Classifications

• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q5/00—Preparations for care of the hair
  • A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
  • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
  • A61K8/34—Alcohols
  • A61K8/347—Phenols
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
  • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
  • A61K8/36—Carboxylic acids; Salts or anhydrides thereof
  • A61K8/368—Carboxylic acids; Salts or anhydrides thereof with carboxyl groups directly bound to carbon atoms of aromatic rings
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
  • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
  • A61K8/8141—Compositions 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
  • A61K8/8152—Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
  • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
  • A61K8/8141—Compositions 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
  • A61K8/8158—Homopolymers or copolymers of amides or imides, e.g. (meth) acrylamide; Compositions of derivatives of such polymers
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
  • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
  • A61K8/817—Compositions 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)
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q5/00—Preparations for care of the hair
  • A61Q5/02—Preparations 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.

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Citations (5)

• 2000
  • 2000-11-21 FR FR0015035A patent/FR2816833B1/fr not_active Expired - Fee Related
• 2001
  • 2001-11-09 AU AU2002218345A patent/AU2002218345A1/en not_active Abandoned
  • 2001-11-09 WO PCT/FR2001/003481 patent/WO2002041856A1/fr not_active Application Discontinuation

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