WO2002041856A1 - Use in cosmetics of a water soluble polymer in the form of a dispersion and cosmetic composition containing same - Google Patents

Use in cosmetics of a water soluble polymer in the form of a dispersion and cosmetic composition containing same Download PDF

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Publication number
WO2002041856A1
WO2002041856A1 PCT/FR2001/003481 FR0103481W WO0241856A1 WO 2002041856 A1 WO2002041856 A1 WO 2002041856A1 FR 0103481 W FR0103481 W FR 0103481W WO 0241856 A1 WO0241856 A1 WO 0241856A1
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Prior art keywords
water
acid
meth
cosmetic composition
soluble polymer
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PCT/FR2001/003481
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French (fr)
Inventor
Franck Giroud
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L'oreal
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Priority to AU2002218345A priority Critical patent/AU2002218345A1/en
Publication of WO2002041856A1 publication Critical patent/WO2002041856A1/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
    • A61Q5/06Preparations for styling the hair, e.g. by temporary shaping or colouring
    • 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
    • A61K8/347Phenols
    • 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
    • A61K8/36Carboxylic acids; Salts or anhydrides thereof
    • A61K8/368Carboxylic acids; Salts or anhydrides thereof with carboxyl groups directly bound to carbon atoms of aromatic rings
    • 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
    • A61K8/81Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • A61K8/8152Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
    • 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
    • A61K8/81Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • A61K8/8158Homopolymers or copolymers of amides or imides, e.g. (meth) acrylamide; Compositions of derivatives of such polymers
    • 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
    • A61K8/81Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/817Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/02Preparations for cleaning the hair

Definitions

  • the invention relates to the use in cosmetics of a particular water-soluble polymer in the form of a dispersion, to a cosmetic composition containing it and to a process for the cosmetic treatment of keratin materials, in particular of the hair, using it .
  • cationic polymers are commonly used as agents for conditioning keratin materials, and in particular the hair, or for fixing the hairstyle.
  • the use of these polymers in the hair field leads to certain undesirable cosmetic effects such as, for example, a charged feel of the fiber and a reduction in the speed of drying of the hair in the case of rinsed compositions.
  • the present invention therefore relates to the use in cosmetics of a water-soluble polymer in the form of a dispersion, as described below.
  • Another object of the present invention consists of a cosmetic composition comprising, in a cosmetically acceptable medium, a water-soluble polymer in the form of a dispersion, as described below.
  • the subject of the invention is also a method of cosmetic treatment of keratin materials, in particular of the hair.
  • An object of the invention relates to the use in cosmetics of a water-soluble polymer in the form of a dispersion, capable of being obtained by polymerization of at least one water-soluble monomer comprising one or more double bonds, in an aqueous saline solution. containing at least one dispersing agent consisting of a polyelectrolyte soluble in said aqueous saline solution, and at least one agent preventing the increase in viscosity.
  • This agent greatly reducing the viscosity of the reaction medium during the polymerization is chosen from: (A) polycarboxylic acids or their salts,
  • the water-soluble monomers comprising one or more double bonds can be chosen from cationic, anionic and nonionic monomers, and mixtures thereof.
  • the cationic monomers are especially chosen from quaternary ammonium salts derived from a diallylamine, and those corresponding to the following formulas (I) and (II):
  • A represents O or NH
  • B represents C 2 H 4 , C 3 H 6 or C 3 H 5 OH
  • R represents H or CH 3 ,. * .
  • R 2 and R 3 identical - : or different, represent a group ", ' .”., C t alkyl. 4 , ••. '' .. "', ' R 4 represents a hydrogen atom, a C 4 alkyl group, or a benzyl group
  • X ' represents a counterion such as chloride
  • A represents O or NH
  • B represents C 2 H 4 , C 3 H 6 or C 3 H 5 OH
  • R 5 , R 6 , R 7 and R 8 identical or different, represent H or CH 3 .
  • X " represents a counterion such as chloride or sulphate.
  • water-soluble cationic monomers mention may in particular be made of the hydrochloride or sulphate derived from dimethylaminoethyl (meth) acrylate, (meth) acryloyl chloride - oxyethyltrimethylammonium, (meth) acryloyloxyethyl-dimethylbenzylammonium chloride, hydrochloride or sulfate derived from N- [dimethylaminopropyl] (meth) acrylamide, (meth) acrylamidopropyltrimethylammonium chloride, (meth) acrylamidopropyl dimethylbenzylammonium chloride hydrochloride or sulfate derived from dimethylaminohydroxypropyl (meth) acrylate, (meth) acryloyloxyhydroxypropyltrimethylammonium chloride, (meth) acrylo
  • nonionic monomers mention may in particular be made of (meth) acrylamide, N-vinylformamide, N-vinylacetoamide and hydroxypropyl (meth) acrylate.
  • the water-soluble polymers are polymerized from the following monomers:
  • the water-soluble polymers which are particularly suitable in the invention include in particular a molar percentage of cationic monomer greater than the molar percentage of acrylic acid.
  • water-soluble polymers which are particularly preferred in the invention, mention may in particular be made of those polymerized from 20 mol% of acrylamide, 30% by mol of acryloyl-oxyethyldimethylbenzylammonium chloride and 50% by mol of acryloyloxyethyltrimethylammonium chloride , and those polymerized from
  • the dispersing agent used in the present invention is a polyelectrolyte, preferably a cationic polyelectrolyte obtained by polymerization of 50 to 100 mol% of at least one cationic monomer chosen from salts, for example, hydrochlorides or sulfates, derived from dimethylaminoethyl (meth) acrylate, from N- [dimethylaminopropyl] (meth) acrylamide, or of a di (meth) allylamine, (meth) acryloyloxy-ethyltrimethylammonium chloride, (meth) acrylamidopropyl-trimethylammonium chloride, dimethyldiallylammmonium chloride, and their mixtures, and from 50 to 0 mol% of acrylamide.
  • salts for example, hydrochlorides or sulfates, derived from dimethylaminoethyl (meth) acrylate, from N- [dimethylaminoprop
  • the aqueous saline solution which serves as a medium for dispersing the water-soluble polymer is an aqueous saline solution making it possible to dissolve the water-soluble monomers comprising double bonds and the dispersing agent, but not dissolving the water-soluble polymer obtained.
  • This aqueous saline solution comprises, at least one salt, preferably a divalent anionic salt such as, for example, ammonium sulphate, ammonium hydrogen sulphate, sodium sulphate, sodium hydrogen sulphate, sulphate magnesium, magnesium hydrogen sulfate, aluminum sulfate and aluminum hydrogen sulfate. Ammonium sulfate and sodium sulfate are particularly preferred.
  • the aqueous solution may also contain monovalent anionic salts, such as sodium chloride and ammonium chloride.
  • At least one agent preventing the increase in viscosity (A) to (G), as described above makes it possible to carry out the polymerization of the water-soluble monomers as described above, with an agitator at low speed while avoiding the formation of coarse particles.
  • the agents preventing the increase in viscosity (A) to (G) are soluble in water, better still dissolved in the aqueous saline solution which serves as a dispersion medium.
  • compound (A) mention may in particular be made of oxalic acid, adipic acid, tartaric acid, malic acid, phthalic acid and their salts.
  • compound (B) mention may in particular be made of resorcinol and pyrogallol.
  • compound (C) mention may in particular be made of m-hydroxybenzoic acid, p-hydroxybenzoic acid, salicylic acid, gallic acid, tannic acid and their salts.
  • compound (D) mention may especially be made of sodium gluconate, potassium gluconate, ammonium gluconate, and various amino salts of gluconic acid.
  • compound (E) mention may be made in particular of those obtained by allowing a compound which generates radicals to react, under a stream of oxygenated gas, in a solution containing methoxyhydroquinone. and / or a cationic (méj; h) acrylic monomer.
  • The. compound which generates-, radicals can be a polymerization initiator commonly used in radical polymerization. Mention may in particular be made of a water-soluble azo polymerization initiator such as 2,2'-azobis hydrochloride (2-amidinopropane), sold for example under the trade name N-50 by the company Wako Chemical Industries, or the hydrochloride of 2, 2'-azobis [2- (2-imidazoline-2yl) propane] sold for example under the trade name VA-044 by the company
  • Wako Chemical Industries or a water-soluble oxidation-reduction polymerization initiator such as the ammonium persulfate / sodium hydrogen sulfite combination.
  • An agent preventing the increase in viscosity (F) can be obtained by reacting a polymerization initiator, which is a radical-generating compound, under an oxidizing atmosphere, for example under a stream of oxygenated gas, with a dispersing agent.
  • a polymerization initiator which is a radical-generating compound
  • the polymerization initiator can be a water-soluble azo polymerization initiator as mentioned above, or a water-soluble oxidation-reduction polymerization initiator such as the ammonium persulfate / sodium hydrogen sulfite association.
  • the agent preventing the increase in viscosity (G) can be obtained in the form of an oxidized polymer of low molecular mass, by oxidation of a dispersing agent according to the invention obtained by polymerization of a cationic monomer (meth ) acrylic, with hydrogen peroxide or halogen as oxidant.
  • cationic (meth) acrylic monomers used for the preparation of agents preventing the increase in viscosity (E), (F) and (G) there may be mentioned, for example, the hydrochloride or the sulfate derived from (meth) acrylate of dimethylaminoethyl, (meth) acryloyloxyethyltrimethylammonium chloride, (meth) acryloyloxyethyldimethylbenzylammonium chloride, hydrochloride or sulfate derived from N- [dimethylaminopropyl] (meth) acrylamide, (meth) acrylamidopropyltrimethylammonium chloride, chloride meth) acryl-amidopropyldimethylbenzylammonium.
  • These agents preventing the increase in viscosity (A) to (G) can be used alone or as a mixture, in an amount of between 10 ppm and 10,000 ppm relative to the weight of the reaction solution.
  • the invention also relates to a cosmetic composition
  • a cosmetic composition comprising ,; in a cosmetically acceptable medium, at least one water-soluble polymer in the form of a dispersion, capable of being obtained by polymerization of at least one water-soluble monomer comprising at least one double bond, in an aqueous saline solution containing at least one dispersing agent consisting of a polyelectrolyte soluble in said aqueous saline solution, and at least one agent preventing the increase in viscosity chosen from: (A) polycarboxylic acids or their salts,
  • (G) the reaction products obtained by reaction of a cationic (meth) acrylic polymer with an oxidant, and their mixtures. All the components of the reaction solution are as described above and in application EP No. 943,628.
  • the water-soluble polymers in the form of a dispersion, obtained according to said process, are contained in the cosmetic composition of the invention in an amount of between 0.05 and 50% by weight of active material, preferably between 0.1 and 30% by weight of active material relative to the total weight of the cosmetic composition.
  • the term “cosmetically acceptable medium” means a medium compatible with all keratin materials such as the skin, hair, nails, eyelashes and eyebrows, lips and any other area of the body and of the face, but also of odor, of pleasant appearance and touch.
  • the cosmetically acceptable medium may consist of water or of a mixture of water and a cosmetically acceptable solvent chosen from lower CC 4 alcohols, for example, ethanol, isopropanol, tert-butanol. , n-butanol; polyols such as propylene glycol and glycerin; polyol ethers; C 5 -C 10 alkanes such as pentane and heptane; C 3 -C 4 ketones such as acetone and methyl ethyl ketone; C ⁇ ⁇ C 4 alkyl acetates such as methyl acetate, ethyl acetate, butyl acetate; dimethoxyethane, diethoxyethane; and their mixtures.
  • the pH of the compositions of the invention is between 3 and 1 1, preferably between 4 and 8.
  • the composition can also contain a nonionic, amphoteric, cationic or anionic fixing polymer.
  • compositions according to the invention may also contain conventional additives well known in the art, such as cationic, anionic, nonionic or amphoteric surfactants, anionic, nonionic or amphoteric polymers, cationic polymers other than those of the invention , volatile or unmodified silicones, modified or not, natural or synthetic polymeric thickeners, anionic, amphoteric, zwitterionic, non-ionic or cationic, associative or not, non-polymeric thickeners such as acids or electrolytes, opacifiers, perfumes , mineral, vegetable and / or synthetic oils, fatty acid or polyethylene glycol esters, dyes, organic or mineral particles, -preservatives, pH stabilizers.
  • conventional additives well known in the art, such as cationic, anionic, nonionic or amphoteric surfactants, anionic, nonionic or amphoteric polymers, cationic polymers other than those of the invention , volatile or unmodified silicones, modified or not,
  • compositions according to the invention can be in the form of lotions, gels, creams, foams, single emulsions or multiple emulsions. They can be packaged as an aerosol.
  • the propellant used can consist of the liquefied or compressed gases usually used for the preparation of aerosol compositions. Air, carbon dioxide, compressed nitrogen or even a gas which can be liquefied at ordinary temperature, such as dimethyl ether, halogenated hydrocarbons (fluorinated in particular) or not, and their mixtures.
  • They can be used in rinsed or leave-on mode, for example, as shampoos, rinsed treatments, deep care masks, shower gels, lotions or creams for treating the scalp, mousse, lotion or styling gel.
  • the present invention also relates to a method of cosmetic treatment of keratin materials, in particular of the hair, which consists in applying an effective amount of a cosmetic composition as described above, to the keratin materials, to effect a possible rinsing after a possible exposure time.
  • reaction solution was stirred until it became homogeneous.
  • a 5% by weight aqueous solution of the polymerization initiator sold under the trade name V-50 by the company Wako Chemical Industries was then added, at a rate of 100 ppm, and the whole was stirred.
  • the polymerization was then allowed to take place for 10 hours at 48 ° C. and a dispersion was obtained, in a solution aqueous saline, comprising fine particles of polymer having a particle diameter of 10-20 ⁇ m.
  • reaction vessel identical to that used for the preparation of polymer No. 1.
  • the reaction solution was stirred until it became homogeneous.
  • a 5% by weight aqueous solution of polymerization initiator sold under the trade name VA-044 by the company Wako Chemical was then added.
  • Each shampoo is applied to a panel of 20 models at a rate of 5 g of composition per model.
  • the hairstyle After rinsing the hair, the hairstyle is shaped by brushing. We then measure, for each model, the time necessary to achieve, by brushing, the final shaping of the hairstyle.
  • the cosmetic properties are evaluated by a panel of 10 people.
  • Styling foams are prepared from the following ingredients.
  • Styling lotions are prepared from the following ingredients.
  • Styling gels are prepared from the following ingredients.
  • Each leave-in composition is applied to a panel of 20 models at the rate of 5 g of composition per model.
  • the hairstyle After natural drying of the hair, the hairstyle is untangled then the cosmetic properties are easily evaluated by a panel of 10 people.

Abstract

The invention concerns the use of a water soluble polymer in the form of a dispersion obtainable by polymerising at least a water soluble monomer comprising at least a double bond, in a saline aqueous solution containing at least a dispersing agent consisting of a polyelectrolyte soluble in said saline aqueous solution, and at least an agent preventing viscosity increase. The invention also concerns a cosmetic composition comprising such a polymer and a cosmetic treatment method for keratinous materials using said cosmetic composition.

Description

UTILISATION EN COSMÉTIQUE D'UN POLYMÈRE HYDROSOLUBLE SOUS FORME D'UNE DISPERSION ET COMPOSITION COSMÉTIQUE LE CONTENANT COSMETIC USE OF A WATER-SOLUBLE POLYMER IN THE FORM OF A DISPERSION AND COSMETIC COMPOSITION CONTAINING THE SAME
L'invention est relative à l'utilisation en cosmétique d'un polymère hydrosoluble particulier sous forme d'une dispersion, à une composition cosmétique le contenant et à un procédé de traitement cosmétique des matières kératiniques, en particulier des cheveux, la mettant en œuvre.The invention relates to the use in cosmetics of a particular water-soluble polymer in the form of a dispersion, to a cosmetic composition containing it and to a process for the cosmetic treatment of keratin materials, in particular of the hair, using it .
En cosmétique, les polymères cationiques sont couramment utilisés comme agents de conditionnement des matières kératiniques, et en particulier des cheveux, ou de fixation de la coiffure. Toutefois, l'utilisation de ces polymères dans le domaine capillaire conduit à certains effets cosmétiques indésirables tels que, par exemple^ un toucher chargé de la fibre et une diminution de la vitesse de séchage des cheveux dans le cas des compositions rincées.In cosmetics, cationic polymers are commonly used as agents for conditioning keratin materials, and in particular the hair, or for fixing the hairstyle. However, the use of these polymers in the hair field leads to certain undesirable cosmetic effects such as, for example, a charged feel of the fiber and a reduction in the speed of drying of the hair in the case of rinsed compositions.
La demanderesse a trouvé de manière surprenante que le remplacement des polymères cationiques classiques par des dispersions de polymères hydrosolubles particuliers permettait de ne pas rencontrer les inconvénients cités ci-dessus.The Applicant has surprisingly found that the replacement of conventional cationic polymers by dispersions of particular water-soluble polymers made it possible not to meet the drawbacks mentioned above.
La présente invention a donc pour objet l'utilisation en cosmétique d'un polymère hydrosoluble sous forme d'une dispersion, tel que décrit ci-dessous. Un autre objet de la présente invention consiste en une composition cosmétique comprenant, dans un milieu cosmétiquement acceptable, un polymère hydrosoluble sous forme d'une dispersion, tel que décrit ci-dessous.The present invention therefore relates to the use in cosmetics of a water-soluble polymer in the form of a dispersion, as described below. Another object of the present invention consists of a cosmetic composition comprising, in a cosmetically acceptable medium, a water-soluble polymer in the form of a dispersion, as described below.
L'invention a encore pour objet un procédé de traitement cosmétique des matières kératiniques, en particulier des cheveux.The subject of the invention is also a method of cosmetic treatment of keratin materials, in particular of the hair.
D' autres objets, caractéristiques, aspects et avantages de l' invention apparaîtront encore plus clairement à la lecture de la description et des divers exemples qui suivent. Un objet de l'invention concerne l'utilisation en cosmétique d'un polymère hydrosoluble sous forme d'une dispersion, susceptible d'être obtenu par polymérisation d'au moins un monomère hydrosoluble comportant une ou plusieurs doubles liaisons, dans une solution aqueuse saline contenant au moins un agent dispersant constitué par un polyelectrolyte soluble dans ladite solution aqueuse saline, et au moins un agent empêchant l'augmentation de la viscosité. Cet agent réduisant fortement la viscosité du milieu réactionnel lors de la polymérisation est choisi parmi : (A) les acides polycarboxyliques ou leurs sels,Other objects, characteristics, aspects and advantages of the invention will appear even more clearly on reading the description and the various examples which follow. An object of the invention relates to the use in cosmetics of a water-soluble polymer in the form of a dispersion, capable of being obtained by polymerization of at least one water-soluble monomer comprising one or more double bonds, in an aqueous saline solution. containing at least one dispersing agent consisting of a polyelectrolyte soluble in said aqueous saline solution, and at least one agent preventing the increase in viscosity. This agent greatly reducing the viscosity of the reaction medium during the polymerization is chosen from: (A) polycarboxylic acids or their salts,
(B) les polyphénols,(B) polyphenols,
(C) les composés cycliques contenant un groupe hydroxy et un groupe carboxy, ou leurs sels,(C) cyclic compounds containing a hydroxy group and a carboxy group, or their salts,
(D) l'acide gluconique ou ses sels, (E) les ..produits réactionnels obtenus par réaction d'une(D) gluconic acid or its salts, (E) .. reaction products obtained by reaction of a
.. méthoxyhydroquinone et/ou d'un monomère càtionique (méth)acrylique avec un composé qui génère des radicaux, sous une atmosphère oxydante, . . methoxyhydroquinone and / or a cationic (meth) acrylic monomer with a compound which generates radicals, under an oxidizing atmosphere,
(F) les produits réactionnels obtenus par réaction d'un polymère càtionique (méth)acrylique avec un composé qui génère des radicaux, sous une atmosphère oxydante,(F) the reaction products obtained by reaction of a cationic (meth) acrylic polymer with a compound which generates radicals, under an oxidizing atmosphere,
(G) les produits réactionnels obtenus par réaction d'un polymère càtionique (méth)acrylique avec un oxydant, et leurs mélanges. L'utilisation d'un tel milieu réactionnel permet d'obtenir, lorsque le milieu est agité lors de la polymérisation, une dispersion stable de polymère intrinsèquement hydrosoluble. L'obtention du polymère hydrosoluble sous forme d'une dispersion, utilisé selon l'invention est décrite dans la demande EP N° 0 943 628.(G) the reaction products obtained by reaction of a cationic (meth) acrylic polymer with an oxidant, and their mixtures. The use of such a reaction medium makes it possible to obtain, when the medium is stirred during the polymerization, a stable dispersion of intrinsically water-soluble polymer. Obtaining the water-soluble polymer in the form of a dispersion, used according to the invention is described in application EP No. 0 943 628.
Les monomères hydrosolubles comportant une ou plusieurs doubles liaisons, convenant dans la présente invention, peuvent être choisis parmi des monomères cationiques, anioniques et non ioniques, et leurs mélanges.The water-soluble monomers comprising one or more double bonds, suitable for the present invention, can be chosen from cationic, anionic and nonionic monomers, and mixtures thereof.
Les monomères cationiques sont notamment choisis parmi les sels d'ammonium quaternaire dérivés d'une diallylamine, et ceux répondant aux formules suivantes (I) et (II) :The cationic monomers are especially chosen from quaternary ammonium salts derived from a diallylamine, and those corresponding to the following formulas (I) and (II):
Figure imgf000004_0001
Figure imgf000004_0001
dans laquelle : A représente O ou NH,in which: A represents O or NH,
B représente C2H4, C3H6 ou C3H5OH, R, représente H ou CH3, .*. R2 et R3, identiques -: ou différents, représentent un groupe ",'."., alkyle en Ct.4, •• .''. .. " ',' R4 représente un- atome d'hydrogène, un groupe alkyle en C 4, ou un groupe benzyle, X' représente un contre-ion tel que le. chlorure ;B represents C 2 H 4 , C 3 H 6 or C 3 H 5 OH, R, represents H or CH 3 ,. * . R 2 and R 3 , identical - : or different, represent a group ", ' ."., C t alkyl. 4 , ••. '' .. "', ' R 4 represents a hydrogen atom, a C 4 alkyl group, or a benzyl group, X ' represents a counterion such as chloride;
Figure imgf000004_0002
(II) dans laquelle :
Figure imgf000004_0002
(II) in which:
A représente O ou NH, B représente C2H4, C3H6 ou C3H5OH,A represents O or NH, B represents C 2 H 4 , C 3 H 6 or C 3 H 5 OH,
R5, R6, R7 et R8, identiques ou différents, représentent H ou CH3, etR 5 , R 6 , R 7 and R 8 , identical or different, represent H or CH 3 , and
X" représente un contre-ion tel que le chlorure ou le sulfate. A titre d' exemples de monomères cationiques hydrosolubles, on peut notamment citer le chlorhydrate ou le sulfate dérivé du (méth)acrylate de diméthylaminoéthyle, le chlorure de (méth)acryloyl- oxyéthyltriméthylammonium, le chlorure de (méth)acryloyloxyéthyl- diméthylbenzylammonium, le chlorhydrate ou le sulfate dérivé du N- [diméthylaminopropyl] (méth)acrylamide, le chlorure de (méth)acryla- midopropyltriméthylammonium, le chlorure de (méth)acrylamido- propyldiméthylbenzylammonium, le chlorhydrate ou le sulfate dérivé du (méth)acrylate de diméthylaminohydroxypropyle, le chlorure de (méth)acryloyloxyhydroxypropyltriméthylammonium, le chlorure de (méth)acryloyloxyhydroxypropyldiméthylbenzylammonium et le chlorure de diméthyldiallylammonium. A titre de monomères anioniques, on peut notamment citer l' acide (méth)acrylique, l'acide acrylamido-2-méthylpropane-sulfoni- que, l'acide itaconique et leurs sels.X " represents a counterion such as chloride or sulphate. As examples of water-soluble cationic monomers, mention may in particular be made of the hydrochloride or sulphate derived from dimethylaminoethyl (meth) acrylate, (meth) acryloyl chloride - oxyethyltrimethylammonium, (meth) acryloyloxyethyl-dimethylbenzylammonium chloride, hydrochloride or sulfate derived from N- [dimethylaminopropyl] (meth) acrylamide, (meth) acrylamidopropyltrimethylammonium chloride, (meth) acrylamidopropyl dimethylbenzylammonium chloride hydrochloride or sulfate derived from dimethylaminohydroxypropyl (meth) acrylate, (meth) acryloyloxyhydroxypropyltrimethylammonium chloride, (meth) acryloyloxyhydroxypropyldimethylbenzylammonium chloride and dimethyldiallylammonium chloride. Mention may in particular be made, as anionic monomers, of (meth) acrylic acid, acrylamido-2-methylpropane-sulfonic acid, itaconic acid and their salts.
A titre de monomères non ioniques, on peut notamment citer le (méth)acrylamide, le N-vinylformamide, le N-vinylacétoamide et le (méth)acrylate d'hydroxypropyle.As nonionic monomers, mention may in particular be made of (meth) acrylamide, N-vinylformamide, N-vinylacetoamide and hydroxypropyl (meth) acrylate.
- . De préférence, les polymères hydrosolubles sont polymérisés à partir des- monomères suivants :-. Preferably, the water-soluble polymers are polymerized from the following monomers:
- 0 à 30 % en moles d'acide acrylique,- 0 to 30 mol% of acrylic acid,
- 0 à 95,5 % en moles d'acrylamide et - 0,5 à 100 % en moles d'au moins un monomère càtionique représenté par la formule (I) ou (II) ci-dessus.- 0 to 95.5% by moles of acrylamide and - 0.5 to 100% by moles of at least one cationic monomer represented by formula (I) or (II) above.
Les' polymères hydrosolubles convenant particulièrement dans l'invention ; comportent notamment un pourcentage molaire de monomère càtionique supérieur au pourcentage molaire d'acide acrylique.The water-soluble polymers which are particularly suitable in the invention; include in particular a molar percentage of cationic monomer greater than the molar percentage of acrylic acid.
Comme polymères hydrosolubles particulièrement préférés dans l'invention, on peut notamment citer ceux polymérisés à partir de 20 % en moles d'acrylamide, de 30 % en moles de chlorure d'acryloyl- oxyéthyldiméthylbenzylammonium et de 50 % en moles de chlorure d'acryloyloxyéthyltriméthylammonium, et ceux polymérisés à partir deAs water-soluble polymers which are particularly preferred in the invention, mention may in particular be made of those polymerized from 20 mol% of acrylamide, 30% by mol of acryloyl-oxyethyldimethylbenzylammonium chloride and 50% by mol of acryloyloxyethyltrimethylammonium chloride , and those polymerized from
65 % en moles d'acrylamide et de 35 % en moles de chlorure d'acryloyloxyéthyltriméthylammonium.65% by moles of acrylamide and 35% by moles of acryloyloxyethyltrimethylammonium chloride.
L'agent dispersant utilisé dans la présente invention, est un polyelectrolyte, de préférence un polyelectrolyte càtionique obtenu par polymérisation de 50 à 100 % en moles d'au moins un monomère càtionique choisi parmi les sels, par exemple, les chlorhydrates ou les sulfates, dérivés du (méth)acrylate de diméthylaminoéthyle, du N- [diméthylaminopropyl](méth)acrylamide, ou d'une di(méth)allylamine, le chlorure de (méth)acryloyloxy-éthyltriméthylammonium, le chlorure de (méth)acrylamidopropyl-triméthylammonium, le chlorure de dimethyldiallylammmonium, et leurs mélanges, et de 50 à 0 % en moles d'acrylamide. On peut utiliser en outre une polyamine telle qu' une polyalkylène-amine. Selon l'invention, la solution aqueuse saline qui sert de milieu de dispersion du polymère hydrosoluble est une solution aqueuse saline permettant de solubiliser les monomères hydrosolubles comportant des doubles liaisons et l'agent dispersant, mais ne solubilisant pas le polymère hydrosoluble obtenu. Cette solution aqueuse saline comprend , au moins un sel, de préférence un sel anionique divalent tel que, par exemple, le sulfate d'ammonium, l'hydrogénosulfate d'ammonium,, le sulfate de sodium, l'hydrogénosulfate de sodium, le sulfate de magnésium, l'hydrogénosulfate de magnésium, le sulfate d'aluminium et l'hydrogénosulfate d'aluminium. Le sulfate d'ammonium et le sulfate de sodium sont particulièrement préférés.The dispersing agent used in the present invention is a polyelectrolyte, preferably a cationic polyelectrolyte obtained by polymerization of 50 to 100 mol% of at least one cationic monomer chosen from salts, for example, hydrochlorides or sulfates, derived from dimethylaminoethyl (meth) acrylate, from N- [dimethylaminopropyl] (meth) acrylamide, or of a di (meth) allylamine, (meth) acryloyloxy-ethyltrimethylammonium chloride, (meth) acrylamidopropyl-trimethylammonium chloride, dimethyldiallylammmonium chloride, and their mixtures, and from 50 to 0 mol% of acrylamide. A polyamine such as a polyalkylene amine can also be used. According to the invention, the aqueous saline solution which serves as a medium for dispersing the water-soluble polymer is an aqueous saline solution making it possible to dissolve the water-soluble monomers comprising double bonds and the dispersing agent, but not dissolving the water-soluble polymer obtained. This aqueous saline solution comprises, at least one salt, preferably a divalent anionic salt such as, for example, ammonium sulphate, ammonium hydrogen sulphate, sodium sulphate, sodium hydrogen sulphate, sulphate magnesium, magnesium hydrogen sulfate, aluminum sulfate and aluminum hydrogen sulfate. Ammonium sulfate and sodium sulfate are particularly preferred.
Ces sels peuvent être utilisés en une concentration allant de 15 % en poids jusqu'à leurs concentrations de saturation de manière à ce qu' ils présentent les propriétés mentionnées ci-dessus. La solution aqueuse peut contenir en outre des sels anioniques monovalents, comme le chlorure de sodium et le chlorure d'ammonium.These salts can be used in a concentration ranging from 15% by weight up to their saturation concentrations so that they have the properties mentioned above. The aqueous solution may also contain monovalent anionic salts, such as sodium chloride and ammonium chloride.
L'addition d'au moins un agent empêchant l'augmentation de la viscosité (A) à (G) , tels que décrits ci-dessus, permet d'effectuer la polymérisation des monomères hydrosolubles tels que décrits ci- dessus, avec un agitateur à faible vitesse tout en évitant la formation de particules grossières. Il est préférable que les agents empêchant l'augmentation de la viscosité (A) à (G) soient solubles dans l'eau, mieux encore dissous dans la solution aqueuse saline qui sert de milieu de dispersion. Comme exemples de composé (A), on peut notamment citer l'acide oxalique, l'acide adipique, l'acide tartarique, l'acide malique, l'acide phtalique et leurs sels.The addition of at least one agent preventing the increase in viscosity (A) to (G), as described above, makes it possible to carry out the polymerization of the water-soluble monomers as described above, with an agitator at low speed while avoiding the formation of coarse particles. It is preferable that the agents preventing the increase in viscosity (A) to (G) are soluble in water, better still dissolved in the aqueous saline solution which serves as a dispersion medium. As examples of compound (A), mention may in particular be made of oxalic acid, adipic acid, tartaric acid, malic acid, phthalic acid and their salts.
Comme exemples de composé (B), on peut notamment citer le résorcinol et le pyrogallol.As examples of compound (B), mention may in particular be made of resorcinol and pyrogallol.
Comme exemples de composé (C), on peut notamment citer l'acide m-hydroxybenzoïque, l'acide p-hydroxybenzoïque, l'acide salicylique, l'acide gallique, l'acide tannique et leurs sels.As examples of compound (C), mention may in particular be made of m-hydroxybenzoic acid, p-hydroxybenzoic acid, salicylic acid, gallic acid, tannic acid and their salts.
Comme exemples de composé (D) , on peut notamment citer le gluconate de sodium, le gluconate de potassium, le gluconate d'ammonium, et différents sels aminés de l'acide gluconique.As examples of compound (D), mention may especially be made of sodium gluconate, potassium gluconate, ammonium gluconate, and various amino salts of gluconic acid.
Comme exemples de composé (E), on peut notamment citer ceux obtenus en laissant réagir un composé qui génère des radicaux, sous un courant de gaz oxygéné, dans une solution contenant la méthoxyhydroquinone . et/ou un monomère càtionique (méj;h)acrylique.As examples of compound (E), mention may be made in particular of those obtained by allowing a compound which generates radicals to react, under a stream of oxygenated gas, in a solution containing methoxyhydroquinone. and / or a cationic (méj; h) acrylic monomer.
Lé. composé qui génère-, des radicaux peut être un amorceur de polymérisation couramment, utilisé dans une polymérisation radicalaire. On peut notamment citer un amorceur de polymérisation azoïque hydrosoluble tel que le chlorhydrate de 2,2'-azobis(2- amidinopropane), vendu par exemple sous la dénomination commerciale N-50 par la société Wako Chemical Industries, ou le chlorhydrate de 2,2'-azobis [2-(2-imidazoline-2yl)propane] vendu par exemple sous la dénomination commerciale VA-044 par la sociétéThe. compound which generates-, radicals can be a polymerization initiator commonly used in radical polymerization. Mention may in particular be made of a water-soluble azo polymerization initiator such as 2,2'-azobis hydrochloride (2-amidinopropane), sold for example under the trade name N-50 by the company Wako Chemical Industries, or the hydrochloride of 2, 2'-azobis [2- (2-imidazoline-2yl) propane] sold for example under the trade name VA-044 by the company
Wako Chemical Industries, ou un amorceur de polymérisation de type oxydoréducteur hydrosoluble tel que l'association persulfate d'ammo- nium/hydrogénosulfite de sodium.Wako Chemical Industries, or a water-soluble oxidation-reduction polymerization initiator such as the ammonium persulfate / sodium hydrogen sulfite combination.
On peut obtenir un agent empêchant l'augmentation de la viscosité (F) par réaction d'un amorceur de polymérisation qui est un composé qui génère des radicaux, sous une atmosphère oxydante, par exemple sous un courant de gaz oxygéné, avec un agent dispersant selon l'invention. L'amorceur de polymérisation peut être un amorceur de polymérisation azoïque hydrosoluble tel que cité ci-dessus, ou un amorceur de polymérisation de type oxydoréducteur hydrosoluble tel que l'association persulfate d'ammonium/hydrogéno-sulfite de sodium. L'agent empêchant l'augmentation de la viscosité (G) peut être obtenu sous la forme d'un polymère oxydé de faible masse moléculaire, par oxydation d'un agent dispersant selon l'invention obtenu par polymérisation d'un monomère càtionique (méth)acrylique, avec du peroxyde d'hydrogène ou un halogène comme oxydant.An agent preventing the increase in viscosity (F) can be obtained by reacting a polymerization initiator, which is a radical-generating compound, under an oxidizing atmosphere, for example under a stream of oxygenated gas, with a dispersing agent. according to the invention. The polymerization initiator can be a water-soluble azo polymerization initiator as mentioned above, or a water-soluble oxidation-reduction polymerization initiator such as the ammonium persulfate / sodium hydrogen sulfite association. The agent preventing the increase in viscosity (G) can be obtained in the form of an oxidized polymer of low molecular mass, by oxidation of a dispersing agent according to the invention obtained by polymerization of a cationic monomer (meth ) acrylic, with hydrogen peroxide or halogen as oxidant.
Comme monomères cationiques (méth)acryliques utilisés pour la préparation des agents empêchant l'augmentation de la viscosité (E), (F) et (G) , on peut citer, par exemple, le chlorhydrate ou le sulfate dérivé du (méth)acrylate de diméthylaminoéthyle, le chlorure de (méth)acryloyloxyéthyltriméthylammonium, le chlorure de (méth)acry- loyloxyéthyldiméthylbenzylammonium, le chlorhydrate ou le sulfate dérivé du N-[diméthylaminopropyl] (méth)acrylamide, le chlorure de (méth)acrylàmidopropyltriméthylammonium, le chlorure de (méth)acryl- amidopropyldiméthylbenzylammonium. le chlorhydrate ou le sulfate dérivé du (méth)acrylate de diméthylaminohydroxypropyle, le chlorure..de (méth)acryloyloxyhydroxypropyltriméthylammonium, le chlorure de (mçth)acryloyloxyhydroxyprop.yldiméthylbenzylammonium.As cationic (meth) acrylic monomers used for the preparation of agents preventing the increase in viscosity (E), (F) and (G), there may be mentioned, for example, the hydrochloride or the sulfate derived from (meth) acrylate of dimethylaminoethyl, (meth) acryloyloxyethyltrimethylammonium chloride, (meth) acryloyloxyethyldimethylbenzylammonium chloride, hydrochloride or sulfate derived from N- [dimethylaminopropyl] (meth) acrylamide, (meth) acrylamidopropyltrimethylammonium chloride, chloride meth) acryl-amidopropyldimethylbenzylammonium. hydrochloride or sulfate derived from dimethylaminohydroxypropyl (meth) acrylate, (meth) acryloyloxyhydroxypropyltrimethylammonium chloride, (methyl) acryloyloxyhydroxyprop.yldimethylbenzylammonium chloride.
Ces agents empêchant l'augmentation de la viscosité (A) à (G) peuvent être utilisés seuls ou en mélange, en une quantité comprise entre 10 ppm et 10 000 ppm par rapport au poids de la solution réactionnelle.These agents preventing the increase in viscosity (A) to (G) can be used alone or as a mixture, in an amount of between 10 ppm and 10,000 ppm relative to the weight of the reaction solution.
L'invention concerne également une composition cosmétique comprenant,; dans un milieu cosmétiquement acceptable, au moins un polymère hydrosoluble sous forme d'une dispersion, susceptible d'être obtenu par polymérisation d'au moins un monomère hydrosoluble comportant au moins une double liaison, dans une solution aqueuse saline contenant au moins un agent dispersant constitué par un polyelectrolyte soluble dans ladite solution aqueuse saline, et au moins un agent empêchant l' augmentation de la viscosité choisi parmi : (A) les acides polycarboxyliques ou leurs sels,The invention also relates to a cosmetic composition comprising ,; in a cosmetically acceptable medium, at least one water-soluble polymer in the form of a dispersion, capable of being obtained by polymerization of at least one water-soluble monomer comprising at least one double bond, in an aqueous saline solution containing at least one dispersing agent consisting of a polyelectrolyte soluble in said aqueous saline solution, and at least one agent preventing the increase in viscosity chosen from: (A) polycarboxylic acids or their salts,
(B) les phénols polyhydroxylés,(B) polyhydroxylated phenols,
(C) les composés cycliques contenant un groupe hydroxy et un groupe carboxy, ou leurs sels,(C) cyclic compounds containing a hydroxy group and a carboxy group, or their salts,
(D) l'acide gluconique ou ses sels, (E) les produits réactionnels obtenus par réaction d'une méthoxyhydroquinone et/ou d'un monomère càtionique (méth)acrylique avec un composé qui génère des radicaux, sous une atmosphère oxydante, (F) les produits réactionnels obtenus par réaction d'un polymère . càtionique ( éth) acrylique avec un composé qui génère des radicaux, sous une atmosphère oxydante,(D) gluconic acid or its salts, (E) the reaction products obtained by reaction of a methoxyhydroquinone and / or of a cationic (meth) acrylic monomer with a compound which generates radicals, under an oxidizing atmosphere, (F) the reaction products obtained by reaction of a polymer. cationic (eth) acrylic with a compound which generates radicals, under an oxidizing atmosphere,
(G) les produits réactionnels obtenus par réaction d'un polymère càtionique (méth)acrylique avec un oxydant, et leurs mélanges. Tous les composants de la solution réactionnelle sont tels que décrits ci-dessus et dans la demande EP N° 943 628. Les polymères hydrosolubles sous forme d'une dispersion, obtenus selon ledit procédé, sont contenus dans la composition cosmétique de l'invention en une quantité comprise entre 0,05 et 50 % en poids de matière active, de préférence entre 0, 1 et 30 % en poids de matière active par rapport au poids total de la composition cosmétique. Par milieu cosmétiquement acceptable, on entend un milieu compatible avec toutes- les matières kératiniques telles que la peau, les cheveux, les ongles, les cils et sourcils, les lèvres et toute autre zone du corps et du visage, mais aussi d'odeur, d'aspect et de toucher agréables. Le milieu cosmétiquement acceptable peut être constitué par de l'eau ou par un mélange d'eau et d'un solvant cosmétiquement acceptable choisi parmi les alcools inférieurs en C C4, par exemple, l'éthanol, l'isopropanol, le tertio-butanol, le n-butanol ; les polyols comme le propylèneglycol et la glycérine ; les éthers de polyols ; les alcanes en C5-C10 comme le pentane et l'heptane ; les cétones en C3-C4 comme l'acétone et la méthyléthylcétone ; les acétates d'alkyle en Cχ~ C4 comme l'acétate de méthyle, l'acétate d'éthyle, l'acétate de butyle ; le diméthoxyéthane, le diéthoxyéthane ; et leurs mélanges. Le pH des compositions de l'invention est compris entre 3 et 1 1 , de préférence entre 4 et 8.(G) the reaction products obtained by reaction of a cationic (meth) acrylic polymer with an oxidant, and their mixtures. All the components of the reaction solution are as described above and in application EP No. 943,628. The water-soluble polymers in the form of a dispersion, obtained according to said process, are contained in the cosmetic composition of the invention in an amount of between 0.05 and 50% by weight of active material, preferably between 0.1 and 30% by weight of active material relative to the total weight of the cosmetic composition. The term “cosmetically acceptable medium” means a medium compatible with all keratin materials such as the skin, hair, nails, eyelashes and eyebrows, lips and any other area of the body and of the face, but also of odor, of pleasant appearance and touch. The cosmetically acceptable medium may consist of water or of a mixture of water and a cosmetically acceptable solvent chosen from lower CC 4 alcohols, for example, ethanol, isopropanol, tert-butanol. , n-butanol; polyols such as propylene glycol and glycerin; polyol ethers; C 5 -C 10 alkanes such as pentane and heptane; C 3 -C 4 ketones such as acetone and methyl ethyl ketone; Cχ ~ C 4 alkyl acetates such as methyl acetate, ethyl acetate, butyl acetate; dimethoxyethane, diethoxyethane; and their mixtures. The pH of the compositions of the invention is between 3 and 1 1, preferably between 4 and 8.
Outre le polymère de l'invention, la composition peut également contenir un polymère de fixation non ionique, amphotère, càtionique ou anionique.In addition to the polymer of the invention, the composition can also contain a nonionic, amphoteric, cationic or anionic fixing polymer.
Les compositions selon l'invention peuvent également contenir des additifs classiques bien connus dans la technique, tels que des tensioactifs cationiques, anioniques, non ioniques ou amphotères, des polymères anioniques, non ioniques ou amphotères, des polymères cationiques autres que ceux de l'invention, des silicones volatiles ou non, modifiées ou non, des épaississants polymériques naturels ou synthétiques, anioniques, amphotères, zwittérioniques, non-ioniques ou cationiques, associatifs ou non, des épaississants non polymériques comme des acides ou des électrolytes, des opacifiants, des parfums, des, huiles minérales, végétales et/ou synthétiques, des esters d'acides gras ou de polyéthylëneglycols, des colorants, des particules organiques ou minérales, -des conservateurs, des agents de stabilisation du pH.The compositions according to the invention may also contain conventional additives well known in the art, such as cationic, anionic, nonionic or amphoteric surfactants, anionic, nonionic or amphoteric polymers, cationic polymers other than those of the invention , volatile or unmodified silicones, modified or not, natural or synthetic polymeric thickeners, anionic, amphoteric, zwitterionic, non-ionic or cationic, associative or not, non-polymeric thickeners such as acids or electrolytes, opacifiers, perfumes , mineral, vegetable and / or synthetic oils, fatty acid or polyethylene glycol esters, dyes, organic or mineral particles, -preservatives, pH stabilizers.
L'homme de métier veillera à choisir les éventuels additifs et leur quantité de manière à ce qu'ils ne nuisent pas aux propriétés des compositions de la présente invention.Those skilled in the art will take care to choose any additives and their quantity so that they do not harm the properties of the compositions of the present invention.
Ces additifs sont présents dans la composition selon l'invention en une quantité allant de 0 à 20 % en poids par rapport au poids total de la composition. Les compositions cosmétiques selon l'invention peuvent se présenter sous forme de lotions, de gels, de crèmes, de mousses, d'émulsions simples ou d'émulsions multiples. Elles peuvent être conditionnées en aérosol.These additives are present in the composition according to the invention in an amount ranging from 0 to 20% by weight relative to the total weight of the composition. The cosmetic compositions according to the invention can be in the form of lotions, gels, creams, foams, single emulsions or multiple emulsions. They can be packaged as an aerosol.
Dans le cas des aérosols, le propulseur utilisé peut être constitué par les gaz liquéfiés ou comprimés usuellement employés pour la préparation de compositions aérosols. On emploiera, de manière préférentielle, l'air, le gaz carbonique, l'azote comprimé ou encore un gaz liquéfiable à température ordinaire tel que le dimethyléther, les hydrocarbures halogènes (fluorés en particulier) ou non, et leurs mélanges.In the case of aerosols, the propellant used can consist of the liquefied or compressed gases usually used for the preparation of aerosol compositions. Air, carbon dioxide, compressed nitrogen or even a gas which can be liquefied at ordinary temperature, such as dimethyl ether, halogenated hydrocarbons (fluorinated in particular) or not, and their mixtures.
Elles peuvent être utilisées en mode rincé ou non rincé, par exemple, comme shampoings, soins rincés, masques de soin profond, gels douches, lotions ou crèmes de traitement du cuir chevelu, mousse, lotion ou gel de coiffage.They can be used in rinsed or leave-on mode, for example, as shampoos, rinsed treatments, deep care masks, shower gels, lotions or creams for treating the scalp, mousse, lotion or styling gel.
La présente invention concerne également un procédé de traitement cosmétique des matières kératiniques, en particulier des cheveux, qui consiste à appliquer une quantité efficace d'une composition cosmétique telle que décrite ci-dessus, sur les matières kératiniques, à effectuer un éventuel rinçage après un éventuel temps de pose.The present invention also relates to a method of cosmetic treatment of keratin materials, in particular of the hair, which consists in applying an effective amount of a cosmetic composition as described above, to the keratin materials, to effect a possible rinsing after a possible exposure time.
Les exemples suivants illustrent la présente invention et ne doivent être considérés en aucune manière comme limitant l'invention.The following examples illustrate the present invention and should not be considered in any way as limiting the invention.
EXEMPLESEXAMPLES
Deux polymères 1 et 2 ont été préparés selon les procédés suivants qui sont également décrits dans la demande EP N° 943 628. Two polymers 1 and 2 were prepared according to the following methods which are also described in EP application No. 943,628.
Préparation du polymère n° 1Preparation of polymer # 1
Les pourcentages indiqués ci-dessous sont exprimés en poids.The percentages given below are expressed by weight.
Monomères hydrosolubles 25 %25% water soluble monomers
- Chlorure d'acryloyloxyéthyldiméthylbenzyl- ammonium (30 % en moles du polymère)- Acryloyloxyethyldimethylbenzylammonium chloride (30 mol% of the polymer)
- Chlorure d'acryloyloxyéthyltriméthylammonium (50 % en moles du polymère)- Acryloyloxyethyltrimethylammonium chloride (50 mol% of the polymer)
- Acrylamide (20 % en moles du polymère) Agents empêchant l'augmentation de la viscosité- Acrylamide (20 mol% of the polymer) Agents preventing the increase in viscosity
- Pyrogallol 2500 ppm- Pyrogallol 2500 ppm
- Acide p-hydroxybenzoïque 50 ppm Agent dispersant- p-hydroxybenzoic acid 50 ppm Dispersing agent
- Poly(chlorure de diméthyldiallylammonium) vendu sous la dénomination commerciale Age- Poly (dimethyldiallylammonium chloride) sold under the trade name Age
Flock WT40HV par la société CPS Corp. ' 1 %Flock WT40HV by CPS Corp. ' 1%
- Poly(chlorure de méthacryloyloxy-éthyl- triméthylammonium) 1 %- Poly (methacryloyloxy-ethyl-trimethylammonium chloride) 1%
Sel de la solution aqueuse salineSalt in aqueous saline solution
- Sulfate d'ammonium 19 % Eau qsp 100 %- Ammonium sulfate 19% Water qs 100%
On a introduit les différents composants indiqués ci-dessus dans un récipient réactionnel équipé d'une arrivée d'azote, d'un dispositif de réglage de la température et d'un agitateur. On a agité la solution reactionnelle jusqu'à ce qu'elle devienne homogène. On a ensuite ajouté une solution aqueuse à 5 % en poids de d' amorceur de polymérisation vendu sous la dénomination commerciale V-50 par la société Wako Chemical Industries, à raison de 100 ppm, puis on a agité le tout. On a alors laissé la polymérisation se faire pendant 10 heures à 48 °C et on a obtenu une dispersion, dans une solution aqueuse saline, comprenant de fines particules de polymère présentant un diamètre de particules de 10-20μm.The various components indicated above were introduced into a reaction vessel equipped with a nitrogen inlet, a temperature control device and an agitator. The reaction solution was stirred until it became homogeneous. A 5% by weight aqueous solution of the polymerization initiator sold under the trade name V-50 by the company Wako Chemical Industries was then added, at a rate of 100 ppm, and the whole was stirred. The polymerization was then allowed to take place for 10 hours at 48 ° C. and a dispersion was obtained, in a solution aqueous saline, comprising fine particles of polymer having a particle diameter of 10-20 μm.
Préparation du polymère n°2Preparation of polymer 2
Les pourcentages indiqués ci-dessous sont exprimés en poids.The percentages given below are expressed by weight.
Monomères hydrosolubles 15 %Water soluble monomers 15%
- Chlorure d'acryloyloxyéthyltriméthyl- ammonium (35 % en moles du polymère)- Acryloyloxyethyltrimethylammonium chloride (35 mol% of the polymer)
- Acrylamide (65 % en moles du polymère) Agents empêchant l'augmentation de la viscosité- Acrylamide (65 mol% of the polymer) Agents preventing the increase in viscosity
- Acide gallique 50 ppm- Gallic acid 50 ppm
- Gluconate de sodium 3500 ppm Agents dispersants- Sodium gluconate 3500 ppm Dispersing agents
- Poly(chlorure de diméthyldiallylammo-nium) vendu sous la dénomination commerciale Age Flock WT40HV par la société CPS Corp. 1 %- Poly (dimethyldiallylammonium chloride) sold under the trade name Age Flock WT40HV by the company CPS Corp. 1%
- Poly(chlorure de méthacryloyloxy- éthyltriméthylammonium) (viscosité intrinsèque de 2 dl/g) 1 %- Poly (methacryloyloxy-ethyltrimethylammonium chloride) (intrinsic viscosity of 2 dl / g) 1%
Sels de la solution aqueuse salineSalts in aqueous saline solution
- Sulfate d'ammonium 22,4 %- Ammonium sulfate 22.4%
- Sulfate de sodium 6,8 % Eau qsp 100 %- Sodium sulfate 6.8% Water qs 100%
On a introduit les différents composants indiqués ci-dessus dans un récipient réactionnel identique à celui utilisé pour la préparation du polymère n° 1. On a agité la solution reactionnelle jusqu'à ce qu'elle devienne homogène. On a ensuite ajouté une solution aqueuse à 5 % en poids d'amorceur de polymérisation vendu sous la dénomination commerciale VA-044 par la société Wako ChemicalThe various components indicated above were introduced into a reaction vessel identical to that used for the preparation of polymer No. 1. The reaction solution was stirred until it became homogeneous. A 5% by weight aqueous solution of polymerization initiator sold under the trade name VA-044 by the company Wako Chemical was then added.
Industries, à raison de 100 ppm, puis on a agité le tout. On a alors laissé la polymérisation se faire pendant 10 heures à 48 °C et on a obtenu une dispersion comprenant de fines particules de polymère présentant un diamètre de particules de 10-20μm.Industries, at 100 ppm, then we stirred everything. We then have let the polymerization take place for 10 hours at 48 ° C. and a dispersion was obtained comprising fine particles of polymer having a particle diameter of 10-20 μm.
Toutes les valeurs indiquées dans les exemples suivants sont exprimées en % en poids de matière active, par rapport au poids total de la composition sauf indication contraire.All the values indicated in the following examples are expressed in% by weight of active material, relative to the total weight of the composition unless otherwise indicated.
EXEMPLES DE COMPOSITIONS RINCEESEXAMPLES OF RINSED COMPOSITIONS
Shampoingsshampoos
Des shampoings sont préparés à partir des ingrédients suivants.Shampoos are made from the following ingredients.
Figure imgf000014_0001
Chaque shampoing est appliqué sur un panel de 20 modèles à raison de 5 g de composition par modèle.
Figure imgf000014_0001
Each shampoo is applied to a panel of 20 models at a rate of 5 g of composition per model.
Après rinçage de la chevelure, on met en forme la coiffure par brushing. On mesure alors, pour chaque modèle, le temps nécessaire pour parvenir, par brushing, à la mise en forme définitive de la coiffure.After rinsing the hair, the hairstyle is shaped by brushing. We then measure, for each model, the time necessary to achieve, by brushing, the final shaping of the hairstyle.
De plus, après séchage, les propriétés cosmétiques sont évaluées par un panel de 10 personnes.In addition, after drying, the cosmetic properties are evaluated by a panel of 10 people.
On observe une mise en forme meilleure et plus rapide des cheveux traités avec les shampoings Si et S2 ainsi qu'une réduction du temps de séchage. There is a better and faster shaping of the hair treated with the shampoos Si and S 2 as well as a reduction in the drying time.
EXEMPLES DE COMPOSITIONS NON RINCEESEXAMPLES OF NON-FLUSHED COMPOSITIONS
1 ) Mousses de coiffage1) Styling foams
Des mousses de coiffage sont préparées à partir des ingrédients suivants.Styling foams are prepared from the following ingredients.
Figure imgf000016_0001
Figure imgf000016_0001
2) Lotions de coiffage2) Styling lotions
Des lotions de coiffage sont préparées à partir des ingrédients suivants.Styling lotions are prepared from the following ingredients.
Figure imgf000017_0001
Figure imgf000017_0001
3) Gels de coiffage3) Styling gels
Des gels de coiffage sont préparés à partir des ingrédients suivants.Styling gels are prepared from the following ingredients.
Figure imgf000018_0001
Figure imgf000018_0001
Chaque composition non rincée est appliquée sur un panel de 20 modèles à raison de 5 g de composition par modèle.Each leave-in composition is applied to a panel of 20 models at the rate of 5 g of composition per model.
Après séchage naturel de la chevelure, la coiffure est démêlée puis les propriétés cosmétiques sont évaluées facilement par un panel de 10 personnes.After natural drying of the hair, the hairstyle is untangled then the cosmetic properties are easily evaluated by a panel of 10 people.
On observe alors que les cheveux traités par les compositions M, , M2, L, , L2, G[ et G2 présentent des propriétés cosmétiques améliorées par rapport aux cheveux traités avec les compositions M0, L0 et G„, après démêlage.It is then observed that the hair treated with the compositions M,, M 2 , L,, L 2 , G [and G 2 have improved cosmetic properties compared to the hair treated with the compositions M 0 , L 0 and G 2, after disentangling.
En particulier, on note un toucher moins chargé pour les cheveux traités par les compositions Ml s M2, L, , L2, G, et G2. In particular, there is a less charged feel for the hair treated with the compositions M ls M 2 , L ,, L 2 , G, and G 2 .

Claims

REVENDICATIONS
1. Utilisation en cosmétique d'un polymère hydrosoluble sous forme d'une dispersion, susceptible d'être obtenu par polymérisation d'au moins un monomère hydrosoluble comportant au moins une double liaison, dans une solution aqueuse saline contenant au moins un agent dispersant constitué par un polyelectrolyte soluble dans ladite solution aqueuse saline, et au moins un agent empêchant l'augmentation de la viscosité choisi parmi :1. Use in cosmetics of a water-soluble polymer in the form of a dispersion, capable of being obtained by polymerization of at least one water-soluble monomer comprising at least one double bond, in an aqueous saline solution containing at least one dispersing agent consisting by a polyelectrolyte soluble in said aqueous saline solution, and at least one agent preventing the increase in viscosity chosen from:
(A) les acides polycarboxyliques ou leurs sels, (B) les phénols polyhydroxylés,(A) polycarboxylic acids or their salts, (B) polyhydroxylated phenols,
(C) les composés cycliques contenant un groupe hydroxy et un groupe carboxy, ou leurs sels,(C) cyclic compounds containing a hydroxy group and a carboxy group, or their salts,
(D) l'acide gluconique ou ses sels,(D) gluconic acid or its salts,
(E) les produits réactionnels obtenus par réaction d'une méthoxyhydroquinone et/ou d'un monomère càtionique (méth)acrylique avec un composé qui génère des radicaux, sous une atmosphère oxydante,(E) the reaction products obtained by reaction of a methoxyhydroquinone and / or of a cationic (meth) acrylic monomer with a compound which generates radicals, under an oxidizing atmosphere,
(F) les produits réactionnels obtenus par réaction d'un polymère càtionique (méth)acrylique avec un composé qui génère des radicaux, sous une atmosphère oxydante,(F) the reaction products obtained by reaction of a cationic (meth) acrylic polymer with a compound which generates radicals, under an oxidizing atmosphere,
(G) les produits réactionnels obtenus par réaction d'un polymère càtionique (méth)acrylique avec un oxydant, et leurs mélanges.(G) the reaction products obtained by reaction of a cationic (meth) acrylic polymer with an oxidant, and their mixtures.
2. Utilisation en cosmétique d'un polymère hydrosoluble sous forme d'une dispersion selon la revendication 1 , caractérisée en ce que le ou les monomères hydrosolubles comportant au moins une double liaison sont choisis parmi des monomères cationiques, anioniques et non ioniques, et leurs mélanges.2. Use in cosmetics of a water-soluble polymer in the form of a dispersion according to claim 1, characterized in that the water-soluble monomer or monomers comprising at least one double bond are chosen from cationic, anionic and nonionic monomers, and their mixtures.
3. Utilisation en cosmétique d'un polymère hydrosoluble sous forme d'une dispersion selon la revendication 2, caractérisée en ce que les monomères cationiques sont choisis parmi les sels d'ammonium quaternaire dérivés d'une diallylamine et ceux répondant aux formules suivantes (I) et (II) :3. Use in cosmetics of a water-soluble polymer in the form of a dispersion according to claim 2, characterized in that the cationic monomers are chosen from ammonium salts quaternary derivatives of a diallylamine and those corresponding to the following formulas (I) and (II):
Figure imgf000020_0001
(D dans laquelle :
Figure imgf000020_0001
(D in which:
A représente O ou NH, B représente C2H4, C3H6 ou C3H5OH, Rt représente H ou CH3,A represents O or NH, B represents C 2 H 4 , C 3 H 6 or C 3 H 5 OH, R t represents H or CH 3 ,
R2 et R3, identiques ou différents, représentent un groupe alkyle en C,.4,R 2 and R 3 , identical or different, represent a C 1 alkyl group. 4 ,
R4 représente un atome d'hydrogène, un groupe alkyle en C,.4 s ou un groupe benzyle,R 4 represents a hydrogen atom, a C 1 alkyl group. 4 s or a benzyl group,
X" représente un contre-ion ;X " represents a counterion;
Figure imgf000020_0002
Figure imgf000020_0002
(II) dans laquelle :(II) in which:
A représente O ou NH, B représente C2H4, C3H6 ou C3H5OH, R5, R6, R7 et Rg, identiques ou différents, représentent H ouA represents O or NH, B represents C 2 H 4 , C 3 H 6 or C 3 H 5 OH, R 5 , R 6 , R 7 and R g , identical or different, represent H or
CH3, et X" représente un contre-ion.CH 3 , and X " represents a counterion.
4. Utilisation en cosmétique d'un polymère hydrosoluble sous forme d'une dispersion selon la revendication 2, caractérisée en ce que les monomères anioniques sont choisis parmi l'acide (méth)acrylique, l'acide acrylamido-2-méthylpropane-sulfonique, l'acide itaconique et leurs sels.4. Use in cosmetics of a water-soluble polymer in the form of a dispersion according to claim 2, characterized in that the anionic monomers are chosen from (meth) acrylic acid, acrylamido-2-methylpropane-sulfonic acid, itaconic acid and their salts.
5. Utilisation en cosmétique d'un polymère hydrosoluble sous forme d'une dispersion selon la revendication 2, caractérisée en ce que les monomères non ioniques sont choisis parmi le (méth)acrylamide, le N-vinylformamide, le N-vinylacétoamide et le (méth)acrylate d'hydro- xypropyle.5. Use in cosmetics of a water-soluble polymer in the form of a dispersion according to claim 2, characterized in that the nonionic monomers are chosen from (meth) acrylamide, N-vinylformamide, N-vinylacetoamide and hydroxypropyl (meth) acrylate.
6. Utilisation en cosmétique d'un polymère hydrosoluble sous forme d'une dispersion selon l'une quelconque des revendications précédentes, caractérisée en ce que le polymère hydrosoluble est polymérise à partir des monomères comportant au moins une double liaison suivants :6. Use in cosmetics of a water-soluble polymer in the form of a dispersion according to any one of the preceding claims, characterized in that the water-soluble polymer is polymerized from monomers comprising at least one of the following double bonds:
- 0 à 30 % en moles d'acide acrylique, - 0 à 95,5 % en moles d'acrylamide et- 0 to 30 mol% of acrylic acid, - 0 to 95.5 mol% of acrylamide and
- 0,5 à 100 % en moles d'au moins un monomère càtionique représenté par la formule (I) ou (II) telle que définie dans la revendication 3.- 0.5 to 100 mol% of at least one cationic monomer represented by formula (I) or (II) as defined in claim 3.
7. Utilisation en cosmétique d'un polymère hydrosoluble sous forme d'une dispersion selon la revendication 6, caractérisée en ce que le pourcentage molaire de monomère càtionique est supérieur au pourcentage molaire d'acide acrylique.7. Use in cosmetics of a water-soluble polymer in the form of a dispersion according to claim 6, characterized in that the molar percentage of cationic monomer is greater than the molar percentage of acrylic acid.
8. Utilisation- n cosmétique d'un polymère hydrosoluble sous forme d'une dispersion selon l'une quelconque des revendications 1 à 7, caractérisée en ce que le polymère hydrosoluble est polymérise à partir de 20 % en moles d'acrylamide, de 30 % en moles de chlorure d'acryloyloxyéthyldiméthylbenzylammonium et de 50 % en moles de chlorure d'acryloyloxyéthyltriméthylammonium.8. Cosmetic use of a water-soluble polymer in the form of a dispersion according to any one of claims 1 to 7, characterized in that the water-soluble polymer is polymerized from 20 mol% of acrylamide, 30 % by moles of acryloyloxyethyldimethylbenzylammonium chloride and 50% by moles of acryloyloxyethyltrimethylammonium chloride.
9. Utilisation en cosmétique d'un polymère hydrosoluble sous forme d'une dispersion selon l'une quelconque des revendications 1 à9. Use in cosmetics of a water-soluble polymer in the form of a dispersion according to any one of claims 1 to
7, caractérisée en ce que le polymère hydrosoluble est polymérise à partir de 65 % en moles d'acrylamide et de 35 % en moles de chlorure d'acryloyloxyéthyltriméthylammonium.7, characterized in that the water-soluble polymer is polymerized from 65 mol% of acrylamide and 35 mol% of acryloyloxyethyltrimethylammonium chloride.
10. Utilisation en cosmétique d'un polymère hydrosoluble sous forme d'une dispersion selon l'une quelconque des revendications précédentes, caractérisée en ce que l'agent dispersant est un polyelectrolyte càtionique obtenu par polymérisation de 50 à 100 % en moles d'au moins un monomère càtionique choisi parmi un sel dérivé du (méth)acrylate de diméthylaminoéthyle, un sel dérivé du N- [diméthyl-aminopropyl] (méth)acrylamide, un sel dérivé d'une di(méth)allyl-amine, le chlorure de (méth)acryloyloxyéthyltriméthyl- ammonium, le chlorure de (méth)acrylamidopropyltriméthyl- ammonium, le chlorure de dimethyldiallylammmonium, et leurs mélanges, et de 50 à 0 % en moles d'acrylamide.10. Use in cosmetics of a water-soluble polymer in the form of a dispersion according to any one of the preceding claims, characterized in that the dispersing agent is a cationic polyelectrolyte obtained by polymerization from 50 to 100% by mole of at least one cationic monomer chosen from a salt derived from dimethylaminoethyl (meth) acrylate, a salt derived from N- [dimethyl-aminopropyl] (meth) acrylamide, a salt derived from a di (meth) allyl-amine, (meth) acryloyloxyethyltrimethylammonium chloride, (meth) acrylamidopropyltrimethylammonium chloride, dimethyldiallylammmonium chloride, and their mixtures, and from 50 to 0 mol% of acrylamide.
1 1. Utilisation en cosmétique d'un polymère hydrosoluble sous forme d'une dispersion selon l'une quelconque des revendications précédentes, caractérisée en ce que la solution aqueuse saline comprend au moins un sel anionique divalent. 1 1. Use in cosmetics of a water-soluble polymer in the form of a dispersion according to any one of the preceding claims, characterized in that the aqueous saline solution comprises at least one divalent anionic salt.
12. Utilisation en cosmétique d'un polymère hydrosoluble sous forme d'une dispersion selon la revendication 11 , caractérisée en ce que . le sel anionique divalent est choisi parmi le sulfate d'ammonium, l'hydrogénosulfate d'ammonium, le sulfate de sodium, l'hydrogénosulfate de sodium, le sulfate de magnésium, l'hydrogénosulfate de magnésium, le sulfate d'aluminium et l'hydrogénosulfate d'aluminium.12. Use in cosmetics of a water-soluble polymer in the form of a dispersion according to claim 11, characterized in that. the divalent anionic salt is chosen from ammonium sulphate, ammonium hydrogen sulphate, sodium sulphate, sodium hydrogen sulphate, magnesium sulphate, magnesium hydrogen sulphate, aluminum sulphate and aluminum hydrogen sulfate.
13. Utilisation en cosmétique d'un polymère hydrosoluble sous feçine d'une dispersion" .selon l'une quelconque des revendications précédentes, caractérisée en ce que l'agent empêchant l'augmentation de la viscosité (A) est choisi parmi l'acide oxalique, l'acide adipique, l'acide tartarique, l'acide malique, l'acide phtalique et leurs sels.13. Use in cosmetics of a water-soluble polymer under the pretense of a dispersion ". According to any one of the preceding claims, characterized in that the agent preventing the increase in viscosity (A) is chosen from acid oxalic, adipic acid, tartaric acid, malic acid, phthalic acid and their salts.
14. Utilisation en cosmétique d'un polymère hydrosoluble sous forme d'une dispersion selon l'une quelconque des revendications 1 à 12, ' caractérisée en ce que l'agent empêchant l'augmentation de la viscosité (B) est choisi parmi le résorcinol et le pyrogallol. 14. Use in cosmetics of a water-soluble polymer in the form of a dispersion according to any one of claims 1 to 12, ' characterized in that the agent preventing the increase in viscosity (B) is chosen from resorcinol and pyrogallol.
15. Utilisation en cosmétique d'un polymère hydrosoluble sous forme d'une dispersion selon l'une quelconque des revendications 1 à 12, caractérisée en ce que l'agent empêchant l'augmentation de la viscosité (C) est choisi parmi l'acide m-hydroxybenzoïque, l'acide p- hydroxybenzoïque, l'acide salicylique, l'acide gallique, l'acide tannique et leurs sels.15. Use in cosmetics of a water-soluble polymer in the form of a dispersion according to any one of claims 1 to 12, characterized in that the agent preventing the increase in viscosity (C) is chosen from acid m-hydroxybenzoic acid, p-hydroxybenzoic acid, salicylic acid, gallic acid, tannic acid and their salts.
16. Utilisation en cosmétique d'un polymère hydrosoluble sous forme d'une dispersion selon l'une quelconque des revendications 1 à 12, caractérisée en ce que l'agent empêchant l'augmentation de la viscosité (D) est choisi parmi l'acide gluconique, le gluconate de sodium, le gluconate de potassium, le gluconate d'ammonium, et différents sels aminés de l'acide gluconique.16. Use in cosmetics of a water-soluble polymer in the form of a dispersion according to any one of claims 1 to 12, characterized in that the agent preventing the increase in viscosity (D) is chosen from acid gluconic, gluconate sodium, potassium gluconate, ammonium gluconate, and various amino salts of gluconic acid.
17. Composition cosmétique, caractérisée en ce qu'elle comprend dans un milieu cosmétiquement acceptable, au moins un polymère hydrosoluble sous forme d'une dispersion, susceptible d'être obtenu par polymérisation d'au moins un monomère hydrosoluble comportant au moins une double liaison, dans une solution aqueuse saline contenant au moins un agent dispersant constitué par un polyelectrolyte soluble dans ladite solution aqueuse saline, et au moins un agent empêchant l'augmentation de la viscosité choisi parmi :17. Cosmetic composition, characterized in that it comprises, in a cosmetically acceptable medium, at least one water-soluble polymer in the form of a dispersion, capable of being obtained by polymerization of at least one water-soluble monomer comprising at least one double bond , in an aqueous saline solution containing at least one dispersing agent constituted by a polyelectrolyte soluble in said aqueous saline solution, and at least one agent preventing the increase in viscosity chosen from:
(A) les acides polycarboxyliques ou leurs sels,(A) polycarboxylic acids or their salts,
(B) les phénols polyhydroxylés,(B) polyhydroxylated phenols,
(C) les composés cycliques contenant un groupe hydroxy et un groupe carboxy, ou leurs sels, (D) l'acide gluconique ou ses sels,(C) cyclic compounds containing a hydroxy group and a carboxy group, or their salts, (D) gluconic acid or its salts,
(E) les produits réactionnels obtenus par réaction d'une méthoxyhydroquinone et/ou d'un monomère càtionique (méth)acrylique avec un composé qui génère des radicaux, sous une atmosphère oxydante, (F) les produits réactionnels obtenus par réaction d'un polymère càtionique (méth)acrylique avec un composé qui génère des radicaux, sous une atmosphère oxydante,(E) the reaction products obtained by reaction of a methoxyhydroquinone and / or of a cationic (meth) acrylic monomer with a compound which generates radicals, under an oxidizing atmosphere, (F) the reaction products obtained by reaction of a (meth) acrylic cationic polymer with a compound which generates radicals, under an oxidizing atmosphere,
(G) les produits réactionnels obtenus par réaction d'un polymère càtionique (méth)acrylique avec un oxydant, et leurs mélanges.(G) the reaction products obtained by reaction of a cationic (meth) acrylic polymer with an oxidant, and their mixtures.
18. Composition cosmétique selon la revendication 17, caractérisée en ce que le ou les monomères hydrosolubles comportant au moins une double liaison sont choisis parmi des monomères cationiques, anioniques et non ioniques, et leurs mélanges.18. Cosmetic composition according to claim 17, characterized in that the water-soluble monomer or monomers comprising at least one double bond are chosen from cationic, anionic and nonionic monomers, and their mixtures.
19. Composition cosmétique selon la revendication 18, caractérisée en ce que les monomères cationiques sont choisis parmi les sels d'ammonium quaternaire dérivés d'une diallylamine et ceux ceux répondant aux formules suivantes (I) et (II) :19. Cosmetic composition according to claim 18, characterized in that the cationic monomers are chosen from quaternary ammonium salts derived from a diallylamine and those corresponding to the following formulas (I) and (II):
Figure imgf000024_0001
(I) dans laquelle :
Figure imgf000024_0001
(I) in which:
A représente O ou NH, B représente C2H4, C3H6 ou C3H5OH, R, représente H ou CH3, R2 et R3, identiques ou différents, représentent un groupe alkyle en C,.4,A represents O or NH, B represents C 2 H 4 , C 3 H 6 or C 3 H 5 OH, R, represents H or CH 3 , R 2 and R 3 , identical or different, represent a C 1 alkyl group. 4 ,
R4 représente un atome d'hydrogène, un groupe alkyle en C,_4, ou un groupe benzyle, X" représente un contre-ion ;R 4 represents a hydrogen atom, a C 1-4 alkyl group or a benzyl group, X " represents a counterion;
Figure imgf000024_0002
Figure imgf000024_0002
(II) dans laquelle :(II) in which:
A représente O ou NH, B représente C2H4, C3H6 ou C3H5OH,A represents O or NH, B represents C 2 H 4 , C 3 H 6 or C 3 H 5 OH,
R5, R6, R7 et R8, identiques ou différents, représentent H ouR 5 , R 6 , R 7 and R 8 , identical or different, represent H or
CH3, etCH 3 , and
X' représente un contre-ion.X ' represents a counterion.
20. Composition cosmétique selon la revendication 18, caractérisée en ce que les monomères anioniques sont choisis parmi l'acide (méth)acrylique, l'acide acrylamide-2-méthylpropane-sulfoni- que, l'acide itaconique et leurs sels.20. Cosmetic composition according to claim 18, characterized in that the anionic monomers are chosen from (meth) acrylic acid, acrylamide-2-methylpropane-sulfonic acid, itaconic acid and their salts.
21. Composition cosmétique selon la revendication 18, caractérisée en ce que les monomères non ioniques sont choisis parmi le (méth)acrylamide, le N-vinylformamide, le N-vinylacétoamide et le (méth)acrylate d'hydroxypropyle.21. Cosmetic composition according to claim 18, characterized in that the nonionic monomers are chosen from (meth) acrylamide, N-vinylformamide, N-vinylacetoamide and hydroxypropyl (meth) acrylate.
22. Composition cosmétique selon l'une quelconque des revendications 17 à 21 , caractérisée en ce que le polymère hydro- soluble est polymérise à partir d'au moins un monomère hydrosoluble comportant au moins une double liaison suivants :22. Cosmetic composition according to any one of claims 17 to 21, characterized in that the water-soluble polymer is polymerized from at least one water-soluble monomer comprising at least one of the following double bonds:
- 0 à 30 % en moles d'acide acrylique,- 0 to 30 mol% of acrylic acid,
- 0 à 95,5 % en moles d'acrylamide et- 0 to 95.5% in moles of acrylamide and
- 0,5 à 100 % en moles d'au moins un monomère càtionique représenté par la formule (I) ou (II) telle que définie dans la revendication 19.- 0.5 to 100 mol% of at least one cationic monomer represented by formula (I) or (II) as defined in claim 19.
23. Composition cosmétique selon la revendication 22, caractérisée en ce que le pourcentage molaire de monomère càtionique est supérieur au pourcentage molaire d'acide acrylique. 23. Cosmetic composition according to claim 22, characterized in that the molar percentage of cationic monomer is greater than the molar percentage of acrylic acid.
24. Composition cosmétique selon l'une quelconque des revendications 17 à 23, caractérisée en ce que le polymère hydrosoluble est polymérise à partir de 20 % en moles d'acrylamide, dé* 30 % en moles de chlorure d'acryloyloxyéthyldiméthylbenzylammo- nium et de 50 % en moles de chlorure d'acryloyloxyéthyltriméthyl- ammonium.24. Cosmetic composition according to any one of claims 17 to 23, characterized in that the water-soluble polymer is polymerized from 20 mol% of acrylamide, d * 30 mol% of acryloyloxyethyldimethylbenzylammonium chloride and 50 mol% of acryloyloxyethyltrimethylammonium chloride.
25. Composition cosmétique selon l'une quelconque des revendications 17 à 23, caractérisée en ce que le polymère hydro- soluble est polymérise à partir de 65 % en moles d'acrylamide et de 35 % en moles de chlorure d'acryloyloxyéthyltriméthylammonium. 25. Cosmetic composition according to any one of claims 17 to 23, characterized in that the water-soluble polymer is polymerized from 65 mol% of acrylamide and 35% mol of acryloyloxyethyltrimethylammonium chloride.
26. Composition cosmétique selon l'une quelconque des revendications 17 à 25, caractérisée en ce que l'agent dispersant est un polyelectrolyte càtionique obtenu par polymérisation de 50 à 100 % en moles d'au moins un monomère càtionique choisi parmi un sel dérivé du (méth)acrylate de diméthylaminoéthyle, un sel dérivé du N- [diméthyl-aminopropyl] (méth)acrylamide, un sel dérivé d'une di(méth)allylamine, le chlorure de (méth)acryloyloxyéthyltriméthyl- ammonium, le chlorure de (méth)acrylamidopropyltriméthylammo- nium, le chlorure de dimethyldiallylammmonium, et leurs mélanges, et de 50 à 0 % en moles d'acrylamide. 26. Cosmetic composition according to any one of claims 17 to 25, characterized in that the dispersing agent is a cationic polyelectrolyte obtained by polymerization of 50 to 100 mol% of at least one cationic monomer chosen from a salt derived from dimethylaminoethyl (meth) acrylate, a salt derived from N- [dimethyl-aminopropyl] (meth) acrylamide, a salt derived from a di (meth) allylamine, (meth) acryloyloxyethyltrimethylammonium chloride, (meth chloride) ) acrylamidopropyltrimethylammonium, dimethyldiallylammmonium chloride, and mixtures thereof, and from 50 to 0 mol% of acrylamide.
27. Composition cosmétique selon l'une quelconque des revendications 17 à 26, caractérisée en ce que la solution aqueuse saline comprend au moins un sel anionique divalent.27. Cosmetic composition according to any one of claims 17 to 26, characterized in that the aqueous saline solution comprises at least one divalent anionic salt.
28. Composition cosmétique selon la revendication 27, caractérisée en ce que le sel anionique divalent est choisi parmi le sulfate d'ammonium, l'hydrogénosulfate d'ammonium, le sulfate de sodium, l'hydrogénosulfate de sodium, le sulfate de magnésium, l'hydrogénosulfate de magnésium, le sulfate d'aluminium et l'hydrogénosulfate d'aluminium. 28. Cosmetic composition according to claim 27, characterized in that the divalent anionic salt is chosen from ammonium sulphate, ammonium hydrogen sulphate, sodium sulphate, sodium hydrogen sulphate, magnesium sulphate, l magnesium hydrogen sulfate, aluminum sulfate and aluminum hydrogen sulfate.
29. Composition cosmétique selon l'une quelconque des revendications 17 à 28, caractérisée en ce que l'agent empêchant l'augmentation de la viscosité (A) est choisi parmi l'acide oxalique, l'acide adipiqμe, l'acide tartarique, l'acide malique, l'acide phtalique et leurs sels. 29. Cosmetic composition according to any one of claims 17 to 28, characterized in that the agent preventing the increase in viscosity (A) is chosen from oxalic acid, adipic acid, tartaric acid, malic acid, phthalic acid and their salts.
30. Composition cosmétique selon l'une quelconque des revendications. 17 à 28, caractérisée en ce que l'agent empêchant l'augmentation de la viscosité (B) est choisi parmi le résorcinol et le pyrόgallol.30. Cosmetic composition according to any one of claims. 17 to 28, characterized in that the agent preventing the increase in viscosity (B) is chosen from resorcinol and pyrόgallol.
31. Composition cosmétique selon l'une quelconque des revendications 17 à 28, caractérisée en ce que l'agent empêchant l'augmentation de la viscosité (C) est choisi parmi l'acide m- hydroxybenzoïque, l'acide p-hydroxybenzoïque, l'acide salicylique, l'acide gallique, l'acide tannique et leurs sels.31. Cosmetic composition according to any one of claims 17 to 28, characterized in that the agent preventing the increase in viscosity (C) is chosen from m-hydroxybenzoic acid, p-hydroxybenzoic acid, l salicylic acid, gallic acid, tannic acid and their salts.
32. Composition cosmétique selon l'une quelconque des revendications 17 à 28, caractérisée en ce que l'agent empêchant l'augmentation de la viscosité (D) est choisi parmi l'acide gluconique, le gluconate de sodium, le gluconate de potassium, le gluconate d'ammonium, et différents sels aminés de l'acide gluconique.32. Cosmetic composition according to any one of claims 17 to 28, characterized in that the agent preventing the increase in viscosity (D) is chosen from gluconic acid, sodium gluconate, potassium gluconate, ammonium gluconate, and various amino salts of gluconic acid.
33. Composition cosmétique selon l'une quelconque des revendications 17 à 32, caractérisée en ce qu'elle comprend le polymère hydrosoluble sous forme d'une dispersion en une quantité comprise entre 0,05 et 50 % de matière active en poids par rapport au poids total de la composition. 33. Cosmetic composition according to any one of claims 17 to 32, characterized in that it comprises the water-soluble polymer in the form of a dispersion in an amount between 0.05 and 50% of active material by weight relative to the total weight of the composition.
34. Composition cosmétique selon la revendication 33 , caractérisée en ce qu'elle comprend le polymère hydrosoluble sous forme d'une dispersion en une quantité comprise entre 0, 1 et 30 % en poids de matière active par rapport au poids total de la composition. 34. Cosmetic composition according to claim 33, characterized in that it comprises the water-soluble polymer in the form of a dispersion in an amount between 0, 1 and 30% by weight of active material relative to the total weight of the composition.
35. Composition cosmétique selon l'une quelconque des revendications 17 à 34, caractérisée en ce que le milieu cosmétiquement acceptable est constitué par de l'eau ou par un mélange d'eau et d'un solvant cosmétiquement acceptable.35. Cosmetic composition according to any one of claims 17 to 34, characterized in that the cosmetically acceptable medium consists of water or of a mixture of water and a cosmetically acceptable solvent.
36. Composition cosmétique selon la revendication 35, caractérisée en ce que le solvant cosmétiquement acceptable est choisi parmi les alcools inférieurs en C,-C4, les polyols, les éthers de polyols, les alcanes en C5-Cι0, les cétones en C3-C4, les acétates d'alkyle en C,-C4, le diméthoxyéthane, le diéthoxyéthane, et leurs mélanges. 36. Cosmetic composition according to Claim 35, characterized in that the cosmetically acceptable solvent is chosen from lower alcohols, C, -C 4, polyols, polyol ethers, C 5 alkanes -Cι 0, ketones C 3 -C 4 alkyl acetates, C, -C 4, dimethoxyethane, diethoxyethane, and mixtures thereof.
37. Composition cosmétique selon l'une quelconque des revendications 17 à 36;, caractérisée en ce qu'elle comprend en outre des' additifs choisis parmi- des tensioactifs cationiques, anioniques, non ioniques ou amphotères, des polymères anioniques, non ioniques ou amphotères, des polymères cationiques autres que ceux de l'invention, des silicones volatiles ou non, modifiées ou non, des épaississants polymériques naturels ou synthétiques, anioniques, amphotères, zwittérioniques, non-ioniques ou cationiques, associatifs ou non, des épaississants non polymériques comme des acides ou des électrolytes, des opacifiants, des parfums, des huiles minérales, végétales et/ou synthétiques, des esters d'acides gras ou de polyéthylèneglycols, des colorants, des particules organiques ou minérales, des conservateurs, des agents de stabilisation du pH.37. Cosmetic composition according to any one of claims 17 to 36 ;, characterized in that it further comprises ' additives chosen from cationic, anionic, nonionic or amphoteric surfactants, anionic, nonionic or amphoteric polymers , cationic polymers other than those of the invention, volatile or unmodified silicones, modified or not, natural or synthetic polymeric thickeners, anionic, amphoteric, zwitterionic, nonionic or cationic, associative or not, non-polymeric thickeners such as acids or electrolytes, opacifiers, perfumes, mineral, vegetable and / or synthetic oils, esters of fatty acids or polyethylene glycols, dyes, organic or mineral particles, preservatives, pH stabilizers .
38. Composition cosmétique selon l'une quelconque des revendications 17 à 37, caractérisée en ce qu'elle est utilisée en mode rincé ou non rincé.38. Cosmetic composition according to any one of claims 17 to 37, characterized in that it is used in rinsed or leave-in mode.
39. Composition cosmétique selon l'une quelconque des revendications 17 à 38, caractérisée en ce qu'elle se présente sous forme de shampoing, de mousse de coiffage, de lotion de coiffage ou de gel de coiffage. 39. Cosmetic composition according to any one of claims 17 to 38, characterized in that it is in the form of shampoo, styling foam, styling lotion or styling gel.
40. Composition cosmétique selon l'une quelconque des revendications 17 à 39, caractérisée en ce qu'elle est conditionnée en aérosol.40. Cosmetic composition according to any one of claims 17 to 39, characterized in that it is packaged in an aerosol.
41. Procédé de traitement cosmétique des matières kératiniques, en particulier des cheveux, caractérisé en ce que l'on applique une quantité efficace d'une composition cosmétique selon l'une quelconque des revendications 17 à 40, sur les matières kératiniques, et en ce que l'on effectue un éventuel rinçage après un éventuel temps de pose. 41. A method of cosmetic treatment of keratin materials, in particular of the hair, characterized in that an effective amount of a cosmetic composition according to any one of claims 17 to 40 is applied to the keratin materials, and in that that a possible rinsing is carried out after a possible exposure time.
PCT/FR2001/003481 2000-11-21 2001-11-09 Use in cosmetics of a water soluble polymer in the form of a dispersion and cosmetic composition containing same WO2002041856A1 (en)

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