A process for treating keratin fibers using a compound derived from the condensation of poly(thi)ol and acetoacetate, and a crosslinking agent

Abstract

Title: Process for treating keratin fibers using a compound derived from the condensation of poly(thi)ol, or polyamine, and acetoacetate, and a crosslinking agent. The present invention relates more particularly to the cosmetic field of keratin fibers, and especially to the care, styling, and / or coloring of keratin fibers, preferably hair. It aims to provide a process applying to keratin fibers in one or more steps i) at least one compound of formula (I) derived from the condensation of poly(thi)ol, or polyamine, and acetoacetate (ACAC), and ii) at least one crosslinking agent. The invention also relates to a composition comprising ingredients i) and ii) as well as a kit comprising i) and ii).

Description

Title of the invention: A process for treating keratin fibers using a compound resulting from the condensation of poly(thi)ol and acetoacetate, and a crosslinking agent

[0001] The present invention relates more particularly to the cosmetic field of keratin fibers, and especially to the care, styling, and / or coloring of keratin fibers, preferably hair. It aims to provide a process applying to keratin fibers in one or more steps i) at least one compound of formula (I) resulting from the condensation of poly(thi)ol and acetoacetate (ACAC) and ii) at least one crosslinking agent. The invention also relates to a composition comprising ingredients i) and ii) as well as a kit comprising i) and ii).

[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 keratin fibers, and in particular giving satisfaction to the expectations detailed below.

[0003] Furthermore, in the hair care sector, a new range of products known as hair makeup, or "Hair Make-up," has recently been developed. These products guarantee temporary hair coloring that lasts after one to three shampoos. They therefore constitute a particularly attractive alternative for consumers to permanent hair coloring, provided, of course, that the color effect is effectively maintained upon contact with water and a few shampoos. This requirement is also met, in particular, through the use of effective film-forming agents. 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 using this coloring method are not always satisfactory in terms of permanence, particularly after shampooing. In fact, generally speaking, these polymers do not allow for the deposition of pigments on the keratin fibers that would meet all the aforementioned requirements, namely very good water resistance, especially with hair shampoos, the ability to adjust shine or invisibility, and, in the case of hair application, very satisfactory hold during styling.

[0004] US document 2006 / 0079599 describes a medical-grade polymer-based tissue adhesive in which certain ACAC group polymers are associated with polyamines in the form of a hydrogel.

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[0015] Document EP 3 250 177 Al describes the use of acetoacetylated compounds in the field of keratin fibers. Keratin fibers treated with these acetoacetylated compounds do not always give satisfactory results, particularly in terms of resistance to water and shampoos. Therefore, there also remains a need to make available colouring cosmetic compositions intended for hair application which have good resistance to water and shampoos to guarantee colour retention over time, particularly in terms of intensity and / or chromaticity. There is also a need for cosmetic compositions, particularly non-coloring ones, intended for hair application which have styling properties, particularly for holding hair, especially curls, and are resistant to water and shampoos. The present invention is specifically designed to meet all or part of these needs. These problems are solved by implementing a process for treating keratin fibers, particularly human keratin fibers such as hair, by applying the following to said fibers: (i) at least one compound of formula (I) as well as its optical isomers, geometric isomers, salts, and solvates such as hydrates: [Chem. 1]: rooi I? AAI i ï oxxx xv so | rv X LVX Formula (I) in which: - R1 represents a versatile hydrocarbon radical in the C2 to CM range, particularly in the C3 to C12 range, linear or branched, saturated or unsaturated, conjugated or not, acyclic or cyclic, aromatic or not, R1 being further: a) possibly substituted by one or more hydroxy groups OH, dialkylamino-N(R)2, with R representing a (Ci-C4)alkyl group such as methyl, carboxy-C(O)-OH, a vinyl group, and / or b) possibly interrupted by one or more heteroatoms or groups selected from O, S, carbonyl -C(O)-, amine -N(R'), or their combinations such as ester -C(O)-O-, -OC(O)-, amide -C(O)-N(R')-, -N(R')-C(O)-, methane -N(R')-C(O)-O- or -OC(O)-N(R')-, urea -N(R')-(CO)-N(R')-, or carbonate -OC(O)-O-, in which R' represents a hydrogen atom, a linear or branched alkyl group having from 1 to 4 carbon atoms possibly substituted by at least one hydroxyl group (OH), or possibly substituted by -XC(O)-C(Ra)(Rb)-C(O)-R2; preferably R' represents a hydrogen atom, a (Ci-C4)alkyl group; - R2 represents a monovalent hydrocarbon radical in Ci to C6, linear or branched, saturated or unsaturated, preferably a (Ci-C4)alkyl group such as methyl or tert-butyl, more preferably methyl; - Ra, and Rb, identical or different, represent a hydrogen atom or a (Ci-C4)alkyl group, preferably hydrogen; - X is a heteroatom or group chosen from O, S, N(R') or , -S-CH2 -C(O)-O-, -OC(O)-CH2-S-, -OC(O)-N(R')-, -N(R')-C(O)-O-, -N(R')-C(O)-N(R')-, preferably X represents O; - n denotes an integer from 2 to 10, particularly from 3 to 8; and ii) at least one crosslinking agent; and

[0016] iii) possibly at least one cosmetic active ingredient.

[0017] The inventors have thus found, surprisingly, that the application of ingredients i), ii) and possibly iii) to keratin fibers provides a residual effect on the keratin fibers treated with this combination, particularly with regard to water and / or shampoos.

[0018] For the purposes of the present invention, and unless otherwise indicated: - By "cosmetic active ingredient": this refers to an organic or organosilicon compound, or a mineral compound that can be incorporated into a cosmetic composition to have an effect on keratin fibers, whether this effect is immediate or achieved through repeated applications. Examples of cosmetic active ingredients include colored or non-colored, fluorescent or non-fluorescent compounds such as optical brighteners, or UVA and / or UVB filters; active ingredients intended to benefit the keratin fiber; antioxidants; moisturizing agents; agents intended to combat the effects of pollution; antimicrobial or bactericidal agents; perfumes; active ingredients for the care of keratin fibers such as hair; and coloring agents such as direct dyes or pigments, preferably pigments.Preferably, cosmetic actives are chosen from a) coloring materials selected from pigments, direct colorants, and their mixtures, b) actives for the care of keratinous fibers, preferably hair, c) UV filters, and d) their mixtures. - For the purposes of this invention, "residual shampoo color" means that the color obtained persists after at least one shampoo, particularly after at least three shampoos, preferably at least five. shampoos. For the purposes of this invention, "fats" means an organic compound insoluble in water at ordinary temperature (25 °C) and atmospheric pressure (760 mm Hg) (solubility less than 5%, and preferably 1%, even more preferably 0.1%); furthermore, fats 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; an "aryl" radical represents a mono- or polycyclic hydrocarbon group, condensed or not, comprising 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 tetrahydro-naphthyl; a "heteroaryl" radical represents a mono- or polycyclic group, condensed or not, comprising 5 to 14 links, 1 to 6 heteroatoms chosen from the nitrogen, oxygen, sulfur and selenium atoms, and of which at least one ring is aromatic; preferably a heteroaryl radical is chosen from acridinyl, benzimidazolyl, benzobistriazolyl, benzopy-razolyl, benzopyridazinyl, benzoquinolyl, benzothiazolyl, benzo-triazolyl, benzoxazolyl, pyridinyl, tetrazolyl, dihydrothiazolyl, imidazo-pyridinyl, imidazolyl, indolyl, isoquinolyl, naphthoimidazolyl, naph-thooxazolyl, naphthopyrazolyl, oxadiazolyl, oxazolyl, oxazolopyridyl, phenazinyl, phenooxazolyl, pyrazinyl, pyrazolyl, pyrilyl, pyrazoyl-triazyl, pyridyl, pyridinoimidazolyl, pyrrolyl, quinolyl, tetrazolyl, thia-diazolyl, thiazolyl, thiazolopyridinyl, thiazoylimidazolyl, thiopyrylyl, triazolyl, xanthylyl; By "(hetero)aryl" we mean the aryl or heteroaryl groups; By "(hetero)cycloalkyl" we mean cycloalkyl or heterocycloalkyl groups; The "aryl" or "heteroaryl" radicals, or the aryl or heteroaryl part of a radical, can be substituted by at least one substituent attached to a carbon atom, chosen from: an alkyl radical in the form of Ci-C6, preferably CrC4; a halogen atom such as chlorine, fluorine or bromine; a hydroxyl group; a C1-C2 alkoxy radical; a C2-C4 (poly)-hydroxyalkoxy radical; an amino radical; an amino radical substituted by one or two alkyl radicals, identical or different, in C1-C6, C1-C6, preferably in C1-C4; an acylamino radical (-N(R)-C(O)-R') in which the radical R is a hydrogen atom, an alkyl radical in Ci-C4 and the radical R' is an alkyl radical in CrC4; a carbamoyl radical (R2N-C(O)-) in which the R radicals, identical or not, represent a hydrogen atom, an alkyl radical in CrC4; an alkylsulfonylamino radical (R'S(O)2-N(R)-) in which the radical R represents a hydrogen atom, an alkyl radical in CrC4 and the radical R' represents an alkyl radical in CrC4, a phenyl radical; an aminosulfonyl radical (R2N-S(O)2-) in which the R radicals, identical or not, represent a hydrogen atom, an alkyl radical in CrC4; a carboxylic radical in acidic or salified form (preferably with an alkali metal or an ammonium, substituted or unsubstituted); a cyano group (CN); a polyhalogeno(Ci-C4)alkyl group, preferably trifluoromethyl (CF3); The cyclic or heterocyclic part of a non-aromatic radical can be substituted by at least one substituent attached to a carbon atom chosen from the following groups: hydroxy, CrC4 alkoxy, C2-C4 (poly)hydroxyalkoxy, alkylearbonylamino (RC(O)-NR'-) in which the radical R' is a hydrogen atom, an alkyl radical in CrC4 and the radical R is an alkyl radical in CrC4, amino substituted by one or two identical or different alkyl groups in CrC4; alkylearbonyloxy (RC(O)-O-) in which the radical R is an alkyl radical in CrC4, amino substituted by one or two identical or different alkyl groups in CrC4; alkoxycarbonyl (RO-C(O)-) in which the radical R is an alkyl radical in CrC4,; a cyclic radical, heterocyclic radical, or a non-aromatic part of an aryl or heteroaryl radical, can also be substituted by one or more oxo groups; A hydrocarbon chain is unsaturated when it contains one or more double bonds and / or one or more triple bonds; preferably one or more double bonds; A "cyclic" or "cycloalkyl" radical is a hydrocarbon radical. non-aromatic cyclic, 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; a "heterocyclic" or "heterocycloalkyl" radical is a non-aromatic mono- or polycyclic cyclic radical, condensed or not, containing 3 to 9 groups, comprising 1 to 4 heteroatoms chosen from nitrogen, oxygen, sulfur and selenium atoms, preferably the heterocycloalkyl is chosen from epoxide, piperazinyl, piperidinyl, morpholinyl, or dithiolane; an "alkyl" radical is a saturated hydrocarbon radical, linear or branched, in particular in Ci-C6, preferably in Ci-C4; an "alkoxy" radical is an alkyl-oxy radical for which the alkyl radical is a hydrocarbon radical, linear or branched, in Ci-C6 preferably in Ci-C4; a "(poly)(hydroxy)alkyl" radical designates an alkyl radical in Ci-C6, preferably in CrC4, possibly substituted by one or more hydroxy radicals, preferably substituted by 1 to 4 hydroxy groups, more particularly between 1 and 3; A "sugar" radical is a monosaccharide or disaccharide radical. Examples of sugar radicals include: sucrose (or saccharose), glucose, galactose, ribose, fucose, maltose, fructose, mannose, arabinose, xylose, or lactose; by "monosaccharide" is meant a monosaccharide sugar comprising at least 5 carbon atoms of formula CX(H2O)X, with x an integer greater than or equal to 5, preferably x is greater than or equal to 6, in particular x is inclusively between 5 and 7, preferably x = 6, they may be of D or L configuration, and of alpha or beta anomer, as well as their salts and solvates such as hydrates; By "disaccharide," we mean a disaccharide, which is a compound consisting of two monosaccharides linked together by O-glycosidic bonds. These compounds are composed of two monosaccharides (also called monosaccharides) as defined previously. The monosaccharide units comprise at least 5 carbon atoms, preferably 6. In particular, the monosaccharide units are linked together in 1,4 or 1,6 anomers in the α (alpha) or β (beta) configuration. Each monosaccharide unit may be of L or D configuration. This also includes its salts and solvates, such as the hydrates of the monosaccharides. More particularly, these are polymers formed from two monosaccharides having the general formula: -[Cx(H2O)y)]2- or -[(CH2O)x]2-, with x an integer greater than or equal to 5, preferably x is greater than or equal to 6, in particular x is inclusively between 5 and 7, preferably x = 6, and y an integer that represents x - 1; By "polysaccharide" we mean a poly-osidic sugar which is a polymer consisting of at least 3 monosaccharides linked together by O-osidic bonds, said polymers being made up of monosaccharide units (also called mono-osidics) as defined above, said monosaccharide units comprising at least 5 carbon atoms, preferably 6, particularly the mono-osidic units being linked together in 1,4 or 1,6 in α (alpha) or β (beta) anomer, each osidic unit being able to be of L or D configuration, as well as its salts and solvates such as the hydrates of said monosaccharides;more particularly refers to polymers formed from a certain number of sugars (or monosaccharides) having the general formula: -[C x(H2O)y)]w- or -[(CH2O)X]W-, with x an integer greater than or equal to 5, preferably x greater than or equal to 6, in particular x is between 5 and 7 inclusive, preferably x = 6, and y an integer representing x - 1, and w is an integer greater than or equal to 2, particularly between 3 and 3000 inclusive, more particularly between 5 and 2500, preferably between 10 and 2300, particularly between 15 and 1000 inclusive, more particularly between 20 and 500, preferably between 25 and 200; ; by "organic or mineral acid salt", more particularly means a) addition salts with a particular organic or mineral acid selected from a salt derived from i) hydrochloric acid HCl, ii) hydrobromic acid HBr, iii) sulfuric acid H2SO4, iv) alkylsulfonic acids: Alk-S(O)2 OH such as methylsulfonic acid and ethylsulfonic acid; v) arylsulfonic acids: Ar-S(O)2OH such as benzenesulfonic acid and toluenesulfonic acid; vi) alkoxysulfinic acids: Alk-OS(O)OH such as methoxysulfinic acid and ethoxysulfinic acid; vii) aryloxysulfinic acids such as tolueneoxysulfinic acid and phenoxysulfinic acid; viii) of phosphoric acid H3PO4; ix) of triflic acid CF3SO3H and x) of tetrafluoroboric acid HBF4;xi) of organic carboxylic acids R°-C(O)-OH (Fz) formula (l'z) in which R° represents a (hetero)aryl group such as phenyl, (hetero)aryl(Ci-C4)alkyl such as benzyl, or (Ci-Cio)alkyl said alkyl group being optionally substituted preferably by one or more hydroxy groups, amino radicals, or carboxy groups, R° preferably designating a (Ci-C6)alkyl group optionally substituted by 1, 2 or 3 hydroxy groups, or more preferably monocarboxylic acids of formula (l'z) are chosen from acetic acid; glycolic acid, lactic acid, and mixtures thereof, and more particularly among acetic acid and lactic acid; and polycarboxylic acids are selected from tartaric acid, succinic acid, fumaric acid, citric acid and mixtures thereof; and xii) amino acids having more carboxylic acid radicals than amino groups such as gamma-carboxyglutamic acid, aspartic acid, glutamic acid, in particular gamma-carboxyglutamic acid; or b) addition salts with an organic or mineral base such as hydroxides of alkali metals, alkali-earth metals, carbonates of alkali metals or alkaline earth metals, bicarbonates of alkali metals or alkaline earth metals, addition salts with so-called basic amino acids such as arginine, lysine, addition salts with amines possibly hydroxylated; An "anionic counterion" is an anion or anionic group associated with the cationic charge; more particularly, the anionic counterion is chosen from i) halides such as chloride, bromide; ii) nitrates; iii) sulfonates, including the Ci-C6 alkylsulfonates: Alk-S(O)2O such as methylsulfonate or mesylate and ethylsulfonate; iv) arylsulfonates: Ar-S(O)2O such as benzenesulfonate and toluenesulfonate or tosylate; v) citrate; vi) succinate; vii) tartrate; viii) lactate; ix) alkyl sulfates: Alk-OS(O)O such as methyl sulfate and ethyl sulfate; x) arylsulfates: Ar-OS(O)O such as benzene sulfate and toluene sulfate; xi) alkoxysulfates: Alk-OS(O)2O such as methoxy sulfate and ethoxysulfate; xii) aryloxysulfates: Ar-OS(O)2O, xiii) phosphate; xiv) acetate; xv) triflate; and xvi) borates such as tetrafluoroborate. The "solvates" represent the hydrates as well as the association with linear or branched C1-C4 alcohols such as ethanol, isopropanol, n-propanol; By "chromophore" we mean a radical derived from a colorless or colored compound capable of absorbing in the UV and / or visible radiation at a wavelength Xabs between 250 and 800 nm; Preferably the chromophore is colored i.e. it absorbs wavelengths in the visible range i.e. preferably between 400 and 800 nm. Preferably chromophores appear colored to the eye; particularly between 400 and 700 nm (Ullmann's Encyclopedia, 2005, Wiley-VcH, Verlag "Dies, General Survey", § 2.1 Basic Principle of Color); A "UV-A filter" is a chromophore made from a compound that filters (or absorbs) UV-A ultraviolet rays at a wavelength between 320 and 400 nm. Short-wave UV-A filters (absorbing the rays at a wavelength between 320 and 340 nm), long UV-A filters (absorbing rays at a wavelength between 340 and 400 nm). - By "UV-B filter" we mean a chromophore made from a compound that filters (or absorbs) UV-B ultraviolet rays at a wavelength between 280 and 320 nm. - By "anhydrous" we mean a quantity 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 Cl, C2, C3 or C4 even more preferably the composition is free of water. - The terms "coloring agent" and "coloring matter" are equivalent;

[0019] Unless otherwise specified, the bounds delimiting the extent of a range of values ​​are included in that range of values.

[0020] Unless otherwise indicated, the quantities shown are expressed as mass percentages. Keratin fiber processing method

[0021] The first object of the invention is a one- or multi-step process applying to keratin fibers, in particular hair:

[0022] i) at least one compound of formula (I) as defined above and below;

[0023] ii) at least one crosslinking agent as defined below; and

[0024] iii) possibly at least one cosmetic active ingredient as defined above and below.

[0025] According to a particular embodiment of the invention, the process of the invention implements the step of simultaneous application of ingredients i), ii), and possibly iii).

[0026] According to another particular embodiment of the invention, the process comprises at least 2 steps in which ingredients i), and ii) and optionally iii), (the latter ingredient being able to be found together with ingredient i) and / or with ingredient(s) ii)) are applied in separate, successive steps to the keratin fibers.

[0027] According to a particular embodiment, ingredient(s) i) are applied to the keratin fibers, then ingredient(s) ii) are applied to the keratin fibers, it being understood that ingredient(s) iii) when present may be applied together with i) and / or ii).

[0028] According to another particular embodiment, ingredient(s) ii) are applied to the keratin fibers, then ingredient(s) i) are applied to the keratin fibers, it being understood that ingredient(s) iii) when present may be applied together with i) and / or ii).

[0029] According to a particular embodiment of the invention, the process for treating keratin fibers is a process for caring for, styling and / or coloring keratin fibers. Unique, and preferably hair.

[0030] According to another embodiment of the invention, the process for treating keratin fibers is a hair coloring process.

[0031] According to one aspect of the invention, the process for treating keratin fibers of the invention implementing ingredients i), ii) and possibly iii), is a treatment for hair care.

[0032] According to another aspect of the invention, the process for treating keratin fibers of the invention implementing ingredients i), ii) and possibly iii), is a process for caring for, styling and / or coloring keratin fibers.

[0033] According to one embodiment of the invention, the process for treating keratin fibers involves: - a composition, referred to as "Cl", comprising i) at least one compound of formula (I) or (la) as defined above and below and possibly iii) at least one cosmetic active as defined above and below; preferably the composition Cl does not include a crosslinking agent; - a composition, referred to as "C2", comprising i) at least one compound of formula (I) or (la) as defined above and below and ii) at least one crosslinking agent as defined below and possibly iii) at least one cosmetic active ingredient as defined above and below; - a composition, referred to as "C3", comprising i) at least one compound of formula (I) or (la) as defined above and below, ii) at least one crosslinking agent as defined below and iii) at least one cosmetic active ingredient as defined above; and / or - a "C4" composition comprising ii) at least one crosslinking agent as defined below and optionally iii) at least one cosmetic active ingredient as defined above and below; preferably the C4 composition does not comprise any compound of formula (I) or (la); - a "C5" composition comprising iii) at least one cosmetic active ingredient as defined above and below; preferably the C5 composition does not include i) a compound of formula (I) nor ii) a crosslinking agent as defined below; it being understood that: • the process employs together or separately i) at least one compound of formula (I) or (la) as defined above and below and ii) at least one crosslinking agent as defined below; and • Compositions C1, C2, C3, C4 and C5 may be anhydrous, aqueous such as hydroalcoholic and / or comprise one or more fatty substances (iv), in particular one or more oils, preferably volatile, as defined above. After.

[0034] According to one aspect of the invention, the process for treating keratin fibers, and in particular for the care, styling, and / or coloring of keratin fibers, especially hair, employs a composition, referred to as "Cl", comprising i) as defined above and below, and optionally iii) at least one cosmetic active ingredient as defined below, in particular selected from a) coloring agents such as pigments, direct dyes, and mixtures thereof, b) keratin fiber conditioning agents, c) UV filters, and d) mixtures thereof, and in particular at least one coloring agent, more particularly at least one pigment

[0035] According to another aspect, the process for treating keratin fibers and in particular for the care, styling and / or coloring of keratin fibers of the invention implements a composition, referred to as "C2", comprising i) at least one compound of formula (I) as defined above and below and ii) at least one crosslinking agent as defined below and optionally iii) at least one cosmetic active as defined above.

[0036] According to another aspect, the process for treating keratin fibers and in particular for the care, styling and / or coloring of keratin fibers of the invention implements a composition, called "C3", comprising i) at least one compound of formula (I) as defined above and below, ii) at least one crosslinking agent as defined below and iii) at least one cosmetic active ingredient as defined above.

[0037] According to another aspect, the process for treating keratin fibers and in particular for the care, styling and / or coloring of keratin fibers of the invention implements a composition called "Cl" and a composition called "C4", said composition "Cl" comprising i) at least one compound of formula (I) as defined above and below and possibly iii) at least one cosmetic active as defined above, and said composition "C4" comprising ii) at least one crosslinking agent as defined below and possibly iii) at least one cosmetic active as defined above.

[0038] According to another embodiment of the process of the invention, the ingredient(s) i) and optionally iii) are applied together (i.e., simultaneously) to the keratin materials in a first step, and then in a subsequent step the ingredient(s) ii) and optionally iii) are applied to said keratin fibers. According to a particular embodiment of the process, in the first step, composition "C1" is applied to the keratin materials, and then a composition "C4" comprising ii) at least one crosslinking agent and optionally iii) at least one cosmetic active ingredient as defined above is applied to said fibers.

[0039] According to yet another variant of the process of the invention, the ingredient(s) ii) and optionally iii) is / are applied to said keratin fibers, then the Ingredients i) and possibly iii) at least one cosmetic active ingredient as defined above are applied to said fibers. In particular, composition C4 is applied to the keratin fibers and then composition Cl is applied.

[0040] The compositions Cl, C2, C3, C4 and / or C5 of the process of the invention which comprise at least one fatty substance in particular at least one oil and water, may be in the form of a direct or reverse emulsion.

[0041] The Cl, C2, C3, C4 and / or C5 compositions of the process according to the invention can therefore be applied directly as such to the target keratin fibers or even be formed directly on the surface of these keratin fibers.

[0042] According to yet another embodiment of the process of the invention, ingredient ii), in particular metal alkoxides and more particularly titanium alkoxides such as titanium butoxide, and optionally iii), is / are applied to the keratin fibers, and then ingredient i), and optionally iii), at least one cosmetic active ingredient as defined above, is / are applied to said fibers. In particular, composition "C4" is applied to the keratin fibers, followed by composition "Cl".

[0043] According to another embodiment of the process of the invention, ingredients i), ii), and optionally iii) are applied together in a first step, and then in a subsequent step, ingredient ii) identical or different from ingredient ii) used in the first step is applied to said keratin fibers again. According to a particular embodiment of the process, in the first step, a composition "C2" or a composition "C3" is applied to the keratin fibers, and then a composition "C4" comprising ii) at least one crosslinking agent and optionally iii) at least one cosmetic active ingredient as defined above is applied to said fibers.

[0044] According to the invention, three modes of implementation are distinguished, called "1-step application mode", "2-step application mode" and "3-step application mode".

[0045] According to one embodiment of the process of the invention, is carried out in one step by applying the composition C2 or C3 as defined above to the keratin fibers.

[0046] The term "one-step application method" means the direct application to the target keratin fibers of a single composition according to the invention, namely composition C2 or C3.

[0047] After application of composition C2 or C3, a water- and / or shampoo-resistant deposit is advantageously obtained, and / or good shape retention of the keratin fibers, particularly curls, and / or easy styling, and / or a pleasant feel to the keratin fibers, which can give said fibers body. The deposit obtained is furthermore water and / or shampoo resistant.

[0048] According to another embodiment of the process of the invention, is carried out in two steps.

[0049] The term "two-step application method" refers to the successive application, to the target keratin fibers, of two different compositions, for example Cl and C4, or C2 and C4, or C3 and C4. Preferably Cl then C4, C2 then C4, or C3 then C4. The two-step application method may, in particular, include the successive application to the keratin fibers of a C2 or C3 composition and a C4 composition, preferably C2 or C3 then C4.

[0050] In the 2-step application method, the composition applied first to the keratin fibers, for example Cl, is conventionally referred to as the "base coat" and the composition superimposed on it, for example C4, is generally referred to as the "top coat".

[0051] According to another embodiment, the process of the invention is carried out in 3 steps.

[0052] The term "3-gesture application mode" refers to the sequential application of 3 actions. distinct C1 to C5 positions. According to this application method, for example, the following are applied successively to the keratin fibers: a) a C1 composition, then |3) a C4 composition, then y) a C5 composition, preferably C1 then C4 then C5 or C1 then C5 then C4. According to another option, the following are applied sequentially to the keratin fibers: a) a composition, for example C4, and |3) a C1 or C2 composition, and y) a C5 composition, preferably the C4 composition is applied before the C1 composition.

[0053] In 2 or 3 step application methods, the composition applied first, for example Cl, is conventionally referred to as the "base coat" and the composition(s) superimposed on it are generally referred to as the "top coat".

[0054] After applying the different compositions C1 to C5, a residual deposit is advantageously obtained on the keratin fibers and / or good shape retention of the keratin fibers, particularly curls, and / or easy styling and / or a pleasant feel. The deposit obtained on said fibers is also resistant, in particular, to water and shampoos.

[0055] According to a particular embodiment, the compositions are applied to dry keratin fibers after combing and drying in ambient air, or with a hair dryer, preferably with a hair dryer.

[0056] According to a particular embodiment, the keratin fibers are dried after application of compositions Cl to C5, in particular after application of each different composition.

[0057] According to one aspect, the present invention relates to a method for coloring keratin fibers, in particular hair, comprising an application step on said hair, of a C2 or C3 composition, in particular containing at least one coloring material in particular as defined above and more particularly at least one pigment.

[0058] According to another aspect, the present invention relates to a method for coloring keratin fibers, in particular human keratin fibers, especially hair, comprising at least the sequential application:

[0059] - of a composition Cl as defined above; then - of a C4 composition as defined previously;

[0060] it being understood that compositions Cl and / or C4 contain at least one coloring matter as defined below, preferably at least one pigment. Preferably composition Cl comprises at least one pigment.

[0061] According to another aspect, the present invention relates to a method for coloring keratin fibers, in particular human keratin fibers, especially hair, comprising at least the sequential application:

[0062] - of a composition Cl as defined above; then - of a C4 composition as defined above; and

[0063] - of a C5 composition as defined above;

[0064] it being understood that the compositions Cl and / or C4 and / or C5 contain at least one colouring material as defined below, preferably at least one pigment. Preferably composition C5 comprises at least one pigment.

[0065] According to another aspect, the present invention relates to a method for coloring keratin fibers, in particular human keratin fibers, especially hair, comprising at least the sequential application:

[0066] - of a C2 composition as defined above; then - of a C4 composition as defined previously;

[0067] it being understood that compositions C2 and / or C4 contain at least one coloring matter as defined below, preferably at least one pigment. Preferably composition C4 comprises at least one pigment.

[0068] According to yet another aspect, the present invention relates to a method for coloring keratin fibers, in particular human keratin fibers, especially hair, comprising at least the sequential application:

[0069] - of a C2 composition as defined above; - of a C4 composition as defined above; and

[0070] - of a C5 composition as defined above;

[0071] it being understood that compositions C2 and / or C4 and / or C5 contain at least one coloring matter as defined below, preferably at least one pigment. Preferably composition C5 comprises at least one pigment.

[0072] According to another aspect, the present invention relates to a method of ma-

[0073]

[0074]

[0075]

[0076]

[0077]

[0078]

[0079] coating of keratinous materials, in particular keratinous fibers, especially human keratinous fibers, particularly hair, comprising at least the sequential application: - of a Cl, C2 or C3 composition as defined above; and - of a C4 composition as defined previously; - it being understood that at least one of the compositions includes at least one cosmetic active ingredient iii) chosen from coloring materials, preferably from pigments. i) Compound of formula (I) The first ingredient of the process of the invention is the compound of formula (I) as defined above. According to a particular embodiment of the invention, ingredient i) is chosen from those of formula (la) as well as their optical isomers, geometric isomers, their salts, and their solvates such as hydrates: [Chem. 2]: Formula (the) in which: - R1 is as defined above, particularly represents a versatile hydrocarbon radical in C2 to CM, preferably in C3 to Ci2, preferably in C4 to Ci1, linear or branched, saturated or unsaturated, conjugated or not, acyclic or cyclic, aromatic or not, R1 being further: a) possibly substituted by one or more hydroxyl groups OH, and / or b) possibly interrupted by one or more heteroatoms or groups chosen from O, S, -N(R'), preferably interrupted by one or more oxygen atoms, in which R' is as defined in formula (I); - R2 is as defined previously, preferably R2 represents a (Ci-C6)alkyl group, linear or branched, preferably a (Ci-C4)alkyl group, particularly methyl or tert-butyl such as methyl; and - n being as defined previously, preferably n denotes an integer from 2 to 8. According to one embodiment, the compounds of formula (I) and (la) are such that R1 represents a C6 to C8 hydrocarbon polyvalent radical, linear or branched, unsaturated monocyclic or bicyclic, preferably monocyclic, and aromatic such than phenyl.

[0080] According to another embodiment, the compounds of formula (I) and (la) are such that R1 represents a C5 to C12 saturated monocyclic or bicyclic hydrocarbon polyvalent radical, optionally interrupted by one or more heteroatoms or groups selected from O, S, -N(R'), in which R' represents a hydrogen atom, an alkyl group having from 1 to 4 carbon atoms, preferably interrupted by one or more oxygen atoms. Preferably, R1 represents a monosaccharide or polysaccharide motif, in particular a disaccharide, on which n hydroxyl groups have been substituted by n -OC(O)-CH2-C(O)-R2 groups, with R2 as defined above and n as defined above.

[0081] Suitable monosaccharides according to the invention include, but are not limited to, ribose, glucose, mannose, galactose, fructose, sorbose.

[0082] According to one embodiment, the disaccharides are selected from cellobiose, maltose, lactose, raffinose, sucrose, trehalose, melibiulose, melibiose, mannobiose, kojibiose, nigerose, isomaltose, rutinose, rutinulose, xylobiose

[0083] According to another preferred embodiment of the invention, the compounds of formula (I) and (la) are such that R1 represents a C2 to Ci2, preferably C3-C10, linear or branched, saturated or unsaturated hydrocarbon polyvalent radical, preferably saturated.

[0084] According to a particular embodiment of the invention, the compounds of formula (I) and (la) are such that n denotes an integer from 2 to 8, more particularly n denotes an integer from 3 to 6, more particularly from 3 to 5. According to one embodiment, the compounds of formula (I) and (la) are such that n equals 2. According to another embodiment, the compounds of formula (I) and (la) are such that n equals 3. According to another embodiment, the compounds of formula (I) and (la) are such that n equals 4. According to another embodiment, the compounds of formula (I) and (la) are such that n equals 5. According to yet another embodiment, the compounds of formula (I) and (la) are such that n equals 6.

[0085] In one variant of the invention, the compound of formula (I) or (la) as defined above is a mixture of compounds of different chemical structures.

[0086] More particularly, the compound(s) of formula (I) and (la) are chosen from the following compounds, as well as their optical isomers, their salts, and solvates such as hydrates: N' CAS Nom chhnhpæ Süuduië decreases 0) 3-WKM.T4J 7-haptaned-yh , OOsBM bubuxïmue J <v ,X-\S x.--»s, .X-X: .. / V-.. ■xv Œ338-28-0 3-^0-11418-acta nedyi) pfe*. bubnoUps V\:xX " ■'-••,..- ••■ ■ ■■• •■-..■•-■'■ - ‘■Xx--""' ■ ■> <■ PI 501426-98^ decaaediyi) ester of acMe batan^qae .X. . ..-•Xx, .-'XX-. .-.••Xx . / •'x-. .y*-' .-XX, - R 174498-06-7 3-ox©-11-(13-prepanediyO 4adCe bioanosque » L Xy X> Û "■" ''x^..-"- "'\Z- ' WcA?" Chemical number 1S818M-0 S'Oxo-U-ciimsthyl-A^^OvanetSyl ester d'adde butao^qae k 1......J-rrY ô & (ëj H502Û-1M 3-axo~2-t&W^t^i^«2-pra zV H i )=a <> (0 37536-36-7 3-sxe-112;A tébemsthyM{2-ëthamdryi ester d'adde butewque 2 2 '■ ' S 0- m 5821 3-75-5 3-exc-l.1 '-M3 ® 0 SU l X ZZ ,X 1. 'Y '0" x P) 58213-74-4 3-oxo-l1-(2,2-drmètWM-fi- prepsmadiyl es^er of acid baUnt^qae ^ÿÿÿÿÿj^ / ,- / '\ >•••••••••••••••< z / \ <-z / ......... \ R 39554-28-3 3-œæ-ll A> pentoediyi) ester d'adde buténelqse $ >\ , ,-, z, XA ■'<>'■ Z \ X;«Z ' 14276-67-5 3-sxq~V^' dimêthyi-13-pmpanediyO aster l acid butandide V z-AvX- 3 PP Y-Xx X'x A. ...^ -y .X„XV / À < \. (cooaxA N: CAS Chemical name Dybnique structure (12) 138101 -2 3-exO J-MemedM butarmAos uo AA .x '•■ X;v'' s'vy M v & ô (13) 6079 -exmól é-by 3-exO -^haoediyl ester dAdd® btrfàrmlq® 0 0 .A Ax XX AA XX XT ï T 5 0 0 (10 5459-04-1 3-oxo-1 x 2 -ethanedM ester d! sodé ¥ A-ee.-'Arm (15) 2388-10-3 3-oxo-1xT-(lA hexaosdiyi} ester decidé Wan<&)ue 3-oxo-1 S-hexawdiyi ester d\»de boncmee (9CI) $ A\- .As sx\ XxX. x'■x,-x'*'^^ ■'•vsz'- Aa” %•"' x..z' \$x $ & (10) 32313-88 A bh(3-oxobOrmate) S 11'42,2-8isg1> dioxobrdsxy)methyl)-1,3-ptopaoédiyO Xx A ?' au A"" AA / .....' m XX Xx ,-x ,......TT / A (10 §1888-233 bis(3-oxo8otanoate) of 1T<> Ba(hydrox7oAftyi)-1 J-propaostfÿi] OP m—a | | é à (18) N* CAS Chemical name Structure chk QO ■■ A k __ / xque | -œ I YV 0 O 139973-95-8 3-ûxo4 ,3,5-beogenetHyl ester dat^e butâmes aa - . aa A""Y kkA e © I ( <x\ ............w............ 139264-86-1 kxH2,4-bsrrzerwblyl ester d'addg botanique '‘X^55 o o -St"* xk A,.l.. À.A: 8 U A -.. (21) 22298-25-9 THacétoacé^te de tnmethyblpmpane KFŒX7301 / .........V / h--------> s X „-"'"x\ .Ax xX S à =0 OI (22) 23SÔW48-5 .A. .Jx .A-. .A. ..•■••s. ..■'••s .2\ '-Y" Y Num chnniqua Structure chimique (23) 66223-33-2 3-oxô’2'butyl-2-|(1 3-i. A propanedéd ester d'adde butanes que —A .A ......A ,... A A V. ,s-V -SS. .Y' "V ■' V" %?•■" \ 1 I ............ (24) 1573231^ 7 A4-diméW-3«exo«. diîWhyM ,3- )<> 1 >prc pened^l] ester d’adde pentane^ue. ..................7...........A............................................................................... \ .'A —y—< / V™ / X s u X.I “-A XX. A A X AvAAA y A § S ^----:-2 ï * Xssssssss A >—A'"" (B) 6Û7W8-7 W3<xo&iamaM ^l.V.t\1.2,3-propauetdyi) e ô â é A A. xx. XX A. A Xx" "«y Xy -XX X AV h c (26) (a^a-acétoacétafe da tnesoerytMfeïi A-v A 1 A H o ! Y P'' / A, «v5 S "A i A | N4 CAS Chemical name Chemical name | po 189533^3 <îD'G:uccpyranose. 1,2.f3>4s5-pfontax(3” oxob <Moate) m. A x\:< l A Y $■ ,, 0 KçA^.zKA AJAtA \ ..-.. A A-m r ï s- 1 0 Ss < / 's A x [ (23) 22S4ZW-55-7 Ammo-2-p,3,4-Ofe-(l(134iôxûbutyi>^ xybpyranuosyOwF d:acW besumque %A ÂA ''■A-' Ap>- (29) 1239300*10- 9 2,3s4.;ô4e^akis(3-ùxobylatmte) de e-0- Gfeœpyra no J.fructoranteos, 1 ……………………………………………..:';…………………………………………………………….. .•i. •:> m- V Ay -<■• •<•<•• <:• * <•> ,-. =: : ​​?: $ £ $ To,To\. A\- AA¥You | " " ¥.< <"> ::: '■s-'A :< x .xv A A' A'' A'' aaa-^ I | y-- <Vv.^ Fr cas Nom aNmqae 3tmctuf§ cNmkios CW 96481-26-4 D-Chjcopy ranose. pentakb(3-oxotomwate) <.\x .$\. :>%. 'v >,■■ PU 944473-12-5 ï,4> (tabydr©-, 2;S-hfe(3-àxob^tâfwate) …………………………………………………………….'P....................... <ë V? 3 e * \ „.ÿ l: < 1\ j: X' * > > \ „3 * « >' £ CW 2254710-49- 9 ÿ x' ÿ: (33} hexa-soloaceàb of sarbfel yo § y <y; ’ ' Ç 0 ”' ■■■ ••• ■■' v- X X JL A x ■••■••• ■<- •• ■ ■■•••“ v’ v‘ ••-•* '> fy yy ••... xi o-, ..xo 6 ;X ;X S-'" Ô Ô \ > e 0 XwwNwX?îwîwfc / WCAS Chemical name Chemical secretion (34) 21S75W7 D-Gfedtul 4-0-H)-gaiatfopyranosyL pcfyacateaceate / ' $?> xwCS $> xwïyï HM <> Sri > \> / / % % with RI chosen from among XXÔKHrQÔI-àHs,. H with at least two radicals Ri ?eprêaentent 43(Û>CHi>43(0)4^ (35) Suœse pelyace&aemts J x $ ?>: 1 Va VJ X ÎW with RI chosen from among -CiO'p CH.HWCHS.H at least two radicals Ri rapfêssa^nl -qQMMVûKH* (38) pdyaeêteacéW S- RS "Y p".À, A- ■AYA* fi< ^s .preferably S radicals RI represent -C(O}-CH:-C(O> '

[0087]

[0088]

[0089] Nv CAS Chemical name 0 0 hw rafts RI <XO)'CKH^O^ si trois radeaux RI représentent uo atome d'hyt^^êaa " 1471-90 133614^-5 (4^ Wm AA in which identical or different RI represents a hydrogen atom or a -C(O)-CH2-C(O)-CH3 group, it being understood that at least two RI radicals represent -C(O)-CH2-C(O)-CH3, preferably at least three RI radicals represent -C(O)-CH2-C(O)-CH3, Preferably the compounds chosen from (18), (21), (36), (37), (38), (39) and (40) and better (21), (38) and (39). The compound(s) of formula (I) or (la) as defined above are preferably present in a mass ratio of 0.2% to 100%, particularly 0.5% to 50%, more particularly 2% to 35% relative to the total weight of the com-

[0090]

[0091]

[0092]

[0093]

[0094]

[0095] position Cl, C2 or C3 containing them. In particular, the crosslinking agent(s) and the compound(s) of formula (I) or (la) are preferably present in a mass ratio of 7 to 35% relative to the total weight of the composition comprising them. The compound(s) of formula (I) can be obtained by (poly)condensation(s) of n equivalents of dicarbonyl reagent with a nucleophilic reagent R'(XH)n comprising n equivalents of -XH nucleophilic functions according to the following scheme: [Chem 3]: Diagram in which: - R1, R2, Ra, Rb and n are such as defined for the compound of formula (I) and ; - R3 represents a hydrogen atom, an (Ci-C4)alkyl group such as methyl, ethyl, isobutyl, t-butyl, or an electrofuge group such as CHal3, or Hal3 C-SO2- as triflate, with Hal, identical or different, representing a halogen atom; - X' represents an oxygen atom, or sulfur, preferably O. These (poly)condensation methods are known to those skilled in the art; examples include "From rigid and flexible foams to elastomers via Michael addition chemistry", Polymer, 106, 128-139, (2016), "Dynamic Curing Agents for Amine-Hardened Epoxy Vitrimers with Short (Re)processing Times", Macromolecules, 53(7), 2485-2495 (2020), "Super photo-base initiated organic-inorganic hybrid coatings by plural-cure mechanisms", Progress in Organic Coatings, 127, 222-230 (2019) or patent application PL159100: Method for manufacturing acetylacetate esters. According to a particular embodiment of the invention, R'(XH)n is selected from the acyclic polyols R'(OH)n, in particular selected from glycerol, trimethylolpropane, ethylene glycol, diethylene glycol, triethylene glycol, tetraethylene glycol, propylene glycol, dipropylene glycol, butylene glycol, trimethylolethane, pentamethylene glycol, trimethylpentanediol, pentyl glycol, isosorbide, pentaerythritol, dipentaerythritol, hexamethylene glycol, hexylene glycol, hexandediol, neopentyl glycol, 1,2-propanediol; 1,3-propanediol; 1,2-butanediol, 1,3-butanediol, 2,3-butanediol, 1,4-butanediol; 2,4-butanediol, 3,4-butanediol; 1,4-Pentanediol; 1,5-pentanediol, 2,2,4-Trimethyl-l,3-pentanediol, 1,6-hexanediol, 1,2 octanediol, 1,8 octane diol, 1,10-decanediol, 2-methyl-l,3-propane diol, hexylene glycol, isoprene glycol.

[0096] In one variant, R'(XH)n is chosen from among the cyclic polyols R'(OH)n in particular chosen from among the monosaccharides and disaccharides, as defined above, alone or in mixture.

[0097] Preferably R'(XH)n is chosen from the polyols R'(OH)n alone or in mixture in particular from trimethylolethane, glycerol, trimethylolpropane, pentaerythritol, glycerol, glucose, sucrose and sorbitol.

[0098] According to another variant R'(XH)n is chosen from among the diamines R'(NH2)2 in particular the hydroxyalkylated aliphatic diamines such as ro,o'-bis(diethanolaminomethyl)-p-nonylphenol, N,N,N,N'-tetra(2-hydroxypropyl)ethylenediamine (Quadrol L, available from BASF) and N,N,N,N-tetra(2-hydroxyethyl)ethylenediamine, and their mixture.

[0099] According to another advantageous embodiment, the compound(s) of formula (I) or (la) are obtained by (poly)condensation(s) of n equivalents of propylenedioxy carbonyl reagent with a polyamine nucleophilic reagent R*(NH2)n comprising n equivalents of -NH2 nucleophilic functions according to the following scheme:

[0100] [Chem. 4]:

[0102] Diagram in which: - R1, R2, Ra, and n are such as defined for the compound of formula (I) - R*-NH2 is notably chosen from among ethylenediamine, 1,3-diaminopropane, cadaverine, hexamethylenediamine, 1,2-diaminopropane, 1,2-diaminocyclohexane, phenylenediamine; and - Rb, and Rc', identical or different, represent a hydrogen atom, a (Ci-C4)alkyl group.

[0103] This type of synthesis process according to scheme 2 is known to those skilled in the art; for example, "Acetoacetylation with 2,2,6-trimethyl-4H-l,3-dioxin-4-one: a convenient alternative to diketene”, Journal ofOrganic Chemistry, 50(14), 2431-5, (1985) or “Synthesis of new Biginelli poly-condensates: renewable materials with tunable high glass transition temperatures”, Polymer International, 70(5), 506-513 (2021).

[0104] According to another advantageous embodiment, the compound(s) of formula (I) or (la) are obtained by (poly)condensation(s) of n equivalents of diketene reagent with a reagent Nucleophile R*(X)n comprising n equivalents of nucleophilic functions -XH according to the following scheme:

[0105] [Chem.5] 'CH2

[0106] Diagram in which:

[0107] R1, and n are such as defined for the compound of formula (I)

[0108] X' represents an oxygen atom, or sulfur atom, or N(R') with R'=H

[0109] This type of process is known to those skilled in the art. Examples include "Acetoacetamides, 2-hydroximinoacetoacetamides, and 2,3-bis(hydroximino)-butyramides”, Journal fur P raktische Chemie (Leipzig), 323(2), 337-44, (1981) or Angewandte Makromolekulare Chemie, 9, 96-105, (1969). ii) Crosslinking agent

[0110] The process of the invention employs ii) one or more crosslinking agents.

[0111] For the purposes of the invention, the term "crosslinking agent", also called R, designates a compound capable of forming with at least one ACAC function of the compound of formula (I) or (la): - at least one covalent bond, - at least one donor-acceptor (dative) bond, and / or - at least one coordination link and thus to crosslink the compound of formula (I) or (la).

[0112] Preferably, the term crosslinking agent designates a compound capable of establishing at least one covalent bond with an ACAC function of compounds of formula (I) or (la).

[0113] For the purposes of the present invention, it is understood that the terms “crosslinking agent” and “crosslinking agent” are equivalent.

[0114] Compositions C2, C3, and C4 contain at least one crosslinking agent. The compositions of the invention may comprise an oily phase, an aqueous phase, or may be in the form of a direct or reverse emulsion. Composition C4 may be an aqueous composition.

[0115] According to one aspect, the process of the invention employs a composition called "C3", in particular a cosmetic composition for keratin fibers, and in particular one for the care, styling and / or coloring of keratin fibers, comprising i) at least one compound of formula (I) as defined above, ii) at least one crosslinking agent and iii) at least one cosmetic active ingredient as defined above, and in particular at least one coloring agent, more specifically at least one pigment.

[0116] Compositions C2, C3 and C4 can be obtained by mixing an aqueous dispersion and / or a composition comprising at least one crosslinking agent R, and at least one cosmetic active chosen from a) to d) as defined above.

[0117] The crosslinking agent(s) as defined above are preferably present in a mass ratio of 0.2% to 60%, particularly 0.5% to 40%, and more particularly 5% to 40% by weight of the total composition containing them. In particular, the crosslinking agent(s) and the compound(s) of formula (I) or (la) are preferably present in a mass ratio of 7% to 35% by weight of the total composition comprising them.

[0118] More specifically, the crosslinking agent(s) R suitable for the invention may be chosen from compounds with amine, thiol, acrylate and / or carbonyl functional groups such as a ketone or aldehyde functional group. A crosslinking agent R may also refer to a metal alkoxide.

[0119] Thus, according to a particular embodiment, the crosslinking agent R is chosen from (poly)amine, (poly)thiol, (poly)carbonyl, (poly)acrylate, and / or metal alkoxide compounds, (and mixtures thereof, and preferably chosen from (poly)amine, (poly)thiol, (poly)acrylate compounds, metal alkoxides and mixtures thereof.

[0120] By (poly)amine, (poly)thiol, (poly)carbonyl and (poly)acrylate compounds, we mean compounds comprising respectively at least one primary or secondary amine, thiol, carbonyl (such as a ketone or aldehyde), or acrylate function. A. (Poly)amine compounds

[0121] According to a preferred embodiment, the crosslinking agent R is chosen from (poly)amine compounds.

[0122] The (poly)amine compound may in particular be chosen from polyamine compounds having several primary and / or secondary amine groups or from amino alkoxysilanes, and more particularly from amino alkoxysilane compounds, diamine compounds, triamine compounds, and mixtures thereof.

[0123] The (poly)amine compound may be a compound comprising from 2 to 20 carbon atoms, in particular a non-polymer compound; it may be acyclic or cyclic, linear or branched, saturated or unsaturated, conjugated or non-conjugated, aromatic or non-aromatic, optionally interrupted by one or more heteroatoms selected from O, S, Si(R')2, N(R'), preferably O, Si(R')2, or their combinations such as -Si(R')2-O- or -O-Si(R')2-, with R' being the same or different, representing a (Ci-C4)alkyl group such as methyl, and R' representing a hydrogen atom or a (C) group i-C4)alkyl, preferably hydrogen.

[0124] By "non-polymer compound" is meant a compound that is not directly obtained by a polymerization reaction of monomers.

[0125] Examples of (poly)amine compounds include N-methyl-1,3-diaminopropane, N-propyl 1,3-diaminopropane, N-isopropyl 1,3-diaminopropane, N-cyclohexyl 1,3-diaminopropane, 2-(3-aminopropylamino)ethanol, 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, cystamine, xylenediamine, tris(2-aminoethyl)amine, l,3-bis(aminomethyl)cyclohexane, l,4-bis(aminomethyl)cyclohexane, diaminopropanol, 4,7,10-Trioxa-l,13-tridecanediamine, spermidine and C36-alkylenediamines (respectively priamine trademark 1071, 1073, 1074, 1075 marketed by CRODA).

[0126] According to a particular embodiment of the invention, the (poly)amine compound(s) are monoamine, i.e., contain a single primary and / or secondary amine group, preferably primary (NH2).

[0127] The (poly)amine compound(s) may be chosen from among the amino alkoxysilanes, in particular those 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 group NH2 or the secondary amine group -N(H)R, with R representing a Ci-C4 alkyl, an aryl, or a benzyl substituted by an amino group or by an aminoalkyl group in C1-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,

[0128] - R'2 and R'3, whether identical or different, represent a linear (Ci-C6)alkyl group or branched,

[0129] - z denotes an integer from 1 to 3, and

[0130] - x denotes an integer from 0 to 2,

[0131] with z + x = 3.

[0132] In particular, R\ is an acyclic chain. Preferably, R\ is a linear or branched, saturated or unsaturated Ci-C6 hydrocarbon chain substituted with an amine group -NH2 or -N(H)R, with R representing a Ci-C6 alkyl, a C3-C6 cycloalkyl, or a C6 aromatic. More preferably, R'1 is a linear saturated Ci-C6 hydrocarbon chain substituted with an amine group NH2. Even more preferentially, R' i is a linear saturated C2-C4 hydrocarbon chain substituted by an amine group NH2.

[0133] 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.

[0134] In particular, R'3 represents an alkyl group comprising from 1 to 4 carbon atoms, preferably, R'3 represents a linear alkyl group comprising from 1 to 4 carbon atoms, and more preferably R'3 represents the methyl or ethyl group. Preferably, z is equal to 3.

[0135] In particular, the (poly)amine compound(s) are chosen from among the amino al-coxysilanes 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 1)-3-aminopropytriethoxysilane, 3-(m-aminophenoxy)propyltrimethoxy-silane, p-aminophenyltrimethoxysilane, and N-(2-aminoethylaminomethyl)-phenethyltrimethoxysilane.

[0136] Preferably, the (poly)amine compound(s) are chosen from 3-aminopropyltriethoxysilane (APTES), 3-aminoethyltriethoxysilane (AETES), 3-aminopropylmethyldiethoxysilane, and N-(2-aminoethyl)-3-aminopropyltriethoxysilane, and more preferably 3-aminopropyltriethoxysilane (APTES) or its oligomers.

[0137] The (poly)amine compound may also be selected from amine polymers, in particular having a weight average molecular weight ranging from 500 g.mol1 to 1000000 g.mol*, preferably ranging from 500 g.mol1 to 500000 g.mol*, and preferably ranging from 500 g.mol1 to 100000 g.mol*.

[0138] According to a particular embodiment of the invention, the (poly)amine compound(s) are monoamine and selected from polydialkylsiloxanes, in particular of formula (IV) H2N-ALK-Si(R'2)(R'3)-O-[ Si(R'2)(R'3)-O]n- Si(R'2)(R'3)-R'4(IV)

[0139] Formula (IV) wherein ALK represents a (Ci-C4)alkylene group, linear or branched, preferably linear such as propylene, R'2 and R'3, identical or different, preferably identical, represent a (CrC4)alkyl group such as methyl, and R'4 represents a (Ci-C6)alkyl group, linear or branched, preferably at C4 such as n-butyl, n represents an integer greater than or equal to 2, preferably the value of n is such that the weight-average molecular weight of the polydimethylsiloxane ranges from 500 to 3000 g.mol*. Examples of polydimethylsiloxanes (IV) include those sold under the names "MCR-A11" and "MCR-A12" by the company Gelest.

[0140] According to a particular embodiment of the invention, the (poly)amine compound(s) are diaminized, i.e., contain two primary amine groups and / or se- secondary, preferably primary (NH2). More specifically, of a formula chosen from among the compounds of formulas (V) and (VI):

[0141] ALK[(O-ALK')m-NH2]2 (V) or

[0142] H2N-ALK-Si(R')2-[O-Si(R')2]mO-Si(R)2-ALK'-NH2 (VI)

[0143] formulas (V) and (VI) wherein ALK and ALK', identical or different, represent a (Ci-C6)alkylene group, linear or branched, preferably linear such as propyl R', identical or different, represents a (Ci-C4)alkyl group such as methyl, m being an integer greater than or equal to 0, preferably the value of m is such that the weight-average molecular weight of compound (V) or (VI) ranges from 500 g.mol1 to 55000 g.mol*. Examples of compounds of formula (VI) include those sold under the names "DMS-A11", "DMS-A12", "DMS-A15", "DMS-A21", "DMS-A31", "DMS-A32" and "DMS-A35" by the company Gelest.

[0144] The (poly)amine compound(s) which are diaminized are particularly the diaminized polyethers in particular of formula H2N-ALK-O-[ALK'-O]m-ALK”-NH2 with ALK, ALK' and ALK”, identical or different representing a (Ci-C6)alkylene group, linear or branched, and m representing an integer greater than or equal to 0, such as 4,7,10-trioxa-l,13-tridecanediamine or the compounds; in particular known under the reference Jeffamine of the Huntsman company; and more particularly polyethylene glycol and / or polypropylene glycol a, co-diamine (with 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.

[0145] According to a particular embodiment of the invention, the (poly)amine compound(s) are triamine, i.e., contain three primary and / or secondary amine groups, preferably primary (NH2). More particularly, triamine polyethers, notably of formula ALK”'[(O-ALK')m-NH2]3, with n and ALK' as defined above, and ALK'”, representing a trivalent (Ci-C6)alkylene group, linear or branched, and ne representing an integer greater than or equal to 0.

[0146] As (poly)amine compounds which are triamined, triamine polyethers are particularly cited, especially of formula, known under the reference Jeffamine of the Huntsman company; 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 names Jeffamine T-403.

[0147] 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 names Jeffamine T-403.

[0148] According to another particular embodiment of the invention, the (poly)amine compound(s) comprise more than three primary and / or secondary amine groups, primary preference (NH2).

[0149] In this variant, the (poly)amine compound(s) are chosen from poly(meth)acrylates or poly(meth)acrylamides bearing primary or secondary amine functions, such as poly(3-aminopropyl)methacrylamide, poly(2-aminoethyl) methacrylate.

[0150] Preferably, the polyamine compounds are chosen from among the chitosans (in particular poly(D-glucosamine), polydimethylsiloxanes comprising primary amine groups at the end of the chain and / or on side chains.

[0151] According to this variant, the (poly)amine compound(s) are in particular chosen from among the amino poly(alkylene (C2-C5)imines), and preferably polyethyleneimines and polypropyleneimines, in particular poly(ethyleneimine), in particular that sold under reference 408700 by Aldrich Chemical or under the trade name Lupasol by BASF, in particular with a molecular weight between 1,200 and 25,000; poly(allylamine), in particular that sold under reference 479136 by Aldrich Chemical; polyvinylamines and their copolymers in particular with vinylamides, in particular vinylamine / vinylformamide copolymers such as those marketed under the name Lupamin® 9030 by BASF; amino acids containing 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., acrylamido(Ci-C6)alkylamine-based copolymers, notably acrylamidopropylamine-based; and poly(D-Glucosamine), for example, sold under the reference Kionutrime CSG® by Kytozyme.

[0152] According to one embodiment, polydimethylsiloxanes comprising primary amine groups at the end of the chain and / or on side chains are selected from the following formulas (VII):

[0153] Ra-Si(Rb)(Rc)-O-[Si(Rb)(Rc)-O]m-[Si(ALK1-NH2)(Ra)-O]n-Si(Rb)(Rc)-Ra(VII)

[0154] Formula (VII) wherein Ra, identical or different, represents a hydroxy or (Ci-C4)alkyl group, Rb and Rc, identical or different, preferably identical, represent a (Ci-C4)alkyl group such as methyl, ALK1 represents a (Ci-C6)alkylene group, linear or branched, optionally interrupted by an N(H) group, m and n are integers greater than or equal to 1, preferably m and n are such that the weight-average molecular mass of the compound of formula (VII) ranges from 1000 g.mol1 to 500000 g.mol*.

[0155] According to an advantageous embodiment, formula (VII) is such that Ra, Rb, and Rc represent a methyl group, ALK1 represents a propylene group, n and m are such that the values ​​of n and m are such that the weight-average molecular weight of the polydime- thylsiloxane ranges from 1000 g.mol1 to 55000 g.mol*. Examples of polydimethyl-siloxanes of formula (VI) include those sold under the names "AMS-132", "AMS-152", "AMS-162", "AMS-163", "AMS-191" and "AMS-1203" by the company Gelest.

[0156] According to another variant, formula (VII) is such that Ra represents a hydroxyl or (Ci-C4)alkyl group such as methyl, ALK1 represents a (C5-C6)alkylene group substituted by an NH group, preferably ALK1 represents -(CH2)3 -N(H)-(CH2)2-, and m and n are such that the weight average molecular mass of the compound of formula (VI) ranges from 5000 g.mol1 to 500000 g.mol*.

[0157] As an amino polymer, polytetrahydrofuran (or polytetramethylene glycol) α, co-diamine, polybutadienes α, co-diamine may also be cited.

[0158] According to a particular embodiment of the invention, the (poly)amine compounds are chosen from hyperbranched polymers comprising at least one amino group and dendrimers bearing at least one amino group such as PAMAM poly-liamidoamine dendrimers with an ethylenediamine core and a terminal amine function.

[0159] Thus, according to a preferred embodiment, the composition according to the invention comprises a crosslinking agent R selected from (poly)amine compounds, in particular selected from chitosans, aminoalkoxysilanes, polydimethylsiloxanes comprising primary amine groups at the end of the chain or on side chains, amodimethicones, polyglucosamines, and mixtures thereof.

[0160] More preferably, the composition according to the invention comprises a crosslinking agent R selected from spermidine, aminoalkoxysilanes and polydialkylsiloxanes comprising primary amine groups at the end of the chain or on side chains, and even more preferably selected from 3-aminopropyltriethoxysilane (APTES), 3-aminoethyltriethoxysilane (AETES), 3-aminopropylmethyldiethoxysilane, N-(2-aminoethyl)-3-aminopropyltriethoxysilane and polydimethylsiloxanes comprising aminopropyl terminal groups at the end of the chain, and even more preferably is 3-aminopropyltriethoxysilane (APTES) or its oligomers. A. (Poly)thiol compounds

[0161] According to a preferred embodiment, the crosslinking agent R is chosen from (poly)thiol compounds also called "(poly)mercapto".

[0162] The (poly)thiol compound may in particular be organic or inorganic, preferably organic.

[0163] In a preferred embodiment, the (poly)thiol compound is siliconed, that is to say, it comprises one or more thiol groups, it also comprises at least one siloxane chain.

[0164] In a particular embodiment, the (poly)thiol compound is inorganic. Polythiol silicones can be cited as an example.

[0165] The (poly)thiol compound used in a composition according to the invention can in particular be chosen from among non-polymeric (poly)thiol compounds.

[0166] By "non-polymer compounds", in the context of the present invention, we mean compounds that are not directly obtained by a polymerization reaction of monomers.

[0167] According to one embodiment of the invention, the (poly)thiol compound(s), which is organic and non-polymer, have the formula (VIII) below, as well as its solvates such as its hydrates:

[0168] L(SH)q (VIII)

[0169] Formula (VIII) wherein:

[0170] - q, represents an integer greater than or equal to 2, preferably n is between inclusively between 2 and 10, preferably between 2 and 5;

[0171] - L denotes a multivalent (at least divalent) group, in particular comprising between 1 and 500 carbon and / or silicon atoms, more particularly between 2 and 40 carbon and / or silicon atoms, even more particularly between 3 and 30 carbon and / or silicon atoms, preferably between 6 and 20 carbon atoms, linear or branched, saturated or unsaturated, or (hetero)cyclic, saturated or unsaturated; L being possibly interrupted and / or terminated by one or more heteroatoms or groups chosen from O, S, N, Si, C(X), and their combinations such as -O-, -OC(X)-, -N(R)-C(X)-, -Si(Rc)(Rd)-O- with R representing a hydrogen atom or a (Ci-C6)alkyl group such as methyl; and / or

[0172] L being possibly substituted by one or more groups chosen from:

[0173] -N(Ra)Rb, and -(X')aC(X)-(X”)b-Ra;

[0174] with X, X' and X”, identical or different, represent an oxygen atom, a sulfur atom, or an N(Rb) group; a, and b being 0 or 1, preferably the sum of a + b is 1; Ra and Rb, identical or different, represent a hydrogen atom, or a (Ci-C6)alkyl, or aryl(Ci-C4)alkyl group such as benzyl, preferably Ra and Rb represent a hydrogen atom; and Rc and Rd, identical or different, represent a (Ci-C6)alkyl, aryl(Ci-C4)alkyl or (Ci-C6)alkoxy group.

[0175] According to a particular embodiment of the invention, the (poly)thiol compound(s) are chosen from polythiol compounds, in particular polythiol compounds comprising from 2 to 20 carbon atoms.

[0176] According to a preferred embodiment, the (poly)thiol compound(s) are non-polymeric, in particular of formula (VIII) defined above, in which q is an integer greater than or equal to 2, preferably p is an integer inclusively between 2 and 10, preferably between 2 and 5.

[0177] The (poly)thiol compound(s) suitable for the invention are preferably dithiol compounds.

[0178] Preferably, L denotes a multivalent C8-Ci8 radical, in particular a linear one. Preferably, the fat-soluble polythiol is a C8-Ci8 dithiol, in particular a linear one. Advantageously, the C8-Ci8 chain is a hydrocarbon chain, that is, one composed of carbon and hydrogen. In particular, the fat-soluble polythiol is a linear C8-Ci6 diol, in particular a C10-Ci4 diol. Examples of (poly)thiol compounds of formula (VII) include, in particular, 1,8-octanedithiol, 1,10-decanedithiol, 1,12-dodecanedithiol, 1,14-tetradecanedithiol, 1,16-hexadecanedithiol, and 1,18-octadecanedithiol. Preferably, 1,10-decanedithiol, 1,12-dodecanedithiol, 1,14-tetradecanedithiol are used, preferably 1,12-dodecanedithiol.

[0179] According to another particular embodiment of the invention, the (poly)thiol compound(s) is chosen from thiol alkoxysiloxanes, such as those of formula (VIII') below: R'rSi(OR'2)z(R'3)x (VIII')

[0180] Formula (VIII') in which:

[0181] • R'i is a linear or branched, saturated C1-C12 hydrocarbon chain or unsaturated, cyclic or acyclic, substituted by one or more groups chosen from the following groups:

[0182] - thiol, and

[0183] - aryl, aryloxy, arylthio, arylamino, the aryl group being substituted by one or several thiol groups, or thiol(Ci-C6)alkyl, preferably thiol(Ci-C6)alkyl, and - R' 1 is optionally interrupted in its hydrocarbon chain by one or more heteroatoms such as O, S, N, a carbonyl group C(O), or their combination such as -C(O)-O- ester, or -C(O)-N(H)- amide, R\ being linked to the silicon atom directly via a carbon atom,

[0184] * R'2 and R'3, whether identical or different, represent an alkyl group, linear or branched, comprising from 1 to 6 carbon atoms, preferably from 1 to 4 carbon atom(s) such as methyl,

[0185] • z denotes an integer from 1 to 3, and

[0186] • x denotes an integer from 0 to 2, with z + x = 3.

[0187] Preferably, R'2 represents a linear or branched alkyl group, preferably linear comprising 1 to 4 carbon atoms such as ethyl.

[0188] Preferably, R'3 represents a linear or branched alkyl group, preferably linear, comprising 1 to 4 carbon atoms such as methyl or ethyl.

[0189] Preferably, R is an acyclic chain, particularly R is a Ci-C6 hydrocarbon chain, linear or branched, saturated or unsaturated, preferably saturated, substituted by one or more thiol groups, preferably substituted by a group thiol.

[0190] Preferably, R\ is a linear saturated Ci-C6 hydrocarbon chain substituted by a thiol group, R'2 represents an alkyl group comprising 1 to 4 carbon atoms,

[0191] R'3 represents an alkyl group comprising from 1 to 4 carbon atoms. Preferably, z is equal to 3.

[0192] According to a more particular embodiment of the invention, the thiolated alkoxysiloxanes are chosen from those of the following formula (IX)

[0193] (R1O)(R2)(R3)Si-[CH(R4)]t-[N(R'4)-L1]p-SH (IX)

[0194] Formula (IX) wherein:

[0195] • p is 0 or 1; and t is an integer between 1 and 4, preferably 2;

[0196] • R1 represents a (Ci-C6)alkyl radical;

[0197] * R2 and R3, identical or different, preferably identical, are chosen from: - a (Ci-C6)alkyl group, in particular a Ci-C4 such as methyl; - a (Ci-C6)alkoxy group, in particular (Ci-C4)alkoxy such as methoxy; • R4 and R'4, whether identical or different, represent a hydrogen atom, or an (Ci-C6)alkyl group such as methyl;

[0198] • L1 represents a divalent, saturated, linear or branched hydrocarbon radical in Ci-C 20-

[0199] According to a particular embodiment of the invention, the thiolated alkoxysiloxane compounds are chosen from those of the following formula (IX'):

[0200] (R'1O)(R'2)(R'3)Si-CH(R4)-CH(R5)-(L2)q-SH (IX')

[0201] Formula (IX') wherein:

[0202] * q equals 0 or 1;

[0203] • X represents an oxygen or sulfur atom, preferably sulfur;

[0204] * R'1 denotes a (Ci-C6)alkyl radical;

[0205] • R'2 and R'3, identical or different, preferably identical, are chosen from:

[0206] - a (Ci-C6)alkoxy group, in particular in CrC4;

[0207] - a (Ci-C6)alkyl radical;

[0208] • R5 represents a hydrogen atom or an alkyl group in CrC4 possibly substituted by an amino, thiol or hydroxy group;

[0209] • R4 represents a hydrogen atom or an alkyl group in CrC4 in particular methyl; • L2 represents a divalent hydrocarbon group, linear or branched, saturated with CrC 20, possibly interrupted by a heteroatom such as -N(H)-, and / or possibly substituted by one or more hydroxy, thiol or amino groups.

[0210] Preferably, the thiolated alkoxysilane(s) are selected from 4-(trimethoxysilyl)-l-butanol, 3-(trimethoxysilyl)-l-propanol, 3-(triethoxysilyl)-l-propanol, 11-(trimethoxysilyl)-l-undecanethiol, 4-(trimethoxysilyl)-2-butanethiol, 2-(triethoxysilyl)-ethanethiol, 3-(triethoxysilyl)-l-propanethiol, 2-(trimethoxysilyl)-ethanethiol, 3-(trimethoxysilyl)-l-propanethiol and 3-(dimethoxymethylsilyl)-l-propanethiol.

[0211] More preferably, the thiolated alkoxysilane(s) are chosen from 2-(triethoxysilyl)-ethanethiol (18236-15-2) and 3-(triethoxysilyl)-l-propanethiol (14814-09-6).

[0212] According to a preferred embodiment of the invention, the (poly)thiol compound(s) are chosen from among the polymeric (poly)thiol compounds.

[0213] Polymeric (poly)thiol compounds can be homopolymers, copolymers, star, comb, brush, and dendritic polymers with hydroxyl and / or thiol motifs. The polymers can be of natural origin, such as polysaccharides and polypeptides, or synthetic, such as acrylics, polyesters, and polyglycols. The thiol motifs can be present as terminal or pendant groups.

[0214] Examples include the polymers described in the following scientific articles: Polymers containing groups of biological activity, CG Overberger et al, Polytechnic Institute of Brooklyn,

[0215] http: / / pac.iupac.org / publications / pac / pdf / 1962 / pdf / 0402x0521.pdf ; EP 1 247 515 A2; US 3,676,440; and EP 1,572,778.

[0216] The polymeric (poly)thiol compounds of the invention are preferably organic and / or silicone-based, more preferably of formula (X): POLY(SH)q (X)

[0217] Formula (X) in which:

[0218] • q is greater than or equal to 2, preferably greater than or equal to 3;

[0219] • POLY designates a polymeric radical, preferably carbon-based or silicone-based;

[0220] POLY being optionally interrupted by one or more heteroatoms or groups selected from O, S, N, Si, C(X), and their combinations such as -O-, -OC(X)-, -N(R)-C(X)-, -Si(Rc)(Rd)-O- with R representing a hydrogen atom or a (Ci-C6)alkyl group such as methyl; and / or

[0221] POLY being optionally substituted by one or more halogen atoms, or a group selected from Ra(Rb)N- and -(X')aC(X)-(X”)b-Ra;

[0222] - X, X' and X”, identical or different, represent an atom of oxygen, sulfur,

[0223] or a group N(Rb);

[0224] - a, and b being 0 or 1, preferably the sum of a + b is 1;

[0225] - Ra and Rb, whether identical or different, represent a hydrogen atom, or a group (Ci-Cio)alkyl, or aryl(Ci-C4)alkyl such as benzyl, preferably Ra and Rb represent a hydrogen atom; and

[0226] - Rc and Rd, identical or different, represent a (Ci-Cio)alkyl group, aryl(Ci-C4 )alkyl or (Ci-Cio)alkoxy.

[0227] The methods for preparing the (poly)thiol polymeric compounds implemented according to the invention are known to those skilled in the art; several methods are described below without limitation. The (poly)thiol polymeric compounds implemented according to the invention can be obtained by polymerization, polycondensation of monomer motifs with thiol or protected thiol functions, optionally by co-polymerization or co-polycondensation of monomer motifs lacking thiol functions or protected thiol functions.

[0228] According to one embodiment of the invention, the polymeric (poly)thiol compounds used according to the invention are polymers soluble in cosmetic media, particularly in aqueous or hydroalcoholic media. They are more preferably obtained from amine polymers and their ammonium salts or from polyhydroxylated polymers.

[0229] According to another embodiment of the invention, the thiolated polymers implemented according to the invention are polymers soluble in lipophilic media.

[0230] According to one embodiment of the invention, the polythiol compound is a polymeric compound of formula (X) in which q denotes an integer greater than or equal to 2, and POLY denotes a carbon and / or silicon polymeric radical, preferably silicon, POLY being able to further contain one or more heteroatoms selected from O, N, S and / or one or more functions selected from the functions, (thio)esters, (thio)ketones, (thio)amides, (thio)ureas, (thio)carbamates, and / or be substituted by one or more (Ci-Cio)alkyl, linear or branched, (Ci-Cio)alkoxy, linear or branched groups, it being understood that when POLY is substituted, the thiol functions may be borne by the substituent(s).

[0231] The average molecular weight in molar weight of polythiol polymer compounds, such as those of formula (X), is generally between 500 and 400,000 g.mol*, preferably between 500 and 150,000 g.mol*. According to a particular embodiment of the invention, the polythiol compounds are selected from polyorganosiloxanes having thiol groups on terminal chains such as those of formula (XI):

[0232] HS-L4-Si(R“)(Rb)-O-[Si(R“)(Rb)-O]n-Si(R“)(Rb)-L5-SH (XI)

[0233] Formula (XI) wherein:

[0234] * Ra and Rb, identical or different, preferably identical, represent a group (Ci-C4)alkyl such as methyl, (Ci-C4)alkoxy such as methoxy, aryl such as phenyl, aryloxy such as phenoxy, aryl(Ci-C4)alkyl such as benzyl, or aryl(Ci-C4)alkoxy such as benzoxy, preferably (Ci-C4)alkyl such as methyl,

[0235] • n represents an integer greater than or equal to 1, and more particularly the value of n is such that the average molecular weight by weight of silicone is between 500 and 55,000 g.mol1; particularly n is an integer between 1 and 100, preferably between 5 and 50, and preferably between 10 and 30, and

[0236] • L4 and L5, identical or different, preferably identical, represent a string hydrocarbon comprising from 1 to 100 carbon atoms, saturated or unsaturated, linear or branched, possibly cyclic, possibly interrupted by one or more heteroatoms such as oxygen, sulfur or nitrogen, in particular oxygen, in particular represent a covalent bond, a (Ci-C6)alkylene, (Ci-C6)alkylene-oxy, oxy-(Ci-C6)alkylene, (Ci-C6)alkylene-oxy(Ci-C6)alkylene, (Ci-C6)alkylene-oxy(Ci-C6)alkylenoxy or oxy(Ci-C6)alkylene-oxy(Ci-C6)alkylene, preferably a (CrC6)alkylene, (Ci-C6)alkylene-oxy, oxy-(Ci-C6)alkylene, or (Ci-C6)alkylene-oxy(Ci-C6)alkylene group.

[0237] Preferably, the (poly)thiol compounds are poly-lythiol polyorganosiloxanes, more preferably polythiol polydimethylsiloxanes, in particular chosen from those of formula (XII):

[0238] HS-L4-Si(CH3)2-O-[Si(CH3)2-O]n-Si(CH3)2-L5-SH (XII)

[0239] Formula (XII) wherein:

[0240] • L4 and L5 are as defined previously in formula (XI), in particular L4 and L5 represent a (Ci-C6)alkylene, (Ci-C6)alkylene-oxy, oxy-(Ci-C6)alkylene, or (Ci-C6)alkylene-oxy(Ci-C6)alkylene group, more preferably a divalent group selected from -R2-, -O-R2-, -R2-O-, -R2-O-R2-, preferably -R2-O-R2-, with R2 representing a linear or branched (C2-C6)alkylene group, preferably linear, such as ethylene or propylene, preferably n-propylene; and • n is such as defined in formula (XI).

[0241] As examples of polythiol compounds of formula (XII), we can cite mercaptosiloxane or thiol siloxanes, in which the thiol functions are located at the ends of the chain, marketed by the company SHIN-ETSU under the reference X-22-167B and mercaptosiloxane, in which the mercapto functions are pendant, marketed by the company SHIN-ETSU under the reference KF-2001, or polydimethylsiloxane in which the thiol functions are located at the ends of the chain by thio-n-propyl, 80-120 groups marketed by Gelest under the name DMS - SM 21.

[0242] Preferably, the polythiol compounds are polyorganosiloxanes having thiol groups on side chains such as those of formula (XIII):

[0243] Ra-Si(Rb)(Rd)-O-[Si(Ra)(Rb)-O]m-[Si(Rb)(ALK1-SH)-O]n-Si(Rb)(Rd)-Ra (XIII)

[0244] Formula (XIII) wherein:

[0245] • Ra, and Rb, are such as defined in formula (XI) and Rd is such as defined for Ra and Rb, preferably Ra, Rb, and Rd, which are identical, represent a (Ci-C6)alkyl group such as methyl,

[0246] • Rd can also represent a (Ci-C6)alkyl group substituted by a (Ci -C4)alkylamino or amino, or thiol, preferably (Ci-C4)alkyl such as methyl;

[0247] * ALKi represents a divalent hydrocarbon chain comprising from 1 to 100 carbon atoms, saturated or unsaturated, linear or branched, possibly cyclic, possibly interrupted by one or more heteroatoms such as oxygen, sulfur or nitrogen (especially O), a (thio)carbonyl group C(X) with X representing O, or S, or their combinations such as -O-, -OC(O)- or -C(O)-O-, preferably ALKi represents a (Ci-C6)alkylene group, more preferably (CrC4)alkylene such as propylene; • n and m, whether identical or different, representing an integer greater than 2, and more particularly the values ​​of m and n are such that the average molecular weight by weight of said polyorganosiloxane is between 1000 and 55000 g.mol

[0248] Examples of polythiol compounds of formula (XIII) may be cited as those sold by Genesee Polymers under the names GP-367, GP-71-SS, GP-800 and GP-710s, preferably GP-367 marketed by Genesee Polymers.

[0249] Polythiol compounds include polydimethylsiloxanes comprising at least two thiol groups, such as, for example, the products SMS-022, SMS-042 and SMS-992 sold by the company Gelest in https: / / www.gpcsilicones.com / products / silicone-fluids / mercapto-functional, https: / / www.shinetsusilicone-global.com / products / type / oil / detail / search / deg07.shtml, and 1053_Reactive Silicones_Silanes / Silicones - Gelest.

[0250] According to a particular embodiment of the invention, the (poly)thiol compounds are chosen from hyperbranched polymers comprising at least one thiol group and dendrimers bearing at least one thiol group such as thiol PAMAMs.

[0251] For reference, the (poly)thiol compounds implemented according to the invention are chosen from polydiallylsiloxanes in particular polydimethylsiloxanes comprising at least two thiol groups such as those of formula (XIII). A. (Poly)carbonyl compounds

[0252] According to a particular embodiment, the crosslinking agent R is a (poly)carbonyl compound.

[0253] In particular, the (poly)carbonyl compound is selected from terephthalaldehyde, 5,5-dimethyl-1,3-cyclohexanedione, phenylglyoxal, isophthalaldehyde, 4-acetylbenzaldehyde, 4,4-diformyltriphenylamine, 2-acetylbenzaldehyde, 3-(2-furoyl)quinoline-2-carboxaldehyde, 3-(2-furoyl)quinoline-2-carboxaldehyde, 3-acetylbenzaldehyde, 9-(2-ethylhexyl)carbazole-3,6-dicarboxaldehyde, phthal-dialdehyde, 1,3-cyclohexanedione, 4,4'-biphenyldicarboxaldehyde, benzene-1,3,5-tricarboxaldehyde, and nonionic or anionic oxidized polysaccharides such as oxidized inulins, in particular those of formula (II) as defined below. In particular, (poly)carbonyl compounds include a C5-C7 carbocycle, saturated or unsaturated, preferably aromatic such as phenyl, or non-aromatic and saturated such as cyclohexyl, more preferably unsaturated and aromatic such as terephthaledhyde.

[0254] According to a particular embodiment, the (poly)carbonyl compound(s) are chosen from non-ionic or anionic oxidized polysaccharides comprising one or more aldehyde groups and optionally one or more anionic groups.

[0255] These anionic groups are preferably carboxy or carboxylate groups.

[0256] The nonionic or anionic oxidized polysaccharides according to the invention can be represented by the following formula (II): P-(CHO)m (COOQ)n (II)

[0257] Formula (II) wherein: • P represents a polysaccharide chain preferably made up of monosaccharides comprising 5 or more carbon atoms, preferably 6 or more than 6 carbon atoms and more particularly 6 carbon atoms; • Q is chosen from a hydrogen atom, ions from an alkali or alkaline earth metal such as sodium, potassium, ammonia, organic amines such as monoethanolamine, diethanolamine, triethanolamine and 3-aminopropanediol-1,2 and basic amino acids such as lysine, arginine, sarcosine, ornithine, citrulline, • m + n is greater than or equal to 1, • m is such that the degree of substitution of the polysaccharide by one or more aldehyde groups (DS(CHO)), is within the range of 0.001 to 2, preferably from 0.005 to 1.5. • n is such that the degree of substitution of the polysaccharide by one or more carboxylic groups (DS(COOX)), is within the range of 0 to 2, preferably from 0.001 to 1.5.

[0258] By degree of substitution DS(CHO) or DS(COOX) of the polysaccharides according to the invention, we mean the ratio between the number of carbons oxidized to an aldehyde or carboxylic group for all repeating motifs and the number of elementary monosaccharides (even those opened by pre-oxidation) constituting the polysaccharide. The CHO and COOX groups can be obtained during the oxidation of certain carbon atoms, for example on carbon atoms 2, 3 or 6, of a 6-carbon saccharide motif;

[0259] Preferably, the oxidation can take place in carbon 2 and 3, more particularly from 0.01% to 75% by number, and preferably from 0.1% to 50% by number of the rings that may have been opened.

[0260] The polysaccharide chain, represented by P, is preferably chosen from among the celluloses, starches, maltodextrins, guar gums, xanthan gums, pullulan gums, agar-agar gums, carrageenan gums, gellan gums, gum arabic, polyxylans and tragacanth gums and their derivatives.

[0261] By derivative, we mean the compounds obtained by chemical modification of the aforementioned compounds. These may be esters, amides, or ethers of said compounds.

[0262] Oxidation can be carried out according to a process known in the art, for example according to the process described in FR 2 842 200, in document FR 2 854 161 or in the article "Hydrophobic films from maize bran hemicelluloses" by E. Fredon et al, Carbohydrate Polymers 49, pages 1 to 12 (2002).

[0263] Another oxidation process is described in the article "water soluble oxidized starches by peroxide reaction extrusion" Industril Crops and Products 7, RE Wing, JL Willet 45-52 (1997).

[0264] According to this embodiment, the (poly)carbonyl compound is associated in its implementation with an amine catalyst as described in the articles Progress in Coating 129, 21-25 (2019) and Progress in Coating 135, 510-516 (2019), preferably the amine catalyst(s) are chosen from piperidine, DMAP (Dimethylaminopyridine), DBU (1,8-diazabicyclo[5.4.0]undec-7-ene), DABCO (1,4-diazabicyclo[2.2.2]octane), DBN (1,5-Diazabicyclo[4.3.0]non-5-ene), more preferably chosen from DBU (1,8-diazabicyclo[5.4.0]undec-7-ene), DABCO (1,4-diazabicyclo[2.2.2]octane), the DBN (1,5-Diazabicyclo[4.3.0]non-5-ene), and in particular the catalyst is DBU (1,8-Diazabicyclo[5.4.0]undec-7-ene). A. (Poly)acryllate compounds

[0265] According to a particular embodiment, the crosslinking agent is a (poly)acrylate compound.

[0266] By "(poly)acrylate" is meant a compound which comprises at least one acrylate ester group H2C=C(Re)-C(O)-Y- with Re representing a hydrogen atom or (C i-C4)alkyl group such as methyl, preferably Re representing a hydrogen atom, and Y representing an oxygen atom or an amino group -N(H)-, preferably O.

[0267] More particularly, the (poly)acrylate(s) of the invention are of formula (XIV) L[-YC(O)-C(Re)=CH2]q (XIV)

[0268] Formula (XIV) in which q, and L, are such as defined in formula (VIII); Y and Re are such as defined previously, preferably Y = O and Re = H. According to a preferred embodiment, the compounds of formula (XIV) are such that L represents a di or trivalent hydrocarbon chain, preferably trivalent, comprising from 1 to 8 carbon atoms, q is 2 or 3, preferably 3, Y represents O, and Re represents a hydrogen atom.

[0269] According to a particular embodiment, the (poly)acrylate compounds are chosen among the polyorganosiloxanes having at least one acrylate group on the side chain such as those with the formula:

[0270] Ra-Si(Rb)(Rd)-O-[Si(Ra)(Rb)-O]m-[Si(Rb)(ALKi-YC(O)-C(Re)=CH2)-O]n-Si(Rb)(Rd)-Ra (XV)

[0271] Formula (XV) in which:

[0272] * Ra, Rb, and Rd are such as defined in formula (XIII), preferably re present a (Ci-C6)alkyl group such as methyl,

[0273] • ALKi is such as defined for formula (XIII), preferably ALKi represents a a (Ci-C6)alkylene group, more preferably (Ci-C4)alkylene such as propylene; and n and m, whether identical or different, represent an integer greater than 2, and more particularly the values ​​of m and n are such that the weight-average molecular weight of said polyorganosiloxane is between 1000 and 55000 g.mol

[0274] • Y is as defined above, preferably O.

[0275] More particularly, the (poly)acrylate compound may be selected from 1,3-butanedioldiacrylate, 1,4-butanedioldiacrylate, di(trimethylolpropane) tetraacrylate, glycerol 1,3-diglycerol diacrylate, glycerol propoxylate (1PO / OH) triacrylate, 1,6-hexanediol diacrylate, 1,6-hexanediol ethoxylate diacrylate, hydroxypivalyl hydroxypivalate, neopentyl glycol diacrylate, neopentyl glycol propoxylate (1PO / OH) diacrylate, pentaerythritol tetraacrylate, pentaerythritol triacrylate, poly(propylene glycol) diacrylate, tricyclo[5.2.1.02,6]decanedimethanol diacrylate, trimethylolpropane ethoxylate (1EO / OH) methyl ether diacrylate, trimethylolpropane propoxylate triacrylate, trimethylolpropane triacrylate, trimethyl-lolpropane trimethacrylate, tri(propylene glycol) diacrylate, trimethylolpropane triacrylate and tris[2-(acryloyloxy)ethyl] isocyanurate.

[0276] The (poly)acrylate compound can also be selected from N,N'-methylene bis-acrylamide.

[0277] According to this embodiment, the (poly)acrylate compound is associated in its implementation with an amine catalyst as described for example in the articles Progress in coating 129, 21-25 (2019) and Progress in coating 135, 510-516 (2019). Preferably the amine catalyst(s) are chosen from piperidine, DMAP (Dimethylaminopyridine), DBU (l,8-diazabicyclo[5.4.0]undec-7-ene), DABCO (l,4-diazabicyclo[2.2.2]octane), DBN (l,5-Diazabicyclo[4.3.0]non-5-ene), more preferably chosen from DBU (l,8-diazabicyclo[5.4.0]undec-7-ene), DABCO (l,4-diazabicyclo[2.2.2]octane), DBN (l,5-Diazabicyclo[4.3.0]non-5-ene), and in particular the catalyst is DBU (l,8-Diazabicyclo[5.4.0]undec-7-ene).

[0278] More particularly, (poly)acrylate compounds are chosen from those of formula (XIV), in particular trimethylolpropane triacrylate, and those of formula (XV), in particular copolymers of dimethylsiloxane and acryloxypropylmethylsiloxane. A. Metallic alcohols

[0279] According to another particular embodiment, the crosslinking agent R is a compound selected from the following metal alkoxides of formulas (XIVa), (XIVb), (XIVC) and (XIVd) and their mixtures: M-CORÛh (XIVJ RM-COR^ (XIVb) (R10)n.1-MR"-M'-(0R1')n.1 (XIVC) RM(R')-(0^ (XXIVd) Formulas (XIVa), (XIVb), (XIVC) and (XIVd) in which:

[0280] - M and M', identical or different, represent an atom chosen from among the metals alkaline earth metals, transition metals, lanthanide metals, post-transition metals such as aluminium or tin and metalloids such as boron; preferably transition metals such as Ti and post-transition metals such as aluminium;

[0281] - n and n' represent respectively the valences of the atoms represented by M and M';

[0282] - Ri and Ri', identical or different, represent a linear hydrocarbon group or branched, saturated or unsaturated, having from 1 to 30 carbon atoms, preferably from 1 to 6 carbon atoms, said hydrocarbon group being optionally interrupted by 1 to 20 heteroatoms selected from O, N, S and P, in particular O or N; and / or said hydrocarbon group being optionally substituted by one or more hydroxyl or carbonyl groups; - R and R', identical or different, represent a hydrogen atom or a hydrocarbon group, linear, branched, acyclic or cyclic, saturated or unsaturated, having from 1 to 30 carbon atoms, preferably from 2 to 20 carbon atoms, possibly interrupted by 1 to 20 heteroatoms chosen from O, N, S and / or P, in particular O or N and / or said hydrocarbon group possibly being substituted by one or more hydroxy or carbonyl groups;

[0283] - R" represents -O-, -N(R2)-, -S- or a linear, hydrocarbon divalent group, cyclic or branched, saturated or unsaturated, having from 1 to 30 carbon atoms, preferably from 2 to 20 carbon atoms, optionally interrupted by 1 to 20 heteroatoms chosen from O, N, S and P, especially O or N, with R2 representing a hydrocarbon group, linear, cyclic or branched, saturated or unsaturated, having from 1 to 30 carbon atoms, preferably from 2 to 20 carbon atoms.

[0284] Preferably, M and M', identical or different, represent an atom chosen from among transition metals such as titanium, or zirconium or alkaline earth metals such as magnesium, more preferably chosen from among transition metals such as titanium or zirconium, even more preferably titanium.

[0285] Preferably, the organometallic compound(s) are chosen from the alkoxides of formula (XIVa) as defined above. According to this preferred embodiment, the organometallic compound(s) are more particularly chosen from alkoxides of formula (XIVa), in which:

[0286] - M represents an atom chosen from among the transition metals, the metals of the lanthanide family, post-transition metals such as aluminium, tin, metalloids such as boron, or alkaline earth metals such as magnesium or calcium; - n represents the valence of the atom represented by M; - Rb represents a saturated, linear or branched hydrocarbon group, having from 1 to 30 carbon atoms, preferably from 1 to 6 carbon atoms.

[0287] According to another more preferred embodiment, the organometallic compound(s) are selected from alkoxides of formula (XIVa), in which M represents an atom selected from transition metals such as zirconium or titanium, metals of the lanthanide family, post-transition metals such as aluminum, tin, metalloids such as boron, and alkaline earth metals such as magnesium, preferably M represents a titanium atom; n represents the valence of the atom represented by M, in particular 1, 2, 3 or 4, in particular 4; Ri represents a methyl, ethyl, 2-ethylhexyl, propyl, isopropyl, n-butyl, isobutyl or t-butyl group.According to an even more preferred embodiment, the organometallic compound(s) are selected from zirconium ethoxide (Zr(OC2H5)4), zirconium propoxide (Zr(OCH2CH2CH3)4), zirconium isopropoxide (Zr(OCH(CH3)2)4), zirconium butoxide (Zr(OCH2CH2CH2CH3)4), zirconium tert-butoxide (Zr(OC(CH3)3)4), titanium ethoxide (Ti(OC2H5)4), titanium propoxide (Ti(OCH2CH2CH3)4), titanium isopropoxide (Ti(OCH(CH3)2)4), titanium butoxide (Ti(OCH2CH2CH2CH3)4), titanium tert-butoxide (Ti(OC(CH3)3)4), and titanium 2-ethylhexyloxide. (Ti(OCH2CH(C2H5)(CH2)3CH3)4), and mixtures thereof, more preferably selected from zirconium propoxide, titanium propoxide, titanium butoxide, and mixtures thereof. More preferably, the crosslinking agent R is a compound of formula (XIVa), preferably in which M represents an atom selected from the transition metals, in particular titanium, such as titanium butoxide.

[0288] According to a preferred embodiment, the crosslinking agent is chosen from A) (poly)amines, B) (poly)thiols, C) (poly)carbonyls, D) (poly)acrylates, E) metal alkoxides and preferably from A) (poly)amines and B) (poly)thiols.

[0289] In particular, said (poly)amine compounds A) are selected from a) chitosans such as poly(D-Glucosamine), b) diamine polyethers, particularly polyethylene glycol α,co-diamine (with an amine function at the end of the chain) and 4,7,10-Trioxa-1,1-tridecanediamine, c) triamine polyethers such as Poly- etheramine (or jeffamine), d) aminoalkoxysilanes such as APTES and e) poly-dialkylsiloxanes comprising primary amine groups at the end of the chain or on side chains particularly polydimethylsiloxanes comprising primary amine groups such as poly(dimethoxysiloxane) terminated by bis(3-aminopropyl) (PDMS-diNH2) and amodimethicones comprising amine groups on side chains such as bis-cetearyl amodimethicone, f) alkylene polyamines such as those of formula (XII') H2N-Alk-NH2 Alk being a (Ci-C6)alkylene group possibly substituted by one or more amino group(s) and / or possibly interrupted by one or more -N(H)- such as spermidine.

[0290] In particular, said (poly)thiol compounds B) are selected from a) polydialkyl-siloxanes with thiol functions, and b) alkoxysilanes with thiol functions, particularly are selected from a) polydialkylsiloxanes with thiol functions, preferentially polydimethylsiloxanes comprising thiol groups on the side chain (such as mercaptopropyl), particularly those of formula (XIII)

[0291] In particular, said (poly)acrylate D) compounds are selected from those of formula (XIV) in particular trimethylolpropane triacrylate, and those of formula (XV) in particular copolymers of dimethylsiloxane and acryloxypropyl)methylsiloxane, preferably trimethylolpropane triacrylate.

[0292] In particular, said metal alkoxide compounds E) are chosen from those of formula (XlVa) such as titanium butoxide. iii) Cosmetic active ingredient

[0293] According to a particular embodiment, the process of the invention uses one or more active ingredients for the care of keratin fibers.

[0294] More particularly, in the process of the invention according to one embodiment, at least one of the compositions C1, C2, C3, C4, or C5 used comprises one or more keratin fiber conditioning agents, preferably at a concentration of at least 0.01% by weight relative to the total weight of the composition in question. In particular, the conditioning agent may be at least a hydrophilic and / or a lipophilic agent, and preferably a hydrophilic conditioning agent.

[0295] The term “hydrophilic active” means a water-soluble or water-dispersible active capable of forming hydrogen bonds.

[0296] According to a particular embodiment of the invention, the keratin fiber treatment process, the composition C1, C2, C3, C4 or C5, incorporates one or more cosmetic active ingredients. In particular, the cosmetic active ingredient(s) of the invention is / are selected from a) coloring materials (or coloring agents) chosen from pigments, direct dyes and their mixtures, b) keratin fiber conditioning agents, preferably for hair, c) UV filters, and d) mixtures thereof. UV filters

[0297] According to one embodiment of the invention, the process of the invention, at least one of the compositions C1, C2, C3, C4, or C5 used, comprises, as a cosmetic active ingredient, at least one UV filter. The UV filter(s) is / are a UV filter commonly used in cosmetics. It may be selected from the positive list contained in Annex VI of Regulation (EC) No 1223 / 2009, which specifies the list of UV filters authorized for use in cosmetics. The UV filters suitable for the invention may be of different types. They may be lipophilic, hydrophilic, or insoluble organic.

[0298] By "lipophilic UV filter" is meant any cosmetic or dermatological filter capable of being completely dissolved in molecular form in a liquid oil phase or of being solubilized in colloidal form (for example in micellar form) in a liquid oil phase.

[0299] By "hydrophilic UV filter" is meant any cosmetic or dermatological filter capable of being completely dissolved in molecular form in a liquid aqueous phase or of being solubilized in colloidal form (for example in micellar form) in a liquid aqueous phase.

[0300] By "insoluble UV filter" is meant any cosmetic or dermatological filter that is neither defined as a lipophilic UV filter nor as a hydrophilic UV filter, and that is in the form of particles in an aqueous or oily liquid phase. The UV filters of the composition according to the invention can provide UVA and / or UVB photoprotection.

[0301] According to a preferred embodiment, the compositions according to the invention, preferably cosmetic, may include at least one organic and / or mineral UV filter (UV radiation filters from sunlight).

[0302] In particular, the UV filter(s) are selected from bis-resorcinyl triazine derivatives, dibenzoylmethane derivatives, benzylidene camphor derivatives, and mixtures thereof.Organic UV filters can also be chosen from among anthra-nilic; cinnamic derivatives; salicylic derivatives; benzophenone derivatives; phenyl benzotriazole derivatives; benzalmalonate derivatives, including those cited in US patent 5,624,663; phenyl benzimidazole derivatives; imidazolines; 4,4-diarylbutadiene derivatives; bis-benzoazolyl derivatives, as described in patents EP 6,693,230 and US 2,463,264; p-aminobenzoic acid (PABA) derivatives; Methylene bis-(hydroxyphenyl benzotriazole) derivatives, as described in applications US 5,237,071, US 5,166,355, GB 2303549, DE 197 26 184 and EP 893 119; benzoxazole derivatives, as described in patent applications EP 0 832 642, EP 1 027 883, EP 1 300 137 and DE 10162844; filter polymers and filter silicones such as those described in particular in application WO 93 / 04665; α-alkylstyrene derivative dimers such as those. described in patent application DE 19855649; 4,4-diarylbutadienes as described in applications EP 0 967 200, DE 19746654, DE 19755649, EP 1 008 586, EP 1 133 980 and EP 133 981; other merocyanine derivatives such as those described in applications WO 04006878, WO 05058269 and WO 06032741 and mixtures thereof.

[0303] According to a particular embodiment, the concentration of organic UV filters in the compositions according to the invention varies from 1% to 50%, preferably from 1% to 40% by weight, and further, for example, from 5% to 35% by weight, relative to the total weight of the composition.

[0304] The UV filter(s) may be mineral UV filters, which are generally pigments. The pigments may be coated or uncoated.

[0305] Thus, mineral UV filters can be chosen from coated or uncoated pigments, and in particular from coated titanium oxide pigments, titanium oxides treated with silicone, uncoated titanium oxide pigments, uncoated zinc oxide pigments, coated zinc oxide pigments, uncoated cerium oxide pigments, uncoated iron oxide pigments, coated iron oxide pigments, and mixtures thereof.

[0306] According to a particular embodiment, the compositions Cl to C5 according to the invention are free of mineral UV filters.

[0307] According to a particular embodiment, the quantity of the mineral UV filter(s) present in the compositions according to the invention can range from 0.01% to 20% by weight, relative to the total weight of the C1 to C5 composition containing them. For example, it ranges from 1% to 15% by weight, relative to the total weight of the composition.

[0308] According to a particular embodiment, at least one of the compositions Cl to C5 according to the invention further comprises one or more organic UV filters and one or more mineral UV filters.

[0309] According to a particular embodiment, the compositions according to the invention comprise an association of UV filters as described in French patent FR 2 977 490, application WO 2013 / 004777 or US application 2014 / 0134120.

[0310] According to a particular embodiment, at least one cosmetic agent is chosen from coloring materials, preferably chosen from pigments, direct colorants and their mixtures, more preferably pigments.

[0311] Of course, a person skilled in the art will take care to choose this or these possible cosmetic active ingredients, and / or their quantity, in such a way that the advantageous properties of the corresponding composition according to the invention are not, or substantially not, altered by the envisaged addition. Coloring agents

[0312] According to a particular embodiment, the process of the invention uses one or more coloring materials.

[0313] More particularly, in the process of the invention, at least one of the compositions C1, C2, C3, C4, or C5 used comprises at least one coloring agent, particulate or non-particulate, water-soluble or insoluble, and preferably at a rate of at least 0.01% by weight relative to the total weight of the composition in question. For obvious reasons, this quantity is likely to vary significantly depending on the intensity of the desired color effect and the colonic intensity provided by the coloring agents in question, and its adjustment clearly falls within the expertise of a person skilled in the art.

[0314] Preferably, a Cl, C2, C3, C4 or C5 composition comprises at least one colouring material selected from pigments, direct dyes and their mixtures, more preferably pigments; more 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, triarylmethane pigments in particular blue and violet such as BLUE 1 LAKE, azo pigments in particular red such as D&C RED 7, alkali metal salt of lithol red such as the calcium salt of lithol red B, even more preferably red iron oxides, yellow iron oxides and azo pigments in particular red such as SunPuro Red Iron Oxide.

[0315] Pigments

[0316] For the purposes of this invention, "pigment" means any compound capable of imparting color to keratin fibers. These compounds have a solubility in water at 25 °C and atmospheric pressure (760 mmHg) of less than 0.05% by weight, and preferably less than 0.01% by weight.

[0317] Suitable pigments for the invention include, in particular, organic and / or mineral pigments known in the art, especially those described in Kirk-Othmer's Encyclopedia of Chemical Technology and Ullmann's Encyclopedia of Industrial Chemistry. These pigments may be synthetic or natural. They may be in powder or paste form. They may be coated or uncoated. These pigments may, for example, be selected from mineral pigments, organic pigments, lacquers, special effect pigments such as mother-of-pearl or glitter, and mixtures thereof.

[0318] A pigment suitable for the invention can be chosen from among mineral pigments.

[0319] By “mineral pigment” is meant any pigment that meets the definition of Ullmann's encyclopedia in the chapter on inorganic pigments. Among the mineral pigments useful in the present invention, we can cite manganese violet, ultramarine blue, chromium hydrate, ferric blue, and oxides or dioxides of titanium, zirconium, or cerium, as well as oxides of zinc, iron, or chromium.

[0320] It may also be a pigment having a structure which may be, for example of the sericite / brown iron oxide / titanium dioxide / silica type. Such a pigment is marketed, for example, under the reference Coverleaf NS or JS by Chemicals And Catalysts and has a contrast ratio close to 30. It can also be a pigment with a structure such as, for example, silica microspheres containing iron oxide. An example of a pigment with this structure is the one marketed by Miyoshi under the reference PC Bail PC-LL-100 P, this pigment being composed of silica microspheres containing yellow iron oxide.

[0321] Advantageously, the pigments may be iron oxides and / or titanium dioxides.

[0322] A pigment suitable for the invention can be chosen from among organic pigments.

[0323] By "organic pigment" is meant any pigment that meets the definition in the Ullmann Encyclopedia in the chapter on organic pigments. Examples of organic pigments useful in the present invention include nitroso, nitro, azo, xanthene, pyrene, quinoline, quinoline, anthraquinone, triphenylmethane, fluorane, phthalocyanine, metal complex type, isoindolinone, isoindoline, quinacridone, perinone, perylene, diketopyrrolopyrrole, indigo, thioindigo, dioxazine, triphenylmethane, and quinophthalone.In particular, white or colored organic pigments may be chosen from carmine, carbon black, aniline black, azo yellow, quinacridone, phthalocyanine blue, blue pigments coded in the Color Index under references CI 42090, 69800, 69825, 74100, 74160, yellow pigments coded in the Color Index under references CI 11680, 11710, 19140, 20040, 21100, 21108, 47000, 47005, green pigments coded in the Color Index under references CI 61565, 61570, 74260, orange pigments coded in the Color Index under reference CI 11725, 45370, 71105, the 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, 26100, 45380, 45410, 58000, 73360, 73915, 75470, the pigments obtained by oxidative polymerization of in-dole, phenolic derivatives as described in patent FR 2 679 771. .

[0324] By way of example, we can also cite organic pigment pastes such as the products sold by the company HOECHST under the name: COSMENYL YELLOW IOG: Pigment YELLOW 3 (CI 11710); COSMENYL YELLOW G: Pigment YELLOW 1 (CI 11680); COSMENYL ORANGE GR: Pigment ORANGE 43 (CI 71105); COSMENYL RED R: Pigment RED 4 (CI 12085); COSMENYL CARMINE FB: Pigment RED 5 (CI 12490); COSMENYL VIOLET RL: Pigment VIOLET 23 (CI 51319); COSMENYL BLUE A2R: Pigment BLUE 15.1 (CI 74160); COSMENYL GREEN GG: Pigment GREEN 7 (CI 74260); COSMENYL BLACK R: Pigment BLACK 7 (CI 77266).

[0325] The pigments according to the invention may also be in the form of pigments composites as described in patent EP 1 184 426. These composite pigments may be composed in particular of particles comprising an inorganic core, at least one binder ensuring the fixation of organic pigments on the core, and at least one organic pigment covering at least partially the core.

[0326] The organic pigment can also be a lacquer.

[0327] By "lacquer" is meant dyes adsorbed onto insoluble particles, the whole thus obtained remaining insoluble during use.

[0328] Examples of inorganic substrates on which dyes are adsorbed include alumina, silica, calcium sodium borosilicate or calcium aluminum borosilicate, and aluminum. Carminic acid is one example of a dye adsorbed onto organic substrates. Other colorants known by the following names include: D&C Red 21 (CI 45380), 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 (CI 17200), 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), FDC Red 4, D&C Red 6, D&C Red 22, D&C Red 28, D&C Red 30, D&C Orange 4, D&C Yellow 8, D&C Green 5, D&C Red 17, D&C Green 6, D&C Yellow 11, D&C Violet 2, Sudan red, carotenes (3-carotene, lycopene),Xanthophylls (capsanthin, capsorubin, lutein), palm oil, Sudan brown, quinoline yellow, annatto, curcumin, betanin (beetroot), carmine, copper chlorophyllin, methylene blue, anthocyanins (enocianin, black carrot, hibiscus, elderberry), caramel, riboflavin, beetroot juice, and caramel.

[0329] As examples of lacquers, we can cite the product known under the following name: D & C Red 7 (CI 15 850 :1).

[0330] The pigment can also be a special effects pigment.

[0331] By "special effect pigments" is meant pigments which generally create a colored appearance (characterized by a certain shade, vibrancy and clarity) that is non-uniform and changes depending on the viewing conditions (light, temperature, viewing angles, etc.). They are thus distinguished from colored pigments which provide a uniform opaque, semi-transparent or conventional transparent tint.

[0332] There are several types of special effect pigments, those with a low refractive index such as fluorescent or photochromic pigments, and those with a higher refractive index such as mother-of-pearl, interference pigments or glitter.

[0333] The size of the pigment used in the composition according to the present invention is generally between 10 nm and 200 µm, preferably between 20 nm and 80 µm, and more preferably between 30 nm and 50 µm.

[0334] The pigments can be dispersed within the composition by means of a dispersing agent.

[0335] This dispersing agent may be a surfactant, an oligomer, a polymer, or a mixture of several of these, bearing one or more functionalities having a strong affinity for the surface of the particles to be dispersed. In particular, they may bind physically or chemically to the surface of the pigments. These dispersants further have at least one functional group that is compatible with or soluble in the continuous medium.In particular, esters of 12-hydroxystearic acid are used, especially C8 to C2o fatty acids and polyols such as glycerol, diglycerin, such as poly(12-hydroxystearic) acid stearate with a molecular weight of about 750 g / mol such as that sold under the name Solsperse 21 000 by the company Avecia, poly(12-hydroxystearic) stearate (name CTFA) sold under the reference Dehymyls PGPH by the company Henkel or polyhydroxystearic acid such as that sold under the reference Arlacel P100 by the company Uniqema and their mixtures. Other dispersants that can be used in the compositions of the invention include quaternary ammonium derivatives of polycondensed fatty acids such as Solsperse 17000 sold by Avecia, and polydimethylsiloxane / oxypropylene mixtures such as those sold by Dow Corning under the references DC2-5185, DC2-5225 C.The pigments used in the composition may be surface-treated with an organic agent. In one particular embodiment, the dispersing agent(s) are of the amino-silicone type, different from the alkoxysilanes described above, and are cationic. Preferably, the pigment(s) is / are chosen from mineral, mixed mineral-organic, or organic pigments.

[0336] According to a particular embodiment, the pigment(s) according to the invention are organic pigments, preferably organic pigments treated on the surface by an organic agent chosen from silicone compounds.

[0337] According to another embodiment of the invention, the pigment(s) according to the invention are mineral pigments.

[0338] According to a particular embodiment of the invention, the cosmetic active ingredient is a coloring material chosen from one or more direct colorant(s).

[0339] By "direct dye," we mean natural and / or synthetic dyes, different from oxidation dyes. These are dyes that diffuse superficially onto the fiber. They can be ionic or non-ionic, preferably cationic or non-ionic.

[0340] Among the direct dyes suitable for the invention, mention may be made of azo direct dyes; (poly)methine dyes such as cyanines, hemicyanines and styryls; carbonyl dyes; azine dyes; nitro(hetero)aryl dyes; tri(hetero)arylmethane dyes; porphyrin dyes; phthalo-locyanine dyes and natural direct dyes, alone or in the form of mixtures.

[0341] Direct dyes are preferably cationic direct dyes. Examples include the hydrazono cationic dyes of formulas (A) and (B) below and the azo cationic dyes of formulas (C) and (D) below: Het+-C(Ra)=NN(Rb)-Ar, Q Het+-N(Ra)-N=C(Rb)-Ar, Q (A) (B) Hét+-N=N-Ar, Q AL-N=N-Ar' ', Q (C) (D) Formulas (A) to (D) in which:

[0342] - Het+ represents a cationic heteroaryl radical, preferentially with a ca charge endocyclic tionic such as imidazolium, indolium, or pyridinium, possibly preferentially substituted by at least one (CrC8)alkyl group such as methyl;

[0343] - Ar+ represents an aryl radical, such as phenyl or naphthyl, with a cationic charge exocyclic preferentially ammonium particularly tri(Ci-C8)alkyl-ammonium such as trimethylammonium;

[0344] - Ar represents an aryl group, in particular phenyl, possibly substituted, preferably by one or more electron-donating groups such as (CrC8)alkyl possibly substituted, (Ci-C8)alkoxy possibly substituted, (di)(CrC8)(alkyl)amino possibly substituted on the alkyl group(s) by a hydroxyl group, aryl(Ci-C8)alkylamino, and N-(Ci-C8)alkyl-N-aryl(Ci-C8)alkylamino possibly substituted or else Ar represents a julolidine group;

[0345] - Ar” represents a (hetero)aryl group possibly substituted such that phenyl or pyrazolyl possibly substituted, preferably by one or more (CrC8)alkyl, hydroxyl, (di)(Ci-C8)(alkyl)amino, (CrC8)alkoxy or phenyl groups;

[0346] - Ra and Rb, identical or different, representing a hydrogen atom or a (CrC8)alkyl group possibly substituted, preferably by a hydroxyl group;

[0347] or the substituent Ra with a substituent of Het+ and / or Rb with a substituent of Ar together form with the atoms which bear them a (hetero)cycloalkyl; particularly Ra and Rb, representing a hydrogen atom or a (CrC4)alkyl group possibly substituted by a hydroxyl group;

[0348] - Q represents an organic or mineral anionic counterion such as a halide or an alkyl sulfate.

[0349] In particular, one can cite the endo-cyclic cationic direct dyes of azo and hydrazono of formula (A) to (D) as defined above. More particularly, the endo-cyclic cationic direct dyes cyclics described in patent applications WO 95 / 15144, WO 95 / 01772 and EP- 714954. Preferably the following direct dyes of formulas (E) and (F): Formula (E) or (F) in which:

[0350] - R1 represents an (Ci-C4)alkyl group such as methyl; - R2 and R3, whether identical or different, represent a hydrogen atom or an (Ci-C4)alkyl group such as methyl;

[0351] - R4 represents a hydrogen atom or an electron-donating group such as (Ci - C8)alkyl possibly substituted, (CrC8)alkoxy possibly substituted, (di)(CrC8 )(alkyl)amino possibly substituted on the alkyl group(s) by a hydroxyl group; particularly R4 is a hydrogen atom; - Z represents a CH group or a nitrogen atom, preferably CH; - Q is an anionic counter ion as defined previously, particularly a halide such as chloride or an alkyl sulfate such as methyl sulfate or mesytyl.

[0352] In particular, the dyes of formula (E) and (F) are selected from Basic Red 51, Basic Yellow 87, and Basic Orange 31, or their derivatives, with Q being an anionic counterion as defined above, particularly a halide such as chloride or an alkyl sulfate such as methyl sulfate or mesytyl. The direct dyes may be selected from anionic direct dyes. The anionic direct dyes of the invention are dyes commonly referred to as "acid" direct dyes because of their affinity for alkaline substances.

[0353] By "anionic direct dyes" means any direct dye comprising in its structure at least one CO2R' or SO3R' substituent with R' designating a hydrogen atom or a cation from a metal or an amine, or an ammonium ion.

[0354] Anionic direct dyes can be selected from acidic nitro direct dyes, acidic azo dyes, acidic azinic dyes, acidic tria-rylmethane dyes, acidic indoamine dyes, acidic anthraquinone dyes, indigoids and acidic natural dyes.

[0355] Among the natural direct dyes that can be used according to the invention, the following may be mentioned: lawsone, juglone, alizarin, purpurin, carminic acid, kermesic acid, purpurogallin, protocatechaldehyde, indigo, isatin, curcumin, spinulosin, Apigenin and orceins can also be used. Extracts or decoctions containing these natural dyes can also be used, particularly poultices or extracts based on henna.

[0356] Preferably, the direct dyes are chosen from among the anionic direct dyes.

[0357] Colouring materials, preferably pigments, may be present in concentrations ranging from 0.01 to 30% by weight, preferably from 0.2 to 20% by weight, more particularly from 0.5 to 10% relative to the total weight of the composition which contains them.

[0358] The direct colorant(s) may be present in concentrations ranging from 0.001 to 10% by weight of the total weight of the composition, preferably from 0.005 to 5% by weight of the total weight of the composition which contains them.

[0359] Preferably, the cosmetic active ingredient(s), in particular the colouring material(s) and more particularly the pigment(s) are introduced into compositions Cl, C2, C3, C4 or C5. active ingredients in skincare

[0360] According to one embodiment of the invention, the compositions C1, C2, C3, C4, or C5 comprise one or more active ingredients, preferably at a concentration of at least 0.01% by weight relative to the total weight of the composition. In particular, the active ingredient may be at least one hydrophilic and / or one lipophilic active ingredient, and preferably a hydrophilic active ingredient.

[0361] The term “hydrophilic active” means a water-soluble or water-dispersible active capable of forming hydrogen bonds.

[0362] The cosmetic active ingredient(s) for the care of keratin fibers, in particular hair, may be chosen from among: a) vitamins and their derivatives; b) humectants; c) antioxidant compounds; and mixtures thereof.

[0363] The active ingredient(s) may in particular be present in the composition or container(s) in a content ranging from 0.01% to 30% by weight, relative to the weight of the composition, and preferably from 0.02% to 25% by weight.

[0364] Advantageously, the process for treating keratin fibers is a process for making up hair, in particular a process for the care, styling and / or coloring of keratin fibers, and preferably of hair. iv) Fatty phase - fatty substances

[0365] According to a particular embodiment, the process of the invention uses one or more fatty substances, particularly one or more oils, preferably volatile.

[0366] More particularly in the process of the invention at least one of the compositions implemented in the process of the invention Cl, C2, C3, C4 or C5 includes a fatty phase.

[0367] In particular, at least one of the compositions implemented in the process Cl, C2, C3, C4 or C5 comprises one or more fatty substances, particularly one or more oils, preferably volatile.

[0368] By "oil" we mean a liquid fat at room temperature (20 °C) and atmospheric pressure (760 mm Hg).

[0369] The term “hydrocarbon oil” means 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.

[0370] According to one embodiment of the invention, the oil(s) is / are chosen from volatile oils, in particular:

[0371] * hydrocarbon oils having 8 to 16 carbon atoms, and in particular:

[0372] - C8-Ci6 branched alkanes such as isoalkanes such as isoalkanes (also called isoparaffins) such as Ci3-Ci6 Isoparaffin, isododecane, isodecane, isohexadecane, and 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), more preferably isododecane;

[0373] - linear alkanes, for example Cn-Cl6, alone or in mixtures, for example such that hexane, decane, undecane, tridecane, isoparaffins such as, or n-dodecane (C12) and n-tetradecane (C14), the undecane-tridecane mixture, mixtures of n-undecane (Cl1) and n-tridecane (Cl3), and their mixtures as well as mixtures of n-undecane (C11) and n-tridecane (C13);

[0374] - cyclic, non-aromatic, volatile C5-Ci2 alkanes;

[0375] * short-chain esters having from 3 to 8 carbon atoms in total such as ethyl acetate, methyl acetate, propyl acetate, n-butyl acetate;

[0376] * hydrocarbon oils carbonate 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, advantageously chosen from dibutylcarbonate or dipentylcarbonate;

[0377] * Ether oils of formula RrO-R2 in which Ri and R2 denote inde pendant a linear, branched or cyclic C4-C8 alkyl group, preferably a C4-C8 alkyl group;

[0378] *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;

[0379] more preferably the volatile oil(s) b) are chosen from among the C8-C16 alkanes, in particular branched ones such as isododecane.

[0380] In particular, at least one of the compositions C1, C2, C3, C4 or C5 used in the process according to the invention comprises one or more non-volatile oil(s), in particular selected from:

[0381] * non-volatile fluorinated oils, in particular selected from fluorinated polyethers, as well as among fluorosilicone oils, fluorinated silicones;

[0382] * non-volatile silicone oils, in particular selected from non-silicones volatiles with the following INCI names: dimethicone, dimethiconol, trimethyl pentaphenyl trisiloxane, tetramethyl tetraphenyl trisiloxane, diphenyl dimethicone, trimethylsi-loxyphenyl dimethicone, phenyltrimethicone, diphenylsiloxy phenyl trimethicone; as well as their mixtures.

[0383] * non-volatile non-polar hydrocarbon oils, in particular selected from the linear or branched compounds, of mineral or synthetic origin: i) paraffin oil, ii) squalane, isoeicosane, iii) mixtures of linear hydrocarbons, saturated, more particularly in Ci5-C28, such as mixtures whose INCI names are (Ci5-Ci9)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;

[0384] * non-volatile polar hydrocarbon oils that may be selected from:

[0385] i) fatty alcohols, saturated, unsaturated, linear or branched, in the form 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;

[0386] ii) triglycerides consisting of esters of fatty acids and glycerol, in particular those whose fatty acids may have chain lengths ranging from C4 to C36, and especially from C18 to C36, these oils being linear or branched, saturated or unsaturated; by way of example, heptanoic or octanoic triglycerides, caprylic / capric acid triglycerides; vegetable oils such as wheat germ, sunflower, grapeseed, sesame, and other oils maize, apricot kernels, castor, shea, avocado, olive, soybean, sweet almond, palm, rapeseed, cotton, hazelnut, macadamia, jojoba, alfalfa, poppy, pumpkin, squash, blackcurrant, evening primrose, millet, barley, quinoa, rye, safflower, candlenut, passionflower, rosehip, peanut, coconut, argan, passionflower, kaya; the liquid fraction of shea butter, and the liquid fraction of cocoa butter; as well as mixtures thereof;

[0387] iii) 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 neopentanate, isostearyl neopentanate, octyl-2-docecyl neopentanate, isononanoic acid esters such as isononyl isononanoate, isotridecyl isononanoate, octyl isononanoate, oleyl erucate;lauroyl isopropyl sarcosinate, diisopropyl sebacate, isocetyl stearate, isodecyl neopentanoate, isostearyl behenate, myristyl myristate;

[0388] iv) hydroxylated esters such as polyglycerol-2 triisostearate;

[0389] v) aromatic esters such as tridecyl trimellitate, benzoate of Ci2 alcohols - C15, 2-phenyl ethyl ester of benzoic acid, butyl octyl salicylate;

[0390] vi) linear fatty acid esters having a total number of carbons from 35 to 70 such as pentaerythrityl tetrapelargonate;

[0391] vii) C24-C28 branched fatty alcohol or fatty acid esters such as triisoarachidyl citrate, pentaerythrityl tetraisononanoate, glyceryl triisostearate, glyceryl tridecyl-2-tetradecanoate, pentaerythrityl tetraisostearate, polyglyceryl-2 tetraisostearate or pentaerythrityl tetradecanoate;

[0392] viii) polyesters obtained by condensation of dimers and / or trimers of unsaturated fatty acids and diols such as those with the 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;

[0393] ix) synthetic ethers having 10 to 40 carbon atoms such as dicaprylyl ether;

[0394] x) di-alkyl carbonates, the 2 alkyl chains being either identical or different, such as dicaprylyl carbonate;

[0395] xi) vinylpyrrolidone copolymers such as vinylpyrrolidone / 1-hexadecene copolymer; and

[0396] xii) their mixtures;

[0397] * non-volatile carbonate oils may be selected from 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 can be dicaprylyl carbonate (or dioctyl carbonate), di(ethyl-2-hexyl) carbonate, dipropylheptyl carbonate, dibutyl carbonate; di-neopentyl carbonate; dipentyl carbonate; dineoheptyl carbonate; di-heptyl carbonate; di-isononyl carbonate; or di-nonyl carbonate; and preferably dioctyl carbonate;

[0398] * oils called non-volatile ether oil of formula RrO-R2 in which Ri and R2 independently designates a linear, branched, or cyclic C6-C24 alkyl group, preferably a C6-Ci8 alkyl group, and preferably a C8-Ci2 alkyl group. It may be preferable for Ri and R2 to be identical. Examples of linear alkyl groups include hexyl, heptyl, octyl, nonyl, decyl, undodyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, nonadecyl, eicosyl, behenyl, docosyl, tricosyl, and tetracosyl groups.Examples of branched alkyl groups include 1,1-dimethylpropyl, 3-methylhexyl, 5-methylhexyl, ethylhexyl, 2-ethylhexyl, 5-methyloctyl, 1-ethylhexyl, 1-butylpentyl, 2-butyloctyl, isotridecyl, 2-pentylnonyl, 2-hexyldecyl, isostearyl, 2-heptylundecyl, 2-octyldodecyl, 1,3-dimethylbutyl, 1-(l-methylethyl)-2-methylpropyl, 1,1,3,3-tetramethylbutyl, 3,5,5-trimethylhexyl, 1-(2-methylpropyl)-3-methylbutyl, and a group 3,7-dimethyloctyl, and a 2-(1,3,3-trimethylbutyl)-5,7,7-trimethyloctyl group. Examples of cyclic alkyl groups include a cyclohexyl group, a 3-methylcyclohexyl group, and a 3,3,5-trimethylcyclohexyl group., dilaury ether, diisostearyl ether, dioctyl ether, nonylphenyl ether, dodecyl dimethyl butyl ether, cetyl dimethyl butyl ether, cetyl isobutyl ether and mixtures thereof; .

[0399] more preferably c) the non-volatile oil(s) is / are chosen from among the polyisobutenes, hydrogenated or not, preferably hydrogenated such as for example the non-volatile compounds of the Parléam® range; the mixtures of C15-C19 Alkane, and from among the linear aliphatic hydrocarbon esters of formula RC(O)-OR' in which RC(O)-O represents a carboxylic acid remainder comprising from 2 to 40 carbon atoms, and R' represents a hydrocarbon chain containing from 1 to 40 carbon atoms, such as defined above in particular isononyl isononanoate.

[0400] Most preferably the process of the invention uses one or more hydrocarbon oils having 8 to 16 carbon atoms, and in particular C8-Ci6 branched alkanes such as iso-alkanes such as Ci3-Ci6 Isoparaffin, isododecane, isodecane, isohexadecane, alone or in mixtures, preferably isododecane.

[0401] Particularly the quantity of oil(s) in at least one of the compositions Cl, C2, C3, C4 or C5 implemented in the process is between 1 and 99% by weight relative to the total weight of the composition, more particularly between 10% and 90% by weight, preferably between 25% and 75%, better between 30% and 70% by weight relative to the total weight of the composition.

[0402] The compositions:

[0403] According to one embodiment, the process for treating keratin fibers and the composition(s) Cl to C5 implemented in the process of the invention include water.

[0404] According to an advantageous variant, Cl is aqueous or hydroalcoholic,

[0405] According to an advantageous variant, C2 is aqueous or hydroalcoholic.

[0406] According to an advantageous variant, C3 is aqueous or hydroalcoholic.

[0407] According to an advantageous variant, C4 is aqueous or hydroalcoholic.

[0408] According to an advantageous variant, C5 is aqueous or hydroalcoholic.

[0409] According to another particular embodiment of the invention, C1 is an anhydrous composition. According to another variant, C2 is anhydrous. According to another variant, C3 is anhydrous. According to yet another variant, C4 is anhydrous. According to yet another variant, C5 is anhydrous. In particular, C1 and / or C4 is / are anhydrous. In particular, C4 is anhydrous and comprises at least one oil, notably volatile oil such as isododecane.

[0410] The Cl to C5 compositions implemented in the process of the invention may further comprise one or more organic solvents.

[0411] By "organic solvent" is meant an organic substance capable of dissolving another substance without chemically altering it.

[0412] Examples of organic solvents include: a) C2-C6 alkanols, such as ethanol and isopropanol; b) water-miscible polyols at temperature ambient (25 °C) in particular selected from polyols having in particular from 2 to 10 carbon atoms, preferably having 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; c) polyol ethers such as 2-butoxyethanol, propylene glycol monomethyl ether, diethylene glycol monoethyl ether and monomethyl ether, as well as d) aromatic alcohols such as benzyl alcohol or phenoxyethanol, and mixtures thereof.

[0413] According to a particular embodiment the composition further comprises one or more polyols, in particular chosen from polyols having in particular from 2 to 10 carbon atoms, preferably having from 2 to 6 carbon atoms, such as glycerin.

[0414] Particularly compositions Cl, C2, C3, C4 or C5 (preferably C2 or C3) are aqueous or hydroalcoholic (ethanol / water mixture in particular in volume ratio between 1 / 99 to 99 / 1, more particularly between 10 / 90 to 90 / 10, even more particularly between 20 / 80 and 80 / 20, preferably 40 / 60 to 60 / 40 such as 50 / 50).

[0415] Compositions Cl, C2, C3, C4 or C5 may be in anhydrous form, water-in-oil emulsion or oil-in-water emulsion.

[0416] Adjuvants

[0417] The Cl, C2, C3, C4 or C5 compositions implemented in the process of the invention may further include one or more adjuvants selected from perfumes, preservatives, fillers, free radical scavengers, polymers, thickeners or film-forming agents, surfactants, trace elements, softeners, sequestrants, and propellants.

[0418] Another object of the invention is a composition Cl, preferably aqueous or hydroalcoholic, comprising i) at least one compound of formula (I) or (la) and iii) optionally at least one active ingredient as defined above, preferably at least one colouring material, such as at least one pigment as defined above; and optionally iv) one or more fatty substances as defined above.

[0419] Another object of the invention is a composition C2, preferably aqueous or hydroalcoholic, comprising i) at least one compound of formula (I) or (la) as defined above, ii) at least one crosslinker as defined above and iii) optionally at least one active as defined above; and optionally iv) one or more fatty substances as defined above.

[0420] Another object of the invention is a C3 composition, preferably aqueous or hydroalcoholic, comprising i) at least one compound of formula (I) or (la) as defined above, ii) at least one crosslinking agent as defined above, and iii) at least one active ingredient as defined above; and optionally iv) one or more fats and oils as defined above.

[0421] Another object of the invention is the use of at least one ingredient i) associated with at least one ingredient ii) and possibly associated with at least one ingredient iii) and possibly associated with at least one ingredient iv), said ingredients i) to iv) being as defined above, for the treatment of keratin fibers, in particular for the care, styling, holding of the shaping (curls) and / or coloring of keratin fibers in particular of hair.

[0422] Another object of the invention is the cosmetic use of composition C3 as defined above, for the treatment of keratin fibers, in particular for the coloring of keratin fibers, especially hair.

[0423] Another object of the invention is the cosmetic use of composition C2 as defined above, for the treatment of keratin fibers, in particular for the styling of keratin fibers, especially hair.

[0424] The invention is illustrated in more detail in the following examples. Quantities are indicated as a percentage by weight.

[0425] Examples

[0426] Compound 1: KLEX 7301 marketed by KING industrie

[0427] [Chem. 5]:

[0428] ooog Compound 2 Glucose with acetoacetate function (5eq)

[0429] Compound 2 was synthesized according to the following scheme:

[0430] [Chem. 6]:

[0431]

[0432] Scheme in which identical or different RI represents a hydrogen atom or a -methylcarbonylmethylcarbonyl group -C(O)-CH2-C(O)-CH3, it being understood that at least two RI radicals represent -C(O)-CH2-C(O)-CH3.

[0433] In a 1-liter three-necked flask equipped with a mechanical stirrer and a distillation column, 100 g of D-glucose and 482.90 g of tert-butyl acetoacetate are introduced. The reaction mixture is heated in an oil bath (oil bath temperature 150 °C–160 °C) for 5 hours. After 5 hours, NMR confirms the grafting of the acetoacetate group. The reaction mixture is then concentrated using a rotary evaporator at 150 °C under continuous vacuum. A highly viscous, dark brown liquid is obtained, which, upon analysis, corresponds to the expected product. Compound 3 Mannose with acetoacetate function (5eq)

[0434] [Chem. 7]:

[0436] Scheme in which identical or different RI represents a hydrogen atom or a -C(O)-CH2-C(O)-CH3 group, it being understood that at least two RI radicals represent -C(O)-CH2-C(O)-CH3.

[0437] In a 1-liter three-necked flask equipped with mechanical stirring and a distillation column, 100 g of D-mannose and 482.90 g of tert-butyl acetoacetate are introduced. The reaction mixture is heated using an oil bath (oil bath temperature 140 °C-150 °C) for 5 h. After 5 h, NMR confirms the grafting of the acetoacetate group. The reaction mixture is then concentrated using a rotary evaporator at 150 °C under continuous vacuum. A viscous yellow liquid is obtained, corresponding after analysis to the expected product. Compound 4 Xylitol with acetoacetate function (5eq)

[0438] [Chem. 8]:

[0440] Scheme in which identical or different RI represents a hydrogen atom or a -C(O)-CH2-C(O)-CH3 group, it being understood that at least two RI radicals represent -C(O)-CH2-C(O)-CH3.

[0441] In a 500 mL three-necked flask equipped with a mechanical stirrer and a distillation column, 25 g of xylitol and 142.69 g of tert-butyl acetoacetate are introduced. The reaction mixture is heated in an oil bath (oil bath temperature 140 °C–150 °C) for 5 h. After 5 h, NMR confirms the grafting of the acetoacetate group. The reaction mixture is then concentrated in a rotary evaporator at 150 °C under continuous vacuum. A highly viscous brown liquid is obtained, which, upon analysis, corresponds to the expected product.

[0442] Compound No. 5 Sorbitol with acetoacetate function (6eq)

[0443] [Chem. 9]:

[0445] Scheme in which identical or different RI represents a hydrogen atom or a -C(O)-CH2-C(O)-CH3 group, it being understood that at least two RI radicals represent -C(O)-CH2-C(O)-.

[0446] In a 1-liter three-necked flask equipped with mechanical stirring and a distillation column, 100 g of sorbitol and 573.20 g of tert-butyl acetoacetate are introduced. The reaction mixture is heated in an oil bath (oil bath temperature 140°C–150°C) for 5 h. After 5 h, NMR confirms the grafting of the acetoacetate group. The reaction mixture is then concentrated in a rotary evaporator at 150°C under continuous vacuum.

[0447]

[0448]

[0449]

[0450]

[0451] obtains a viscous orange-yellow liquid which, after analysis, corresponds to the expected product. Compound No. 6 Sorbitol with acetoacetate function (3ea) [Chem. 10]: Scheme in which identical or different RI represents a hydrogen atom or a -C(O)-CH2-C(O)-CH3 group, it being understood that at least two RI radicals represent -C(O)-CH2-C(O)-CH3. In a 1-liter three-necked flask equipped with a mechanical stirrer and a distillation column, 100 g of sorbitol and 260.54 g of tert-butyl acetoacetate are introduced. The reaction mixture is heated in an oil bath (oil bath temperature 140°C–150°C) for 5 h. After 5 h, NMR confirms the incorporation of the acetoacetate group. The reaction mixture is then concentrated in a rotary evaporator at 150°C under continuous vacuum. A viscous yellow liquid is obtained, which, upon analysis, corresponds to the expected product. Ré^y / a^ 2 amw Spamudine CAS numlw: 124-2«; S^ma âàMA OÀnân&pfopyi) Vialhoxyslian® (APTES) CAS No: 919-3« Faym«©ar: Sÿms a^ash O . . \ •" 4 aaWaé 4.7 f 10 -ÎWxa - 1,1«examine CAS namber: 424S-S1-9: Sigma akHch CggX" 7^947 ..-x X). o' c - a « .'"t > «S-* s-s ** A h* 1 M <mercaptoprap¥um£th¥lsilox^ fournisseur : gefest r nmethyfoiprop&ne tdacrdihe çks w uux        x z ss. \ «hx <                             ' s.                   s ' « e s v v" s- v ckÿ \<sss 0       o u g péfe'iw 7        ■ îtow tooxisfe gm sw hsu                ©hx mise en œuvre de l’invention

[0452] Implementation in 1 step:

[0453] The acetoacetate compounds 1 to 5 and the crosslinking agents 1 to 7 are mixed together before application to the hair. The system remains fluid long enough to allow application to the hair. The new material generated on the hair, after evaporation of the volatile solvents, produces non-transferable, non-sticky deposits that are resistant to at least two shampoos and to water for application to the hair.

[0454] Implementation in 2 steps:

[0455] Base coat A: deposition of a compound 1 to 5 with acetoacetate functional groups, alone or diluted in volatile solvents such as ethanol, water, isododecane, or a mixture of isododecane / ethanol or ethanol / water. Optionally, a crosslinking agent may be introduced into this phase to perform pre-crosslinking.

[0456] OR

[0457] Base Coat B: deposition of a crosslinking agent 1 to 7, then

[0458] Top coat A: application with a crosslinking agent 1 to 7 OR

[0459] Top coat B: deposition of a compound 1 to 5 with acetoacetate functions alone or diluted in volatile solvents such as ethanol, water, isododecane or a mixture of isododecane / ethanol or ethanol / water.

[0460] Example 1: Compound 1 with amine crosslinker 1 (acid catalysis)

[0461] Compositions A and B as described below were prepared from mixtures of different solutions.

[0462] Solution 1, a solution of 3-aminopropyltriethoxysilane (APTES), is prepared according to the following process: Pure APTES (APTES SILSOFT Al 100 sold by MOMENTIVE PERFORMANCE MATERIALS) is mixed with water brought to pH=1 by the addition of HCl, and then ethanol is added. The mixture is then placed under a VWR magnetic stirrer (rotation speed 500 rpm) for 24 hours at room temperature.

[0463] Solution 2, a hydroalcoholic solution comprising a pigment and acetoacetate polyol, is prepared according to the process below: the pigment (iron oxide sold by Sun Chemical under the name SunPuro Red Iron Oxide) is dispersed in ethanol. The acetoacetate polyol compound sold by Kings Industries under the name K-Flex 7301 is then added to the pigment solution.

[0464] Composition according to invention A was prepared by mixing solutions 1 and 2. Composition B is a comparative composition without polyol.

[0465] The different compounds are present in the quantities below (expressed in g / 100g).

[0466] [Tables 1] Compositions Composition A Composition B (comparative) (Invention) Solution 1 3-Aminopropyltriethoxy-silane (APTES) 19.14 19.14 Ethanol 21.17 21.17 Water (pH=l) 4.67 4.67 Solution 2 Iron oxide pigment (sold by Sun Chemical under the name SunPuro Red Iron Oxide) 2.39 2.39 Polyol (sold by Kings Industries under the name K-Flex 7301) 4.78 - Ethanol Qsp Qsp

[0467] Each of compositions A and B is applied to strands of dry, natural hair that is 90% white, at a rate of 1 g of composition per gram of strand. After application of compositions A and B to the hair strands, the strands are combed and blow-dried, then left to rest for 24 hours under a fume hood at room temperature.

[0468] The hair is coloured evenly and intensely.

[0469] The hair strands thus colored are then subjected to a test of several repeated shampoos in order to evaluate the tenacity (residual effect) of the color obtained after shampooing, according to the shampooing protocol described below

[0470] Shampoo Protocol: The colored hair strands are combed, moistened under water at 35°C before being passed between the fingers 5 times for 5 seconds. The hair strands are then squeezed dry between two fingers.

[0471] A standard shampoo (Garnier Ultra Doux) is applied evenly to the colored strands at a rate of 0.4 g of standard shampoo per gram of strands, gently massaging the strands of hair along their length (6 passes) for 15 seconds, from root to tip.

[0472] The strands of hair are then placed in a watch glass and left for 1 minute.

[0473] Next, the hair strands are rinsed with water by passing the strand between the fingers (15 passes). The hair strands are then squeezed dry between two fingers before the next shampoo.

[0474] Once the tests of several shampoos have been carried out, the strands of hair are combed and dried with a hairdryer.

[0475] Remanence Protocol: The persistence of the strand color was evaluated in the CIE L*a*b* system, using a Minolta Spectrophotometer CM3600A colorimeter (illuminant D65, angle 10°, specular component included).

[0476] 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.

[0477] The permanence of the color is evaluated by the color difference AE between the colored strands before shampooing, and then after 1, 3, or 5 shampoos according to the protocol described above. The lower the AE value, the more the color persists after shampooing. The AE value is calculated according to the following equation: AS = ■ L; V + • sy T + (fe* ■■ KT

[0478] In this equation, L*a*b* represent the values ​​measured after hair coloring and after shampooing, and Lo*ao*bo* represent the values ​​measured after hair coloring but before shampooing.

[0479] Chromaticity is calculated according to the equation: I0480! C =

[0481] The evaluation results are summarized in the table below:

[0482] Colorimetric measurements:

[0483] [Tables2] Number of shampoos c* OF Composition A 0 27.38 - (invention) 5 28.65 3.07 Composition B 0 35.26 - (comparative) 5 19.39 26.13

[0484] Hair strands colored with composition A according to the invention exhibit significantly lower AE values ​​than hair strands colored with comparative composition B. Furthermore, it appears that the chromaticity of hair colored with composition A according to the invention does not vary significantly, whereas the chromaticity of hair colored with comparative composition B decreases very significantly after 5 shampoos.

[0485] Example 2: Compound 1 with an amine crosslinker 1 + PDMS-OH (basic catalysis)

[0486] Compositions C and D as described below were prepared from mixtures of different solutions.

[0487] Solution 3, a 3-aminopropyltriethoxysilane (APTES) solution, is prepared according to the following process: pure APTES (APTES SILSOFT Al 100 sold by MOMENTIVE PERFORMANCE MATERIALS) is mixed with water brought to pH=1 by the addition of HCl, and then ethanol is added. The mixture is then placed under a VWR magnetic stirrer (rotation speed 500 rpm) for 24 hours at room temperature.

[0488] Solution 4, an alcoholic solution of non-amine silicone comprising at least two reactive groups, is prepared according to the following process: the hydroxy-terminated polydimethylsiloxane (PDMS) compound (481939 sold by Sigma Aldrich) is diluted in ethanol in which the pigment (iron oxide sold by Sun Chemical under the name SunPuro Red Iron Oxide) is dispersed. The acetoacetate polyol compound sold by Kings Industries under the name K-Flex 7301 is then added to the pigment solution.

[0489] Composition according to invention C was prepared by mixing solutions 3 and 4. Composition D is a comparative composition.

[0490] The different compounds are present in the quantities below (expressed in g / 100g).

[0491] [Tables3] Compositions Composition C Composition D (comparative) (invention) Solution 3 3-aminopropythiazolinone (APTES) 8.71 8.71 Ethanol 48.31 48.31 Water (pH=l) 1.06 1.06 Solution 4 PDMS-disilanol 4.37 4.37 Iron oxide pigment (sold by Sun Chemical under the name SunPuro Red Iron Oxide) 1.31 1.31 Polyol (sold by Kings Industries under the name K-Flex 7301) 1.74 - Ethanol QSP QSP

[0492] Each of compositions C and D is applied to strands of dry, natural hair that is 90% white, at a rate of 1 g of composition per gram of strand. After application of compositions C and D to the hair strands, the strands are combed and blow-dried, then left to rest for 24 hours under a fume hood at room temperature.

[0493] The hair is coloured evenly and intensely.

[0494] The hair strands thus coloured are then subjected to a test of several repeated shampoos in order to evaluate the tenacity (the persistence) of the colour obtained to the shampoos, according to the same protocol as that applied to example 1.

[0495] The evaluation results are summarized in the table below:

[0496] Colorimetric measurements:

[0497] [Tables4] Composition C (invention) Number of shampoos C* OF 0 32.21 - 3 30.69 3.39 5 30.09 5.32 Composition D (comparative) 0 28.51 - 3 23.50 14.45 5 17.89 22.44

[0498] Hair strands colored with composition A according to the invention exhibit significantly lower AE values ​​than hair strands colored with composition B. Furthermore, it appears that the chromaticity of hair colored with composition C according to the invention does not vary significantly, whereas the chromaticity of hair colored with the comparative composition D decreases very significantly after 3 or even 5 shampoos.

[0499] Example 3: Compound 1 with amine crosslinker 1 + PDMS-OH (acid catalysis)

[0500] Compositions E and F as described below were prepared from mixtures of different solutions:

[0501] Solution 5, a 3-aminopropyltriethoxysilane (APTES) solution, is prepared according to the following process: pure APTES (APTES SILSOFT Al 100 sold by MOMENTIVE PERFORMANCE MATERIALS) is mixed with water brought to pH=1 by the addition of HCl, and then ethanol is added. The mixture is then placed under a VWR magnetic stirrer (rotation speed 500 rpm) for 24 hours at room temperature.

[0502] Solution 6, an alcoholic solution of non-amine silicone comprising at least two reactive groups, is prepared according to the following process: the hydroxy-terminated polydimethylsiloxane (PDMS) compound (481939 sold by Sigma Aldrich) is diluted in ethanol in which the pigment (iron oxide sold by Sun Chemical under the name SunPuro Red Iron Oxide) is dispersed. The acetoacetate polyol compound sold by Kings Industries under the name K-Flex 7301 is then added to the pigment solution.

[0503] Composition E according to the invention was prepared by mixing solutions 5 and 6. Composition F is a comparative composition.

[0504] The different compounds are present in the quantities below (expressed in g / 100g).

[0505] [Tables5] Compositions Composition E (invention) Composition F (comparative) Solution 5 3-aminopropythiazole (APTES) 14.43 14.43 Ethanol 12.77 12.77 Water (pH=l) 3.52 3.52 Solution 6 PDMS-disilanol 7.22 7.22 Iron oxide pigment (sold by Sun Chemical under the name SunPuro Red Iron Oxide) 2.16 2.16 Polyol (sold by Kings Industries under the name K-Flex 7301) 2.89 - Ethanol QSP QSP

[0506] Each of compositions E and F is applied to strands of dry, natural hair that is 90% white, at a rate of 1 g of composition per gram of strand. After application of compositions E and F to the hair strands, the strands are combed and blow-dried, then left to rest for 24 hours under a fume hood at room temperature.

[0507] The hair is coloured evenly and intensely.

[0508] The strands of hair thus coloured are then subjected to a test of several repeated shampoos in order to evaluate the tenacity (the persistence) of the colour obtained to the shampoos, according to the same protocol as that applied to example 1.

[0509] The evaluation results are summarized in the table below

[0510] Colorimetric measurements:

[0511] [Tableauxô] Number of shampoos C* OF Composition E 0 30.22 - (invention) 5 28.28 3.00 Composition F 0 28.85 - (comparative) 5 21.88 21.1

[0512] Hair strands colored with composition E according to the invention exhibit lower AE values ​​than hair strands colored with composition F.

[0513] Furthermore, it appears that the chromaticity of hair colored with composition E according to the invention does not vary significantly, whereas the chromaticity of hair colored with the comparative composition F decreases very significantly after 5 shampoos.

[0514] Example 4: Compound 4 with amine crosslinker 1 (solvent-free - 1 step)

[0515] Composition G, as described below, was prepared from mixtures of different compounds.

[0516] Composition G

[0517] [Tables?] Ingredients % ma* Compound 4 32.4 Red Iron Oxide 6 APTES 61.6 Total 100 * ma: active ingredient

[0518] Composition G is applied to strands of dry, natural hair that is 90% white, at a rate of 1 g of composition per gram of strand. After application to the hair strand, the strand is combed and blow-dried, then left to rest for 24 hours under a fume hood at room temperature.

[0519] The hair is coloured evenly and intensely.

[0520] The strands of hair thus coloured are then subjected to a test of several repeated shampoos in order to evaluate the tenacity (the persistence) of the colour obtained to the shampoos, according to the same protocol as that applied to example 1.

[0521] The evaluation results are summarized in the table below:

[0522] Colorimetric measurements:

[0523] [Tables8] Number of shampoos L* c* DE Composition G 0 34.29 34.37 - 5 34.93 32.88 1.49

[0524] Hair strands colored with composition G according to the invention do not show a significant decrease in color even after 5 shampoos. It therefore appears that the process of the invention makes it possible to obtain a color that lasts after shampooing. Moreover, the intensity of the color of composition G remains strong after 5 shampoos.

[0525] Example 5: Compound 5 with amine crosslinking agent 1 (1 step)

[0526] Composition H, as described below, was prepared from mixtures of different compounds.

[0527] Composition H

[0528] [Tables9] Ingredients % of my Compound 5 25 Red Iron Oxide 6 APTES 48 Ethanol 21 Total 100

[0529] Composition H is applied to strands of dry, natural hair that is 90% white, at a rate of 1 g of composition per gram of strand. After application to the hair strand, the strand is combed and blow-dried, then left to rest for 24 hours under a fume hood at room temperature.

[0530] The hair is coloured evenly and intensely.

[0531] The strands of hair thus coloured are then subjected to a test of several repeated shampoos in order to evaluate the tenacity (the persistence) of the colour obtained to the shampoos, according to the same protocol as that applied to example 1.

[0532] The evaluation results are summarized in the table below:

[0533] Colorimetric measurements:

[0534] [TableauxlO] Number of shampoos L* c* DE Composition H 0 34.71 30.67 - 3 35.94 31.13 0.42 5 36.04 29.41 1.76

[0535] Hair strands colored with composition H according to the invention do not show a significant decrease in color even after 3 or even 5 shampoos. It therefore appears that the process of the invention makes it possible to obtain a color that lasts after shampooing. Moreover, the intensity of the color of composition H remains strong even after 3 or even 5 shampoos.

[0536] Example 6: Compound 5 pre-crosslinked with amine crosslinking agent 2 then second step with amine crosslinking agent 3

[0537] Compositions I and J, as described below, were prepared from mixtures of different compounds.

[0538] Composition I

[0539] [Tables II] Ingredients % of my Compound 5 25 Red Iron Oxide 6 Amino Crosslinking Agent 2 12 Water / Ethanol (50 / 50 vv) 57 Total 100 Ingredients % ma Amino crosslinking agent 3.5 Isododecane 95 Total 100

[0542] Composition I is applied to strands of dry, natural hair that is 90% white, at a rate of 0.5 g of composition per gram of strand, and then combed. After this first step, composition J is applied to the hair strand at a rate of 0.5 g per gram of strand. After application, the strands are combed and blow-dried, then left to rest for 24 hours under a fume hood at room temperature.

[0543] The hair is colored homogeneously and intensely. The colored hair strands are then subjected to a test of several repeated shampoos in order to evaluate the tenacity (the persistence) of the color obtained to the shampoos, according to the same protocol as that applied to example 1.

[0544] The colored hair strands with the composition comprising example 6 according to the invention have an intensity which remains powerful: L*=32.65 at 0 shampoos and L*=34.21 after 3 shampoos.

[0545] Example 7: Molecule 5 pre-crosslinked with amine crosslinking agent 2 then second step with thiol crosslinking agent 1

[0546] Compositions K and L, as described below, were prepared from mixtures of different compounds.

[0547] Composition K

[0548] [Tables 13] Ingredients %ma Compound 5 25 Red Iron Oxide 6 Amino Crosslinker 2 12 Water / Ethanol (50 / 50 vv) 57 Total 100 Ingredients %ma Thiolated crosslinker 1.5 Isododecane 95 Total 100

[0551] Composition K is applied to strands of dry, natural hair that is 90% white, at a rate of 0.5 g of composition per gram of strand, and then combed. After this first step, composition L is applied to the hair strand at a rate of 0.5 g per gram of strand. After application, the strands are combed and blow-dried, then left to rest for 24 hours under a fume hood at room temperature.

[0552] The hair is coloured evenly and intensely.

[0553] The strands of hair thus coloured are then subjected to a test of several repeated shampoos in order to evaluate the tenacity (the persistence) of the colour obtained to the shampoos, according to the same protocol as that applied to example 1.

[0554] After applying the composition of example 7 it appears that the color obtained is powerful (L*=33.91) and chromatic (C*=25.36).

[0555] Hairstyling application: Hairstyling evaluation protocol

[0556] The styling evaluation protocol is detailed below:

[0557] 2 g of a solution containing the described formulas are sprayed onto the wick ((90% Natural White BN hair, 20.5 cm long). The strand is weighed before and after application. Approximately 0.5 g of the solution containing the polymer is actually deposited on the strand.

[0558] A 1 g strand of keratin fibers (90% Natural White BN hair, 20.5 cm long) is wrapped around a brush (approximately 2 cm in diameter and 3 cm long). The strand is left at room temperature 25 °C.

[0559] After 24 hours, the wick is removed from the brush and suspended. The length of the wick is then measured. After another 24 hours of suspension, the length of the wick is measured again.

[0560] A comparison is made with a wick on which only the reference formulas have been sprayed.

[0561] Formulas 1, 2, 3, 5, 6, 8, 9, 11 and 12 are comparative "reference" formulas. Formulas 4, 7, 10 and 13 are the formulas according to the invention.

[0562] The compositions of the different formulas, as described below, were prepared from mixtures of different compounds.

[0563] Formula No. 1 Formulas 1 2 3 4 5 6 7 Water / Ethanol (50 / 50, v / v) 100% 90% 90% 89.5% 90% 90% 90% Compound 3 - 10% - 5.5% - - - Crosslinker Polyacrylate 6 - 10% 4.5% - - - 1,8 Diaza-bicyclo [5.4.0]undec-7-ene - - - 0.5% - - - Compound 2 - - - - 10% - 6.2% Amino crosslinker 4 - - - - - 10% 3.8% [Tables 16]

[0565]

[0566]

[0567]

[0568] Formulas 8 9 10 11 12 13 Water / Ethanol (50 / 50) 90% 90% 90% 90% 90% 90% Compound 5 10% 5.1% Amino crosslinker 2 10% 4.9% Compound 1 10% 5% Alkoxide crosslinker 7 10% 5% % Loop = ~~ L0 = Length after application of virgin strand Li = Length after application of strand i The evaluation results are summarized in the table below: Formulas Value after 24 hours of drying (in cm) % curl » Untreated strand 20.5 - Formula 1 (Comparative) 8.5 58 Formula 2 (Comparative) 7 65.8 Formula 3 (Comparative) 11 46.3 Formula 4 (Invention) 5.5 73.1 Formula 5 (Comparative) 7 65.8 Formula 6 (Comparative) 8.5 58.5 Formula 7 (Invention) 4.5 78 Formula 8 (Comparative) 7 65.8 Formula 9 (Comparative) 8 61 Formula 10 (Invention) 3 85.3 Formula 11 (Comparative) 12 41.4 Formula 12 (Comparative) 11.5 43.9 Formula 13 (Invention) 8 61 Formulas Value after 24 hours of drying (in cm) Value after 24 hours of suspension (in cm) Delta "relaxation" Formula 1 (Comparative) 8.5 13 4.5 Formula 5 (Comparative) 7 10.5 3.5 Formula 6 (Comparative) 8.5 13 4.5 Formula 7 (Invention) 4.5 6.5 2 Formula 8 (Comparative) 7 11.5 4 Formula 9 (Comparative) 8 12 4 Formula 10 (Invention) 3 3.5 0.5 Formula 11 (Comparative) 12 15.5 3.5 Formula 12 (Comparative) 11.5 17 5.5 Formula 13 (Invention) 8 11 3

[0571] It appears that the strands treated with formulas 4, 7, 10, and 13 according to the invention significantly improve the shape of the curls, which appear sharper and closer together, unlike the comparison strands. Furthermore, even after 24 hours, the strands lost significantly less curl shape than the comparison strands.

Claims

Demands

1. A method for treating keratin fibers, in one or more steps, by applying to said fibers: (i) one or more compounds of formula (I) as well as its optical isomers, geometric isomers, salts, and solvates such as hydrates: Formula (I) in which: - R1 represents a versatile hydrocarbon radical in C2 to CM, linear or branched, saturated or unsaturated, conjugated or not, acyclic or cyclic, aromatic or not, R1 being further: a) possibly substituted by one or more hydroxy groups OH, dialkylamino-N(R)2 with R representing a (Ci-C4)alkyl group, carboxy-C(O)-OH, a vinyl group, and / or b) possibly interrupted by one or more heteroatoms or groups selected from O, S, carbonyl -C(O)-, amine -N(R'), or their combinations, in which R' represents a hydrogen atom, a linear or branched alkyl group having from 1 to 4 carbon atoms possibly substituted by at least one hydroxy group (OH) or possibly substituted by -XC(O)-C(Ra)(Rb)-C(O)-R2; - R2 represents a monovalent hydrocarbon radical in C1 to C6, linear or branched, saturated or unsaturated; - Ra, and Rb, identical or different, represent a hydrogen atom or a (Ci-C4)alkyl group; - X is a heteroatom or group chosen from O, S, N(R') or , -S-CH2-C(O)-O-, -OC(O)-CH2-S-, -OC(O)-N(R')-, -N(R')-C(O)-O-, -N(R')-C(O)-N(R')-; - n denotes an integer from 2 to 10, particularly from 3 to 8; and (ii) at least one crosslinking agent; and iii) possibly at least one cosmetic active ingredient.

2. A method according to the preceding claim in which the compound(s) of formula (I) is / are selected from those of formula (la) as well as their optical isomers, geometric isomers, their salts, and their solvates such as hydrates: (the) OO I rI--"" ^$4^ Formula (the) in which: - R1 is as defined in claim 1, particularly represents a C2 to C-M hydrocarbon polyvalent radical, preferably C3-C12, preferably C4-C10, linear or branched, saturated or unsaturated, conjugated or not, acyclic or cyclic, aromatic or not, R1 further being: a) possibly substituted by one or more hydroxyl groups OH, and / or b) optionally interrupted by one or more heteroatoms or groups selected from O, S, -N(R'), preferably interrupted by one or more oxygen atoms in which R' is as defined in the preceding claim; - R2 is as defined in claim 1, preferably R2 represents a linear or branched (Ci-C6)alkyl group, preferably a (CrC4)alkyl group, more preferably methyl or tert-butyl such as methyl; and - n being as defined in claim 1, preferably n denotes an integer from 2 to 8.

3. A process according to any one of the preceding claims, wherein the compound(s) of formula (I) or (the) is / are such that: R1 represents a C6-C8, linear or branched, unsaturated monocyclic or bicyclic, preferably monocyclic, and aromatic, such as phenyl, or

4.

5. R1 represents a C5 to C12 saturated monocyclic or bicyclic hydrocarbon polyvalent radical, optionally interrupted by one or more heteroatoms or groups selected from O, S, -N(R'), in which R' represents a hydrogen atom, an alkyl group having from 1 to 4 carbon atoms, preferably interrupted by one or more oxygen atoms; preferably R1 represents a monosaccharide or polysaccharide motif, in particular a disaccharide, on which n hydroxyl groups have been substituted by n -OC(O)-CH2-C(O)-R2 groups with R2 and n as defined in any one of the preceding claims, or R1 represents a versatile acyclic hydrocarbon radical in C2 to C[2, preferably in C3-Ci0, linear or branched, saturated or unsaturated, preferably saturated. A method according to any one of the preceding claims, wherein the compound(s) of formula (I) or (a) is / are such that: n denotes an integer from 2 to 8, more particularly n denotes an integer from 3 to 6, more particularly from 3 to 5. A method according to any one of the preceding claims, wherein the compound(s) of formula (I) or (a) is / are chosen CAS Nom d'î^iqiæ Slrudt»^ d&ntqua (-3⁄4 188187-5X0 3-SJXC- ': ,2-4if:'Æ:hy1-1 Yà&saeîSyt asiar d'at^s butanalqaa 9 2 s AAA VY-S ( 03 «M18ÀS ŸaxAS-YbylY-éthY 1 J-çrogm&Syl â^U bütanoXee f!<on«ïque 1 1 Y ... , ,,. ,- V î> R 58213-75-5 3-<w-4, 1 44 ■wsé&d-V-^awSyO butanaïqua \> ?> .: x> >> ' A. J Y. Y .X Xx' Yv \y- <y \.V 's... R 5S213-74-4 3-oxs-1.r-p.2-diméthyM -{1-oih?}^h?Ÿi Y $«ÿënëd^ifesW d'aesde bütaftolqoa '2 8 s' -Y Ax .--a -■ ..- A- 'A V A & <>( 1 1 dx ,.>a ..Yy (19) 33584-28-8 3-ok0-1,T-(1..§-penlsasdiy}} ester ^adde butaoaiq^ YY <> ¢2 X^ ,,-Y .--a ..X-;..-J --\ X..-- v..'' yY' A-'-' S (1'1) 14275-87-6 3-ox^1.1'42> dtmêihyM ,3-^ap^ar^l) aster d'adde btâàndlqua OO $ À 1. .a - i I. y,.- y' -sy- -X-- A. IFœT Chemical name Chemical structure (1$ 13818-41-2 3 -oxo-1,44 staodiyi ester 0 «êtes butanmqu® A.. ,.X '..s ,s.\. %s<' ■y xx-' (X'\ w-$-ssa' 'v' 845844-1 3-0X04-mêthii-i 4-&haw(lÿi aster 34dd® bu&m>ïque 3-axo-1. Mtha r?s<^yi ester 84ékfe Msoeïqag 1 I „,, ,=.. , V > y , -., .--x,-- - - „ - j <.• >5 (151 2388-184 3 -0X0 • 1.': S 1 5-hexmadiÿij ester <fadde Msnaîq»» 3-ox»-1.S-teexa^ estes <f ackte bataseïqas (SCO A 'y X .<• \y • x.-- x .o •- .y ■-$• \.-' :■ / <>(1S( 32818-884 bis Q-exa M aj» stel 44.142 24îsH1À iSox$ti»toxy)mêîhyO-1.3- .................................................................................................................A. .A.A. / xv \yx^ av ,• " ' TT / ■-'A v <> (10 51W-284 to3-4x«b«t8ma$»1 Bss^ydfoxyrné^^ 1 8 x> 1 1 ■"" 4-- Xj- yx « .... « ^CASE Nwn chim^cse 8tect«re chemique WV | | / -------05 ■"■■■'"'Xx x*"""' vyx yy x'x . •■■■ ï T 0 $ 130873-ÜS-S 3-0X0-1.35-beo?è»>ano t$...... <...... ...... <...... ESTA? CS *■ C\ 0 <J À A. .. . < - . ■ . (28) 1392S4-M-1 3-oxo-'i<25-beewsetr^l este? d'adde bofemœqcse . A S> Si ' A $ ; XUAU. (*î) 22203-25-9 How many KFIEXTSOI -------a' A \ Z? """"\ » p C!------\ | | X ,A'AS ...0 À'"' XA< ' "A" ' ' rt ' ........ \> $ (22) 2389S24-4&- 5 ■ X-. .;\ ' y ' y ​^=w îMfjrsi chiral SS22§-m 3 3- O- pt »^n»cayïàhr 4adde W»m>lque 1ST823W-? 44-tom&hM -3-dare-. VH2 <2^(44 <&nsthyM > ylH ■ S'propan&dySl ester d'sdde ^tteno'ique. PSI $879®7 W3-ex^teaftô»^ 4e i xr-CU.3--p?8^«e^^j ££J fetra-seéfes^ de mseéfes^ <e«syîbrîb4Strudur® chemistry

6. in which identical or different RI represents a hydrogen atom or a -C(O)-CH2-C(O)-CH3 group, it being understood that at least two RI radicals represent -C(O)-CH2-C(O)-CH3, preferably at least three RI radicals represent -C(O)-CH2-C(O)-CH3, more preferably the compounds chosen from (18), (21), (36), (37), (38), (39) and (40) and better (21), (38) and (39). A method according to any one of the preceding claims, wherein the crosslinking agent(s) ii) is / are selected from the following compounds: (Poly)amines, (poly)thiols, (poly)carbonyls, (poly)acrylates, metal alkoxide, and their mixtures, preferably the crosslinking agent(s) is / are chosen from (poly)amine, (poly)thiol and compounds

7. (Poly)acrylates and their mixtures. A method according to any one of the preceding claims, wherein the crosslinking agent(s) is / are selected from the compounds - (Poly)amines selected from a) chitosans such as poly(D-Glucosamine), b) diamine polyethers, particularly polyethylene glycol α, co-diamine (with an amine function at the end of the chain) and the 4,7,10-Trioxa-l,l-tridecanediamine, c) triamine polyethers such as Polyetheramine (or jeffamine), d) aminoalkoxysilanes such as APTES, and e) polydialkylsiloxanes comprising primary amine groups at the ends of the chain or on side chains, particularly polydimethylsiloxanes comprising primary amine groups such as bis(3-aminopropyl)-terminated poly(dimethoxysiloxane) (PDMS-diNH2) and amodimethicones comprising amine groups on side chains such as bis-cetearyl amodimethicone, f) polyamine alkylenes such as those of formula (XII') H2N-Alk-NH2, where Alk is a (Ci-C6)alkylene group possibly substituted by one or more amino groups and / or possibly interrupted by a or several -N(H)- such as spermidine;and - (poly)thiols selected from a) polydialkylsiloxanes with thiol functions, and b) alkoxysilanes with thiol functions, particularly are selected from a) polydialkylsiloxanes with thiol functions preferentially polydimethylsiloxanes comprising thiol groups on the side chain (such as mercaptopropyl) especially those of formula (XIII); R"-Si(Rb)(Rd)-O-[Si(R")(Rb)-O]m-[Si(Rb)(ALKrSH)-O]n-Si(Rb)(Rd)-R" (XIII) Formula (XIII) in which: • Ra and Rb, identical or different, preferably identical, represent a (Ci-C4)alkyl group such as methyl, (CrC4)alkoxy such as methoxy, aryl such as phenyl, aryloxy such as phenoxy, aryl(Ci-C4)alkyl such as benzyl, or aryl(Ci-C4)alkoxy such as benzoxy, preferably (Ci-C4)alkyl such as methyl, and Rd is such as defined for Ra and Rb, preferably Ra, Rb, and Rd, identical, represent a methyl group, • Rd can also represent a (Ci-C6)alkyl group substituted by a (Ci-C4)alkylamino or amino, or thiol group, preferably (Ci-C4)alkyl such as methyl; • ALKi represents a divalent hydrocarbon chain comprising from 1 to 100 carbon atoms, saturated or unsaturated, linear or branched, possibly cyclic, possibly interrupted by one or more heteroatoms such as oxygen, sulfur or nitrogen (in particular O), a (thio)carbonyl group C(X) with X representing O, or S, or their combinations such as -O-, -OC(O)- or -C(O)-O-, preferably ALKi represents a (Ci-C6)alkylene group, more preferably (Ci-C4)alkylene such as propylene; • n and m, identical or different, representing an integer greater than 2 and more particularly the values ​​of m and n are such that the average molecular weight by weight of said polyorga-nosiloxane is between 1000 and 55000 g.mol1; - (poly)acrylate of formula (XIV) L[-YC(O)-C(Re)=CH2]q (XIV) Formula (XIV) in which: • q, represents an integer greater than or equal to 2; • L denotes a multivalent group (at least divalent), in particular comprising between 1 and 500 carbon and / or silicon atoms, more particularly between 2 and 40 carbon and / or silicon atoms, even more particularly between 3 and 30 carbon and / or silicon atoms, preferably between 6 and 20 carbon atoms, linear or branched, saturated or unsaturated, or (hetero)cyclic, saturated or unsaturated; L being possibly interrupted and / or terminated by one or more heteroatoms or groups chosen from O, S, N, Si, C(X), and their combinations such as -O-, -OC(X)-, -N(R)-C(X)-, -Si(Rc)(Rd)-O- with R representing a hydrogen atom or a (Ci-C6)alkyl group such as methyl; and / Or L being possibly replaced by one or more groups chosen from: -N(Ra)Rb, and -(X')aC(X)-(X”)b-Ra; with X, X' and X”, identical or different, represent an oxygen atom, a sulfur atom, or an N(Rb) group; a, and b being 0 or 1, preferably the sum of a + b is 1; Ra and Rb, whether identical or different, represent a hydrogen atom, or a (Ci-C6)alkyl, or aryl(Ci-C4)alkyl group such as benzyl, preferably Ra and Rb represent a hydrogen atom; and Rc and Rd, whether identical or different, represent a (Ci-C6)alkyl, aryl(Ci-C4)alkyl or (Ci-C6)alkoxy group. • Re representing a hydrogen atom or (CrC4)alkyl group such as methyl, preferably Re represents a hydrogen atom, and • Y representing an oxygen atom or an amino group -N(H)-, preferably O, being as defined above, preferably Y = O and Re = H, preferably L represents a di or trivalent hydrocarbon chain, preferably trivalent, comprising 1 to 8 carbon atoms, q is 2 or 3, preferably 3, Y represents O, and Re represents a hydrogen atom; Preferably the compounds of formula (XIV) are trimethylolpropane triacrylate. - Metal alkoxides selected from those of formula (XlVa) such as titanium butoxide M-(ORi)n (XIVa) Formula (XIVa), in which: • M represents an atom chosen from among the alkaline earth metals, transition metals, lanthanide metals, post-transition metals such as aluminum or tin, and metalloids such as boron; preferably the transition metals such as Ti and post-transition metals such as aluminium; • n represents the valence of the atoms represented by M; • RI represents a hydrocarbon group, linear or branched, saturated or unsaturated, having from 1 to 30 carbon atoms, preferably from 1 to 6 carbon atoms, said hydrocarbon group being optionally interrupted by 1 to 20 heteroatoms chosen from O, N, S and P, in particular O or N; and / or said hydrocarbon group being optionally substituted by one or more hydroxyl or carbonyl groups; Preferably, M represents an atom chosen from transition metals such as titanium, or zirconium or alkaline earth metals such as magnesium, more preferably chosen from transition metals such as titanium or zirconium, even more preferably titanium.

8. A process according to any one of the preceding claims which implements iii) one or more cosmetic active(s) in particular selected from a) coloring materials such as pigments, direct dyes and mixtures thereof, b) keratin fiber conditioning agents, preferably for hair, c) UV filters, and d) mixtures thereof; preferably at least one cosmetic agent is selected from coloring materials, preferably selected from pigments, direct dyes and mixtures thereof, more preferably pigments;more preferentially chosen from carbon black, iron oxides especially yellow, red and black and micas coated with iron oxide, triarylmethane pigments especially blue and violet such as BLUE 1 LAKE, azo pigments especially red such as D&C RED 7 alkali metal salt of lithol red such as the calcium salt of lithol red B SunPuro Red Iron Oxide, even more preferentially red iron oxides, yellow iron oxides and azo pigments especially red such as SunPuro Red Iron Oxide.;

9. A method according to any one of the preceding claims which employs iv) one or more fats, particularly one or more oils, preferably volatile.

10. A method according to any one of the preceding claims which employs (iv) one or more volatile oil(s) selected from: * hydrocarbon oils having 8 to 16 carbon atoms, and in particular: - C8-Ci6 branched alkanes such as isoalkanes such as Ci3-Ci6 Isoparaffin, isododecane, isodecane, isohexadecane, alone or in mixtures, preferably isododecane, more preferably isododecane; - linear alkanes for example in Cn-Cl6, alone or in mixtures, for example such as hexane, decane, undecane, tridecane, isoparaffins such as, or n-dodecane (C12) and n-tetradecane (C14), the undecane-tridecane mixture, mixtures of n-undecane (C11) and n-tridecane (C13), and their mixtures as well as mixtures of n-undecane (Cl1) and n-tridecane (Cl3); - cyclic, non-aromatic, volatile C5-Ci2 alkanes; * short-chain esters having 3 to 8 carbon atoms in total such as ethyl acetate, methyl acetate, propyl acetate, n-butyl acetate; * hydrocarbon carbonate oils of structure R'i-OC(O)-O-R'2 in which R' and R'2 independently designate a linear, branched or cyclic C4-C8 alkyl group, preferably a C4-C8 alkyl group, advantageously chosen from dibutyl carbonate or dipentyl carbonate; * Ether oils of formula RrO-R2 in which Ri and R2 independently denote a linear, branched or cyclic C4-C8 alkyl group, preferably a C4-C8 alkyl group; *siliconized oils comprising in particular, from 2 to 7 silicon atoms, these silicone oils having, possibly, 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; more preferentially the volatile oil(s) iv) are chosen from among the C8-Ci6 alkanes, particularly branched ones such as isododecane.

11. A method according to any one of the preceding claims, in particular for the care, styling and / or coloring of keratin fibers, and preferably hair that uses: - a composition, referred to as "Cl", comprising i) at least one compound of formula (I) or (la) as defined in any one of claims 1 to 5 and optionally iii) at least one cosmetic active as defined in any one of claims 1 or 8; - a composition, referred to as "C2", comprising i) at least one compound of formula (I) or (la) as defined in any one of claims 1 to 5 and ii) at least one crosslinking agent as defined in any one of claims 1, 6 or 7 and optionally iii) at least one active ingredient as defined in any one of claims 1 or 8; - a composition, referred to as "C3", comprising i) at least one compound of formula (I) or (la) as defined in any one of claims 1 to 5, ii) at least one crosslinking agent as defined in any one of claims 1, 6 or 7 and iii) at least one cosmetic active ingredient as defined in any one of claims 1 or 8; and / or - a "C4" composition comprising ii) at least one crosslinking agent as defined in any one of claims 1, 6 or 7 and optionally iii) at least one cosmetic active ingredient as defined in any one of claims 1 or 8; - a "C5" composition comprising iii) at least one cosmetic active ingredient as defined in any one of claims 1 or 8; it being understood that: • the process implements together or separately i) at least one compound of formula (I) or (la) as defined in any one of claims 1 to 5 and ii) at least one crosslinking agent as defined in any one of claims 1, 6 or 7; • compositions Cl, C2, C3, C4 and C5 may be anhydrous, aqueous, hydroalcoholic and / or comprise one or more fatty substances iv) as defined in claims 9 or 10.

12. A method according to the preceding claim which is carried out in one step by application of the C2 or C3 composition to the keratin fibers.

13. Method according to claim 11 which is carried out in two steps by successive application, on the keratin fibers, of two different compositions Cl and C4, or C2 and C4, or C3 and C4, preferably Cl then C4, C2 then C4, or C3 then C4, preferably C2 or C3 then C4.

14. A method according to claim 11 or 13 which is a method for coloring keratin fibers, in particular hair, comprising at least the sequential application of: - a composition C2 as defined in claim 11; - a composition C4 as defined in claim 11; and - a composition C5 as defined in claim 11; it being understood that compositions C2 and / or C4 and / or C5 contain at least one coloring material as defined in claim 8, preferably at least one pigment; preferably composition C5 comprises at least one pigment.

15. Use of at least one ingredient i) associated with at least one ingredient ii) and optionally with at least one ingredient iii) and optionally associated with at least one ingredient iv) as defined according to any one of claims 1 to 10, for the treatment of keratin fibers, in particular for the care, styling, hold of shaping (curls) and / or coloring of keratin fibers, in particular hair.