to 4 carbon atoms of maleic or fumaric acids or anhydrides.
  • Preferred basic comonomers are aminoethyl, butylaminoethyl, N, N'-dimethylaminoethyl methacrylates,
  • copolymers whose CTFA (4th Ed. 1991) is octylacrylamide / acrylates / butylaminoethyl methacrylate copolymer such as the products sold under the name AMPHOMER® ® or Lovocryl ® 47 by the company
  • Rio represents a divalent group derived from a saturated dicarboxylic acid, an ethylenically double-bonded mono or dicarboxylic aliphatic acid, an ester of a lower alkano l having 1 to 6 carbon atoms of these acids or a group derived from the addition of any of said acids with a bis-primary or bis-secondary amine
  • Z denotes a group derived from a bis-primary, mono- or bis-secondary polyalkylene polyamine and preferably represents: a) in the proportions of 60 to 100 mol%, the group
  • polyaminoamides in the proportions of 0 to 20 mol%, the -NH- (CH 2 ) O-NH- group derived from hexamethylenediamine, these polyaminoamides being crosslinked by the addition reaction of a bifunctional crosslinking agent chosen from epihalohydrins, diepoxides, dianhydrides, bis-unsaturated derivatives, by means of 0.025 to 0.35 mole of crosslinking agent per amino group of the polyaminoamide, and acylated by the action of acrylic acid, chloroacetic acid or a alkane-sultone or their salts.
  • a bifunctional crosslinking agent chosen from epihalohydrins, diepoxides, dianhydrides, bis-unsaturated derivatives
  • the saturated carboxylic acids are preferably chosen from acids having 6 to 10 carbon atoms, such as adipic, trimethyl-2,2,4-adipic and trimethyl-2,4,4-adipic acids, terephthalic acids, and double acids.
  • ethylenic bond such as, for example, acrylic, methacrylic, itaconic acids.
  • the alkane sultones used in the acylation are preferably propane or butane sultone, the salts of the acylating agents are preferably the sodium or potassium salts.
  • Rn denotes a polymerizable unsaturated group such as an acrylate, methacrylate or acrylamide group or methacrylamide group
  • y and z represent an integer from 1 to 3
  • R12 and R represent a hydrogen atom, a methyl, ethyl or propyl
  • R14 and R 5 represent a hydrogen atom or an alkyl group such that the sum of the carbon atoms in R14 and R15 does not exceed 10.
  • Polymers comprising such units may also comprise units derived from non-zwitterionic monomers such as dimethyl- or diethylaminoethyl acrylate or methacrylate or alkyl acrylates or methacrylates, acrylamides or methacrylamides, or vinyl acetate.
  • non-zwitterionic monomers such as dimethyl- or diethylaminoethyl acrylate or methacrylate or alkyl acrylates or methacrylates, acrylamides or methacrylamides, or vinyl acetate.
  • methyl methacrylate / dimethylcarboxymethylammonioethylmethacrylate copolymers such as the product sold under the name DIAFORMER Z301 by the company SANDOZ.
  • Ri 6 represents a group of formula:
  • R20 is hydrogen, CH3O, CH3CH2O, phenyl
  • R21 is hydrogen or lower alkyl such as methyl, ethyl
  • R22 is hydrogen or C1-lower alkyl
  • -C 6 such that methyl, ethyl
  • R 23 denotes a C 1 -C 6 lower alkyl group such as methyl, ethyl or a group corresponding to the formula: -R 24 -N (R 22) 2 , R-24 representing a group -CH 2 -CH 2 -, -CH 2 -CH 2 -CH 2 -, -CH 2 -CH (CH 2) -, R 22 having the meanings mentioned above.
  • amphoteric polymers of the type -D-X-D-X selected from:
  • X denotes the symbol E or E ', E or E', which may be the same or different, denotes a divalent group which is a straight or branched chain alkylene group having up to 7 carbon atoms in the unsubstituted or substituted backbone.
  • hydroxyl groups and may further comprise oxygen, nitrogen, sulfur, 1 to 3 aromatic and / or heterocyclic rings; the oxygen, nitrogen and sulfur atoms being present in the form of ether, thioether, sulfoxide, sulfone, sulfonium, alkylamine, alkenylamine, hydroxyl groups, benzylamine, amine oxide, quaternary ammonium, amide, imide groups, alcohol, ester and / or urethane.
  • (9) (C 1 -C 5) alkyl vinyl ether / maleic anhydride copolymers partially modified by semiamidation with an N, N-dialkylaminoalkylamine such as N, N-dimethylaminopropylamine or by semi-esterification with an N, N-dialkylaminoalkanol.
  • These copolymers may also comprise other vinylic comonomers such as vinylcaprolactam.
  • the most particularly preferred according to the invention are those of the family (3) such as the copolymers whose CTFA name is octylacrylamide / acrylates / butylamino-ethylmethacrylate copolymer, such as the products sold under the names AMPHOMER ® , AMPHOMER ® LV 71 or LOVOCRYL ® 47 by NATIONAL
  • Nonionic fixing polymers that can be used according to the present invention are chosen, for example, from:
  • vinyl acetate copolymers such as, for example, copolymers of vinyl acetate and acrylic ester, copolymers of vinyl acetate and ethylene, or copolymers of vinyl acetate and of maleic ester, for example, dibutyl maleate;
  • acrylic esters such as, for example, alkyl acrylates and copolymers of alkyl methacrylates, such as the products sold by the company Rohm & Haas under the names Primal AC-261 K ® and EUDRAGIT ® NE 30 D, by BASF under the name 8845, by Hoechst under the name APPRETAN ® 9212;
  • - copolymers of styrene such as, for example, copolymers of styrene and of alkyl (meth) acrylate such as Mowilith LDM ® products 691 1 Mowilith ® DM 61 1 and Mowilith ® LDM 6070 sold by the company Hoechst, the RHODOPAS ® SD 215 and RHODOPAS ® DS 910 products offered by RHODIA CHIMIE; copolymers of styrene, alkyl methacrylate and alkyl acrylate; copolymers of styrene and butadiene; or copolymers of styrene, butadiene and vinylpyridine; polyamides; vinyllactam homopolymers such as homopolymers of vinyl pyrrolidone, polyvinyl caprolactam or sold under the name Luviskol ® PLUS by the company BASF; and - vinyllactam copolymers such as a poly
  • the alkyl groups of the nonionic polymers mentioned above preferably have from 1 to 6 carbon atoms.
  • the polyurethanes particularly targeted by the present invention are those described in applications EP 0 75 1 162, EP 0 637 600, EP 0 648 485 and FR 2 743 297 of which the applicant is the holder, as well as in applications EP 0 656 021 and WO 94/03510 of the company BASF, and EP 0 619 11 1 of the company National Starch.
  • polyurethanes that are suitable in the present invention include products sold under the names LUVISET PUR ® and LUVISET ® Si PUR by BASF.
  • the fixing polymer (s) is (are) present in the cosmetic composition according to the invention in an amount ranging from 0 to 20% by weight, preferably from 0.01 to 15% by weight, and still more preferably from 0.5 to 10% by weight, relative to the total weight of the cosmetic composition.
  • composition according to the invention may also comprise one or more polymeric thickening agents or not.
  • crosslinked acrylic acid homopolymers INF name: CARBOMER
  • nonionic associative polyurethanes or anionic compounds such as the compounds ACULYN 44 and 46, and
  • the composition according to the invention comprises glycerine.
  • glycerin can represent from 1 to
  • the cosmetic composition according to the invention may comprise, in addition to water in an amount of greater than 30%, preferably greater than 50% by weight relative to the total weight of the composition, a cosmetically acceptable medium.
  • cosmetically acceptable medium is meant a medium compatible with keratin materials and in particular the hair.
  • the cosmetically acceptable medium may comprise a cosmetically acceptable water-soluble solvent.
  • the cosmetically acceptable water-soluble solvent may be chosen from C1-C4 lower alcohols, polyols, polyol ethers, C 5 -C 10 alkanes, C 3 -C 4 ketones and C 1 -C 4 alkyl acetates. dimethoxyethane, diethoxyethane, and mixtures thereof.
  • the composition according to the invention may be in the form of cream, paste or in the form of foam (aerosol or not), or gel.
  • the cosmetic composition according to the invention when it is in the form of a foam, it can be packaged in an aerosol.
  • it comprises one or more propellants.
  • the propellant (s) is (are) chosen from non - liquefied compressed gases, such as air, nitrogen, nitrous oxide, carbon dioxide or dimethyl ether, or from liquefied gases such as volatile hydrocarbons such as n-butane, isobutane, propane, pentane and halogenated hydrocarbons.
  • a mixture of one or more volatile hydrocarbons can be used with dimethyl ether.
  • the foam can still be obtained without thruster by means of a pump bottle.
  • the present invention also relates to a cosmetic treatment process comprising the application to the keratin materials, preferably the keratinous fibers, preferably the hair, of a cosmetic composition as defined above.
  • This application may or may not be followed by rinsing.
  • composition according to the invention may especially be used in hair styling compositions or in shampoos.
  • the present invention is illustrated by the following example.
  • composition A according to the invention comprising a polar oil, octyldodecanol, is prepared from water with a content greater than
  • Viscoplast 14436H which is a liquid polyester obtained by condensation of butanediol and dilinoleic acid (dimer of linoleic acid).
  • composition A The formulation of composition A is given in Table 1. The contents are given by weight of active ingredients relative to the total weight of the composition
  • composition A according to the invention has been evaluated by professionals on model panels.
  • Composition A makes it possible to obtain a good level of gloss, without touching greasy or sticky.

Abstract

The invention relates to a cosmetic composition that contains, in a cosmetically acceptable medium, one or more liquid polyesters obtained by the condensation of a dimer and/or trimer of an unsaturated fatty acid and a saturated linear diol, one or more organic oils, and water in a concentration of higher than 30 wt % relative to the total weight of the composition, as well as to a cosmetic treatment method implementing same.

Description

Composition cosmétique comprenant un polyester, une huile organique et de l'eau Cosmetic composition comprising a polyester, an organic oil and water
La présente invention se rapporte à une composition cosmétique comprenant un polyester liquide obtenu par condensation de dimère et/ou de trimère d' acide gras insaturé et de diol, une ou plusieurs huiles organiques, et de l'eau à une teneur particulière, et à un procédé de traitement des matières kératiniques, en particulier des fibres kératiniques.The present invention relates to a cosmetic composition comprising a liquid polyester obtained by condensation of dimer and / or trimer of unsaturated fatty acid and diol, one or more organic oils, and water with a particular content, and a process for treating keratin materials, in particular keratinous fibers.
De nombreux produits de soin capillaire ont été décrits dans l' art antérieur. Les compositions correspondantes ont pour but d' apporter de bonnes propriétés cosmétiques aux cheveux.Many hair care products have been described in the prior art. The corresponding compositions are intended to bring good cosmetic properties to the hair.
Toutefois, il apparaît très difficile de formuler des produits capillaires permettant d' apporter un bon niveau de brillance à la chevelure sans entraîner un effet gras ou poisseux très anticosmétique.However, it appears very difficult to formulate hair products to bring a good level of shine to the hair without causing a greasy or tacky effect very anticosmetic.
On connaît par ailleurs du document EP 1 857 098 une composition cosmétique de maquillage et/ou de soin des matières kératiniques comprenant un ester de polyol(s) et de dimère diacide d' acide gras et un polyamide particulier.Document EP 1 857 098 also discloses a cosmetic composition for makeup and / or care of keratin materials comprising an ester of polyol (s) and dimer of diacid of fatty acid and a particular polyamide.
La demanderesse a découvert de manière surprenante que l' association d'un ou plusieurs polyesters liquides obtenus par condensation de dimère et/ou de trimère d' acide gras insaturé et de diol linéaire saturé, d'une ou plusieurs huiles organiques, et d' eau à une teneur supérieure à 30% en poids par rapport au poids total de la composition permettait d' éviter les problèmes rencontrés dans l' art antérieur et d'obtenir une composition de soin capillaire permettant d' apporter un bon niveau de brillance à la chevelure tout en limitant l' effet gras.The Applicant has surprisingly discovered that the combination of one or more liquid polyesters obtained by condensation of dimer and / or trimer of unsaturated fatty acid and saturated linear diol, of one or more organic oils, and of water at a content greater than 30% by weight relative to the total weight of the composition made it possible to avoid the problems encountered in the prior art and to obtain a hair care composition which makes it possible to bring a good level of gloss to the skin. hair while limiting the fat effect.
La présente invention a donc pour objet une composition cosmétique comprenant un ou plusieurs polyesters liquides obtenus par condensation de dimère et/ou de trimère d'acide gras insaturé et de diol linéaire saturé, une ou plusieurs huiles organiques, et de l' eau à une teneur supérieure à 30% en poids par rapport au poids total de la composition.The subject of the present invention is therefore a cosmetic composition comprising one or more liquid polyesters obtained by condensation of dimer and / or trimer of unsaturated fatty acid and of saturated linear diol, one or more organic oils, and water with a content greater than 30% by weight relative to the total weight of the composition.
Par polyester liquide, on entend un polyester dont la viscosité est inférieure à 40000 Cst, de préférence inférieure à 20000 Cst à 400C, déterminée selon la norme ASTM D445-88.Liquid polyester means a polyester whose viscosity is less than 40000 Cst, preferably less than 20000 Cst at 40 0 C, determined according to ASTM D445-88.
Par « acide gras insaturé», on désigne, dans le cadre de la présente invention, un acide gras mono- ou polyinsaturé comprenant de 14 à 22 atomes de carbone. Les dimères d' acide gras insaturé peuvent notamment comprendre de 2 à 4 insaturations dans leur chaîne carbonée. Les trimères d' acide gras insaturé peuvent comprendre de 3 à 6 insaturations dans leur chaîne carbonée. De préférence, les dimères et/ou trimères d' acide gras insaturé sont des acides polycarboxyliques comprenant au moins 2 et jusqu' à 6 fonctions acide carboxylique par molécule. Dans un mode préféré de réalisation, le dimère d' acide gras insaturé peut comprendre de 28 à 44 atomes de carbone et de préférence 2 fonctions acide carboxylique. Le trimère d' acide gras insaturé peut comprendre de 42 à 66 atomes de carbone et de préférence 3 fonctions acide carboxylique. De préférence, on utilise un dimère d' acide gras insaturé, en particulier ayant 36 atomes de carbone et 2 fonctions acide carboxylique.By "unsaturated fatty acid" is meant, in the context of the present invention, a mono- or polyunsaturated fatty acid comprising from 14 to 22 carbon atoms. The unsaturated fatty acid dimers may in particular comprise from 2 to 4 unsaturations in their carbon chain. The unsaturated fatty acid trimers can comprise from 3 to 6 unsaturations in their carbon chain. Preferably, the dimers and / or trimers of unsaturated fatty acid are polycarboxylic acids comprising at least 2 and up to 6 carboxylic acid functions per molecule. In a preferred embodiment, the unsaturated fatty acid dimer may comprise from 28 to 44 carbon atoms and preferably 2 carboxylic acid functions. The unsaturated fatty acid trimer can comprise from 42 to 66 carbon atoms and preferably 3 carboxylic acid functions. Preferably, an unsaturated fatty acid dimer is used, in particular having 36 carbon atoms and 2 carboxylic acid functions.
Des mélanges de dimères et de trimères d' acides gras insaturés et/ou d' acides gras insaturés (non polymérisés, donc correspondant aux monomères) peuvent également être mis en oeuvre dans le cadre de l' invention. Dans le cas d'un tel mélange, on préfère un mélange comprenant plus de 50% en poids de dimères, par exemple un mélange comprenant plus de 90% en poids, de préférence plus de 95%, d' acides sous forme de dimères, le reste du mélange pouvant être des trimères et/ou des monomères d'acides gras insaturés.Mixtures of dimers and trimers of unsaturated fatty acids and / or unsaturated fatty acids (unpolymerized, therefore corresponding to the monomers) may also be used within the scope of the invention. In the case of such a mixture, a mixture comprising more than 50% by weight of dimers, for example a mixture comprising more than 90% by weight, preferably more than 95%, of acids in the form of dimers, is preferred. the remainder of the mixture may be trimers and / or unsaturated fatty acid monomers.
Le dimère et/ou le trimère d'acide gras insaturé peut éventuellement être hydrogéné après la réaction de polymérisation de l' acide gras insaturé pour notamment améliorer la stabilité du produit dimère ou trimère.The dimer and / or trimer of unsaturated fatty acid may optionally be hydrogenated after the polymerization reaction of the unsaturated fatty acid, in particular to improve the stability of the dimer or trimer product.
Des dimères d' acides gras hydrogénés (acide oléique ou linoléique) sont notamment commercialisés sous les marques EMPOL 1008, EMPOL 1004, EMPOL 1025 , EMPOL l O I l et EMPOL 1062 par Cognis et Pripol 1006 (acide dilinoléique) par Uniqema, International. Uniqema commercialise également un dimère d' acides gras hydrogéné sous la dénomination Pripol 1013 (acide dilinoléique hydrogéné).Hydrogenated fatty acid dimers (oleic or linoleic acid) are especially marketed under the brand names EMPOL 1008, EMPOL 1004, EMPOL 1025, EMPOL 1061 and EMPOL 1062 by Cognis and Pripol 1006 (dilinoleic acid) by Uniqema, International. Uniqema also markets a hydrogenated fatty acid dimer under the name Pripol 1013 (hydrogenated dilinoleic acid).
De manière particulièrement préférée, le dimère d' acide gras insaturé est un dimère de l' acide linoléique, encore appelé acide dilinoléique, obtenu par polymérisation intermoléculaire de l'acide linoléique. L 'acide gras insaturé peut être d'origine naturelle, de préférence végétale. Un acide gras d'origine végétale peut provenir de toute source végétale produisant ledit acide gras. Par exemple, dans le cas de l' acide linoléique, on pourra utiliser des molécules extraites du soja, du colza, etc. Le ou les polyesters présents dans la composition selon l' invention sont donc obtenus par condensation d'un acide gras à longue chaîne polymérisé avec un diol linéaire saturé. Dans le cadre de la présente invention, on désigne par « diol » un composé hydrocarboné en C2 à C l O, de préférence en C2-C8, et préférentiellement en C2-C6, dont la chaîne carbonée est substituée par deux fonctions hydroxyles. La chaîne hydrocarbonée peut être interrompue par un atome d'oxygène. Les diols utilisés selon l' invention sont des alcools linéaires saturés. De manière particulièrement préférée, le diol linéaire saturé est un butanediol, notamment le 1 ,2-butanedio l, le 1 ,3-butanediol ou le 1 ,4-butanediol, et de préférence de 1 ,4-butanediol.In a particularly preferred manner, the dimer of unsaturated fatty acid is a dimer of linoleic acid, also called dilinoleic acid, obtained by intermolecular polymerization of linoleic acid. The unsaturated fatty acid may be of natural origin, preferably vegetable. A fatty acid of plant origin can come from any plant source producing said fatty acid. For example, in the case of linoleic acid, molecules extracted from soybean, rapeseed, etc. may be used. The polyester or polyesters present in the composition according to the invention are thus obtained by condensation of a long chain fatty acid polymerized with a saturated linear diol. In the context of the present invention, the term "diol" denotes a hydrocarbon compound C 2 -C 10, preferably C 2 -C 8, and preferably C 2 -C 6, the carbon chain is substituted by two hydroxyl functions. The hydrocarbon chain can be interrupted by an oxygen atom. The diols used according to the invention are linear saturated alcohols. In a particularly preferred manner, the saturated linear diol is a butanediol, in particular 1,2-butanedio-1, 1,3-butanediol or 1,4-butanediol, and preferably 1,4-butanediol.
Ainsi, de préférence, le polyester présent dans la composition selon l' invention est obtenu par condensation de dimère et/ou de trimère d' acide gras insaturé et d'un butanediol. Avantageusement, le ou les polyesters mis en oeuvre dans la composition selon l' invention présentent un poids mo léculaire moyen compris entre 500 et 2000, de préférence entre 1000 et 2000, et préférentiellement entre 1200 et 1800. Dans un mode de réalisation particulièrement préféré, le polyester obtenu par condensation de dimère et/ou trimère d' acide gras insaturé et de dio l linéaire saturé est un polymère, ou polyester, de l' acide dilinoléique et du 1 ,4-butanedio l, présentant de préférence un poids moléculaire moyen de 1300, une viscosité à 400C de 2500-3500 cSt et un indice de réfraction à 25°C de 1 ,475- 1 ,485. On peut notamment citer à ce titre le polymère commercialisé par Biosynthis sous la dénomination Viscoplast 14436H (nom INCI : dilinoleic acid/butanediol copolymer). La quantité de polyester dans la composition selon l'invention peut varier dans une large mesure et dépend notamment de la galénique souhaitée et des effets désirés. Avantageusement, et pour donner un ordre de grandeur, le ou les polyesters représentent de 0, 1 à 50%, de préférence de 0,5 à 20%, mieux de 1 à 5% en poids du poids total de la composition.Thus, preferably, the polyester present in the composition according to the invention is obtained by condensation of dimer and / or trimer of unsaturated fatty acid and a butanediol. Advantageously, the polyester or polyesters used in the composition according to the invention have an average molecular weight of between 500 and 2000, preferably between 1000 and 2000, and preferably between 1200 and 1800. In a particularly preferred embodiment, the polyester obtained by condensation of dimer and / or trimer of unsaturated fatty acid and saturated linear diol is a polymer, or polyester, of dilinoleic acid and 1,4-butanediol. , preferably having an average molecular weight of 1300, a viscosity at 40 ° C. of 2500-3500 cSt and a refractive index at 25 ° C. of 1.475-1.485. In particular, mention may be made of the polymer marketed by Biosynthis under the name Viscoplast 14436H (INCI name: dilinoleic acid / butanediol copolymer). The amount of polyester in the composition according to the invention can vary to a large extent and depends in particular on the desired dosage and the desired effects. Advantageously, and to give an order of magnitude, the polyester or polyesters represent from 0.1% to 50%, preferably from 0.5% to 20%, better still from 1% to 5% by weight, relative to the total weight of the composition.
Comme expliqué précédemment, la composition selon comprend une ou plusieurs huiles organiques.As explained above, the composition according to one or more organic oils.
Par huile on entend au sens de la présente invention un composé présentant au moins un enchaînement de deux groupements siloxanes ou au moins une chaîne hydrocarbonée comportant au moinsFor the purposes of the present invention, the term "oil" means a compound having at least one chain of two siloxane groups or at least one hydrocarbon chain containing at least one
6 atomes de carbone et insoluble dans l' eau à la concentration en poids de 5%, de préférence à la concentration de 1 %, mieux de 0, 1 %, et à 25°C et à la pression atmosphérique(760 mmHg), et qui est liquide dans ces conditions de température ou de pression. La ou les huiles organiques peuvent être polaires ou non polaires.6 carbon atoms and insoluble in water at the concentration by weight of 5%, preferably at the concentration of 1%, better of 0, 1%, and at 25 ° C and at atmospheric pressure (760 mmHg), and which is liquid under these conditions of temperature or pressure. The organic oil (s) may be polar or non-polar.
Parmi les huiles polaires, on peut citer les huiles hydrocarbonées comportant des fonctions ester, éther, acide, alcool ou leurs mélanges, telles que les alcools gras et acides gras, et leurs esters. On peut ainsi citer à titre d'huile polaire de poids moléculaire inférieur à 1000 : les huiles végétales hydrocarbonées, telles que les triglycérides liquides d'acides gras comportant de 7 à 22 atomes de carbone comme les triglycérides des acides heptanoïque ou octanoique. Ces huiles sont notamment les huiles de germe de blé, de maïs, de tournesol, de karité, de ricin, d'amandes douces, de macadamia, d'abricot, de soja, de colza, de coton, de luzerne, de pavot, de potimarron, de sésame, de courge, d'avocat, de noisette, de pépin de raisin ou de cassis, d'onagre, de millet, d'orge, de quinoa, d'olive, de seigle, de carthame, de bancoulier, de passiflore, de rosier muscat ou encore les triglycérides des acides capryliques/capriques comme ceux vendus par la société STEARINERIES DUBOIS ou ceux vendus sous la dénomination MIGLYOL 810, 812 et 818 par la société DYNAMIT NOBEL ;Among the polar oils, there may be mentioned hydrocarbon oils comprising ester, ether, acid, alcohol or mixtures thereof, such as fatty alcohols and fatty acids, and their esters. It is thus possible to cite as a polar oil with a molecular weight of less than 1000: hydrocarbon vegetable oils, such as liquid triglycerides of fatty acids containing from 7 to 22 carbon atoms, such as triglycerides of heptanoic or octanoic acids. These oils include wheat germ, corn, sunflower, shea, castor oil, sweet almond, macadamia, apricot, soya, rapeseed, cotton, alfalfa, poppy, of pumpkin, sesame, squash, avocado, hazelnut, grape seed or black currant, evening primrose, millet, barley, quinoa, olive, rye, safflower, bancoulier , passionflower, rose hip or caprylic / capric acid triglycerides such as those sold by the company STEARINERIES DUBOIS or those sold under the name MIGLYOL 810, 812 and 818 by DYNAMIT NOBEL;
-les esters liquides différents des triglycérides, notamment des triglycérides ci-dessus, et issus d' acide carboxylique en C3-C30 et d' alcool en C 1 -C30, l'un au moins de l' acide ou de l'alcool étant ramifié ou insaturé et l'un au moins de l' acide ou de l' alcool comportant plus de 6 atomes de carbone.different liquid esters of triglycerides, especially triglycerides above, and derived from C 3 -C 30 carboxylic acid and C 1 -C 30 alcohol, at least one of the acid or alcohol being branched or unsaturated and at least one of the acid or alcohol having more than 6 carbon atoms.
On peut citer le béhénate d'octyldodécyle, le béhénate d'isocétyle, le lactate d'isocétyle, le lactate d'isostéaryle, le lactate de linoléyle, le lactate d'oléyle, l'octanoate de isostéaryle, l'octanoate d'isocétyle, l'oléate de décyle, l'isostéarate d'isocétyle, le laurate d'isocétyle, le stéarate d'isocétyle, l'octanoate d'isodécyle, l'oléate d'isodécyle, l'isononanoate d'isononyle, le palmitate d'isostéaryle, l' isostéarate de myristyle, l'isononanoate d'octyle, l'isononate de 2- éthylhexyle, l'isostéarate d'octyle, l'érucate d'octyldodécyle, les palmitates d'isopropyle, le palmitate d'éthyl-2-héxyle, le palmitate de 2-octyldécyle, les myristates d'alkyles ramifiés tels que le myristate d'isopropyle, de t-butyle, de 2-octyldodécyle, l'isostéarate d'hexyle, l' isostéarate de butyle, le stéarate d'isobutyle, le laurate de 2- hexyldécyle.Octyldodecyl behenate, isoketyl behenate, isocetyl lactate, isostearyl lactate, linoleyl lactate, oleyl lactate, isostearyl octanoate and isocetyl octanoate may be mentioned. , decyl oleate, isocetyl isostearate, isoketyl laurate, isoketyl stearate, isodecyl octanoate, isodecyl oleate, isononyl isononanoate, palmitate, isostearyl, myristyl isostearate, octyl isononanoate, 2-ethylhexyl isononate, octyl isostearate, octyldodecyl erucate, isopropyl palmitates, ethyl palmitate, 2-hexyl, 2-octyldecyl palmitate, branched alkyl myristates such as isopropyl, tert-butyl, 2-octyldodecyl myristate, hexyl isostearate, butyl isostearate, stearate isobutyl, 2-hexyldecyl laurate.
On peut également utiliser les esters d'acides di ou tricarboxyliques en C4-C22 et d'alcools en C 1 -C22 et les esters d'acides mono di ou tricarboxyliques et d'alcools di, tri, tétra ou pentahydroxy en C2-C26.It is also possible to use esters of C 4 -C 22 di or tricarboxylic acids and of C 1 -C 22 alcohols and esters of mono di or tricarboxylic acids and of C 2 -C 26 di, tri, tetra or pentahydroxy alcohols. .
On peut notamment citer le sébacate de diisopropyle, l'adipate de diisopropyle, l'adipate de diisostéaryle, le stéarate d'octyldodécyl stéaroyl, le tétraisononanoate de pentaérythrityle, le tétraisostéarate de pentaérythrityle, le citrate de triisopropyle, le citrate de triisotéaryle, le citrate de trioctyldodécyle.These include diisopropyl sebacate, diisopropyl adipate, diisostearyl adipate, octyldodecyl stearate, and the like. stearoyl, pentaerythrityl tetraisonanoate, pentaerythrityl tetraisostearate, triisopropyl citrate, triisotearyl citrate, trioctyldodecyl citrate.
De préférence, l' acide et l' alcool de l' ester sont saturés. Parmi les esters cités ci-dessus, on préfère utiliser le palmitate d'isopropyle, le palmitate d'éthyl-2-hexyle, le palmitate de 2- octyldécyle, les myristates d'alkyles ramifiés tels que le myristate d'isopropyle, de t-butyle, de 2-octyldodécyle, l'isostéarate d'hexyle, l' isostéarate de butyle, le stéarate d'isobutyle, le laurate de 2- hexyldécyle et l'isononanate d'isononyle.Preferably, the acid and the alcohol of the ester are saturated. Among the esters mentioned above, it is preferred to use isopropyl palmitate, 2-ethylhexyl palmitate, 2-octyldecyl palmitate, branched alkyl myristates, such as isopropyl myristate, and -butyl, 2-octyldodecyl, hexyl isostearate, butyl isostearate, isobutyl stearate, 2-hexyldecyl laurate and isononyl isononanate.
On peut encore citer les esters d' acide aromatique en C7-C30 et d' alcool en C 1 -C30 sont de préférence des esters d' acide aromatique en C7-C 17 et d' alcool en C 1 -C20. Ces esters sont notamment les benzoates d' alkyle en C 12-C 15 , le benzoate d'isostéaryle, le benzoate d'octyledodécyle, le benzoate de béhényle, le benzoate d' éthyl-Mention may also be made of esters of C 7 -C 30 aromatic acid and of C 1 -C 30 alcohol, preferably esters of C 7 -C 17 aromatic acid and of C 1 -C 20 alcohol. These esters are in particular C 12 -C 15 alkyl benzoates, isostearyl benzoate, octyledodecyl benzoate, behenyl benzoate, ethyl benzoate and the like.
2hexyle.2hexyle.
- les alcools gras à chaîne carbonée ramifiée et/ou insaturée ayant de 12 à 26 atomes de carbone comme l' alcool oléique, l'alcool linoléique ou linolénique, l' alcool isostéarique ou l'octyldodécanol; - les acides gras en C 12-C26 à chaîne carbonée ramifiée et/ou insaturée tels que l' acide oléique, l' acide linoléique, l'acide linolénique, ou l'acide isostéarique;branched and / or unsaturated carbon chain fatty alcohols having from 12 to 26 carbon atoms, such as oleic alcohol, linoleic or linolenic alcohol, isostearyl alcohol or octyldodecanol; - branched and / or unsaturated carbon chain C 12 -C 26 fatty acids such as oleic acid, linoleic acid, linolenic acid, or isostearic acid;
- ou leurs mélanges.- or their mixtures.
Comme expliqué précédemment, la ou les huiles organiques présentes dans la composition selon l'invention peuvent être des huiles apolaires.As explained above, the organic oil or oils present in the composition according to the invention may be apolar oils.
Par « huile apolaire » au sens de la présente invention, on entend une huile dont le paramètre de solubilité à 25°C δa est égal à 0 (J/cm3). La définition et le calcul des paramètres de solubilité dans l'espace de solubilité tridimensionnel de HANSEN sont décrits dans l'article de C . M. HANSEN : "The three dimensionnal solubility parameters" J. Paint Technol. 39, 105 (1967). Selon cet espace de Hansen :By "apolar oil" within the meaning of the present invention is meant an oil whose solubility parameter at 25 ° C δ a is equal to 0 (J / cm 3 ) Λ . The definition and calculation of solubility parameters in the three-dimensional solubility space of Hansen are described in the article of C. M. HANSEN: "The three dimensional solubility parameters" J. Paint Technol. 39, 105 (1967). According to this Hansen space:
- δo caractérise les forces de dispersion de LONDON issues de la formation de dipôles induits lors des chocs moléculaires ;- δo characterizes the dispersion forces of LONDON resulting from the formation of dipoles induced during molecular impacts;
- δp caractérise les forces d'interactions de DEBYE entre dipôles permanents ainsi que les forces d'interactions de KEESOM entre dipôles induits et dipôles permanents; - δh caractérise les forces d'interactions spécifiques (type liaisons hydrogène, acide/base, donneur/accepteur, etc.) ;- δ p characterizes the DEBYE interaction forces between permanent dipoles as well as the KEESOM interaction forces between induced dipoles and permanent dipoles; - δh characterizes the specific interaction forces (hydrogen bond, acid / base, donor / acceptor type, etc.);
- δa est déterminé par l'équation : δa = (δp 2 + δh2)/2 - δ a is determined by the equation: δ a = (δ p 2 + δh 2 ) / 2
Les paramètres δp, δh, δo et δa sont exprimés en (J/cm3)/2.The parameters δ p , δh, δo and δ a are expressed in (J / cm 3 ) / 2 .
La ou les huiles apolaires peuvent être choisies parmi les huiles hydrocarbonées, les huiles siliconées et les huiles fluorées.The apolar oil or oils may be chosen from hydrocarbon oils, silicone oils and fluorinated oils.
Par « huile hydrocarbonée », on entend une huile formée essentiellement, voire constituée, d' atomes de carbone et d'hydrogène, et éventuellement d'atomes d'oxygène, d'azote, et ne contenant pas d' atome de silicium ou de fluor. Selon un mode de réalisation l'huile hydrocarbonée apolaire est dépourvue d'hétéroatome(s). On entend par hétéroatome, un atome différent du carbone ou de l'hydrogène.By "hydrocarbon oil" is meant an oil formed essentially or even consisting of carbon and hydrogen atoms, and possibly oxygen, nitrogen, and not containing silicon atom or fluorine. According to one embodiment, the apolar hydrocarbon oil is devoid of heteroatom (s). By heteroatom is meant an atom other than carbon or hydrogen.
On peut citer parmi les huiles hydrocarbonées le squalène, les hydrocarbures linéaires ou ramifiés tels que les huiles de paraffine, de vaseline et de naphtalène, le polyisobutène hydrogéné (tel que le Parléam® commercialisé par la société NIPPON OIL FATS) ou partiellement hydrogéné, l'isoeicosane, le squalane, les polydécènes, les copolymères décène/butène, les copolymères polybutène/polyisobutène notamment l'Indopol L- 14, les polydécènes tel que le PURESYN 10, et leurs mélanges. Par « huile siliconée » ou « huile de silicone », on entend une huile comprenant au moins un atome de silicium, et notamment comprenant des groupes Si-O. Les huiles de silicone utilisables dans la composition selon l' invention peuvent être les huiles siliconées phénylées (on entend par silicone phénylée, un organopolysiloxane substitué par au moins un groupe phényle), les polydiméthylsiloxanesAmong the hydrocarbon oils, squalene, linear or branched hydrocarbons such as paraffin, petrolatum and naphthalene oils, hydrogenated polyisobutene (such as Parleam® marketed by the company NIPPON OIL FATS) or partially hydrogenated, may be mentioned. isoeicosane, squalane, polydecenes, decene / butene copolymers, polybutene / polyisobutene copolymers, in particular Indopol L-14, polydecenes such as PURESYN 10, and mixtures thereof. By "silicone oil" or "silicone oil" is meant an oil comprising at least one silicon atom, and in particular comprising Si-O groups. The silicone oils that can be used in the composition according to the invention can be phenyl silicone oils (by phenyl silicone, an organopolysiloxane substituted by at least one phenyl group), polydimethylsiloxanes.
(PDMS) non volatiles, les polydiméthylsiloxanes comportant des groupements alkyle ou alcoxy, pendant et/ou en bout de chaîne siliconée, groupements ayant chacun de 2 à 24 atomes de carbone. Parmi les huiles de silicone phénylées on peut citer la BELSIL PDM 1000 de la société WACKER (MW=9000 g/mol), les phényl triméthicones (telles que la phényl triméthicone vendue sous le nom commercial DC556 par Dow Corning), les phényl diméthicones, les phényl triméthylsiloxy diphényl siloxanes, les diphényl diméthicones, les diphényl méthyldiphényl trisiloxanes.(PDMS) nonvolatile, polydimethylsiloxanes comprising alkyl or alkoxy groups, during and / or at the end of the silicone chain, groups each having from 2 to 24 carbon atoms. Among the phenyl silicone oils, mention may be made of Belsil PDM 1000 from WACKER (MW = 9000 g / mol), phenyl trimethicones (such as phenyl trimethicone sold under the trade name DC556 by Dow Corning), phenyl dimethicones, phenyl trimethylsiloxy diphenyl siloxanes, diphenyl dimethicones, diphenyls methyldiphenyl trisiloxanes.
L'huile apolaire peut aussi être choisie parmi les huiles fluorées (une huile contenant au moins un atome de fluor) telles que les perfluoropolyéthers, les perfluoroalcanes comme la perfluorodécaline, les perfluorodamantanes, les monoesters, diesters et triesters de perfluoroalkylphosphates et les huiles esters fluorés.The apolar oil may also be chosen from fluorinated oils (an oil containing at least one fluorine atom) such as perfluoropolyethers, perfluoroalkanes such as perfluorodecalin, perfluorodamantanes, monoesters, diesters and triesters of perfluoroalkylphosphates and fluorinated ester oils. .
Selon un mode de réalisation particulier, l'huile apolaire est une huile apolaire hydrocarbonée non volatile qui peut être avantageusement choisie parmi les alcanes saturés, linéaires ou ramifiés. On entend par « huile non volatile » une huile restant sur les matières kératiniques à température ambiante (25°C ± 5°C) et pression atmosphérique au moins plusieurs heures et ayant notamment une pression de vapeur inférieure à 10"3 mm de Hg (0, 13 Pa). On peut également définir une huile non volatile comme ayant une vitesse d' évaporation telle que dans les conditions définies précédemment, la quantité évaporée au bout de 30 minutes est inférieure à 0,07mg/cm2.According to a particular embodiment, the apolar oil is a non-volatile hydrocarbon oil which can be advantageously chosen from saturated, linear or branched alkanes. The term "non-volatile oil" means an oil remaining on the keratin materials at ambient temperature (25 ° C. ± 5 ° C.) and atmospheric pressure for at least several hours and having in particular a vapor pressure of less than 10 -3 mmHg ( 0, 13 Pa) A nonvolatile oil can also be defined as having an evaporation rate such that under the conditions defined above, the amount evaporated after 30 minutes is less than 0.07 mg / cm 2 .
La ou les huiles organiques représentent généralement de 1 à 30%, de préférence de 2 à 15%, en poids du poids total de la composition.The organic oil or oils generally represent from 1 to 30%, preferably from 2 to 15%, by weight of the total weight of the composition.
De préférence, le rapport pondéral huile(s) organique(s) / polyester(s) liquide(s) est supérieur à 1.Preferably, the weight ratio organic oil (s) / polyester (s) liquid (s) is greater than 1.
La composition selon l' invention peut comprendre un ou plusieurs additifs cosmétiques choisis parmi les silicones autres que les huiles organiques décrites précédemment, les corps gras autres que les huiles organiques décrites précédemment et notamment les cires végétales, les tensioactifs, les polymères fixants, les fibres, les particules minérales, les parfums, les eaux florales, les plastifiants, les glycols, les filtres solaires, les agents alcalinisants, les agents acidifiants, les conservateurs, les colorants permanents ou temporaires, les charges minérales, les paillettes, les agents conditionneurs, les agents anti-mousse, les agents hydratants, les agents humectants, les agents émollients, les agents épaississants polymériques ou non polymériques, les peptisants, les céramides, les pseudo-céramides, les vitamines et les provitamines, les protéines, les agents séquestrants, les agents solubilisants, les agents oxydants, les agents anti-corrosion et les agents réducteurs ou anti-oxydants.The composition according to the invention may comprise one or more cosmetic additives chosen from silicones other than the organic oils described above, the fatty substances other than the organic oils described above, and in particular vegetable waxes, surfactants, fixing polymers and fibers. , mineral particles, perfumes, floral waters, plasticizers, glycols, sunscreens, basifying agents, acidifying agents, preservatives, permanent or temporary dyes, mineral fillers, flakes, agents conditioners, anti-foam agents, moisturizing agents, humectants, emollients, polymeric or non-polymeric thickeners, peptizers, ceramides, pseudo-ceramides, vitamins and provitamins, proteins, agents sequestering agents, solubilizing agents, oxidizing agents, anti-corrosion agents and reducing or antioxidants.
Les silicones éventuellement présentes dans la composition selon l'invention sont en particulier des polyorganosiloxanes qui se présentent sous forme de cires, de résines ou de gommes. Les organopolysiloxanes sont définis plus en détail dans l'ouvrage de Walter NOLL "Chemistry and Technology of Silicones" ( 1968) Académie Press.The silicones optionally present in the composition according to the invention are in particular polyorganosiloxanes which are in the form of waxes, resins or gums. Organopolysiloxanes are further defined in Walter Noll's "Chemistry and Technology of Silicones" (1968) Academy Press.
Les gommes de silicone pouvant être présentes dans la composition selon l' invention sont notamment des polydiorganosiloxanes ayant des masses moléculaires moyennes en nombre élevées comprises entre 200 000 et 1 000 000 utilisés seuls ou en mélange dans un solvant. Ce solvant peut être choisi parmi les silicones volatiles, les huiles polydiméthylsiloxanes (PDMS), les huiles poly-phénylméthylsiloxanes (PPMS), les isoparaffines, les polyisobutylènes, le chlorure de méthylène, le pentane, le dodécane, le tridécanes ou leurs mélanges.The silicone gums that may be present in the composition according to the invention are in particular polydiorganosiloxanes having high average molecular weights of between 200,000 and 1,000,000 used alone or in a mixture in a solvent. This solvent may be chosen from volatile silicones, polydimethylsiloxane (PDMS) oils, polyphenylmethylsiloxane (PPMS) oils, isoparaffins, polyisobutylenes, methylene chloride, pentane, dodecane, tridecanes or their mixtures.
On peut plus particulièrement citer les produits suivants :In particular, the following products may be mentioned:
- les gommes de polydiméthylsiloxane,the polydimethylsiloxane gums,
- les gommes polydiméthylsiloxanes/méthylvinylsiloxane, - les gommes de polydiméthylsiloxane/diphénylsiloxane,polydimethylsiloxane / methylvinylsiloxane gums, polydimethylsiloxane / diphenylsiloxane gums,
- les gommes de polydiméthylsiloxane/phénylméthylsiloxane,polydimethylsiloxane / phenylmethylsiloxane gums,
- les gommes de polydiméthylsiloxane/diphénylsiloxane/méthylvinylsiloxane.polydimethylsiloxane / diphenylsiloxane / methylvinylsiloxane gums.
Des produits plus particulièrement utilisables sont les mélanges suivants:More particularly useful products are the following mixtures:
- les mélanges formés à partir d'un polydiméthylsiloxane hydroxylé en bout de chaîne (dénommé diméthiconol selon la nomenclature du dictionnaire CTFA) et d'un poly-diméthylsiloxane cyclique (dénommé cyclométhicone selon la nomenclature du dictionnaire CTFA) tel que le produit Q2 1401 commercialisé par la société DOW CORNING ; les mélanges formés à partir d'une gomme polydiméthylsiloxane avec une silicone cyclique tel que le produit SF 1214 Silicone Fluid de la société GENERAL ELECTRIC, ce produit est une gomme SF 30 correspondant à une diméthicone, ayant un poids moléculaire moyen en nombre de 500 000 solubilisée dans l'huile SF 1202 Silicone Fluid correspondant au décaméthylcyclopentasiloxane ;mixtures formed from a hydroxylated polydimethylsiloxane at the end of the chain (called dimethiconol according to the CTFA dictionary nomenclature) and a cyclic poly-dimethylsiloxane (called cyclomethicone according to the nomenclature of the CTFA dictionary) such as the product Q2 1401 sold by the company Dow Corning; mixtures formed from a polydimethylsiloxane gum with a cyclic silicone such as the product SF 1214 Silicone Fluid from the company General Electric, this product is an SF 30 gum corresponding to a dimethicone, having a number average molecular weight of 500,000 solubilized in oil SF 1202 Silicone Fluid corresponding to decamethylcyclopentasiloxane;
- les mélanges de deux PDMS de viscosités différentes, et plus particulièrement d'une gomme PDMS et d'une huile PDMS, tels que le produit SF 1236 de la société GENERAL ELECTRIC. Le produit SFmixtures of two PDMSs of different viscosities, and more particularly of a PDMS gum and a PDMS oil, such as the product SF 1236 from the company General Electric. The SF product
1236 est le mélange d'une gomme SE 30 définie ci-dessus ayant une viscosité de 20 m2/s et d'une huile SF 96 d'une viscosité de 5.10"6m2/s.1236 is the mixture of a SE 30 gum defined above having a viscosity of 20 m 2 / s and an SF 96 oil with a viscosity of 5.10 "6 m 2 / s.
Ce produit comporte de préférence 15 % de gomme SE 30 et 85 % d'une huile SF 96.This product preferably comprises 15% of SE 30 gum and 85% of an SF 96 oil.
Les résines d'organopolysiloxanes éventuellement présentes dans la composition selon l'invention sont des systèmes siloxaniques réticulés renfermant les unités : R2SiO2Z2, RsSiOi/2, RSiÛ3/2 et SiÛ4/2 dans lesquelles R représente un groupement hydrocarboné possédant 1 à 16 atomes de carbone ou un groupement phényle. Parmi ces produits, ceux particulièrement préférés sont ceux dans lesquels R désigne un radical alkyle inférieur en C1 -C4, plus particulièrement méthyle, ou un radical phényle.The resins optionally organopolysiloxanes present in the composition according to the invention are crosslinked siloxane systems containing the units: R 2 SiO 2 Z 2, RsSiOi / 2, RSiÛ3 / 2 and SiO4 / 2 wherein R represents a hydrocarbon group having 1 to 16 carbon atoms or a phenyl group. Among these products, those particularly preferred are those in which R denotes a lower alkyl radical C 1 -C 4 , more particularly methyl, or a phenyl radical.
On peut citer parmi ces résines le produit commercialisé sous la dénomination "DOW CORNING 593 " ou ceux commercialisés sous les dénominations "SILICONE FLUID SS 4230 et SS 4267" par la société GENERAL ELECTRIC et qui sont des silicones de structure diméthyl/triméthyl siloxane.Among these resins may be mentioned the product marketed under the name "Dow Corning 593" or those sold under the names "Silicone Fluid SS 4230 and SS 4267" by the company General Electric and which are silicones of dimethyl / trimethyl siloxane structure.
On peut également citer les résines du type triméthylsiloxysilicate commercialisées notamment sous les dénominations X22-4914, X21 -5034 et X21 -5037 par la société SHIN- ETSU.Mention may also be made of the trimethylsiloxysilicate type resins sold in particular under the names X22-4914, X21 -5034 and X21 -5037 by the company Shin-Etsu.
Comme expliqué précédemment, la composition selon l' invention peut comprendre un ou plusieurs tensioactifs. Le ou les tensioactifs éventuellement présents dans la composition selon l'invention peuvent être des tensioactifs anioniques, amphotères, non ioniques, zwittérioniques ou cationiques.As explained above, the composition according to the invention may comprise one or more surfactants. The surfactant (s) optionally present in the composition according to the invention may be anionic, amphoteric, nonionic, zwitterionic or cationic surfactants.
Les tensioactifs convenant à la mise en oeuvre de la présente invention sont notamment les suivants :Surfactants suitable for the implementation of the present invention are in particular the following:
(i) Tensioactif(s) anionique(s) :(i) Anionic surfactant (s):
A titre d'exemple de tensio-actifs anioniques utilisables, seuls ou mélanges, dans le cadre de la présente invention, on peut citer notamment (liste non limitative) les sels (en particulier sels alcalins, notamment de sodium, sels d'ammonium, sels d'aminés, sels d'aminoalcools ou sels de magnésium) des composés suivants : les alkylsulfates, les alkyléthersulfates, alkylamidoéthersulfates, alkylarylpolyéthersulfates, monoglycérides sulfates ; les alkylsulfonates, alkylphosphates, alkylamidesulfonates, alkylarylsulfonates, α-oléfine-sulfonates, paraffine-sulfonates ; les alkyl(Cô-C24) sulfosuccinates, les alkyl(Cô-C24) éthersulfosuccinates, les alkyl(Cô-C24) amidesulfosuccinates ; les alkyl(Cô-C24) sulfoacétates ; les acyl(Cô-C24) sarcosinates et les acyl(Cô-C24) glutamates. On peut également utiliser les esters d'alkyl(C6-C24)polyglycosides carboxyliques tels que les alkylglucoside citrates, les alkylpolyglycoside tartrate et les alkylpolyglycoside sulfosuccinates., les alkylsulfosuccinamates ; les acyliséthionates et les N-acyltaurates, le radical alkyle ou acyle de tous ces différents composés comportant de préférence de 12 à 20 atomes de carbone, et le radical aryl désignant de préférence un groupement phényle ou benzyle. Parmi les tensioactifs anioniques encore utilisables, on peut également citer les sels d'acides gras tels que les sels des acides oléique, ricinoléique, palmitique, stéarique, les acides d'huile de coprah ou d'huile de coprah hydrogénée ; les acyl- lactylates dont le radical acyle comporte 8 à 20 atomes de carbone. On peut également utiliser les acides d'alkyl D galactoside uroniques et leurs sels, les acides alkyl (C6-C24) éther carboxyliques polyoxyalkylénés, les acides alkyl(C6-C24)aryl éther carboxyliques polyoxyalkylénés, les acides alkyl(C6-C24) amido éther carboxyliques polyoxyalkylénés et leurs sels, en particulier ceux comportant de 2 à 50 groupements oxyde d'alkylène en particulier d'éthylène, et leurs mélanges.By way of example of anionic surfactants which may be used, alone or as mixtures, in the context of the present invention, mention may be made in particular (nonlimiting list) of the salts (in particular alkaline salts, in particular sodium salts, ammonium salts, amino salts, aminoalcohol salts or magnesium salts) of the following compounds: alkyl sulphates, alkyl ether sulphates, alkyl amido ether sulphates, alkyl aryl polyether sulphates, monoglyceride sulphates; alkylsulfonates, alkylphosphates, alkylamidesulfonates, alkylarylsulfonates, α-olefin-sulfonates, paraffin-sulfonates; (C6-C24) alkylsulfosuccinates, (C6-C24) alkylsulfosuccinates, (C6-C24) alkylamidesulfosuccinates; (C6-C24) alkyl sulfoacetates; the acyl (C6-C24) sarcosinates and the acyl (C6-C24) glutamates. It is also possible to use (C6-C24) alkyl polyglycoside carboxylic esters such as alkylglucoside citrates, alkylpolyglycoside tartrate and alkylpolyglycoside sulfosuccinates, alkylsulfosuccinamates; acylisethionates and N-acyltaurates, the alkyl or acyl radical of all these different compounds preferably comprising from 12 to 20 carbon atoms, and the aryl radical preferably denoting a phenyl or benzyl group. Among the anionic surfactants that can still be used, mention may also be made of fatty acid salts such as the salts of oleic, ricinoleic, palmitic and stearic acids, coconut oil acid or hydrogenated coconut oil acid; acyl lactylates whose acyl radical has 8 to 20 carbon atoms. It is also possible to use alkyl D-galactoside uronic acids and their salts, the alkyl (C6-C24) carboxylic ether acids. polyoxyalkylenated polyoxyalkylenated (C6-C24) alkylcarboxylic acids, polyoxyalkylenated (C6-C24) alkylamido carboxylic acids and their salts, in particular those containing from 2 to 50 alkylene oxide groups, in particular ethylene groups, and their mixtures.
(ii) Tensioactif(s) non ionique(s) :(ii) Nonionic surfactant (s):
Les agents tensioactifs non-ioniques sont, eux aussi, des composés bien connus en soi (voir notamment à cet égard "Handbook of Surfactants" par M. R. PORTER, éditions Blackie & Son (Glasgow and London), 1991 , pp 1 16- 178). Ainsi, ils peuvent être notamment choisis parmi (liste non limitative) les alcools, les alpha-diols, les alkylphénols polyéthoxylés, polypropoxylés, ayant une chaîne grasse comportant par exemple 8 à 18 atomes de carbone, le nombre de groupements oxyde d'éthylène ou oxyde de propylène pouvant aller notamment de 2 à 50. On peut également citer les copolymères d'oxyde d'éthylène et de propylène, les condensats d'oxyde d'éthylène et de propylène sur des alcools gras ; les amides gras polyéthoxylés ayant de préférence de 2 à 30 moles d'oxyde d'éthylène, les amides gras polyglycérolés comportant en moyenne 1 à 5 groupements glycérol et en particulier 1 ,5 à 4 ; les esters d'acides gras du sorbitan oxyéthylénés ayant de 2 à 30 moles d'oxyde d'éthylène ; les esters d'acides gras du sucrose, les esters d'acides gras du polyéthylèneglycol, les alkylpolyglycosides, les dérivés de N-alkyl glucamine, les oxydes d'aminés tels que les oxydes d'alkyl (C ^ Q - C 14) aminés ou les oxydes de N-acylaminopropylmorpholine. On peut encore citer les alkylpolyglucosides.Nonionic surfactants are also well-known compounds per se (see in particular in this regard "Handbook of Surfactants" by MR PORTER, Blackie & Son editions (Glasgow and London), 1991, pp. 16-188). . Thus, they may be chosen in particular from (non-limiting list) alcohols, alpha-diols, polyethoxylated alkylphenols, polypropoxylated, having a fatty chain comprising for example 8 to 18 carbon atoms, the number of ethylene oxide groups or propylene oxide which may range from 2 to 50. Mention may also be made of copolymers of ethylene oxide and propylene oxide, condensates of ethylene oxide and of propylene oxide on fatty alcohols; polyethoxylated fatty amides preferably having from 2 to 30 moles of ethylene oxide, polyglycerolated fatty amides comprising on average 1 to 5 glycerol groups and in particular 1, 5 to 4; oxyethylenated sorbitan fatty acid esters having from 2 to 30 moles of ethylene oxide; sucrose fatty acid esters, polyethylene glycol fatty acid esters, alkylpolyglycosides, N-alkyl glucamine derivatives, amine oxides such as amine (C 1 -C 14) alkyl oxides or N-acylaminopropylmorpholine oxides. Mention may also be made of alkylpolyglucosides.
On peut citer en particulier l' alcool stéarylique, l' alcoo l cétostéarylique et le Polysorbate 20.Mention may in particular be made of stearyl alcohol, alcoholic ketostearyl and polysorbate 20.
Parmi les polyalkylglucosides, on peut citer par exemple les produits vendus par la société HENKEL sous la dénomination APG, tels que les produits APG 300, APG 350, APG 500, APG 550, APG 625 , APG base 10- 12; les produits vendus par la société SEPPIC sous les dénominations TRITON CG 1 10 (ou ORAMIX CG 1 10) et TRITON CG 312 (ou ORAMIX NS 10); ceux vendus par lasociété B. A. S . F. sous la dénomination LUTENSOL GD 70 ; vendus par la société HENKEL sous les dénominations PLANTAREN 1200, PLANTAREN 1300, PLANTAREN 2000, et PLANTACARE 2000, PLANTACAREAmong the polyalkylglucosides, there may be mentioned, for example, the products sold by HENKEL under the name APG, such as the products APG 300, APG 350, APG 500, APG 550, APG 625, APG base 10-12; products sold by the company SEPPIC under the names TRITON CG 1 10 (or ORAMIX CG 1 10) and TRITON CG 312 (or ORAMIX NS 10); those sold by the company BA S. F. under the name LUTENSOL GD 70; sold by HENKEL under the names PLANTAREN 1200, PLANTAREN 1300, PLANTAREN 2000, and PLANTACARE 2000, PLANTACARE
818, PLANTACARE 1200.818, PLANTACARE 1200.
(iii) Tensioactif(s) amphotère(s) ou zwittérionique(s) :(iii) Amphoteric (s) or zwitterionic surfactant (s):
Les agents tensioactifs amphotères ou zwitterioniques peuvent être notamment (liste non limitative) des dérivés d'aminés secondaires ou tertiaires aliphatiques, dans lesquels le radical aliphatique est une chaîne linéaire ou ramifiée comportant 8 à 18 atomes de carbone et contenant au moins un groupe anionique hydrosolubilisant (par exemple carboxylate, sulfonate, sulfate, phosphate ou phosphonate ; on peut citer encore les alkyl (Cg-C2Q) bétaïnes, les sulfobétaïnes, les alkyl (Cg-C2Q) amidoalkyl (C j -Cg) bétaïnes ou les alkyl (Cg-C2Q) amidoalkyl (C ^ -Cg) sulfobétaïnes.The amphoteric or zwitterionic surfactants may be in particular (non-limiting list) derivatives of aliphatic secondary or tertiary amines, in which the aliphatic radical is a linear or branched chain containing 8 to 18 carbon atoms and containing at least one anionic water-solubilising group (For example, carboxylate, sulphonate, sulphate, phosphate or phosphonate, mention may also be made of (C 8 -C 20 ) alkyl betaines, sulphobetaines, (C 8 -C 20 ) alkylamido (C 1 -C 6 ) alkylbetaines or C 1 -C 8 alkyl (C 1 -C 6 ) amidoalkyl (C 1 -C 6) sulfobetaines.
Parmi les dérivés d'aminés, on peut citer les produits vendus sous la dénomination MIRANOL, tels que décrits dans les brevets US-Among the amine derivatives, mention may be made of the products sold under the name MIRANOL, as described in US Pat.
2 528 378 et US-2 781 354 et classés dans le dictionnaire CTFA, 3ème édition, 1982, sous les dénominations Amphocarboxyglycinates et Amphocarboxypropionates de structures respectives : R2 -CONHCH2CH2 -N(R3)(R4)(CH2COO") dans laquelle : R2 désigne un radical alkyle linéaire ou ramifié en C5-2 528 378 and US-2 781 354 and classified in the CTFA dictionary, 3rd edition, 1982, under the names Amphocarboxyglycinates and Amphocarboxypropionates of respective structures: R 2 -CONHCH 2 CH 2 -N (R 3 ) (R 4 ) (CH 2 ) 2 COO " ) in which: R 2 denotes a linear or branched C5-alkyl radical
C20 provenant par exemple d'un acide R2-COOH présent dans l'huile de coprah hydrolysée, un radical heptyle, nonyle ou undécyle, R3 désigne un groupement bêta-hydroxyéthyle et R4 un groupement carboxyméthyle; etC20 from, for example, an R 2 -COOH acid present in the hydrolysed coconut oil, a heptyl, nonyl or undecyl radical, R3 denotes a beta-hydroxyethyl group and R4 a carboxymethyl group; and
R2 '-CONHCH2CH2-N(B)(C) dans laquelle :R 2 '-CONHCH 2 CH 2 -N (B) (C) in which:
B représente -CH2CH2OX', C représente -(CH2)Z -Y', avec z = 1 ou 2, X' désigne le groupement -CH2CH2-COOH ou un atome d'hydrogène Y' désigne -COOH ou le radical -CH2 - CHOH - SO3H R2 ' désigne un radical alkyle, linéaire ou ramifié, saturé ou non, en C5-C20 d'un acide R9 -COOH présent par exemple dans l'huile de coprah ou dans l'huile de lin hydrolysée, un radical alkyle, notamment en C7, C9, Cn ou C13, un radical alkyle en C17 et sa forme iso, un radical C17 insaturé.B represents -CH 2 CH 2 OX ', C represents - (CH 2 ) Z -Y', with z = 1 or 2, X 'denotes the group -CH 2 CH 2 -COOH or a hydrogen atom Y' denotes -COOH or the radical -CH 2 -CHOH -SO 3 HR 2 'denotes an alkyl radical, linear or branched, saturated or unsaturated, at C5- C20 of an R9 -COOH acid present for example in coconut oil or in hydrolyzed linseed oil, an alkyl radical, in particular C 7 , C 9 , C n or C 13 , a C 17 alkyl radical; and its iso form, an unsaturated C 17 radical.
Ces composés sont classés dans le dictionnaire CTFA, 5ème édition, 1993 , sous les dénominations Disodium Cocoamphodiacetate, Disodium Lauroamphodiacetate, Disodium Caprylamphodiacetate,These compounds are classified in the CTFA dictionary, 5th edition, 1993, under the names Disodium Cocoamphodiacetate, Disodium Lauroamphodiacetate, Disodium Caprylamphodiacetate,
Disodium Capryloamphodiacetate, Disodium Cocoamphodipropionate, Disodium Lauroamphodipropionate, Disodium Caprylampho- dipropionate, Disodium Capryloamphodipropionate, Lauroampho- dipropionic acid, Cocoamphodipropionic acid. A titre d'exemple on peut citer le cocoamphodiacetate commercialisé sous la dénomination commerciale MIRANOL® C2M concentré par la société RHODIA CHIMIE.Disodium Capryloamphodiacetate, Disodium Cocoamphodipropionate, Disodium Lauroamphodipropionate, Disodium Caprylamphodipropionate, Disodium Capryloamphodipropionate, Lauroamphodipropionic acid, Cocoamphodipropionic acid. By way of example, mention may be made of cocoamphodiacetate sold under the trade name MIRANOL® C2M concentrated by Rhodia Chimie.
(iv) Tensioactifs cationiques :(iv) Cationic surfactants:
Parmi les tensioactifs cationiques on peut citer en particulier (liste non limitative) : les sels d'aminés grasses primaires, secondaires ou tertiaires, éventuellement polyoxyalkylénées ; les sels d'ammonium quaternaire tels que les chlorures ou les bromures de tétraalkylammonium, d'alkylamidoalkyltrialkylammonium, de trialkylbenzylammonium, de trialkylhydroxyalkyl-ammonium ou d'alkylpyridinium; les dérivés d'imidazoline ; ou les oxydes d'aminés à caractère cationique. On peut citer en particulier le méthosulfate de méthyl alkyl alkylamidoéthyl imidazolinium (Quaternium-87) commercialisé par la société DEGUSSA sous la référence VARISOFT W 575 PG, ou le chlorure de béhényl triméthyl ammonium commercialisé par la société CLARIANT sous la référence GENAMIN KDMP. On peut encore citer le chlorure de cétyl triméthyl ammonium.Among the cationic surfactants, mention may be made in particular (non-limiting list): salts of primary, secondary or tertiary fatty amines, optionally polyoxyalkylenated; quaternary ammonium salts such as tetraalkylammonium, alkylamidoalkyltrialkylammonium, trialkylbenzylammonium, trialkylhydroxyalkylammonium or alkylpyridinium chlorides or bromides; imidazoline derivatives; or oxides of amines with a cationic character. Mention may in particular be made of methyl alkyl alkylamidoethyl imidazolinium methosulphate (Quaternium-87) marketed by Degussa under the reference VARISOFT W 575 PG, or behenyltrimethylammonium chloride marketed by the company. CLARIANT under the reference GENAMIN KDMP. There may also be mentioned cetyl trimethyl ammonium chloride.
On peut aussi utiliser à titre de tensioactifs cationiques les sels d'ammonium quaternaire contenant au moins une fonction ester tels que ceux de formule (I) suivante :It is also possible to use, as cationic surfactants, quaternary ammonium salts containing at least one ester function, such as those of formula (I) below:
Figure imgf000016_0001
dans laquelle : R22 est choisi parmi les radicaux alkyles en Ci -C6 et les radicaux hydroxyalkyles ou dihydroxyalkyles en Ci -C6 ; R23 est choisi parmi :
Figure imgf000016_0001
wherein: R22 is selected from alkyl and Ci -C 6 hydroxyalkyl or dihydroxyalkyl radicals Ci -C 6 alkyl; R23 is selected from:
O IIO II
- le radical R26 — C —the radical R 26 - C -
- les radicaux R27 hydrocarbonés en C1 -C22, linéaires ou ramifiés, saturés ou insaturés,linear or branched, saturated or unsaturated C 1 -C 22 hydrocarbon radicals R 27 ,
- l'atome d'hydrogène, R25 est choisi parmi :the hydrogen atom, R25 is chosen from:
O IIO II
- le radical R28 — C —the radical R 28 - C -
- les radicaux R29 hydrocarbonés en Ci -C6, linéaires ou ramifiés, saturés ou insaturés,linear or branched, saturated or unsaturated C 1 -C 6 hydrocarbon radicals R 29,
- l'atome d'hydrogène,- the hydrogen atom,
R24, R26 et R28, identiques ou différents, sont choisis parmi les radicaux hydrocarbonés en C7-C21 , linéaires ou ramifiés, saturés ou insaturés ; r, s et t, identiques ou différents, sont des entiers valant de 2 àR24, R26 and R28, which are identical or different, are chosen from linear or branched, saturated or unsaturated C 7 -C 21 hydrocarbon radicals; r, s and t, identical or different, are integers ranging from 2 to
6 ; y est un entier valant de 1 à 10 ; x et z, identiques ou différents, sont des entiers valant de 0 à 10 ;6; y is an integer from 1 to 10; x and z, which are identical or different, are integers ranging from 0 to 10;
X" est un anion simple ou complexe, organique ou inorganique; sous réserve que la somme x + y + z vaut de 1 à 15, que lorsque x vaut 0 alors R23 désigne R27 et que lorsque z vaut 0 alors R25 désigneX " is a simple or complex anion, organic or inorganic, with the proviso that the sum x + y + z is from 1 to 15, that when x is 0 then R23 denotes R27 and that when z is 0 then R25 is
R29.R 29 .
Les radicaux alkyles R22 peuvent être linéaires ou ramifiés et plus particulièrement linéaires.The alkyl radicals R22 may be linear or branched and more particularly linear.
De préférence R22 désigne un radical méthyle, éthyle, hydroxyéthyle ou dihydroxypropyle, et plus particulièrement un radical méthyle ou éthyle.Preferably, R 22 denotes a methyl, ethyl, hydroxyethyl or dihydroxypropyl radical, and more particularly a methyl or ethyl radical.
Avantageusement, la somme x + y + z vaut de 1 à 10.Advantageously, the sum x + y + z is from 1 to 10.
Lorsque R23 est un radical R27 hydrocarboné, il peut être long et avoir de 12 à 22 atomes de carbone, ou court et avoir de 1 à 3 atomes de carbone.When R 23 is a hydrocarbon radical R 27 , it may be long and have 12 to 22 carbon atoms, or short and have 1 to 3 carbon atoms.
Lorsque R25 est un radical R29 hydrocarboné, il a de préférence 1 à 3 atomes de carbone.When R 25 is a hydrocarbon R 29 radical, it preferably has 1 to 3 carbon atoms.
Avantageusement, R24, R26 et R28, identiques ou différents, sont choisis parmi les radicaux hydrocarbonés en C1 1 -C21 , linéaires ou ramifiés, saturés ou insaturés, et plus particulièrement parmi les radicaux alkyle et alcényle en C1 1 -C21 , linéaires ou ramifiés, saturés ou insaturés.Advantageously, R24, R26 and R28, which are identical or different, are chosen from linear or branched, saturated or unsaturated C 1 1 -C 21 hydrocarbon radicals, and more particularly from C 1 -C 21 alkyl and alkenyl radicals. , linear or branched, saturated or unsaturated.
De préférence, x et z, identiques ou différents, valent 0 ou 1.Preferably, x and z, identical or different, are 0 or 1.
Avantageusement, y est égal à 1. De préférence, r, s et t, identiques ou différents, valent 2 ou 3 , et encore plus particulièrement sont égaux à 2.Advantageously, y is equal to 1. Preferably, r, s and t, which are identical or different, are equal to 2 or 3, and even more particularly are equal to 2.
L'anion est de préférence un halogénure (chlorure, bromure ou iodure) ou un alkylsulfate plus particulièrement méthylsulfate. On peut cependant utiliser le méthanesulfonate, le phosphate, le nitrate, le tosylate, un anion dérivé d'acide organique tel que l'acétate ou le lactate ou tout autre anion compatible avec l'ammonium à fonction ester.The anion is preferably a halide (chloride, bromide or iodide) or an alkyl sulphate more particularly methyl sulphate. However, it is possible to use methanesulphonate, phosphate, nitrate, tosylate, an anion derived from an organic acid such as acetate or lactate or any other anion compatible with ammonium with an ester function.
L'anion X" est encore plus particulièrement le chlorure ou le méthylsulfate. On utilise plus particulièrement dans la composition selon l'invention, les sels d'ammonium de formule (I) dans laquelle :The anion X - is even more particularly chloride or methylsulfate. In the composition according to the invention, the ammonium salts of formula (I) in which:
- R22 désigne un radical méthyle ou éthyle,R22 denotes a methyl or ethyl radical,
- x et y sont égaux à 1 ; - z est égal à 0 ou 1 ;- x and y are equal to 1; z is 0 or 1;
- r, s et t sont égaux à 2 ;r, s and t are equal to 2;
- R23 est choisi parmi :- R23 is chosen from:
O IIO II
- le radical R26 — C —the radical R 26 - C -
- les radicaux méthyle, éthyle ou hydrocarbonés en C14-C22, - l'atome d'hydrogène ;- methyl, ethyl or C14-C22 hydrocarbon radicals, - the hydrogen atom;
- R25 est choisi parmi :- R25 is chosen from:
O IIO II
- le radical R28 — C —the radical R 28 - C -
- l'atome d'hydrogène ;- the hydrogen atom;
- R24, R26 et R28, identiques ou différents, sont choisis parmi les radicaux hydrocarbonés en C13-C17, linéaires ou ramifiés, saturés ou insaturés, et de préférence parmi les radicaux alkyles et alcényles en C13-C17, linéaires ou ramifiés, saturés ou insaturés.- R24, R26 and R 2 8, identical or different, are chosen from hydrocarbon radicals in C 13 -C 17 linear or branched, saturated or unsaturated, and preferably from alkyl and alkenyl radicals in C 13 -C 17, linear or branched, saturated or unsaturated.
Avantageusement, les radicaux hydrocarbonés sont linéaires. On peut citer par exemple les composés de formule (I) tels que les sels (chlorure ou méthylsulfate notamment) de diacyloxyéthyl- diméthylammonium, de diacyloxyéthyl-hydroxyéthyl- méthylammonium, de monoacyloxyéthyl-dihydroxyéthyl- méthylammonium, de triacyloxy éthyl-méthylammonium, de monoacyloxyéthyl-hydroxyéthyl-diméthyl ammonium et leurs mélanges. Les radicaux acyles ont de préférence 14 à 18 atomes de carbone et proviennent plus particulièrement d'une huile végétale comme l'huile de palme ou de tournesol. Lorsque le composé contient plusieurs radicaux acyles, ces derniers peuvent être identiques ou différents. Ces produits sont obtenus, par exemple, par estérification directe de la triéthanolamine, de la triisopropanolamine, d'alkyldiéthanolamine ou d'alkyldiisopropanolamine éventuellement oxyalkylénées sur des acides gras ou sur des mélanges d'acides gras d'origine végétale ou animale, ou par transestérification de leurs esters méthyliques. Cette estérification est suivie d'une quaternisation à l'aide d'un agent d'alkylation tel qu'un halogénure d'alkyle (méthyle ou éthyle de préférence), un sulfate de dialkyle (méthyle ou éthyle de préférence), le méthane sulfonate de méthyle, le paratoluènesulfonate de méthyle, la chlorhydrine du glycol ou du glycérol.Advantageously, the hydrocarbon radicals are linear. There may be mentioned, for example, the compounds of formula (I) such as the salts (in particular chloride or methylsulfate) of diacyloxyethyl dimethylammonium, diacyloxyethylhydroxyethylmethylammonium, monoacyloxyethyl dihydroxyethylmethylammonium, triacyloxyethylmethylammonium, monoacyloxyethyl- hydroxyethyl dimethyl ammonium and mixtures thereof. The acyl radicals preferably have from 14 to 18 carbon atoms and come more particularly from a vegetable oil such as palm oil or sunflower oil. When the compound contains more than one acyl radical, the latter may be identical or different. These products are obtained, for example, by direct esterification of triethanolamine, triisopropanolamine, alkyldiethanolamine or alkyldiisopropanolamine optionally oxyalkylenated on fatty acids or mixtures of fatty acids of plant or animal origin, or by transesterification. of their methyl esters. This esterification is followed by quaternization using an alkylating agent such as an alkyl halide (preferably methyl or ethyl), a dialkyl sulphate (preferably methyl or ethyl) or methane sulphonate. methyl, methyl paratoluenesulfonate, glycol or glycerol chlorohydrin.
De tels composés sont par exemple commercialisés sous les dénominations DEHYQUART® par la société HENKEL, STEPANQUAT® par la société STEPAN, NOXAMIUM® par la société CECA, REWOQUAT® WE 18 par la société REWO-WITCO. La composition selon l'invention peut contenir de préférence un mélange de sels de mono-, di- et triester d'ammonium quaternaire avec une majorité en poids de sels de diester.Such compounds are for example marketed under the names DEHYQUART ® by Henkel, Stepanquat® ® by the company Stepan, Noxamium ® by CECA Rewoquat ® WE 18 by Rewo-Witco. The composition according to the invention may preferably contain a mixture of quaternary ammonium mono-, di- and triester salts with a majority by weight of diester salts.
Comme mélange de sels d'ammonium, on peut utiliser par exemple le mélange contenant 15 à 30 % en poids de méthylsulfate d'acyloxyéthyl-dihydroxyéthyl-méthylammonium, 45 à 60% de méthyl sulfate de diacyloxyéthyl-hydroxyéthyl-méthylammonium et 15 à 30% de méthylsulfate de triacyloxyéthyl-méthylammonium, les radicaux acyles ayant de 14 à 18 atomes de carbone et provenant d'huile de palme éventuellement partiellement hydrogénée. On peut aussi utiliser les sels d'ammonium contenant au moins une fonction ester décrits dans les brevets US-A-4874554 et US-A- 4137180.As a mixture of ammonium salts, it is possible to use, for example, the mixture containing 15 to 30% by weight of acyloxyethyl-dihydroxyethyl-methylammonium methylsulfate, 45 to 60% of diacyloxyethyl-hydroxyethyl-methylammonium methyl sulfate and 15 to 30% triacyloxyethyl-methylammonium methylsulfate, acyl radicals having from 14 to 18 carbon atoms and from partially partially hydrogenated palm oil. It is also possible to use the ammonium salts containing at least one ester function described in US-A-4874554 and US-A-4137180.
Le ou les tensioactifs représentent généralement de 0 à 20%, de préférence de 0,05 à 10%, mieux de 0, 1 à 5% en poids du poids total de la composition.The surfactant or surfactants generally represent from 0 to 20%, preferably from 0.05 to 10%, better still from 0.1 to 5% by weight of the total weight of the composition.
Comme expliqué précédemment, la composition selon l' invention peut comprendre un ou plusieurs polymères fixants.As explained above, the composition according to the invention may comprise one or more fixing polymers.
Les polymères fixants utilisables dans la composition cosmétique selon l'invention sont notamment choisis parmi les polymères cationiques, anioniques, amphotères ou non ioniques et leurs mélanges.The fixing polymers that can be used in the cosmetic composition according to the invention are chosen in particular from the cationic, anionic, amphoteric or nonionic polymers and mixtures thereof.
Par polymère fixant, on entend au sens de la présente invention tout polymère permettant de conférer une forme ou de maintenir une forme ou une coiffure donnée.For the purposes of the present invention, the term "fixing polymer" is intended to mean any polymer which makes it possible to impart a shape or to maintain a given shape or hairstyle.
Les polymères fixants utilisables dans la composition cosmétique selon l'invention sont notamment choisis parmi les polymères cationiques, anioniques, amphotères, non ioniques et leurs mélanges. Par « polymère cationique », on entend au sens de la présente invention, tout polymère comprenant des groupements cationiques et/ou des groupements ionisables en groupements cationiques.The fixing polymers that can be used in the cosmetic composition according to the invention are chosen especially from cationic, anionic, amphoteric and nonionic polymers and their mixtures. For the purposes of the present invention, the term "cationic polymer" means any polymer comprising cationic groups and / or groups that can be ionized into cationic groups.
Les polymères fixants cationiques utilisables dans la composition cosmétique selon l' invention sont de préférence choisis parmi les polymères comportant des groupements aminé primaire, secondaire, tertiaire et/ou quaternaire faisant partie de la chaîne polymère ou directement reliés à celle-ci, et ayant une masse moléculaire moyenne en nombre comprise entre 500 et environ 5 000 000, et de préférence entre 1 000 et 3 000 000. Parmi ces polymères, on peut citer plus particulièrement les polymères cationiques suivants :The cationic fixing polymers that may be used in the cosmetic composition according to the invention are preferably chosen from polymers containing primary, secondary, tertiary and / or quaternary amine groups forming part of the polymer chain or directly connected thereto, and having a number-average molecular weight of between 500 and about 5,000,000, and preferably between 1,000 and 3,000,000. Among these polymers, the following cationic polymers may be mentioned more particularly:
( 1 ) les homopolymères ou copolymères d'esters ou d'amides acryliques ou méthacryliques, à fonctions aminées, comportant au moins un des motifs de formules suivantes : (1) homopolymers or copolymers of acrylate or methacrylic esters or amides with amino functional groups, comprising at least one of the following units of formulas:
R3 R, R,R 3 R, R,
-C-VS
Figure imgf000021_0001
Figure imgf000021_0001
dans lesquelles :in which :
Ri et R2, identiques ou différents, représentent chacun un atome d'hydrogène ou un groupe alkyle ayant de 1 à 6 atomes de carbone ;R 1 and R 2 , which may be identical or different, each represent a hydrogen atom or an alkyl group having from 1 to 6 carbon atoms;
R3 désigne un atome d'hydrogène ou un groupe CH3 ; A est un groupe alkyle linéaire ou ramifié, comportant de 1 à 6 atomes de carbone ou un groupe hydroxyalkyle comportant de 1 à 4 atomes de carbone ;R3 denotes a hydrogen atom or a CH 3 group; A is a linear or branched alkyl group having 1 to 6 carbon atoms or a hydroxyalkyl group having 1 to 4 carbon atoms;
R4, R5 , RÔ , identiques ou différents, représentent un groupe alkyle ayant de 1 à 1 8 atomes de carbone ou un groupe benzyle ;R 4, R 5, R O, which are identical or different, represent an alkyl group having from 1 to 1 8 carbon atoms or benzyl;
X désigne un anion méthosulfate ou un halo génure tel que chlorure ou bromure. Les copolymères de la famille ( 1 ) contiennent en outre un ou plusieurs motifs dérivant de comonomères pouvant être choisis dans la famille des acrylamides, méthacrylamides, diacétone-acrylamides, acrylamides et méthacrylamides substitués sur l'azote par des groupes alkyle inférieur (C 1 -4), des groupes dérivés des acides acryliques ou méthacryliques ou de leurs esters, de vinyllactames tels que la vinylpyrro lidone ou le vinylcapro lactame, d ' esters vinyliques .X denotes a methosulphate anion or a halogenide such as chloride or bromide. The copolymers of family (1) also contain one or more units derived from comonomers which may be chosen from the family of acrylamides, methacrylamides, diacetone-acrylamides, acrylamides and methacrylamides substituted on the nitrogen by lower alkyl groups (C 1 - 4 ), groups derived from acrylic or methacrylic acids or their esters, vinyllactams such as vinylpyrrolidone or vinylcapro lactam, vinyl esters.
Ainsi, parmi ces copolymères de la famille ( 1 ), on peut citer : les copolymères d'acrylamide et de méthacrylate de diméthylaminoéthyle quaternisés au sulfate de diméthyle ou avec un halogénure de diméthyle, tels que celui vendu sous la dénomination HERCOFLOC® par la société HERCULES, les copolymères d'acrylamide et de chlorure de méthacryloyloxyéthyltriméthylammonium décrits, par exemple, dans la demande de brevet EP-A-080976 et vendus sous la dénomination BINAThus, among these copolymers of family (1), mention may be made of: copolymers of acrylamide and of dimethylaminoethyl methacrylate quaternized with dimethyl sulphate or with a dimethyl halide such as that sold under the name Hercofloc ® by Hercules, copolymers of acrylamide and methacryloyloxyethyltrimethylammonium chloride described, for example, in EP-A-080976 and sold under the name Bina
QUAT P 100 par la société CIBA GEIGY, les copolymères d'acrylamide et de méthosulfate de méthacryloyloxyéthyltriméthylammonium, tels que celui vendu sous la dénomination RETEN par la société HERCULES, - les copolymères vinylpyrrolidone/acrylate ou méthacrylate de dialkylaminoalkyle quaternisés ou non, tels que les produits vendus sous la dénomination "GAFQUAT®" par la société ISP comme, par exemple, "GAFQUAT® 734" ou "GAFQUAT® 755 ", ou bien les produits dénommés "COPOLYMER® 845 , 958 et 937" . Ces polymères sont décrits en détail dans les brevets français Nos 2 077 143 etQUAT P 100 by the company CIBA GEIGY, copolymers of acrylamide and methacryloyloxyethyltrimethylammonium methosulfate, such as the product sold under the name RETEN by the company HERCULES, vinylpyrrolidone / dialkylaminoalkyl acrylate or methacrylate quaternized or non-quaternized copolymers, such as products sold under the name "Gafquat ®" by ISP, for example, "Gafquat ® 734" or "Gafquat ® 755", or alternatively the products known as "Copolymer ® 845, 958 and 937". These polymers are described in detail in French Patent Nos. 2,077,143 and
2 393 573 , les terpolymères méthacrylate de diméthylaminoéthyle/ vinylcaprolactame/vinylpyrrolidone tels que le produit commercialisé sous la dénomination GAFFIX® VC 713 par la société ISP, et - les copolymères vinylpyrrolidone/méthacrylamide de diméthylaminopropyle quaternisé tels que notamment le produit commercialisé sous la dénomination "GAFQUAT® HS 100" par la société ISP ;2,393,573, the dimethylaminoethyl methacrylate / vinylcaprolactam / vinylpyrrolidone such as the product sold under the name Gaffix ® VC 713 by the company ISP, and - the vinylpyrrolidone / quaternized dimethylaminopropylmethacrylamide such as in particular the product sold under the name " GAFQUAT ® HS 100 "by the company ISP;
- les polymères réticulés de sels de méthacryloyloxyalkyl(C l -C4) trialkyl(C l -C4)ammonium tels que les polymères obtenus par homopolymérisation du diméthylaminoéthylméthacrylate quaternisé par le chlorure de méthyle, ou par copolymérisation de l' acrylamide avec le diméthylaminoéthylméthacrylate quaternisé par le chlorure de méthyle, l'homo ou la copolymérisation étant suivie d'une réticulation par un composé à insaturation oléfinique, en particulier le méthylène bis acrylamide. On peut plus particulièrement utiliser un copolymère réticulé acrylamide/chlorure de méthacryloyloxyéthyl triméthylammonium (20/80 en poids) sous forme de dispersion contenant 50 % en poids dudit copolymère dans de l'huile minérale. Cette dispersion est commercialisée sous le nom de " SALCARE® SC 92 " par la Société CIBA. On peut également utiliser un homopolymère réticulé du chlorure de méthacryloyloxyéthyl triméthylammonium contenant environ 50 % en poids de l'homopolymère dans de l'huile minérale ou dans un ester liquide. Ces dispersions sont commercialisées sous les noms de " SALCARE® SC 95 " et " SALCARE® SC 96 " par la Société CIBA.crosslinked polymers of methacryloyloxyalkyl (C 1 -C 4) trialkyl (C 1 -C 4) ammonium salts, such as the polymers obtained by homopolymerization of dimethylaminoethyl methacrylate quaternized with methyl chloride, or by copolymerization of acrylamide with dimethylaminoethyl methacrylate quaternized by the methyl chloride, homo or copolymerization being followed by crosslinking with an olefinically unsaturated compound, in particular methylenebisacrylamide. It is more particularly possible to use a crosslinked acrylamide / methacryloyloxyethyltrimethylammonium chloride copolymer (20/80 by weight) in the form of a dispersion containing 50% by weight of said copolymer in mineral oil. This dispersion is marketed under the name "SALCARE® SC 92" by the company CIBA. It is also possible to use a crosslinked homopolymer of methacryloyloxyethyltrimethylammonium chloride containing about 50% by weight of the homopolymer in mineral oil or in a liquid ester. These dispersions are sold under the names "SALCARE® SC 95" and "SALCARE® SC 96" by the company CIBA.
(2) les polysaccharides cationiques, de préférence à ammonium quaternaire, tels que ceux décrits dans les brevets américains 3 589 578 et 4 031 307 tel que les gommes de guar contenant des groupements cationiques trialkylammonium. De tels produits sont commercialisés notamment sous les dénominations commerciales de JAGUAR C 13 S, JAGUAR C 15 , JAGUAR C 17 par la société MEYHALL ; (3) les copolymères quaternaires de vinylpyrrolidone et de vinylimidazole ;(2) cationic polysaccharides, preferably quaternary ammonium, such as those described in US Pat. Nos. 3,589,578 and 4,031,307, such as guar gums containing cationic trialkylammonium groups. Such products are sold in particular under the trade names of Jaguar C 13 S, Jaguar C 15, Jaguar C 17 by the company Meyhall; (3) quaternary copolymers of vinylpyrrolidone and vinylimidazole;
(4) les chitosanes ou leurs sels ; les sels utilisables sont en particulier l' acétate, le lactate, le glutamate, le gluconate ou le pyrrolidone-carboxylate de chitosane. Parmi ces composés, on peut citer le chitosane ayant un taux de désacétylation de 90,5 % en poids vendu sous la dénomination KYTAN BRUT STANDARD par la société ABER TECHNOLOGIES, le pyrrolidone-carboxylate de chitosane commercialisé sous la dénomination KYT AMER® PC par la société AMERCHOL. (5) les dérivés de cellulose cationiques tels que les copolymères de cellulose ou de dérivés de cellulose greffés avec un monomère hydrosoluble comportant un ammonium quaternaire, et décrits notamment dans le brevet US 4 131 576, tels que les hydroxyalkylcelluloses, comme les hydroxyméthyl-, hydroxyéthyl- ou hydroxypropyl-celluloses greffées notamment avec un sel de méthacryloyloxyéthyl-triméthylammonium, de méthacrylamidopropyl triméthylammonium, de diméthyl-diallylammonium. Les produits commercialisés répondant à cette définition sont plus particulièrement les produits vendus sous la dénomination "CELQUAT L 200" et "CELQUAT H 100" par la Société National Starch. Les polymères fixants anioniques généralement utilisés sont des polymères comportant des groupements dérivés d'acide carboxylique, sulfonique ou phosphorique et ont une masse moléculaire moyenne en nombre comprise entre environ 500 et 5 000 000. Les groupements carboxyliques sont apportés par des monomères mono- ou diacides carboxyliques insaturés tels que ceux répondant à la formule :(4) chitosans or their salts; the salts that can be used are, in particular, chitosan acetate, lactate, glutamate, gluconate or pyrrolidonecarboxylate. These compounds include the chitosan having a degree of deacetylation of 90.5% by weight sold under the name KYTAN Brut Standard by the company Aber Technologies, chitosan pyrrolidone carboxylate sold under the name KYT AMER ® PC by AMERCHOL company. (5) cationic cellulose derivatives such as copolymers of cellulose or of cellulose derivatives grafted with a water-soluble monomer comprising a quaternary ammonium, and described especially in US Pat. No. 4 131 576, such as hydroxyalkylcelluloses, such as hydroxymethyl-, hydroxyethyl or hydroxypropyl-cellulose grafted in particular with a salt of methacryloyloxyethyltrimethylammonium, methacrylamidopropyl trimethylammonium, dimethyl-diallylammonium. The marketed products corresponding to this definition are more particularly the products sold under the name "CELQUAT L 200" and "CELQUAT H 100" by the company National Starch. The anionic fixing polymers generally used are polymers comprising groups derived from carboxylic, sulfonic or phosphoric acid and have a number-average molecular mass of between about 500 and 5,000,000. The carboxylic groups are provided by mono- or diacid monomers. unsaturated carboxylic acids such as those having the formula:
R?\ / (A1VCOOH R? \ / (A 1 VCOOH
(H)(H)
R /R /
RR
dans laquelle n est un nombre entier de 0 à 10, Ai désigne un groupement méthylène, éventuellement relié à l'atome de carbone du groupement insaturé ou au groupement méthylène voisin lorsque n est supérieur à 1 , par l'intermédiaire d'un hétéroatome tel que oxygène ou soufre, R7 désigne un atome d'hydrogène, un groupement phényle ou benzyle, Rs désigne un atome d'hydrogène, un groupement alkyle inférieur ou carboxyle, R9 désigne un atome d'hydrogène, un groupement alkyle inférieur, un groupement -CH2-COOH, phényle ou benzyle. Dans la formule précitée, un groupement alkyle inférieur désigne de préférence un groupement ayant 1 à 4 atomes de carbone et en particulier, les groupements méthyle et éthyle.in which n is an integer from 0 to 10, Ai denotes a methylene group, optionally linked to the carbon atom of the unsaturated group or to the neighboring methylene group when n is greater than 1, via a heteroatom such as that oxygen or sulfur, R 7 denotes a hydrogen atom, a phenyl or benzyl group, Rs denotes a hydrogen atom, a lower alkyl or carboxyl group, R 9 denotes a hydrogen atom, a lower alkyl group, a group -CH 2 -COOH, phenyl or benzyl. In the abovementioned formula, a lower alkyl group preferably denotes a group having 1 to 4 carbon atoms and in particular the methyl and ethyl groups.
Les polymères fixants anioniques à groupements carboxyliques utilisables de manière préférée selon l'invention sont : A) Les homo- ou copolymères d'acide acrylique ou méthacrylique ou leurs sels et en particulier les produits vendus sous les dénominations VERSICOL® E ou K par la société ALLIED COLLOID, et ULTRAHOLD® par la société BASF, les copolymères d'acide acrylique et d'acrylamide vendus sous la forme de leurs sels de sodium sous les dénominations RETEN 421 , 423 ou 425 par la Société HERCULES, les sels de sodium des acides polyhydroxycarboxyliques.The anionic fixing polymers with carboxylic groups that can be used in a preferred manner according to the invention are: A) Homo- or copolymers of acrylic or methacrylic acid or their salts and in particular the products sold under the names VERSICOL ® E or K by the company Allied Colloid and Ultrahold ® by the company BASF, copolymers of acrylic acid and acrylamide sold in the form of their sodium salts under the denominations RETEN 421, 423 or 425 by the company HERCULES, the sodium salts of polyhydroxycarboxylic acids.
B) Les copolymères d' acide acrylique ou méthacrylique avec un monomère monoéthylénique tel que l'éthylène, le styrène, les esters vinyliques, les esters d'acide acrylique ou méthacrylique, éventuellement greffés sur un polyalkylène-glycol tel que le polyéthylène-glycol, et éventuellement réticulés. De tels polymères sont décrits en particulier dans le brevet français n° 1 222 944 et la demande allemande n° 2 330 956, les copolymères de ce type comportant dans leur chaîne un motif acrylamide éventuellement N- alkylé et/ou hydroxyalkylé tels que décrits notamment dans les demandes de brevets luxembourgeois nos 75370 et 75371 ou proposés sous la dénomination QUADRAMER par la Société AMERICAN CYANAMID. On peut également citer les terpolymères acide méthacrylique/acrylate d'éthyle/acrylate de tertiobutyle tels que le produit commercialisé sous la dénomination LUVIMER® 100 P par la société BASF.B) copolymers of acrylic or methacrylic acid with a monoethylenic monomer such as ethylene, styrene, vinyl esters, esters of acrylic or methacrylic acid, optionally grafted onto a polyalkylene glycol such as polyethylene glycol, and optionally crosslinked. Such polymers are described in particular in French Patent No. 1,222,944 and German Application No. 2,330,956, copolymers of this type comprising in their chain an acrylamide unit optionally N-alkylated and / or hydroxyalkylated such as described in particular in the Luxembourg patent applications Nos . 75370 and 75371 or proposed under the name QUADRAMER by AMERICAN CYANAMID. Mention may also be methacrylic acid / ethyl acrylate / butyl acrylate terpolymers such as the product sold under the name Luvimer ® 100 P by the company BASF.
On peut aussi citer les copolymères acide méthacrylique/acide acrylique/acrylate d'éthyle/méthacrylate de méthyle en dispersion aqueuse, commercialisé sous la dénomination AMERHOLD® DR 25 par la société AMERCHOL.Mention may also be methacrylic acid / acrylic acid / ethyl acrylate / methyl methacrylate copolymer in aqueous dispersion sold under the name ® Amerhold DR 25 by the company Amerchol.
C) Les copolymères d'acide crotonique, tels que ceux comportant dans leur chaîne des motifs acétate ou propionate de vinyle, et éventuellement d'autres monomères tels que les esters allylique ou méthallylique, éther vinylique ou ester vinylique d'un acide carboxylique saturé, linéaire ou ramifié, à longue chaîne hydrocarbonée, comme ceux comportant au moins 5 atomes de carbone, ces polymères pouvant éventuellement être greffés ou réticulés, ou encore un autre monomère ester vinylique, allylique ou méthallylique d'un acide carboxylique CC- ou β-cyclique. De tels polymères sont décrits entre autres dans les brevets français nos 1 222 944, 1 580 545 , 2 265 782, 2 265 781 , 1 564 1 10 et 2 439 798. Des produits commerciaux entrant dans cette classe sont les résines 28-29- 30, 26- 13- 14 et 28- 13- 10 commercialisées par la société NationalC) Crotonic acid copolymers, such as those comprising in their chain vinyl acetate or propionate units, and optionally other monomers such as allyl or methallyl esters, vinyl ethers or vinyl esters of a saturated carboxylic acid, linear or branched, long hydrocarbon chain, such as those comprising at least 5 carbon atoms, these polymers may optionally be grafted or crosslinked, or another monomer vinyl ester, allyl or methallylic of a CC- or β-cyclic carboxylic acid. Such polymers are described, inter alia, in French Patents Nos 1222944, 1580545, 2265782, 2265781, 1564 1 10 and 2 439 798. Commercial products coming within this class are the resins 28- 29-30, 26-13 and 14-21 sold by the company National
Starch.Starch.
D) Les copolymères d'acides ou d'anhydrides carboxyliques monoinsaturés en C4-Cs choisis parmi :D) copolymers of C 4 -C 5 monounsaturated carboxylic acids or anhydrides chosen from:
- les copolymères comprenant (i) un ou plusieurs acides ou anhydrides maléique, fumarique, itaconique et (ii) au moins un monomère choisi parmi les esters vinyliques, les éthers vinyliques, les halogénures vinyliques, les dérivés phénylvinyliques, l'acide acrylique et ses esters, les fonctions anhydrides de ces copolymères étant éventuellement monoestérifiées ou monoamidifiées. De tels polymères sont décrits en particulier dans les brevets US nos 2 047 398, 2 723copolymers comprising (i) one or more maleic, fumaric and itaconic acids or anhydrides and (ii) at least one monomer chosen from vinyl esters, vinyl ethers, vinyl halides, phenylvinyl derivatives, acrylic acid and its esters, the anhydride functions of these copolymers being optionally monoesterified or monoamidified. Such polymers are described in particular in U.S. Patent Nos . 2,047,398, 2,723
248, 2 102 1 13 , le brevet GB n° 839 805. Des produits commerciaux sont notamment ceux vendus sous les dénominations GANTREZ® AN ou ES par la société ISP.248, 2 102 1 13, GB Patent No. 839 805. Commercial products are in particular those sold under the names GANTREZ ® AN or ES by the company ISP.
- les copolymères comprenant (i) un ou plusieurs motifs anhydrides maléique, citraconique, itaconique et (ii) un ou plusieurs monomères choisis parmi les esters allyliques ou méthallyliques comportant éventuellement un ou plusieurs groupements acrylamide, méthacrylamide, α-oléfine, esters acryliques ou méthacryliques, acides acrylique ou méthacrylique ou vinylpyrrolidone dans leur chaîne, les fonctions anhydrides de ces copolymères étant éventuellement monoestérifiées ou monoamidifiées.copolymers comprising (i) one or more maleic, citraconic and itaconic anhydride units and (ii) one or more monomers chosen from allylic or methallyl esters optionally containing one or more acrylamide, methacrylamide, α-olefin or acrylic or methacrylic ester groups; acrylic or methacrylic acids or vinylpyrrolidone in their chain, the anhydride functions of these copolymers being optionally monoesterified or monoamidified.
Ces polymères sont par exemple décrits dans les brevets français nos 2 350 384 et 2 357 241 de la demanderesse.These polymers are for example described in French Patent Nos . 2,350,384 and 2,357,241 of the Applicant.
E) Les polyacrylamides comportant des groupements carboxylates.E) Polyacrylamides having carboxylate groups.
Les homopolymères et copolymères comprenant des groupements sulfoniques sont des polymères comportant des motifs vinylsulfonique, styrène-sulfonique, naphtalène-sulfonique ou acrylamido-alkylsulfonique. Ces polymères peuvent être notamment choisis parmi :Homopolymers and copolymers comprising sulphonic groups are polymers comprising vinylsulphonic, styrene-sulphonic, naphthalenesulphonic or acrylamido-alkylsulphonic units. These polymers may especially be chosen from:
- les sels de l'acide polyvinylsulfonique ayant une masse moléculaire comprise entre environ 1 000 et 100 000, ainsi que les copolymères avec un comonomère insaturé tel que les acides acrylique ou méthacrylique et leurs esters, ainsi que l' acrylamide ou ses dérivés, les éthers vinyliques et la vinylpyrrolidone.salts of polyvinylsulphonic acid having a molecular mass of between about 1,000 and 100,000, as well as copolymers with an unsaturated comonomer such as acrylic or methacrylic acids and their esters, as well as acrylamide or its derivatives, vinyl ethers and vinylpyrrolidone.
- les sels de l'acide polystyrène-sulfonique tels que les sels de sodium vendus par exemple sous les dénominations Flexan® 500 et Flexan® 130 par National Starch. Ces composés sont décrits dans le brevet FR 2 198 719.- salts of polystyrene sulfonic acid such as the sodium salts are sold under the names Flexan ® 500 and Flexan ® 130 by National Starch. These compounds are described in patent FR 2 198 719.
- les sels d' acides polyacrylamide-sulfoniques tels que ceux mentionnés dans le brevet US 4 128 631 , et plus particulièrement l'acide polyacrylamidoéthylpropane-sulfonique vendu sous la dénomination COSMEDIA POLYMER HSP 1 180 par Henkel. De préférence, les polymères fixants anioniques sont choisis parmi les copolymères d'acide acrylique tels que les terpolymères acide acrylique/acrylate d'éthyle/N-tertiobutylacrylamide vendus notamment sous la dénomination ULTRAHOLD® STRONG par la société BASF, les copolymères dérivés d'acide crotonique tels que les terpolymères acétate de vinyle/tertio-butylbenzoate de vinyle/acide crotonique et les terpolymères acide crotonique/acétate de vinyle/ néododécanoate de vinyle vendus notamment sous la dénomination Résine 28-29-30 par la société NATIONAL STARCH, les polymères dérivés d'acides ou d'anhydrides maléique, fumarique, itaconique avec des esters vinyliques, des éthers vinyliques, des halogénures vinyliques, des dérivés phénylvinyliques, l'acide acrylique et ses esters tels que les copolymères méthylvinyléther/anhydride maléique monoestérifié vendus, par exemple, sous la dénomination GANTREZ® par la société ISP, les copolymères d'acide méthacrylique et de méthacrylate de méthyle vendus sous la dénomination EUDRAGIT® L par la société ROHM PHARMA, les copolymères d' acide méthacrylique et d' acrylate d' éthyle vendus sous la dénomination LUVIMER® MAEX ou MAE par la société BASF et les copolymères acétate de vinyle/acide crotonique vendus notamment sous la dénomination LUVISET CA 66 par la société BASF et les copolymères acétate de vinyle/acide crotonique greffés par du polyéthylèneglyco l vendus sous la dénomination ARISTOFLEX® A par la société BASF.polyacrylamidesulfonic acid salts such as those mentioned in US Pat. No. 4,128,631, and more particularly the polyacrylamidoethylpropanesulfonic acid sold under the name COSMEDIA POLYMER HSP 1,180 by Henkel. Preferably, the anionic fixing polymers are chosen from acrylic acid copolymers such as the acrylic acid / ethyl acrylate / N-tert-butylacrylamide sold under the name Ultrahold ® STRONG by the company BASF, copolymers derived acid crotonic such as vinyl acetate terpolymers / vinyl tert-butylbenzoate / crotonic acid and crotonic acid / vinyl acetate / vinyl neododecanoate terpolymers sold in particular under the name Resin 28-29-30 by the company National Starch, polymers derived therefrom maleic, fumaric, itaconic acids or anhydrides with vinyl esters, vinyl ethers, vinyl halides, phenylvinyl derivatives, acrylic acid and its esters such as monoesterified methyl vinyl ether / maleic anhydride copolymers sold, for example, under the name GANTREZ ® by ISP, acid copolymers m ethacrylic acid and methyl methacrylate sold under the name EUDRAGIT ® L by the company ROHM PHARMA, the copolymers of methacrylic acid and ethyl acrylate sold under the name LUVIMER ® MAEX or MAE by the company BASF and the copolymers acetate of vinyl / crotonic acid sold in particular under the name Luviset CA 66 by the company BASF and the vinyl acetate / crotonic acid copolymers grafted with polyéthylèneglyco l sold under the name Aristoflex ® A by the company BASF.
Parmi les polymères fixants anioniques cités ci-dessus, on préfère plus particulièrement utiliser dans le cadre de la présente invention les copolymères méthylvinyléther/anhydride maléique monoestérifiés vendus sous la dénomination GANTREZ® ES 425 par la société ISP, les terpolymères acide acrylique/acrylate d'éthyle/N- tertiobutylacrylamide vendus sous la dénomination ULTRAHOLD® STRONG par la société BASF, les copolymères d' acide méthacrylique et de méthacrylate de méthyle vendus sous la dénomination EUDRAGIT® L par la société ROHM PHARMA, les terpolymères acétate de vinyle/tertio-butylbenzoate de vinyle/acide crotonique et les terpolymères acide crotonique/acétate de vinyle/ néododécanoate de vinyle vendus sous la dénomination Résine 28-29-30 par la sociétéAmong the anionic fixing polymers mentioned above, are more particularly preferred use in the context of the present invention the methyl vinyl ether / maleic anhydride copolymers sold under the name Gantrez ® ES 425 by the company ISP, the acrylic acid / acrylate ethyl / N-butylacrylamide terpolymers sold under the name Ultrahold ® STRONG by the company BASF, the copolymers of methacrylic acid and of methyl methacrylate sold under the name Eudragit ® L by the company Rohm Pharma, the vinyl acetate / vinyl tert-butylbenzoate of vinyl / crotonic acid and the crotonic acid / vinyl acetate / vinyl neododecanoate terpolymers sold under the name Resin 28-29-30 by the company
NATIONAL STARCH, les copolymères d' acide méthacrylique et d' acrylate d' éthyle vendus sous la dénomination LUVIMER® MAEX OU MAE par la société BASF.NATIONAL STARCH, the copolymers of methacrylic acid and ethyl acrylate sold under the name Luvimer ® MAEX or MAE by the company BASF.
Les polymères fixants amphotères utilisables conformément à l'invention peuvent être choisis parmi les polymères comportant des motifs B et C répartis statistiquement dans la chaîne polymère où B désigne un motif dérivant d'un monomère comportant au moins un atome d'azote basique et C désigne un motif dérivant d'un monomère acide comportant un ou plusieurs groupements carboxyliques ou sulfoniques, ou bien B et C peuvent désigner des groupements dérivant de monomères zwittérioniques de carboxybétaïnes ou de sulfobétaïnes;The amphoteric fixing polymers that may be used in accordance with the invention may be chosen from polymers comprising units B and C statistically distributed in the polymer chain, where B denotes a unit derived from a monomer comprising at least one basic nitrogen atom and C denotes a unit derived from an acidic monomer having one or more carboxylic or sulfonic groups, or B and C may denote groups derived from zwitterionic monomers of carboxybetaines or sulfobetaines;
B et C peuvent également désigner une chaîne polymère cationique comportant des groupements aminé primaire, secondaire, tertiaire ou quaternaire, dans laquelle au moins l'un des groupements aminé porte un groupement carboxylique ou sulfonique relié par l'intermédiaire d'un groupe hydrocarboné, ou bien B et C font partie d'une chaîne d'un polymère à motif éthylène-α,β-dicarboxylique dont l'un des groupements carboxyliques a été amené à réagir avec une polyamine comportant un ou plusieurs groupements aminé primaire ou secondaire.B and C may also designate a cationic polymer chain comprising primary, secondary, tertiary or quaternary amine groups, in which at least one of the amine groups carries a carboxylic or sulfonic group connected via a hydrocarbon group, or B and C are part of a chain of an ethylene-α, β-dicarboxylic-containing polymer, one of which has been reacted with a carboxylic group. polyamine having one or more primary or secondary amine groups.
Les polymères fixants amphotères répondant à la définition donnée ci-dessus plus particulièrement préférés sont choisis parmi les polymères suivants :The amphoteric fixing polymers corresponding to the definition given above, which are more particularly preferred, are chosen from the following polymers:
( 1 ) les copolymères à motifs vinyliques acides et à motifs vinyliques basiques, tels que ceux résultant de la copolymérisation d'un monomère dérivé d'un composé vinylique portant un groupement carboxylique tel que plus particulièrement l'acide acrylique, l'acide méthacrylique, l'acide maléïque, l'acide alpha-chloracrylique, et d'un monomère basique dérivé d'un composé vinylique substitué contenant au moins un atome basique, tel que plus particulièrement les méthacrylate et acrylate de dialkylaminoalkyle, les dialkylaminoalkyl- méthacrylamide et acrylamide. De tels composés sont décrits dans le brevet américain n° 3 836 537.(1) copolymers with acidic vinyl units and basic vinyl units, such as those resulting from the copolymerization of a monomer derived from a vinyl compound carrying a carboxylic group such as, more particularly, acrylic acid, methacrylic acid, maleic acid, alpha-chloroacrylic acid, and a basic monomer derived from a substituted vinyl compound containing at least one basic atom, such as, more particularly, dialkylaminoalkyl methacrylate and acrylate, dialkylaminoalkylmethacrylamide and acrylamide. Such compounds are described in U.S. Patent No. 3,836,537.
(2) les polymères comportant des motifs dérivant : a) d'au moins un monomère choisi parmi les acrylamides ou les méthacrylamides substitués sur l'atome d'azote par un groupe alkyle, b) d'au moins un comonomère acide contenant un ou plusieurs groupements carboxyliques réactifs, et c) d' au moins un comonomère basique tel que des esters à substituants aminé primaire, secondaire, tertiaire et quaternaire des acides acrylique et méthacrylique, et le produit de quaternisation du méthacrylate de diméthylaminoéthyle avec le sulfate de diméthyle ou diéthyle.(2) polymers comprising units derived from: a) at least one monomer chosen from acrylamides or methacrylamides substituted on the nitrogen atom with an alkyl group; b) with at least one acidic comonomer containing one or more several reactive carboxylic groups, and c) at least one basic comonomer such as primary, secondary, tertiary and quaternary amine substituted esters of acrylic and methacrylic acids, and the quaternization product of dimethylaminoethyl methacrylate with dimethyl sulfate or diethyl.
Les acrylamides ou méthacrylamides N-substitués plus particulièrement préférés selon l'invention sont les composés dont les groupes alkyle comportent de 2 à 12 atomes de carbone, et plus particulièrement le N-éthylacrylamide, le N-tertiobutylacrylamide, leThe N-substituted acrylamides or methacrylamides which are more particularly preferred according to the invention are those compounds whose alkyl groups contain from 2 to 12 carbon atoms, and more particularly N-ethylacrylamide, N-tert-butylacrylamide,
N-tertiooctylacrylamide, le N-octylacrylamide, le N-décylacrylamide, le N-dodécylacrylamide ainsi que les méthacrylamides correspondants.N-tert-octylacrylamide, N-octylacrylamide, N-decylacrylamide, N-dodecylacrylamide and the corresponding methacrylamides.
Les comonomères acides sont choisis plus particulièrement parmi les acides acrylique, méthacrylique, crotonique, itaconique, maléïque, fumarique ainsi que les monoesters d'alkyle ayant 1 à 4 atomes de carbone des acides ou des anhydrides maléïque ou fumarique.The acidic comonomers are chosen more particularly from acrylic, methacrylic, crotonic and itaconic acids. maleic, fumaric as well as alkyl monoesters having 1 to 4 carbon atoms of maleic or fumaric acids or anhydrides.
Les comonomères basiques préférés sont des méthacrylates d'aminoéthyle, de butylaminoéthyle, de N,N'-diméthylaminoéthyle, dePreferred basic comonomers are aminoethyl, butylaminoethyl, N, N'-dimethylaminoethyl methacrylates,
N-tertio-butylaminoéthyle.N-tert-butylaminoethyl.
On utilise particulièrement les copolymères dont la dénomination CTFA (4ème Ed. , 1991 ) est octylacrylamide/acrylates/ butylaminoethyl methacrylate copolymer, tels que les produits vendus sous la dénomination AMPHOMER® ou LOVOCRYL® 47 par la sociétéParticularly The copolymers whose CTFA (4th Ed. 1991) is octylacrylamide / acrylates / butylaminoethyl methacrylate copolymer such as the products sold under the name AMPHOMER® ® or Lovocryl ® 47 by the company
NATIONAL STARCH.NATIONAL STARCH.
(3) les polyaminoamides réticulés et acylés partiellement ou totalement dérivant de poyaminoamides de formule générale :(3) polyamino amides crosslinked and acylated partially or totally derived from poyaminoamides of general formula:
-CO- - R 10 -CO--CO- - R 10 -CO-
(III)(III)
dans laquelle Rio représente un groupe divalent dérivé d'un acide dicarboxylique saturé, d'un acide aliphatique mono ou dicarboxylique à double liaison éthylénique, d'un ester d'un alcano l inférieur ayant 1 à 6 atome de carbone de ces acides ou d'un groupe dérivant de l'addition de l'un quelconque desdits acides avec une aminé bis-primaire ou bis-secondaire, et Z désigne un groupe dérivant d'une polyalkylène-polyamine bis-primaire, mono- ou bis-secondaire et de préférence représente : a) dans les proportions de 60 à 100 % en moles, le groupe
Figure imgf000030_0001
wherein Rio represents a divalent group derived from a saturated dicarboxylic acid, an ethylenically double-bonded mono or dicarboxylic aliphatic acid, an ester of a lower alkano l having 1 to 6 carbon atoms of these acids or a group derived from the addition of any of said acids with a bis-primary or bis-secondary amine, and Z denotes a group derived from a bis-primary, mono- or bis-secondary polyalkylene polyamine and preferably represents: a) in the proportions of 60 to 100 mol%, the group
Figure imgf000030_0001
où x=2 et p=2 ou 3 , ou bien x=3 et p=2 ce groupe dérivant de la diéthylène-triamine, de la triéthylène- tétraamine ou de la dipropylène-triamine; b) dans les proportions de 0 à 40 % en moles, le groupe (XVIII) ci-dessus, dans lequel x=2 et p= l et qui dérive de l'éthylène- diamine, ou le groupe dérivant de la pipérazine :where x = 2 and p = 2 or 3, or x = 3 and p = 2 this group derived from diethylene triamine, triethylene tetraamine or dipropylene triamine; b) in the proportions of 0 to 40 mol%, the group (XVIII) above, in which x = 2 and p = 1 and which is derived from ethylenediamine, or the group derived from piperazine:
Figure imgf000031_0001
c) dans les proportions de 0 à 20 % en moles, le groupe -NH- (CH2)O-NH- dérivant de l'hexaméthylènediamine, ces polyaminoamides étant réticulés par réaction d' addition d'un agent réticulant bifonctionnel choisi parmi les épihalohydrines, les diépoxydes, les dianhydrides, les dérivés bis-insaturés, au moyen de 0,025 à 0,35 mole d'agent réticulant par groupement aminé du polyaminoamide, et acylés par action d'acide acrylique, d'acide chloracétique ou d'une alcane-sultone ou de leurs sels.
Figure imgf000031_0001
c) in the proportions of 0 to 20 mol%, the -NH- (CH 2 ) O-NH- group derived from hexamethylenediamine, these polyaminoamides being crosslinked by the addition reaction of a bifunctional crosslinking agent chosen from epihalohydrins, diepoxides, dianhydrides, bis-unsaturated derivatives, by means of 0.025 to 0.35 mole of crosslinking agent per amino group of the polyaminoamide, and acylated by the action of acrylic acid, chloroacetic acid or a alkane-sultone or their salts.
Les acides carboxyliques saturés sont choisis de préférence parmi les acides ayant 6 à 10 atomes de carbone tels que les acides adipique, triméthyl-2,2,4-adipique et triméthyl-2,4,4-adipique, téréphtalique, les acides à double liaison éthylénique comme, par exemple, les acides acrylique, méthacrylique, itaconique.The saturated carboxylic acids are preferably chosen from acids having 6 to 10 carbon atoms, such as adipic, trimethyl-2,2,4-adipic and trimethyl-2,4,4-adipic acids, terephthalic acids, and double acids. ethylenic bond such as, for example, acrylic, methacrylic, itaconic acids.
Les alcane-sultones utilisées dans l'acylation sont de préférence la propane- ou la butane-sultone, les sels des agents d'acylation sont de préférence les sels de sodium ou de potassium.The alkane sultones used in the acylation are preferably propane or butane sultone, the salts of the acylating agents are preferably the sodium or potassium salts.
(4) les polymères comportant des motifs zwittérioniques de formule :(4) polymers having zwitterionic units of formula:
O
Figure imgf000031_0002
O
Figure imgf000031_0002
dans laquelle Rn désigne un groupement insaturé polymérisable tel qu'un groupement acrylate, méthacrylate, acrylamide ou méthacrylamide, y et z représentent un nombre entier de 1 à 3 , R12 et Rn représentent un atome d'hydrogène, un groupe méthyle, éthyle ou propyle, R14 et Ri 5 représentent un atome d'hydrogène ou un groupe alkyle de telle façon que la somme des atomes de carbone dans R14 et R15 ne dépasse pas 10.in which Rn denotes a polymerizable unsaturated group such as an acrylate, methacrylate or acrylamide group or methacrylamide group, y and z represent an integer from 1 to 3, R12 and R represent a hydrogen atom, a methyl, ethyl or propyl, R14 and R 5 represent a hydrogen atom or an alkyl group such that the sum of the carbon atoms in R14 and R15 does not exceed 10.
Les polymères comprenant de tels motifs peuvent également comporter des motifs dérivés de monomères non zwittérioniques tels que l'acrylate ou le méthacrylate de diméthyl- ou diéthylaminoéthyle ou des acrylates ou méthacrylates d' alkyle, des acrylamides ou méthacrylamides, ou l'acétate de vinyle.Polymers comprising such units may also comprise units derived from non-zwitterionic monomers such as dimethyl- or diethylaminoethyl acrylate or methacrylate or alkyl acrylates or methacrylates, acrylamides or methacrylamides, or vinyl acetate.
A titre d'exemple, on peut citer les copolymères méthacrylate de méthyle/diméthyl-carboxyméthylammonioéthylméthacrylate de méthyle, tels que le produit vendu sous la dénomination DIAFORMER Z301 par la société SANDOZ.By way of example, mention may be made of methyl methacrylate / dimethylcarboxymethylammonioethylmethacrylate copolymers, such as the product sold under the name DIAFORMER Z301 by the company SANDOZ.
(5) les polymères dérivés du chitosane comportant des motifs monomères répondant aux formules suivantes :(5) polymers derived from chitosan having monomeric units corresponding to the following formulas:
Figure imgf000032_0001
le motif (D) étant présent dans des proportions comprises entre O et 30%, le motif (E) dans des proportions comprises entre 5 et 50% et le motif (F) dans des proportions comprises entre 30 et 90%, étant entendu que dans ce motif (F), Ri6 représente un groupe de formule :
Figure imgf000032_0001
the unit (D) being present in proportions of between 0 and 30%, the unit (E) in proportions of between 5 and 50% and the unit (F) in proportions of between 30 and 90%, it being understood that in this unit (F), Ri 6 represents a group of formula:
Figure imgf000032_0002
dans laquelle si q=0, R17, Ri s et Ri9, identiques ou différents, représentent chacun un atome d'hydrogène, un reste méthyle, hydroxyle, acétoxy ou amino, un reste monoalcoylamine ou un reste dialcoylamine éventuellement interrompus par un ou plusieurs atomes d'azote et/ou éventuellement substitués par un ou plusieurs groupes aminé, hydroxyle, carboxyle, alcoylthio, sulfonique, un reste alcoylthio dont le groupe alcoyle porte un reste amino, l'un au moins des groupes Ri7, Ri s et R19 étant dans ce cas un atome d'hydrogène ; ou si q= l , Ri7, Ri s et Ri9 représentent chacun un atome d'hydrogène, ainsi que les sels formés par ces composés avec des bases ou des acides.
Figure imgf000032_0002
in which if q = 0, R 17 , R 1 and R 9 , which are identical or different, each represents a hydrogen atom, a methyl, hydroxyl, acetoxy or amino residue, a monoalkylamine residue or a dialkylamine residue optionally interrupted by one or more nitrogen atoms and / or optionally substituted by one or more amino, hydroxyl, carboxyl, alkylthio, sulphonic groups, an alkylthio radical whose alkyl group carries an amino residue, at least one of Ri 7 , Ri s and R 19 groups; being in this case a hydrogen atom; or if q = l, Ri 7 , Ri s and Ri 9 each represent a hydrogen atom, as well as the salts formed by these compounds with bases or acids.
(6) Les polymères comportant des motifs répondant à la formule générale (V) sont, par exemple, décrits dans le brevet français 1 400 366 :(6) The polymers comprising units corresponding to the general formula (V) are, for example, described in French Patent 1,400,366:
Figure imgf000033_0001
dans laquelle R20 représente un atome d'hydrogène, un groupe CH3O, CH3CH2O, phényle, R21 désigne un atome d'hydrogène ou un groupe alkyle inférieur tel que méthyle, éthyle, R22 désigne un atome d'hydrogène ou un groupe alkyle inférieur en Ci -C6 tel que méthyle, éthyle, R23 désigne un groupe alkyle inférieur en Ci -C6 tel que méthyle, éthyle ou un groupe répondant à la formule : -R24-N(R22)2, R-24 représentant un groupement -CH2-CH2-, -CH2-CH2-CH2-, -CH2- CH(CHs)-, R22 ayant les significations mentionnées ci-dessus.
Figure imgf000033_0001
wherein R20 is hydrogen, CH3O, CH3CH2O, phenyl, R21 is hydrogen or lower alkyl such as methyl, ethyl, R22 is hydrogen or C1-lower alkyl; -C 6 such that methyl, ethyl, R 23 denotes a C 1 -C 6 lower alkyl group such as methyl, ethyl or a group corresponding to the formula: -R 24 -N (R 22) 2 , R-24 representing a group -CH 2 -CH 2 -, -CH 2 -CH 2 -CH 2 -, -CH 2 -CH (CH 2) -, R 22 having the meanings mentioned above.
(7) Les polymères dérivés de la N-carboxyalkylation du chitosane comme le N-carboxyméthyl-chitosane ou le N-carboxybutyl- chitosane, vendu sous la dénomination "EVALSAN" par la société JAN(7) The polymers derived from the N-carboxyalkylation of chitosan, such as N-carboxymethylchitosan or N-carboxybutylchitosan, sold under the name "Evalsan" by the company JAN
DEKKER.Dekker.
(8) Les polymères amphotères du type -D-X-D-X choisis parmi:(8) amphoteric polymers of the type -D-X-D-X selected from:
a) les polymères obtenus par action de l'acide chloracétique ou le chloracétate de sodium sur les composés comportant au moins un motif de formule :a) the polymers obtained by the action of chloroacetic acid or sodium chloroacetate on compounds comprising at least one unit of formula:
-D-X-D-X-D- (VI)-D-X-D-X-D- (VI)
où D désigne un groupe
Figure imgf000034_0001
where D is a group
Figure imgf000034_0001
et X désigne le symbole E ou E', E ou E' identiques ou différents désignent un groupe bivalent qui est un groupe alkylène à chaîne droite ou ramifiée, comportant jusqu'à 7 atomes de carbone dans la chaîne principale non substituée ou substituée par des groupements hydroxyle et pouvant comporter en outre des atomes d'oxygène, d'azote, de soufre, 1 à 3 cycles aromatiques et/ou hétérocycliques ; les atomes d'oxygène, d'azote et de soufre étant présents sous forme de groupements éther, thioéther, sulfoxyde, sulfone, sulfonium, alkylamine, alcénylamine, des groupements hydroxyle, benzylamine, oxyde d'aminé, ammonium quaternaire, amide, imide, alcool, ester et/ou uréthanne.and X denotes the symbol E or E ', E or E', which may be the same or different, denotes a divalent group which is a straight or branched chain alkylene group having up to 7 carbon atoms in the unsubstituted or substituted backbone. hydroxyl groups and may further comprise oxygen, nitrogen, sulfur, 1 to 3 aromatic and / or heterocyclic rings; the oxygen, nitrogen and sulfur atoms being present in the form of ether, thioether, sulfoxide, sulfone, sulfonium, alkylamine, alkenylamine, hydroxyl groups, benzylamine, amine oxide, quaternary ammonium, amide, imide groups, alcohol, ester and / or urethane.
b) Les polymères de formule : -D-X-D-X- (VII) où D désigne un groupe
Figure imgf000035_0001
et X désigne le symbole E ou E' et au moins une fois E' ; E ayant la signification indiquée ci-dessus et E' est un groupe bivalent qui est un groupe alkylène à chaîne droite ou ramifiée, ayant jusqu'à 7 atomes de carbone dans la chaîne principale, substitué ou non par un ou plusieurs groupes hydroxyle et comportant un ou plusieurs atomes d'azote, l'atome d'azote étant substitué par une chaîne alkyle interrompue éventuellement par un atome d'oxygène et comportant obligatoirement une ou plusieurs fonctions carboxyle ou une ou plusieurs fonctions hydroxyle et bétaïnisées par réaction avec l'acide chloracétique ou du chloracétate de soude.
b) polymers of formula: -DXDX- (VII) where D denotes a group
Figure imgf000035_0001
and X denotes the symbol E or E 'and at least once E'; E having the meaning indicated above and E 'is a divalent group which is a straight or branched chain alkylene group having up to 7 carbon atoms in the main chain, substituted or unsubstituted by one or more hydroxyl groups and comprising one or more nitrogen atoms, the nitrogen atom being substituted by an alkyl chain optionally interrupted by an oxygen atom and necessarily comprising one or more carboxyl functions or one or more hydroxyl functions and betaineized by reaction with the acid; chloroacetic acid or sodium chloroacetate.
(9) les copolymères alkyl(Ci -C5)vinyléther/anhydride maléique modifiés partiellement par semiamidification avec une N, N- dialkylaminoalkylamine telle que la N,N-diméthylaminopropylamine ou par semiestérification avec un N,N-dialkylaminoalcanol. Ces copolymères peuvent également comporter d'autres comonomères vinyliques tels que le vinylcaprolactame. Parmi les polymères fixants amphotères décrits ci-dessus, les plus particulièrement préférés selon l'invention sont ceux de la famille (3) tels que les copolymères dont la dénomination CTFA est Octylacrylamide/ acrylates/butylamino-ethylmethacrylate copolymer, tels que les produits vendus sous les dénominations AMPHOMER®, AMPHOMER® LV 71 ou LOVOCRYL® 47 par la société NATIONAL(9) (C 1 -C 5) alkyl vinyl ether / maleic anhydride copolymers partially modified by semiamidation with an N, N-dialkylaminoalkylamine such as N, N-dimethylaminopropylamine or by semi-esterification with an N, N-dialkylaminoalkanol. These copolymers may also comprise other vinylic comonomers such as vinylcaprolactam. Among the amphoteric fixing polymers described above, the most particularly preferred according to the invention are those of the family (3) such as the copolymers whose CTFA name is octylacrylamide / acrylates / butylamino-ethylmethacrylate copolymer, such as the products sold under the names AMPHOMER ® , AMPHOMER ® LV 71 or LOVOCRYL ® 47 by NATIONAL
STARCH et ceux de la famille (4) tels que les copolymères méthacrylate de méthyle/diméthylcarboxyméthylammonioéthylméthacrylate de méthyle vendu par exemple sous la dénomination DIAFORMER® Z301 par la société SANDOZ. Les polymères fixants non ioniques utilisables selon la présente invention sont choisis, par exemple, parmi :Starch and those of family (4) such as copolymers of methyl methacrylate / methyl dimethylcarboxymethylammonioethyl sold for example under the name Diaformer® ® Z301 by Sandoz. The nonionic fixing polymers that can be used according to the present invention are chosen, for example, from:
- les polyalkyloxazolines ;polyalkyloxazolines;
- les homopolymères d'acétate de vinyle ; - les copolymères d'acétate de vinyle tels que, par exemple, les copolymères d'acétate de vinyle et d'ester acrylique, les copolymères d'acétate de vinyle et d'éthylène, ou les copolymères d'acétate de vinyle et d'ester maléïque, par exemple, de maléate de dibutyle ;homopolymers of vinyl acetate; vinyl acetate copolymers such as, for example, copolymers of vinyl acetate and acrylic ester, copolymers of vinyl acetate and ethylene, or copolymers of vinyl acetate and of maleic ester, for example, dibutyl maleate;
- les homopolymères et copolymères d'esters acryliques tels que, par exemple, les copolymères d'acrylates d'alkyle et de méthacrylates d'alkyle tels que les produits proposés par la société ROHM & HAAS sous les dénominations PRIMAL® AC-261 K et EUDRAGIT® NE 30 D, par la société BASF sous la dénomination 8845 , par la société HOECHST sous la dénomination APPRETAN® N9212 ;- homopolymers and copolymers of acrylic esters such as, for example, alkyl acrylates and copolymers of alkyl methacrylates, such as the products sold by the company Rohm & Haas under the names Primal AC-261 K ® and EUDRAGIT ® NE 30 D, by BASF under the name 8845, by Hoechst under the name APPRETAN ® 9212;
- les copolymères d'acrylonitrile et d'un monomère non ionique choisis, par exemple, parmi le butadiène et les (méth)acrylates d'alkyle ; on peut citer les produits proposés sous la dénomination CJ 0601 B par la société ROHM & HAAS ; - les homopolymères de styrène ;copolymers of acrylonitrile and of a nonionic monomer chosen, for example, from butadiene and alkyl (meth) acrylates; mention may be made of the products sold under the name CJ 0601 B by the company Rohm &Haas; homopolymers of styrene;
- les copolymères de styrène comme, par exemple, les copolymères de styrène et de (méth)acrylate d'alkyle tels que les produits MOWILITH® LDM 691 1 , MOWILITH® DM 61 1 et MOWILITH® LDM 6070 proposés par la société HOECHST, les produits RHODOPAS® SD 215 et RHODOPAS® DS 910 proposés par la société RHODIA CHIMIE ; les copolymères de styrène, de méthacrylate d'alkyle et d'acrylate d'alkyle ; les copolymères de styrène et de butadiène ; ou les copolymères de styrène, de butadiène et de vinylpyridine ; - les polyamides ; les homopolymères de vinyllactame tels que les homopolymères de vinylpyrrolidone, ou de polyvinylcaprolactame commercialisé sous la dénomination Luviskol® PLUS par la société BASF ; et - les copolymères de vinyllactame tels qu'un copolymère poly(vinylpyrrolidone/vinyllactame) vendu sous le nom commercial Luvitec® VPC 55K65W par la société BASF, les copolymères poly(vinylpyrrolidone/acétate de vinyle) comme ceux commercialisés sous la dénomination PVPVA® S630L par la société ISP, Luviskol® - copolymers of styrene such as, for example, copolymers of styrene and of alkyl (meth) acrylate such as Mowilith LDM ® products 691 1 Mowilith ® DM 61 1 and Mowilith ® LDM 6070 sold by the company Hoechst, the RHODOPAS ® SD 215 and RHODOPAS ® DS 910 products offered by RHODIA CHIMIE; copolymers of styrene, alkyl methacrylate and alkyl acrylate; copolymers of styrene and butadiene; or copolymers of styrene, butadiene and vinylpyridine; polyamides; vinyllactam homopolymers such as homopolymers of vinyl pyrrolidone, polyvinyl caprolactam or sold under the name Luviskol ® PLUS by the company BASF; and - vinyllactam copolymers such as a poly (vinylpyrrolidone / vinyllactam) copolymer sold under the trade name Luvitec® ® VPC 55K65W by BASF, poly (vinylpyrrolidone / vinyl acetate) as those marketed under the name PVPVA® ® S630L by ISP company, Luviskol ®
VA 73 , VA 64, VA 55 , VA 37 et VA 28 par la société BASF ; et les terpolymères poly(vinylpyrrolidone/acétate de vinyle/propionate de vinyle) comme, par exemple, celui commercialisé sous la dénomination Luviskol® VAP 343 par la société BASF. Les groupes alkyle des polymères non ioniques mentionnés ci- dessus ont, de préférence, de 1 à 6 atomes de carbone.VA 73, VA 64, VA 55, VA 37 and VA 28 by BASF; terpolymers and poly (vinylpyrrolidone / vinyl acetate / vinyl propionate), for example, that marketed under the name Luviskol ® VAP 343 by BASF. The alkyl groups of the nonionic polymers mentioned above preferably have from 1 to 6 carbon atoms.
On peut également utiliser comme polymères fixants, des polyuréthanes fonctionnalisés ou non, siliconés ou non, cationiques, non-ioniques, anioniques ou amphotères, ou leurs mélanges. Les polyuréthanes particulièrement visés par la présente invention sont ceux décrits dans les demandes EP 0 75 1 162, EP 0 637 600, EP 0 648 485 et FR 2 743 297 dont la demanderesse est titulaire, ainsi que dans les demandes EP 0 656 021 et WO 94/03510 de la société BASF, et EP 0 619 1 1 1 de la société National Starch. Comme polyuréthanes convenant particulièrement bien dans la présente invention, on peut citer les produits commercialisés sous les dénominations LUVISET PUR® et LUVISET® Si PUR par la société BASF.Can also be used as fixing polymers, functionalized or non-functionalized polyurethanes, silicone or non-silicone, cationic, nonionic, anionic or amphoteric, or mixtures thereof. The polyurethanes particularly targeted by the present invention are those described in applications EP 0 75 1 162, EP 0 637 600, EP 0 648 485 and FR 2 743 297 of which the applicant is the holder, as well as in applications EP 0 656 021 and WO 94/03510 of the company BASF, and EP 0 619 11 1 of the company National Starch. As polyurethanes that are suitable in the present invention include products sold under the names LUVISET PUR ® and LUVISET ® Si PUR by BASF.
Le ou les polymères fixants est ou sont présents dans la composition cosmétique selon l' invention en une quantité variant de 0 à 20 % en poids, de préférence de 0,01 à 15 % en poids, et encore plus préférentiellement de 0,5 à 10 % en poids, par rapport au poids total de la composition cosmétique.The fixing polymer (s) is (are) present in the cosmetic composition according to the invention in an amount ranging from 0 to 20% by weight, preferably from 0.01 to 15% by weight, and still more preferably from 0.5 to 10% by weight, relative to the total weight of the cosmetic composition.
Comme expliqué précédemment, la composition selon l' invention peut également comprendre un ou plusieurs agents épaississants polymériques ou non.As explained above, the composition according to the invention may also comprise one or more polymeric thickening agents or not.
A titre d' agents épaississants polymériques, on peut notamment citer les homopolymères d' acide acrylique réticulés (nom INCI :CARBOMER) et les polyuréthanes associatifs non ioniques ou anioniques, tels que les composés ACULYN 44 et 46, etAs polymeric thickeners, there may be mentioned crosslinked acrylic acid homopolymers (INCI name: CARBOMER) and nonionic associative polyurethanes or anionic compounds, such as the compounds ACULYN 44 and 46, and
VISCOPHOBE DB 1000.VISCOPHOBE DB 1000.
Selon un mode de réalisation préféré, la composition selon l' invention comprend de la glycérine. Lorsqu' elle est présente, la glycérine peut représenter de 1 àAccording to a preferred embodiment, the composition according to the invention comprises glycerine. When present, glycerin can represent from 1 to
30%, de préférence de 2 à 15%, en poids du poids total de la composition.30%, preferably 2 to 15%, by weight of the total weight of the composition.
La composition cosmétique selon l' invention peut comprendre, outre l' eau en une quantité supérieure à 30%, de préférence supérieure à 50% en poids par rapport au poids total de la composition, un milieu cosmétiquement acceptable.The cosmetic composition according to the invention may comprise, in addition to water in an amount of greater than 30%, preferably greater than 50% by weight relative to the total weight of the composition, a cosmetically acceptable medium.
Par milieu cosmétiquement acceptable, on entend un milieu compatible avec les matières kératiniques et en particulier les cheveux. Le milieu cosmétiquement acceptable peut comprendre un solvant cosmétiquement acceptable hydrosoluble.By cosmetically acceptable medium is meant a medium compatible with keratin materials and in particular the hair. The cosmetically acceptable medium may comprise a cosmetically acceptable water-soluble solvent.
Le solvant cosmétiquement acceptable hydrosoluble peut être choisi parmi les alcools inférieurs en C1 -C4, les polyols, les éthers de polyols, les alcanes en C5-C10, les cétones en C3-C4, les acétates d'alkyle en C1 -C4, le diméthoxyéthane, le diéthoxyéthane, et leurs mélanges.The cosmetically acceptable water-soluble solvent may be chosen from C1-C4 lower alcohols, polyols, polyol ethers, C 5 -C 10 alkanes, C 3 -C 4 ketones and C 1 -C 4 alkyl acetates. dimethoxyethane, diethoxyethane, and mixtures thereof.
La composition selon l' invention peut se présenter sous forme de crème, de pâte ou sous forme de mousse (aérosol ou non), ou de gel. Lorsque la composition cosmétique selon l' invention se présente sous forme de mousse, elle peut être conditionnée dans un aérosol. Dans ce cas, elle comprend un ou plusieurs agents propulseurs. Le ou les agents propulseurs sont choisis parmi les gaz comprimés non liquéfiés, tel que l' air, l' azote, le protoxyde d' azote, le gaz carbonique ou l'éther diméthylique, ou bien parmi les gaz liquéfiés comme les hydrocarbures volatils tels que le n-butane, l' isobutane, le propane, le pentane et les hydrocarbures halogènes. On peut utiliser par exemple un mélange d'un ou plusieurs hydrocarbures volatils avec de l' éther diméthylique. La mousse peut encore être obtenue sans propulseur au moyen d'un flacon pompe.The composition according to the invention may be in the form of cream, paste or in the form of foam (aerosol or not), or gel. When the cosmetic composition according to the invention is in the form of a foam, it can be packaged in an aerosol. In this case, it comprises one or more propellants. The propellant (s) is (are) chosen from non - liquefied compressed gases, such as air, nitrogen, nitrous oxide, carbon dioxide or dimethyl ether, or from liquefied gases such as volatile hydrocarbons such as n-butane, isobutane, propane, pentane and halogenated hydrocarbons. For example, a mixture of one or more volatile hydrocarbons can be used with dimethyl ether. The foam can still be obtained without thruster by means of a pump bottle.
La présente invention concerne également un procédé de traitement cosmétique comprenant l' application sur les matières kératiniques, de préférence les fibres kératiniques, de préférence les cheveux, d'une composition cosmétique telle que définie précédemment. Cette application peut être ou non suivie d'un rinçage.The present invention also relates to a cosmetic treatment process comprising the application to the keratin materials, preferably the keratinous fibers, preferably the hair, of a cosmetic composition as defined above. This application may or may not be followed by rinsing.
La composition selon l' invention peut être notamment utilisée dans des compositions de coiffage ou dans des shampooings. La présente invention est illustrée par l' exemple suivant.The composition according to the invention may especially be used in hair styling compositions or in shampoos. The present invention is illustrated by the following example.
ExempleExample
On prépare une composition A selon l' invention comprenant de une huile polaire, l'octyldodécanol, de l' eau à une teneur supérieure àA composition A according to the invention comprising a polar oil, octyldodecanol, is prepared from water with a content greater than
30% en poids, et le Viscoplast 14436H qui est un polyester liquide obtenu par condensation de butanediol et d'acide dilinoléique (dimère de l' acide lino léique).30% by weight, and Viscoplast 14436H which is a liquid polyester obtained by condensation of butanediol and dilinoleic acid (dimer of linoleic acid).
La formulation de la composition A est donnée dans le tableau 1. Les teneurs sont données en poids de matières actives par rapport au poids total de la compositionThe formulation of composition A is given in Table 1. The contents are given by weight of active ingredients relative to the total weight of the composition
Tableau 1Table 1
Figure imgf000039_0001
Figure imgf000040_0001
Figure imgf000039_0001
Figure imgf000040_0001
Les performances de la composition A selon l'invention ont été évaluées par des professionnels sur des panels de modèles.The performance of composition A according to the invention has been evaluated by professionals on model panels.
La composition A permet d'obtenir un bon niveau de brillance, sans toucher gras ni poisseux. Composition A makes it possible to obtain a good level of gloss, without touching greasy or sticky.

Claims

REVENDICATIONS
1. Composition cosmétique comprenant un ou plusieurs polyesters liquides obtenus par condensation de dimère et/ou de trimère d' acide gras insaturé et de diol linéaire saturé, une ou plusieurs huiles organiques, et de l' eau à une teneur supérieure à 30% en poids par rapport au poids total de la composition.Cosmetic composition comprising one or more liquid polyesters obtained by condensation of dimer and / or trimer of unsaturated fatty acid and saturated linear diol, one or more organic oils, and water with a content of greater than 30% by weight. weight relative to the total weight of the composition.
2. Composition selon la revendication 1 caractérisée en ce que le ou les polyesters sont obtenus à partir d'un dimère d' acide gras insaturé comprenant de 28 à 44 atomes de carbone et/ou à partir d'un trimère d'acide gras insaturé comprenant de 42 à 66 atomes de carbone.2. Composition according to claim 1 characterized in that the polyester or polyesters are obtained from an unsaturated fatty acid dimer comprising from 28 to 44 carbon atoms and / or from an unsaturated fatty acid trimer. comprising from 42 to 66 carbon atoms.
3. Composition selon la revendication 1 ou 2 caractérisée en ce que le diol linéaire saturé est un butanediol.3. Composition according to claim 1 or 2 characterized in that the saturated linear diol is a butanediol.
4. Composition selon la revendication 3 caractérisée en ce que le butanediol est choisi parmi le 1 ,2-butanediol, le 1 ,3-butanedio l et le4. Composition according to claim 3 characterized in that the butanediol is selected from 1, 2-butanediol, 1,3-butanedio l and the
1 ,4-butanedio l.1, 4-butanediol.
5. Composition selon l'une quelconque des revendications précédentes caractérisée en ce que le ou lesdits polyesters représentent de 0, 1 à 50%, de préférence de 0,5 à 20%, mieux de 1 à 5% en poids du poids total de la composition.5. Composition according to any one of the preceding claims, characterized in that the said polyester or polyesters represent from 0.1% to 50%, preferably from 0.5% to 20%, better still from 1% to 5% by weight relative to the total weight of the polyester. the composition.
6. Composition selon l'une quelconque des revendications précédentes caractérisé en ce que la ou les huiles organiques peuvent être polaires ou apolaires.6. Composition according to any one of the preceding claims, characterized in that the organic oil or oils may be polar or apolar.
7. Composition selon la revendication 6 caractérisé en ce que les huiles polaires sont choisies parmi les huiles végétales hydrocarbonées, les esters liquides différents des triglycérides et issus d' acide carboxylique en C3-C30 et d' alcool en C 1 -C30, l'un au moins de l' acide ou de l' alcool étant ramifié ou insaturé et l'un au moins de l' acide ou de l'alcool comportant plus de 6 atomes de carbone, les alcools gras à chaîne carbonée ramifiée et/ou insaturée ayant de 12 à7. Composition according to claim 6, characterized in that the polar oils are chosen from hydrocarbon vegetable oils, liquid esters different from triglycerides and derived from C 3 -C 30 carboxylic acid and C 1 -C 30 alcohol, at least one of the acid or alcohol being branched or unsaturated and at least one of the acid or alcohol having more than 6 carbon atoms, the branched and / or unsaturated carbon chain fatty alcohols having from 12 to
26 atomes de carbone, et les acides gras en C 12-C26 à chaîne carbonée ramifiée et/ou insaturée. 26 carbon atoms, and branched and / or unsaturated carbon chain C 12 -C 26 fatty acids.
8. Composition selon la revendication 6 caractérisée en ce que les huiles apolaires sont choisies parmi les huiles hydrocarbonées, les huiles siliconées et les huiles fluorées.8. Composition according to claim 6 characterized in that the apolar oils are selected from hydrocarbon oils, silicone oils and fluorinated oils.
9. Composition selon la revendication 8 caractérisée en ce que les huiles hydrocarbonées sont choisies parmi le squalène, les huiles de paraffine, de vaseline, de naphtalène, le polyisobutène hydrogéné ou partiellement hydrogéné, l'isoéicosane, le squalane, les polydécènes, les copolymères décène/butène, les copolymères polybutène/polyisobutène, et les polydécènes. 9. Composition according to Claim 8, characterized in that the hydrocarbon-based oils are chosen from squalene, paraffin, petrolatum, naphthalene oils, hydrogenated or partially hydrogenated polyisobutene, isoeicosane, squalane, polydecenes and copolymers. decene / butene, polybutene / polyisobutene copolymers, and polydecenes.
10. Composition selon la revendication 8 caractérisée en ce que les huiles siliconées sont choisies parmi les huiles siliconées phénylées, les polydiméthylsiloxanes non volatiles, et les polydiméthylsiloxanes comportant des groupements alkyle ou alcoxy, pendant et/ou en bout de chaîne siliconée, lesdits groupements ayant chacun de 2 à 24 atomes de carbone.10. Composition according to Claim 8, characterized in that the silicone oils are chosen from phenyl silicone oils, non-volatile polydimethylsiloxanes, and polydimethylsiloxanes containing alkyl or alkoxy groups, during and / or at the end of the silicone chain, said groups having each of 2 to 24 carbon atoms.
1 1. Composition selon la revendication 8 caractérisée en ce que le les huiles fluorées sont choisies parmi les perfluoropolyéthers, les perfluoroalcanes, les perfluorodamantanes, les monoesters, diesters et triesters de perfluoroalkylphosphates, et les huiles esters fluorés. 1. Composition according to claim 8, characterized in that the fluoro oils are chosen from perfluoropolyethers, perfluoroalkanes, perfluorodamantanes, monoesters, diesters and triesters of perfluoroalkylphosphates, and fluorinated ester oils.
12. Composition selon l'une quelconque des revendications précédentes caractérisée en ce que la ou les huiles organiques représentent de 1 à 30%, de préférence de 2 à 15% en poids du poids total de la composition.12. Composition according to any one of the preceding claims, characterized in that the organic oil or oils represent from 1 to 30%, preferably from 2 to 15% by weight of the total weight of the composition.
13. Composition selon l'une quelconque des revendications précédentes caractérisée en ce que le rapport pondéral huile(s) organique(s) / polyester(s) liquide(s) est supérieur à 1.13. Composition according to any one of the preceding claims, characterized in that the weight ratio of organic oil (s) / polyester (s) liquid (s) is greater than 1.
14. Composition selon l'une quelconque des revendications précédentes caractérisée en ce qu' elle comprend de la glycérine.14. Composition according to any one of the preceding claims, characterized in that it comprises glycerine.
15. Procédé de traitement cosmétique comprenant l' application sur les matières kératiniques, de préférence les fibres kératiniques, de préférence les cheveux, d'une composition cosmétique telle que définie à l'une quelconque des revendications 1 à 14. 15. Cosmetic treatment process comprising the application to keratinous materials, preferably keratinous fibers, preferably the hair, of a cosmetic composition as defined in any one of claims 1 to 14.
PCT/FR2009/052542 2008-12-16 2009-12-15 Cosmetic composition containing a polyester, an organic oil and water WO2010076483A1 (en)

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FR0858663A FR2939680B1 (en) 2008-12-16 2008-12-16 COSMETIC COMPOSITION COMPRISING A POLYESTER AND GLYCERINE
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FR0858664 2008-12-16
US14640209P 2009-01-22 2009-01-22
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US11357714B2 (en) 2020-07-21 2022-06-14 Chembeau LLC Diester cosmetic formulations and uses thereof
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US11801211B2 (en) 2020-07-21 2023-10-31 Chembeau LLC Hair treatment formulations and uses thereof

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