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

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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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WO
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Patent type
Prior art keywords
characterized
acid
meth
cosmetic composition
soluble polymer
Prior art date
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PCT/FR2001/003481
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French (fr)
Inventor
Franck Giroud
Original Assignee
L'oreal
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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILET 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 TOILET PURPOSES
    • A61K8/00Cosmetics or similar toilet preparations
    • A61K8/18Cosmetics or similar toilet preparations characterised by the composition
    • A61K8/30Cosmetics or similar toilet preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toilet 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 TOILET PURPOSES
    • A61K8/00Cosmetics or similar toilet preparations
    • A61K8/18Cosmetics or similar toilet preparations characterised by the composition
    • A61K8/30Cosmetics or similar toilet preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toilet 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 or aromatic rings
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K8/00Cosmetics or similar toilet preparations
    • A61K8/18Cosmetics or similar toilet preparations characterised by the composition
    • A61K8/72Cosmetics or similar toilet preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81Cosmetics or similar toilet 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 TOILET PURPOSES
    • A61K8/00Cosmetics or similar toilet preparations
    • A61K8/18Cosmetics or similar toilet preparations characterised by the composition
    • A61K8/72Cosmetics or similar toilet preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81Cosmetics or similar toilet 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 TOILET PURPOSES
    • A61K8/00Cosmetics or similar toilet preparations
    • A61K8/18Cosmetics or similar toilet preparations characterised by the composition
    • A61K8/72Cosmetics or similar toilet preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81Cosmetics or similar toilet 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 TOILET PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/02Preparations for cleaning the hair

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

COSMETIC USE OF A SOLUBLE POLYMER IN THE FORM OF RELEASE AND COSMETIC COMPOSITION CONTAINING SAME

The invention relates to the cosmetic use of a particular water-soluble polymer in the form of a dispersion, in a cosmetic composition containing it and to a cosmetic process for treating keratin materials, in particular hair, implementing .

In cosmetics, the cationic polymers are commonly used as conditioning agents for keratin materials, and in particular the hair, or 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 decrease in the drying speed of the hair in the case of rinse-out compositions.

The Applicant has surprisingly found that replacing conventional cationic polymers dispersions of water soluble polymers allow individuals not meeting the disadvantages mentioned above.

The present invention therefore relates to the cosmetic use 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 invention also relates to a cosmetic process for treating keratin materials, in particular hair.

Other objects, features, aspects and advantages of the invention will emerge even more clearly on reading the description and the various examples that follow. An object of the invention relates to the cosmetic use of a water soluble polymer in the form of a dispersion, obtainable by polymerizing at least one water-soluble monomer having one or more double bonds in an aqueous salt solution containing at least one dispersing agent consisting of a water-soluble polyelectrolyte in said aqueous salt solution, and at least one agent for preventing the increase in viscosity. This agent greatly reducing the viscosity of the reaction medium during the polymerization is selected from: (A) polycarboxylic acids or their salts,

(B) polyphenols,

(C) cyclic compounds containing a hydroxy group and a carboxy group, or salts thereof,

(D) gluconic acid or salts thereof, (E) the reaction ..produits obtained by reacting a

. . methoxyhydroquinone and / or a cationic (meth) acrylic acid with a compound that generates radicals in an oxidizing atmosphere,

(F) the reaction products obtained by reacting a cationic (meth) acrylic acid with a compound that generates radicals in an oxidizing atmosphere,

(G) the reaction products obtained by reacting a cationic (meth) acrylic acid with an oxidant, and mixtures thereof. The use of such reaction medium allows to obtain, when the medium is stirred during the polymerization, a stable dispersion of intrinsically water soluble polymer. Obtaining water-soluble polymer as a dispersion used according to the invention is described in EP Application No. 0,943,628.

The water-soluble monomers having one or more double bonds, suitable in the present invention may be chosen from cationic monomers, anionic and nonionic surfactants, and mixtures thereof.

The cationic monomers are chosen from quaternary ammonium salts derived from a diallylamine, and those of the following formulas (I) and (II):

wherein: A is O or NH,

B represents C 2 H 4, C 3 H 6 or C 3 H 5 OH, R, is H or CH 3,. *. R 2 and R 3, identical -: or different, represent a group, ".", C t.. 4, ••.''. .. '', 'R 4 represents a- hydrogen atom, an alkyl group having 4 or a benzyl group, X' represents an against-ion such as chloride.

(II) wherein:

A is 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, and

X "represents an against-ion such as chloride or sulfate. As examples of water-soluble cationic monomers, there may be mentioned the hydrochloride or sulfate derived from (meth) acrylate, dimethylaminoethyl chloride (meth) acryloyl - oxyéthyltriméthylammonium chloride, (meth) acryloyloxyéthyl- dimethylbenzyl hydrochloride or sulphate derivative of N- [dimethylaminopropyl] (meth) acrylamide chloride, (meth) acrylates midopropyltriméthylammonium chloride, (meth) acrylamido propyldiméthylbenzylammonium, hydrochloride or sulfate derived from (meth) acrylate, dimethylaminohydroxypropyl chloride, (meth) acryloyloxyhydroxypropyltriméthylammonium, chloride (meth) acryloyloxyhydroxypropyldiméthylbenzylammonium and dimethyldiallylammonium chloride. by way of anionic monomers, there may be mentioned the (meth ) acrylic acid, acrylamido-2-methylpropane sulfonic acid, itaconic acid and their salts.

As nonionic monomers, there may be mentioned (meth) acrylamide, N-vinylformamide, N-vinylacétoamide and (meth) acrylate.

-. Preferably, the water soluble polymers are polymerized from des- following monomers:

- 0 to 30 mol% of acrylic acid,

- 0 95.5% by mole of acrylamide, and - 0.5 to 100 mol% of at least one cationic monomer represented by the formula (I) or (II) above.

The water soluble polymers particularly suitable in the invention; include in particular a mole percent of cationic monomer greater the mole percent of acrylic acid.

Particularly preferred water-soluble polymers in the invention, mention may in particular be made of those polymerized from 20 mole% acrylamide, 30 mole% of acryloyl chloride oxyéthyldiméthylbenzylammonium and 50 mol% of acryloyloxyethyltrimethylammonium chloride and those polymerized from

65 mol% of acrylamide and 35 mole% acryloyloxyethyltrimethylammonium chloride.

The dispersing agent used in the present invention is a polyelectrolyte, preferably a cationic polyelectrolyte obtained by polymerizing 50 to 100 mol% of at least one cationic monomer selected from salts, e.g., hydrochlorides or sulfates, derived from (meth) acrylate, dimethylaminoethyl, N- [dimethylaminopropyl] (meth) acrylamide, or di (meth) allylamine chloride, (meth) acryloyloxy-ethyltrimethylammonium chloride, (meth) acrylamidopropyl-trimethylammonium dimethyldiallylammmonium chloride, and mixtures thereof, and 50 to 0 mol% of acrylamide. Can be used also a polyamine such that a polyalkylene amine. According to the invention, the aqueous salt solution which serves as the water soluble polymer dispersing medium is an aqueous salt solution to solubilize the water-soluble monomers having double bonds and the dispersing agent, but do not solubilize the water soluble polymer obtained. This aqueous salt solution comprises at least one salt, preferably a divalent anionic salt such as, for example, ammonium sulfate, ammonium hydrogensulfate ,, sodium sulfate, sodium hydrogen sulfate, sulfate magnesium, magnesium hydrogen sulfate, aluminum sulfate and aluminum hydrogen sulfate. The ammonium sulfate and sodium sulfate are particularly preferred.

These salts can be used in a concentration ranging from 15% by weight 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.

The addition of at least one agent for preventing the increase in viscosity (A) to (G), as described above, makes it possible to carry out the polymerization of water soluble monomers such as described above, with a stirrer at low speed while avoiding the formation of coarse particles. It is preferable that the agent for preventing the increase in viscosity (A) to (G) are soluble in water, most preferably dissolved in the aqueous salt solution which serves as a dispersion medium. Examples of compound (A), there may be mentioned oxalic acid, adipic acid, tartaric acid, malic acid, phthalic acid and salts thereof.

Examples of compound (B), there may be mentioned resorcinol and pyrogallol.

Examples of compound (C), there may be mentioned m-hydroxybenzoic acid, p-hydroxybenzoic acid, salicylic acid, gallic acid, tannic acid and their salts.

Examples of compound (D), there may be mentioned sodium gluconate, potassium gluconate, ammonium gluconate and various amine salts of gluconic acid.

Examples of compound (E), there may be mentioned those obtained by allowing to react a compound which generates radicals under a flow of oxygen-containing gas, in a solution containing methoxyhydroquinone. and / or a cationic monomer (MEJ h) acrylic acid.

The. compound which génère-, radicals can be a polymerization initiator commonly used in radical polymerization. These include a water-soluble azo polymerization initiator such as 2,2'-azobis (2-amidinopropane), sold for example under the trade name N-50 by Wako Chemical Industries, hydrochloride or 2, 2'-azobis [2- (2-imidazolin-2yl) propane] sold for example under the trade name VA-044 by the company

Wako Chemical Industries, or a water-soluble initiator redox type of polymerization such that the combination of ammonium persulfate nium / sodium hydrogensulfite.

One can get an agent preventing the increase in viscosity (F) by reacting a polymerization initiator which is a compound that generates radicals in an oxidizing atmosphere, for example under a stream of oxygen-containing gas, with a dispersing agent according to the invention. The polymerization initiator may be a water-soluble azo polymerization initiator such as mentioned above, or a water-soluble initiator redox type of polymerization such that the combination of ammonium persulfate / sodium hydrogen sulphite. The agent for preventing the increase in the viscosity (G) can be obtained in the form of an oxidized polymer of low molecular weight by oxidation of a dispersing agent according to the invention obtained by polymerization of a cationic monomer (meth ) acrylic acid, with hydrogen peroxide or halogen as the oxidant.

As cationic monomers (meth) acrylic used for the preparation of agents preventing the increase in viscosity (E), (F) and (G), mention may be made, for example, the hydrochloride or sulfate derived from (meth) acrylate dimethylaminoethyl chloride, (meth) acryloyloxyethyltrimethylammonium chloride, (meth) acry- loyloxyéthyldiméthylbenzylammonium, the hydrochloride or the sulfate derivative of N- [dimethylaminopropyl] (meth) acrylamide chloride (meth) acrylamidopropyltrimethylammonium chloride, ( meth) acryl- amidopropyldiméthylbenzylammonium. the hydrochloride or sulphate derivative of the (meth) acrylate, dimethylaminohydroxypropyl, the chlorure..de (meth) acryloyloxyhydroxypropyltriméthylammonium, chloride (WAWA) acryloyloxyhydroxyprop.yldiméthylbenzylammonium.

These agents preventing the increase of the viscosity (A) to (G) may be used alone or in admixture, in an amount between 10 ppm and 10,000 ppm based on the weight of the reaction solution.

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, obtainable by polymerizing at least one water soluble monomer having at least one double bond, in an aqueous salt solution containing at least one dispersing agent consisting of a water-soluble polyelectrolyte in said aqueous salt solution, and at least one agent for preventing the increase in viscosity selected from: (a) polycarboxylic acids or their salts,

(B) polyhydric phenols,

(C) cyclic compounds containing a hydroxy group and a carboxy group, or salts thereof,

(D) gluconic acid or salts thereof, (E) the reaction products obtained by reacting a methoxyhydroquinone and / or a cationic (meth) acrylic acid with a compound that generates radicals in an oxidizing atmosphere, ( F) the reaction products obtained by reacting a polymer. cationic (meth) acrylic acid with a compound that generates radicals in an oxidizing atmosphere,

(G) the reaction products obtained by reacting a cationic (meth) acrylic acid with an oxidant, and mixtures thereof. All 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 method are contained in the cosmetic composition of the invention an amount 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. Cosmetically acceptable medium means a medium compatible with toutes- keratin materials such as skin, hair, nails, eyelashes and eyebrows, lips and any other area of ​​the body and face, but also smell, appearance and pleasant touch. The cosmetically acceptable medium may consist of water or of a mixture of water and a cosmetically acceptable solvent chosen from lower alcohols ALC 4, for example, ethanol, isopropanol, tert-butanol , n-butanol; polyols such as propylene glycol and glycerine; polyol ethers; alkanes, C 5 -C 10, such as pentane and heptane; ketones, C 3 -C 4, such as acetone and methyl ethyl ketone; alkyl acetates Cχ ~ C 4 such as methyl acetate, ethyl acetate, butyl acetate; dimethoxyethane, diethoxyethane; and mixtures thereof. The pH of the compositions of the invention is between 3 and 1 1, preferably between 4 and 8.

Besides the polymer of the invention, the composition may also contain a nonionic fixing polymer, amphoteric, cationic or anionic.

The compositions according to the invention may also contain conventional additives well known in the art, such as cationic, anionic, nonionic or amphoteric, anionic, nonionic or amphoteric polymers, cationic polymers other than those of the invention , volatile or nonvolatile, modified or unmodified, natural or synthetic polymeric thickeners, anionic, amphoteric, zwitterionic, nonionic or cationic, associative or not, nonpolymeric thickeners such as acids or electrolytes, opacifiers, perfumes , of, mineral oils, vegetable and / or synthetic oils, fatty acid esters or polyethylene glycols, colorants, organic or mineral particles, -des preservatives, pH-stabilizing agents.

The skilled care to select the optional additives and their quantity so that they do not harm the properties of the compositions of the present invention.

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, simple emulsions or multiple emulsions. They can be packaged as an aerosol.

In the case of aerosols, the propellant used may be constituted by liquefied gas or compressed usually employed for the preparation of aerosol compositions. Will be employed, preferably, air, carbon dioxide, compressed nitrogen or a liquefiable gas at ordinary temperature such as dimethyl ether, halogenated hydrocarbons (particularly fluorinated) or not, and mixtures thereof.

They can be used in rinsed or not rinsed mode, such as shampoos, care rinsed, deep treatment masks, shower gels, lotions or creams for treating the scalp, foam, lotion or styling gel.

The present invention also relates to a cosmetic process for treating keratin materials, in particular hair, which comprises applying an effective amount of a cosmetic composition as described above to the keratin materials, to perform optional rinsing after a optional exposure time.

The following examples illustrate the present invention and should not be considered in any way as limiting the invention.

EXAMPLES

Two polymers 1 and 2 were prepared by the following processes which are also described in EP Application No. 943 628.

Preparation of Polymer No. 1

The percentages below are expressed by weight.

water-soluble monomers 25%

- Chloride acryloyloxyéthyldiméthylbenzyl- ammonium (30 mol% of polymer)

- acryloyloxyethyltrimethylammonium chloride (50 mol% of polymer)

- acrylamide (20 mole% of the polymer) Agents preventing the increase in viscosity

- Pyrogallol 2500 ppm

- p-hydroxybenzoic acid 50 ppm Dispersant

- Poly (diallyl dimethyl ammonium chloride) sold under the trade name Age

Flock WT40HV by the company CPS Corp.1%

- poly (methacryloyloxyethyltrimethylammonium chloride-ethyl trimethylammonium) 1%

Salt of the saline aqueous solution

- Ammonium sulphate 19% Water to 100%

Were added the various components listed above in a reaction vessel equipped with a nitrogen inlet, a temperature adjusting device and a stirrer. Stirred the reaction solution until it became homogeneous. An aqueous solution was then added to 5% by weight of polymerization initiator, sold under the tradename V-50 by Wako Chemical Industries, in an amount of 100 ppm, followed by stirring the whole. Was then allowed polymerization to proceed for 10 hours at 48 ° C and there was obtained a dispersion in an aqueous salt solution comprising fine polymer particles having a diameter of 10-20μm particles.

Preparation of Polymer No. 2

The percentages below are expressed by weight.

water-soluble monomers 15%

- Chloride acryloyloxyéthyltriméthyl- ammonium (35 mol% of polymer)

- acrylamide (65 mole% of the polymer) Agents preventing the increase in viscosity

- Gallic acid 50 ppm

- Sodium Gluconate 3500 ppm Dispersant

- Poly (diméthyldiallylammo-minium chloride) sold under the trade name Age Flock WT40HV by the company CPS Corp. 1%

- Poly (méthacryloyloxy- ethyltrimethylammonium chloride) (intrinsic viscosity of 2 dl / g) 1%

Salts of the saline aqueous solution

- ammonium sulphate 22.4%

- Sodium sulphate 6.8% Water to 100%

Were added the various components listed above in a reaction vessel identical to that used for the preparation of polymer No. 1. The reaction solution was stirred until it became homogeneous. an aqueous 5% by weight of initiator polymerization sold under the trade name was then added to VA-044 by Wako Chemical

Industries, at 100 ppm, followed by stirring the whole. was then allowed polymerization to proceed for 10 hours at 48 ° C and there was obtained a dispersion comprising polymer fine particles having a diameter of 10-20μm particles.

All values ​​in the following examples are expressed in% by weight of active material relative to the total weight of the composition unless otherwise indicated.

EXAMPLES OF COMPOSITIONS rinsed

shampoos

Shampoos are prepared from the following ingredients.

Each shampoo was applied to a panel of 20 patterns in an amount of 5 g of composition per model.

After rinsing the hair, is shaped by blow drying the hair. then measured for each model, the time required to achieve, by brushing, to the finalization of the hairstyle.

Furthermore, after drying, the cosmetic properties are evaluated by a panel of 10 people.

There is a better layout and faster hair treated with shampoos Si and S 2 and reduced drying time.

EXAMPLES OF COMPOSITIONS nonrinsed

1) capping Foams

styling foams are prepared from the following ingredients.

2) capping Lotions

styling lotions are prepared from the following ingredients.

3) capping Gels

styling gels are prepared from the following ingredients.

Each non-rinsed composition is applied on a panel of 20 patterns in an amount of 5 g of composition per model.

After natural drying the hair, the hair is untangled and the cosmetic properties are easily evaluated by a panel of 10 people.

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 with respect to hair treated with the compositions M 0, L 0 and G ", after disentangling.

In particular, there is a touch less responsible for hair treated with the compositions ls M M 2, L, L 2, G, and G 2.

Claims

1. Use in cosmetics of a water soluble polymer in the form of a dispersion, obtainable by polymerizing at least one water soluble monomer having at least one double bond, in an aqueous salt solution containing at least one dispersing agent consisting by a water-soluble polyelectrolyte in said aqueous salt solution, and at least one agent for preventing the increase in viscosity selected from:
(A) polycarboxylic acids or their salts, (B) polyhydric phenols,
(C) cyclic compounds containing a hydroxy group and a carboxy group, or salts thereof,
(D) gluconic acid or salts thereof,
(E) the reaction products obtained by reacting a methoxyhydroquinone and / or a cationic (meth) acrylic acid with a compound that generates radicals in an oxidizing atmosphere,
(F) the reaction products obtained by reacting a cationic (meth) acrylic acid with a compound that generates radicals in an oxidizing atmosphere,
(G) the reaction products obtained by reacting a cationic (meth) acrylic acid with an oxidant, and mixtures thereof.
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 monomers comprising at least one double bond are chosen from cationic monomers, anionic and nonionic surfactants, and mixtures.
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 selected from quaternary ammonium salts derived from a diallylamine and those of the following formulas (I ) and (II):
(D wherein:
A is O or NH, B represents C 2 H 4, C 3 H 6 or C 3 H 5 OH, R t is H or CH 3,
R 2 and R 3, identical or different, represent an alkyl group of C ,.4
R 4 represents a hydrogen atom, an alkyl group of C ,.4 s or benzyl,
X "represents a against ion;
(II) wherein:
A is 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, which are identical or different, represent H or
CH 3, and X "represents an against-ion.
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 selected from (meth) acrylic acid, acrylamido-2-methylpropane sulfonic acid, itaconic acid and salts thereof.
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 selected from (meth) acrylamide, N-vinylformamide, N-vinylacétoamide and ( meth) acrylate xypropyle hydrocarbon.
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 double bond following:
- 0 to 30 mol% of acrylic acid, - from 0 to 95.5 mol% of acrylamide and
- 0.5 to 100 mol% of at least one cationic monomer represented by the formula (I) or (II) as defined in claim 3.
7. Use in cosmetics of a water soluble polymer in the form of a dispersion according to claim 6, characterized in that the mole percent of cationic monomer is greater than the molar percentage of acrylic acid.
8. use- n cosmetic 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 mol% chloride acryloyloxyéthyldiméthylbenzylammonium and 50 mole% acryloyloxyethyltrimethylammonium chloride.
9. 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 65 mol% of acrylamide and 35 mole% acryloyloxyethyltrimethylammonium chloride.
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 polymerizing 50 to 100 mol% of at least one cationic monomer selected from a salt derivative (meth) acrylate, dimethylaminoethyl, a salt derived from N- [dimethyl-aminopropyl] (meth) acrylamide, a salt derived from a di (meth) allyl-amine, chloride (meth) acryloyloxyéthyltriméthyl- ammonium chloride, (meth) ammonium acrylamidopropyltriméthyl-, dimethyldiallylammmonium chloride, and mixtures thereof, and 50 to 0 mol% of acrylamide.
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 saline aqueous solution comprises at least one divalent anionic salt.
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 sulfate, ammonium hydrogensulfate, sodium sulfate, sodium hydrogen sulfate, magnesium sulfate, magnesium hydrogen sulfate, aluminum sulfate and the aluminum hydrogen sulfate.
13. Use in cosmetics of a water soluble polymer in a dispersion feçine ".According to one of the preceding claims, characterized in that the agent preventing the increase in viscosity (A) is selected from acid oxalic, adipic acid, tartaric acid, malic acid, phthalic acid and salts thereof.
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 of the viscosity (B) is selected from resorcinol and pyrogallol.
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 selected from acid m-hydroxybenzoic, p-hydroxybenzoic acid, salicylic acid, gallic acid, tannic acid and their salts.
16. Cosmetic use 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 selected from acid gluconic acid, sodium gluconate, potassium gluconate, ammonium gluconate and various amine salts of gluconic acid.
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, obtainable by polymerizing at least one water soluble monomer having at least one double bond in a saline aqueous solution containing at least one dispersing agent consisting of a water-soluble polyelectrolyte in said aqueous salt solution, and at least one agent for preventing the increase in viscosity selected from:
(A) polycarboxylic acids or their salts,
(B) polyhydric phenols,
(C) cyclic compounds containing a hydroxy group and a carboxy group, or salts thereof, (D) gluconic acid or salts thereof,
(E) the reaction products obtained by reacting a methoxyhydroquinone and / or a cationic (meth) acrylic acid with a compound that generates radicals in an oxidizing atmosphere, (F) the reaction products obtained by reacting a cationic polymer (meth) acrylic acid with a compound that generates radicals in an oxidizing atmosphere,
(G) the reaction products obtained by reacting a cationic (meth) acrylic acid with an oxidant, and mixtures thereof.
18. Cosmetic composition according to Claim 17, characterized in that the water-soluble monomers comprising at least one double bond are chosen from cationic monomers, anionic and nonionic surfactants, and mixtures thereof.
19. Cosmetic composition according to Claim 18, characterized in that the cationic monomers are selected from quaternary ammonium salts derived from a diallylamine and those those having the following formulas (I) and (II):
(I) wherein:
A is O or NH, B represents C 2 H 4, C 3 H 6 or C 3 H 5 OH, R, is H or CH 3, R 2 and R 3, identical or different, represent an alkyl group of C ,.4
R 4 represents a hydrogen atom, an alkyl group of C, _ 4, or a benzyl group, X "is against ion;
(II) wherein:
A is 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, and
X 'is against ion.
20. Cosmetic composition according to Claim 18, characterized in that the anionic monomers are selected from (meth) acrylic acid, acrylamide-2-methylpropane sulfonic acid, itaconic acid and salts thereof.
21. Cosmetic composition according to Claim 18, characterized in that the nonionic monomers are selected from (meth) acrylamide, N-vinylformamide, N-vinylacétoamide and (meth) acrylate.
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 having at least one double bond following:
- 0 to 30 mol% of acrylic acid,
- 0 95.5% by mole of acrylamide and
- 0.5 to 100 mol% of at least one cationic monomer represented by the formula (I) or (II) as defined in claim 19.
23. Cosmetic composition according to Claim 22, characterized in that the mole percent of cationic monomer is greater than the molar percentage of acrylic acid.
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, * 30% mole nium chloride acryloyloxyéthyldiméthylbenzylammo- and 50 mol% of ammonium chloride acryloyloxyéthyltriméthyl-.
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 mole% acryloyloxyethyltrimethylammonium chloride.
26. Cosmetic composition according to any one of claims 17 to 25, characterized in that the dispersing agent is a cationic polyelectrolyte obtained by polymerizing 50 to 100 mol% of at least one cationic monomer selected from a salt derived from (meth) acrylate, dimethylaminoethyl, a salt derived from N- [dimethyl-aminopropyl] (meth) acrylamide, a salt derived from a di (meth) allylamine chloride, (meth) acryloyloxyéthyltriméthyl- ammonium chloride, (meth ) acrylamidopropyltriméthylammo- nium, dimethyldiallylammmonium chloride, and mixtures thereof, and 50 to 0 mol% of acrylamide.
27. Cosmetic composition according to any one of claims 17 to 26, characterized in that the saline aqueous solution comprises at least one divalent anionic salt.
28. Cosmetic composition according to Claim 27, characterized in that the divalent anionic salt is chosen from ammonium sulfate, ammonium hydrogensulfate, sodium sulfate, sodium hydrogen sulfate, magnesium sulfate, the magnesium hydrogen sulfate, aluminum sulfate and aluminum hydrogen sulfate.
29. Cosmetic composition according to any one of claims 17 to 28, characterized in that the agent preventing the increase in viscosity (A) is selected from oxalic acid, adipiqμe acid, tartaric acid, malic acid, phthalic acid and salts thereof.
30. Cosmetic composition according to any one of claims. 17 to 28, characterized in that the agent preventing the increase of the viscosity (B) is selected from resorcinol and pyrόgallol.
31. Cosmetic composition according to any one of claims 17 to 28, characterized in that the agent preventing the increase in viscosity (C) is selected from m-hydroxybenzoic acid, p-hydroxybenzoic acid, salicylic acid, gallic acid, tannic acid and their salts.
32. Cosmetic composition according to any one of claims 17 to 28, characterized in that the agent preventing the increase in viscosity (D) is selected from gluconic acid, sodium gluconate, potassium gluconate, ammonium gluconate and various amine salts of gluconic acid.
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 with respect to total weight of the 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 comprised between 0, 1 and 30% by weight of active material relative to the total weight of the composition.
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. 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. Cosmetic composition according to any one of claims 17-36 ;, characterized in that it further comprises' selected additives parmi- cationic, anionic, nonionic or amphoteric, anionic, nonionic or amphoteric surfactants , cationic polymers other than those of the invention, volatile silicones or not, 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, fragrances, mineral, plant and / or synthetic oils, fatty acid esters or polyethylene glycols, colorants, organic or mineral particles, preservatives, pH stabilizers .
38. Cosmetic composition according to any one of claims 17 to 37, characterized in that it is used in rinse or no-rinse mode.
39. Cosmetic composition according to any one of claims 17 to 38, characterized in that it is in the form of shampoo, styling mousse, styling lotion or styling gel.
40. Cosmetic composition according to any one of claims 17 to 39, characterized in that it is packaged as an aerosol.
41. Process for the cosmetic treatment of keratin materials, in particular hair, characterized in that applying an effective amount of a cosmetic composition according to any one of claims 17 to 40, to the keratin materials, and in that is carried out optional rinsing after an optional 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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