A process for making up keratinous materials comprising the application of at least one acrylic copolymer with acetoacetate functions and a hydrophilic crosslinking agent

Abstract

A method for making up keratinous materials comprising the application of at least one acrylic copolymer with acetoacetate functions and a hydrophilic crosslinking agent. The present invention relates to a method for making up keratinous materials, comprising the application to said keratinous materials of at least one composition (A) comprising at least one copolymer with acetoacetate function(s) comprising repeating units derived from at least one monomer of formula (I) and at least one monomer selected from C1-C4 alkyl acrylates, C1-C4 alkyl methacrylates, at least one polyol; at least one C2-C4 alkyl acetate; at least one volatile oil, at least one C2-C4 monoalcohol; and a composition (B) comprising at least one hydrophilic crosslinking agent; an organic or mineral acid; and water; composition (A) and / or composition (B) comprising at least one particulate coloring matter.

Description

Title of the invention: A method for making up keratinous materials comprising the application of at least one acrylic copolymer with acetoacetate groups and a hydrophilic crosslinking agent technical field

[0001] The present invention relates more particularly to the cosmetic field of keratinous materials, and especially to that of makeup for the skin and / or eyelashes and / or eyebrows. It aims to provide a method for applying makeup to keratinous materials comprising at least the application to said keratinous materials of at least two distinct compositions (A) and (B). The invention also relates to a makeup kit for keratinous materials comprising at least two compositions (A) and (B) packaged separately. Previous technique

[0002] Cosmetic products classically require the implementation of one or more film-forming polymers in order to obtain a quality deposit of these products on keratinous materials, and in particular giving satisfaction to the expectations detailed below.

[0003] Thus, in the field of skin makeup, it is particularly expected that the deposit formed will not transfer upon contact with fingers or clothing.

[0004] It must also exhibit good resistance to contact with water, particularly rain or during showering, as well as perspiration and oils, such as sebum, especially when in contact with water. Furthermore, this coating must be comfortable and even glossy.

[0005] To achieve this, it is used in makeup products such as mascaras, eyeliners, eyeshadows, and more particularly in their organic and especially oily phases, dispersions of nanometric polymer particles, as a film-forming agent.

[0006] Thus, for example, document FR 2 741 530 proposes, for this purpose, for the temporary coloring of keratin fibers, the use of a dispersion of film-forming polymer particles comprising at least one acid function and at least one pigment dispersed in the continuous phase of said dispersion. The colors obtained by this coloring method are not always satisfactory in terms of permanence, particularly with shampoo. In fact, generally speaking, these polymers do not allow for deposits on keratin materials that meet all the aforementioned requirements, namely very good water resistance, particularly to hair shampoos, which allows for the adjustment of qualities of shine or invisibility and which, in the case of hair use, provide a very satisfactory hold of the hairstyle.

[0007] Document EP 3 250 177 A1 describes the use of acetoacetylated compounds in the field of keratin fibers. Keratin materials treated with said acetoacetylated compounds do not always give satisfactory results, particularly in terms of resistance to water and shampoos.

[0008] These documents do not allow for obtaining non-sticky deposits, which transfer little, are comfortable, and are persistent. Description of the invention

[0009] There therefore remains a need for cosmetic compositions intended for application to the skin and / or eyelashes and / or eyebrows which provide a non-sticky deposit, which transfers little or not at all, is shiny, comfortable, and long-lasting.

[0010] There also remains a need for compositions that are resistant to various mechanical and chemical aggressions, for example water, makeup-removing compositions such as two-phase waters, or sebum.

[0011] There also remains a need for compositions that provide qualities of brilliance and color retention.

[0012] The present invention is specifically aimed at meeting all or part of these needs. Summary of the invention

[0013] These problems are solved by implementing a process for making up keratinous materials, in particular skin and / or eyelashes and / or eyebrows, comprising at least the application to said keratinous materials of at least two distinct compositions (A) and (B): - said composition (A) comprising at least: i) at least one copolymer with acetoacetate function(s) called CP, comprising repeating units derived from at least one monomer of the following formula (I):

[0014] [Chem.l] (I)

[0015] in which: - Ra represents a hydrogen atom or a (Ci-C4)alkyl group, linear or branched; - Rb and Rc, identical or different, represent a hydrogen atom or a (Ci-C4)alkyl group, linear or branched; - Rd represents a (Ci-C4)alkyl group, linear or branched; and - L represents a linear or branched (Ci-C6)alkylene group, or cycloalkylene, and at least one monomer, preferably at least two monomers selected from CrC4 alkyl acrylates, CrC4 alkyl methacrylates and mixtures thereof; ii) at least one polyol; iii) at least one alkyl acetate comprising 2 to 4 carbon atoms; iv) at least one volatile oil, preferably hydrocarbon and / or silicone; v) at least one monoalcohol comprising 2 to 4 carbon atoms; and - said composition (B) comprising at least: vii) a crosslinking agent selected from hydrophilic (poly)amine compounds selected from a) aminoalkoxysilanes; b) polyamine compounds comprising 2 to 20 carbon atoms, linear or branched, acyclic or cyclic, saturated or unsaturated, conjugated or non-conjugated, aromatic or non-aromatic, optionally substituted by at least one hydroxyl (-OH) and / or carboxylic (-C(=O)OH) radical and / or optionally interrupted by one or more heteroatoms or groups selected from -S-, -SS-, -N(R”)- preferably -N(R”)-, with R” representing a hydrogen atom or a (Ci-C4)alkyl group, preferably a hydrogen atom; c) chitosans;d) compounds of formula (III): ALK[(O-ALK')m-NH2]2 (III), e) triamine polyethers, in particular of formula (IV): ALK”'[(O-ALK')m-NH2]3, f) α, co-diamine polybutadienes, g) hyperbranched polymers comprising at least one amino group and dendrimers bearing at least one amino group, such as PAMAM polyamidoamine dendrimers with an ethylenediamine core and a terminal amine function, as well as mixtures thereof; viii) an organic or mineral acid; and ix) water; - said composition (A) and / or said composition (B) comprising vi) at least one particulate colouring material.

[0016] The inventors have thus found, surprisingly, that the application of ingredients i) to ix) to keratinous materials improves the resistance of the colored deposit to keratinous materials treated with this combination, particularly with regard to water. Detailed description Definitions

[0017] For the purposes of the present invention, in the entire description, including the claims, and unless otherwise indicated:

[0018] By "cosmetic," we mean a composition compatible with the skin, mucous membranes, and hair. The composition according to the invention is non-therapeutic.

[0019] By "keratinous materials", we mean in particular the skin, mucous membranes, keratinous fibers, eyelashes and hair appendages.

[0020] By "skin" we mean the entire skin of the body, and preferably the skin of the face, scalp, décolletage, neck, arms and forearms, eyelids, around the mouth or behind the ears, the hollow of the elbow, the back of the knees, hands, wrists and ankles, or even more preferably, the skin of the face (in particular the forehead, nose, cheeks, chin), décolletage and neck.

[0021] A composition according to the invention comprises a physiologically acceptable medium, that is to say, one which has a pleasant colour, odor and feel and does not generate unacceptable discomforts, that is to say, tingling, pulling, redness, which may deter the user from applying this composition.

[0022] For the purposes of this invention, "fatty substance" means an organic compound that is insoluble in water at ordinary temperature (20 °C) and atmospheric pressure (760 mm Hg) (solubility less than 5%, and preferably 1%, even more preferably 0.1%); furthermore, fatty substances are soluble in organic solvents under the same temperature and pressure conditions, such as halogenated solvents like chloroform, dichloromethane, lower alcohols like ethanol or aromatic solvents like benzene or toluene.

[0023] By "oil" we mean a liquid fat at room temperature (20 °C) and atmospheric pressure (760 mm of Hg).

[0024] By "hydrocarbon oil" is meant an oil formed essentially, or even composed, of carbon and hydrogen atoms, and possibly of oxygen and nitrogen atoms, and not containing silicon or fluorine atoms. It may contain alcohol, ester, ether, carboxylic acid, amine and / or amide groups.

[0025] By "aryl" radical is meant a mono- or polycyclic hydrocarbon group, condensed or not, comprising from 6 to 14 carbon atoms, and of which at least one ring is aromatic; preferably the aryl radical is a phenyl, biphenyl, naphthyl, indenyl, anthracenyl, or tetrahydronaphthyl.

[0026] By "heteroaryl" radical we mean a mono- or polycyclic group, condensed or not, comprising from 5 to 14 links, from 1 to 6 heteroatoms chosen from the nitrogen, oxygen, sulfur and selenium atoms, and of which at least one ring is aromatic.

[0027] By "(hetero)aryl" we mean the aryl or heteroaryl groups.

[0028] By "cyclic" or "cycloalkyl" radical is meant a non-aromatic cyclic hydrocarbon radical, mono- or polycyclic, condensed or non-condensed, containing from 5 to 14 carbon atoms, which may have from 1 to several unsaturations, preferably the cycloalkyl is a cyclohexyl group.

[0029] By "anhydrous" is meant an amount of less than 5% by weight of water, preferably less than 3% by weight of water, better less than 1% by weight of water, relative to the total weight of the composition in question (A) or (B) even more preferably the composition is free of water.

[0030] Unless otherwise specified, the bounds delimiting the extent of a range of values ​​are included in that range of values.

[0031] Unless otherwise indicated, the quantities shown are expressed as mass percentages. Makeup process for keratinous materials

[0032] The first object of the invention is a method of making up keratinous materials, in particular skin and / or eyelashes and / or eyebrows, comprising at least the application on said keratinous materials of at least two distinct compositions (A) and (B): - said composition (A) comprising at least: i) at least one copolymer with CP acetoacetate function(s), comprising repeating units derived from at least one monomer of the following formula (I):

[0033] [Chem.2]

[0034] in which: - Ra represents a hydrogen atom or a (Ci-C4)alkyl group, linear or branched; - Rb and Rc, identical or different, represent a hydrogen atom or a (Ci-C4)alkyl group, linear or branched; - Rd represents a (Ci-C4)alkyl group, linear or branched; and - L represents a linear or branched (Ci-C6)alkylene group, or cycloalkylene, and at least one monomer, preferably at least two monomers selected from CrC4 alkyl acrylates, CrC4 alkyl methacrylates and mixtures thereof; ii) at least one polyol; iii) at least one alkyl acetate comprising 2 to 4 carbon atoms; (iv) at least one volatile oil, preferably hydrocarbon and / or silicone-based; and (v) at least one monoalcohol comprising 2 to 4 carbon atoms; - said composition (B) comprising at least: vii) a crosslinking agent selected from hydrophilic (poly)amine compounds selected from a) aminoalkoxysilanes, b) polyamine compounds comprising 2 to 20 carbon atoms, linear or branched, acyclic or cyclic, saturated or unsaturated, conjugated or non-conjugated, aromatic or non-aromatic, optionally substituted by at least one hydroxyl (-OH) and / or carboxylic (-C(=O)OH) radical, and / or optionally interrupted by one or more heteroatoms or groups selected from -S-,-SS-, -N(R”)- preferably -N(R”)-, with R” representing a hydrogen atom or a (Ci-C4)alkyl group, preferably a hydrogen atom;c) chitosans, d) compounds of formula (III): ALK[(O-ALK')m-NH2]2 (III), e) triamine polyethers, in particular of formula (IV): ALK”'[(O-ALK')m-NH2]3, f) α, co-diamine polybutadienes, g) hyperbranched polymers comprising at least one amino group and dendrimers bearing at least one amino group, such as PAMAM polyamidoamine dendrimers with an ethylenediamine core and a terminal amine function, as well as mixtures thereof; viii) an organic or mineral acid; and ix) water; - said composition (A) and / or said composition (B) comprising vi) at least one particulate colouring material.

[0035] According to a particular embodiment of the invention, the process of the invention comprises the simultaneous application of ingredients i) and vii).

[0036] According to another particular embodiment of the invention, the process comprises at least two steps in which the ingredients i) and vii) are applied in separate and successive steps to the keratin materials, regardless of the order of application.

[0037] According to a particular embodiment, ingredient(s) i) are applied to the keratinous materials, then ingredient(s) vii) are applied to the keratinous materials.

[0038] According to another particular embodiment, the ingredient(s) vii) are applied to the keratinous materials, then the ingredient(s) i) are applied to the keratinous materials.

[0039] According to a particular embodiment, composition (A) and composition (B) are applied simultaneously or sequentially, regardless of the order of application, to the keratinous materials.

[0040] In a preferred embodiment of the invention, a composition obtained by an extemporaneous mixture, at the time of application, of composition (A) and composition (B) as defined above is applied in one step.

[0041] In another embodiment, composition (A) and composition (B) are applied sequentially to the keratinous materials, composition (A) being applied to the keratinous materials before composition (B) or vice versa. Thus, according to this embodiment, the process according to the invention comprises two successive application steps to said keratinous materials, of composition (A) then of composition (B), or of composition (B) then of composition (A).

[0042] According to a particular embodiment of the invention, the process of making up keratinous materials is a process of making up the skin, eyelashes and / or eyebrows.

[0043] The composition (A) may be anhydrous, aqueous such as hydroalcoholic and / or comprise one or more fatty substances, in particular one or more oils other than volatile hydrocarbon oils, as defined below.

[0044] After application of compositions (A) and (B), a permanent, non-sticky colored deposit is advantageously obtained. The deposit obtained is also resistant to oils, water, sebum, and friction, particularly water.

[0045] According to a particular embodiment, the compositions are applied to dry keratinous materials.

[0046] According to a particular embodiment, the keratin materials are dried or allowed to dry after application of compositions (A) and (B), in particular after application of each different composition. i) Copolymer with acetoacetate function(s)

[0047] As previously stated, the process according to the invention comprises at least the application, on keratin materials, of a composition (A) comprising at least one copolymer with acetoacetate function(s), more simply called "copolymer" or "CP", comprising repeating units derived from at least one monomer of the following formula (I):

[0048] [Chem.3] (I)

[0049] in which: - Ra represents a hydrogen atom or a (Ci-C4)alkyl group, linear or branched; - Rb and Rc, identical or different, represent a hydrogen atom or a (Ci-C4)alkyl group, linear or branched; - Rd represents a (Ci-C4)alkyl group, linear or branched; and - L represents a linear or branched (Ci-C6)alkylene group, or cycloalkylene, and at least one monomer, preferably at least two monomers chosen from CrC4 alkyl acrylates, CrC4 alkyl methacrylates and mixtures thereof.

[0050] Preferably, in formula (I): - Ra represents a hydrogen atom or a methyl group, more preferably a methyl group; - Rb and Rc represent a hydrogen atom; - Rd represents a methyl group; and - L represents a (Ci-C4)alkylene group, and more preferably L represents ethylene.

[0051] According to a preferred embodiment, the monomer of formula (I) is selected from acetoacetoxyethyl acrylate, acetoacetoxyethyl methacrylate, and mixtures thereof.

[0052] According to a preferred embodiment, the copolymer(s) are obtained by the polymerization of: - 1 to 30% by weight, in particular 5 to 20% by weight, relative to the total weight of the monomers, of at least one monomer (1) of formula (I) as defined above; and - 70 to 99% by weight, in particular 80 to 95% by weight, relative to the total weight of the monomers, of at least one monomer (2), preferably of at least two monomers (2) selected from CrC4 alkyl acrylates, CrC4 alkyl methacrylates and mixtures thereof, it being understood that said CP copolymers are obtained by polymerization of at least one monomer (1) with at least one monomer (2) and preferably at least two monomers (2).

[0053] Said CP copolymer may be a statistical, alternating (block) or gradient copolymer.

[0054] Preferably, the CP copolymer is a statistical copolymer.

[0055] For the purposes of the present invention, a "statistical copolymer" is understood to be a copolymer formed of macromolecules in which the sequential distribution of the monomer units (1) and (2) obeys known statistical laws. In other words, in a statistical copolymer, the different monomers follow one another in any order. Statistical copolymers are also called random copolymers. For example, the sequence of a statistical copolymer, formed of monomers A and B, might be the following: AABABBBBAABA.

[0056] The CP copolymer according to the present invention is in particular devoid of monomeric units different from monomers (1) and (2) defined above and below. Monomer (1)

[0057] According to the invention, the CP copolymer comprises from 1 to 30% by weight, more particularly from 1 to 20% by weight, in particular from 5 to 20% by weight, and preferably from 5 to 15% by weight, relative to the total weight of the monomers, of at least one monomer (1) of formula (I):

[0058] [Chem.4]

[0059] in which: - Ra represents a hydrogen atom or a (Ci-C4)alkyl group, linear or branched, preferably Ra represents a methyl group; - Rb and Rc, identical or different, represent a hydrogen atom or a (Ci-C4)alkyl group, linear or branched, preferably Rb and Rc represent a hydrogen atom; - Rd represents a (Ci-C4)alkyl group, linear or branched, preferably Rd represents a methyl group; and - L represents a (Ci-C6)alkylene group, linear or branched, or cycloalkylene, preferably L represents a (CrC4)alkylene group, in particular ethylene.

[0060] In particular, the monomer (1) is selected from acetoacetoxyethyl acrylate, acetoacetoxyethyl methacrylate, and mixtures thereof, and preferably, the monomer (1) is acetoacetoxyethyl methacrylate.

[0061] Acetoacetoxyethyl acrylate is a compound with the molecular formula C9H12O5, and the semi-developed formula:

[0062] [Chem.5]

[0063] As an example of acetoacetoxyethyl acrylate, one can notably cite that marketed under the name Butanoic acid, 3-oxo-2-[(l-oxo-2-propen-l-yl)oxy]ethyl ester by the Alfa Chemistry Company.

[0064] Acetoacetoxyethyl methacrylate is a compound with the molecular formula C10H14O5, and the semi-developed formula:

[0065] [Chem.6]

[0066] One example of acetoacetoxyethyl methacrylate is that marketed under the name Eastman™ AAEM by the Eastman Company. Monomer (2)

[0067] According to the invention, the copolymer comprises from 70 to 99% by weight, in particular from 80 to 95% by weight, preferably from 85 to 95% by weight of at least one monomer (2) selected from Ci-C4 alkyl acrylates, CrC4 alkyl methacrylates, and mixtures thereof, relative to the total weight of the monomers.

[0068] Among CrC4 alkyl acrylates and CrC4 alkyl methacrylates usable as monomers (2), particular examples include methyl acrylate, ethyl acrylate, n-propyl acrylate, isopropyl acrylate, n-butyl acrylate, isobutyl acrylate, tert-butyl acrylate, methyl methacrylate, ethyl methacrylate, n-propyl methacrylate, isopropyl methacrylate, n-butyl methacrylate, isobutyl methacrylate, tert-butyl methacrylate and mixtures thereof.

[0069] Preferably, the monomer (2) is a Ci-C4 alkyl acrylate, in particular selected from butyl acrylate, isobutyl acrylate, tert-butyl acrylate.

[0070] Butyl acrylate is a compound with the molecular formula C7Hi3O2 and the semi-developed formula:

[0071] [Chem.7]

[0072] As an example of butyl acrylate, one can notably cite that marketed under the name Butyl acrylate by the Sigma Aldrich Company.

[0073] According to a preferred embodiment, the monomer (2) is at least one monomer selected from CrC4 alkyl acrylates and / or CrC alkyl methacrylates 4, preferably chosen from among the C1-C4 alkyl acrylates, and more preferably the monomer (2) is at least the butyl acrylate.

[0074] Isobutyl acrylate is a compound with the molecular formula C7Hi2O2 and the semi-developed formula:

[0075] [Chem. 8]

[0076] As an example of isobutyl acrylate, one can notably cite that marketed under the name isobutyl acrylate by the Sigma Aldrich Company.

[0077] Tert-butyl acrylate is a compound with the molecular formula C7Hi2O2 and the semi-structural formula:

[0078] [Chem.9]

[0079] As an example of tert-butyl acrylate, one can notably cite that marketed under the name tert-butyl acrylate by the Sigma Aldrich Company.

[0080] According to a preferred embodiment of the invention, the CP copolymer(s) comprises a first monomer (2) selected from Ci-C4 alkyl acrylates, Ci-C4 alkyl methacrylates, and mixtures thereof, preferably CrC4 alkyl acrylates, more preferably isobutyl acrylate, and present in a content of 5 to 40% by weight, in particular 15 to 30% by weight, relative to the total weight of the monomers, and a second monomer (2) different from the aforementioned first monomer (2), selected from CrC4 alkyl acrylates, CrC4 alkyl methacrylates, and mixtures thereof, preferably Ci-C4 alkyl acrylates, more preferably tert-butyl acrylate, and present in a content of 30 to 80% by weight, in particular 50 to 75% by weight, preferably 60 to 70% by weight relative to the total weight of the monomers, and at least one monomer (1) as defined above,in particular selected from acetoacetoxyethyl acrylate, acetoacetoxyethyl methacrylate, and mixtures thereof, and preferably, the monomer (1) is acetoacetoxyethyl methacrylate and is present in a content of 5 to 20% by weight relative to the total weight of the monomers.

[0081] In particular, the CP copolymer comprises 80 to 99% by weight of at least one monomer (2) selected from Ci-C4 alkyl acrylates and CrC4 alkyl methacrylates, relative to the total weight of the monomers.

[0082] In particular, the CP copolymer according to the present invention is preferably obtained by the copolymerization of isobutyl acrylate, tert-butyl acrylate and acetoacetoxyethyl methacrylate, more preferably in a mass ratio of isobutyl acrylate / tert-butyl acrylate / acetoacetoxyethyl methacrylate of (25 / 65 / 10).

[0083] Preferably, the composition (A) according to the invention comprises the CP copolymer(s) in a total content of 1 to 45% by weight of active material, more preferably of 5 to 35% by weight of active material, and more preferably still of 15 to 30% by weight of active material, relative to the total weight of the composition (A).

[0084] According to a preferred embodiment, the composition (A) according to the invention comprises, as CP copolymers, at least the copolymer formed of isobutyl acrylate, tert-butyl acrylate and acetoacetoxyethyl methacrylate preferably in a ratio of 25 / 65 / 10.

[0085] When composition (A) according to the invention comprises, as CP copolymers, at least the copolymer formed of isobutyl acrylate, tert-butyl acrylate, and acetoacetoxyethyl methacrylate, preferably in a ratio of 25 / 65 / 10, the total content of CP copolymer(s) ranges from 5 to 40% by weight of active material, preferably from 10 to 35% by weight of active material, and more preferably from 20 to 30% by weight of active material, relative to the total weight of composition (A), ii) Polyol

[0086] As previously stated, a composition (A) according to the invention comprises at least one polyol.

[0087] Preferably, the polyol(s) have: - a hydrocarbon chain, saturated or unsaturated, linear or branched, comprising at least two hydroxyl groups; or - a saturated hydrocarbon chain, linear or branched, in which one or more carbon atoms are replaced by an oxygen atom and comprising at least two hydroxyl functions, such as polyethylene glycols (PEGs) having 4 to 8 ethylene glycol motifs.

[0088] Preferably, the polyol(s) have a saturated hydrocarbon chain, linear or branched.

[0089] Advantageously, the polyol(s) comprise a number of carbon atoms from 2 to 20, and preferably from 2 to 10, and comprise from 2 to 12, and better from 2 to 8 hydroxyl functions.

[0090] The polyol(s) may be chosen from glycols such as ethylene glycol, propylene glycol, propane-1,3-diol, isoprene glycol, butylene glycol, dipropylene glycol, polypropylene glycol, caprylyl glycol, hexylene glycol, glycerol or glycerin, diglycerin, erythritol, pentaerythritol, arabitol, adonitol, sorbitol, dulcitol, maltitol, panthenol.

[0091] Among these polyols, glycerin, caprylyl glycol, propylene glycol, dipropylene glycol, butylene glycol, hexylene glycol, propane-1,3-diol, and mixtures thereof are preferred, and even more preferably glycerin, caprylyl glycol, hexylene glycol, and mixtures thereof.

[0092] According to a particular embodiment, the polyol(s) may be present in the composition according to the invention in quantities ranging from 0.1 to 35% by weight, preferably from 0.5 to 30% by weight, better from 0.5 to 25% by weight relative to the total weight of the composition (A). iii) C2-C4 alkyl acetate

[0093] As previously stated, a composition (A) according to the invention comprises at least one C2-C4 alkyl acetate.

[0094] Short-chain alkyl acetates are esters whose alkyl chain comprises 2 to 4 carbon atoms. They are in particular selected from ethyl acetate, methyl acetate, propyl acetate, butyl acetate and n-butyl acetate.

[0095] Advantageously, composition (A) comprises the C2-C4 alkyl acetate(s) in a content of 11 to 50% by weight, preferably 5 to 40% by weight, more preferably 10 to 30% by weight, relative to the total weight of composition (A). iv) Volatile oil

[0096] As previously stated, a composition (A) according to the invention comprises at least one volatile oil. The volatile oil or oils are selected from hydrocarbon or silicone volatile oils, as well as mixtures thereof. Preferably, the volatile oil or oils are selected from hydrocarbon volatile oils.

[0097] By "volatile oil" is meant an oil having a non-zero vapor pressure, at ambient temperature and atmospheric pressure, ranging in particular from 2.66 Pa to 40,000 Pa, in particular going to 13,000 Pa, and more particularly going to 1300 Pa (OECD standard 104).

[0098] According to one variant of the invention, composition (B) optionally comprises at least one volatile oil, identical or different from that(s) of composition (A).

[0099] According to one embodiment of the invention, the volatile oil(s) iv) is / are chosen from hydrocarbon oils, in particular chosen from: - hydrocarbon oils having 8 to 16 carbon atoms, in particular C8-Ci6 branched alkanes, in particular iso-alkanes, more particularly iso-alkanes (also called isoparaffins), preferably Ci3-Ci6 Isoparaffin, isododecane, isodecane, isohexadecane, for example oils sold under the trade names Isopars or Permetyls, alone or in mixtures, preferably isododecane (also called 2,2,4,4,6-pentamethylheptane); linear alkanes, in particular Cn-Ci6, alone or in mixtures, in particular hexane, decane, undecane, tridecane, n-dodecane (Ci2) and n-tetradecane (Ci4), mixtures of n-undecane (Cn) and n-tridecane (Ci3), and mixtures thereof; non-aromatic cyclic alkanes, in C5-Ci2; and mixtures thereof; - short-chain esters having 5 to 8 carbon atoms; - hydrocarbon carbonate oils of structure R'i-OC(O)-O-R'2 in which R'i and R'2 independently designate a linear, branched or cyclic C4-C8 alkyl group, preferably a C4-C8 alkyl group, more preferably chosen from dibutyl carbonate or dipentyl carbonate; - Ether oils of formula RrO-R2, in which Ri and R2 designate, independently of each other, a linear, branched or cyclic C4-C8 alkyl group, preferably a C4-C8 alkyl group.

[0100] According to another embodiment of the invention, the volatile oil(s) iv) is / are chosen from silicone oils, in particular chosen from: - silicone oils comprising in particular, from 2 to 7 silicon atoms, these silicone oils having, optionally, alkyl or alkoxy groups having from 1 to 10 carbon atoms, such as dimethicones of viscosity 5 and 6 cSt, cyclopentadimethylsiloxane, dodecamethylpentasiloxane, cyclohexadimethylsiloxane, octamethyl cyclotetrasiloxane, decamethyl cyclopentasiloxane, dodecamethyl cyclohexasiloxane, heptamethyl hexyltrisiloxane, heptamethyloctyl trisiloxane, hexamethyl disiloxane, octamethyl trisiloxane, decamethyl tetrasiloxane, dodecamethyl pentasiloxane, and mixtures thereof.

[0101] Preferably, the composition (A) comprises at least one volatile hydrocarbon oil iv) selected from C8-Ci6 alkanes, in particular branched, alone or in mixture, and preferably isododecane.

[0102] Composition (B) may optionally contain at least one volatile oil, preferably hydrocarbon, selected from C8-Ci6 alkanes, in particular branched, alone or in mixtures, preferably isododecane.

[0103] According to an advantageous embodiment, composition (B) does not comprise volatile oil.

[0104] Advantageously, the composition (A) comprises the volatile oil(s), preferably hydrocarbon oil(s), in a content of 1 to 70% by weight, preferably 5 to 50% by weight, more preferably 10 to 30% by weight, relative to the total weight of the composition (A). v) C2-C4 monoalcohol

[0105] As previously stated, a composition (A) according to the invention comprises at least one C2-C4 monoalcohol.

[0106] According to one variant of the invention, composition (B) may optionally comprise at least one C2-C4 monoalcohol, identical or different from that or those of composition (A).

[0107] Preferably, the monoalcohol(s) of the invention are chosen from among saturated or unsaturated, linear or branched monoalcohols comprising 2 to 4 carbon atoms.

[0108] In particular, the monoalcohol(s) may be selected from ethanol, isopropanol, n-propanol, tert-butanol, butanol, and mixtures thereof.

[0109] Advantageously, composition (A) comprises the C2-C4 monoalcohol(s) in a content of 1 to 60% by weight, preferably 3 to 40% by weight, more preferably 5 to 25% by weight, relative to the total weight of composition (A).

[0110] In the case where composition (B) comprises at least one C2-C4 monoalcohol, its / their content varies from 1 to 60% by weight, preferably from 3 to 40% by weight, more preferably from 5 to 25% by weight, relative to the total weight of composition (B). vi) Particulate coloring matter

[0111] As previously stated, at least one of the compositions (A) and (B) according to the invention comprises at least one particulate coloring matter.

[0112] More particularly, composition (A) and / or composition (B) of the invention comprises at least one particulate colouring material, and preferably at a rate of at least 0.01% by weight, relative to the total weight of the composition considered.

[0113] For obvious reasons, this quantity is likely to vary significantly with regard to the intensity of the color effect sought and the colonic intensity provided by the coloring materials considered, and its adjustment clearly falls within the competence of the person skilled in the art.

[0114] Pigments

[0115] “Pigments” means white or colored particles, mineral or organic, insoluble in the composition, intended to color and / or opacify the composition and / or the resulting deposit.

[0116] Mineral pigments

[0117] According to a particular embodiment, the pigments used according to the invention are chosen from mineral pigments.

[0118] The term "mineral pigment" means any pigment that meets the definition in the Ullmann Encyclopedia under the chapter on inorganic pigments. Examples of mineral pigments useful in the present invention include zirconium or cerium oxides, as well as zinc, iron (black, yellow, or red), or chromium oxides, manganese violet, ultramarine blue, chromium hydrate, ferric aluminum ferrocyanide, titanium dioxide, and metallic powders such as aluminum powder and copper powder. The following mineral pigments may also be used: Ta2O5, Ti3O5, Ti2O3, TiO, and ZrO2 in mixtures with TiO2, ZrO2, Nb2O5, CeO2, and ZnS.

[0119] The size of the pigment useful in the context of the present invention is generally greater than 100 nm and can go up to 10 µm, preferably from 200 nm to 5 µm, and more preferably from 300 nm to 1 µm.

[0120] According to a particular embodiment of the invention, the pigments have a size characterized by a D

[50] greater than 100 nm and up to 10 qm, preferably from 200 nm to 5 qm, and more preferably from 300 nm to 1 qm.

[0121] The sizes are measured by static light scattering using a commercial particle size analyzer, the Malvern Master Sizer 3000®, which allows for the determination of the particle size distribution of all particles over a wide range from 0.01 µm to 1000 µm. The data are processed based on the classical Mie scattering theory. This theory is best suited for size distributions ranging from submicron to multimicron and allows for the determination of an "effective" particle diameter. This theory is notably described in Van de Hulst, H.C., "Light Scattering by Small Particles," Chapters 9 and 10, Wiley, New York, 1957.

[0122] D

[50] represents the maximum size that 50% of the particles have by volume.

[0123] According to a particular embodiment of the invention, the mineral pigment comprises a lipophilic or hydrophobic coating, the latter preferably being present in the oily phase of the composition according to the invention.

[0124] According to a particular embodiment of the invention, the pigments can be coated with at least one compound selected from metallic soaps; N-acylated amino acids or their salts; lecithin and its derivatives; trisostearyl titanate isopropyl; isostearyl sebacate; natural vegetable or animal waxes; polar synthetic waxes; fatty esters; phospholipids; and mixtures thereof.

[0125] According to a particular mode, the pigments can be coated according to the invention with an N-acylated amino acid or one of its salts which can comprise an acyl group having from 8 to 22 carbon atoms, such as for example a 2-ethyl hexanoyl, caproyl, lauroyl, myristoyl, palmitoyl, stearoyl, cocoyl group.

[0126] The amino acid may be, for example, lysine, glutamic acid, or alanine. The salts of these compounds may be aluminum, magnesium, calcium, zirconium, zinc, sodium, or potassium salts. Thus, according to a particularly preferred embodiment, the pigments may be coated with an N-acylated amino acid derivative, which may be, in particular, a glutamic acid derivative and / or one of its salts, and more specifically a stearoyl glutamate, such as aluminum stearoyl glutamate. Examples of pigments treated with aluminum stearoyl glutamate include the iron oxide pigments black CI 77499, red CI 77491, and yellow CI 77492, sold under the trade name NAI® by MIYOSHI KASEI.

[0127] According to a preferred embodiment, the pigments according to the invention can be coated with isopropyl titanium triisostearyl titanate. Examples of pigments treated with isopropyl titanium triisostearate (ITT) include titanium dioxide pigments and black, red and yellow iron oxide pigments sold under the trade names BWB0-I2® (Iron Oxide CI 77499 and Isopropyl Titanium Triisostearate), BWY0-I2® (Iron Oxide CI 77492 and Isopropyl Titanium Triisostearate) and BWR0-I2® (Iron Oxide CI 77491 and Isopropyl Titanium Triisostearate) by KOBO.

[0128] Among the mineral pigments, we can also mention nacres.

[0129] They can be chosen from white pearlescent pigments such as titanium-coated mica or bismuth oxychloride, colored pearlescent pigments such as titanium mica with iron oxides, titanium mica with in particular ferric blue or chromium oxide, titanium mica with an organic pigment of the aforementioned type as well as pearlescent pigments based on bismuth oxychloride.

[0130] Organic pigments

[0131] The pigments that can be used according to the invention can also be organic pigments.

[0132] The term "organic pigment" means any pigment that meets the definition in the Ullmann Encyclopedia under the chapter on organic pigments. Organic pigments may include, in particular, nitroso, nitro, azo, xanthene, quinoline, anthraquinone, phthalocyanine, metal complex, and isoindolinone compounds. isoindoline, quinacridone, périnone, pérylène, dicétopyrrolopyrrole, thioindigo, dioxazine, triphénylméthane, quinophtalone.

[0133] The organic pigment(s) may be chosen, for example, from carmine, carbon black, aniline black, melanin, azo yellow, quinacridone, phthalocyanine blue, sorghum red, the blue pigments coded in the Color Index under references CI 42090, 69800, 69825, 73000, 74100, 74160, the yellow pigments coded in the Color Index under references CI 11680, 11710, 15985, 19140, 20040, 21100, 21108, 47000, 47005, the green pigments coded in the Color Index under references CI 61565, 61570, 74260, the orange pigments coded in the Color Index under the references CI 11725, 15510, 45370, 71105, red pigments coded in the Color Index under the references CI 12085, 12120, 12370, 12420, 12490, 14700, 15525, 15580, 15620, 15630, 15800, 15850, 15865, 15880, 17200, 26100, 45380, 45410, 58000, 73360, 73915, 75470, and pigments obtained by oxidative polymerization of indole derivatives,phenolic compounds as described in French patent FR 2 679 771.

[0134] These pigments can also be in the form of composite pigments as described in patent EPI 184426. These composite pigments can be composed in particular of particles comprising an inorganic core covered at least partially with an organic pigment and at least one binder ensuring the fixation of the organic pigments on the core.

[0135] The pigment can also be a lacquer.

[0136] By "lacquer" is meant insolubilized dyes adsorbed onto insoluble particles, the whole thus obtained remaining insoluble during use.

[0137] The inorganic substrates on which the dyes are adsorbed are, for example, alumina, silica, calcium sodium borosilicate or calcium aluminium borosilicate, and aluminium.

[0138] Among the organic dyes, we can mention cochineal carmine. We can also mention the products known under the following names: D&C Red 21 (CI 45 380), D&C Orange 5 (CI 45370), D&C Red 27 (CI 45410), D&C Orange 10 (CI 45425), D&C Red 3 (CI 45430), D&C Red 4 (CI 15510), D&C Red 33 (CI17200), D&C Yellow 5 (CI 19140), D&C Yellow 6 (CI 15985), D&C Green (CI 61570), D&C Yellow 10 (CI 77002), D&C Green 3 (CI 42053), D&C Blue 1 (CI 42090), D&C BLACK 2 (CI 77266).

[0139] Examples of lacquers include products known as D&C YELLOW 5 (CI 19140), D&C BLACK 2 (CI 77266), D&C BLUE 1 (CI 42090), and their mixtures.

[0140] Colouring materials, preferably pigments, may be present in concentrations ranging from 0.01 to 50% by weight, preferably from 1 to 40% by weight, more specifically from 2 to 20% relative to the total weight of the composition which contains them.

[0141] Preferably, the particulate colouring material(s) are chosen from among the pigments, preferably, the pigment(s) of the invention are chosen from among carbon black, iron oxides in particular yellow, red and black and micas coated with iron oxide, blue and violet pigments such as for example BLUE 1 lake, azo pigments in particular red such as D&C RED 7, alkali metal salts of lithol red such as the calcium salt of lithol red B, even more preferably black iron oxides, red iron oxides, yellow iron oxides and azo pigments in particular red such as D&C RED 7.

[0142] Advantageously, the process of making up keratin materials is a process of making up the skin, eyelashes and / or eyebrows in particular a process of making up using compositions of mascara, eyeliner, eyeshadow, foundation. vii) Crosslinking agent

[0143] As previously stated, a composition (B) according to the invention comprises at least one particular hydrophilic crosslinking agent.

[0144] For the purposes of the invention, the term “crosslinking agent”, also referred to as “R”, designates a compound capable of establishing at least one covalent bond with at least one acetoacetate function of the CP copolymer(s) used in the treatment process according to the invention, and thus of crosslinking this or these compound(s).

[0145] According to an advantageous embodiment of the invention, the hydrophilic crosslinking agent(s) are present in a mass content ranging from 1 to 50% by weight in active material, in particular ranging from 1 to 40% by weight in active material, and more particularly from 5 to 30% by weight in active material, relative to the total weight of the composition (B) containing them.

[0146] More specifically, the hydrophilic crosslinking agent(s) suitable for the invention are chosen from a) aminoalkoxysilanes, b) polyamine compounds comprising from 2 to 20 carbon atoms, linear or branched, acyclic or cyclic, saturated or unsaturated, conjugated or non-conjugated, aromatic or non-aromatic, optionally substituted by at least one hydroxyl (-OH) and / or carboxylic (-C(=O)OH) radical, optionally interrupted by one or more heteroatoms or groups chosen from -S-, -SS-, -Si(R')2-O-, -O-Si(R')2-, -N(R')-, preferably -Si(R')2-O-, -O-Si(R')2-, -N(R')-, with R', identical or different, representing a (CrC4)alkyl group such that methyl, and R” representing a hydrogen atom or a (Ci-C4)alkyl group, preferably a hydrogen atom; c) chitosans, d) compounds of formula (III): ALK[(O-ALK')m-NH2]2 (III), e) triamine polyethers in particular of formula (IV): ALK'”[(O-ALK')m-NH2]3, f) α, co-diamine polybutadienes, g) hyperbranched polymers comprising at least one amino group and dendrimers bearing at least one amino group, such as PAMAM polyamidoamine dendrimers with an ethylenediamine core and a terminal amine function and mixtures thereof.

[0147] By "(poly)amine" compounds, we mean compounds comprising at least one primary (-NH2) or secondary (-NHR) amine function, R different from a hydrogen atom), preferably comprising at least one primary amine function.

[0148] According to a first particular embodiment of the invention, the (poly)amine compound(s) are monoamine, namely they contain a single primary and / or secondary amine group, preferably primary (NH2).

[0149] According to a first embodiment, the (poly)amine compound(s) are chosen from a) amino alkoxysilanes, in particular of formula R'iSi(OR'2)z(R'3)x, in which: - R'i is a Ci-C6 hydrocarbon chain, linear or branched, saturated or unsaturated, cyclic or acyclic, substituted by a group chosen from the primary amine groups NH2 or secondary amine groups -N(H)R with R representing a Cr C4 alkyl, an aryl, a benzyl substituted by an amino group or by an aminoalkyl group in Ci-C4; R'i may be interrupted in its chain by a heteroatom (O, S, NH) or a carbonyl group C(O), R'i being linked to the silicon atom directly via a carbon atom, - R'2 and R'3, whether identical or different, represent a (Ci-C6)alkyl group, linear or branched. - z denotes an integer from 1 to 3, and - x denotes an integer from 0 to 2, with z + x = 3.

[0150] In particular, R'i is an acyclic chain. Preferably, R'i is a linear or branched, saturated or unsaturated C1-C6 hydrocarbon chain substituted with an amine group -NH2 or -N(H)R, where R represents a C1-C6 alkyl, a C3-C6 cycloalkyl, or a C6 aromatic. More preferably, R'i is a linear, saturated C1-C6 hydrocarbon chain substituted with an amine group NH2. Even more preferably, R'i is a linear, saturated C2-C4 hydrocarbon chain substituted with an amine group NH2.

[0151] In particular, R'2 represents an alkyl group comprising 1 to 4 carbon atoms, preferably R'2 represents a linear alkyl group comprising 1 to 4 carbon atoms, and more preferably R'2 represents the ethyl group.

[0152] In particular, R'3 represents an alkyl group comprising 1 to 4 carbon atoms, preferably R'3 represents a linear alkyl group comprising 1 to 4 carbon atoms, and more preferably R'3 represents the methyl or ethyl group.

[0153] Preferably, the (poly)amine compound(s) are chosen from among the amino alkoxysilanes, compounded according to the preceding formula in which z is equal to 2 and x is equal to 1, or in which z is equal to 3 and x is equal to 0. Preferably, z is equal to 3.

[0154] In particular, the (poly)amine compound(s) are selected from amino alkoxysilanes having only one primary and / or secondary amine group, preferably primary (NH2), such as 3-aminopropyltriethoxysilane (APTES), 3-aminoethyltriethoxysilane (AETES), 3-aminopropylmethyldiethoxysilane, N-(2-aminoethyl)-3-aminopropyltriethoxysilane, 3-(m-aminophenoxy)propyltrimethoxy-silane, p-aminophenyltrimethoxysilane, and N-(2-aminoethylaminomethyl)-phenethyltrimethoxysilane.

[0155] Preferably, the (poly)amine compound(s) are chosen from 3-aminopropyltriethoxysilane (APTES), 3-aminoethyltriethoxysilane (AETES), 3-aminopropylmethyldiethoxysilane, and N-(2-aminoethyl)-3-aminopropyltrieth oxysilane, and more preferably 3-aminopropyltriethoxysilane (APTES), in particular that marketed by Sigma Aldrich.

[0156] According to a second particular embodiment of the invention, the (poly)amine compound(s) are selected from b) hydrocarbon compounds comprising at least two primary and / or secondary amine functions, at least one of which is a primary amine function, comprising from 2 to 20 carbon atoms, linear or branched, acyclic or cyclic, saturated or unsaturated, conjugated or non-conjugated, aromatic or non-aromatic, optionally substituted by at least one hydroxyl (-OH) and / or carboxylic (-C(=O)OH) radical and / or optionally interrupted by one or more heteroatoms or groups selected from -S-, -SS-, -N(R”)- preferably -N(R”)-, with R” representing a hydrogen atom or a (Ci-C4)alkyl group, preferably a hydrogen atom.

[0157] Preferably, the polyamine compound(s) have the formula NH2-alk-NH2 in which alk designates a linear, branched or cyclic C2-C20 hydrocarbon divalent chain, optionally substituted by a hydroxy group (-OH) and / or by a carboxylic group (-C(=O)OH) and / or optionally interrupted by one or more heteroatoms selected from -N(R”)- with R” designating a hydrogen atom or a Ci-C4 alkyl radical, preferably a hydrogen atom.

[0158] Examples of such compounds include, in particular, N-methyl-1,3-diaminopropane, N-propyl 1,3-diaminopropane, N-isopropyl 1,3-diaminopropane, N-cyclohexyl 1,3-diaminopropane, 2-(3-aminopropylamino)ethanol, 1,3-diamino-2-propanol, 1,6-diaminohexane, 1,7-diaminoheptane, 1,8-diaminooctane, 1,9-diaminononane, 3-(2-aminoethyl)aminopropylamine, bis(3-aminopropyl)amine, methyl bis(3-aminopropyl)amine, N-(3-aminopropyl)-1,4-diaminobutane, N,N-dimethyldipropylene triamine, 1,2-bis(3-aminopropylamino)ethane, N,N'-bis(3-aminopropyl)-l,3-propanediamine, ethylenediamine, 1,3-propylenediamine, 1,4-butylenediamine, lysine, omithine, cystamine, xylenediamine, tris(2-aminoethyl)amine, l,3-bis(aminomethyl)cyclohexane, l,4-bis(aminomethyl)cyclohexane, diaminopropanol, spermidine and mixtures thereof.

[0159] According to another embodiment of the invention, the (poly)amine compound(s) are chosen from among amine polymers, in particular having a weight average molecular weight ranging from 500 g.mol1 to 1,000,000 g.mol', preferably ranging from 500 g.mol' to 500,000 g.mol', and preferably ranging from 500 g.mol1 to 100,000 g.mol1.

[0160] Preferably, the (poly)amine compound(s) comprise at least two amine groups, primary and / or secondary, preferably primary.

[0161] According to a particular embodiment of the invention, the (poly)amine compound(s) are diaminized, namely they contain two primary and / or secondary amine groups, preferably primary (NH2).

[0162] More specifically, they are chosen from d) compounds of formula (III): - ALK[(O-ALK')m-NH2]2 (III) in which: - ALK and ALK', whether identical or different, represent a (Ci-C6)alkylene group, linear or branched, preferably linear, such as propylene, - m represents an integer greater than or equal to 0, preferably the value of m is such that the average molecular weight by weight of compound (III) ranges from 500 g.mol1 to 55,000 g.mol1. The (poly)amine compound(s) that are diamininated are particularly diamininated polyethers, notably of the formula H2N-ALK-O-[ALK'-O]m-ALK”-NH2 with ALK, ALK' and ALK”, identical or different, representing a linear or branched (C1-C6)alkylene group, and m representing an integer greater than or equal to 0, such as 4,7,10-trioxa-1,13-tridecanediamine or the compounds known under the reference Jeffamine from the Huntsman company, and more particularly polyethylene glycol and / or polypropylene glycol α,co-diamine (with an amine function at the end of the chain) such as those sold under the names Jeffamine D-230, D-400, D-2000, D-4000, ED-600, ED-9000, ED-2003.

[0163] According to another particular embodiment of the invention, the (poly)amine compound(s) are triamine, namely they contain three primary and / or secondary amine groups, preferably primary (NH2).

[0164] More particularly, they are chosen from e) triamine polyethers in particular of formula (IV): ALK'”[(O-ALK')m-NH2]3 with ALK' as defined above and ALK”', representing a trivalent (Ci-C6)alkylene group, linear or branched, and m representing an integer greater than or equal to 0.

[0165] As (poly)amine compounds which are triamined, triamine polyethers are particularly cited, and in particular polyethylene glycol and / or polypropylene glycol a, co-diamine (with amine function at the end of the chain) such as those sold under the name Jeffamine T-403 from Huntsmann.

[0166] According to a third particular embodiment of the invention, the (poly)amine compound(s) comprise more than three primary and / or secondary amine groups, preferably primary (NH2).

[0167] Suitable in particular are polyamino acids having NH2 groups such as polylysine, in particular that sold by JNC Corporation (formerly Chisso); amino dextran, in particular that sold by CarboMer Inc; polyvinyl amino alcohol, in particular that sold by CarboMer Inc, f) α, co-diamine polybutadienes, g) hyperbranched polymers comprising at least one amino group and dendrimers bearing at least one amino group, such as PAMAM polyamidoamine dendrimers with an ethylenediamine core and a terminal amine function.

[0168] Chitosan is also suitable. This polysaccharide can notably be obtained by deacetylation of chitin; chitin being a polysaccharide composed of several N-acetyl-D-glucosamine units linked together by a [3(1,4)] type bond. The ideal chemical structure of chitosan is more specifically a sequence of [3-D-glucosamine] monomers linked by a (1→4) glycosidic bond. As an example of usable chitosan, one can cite, for example, the product sold under the reference Kiosmetine CSG® by the company Kytozyme.

[0169] According to an advantageous embodiment of the invention, the composition comprises a crosslinking agent selected from (poly)amine compounds, in particular selected from a) aminoalkoxysilanes, in particular 3-aminopropyltriethoxysilane (APTES), 3-aminoethyltriethoxysilane (AETES), 3-aminopropylmethyldiethoxysilane, V-(2-aminoethyl)-3-aminopropyltriethoxysilane; b) from NH2-alk-NH2 polyamine compounds, in which alk denotes a C2-C20 divalent hydrocarbon chain, optionally substituted by a hydroxyl group (-OH) and / or by a carboxyl group (-C(=O)OH) and / or optionally interrupted by one or more heteroatoms selected from -N(R)- with R” denoting a hydrogen atom or a C1-C4 alkyl radical, such as spermidine; c) from chitosans; d) from compounds of formula (III): ALK[(O-ALK')m-NH2]2 (III) such as 4,7,10-trioxa-1,13-tridecanediamine or compounds known under the reference Jeffamine from Huntsman, and more particularly polyethylene glycol and / or polypropylene glycol α,co-diamine (with an amine function at the end of the chain); e) from triamine polyethers, in particular of formula (IV): ALK'”[(O-ALK')m-NH2]3; f) from polybutadienes α,co-diamine; g) from hyperbranched polymers comprising at least one amino group and dendrimers bearing at least one amino group, such as dendrimers PAMAM polyamidoamines with an ethylenediamine core and a terminal amine function, as well as their mixtures.

[0170] According to a preferred embodiment, the (poly)amine compound(s) is / are selected from 1,3-diamino-2-propanol, 1,6-diaminohexane, 1,7-diaminoheptane, 1,8-diaminooctane, 1,9-diaminononane, 3-(2-aminoethyl)aminopropylamine, bis(3-aminopropyl)amine, methyl bis(3-aminopropyl)amine, N-(3-aminopropyl)-1,4-diaminobutane, N,N-dimethyldipropylene triamine, 1,2-bis(3-aminopropylamino)ethane, N,N'-bis(3-aminopropyl)-1,3-propanediamine, ethylenediamine, 1,3-propylenediamine, 1,4-butylenediamine, lysine, omithine, the tris(2-aminoethyl)amine, l,3-bis(aminomethyl)cyclohexane, l,4-bis(aminomethyl)cyclohexane, diaminopropanol; chitosans and aminoalkoxysilanes, in particular APTES, and mixtures thereof, and preferably selected from 3-aminopropyltriethoxysilane (APTES), chitosans, and mixtures thereof. viii) Mineral or organic acid

[0171] As previously stated, a composition (B) according to the invention comprises at least one organic or mineral acid.

[0172] Among the mineral acids, we can mention hydrochloric, sulfuric, and phosphoric acids.

[0173] We can also mention alkyl or aryl sulfonic or sulfinic acids, such as methylsulfonic acid, ethylsulfonic acid, benzene sulfonic acid, toluene sulfonic acid, methoxysulfinic acid, ethoxysulfinic acid, tolueneoxysulfinic acid, phenoxysulfinic acid, or even triflic acid (CF3SO3H).

[0174] Among organic acids, we can mention monocarboxylic or polycarboxylic acids.

[0175] Among monocarboxylic acids, mention may be made of those of the following formula (I): RC(O)-OH in which R represents a (hetero)aryl group such as phenyl, (hetero)aryl(Ci-C4)alkyl such as benzyl, or (Ci-C30)alkyl or a C2-C radical 30 unsaturated (i.e., having at least one ethylenic unsaturation, preferably one ethylenic unsaturation), said alkyl group or unsaturated C2-C30 radical being optionally interrupted and / or optionally substituted, preferably by one or more hydroxyl groups and not substituted by one or more amino groups; R preferably denoting an aryl(Ci-C4)alkyl, (CrC8)alkyl group optionally interrupted and / or optionally substituted by 1, 2, or 3 hydroxyl groups, more preferably R represents a (Ci-C8)alkyl group, preferably (Ci-C6)alkyl group optionally substituted by a hydroxyl group. In particular, the monocarboxylic organic acids (I) are selected from acetic acid, and from the α-hydroxylated carboxylic acids selected from glycolic acid, lactic acid, mandelic acid, and mixtures thereof.

[0176] Among polycarboxylic acids, mention may be made of those of the following formula (II) HOOC-A-(COOH)t; formula in which A represents a hydrocarbon polyvalent group comprising from 1 to 30 carbon atoms, saturated or unsaturated, cyclic or non-cyclic, aromatic or non-aromatic, optionally interrupted by one or more heteroatoms such as oxygen and / or optionally substituted in particular by one or more hydroxy groups and t represents an integer inclusively between 1 and 5; preferably A represents a divalent (Ci-C6)alkylene group optionally substituted in particular by one or more hydroxy groups and not substituted by at least one amino radical, and t is 1, 2 or 3.

[0177] Among the polycarboxylic acids of formula (II), succinic acid, fumaric acid, and α-hydroxylated polycarboxylic acids such as tartaric acid, citric acid and mixtures thereof may preferably be mentioned.

[0178] Preferably, the acid is chosen from mono- or poly-hydroxylated α-carboxylic acids, chosen from glycolic acid, lactic acid, malic acid, tartaric acid, citric acid and / or mandelic acid and mixtures thereof, preferably from glycolic acid, lactic acid, citric acid and mixtures thereof.

[0179] The acids used according to the invention can be present in the final composition in the form of free acid and / or in the form of one of its associated salts (salts with an organic base or an alkali in particular), preferably in free acid form.

[0180] More particularly, the acid content, more particularly of mono- or polycarboxylic α-hydroxylated acid, is such that the pH of the composition (B) is equal to the pKa+ / -3 of the amine function of the crosslinking agent or at least of one of them.

[0181] When it is / are present in composition (B), the content of the acid(s) ranges from 0.1% to 10% by weight, in particular from 1% to 8% by weight, preferably from 2% to 6% by weight relative to the total weight of composition (B). ix) Water

[0182] As previously stated, a composition (B) according to the invention comprises water.

[0183] According to one embodiment of the invention, composition (A) may also include water.

[0184] Preferably, the water used in the process of the invention is deionized water, sterilized water, or reverse osmosis water.

[0185] Advantageously, composition (B) comprises water in a content of 40 to 99% by weight, preferably 50 to 95% by weight, more preferably 60 to 90% by weight, relative to the total weight of composition (B).

[0186] In addition, if composition (A) includes it, the water content varies from 2 to 95% by weight, preferably from 5 to 80% by weight, relative to the total weight of composition (A). Additional oils

[0187] Compositions (A) and (B) may optionally include at least one additional oil selected from non-volatile, polar or non-polar hydrocarbon, or silicone oils, and mixtures thereof. These additional oils are different from compounds (i).

[0188] By "non-volatile oil" is meant an oil whose vapor pressure at 20 °C is non-zero and less than 2.66 Pa, more particularly less than or equal to 0.13 Pa. By way of example, the vapor pressure can be measured according to the static method or by the isothermal thermogravimetric effusion method, according to the vapor pressure (OECD Standard 104).

[0189] * Non-volatile silicone oils

[0190] Suitable non-volatile silicone oils include, in particular, the following non-volatile silicones with INCI names: dimethicone, dimethiconol, trimethyl pentaphenyl trisiloxane, tetramethyl tetraphenyl trisiloxane, diphenyl dimethicone, trimethylsiloxyphenyl dimethicone, phenyltrimethicone, diphenylsiloxy phenyl trimethicone; and mixtures thereof.

[0191] * Non-volatile hydrocarbon oils

[0192] Among suitable non-volatile non-polar hydrocarbon oils, the following may be mentioned in particular: linear or branched compounds of vegetable, mineral or synthetic origin: i) paraffin oil, ii) squalane, preferably of vegetable origin, isoeicosane, iii) mixtures of linear, saturated hydrocarbons, more particularly in Ci5-C28, such as mixtures whose INCI names are (C15-C19)alkane, (Ci8-C2i)alkane, (C2rC28)alkane, iv) polybutenes, hydrogenated or not; v) polyisobutenes, hydrogenated or not, preferably hydrogenated, vi) polydecenes, hydrogenated or not, vii) decene / butene copolymers, butene / isobutene copolymers and viii) their mixtures.

[0193] Suitable polar non-volatile hydrocarbon oils include, for example, those selected from: a) Fatty alcohols, saturated, unsaturated, linear or branched, of C10-C26, preferably mono-alcohols; advantageously, the C10-C26 alcohols are fatty alcohols, preferably branched when they comprise at least 16 carbon atoms; preferably, the fatty alcohol comprises from 10 to 24 carbon atoms, and more preferably from 12 to 22 carbon atoms, such as in particular lauric, isostearyl, oleic alcohol, 2-butyloctanol, 2-undecyl pentadecanol, 2-hexyldecyl alcohol, isocetyl alcohol, octyldodecanol and mixtures thereof; b) triglycerides consisting of esters of fatty acids and glycerol, in particular whose fatty acids can have chain lengths ranging from C4 to C36, and especially from C18 to C36, these oils being linear or branched, saturated or unsaturated; examples include heptanoic or octanoic triglycerides, caprylic / capric acid triglycerides; vegetable oils such as wheat germ, sunflower, grapeseed, sesame, corn, apricot kernel, castor, shea, avocado, olive, soybean, sweet almond, palm, rapeseed, cottonseed, hazelnut, macadamia, jojoba, alfalfa, poppy, pumpkin, squash, blackcurrant, evening primrose, millet, barley, quinoa, rye, safflower, candlenut, passionflower, rosehip, peanut, coconut, argan, and kaya oils; the liquid fraction of shea butter and the liquid fraction of cocoa butter; and mixtures thereof;(c) linear aliphatic hydrocarbon esters of formula RC(O)-OR' in which RC(O)-O- represents the carboxylic acid remainder comprising from 2 to 40 carbon atoms, and R' represents a hydrocarbon chain containing from 1 to 40 carbon atoms, aliphatic hydrocarbon esters of alkylene glycol, in particular ethylene glycol or propylene glycol; the total number of carbon atoms advantageously being at least 10;in particular selected from isoamyl laurate, cetostearyl octanoate, isopropyl myristate, isopropyl palmitate, isopropyl stearate or isostearate, ethyl palmitate, 2-ethylhexyl palmitate, isostearyl isostearate, octyl stearate, isostearyl heptanoate, octanoates, decanoates or ricinoleates of alcohols or polyalcohols such as propylene glycol dioctanoate, cetyl octanoate, tridecyl octanoate, ethyl 2-hexyl palmitate, alkyl benzoate, polyethylene glycol diheptanoate, propylene glycol diethyl 2-hexanoate and mixtures thereof, hexyl laurate, neopentanic acid esters such as isodecyl neopentanate, ; isotridecyl neopentanoate, isostearyl neopentanoate, octyl-2-docecyl neopentanoate, isononanoic acid esters such as isononyl isononanoate, isotridecyl isononanoate, octyl isononanoate, oleyl erucate; lauroyl isopropyl sarcosinate, diisopropyl sebacate, isocetyl stearate, isodecyl neopentanoate, isostearyl behenate and myristyl myristate; d) hydroxylated esters such as polyglycerol-2 triisostearate; e) aromatic esters such as tridecyl trimellitate, benzoate of alcohols in Ci2-C 15, 2-phenyl ethyl ester of benzoic acid, butyl octyl salicylate; f) linear fatty acid esters having a total number of carbons ranging from 35 to 70 such as pentaerythrityl tetrapelargonate; (g) C24-C28 branched fatty acid or fatty alcohol esters such as triisoarachidyl citrate, pentaerythrityl tetraisononanoate, glyceryl triisostearate, glyceryl tridecyl-2-tetradecanoate, pentaerythrityl tetraisostearate, polyglyceryl-2 tetraisostearate or pentaerythrityl tetradecanoate; (h) polyesters obtained by condensation of dimer and / or trimer of unsaturated fatty acid and diol such as those with INCI name dilinoleic acid / butanediol copolymer, dilinoleic acid / propanediol copolymer; polyesters obtained by condensation of fatty acid dimer and diol dimer such as dilinoleyl dimer dilinoleate; (i) ethers of formula Ri-O-R2 in which Ri and R2, identical or different, denote a linear, branched or cyclic C6-C24 alkyl group, preferably a C6-Ci8 alkyl group, and preferably a C8-Ci2 alkyl group, such as dicaprylyl ether, dilaury ether, diisostearyl ether, dioctyl ether, nonylphenyl ether, dodecyl dimethyl butyl ether, cetyl dimethyl butyl ether, cetyl isobutyl ether and mixtures thereof, preferably dicaprylyl ether; (j) Carbonates of formula R8-OC(O)-O-R9, with R8 and R9, identical or different, represent an alkyl chain from C4 to C12, and preferably from C6 to C10, linear or branched; the carbonate oils may be dicaprylyl carbonate (or dioctyl carbonate), di(ethyl-2-hexyl) carbonate, dipropylheptyl carbonate, dibutyl carbonate; di-neopentyl carbonate; di-pentyl carbonate; di-neoheptyl carbonate; di-heptyl carbonate; di-isononyl carbonate; or di-nonyl carbonate; and preferably dioctyl carbonate; (k) vinylpyrrolidone copolymers such as vinylpyrrolidone / 1-hexadecene copolymer; and 1) their mixtures.

[0194] More preferably, the additional oil(s) is / are chosen from among the polyisobutenes, hydrogenated or not, preferably hydrogenated such as by for example the non-volatile compounds of the Parléam® range; the C15-C19 alkane mixtures, and among the linear aliphatic hydrocarbon esters of formula RC(O)-OR' in which RC(O)-O represents a carboxylic acid remnant containing 2 to 40 carbon atoms, and R' represents a hydrocarbon chain containing 1 to 40 carbon atoms, as defined previously, notably isononyl isononanoate.

[0195] In the event that one and / or the other of the compositions (A) or (B) comprises at least one additional non-volatile oil, the content of such oil(s) shall represent from 0 to 40% by weight, in particular from 0 to 20% by weight, more particularly from 1 to 10% by weight, relative to the total weight of the composition concerned. Compositions

[0196] As previously stated, composition (A) and composition (B) according to the invention are distinct.

[0197] According to one embodiment, compositions (A) and (B) are packaged separately. By "packaged separately", it is meant that compositions (A) and (B) are packaged inside two compartments, formed by two separate containers.

[0198] Composition (B) may further comprise at least one C2-C4 monoalcohol, one or more organic solvents or combinations thereof.

[0199] By "organic solvent" is meant an organic substance capable of dissolving another substance without chemically altering it.

[0200] Examples of organic solvents include: a) water-miscible polyols at room temperature (20 °C), in particular polyols having from 2 to 10 carbon atoms, preferably from 2 to 6 carbon atoms, such as glycerin, propylene glycol, 1,3-propanediol, butylene glycol, pentylene glycol, hexylene glycol, dipropylene glycol, diethylene glycol, diglycerin; b) polyol ethers such as 2-butoxyethanol, propylene glycol monomethyl ether, diethylene glycol monoethyl ether and monomethyl ether; and c) aromatic alcohols such as benzyl alcohol or phenoxyethanol, and mixtures thereof.

[0201] Composition (B) may be in the form of a water-in-oil emulsion or an oil-in-water emulsion. Kit and application

[0202] According to yet another aspect, the present invention also relates to a multi-compartment kit or device, particularly cosmetic, for the makeup of keratinous materials, in particular skin, eyelashes, and / or eyebrows, comprising at least two compositions (A) and (B) packaged separately with: - at least one first compartment containing at least the composition (A) comprising: i) at least one copolymer with CP acetoacetate function(s), comprising repeating units derived from at least one monomer of the following formula (I):

[0203] [Chem. 10] (I)

[0204] in which: - Ra represents a hydrogen atom or a (Ci-C4)alkyl group, linear or branched; - Rb and Rc, identical or different, represent a hydrogen atom or a (Ci-C4)alkyl group, linear or branched; - Rd represents a (Ci-C4)alkyl group, linear or branched; and - L represents a linear or branched (Ci-C6)alkylene group, or cycloalkylene, and at least one monomer, preferably at least two monomers selected from CrC4 alkyl acrylates, CrC4 alkyl methacrylates and mixtures thereof; ii) at least one polyol; iii) at least one alkyl acetate comprising 2 to 4 carbon atoms; iv) at least one volatile oil, preferably hydrocarbon; and v) at least one monoalcohol comprising 2 to 4 carbon atoms; - at least one second compartment separate from said first compartment, and containing at least composition (B) comprising: vii) a crosslinking agent selected from hydrophilic (poly)amine compounds selected from a) aminoalkoxysilanes, b) polyamine compounds comprising from 2 to 20 carbon atoms, linear or branched, acyclic or cyclic, saturated or unsaturated, conjugated or non-conjugated, aromatic or non-aromatic, optionally substituted by at least one hydroxyl (-OH) and / or carboxylic (-C(=O)OH) radical, and / or optionally interrupted by one or more heteroatoms or groups selected from -S-,-SS-, -N(R”)-, with R” representing a hydrogen atom or a (Ci-C4)alkyl group, preferably a hydrogen atom;c) chitosans, d) compounds of formula (III): ALK[(O-ALK') m-NH2]2 (III), e) triamine polyethers in particular of formula (IV): ALK”'[(O-ALK')m-NH2]3, f) α, co-diamine polybutadienes, g) hyperbranched polymers comprising at least one amino group and dendrimers bearing at least one amino group, such as PAMAM polyamidoamine dendrimers with an ethylenediamine core; and terminal amine functions and mixtures thereof; viii) an organic or mineral acid; and ix) water; with at least one of the compartments comprising vi) at least one particulate coloring matter.

[0205] Any type of applicator can be used for the deposition of the first and / or second composition.

[0206] The respective applicators of the first and second composition may be identical or distinct.

[0207] According to one embodiment of the invention, the first and second compositions can be applied by means of two separate applicator portions of the same applicator.

[0208] According to another variant, the makeup kit according to the present invention comprises one or more means of applying the first and second compositions.

[0209] The first and second cosmetic compositions included in the makeup kit of the invention can in particular be applied to the eyelashes and / or eyebrows, using a sponge, a flocked applicator, a brush, a paintbrush, a comb, a threaded rod or a pen equipped with a notched wheel. They can also be applied with a finger.

[0210] In this case, the first composition can be applied using any applicator provided that it allows localized deposition on part of the length of the keratin fiber and, when it is a lash, on no more than 2 / 3 of its length.

[0211] The threaded rod may be made of plastic or metal or any other suitable material.

[0212] The pen with a notched wheel is more particularly described in US application 5851019 or FR 2588733.

[0213] This pen allows precise dosing of product to be applied at the outlet of the pen after actuating a notched wheel or a push button which advances a piston with each rotation / pressure.

[0214] In reality, the makeup of keratinous materials can be carried out according to two methods. The first method consists of a multi-step process by the user, namely at least two steps, the first consisting of the application of the "basecoat" composition and the second consisting of the application of the "topcoat" composition in whole or in part over the first composition called "basecoat" and over the keratinous materials.

[0215] According to a particularly advantageous embodiment, this packaging article is provided with two separate applicators.

[0216] The second method consists of pre-mixing the two compositions, just before applying the resulting composition to the keratinous materials.

[0217] Regardless of the method chosen by the user, the packaging kit comprises two separate compartments or reservoirs for each of compositions (A) and (B), each reservoir or compartment being closed by a closure element, and optionally at least one suitable applicator, preferably two applicators. It should be noted that the packaging kit may also include means for combining the two compositions prior to application, such as a container and a stirrer.

[0218] The applicator may optionally be integral with the container. Advantageously, The applicator is attached to a rod which, in turn, is attached to the closing element.

[0219] The closure element can be coupled to the container by screwing. Alternatively, the coupling between the closure element and the container is achieved by means other than screwing, in particular via a bayonet mechanism, by snap-fitting, or by clamping. "Snap-fitting" refers in particular to any system involving the passage of a bead or a band of material by elastic deformation of a portion, in particular of the closure element, and then by the return of said portion to its elastically unconstrained position after passing the bead or band.

[0220] The container, advantageously comprising the compartment(s) or reservoir(s), as well as the mixing container, may be at least partially made of thermoplastic material. Examples of thermoplastic materials include polypropylene and polyethylene.

[0221] Alternatively, the containers are made of non-thermoplastic material, in particular glass or metal (or alloy).

[0222] The containers are preferably equipped with a wringer located near at least one opening of the container. Such a wringer allows the applicator and, optionally, the rod to which it may be attached, to be wiped. Such a wringer is described, for example, in French patent FR 2792618.

[0223] Throughout the description, including the claims, the expressions "between ... and ..." and "ranging from ... to ..." shall be understood to include bounds, unless otherwise specified.

[0224] The invention is illustrated in more detail in the following examples. Quantities are indicated as a percentage by weight. Examples

[0225] Compound 1: Preparation of the copolymer Isobutyl Acrylate / Tertiobutyl Acrylate / Acetoxyethyl Methacrylate (25 / 65 / 10)

[0226] In a 1 L controlled reactor, 62.5 g of isobutyl acrylate, 162.5 g of tert-butyl acrylate,

[0227] 25 g of acetoacetoxyethyl methacrylate, 2.5 g of the radical initiator Trigonox T21S and 360 g of a 50 / 50 isododecane / ethyl acetate solvent are introduced. The mixture is degassed with argon and then heated to 90 °C with stirring. The reaction mixture is maintained at 90 °C for 7 hours, and then stripping is performed with 300 mL of isododecane to remove residual monomers.

[0228] As a result of the reaction, a copolymer of isobutyl acrylate / tert-butyl acrylate / acetoacetoxyethyl methacrylate is obtained in solution in isododecane.

[0229] Compound 2: Preparation of the copolymer Isobornyl acrylate / Acetoacetoxyethyl methacrylate (90 / 10)

[0230] In a 1 L controlled reactor, 135 g of isobornyl acrylate, 30 g of acetoacetoxyethyl methacrylate, 100 g of an isododecane / ethyl acetate solvent (70 / 30), and 100 g of isododecane alone are introduced.

[0231] The medium is degassed with argon and then heated to 90 °C under stirring (100 revolutions / minute).

[0232] Once the reaction medium reaches a temperature of 90 °C, 338 g of a A mixture composed of 200 g of isododecane, 135 g of isobornyl acrylate, and 3 g of Trigonox 21S primer, is cast in one hour.

[0233] The reaction medium is maintained at 90 °C for 7 hours. The following day, the reaction medium is stripped with 2 x 200 mL of cold isododecane.

[0234] As a result of the reaction, an isobutyl acrylate / acetoacetoxyethyl methacrylate copolymer is obtained in solution in isododecane. Preparation of compositions A, AZ, Bl, B2 and B2'

[0235] Compositions A, AZ, Bl, B2 and B2' are prepared from the contents indicated in Tables 1 and 2 below. The contents are expressed as a percentage by weight, relative to the total weight of the composition in question.

[0236] [Tables 1] Ingredients Composition (A) according to the invention Comparative composition (AZ) Compound 1: Isobutyl acrylate / tert-butyl acrylate / acetoacetoxyethyl methacrylate (25 / 65 / 10) copolymer in isododecane 42.7 (27.52 active material) - Compound 2: Isobornyl acrylate / acetoacetoxyethyl methacrylate (90 / 10) copolymer in isododecane - 42.7 (27.52 active material) Butyl acetate 19 19 Hexyene glycol 13.72 13.72 Isododecane qs 100 qs 100 Black iron oxide 10 10 Ethanol 10.16 10.16

[0237] [Tables2] Ingredients Composition (Bl) Composition (Bl') Composition (B2) Composition (B2') 3-Amulopropyl triethoxysilane 20 20 - Chitosan - 10 10 Lactic acid 5 - 4 - Water 75 80 86 90

[0238] The compositions are prepared by simply mixing the ingredients detailed in the tables above using a SpeedMixer® (Hauschild DAC 150.1 FVZ) (10 grams, 1 cycle, 2 minutes 30 seconds, 2500 rpm). Formulas to apply

[0239] Each of the compositions (A) according to the invention and (AZ) comparative were mixed with each of the compositions (B 1), (B2), (B 1 ') and (B2') in a mass ratio of 1:1, using a SpeedMixer® Hauschild DAC 150.1 FVZ) (10 grams, 1 cycle, 2 minutes 30 seconds, 2500 rpm). Application

[0240] Each formula ((A) + (Bl)), ((A) + (Bl')), ((A) + (B2)), ((A) + (B2')), ((AZ) + (Bl)), or ((AZ) + (B2)) was applied with a spatula to a supplale® support (SOUDOTIQUE reference RLXSUPNOIR, format: 30000 X 1200 MM X 0.7 MM) measuring 2 cm x 5 cm, at a rate of 0.02 g / cm2.

[0241] Drying takes place at room temperature for 24 hours. Water resistance

[0242] Once dry, the Supplale® thus treated are immersed in water for 3 minutes.

[0243] Once the immersion is finished, the Supplale® are rubbed against a towel (Chicopee® VERACLEAN™ Polish Plus 34 x 32cm) 10 times with a mass of 660 g, over a length of 34 cm.

[0244] To measure color fastness, a color difference (delta E) is measured between the initial deposit and the deposit after immersion in water. Persistence Protocol

[0245] The persistence of the color of the deposits was evaluated in the CIE L*a*b* system, using a Minolta Konica CM 700d® Spectrophotometer (illuminant D65, angle 10°, specular component included).

[0246] In this L*a*b* system, L* represents the intensity of the color, a* indicates the green / red color axis and b* the blue / yellow color axis.

[0247] The color permanence of the deposits is evaluated by the color difference AE between the Supplale® colored before and after exposure to water, i.e., immersion in water according to the protocol described above. The lower the AE value, the more persistent the color.

[0248] The value of AE is calculated according to the following equation:

[0249] [Math.l] AE =

[0250] In this equation, L*a*b* represent the values ​​measured after staining the Supplale® and after having undergone an aggression, and Lo*ao*bo* represent the values ​​measured after staining the Supplale® but before aggression. Results

[0251] Evaluation of the presence of a copolymer with acetoacetate function according to the invention

[0252] The results of the water resistance assessments are summarized in Table 3 below:

[0253] [Tables3] Mixtures AE Standard deviation Formula ((A) + (B1)) according to invention 1.86 1.58 Comparative formula ((AZ) * (B1)) 25.13 17.06 Formula ((A) + (B2)) according to the invention 2.49 1.15 Comparative formula ((AZ) * (B2)) 31.25 6.17

[0254] It appears that the application of the formulas ((A) + (B 1)), ((A) + (B2)), comprising a copolymer with acetoacetate function according to the invention makes it possible in particular to obtain a significantly improved water resistance of the deposit compared with the application of the respective comparative formulas ((AZ) + (Bl)), ((AZ) + (B2)), comprising a copolymer with acetoacetate function outside the invention.

[0255] Evaluation of the presence of a mineral or organic acid

[0256] The results of the evaluations of the compositions according to the invention are summarized in Table 4 below:

[0257] [Tables4] AE Mixtures Standard Deviation Formula ((A) + (B1) according to F invention 1.86 L58 Comparative formula ((A) + (B1)) 7.13 3.09 Formula ((A) + (B2)) according to F invention 2.49 1.16 Comparative formula ((A) + (B2)) 9.06 4.62

[0258] It appears that the application of the formulas ((A) + (Bl)) and ((A) + (B2)), comprising an organic or mineral acid as defined above, makes it possible to obtain a significantly improved resistance to water compared to that observed with formulas ((A) + (Bl')) and ((A) + (B2')), not comprising such an organic or mineral acid as defined above.

Claims

1. Demands A method for applying makeup to keratinous materials, particularly skin and / or eyelashes and / or eyebrows, comprising at least the application to said keratinous materials of at least two distinct compositions (A) and (B): - said composition (A) comprising at least: i) at least one copolymer with CP acetoacetate function(s), comprising repeating units derived from at least one monomer of the following formula (I): in which: - Ra represents a hydrogen atom or a (Ci-C4)alkyl group, linear or branched; - Rb and Rc, identical or different, represent a hydrogen atom or a (Ci-C4)alkyl group, linear or branched; - Rd represents a linear or branched (CrC4)alkyl group; and - L represents a linear or branched (Ci-C6)alkylene group, or cycloalkylene, and at least one monomer, preferably at least two monomers chosen from Cr C4 alkyl acrylates, CrC4 alkyl methacrylates and mixtures thereof; ii) at least one polyol; iii) at least one alkyl acetate comprising 2 to 4 carbon atoms; (iv) at least one volatile oil, preferably hydrocarbon and / or silicone-based; and (v) at least one monoalcohol comprising 2 to 4 carbon atoms; - said composition (B) comprising at least: vii) a crosslinking agent selected from hydrophilic (poly)amine compounds selected from a) aminoalkoxysilanes, b) polyamine compounds comprising from 2 to 20 carbon atoms, linear or branched, acyclic or cyclic, saturated or unsaturated,

2. conjugated or unconjugated, aromatic or non-aromatic, optionally substituted by at least one hydroxyl (-OH) and / or carboxylic (-C(=O)OH) radical, and / or optionally interrupted by one or more heteroatoms or groups selected from -S-, -SS-, -N(R”)- preferably -N(R”)-, with R” representing a hydrogen atom or a (Ci-C4)alkyl group, preferably a hydrogen atom; c) chitosans, d) compounds of formula (III): ALK[(O-ALK')m-NH2]2 (III), e) triamine polyethers, in particular of formula (IV): ALK'”[(O-ALK')m-NH2]3, f) α-, co-diamine polybutadienes, g) hyperbranched polymers comprising at least one amino group and dendrimers bearing at least one amino group, such as dendrimers PAMAM polyamidoamines with an ethylenediamine core and a terminal amine function, as well as their mixtures; viii) an organic or mineral acid; and ix) water; - said composition (A) and / or said composition (B) comprising vi) at least one particulate colouring material. A process according to the preceding claim, wherein the copolymer(s) are obtained by the polymerization of: - 1 to 30% by weight, in particular 5 to 20% by weight, relative to the total weight of the monomers, of at least one monomer (1) of formula (I) such that: formula (I) in which: - Ra represents a hydrogen atom or a (CrC4)alkyl group, linear or branched, preferably Ra represents a hydrogen atom or a methyl group, more preferably a methyl group; - Rb and Rc, identical or different, represent a hydrogen atom or a (Ci-C4)alkyl group, linear or branched, preferably Rb and Rc represent a hydrogen atom; - Rd represents a (Ci-C4)alkyl group, linear or branched, preferably Rd represents a methyl group; and - L represents a (Ci-C6)alkylene group, linear or branched, or cycloalkylene, preferably L represents a (Ci-C4)alkylene group, in particular ethylene; and - 70 to 99% by weight, in particular 80 to 95% by weight, relative to the total weight of the monomers, of at least one monomer (2), preferably of at least two monomers (2) selected from CrC4 alkyl acrylates and CrC4 alkyl methacrylates, and mixtures thereof, it being understood that said CP copolymers are obtained by polymerization of at least one monomer (1) with at least one monomer (2) and preferably at least two monomers (2).

3. A process according to claim 1 or 2, wherein the copolymer(s) CP comprises a first monomer (2) selected from CrC4 alkyl acrylates, CrC4 alkyl methacrylates, and mixtures thereof, preferably CrC4 alkyl acrylates, more preferably isobutyl acrylate, and present in a content of 5 to 40 wt%, in particular 15 to 30 wt%, relative to the total weight of the monomers, and a second monomer (2) different from the aforementioned first monomer (2), selected from CrC4 alkyl acrylates, CrC4 alkyl methacrylates, and mixtures thereof, preferably CrC4 alkyl acrylates, more preferably tert-butyl acrylate, and present in a content of 30 to 80 wt%, in particular 50 to 75% by weight, preferably 60 to 70% by weight relative to the total weight of the monomers, and at least one monomer (1) as defined above,in particular selected from acetoacetoxyethyl acrylate, acetoacetoxyethyl methacrylate, and mixtures thereof, and preferably, the monomer (1) is acetoacetoxyethyl methacrylate and is present in a content of 5 to 20% by weight relative to the total weight of the monomers.

4. A process according to any one of the preceding claims, wherein the CP copolymer(s) is at least the copolymer formed from isobutyl acrylate, tert-butyl acrylate and acetoacetoxyethyl methacrylate, preferably in a ratio of 25 / 65 / 10.

5. A process according to any one of the preceding claims, wherein the CP copolymer(s) are present in a total content of 1 to 45% by weight in active material, more preferably 5 to 35% by weight in active material, and more preferably 15 to 30% by weight in active material, relative to the total weight of the composition (A).

6. A method according to any one of the preceding claims, wherein the polyol(s) ii) is (are) selected from glycerin, caprylyl glycol, hexylene glycol, propylene glycol, dipropylene glycol, butylene glycol, propane-1,3-diol and mixtures thereof, and preferably glycerin, caprylyl glycol, hexylene glycol, and mixtures thereof.

7. A process according to any one of the preceding claims, wherein the volatile oil(s) iv) is (are) selected from volatile hydrocarbon oils, preferably from C8-Ci6 alkanes, in particular branched, alone or in mixture, and preferably isododecane.

8. A method according to any one of the preceding claims, wherein the particulate coloring materials are selected from pigments, preferably the pigment(s) of the invention are selected from carbon black, iron oxides in particular yellow, red and black and micas coated with iron oxide, blue and violet pigments such as BLUE 1 lake, azo pigments in particular red such as D&C RED 7, alkali metal salts of lithol red such as the calcium salt of lithol red B, even more preferably black iron oxides, red iron oxides, yellow iron oxides and azo pigments in particular red such as D&C RED 7.

9. A method according to any one of the preceding claims, wherein the crosslinking agent(s) vii) is / are selected from 1,3-diamino-2-propanol, 1,6-diaminohexane, 1,7-diaminoheptane, 1,8-diaminooctane, 1,9-diaminononane, 3-(2-aminoethyl)aminopropylamine, bis(3-aminopropyl)amine, methyl bis(3-aminopropyl)amine, N-(3-aminopropyl)-1,4-diaminobutane, N,N-dimethyldipropylene triamine, 1,2-bis(3-aminopropylamino)ethane, N,N'-bis(3-aminopropyl)-1,3-propanediamine, ethylenediamine, 1,3-propylenediamine, 1,4-butylenediamine, lysine, Omithin, tris(2- aminoethylamine, 1,3-bis(aminomethyl)cyclohexane, 1,4-bis(aminomethyl)cyclohexane, diaminopropanol; chitosans and aminoalkoxysilanes, in particular APTES; and mixtures thereof, and preferably selected from 3-aminopropyltrieth oxysilane (APTES), chitosans, and mixtures thereof.

10. A process according to any one of the preceding claims, wherein the organic or mineral acid is selected from α-hydroxylated mono- or polycarboxylic acids, in particular selected from glycolic acid, lactic acid, malic acid, tartaric acid, citric acid and / or mandelic acid and mixtures thereof, preferably from glycolic acid, lactic acid, citric acid and mixtures thereof.

11. A method according to any one of the preceding claims, wherein water is present in composition (B) in a content of 40 to 99% by weight, preferably 50 to 95% by weight, more preferably 60 to 90% by weight, relative to the total weight of composition (B).

12. A method according to any one of the preceding claims, characterized in that it comprises two successive application steps on said keratin materials, of composition (A) and then of composition (B), or of composition (B) and then of composition (A).

13. A method according to any one of claims 1 to 12, characterized in that it comprises a step of applying to said keratinous materials a composition obtained by an extemporaneous mixture, at the time of application, of said composition (A) and said composition (B).

14. A multi-compartment kit or device, in particular cosmetic, for the makeup of keratinous materials, in particular skin, eyelashes and / or eyebrows, comprising at least two compositions (A) and (B) packaged separately with: - at least one first compartment containing at least composition (A) comprising: i) at least one copolymer with CP acetoacetate function(s), comprising repeating units derived from at least one monomer of the following formula (I): in which: - Ra represents a hydrogen atom or a (Ci-C4)alkyl group, linear or branched; - Rb and Rc, identical or different, represent a hydrogen atom or a (Ci-C4)alkyl group, linear or branched; - Rd represents a (Ci-C4)alkyl group, linear or branched; and - L represents a linear or branched (Ci-C6)alkylene group, or cycloalkylene, and at least one monomer, preferably at least two monomers selected from CrC4 alkyl acrylates, CrC4 alkyl methacrylates and mixtures thereof, in particular as defined in claims 2 to 4; ii) at least one polyol, in particular as defined in claim 6; iii) at least one alkyl acetate comprising 2 to 4 carbon atoms; iv) at least one volatile oil, in particular as defined in claim 7; v) at least one monoalcohol comprising 2 to 4 carbon atoms; and - at least one second compartment, distinct from said first compartment, and containing at least composition (B) comprising: vii) a crosslinking agent selected from hydrophilic (poly)amino compounds selected from a) aminoalkoxysilanes, b) polyamino compounds comprising from 2 to 20 carbon atoms, linear or branched, acyclic or cyclic, saturated or unsaturated, conjugated or non-conjugated, aromatic or non-aromatic, optionally substituted by at least one hydroxyl (-OH) and / or carboxylic (-C(=O)OH) radical, and / or optionally interrupted by one or more heteroatoms or groups selected from -S-, -SS-, -N(R”)- preferably -N(R”)-, with R” representing a hydrogen atom or a (Ci-C4)alkyl group, preferably a hydrogen atom; c) chitosans, d) compounds of formula (III): ALK[(O-ALK')m-NH2]2 (III), e) triamine polyethers in particular of formula (IV): ALK'”[(O-ALK')m-NH2]3, f) polybutadienes a, co-diamine, g) hyperbranched polymers comprising at least one amino group and dendrimers bearing at least one amino group, such as PAMAM polyamidoamine dendrimers with an ethylenediamine core and a terminal amine function, and mixtures thereof, in particular as defined in claim 9; viii) an organic or mineral acid, in particular as defined in claim 10; and ix) water; with at least one of the compartments comprising vi) at least one particulate colouring material, in particular as defined in claim 8.