CN116635001A - Composition for caring and/or making up keratin materials - Google Patents

Abstract

The present invention relates to compositions for the care and/or makeup of keratinous materials in the form of oil-in-water emulsions, comprising: (i) at least one vinyl polymer grafted with carbosiloxane dendrimers; ( ii) at least one associative copolymer of (meth)acrylic acid and its (C ₁ -C ₆ ) alkyl ester; (iii) at least one pigment coated with a gemini-type amphiphilic amino acid; (iv) at 25 at least one dispersant having an HLB value of less than 4 at a temperature of °C; and (v) at least one emollient. The invention also relates to a non-therapeutic method for caring for and/or making up keratinous materials, comprising applying said composition to keratinous materials.

Description

Composition for caring for and/or making up keratin materials

Technical Field

The present invention relates to a composition. In particular, the present invention relates to a composition for the care and/or make-up of keratin materials. The present invention also relates to a non-therapeutic method for the care and/or make-up of keratin materials.

Background Art

Consumers all over the world are looking for new cosmetic products for improving the appearance of keratin materials, especially the skin, in particular for providing optical cosmetic effects, such as concealing effects, to the skin.

Cosmetics that can bring the above optical effects to the skin are known, for example as foundation products of the emulsion type, in particular of the water-in-oil emulsion type, containing colorants and oils. In addition, it is also desired that such cosmetic effects are long-lasting, i.e. the cosmetics can be applied once in the morning and last all day without touch-ups. However, these products are still unsatisfactory. For example, they can dry the skin after application. This may be due to their low ability to encapsulate large amounts of water.

In addition to the above-mentioned covering effect and durability, consumers have increasing demands on the sensory properties of the skin. Among them, moisturizing (hydration) is one of the most difficult requirements to meet today.

Cosmetics containing a large amount of aqueous phase are known to deliver a moisturizing feel to the skin. In order to meet this need, efforts have been made to formulate foundation products with a high content of aqueous phase, or in particular oil-in-water emulsions, oil dispersions. However, obtaining a watery texture is often in conflict with the desired cosmetic properties as described above.

Therefore, the formulation of compositions for the care and/or make-up of keratin materials having good coverage, long-lastingness, watery and moisturizing feel remains a difficulty faced by those skilled in the art.

Therefore, there remains a need in the cosmetic industry to provide consumers with cosmetic products that deliver good coverage, long-lasting, watery and moisturizing feel to the skin.

Summary of the invention

The present inventors have now discovered that such compositions can be formulated having the desired properties described above.

Thus, according to a first aspect, the invention provides a composition for caring for and/or making up keratin materials in the form of an oil-in-water emulsion comprising:

(i) at least one vinyl polymer grafted with a carbosiloxane dendrimer;

(ii) at least one associative copolymer of (meth)acrylic acid and its (C1-C6)alkyl esters;

(iii) at least one pigment coated with a gemini-type amphiphilic amino acid;

(iv) at least one dispersant having an HLB value of less than 4 at a temperature of 25°C; and

(v) at least one emollient.

It has been found that the composition according to the invention can produce good coverage on keratin materials with a long-lasting watery and moisturizing feel by using a combination of (i) at least one vinyl polymer grafted with carbosiloxane dendrimers, (ii) at least one associative copolymer of (meth)acrylic acid and its (C1-C6)alkyl esters, (iii) at least one pigment coated with a gemini-type amphiphilic amino acid, (iv) at least one dispersant having an HLB value of less than 4 at a temperature of 25°C, and (v) at least one emollient.

Furthermore, the composition according to the invention is stable over time, whether tested at elevated temperatures of 45°C or 55°C, or under temperature cycling from -20°C to 20°C.

According to a second aspect, the invention thus provides a non-therapeutic method for caring for and/or making up keratin materials, which comprises applying to the keratin materials a composition according to the invention.

Other features, elements, characteristics and advantages of the present invention will become more apparent from the following detailed description of the present invention.

Detailed description of the invention

In the following, unless otherwise stated, the limits of the numerical ranges are included in the range, particularly in the expressions “between . . . and . . ” and “ . . . to . . ”.

Furthermore, the expression "at least one" used in this specification is equivalent to the expression "one or more".

Throughout this application, the term "comprising" should be interpreted as including all specifically mentioned features as well as optional, additional, unspecified features. As used herein, the use of the term "comprising" also discloses embodiments in which there are no features other than the specifically mentioned features (i.e., consisting of...).

Unless otherwise defined, all technical and scientific terms used herein have the same meaning as commonly understood by those skilled in the art to which the invention belongs. When the definition of a term in this specification conflicts with the meaning commonly understood by those skilled in the art to which the invention belongs, the definition described herein shall apply.

Unless otherwise indicated, all numerical values expressing quantities of ingredients and the like used in the specification and claims are to be understood as modified by the term “about.” Accordingly, unless indicated to the contrary, the numerical values and parameters described herein are approximations that can vary depending upon the desired intended purpose.

For the purposes of the present invention, the term "keratin material" is intended to cover human skin, mucous membranes such as the lips. According to the present invention, facial skin is most particularly contemplated.

According to a first aspect, the present invention provides a composition for caring for and/or making up keratin materials in the form of an oil-in-water emulsion comprising:

(i) at least one vinyl polymer grafted with a carbosiloxane dendrimer;

(ii) at least one associative copolymer of (meth)acrylic acid and its (C1-C6)alkyl esters;

(iii) at least one pigment coated with a gemini-type amphiphilic amino acid;

(iv) at least one dispersant having an HLB value of less than 8 at a temperature of 25°C; and

(v) at least one emollient.

Vinyl polymer

According to a first aspect, the composition of the invention comprises at least one vinyl polymer grafted with a carbosiloxane dendrimer.

The vinyl polymer suitable for use in the composition according to the present invention comprises at least one carbosiloxane dendron structure grafted onto a vinyl backbone. As used herein, the term "carbosiloxane dendron structure" refers to a structure having high molecular weight branched groups having high regularity in the radial direction from the vinyl backbone. Such carbosiloxane dendron structures are described, for example, in Japanese patent application Kokai 9-171154.

In some embodiments, the at least one carbosiloxane dendrimer structure is selected from those of formula (I):

in:

^R1 represents an aryl group or an alkyl group containing 1 to 10 carbon atoms;

^Xi represents a silylalkyl group, and when i=1, it is represented by the formula (II):

in:

^R1 is selected from aryl and alkyl containing 1 to 10 carbon atoms;

^R2 is selected from an alkylene group containing 2 to 10 carbon atoms;

^R3 is selected from an alkyl group containing 1 to 10 carbon atoms;

Xi ⁺¹ is selected from hydrogen, an alkyl group containing 1 to 10 carbon atoms, an aryl group, and a silylalkyl group of the above formula (II), wherein i=i+1; and

i is an integer from 1 to 10, which represents the generation of the silylalkyl group;

a ⁱ is an integer from 0 to 30; and

Y is a free radical polymerizable organic group selected from the following:

The organic group containing a (meth)acrylic group or an acrylic group of the general formula (III) or (IV):

in:

R ⁴ is selected from hydrogen and an alkyl group containing 1 to 10 carbon atoms, such as methyl; and

^R5 is selected from alkylene groups containing 1 to 10 carbon atoms, such as methylene, ethylene, propylene and butylene,

and an organic group containing a styryl group of the general formula (V):

in:

^R6 is selected from hydrogen and an alkyl group containing 1 to 10 carbon atoms, such as methyl;

R ⁷ is selected from alkyl groups containing 1 to 10 carbon atoms, such as methyl, ethyl, propyl and butyl;

R ⁸ is selected from alkylene groups containing 1 to 10 carbon atoms, such as methylene, ethylene, propylene and butylene;

b is an integer from 0 to 4; and

c is 0 or 1, such that if c is 0, -(R ⁸ ) _c - represents a bond.

Carbosiloxane dendrimers can be prepared according to the method described in Japanese Patent Application Hei 9-171154.

^R1 may represent an aryl group or an alkyl group having 1 to 10 carbon atoms. The alkyl group may preferably be a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, an isopropyl group, an isobutyl group, a cyclopentyl group or a cyclohexyl group. The aryl group may preferably be a phenyl group and a naphthyl group. Methyl and phenyl groups are more particularly preferred.

In formula (II), i represents a generation number and thus corresponds to the number of repetitions of the silylalkyl group.

For example, when the generation number is equal to 1, the carbosiloxane dendrimer can be represented by the general formula shown below, wherein Y, R ¹ , R ² and R ³ are as defined above, R ¹² represents a hydrogen atom or is the same as R ¹ ; a ¹ is the same as a ⁱ . Preferably, the total average number of OR ³ groups in the molecule is 0 to 7.

When the number of generations is equal to 2, the carbosiloxane dendrimer can be represented by the following general formula, wherein Y, ^R1 , ^R2 , ^R3 and ^R12 are the same as defined above; ^a1 and ^a2 represent the ^ai of the indicated generation. Preferably, the total average number of ^OR3 groups in the molecule is 0 to 25.

When the number of generations is equal to 3, the carbosiloxane dendrimer is represented by the following general formula, wherein Y, ^R1 , ^R2 , ^R3 and ^R12 are the same as defined above; ^a1 , ^a2 and ^a3 represent the ^ai of the indicated generation. Preferably, the total average number of ^OR3 groups in the molecule is 0 to 79.

Vinyl polymers can be derived from the polymerization of:

(A) a vinyl monomer; and

(B) Carbosiloxane dendrimers containing free radical polymerizable organic groups represented by the general formula (I):

wherein Y, R ¹ , ^Xi are as defined above,

The free radical polymerizable organic group Y contained in component (B) is selected from:

An organic group containing a methacrylic group or an acrylic group represented by the general formula (III) or (IV):

wherein ^R4 and ^R5 are as defined above; and

The organic group containing a styryl group of the general formula (V):

wherein R ⁶ , R ⁷ , R ⁸ , b and c are as defined above.

The following are examples of vinyl monomers: methyl methacrylate, ethyl methacrylate, n-propyl methacrylate, isopropyl methacrylate, or methacrylates of lower alkyl analogs; glycidyl methacrylate; butyl methacrylate, butyl acrylate, n-butyl methacrylate, isobutyl methacrylate, tert-butyl acrylate, tert-butyl methacrylate, n-hexyl methacrylate, cyclohexyl methacrylate, 2-ethylhexyl acrylate, 2-ethylhexyl methacrylate, octyl methacrylate, lauryl methacrylate, stearyl acrylate, stearyl methacrylate, or methacrylates of higher analogs; acetic acid Vinyl ester, vinyl propionate or vinyl ester of lower fatty acid analogs; vinyl hexanoate, vinyl 2-ethylhexanoate, vinyl laurate, vinyl stearate or ester of higher fatty acid analogs; styrene, vinyl toluene, benzyl methacrylate, phenoxyethyl methacrylate, vinyl pyrrolidone or similar vinyl aromatic monomers; methacrylamide, N-hydroxymethyl methacrylamide, N-methoxymethyl methacrylamide, isobutoxymethoxy methacrylamide, N,N-dimethyl methacrylamide or similar vinyl monomers containing amide groups; hydroxyethyl methacrylate, hydroxypropyl methacrylate or similar A vinyl monomer containing a hydroxyl group; acrylic acid, methacrylic acid, itaconic acid, crotonic acid, fumaric acid, maleic acid or a similar vinyl monomer containing a carboxylic acid group; tetrahydrofurfuryl methacrylate, butoxyethyl methacrylate, ethoxydiethylene glycol methacrylate, polyethylene glycol methacrylate, polypropylene glycol monomethacrylate, hydroxybutyl vinyl ether, cetyl vinyl ether, 2-ethylhexyl vinyl ether or a similar vinyl monomer having an ether bond; methacryloxypropyltrimethoxysilane, polydimethylsiloxane containing a methacrylic group at one of its molecular ends, polystyrene containing a styrene group at one of its molecular ends; Alkenyl polydimethylsiloxane, or similar silicone compounds containing unsaturated groups; butadiene; vinyl chloride; vinylidene chloride; methacrylonitrile; dibutyl fumarate; anhydrous maleic acid; anhydrous succinic acid; methacryloyl glycidyl ether; organic salts of amines, ammonium salts, and alkali metal salts of methacrylic acid, itaconic acid, crotonic acid, maleic acid or fumaric acid; free radical polymerizable unsaturated monomers containing sulfonic acid groups such as styrene sulfonic acid groups; quaternary ammonium salts derived from methacrylic acid, such as 2-hydroxy-3-methacryloyloxy-propyltrimethylammonium chloride; and methacrylates of alcohols containing tertiary amine groups, such as methacrylate of diethylamine.

Vinyl type multifunctional monomers may also be used.

Examples of these compounds are shown below: trimethylolpropane trimethacrylate, pentaerythritol trimethacrylate, ethylene glycol dimethacrylate, tetraethylene glycol dimethacrylate, polyethylene glycol dimethacrylate, 1,4-butanediol dimethacrylate, 1,6-hexanediol dimethacrylate, neopentyl glycol dimethacrylate, trimethylolpropane trioxyethyl methacrylate, tris(2-hydroxyethyl)isocyanurate dimethacrylate, tris(2-hydroxyethyl)isocyanurate trimethacrylate, polydimethylsiloxane terminated at both ends with divinylphenyl groups containing styryl groups, or similar silicone compounds containing unsaturated groups.

Preferred examples of the free radical polymerizable organic group Y in the carbosiloxane dendrimer are shown below: acryloxymethyl, 3-acryloxypropyl, methacryloxymethyl, 3-methacryloxypropyl, 4-vinylphenyl, 3-vinylphenyl, 4-(2-propenyl)phenyl, 3-(2-propenyl)phenyl, 2-(4-vinylphenyl)ethyl, 2-(3-vinylphenyl)ethyl, vinyl, allyl, methallyl and 5-hexenyl.

^Xi represents a silylalkyl group, and when i=1, it is represented by the following formula (II):

wherein R ¹ is as defined above.

^R2 represents an alkylene group having 2 to 10 carbon atoms, for example, ethylene, propylene, butylene, hexylene or similar straight-chain alkylene groups; methylmethylene, methylethylene, 1-methylpentylene, 1,4-dimethylbutylene or similar branched-chain alkylene groups. Among them, ethylene, methylethylene, hexylene, 1-methylpentylene and 1,4-dimethylbutylene are preferred.

R ³ represents an alkyl group having 1 to 10 carbon atoms, for example, a methyl group, an ethyl group, a propyl group, a butyl group and an isopropyl group.

Xi ⁺¹ represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an aryl group or a silylalkyl group, wherein i=i+1.

a ⁱ is an integer of 0 to 3, and i is an integer of 1 to 10, which represents the number of generations representing the number of repetitions of the silylalkyl group.

For example, when the generation number is equal to 1, the carbosiloxane dendrimer can be represented by the general formula shown below, wherein Y, R ¹ , R ² and R ³ are as defined above, R ¹² represents a hydrogen atom or is the same as R ¹ ; a ¹ is the same as a ⁱ . Preferably, the average total number of OR ³ groups in the molecule is 0 to 7.

When the number of generations is equal to 2, the carbosiloxane dendrimer can be represented by the following general formula, wherein Y, R ¹ , R ² , R ³ and R ¹² are the same as defined above; a ¹ and a ² represent a ⁱ of the indicated generation.

Preferably, the average total number of OR ³ groups in the molecule is from 0 to 25.

When the number of generations is equal to 3, the carbosiloxane dendrimer is represented by the following general formula, wherein Y, ^R1 , ^R2 , ^R3 and ^R12 are as defined above; ^a1 , ^a2 and ^a3 represent the indicated generation ^ai . Preferably, the average total number of ^OR3 groups in the molecule is 0 to 79.

The carbosiloxane dendrimer containing free radical polymerizable organic groups can be represented by the following average structural formula:

Carbosiloxane dendrimers can be prepared according to the method for preparing branched silalkylenesiloxanes described in Japanese Patent Application Hei 9-171154.

The vinyl polymer having at least one carbosiloxane dendrimer structure may be selected from polymers such that the unit of the carbosiloxane dendrimer derivative is a carbosiloxane dendrimer structure represented by formula (I'):

wherein Z is a divalent organic group, "p" is 0 or 1, ^R1 is an aryl group or an alkyl group having 1 to 10 carbon atoms and ^Xi is a silylalkyl group represented by formula (II):

wherein R ¹ is as defined above, R ² is an alkylene group having 1 to 10 carbon atoms, R ³ is an alkyl group having 1 to 10 carbon atoms, and Xi ⁺¹ is a group selected from a hydrogen atom, an aryl group and an alkyl group having up to 10 carbon atoms, and a silylalkyl group ^Xi , wherein "i" is an integer from 1 to 10, representing the number of generations of the silylalkyl group in each carbosiloxane dendron structure, starting from the value 1, for the ^Xi group in formula (I'), and the index " ^ai " is an integer from 0 to 3.

In the vinyl polymer having at least one carbosiloxane dendrimer structure, the polymerization ratio of components (A) to (B) may be 0.1/99.9 to 99.9/0.1, and preferably 1/99 to 99/1, based on the weight ratio of (A) to (B).

Preferably, the number average molecular weight of the vinyl polymer containing carbosiloxane dendrimers may be selected in the range of 3000 to 2000000, preferably 5000 to 800000. It may be in the form of liquid, gel, paste, solid, powder or any other. The preferred form is a solution consisting of a dilution, dispersion or powder in a solvent.

The vinyl polymer suitable for the present invention may also be one of the polymers described in the examples of application EP0963751.

According to a preferred embodiment, the vinyl polymer grafted with carbosiloxane dendrimers may be derived from the polymerization of:

(A) 0.1 to 99 parts by weight of one or more acrylate or methacrylate monomers; and

(B) 100 to 0.1 parts by weight of an acrylate or methacrylate monomer of tris[tris(trimethylsiloxy)silylethyldimethylsiloxy]silylpropylcarbosiloxane dendrimer.

According to one embodiment, the vinyl polymer having at least one carbosiloxane dendrimer structure may comprise units derived from tris[tris(trimethylsiloxy)silylethyldimethylsiloxy]silylpropylcarbosiloxane dendrimers corresponding to one of the following formulae:

or

According to a preferred embodiment, the vinyl polymer having at least one carbosiloxane dendrimer structure used in the present invention comprises at least one butyl acrylate monomer.

Preferably, the vinyl polymer is an acrylate/polytrimethylsiloxymethacrylate copolymer.

Exemplary commercially available vinyl polymers that can be used include, but are not limited to, acrylate/polytrimethylsiloxymethacrylate copolymer products sold by Dow Chemical Company, such as FA 4002ID SiliconeAcrylate and FA 4001CM SiliconeAcrylate, and polymers sold by Dow Corning Company under the names TIB 4-100, TIB 4-101, TIB 4-120, TIB 4-130, TIB 4-200, FA 4004, FA 4003, FA 4002ID (TIB 4-202), TIB 4-220, and FA 4001CM (TIB 4-230).

The presence of the vinyl polymer is found to contribute to the watery feel and spreadability of the compositions of the present invention.

Advantageously, the vinyl polymer is present in an amount ranging from 0.1% to 3% by weight and preferably from 0.5% to 2% by weight relative to the total weight of the composition.

One or more associative copolymers

According to a first aspect, the composition according to the invention comprises at least one associative copolymer of (meth)acrylic acid and its (C ₁ -C ₆ )alkyl esters.

Optionally, two or more associative copolymers may be used in combination. Thus, a single type of associative copolymer or a combination of different types of associative copolymers may be used.

For the purposes of the present invention, the term "associative copolymer" refers to copolymers that are capable of reversibly associating with each other or with other molecules in an aqueous medium.

The associative copolymer more particularly comprises at least one hydrophilic part and at least one hydrophobic part.

For the purposes of the present invention, the term "hydrophobic group" refers to a group or polymer having a saturated or unsaturated linear or branched hydrocarbon chain containing at least 10 carbon atoms, preferably 10 to 30 carbon atoms, in particular 12 to 30 carbon atoms, more preferably 16 to 30 carbon atoms.

The associative copolymers disclosed herein may be partially or fully crosslinked with at least one standard crosslinking agent.

The at least one crosslinking agent can be selected, for example, from polyunsaturated compounds, such as polyethylenically unsaturated compounds. For example, these compounds can be selected from polyalkenyl ethers of sucrose, polyalkenyl ethers of polyols, diallyl phthalate, divinylbenzene, allyl (meth)acrylate, ethylene glycol di(meth)acrylate, methylenebisacrylamide trimethylolpropane tri(meth)acrylate, diallyl itaconate, diallyl fumarate, diallyl maleate, zinc (meth)acrylate, castor oil derivatives and polyol derivatives prepared from unsaturated carboxylic acids.

For the purposes of the present invention, an associative copolymer of (meth)acrylic acid means a copolymer comprising at least one acrylic acid unit or at least one methacrylic acid unit or a mixture thereof. The associative copolymer may comprise other units, for example units formed from acrylic acid or methacrylic acid, preferably an alkyl ester of acrylic acid, containing less than 6 carbon atoms: for example, C ₁ -C ₄ alkyl acrylates, for example chosen from methyl acrylate, ethyl acrylate and butyl acrylate, hereinafter referred to as "simple esters".

According to one particular embodiment, the associative copolymer according to the invention comprises at least one acrylic acid unit.

According to another embodiment, the associative copolymer according to the invention comprises at least one methacrylic acid unit.

According to another embodiment, the associative copolymer according to the invention comprises at least acrylic acid units and methacrylic acid units.

In a particular embodiment, the associative copolymer may comprise another monomer different from (meth)acrylic acid and different from its (C ₁ -C ₆ )alkyl esters.

For example, such monomers may be ethylenically unsaturated hydrophilic monomers such as esters of (meth)acrylic acid or itaconic acid with polyoxyalkylenated fatty alcohols.

Preferably, the fatty alcohol part of the ester monomer may be linear or branched, preferably linear, saturated or unsaturated, preferably saturated (C ₁₂ -C ₃₀ ) fatty alcohol, in particular (C ₁₆ -C ₂₆ ) fatty alcohol. The polyoxyalkylene chain of the ester monomer preferably consists of ethylene oxide units and/or propylene oxide units, even more particularly of ethylene oxide units. The number of oxyalkylene units is generally from 3 to 100, preferably from 7 to 50, more preferably from 12 to 30.

According to one embodiment, the associative copolymer is preferably obtained from the copolymerization between 1) and 2):

1) at least one ethylenically unsaturated mono- or dicarboxylic acid monomer substituted with at least one linear or branched (C ₁ -C ₁₀ ) alkyl group; and

2) at least one associative monomer which is an ester of formula (1):

AO-(Alk-O) _z -(CH ₂ ) _w -R _a (1)

in:

A represents an ethylenically unsaturated acyclic residue, optionally containing an additional carboxyl group or a salt thereof, wherein the additional carboxyl group may be esterified with a linear or branched (C ₁ -C ₂₀ )alkyl group;

Ra represents an alkyl group, a linear or branched (C ₁ -C ₃₀ )alkyl group having 1 to 30 carbon atoms, an alkylaryl group or an arylalkyl group, wherein the alkyl group is linear or branched, preferably Ra represents a (C ₁ -C ₂₀ )alkyl group having 1 to 20 carbon atoms, an alkylphenyl group or a phenylalkyl group, wherein the alkyl group is linear or branched;

Alk represents a linear or branched (C ₁ -C ₆ )alkylene group, in particular Alk represents -CH ₂ -CH(R _b )-, wherein R _b represents a hydrogen atom, or a (C ₁ -C ₄ )alkyl group, such as a methyl group or an ethyl group;

z is an integer between 0 and 50, inclusive;

w is an integer between 0 and 30, inclusive;

Provided that (1) it contains at least one carboxyl group C(O)OH or C(O)O ^- Q ⁺ , wherein Q ⁺ represents a cation selected from an alkali metal, an alkaline earth metal or ammonium;

The polymerization of 1) and 2) must be understood as the copolymerization between at least one monomer 1) and at least one monomer 2).

According to one embodiment of the invention, the copolymer results from the polymerization between at least one ethylenically unsaturated mono- or dicarboxylic acid monomer (1a) and at least one associative monomer, said associative monomer being an ester of formula (1) or (2a) as defined above:

Formula (1a) and (2a) wherein:

_R'a and _R'b are the same or different and represent a hydrogen atom, or a linear or branched (C ₁ -C ₆ ) alkyl group, preferably _R'a and _R'b represent a hydrogen atom;

_R'c and R" _c are the same or different and represent a hydrogen atom, or a linear or branched ( _C1 - _C6 ) alkyl group, a C(O)OX group or an -alk-C(O)OX group, wherein X represents a hydrogen atom, an alkali metal, an alkaline earth metal or ammonium, and -alk- represents a ( _C1 - _C6 ) alkylene group, such as a methylene group, preferably _R'c and/or R" _c represent a hydrogen atom or a methyl group;

R ₁ represents a hydrogen atom, an alkali metal, an alkaline earth metal or a (C ₁ -C ₆ ) alkyl group;

R ₂ represents a linear or branched (C ₆ -C ₄₀ ) alkyl group, preferably a (C ₁₀ -C ₃₀ ) alkyl group;

n is an integer comprised between 5 and 100, in particular between 10 and 50, more particularly between 20 and 40, preferably between 20 and 30, endpoints included, for example 25;

Provided that (1a) or (2a) contains at least one carboxyl group C(O)OH or C(O)O ^- Q ⁺ , wherein Q ⁺ represents a cation selected from an alkali metal, an alkaline earth metal or ammonium;

Particularly, _R'a , _R'b represent hydrogen atoms, _R'c and R" _c represent hydrogen atoms or methyl groups, and _R1 represents hydrogen atoms, alkali metals, or alkaline earth metals.

According to another variant, _R'a , _R'b and R'c represent a hydrogen atom and R" _c represents a group -alk-C(O)OX, such as _-CH2 -C(O)OX, in which X is as defined above.

According to one particular embodiment of the invention, the associative copolymer comprises units of formula (Ia) and/or (I'a):

in

_R'a , _R'b , _R'c and R" _c are as defined above;

x represents an integer, preferably greater than 100, more preferably 100 to 10000;

y represents an integer, preferably greater than 100, more preferably 100 to 10000;

x+y represents an integer, preferably >200, more preferably 200-20000.

According to a preferred embodiment, the associative copolymer (i) of the invention has a molecular weight greater than 100,000, preferably ranging from 200,000 to 8,000,000.

According to a preferred embodiment, in formula (Ia) and (I'a), R ₁ represents a hydrogen atom, an alkali metal or an alkaline earth metal.

As examples of copolymers (1a)/(2a) as defined above that can be used in the present invention, we may mention: acrylates/palmeth-25 acrylate copolymers, for example sold under the trade name W2000 is a commercial product from 3V, an acrylate/behenyl ethoxylate (25) methacrylate copolymer, for example, available under the trade name L-10 is a product commercially available from Lubrizol, or Volarest ^™ FL-LQ-(RB) sold by Croda Corporation; acrylates/stearyl polyoxyethylene (20) methacrylate copolymer, for example, the product commercially available under the trade name Aculyn ^™ 22 polymer from Rohm and Haas (Dow Chemical), acrylates/stearyl polyoxyethylene (20) itaconate copolymer, for example, the product commercially available under the trade name Structure 2001 from AkzoNobel, acrylates/cetyl polyoxyethylene (20) itaconate copolymer, for example, the product commercially available under the trade name Structure 3001, a product commercially available from AkzoNobel, acrylates/cetyl polyoxyethylene (20) methacrylate copolymer, acrylates/behenyl polyoxyethylene (25) itaconate copolymer, acrylates/palmityl polyoxyethylene (25) methacrylate copolymer, acrylates/stearyl polyoxyethylene (50) acrylate copolymer, acrylates/palmityl polyoxyethylene (25) itaconate copolymer, for example, the product commercially available under the trade name Polygel W 40 from Sigma-3V, and mixtures thereof.

Among the associative copolymers, acrylates/behenyl 25 ethacrylate copolymers, in particular those sold under the name Volarest ^™ FL-LQ-(RB) by the company Croda, are particularly preferred.

The presence of an associative copolymer has been found to be beneficial for the durability of the compositions of the invention.

Advantageously, the associative copolymer is present in an amount ranging from 0.1% to 3% by weight, preferably from 0.5% to 2% by weight, relative to the total weight of the composition.

pigment

According to a first aspect, the composition of the invention comprises at least one pigment coated with a gemini-type amphiphilic amino acid.

The particle size of the pigment is greater than 100 nm.

According to the present invention, the term "size" of a particle denotes its D50. The D50 or median volume particle size corresponds to the particle size defined as that at which 50% by volume of the particles have a size smaller than D50.

Volume median particle size can be estimated by light diffraction using a Malvern MasterSizer laser particle sizer, the particles to be evaluated being dispersed in a liquid medium such as octyldodecyl pivalate.

According to one embodiment, the size of the pigment is from 100 nm to 25 μm, preferably from 200 nm to 10 μm.

The term "pigment" is understood to mean white or colored inorganic or organic particles which are insoluble in aqueous solution and which serve to color and/or opacify the resulting composition.

As inorganic pigments that can be used in the invention, mention may be made of oxides of titanium, zirconium or cerium, and also oxides of zinc, iron or chromium, iron blue, manganese violet, ultramarine blue and chromium hydrate. Preferably, the composition according to the invention comprises at least titanium oxide and iron oxide.

Among the organic pigments suitable for the invention, mention may be made of carbon black, pigments of D&C type, lacquers based on cochineal, barium, strontium, calcium, aluminum or diketopyrrolopyrrole (DPP), which are described in documents EP-A-542669, EP-A-787730, EP-A-787731 and WO-A-96/08537.

Preferably, the composition comprises at least an inorganic pigment coated with a gemini-type amphiphilic amino acid, and in particular comprises at least titanium oxide and/or iron oxide coated with a gemini-type amphiphilic amino acid.

According to the invention, coating of the pigment according to the invention generally means a complete or partial surface treatment of the pigment by means of a surface agent which absorbs, adsorbs or is grafted onto the pigment.

The coated pigments according to the invention can therefore be compared to composite particles composed of a plurality of materials.

According to the present invention, the coated pigment has a multilayer structure consisting of a substrate (pigment) and a coating layer (gemini-type amphiphilic amino acid).

Thus, the particles according to the invention comprise a base layer corresponding to the uncoated pigment, on which is superimposed at least one layer of another material corresponding to the coating.

The coating of the pigments may be partial or total. Within the scope of the present invention, the term "partial coating" means that the pigment is coated with at least one coating layer at a rate of 50% to 99.9% of the surface of said pigment.

According to one embodiment, the coated pigment is completely coated with the gemini-type amphiphilic amino acid. This embodiment corresponds to the case where the entire outer surface of the pigment, ie the surface before coating, is coated with the gemini-type amphiphilic amino acid.

The coated pigment according to the invention is obtained by completely or partially surface treating the pigment with a gemini-type amphiphilic amino acid, called a surfactant. Thus, the surfactant is absorbed, adsorbed or grafted onto the pigment.

Surface treated pigments can be prepared using chemical, electronic, mechano-chemical or mechanical surface treatment techniques known to those skilled in the art. Commercial products can also be used.

The surfactant can be absorbed, adsorbed or grafted onto the pigment by solvent evaporation, chemical reaction or the creation of covalent bonds.

The coating may account for 0.1% to 20% by weight, in particular 0.5% to 5% by weight, based on the total weight of the coated pigment.

For example, coating can be carried out by chemical reaction of the surfactant with the surface of the solid pigment particles and the generation of covalent bonds between the surfactant and the particles. This method is particularly described in US Pat. No. 4,578,266.

Chemical surface treatment may involve diluting the surfactant in a volatile solvent, dispersing the pigment in the mixture, and then slowly evaporating the volatile solvent so that the surfactant is deposited on the surface of the pigment.

When the pigment is coated with gemini-type amphiphilic amino acids, the surface treatment involves the creation of covalent bonds and allows the coated particles to be dispersed in the oil phase.

Preferably, the gemini-type amphiphilic amino acid according to the present invention is selected from the compounds of formula (V1), and stereoisomers thereof:

in:

Y′ independently of one another represents a carboxylic acid group or an alkaline salt of a carboxylic acid group, for example a sodium salt of a carboxylic acid group;

j1, k1, j2, and k2 represent integers such that (j1, k1, j2, k2) = (2, 0, 2, 0), (2, 0, 0, 2), (0, 2, 2, 0), or (0, 2, 0, 2); and

l represents an integer of 6-16, preferably 8-14, more preferably 10-12.

According to a specific embodiment of the present invention, in formula (VI), l represents an integer from 8 to 12, j1=j2=0, and k1=k2=2.

Preferably, in formula (VI), Y′ represents —COONa, j1=j2=0, k1=k2=2; and l=10.

As examples of amphiphilic gemini amino acids of formula (VI), mention may be made of sodium dilauryl glutamine lysine, sodium dimyristoyl glutamine lysine and sodium distearoyl glutamine lysine. Sodium dilauryl glutamine lysine is particularly preferred. In particular, sodium dilauryl glutamine lysine is sold by the company Asahi Kasei Chemicals under the names Pelleir L-30 and Pelleir LB-10.

According to one specific embodiment, the pigment may be coated with sodium dilauryl glutamine lysine.

According to a particularly preferred embodiment, the coated pigments according to the invention are selected from iron oxide and titanium oxide particles coated with sodium dilauryl glutamine lysine.

As pigments coated with amphiphilic amino acids of the gemini type, mention may be made of:

Titanium dioxide coated with aluminum hydroxide, sodium dilauryl glutamine lysine, and magnesium chloride; and

Iron oxide coated with sodium dilauryl glutamine lysine and magnesium chloride.

As commercial products of pigments coated with gemini-type amphiphilic amino acids, those sold under the name of ASL-2RED R-516P by DAITO KASEI KOGYO, ASL-1 TIO2 CR-50 by DAITO KASEI KOGYO, ASL-1YELLOW LL-100P by DAITO KASEI KOGYO, and ASL-1BLACK BL-100P by DAITO KASEI KOGYO can be mentioned.

Advantageously, the pigment coated with the gemini-type amphiphilic amino acid is present in an amount ranging from 1% to 30% by weight, preferably from 5% to 25% by weight, more preferably from 10% to 20% by weight relative to the total weight of the composition.

Dispersants

According to a first aspect, the composition of the invention comprises at least one dispersant having an HLB value of less than 5 at a temperature of 25°C.

HLB (hydrophile-lipophile balance) values are defined according to the Griffin method in J. Ploughshare. Cosm. Chem. 1954 (Vol. 5), pp. 249-256. In particular, the "HLB" value relates to the ratio of hydrophilic and lipophilic groups in the dispersant, and also to the solubility of the dispersant. Dispersants with lower HLB are more soluble in oil (lipophilic materials) and are more suitable for use in water-in-oil (W/O) emulsions.

For example, the following dispersants have been reported with the following HLB values:

INCI name HLB Oleic acid 1.0 Ethylene glycol distearate 1.5 Sorbitan trioleate 1.8 Ethylene glycol stearate 2.0 Sorbitan tristearate 2.1 Propylene glycol isostearate 2.5 Polyoxyethylene sorbitan hexastearate 2.6 Sucrose Distearate 3.0 Olein 3.3 Glyceryl Stearate 3.4 Sorbitan sesquioleate 3.7 Polyoxyethylene sorbitan 4.5 oleate 3.7 Glyceryl Monostearate 3.8 PEG-5 Castor Oil 3.9

Advantageously, the dispersant has an HLB value of 1.0 to 3.0 at a temperature of 25°C.

Preferably, the dispersant is selected from nonionic dispersants.

According to a preferred embodiment, the dispersant is selected from nonionic dispersants having an HLB value of 1.0 to 3.0 at a temperature of 25°C.

Preferably, the dispersant is selected from oleic acid, ethylene glycol distearate, sorbitan trioleate, ethylene glycol stearate, sorbitan tristearate, propylene glycol isostearate, polyoxyethylene sorbitan hexastearate, sucrose distearate, and mixtures thereof.

The combination of a pigment coated with a gemini-type amphiphilic amino acid and a dispersant according to the invention was found to be beneficial for hiding and durability.

Advantageously, the dispersant is present in an amount ranging from 0.5% to 5% by weight, preferably from 1% to 3% by weight relative to the total weight of the composition.

Emollients

According to a first aspect, a composition of the present invention comprises at least one emollient.

Emollients can moisturize the keratinous matrix and also provide a shiny appearance. Emollients are known to those skilled in the art. See, for example, International Cosmetic Ingredient Dictionary and Handbook, Volume 4 (9th edition, 2002), more specifically, the emollients disclosed in pages 2930-2936. The disclosure of International Cosmetic Ingredient Dictionary and Handbook, Volume 4, pages 2930-2936 is hereby incorporated by reference.

Without limitation, emollients useful in the compositions of the present invention include polyols such as biosaccharide gum, mannose, hyaluronic acid, sodium hyaluronate, glycerin; propylene glycol; butylene glycol; dipropylene glycol, diethylene glycol, glycol ethers such as monopropylene glycol, dipropylene glycol and tripropylene glycol alkyl (C1-C4) ethers, diethylene glycol and triethylene glycol; carnauba wax; beeswax; candelilla wax; ozokerite; paraffin wax; rice bran wax; microcrystalline wax; polyethylene wax; mineral oil; jojoba oil; almond oil; castor oil; sesame oil; hydrogenated polyisobutene; squalane; butylene glycol dicaprylate/dicaprate; and mixtures thereof.

In a specific embodiment, the emollient is selected from glycerin, mannose, hyaluronic acid, biosaccharide gum, jojoba oil, squalane, pentaerythritol tetraethylhexanoate, di-C12-13 alkyl malate, and mixtures thereof.

Advantageously, the emollient is present in an amount ranging from 1% to 30% by weight, preferably from 5% to 25% by weight, more preferably from 10% to 20% by weight relative to the total weight of the composition.

According to a first aspect, the composition of the invention is in the form of an oil-in-water composition and therefore comprises a continuous aqueous phase and a dispersed oily phase.

Water Phase

The aqueous phase is preferably present in an amount of 10% to 99% by weight, more preferably 20% to 90% by weight, even more preferably 50% to 85% by weight, based on the total weight of the composition.

Water is preferably present in the composition according to the invention in an amount ranging from 1% to 80% by weight, preferably from 5% to 77% by weight and more preferably from 10% to 75% by weight relative to the total weight of the composition.

Oil phase

The dispersed oil phase comprises at least one oil.

The term "oil" refers to any fatty substance that is in liquid form at ambient temperature (20-25°C) and atmospheric pressure.

The oil may be chosen from volatile and nonvolatile oils of hydrocarbon-based, silicone or fluorine type. The oil may be of animal, vegetable, mineral or synthetic origin.

The term "volatile oil" refers to an oil (or non-aqueous medium) that can evaporate in less than one hour when in contact with the skin at ambient temperature and atmospheric pressure. The volatile oil is a volatile cosmetic oil that is liquid at ambient temperature and has a non-zero vapor pressure at ambient temperature and atmospheric pressure, especially having a vapor pressure of 0.13 Pa to 40000 Pa ( ^10-3 to 300 mmHg), preferably 1.3 Pa to 13000 Pa (0.01 to 100 mmHg), and preferably 1.3 Pa to 1300 Pa (0.01 to 10 mmHg).

Furthermore, the boiling point of the volatile oil is generally 150°C to 260°C, preferably 170°C to 250°C, as measured at atmospheric pressure.

Advantageously, the oily phase comprises from 1% to 30% by weight, preferably from 2% to 20% by weight and preferably from 3% to 15% by weight of one or more volatile oils relative to the total weight of the composition.

The term "hydrocarbon-based oil" means an oil formed essentially or even consisting of carbon and hydrogen atoms, and optionally oxygen and nitrogen atoms, and not containing silicon or fluorine atoms; it may contain ester, ether, amine and/or amide groups.

The term "silicone oil" refers to an oil containing at least one silicon atom, particularly containing Si-O groups.

The term "fluoro oil" refers to an oil containing at least one fluorine atom.

The volatile oil may be a hydrocarbon-based oil or a silicone oil. In particular, a hydrocarbon-based volatile oil will be used, which may be selected from hydrocarbon-based oils having a flash point of 40 to 102°C, preferably 40 to 55°C, and preferably 40 to 50°C.

Mention may be made, as volatile hydrocarbon-based oils, linear or branched, containing from 8 to 16 carbon atoms, and mixtures thereof, in particular branched _C8 - _C16 alkanes, for example _C8 - _C16 isoalkanes (also called isoparaffins), isododecane, isodecane, isohexadecane, undecane/tridecane mixtures as described in application WO2008/155059, dodecane, tetradecane and mixtures thereof, and oils sold, for example, under the trade names Isopar or Permetyl, _C8 - _C16 branched esters, for example isohexyl neopentanoate, and mixtures thereof.

The non-volatile oils may be chosen from carbon-based, hydrocarbon-based and/or silicone oils and/or fluoro oils, of mineral, animal, vegetable or synthetic origin, and mixtures thereof, as long as they are compatible with the use envisaged.

Mention may be made of nonvolatile hydrocarbon-based oils, for example liquid paraffin or liquid petrolatum, isoeicosane, soybean oil, fully hydrogenated squalene, hydrogenated polyisobutene, sweet almond oil, beauty-leaf oil, palm oil, grapeseed oil, sesame oil, corn oil, rapeseed oil, sunflower oil, cottonseed oil, almond oil, castor oil, avocado oil, jojoba oil, olive oil or corn germ oil; linoleic acid (lanolic acid) fatty esters such as isopropyl myristate, isopropyl palmitate, butyl stearate, hexyl laurate, diisopropyl adipate, isononyl isononanoate, 2-ethylhexyl palmitate, 2-hexyldecyl laurate, 2-octyldecyl palmitate, 2-octyldodecyl myristate or 2-octyldodecyl lactate, 2-diethylhexyl succinate, diisostearyl malate, triisostearate glyceryl or triisostearate diglyceryl; carbonates such as dicaprylyl carbonate, ethers such as dioctyl ether, higher fatty acids such as myristic acid, palmitic acid, stearic acid, behenic acid, oleic acid, linoleic acid, linolenic acid or isostearic acid; higher fatty alcohols such as cetyl alcohol, stearyl alcohol or oleyl alcohol, linoleyl alcohol or linolenic alcohol, isostearyl alcohol or octyldodecanol.

In some preferred embodiments, the composition according to the invention comprises at least one oil chosen from hydrogenated polyisobutene, dimethicone, di-C12-13 alkyl malate.

The composition of the invention may comprise an amount of oily phase ranging from 1% to 50% by weight, in particular from 2% to 35% by weight and more particularly from 5% to 25% by weight relative to the total weight of the composition.

Additional cosmetic active ingredients

Depending on the end purpose, the compositions according to the invention may comprise one or more additional cosmetic active ingredients.

As cosmetic active ingredients that can be used in the composition of the present invention, examples that may be mentioned include enzymes; flavonoids; matting agents (such as aluminum starch octenylsuccinate); peeling agents, anti-aging agents, antioxidants, depigmenting agents; alpha-hydroxy acids; tonicity agents; and mixtures thereof.

A person skilled in the art can easily adjust the amount of additional cosmetic active ingredient based on the final use of the composition according to the invention.

Additional adjuvants or additives

The composition of the present invention may contain conventional cosmetic adjuvants or additives, such as fragrances, chelating agents (such as disodium EDTA), preservatives (such as chlorphenesin and phenoxyethanol) and bactericides, film formers (such as acrylates/C10-30 alkyl acrylate crosspolymer, PEG-12 polydimethylsiloxane/PPG-20 crosspolymer), fillers (such as magnesium aluminum silicate, aluminum starch octenylsuccinate), thickeners (such as polyvinyl alcohol), pH adjusters (such as citric acid, sodium hydroxide, potassium hydroxide) and mixtures thereof.

A person skilled in the art can select the amount of additional adjuvants or additives so as not to adversely affect the end use of the composition according to the invention.

According to a particularly preferred embodiment, the invention provides a composition for caring for and/or making up keratin materials in the form of an oil-in-water emulsion comprising, relative to the total weight of the composition:

(i) 0.5 to 2 wt % of an acrylate/polytrimethylsiloxymethacrylate copolymer;

(ii) 0.5 to 2 weight percent of at least one associative copolymer selected from the group consisting of acrylates/beheneth-25 methacrylate copolymers, acrylates/stearyl-20 methacrylate copolymers, acrylates/palmitoyl-25 acrylate copolymers, acrylates/stearyl-20 itaconate copolymers, acrylates/cetyl-20 itaconate copolymers, acrylates/cetyl-20 methacrylate copolymers, acrylates/beheneth-25 itaconate copolymers, acrylates/palmitoyl-25 methacrylate copolymers, acrylates/stearyl-50 acrylate copolymers, acrylates/palmitoyl-25 itaconate copolymers, and mixtures thereof;

(iii) 10 to 20 wt% of at least one pigment coated with a gemini-type amphiphilic amino acid selected from sodium dilaurylglutamine lysine, sodium dimyristoylglutamine lysine, and sodium distearoylglutamine lysine;

(iv) 1 to 3 wt % of at least one dispersant selected from oleic acid, ethylene glycol distearate, sorbitan trioleate, ethylene glycol stearate, sorbitan tristearate, propylene glycol isostearate, polyoxyethylene sorbitan hexastearate, sucrose distearate, pentaerythritol tetraethylhexanoate, di-C12-13 alkyl malate, and mixtures thereof; and

(v) 10 to 20 wt% of at least one emollient, humectant, or mixtures thereof selected from glycerin, mannose, hyaluronic acid, biosaccharide gum, jojoba oil, squalane, and mixtures thereof.

Galenic dosage forms and uses

The composition of the present invention is in the form of an oil-in-water emulsion, which may be a foundation, a gel, or the like.

The viscosity of the composition according to the invention can be measured at 25° C. using a Rheomat 100 Plus viscometer equipped with an M2 or M3 spindle rotating at 200 rpm.

According to a preferred embodiment, the composition of the invention has a viscosity of 10 UD (Deviation Units) to 80 UD, preferably 20 UD to 50 UD, measured at 25° C. using a Rheomat 100 Plus viscometer equipped with an M3 spindle rotating at 200 rpm.

The composition of the present invention is stable for at least 2 weeks at elevated temperatures, such as 45°C and 55°C, or after temperature cycling from -20°C to 20°C.

According to a second aspect, the invention provides a non-therapeutic method for caring for and/or making up keratin materials, which comprises applying to the keratin materials a composition according to the invention.

Upon application of the compositions of the present invention, consumers can feel immediate results while appearing natural in appearance.

The invention will now be illustrated by the following non-limiting examples.

Example

The main raw materials used, their trade names and their suppliers are listed in Table 1.

Table 1

Examples 1-3 of the present invention and comparative examples 1-9

Foundations according to Examples (IE.) 1 to 3 and Comparative Examples (CE) 1 to 9 of the invention were prepared according to the amounts given in the following Tables 2 and 3. The amount of each component is given in % by weight of the total weight of the foundation in which it is contained.

Table 2

Table 3

Preparation steps:

Taking the foundation of Example 1 of the present invention as an example, the foundation listed above is prepared as follows:

1) Grind a mixture of all pigments, polydimethylsiloxane, di-C12-13 alkyl malate and sorbitan trioleate with a three-roll mill to obtain a pigment paste;

2). Prepare an oil phase by adding hydrogenated polyisobutene, jojoba seed oil, PEG-30 dipolyhydroxystearate, dimethicone and acrylates/polytrimethylsiloxymethacrylate copolymer, aluminum starch octenylsuccinate, squalane, pentaerythritol tetraethylhexanoate, and add the pigment paste to the oil phase, stirring at 450 rpm at room temperature until homogenized;

3). Prepare an aqueous phase by mixing water, sodium hyaluronate, acrylates/C10-30 alkyl acrylate crosspolymer, magnesium aluminum silicate, acrylates/behenyl polyoxyethylene (25) ether methacrylate copolymer (and) sodium laureth sulfate, glycerin, PEG-12 polydimethylsiloxane/PPG-20 crosspolymer, polyvinyl alcohol, propylene glycol, butylene glycol, biosaccharide gum-1, mannose, phenoxyethanol, chlorphenesin and caprylyl glycol and stirring at 450 rpm at room temperature until homogenized;

4). Pour the aqueous phase into the oil phase and emulsify using a VMI homogenizer at room temperature at 1500 rpm for 10 minutes to obtain a mixture;

5). Using a VMI homogenizer, add 50% sodium hydroxide dropwise at 1000 rpm at room temperature to neutralize the mixture for 5 minutes; and

6). 50% sodium hydroxide was added dropwise to neutralize the mixture using a VMI homogenizer at 1000 rpm at room temperature for 5 minutes.

evaluate:

The appearance of each obtained foundation was observed with the naked eye.

The viscosity is measured at 25° C. using a Rheomat 100 Plus viscometer equipped with an M3 spindle, at a shear rate of 200 rpm, after the spindle has been rotating in the composition for 10 minutes (after which time a stabilization of the viscosity and the spindle rotation speed is observed).

Stability is evaluated as follows:

1) Place 40 mL of sample into a 60 mL glass bottle. Prepare three bottles for each composition to be tested.

2) placing one bottle in a 45°C oven, one bottle in a 55°C oven, and one bottle in an oven with a temperature cycle from -20°C to 20°C; and

3) Observe the appearance of the samples after 2 weeks.

If the appearance of the sample did not change after the high temperature stability and cycle stability tests, the sample was evaluated as stable, otherwise, it was evaluated as unstable.

Coverage, watery feel, moisturizing feel and lastingness were evaluated as follows:

Four key properties of the compositions of IE 1-3 and CE 1-9 were evaluated by 14 volunteers: covering, watery feeling, moisturizing feeling and lastingness. Each composition of IE 1-3 and CE 1-9 was applied to the faces of volunteers by the volunteers themselves, and after application, the volunteers evaluated whether they could perceive covering, watery feeling, moisturizing feeling.

+++: 11-14 volunteers noticed the effect;

++: 7-10 volunteers noticed the effect;

+: 3-6 volunteers noticed the effect;

-: 0-2 volunteers noticed the effect.

Volunteers rated the longevity based on the coverage, watery feel, and how long the moisturizing feel effect lasted.

+++: lasts at least 6 hours;

++: lasts 4-5 hours;

+: lasts 2-3 hours;

-: Duration is less than 2 hours.

The results obtained are summarized in Table 4.

Table 4

NA ^** : Not tested.

As can be seen from Table 4, the compositions of Examples (IE) 1-3 of the present invention are stable over time and can produce good coverage on the skin with a long-lasting watery and moisturizing feel.

Claims (15)

1. A composition for caring for and/or making up keratin materials in the form of an oil-in-water emulsion comprising:

(i) At least one vinyl polymer grafted with carbosiloxane dendrimers;

(ii) (meth) acrylic acid and (C) thereof ₁ -C ₆ ) At least one associative copolymer of alkyl esters;

(iii) At least one pigment coated with a gemini amphiphilic amino acid;

(iv) At least one dispersant having an HLB value of less than 4 at a temperature of 25 ℃; and

(v) At least one emollient.

2. The composition of claim 1, wherein the vinyl polymer is selected from those of formula (I):

Wherein:

R ¹ represents aryl or alkyl containing 1 to 10 carbon atoms;

X ⁱ represents a silylalkyl group, which is represented by formula (II) when i=1:

wherein:

R ¹ selected from aryl and alkyl groups containing 1 to 10 carbon atoms;

R ² selected from alkylene groups containing 2 to 10 carbon atoms;

R ³ selected from alkyl groups containing 1 to 10 carbon atoms;

X ⁱ⁺¹ selected from hydrogen, alkyl groups containing 1 to 10 carbon atoms, aryl groups, and silylalkyl groups of formula (II) above, wherein i=i+1; and

i is an integer of 1 to 10, which represents the algebraic number of silylalkyl groups;

a ⁱ is an integer of 0 to 30; and

y is a free radically polymerizable organic group selected from the group consisting of:

an (meth) acrylic group or an acrylic group-containing organic group of the general formula (III) or (IV):

wherein:

R ⁴ selected from hydrogen and alkyl groups containing 1 to 10 carbon atoms, such as methyl; and

R ⁵ selected from alkylene groups containing 1 to 10 carbon atoms, such as methylene, ethylene, propylene and butylene,

and an organic group comprising a styryl group of the general formula (V):

wherein:

R ⁶ selected from hydrogen and alkyl groups containing 1 to 10 carbon atoms, such as methyl;

R ⁷ selected from alkyl groups containing 1 to 10 carbon atoms, such as methyl, ethyl, propyl and butyl;

R ⁸ selected from alkylene groups containing 1 to 10 carbon atoms, such as methylene, ethylene, propylene and butylene;

b is an integer from 0 to 4; and

c is 0 or 1, such that if c is 0, - (R) ⁸ ) _c -representing a key.

3. The composition of claim 1 wherein the vinyl polymer is selected from acrylate/polytrimethylsiloxy methacrylate copolymers.

4. A composition according to any one of claims 1 to 3, wherein the vinyl polymer is present in an amount of from 0.1% to 3% by weight, preferably from 0.5% to 2% by weight, relative to the total weight of the composition.

5. The composition according to any one of claims 1 to 4, wherein said associative copolymer is obtained by copolymerization between 1) and 2):

1) At least one ethylenically unsaturated mono-or dicarboxylic acid monomer which is substituted with at least one linear or branched (C ₁ -C ₁₀ ) Alkyl substitution; and

2) At least one associative monomer which is an ester of formula (1):

A-O-(Alk-O) _z -(CH ₂ ) _w -R _a (1)

wherein:

a represents an ethylenically unsaturated acyclic ringResidues optionally containing further carboxyl groups or salts thereof, wherein the further carboxyl groups may be present in a linear or branched chain (C ₁ -C ₂₀ ) Esterification of alkyl groups;

R _a represents alkyl, straight-chain or branched (C) having 1 to 30 carbon atoms ₁ -C ₃₀ ) Alkyl, alkylaryl or arylalkyl, wherein the alkyl is linear or branched, preferably R _a Represents a radical having 1 to 20 carbon atoms (C ₁ -C ₂₀ ) Alkyl, alkylphenyl or phenylalkyl wherein the alkyl is linear or branched;

alk represents a straight chain or branched chain (C ₁ -C ₆ ) Alkylene, especially Alk represents-CH ₂ -CH(R ^b ) -, wherein R is ^b Represents a hydrogen atom, or (C) ₁ -C ₄ ) Alkyl groups such as methyl or ethyl;

z is an integer comprised between 0 and 100, preferably between 0 and 50, inclusive;

w is an integer comprised between 0 and 30, inclusive;

with the proviso that formula (1) contains at least one carboxyl group C (O) OH or C (O) O ^- Q ⁺ Wherein Q is ⁺ Represents a cation selected from alkali metals, alkaline earth metals or ammonium.

6. The composition of any of claims 1-4, wherein the associative copolymer is selected from the group consisting of acrylate/behenyl polyoxyethylene (25) ether methacrylate copolymers, acrylate/stearyl polyoxyethylene (20) ether methacrylate copolymers, acrylate/palmityl polyoxyethylene (25) ether acrylate copolymers, acrylate/stearyl polyoxyethylene (20) ether itaconate copolymers, acrylate/cetyl polyoxyethylene (20) ether methacrylate copolymers, acrylate/behenyl polyoxyethylene (25) ether itaconate copolymers, acrylate/palmityl polyoxyethylene (25) ether methacrylate copolymers, acrylate/stearyl polyoxyethylene (50) ether acrylate copolymers, acrylate/palmityl polyoxyethylene (25) ether itaconate copolymers, and mixtures thereof, preferably acrylate/behenyl polyoxyethylene (25) ether methacrylate copolymers.

7. The composition according to any one of claims 1-6, wherein the associative copolymer is present in an amount ranging from 0.1% to 3% by weight, preferably from 0.5% to 2% by weight, relative to the total weight of the composition.

8. The composition of any one of claims 1-7, wherein the pigment is selected from those coated with a compound of formula (VI):

wherein:

y' independently of one another represents a carboxylic acid group or a basic salt of a carboxylic acid group, for example the sodium salt of a carboxylic acid group;

j1, k1, j2, and k2 represent integers such that (j 1, k1, j2, k 2) = (2,0,2,0), (2,0,0,2), (0,2,2,0), or (0,2,0,2); and

1 represents an integer of 6 to 16, preferably 8 to 14, more preferably 10 to 12.

9. The composition according to any one of claims 1-8, wherein the pigment coated with the amphiphilic amino acid is present in an amount of 1 to 30 wt. -%, preferably 5 to 25 wt. -%, more preferably 10 to 20 wt. -%, relative to the total weight of the composition.

10. The composition according to any one of claims 1 to 9, wherein the dispersant is selected from nonionic dispersants having an HLB value of 1.0 to 3.0 at a temperature of 25 ℃.

11. The composition according to any one of claims 1-10, wherein the dispersant is present in an amount of 0.5 to 5 wt%, preferably 1 to 3 wt%, relative to the total weight of the composition.

12. The composition of any one of claims 1-11, wherein the emollient is selected from the group consisting of glycerin, mannose, hyaluronic acid, biogrand, jojoba oil, squalane, and mixtures thereof.

13. The composition of any one of claims 1-12, wherein the emollient is present in an amount of 1 to 30 wt%, preferably 5 to 25 wt%, more preferably 10 to 20 wt%, relative to the total weight of the composition.

14. The composition of claim 1, comprising, relative to the total weight of the composition:

(i) 0.5 to 2% by weight of an acrylate/poly (trimethylsilyloxy) methacrylate copolymer:

(ii) 0.5 to 2 weight percent of at least one associative copolymer selected from the group consisting of acrylate/behenyl polyoxyethylene (25) ether methacrylate copolymers, acrylate/stearyl polyoxyethylene (20) ether methacrylate copolymers, acrylate/palmityl polyoxyethylene (25) ether acrylate copolymers, acrylate/stearyl polyoxyethylene (20) ether itaconate copolymers, acrylate/cetyl polyoxyethylene (20) ether methacrylate copolymers, acrylate/behenyl polyoxyethylene (25) ether itaconate copolymers, acrylate/palmityl polyoxyethylene (25) ether methacrylate copolymers, acrylate/stearyl polyoxyethylene (50) ether acrylate copolymers, acrylate/palmityl polyoxyethylene (25) ether itaconate copolymers, and mixtures thereof;

(iii) 10 to 20% by weight of at least one pigment coated with a gemini amphiphilic amino acid selected from dilauryl glutamine lysine sodium, dimyristoyl glutamine lysine sodium, and distearyl glutamine lysine sodium;

(iv) 1 to 3 weight percent of at least one dispersant selected from oleic acid, ethylene glycol distearate, sorbitan trioleate, ethylene glycol stearate, sorbitan tristearate, propylene glycol isostearate, polyoxyethylene sorbitol hexastearate, sucrose distearate, mixtures thereof; and

(v) 10 to 20% by weight of at least one emollient, humectant or mixture thereof selected from glycerin, mannose, hyaluronic acid, biogenic gums, jojoba oil, squalane, pentaerythritol tetraethylhexanoate, di-C12-13 alkyl malate, mixtures thereof.

15. A non-therapeutic method for caring for and/or making up keratin materials, comprising applying to the keratin materials a composition according to any one of claims 1 to 14.