A process for treating keratin fibers using at least one oil with acetoacetate functions.

Abstract

A method for treating keratin fibers using at least one acetoacetate oil. The present invention relates to a method for treating keratin fibers, particularly for conditioning, styling, and / or coloring keratin fibers, preferably hair, comprising applying to the keratin fibers, in one or more successive steps, at least i) one or more compounds of formula (I), as well as its optical, geometric, and / or solvate isomers, such as hydrates, or a composition containing them: (I) formula (I) in which Z, AK1, AK2, Y, R4, Ra, Rb, p, m, n, t, q, and u are as defined in the description, and optionally ii) at least one crosslinking agent. Figure for the abstract: None

Description

Title of the invention: A process for treating keratin fibers using at least one oil with acetoacetate functions technical field

[0001] The present invention relates more particularly to the cosmetic field of keratin fibers, and in particular to that of the care, styling and / or coloring of keratin fibers and preferably of hair.

[0002] It aims to propose in particular new treatment processes, especially cosmetic ones, including the application on keratin fibers of at least one oil functionalized by acetoacetate functions, and possibly at least one crosslinking agent, which are particularly interesting with regard to their technical performance, especially in terms of the durability of the deposits they allow to be obtained, and the sensory sensations they provide to the user. Previous technique

[0003] Cosmetic products classically require the implementation of one or more film-forming polymers in order to obtain a quality deposit of these products on keratinous materials, in particular keratinous fibers, and in particular giving satisfaction to the expectations detailed below.

[0004] Thus, in the field of capillaries, it is particularly expected that the deposit formed

[0005] exhibits good resistance to water, particularly rain or showering, as well as to perspiration and sebum. Furthermore, this coating must be aesthetically pleasing, transparent if uncolored, and even glossy. It must also allow hair movement without altering its appearance, i.e., without cracking and / or flaking. Coatings resistant to multiple shampoos are also desired.

[0006] To achieve this, dispersions of nanometric polymer particles are used in hair application products, and more particularly in their organic and especially oily phases, as a film-forming agent.

[0007] However, the compositions of the prior art exhibit an unsatisfactory durability, particularly of the hairstyle, over time.

[0008] Furthermore, in the field of hair care, a new range of products called hair makeup or "Hair Make-up" has recently been developed. These products guarantee temporary hair coloring that lasts after 1 to 3 shampoos.

[0009] They therefore constitute an alternative, particularly attractive for the consumers, to permanent hair coloring, provided of course that the color effect is effectively guaranteed to hold up to contact with water and a few shampoos.

[0010] This requirement is also met in particular through the implementation of effective film-forming agents.

[0011] Thus, document FR 2 741 530 proposes, for this purpose, 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 for the temporary coloring of keratin fibers. However, the colors obtained by this coloring method have the disadvantage of being easily washed off by shampooing.

[0012] Furthermore, document FR 2 907 678 proposes to perform colored coatings on hair using a composition comprising a poly-siloxane / polyurea block copolymer and a pigment. However, with such a composition, the resulting coatings are not always very homogeneous and the individualization of the hair is not always very good.

[0013] Film-forming compositions, particularly cosmetic ones, are known to exist, comprising at least one oily phase and at least one copolymer obtained by the polymerization of ethylenic monomers, some of which bear specific groups (see, for example, WO 2022 / 136104). However, such compositions require the presence of an oily phase, which may limit their application. Furthermore, these compositions do not necessarily meet the demand for naturalness expressed by some consumers.

[0014] It is also known from patent EP 1,392,222 to use a cosmetic composition for the care and / or treatment of keratinous materials comprising a supramolecular polymer having a polymeric backbone and at least two groups capable of forming at least three hydrogen bonds, and from patent EP 1,435,900 to use a hair composition comprising a supramolecular polymer having a polymeric backbone and at least two groups capable of forming at least three hydrogen bonds and a surfactant or a hair conditioning agent. However, with these two alternative compositions, the performance obtained in terms of hold over time or water resistance remains insufficient.

[0015] It is also known from WO 2020 / 026143 to provide methods for preparing compositions comprising modified polysaccharides. Furthermore, US patent 2006 / 0079599 describes a medical-grade polymer-based tissue adhesive containing polyvinyl alcohol polymers with ACACs groups associated with polyamines in the form of a hydrogel. US 3342806 and US 3361585 describe acetoacetylated starch compounds.

[0016] Furthermore, document WO 06 / 042169 describes fabric adhesives, in medical and veterinary applications, formed by the reaction of poly(hydroxyl) compounds derived with acetoacetate groups and / or polyamino compounds derived with acetoacetamide groups with an aminofunctional crosslinking compound.

[0017] The synthesis of triglycerides di ester acetoacetate is also described in document WO 2016 / 164870.

[0018] In general, the processes and treatments described above do not allow access to deposits on keratin fibers, which satisfy all the aforementioned requirements, namely very good resistance to water, in particular to shampoos for hair, and / or to oily substances, which respect the movement of the hair without cracking or flaking, which allow adjustment of qualities of shine or invisibility, and which, in the case of hair use, provide a very satisfactory hold of the style or color retention.

[0019] There is also significant consumer demand for the use of compositions with reduced environmental impact. Description of the invention

[0020] There therefore remains a need for a treatment process, particularly cosmetic, intended for application on keratin fibers which makes it possible to obtain a non-sticky deposit, which transfers little or not at all, shiny, and lasting.

[0021] There also remains a need for a treatment process, particularly cosmetic, to obtain deposits that are resistant to water and grease, especially sebum.

[0022] There also remains a need for a treatment process, particularly cosmetic, to provide deposits with qualities of shine and / or invisibility.

[0023] There also remains a need for a treatment process, particularly cosmetic, coloring and intended for hair application, which provides deposits with good resistance to water and shampoos to guarantee color retention over time comparable to direct coloring.

[0024] There is also a need for a treatment process, in particular cosmetic, in particular non-coloring, intended for hair application which provides styling properties, in particular curl retention, resistant to water.

[0025] The present invention is specifically designed to meet all or part of these needs. Summary of the invention

[0026] These problems are solved by implementing a treatment process, particularly a cosmetic one, for keratin fibers, especially for the care, styling and / or coloring of keratin fibers, preferably hair, comprising the application to said keratin fibers, in one or more successive steps, of at least:

[0027] i) one or more compound(s) of formula (I), as well as its optical, geometric and / or solvated isomers, such as hydrates, or a composition containing it or them:

[0028] [Chem.l] (H)PZ-(Y-AK2)wire [(OHAKl)q-(OC(O)-C(R8)(Rb)-C(O)-.R4)u]a (I)

[0029] formula (I) in which:

[0030] - Z represents a multivalent hydrocarbon radical in C2 to C40, in particular in C3 to C36, linear or branched, saturated or unsaturated, conjugated or not, acyclic or cyclic, aromatic or not, Z possibly being interrupted by one or more groups or heteroatoms chosen from -O-, -N(Ra)-, -S-, -C(O)-, (hetero)cycles, and their combinations;

[0031] - AK1 represents a saturated linear or branched divalent hydrocarbon chain or unsaturated in C1-C12, preferably in Ci-C6, more preferentially saturated in Ci-C6;

[0032] - AK2 represents a linear or branched monovalent hydrocarbon chain, saturated or unsaturated, in C1-C40, possibly substituted by one or more identical or different radicals chosen from -OR, -X-AK3-(OC(O)-C(Ra)(Rb)-C(O)-R4)v; and / or said chain being possibly interrupted by one or more heteroatoms or groups chosen from -O-, -S-, -C(O)-, (hetero)cycle(s), and their combinations, in particular -OC(O)-, -C(O)-O- and / or -(hetero)cycle-O-(hetero)cycle-;

[0033] - AK3 represents a saturated linear or branched divalent hydrocarbon chain or unsaturated in C1-C12, preferably in Ci-C6, more preferentially saturated in Ci-C6, even more preferentially in CrC4;

[0034] - R represents a hydrogen atom, a saturated linear or branched alkyl radical or unsaturated in Ci-C6, preferably in CrC4, especially methyl, or a -C(O)-C(Ra)(Rb)-C(O)-R4 radical;

[0035] - X represents -O-, -S-, -OC(O)- or -C(O)-O-;

[0036] - Y represents -OC(O)- or -C(O)-O-;

[0037] - Ri represents a monovalent hydrocarbon radical in C1 to C6, linear or branched, saturated or unsaturated, preferably an alkyl (CrC4) group, in particular methyl or tert-butyl, more preferably methyl;

[0038] - Ra and Rb, whether identical or different, represent a hydrogen atom or a group (Ci-C4)alkyl, preferably one hydrogen atom;

[0039] - p denotes an integer equal to 0 or 1;

[0040] - m denotes an integer equal to 0, 1, 2, 3 or 4; it being understood that when m is greater than 1, then the radicals -Y-AK2 are identical or different;

[0041] - n denotes an integer equal to 0, 1, 2, 3 or 4; it being understood that when n is greater than 1, then the radicals -(O)t-(AKi)q-(OC(O)-C(Ra)(Rb)-C(O)-R4)u are identical or different;

[0042] -1 denotes an integer equal to 0 or 1;

[0043] - q denotes an integer equal to 0 or 1;

[0044] - u denotes an integer equal to 1, 2 or 3;

[0045] - v denotes an integer equal to 1, 2 or 3;

[0046] it being understood that if q is equal to 0 then t is equal to 0, that (m + n) is greater than or equal to 1, and that the compounds of formula (I) contain at least two -C(O)-C(Ra)(Rb)-C(O)-R4 groups; and

[0047] ii) possibly at least one crosslinking agent.

[0048] According to a preferred embodiment, the treatment process of the invention further comprises the application of at least iii) a cosmetic active ingredient, on said keratin fibers.

[0049] According to a preferred embodiment, the process according to the invention comprises the application i) of at least one compound of formula (I) as defined above, its optical, geometric isomers, and / or its solvates, such as hydrates, or of a composition containing them, and optionally the application ii) of at least one crosslinking agent, and / or iii) of at least one cosmetic active ingredient, to said keratin fibers.

[0050] When cosmetic active ingredient(s) iii) are present, cosmetic active ingredient(s) iii) may be applied at the same time as i) and / or ii) when ii) is implemented, or cosmetic active ingredient(s) iii) may be applied before i) and / or before ii), when ii) is present.

[0051] Keratin fibers may be damp or wet before application of i), and optionally of ii). By way of example, steps i), and optionally ii) may be carried out on damp keratin fibers, such as just wrung out for example after shampooing.

[0052] According to one embodiment, the process includes the application of i), possibly ii) and possibly iii) to moist or wet keratin fibers.

[0053] According to another embodiment, the process includes the application of i), possibly ii) and possibly iii) to dry keratin fibers.

[0054] The inventors have thus surprisingly observed that the application of ingredients i), and possibly ii), and iii), to keratin fibers provides deposits on the keratin fibers exhibiting good resistance to external aggressions such as water, oils (especially cooking oils), sweat, and / or sebum, and therefore possessing very good durability. Advantageously, the Deposits obtained using the processes according to the invention do not stick and do not transfer. The application of ingredients i), and optionally ii), and / or iii), to keratin fibers also provides deposits on keratin fibers exhibiting good resistance to shampoos and water.

[0055] The application of ingredients i), and possibly ii) and / or iii), to the keratin fibers also makes it possible to obtain shiny deposits. Definitions

[0056] For the purposes of the present invention, in the entire description, including the claims, and unless otherwise indicated:

[0057] - For the purposes of this invention, "keratin fibers" refers to the keratin fibers, preferably human, more preferentially hair.

[0058] - By "cosmetic active ingredient": we mean an organic or organosilicon compound, or a A mineral compound that can be incorporated into a cosmetic composition to have an effect on keratinous materials, 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 keratinous fibers; antioxidants; moisturizing agents; sebum-regulating agents; agents intended to combat the effects of pollution; antimicrobial or bactericidal agents; perfumes; and coloring materials such as direct dyes or pigments, preferably pigments.

[0059] Preferably, the cosmetic actives are chosen from a) colouring materials chosen from pigments, direct colorants, and their mixtures, b) keratin fibre care actives, c) UV filters, and d) their mixtures.

[0060] - For the purposes of this invention, "fatty body" means a compound organic 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%); in addition, fats are soluble in organic solvents under the same conditions of temperature and pressure, such as halogenated solvents like chloroform, dichloromethane, inferior alcohols like ethanol or aromatic solvents like benzene or toluene.

[0061] - By "(hetero)aryl" we mean the aryl or heteroaryl groups.

[0062] - By "(hetero)cycloalkyl" we mean cycloalkyl or heterocycloalkyl groups.

[0063] - The "aryl" or "heteroaryl" radicals or the aryl or heteroaryl part of a radicals can be substituted by at least one substituent attached to a carbon atom, chosen from: • a (poly)(hydroxy)alkyl radical in Ci-C6, preferably in Ci-C4; • a halogen atom such as chlorine, fluorine or bromine; • a hydroxy 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 CrC4 and the radical R' is an alkyl radical in CrC4; a carbamoyl radical ((R)2N-C(O)-) in which the radicals R, 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 ((R)2N-S(O)2-) in which the R radicals, identical or not, represent a hydrogen atom, an alkyl radical in Ci-C4; • 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).

[0064] - 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 an atom of hydrogen, an alkyl radical in CrC4 and the radical R is an alkyl radical in CrC2, 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 Ci-C4; • alkcoxycarbonyl ((ROC(O)-) in which the radical R is an alkyl radical in CrC4, amino substituted by one or two identical or different alkyl groups in Ci-C4;

[0065] - A cyclic radical, heterocyclic radical, or a non-aromatic part of a radical aryl or heteroaryl, can also be substituted by one or more oxo groups.

[0066] - A hydrocarbon chain is unsaturated when it comprises one or more double bonds and / or one or more triple bonds.

[0067] - An "aryl" radical represents a mono- or polycyclic hy group drocarbon, condensed or not, comprising from 6 to 14 carbon atoms, and of which at least one ring is aromatic; preferably the aryl radical is a phenyl, biphenyl, naphthyl, indenyl, anthracenyl, or tetrahydronaphthyl.

[0068] - A "heteroaryl" radical represents a mono- or polycyclic group, condensed or not, comprising 5 to 14 links, 1 to 6 heteroatoms chosen from 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, benzopyrazolyl, benzopyridazinyl, benzoquinolyl, benzothiazolyl, benzotriazolyl, benzoxazolyl, pyridinyl, tetrazolyl, dihydrothiazolyl, imidazopyridinyl, imidazolyl, indolyl, isoquinolyl, naphthoimidazolyl, naphthooxazolyl, naphthopyrazolyl, oxadiazolyl, oxazolyl, oxazolopyridyl, phenazinyl, phenoxazolyl, pyrazinyl, pyrazolyl, pyrilyl, pyrazoyltriazyl, pyridyl, pyridinoimidazolyl, pyrrolyl, quinolyl, tetrazolyl, thiadiazolyl, thiazolyl, thiazolopyridinyl, thiazoylimidazolyl, thiopyrylyl, triazolyl, xanthylyl.

[0069] - A "cyclic" or "cycloalkyl" radical is a non-cyclic hydrocarbon radical aromatic, 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.

[0070] - A "heterocyclic" or "heterocycloalkyl" radical is a non-cyclic radical aromatic mono or polycyclic, condensed or non-condensed, containing 3 to 9 links, comprising 1 to 4 heteroatoms chosen from nitrogen, oxygen, sulfur and selenium atoms, preferably the heterocycloalkyl is chosen from epoxide, pi-perazinyl, piperidinyl, morpholinyl, or dithiolane.

[0071] - An "alkyl" radical is a saturated hydrocarbon radical, linear or branched, in par particular in Ci-C6, preferably in Ci-C4.

[0072] - An "alkoxy" radical is an alkyl-oxy radical in which the alkyl radical is a hydrocarbon radical, linear or branched, in Ci-C6 preferentially in Ci-C4.

[0073] - A "(poly)(hydroxy)alkyl" radical designates a Ci-C6 alkyl radical, of preferably in Ci-C4 possibly substituted by one or more hydroxy radicals, preferably substituted by 1 to 4 hydroxy groups, more particularly between 1 and 3.

[0074] - A "sugar" radical is a monosaccharide or disaccharide radical. Examples include as sugar radical: sucrose (or saccharose), glucose, galactose, ribose, fucose, maltose, fructose, mannose, arabinose, xylose or lactose.

[0075] - 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 is equal to 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.

[0076] - By "disaccharide" is meant a di-osidic sugar which is a compound made up of of two sugars linked together by O-glycosidic bonds, said compounds being made up of two monosaccharides (also called mono-glycosidics) as defined above, said monosaccharide units comprising at least 5 carbon atoms, preferably 6, particularly the monosaccharide units being linked together in 1,4 or 1,6 in anomer a (alpha) or [3 (beta), each glycosidic 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 specifically, these are polymers formed from two sugars (or 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 is equal to 6, and y an integer that represents x - 1.

[0077] - By "polysaccharide" is meant a polysaccharide sugar which is a polymer consisting of several sugars linked together by O-glycosidic bonds, said polymers being made up of monosaccharide units (also called mono-glycosidic units) as defined above, said monosaccharide units comprising at least 5 carbon atoms, preferably 6, particularly the monosaccharide units are linked together in 1,4 or 1,6 in anomer a (alpha) or [3 (beta), each glycosidic 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: -[Cx(H2O)y)]w- or -[(CH2O)X]W-, with x an integer greater than or equal to 5, preferably x is greater than or equal to 6, in particular x is between 5 and 7 inclusive, preferably x is equal to 6, and y an integer which represents 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. ;

[0078] - An "anionic counterion" is an anion or anionic group associated with the cationic charge; more specifically, 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 benzene- sulfonate 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.

[0079] - The "solvates" represent the hydrates as well as the association with alcohols linear or branched C1-C4 linear or branched such as ethanol, isopropanol, n-propanol.

[0080] - By "UV-A filter" is meant a chromophore derived from a compound that filters (or absorbs UV-A ultraviolet rays at a wavelength between 320 and 400 nm. We can distinguish between short UV-A filters (absorbing rays at a wavelength between 320 and 340 nm), and long UV-A filters (absorbing rays at a wavelength between 340 and 400 nm).

[0081] - By "UV-B filter" is meant a chromophore derived from a compound that filters (or absorbs) ultraviolet UV-B rays at a wavelength between 280 and 320 nm.

[0082] - By "chromophore" is meant a radical derived from a colorless or colored compound capable of absorbing 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).

[0083] - By "anhydrous composition" it is understood that said composition contains a quantity 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, even more preferably the composition in question is free of water.

[0084] - The expression "comprising a" or "including a" should be understood as being synonymous with "containing at least one", or "containing one or more" unless otherwise specified.

[0085] - The expressions "between ... and ...", "includes from ... to ...", "comprised of ... to ..." and "going from ... to ..." should be understood inclusive of bounds, unless otherwise specified.

[0086] - The terms "coloring agent" and "coloring material" are equivalent.

[0087] It is understood that the treatment processes according to the invention, as well as the com The positions implemented are non-therapeutic. Detailed description of the treatment process

[0088] The first object of the invention is a one- or multi-step treatment process applied to keratin fibers, preferably hair:

[0089] i) at least one or more compounds of formula (I), as defined above and below, or a composition containing it or them;

[0090] ii) possibly at least one crosslinking agent, in particular as defined below; and

[0091] iii) possibly at least one cosmetic active ingredient, in particular as defined below.

[0092] According to a particular embodiment of the invention, the treatment process according to the invention involves the simultaneous application of ingredients i), ii) and / or iii).

[0093] According to another particular embodiment of the invention, the treatment process according to the invention comprises at least 2 steps in which ingredients i), ii), and optionally iii), are applied in separate and successive steps to the keratin fibers, preferably the hair, it being understood that the cosmetic active ingredient(s) iii) may be found together with ingredient(s) i) and / or with ingredient(s) (ii).

[0094] According to a particular embodiment, ingredient(s) i) are applied to the keratin fibers, preferably hair, then ingredient(s) ii) are applied to the keratin fibers, preferably hair, it being understood that ingredient iii) when present may be applied with i) and / or with ii).

[0095] According to another particular embodiment, ingredient(s) ii) are applied to the keratin fibers, preferably hair, then ingredient(s) i) are applied to the keratin fibers, preferably hair, it being understood that ingredient iii) when present may be applied with i) and / or with ii).

[0096] According to another particular embodiment of the invention, the treatment process according to the invention comprises at least 2 steps in which ingredients i) and iii) are applied in separate and successive steps to the keratin fibers, preferably the hair, it being understood that cosmetic active ingredient(s) iii) may be found together with ingredient(s) i) and / or with ingredient(s) (ii) when present.

[0097] According to a particular embodiment of the invention, the process for treating keratin fibers is a cosmetic process for the care, styling and / or coloring of keratin fibers, preferably hair.

[0098] According to one aspect of the invention, the process for treating keratin fibers according to the invention employing ingredients i), possibly ii), and possibly iii), is a treatment for coloring keratin fibers, preferably hair. According to this embodiment, the process includes in particular at least one cosmetic active ingredient selected from coloring materials, preferably pigments.

[0099] According to another aspect of the invention, the process for treating keratin fibers according to the invention implementing ingredients i), possibly ii) and possibly iii), is a process for styling keratin fibers, preferably hair.

[0100] When the treatment process involves several steps including a step of implementing one or more compounds of formula (I), (la), (Ib), (le), (Id), (le), (lie), (lid) and / or (lie) without crosslinking agent, the compound(s) of formula (I), (la), (Ib), (le), (Id), (le), (lie), (lid) and / or (lie) may be implemented alone (pure), or in a "Cl" composition as described below.

[0101] According to one embodiment of the invention, the process according to the invention is a treatment process, particularly for cosmetic purposes, of keratin fibers, especially for the care, styling and / or coloring of keratin fibers, preferably hair, comprising the application to said keratin fibers of at least:

[0102] - a composition, referred to as "Cl", comprising i) at least one compound of formula (I), or (the), (Ib), (the), (Id) and / or (the), as defined above and below, and possibly iii) at least one cosmetic active ingredient, in particular as defined above and below; preferably, the composition "Cl" does not include ii) a crosslinking agent;

[0103] - a composition, referred to as "C2", comprising i) at least one compound of formula (I), or (the), (Ib), (the), (Id) and / or (the), as defined above and below, ii) at least one crosslinking agent, in particular as defined below, and possibly iii) at least one cosmetic active ingredient, in particular as defined above and below; preferably, composition "C2" does not include iii) any cosmetic active ingredient;

[0104] - a composition, referred to as "C3", comprising i) at least one compound of formula (I), or (the), (Ib), (the), (Id) and / or (the), as defined above and below, ii) at least one crosslinking agent, in particular as defined below, and iii) at least one cosmetic active ingredient, in particular as defined above and below;

[0105] - a composition, referred to as "C4", comprising ii) at least one crosslinking agent, in par particular as defined below, and possibly iii) at least one cosmetic active ingredient, in particular as defined above and below; preferably, composition “C4” does not include i) at least one compound of formula (I), or (la), (Ib), (le), (Id) and / or (le) as defined above and below; and / or

[0106] - a composition, referred to as "C5", comprising iii) at least one cosmetic active ingredient, in par particular as defined above and below; preferably, composition “C5” does not include i) at least one compound of formula (I), or (la), (Ib), (le), (Id) and / or (the) as defined above and below, and does not include ii) at least one crosslinking agent;

[0107] it being understood that the process employs i) at least one compound of formula (I), or (la), (Ib), (le), (Id) and / or (le) as defined above and below, and that the compositions “Cl”, “C2”, “C3”, “C4” and “C5” may be anhydrous, aqueous such as hydroalcoholic and / or comprise one or more fatty substances iv), in particular as described below.

[0108] According to one embodiment of the invention, the process according to the invention is a treatment process, particularly for cosmetic purposes, of keratin fibers, especially for the care, styling and / or coloring of keratin fibers, preferably hair, comprising the application to said keratin fibers of at least:

[0109] - i) at least one compound of formula (I), or (la), (Ib), (le), (Id) and / or (le), such that defined above and below, and possibly iii) at least one cosmetic active ingredient, in particular as defined above and below;

[0110] - a composition, referred to as "C2", comprising i) at least one compound of formula (I), or (the), (Ib), (the), (Id) and / or (the), as defined above and below, ii) at least one crosslinking agent, in particular as defined below, and possibly iii) at least one cosmetic active ingredient, in particular as defined above and below; preferably, composition "C2" does not include iii) any cosmetic active ingredient;

[0111] - a composition, referred to as "C3", comprising i) at least one compound of formula (I), or (the), (Ib), (the), (Id) and / or (the), as defined above and below, ii) at least one crosslinking agent, in particular as defined below, and iii) at least one cosmetic active ingredient, in particular as defined above and below;

[0112] - a composition, referred to as "C4", comprising ii) at least one crosslinking agent, in par particular as defined below, and possibly iii) at least one cosmetic active ingredient, in particular as defined above and below; preferably, composition “C4” does not include i) at least one compound of formula (I), or (la), (Ib), (le), (Id) and / or (le) as defined above and below; and / or

[0113] - a composition, referred to as "C5", comprising iii) at least one cosmetic active ingredient, in par particular as defined above and below; preferably, the composition “C5” does not include i) at least one compound of formula (I), or (la), (Ib), (le), (Id) and / or (le) as defined above and below and does not include ii) at least one crosslinking agent;

[0114] it being understood that the process employs i) at least one compound of formula (I), or (la), (Ib), (le), (Id) and / or (le) as defined above and below, and that the compositions “C2”, “C3”, “C4” and “C5” may be anhydrous, aqueous such as hydroalcoholic and / or comprise one or more fatty substances iv), in particular as described below.

[0115] According to one aspect of the invention, the process for treating keratin fibers, in particular for the care, styling and / or coloring of keratin fibers, preferably hair, employs i) at least one compound of formula (I), or (la), (Ib), (le), (Id), (le), (lie), (lid) and / or (lie) as defined above and below or a composition, referred to as "Cl", comprising the or them, said composition "Cl" possibly comprising iii) at least one cosmetic active ingredient, in particular as defined above and below, in particular selected from a) coloring agents, such as pigments, direct colorants, and mixtures thereof, b) keratin fiber care active ingredients, c) UV filters, and d) mixtures thereof, and in particular at least one coloring agent, more particularly at least one pigment.

[0116] According to another aspect, the process for treating keratin fibers, in particular for the care, styling and / or coloring of keratin fibers, preferably hair, employs a composition, referred to as "C2", comprising i) at least one compound of formula (I), or (la), (Ib), (le), (Id), (le), (lie), (lid) and / or (lie), as defined above and below, ii) at least one crosslinking agent, in particular as defined below, and optionally iii) at least one cosmetic active ingredient, in particular as defined above and below, and in particular at least one coloring material, more particularly at least one pigment.

[0117] According to one aspect of the invention, the process for treating keratin fibers, in particular for the care, styling and / or coloring of keratin fibers, preferably hair, employs a composition, referred to as "C3", comprising i) at least one compound of formula (I), or (la), (Ib), (le), (Id), (le), (lie), (lid) and / or (lie), as defined above and below, ii) at least one crosslinking agent, in particular as defined above and below, and iii) at least one cosmetic active ingredient, in particular as defined below, notably selected from a) coloring agents, such as pigments, direct dyes, and mixtures thereof, b) keratin fiber care active ingredients, c) UV filters, and d) mixtures thereof, and in particular at least one coloring agent, more particularly at least one pigment.

[0118] According to another aspect, the process for treating keratin fibers, in particular for the care, styling and / or coloring of keratin fibers, preferably hair, employs a composition referred to as "Cl" or i) at least one compound of formula (I), or (la), (Ib), (le), (Id), (le), (lie), (lid) and / or (lie), as defined above and below, and a composition referred to as "C4", said composition "Cl" comprising i) at least one compound of formula (I), or (la), (Ib), (le), (Id), (le), (lie), (lid) and / or (lie), as defined above and below, and optionally iii) at least one cosmetic active ingredient, in particular as defined above and below, and said composition "C4" comprising ii) at least one crosslinking agent, in particular as defined below, and optionally iii) at least one cosmetic active ingredient, in particular as defined above and below.

[0119] According to another aspect, the process for treating keratin fibers, in particular for the care, styling and / or coloring of keratin fibers, preferably hair, employs a composition referred to as "Cl" or i) at least one compound of formula (I), or (la), (Ib), (le), (Id), (le), (lie), (lid) and / or (lie), as defined above and below, and a composition referred to as "C4" and a composition referred to as "C5", said composition "Cl" comprising i) at least one compound of formula (I), or (la), (Ib), (le), (Id), (le), (lie), (lid) and / or (lie), as defined above and below, and optionally iii) at least one cosmetic active ingredient, in particular as defined above and below, said composition "C4" comprising ii) at least one crosslinking agent, in particular as defined below, and optionally iii) at least one cosmetic active ingredient, in particular as defined above and below,and said composition “C5” comprising iii) at least one cosmetic active ingredient, in particular as defined above and below.

[0120] According to another aspect, the process for treating keratin fibers, in particular for the care, styling and / or coloring of keratin fibers, preferably hair, employs a composition called "Cl" or i) at least one compound of formula (I), or (la), (Ib), (le), (Id), (le), (lie), (lid) and / or (lie), as defined above and below, and a composition called "C5", said composition "Cl" comprising i) at least one compound of formula (I), or (la), (Ib), (le), (Id), (le), (lie), (lid) and / or (lie), as defined above and below, and optionally iii) at least one cosmetic active ingredient, in particular as defined above and below, and said composition "C5" comprising iii) at least one cosmetic active ingredient, in particular as defined above and below.

[0121] According to another aspect, the process for treating keratin fibers, in particular for the care, styling and / or coloring of keratin fibers, preferably hair, employs a composition called "C2" and a composition called "C5", said composition "C2" comprising i) at least one compound of formula (I), or (la), (Ib), (le), (Id), (le), (lie), (lid) and / or (lie), as defined above and below, ii) at least one crosslinking agent, in particular as defined below, and optionally iii) at least one cosmetic active ingredient, in particular as defined above and below, and said composition "C5" comprising iii) at least one cosmetic active ingredient, in particular as defined above and below.

[0122] According to a variant of the process of the invention, the ingredient(s) i), and optionally iii) are applied together, namely simultaneously, to the keratin fibers, preferably hair, in a first step, and then in a subsequent step, the ingredient(s) ii) and / or iii), are applied to the keratin fibers, preferably hair.

[0123] According to a particular embodiment, the process according to the invention comprises two successive application steps on said keratin fibers, of two different compositions.

[0124] According to a particular embodiment of the process, in the first step a composition “Cl” or i) at least one compound of formula (I), or (la), (Ib), (le), (Id), (le), (lie), (lid) and / or (lie) as defined above and below is applied to the keratin fibers, then a composition “C4” is applied to said keratin fibers.

[0125] According to yet another embodiment of the process of the invention, ingredient(s) ii) and optionally iii) is / are applied to the keratin fibers, then ingredient(s) i) and optionally iii) at least one cosmetic active ingredient, in particular as defined above, are applied to the keratin fibers. In particular, composition “C4” is applied to the keratin fibers, then composition “Cl” or i) at least one compound of formula (I), or (la), (Ib), (le), (Id), (le), (lie), (lid) and / or (lie) as defined above and below, is applied.

[0126] According to another variant of the method according to the invention, i) at least one compound of formula (I), or (la), (Ib), (le), (Id), (le), (lie), (lid) and / or (lie) as defined above and below or a composition “Cl” containing the or them and possibly containing iii) is applied, and sequentially a composition “C4” containing ii) and possibly iii) is applied, preferably i) or the composition “Cl” being applied before the composition “C4”.

[0127] According to another variant of the process according to the invention, a composition “C2” containing i), ii) at least one crosslinking agent, and optionally iii) at least one cosmetic active ingredient, is applied, and sequentially a composition “C4” containing ii) at least one crosslinking agent, and optionally at least one cosmetic active ingredient iii) is applied, preferably composition “C2” being applied before composition “C4”, and it being understood that the possible crosslinking agent(s) contained in composition “C2” may be identical or different from the crosslinking agent(s) contained in composition “C4”, preferably the crosslinking agent(s) are different.

[0128] The compositions "Cl", "C2", "C3", "C4" and / or "C5" of the process according to the invention which comprise at least one fatty substance (iv), in particular at least one oil, may be in the form of a direct or reverse emulsion.

[0129] The compositions “Cl”, “C2”, “C3”, “C4” and / or “C5” of the process according to the invention can therefore be applied directly as such to the keratin fibers or even be formed directly on the surface of these keratin fibers.

[0130] According to the invention, three implementation modes are distinguished, called "one-step application mode", "two-step application mode", and "three-step application mode". gestures.

[0131] According to one embodiment of the process of the invention, the process is carried out in one step by applying to the keratin fibers the composition “Cl” or “C2” or “C3” as defined above.

[0132] Thus, according to one embodiment, the treatment process according to the invention comprises a single step of applying i) at least one compound of formula (I), or (la), (Ib), (le), (Id), (le), (lie), (lid) and / or (lie) as defined above and below, or of composition "Cl", or of composition "C2", or of composition "C3", to the keratin fibers.

[0133] 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 “Cl” or composition “C2” or composition “C3”.

[0134] The term “application method 1 gesture” also means the single application of i) at least one compound of formula (I), or (la), (Ib), (le), (Id), (le), (lie), (lid) and / or (lie) as defined above and below.

[0135] After application of composition "Cl", or of i) at least one compound of formula (I), or (la), (Ib), (le), (Id), (le), (lie), (lid) and / or (lie) as defined above and below, or of composition "C2", or of composition "C3", a residual and non-sticky deposit is advantageously obtained. The deposit obtained is also resistant to edible oils, water, shampoo, sebum, and / or rubbing.

[0136] According to another embodiment of the process of the invention, the process is carried out in two steps.

[0137] The term "2-step application method" refers to the successive application, to the 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".

[0138] The term "2-step application method" also means the sequential application to keratin fibers, preferably hair, of i) at least one compound of formula (I), or (la), (Ib), (le), (Id), (le), (lie), (lid) and / or (lie) as defined above and below, and of a "C4" composition, preferably i) then "C4".

[0139] According to another embodiment, the process of the invention is carried out in 3 steps.

[0140] The term "3-gesture application mode" refers to the sequential application of 3 actions. distinct positions “Cl” to “C5”. According to this method of application, for example, according to one embodiment, the successive application on the keratin fibers is carried out, a) of a composition “Cl”, then |3) of a composition “C4”, then y) of a composition “C5”, preferably “Cl” then “C4” respectively “C5” or “C5” respectively “C4”.

[0141] According to another embodiment, the sequential application is carried out on the keratin fibers, a) of a composition for example “C4”, and |3) of a composition “Cl” or of a composition “C2”, and again y) of a composition “C5”.

[0142] The application mode 3 gestures also means the sequential application of i) at least one compound of formula (I), or (la), (Ib), (le), (Id), (le), (lie), (lid) and / or (lie) as defined above and below, of a “C4” composition and of a “C5” composition.

[0143] In 2 or 3 step application methods, the composition applied first, for example "Cl", or i), or "C2", is conventionally referred to as "base coat", and the composition(s) which are superimposed on it, for example "C4", are generally referred to as "top coat".

[0144] After applying the different compositions "Cl" or i), and "C2" to "C5", a persistent and non-sticky deposit is advantageously obtained. The deposit obtained is also resistant to edible oils, water, and shampoos.

[0145] According to a particular embodiment, the compositions “Cl” or i), and “C2” to “C5” are applied to dry keratin fibers.

[0146] According to a particular embodiment, the compositions “Cl” or i), and “C2” to “C5” are applied to wet or moist keratin fibers, i.e. to keratin fibers containing water on the surface.

[0147] According to a particular embodiment, the keratin fibers are dried after application of compositions "Cl" or i), and "C2" to "C5", in particular after application of each different composition.

[0148] According to one aspect, the present invention relates to a process, in particular cosmetic, of keratin fibers, in particular for the care, styling and / or coloring of keratin fibers, preferably hair, comprising a step of applying to the keratin fibers, of i) at least one compound of formula (I), or (la), (Ib), (le), (Id), (le), (lie), (lid) and / or (lie) as defined above or of a composition “Cl” containing it or them, of a composition “C2” or of a composition “C3”, in particular containing at least one coloring material, in particular as defined above, and more particularly at least one pigment.

[0149] According to another aspect, the present invention relates to a cosmetic treatment method for keratin fibers, in particular for the care, styling and / or coloring of keratin fibers, preferably hair, comprising the successive application to said keratin fibers of at least:

[0150] - i) at least one compound of formula (I), or (la), (Ib), (le), (Id), (le), (lie), (lid) and / or (lie), as defined above and below, or of a composition called "Cl" containing it or them and possibly comprising iii) at least one cosmetic active ingredient, in particular as defined above and below; then

[0151] - a composition, referred to as "C4", comprising ii) at least one crosslinking agent, in par particular as defined below, and possibly iii) at least one cosmetic active ingredient, in particular as defined above and below;

[0152] at least one of the compositions "Cl" and / or "C4" containing at least one colouring material, in particular as defined above and below, preferably at least one pigment, and more preferably composition "Cl" includes at least one pigment.

[0153] According to another aspect, the present invention relates to a cosmetic treatment method for keratin fibers, in particular for the care, styling and / or coloring of keratin fibers, preferably hair, comprising the successive application of at least:

[0154] - i) at least one compound of formula (I), or (la), (Ib), (le), (Id), (le), (lie), (lid) and / or (lie), as defined above and below, or a "Cl" or "C2" or "C3" composition as defined above; and / or

[0155] - a "C4" composition as defined above;

[0156] it being understood that the process employs together or separately i) at least one compound of formula (I), or (la), (Ib), (le), (Id), (le), (lie), (lid) and / or (lie) as defined above and below, and that the compositions “Cl”, “C2”, “C3” and / or “C4” may be anhydrous, aqueous such as hydroalcoholic and / or comprise one or more fatty substances iv), in particular as described below.

[0157] According to another aspect, the present invention relates to a cosmetic treatment method for keratin fibers, in particular for the care, styling and / or coloring of keratin fibers, preferably hair, comprising the sequential application of at least:

[0158] - i) at least one compound of formula (I), or (la), (Ib), (le), (Id), (le), (lie), (lid) and / or (lie), as defined above and below, or a "Cl" composition as defined above; then

[0159] - a "C4" composition as defined above; then

[0160] - a "C5" composition as defined above;

[0161] it being understood that the compositions “Cl” and / or “C4” and / or “C5” contain at least one colouring material, in particular as defined below, preferably at least one pigment. Preferably, composition “C5” comprises at least one pigment.

[0162] According to another aspect, the present invention relates to a cosmetic treatment method for keratin fibers, in particular for the care, styling and / or coloring of keratin fibers, preferably hair, comprising the successive application of at least:

[0163] - a "C2" or "C3" composition as defined above; and

[0164] - a "C4" composition as defined above;

[0165] it being understood that the compositions “C2” or “C3” contain at least iv) a colouring material, in particular as defined below, and / or the composition “C4” contains at least one colouring material, in particular as defined below, preferably the composition “C2” or “C3” comprises at least one pigment.

[0166] Compounds: oils functionalized by acetoacetate groups

[0167] As indicated above, the treatment process according to the invention comprises the application to keratin fibers, preferably hair, of at least one or more compounds of formula (I), or a composition containing it / them.

[0168] Thus, the treatment process according to the invention comprises the application to keratin fibers, preferably hair, of at least one or more compounds of formula (I), as well as their optical, geometric and / or solvated isomers, such as hydrates, or a composition containing them:

[0169] [Chem.2] (H)P - Z ~ (Y-AK2)™ [(O)r(AKl)r(OC(O)-C(^ (I)

[0170] formula (I) in which:

[0171] - Z represents a multivalent hydrocarbon radical in C2 to C40, in particular in C3 to C36, linear or branched, saturated or unsaturated, conjugated or not, acyclic or cyclic, aromatic or not, Z possibly being interrupted by one or more heteroatoms or groups selected from -O-, -N(Ra)-, -S-, -C(O)-, (hetero)cycle(s) and / or their combinations;

[0172] - AK1 represents a saturated linear or branched divalent hydrocarbon chain or unsaturated in CrCi2, preferably in Ci-C6, more preferentially saturated in Ci-C6;

[0173] - AK2 represents a linear or branched monovalent hydrocarbon chain, saturated or unsaturated, in Ci-C40, possibly substituted by one or more identical or different radicals chosen from -OR, -X-AK3-(OC(O)-C(Ra)(Rb)-C(O)-R4)v; and / or said chain being possibly interrupted by one or more heteroatoms or groups chosen from -O-, -S-, -C(O)-, (hetero)cycle(s), and their combinations, in particular -O-(CO)-, -(CO)-O-, -(hetero)cycle-O-(hetero)cycle-;

[0174] - AK3 represents a saturated linear or branched divalent hydrocarbon chain or unsaturated in C1-C12, preferably in Ci-C6, more preferentially saturated in Ci-C6, even more preferentially in Ci-C4;

[0175] - R represents a hydrogen atom, a saturated linear or branched alkyl radical or unsaturated in Ci-C6, preferably in CrC4, especially methyl, or a radical -QOj-QORO-QOj-R;

[0176] - X represents -O-, -S-, -OC(O)- or -C(O)-O-;

[0177] - Y represents -OC(O)- or -C(O)-O-;

[0178] - R4 represents a monovalent hydrocarbon radical in C1 to C6, linear or branched, saturated or unsaturated, preferably a (Ci-C4)alkyl group, in particular methyl or tert-butyl, more preferably methyl;

[0179] - Ra and Rb, whether identical or different, represent a hydrogen atom or a group (Ci-C4)alkyl, preferably one hydrogen atom;

[0180] - p denotes an integer equal to 0 or 1;

[0181] - m denotes an integer equal to 0, 1, 2, 3 or 4; it being understood that when m is greater than 1, then the radicals -Y-AK2 are identical or different;

[0182] - n denotes an integer equal to 0, 1, 2, 3 or 4; it being understood that when n is greater than 1, then the radicals -(0)t-(AKi)q-(0-C(0)-C(Ra)(Rb)-C(0)-R4)u are identical or different;

[0183] -1 denotes an integer equal to 0 or 1;

[0184] - q denotes an integer equal to 0 or 1;

[0185] - u denotes an integer equal to 1, 2 or 3;

[0186] - v denotes an integer equal to 1, 2 or 3;

[0187] it being understood that if q is equal to 0 then t is equal to 0, that (m + n) is greater than or equal to 1, and that the compounds of formula (I) contain at least two -C(O)-C(Ra)(Rb)-C(O)-R4 groups).

[0188] According to a preferred embodiment, the compound(s) of formula (I), as well as their optical, geometric and / or solvated isomers, such as hydrates, are such that Z denotes a radical selected from:

[0189] a) divalent radicals, preferably C2-C30, possibly interrupted by one or more heteroatoms or groups selected from -O-, -N(Ra)-, -S-, -C(O)- and / or (hetero)cycle(s), in particular the radicals -CH2-(CH2)f, in which f denotes an integer between 1 and 10, preferably between 1 and 5, or such as the radicals -(CH2)g-(heterocycle)-O-(CH2)h-(heterocycle)-(CH2)j-, in which h denotes 0, 1 or 2, preferably 0 or 1, and g and j independently denote an integer between 1 and 3, preferably 1;

[0190] b) trivalent radicals, preferably in C3-C6, in particular CH2-CH-CH2-; and

[0191] c) tetravalent radicals, preferably in C3-Ci2, in particular -CH2-C-CH2-CH2 -CH2-, or -CH2-C-CH2- or the radicals -(CH2)a-CH-CH-(CH2)b-, in which a and b independently denote an integer equal to 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10, preferably a is greater than b.

[0192] According to a preferred embodiment, a (hetero)cycle designates a heterocyclic divalent radical (i.e., a heterocycle), preferably a heterocycloalkyl radical, more particularly a heterocycloalkyl divalent radical comprising 3, 5, or 6 members such that a divalent epoxide radical, a divalent tetrahydrofuran radical or a divalent tetrahydropyran radical, said (hetero)cycle being optionally substituted by one or more radicals chosen from -OR with R as defined above, and in particular -OH or -0-C(0)-C(Ra)(Rb)-C(0)-R4).

[0193] According to a preferred embodiment, AK2 represents a linear or branched monovalent hydrocarbon chain, saturated or unsaturated, in Ci2-C28, optionally substituted by one or more identical or different radicals chosen from -OR, -X-AK3-(OC(O)-C(Ra)(Rb)-C(O)-R4)v, and / or said chain being optionally interrupted by -OC(O)- or -C(O)-O-.

[0194] According to a particular embodiment, the compound(s) of formula (I), or (la), (Ib), (le), (Id) and (le), or (lie), (lid) or (lie), as defined above and below, are present in a composition in a content ranging from 0.1% to 99% by weight, preferably from 1% to 98% by weight, and more preferably from 5% to 96% by weight, relative to the total weight of the composition considered.

[0195] According to another particular embodiment, where the treatment process according to the invention comprises several steps, at least one of which does not involve a crosslinker ii) or a cosmetic agent iii), the compound(s) of formula (I), or (la), (Ib), (le), (Id), (le), (lie), (lid) or (lie), as defined above and below, may be used alone (pure) in this or these steps.

[0196] According to a first embodiment, the compound(s) of formula (I), as well as their optical, geometric and / or solvated isomers, such as hydrates, are such that:

[0197] - Z represents the trivalent radical -CH2-CH- CH2- ;

[0198] -pestégalàO;

[0199] -nestégalàO;

[0200] - m is equal to 3;

[0201] - AK2 represents a linear or branched monovalent hydrocarbon chain, saturated or unsaturated, in Ci2-C24j possibly substituted by one or more identical or different radicals chosen from -OR, -X-AK3-(OC(O)-C(Ra)(Rb)-C(O)-R4)v, and / or said chain being possibly interrupted by one or more heteroatoms or groups chosen from -O-, -S-, -C(O)-, epoxides, and their combinations, in particular -O(CO)- or -C(O)-O-;

[0202] - Y, AK3, v, R, X, R4, Ra and Rb being such as defined previously for the formula (i);

[0203] it being understood that the compounds contain at least 2 radicals -C(O)-C(Ra)(Rb )-C(O)-R4

[0204] According to a preferred embodiment, AK2 represents a linear or branched, saturated or unsaturated monovalent hydrocarbon chain, optionally in Ci2-C24 substituted by one or more identical or different radicals chosen from -OR, -X-AK3-(OC(O)-C(Ra)(Rb)-C(O)-R4)v, and / or said string being possibly in interrupted by one or more heteroatoms or groups chosen from -O-, -S-, -C(O)-, and their combinations, in particular -OC(O)- or -C(O)-O-.

[0205] According to this embodiment, the compound(s) of formula (I) are in particular chosen from the compounds (1), (2), (3), (4), (7), (8), (9) and (11) below, as well as their optical, geometric and / or solvated isomers, such as hydrates:

[0206] [Chem.3] (1)

[0207] [Chem.4] (3)

[0209] [Chem.6] (7)

[0211] [Chem. 8] (8) (9) (H)

[0214] According to a second embodiment, the compound(s) of formula (I), as well as their optical, geometric and / or solvated isomers, such as hydrates, are such that:

[0215] -pestégalàO;

[0216] - Z represents a multivalent hydrocarbon radical in C4 to C24, particularly in C 6 to C2oplus particularly in CM to C20, especially Cp, linear or branched, saturated

[0217]

[0218]

[0219]

[0220]

[0221]

[0222]

[0223] or unsaturated, preferably saturated, acyclic, Z being further possibly substituted by one or more radicals -[(O)t-(AKl)q- (OC(O)-C(Ra)(Rb)-C(O)-R4)u]n; - n denotes an integer equal to 0, 1, 2, 3 or 4; it being understood that when n is greater than 1, then the radicals -(0)t-(AKi)q-(0-C(0)-C(Ra)(Rb)-C(0)-R4)u are identical or different; preferably n is non-zero; - m is equal to 1; - AK2 represents a linear or branched monovalent hydrocarbon chain, saturated or unsaturated, preferably saturated, in C3-C8, in particular C4 or C6, substituted by one or more identical or different radicals chosen from -OR, -X-AK3 -(OC(O)-C(Ra)(Rb)-C(O)-R4)v, preferably substituted by one or more -OR radicals; and / or said chain being optionally interrupted by one or more heteroatoms or groups chosen from -O-, -S-, -C(O)-, (hetero)cycle(s), and their combinations, in particular -OC(O)-, -C(O)-O-, -(hetero)cycle-O-(hetero)cycle-, and preferably being uninterrupted; - Y, AK1, AK3, t, q, u, v, R, X, R4, Ra and Rb being such as defined previously for formula (I); it being understood that the said compound contains at least 2 radicals -C(O)-C(Ra)(Rb )-C(O)-R4. According to this embodiment, the compound(s) of formula (I) are in particular chosen from compounds (5) and (6) below, as well as their optical, geometric and / or solvated isomers, such as hydrates: [Chem. 11] (5)

[0224] [Chem. 12] (6)

[0225] According to a third embodiment, the compound(s) of formula (I), as well as their optical, geometric and / or solvated isomers, such as hydrates, are such that:

[0226] - p is equal to 0;

[0227] - n + m is equal to 4, m being non-zero;

[0228] - Z represents a tetravalent radical, hydrocarbon at C2 to C24, particularly at C 3 to Cio, in particular C3, unsubstituted and uninterrupted, linear or branched, saturated or unsaturated, preferably saturated and acyclic;

[0229] - AK2 independently represent a linear monovalent hydrocarbon chain or branched, saturated or unsaturated, preferably saturated, in Ci2-C24, preferably in Ci6-C2o, in particular C[8, optionally substituted by one or more identical or different radicals selected from -OR and -X-AK3-(OC(O)-C(Ra)(Rb)-C(O)-R4)v, preferably substituted by one or more radicals -X-AK3-(OC(O)-C(Ra)(Rb )-C(O)-R4)v; and / or said chain optionally being interrupted by one or more heteroatoms or groups selected from -O-, -S-, -C(O)-, (hetero)cycle(s), and their combinations, in particular -OC(O)-, -C(O)-O-, -(hetero)cycle-O-(hetero)cycle-, and preferably being uninterrupted;

[0230] - AK3 represents a saturated or divalent linear or branched hydrocarbon chain unsaturated in CrCi2, preferably in Ci-C6, more preferentially saturated in Ci-C6, even more preferentially in C2-C4, better in C3;

[0231] - v is such as defined previously for formula (I); preferably v is equal to 2;

[0232] - X is such as defined previously for formula (I); preferably X denotes a sulfur atom;

[0233] - Y, AK1, u, t, q, R, R4, Ra and Rb are as defined previously for the formula (i);

[0234] it being understood that said compound contains at least 2 radicals -C(O)-C(Ra)(Rb )-C(O)-R4.

[0235] According to a preferred embodiment, m is equal to 3, n is equal to 1 and u is equal to 1.

[0236] According to a preferred embodiment, t is equal to 0.

[0237] According to a preferred embodiment, q is equal to 0.

[0238] According to a preferred embodiment, Y denotes -C(O)-O.

[0239] According to a preferred embodiment, none of the AK2 radicals are interrupted.

[0240] According to a preferred embodiment, the AK2 radicals are saturated.

[0241] According to a preferred embodiment, the AK2 radicals are not substituted by - GOLD.

[0242] According to a preferred embodiment, AK3 represents a linear or branched divalent hydrocarbon chain saturated or unsaturated in Ci-C6, more preferably saturated in Ci-C6, even more preferably saturated in Ci-C4, better saturated in C3.

[0243] According to this embodiment, the compound(s) of formula (I) are in particular chosen from the compounds (10) below, as well as their optical, geometric and / or solvated isomers, such as hydrates:

[0244] [Chem. 13] (10)

[0245] According to a fourth embodiment, the compound(s) of formula (I), as well as their optical, geometric and / or solvated isomers, such as hydrates, are such that:

[0246] - p is equal to 1;

[0247] - Z represents a multivalent hydrocarbon radical in C24 CM, particularly in C16 to C20, preferably Cp, linear or branched, saturated or unsaturated, preferably saturated and acyclic; Z being further optionally substituted by one or more radicals -[(O)t-(AKl)q-(OC(O)-C(Ra)(Rb)-C(O)-R4)u]n, preferably being unsubstituted;

[0248] - AK2 represents a linear or branched monovalent hydrocarbon chain, saturated or unsaturated, preferably saturated, in C14-C30, preferably in C20-C29, substituted by one or more identical or different radicals chosen from -OR, -X-AK3-(OC(O)-C(Ra)(Rb)-C(O)-R4)v, preferably substituted by one or more -OR radicals; and / or said chain being optionally interrupted by one or more heteroatoms or groups chosen from -O-, -S-, -C(O)-, (hetero)cycle(s), and their combinations, in particular -OC(O)-, -C(O)-O-, -(hetero)cycle-O-(hetero)cycle-, preferably being interrupted by -OC(O)- or -C(O)-O-;

[0249] - X is such as defined previously for formula (I), preferably X denotes a sulfur atom;

[0250] - Y, AK1, AK3, n, m, v, t, q, u, R, R4, Ra and Rb being such as defined previously for formula (I);

[0251] it being understood that said compound contains at least 2 C(O)-C(Ra)(Rb )-C(O)-R4 radicals.

[0252] According to a preferred embodiment, n is equal to 0 and m is equal to 1.

[0253] According to a preferred embodiment, Z is a divalent radical.

[0254] According to a preferred embodiment, if Z is an unsaturated chain, AK2 is a unsaturated chain, and if Z is a saturated chain, AK2 is a saturated chain.

[0255] According to this embodiment, the compound(s) of formula (I), as well as their optical, geometric and / or solvated isomers, such as hydrates, are in particular of formula (lie):

[0256] HZY-AK4-Y'-ZH (lie)

[0257] formula (lie) in which:

[0258] - Y is such as defined previously for formula (I);

[0259] - Z represents a divalent hydrocarbon radical in CM to C24, in particular in Ci6 to C 20, preferably in Cp, linear or branched, saturated or unsaturated, preferably saturated;

[0260] - Y' represents -C(O)-O- or -OC(O)- it being understood that if Y represents -OC(O)-, Y' represents -C(O)-O-, and if Y represents -C(O)-O-, Y' represents -OC(O)-;

[0261] - AK4 designates a saturated divalent hydrocarbon radical of 5 or 6 carbon atoms, substituted by at least two radicals -OR with R being such as defined previously in formula (I);

[0262] it being understood that the compounds of formula (lie) contain at least 2 radicals -C(0)-C(Ra)(Rb)-C(0)-R4, and preferably 4 radicals -C(O)-C(Ra)(Rb)-C(O)-R4.

[0263] According to this embodiment, the compound(s) of formula (I) are in particular chosen from the compounds (12) below, as well as their optical, geometric and / or solvated isomers, such as hydrates:

[0264] [Chem. 14]

[0265] According to a fifth embodiment, the compound(s) of formula (I), as well as their optical, geometric and / or solvated isomers, such as hydrates, are such that:

[0266] - p is equal to 0;

[0267] - Z represents a tetravalent hydrocarbon radical in C2 to C24, in particular in C3 to Cio, preferably in C4 or C5, linear or branched, saturated or unsaturated, preferably saturated and acyclic, Z being further substituted by one or more radicals -[(O)t -(AKl)q-(OC(O)-C(Ra)(Rb)-C(O)-R4)u]n, preferably n being equal to 1;

[0268] - n + m is equal to 4, preferably m is equal to 3;

[0269] - AK2 independently represents a linear or branched hydrocarbon chain, saturated or unsaturated, preferably saturated, in CM to C30, preferably from Ci6 to C24, preferably in Cp, said chain being optionally substituted by one or more identical or different radicals chosen from -OR, -X-AK3-(OC(O)-C(Ra)(Rb )-C(O)-R4)v, preferably substituted by one or more -OR radicals; and / or said chain being optionally interrupted by one or more heteroatoms or groups chosen from -O-, -S-, -C(O)-, (hetero)cycle(s), and their combinations, in particular -OC(O)- or -C(O)-O-, -(hetero)cycle-O-(hetero)cycle-, preferably being uninterrupted;

[0270] - X is such as defined previously for formula (I), and preferably X denotes an atom of sulfur;

[0271] - Y, AK1, AK3, u, t, q, v, n, m R, R4, Ra and Rb being such as defined previously for formula (I);

[0272] it being understood that said compound contains at least 2 C(O)-C(Ra)(Rb )-C(O)-R4 radicals.

[0273] According to a preferred embodiment, t is equal to 0 and u is equal to 1.

[0274] According to a preferred embodiment, all AK2 radicals are identical, and Preference is given that all Y radicals are identical.

[0275] According to a preferred embodiment, Y denotes -OC(O)-.

[0276] According to a particular embodiment, the compounds according to this variant have the general formula (lid), as well as their optical, geometric and / or solvated isomers, such as hydrates:

[0277] [AK'2-OCO-CH2]3-C-CH2-OC(O)-C(Ra)(Rb)-C(O)-R4 (lid)

[0278] formula (lid) wherein AK'2 represents a linear or branched monovalent hydrocarbon chain, preferably linear, saturated or unsaturated, preferably saturated, in C14-C30, preferably in Ci6-C24, preferably in Cp, said chain being substituted by one or more identical or different radicals selected from -OR, -S-AK3-(OC(O)-C(Ra)(Rb)-C(O)-R4)v, preferably substituted by one or more -OR radicals; AK3, v, R, R4, Ra and Rb being such as defined above for formula (I), it being understood that said compounds contain at least 2 C(O)-C(Ra)(Rb)-C(O)-R4 radicals.

[0279] According to a sixth embodiment, the compound(s) of formula (I), as well as their optical, geometric and / or solvated isomers, such as hydrates, are such that:

[0280] - p is equal to 0;

[0281] -m is non-zero;

[0282] - Z represents a divalent hydrocarbon radical in C2 to C24, in particular in C3 to Ci2, linear or branched, saturated or unsaturated, conjugated or not, preferably not conjugated, acyclic or cyclic, aromatic or not, preferably not aromatic, said radical Z being further interrupted by one or more heteroatoms or groups selected from -O-, -N(Ra)-, -S-, -C(O)-, heterocycloalkyl(s) comprising 5 or 6 links, and their combinations;

[0283] - AK2 represents a linear or branched monovalent hydrocarbon chain, saturated or unsaturated, preferably saturated, in Ci4-C30, preferably in Ci4-C24, preferably in Cp, said chain being optionally substituted by one or more identical or different radicals chosen from -OR and -X-AK3-(OC(O)-C(Ra)(Rb j-QOj-RJv), preferably unsubstituted; and / or said chain being optionally interrupted by one or more heteroatoms or groups chosen from -O-, -S-, -C(O)-, (hetero)cycles, and their combinations, in particular -OC(O)-, -C(O)-O- or -(hetero)cycle-O-(hetero)cycle-, preferably possibly interrupted by -OC(O)- or -C(O)-O-, and more preferably being uninterrupted;

[0284] - X is such as defined previously for formula (I), and preferably X denotes an atom of sulfur;

[0285] - Y, AK1, AK3, v, t, q, u, R, R4, Ra and Rb being such as defined previously for the formula (I),

[0286] it being understood that said compound contains at least 2 C(O)-C(Ra)(Rb )-C(O)-R4 radicals.

[0287] According to a preferred embodiment, in this variant, Z denotes a divalent radical -(CH2)g-(heterocycle)-O-(CH2)h-(heterocycle)-(CH2)j- in which h is equal to 0, 1 or 2, preferably is equal to 0 or 1, g and j independently denote an integer between 1 and 3, preferably 1, (heterocycle) denotes a heterocycloalkyl divalent radical comprising 5 or 6 members, in particular a divalent radical of tetrahydrofuran or a divalent radical of tetrahydropyran, said heterocycle being optionally substituted by one or more radicals selected from -OR, with R as defined above for formula (I), and in particular -OH or -OC(O)-C(Ra)(Rb )-C(O)-R4).

[0288] According to a particular embodiment, the compounds according to this variant have the general formula (lie), as well as their optical, geometric and / or solvated isomers, such as hydrates:

[0289] AK' '2-C(O)-O-(CH2)g-(heterocycle)-O-(CH2)h-(heterocycle)-(CH2)jO-CO-AK' '2 (lie)

[0290] formula (lie) in which:

[0291] - h is equal to 0, 1 or 2, preferably is equal to 0 or 1;

[0292] - g and j independently denote an integer between 1 and 3, of preference 1;

[0293] - (heterocycle) designates a heterocycloalkyl divalent radical comprising 5 or 6 links substituted by one or more identical or different radicals chosen from -OR, with R as defined previously for formula (I), and in particular -OH or -OC(O)-C(Ra)(Rb)-C(O)-R4);

[0294] - AK' '2 represents a linear or branched monovalent hydrocarbon chain, saturated or unsaturated, preferably saturated, in Ci4-C30, preferably in Ci4-C24, preferably in Cp, said chain being optionally substituted by one or more identical or different radicals selected from -OH, -O-C(O)-C(Ra)(Rb)-C(O)-R4) and -S-AK3-(OC(O)-C(Ra)(Rb)-C(O)-R4)v, preferably unsubstituted; and / or said chain being optionally interrupted by one or more heteroatoms or groups selected from -O-, -S-, -C(O)-, (hetero)cycle(s), and their combinations, in particular -OC(O)-, -C(O)-O- or -(hetero)cycle-O-(hetero)cycle-, preferably possibly interrupted by -OC(O)- or -C(O)-O-, and more preferably being uninterrupted;

[0295] it being understood that said compound contains at least 2 radicals -C(O)-C(Ra)(Rb )-C(O)-R4.

[0296] According to this embodiment, the compounds of formula (I) or (lie) are in particular chosen from the compounds (14) below, as well as their optical isomers,

[0297] geometric and / or solvated, such as hydrates: [Chem. 15]

[0298]

[0299]

[0300] (14) with W being a hydrogen atom or -C(O)-C(Ra)(Rb)-C(O)-R4, and said compound containing at least two -C(O)-C(Ra)(Rb)-C(O)-R4 groups. According to a preferred embodiment, the compound(s) of formula (I) are chosen from the compounds (1) to (14) below, together with their optical, geometric and / or solvated isomers, such as hydrates: [Chem. 16]

[0301] (1) [Chem. 17] (2)

[0302] [Chem. 18] (4)

[0304] [Chem.20] (6)

[0306] [Chem.22] (8)

[0309] [Chem.25] (10)

[0310] [Chem.26] (H)

[0311] [Chem.27] (12)

[0312] [Chem.28]

[0313] (13) [Chem.29] (14)

[0314] with W being a hydrogen atom or -C(O)-C(Ra)(Rb)-C(O)-R4, and said compound containing at least two -C(O)-C(Ra)(Rb)-C(O)-R4 groups.

[0315] According to a preferred embodiment, the compound(s) of formula (I) are chosen among the compounds (1), (3), (4), (8), (9), (10) and (11) below, as well as their optical, geometric and / or solvated isomers, such as hydrates:

[0316] [Chem.30] (1)

[0317] [Chem.31] (3) (4)

[0319] [Chem.33]

[0321] [Chem.35] (10)

[0322] [Chem.36] (H)

[0323] Another object of the invention is the compounds of formula (I), as well as their optical, geometric and / or solvated isomers, such as hydrates, and a composition, in particular cosmetic, in particular for the treatment of keratin fibers, in particular for the care, styling and / or coloring of keratin fibers, preferably hair, containing:

[0324] [Chem.37] (H) p - [(O)r(AKI.) ir (Oq^ (I)

[0325] formula (I) in which:

[0326] - Z represents a multivalent hydrocarbon radical in C2 to C40, in particular in C3 to C36, linear or branched, saturated or unsaturated, conjugated or not, acyclic or cyclic, aromatic or not, Z possibly being interrupted by one or more groups or heteroatoms chosen from -O-, -N(Ra)-, -S-, -C(O)-, (hetero)cycles, and their combinations;

[0327] - AK1 represents a saturated linear or branched divalent hydrocarbon chain or unsaturated in C1-C12, preferably in Ci-C6, more preferentially saturated in Ci-C6;

[0328] - AK2 represents a linear or branched monovalent hydrocarbon chain, saturated or unsaturated, in Ci-C40, possibly substituted by one or more identical or different radicals chosen from -OR, -X-AK3-(OC(O)-C(Ra)(Rb)-C(O)-R4)v; and / or said chain being possibly interrupted by one or more heteroatoms or groups chosen from -O-, -S-, -C(O)-, (hetero)cycle(s), and their combinations, in particular -OC(O)-, -C(O)-O- and / or -(hetero)cycle-O-(hetero)cycle-;

[0329] - AK3 represents a saturated linear or branched divalent hydrocarbon chain or unsaturated in C1-C12, preferably in Ci-C6, more preferentially saturated in Ci-C6, even more preferentially in Ci-C4;

[0330] - R represents a hydrogen atom, a saturated linear or branched alkyl radical or unsaturated in Ci-C6, preferably in CrC4, especially methyl, or a radical -QOj-QORÛ-QOj-R,;

[0331] - X represents -O-, -S-, -OC(O)- or -C(O)-O-;

[0332] - Y represents -OC(O)- or -C(O)-O-;

[0333] - Rj represents a monovalent hydrocarbon radical in C1 to C6, linear or branched, saturated or unsaturated, preferably an alkyl (CrC4) group, in particular methyl or tert-butyl, more preferably methyl;

[0334] - Ra and Rb, whether identical or different, represent a hydrogen atom or a group (Ci-C4)alkyl, preferably one hydrogen atom;

[0335] - p denotes an integer equal to 0 or 1;

[0336] - m denotes an integer equal to 0, 1, 2, 3 or 4; it being understood that when m is greater than 1, then the radicals -Y-AK2 are identical or different;

[0337] - n denotes an integer equal to 0, 1, 2, 3 or 4; it being understood that when n is greater than 1, then the radicals -(0)t-(AKi)q-(0-C(0)-C(Ra)(Rb)-C(0)-R4)u are identical or different;

[0338] -1 denotes an integer equal to 0 or 1;

[0339] - q denotes an integer equal to 0 or 1;

[0340] - u denotes an integer equal to 1, 2 or 3;

[0341] - v denotes an integer equal to 1, 2 or 3;

[0342] it being understood that if q is equal to 0 then t is equal to 0, that (m + n) is greater than or equal to 1, and that the compounds of formula (I) contain at least two -C(O)-C(Ra)(Rb)-C(O)-R4 groups;

[0343] with the exception of compounds:

[0344] [Chem.38] (1)

[0345] [Chem.39] (2) (4)

[0348] [Chem.42]

[0349] (5) [Chem. 43]

[0350] (6) [Chem. 44]

[0351] (7) The present invention also relates to at least one compound of formula (I), as well as their optical, geometric and / or solvated isomers, such as hydrates, and a composition, in particular a cosmetic one, especially for the treatment of keratin fibers, in particular for the care, styling and / or coloring of keratin fibers, preferably hair, the container(s), said compound(s) being selected from compounds (8), (9), (10), (11), (12), (13) and (14), as well as their optical, geometric and / or solvated isomers, such as hydrates: (8)

[0353] [Chem.46]

[0354] [Chem.47] (10)

[0355] [Chem.48] (H)

[0356] [Chem.49] (12)

[0357] [Chem.50] (13)

[0358] [Chem.51] (14)

[0359] with W being a hydrogen atony or -C(O)-C(Ra)(Rb)-C(O)-R4, and said compound containing at least two -C(O)-C(Ra)(Rb)-C(O)-R4 groups.

[0360] Another object of the invention is the compounds of formula (I), as well as their optical, geometric and / or solvated isomers, such as hydrates, selected from the following compounds of formula (la), together with their optical, geometric and / or solvated isomers, such as hydrates, and a composition, in particular cosmetic, in particular for the treatment of keratin fibers, in particular for the care, styling and / or coloring of keratin fibers, preferably hair, Ic / lcs containing:

[0361] Z-(Y-AK2)3 (la)

[0362] formula (the) in which:

[0363] - Z represents -CH2-CH-CH2- ;

[0364] - AK2 independently designate a linear monovalent hydrocarbon chain or branched, saturated or unsaturated, in Ci2-C24, possibly substituted by one or more identical or different radicals chosen from -OR and -X-AK3-(OC(O)-C(R a)(Rb)-C(O)-R4)v; and / or said chain being possibly interrupted by one or more heteroatoms or groups chosen from -O-, -S-, -C(O)-, epoxides, and their combinations, in particular -OC(O)- and -C(O)-O-;

[0365] - Y, AK3, v, R, X, R4, Ra and Rb being such as defined previously in the formula (I), preferably Y denotes -OC(O);

[0366] it being understood that said compound contains at least 2 C(O)-C(Ra)(Rb )-C(O)-R4 radicals;

[0367] in particular with the exception of compounds (1), (2), (3), (4) and (7) as defined above.

[0368] According to a preferred embodiment, the compound(s) of formula (la) are chosen from compounds (8), (9) and (11) as defined above, as well as their optical, geometric and / or solvated isomers, such as hydrates.

[0369] According to a particular embodiment, the compound(s) of formula (la), as well as their optical, geometric and / or solvated isomers, such as hydrates, are the compounds for which:

[0370] a) at least one of the 3 radicals AK2 designates a branched monovalent hydrocarbon chain, saturated or unsaturated, in Ci2-C24, optionally substituted by one or more identical or different radicals chosen from -OR and -X-AK3-(OC(O)-C(Ra)(Rb)-C(O)-R4)v; and / or said chain being optionally interrupted by one or more heteroatoms or groups chosen from -O-, -S-, -C(O)-, (hetero)cycle(s), in particular epoxides, and their combinations, in particular -OC(O)- or -C(O)-O-; AK3, v, R, X, R4, Ra and Rb being as defined above; it being understood that said compound contains at least 2 C(O)-C(Ra)(Rb)-C(O)-R4 radicals; preferably Y represents -OC(O); preferably X represents S; preferably the 3 AK2 chains have from 15 to 21 carbon atoms, more preferably 17 carbon atoms; and preferably none of the 3 AK2 radicals is interrupted; or

[0371] b) the 3 AK2 radicals independently represent a hydrocarbon chain linear, saturated, in Ci2-C24, substituted by at least one radical selected from -OH and OR', and optionally substituted by one or more identical or different radicals selected from -OC(O)-C(Ra)(Rb)-C(O)-R4 and -X'-AK3-(OC(O)-C(Ra)(Rb)-C(O)-R4)v; R' denoting a C2-C6 alkyl radical, in particular ethyl; AK3, v, R, R4, Ra and Rb being as defined above, preferably Y denotes -OC(O)-; and X' represents -O- or -C(O)-O-; it being understood that said compound contains at least 2 -C(O)-C(Ra)(Rb)-C(O)-R4 radicals; preferably the 3 AK2 chains comprise from 15 to 21 carbon atoms, more preferably 17 carbon atoms; and preferably none of the 3 AK2 radicals is interrupted; or

[0372] (c) the AK2 radicals independently represent a linear, saturated, monovalent hydrocarbon chain, in Ci2-C24, optionally substituted by one or more identical or different radicals selected from -OR and -X-AK3-(OC(O)-C(Ra)(Rb)-C(O)-R4)v; said chain being interrupted by one or more heteroatoms or groups selected from -O- and / or -S- and / or -C(O)-, (hetero)cycle(s), in particular one or more epoxides, and their combinations, preferably -OC(O)-, -C(O)-O- and -(hetero)cycle-O-(hetero)cycle-; AK3, v, R, X, R4, Ra and Rb being as defined above; and it being understood that said compound contains at least 2 C(O)-C(Ra)(Rb)-C(O)-R4 radicals; preferably Y represents -OC(O)-; preferably X represents S; preferably the 3 AK2 chains comprise from 15 to 21 carbon atoms, more preferably 17 carbon atoms; or

[0373] d) the 3 AK2 radicals are such that at least one of the 3 AK2 radicals represents a linear or branched monovalent hydrocarbon chain, unsaturated in Ci2-C24, optionally substituted by one or more identical or different radicals chosen from -OR, said chain being optionally interrupted by one or more heteroatoms or groups chosen from -O-, -S-, -C(O)-, (hetero)cycle(s), and their combinations, in particular -OC(O)-, -C(O)-O- or (hetero)cycle-O-(hetero)cycle; and at least one of the 3 radicals AK2 represents a linear or branched monovalent hydrocarbon chain, saturated in C[2-C24, substituted by one or more identical or different radicals chosen from -S-AK3-(OC(O)-C(Ra)(Rb)-C(O)-R4)v and possibly substituted by one or more identical or different radicals chosen from -OR; AK3, v, R, R4, Ra and Rb being such as defined above, preferably Y denotes -OC(O)-;provided that said compound contains at least 2 radicals -C(O)-C(Ra)(Rb)-C(O)-R4; preferably Y represents -OC(O)-; preferably X represents S; preferably the 3 AK2 chains comprise from 15 to 21 carbon atoms, more preferably 17 carbon atoms; preferably none of the 3 AK2 radicals is interrupted; or;

[0374] e) the 3 radicals AK2 are such that AK2 represents a linear monovalent hydrocarbon chain saturated with Ci2-C24 substituted by one or more identical radicals or different ones chosen from -S-AK3-(OC(O)-C(Ra)(Rb)-C(O)-R4)v; said chain being optionally interrupted by one or more heteroatoms or groups chosen from -O-, -S-, -C(O)-, (hetero)cycle(s), and their combinations, such as -OC(O)-, -C(O)-O-, (hetero)cycle-O-(hetero)cycle; AK3 represents a linear or branched divalent hydrocarbon chain saturated or unsaturated at C3-Ci2, preferably at C3-C6, more preferably saturated at C3-C6, in particular at C3; v, R4, Ra and Rb being such as defined above, preferably Y denotes -OC(O)-; it being understood that said compound contains at least 2 -C(O)-C(Ra)(Rb)-C(O)-R4 radicals; preferably Y represents -OC(O)-; preferably v is equal to 2; preferably the 3 AK2 chains comprise from 15 to 21 carbon atoms, more preferably 17 carbon atoms; preferably none of the 3 AK2 radicals is interrupted; preferably the AK2 radicals are saturated;preferably AK3 designates a trivalent radical -CH2 -CH-CH2- ; ;

[0375] or

[0376] f) the 3 AK2 radicals represent a linear, saturated, monovalent hydrocarbon chain, in Ci2-C24, substituted by one or more identical or different radicals -OC(O)-AK3-(OC(O)-C(Ra)(Rb)-C(O)-R4)v, said chain being further optionally substituted by one or more identical or different radicals chosen from -OR and -S-AK3-(OC(O)-C(Ra)(Rb)-C(O)-R4)v and / or said chain being optionally interrupted by one or more heteroatoms or groups chosen from -O-, -S-, -C(O)-, (hetero)cycle(s) and their combinations, in particular -OC(O)-, -C(O)-O- or -(hetero)cycle-O-(hetero)cycle-; AK3, v, R4, Ra and Rb being such as defined above, preferably Y denotes -OC(O)- ; it being understood that said compound contains at least 2 radicals -C(O)-C(Ra)(Rb)-C(O)-R4 ; preferably Y represents -OC(O)- ; preferably v is equal to 1 or 2, more preferably is equal to 1;preferably the 3 AK2 chains comprise from 15 to 21 carbon atoms, more preferably 17 carbon atoms; preferably none of the 3 AK2 radicals is interrupted; preferably the AK2 radicals are saturated; preferably the AK2 radicals are substituted by at least one -OR radical, preferably at least one -O-C(O)-C(Ra)(Rb)-C(O)-R4 radical; preferably AK2 is not substituted by -S-AK3-(OC(O)-C(Ra)(Rb)-C(O)-R4)v; preferably AK3 represents a linear or branched hydrocarbon chain saturated or unsaturated in C1-C6, more preferably saturated in C1-C6, even more preferably in C2.

[0377] Another object of the invention is the compounds of formula (I), as well as their optical, geometric and / or solvated isomers, such as hydrates, selected from the following compounds of formula (Ib), as well as their optical, geometric and / or solvated isomers, such as hydrates, and a composition, in particular a cosmetic one, especially for the treatment of keratin fibers, in particular for hair care and styling. and / or the coloring of keratin fibers, preferably hair, Ic / lcs containing:

[0378] m(AK2 -Y) - Z - [(O)t-(AKl)q-(OC(O)-C(Ra)(Rb)-C(O)-R4)u]n (Ib)

[0379] formula (Ib) in which:

[0380] - n + m is equal to 4, m being non-zero; m and n being such as defined previously for compounds of formula (I);

[0381] - Z represents a tetravalent hydrocarbon radical in C2 to C24, in particular in C3 to Cio, preferably C3, unsubstituted and uninterrupted, linear or branched, saturated or unsaturated, preferably saturated and acyclic;

[0382] - AK2 independently represent a linear monovalent hydrocarbon chain or branched, saturated or unsaturated, preferably saturated, in C[2-C24, preferably in Ci6-C20, preferably in C[8, optionally substituted by one or more identical or different radicals selected from -OR, -X-AK3-(OC(O)-C(Ra)(Rb)-C(O)-R4)v, preferably substituted by one or more radicals -X-AK3-(OC(O)-C(Ra)(Rb)-C(O)-R4)v; and / or said chain being optionally interrupted by one or more heteroatoms or groups selected from -O-, -S-, -C(O)-, (hetero)cycle(s), and their combinations, in particular -OC(O)-, -C(O)-O- or -(hetero)cycle-O-(hetero)cycle-, preferably being uninterrupted;

[0383] - AK3 represents a saturated linear or branched divalent hydrocarbon chain or unsaturated in Ci-Ci2, preferably in Ci-C6, more preferentially saturated in Ci-C6, even more preferentially in C2-C4, preferably in C3;

[0384] - v is such as defined previously, preferably v is equal to 2;

[0385] - X is as defined previously, preferably X designates a sulfur atom;

[0386] - Y, AK1, t, q, R, R4, Ra and Rb being as defined previously;

[0387] it being understood that said compound contains at least 2 radicals -C(O)-C(Ra)(Rb )-C(O)-R4.

[0388] According to a preferred embodiment, m is equal to 3, n is equal to 1 and u is equal to 1.

[0389] According to a preferred embodiment, t is equal to 0 and q is equal to 0.

[0390] According to a preferred embodiment, Y denotes -C(O)-O-.

[0391] According to a preferred embodiment, none of the AK2 radicals are interrupted. Preferably, AK2 radicals are saturated. Preferably, AK2 radicals are not substituted by -OR.

[0392] According to a preferred embodiment, AK3 represents a linear or branched hydrocarbon chain saturated or unsaturated in Ci-C6, more preferably saturated in Ci-C6, even more preferably in Ci-C4, and even better in C3.

[0393] According to this embodiment, the compounds of formula (I) or (Ib) are in particular chosen from the compounds (10) as defined above, as well as their optical, geometric and / or solvated isomers, such as hydrates.

[0394] Another object of the invention is the compounds of formula (I), as well as their optical, geometric and / or solvated isomers, such as hydrates, selected from the following compounds of formula (l), as well as their optical, geometric and / or solvated isomers, such as hydrates, and a composition, in particular cosmetic, especially for the treatment of keratin fibers, especially for the care, styling and / or coloring of keratin fibers, preferably hair, Ic / lcs containing:

[0395] m(AK2 -Y) - ZH - [(O)t-(AKl)q-(OC(O)-C(Ra)(Rb)-C(O)-R4)u]n (le)

[0396] formula (the) in which:

[0397] - Z represents a multivalent hydrocarbon radical in C24 CM, particularly in Ci6 to C20tel as Cp, linear or branched, saturated or unsaturated, preferably saturated and acyclic, Z being further possibly substituted by one or more radicals -[(O) t-(AKl)q-(OC(O)-C(Ra)(Rb)-C(O)-R4)u]n, preferably unsubstituted;

[0398] - AK2 represents a linear or branched monovalent hydrocarbon chain, saturated or unsaturated, preferably saturated, in Ci4-C30, preferably in C20-C29, substituted by one or more identical or different radicals chosen from -OR and -X-AK3-(OC(O)-C(Ra)(Rb)-C(O)-R4)v, preferably substituted by one or more -OR radicals; and / or said chain being optionally interrupted by one or more heteroatoms or groups chosen from -O-, -S-, -C(O)-, (hetero)cycle(s), and their combinations, in particular -OC(O)-, -C(O)-O- or (hetero)cycle-O-(hetero)cycle, preferably interrupted by -OC(O)- or -C(O)-O-;

[0399] - X is as defined previously, and preferably X designates a sulfur atom;

[0400] - Y, AK1, AK3, n, m, v, t, q, u, R, R4, Ra and Rb being as defined previously;

[0401] it being understood that said compound contains at least 2 radicals -C(O)-C(Ra)(Rb )-C(O)-R4.

[0402] According to a preferred embodiment, n is equal to 0 and m is equal to 1.

[0403] According to a preferred embodiment, Z is a divalent radical.

[0404] According to a preferred embodiment, if Z is an unsaturated chain, AK2 is a unsaturated chain and if Z is a saturated chain, AK2 is a saturated chain.

[0405] According to this embodiment, the compound(s) of formula (the), as well as their optical, geometric and / or solvated isomers, such as hydrates, are in particular of formula (the) as defined above.

[0406] According to this embodiment, the compound(s) of formula (lie) are in particular chosen from the compounds (12) as defined above, as well as their optical, geometric and / or solvated isomers, such as hydrates.

[0407] According to a preferred embodiment, the treatment process according to the invention comprises applying to keratin fibers, preferably hair, at least one or more compounds of formula (I), as well as their optical, geometric and / or solvated isomers, such as hydrates, or a composition containing them, selected from the following compounds of formula (Id), as well as their optical isomers, geometric and / or solvated, such as hydrates:

[0408] m(AK2 -Y) - Z - [(O)t-(AKl)q-(OC(O)-C(Ra)(Rb)-C(O)-R4)u]n (Id)

[0409] formula (Id) in which:

[0410] - n + m is equal to 4, preferably m is equal to 3;

[0411] - Z represents a tetrahydrocarbon radical in C2 to C24, in particular in C3 to Cio, in particular in C4 or C5, linear or branched, saturated or unsaturated, preferably saturated or acyclic, Z being further substituted by one or more radicals -[(O)t -(AKl)q-(OC(O)-C(Ra)(Rb)-C(O)-R4)u]n, preferably n is equal to 1;

[0412] - AK2 independently represents a linear monovalent hydrocarbon chain or branched, saturated or unsaturated, preferably saturated, in Ci4-C30, preferably in Ci6-C24, preferably in Cp, said chain being optionally substituted by one or more identical or different radicals chosen from -OR or -X-AK3-(OC(O)-C(Ra)(Rb)-C(O)-R4)v, preferably substituted by one or more -OR radicals; and / or said chain being optionally interrupted by one or more heteroatoms or groups chosen from -O-, -S-, -C(O)-, (hetero)cycle(s), and their combinations, in particular -OC(O)-, -C(O)-O- or (hetero)cycle-O-(hetero)cycle, preferably being uninterrupted; X is as defined above, preferably X denotes a sulfur atom; Y, AK1, AK3, v, R, Ri, Ra and Rb being as defined above,

[0413] it being understood that these compounds contain at least 2 radicals -C(O)-C(Ra)(Rb )-C(O)-R4.

[0414] According to a preferred embodiment, t is equal to 0 and u is equal to 1.

[0415] According to a preferred embodiment, all AK2 radicals are identical. Preference is given that all Y radicals are identical.

[0416] According to a preferred embodiment, Y denotes -OC(O)-.

[0417] According to this embodiment, the compounds of formula (Id), as well as their optical, geometric and / or solvated isomers, such as hydrates, are in particular of formula (lid), as defined above.

[0418] According to a preferred embodiment, the treatment process according to the invention comprises applying to keratin fibers, preferably hair, at least one or more compounds of formula (I), as well as their optical, geometric and / or solvated isomers, such as hydrates, or a composition containing them, selected from the following compounds of formula (I), as well as their optical, geometric and / or solvated isomers, such as hydrates:

[0419] m(AK2-Y) - Z - [(O)t-(AKl)q-(OC(O)-C(Ra)(Rb)-C(O)-R4)u]n (le)

[0420] formula (the) in which:

[0421] - n + m is equal to 2, m being non-zero, preferably m being equal to 2; n is such that defined previously for compounds of formula (I), preferably n is zero;

[0422] - Z represents a divalent hydrocarbon radical in C2 to C24, in particular in C3 to Ci2, linear or branched, saturated or unsaturated, conjugated or not, preferably not conjugated, acyclic or cyclic, aromatic or not, preferably not aromatic, said radical Z being further interrupted by one or more heteroatoms or groups selected from -O-, -N(Ra)-, -S-, -C(O)-, (hetero)cycle(s), and combinations thereof; preferably Z denotes a divalent radical -(CH2)g-(heterocycle)-O-(CH2)h-(heterocycle)-(CH2)j- in which h denotes 0, 1, or 2, preferably 0 or 1, g and j independently denote an integer between 1 and 3, preferably 1; (heterocycle) denotes a heterocyclic divalent radical (ia heterocycle), preferably a heterocycloalkyl radical, more particularly a divalent heterocycloalkyl radical comprising 5 or 6 links, in particular a divalent tetrahydrofuran radical or a divalent tetrahydropyran radical, said heterocycle being optionally substituted by one or more radicals chosen from -OR with R as defined above, and in particular -OH or -OC(O)-C(Ra)(Rb)-C(O)-R4); .

[0423] - AK2 represents a linear or branched monovalent hydrocarbon chain, saturated or unsaturated, preferably saturated, in C14-C30, preferably Ci4-C24, preferably in Cp, said chain being optionally substituted by one or more identical or different radicals chosen from -OR and -X-AK3-(OC(O)-C(Ra)(Rb )-C(O)-Ri)v, preferably unsubstituted; and / or said chain being optionally interrupted by one or more heteroatoms or groups chosen from -O-, -S-, -C(O)-, (hetero)cycle(s), and their combinations, in particular -OC(O)-, -C(O)-O- or -(hetero)cycle-O-(hetero)cycle-, preferably possibly interrupted by -OC(O)- or -C(O)-O-, and more preferably uninterrupted;

[0424] - X is as defined above, preferably X designates a sulfur atom;

[0425] - Y, AK1, AK3, v, t, q, u, R, R4, Ra and Rb being as defined previously;

[0426] it being understood that said compound contains at least 2 C(O)-C(Ra)(Rb j-QOj-R,. radicals.

[0427] According to this embodiment, the compounds of formula (the), as well as their optical, geometric and / or solvated isomers, such as hydrates, are in particular of formula (the) as defined above.

[0428] Another object of the invention is the compounds of formula (I) as described above, as well as their salts, isomers and / or solvates such as hydrates, different from the compounds (1) to (7) as described above.

[0429] Another object of the invention is the compounds of formulas (la), (Ib), (le), (Id), and (le) as described above, as well as their salts, isomers and / or solvates such as hydrates, more particularly the compounds of formulas (lie), (lid), and (lie) as described above.

[0430] In particular, another object of the invention is the compounds (8), (9), (10), (11), (12), (13), and (14) as described above, as well as their salts, isomers and solvates. Preparation of compounds of formula (I)

[0431] In particular, the compound(s) of formula (I), or (la), (Ib), (le), (Id), (le), (lie), (lid) or (lie), can be prepared by the following sequence of reactions: First step

[0432] In a first step, a commercial polyol, preferably natural, of formula (H)pZ(OH)m' is reacted with m equivalents of fatty derivatives R'CO-AK'2 with m' greater than or equal to m, and m being as defined above, under conditions known to the person skilled in the art to form an ester Y bond according to the scheme below:

[0433] (H)pZ(OH)m +mR'CO-AK'2 -> (H)pZ(OH)m,m(YAK'2)m

[0434] diagram in which:

[0435] - Y represents -OC(O)- ;

[0436] - R' designating in particular -OH or -Cl; preferably R' designates -OH;

[0437] - AK'2 represents a linear or branched, unsaturated CrC hydrocarbon chain 40, preferably in Ci4-C2o, said chain being optionally interrupted by one or more heteroatoms or groups chosen from -O-, -S-, -C(O)-, (hetero)cycle(s), and their combinations, in particular -OC(O)-, -C(O)-O- or -(hetero)cycle-O-(hetero)cycle-, preferably interrupted by -O- or -S-, more preferably being uninterrupted.

[0438] According to a preferred embodiment, m is equal to m'.

[0439] Polyols (H)pZ(OH)m can be cyclic or acyclic.

[0440] Examples of cyclic (H)pZ(OH)m polyols include maltose, lactose, raffinose, sucrose, trehalose, melibiulose, melibiose, mannobiose, kojibiose, nigerose, isomaltose, rutinose, rutinulose, xylobiose or sorbitan.

[0441] Examples of acyclic (H)pZ(OH)m polyols include ethylene glycol, propylene glycol, butylene glycol, pentylene glycol, hexylene glycol, butanediol, glycerol, pentaerythritol, dipentaerythritol, trimethylolethan, mannitol, or trimethylolpropane.

[0442] According to a preferred embodiment, the polyol (H)pZ(OH)m is chosen from glycerol, mannitol, sucrose, ethylene glycol, sorbitan, or trimethylolpropane, more preferably the polyol (H)pZ(OH)m designates glycerol.

[0443] The R'CO-AK'2 compounds are preferably unsaturated fatty acids of 15 to 36 carbon atoms, preferably of 15 to 24 carbon atoms. They may be monounsaturated or polyunsaturated.

[0444] Monounsaturated fatty acids are in particular selected from palmitoleic acid, oleic acid, 9-eicosenoic acid, 11-eicosenoic acid, erucic acid and nervonic acid.

[0445] Polyunsaturated fatty acids are selected in particular from linoleic acid, α-linolenic acid, γ-linolenic acid, dihomo-γ-linolenic acid, arachidonic acid, eicosapentaenoic acid, docosahexaenoic acid, ruminic acid, monounsaturated hydroxy fatty acids selected in particular from 10-Hydroxy-cis-12-octadecenoic acid, 10-Hydroxy-trans-1-octadecenoic acid, 12-Hydroxy-cis-9-octadecenoic acid, 13-Hydroxy-cis-9-octadecenoic acid, ricinoleic acid, isoricinoleic acid, and polyunsaturated hydroxy fatty acids selected in particular from densipolic acid, auricolic acid, dimorphecolic acid.

[0446] More preferably, the unsaturated fatty acid is chosen from ricinoleic acid, oleic acid, palmitoleic acid, erucic acid and mixtures thereof. Second stage

[0447] In a second step, all or part of the unsaturation(s) of the AK'2 radical(s) are transformed a) via an epoxidation reaction into epoxide to lead to derivatives (III), such as the starting compound al illustrated in the scheme described below, or b) via a thiol-ene reaction with a (poly)hydroxylated thiol or a thiol bearing acid function(s) to lead to derivatives (IV), such as, for example, compound b3 illustrated in the scheme described after.

[0448] The thiol-ene reaction b) can be carried out from (poly)hydroxylated thiols such as linear hydroxylated thiols of formula HS-(CH2)k-OH with k being an integer from 1 to 12, preferably from 1 to 6, such as 2-mercaptoethanol, 3-mercapto-l-propanol, 6-mercapto-l-hexanol, 4-mercapto-l-butanol, or such as branched hydroxylated thiols preferably having from 1 to 6 carbon atoms, such as 3-mercapto-3-methylbutanol, 3-mercapto-2-butanol, or such as polyhydroxylated thiols, preferably having from 1 to 6 carbon atoms such as 3-mercapto-l,2 propanediol HS-CH(OH)-CH2OH.

[0449] The compounds (IV) obtained are thus substituted by a radical -S-AK3-(OH)V with v equal to 1 if the thiol is hydroxylated and v greater than 1, such as 2, if the thiol is polyhydroxylated, AK3 and v being such as defined previously for the compounds of formula (I). Third stage

[0450] In a third step, all or part of the epoxide groups of the compounds of formula (III) are opened by nucleophilic compounds, in particular i) preferably Ci-C4 alcohols such as methanol or ethanol, or a polyol to give rise to the (III) compounds, such as compound b2 illustrated in the diagram below, ii) preferably Ci-C6 carboxylic acids, such as lactic acid, pyruvic acid, benzoic acid, glycolic acid or 2,2 bis hydroxymethyl pro-pionic acid, more preferably carboxylic acids substituted by at least one hydroxyl radical such as lactic acid, to lead to compounds (Illii), such as compound bl illustrated in the diagram below.

[0451] According to a preferred embodiment, the carboxylic acid ii) is chosen from lactic acid, glycolic acid or 2,2 bis hydroxymethyl propionic acid (epoxy-acid reaction) and the reaction is carried out in the presence of a catalyst such as imidazole, 1-Methylimidazole, N,N dimethylbenzylamine or caffeine.

[0452] According to a preferred embodiment, the alcohol i) is selected from ethylene glycol, propylene glycol, butylene glycol, pentylene glycol, hexylene glycol, butandiol, glycerol, pentaerythritol, dipentaerythritol, trimethylolethane, trimethylolpropane, more preferably butylene glycol or trimethylolethane. Fourth step

[0453] In a fourth step, all or part of the alcohol -OH functions of the compounds (Illi) or (Illii) and all or part of the alcohol functions possibly still present from the polyols (H)pZ(OH)m- used in the first step are transformed into -OC(O)-C(Ra)(Rb)-C(O)-R4 radicals, for example via a (trans)esterification reaction with a Gp-C(O)-C(Ra)(Rb)-C(O)-R4 ester, in which Gp preferably designates a hydroxy radical or a (Ci-C4)alkoxy radical, such as methoxy, ethoxy, isobutoxy or t-butoxy.

[0454] According to a preferred embodiment, Gp-C(O)-C(Ra)(Rb)-C(O)-R4 designates an ester selected from ethyl acetoacetate, ethyl 2-methylacetoacetate, ter-butyl acetoacetate, preferably ter-butyl acetoacetate.

[0455] Structural compounds (la), (le), such as structural compounds (lie), structural compounds (Id) and (le) can be obtained according to this process.

[0456] By way of example, step 4 can be implemented according to the protocol described in Trevino, AS, & Trumbo, DL (2002). Acetoacetylated castor oil in coatings applications. Progress in Organic Coatings, 44(1), 49-54:

[0458]

[0459] In some cases, the compounds (H)pZ(OH)m' m (YAK'2) produced in the first step are commercially available, particularly certain compounds where m' equals m, p equals 0, and Z preferably denotes -CH2-CH-CH2-. When p equals 0 and m' equals m, the compounds are esters of unsaturated fatty acids, possibly hydroxylated, particularly triglycerides of castor oil, soybean oil, canola oil, or linseed oil. The synthesis of compounds (la) to (le) then begins from the second step described above. For example, starting from an unsaturated triglyceride, a thiol-ene reaction is carried out with a (poly)hydroxy thiol such as SH-(CH2)X OH, where x is preferably an integer from 1 to 4, followed by a transesterification reaction (as described in Desroches, M., Caillol, S., Lapinte, V., Auvergne, R., & Boutevin, B. (2011). Synthesis of biobased polyols by thiol-ene coupling from vegetable oils. Macro-molecules, 44(8), 2489-2500):

[0462] For example, starting from an unsaturated triglyceride, a total or partial epoxidation reaction is carried out, followed by the opening of the epoxide(s) formed, which generates alcohol functionalities and (trans)esterification. A commercial epoxidized triglyceride, such as the products offered by Arkema under the references Vikoflex 7170 or Vikoflex 7190, can also be used as a raw material.

[0463] By way of example, the reaction scheme below can be implemented in which all the epoxides are opened by lactic acid and then each hydroxyl group is esterified by t-Bu-OCOCH2CH3, according to the scheme below:

[0465] [Chem. 56] b) Compound b I Compound c 1

[0466]

[0467] As an example, we can also implement the reaction scheme below in which all the epoxides are opened by an alcohol, methanol in the example, then each hydroxy is esterified by t-Bu-OCOCH2CH3: [Chem.57] has)

[0468] Compound a2 Compound 62 [Chem. 5 8] h)

[0469]

[0470] Compound b2 Compound c2 The compounds of formula (la) to (le) can still be prepared by the following series of reactions: - In the first step, a commercial polyacid is reacted, preferably natural (H)pZ(COOH)m with m equivalents of fatty alcohol HO-AK'2 with m' greater than or equal to m, and m being as defined above, under conditions known to a person skilled in the art to form an ester Y bond according to the scheme below:

[0471] (H)pZ(COOH)m +mHO-AK'2 -> (H)pZ(COOH)m _m(YAK'2)m

[0472] in which Y denotes -C(O)-O-, and AK'2 represents a linear or branched, unsaturated monovalent hydrocarbon chain, in Ci-C40, preferably in Ci4-C2o, said chain being optionally interrupted by one or more heteroatoms or groups chosen from -O-, -S-, -C(O)-, (hetero)cycle(s), and their combinations, in particular -OC(O)-, -C(O)-O-, -(hetero)cycle-O-(hetero)cycle-, preferably interrupted by -O- or -S-, and more preferably uninterrupted.

[0473] According to a preferred embodiment, m is equal to m'.

[0474] Polyacids (H)pZ(OH)m can be cyclic or acyclic.

[0475] Polyacids may preferably designate dicarboxylic acids possibly hydroxylated, tricarboxylic acids possibly hydroxylated, tetraboxylic acids possibly hydroxylated.

[0476] Non-hydroxylated dicarboxylic acids are selected in particular from maleic acid, propanedioic acid, butanedioic acid, pentanedioic acid, hexanedioic acid, decanedioic acid, dodecanedioic acid, cyclopropanedicarboxylic acid, cyclohexanedicarboxylic acid, cyclobutanedicarboxylic acid, naphthalene-1,4-dicarboxylic acid, naphthalene-2,3-dicarboxylic acid, naphthalene-2,6-dicarboxylic acid, suberic acid, oxalic acid, malonic acid, succinic acid, phthalic acid, terephthalic acid, isophthalic acid, tetrahydrophthalic acid, hexahydrophthalic acid, pimelic acid, sebacic acid, azelaic acid, glutaric acid, adipic acid, fumaric acid, itaconic acid, and preferably propanedioic acid, butanedioic acid and pentanedioic acid.

[0477] Hydroxylated dicarboxylic acids are in particular selected from tartaric acid, malic acid, aleuritic acid, 7,18-dihydroxy-tetracos-15-enoic acid, avenic acid B, and preferably malic acid and tartaric acid.

[0478] The (hydroxy) tricarboxylic acids are in particular selected from 2-oxaloglutaric acid, oxalosuccinic acid, 3-carboxymethyl muconic acid, 2-methyl citric acid, citric acid, isocitric acid, aconitic acid, transaconitic acid, 1,2,3-propanetricarboxylic acid, 1,2,5-pentanetricarboxylic acid, 1,3,5-benzenetricarboxylic acid, 1,3,5-cyclohexanetricarboxylic acid, 3-butene-1,2,3-tricarboxylic acid, 3-butene-1,1,3-tricarboxylic acid, trimellitic acid, 1,2,3-benzenetricarboxylic acid, 1,3,5-benzenetricarboxylic acid, agaric acid, preferably citric acid and acotinic acid.

[0479] Tetracarboxylic acids are in particular selected from 1,2,3,4-butane-tetracarboxylic acid, pyromellitic acid, oxydisuccinic acid, thiodi-succinic acid, N[l,2-dicarboxyethyl]-L-aspartic acid, ethylenediamine tetraacetic acid, ethylenediamine tetrapropionic acid and N,N'-ethylene di-(L-aspartic acid).

[0480] According to a preferred embodiment, the fatty alcohols HO-AK'2 are selected from fatty alcohols comprising 15 to 36 carbon atoms, preferably 15 to 24 carbon atoms.

[0481] Fatty alcohols HO-AK'2 can be mono or polyunsaturated (presence of one or more ethylenic double bonds).

[0482] HO-AK'2 fatty alcohols can contain several alcohol functions.

[0483] Monounsaturated fatty alcohols are particularly chosen, oleyl alcohol, the Docosenol, unsaturated fatty alcohol ethers, such as polyoxyethylene monooleyl ether, preferably oleyl alcohol. Monounsaturated fatty alcohols containing multiple alcohol groups are particularly selected from 9-Octadecene-1,12-diol.

[0484] Polyunsaturated fatty alcohols are selected in particular from linoleic alcohol, 2,4-Dodecadien-l-ol, dolichols (with n being greater than or equal to 3, and less than or equal to 5).

[0485] According to a preferred embodiment, fatty alcohol HO-AK'2 is selected from oleyl alcohol, linoleic alcohol (Linoleyl alcohol) or mixtures thereof.

[0486] The following steps are identical to those described previously:

[0487] - In a second step, all or part of the unsaturation(s) of the radical(s) AK'2 are transformed a) via an epoxidation reaction to epoxide to lead to derivatives (III'), such as compound a4 illustrated in the diagram below, or b) via a thiol-ene reaction with a (poly)hydroxylated thiol or a thiol bearing acid function(s) to lead to derivatives (IV'), such as compound b5 illustrated in the diagram below.

[0488] - In a third step, all or part of the epoxide groups of the compounds of formula (III') are opened by nucleophilic compounds, such as i) alcohols preferably in Ci-C4 such as methanol or ethanol or a polyol to lead to compounds (Ill'i), such as compound b4 illustrated in the diagram below, ii) carboxylic acids preferably in Ci-C6 such as lactic acid, pyruvic acid, benzoic acid, more preferably carboxylic acids substituted by at least one hydroxyl radical such as lactic acid, to lead to compounds (Ill'ii), such as compound b6 illustrated in the diagram below.

[0489] - In a fourth step, all or part of the alcohol -OH functions of the compounds (Ill'i) or (Ill'ii) and all or part of the alcohol functions possibly still present and derived from the polyols (H)pZ(OH)m- implemented in the first step are transformed into -OC(O)-C(Ra)(Rb)-C(O)-R4 radicals, for example via a transesterification reaction with a Gp-C(O)-C(Ra)(Rb)-C(O)-R4 ester in which Gp preferably designates a hindered alkoxy radical such as tBu-O- to lead to the corresponding formula (I) compounds.

[0490] Compounds of formula (la) to (le) such that p equals 1, Y denotes -C(O)-O- and m equals 1 can also be prepared by combining steps 2, 3 and 4 described above, from an unsaturated fatty acid such as oleic acid as described in "The synthesis of Bio-based Michael donors from tall oil fatty acids for polymer development", Polymers, 2022,14, 4107.

[0491] By way of example, the reaction scheme below can be implemented in which all the epoxides are opened by methanol and then each hydroxyl group is esterified by t-Bu-OCOCH2CH3:

[0492] [Chem.59] Compound a4 Compound b4 Compound M Compound c4

[0493] By way of example, the reaction scheme below can be implemented in which an unsaturated oil reacts with a (poly)hydroxy thiol such as SH-(CH2)X OH, with x being an integer preferably from 1 to 4, followed by a transesterification reaction (as described in Desroches, M., Caillol, S., Lapinte, V., Auvergne, R., & Boutevin, B. (2011). Synthesis of biobased polyols by thiol-ene coupling from vegetable oils. Macromolecules, 44(8), 2489-2500):

[0494] [Chem.60] Compound b5 Compound c5

[0495] By way of example, the reaction scheme below can be implemented in which all the epoxides are opened by lactic acid and then each hydroxyl group is esterified by t-Bu-OCOCH2CH3:

[0496] [Chem.61] Compound bé Compound ee crosslinking agent ii)

[0497] According to a particular embodiment, the treatment process according to the invention as described above comprises the application to the keratin fibers of preferably hair, (i) of at least one compound of formula (I) as defined above, and (ii) of at least one crosslinking agent.

[0498] For the purposes of the invention, the term "crosslinking agent", also referred to as "R", designates a compound capable of forming with at least one acetoacetate function of the compound(s) of formula (I) used in the treatment process according to the invention: - at least one covalent bond, - at least one donor-acceptor (dative) bond, and / or - at least one coordination link,

[0499] and thus crosslink this or these compound(s).

[0500] Preferably, the term "crosslinking agent", also referred to as "R", designates a compound capable of establishing at least one covalent bond with an acetoacetate function of the compound(s) of formula (I) used in the treatment process according to the invention and thus crosslinking this or these compound(s).

[0501] For the purposes of the present invention, it is understood that the terms “crosslinking agent” and “crosslinking agent” are equivalent.

[0502] Compositions “C2”, “C3” and “C4” as defined above contain at least ii) a 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.

[0503] According to one aspect, the treatment process of the invention uses a composition called "C3", in particular cosmetic for the treatment of keratin fibers, in particular for the care, styling and / or coloring of keratin fibers, preferably hair, i) at least one compound of formula (I), as defined above and below, ii) at least one crosslinking agent, in particular as defined above and below, and optionally iii) at least one cosmetic active ingredient, in particular as defined above and below.

[0504] The crosslinking agent(s) ii) are preferably present in a mass content ranging from 0.2% to 60% by weight, in particular ranging from 0.5% to 40% by weight, and more particularly from 1% to 35% by weight, even more particularly from 1% to 30% relative to the total weight of the composition containing them.

[0505] In particular, in compositions “C2” or “C3”, the crosslinking agent(s) ii) and the compound(s) i) as defined above are preferably present in a mass content ranging from 1% to 35% by weight, relative to the total weight of the composition comprising them.

[0506] When the treatment process involves several steps including a step of implementing one or more compounds of formula (I) or (la), (Ib), (le), (Id), (le), (lie), (lid) and / or (lie) without a crosslinker, the compound(s) of formula (I), (la), (Ib), (le), (Id), (le), (lie), (lid), (lie) can be implemented alone (pure), or in a "Cl" composition as described above.

[0507] More specifically, the crosslinking agent(s) ii) suitable for the invention may be selected 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 or a metal salt or a rare-earth derivative.

[0508] Thus, according to a particular embodiment, the crosslinking agent ii) is chosen from (poly)amine, (poly)thiol, (poly)carbonyl, (poly)acrylate, metal alkoxide, (poly)(hydroxy)(Ci-C6)alkylcarboxylate metal compounds and / or rare earth derivatives and mixtures thereof, preferably chosen from (poly)amine, (poly)carbonyl, (poly)acrylate, metal alkoxide and mixtures thereof.

[0509] 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.

[0510] Metal alkoxide compounds, (poly)(hydroxy)(Ci-C6)alkylcarboxylates of metal and rare earth derivatives, are defined below. A) Polyamine compounds

[0511] According to a preferred embodiment, the crosslinking agent R is chosen from (poly)amine compounds.

[0512] 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.

[0513] The (poly)amine compound may be a compound comprising from 2 to 20 carbon atoms, in particular a non-polymeric compound, they 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 or groups 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', identical or different, representing a (Ci-C4)alkyl group such as methyl, and R” representing a hydrogen atom or a (Ci-C4)alkyl group, preferably a hydrogen atom.

[0514] By "non-polymer compound" is meant a compound that is not directly obtained by a polymerization reaction of monomers.

[0515] 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, and 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, 1,3-bis(aminomethyl)cyclohexane, 1,4-bis(aminomethyl)cyclohexane, diaminopropanol, 4,7,10-Trioxa-1,13-tridecanediamine, spermidine, and C36-alkylenediamines (respectively Priamine™ 1071, 1073, 1074, 1075), preferably spermidine and / or 4,7,10-Trioxa-l,13-tridecanediamine.

[0516] According to a particular embodiment of the invention, the (poly)amine compound(s) are monoamine, namely they contain a single primary and / or secondary amine group, preferably primary (NH2).

[0517] 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:

[0518] - R' i is a linear or branched, saturated Ci-C6 hydrocarbon chain or unsaturated, cyclic or acyclic substituted by a group chosen from the primary amine group NH2 or secondary amine group -N(H)R with R representing a C1-C4 alkyl, aryl, or benzyl substituted by an amino group or by a C1-C4 aminoalkyl group; R'i may be interrupted in its chain by a heteroatom (O, S, NH) or a carbonyl group C(O), R\ being linked to the silicon atom directly via a carbon atom,

[0519] - R'2 and R'3, whether identical or different, represent a linear (Ci-C6)alkyl group or branched,

[0520] - z denotes an integer from 1 to 3, and

[0521] - x denotes an integer from 0 to 2,

[0522] with z + x = 3.

[0523] In particular, R'1 is an acyclic chain. Preferably, R'1 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' 1 is a linear saturated C2-C4 hydrocarbon chain substituted by an amine group NH2.

[0524] 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.

[0525] In particular, R'3 represents an alkyl group comprising 1 to 4 atoms of carbon, preferably, R'3 represents a linear alkyl group comprising 1 to 4 carbon atoms, and more preferably R'3 represents the methyl or ethyl group. Preferably, z is equal to 3.

[0526] 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)propyltrimethoxysilane, p-aminophenyltrimethoxysilane, and N-(2-aminoethylaminomethyl)-phenethyltrimethoxysilane.

[0527] 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), in particular that marketed by Sigma Aldrich.

[0528] 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*.

[0529] According to a particular embodiment of the invention, the (poly)amine compound(s) are monoamine and selected from polydialkylsiloxanes, in particular of formula (IV):

[0530] H2N-ALK-Si(R'2)(R'3)-O-[ Si(R'2)(R'3)-O]n- Si(R'2)(R'3)-R'4(IV)

[0531] formula (IV) in which:

[0532] - ALK represents a (Ci-C4)alkylene group, linear or branched, preferably linear, such as propylene,

[0533] - R'2, and R'3, identical or different, preferably identical, represent a (CrC4)alkyl group such as methyl, and

[0534] - R'4 represents a (Ci-C6)alkyl group, linear or branched, preferably at C4, such that n-butyl, does not represent an integer greater than or equal to 2, preferably the value of n is such that the average molecular weight by weight of the polydimethylsiloxane ranges from 500 to 3000 g.mol*. As an example of polydimethylsiloxanes (IV), we can cite those sold under the names "MCR-A11" and "MCR-A12" by the company Gelest.

[0535] According to a particular embodiment of the invention, the (poly)amine compound(s) are diaminized, namely they contain two primary and / or secondary amine groups, preferably primary (NH2).

[0536] More specifically, they are chosen from compounds of formulas (V) or (VI): • ALK[(O-ALK')m-NH2]2 (V)

[0537] or • H2N-ALK-Si(R')2-[O-Si(R')2]mO-Si(R)2-ALK'-NH2 (VI)

[0538] formulas (V) and (VI) in which:

[0539] - ALK and ALK', whether identical or different, represent a (Ci-C6)alkylene group, linear or branched, preferably linear, such as propylene,

[0540] - R', identical or different, represents a (Ci-C4)alkyl group, such as methyl,

[0541] - m represents an integer greater than or equal to 0, preferably the value of m is such that the average molecular weight by weight of compound (V) or (VI) ranges from 500 g.mol1 to 55000 g.molA

[0542] 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.

[0543] 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 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.

[0544] According to a particular embodiment of the invention, the (poly)amine compound(s) are triamine, namely they contain three primary and / or secondary amine groups, preferably primary (NH2). More particularly, they are selected from triamine polyethers, notably those of formula ALK'”[(O-ALK')m-NH2]3, with ALK' as defined above and ALK”' representing a trivalent (Ci-C6)alkylene group, linear or branched, and m representing an integer greater than or equal to 0.

[0545] 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.

[0546] According to another particular embodiment of the invention, the (poly)amine compound(s) comprise more than three primary and / or secondary amine groups, preferably primary (NH2).

[0547] 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 and the poly(2-aminoethyl) methacrylate.

[0548] Preferably, the polyamine compounds are chosen from chitosans (in particular poly(D-glucosamine)), and polydimethylsiloxanes comprising primary amine groups at the end of the chain and / or on side chains.

[0549] According to this variant, the (poly)amine compound(s) are in particular chosen from 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; polyamino acids having NH2 groups such as polylysine, in particular that sold by JNC Corporation (formerly Chisso); amino dextran, in particular that sold by the company 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.

[0550] According to a particular embodiment, polydimethylsiloxanes comprising primary amine groups at the end of the chain and / or on side chains are selected from the compounds of the following formula (VII):

[0551] Ra-Si(Rb)(Rc)-O-[Si(Rb)(Rc)-O]m-[Si(ALK1-NH2)(Ra)-O]n-Si(Rb)(Rc)-Ra(VII)

[0552] formula (VII) in which:

[0553] - Ra, identical or different, represents a hydroxy or (Ci-C4)alkyl group,

[0554] - Rb and Rc, identical or different, preferably identical, represent a group (Ci-C4)alkyl, such as methyl,

[0555] - ALK1 represents a linear or branched (Ci-C6)alkylene group, possibly in interrupted by a group N(H),

[0556] - m and n are integers greater than or equal to 1, preferably m and n are such that the average molecular mass by weight of the compound of formula (VII) ranges from 1000 g.mol1 to 500000 g.mol *.

[0557] According to a preferred variant, 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 polydimethylsiloxane ranges from 1000 g.mol1 to 55000 g.mol*.

[0558] Examples of polydimethylsiloxanes 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.

[0559] 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*.

[0560] As an amino polymer, polytetrahydrofuran (or polytetramethylene glycol) α, co-diamine, and polybutadienes α, co-diamine may also be cited.

[0561] 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 polyamidoamine dendrimers with an ethylenediamine core and a terminal amine function.

[0562] According to a preferred embodiment, the composition 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, spermidine, and mixtures thereof.

[0563] More preferably, the composition comprises a crosslinking agent R selected from chitosans, aminoalkoxysilanes and polydialkylsiloxanes comprising primary amine groups at the end of the chain or on side chains such as amodimethicones, and even more preferably selected from poly(D-Glucosamine), 3-aminopropyltriethoxysilane (APTES), 3-aminoethyltriethoxysilane (AETES), 3-aminopropylmethyldiethoxysilane, N-(2-aminoethyl)-3-aminopropyltriethoxysilane, spermidine, and polydimethylsiloxanes comprising terminal amino groups at the end of the chain, such as Bis-Cetearyl Amodimethicone. B) (Poly)thiol compounds

[0564] According to a preferred embodiment, the crosslinking agent R is chosen from (poly)thiol compounds also called “(poly)mercapto”.

[0565] The (poly)thiol compound may in particular be organic or inorganic, preferably organic.

[0566] 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.

[0567] In a particular embodiment, the (poly)thiol compound is inorganic. Polythiol silicones are an example.

[0568] The (poly)thiol compound may in particular be chosen from among the compounds (poly)thiol non-polymers.

[0569] 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.

[0570] According to one embodiment of the invention, the (poly)thiol compound(s) is organic, non-polymeric, and of formula (VIII) below, as well as its solvates, such as its hydrates:

[0571] L(SH)q (VIII)

[0572] formula (VIII) in which:

[0573] - q, represents an integer greater than or equal to 2, preferably q is between exclusively between 2 and 10, preferably between 2 and 5;

[0574] - 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 optionally interrupted and / or terminated 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 L possibly being substituted 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, representing 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 (CrC6)alkyl, aryl(Ci-C4)alkyl or (Ci-C6)alkoxy group.

[0575] According to a particular embodiment of the invention, the (poly)thiol compound(s) are chosen from among polythiol compounds, in particular polythiol compounds comprising from 2 to 20 carbon atoms.

[0576] 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 q is an integer inclusively between 2 and 10, preferably between 2 and 5.

[0577] The (poly)thiol compounds suitable for the invention are preferably dithiol compounds.

[0578] 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. Preferably, the C8-C[8] chain is a hydrocarbon chain, that is, composed of carbon and hydrogen. In particular, the fat-soluble polythiol is a linear diol in the C8-C16 configuration, especially in the C10-C14 configuration. Examples of (poly)thiol compounds with formula (VII) include 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, and / or 1,14-tetradecanedithiol are used, with 1,12-dodecanedithiol being the preferred form.

[0579] According to another particular embodiment of the invention, the (poly)thiol compound(s) is selected from thiol alkoxysiloxanes, such as those of formula (VIII') below:

[0580] R' rSi(OR'2)z(R'3)x (VIII')

[0581] formula (VIII') in which:

[0582] - R' i is a linear or branched, saturated C1-C12 hydrocarbon chain or unsaturated, cyclic or acyclic, substituted by one or more groups selected from among the thiol groups; and aryl, aryloxy, arylthio, arylamino, the aryl group being substituted by one or more thiol groups, or thiol(Ci-C6) alkyl, preferably thiol(Ci-C6) alkyl; and R\ 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,

[0583] - R'2 and R'3, whether identical or different, represent an alkyl group, linear or branched, comprising from 1 to 6 carbon atom(s), preferably from 1 to 4 carbon atom(s), such as methyl,

[0584] - z denotes an integer from 1 to 3, and

[0585] - x denotes an integer from 0 to 2,

[0586] with z + x = 3.

[0587] Preferably, R'2 represents a linear or branched alkyl group, preferably linear comprising 1 to 4 carbon atoms, such as ethyl.

[0588] Preferably, R'3 represents a linear or branched alkyl group, preferably linear, comprising 1 to 4 carbon atoms, such as methyl or ethyl.

[0589] Preferably, R' 1 is an acyclic chain, in particular R' 1 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 thiol group.

[0590] Preferably, R\ is a linear saturated Ci-C6 hydrocarbon chain substituted with a thiol group, and R'2 represents an alkyl group comprising 1 to 4 carbon atoms,

[0591] Preferably, R'3 represents an alkyl group comprising 1 to 4 carbon atoms.

[0592] Preferably, z is equal to 3.

[0593] According to a more particular embodiment of the invention, the thiolated alkoxysiloxanes are chosen from those of the following formula (IX):

[0594] (R1O)(R2)(R3)Si-[CH(R4)]t-[N(R'4)-L1]p-SH (IX)

[0595] formula (IX) in which:

[0596] - p is equal to 0 or 1;

[0597] -1 is an integer between 1 and 4, preferably 2;

[0598] - R1 represents a (Ci-C6)alkyl radical;

[0599] - R2 and R3, identical or different, preferably identical, are chosen from a (Ci-C6)alkyl group, in particular Ci-C4, such as methyl, and an (Ci-C6)alkoxy group, in particular (Ci-C4)alkoxy, such as methoxy;

[0600] - R4 and R'4, whether identical or different, represent a hydrogen atom, or a (Ci-C6)alkyl group, such as methyl;

[0601] - L1 represents a linear or divalent, saturated, C1-C20 divalent branched hydrocarbon radical.

[0602] According to a particular embodiment of the invention, the thiolated alkoxysiloxane compounds are chosen from those of the following formula (IX'):

[0603] (R'1O)(R'2)(R'3)Si-CH(R4)-CH(R5)-(L2)q-SH (IX')

[0604] formula (IX') in which:

[0605] - q is equal to 0 or 1;

[0606] - X represents an oxygen or sulfur atom, preferably sulfur;

[0607] - R'1 denotes a (Ci-C6)alkyl radical;

[0608] - R'2 and R'3, identical or different, preferably identical, are chosen from a (Ci-C6)alkoxy group, in particular CrC4, and a (Ci-C6)alkyl radical;

[0609] - R5 represents a hydrogen atom or an alkyl group in CrC4 possibly substituted by an amino, thiol or hydroxy group;

[0610] - R4 represents a hydrogen atom or an alkyl group in CrC4, in particular methyl;

[0611] - L2 represents a divalent hydrocarbon group, linear or branched, saturated with Ci-C20, possibly interrupted by a heteroatom such as -N(H)-, and / or possibly substituted by one or more hydroxy, thiol or amino groups.

[0612] 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.

[0613] More preferably, the thiolated alkoxysilane(s) are chosen from 2-(triethoxysilyl)-ethanethiol (18236-15-2) and 3-(triethoxysilyl)-l-propanethiol (14814-09-6).

[0614] According to a preferred embodiment of the invention, the (poly)thiol compound(s) are chosen from among the polymeric (poly)thiol compounds.

[0615] Polymeric (poly)thiol compounds can be homopolymers, copolymers, star, comb, brush, and dendritic thiol-resonant polymers. 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.

[0616] Examples include the polymers described in the following documents: Polymers containing groups of biological activity, CG Overberger et al, Polytechnic Institute of Brooklyn, 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.

[0617] The polymeric (poly)thiol compounds of the invention are preferably organic and / or silicone-based, more preferably of formula (X):

[0618] POLY(SH)q (X)

[0619] formula (X) in which:

[0620] - q is greater than or equal to 2, preferably greater than or equal to 3;

[0621] - POLY designates a polymeric radical, preferably carbon- or silicon-based; POLY being optionally interrupted 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 POLY being optionally substituted by one or more halogen atoms, or a group chosen from Ra(Rb)N- and -(X')aC(X)-(X”)b-Ra; 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-CiO)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 (CrC10)alkyl, aryl(Ci-C4)alkyl or (Ci-C10)alkoxy group.

[0622] 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 or thiol functions. protected.

[0623] 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.

[0624] According to another embodiment of the invention, the thiolated polymers used according to the invention are polymers soluble in lipophilic media.

[0625] 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 (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 Ic / Ics substituent(s).

[0626] The average molecular weight in molar weight of polythiol polymer compounds, such as those of formula (X), is generally between 500 and 400000 g.mol*, preferably between 500 and 150000 g.mol*.

[0627] According to a particular embodiment of the invention, the polythiol compounds are chosen from polyorganosiloxanes having thiol groups on terminal chains, such as those of formula (XI):

[0628] HS-L4-Si(Ra)(Rb)-O-[Si(Ra)(Rb)-O]n-Si(Ra)(Rb)-L5-SH (XI)

[0629] formula (XI) in which:

[0630] - 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 (CrC4)alkyl, such as methyl,

[0631] - 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

[0632] - L4 and L5, identical or different, preferably identical, represent a chain 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 group, (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.

[0633] Preferably, the (poly)thiol compounds are poly-lythiol polyorganosiloxanes, more preferably polythiol polydimethylsiloxanes, in particular chosen from those of formula (XII):

[0634] HS-L4-Si(CH3)2-O-[Si(CH3)2-O]n-Si(CH3)2-L5-SH (XII)

[0635] formula (XII) in which:

[0636] - 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

[0637] - n is such as defined in formula (XI).

[0638] 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.

[0639] Preferably, polythiol compounds are polyorganosiloxanes having thiol groups on side chains such as those of formula (XIII):

[0640] Ra-Si(Rb)(Rd)-O-[Si(Ra)(Rb)-O]m-[Si(Rb)(ALK1-SH)-O]n-Si(Rb)(Rd)-Ra (XIII)

[0641] formula (XIII) in which:

[0642] - 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;

[0643] - 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;

[0644] - 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 oxygen, 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;

[0645] - 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 average molecular weight by weight of said polyorganosiloxane is between 1000 and 55000 g.mol *.

[0646] Examples of polythiol compounds of formula (XIII) include 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.

[0647] 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.

[0648] 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.

[0649] Preferably, 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). C) Polyacrylate compounds

[0650] According to a particular embodiment, the crosslinking agent is a (poly)acrylate compound.

[0651] By "(poly)acrylate" is meant a compound comprising at least one acrylate ester group H2C=C(Re)-C(0)-Y- with Re representing a hydrogen atom or (Ci-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 an oxygen atom.

[0652] More particularly, the (poly)acrylate(s) of the invention have the formula (XIV):

[0653] L[-YC(0)-C(Re)=CH2]q (XIV)

[0654] formula (XIV) in which q and L are such as defined in formula (VIII), Y and Re being such as defined previously, preferably Y = O and Re = H.

[0655] 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.

[0656] 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 of formula (XV):

[0657] 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)

[0658] formula (XV) in which:

[0659] - Ra, Rb, and Rd are such as defined in formula (XIII), preferably Ra, Rb, and Rd represent a (Ci-C6)alkyl group, such as methyl,

[0660] - ALKi is such as defined for formula (XIII), preferably ALKi represents a (Ci-C6)alkylene group, more preferably (Ci-C4)alkylene, such as propylene,

[0661] - n and m, identical or different, represent 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 *,

[0662] - Y is as defined above, preferably is an oxygen atom.

[0663] 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.

[0664] The (poly)acrylate compound can also be selected from N,N'-methylene bis-acrylamide.

[0665] 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).

[0666] More particularly, (poly)acrylate compounds are selected from those of formula (XIV), in particular trimethylolpropane triacrylate, and those of formula (XV), more preferably from those of formula (XIV), in particular trimethylolpropane triacrylate. D) Metal alkoxides

[0667] According to a particular embodiment, the crosslinking agent R is a compound selected from the following metal alkoxides of formulas (XIVa), (XIVb), (XIVC) and (XIVd), and mixtures thereof: M-CORÛh (XIVa) RM-CORÛh! (XIVb) (R10)nl-MR”-M'-(0R1')n,1 (XIVC) RM(R')-(OR!)n 2 (XXIVd)

[0668] formulas (XIVa), (XIVb), (XIVC) and (XIVd) in which:

[0669] - M and M', identical or different, represent an atom chosen from among the metals alkaline earth metals, transition metals, lanthanide family 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;

[0670] - n and n' represent respectively the valences of the atoms represented by M and M';

[0671] - Ri and Rf, whether 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 hydroxy 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;

[0672] - 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.

[0673] Preferably, M and M', whether identical or different, represent an atom chosen from among the transition metals, such as titanium, or zirconium, or the alkaline earth metals, such as magnesium, more preferably chosen from the metals of transition metals, such as titanium or zirconium, and more preferably titanium.

[0674] Preferably, the organometallic compound(s) are chosen from 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 M represents an atom chosen from transition metals, lanthanide metals, post-transition metals such as aluminum and tin, metalloids such as boron, or alkaline earth metals such as magnesium or calcium; n represents the valence of the atom represented by M; Ri represents a saturated, linear or branched hydrocarbon group having from 1 to 30 carbon atoms, preferably from 1 to 6 carbon atoms.

[0675] 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.

[0676] According to a further 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), the 2-1'ethylhexyl titanium oxide (Ti(OCH2CH(C2H5)(CH2)3CH3)4), and mixtures thereof, more preferably chosen from zirconium propoxide, titanium propoxide, titanium butoxide and mixtures thereof.

[0677] More preferably, the crosslinking agent R is a compound of formula (XXIVa), preferably in which M represents an atom selected from among the transition metals, in particular titanium, such as titanium butoxide. E) Polycarbonyl compounds

[0678] According to a particular embodiment, the crosslinking agent R is a (poly)carbonyl compound.

[0679] In particular, the (poly)carbonyl compound is selected from terephthalaldehyde, 5,5-dimethyl-1,3-cyclohexanedione, phenylglyoxal, isophthalaldehyde, the 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 non-ionic or anionic oxidized polysaccharides such as oxidized inulins, particularly those of formula (II) as defined below. In particular, (poly)carbonyl compounds include a C5-C7 carbocycle, saturated or unsaturated, aromatic, preferably aromatic, such as phenyl, or non-aromatic and saturated such as cyclohexyl, more preferably unsaturated and aromatic, such as terephthaledhyde.

[0680] 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.

[0681] These anionic groups are preferably carboxy or carboxylate groups.

[0682] The nonionic or anionic oxidized polysaccharides according to the invention can be represented by the following formula (II):

[0683] P-(CHO)m (COOQ)n (II)

[0684] formula (II) in which:

[0685] - P represents a polysaccharide chain, preferably made up of monosaccharides - charides comprising 5 or more carbon atoms, preferably 6 or more than 6 carbon atoms, and more particularly 6 carbon atoms;

[0686] - Q is chosen from a hydrogen atom, ions from an alkali metal or alkaline earths, such as sodium, potassium, ammonia, organic amines, such as monoethanolamine, diethanolamine, triethanolamine and 3-amino pro-panediol-1,2 and basic amino acids, such as lysine, arginine, sarcosine, omithine, citrulline;

[0687] - m + n is greater than or equal to 1;

[0688] - m is such that the degree of substitution of the polysaccharide by one or more aldehyde groups (DS(CHO)), is in the range from 0.001 to 2, preferably from 0.005 to 1.5;

[0689] - n is such that the degree of substitution of the polysaccharide by one or more carboxylic groups (DS(COOX)), is in the range from 0 to 2, preferably from 0.001 to 1.5.

[0690] 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 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 saccharidic motif with 6 carbon atoms.

[0691] 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.

[0692] The polysaccharide chain, represented by P, is preferably selected from 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.

[0693] By derivative, we mean compounds obtained by chemical modification of the aforementioned compounds. These may be esters, amides, or ethers of said compounds.

[0694] 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).

[0695] 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).

[0696] 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), the DABCO (1,4-diazabicyclo[2.2.2]octane), DBN (1,5-Diazabicyclo[4.3.0]non-5-ene), more preferentially chosen from 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), and in particular the catalyst is DBU (1,8-Diazabicyclo[5.4.0]undec-7-ene). F) Metallic salts

[0697] According to another particular embodiment, the crosslinking agent R is a metallic salt selected from alkali metal salts, alkaline earth metal salts such as magnesium salts, transition metal salts, post-transition metal salts such as aluminium or tin salts, metalloid salts such as boron salts, their hydrates and mixtures thereof

[0698] Preferably, the metal salt(s) is / are chosen from post-transition metal salts such as aluminium salts, their hydrates and mixtures thereof.

[0699] By "metallic salt" is meant a salt resulting in particular from the action of an acid on a metal in particular a transition metal, post-transition metal, metalloids, or alkali or alkaline earth metals.

[0700] The metallic salt(s) may be in the form of hydrates.

[0701] The metallic salt(s) may be organic or inorganic.

[0702] By "organic metal salt" is meant a salt obtained in particular from the action of an organic acid on a metal, in particular transition metals, post-transition metals, metalloids, or alkali or alkaline earth metals, preferably obtained from the action of a carboxylic acid on a metal.

[0703] Preferably, the metal salt(s) is / are chosen from organic metal salts, their hydrates and mixtures thereof.

[0704] By "inorganic metallic salt" is meant a salt resulting in particular from the action of an inorganic acid on a metal in particular of transition metal, post-transition metal, metalloids, or alkali or alkaline earth metals.

[0705] By "inorganic acid" is meant an acid which does not contain any carbon atoms other than carbonic acid.

[0706] According to a particular embodiment of the invention, the inorganic metallic salt(s) can be chosen from among halides such as chlorides, fluorides, iodides and bromides, carbonates, sulfates, phosphates, nitrates, perchlorates, their hydrates, and mixtures thereof.

[0707] According to a more particular embodiment, the crosslinking agent R is an organic metallic salt derived from a carboxylic acid.

[0708] More specifically, the crosslinking agent R is an organic metal salt selected from the (poly)(hydroxy)(Ci-C6)alkylcarboxylates of alkali, alkaline earth, transition metal, and post-transition metal salts such as aluminium.

[0709] It is understood that the metal (poly)(hydroxy)(Ci-C6)alkylcarboxylate implies that the (Ci-C6)alkyl group is optionally substituted by one or more hydroxyl groups and one or more carboxyl or carboxylate groups. Preferably, the metal (poly)(hydroxy)(Ci-C6)alkylcarboxylate represents Ra-C(0)-0M, with M representing a transition metal such as titanium (Ti), or alternatively a post-transition metal such as aluminum (Al), and Ra representing a linear or branched (Ci-C6)alkyl group optionally substituted by at least one hydroxyl group.

[0710] According to a preferred embodiment of the invention, the metal salt(s) is / are organic, preferably selected from citrates, lactates, glycolates, gluconates, acetates, propionates, fumarates, oxalates, glycinates, tartrates, their hydrates and mixtures thereof. More preferably, acetates, lactates or mixtures thereof such as aluminum acetate or aluminum lactate.

[0711] According to a preferred embodiment, the metal salt(s) are selected from basic aluminum acetate, aluminum oxalate, hydrated or non-hydrated aluminum citrate, aluminum lactate, aluminum glycinate and mixtures thereof.

[0712] According to an even more preferred embodiment, the metallic salt is basic aluminum acetate. G) Rare earth derivatives

[0713] According to another particular embodiment, the crosslinking agent R is a metal compound belonging to the rare earth group M”, and in particular a metal salt belonging to the rare earth group.

[0714] By "salt of metal belonging to the rare earth group" is meant a salt obtained in particular from the action of an acid on a metal belonging to the rare earth group.

[0715] The metal compound(s) belonging to the rare earth group may be in the form of hydrates.

[0716] The metal compound(s) belonging to the rare earth group may be organic or inorganic. They may be in salt form or not.

[0717] By "organic salt of metal belonging to the rare earth group" is meant a salt resulting in particular from the action of an organic acid (in particular a carboxylic acid) on a metal belonging to the rare earth group.

[0718] By "inorganic salt of metal belonging to the rare earth group" is meant a salt obtained in particular from the action of an inorganic acid on a metal belonging to the rare earth group.

[0719] By "inorganic acid" is meant an acid which does not contain any carbon atoms other than carbonic acid.

[0720] Examples of metals belonging to the rare earth group M” include scandium, yttrium, lanthanum, cerium, praseodymium, neodymium, promethium, samarium, europium, gadolinium, terbium, dysprosium, holmium, erbium, thulium, ytterbium, and lutetium. Preferably, the metal(s) belonging to the rare earth group are chosen from cerium, yttrium, ytterbium, lanthanum, and europium; more preferably, the metal(s) belonging to the rare earth group M” are chosen from cerium and yttrium.

[0721] Preferably, the metal belonging to the rare earth group M'' is chosen from cerium, yttrium, ytterbium, lanthanum, europium and mixtures thereof. More preferably, the metal belonging to the rare earth group is chosen from cerium, yttrium and mixtures thereof.

[0722] Preferably, the metal belonging to the rare earth group M' ' is in the +III oxidation state.

[0723] According to the invention, the metal compound belonging to the rare earth group can be chosen from rare earth salts and rare earth complexes.

[0724] The term “rare earth complex” is understood to mean the combination of metal M” with one or more ligands.

[0725] Hereafter, the term “ligand” is understood to mean an ion or molecule bearing a group which associates, by ionic bond and / or coordination bond, with the metal M”. The same ligand may bear several groups which associate by ionic bond and / or coordination bond.

[0726] A definition of rare earth salts or complexes can be found in the document: Progress in the Science and Technology of the Rare Earths, Volume 1, published by Leroy Eyring in 1964, edited by Macmillan Company and written by F. Gaume-Mahn, page 259 and following.

[0727] The rare earth salts and complexes according to the invention are characterized by the fact that they contain at least one metal atom M” belonging to the rare earth group and that this atom is in the +III oxidation state.

[0728] The metal belonging to the rare earth group M” can then be associated, via its electron shell, with ni anionic groups forming an ionic bond with M” and / or with n2 groups forming a coordination bond with M”. The groups forming a coordination bond are, for example, groups with a doublet donor, such as carbonyl or amine.

[0729] If n2=0, the rare earth group metal compound forms a salt and in this case, the rare earth group metal M'' is associated with 3 anionic groups.

[0730] If n2>0, the metal compound belonging to the rare earth group forms a complex and in this case, the number of anionic groups ni can vary from 0 to 3.

[0731] The metal belonging to the rare earth group M” is associated with one or more anionic groups and / or one or more groups forming a coordination bond.

[0732] The ligands associated with metals belonging to the M” rare earth group to form a corresponding rare earth complex are such as those described below.

[0733] ​​a) Typically, the ligand can be a mono-anionic ion, monatomic or non-monatomic such as a nitrate, or a hydroxyl (OH-) or a halide (typically chloride, bromide). By way of example, the resulting rare earth compound can then be M”C13, M”(OH)3, M”(NO3)3, and in particular CeNO3, YNO3, laNO3, CeCl3, YC13, LaCl3, more preferably rare earth halides, especially the Ce and Y halogenates such as CeCl3, and YC13.

[0734] b) The ligand can be a di- or tri-anionic ion such as phosphate or sulfate. Examples include rare earth compounds such as MPO4, or M2(SO4)3 and in particular CePO4, YPO4, LaPO4, Ce2(SO4)3, Y2(SO4)3 and La2(SO4)3.

[0735] c) The ligand may contain one or more group(s) forming a coordination bond and a function forming an ionic bond.

[0736] Thus, the ligand can be a mono- or polycarboxylate molecule, such as acetate or succinate. In this case, the carboxylate function is considered to play the role of anionic group, via the hydroxyl group of the carboxylic group, and the role of a coordinating group via the lone pair on the oxygen of the carbonyl group. Thus, the resulting rare-earth compound can be M”(R-(COO)n)3 / n. The ligand can, in addition to bearing one or more carboxylates, contain other functional groups, such as hydroxyl or amine groups. Thus, the ligand can be composed entirely or partially of hydroxycarboxylic acids or aminocarboxylic acids. Examples of mono- or multicarboxylic compounds bearing complementary functional groups include tartrate, citrate, glycolate, and ethylenediaminetetraacetate (EDTA) ions.

[0737] The ligand may carry a non-localized anionic charge, such as acetylacetonate. The rare earth compound will then be M”(acetylacetonate)3 or M”(acetylacetonate)3.7H2O where each acetonate binds to the metal M” by its two carbonyl functions, one acting as an anionic group, the other as a coordination bonding group.

[0738] The ligand may also be of the aromatic type, such as a phenol, a cyclopentadiene (Progress in the Science and Technology of the Rare Earths, published by Leroy Eyring and written by F. Gaume-Mahn, page 296), or a pyridine.

[0739] d) The rare earth compound may comprise one or more ligands forming a coordination bond and one or more ligands forming an ionic bond. Thus, the rare earth compound may be yttrium dihydroxyacetate Y((OH)2acetate) (Synthesis and Properties of Yttrium Hydroxyacetate Sols by SS Balabanov, EM Ga-vrishchuk, and DA Permin, Inorganic Materials, 2012, Vol. 48, No. 5, pp. 500-503).

[0740] e) The rare earth compound may be a mixed salt in which one of the cations M'” represents a cation other than a rare earth cation, such as, for example, an alkali or an alkaline earth or a cationic organic cation, in particular a quaternary amine (or ammonium) for example mono / bi / tri / tetra(Ci-C4)alkylammonium, or mono / bi(Ci-C4)alkyl imidazolium, (Ci-C4)alkylpyridinium, more particularly the rare earth compound of mixed salt is Li,Ce(SO4)2.

[0741] Often very hygroscopic, compounds belonging to the rare earth group can be found in the form of hydrates, such as CeCl3.7H2O; YC13.6H2 O; LaCl3.7H2O, Ce(acetonate)3.xH2O.

[0742] According to a particular embodiment of the invention, the compound or compounds belonging to the rare earth group are selected from salts of organic acids such as citrates, lactates, glycolates, gluconates, acetates, propionates, fumarates, oxalates, tartrates, mesylates and methosulfates, in particular gluconates, their hydrates and mixtures thereof.

[0743] According to a preferred embodiment, the metal salt(s) belonging to the rare earth group are inorganic.

[0744] Preferably, the inorganic metal salt(s) belonging to the rare earth group are chosen from among halides such as chlorides, fluorides, iodides and bromides, carbonates, sulfates, phosphates, nitrates, perchlorates, their hydrates, and mixtures thereof.

[0745] More preferably, the inorganic metal salt(s) belonging to the rare earth group are chosen from among halides such as chlorides, fluorides, iodides and bromides, nitrates, their hydrates, and mixtures thereof.

[0746] Even more preferably, the inorganic metal salt(s) belonging to the rare earth group are chosen from chlorides, nitrates, their hydrates and their mixtures.

[0747] According to a particularly preferred embodiment, the compound or compounds belonging to the rare earth group are chosen from Ce(NO3)3, Y(NO3)3, La(nO3)3, CeCl3, YC13, LaCl3 and their mixtures.

[0748] According to an even more preferred embodiment, the compound or compounds belonging to the rare earth group are chosen from CeCl3, YC13 and their mixtures.

[0749] According to a preferred embodiment, the crosslinking agent is chosen from A) (poly)amines, B) (poly)thiols, C) (poly)acrylates, D) metal alkoxides and E) (poly)carbonyl compounds, and preferably from A) (poly)amines, B) (poly)thiols and C) (poly)acrylates.

[0750] 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 chain end), c) triamine polyethers, such as Polyetheramine (or jeffamine), d) aminoalkoxysilanes, such as APTES, and e) polydialkylsiloxanes comprising primary amine groups at the chain end 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, in particular that marketed by Momentive Performance Materials, f) NH2-alk-NH2 polyamine compounds, in which alk denotes a C2-C20 divalent hydrocarbon chain,possibly interrupted by one or more heteroatoms chosen from -O-, -N(R)- with R denoting a hydrogen atom or a C1-C4 alkyl radical, such as spermidine.

[0751] According to a preferred embodiment, said (poly)amine compounds A) are selected from a) chitosans, such as poly(D-Glucosamine), c) triamine polyethers, such as Polyetheramine (or jeffamine), and e) polydialkylsiloxanes comprising primary amine groups at the end 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, notably that marketed by Momentive Performance Materials and f) NH2-alk-NH2 polyamine compounds, in which alk denotes a C2-C20 hydrocarbon divalent chain possibly interrupted by one or more heteroatoms selected from -O-, -N(R)- with R denoting a hydrogen atom or a C1-C4 alkyl radical, such as spermidine or 4,7,10-Trioxa-1,13-tridecanediamine.

[0752] In particular, said (poly)thiol compounds B) are selected from a) polydialkylsiloxanes with thiol functions, and b) alkoxysilanes with thiol functions, particularly are selected from a) polydialkylsiloxanes with thiol functions, preferably polydimethylsiloxanes comprising thiol groups on the side chain (such as mercaptopropyl) especially those of formula (XIII).

[0753] In particular, said (poly)acrylate C) 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.

[0754] According to a preferred embodiment, the crosslinking agent(s) ii) is / are selected from:

[0755] A) (poly)amine compounds selected from:

[0756] ia) chitosans such as poly(D-Glucosamine),

[0757] ib) diamine polyethers, in particular polyethylene glycol a, co-diamine, with an amine function at the end of the chain,

[0758] ic) triamine polyethers, in particular polyetheramine (or jeffamine),

[0759] id) aminoalkoxysilanes, in particular APTES,

[0760] ie) NH2-alk-NH2 polyamine compounds, in which alk denotes a C2-C20 hydrocarbon divalent chain, optionally interrupted by one or more heteroatoms selected from -O-, -N(R)- with R denoting a hydrogen atom or a C1-C4 alkyl radical, in particular spermidine and 4,7,10-Trioxa-1,13-tridecanediamine, and

[0761] if) polydialkylsiloxanes comprising primary amine groups at the end of the chain or on side chains, in particular polydimethylsiloxanes comprising primary amine groups, more particularly poly(dimethoxysiloxane) terminated by bis(3-aminopropyl) (PDMS-diNH2) and amodimethicones comprising amine groups on side chains, more particularly bis-cetearyl amo-dimethicone;

[0762] B) (poly)thiol compounds selected from:

[0763] iia) thiol-functionalized polydialkylsiloxanes, and

[0764] iib) alkoxysilanes with thiol functions,

[0765] and in particular selected from compounds iia) polydialkylsiloxanes with thiol functions, preferably from polydimethylsiloxanes comprising thiol groups on the side chain, in particular mercaptopropyl, and more particularly selected from compounds of formula (XIII):

[0766] Ra-Si(Rb)(Rd)-O-[Si(Ra)(Rb)-O]m-[Si(Rb)(ALK1-SH)-O]n-Si(Rb)(Rd)-Ra (XIII)

[0767] formula (XIII) in which:

[0768] - Ra and Rb, identical or different, preferably identical, represent a group (Ci-C4)alkyl, in particular methyl, a (Ci-C4)alkoxy group, in particular methoxy, an aryl group, in particular phenyl, an aryloxy group, in particular phenoxy, an aryl(Ci-C4)alkyl group, in particular benzyl, or an aryl(Ci-C4)alkoxy group, in particular benzoxy, and preferably a (Ci-C4)alkyl group, more preferably methyl,

[0769] - Rd represents a (Ci-C4)alkyl group, in particular methyl, a (Ci-C4 )alkoxy, in particular methoxy, an aryl group, in particular phenyl, an aryloxy group, in particular phenoxy, an aryl(Ci-C4)alkyl group, in particular benzyl, an aryl(Ci-C4)alkoxy group, in particular benzoxy, or a (Ci-C6)alkyl group substituted by a (Ci-C4)alkylamino, amino, or thiol group, and preferably a (Ci-C4)alkyl group, more preferably methyl,

[0770] and preferably Ra, Rb, and Rd, are identical and represent a (Ci-C6)alkyl group, more preferably methyl,

[0771] - 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 oxygen, a (thio)carbonyl group C(X) with X representing O or S, or their combinations, in particular -O-, -OC(O)- or -C(O)-O-, preferably ALKi represents a (Ci-C6)alkylene group, more preferably (CrC4)alkylene, even more preferably propylene,

[0772] - n and m, whether identical or different, represent an integer greater than 2, and in par in particular the values ​​of m and n are such that the average molecular weight by weight of said polyorganosiloxane is between 1000 and 55000 g.mol1; and

[0773] C) (poly)acrylate compounds of formula (XIV):

[0774] L[-YC(O)-C(Re)=CH2]q (XIV)

[0775] formula (XIV) in which:

[0776] - q represents an integer greater than or equal to 2, in particular n is included in exclusively between 2 and 10, and preferably between 2 and 5,

[0777] - L denotes a multivalent group that is 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 optionally interrupted and / or terminated by one or more heteroatoms or groups selected from O, S, N, Si, C(X), and their combinations, in particular -O-, -OC(X)-, -N(R)-C(X)-, -Si(Rc)(Rd)-O- with R representing a hydrogen atom or a (Ci-C6)alkyl group, in particular methyl;and / or L being optionally substituted 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, representing an oxygen atom, a sulfur atom, or an N(Rb) group, a and b being 0 or 1, preferably the sum of a and b being 1, Ra and Rb, identical or different, representing a hydrogen atom, a (Ci-C6)alkyl group, or an aryl(Ci-C4)alkyl group, in particular 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, ;

[0778] - Re represents a hydrogen atom or an (Ci-C4)alkyl group, in particular methyl, preferably Re, represents a hydrogen atom, and

[0779] - Y represents an oxygen atom or an amino group -N(H)-, preferably a oxygen atom,

[0780] preferably Y is an oxygen atom and Re is a hydrogen atom, preferably L represents a di- or trivalent hydrocarbon chain, preferably trivalent, comprising from 1 to 8 carbon atoms, q is 2 or 3, preferably 3, and

[0781] more preferably the compounds of formula (XIV) are trimethylolpropane triacrylate;

[0782] D) metal alkoxides 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), 2-1'-ethylhexyl titanium (Ti(OCH2CH(C2H5)(CH2)3CH3)4), and mixtures thereof, more preferably chosen from zirconium propoxide, titanium propoxide, titanium butoxide and mixtures thereof,

[0783] E) (poly)carbonyl compounds selected from (poly)carbonyl compounds comprising a C5-C7 carbocycle, saturated or unsaturated, aromatic, preferably aromatic, such as phenyl, or non-aromatic and saturated such as cyclohexyl, more preferably unsaturated and aromatic, such as terephthaledhyde. Cosmetic Actives iii)

[0784] According to a particular embodiment, the process of the invention further comprises the application of iii) at least one cosmetic active ingredient, to keratin fibers, preferably hair.

[0785] More particularly, in the treatment process according to the invention, at least one of the compositions "Cl", "C2", "C3", "C4" or "C5" implemented comprises one or more cosmetic active ingredients.

[0786] In particular, the cosmetic active ingredient(s) iii) is / are chosen from:

[0787] a) coloring materials (or coloring agents), in particular selected from pigments, direct colorants and mixtures thereof,

[0788] b) active ingredients for the care of keratin fibers, preferably hair,

[0789] c) UV filters, and

[0790] d) their mixtures.

[0791] According to a particular embodiment, at least one cosmetic agent iii) is chosen from coloring materials, preferably chosen from pigments, direct colorants and their mixtures, more preferably pigments.

[0792] According to another embodiment, at least one of the compositions “Cl”, “C2”, “C3”, “C4” or “C5” implemented comprises one or more cosmetic actives chosen from a) colouring materials (or colouring agents), in particular chosen from pigments, direct colorants and their mixtures, preferably chosen from pigments.

[0793] According to a particular embodiment, the composition “Cl” contains at least one cosmetic active ingredient iii) as defined above and below, preferably chosen from a) colouring materials, and more preferably chosen from pigments.

[0794] According to a particular embodiment, composition “C2” contains at least one cosmetic active ingredient iii) as defined above and below, preferably chosen from a) colouring materials, and more preferably chosen from pigments.

[0795] According to a particular embodiment, the composition “C3” contains at least one cosmetic active ingredient iii) as defined above and below, preferably chosen from a) colouring materials, and more preferably chosen from pigments.

[0796] Of course, a person skilled in the art will take care to choose this or these potential 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 not substantially, altered by the envisaged addition. Colouring substances

[0797] According to a particular embodiment, the process of the invention uses one or more coloring materials.

[0798] More particularly, in the process of the invention, at least one of the compositions "Cl", "C2", "C3", "C4" or "C5" implemented, comprises at least one coloring matter, particulate or not, water-soluble or not, and preferably at a rate of at least 0.01% by weight, relative to the total weight of the composition considered.

[0799] For obvious reasons, this quantity is likely to vary significantly with regard to the intensity of the color effect sought and the colonic intensity provided by the coloring materials considered and its adjustment clearly falls within the competence of the person skilled in the art.

[0800] Preferably, at least one of the compositions "Cl", "C2", "C3", "C4" or "C5" comprises at least one colouring material selected from pigments, direct dyes and their mixtures, more preferably pigments.

[0801] More preferably, the pigment(s) of the invention are chosen from carbon black, iron oxides, in particular yellow, red and black and iron oxide coated micas, triarylmethane pigments, in particular blue and violet, in particular BLUE 1 LAKE, azo pigments, in particular red, more particularly D&C RED 7, the alkali metal salt of lithol red, in particular the calcium salt of lithol red B, and even more preferably from red iron oxides, yellow iron oxides and azo pigments, in particular red, more particularly D&C RED 7. Pigments

[0802] For the purposes of this invention, "pigment" means any compound capable of imparting color to keratinous materials. 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.

[0803] Suitable pigments for the invention may 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.

[0804] These pigments can be synthetic or natural.

[0805] These pigments can be in the form of powder or pigment paste.

[0806] They may be coated or uncoated.

[0807] These pigments can, for example, be chosen from mineral pigments, organic pigments, lacquers, special effect pigments such as mother-of-pearl or glitter, and mixtures thereof.

[0808] A pigment suitable for the invention can be chosen from among mineral pigments.

[0809] By “mineral pigment” is meant any pigment that meets the definition of The Ullmann encyclopedia, in the chapter on inorganic pigments, mentions manganese violet and blue among the mineral pigments useful in the present invention. ultramarine, chromium hydrate, ferric blue and oxides or dioxides of titanium, zirconium or cerium, as well as oxides of zinc, iron or chromium.

[0810] It may also be a pigment having a structure that is, 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 may also be a pigment having a structure that is, for example, of the silica microspheres containing iron oxide type. An example of a pigment with this structure is that marketed by Miyoshi under the reference PC Bail PC-LL-100 P, this pigment being composed of silica microspheres containing yellow iron oxide.

[0811] Advantageously, the pigments may be iron oxides and / or titanium dioxides.

[0812] A pigment suitable for the invention can be chosen from among organic pigments.

[0813] 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. .

[0814] 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).

[0815] The pigments according to the invention can also be in the form of composite pigments as described in patent EP 1 184 426. These composite pigments can 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.

[0816] The organic pigment can also be a lacquer.

[0817] By "lacquer" is meant dyes adsorbed onto insoluble particles, the whole thus obtained remaining insoluble during use.

[0818] 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 (beta-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.

[0819] As examples of lacquers, we can cite the product known under the following name: D & C Red 7 (CI 15 850 :1).

[0820] The pigment can also be a special effects pigment.

[0821] By "special effect pigments" is meant pigments which generally create a colored appearance (characterized by a certain shade, a certain vibrancy and a certain 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.

[0822] 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.

[0823] The size of the pigment used in the composition according to the present invention is generally between 10 nm and 200 pm, preferably between 20 nm and 80 pm, and more preferably between 30 nm and 50 pm.

[0824] The pigments can be dispersed within the composition by means of a dispersing agent.

[0825] 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.

[0826] 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.

[0827] According to another embodiment of the invention, the pigment(s) according to the invention are mineral pigments. Direct Dyes

[0828] According to a particular embodiment of the invention, the cosmetic active ingredient is a coloring material chosen from one or more direct colorant(s).

[0829] By "direct dye" is meant 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.

[0830] Among the direct dyes suitable for the invention, we can mention the direct dyes azo; (poly)methine dyes such as cyanines, hemicyanines and styryls; carbonyl dyes; azine dyes; nitro(hetero)aryl dyes; tri(hetero)arylmethane dyes; porphyrin dyes; phthalocyanine dyes and natural direct dyes, alone or in mixtures.

[0831] Direct dyes are preferably cationic direct dyes. Examples include hydrazono cationic dyes of formulas (A) and (B) below and azo cationic dyes of formulas (C) and (D) below:

[0832] Hét+-C(Ra)=NN(Rb)-Ar, Q (A)

[0833] Hét+-N(Ra)-N=C(Rb)-Ar, Q (B)

[0834] Het+-N=N-Ar, Q (C)

[0835] Ar+-N=N-Ar' ', Q (D)

[0836] formulas (A) to (D) in which:

[0837] - 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 (Ci-C8)alkyl group such as methyl;

[0838] - 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;

[0839] - Ar represents an aryl group, in particular phenyl, possibly substituted, preferably by one or more electron-donating groups such as (CrC8)alkyl possibly substituted, (CrC8)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;

[0840] - 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;

[0841] - Ra and Rb, identical or different, representing a hydrogen atom or a (CrC8)alkyl group possibly substituted, preferably by a hydroxyl group;

[0842] 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 (C1-C4)alkyl group possibly substituted by a hydroxyl group;

[0843] - Q- represents an organic or mineral anionic counterion such as a halide or an alkyl sulfate.

[0844] In particular, one can cite direct dyes with endocyclic cationic charges azo and hydrazono of formula (A) to (D) as defined previously.

[0845] More specifically, endo-cyclic cationic direct dyes described in patent applications WO 95 / 15144, WO 95 / 01772 and EP-714954.

[0846] Preferably, the direct dyes are chosen from the compounds with the following formulas (E) and (F):

[0847] [Chem.62]

[0849] formula (E) or (F) wherein:

[0850] - R1 represents an (Ci-C4)alkyl group such as methyl;

[0851] - R2 and R3, whether identical or different, represent a hydrogen atom or a (Ci-C4)alkyl group such as methyl;

[0852] - 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;

[0853] - Z represents a CH group or a nitrogen atom, preferably CH;

[0854] - Q- is an anionic counterion as defined above, particularly ha- lohenide such as chloride or an alkylsulfate such as methylsulfate or mesytyl.

[0855] 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- an anionic counter ion as defined above, particularly a halide such as chloride or an alkyl sulfate such as methyl sulfate or mesytyl. Direct dyes may be selected among the anionic direct dyes. The anionic direct dyes of the invention are dyes commonly called "acid" direct dyes because of their affinity with alkaline substances.

[0856] By "anionic direct dyes" is meant any direct dye having in its structure at least one CO2R' or SO3R' substituent with R' denoting a hydrogen atom or a cation from a metal or an amine, or an ammonium ion.

[0857] Anionic direct dyes may be selected from acid nitro direct dyes, acid azo dyes, acid azinic dyes, acid tria-rylmethane dyes, acid indoamine dyes, acid anthraquinone dyes, indigoids and acidic natural dyes.

[0858] Among the natural direct dyes that can be used according to the invention are lawsone, juglone, alizarin, purpurin, carminic acid, kermesic acid, purpurogallin, protocatechaldehyde, indigo, isatin, curcumin, spinulosin, apigenidine, and orceins. Extracts or decoctions containing these natural dyes, and in particular henna-based poultices or extracts, can also be used.

[0859] Preferably, the direct dyes are chosen from among the anionic direct dyes.

[0860] Colouring materials, preferably pigments, may be present in concentrations ranging from 0.01% to 30% by weight, preferably from 0.02% to 20% by weight, more particularly from 0.05% to 15% by weight, relative to the total weight of the composition which contains them.

[0861] The direct colorant(s) may be present in concentrations ranging from 0.001% to 10% by weight, preferably from 0.005% to 5% by weight, relative to the total weight of the composition which contains them.

[0862] Preferably, the cosmetic active ingredient(s), in particular the colouring material(s), and more particularly the pigment(s), are introduced into at least one of the compositions "Cl", "C2", "C3", "C4" or "C5". Keratin fiber care actives

[0863] According to a particular embodiment, the process of the invention uses b) one or more active ingredients for the care of keratin fibers, in particular hair.

[0864] More particularly, in the process of the invention, according to one embodiment, at least one of the compositions "Cl", "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.

[0865] The term "hydrophilic active" means a water-soluble or water-dispersible active capable to form hydrogen bonds.

[0866] The hair care cosmetic active ingredient(s) may be chosen in particular from among active ingredients having an action on the barrier function, antioxidant active ingredients, moisturizing active ingredients, sebum regulating active ingredients, active ingredients intended to combat the effects of pollution, antimicrobial or bactericidal active ingredients, perfumes, vitamins and their derivatives, in particular their esters, especially tocopherol (vitamin E) and its esters (such as tocopherol acetate), and their mixtures.

[0867] Among the active ingredients for the care of keratin fibers, we can mention in particular antioxidant active ingredients, moisturizing active ingredients, and sebum regulating active ingredients.

[0868] The active ingredient(s) for the care of keratin fibers may in particular be present in the composition containing them, 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. UV filters

[0869] According to one embodiment of the process of the invention, at least one of the compositions "Cl", "C2", "C3", "C4" or "C5" implemented includes, as a cosmetic active ingredient, at least one UV filter.

[0870] The UV filter(s) is a UV filter commonly used in cosmetics.

[0871] It can be chosen from the positive list contained in Annex VI of Regulation (EC) No 1223 / 2009, which specifies the list of UV filters authorized in cosmetics.

[0872] The UV filters suitable for the invention can be of different kinds.

[0873] They can be lipophilic, hydrophilic or insoluble organic.

[0874] 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.

[0875] 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.

[0876] 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.

[0877] According to a preferred embodiment, the compositions, preferably cosmetic, may include at least one organic and / or mineral UV filter (filters of UV radiation from sunlight).

[0878] In particular, the UV filter(s) are selected from bis-resorcinyl triazine derivatives, dibenzoylmethane derivatives, benzylidene camphor derivatives, and mixtures thereof. Organic UV filters may also be selected from anthra-nilic derivatives; cinnamic derivatives; salicylic derivatives; benzophenone derivatives; phenyl benzotriazole derivatives; benzalmalonate derivatives, particularly those cited in US patent 5,624,663; phenyl benzimidazole derivatives; imidazolines; 4,4-diarylbutadiene derivatives; bis-benzoazolyl derivatives, as described in EP patents 6,693,230 and US patents 2,463,264; and p-aminobenzoic acid (PABA) derivatives. the derivatives of methylene bis-(hydroxyphenyl benzotriazole), 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 derived 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.

[0879] According to a particular embodiment, the concentration of organic UV filters in the compositions varies from 1% to 50% by weight, preferably from 1% to 40% by weight, and even, for example, from 5% to 35% by weight, relative to the total weight of the composition.

[0880] The UV filter(s) may be mineral UV filters, which are generally pigments. The pigments may be coated or uncoated.

[0881] 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.

[0882] According to a particular embodiment, the compositions “Cl” to “C5” are devoid of mineral UV filters.

[0883] According to a particular embodiment, the quantity of the mineral UV filter(s) present in compositions "Cl", "C2", "C3", "C4" or "C5" can range from 0.01% to 20% by weight, relative to the total weight of the composition containing them. For example, it ranges from 1% to 15% by weight, relative to the total weight of the composition.

[0884] According to a particular embodiment, at least one of the compositions "Cl" to "C5" further includes one or more organic UV filters and one or more mineral UV filters.

[0885] According to a particular embodiment, the compositions comprise an association of UV filters as described in French patent FR 2 977 490, application WO 2013 / 004777 or US application 2014 / 0134120.

[0886] Preferably, the process for treating keratin fibers, preferably hair, and the compositions "Cl", "C2", "C3", "C4" or "C5" implement or include one or more coloring materials selected from pigments, direct dyes and their mixtures, 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 D&C RED 7. Fatty phase - Fatty substances

[0887] According to a particular embodiment, the process of the invention further employs iv) one or more fatty substances, in particular one or more oils, preferably volatile.

[0888] In particular, at least one of the compositions "Cl", "C2", "C3", "C4" or "C5" implemented in the process of the invention contains a fatty phase.

[0889] In particular, at least one of the compositions "Cl", "C2", "C3", "C4" or "C5", implemented in the process of the invention comprises one or more fatty substances, distinct from compounds i), in particular one or more oils, preferably volatile.

[0890] By "oil" is meant a liquid fat at room temperature (20 °C) and atmospheric pressure (760 mm Hg).

[0891] By "hydrocarbon oil" is meant an oil formed essentially, or even composed, of carbon and hydrogen atoms, and possibly of oxygen and nitrogen atoms, and not containing silicon or fluorine atoms. It may contain alcohol, ester, ether, carboxylic acid, amine and / or amide groups.

[0892] According to one embodiment of the invention, the oil(s) iv) is / are chosen from volatile oils, in particular:

[0893] - hydrocarbon oils having 8 to 16 carbon atoms, in particular C8-Ci6 branched alkanes, in particular isoalkanes, more specifically iso-alkanes (also called isoparaffins), preferably Ci3-Ci6 isoparaffin, isododecane, isodecane, isohexadecane, for example oils sold under the trade names of Isopars or Permetyls, alone or in mixtures, preferably isododecane (also called 2,2,4,4,6-pentamethylheptane), linear alkanes, in particular Cn-Ci6, alone or in mixtures, in particular hexane, decane, undecane, tridecane, isoparaffins in particular n-dodecane (Ci2) and n-tetradecane (Ci4), the undecane-tridecane mixture, mixtures of n-undecane (Cn) and n-tridecane (Cn), and mixtures thereof, as well as mixtures of n-undecane (Cn) and n-tridecane (Cn), and volatile non-aromatic cyclic alkanes of C5-Ci2;

[0894] - short-chain esters having from 3 to 8 carbon atoms in total, in particular ethyl acetate, methyl acetate, propyl acetate, n-butyl acetate;

[0895] - hydrocarbon oils with a carbonate structure of R'rO-C(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, more preferably chosen from dibutylcarbonate or dipentylcarbonate;

[0896] - the ether oils of formula RrO-R2, in which Ri and R2 denote, inde hanging from each other, a linear, branched or cyclic C4-C8 alkyl group, preferably a C4-C8 alkyl group;

[0897] - silicone oils, in particular comprising 2 to 7 silicon atoms, and comprising, possibly, alkyl or alkoxy groups having from 1 to 10 carbon atoms, in particular dimethicones of viscosity 5 and 6 cSt, cyclopentadimethyl-siloxane, dodecamethylpentasiloxane, cyclohexadimethylsiloxane, octamethyl cyclotetrasiloxane, decamethyl cyclopentasiloxane, dodecamethyl cyclohexa-siloxane, heptamethyl hexyltrisiloxane, heptamethyloctyl trisiloxane, hexamethyl disiloxane, octamethyl trisiloxane, decamethyl tetrasiloxane, dodecamethyl pentasiloxane, and mixtures thereof;

[0898] more preferably the volatile oil(s) iv) are chosen from among the C8-Ci6 alkanes, in particular branched, preferably isododecane.

[0899] In particular, at least one of the compositions “Cl”, “C2”, “C3”, “C4” or “C5” used in the process according to the invention comprises one or more non-volatile oil(s), preferably chosen from:

[0900] - non-volatile fluorinated oils, in particular selected from fluorinated polyethers, fluorosilicone oils, fluorinated silicones;

[0901] - 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, and their mixtures;

[0902] - non-volatile non-polar hydrocarbon oils, in particular selected from the linear or branched compounds, of mineral or synthetic origin: i) oil of paraffin, ii) squalane, isoeicosane, iii) mixtures of linear, saturated hydrocarbons, more particularly in Ci5-C28, in particular 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;

[0903] - non-volatile polar hydrocarbon oils that may be selected from:

[0904] (i) fatty alcohols, saturated, unsaturated, linear or branched, of C10-C26, preferably mono-alcohols; in particular, 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, in particular lauryl alcohol, isostearyl alcohol, oleic alcohol, 2-butyloctanol, 2-undecyl pentadecanol, 2-hexyldecyl alcohol, isocetyl alcohol, octyldodecanol and mixtures thereof;

[0905] ii) triglycerides consisting of esters of fatty acids and glycerol, in particular of which the fatty acids may have chain lengths ranging from C4 to C36, and in particular from C18 to C36, these oils being linear or branched, saturated or unsaturated; by way of examples, one may mention in particular heptanoic or octanoic triglycerides, caprylic / capric acid triglycerides; vegetable oils such as wheat germ, sunflower, grapeseed, sesame, corn, apricot kernel, castor, shea, avocado, olive, soybean, sweet almond, palm, rapeseed, cottonseed, hazelnut, macadamia, jojoba, alfalfa, poppy, pumpkin, squash, blackcurrant, evening primrose, millet, barley, quinoa, rye, safflower, candlenut, passionflower, rosehip, peanut, coconut, argan, passionflower, kaya; the liquid fraction of shea butter, and the liquid fraction of cocoa butter;as well as mixtures thereof;

[0906] 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 being in particular 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, 2-ethylhexyl palmitate, alkyl benzoate, poly diheptanoate ethylene glycol, propylene glycol diethyl 2-hexanoate and mixtures thereof, hexyl laurate, neopentanoic acid esters such as isodecyl neopentanoate, isotridecyl neopentanoate, isostearyl neopentanoate, octyl-2-docecyl neopentanoate, isononanoic acid esters, in particular isononyl isononanoate, isotridecyl isononanoate, octyl isononanoate, oleyl erucate; lauroyl isopropyl sarcosinate, diisopropyl sebacate, isocetyl stearate, isodecyl neopentanoate, isostearyl behenate, myristyl myristate;

[0907] iv) hydroxylated esters, in particular polyglycerol-2 triisostearate;

[0908] v) aromatic esters, in particular tridecyl trimellitate, alcohol benzoate in C12-C15, the 2-phenyl ethyl ester of benzoic acid, butyl octyl salicylate;

[0909] vi) linear fatty acid esters having a total carbon number from 35 to 70, in particular pentaerythrityl tetrapelargonate;

[0910] vii) C24-C28 branched fatty alcohol or fatty acid esters, in particular triisoarachidyl citrate, pentaerythrityl tetraisononanoate, glyceryl triisostearate, glyceryl tridecyl-2-tetradecanoate, pentaerythrityl tetraisostearate, polyglyceryl-2 tetraisostearate or pentaerythrityl tetradecanoate;

[0911] viii) polyesters obtained by condensation of unsaturated fatty acid dimers and / or trimers and diols, in particular those with the INCI names dilinoleic acid / butanediol copolymer and dilinoleic acid / propanediol copolymer; polyesters obtained by condensation of fatty acid dimers and diol dimers, in particular dilinoleyl dimer dilinoleate

[0912] ix) synthetic ethers having 10 to 40 carbon atoms, in particular di-caprylyl ether;

[0913] x) di-alkyl carbonates, the 2 alkyl chains being either identical or different, in particular dicaprylyl carbonate;

[0914] xi) vinylpyrrolidone copolymers, in particular the vinylpyr-rolidone / l-hexadecene copolymer; and

[0915] xii) their mixtures;

[0916] - non-volatile carbonate oils can be selected from carbonates of formula R8-OC(O)-O-R9, with R8 and R9, identical or different, representing an alkyl chain from C4 to C[2, and preferably from C6 to C10, linear or branched; the carbonate oils may be dicaprylyl carbonate (or dioctyl carbonate), di(ethyl-2-hexyl) carbonate, dipropylheptyl carbonate, dibutyl carbonate; di-neopentyl carbonate; dipentyl carbonate; di-neoheptyl carbonate; di-heptyl carbonate; di-isononyl carbonate; or di-nonyl carbonate; and preferably dioctyl carbonate;

[0917] - 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, and l-(2-methylpropyl)-3-methylbutyl. 3,7-dimethyloctyl, and a 2-(l,3,3-trimethylbutyl)-5,7,7-trimethyloctyl group.Examples of cyclic alkyl groups include cyclohexyl, 3-methylcyclohexyl, 3,3,5-trimethylcyclohexyl, dilaury ether, diisostearyl ether, dioctyl ether, no-nylphenyl ether, dodecyl dimethyl butyl ether, cetyl dimethyl butyl ether, cetyl isobutyl ether, and mixtures thereof.

[0918] Preferably, the non-volatile oil(s) is / are chosen from among the poly-isobutenes, hydrogenated or not, preferably hydrogenated, in particular 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, as defined above, in particular isononyl isononanoate.

[0919] More 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, in particular iso-alkanes, preferably Ci3-Ci6 Isoparaffin, isododecane, isodecane, isohexadecane, alone or in mixtures, and more preferably isododecane.

[0920] According to a preferred embodiment, the process of the invention uses one or more fatty substances (iv), distinct from the compounds of formula (I), in particular at least one oil, preferably at least one volatile oil, more preferably at least a volatile hydrocarbon oil.

[0921] In particular, the quantity of oil(s), distinct from the compounds i), in at least one of the compositions "Cl", "C2", "C3", "C4" or "C5"", implemented in the process according to the invention, ranges from 1% to 99% by weight, relative to the total weight of the composition, more particularly from 2% to 98% by weight, preferably from 3% to 97%, better from 5% to 96% by weight, relative to the total weight of the composition.

[0922] According to another particular embodiment, the process of the invention does not use fatty substances iv) separate from the compounds of formula (I).

[0923] According to yet another embodiment, at least one of the compositions "Cl", "C2", "C3", "C4" or "C5"", implemented in the process according to the invention, contains a mixture of fatty substances v) distinct from the compounds i), and selected from mixtures of at least one volatile oil, preferably hydrocarbon, and at least one non-volatile oil, such as octyldodecanol. Compositions

[0924] Another object of the invention is compositions, in particular cosmetics, containing at least one compound selected from the compounds of formulas (la), (Ib), (le), (Id), (le), as described above, as well as their salts, isomers and / or solvates such as hydrates, more particularly compositions, in particular cosmetics, containing at least one compound of formulas (lie), (lid), (lie), as described above.

[0925] Another object of the invention is compositions, in particular cosmetics, containing at least one compound selected from compounds (8), (9), (10), (11), (12), (13) and (14), as described above, as well as their salts, isomers, solvated.

[0926] Another object of the invention is compositions, in particular cosmetics, containing at least one compound selected from compounds of formulas (I), (la), (Ib), (le), (Id) and / or (le), as described above, as well as their salts, isomers and / or solvates such as hydrates, different from compounds (1) to (7) as defined above.

[0927] According to a particular embodiment, the process for treating keratin fibers, preferably hair, according to the invention uses water. Thus, according to this variant, at least one of the compositions "C1" to "C5" used in the process of the invention comprises water. According to this variant, the compositions "C1", "C2", "C3", "C4" and / or "C5" are aqueous or hydroalcoholic compositions.

[0928] According to a preferred embodiment, the process for treating keratin fibers, preferably hair, according to the invention does not use water. Thus, according to this variant, the compositions "Cl", "C2", "C3", "C4" and / or "C5" are anhydrous compositions.

[0929] According to a particular embodiment, at least one of the compositions "Cl", "C2", "C3", "C4" and / or "C5" comprise an isododecane / ethanol mixture, in particular in a volume ratio of between 1 / 99 and 99 / 1, more particularly between 5 / 95 and 95 / 5.

[0930] According to a particular embodiment, at least one of the compositions "Cl", "C2", "C3", "C4" and / or "C5" comprise an isododecane / octyl-dodecanol mixture, in particular in a volume ratio of between 1 / 99 and 99 / 1, more particularly between 5 / 95 and 95 / 5.

[0931] According to a particular embodiment, at least one of the compositions "Cl", "C2", "C3", "C4" or "C5" may be in the form of a water-in-oil emulsion or an oil-in-water emulsion.

[0932] According to a particular embodiment, the compositions “Cl”, “C4” or “C5” may be in anhydrous form, water-in-oil emulsion or oil-in-water emulsion.

[0933] According to a particular embodiment, composition "C4" is anhydrous. In particular, composition "C4" is anhydrous, and it comprises at least one oil, in particular volatile, preferably isododecane.

[0934] According to another particular embodiment, composition “C4” comprises water. In particular, composition “C4” comprises water, and optionally at least one volatile or non-volatile oil, and / or at least one C1-C4 alcohol such as ethanol or isopropanol, and / or at least one non-volatile oil.

[0935] The compositions “Cl” to “C5” implemented in the process of the invention may further comprise one or more solvents, distinct from water.

[0936] According to a particular embodiment of the invention, the compound(s) of formula (I) as defined above are used in a medium containing at least one solvent, preferably at least one polar and / or protic solvent, other than water.

[0937] According to this embodiment, the composition “Cl”, “C2”, “C3”, “C4” and / or “C5” implemented in the process of the invention comprises one or more solvents, preferably one or more polar and / or protic solvents, other than water.

[0938] Preferably, the composition “Cl”, “C2”, “C3”, “C4” and / or “C5” implemented in the process of the invention comprises at least one polar and / or protic solvent selected from monoalcohols having 2 to 6 carbon atoms, in particular selected from ethanol, propanol, n-butanol, isopropanol, isobutanol, tert-butanol, pentanol, hexanol, preferably n-butanol or ethanol, and even more preferably ethanol.

[0939] According to one embodiment, the composition “Cl”, “C2”, “C3”, “C4” and / or "C5" implemented in the process of the invention comprises one or more solvents distinct from water in a content of less than 95% by weight, more preferably less than 92% by weight, relative to the total weight of the composition.

[0940] According to one embodiment, the composition “C2” or “C3” or “C4” is anhydrous.

[0941] According to another embodiment, the composition “C4” is aqueous.

[0942] As an organic solvent, we can also mention water-miscible polyols at room temperature (25 °C), in particular chosen from polyols having 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; polyol ethers such as 2-butoxyethanol, propylene glycol monomethyl ether, diethylene glycol monoethyl ether and monomethyl ether, as well as aromatic alcohols such as benzyl alcohol, and mixtures thereof.

[0943] 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, preferably glycerin.

[0944] The compositions “Cl”, “C2”, “C3”, “C4” or “C5” implemented in the process of the invention may further comprise one or more adjuvants commonly used in cosmetics, in particular chosen from thickeners, film-forming agents, gelling agents, trace elements, softeners, sequestrants, perfumes, alkalizing or acidifying agents, dispersing agents, preservatives, fillers, surfactants, anti-hair loss agents, anti-dandruff agents, free radical scavengers, propellants, polar additives, polymers, or mixtures thereof.

[0945] Another object of the invention is a composition, called "C3", in particular cosmetic, comprising i) at least one compound of formula (I), or (la), (Ib), (le), (Id) and / or (le), and / or (lie), (lid) and / or (lie), as defined above, ii) at least one crosslinking agent, in particular as defined above, and iii) at least one cosmetic active, in particular as defined above, preferably chosen from a) coloring materials, preferably chosen from pigments, direct colorants and their mixtures, and more preferably from pigments.

[0946] Another object of the invention is the cosmetic use of the composition "C3" as defined above, for the treatment of keratin fibers, in particular for the care, styling and / or coloring of keratin fibers, preferably hair.

[0947] A composition of "Cl", "C2", "C3", "C4" or "C5" is generally suitable to an application on keratin fibers, in particular an application on hair, and therefore generally includes a physiologically acceptable medium, i.e. compatible with keratin fibers, especially human keratin fibers such as hair.

[0948] Preferably, this is a cosmetically acceptable medium, that is to say, one which has a pleasant colour, odor and feel and does not generate unacceptable discomforts, i.e. tingling, pulling, which may deter the user from applying this composition.

[0949] According to a particular embodiment, a composition "Cl", "C2", "C3", "C4" or "C5" is in the form of a hair product, in particular a hair coloring product or a styling product, especially one devoid of coloring material, such as hairspray, or a styling product such as mousse or gel. Kit

[0950] According to yet another aspect, the present invention also relates to a kit or device, particularly a cosmetic one, with several compartments comprising:

[0951] - at least one compartment containing at least i) at least one compound of formula (I), or (la), (Ib), (le), (Id) and / or (le), as defined above, and possibly iii) at least one cosmetic active ingredient, in particular as defined above, in particular including the composition "Cl" as defined above;

[0952] - at least one compartment separate from that which contains i) and containing ii) at least a crosslinking agent, in particular as defined above, and possibly iii) at least one cosmetic active ingredient, in particular as defined above, in particular comprising composition 'C4' as defined above; and

[0953] - optionally, at least one compartment separate from those containing i) and ii), and containing iii) at least one cosmetic active ingredient, in particular as defined above, identical or different from that / those possibly contained in compartments comprising i) and ii).

[0954] Preferably, the compartment comprising at least i), in particular a "Cl" composition, does not comprise a crosslinking agent ii).

[0955] Preferably, the compartment comprising at least one crosslinking agent ii), in particular a "C4" composition, does not contain i) a compound of formula (I).

[0956] The invention is illustrated in more detail by the examples shown below. Unless otherwise indicated, the quantities shown are expressed as mass percentages. Examples Methods and Measurements Hair application

[0957] The hair coloring evaluation protocol is detailed below:

[0958] The evaluations are conducted according to three different protocols: in 1, 2 or 3 step(s), each on strands of natural hair that are 90% white. a) One-step protocol

[0959] The compounds of formula (I) with acetoacetate functions and the crosslinking agents are mixed together before application. The system remains fluid long enough to allow application to the substrate.

[0960] The composition is applied to strands of dry natural hair that are 90% white, at a rate of 1 g of composition per gram of strand.

[0961] The hair strands are left at room temperature for 5 minutes.

[0962] The hair strands are then combed and blow-dried for 3 minutes.

[0963] The hair strands are left at room temperature for 18 hours at 80% relative humidity. The hair is colored evenly and intensely. b) Two-step protocol

[0964] A first composition, called a "base coat," is applied to strands of dry, natural hair that is 90% white, at a rate of 0.5 g of the composition per gram of strand. The strands are then combed. This coating is applied to the keratinous materials and then left to set for 30 minutes at room temperature (25 °C).

[0965] After this first step, a second composition, called "top coat", is applied to the strand of hair, at a rate of 0.5 g per gram of strand.

[0966] After application, the hair strands are then combed and dried with a hairdryer.

[0967] The hair strands are left at room temperature for 24 hours under a fume hood. The hair is colored evenly and intensely.

[0968] 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 c) 3-step protocol

[0969] A first composition containing pigments carried in a cosmetic solvent is applied to strands of dry natural hair that are 90% white, at a rate of 0.5 g of composition per gram of strand, then it is waited 1 minute, at room temperature (25 °C).

[0970] A second composition, called a "base coat", is applied to this colored strand, at a rate of 0.5 g of composition per gram of strand. The strands are then combed, and left to set for 30 minutes at room temperature (25 °C).

[0971] After this second step, a third composition, called a "top coat", is applied on the strand of hair, at a rate of 0.5 g per gram of strand.

[0972] After application, the hair strands are then combed and dried with a hairdryer.

[0973] The hair strands are left at room temperature for 24 hours under a fume hood. The hair is colored evenly and intensely.

[0974] 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. Shampooing Protocol

[0975] 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.

[0976] 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.

[0977] The strands of hair are then placed in a watch glass and left for 1 minute.

[0978] 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.

[0979] Once the tests of several shampoos have been carried out, the strands of hair are combed and dried with a hairdryer. Permanence Protocol

[0980] The persistence of the color of the highlights was evaluated in the CIE L*a*b* system, using a Minolta Spectrophotometer CM3600A colorimeter (illuminant D65, angle 10°, specular component included).

[0981] 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.

[0982] The persistence of the colour is evaluated 24 h after the last application of the formula composition (I) for the 1-step protocol, or after the application of the "Top Coat" for the 2 and 3-step protocols, by the colour difference AE between the coloured strands before shampooing, then after having undergone 3 or 5 shampoos according to the protocol described above.

[0983] The lower the AE value, the more the color is resistant to shampooing.

[0984] The value of AE is calculated according to the following equation:

[0985] [Math.l] as ~ <ïl' - y+7® ;!5’ &.v

[0986] In this equation, L*a*b* represent the values ​​measured after hair coloring and after shampooing, and L0*a0*b0* represent the values ​​measured after hair coloring but before shampooing.

[0987] Hairstyling application: hairstyling evaluation protocol

[0988] The styling evaluation protocol is detailed below:

[0989] 2 g of a solution containing the formulas described below are sprayed onto a Strand (90% Natural White BN hair, 20.5 cm long). The strand is weighed before and after application. Approximately 0.5 g of the composition is actually deposited on the strand.

[0990] The wick is wrapped around a brush (approximately 2 cm in diameter and 3 cm long). The wick is left at room temperature at 25 °C.

[0991] After 24 hours, the strand is removed from the brush and hung. The length of the strand is then measured. After another 24 hours of suspension, the length of the strand is measured again.

[0992] A comparison of loop retention is carried out between the compositions according to the invention and the comparative compositions.

[0993] Example 1: Synthesis of castor oil with acetoacetate function (Compound No. 1)

[0994] The synthesis is represented by the following preparation scheme:

[0996]

[0997]

[0998] In a 250 mL SVL® reactor equipped with mechanical stirring, a thermometer, and a distillation column, 50 g of castor oil (commercially available from Société Interchimie) and 25.40 g of tert-butyl acetoacetate are introduced. The reaction mixture is heated to 130 °C using an oil bath. After 7 hours, the reaction mixture is cooled, transferred to a 250 mL bulb flask, and heated to 120 °C under continuous vacuum using a rotary evaporator for 1 hour. Example 2: Synthesis of hydroxylated castor oil with acetoacetate function (Compound No. 2) The synthesis is represented by the following preparation diagram: Step a): Step b):

[1001] In step a), the hydroxylated castor oil is prepared: In a 250 mL flask equipped with a magnetic stirrer and under argon, 10 g of castor oil (commercially available from Interchimie), 9 g of 3-Mercapto-1,2-propanediol (commercially available from Sigma Aldrich), and 0.7 g of 2-Hydroxy-2-methylpropiophenone (commercially available from Sigma Aldrich) are added to 20 mL of ethyl acetate and stirred for 5 minutes under argon. The reaction mixture is then irradiated under a UV lamp (100 W, 365 nm) for 4 hours and subsequently washed 3 times with saturated NaCl water.

[1002] The organic phase is separated, dried over MgSO4, and then concentrated under vacuum. Finally, the solvent, traces of thiol, and photoinitiator (2-Hydroxy 2-methylpropiophenone) are removed by distillation under reduced pressure. The resulting product is used as is in the next step.

[1003] In step b), the hydroxylated castor oil is functionalized with acetoacetate groups: 10 g of hydroxylated castor oil obtained in step a) and 12 g of tert-butyl acetoacetate are introduced into a 250 mL round-bottom flask equipped with a magnetic stirrer. The reaction mixture is heated to 130 °C using an oil bath. After 4 hours, the reaction mixture is placed under continuous vacuum for 1 hour. A viscous, yellow-colored oil is obtained.

[1004] Example 3: Synthesis of epoxidized oil with acetoacetate function (Compound No. 3)

[1005] The synthesis is represented by the following preparation scheme: Step a):

[1006] [Chem. 67] Step b):

[1007] [Chem.68]

[1008] In step a), in a 500 mL SVL® reactor equipped with mechanical stirring, an argon inlet, and a distillation column, 200 g of epoxidized oil (Vikoflex 7170 marketed by Arkema), 50.4 g of lactic acid, and 6.52 g of caffeine are introduced. The reaction mixture is heated at 120 °C for 5 hours. The polyhydroxylated compound is obtained. A slightly yellow, viscous oil is produced.

[1009] In step b), in a 500 mL SVL® reactor equipped with mechanical stirring, an argon inlet, and a distillation column, 165 g of the polyhydroxylated compound obtained in step a) and 116.74 g of tert-butylacetoacetate are introduced. The reaction mixture is heated between 130 °C and 140 °C for 5 hours. After 5 hours of heating, the mixture is placed under vacuum at 50 mbar at 140 °C. A viscous, orange-colored oil is obtained.

[1010] The oil obtained is diluted with ethyl acetate and washed 3 times with a saturated sodium bicarbonate solution, then 2 times with water. The organic phase is filtered through MgSO4, and then the ethyl acetate is distilled using a rotary evaporator at 100 °C under reduced pressure. A slightly orange, viscous oil is obtained.

[1011] Example 4: Synthesis of soybean oil with acetoacetate function (Compound No. 4)

[1012] The synthesis is represented by the following preparation scheme: Step a):

[1013] [Chem.69] Step b):

[1014] [Chem.70]

[1016] In step a), in a 250 mL flask equipped with a magnetic stirrer, 10 g of soybean oil (Henry Lamotte Oils), 10 g of 3-Mercapto-1,2-propanediol (marketed by Sigma Aldrich) and 0.8 g of 2-Hydroxy

[1017]

[1018]

[1019]

[1020] 2-Methylpropiophenone (commercially available from Sigma Aldrich) is added to 25 mL of ethyl acetate and stirred for 5 minutes under argon. The reaction mixture is then irradiated under a UV lamp (100 W, 365 nm) for 4 hours and subsequently washed 3 times with saturated NaCl water. The organic phase is separated, dried over MgSO4, and then concentrated under vacuum. The solvent, traces of thiol, and photoinitiator are removed by distillation under reduced pressure. In step b), 10 g of hydroxylated soybean oil obtained in step a) and 14 g of tert-butyl acetoacetate are introduced into a 250 mL round-bottom flask equipped with a magnetic stirrer. The reaction mixture is then heated to 130 °C using an oil bath. After 4 hours, the reaction mixture is cooled and placed under continuous vacuum for 1 hour to remove the excess tert-butyl acetoacetate. A viscous, yellow oil is obtained. Example 5: Synthesis of an "acidic" oil with acetoacetate function (Compound No. 5) The synthesis is represented by the following preparation diagram: Step a): [Chem.72]

[1021] Step b): [Chem.73] Step c): 1 ' ■ -y

[1023] In step a), in a 500 mL SVL® reactor equipped with mechanical stirring and a distillation column, 100 g of citric acid and 419 g of oleic alcohol are introduced. The reaction mixture is heated using a heating mantle at 190 °C for 7 hours and then at 220 °C for 5 hours. The reaction is monitored by acid number. When the acid number is less than 5, the reaction is stopped.

[1024] In step b), in a 250 mL flask equipped with a magnetic stirrer, 100 g of the acidic oil obtained in a), 70 g of 3-Mercapto-1,2-propanediol (commercially available from Sigma Aldrich) and 5 g of 2-Hydroxy-2-methylpropiophenone (commercially available from Sigma Aldrich) are added to 15 mL of ethyl acetate and stirred for 5 minutes under argon. The reaction mixture is then irradiated under a UV lamp (100 W, 365 nm) for 4 hours and subsequently washed 3 times with saturated NaCl water. The organic phase is separated, dried over MgSO4, and then concentrated under vacuum. The solvent, traces of thiol, and photoinitiator (2-Hydroxy-2-methylpropiophenone) are removed by distillation under reduced pressure.

[1025] In step c), 100 g of the hydroxylated acid oil obtained in step b) and 100 g of tert-butyl acetoacetate are introduced into a 250 mL round-bottom flask equipped with a magnetic stirrer. The reaction mixture is heated to 130 °C using an oil bath. After 4 hours of reaction, the reaction mixture is placed under continuous vacuum for 1 hour. A viscous, brown-colored oil is obtained.

[1026] Example 6: Synthesis of a castor oil with acetoacetate function (Compound No. 6)

[1027] The synthesis is represented by the following preparation scheme: Step a): Step b):

[1030] In step a), in a 250 mL flask equipped with a magnetic stirrer, 100 g of castor oil (commercially available from Interchimie), 17 g of 3-Mercapto-1,2-propanediol (commercially available from Sigma Aldrich), and 1 g of 2-Hydroxy-2-methylpropiophenone (commercially available from Sigma Aldrich) are added to 20 mL of ethyl acetate and stirred for 5 minutes under argon. The reaction mixture is then irradiated under a UV lamp (100 W, 365 nm) for 4 hours and subsequently washed 3 times with saturated NaCl water. The organic phase is separated, dried over MgSO4, and then concentrated under vacuum. The solvent, traces of thiol and photoinitiator (2-Hydroxy 2-methylpropiophenone) are removed by distillation under reduced pressure.

[1031] In step b), 100 g of hydroxylated castor oil obtained in step a) and 99 g of tert-butyl acetoacetate are introduced into a 250 mL round-bottom flask equipped with a magnetic stirrer. The reaction mixture is then heated to 130 °C using an oil bath (oil bath set to 140 °C). After 4 hours, the reaction mixture is placed under continuous vacuum for 1 hour. A viscous, yellow-colored oil is obtained. Example 7: Preparing Formula A

[1032] Formula A is prepared from the contents indicated in the table below. The contents are expressed as a percentage by weight, relative to the total weight of the composition.

[1033] [Tables] Formula A Compounds (invention) Acetoacetate functional oil as described in Example 1 20 Red Iron Oxide (CI: 77491, Sunpuro Red Iron Oxide C33-8001, marketed by Sun) 6 Bis-Cetearyl Amodimethicone (marketed by Momentive Performance Materials) 5 Isododecane / EtOH (90 / 10) qsp10 Table 1

[1034] Formula A is prepared by simply mixing the ingredients detailed in Table 1 using a Speed ​​Mixer (a mixing device that uses centrifugal force) for 2 minutes, at 3,500 rpm and at room temperature.

[1035] Example 8: One-step hair coloring application of formula A

[1036] Formula A is applied according to the one-step capillary application protocol described above. The evaluation results are summarized in the table below:

[1037] [Tables2] Composition Number of shampoos L* a* b* AE Formula A 0 32.85 22 19 15.52 - (invention) 3 IJ IJ 18.66 12.9 1.7 Table 2: Colorimetric Measurements

[1038] The colored hair strands according to the invention have an AE value of less than 2. It therefore appears that the application of formula A according to the process of the invention makes it possible to obtain a very good colonic persistence. Example 9: Preparing Formulas B

[1039] Formulas B are prepared from the contents indicated in the table below. The contents are expressed as a percentage by weight, relative to the total weight of the composition in question.

[1040] [Tables 3] ('imposed Formula B: (Base Coat 1 + Top Coat) | (invention) Base Film a io Example I Iron Oxide ictioas aeéweéï.vœs s Xouge don ï 20 Coat 0:77491. S? 8091. as; mpuro Red iron Oxtde € cùdisè par Sun.) 33- 6 Isododecane s qsp 100 Top Coat 4,7,10-Trioxa-mimber : 42* Sîgm.i Xldrich 1,13-uideean.ediamme (C; 6-51-9, marketed 1) XS | usr 5 qsp 100 Table 3

[1041] The compositions of "Base Coat" and "Top Coat" are prepared by simply mixing the ingredients detailed in Table 3 using a Speed ​​Mixer (a mixing equipment which uses centrifugal force) for 2 minutes, at 3,500 rpm and at room temperature.

[1042] Example 10: Two-step hair coloring application of formulas B

[1043] Formulas B are applied according to the two-step capillary application protocol described above.

[1044] The evaluation results are summarized in the table below:

[1045] [Tables4] Composition Number of shampoos L* a* b* AE Formulas B (Base Coat + Top Coat) (Invention) 0 32.15 26.77 19.53 - 3 32.62 26.77 20.59 0.2 5 34.16 25.02 19.02 2 7 Table 4: Colorimetric Measurements

[1046] The hair strands colored according to the invention exhibit an AE value of 0.2 after 3 shampoos, and of 2.7 after 5 shampoos. It therefore appears that the application of formulas B according to the process of the invention makes it possible to obtain very good colonic retention.

[1047] In particular, visually, the red coloration appears unchanged between the coloration obtained immediately after implementing the process of the invention, and after 3 and 5 successive shampoos. In addition, the hair appears individualized after treatment and feels very pleasant to the touch. Example 11: Preparing Formulas C

[1048] Formula C is prepared from the contents indicated in the table below. The contents are expressed as a percentage by weight, relative to the total weight of the composition in question.

[1049] [Tables 5] Compounds Formula C (Base Coat + Top Coat) (invention) Base Coat Acetoacetate functional oil as per Example 1 20 Red Iron Oxide (CI: 77491, Sunpuro Red Iron Oxide C33-8001, marketed by Sim) 6 Poly(dimethylsiloxane), bis(3-aminopropyl) tenninated (PDMS-diNH2) (CAS Number: 106214-84-0, marketed by Gelest, Mn = 50,000 g / mol) 5 Isododecane q.s. 100 Top Coat [4-6? o (Metcaptopropyl)Meryl Isiloxane] Dimethylsiloxane cqpolymer (CAS Number: 102783-03-9), marketed by Gelest, molecular weight 6,000-8,000) 5 Isododecane q.s. 100 Table 5

[1050] The compositions of "Base Coat" and "Top Coat" are prepared by simply mixing the ingredients detailed in Table 5 using a Speed ​​Mixer (a mixing device that uses centrifugal force) for 2 minutes, at 3,500 rpm and at room temperature.

[1051] Example 12: Two-step hair coloring application of formulas C

[1052] Formula C is applied according to the two-step capillary application protocol described above.

[1053] The evaluation results are summarized in the table below:

[1054] [Tableauxô] Composition Number of shampoos L* a* b* AE Formulas C (Base Coat + Top Coat) (Invention) 0 32.74 26.47 19.64 - 3 33.35 24.85 17.7 1.75 Table 6: Wind-related measurements

[1055] The colored hair strands according to the invention have an AE value of less than 2. It therefore appears that the application of formulas C according to the process of the invention makes it possible to obtain a very good colonic persistence.

[1056] In particular, visually, the red colouring appears unchanged between the colouring obtained just after implementing the process of the invention, and after 3 successive shampoos. Example 13: Preparing Formulas D

[1057] Formula D is prepared from the contents indicated in the table below. The contents are expressed as a percentage by weight, relative to the total weight of the composition in question.

[1058] [Tables?] Formula D Compounds (Base Coat + Top Coat) (invention) Base Coat: Acetoacetate-functional oil as per Example 6 20 Red Iron Oxide (CI: 77491, Sunpuro Red Iron Oxide C33-8001, marketed by Sun) 6 Isododecane / Ethanol (50 / 50) q.s. 100 Top Coat: Bis-Cetcaryl Amodimcthicune (marketed by Momentive Performance Materials) J Spermidine (CAS number: 124-20-9, marketed by Sigma Aidrich) 3.5 Isododecane / Ethanol (90 / 10) q.s. 100 Table 7

[1059] The compositions of "Base Coat" and "Top Coat" are prepared by simply mixing the ingredients detailed in Table 7 using a Speed ​​Mixer (a mixing device that uses centrifugal force) for 2 minutes, at 3,500 rpm and at room temperature.

[1060] Example 14: Two-step hair coloring application of formulas D

[1061] Formula D is applied according to the two-step capillary application protocol described above.

[1062] The evaluation results are summarized in the table below:

[1063] [Tables8] Composition Number of shampoos L* a* b* AE Formulas D (Base Coat + Top Coat) (Invention) 0 29.95 25.08 18.19 - 3 30.14 24.98 18.05 0.23 5 99 72 24.47 17.72 0.28 Table 8: Colorimetric Measurements

[1064] The colored hair strands according to the invention have an AE value of less than 2. It therefore appears that the application of formulas D according to the process of the invention makes it possible to obtain a very good colonic persistence. Example 15: Preparing Formulas E

[1065] Formula E is prepared from the contents indicated in the table below. The contents are expressed as a percentage by weight, relative to the total weight of the composition in question.

[1066] [Tables 9] Formula E Compounds (Base Coat + Top Coat) (invention) Acetoacetate functional oil as per example 5 20 Base Coat Yellow Iron Oxide (SUNPURO YELLOW IRON OXIDE C33-9001) 6 Spermidine (CAS number: 124-20-9, marketed by Sigma Aldrich) 9 Isododecane / Ethanol (50 / 50) q.s. 100 Top Coat Bis-Celeryl Amodimelhicone (marketed by Momentive Performance Materials) 5 Isododecane / Ethanol (90 / 10) q.s. 100 Table 9

[1067] The compositions of "Base Coat" and "Top Coat" are prepared by simply mixing the ingredients detailed in Table 9 using a Speed ​​Mixer (a mixing device that uses centrifugal force) for 2 minutes, at 3,500 rpm and at room temperature.

[1068] Example 16: Two-step hair coloring application of formulas E

[1069] Formula E is applied according to the two-step capillary application protocol described above.

[1070] The evaluation results are summarized in the table below:

[1071] [TableauxlO] Composition Number of shampoos L* a* b* AE Formulas E (Base Coat + Top Coat) (Invention) 0 47.45 12.03 30.1 - 3 51.41 11.67 30.1 1.93 Table 10: Elorimetric measurements

[1072] The colored hair strands according to the invention have an AE value of less than 2. It therefore appears that the application of formulas E according to the process of the invention makes it possible to obtain a very good colonic persistence. Example 17: Preparing Formulas F

[1073] Formulas F are prepared from the contents indicated in the table below. The contents are expressed as a percentage by weight, relative to the total weight of the composition in question.

[1074] [Tables II] Formula F Compounds (Base Coat + Top Coat) (invention) 1st step Black Iron Oxide (C33-7001 SUN PURO) 6 Spermidine (CAS number: 124-20-9, marketed by Sigma Aldrich) 2 Water q.s. 100 2nd step Acetoacetate oil as per example 2 20 Isododecane Ethanol (50 / 50) q.s. 100 3rd step Spermidine (CAS number: 124-20-9, marketed by Sigma Aldrich) 5 S — S'-- Water q.s. 100 Table 11

[1075] The compositions are prepared by simply mixing the ingredients detailed in Table 11 using a Speed ​​Mixer (a mixing device that uses centrifugal force) for 2 minutes, at 3,500 rpm and at room temperature.

[1076] Example 18: Application of hair coloring in 3 steps using formulas F

[1077] Formula F is applied according to the three-step capillary application protocol described above.

[1078] The evaluation results are summarized in the table below:

[1079] [Tables 12] Composition Number of shampoos L* a* b* AE Formulas I (3 compositions) (Invention) 0 24.37 -0.41 0.95 - 3 24.69 0.03 1.46 0.45 5 25.11 -0.14 0.7 0.64 Table 12: Colorimetric Measurements

[1080] The colored hair strands according to the invention have an AE value of less than 2. It therefore appears that the application of the F formulas according to the process of the invention makes it possible to obtain a very good colonic persistence. Example 19: Preparation of compositions G to Q

[1081] Compositions G to Q are prepared from the contents indicated in the table below. The contents are expressed as a percentage by weight, relative to the total weight of the composition in question. Compounds Fcrmtik O (ccmiparative) Formula H (invention) - 3 £ b. .8, Formula J (invention) § es 'SS g « BS £ Formula L (invention) Formula M (comparative) Formula N (invention) Formula O (invention) Formula P (comparative) Formula Q (invention) Acetoacetate functional oil according to example 1 - 10 - 5.5 - - - - - - Acetoacetate functional oil according to example 5 - - 10 - 7 - - Acetoacetate functional oil according to example 6 - - - - - - 10 S. Trimethylol propane triacrylate (CAS No.: 15625-89-5, marketed by Sigma Aldrich) - - 10 4.5 - - - - - - Polydimethylisiloxae), bis(3-aminopropyl) terminated (POMS-diNIL) (CAS No.: 106214-84-0, marketed by Gelest, Mn = 50,000 g / mol) - - - - 10 3 - - - Spermidine (CAS number: 124-20-9, marketed by Sigma Aldrich) - - - - - - 10 'V 1,8 Diazabicyclo[5.4.0]undec-7-ene - - 0.5 - - ■- IsododecaneÆthanol (90 / 10) too qs 100 qs 100 qs 100 - - - - Isododecane / Ethanol (50 / 50) - - - - 100 qs 100 qs 100 qs 100 qs 10O qs 100 qsp 100. Table 13

[1083] Example 20: Styling application of compositions G to O - Curl evaluation

[1084] Compositions G to Q are applied according to the styling protocol described above.

[1085] The results of the loop evaluations are summarized in the table below: Formulas Value after application (in cm) Value after 24 µm suspension (in cm) Formula G (comparative) 12 16 Formula H (invention) 10 15 Formula I (comparative) 11 15 Formula J (invention) 5 6 Formula K (comparative) 13 17 Formula L (invention) 7 13 Formula M (comparative) 8 12 Formula N (invention) 4.5 9 Formula O (invention) 7 Not evaluated Formula P (comparative) 8.5 13 Formula Q (invention) 4 4.5 Table 14

[1087] It appears that the strands treated with formulas H, J, L, N, O and Q according to the process of the invention, make it possible to significantly improve the shape of the curls which appear sharper and closer together unlike the strands treated with comparative formulas G, I, K, M and P.

[1088] Furthermore, even after 24 hours, the strands treated with the formulas according to the process of the invention lost significantly less curl shape than the comparative strands.

Claims

Demands

1. A process for treating, in particular for cosmetic purposes, keratin fibers, especially for the care, styling and / or coloring of keratin fibers, preferably hair, comprising applying to said keratin fibers, in one or more successive steps, at least: (i) one or more compounds of formula (I), as well as its optical, geometric and / or solvated isomers, such as hydrates, or a composition containing it or them: (I) (H)p - Z.......(Y-AOja [(O)r(AKl) q -^ formula (I) in which: - Z represents a multivalent hydrocarbon radical in C2 to C40, in particular in C3 to C36, linear or branched, saturated or unsaturated, conjugated or not, acyclic or cyclic, aromatic or not, Z possibly being interrupted by one or more groups or heteroatoms chosen from -O-, -N(Ra)-, -S-, -C(O)-, (hetero)cycles, and their combinations; - AK1 represents a linear or branched divalent hydrocarbon chain saturated or unsaturated in C1-C12, preferably in Ci-C6, more preferably saturated in Ci-C6; - AK2 represents a linear or branched monovalent hydrocarbon chain, saturated or unsaturated, in Ci-C40, optionally substituted by one or more identical or different radicals chosen from -OR, -X-AK3-(OC(O)-C(Ra)(Rb)-C(O)-R4)v; and / or said chain being optionally interrupted by one or more heteroatoms or groups chosen from -O-, -S-, -C(O)-, (hetero)cycle(s), and their combinations, in particular -OC(O)-, -C(O)-O- and / or -(hetero)cycle-O-(hetero)cycle-; - AK3 represents a linear or branched divalent hydrocarbon chain saturated or unsaturated in C1-C12, preferably in Ci-C6, more preferentially saturated in Ci-C6, even more preferentially in Ci-C4; - R represents a hydrogen atom, a linear or branched alkyl radical saturated or unsaturated in Ci-C6, preferably in CrC4, in particular methyl, or a -C(O)-C(Ra)(Rb)-C(O)-R4 radical;

2. - X represents -O-, -S-, -OC(O)- or -C(O)-O-; - Y represents -OC(O)- or -C(O)-O-; - R4 represents a monovalent hydrocarbon radical in C1 to C6, linear or branched, saturated or unsaturated, preferably a (Ci-C4)alkyl group, in particular methyl or tert-butyl, more preferably methyl; - Ra and Rb, whether identical or different, represent a hydrogen atom or an (CrC4)alkyl group, preferably a hydrogen atom; - p denotes an integer equal to 0 or 1; - m denotes an integer equal to 0, 1, 2, 3 or 4; it being understood that when m is greater than 1, then the radicals -Y-AK2 are identical or different; - n denotes an integer equal to 0, 1, 2, 3 or 4; it being understood that when n is greater than 1, then the radicals -(O)t-(AKi)q-(OC(O)-C(R a)(Rb)-C(O)-R4)u are identical or different; -1 denotes an integer equal to 0 or 1; - q denotes an integer equal to 0 or 1; - u denotes an integer equal to 1, 2 or 3; - v denotes an integer equal to 1, 2 or 3; provided that if q is equal to 0 then t is equal to 0, that (m + n) is greater than or equal to 1, and that the compounds of formula (I) contain at least two -C(0)-C(Ra)(Rb)-C(0)-R4 groups; and ii) possibly at least one crosslinking agent. A treatment process according to the preceding claim, wherein the compound(s) of formula (I), as well as their optical, geometric and / or solvated isomers, such as hydrates, are such that: - Z represents the trivalent radical -CH2-CH-CH2-; - p is equal to 0; - n is equal to 0; - m is equal to 3; - AK2 represents a linear or branched monovalent hydrocarbon chain, saturated or unsaturated, in C[2-C24 possibly substituted by one or more identical or different radicals chosen from -OR, -X-AK3-(OC(O)-C(Ra)(Rb)-C(O)-R4)v, and / or said chain possibly being interrupted by one or more heteroatoms or groups chosen from -O-, -S-, -C(O)-, epoxides, and their combinations, in particular -O(CO)- or -C(O)-O-; - Y, AK3, v, R, X, R4, Ra and Rb being as defined according to claim 1; it being understood that the compounds contain at least 2 radicals -C(O)-C(Ra)(Rb)-C(O)-R4.

3. A treatment method according to claim 1, wherein the compound(s) of formula (I), as well as their optical, geometric and / or solvated isomers, such as hydrates, are such that: - p is equal to 0; - Z represents a multivalent hydrocarbon radical in C4 to C24, particularly in C6 to C20 plus particularly in CM to C20, in particular Cp, linear or branched, saturated or unsaturated, preferably saturated, acyclic, Z being further optionally substituted by one or more radicals -[(O)t-(AKl)q- (OC(O)-C(Ra)(Rb)-C(O)-R4)u]n; - n denotes an integer equal to 0, 1, 2, 3 or 4; it being understood that when n is greater than 1, then the radicals -(O)t-(AKi)q-(OC(O)-C(R a)(Rb)-C(O)-R4)u are identical or different; preferably n is non-zero; - m is equal to 1;- AK2 represents a linear or branched monovalent hydrocarbon chain, saturated or unsaturated, preferably saturated, in C3-C8, in particular C4 or C6, substituted by one or more identical or different radicals selected from -OR, -X-AK3-(OC(O)-C(Ra)(Rb)-C(O)-R4)v, preferably substituted by one or more -OR radicals; and / or said chain being optionally interrupted by one or more heteroatoms or groups selected from -O-, -S-, -C(O)-, (hetero)cycle(s), and their combinations, in particular -OC(O)-, -C(O)-O-, -(hetero)cycle-O-(hetero)cycle-, and preferably being uninterrupted; - Y, AK1, AK3, t, q, u, v, R, X, R4, Ra and Rb being as defined according to claim 1; it being understood that the said compound contains at least 2 radicals -C(O)-C(Ra)(Rb)-C(O)-R4.;

4. A treatment method according to claim 1, wherein the compound(s) of formula (I), as well as their optical, geometric, and / or solvated isomers, such as hydrates, are such that: - p is equal to 0; - n + m is equal to 4, m being non-zero; - Z represents a tetravalent, hydrocarbon radical from C2 to C24, particularly from C3 to C10, particularly C3, unsubstituted and uninterrupted, linear or branched, saturated or unsaturated, preferably saturated and acyclic; - AK2 independently represent a mo- hydrocarbon chain

5. novalent linear or branched, saturated or unsaturated, preferably saturated, in Ci2-C24, preferably in Ci6-C20, in particular C[8, optionally substituted by one or more identical or different radicals selected from -OR and -X-AK3-(OC(O)-C(Ra)(Rb)-C(O)-R4)v, preferably substituted by one or more radicals -X-AK3-(OC(O)-C(Ra)(Rb)-C(O)-R4)v; and / or said chain optionally being interrupted by one or more heteroatoms or groups selected from -O-, -S-, -C(O)-, (hetero)cycle(s), and their combinations, in particular -OC(O)-, -C(O)-O-, -(hetero)cycle-O-(hetero)cycle-, and preferably being uninterrupted; - AK3 represents a linear or branched divalent hydrocarbon chain saturated or unsaturated in CrCi2, preferably in Ci-C6, more preferentially saturated in Ci-C6, even more preferentially in C2-C4, better in C3; - v is as defined in claim 1; preferably v is equal to 2; - X is as defined in claim 1; preferably X denotes a sulfur atom; - Y, AK1, u, t, q, R, R4, Ra and Rb are as defined according to claim 1; it being understood that the said compound contains at least 2 radicals -C(O)-C(Ra)(Rb)-C(O)-R4. Processing method according to claim 1, wherein the compound(s) of formula (I), as well as their optical, geometric and / or solvated isomers, such as hydrates, are such that: - p is equal to 1; - Z represents a multivalent hydrocarbon radical in CM to C24, particularly in Ci6 to C20, preferably Cp, linear or branched, saturated or unsaturated, preferably saturated and acyclic; Z being further possibly substituted by one or more radicals -[(O)t-(AKl)q -(O-C(O)-C(Ra)(Rb)-C(O)-R4)u]n, preferably being unsubstituted; - AK2 represents a linear or branched monovalent hydrocarbon chain, saturated or unsaturated, preferably saturated, in C14-C30, preferably in C20-C29, substituted by one or more identical or different radicals selected from -OR, -X-AK3-(OC(O)-C(Ra)(Rb)-C(O)-R4)v, preferably substituted by one or more -OR radicals; and / or said chain being optionally interrupted by one or more heteroatoms or groups selected from -O-, -S-, -C(O)-, (hetero)cycle(s), and their combinations, in particular -OC(O)-, -C(O)-O-, - (hetero)cycle-O-(hetero)cycle-, preferably being interrupted by -OC(O)- or -C(O)-O-; - X is as defined in claim 1, preferably X denotes a sulfur atom; - Y, AK1, AK3, n, m, v, t, q, u, R, R4, Ra and Rb being as defined in claim 1; it being understood that the said compound contains at least 2 radicals C(O)-C(R a)(Rb)-C(O)-R4.

6. Processing method according to claim 1, wherein the compound(s) of formula (I), as well as their optical, geometric and / or solvated isomers, such as hydrates, are such that: - p is equal to 0; - Z represents a tetravalent hydrocarbon radical in C2 to C24, in particular in C3 to C10, preferably in C4 or C5, linear or branched, saturated or unsaturated, preferably saturated and acyclic, Z being further substituted by one or more radicals -[(O)t-(AKl)q-(OC(O)-C(Ra)(Rb )-C(O)-R4)u]n, preferably n being equal to 1; - n + m equals 4, preferably m equals 3; - AK2 independently represents a linear or branched hydrocarbon chain, saturated or unsaturated, preferably saturated, in CM to C30, preferably from Ci6 to C24, preferably in Cp, said chain being optionally substituted by one or more identical or different radicals selected from -OR, -X-AK3-(OC(O)-C(Ra)(Rb)-C(O)-R4)v, preferably substituted by one or more -OR radicals; and / or said chain being optionally interrupted by one or more heteroatoms or groups selected from -O-, -S-, -C(O)-, (hetero)cycle(s), and their combinations, in particular -OC(O)- or -C(O)-O-, -(hetero)cycle-O-(hetero)cycle-, preferably being uninterrupted; - X is as defined in claim 1, and preferably X designates a sulfur atom; - Y, AK1, AK3, u, t, q, v, n, m R, R4, Ra and Rb being as defined in claim 1; it being understood that the said compound contains at least 2 radicals C(O)-C(R a)(Rb)-C(O)-R4.

7. Processing method according to claim 1, wherein the compound(s) of formula (I), as well as their optical, geometric and / or solvated isomers, such as hydrates, are such that: - p is equal to 0; - m is non-zero; - Z represents a divalent hydrocarbon radical in C2 to C24, in particular in C3 to Ci2, linear or branched, saturated or unsaturated, conjugated or not, preferably not conjugated, acyclic or cyclic, aromatic or not, preferably not aromatic, said radical Z being further interrupted by one or more heteroatoms or groups selected from -O-, -N(Ra)-, -S-, -C(O)-, heterocycloalkyl(s) comprising 5 or 6 links, and their combinations; - AK2 represents a linear or branched monovalent hydrocarbon chain, saturated or unsaturated, preferably saturated, in Ci4-C30, preferably in Ci4-C24, preferably in Cp, said chain being optionally substituted by one or more identical or different radicals chosen from -OR and -X-AK3-(OC(O)-C(Ra)(Rb)-C(O)-R4)v, preferably unsubstituted; and / or said chain being optionally interrupted by one or more heteroatoms or groups chosen from -O-, -S-, -C(O)-, (hetero)cycles, and their combinations, in particular -OC(O)-, -C(O)-O- or -(hetero)cycle-O-(hetero)cycle-, preferably possibly interrupted by -OC(O)- or -C(O)-O-, and more preferably being uninterrupted; - X is as defined in claim 1, and preferably X denotes a sulfur atom; - Y, AK1, AK3, v, t, q, u, R, Ri, Ra and Rb being as defined in claim 1, it being understood that said compound contains at least 2 C(O)-C(Ra)(Rb)-C(O)-R4 radicals.

8. A treatment method according to claim 1, wherein the compound(s) of formula (I) are selected from the following compounds of formula (la), as well as their optical, geometric and / or solvated isomers, such as the hydrates: Z-(Y-AK2)3 (la) formula (la) in which: - Z represents -CH2-CH-CH2- ; - AK2 independently designates a linear or branched, saturated or unsaturated, monovalent hydrocarbon chain, in the form Ci2-C24, optionally substituted by one or more identical or different radicals selected from -OR and -X-AK3-(OC(O)-C(Ra)(Rb)-C(O)-R4)v; and / or said chain being optionally interrupted by one or more heteroatoms or groups selected from -O-, -S-, -C(O)-, epoxides, and

9. their combinations, in particular -OC(O)- and -C(O)-O-; - Y, AK3, v, R, X, R4, Ra and Rb being as defined in claim 1, preferably Y denotes -OC(O); it being understood that the said compound contains at least 2 radicals C(O)-C(R a)(Rb)-C(O)-R4. A treatment process according to claim 1, wherein the compound(s) of formula (I) are selected from the following compounds of formula (Ib), as well as their optical, geometric and / or solvated isomers, such as hydrates: m(AK2 -Y) - Z - [(0)t-(AKl)q-(0-C(0)-C(Ra)(Rb)-C(0)-R4)u]n (Ib) formula (Ib) in which: - n + m is equal to 4, m being non-zero; m and n being such as defined in claim 1; - Z represents a tetravalent hydrocarbon radical in C2 to C24, in particular in C3 to C10, preferably in C3, unsubstituted and uninterrupted, linear or branched, saturated or unsaturated, preferably saturated and acyclic; - AK2 independently represent a linear or branched monovalent hydrocarbon chain, saturated or unsaturated, preferably saturated, in Ci2-C24, preferably in Ci6-C20, preferably in Ci8, optionally substituted by one or more identical or different radicals chosen from -OR, -X-AK3-(OC(O)-C(Ra)(Rb)-C(O)-R4)v, preferably substituted by one or more radicals -X-AK3-(OC(O)-C(Ra)(Rb)-C(O)-R4)v; and / or said chain being optionally interrupted by one or more heteroatoms or groups chosen from -O-, -S-, -C(O)-, (hetero)cycle(s), and their combinations, in particular -OC(O)-, -C(O)-O- or -(hetero)cycle-O-(hetero)cycle-, preferably being uninterrupted; - AK3 represents a linear or branched divalent hydrocarbon chain saturated or unsaturated in CrCi2, preferably in Ci-C6, more preferably saturated in Ci-C6, even more preferably in C2-C4, preferably in C3; - v is such as defined in claim 1, preferably v is equal to 2; - X is as defined in claim 1, preferably X denotes a sulfur atom; - Y, AK1, t, q, R, R4, Ra and Rb being as defined in claim 1; it being understood that said compound contains at least 2 radicals -C(O)-C(Ra)(Rb)-C(O)-R4.

10. A treatment process according to claim 1, wherein the compound(s) of formula (I) are selected from the following compounds of formula (the), as well as their optical, geometric and / or solvated isomers, such as the hydrates: m(AK2-Y)-ZH-[(O)t-(AKl)q-(OC(O)-C(Ra)(Rb)-C(O)-R4)u]n (the) formula (the) in which: - Z represents a multivalent hydrocarbon radical in CM to C24, particularly in Ci6 to C20 such as Cp, linear or branched, saturated or unsaturated, preferably saturated and acyclic, Z being further possibly substituted by one or more radicals -[(O)t-(AKl)q-(OC(O)-C(Ra)(Rb )-C(O)-R4)u]n, preferably unsubstituted; - AK2 represents a linear or branched monovalent hydrocarbon chain, saturated or unsaturated, preferably saturated, in C14-C30, preferably in C20-C29, substituted by one or more identical or different radicals chosen from -OR and -X-AK3-(OC(O)-C(Ra)(Rb)-C(O)-R4)v, preferably substituted by one or more -OR radicals; and / or said chain being optionally interrupted by one or more heteroatoms or groups chosen from -O-, -S-, -C(O)-, (hetero)cycle(s), and their combinations, in particular -OC(O)-, -C(O)-O- or (hetero)cycle-O-(hetero)cycle, preferably interrupted by -OC(O)- or -C(O)-O-; - X is as defined in claim 1, and preferably X denotes a sulfur atom; - Y, AK1, AK3, n, m, v, t, q, u, R, R4, Ra and Rb being as defined in claim 1; it being understood that the said compound contains at least 2 radicals -C(O)-C(Ra)(Rb)-C(O)-R4.

11. A treatment method according to claim 1, wherein the compound(s) of formula (I) selected from the following compounds of formula (Id), as well as their optical, geometric and / or solvated isomers, such as hydrates: m(AK2 -Y) - Z - [(O)t-(AKl)q-(OC(O)-C(Ra)(Rb)-C(O)-R4)u]n (Id) formula (Id) in which: - n + m equals 4, preferably m equals 3; - Z represents a tetravalent hydrocarbon radical in C2 to C24, in particular in C3 to C10, in particular in C4 or C5, linear or branched, saturated or unsaturated, preferably saturated or acyclic, Z being further substituted by one or more radicals -[(O)t-(AKl)q-(OC(O)-C(Ra)(Rb)-C(O)-R4 )u]n, preferably n is equal to 1; - AK2 independently represents a linear or branched monovalent hydrocarbon chain, saturated or unsaturated, preferably saturated, in Ci4-C30, preferably in Ci6-C24, preferably in Cp, said chain being optionally substituted by one or more identical or different radicals selected from -OR or -X-AK3-(OC(O)-C(Ra)(R b)-C(O)-R4)v, preferably substituted by one or more -OR radicals; and / or said chain being optionally interrupted by one or more heteroatoms or groups selected from -O-, -S-, -C(O)-, (hetero)cycle(s), and their combinations, in particular -OC(O)-, -C(O)-O- or (hetero)cycle-O-(hetero)cycle, preferably being uninterrupted; X is as defined in claim 1, preferably X designates a sulfur atom; Y, AK1, AK3, v, R, R4, Ra and Rb being as defined in claim 1, it being understood that these compounds contain at least 2 radicals -C(O)-C(Ra)(Rb)-C(O)-R4.

12. A treatment method according to any one of the preceding claims, wherein the compound(s) of formula (I) are selected from the following compounds of formula (the), as well as their optical, geometric and / or solvated isomers, such as the hydrates: m(AK2-Y) - Z - [(0)t-(AKl)q-(0-C(0)-C(Ra)(Rb)-C(0)-R4)u]n (the) formula (the) in which: - n + m is equal to 2, m being non-zero, preferably m being equal to 2; n is such as defined in claim 1, preferably n is zero; - Z represents a divalent hydrocarbon radical in C2 to C24, in particular in C3 to Ci2, linear or branched, saturated or unsaturated, conjugated or not, preferably not conjugated, acyclic or cyclic, aromatic or not, preferably not aromatic, said radical Z being further interrupted by one or more heteroatoms or groups chosen from -O-, -N(Ra)-, -S-, -C(O)-, (hetero)cycle(s), and their combinations; preferably Z denotes a divalent radical -(CH2)g-(heterocycle)-O-(CH2)h-(heterocycle)-(CH2)j- in which h denotes 0, 1 or 2, preferably 0 or 1, g and j independently denote an integer between 1 and 3, preferably 1; (heterocycle) designates a heterocyclic divalent radical (i.e., a heterocycle), preferably a heterocycloalkyl radical, more particularly a heterocycloalkyl divalent radical having 5 or 6 members, in particular a tetrahydrofuran divalent radical or a tetrahydropyran divalent radical, said he- heterocycle being optionally substituted by one or more radicals chosen from -OR with R as defined in claim 1, and in particular -OH or -OC(O)-C(Ra)(Rb)-C(O)-R4); - AK2 represents a linear or branched monovalent hydrocarbon chain, saturated or unsaturated, preferably saturated, in Ci4-C30, preferably C14-C24, preferably in Cp, said chain being optionally substituted by one or more identical or different radicals chosen from -OR and -X-AK3-(OC(O)-C(Ra)(Rb)-C(O)-R4)v, preferably unsubstituted; and / or said chain being optionally interrupted by one or more heteroatoms or groups chosen from -O-, -S-, -C(O)-, (hetero)cycle(s), and their combinations, in particular -OC(O)-, -C(O)-O- or -(hetero)cycle-O-(hetero)cycle-, preferably possibly interrupted by -OC(O)- or -C(O)-O-, and more preferably uninterrupted; - X is as defined in claim 1, preferably X denotes a sulfur atom; - Y, AK1, AK3, v, t, q, u, R, R4, Ra and Rb being as defined in claim 1; it being understood that the said compound contains at least 2 radicals C(O)-C(R a)(Rb)-C(O)-R4.

13. A treatment method according to any one of the preceding claims, wherein the compound(s) of formula (I) are selected from the compounds below, as well as their optical, geometric and / or solvated isomers, such as hydrates: (1) (2) U (4) (8) (14) with W being a hydrogen atony or -C(0)-C(Ra)(Rb)-C(0)-R4, and said compound containing at least two -C(O)-C(Ra)(Rb )-C(O)-R4 groups.

14. A treatment process according to any one of the preceding claims, wherein the compound(s) of formula (I), or (la), (Ib), (le), (Id) or (le), are present in a composition in a content from 0.1% to 99% by weight, preferably from 1% to 98% by weight, and more preferably from 5% to 96% by weight, relative to the weight total of said composition.

15. A treatment method according to any one of the preceding claims, comprising the application to said keratin fibers, preferably hair, of at least ii) a crosslinking agent, in particular selected from (poly)amine, (poly)thiol, (poly)carbonyl, (poly)acrylate, metal alkoxide, (poly)(hydroxy)(Ci-C6)alkylcarboxylate metal compounds and / or rare earth derivatives and mixtures thereof, preferably selected from (poly)amine, (poly)carbonyl, (poly)acrylate, metal alkoxide and mixtures thereof.

16. A treatment method according to any one of the preceding claims, comprising applying to said keratin fibers at least ii) a crosslinking agent selected from: A) (poly)amine compounds selected from: ia) chitosans such as poly(D-Glucosamine), ib) diamine polyethers, in particular polyethylene glycol α, co-diamine, with an amine function at the chain end, ic) triamine polyethers, in particular polyetheramine (or jeffamine), id) aminoalkoxysilanes, in particular APTES, ie) NH2-alk-NH2 polyamine compounds, in which alk denotes a C2-C20 hydrocarbon divalent chain, optionally interrupted by one or more heteroatoms selected from -O-, -N(R)-, with R denoting a hydrogen atom or an alkyl radical. Ci-C4, notably spermidine and 4,7,10-Trioxa-l,13-tridecanediamine,and if) polydialkylsiloxanes comprising primary amine groups at the end of the chain or on side chains, in particular polydimethylsiloxanes comprising primary amine groups, more particularly poly(dimethoxysiloxane) terminated by bis(3-aminopropyl) (PDMS-diNH2) and amodimethicones comprising amine groups on side chains, more particularly bis-cetearyl amodimethicone; B) (Poly)thiol compounds selected from: ii) thiol-containing polydialkylsiloxanes, and ii) thiol-containing alkoxysilanes, and in particular selected from ii) thiol-containing polydialkylsiloxanes, preferably from polydimethylsiloxanes comprising thiol groups on the side chain, in particular the mercaptopropyl, and more particularly selected from compounds of formula (XIII): Ra-Si(Rb)(Rd)-O-[Si(Ra)(Rb)-O]m-[Si(Rb)(ALKrSH)-O]n-Si(Rb)(Rd)-Ra (XIII) formula (XIII) in which: - Ra and Rb, identical or different, preferably identical, represent a (Ci-C4)alkyl group, in particular methyl, a (CrC4)alkoxy group, in particular methoxy, an aryl group, in particular phenyl, an aryloxy group, in particular phenoxy, an aryl(Ci-C4)alkyl group, in particular benzyl, or an aryl(CrC4)alkoxy group, in particular benzoxy, and preferably a (Ci-C4)alkyl group, more preferably methyl, - Rd represents a (Ci-C4)alkyl group, in particular methyl, a (Ci-C4)alkoxy group, in particular methoxy, an aryl group, in particular phenyl, an aryloxy group, in particular phenoxy, an aryl(Ci-C4)alkyl group, in particular benzyl, an aryl(Ci-C4)alkoxy group, in particular benzoxy, or a (Ci-C6)alkyl group substituted by a (Ci-C4)alkylamino, amino, or thiol group, and preferably a (Ci-C4)alkyl group, more preferably methyl, and preferably Ra, Rb, and Rd are identical and represent a (Ci-C6)alkyl group, more preferably 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 oxygen, a (thio)carbonyl group C(X) with X representing O or S, or their combinations, in particular -O-, -OC(O)- or -C(O)-O-, preferably ALKi represents a (Ci-C6)alkylene group, more preferably (CrC4)alkylene, even more preferably propylene, - n and m, identical or different, represent an integer greater than 2, and in particular the values ​​of m and n are such that the weight-average molecular weight of said polyorganosiloxane is between 1000 and 55000 g.mol1; and C) (poly)acrylate compounds 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, in particular n is inclusively between 2 and 10, and preferably between 2 and 5, - L denotes a multivalent group of 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 optionally interrupted and / or terminated by one or more heteroatoms or groups selected from O, S, N, Si, C(X), and their combinations, in particular -O-, -OC(X)-, -N(R)-C(X)-, -Si(Rc)(Rd)-O- with R representing a hydrogen atom or a (Ci-C6)alkyl group, in particular methyl;and / or L being optionally substituted 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, representing an oxygen atom, a sulfur atom, or an N(Rb) group, a and b being 0 or 1, preferably the sum of a and b being 1, Ra and Rb, identical or different, representing a hydrogen atom, a (Ci-C6)alkyl group, or an aryl(Ci-C4)alkyl group, in particular 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; - Re represents a hydrogen atom or an (Ci-C4)alkyl group, in particular methyl, preferably Re represents a hydrogen atom, and - Y represents an oxygen atom or an amino group -N(H)-, preferably an oxygen atom, preferably Y is an oxygen atom and Re is a hydrogen atom, preferably L represents a di- or trivalent hydrocarbon chain, preferably trivalent, comprising 1 to 8 carbon atoms, q is 2 or 3, preferably 3, and more preferentially the compounds of formula (XIV) are trimethyl-lolpropane triacrylate; D) Metal alkoxides 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), 2-1'-ethylhexyl titanium oxide (Ti(OCH2CH(C2H5)4) (CH2)3CH3)4), and mixtures thereof, more preferably chosen from zirconium propoxide, titanium propoxide, titanium butoxide and mixtures thereof, E) (poly)carbonyl compounds selected from (poly)carbonyl compounds comprising a C5-C7 carbocycle, saturated or unsaturated, aromatic, preferably aromatic, such as phenyl, or non-aromatic and saturated such as cyclohexyl, more preferably unsaturated and aromatic, such as terephthaledhyde.

17. A treatment method according to any one of the preceding claims, wherein further iii) at least one cosmetic active ingredient is applied to keratin fibers, preferably hair, preferably the cosmetic active ingredient(s) iii) are selected from: a) coloring materials, in particular selected from pigments, direct colorants and mixtures thereof, b) keratin fiber conditioning agents, preferably hair, c) UV filters, and d) mixtures thereof; preferably the cosmetic active ingredient(s) iv) are chosen from a) colouring materials, preferably chosen from pigments, direct colorants and their mixtures, more preferably the pigment(s) are chosen from carbon black, iron oxides, in particular yellow, red and black and iron oxide coated micas, triarylmethane pigments, in particular blue and violet, in particular BLUE 1 LAKE, azo pigments, in particular red, more particularly D&C RED 7, the alkali metal salt of lithol red, in particular the calcium salt of lithol red B, and even more preferably from red iron oxides, yellow iron oxides and azo pigments, in particular red, more particularly D&C RED 7.

18. A treatment method according to any one of the preceding claims, wherein the following is further implemented: (iv) at least one fat, in particular at least one oil, preferably at least one volatile oil, more preferably selected from volatile oils selected from: - hydrocarbon oils having 8 to 16 carbon atoms, in particular C8-Ci6 branched alkanes, in particular isoalkanes, more particularly iso-alkanes (also called isoparaffins), preferably Ci3-Ci6 Isoparaffin, isododecane, isodecane, isohexadecane, for example oils sold under the trade names Isopars or Permetyls, alone or in mixtures, preferably isododecane (also called 2,2,4,4,6-pentamethylheptane), linear alkanes, in particular Cn-Ci6, alone or in mixtures, in particular hexane, decane, undecane, tridecane, isoparaffins in particular n-dodecane (Ci2) and n-tetradecane (CM), the undecane-tridecane mixture, mixtures of n-undecane (Cn) and n-tridecane (Cn), and their mixtures as well as mixtures of n-undecane (Cn) and n-tridecane (Cn), and volatile non-aromatic cyclic alkanes in C5-Ci2; - short-chain esters having a total of 3 to 8 carbon atoms, in particular 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, more preferably chosen from dibutyl carbonate or dipentyl carbonate; - ether oils of formula Ri-O-R2, in which Ri and R2 designate, independently of each other, a linear, branched or cyclic C4-C8 alkyl group, preferably a C4-C8 alkyl group; - silicone oils, in particular comprising 2 to 7 silicon atoms, and possibly comprising alkyl or alkoxy groups having 1 to 10 carbon atoms, in particular 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 preferably the volatile oil(s) iv) are chosen from among the C8-Ci6 alkanes, in particular branched, preferably isododecane.

19. A process for treating, in particular for cosmetic purposes, keratin fibers, especially for the care, styling and / or coloring of keratin fibers, preferably hair, according to any one of the preceding claims, comprising applying to said keratin fibers at least: - a composition, referred to as "Cl", comprising i) at least one compound of formula (I), or (la), (Ib), (le), (Id) and / or (le) according to any one of claims 1 to 13, and optionally iii) at least one cosmetic active ingredient, in particular according to claim 17; preferably, the composition "Cl" does not comprise ii) a crosslinking agent; - a composition, referred to as "C2", comprising i) at least one compound of formula (I), or (la), (Ib), (le), (Id), and / or (le) according to any one of claims 1 to 13, ii) at least one crosslinking agent, in particular according to any one of claims 15 or 16, and optionally iii) at least one cosmetic active ingredient, in particular according to claim 17; preferably, composition "C2" does not comprise iii) any cosmetic active ingredient; - a composition, referred to as "C3", comprising i) at least one compound of formula (I), or (la), (Ib), (le), (Id) and / or (le) according to any one of claims 1 to 13, ii) at least one crosslinking agent, in particular according to any one of claims 15 or 16, and iii) at least one cosmetic active ingredient, in particular according to claim 17; - a composition, referred to as "C4", comprising ii) at least one crosslinking agent, in particular according to any one of claims 15 or 16, and optionally iii) at least one cosmetic active ingredient, in particular according to claim 17; preferably, composition "C4" does not comprise i) at least one compound of formula (I), or (la), (Ib), (le), (Id) and / or (le) according to any one of claims 1 to 13; and / or - a composition, referred to as "C5", comprising iii) at least one cosmetic active ingredient, in particular according to claim 17; preferably, composition "C5" does not comprise i) at least one compound of formula (I), or (la), (Ib), (le), (Id) and / or (le) according to any one of claims 1 to 13, and does not comprise ii) at least one crosslinking agent; provided that the process implements i) at least one compound of formula (I), or (la), (Ib), (le), (Id) and / or (le) according to any one of claims 1 to 13, and that the compositions "Cl", "C2", "C3", "C4" and "C5" may be anhydrous, aqueous such as hydroalcoholic and / or comprise one or more fatty substances iv), in particular according to claim 18.

20. A treatment method according to the preceding claim, characterized in that it comprises either a single step of applying composition "C2" or composition "C3" to said keratin fibers; or two successive application steps on said keratin fibers, of two different compositions, preferably of the "Cl" composition and then of the "C4" composition.

21. A cosmetic treatment process for keratin fibers, in particular for the care, styling and / or coloring of keratin fibers, preferably hair, comprising the successive application to said keratin fibers of at least: - i) at least one compound of formula (I), or (la), (Ib), (le), (Id) and / or (le), according to any one of claims 1 to 13, or of a composition referred to as "Cl" according to claim 19, comprising (il) or (les) and optionally comprising (iii) at least one cosmetic active ingredient, in particular according to claim 17; then - a composition, referred to as "C4", comprising (ii) at least one crosslinking agent, in particular according to any one of claims 15 or 16, and optionally (iii) at least one cosmetic active ingredient, in particular according to claim 17;at least one of the compositions "Cl" and / or "C4" containing at least one colouring material, in particular according to claim 17, preferably at least one pigment, and more preferably composition "Cl" comprises at least one pigment.;

22. A treatment method according to any one of the preceding claims, characterized in that it is a cosmetic treatment method for styling keratin fibers, preferably hair.

23. A treatment method according to any one of claims 1 to 21, characterized in that it is a cosmetic treatment method for coloring keratin fibers, preferably hair.

24. Composition comprising i) at least one compound of formula (I), or (la), (Ib), (le), (Id) and / or (le) according to any one of claims 1 to 13, in which m as defined in claim 1 denotes an integer equal to 1, 2, 3 or 4, ii) at least one crosslinking agent, in particular according to any one of claims 15 or 16, and iii) at least one cosmetic active, in particular according to claim 17, preferably selected from a) coloring materials, preferably selected from pigments, direct colorants and mixtures thereof, and more preferably from pigments.

25. Cosmetic use of a composition according to claim 24, for the treatment of keratin fibers, in particular for the care, the styling and / or coloring of keratin fibers, preferably hair.

26. Compound of formula (I), as well as its optical, geometric and / or solvated isomers, such as hydrates: (Hjp-Z^Y-AKZ^ (I) [(OHAKl) r (OC(C^ formula (I) in which: - Z represents a multivalent hydrocarbon radical in C2 to C40, in particular in C3 to C36, linear or branched, saturated or unsaturated, conjugated or not, acyclic or cyclic, aromatic or not, Z possibly being interrupted by one or more groups or heteroatoms chosen from -O-, -N(Ra)-, -S-, -C(O)-, (hetero)cycles, and their combinations; - AK1 represents a linear or branched divalent hydrocarbon chain saturated or unsaturated in CrCi2, preferably in Ci-C6, more preferably saturated in Ci-C6; - AK2 represents a linear or branched monovalent hydrocarbon chain, saturated or unsaturated, in Ci2-C4o, optionally substituted by one or more identical or different radicals chosen from -OR, -X-AK3-(OC(O)-C(Ra)(Rb)-C(O)-R4)v; and / or said chain being optionally interrupted by one or more heteroatoms or groups chosen from -O-, -S-, -C(O)-, (hetero)cycle(s), and their combinations, in particular -OC(O)-, -C(O)-O- and / or -(hetero)cycle-O-(hetero)cycle-; - AK3 represents a linear or branched divalent hydrocarbon chain saturated or unsaturated in C1-C12, preferably in Ci-C6, more preferentially saturated in Ci-C6, even more preferentially in Ci-C4; - R represents a hydrogen atom, a linear or branched alkyl radical saturated or unsaturated in Ci-C6, preferably in Ci-C4, in particular methyl, or a -C(O)-C(Ra)(Rb)-C(O)-R4 radical; - X represents -O-, -S-, -OC(O)- or -C(O)-O-; - Y represents -OC(O)- or -C(O)-O-; - R4 represents a monovalent hydrocarbon radical in C1 to C6, linear or branched, saturated or unsaturated, preferably a (CrC4)alkyl group, in particular methyl or tert-butyl, more preferably methyl; - Ra and Rb, whether identical or different, represent a hydrogen atom or a (Ci-C4)alkyl group, preferably a hydrogen atom; - p denotes an integer equal to 0 or 1; - m denotes an integer equal to 1, 2, 3 or 4; it being understood that when m is greater than 1, then the radicals -Y-AK2 are identical or different; - n denotes an integer equal to 0, 1, 2, 3 or 4; it being understood that when n is greater than 1, then the radicals -(O)t-(AKi)q-(OC(O)-C(R a)(Rb)-C(O)-R4)u are identical or different; -1 denotes an integer equal to 0 or 1; - q denotes an integer equal to 0 or 1; - u denotes an integer equal to 1, 2 or 3; - v denotes an integer equal to 1, 2 or 3; it being understood that if q is equal to 0 then t is equal to 0, that (m + n) is greater than or equal to 1, and that the compounds of formula (I) contain at least two -C(O)-C(Ra)(Rb)-C(O)-R4 groups; with the exception of the following compounds: (5) (6) and preferably said compound of formula (I) being chosen from the following compounds, as well as their optical, geometric and / or solvated isomers, such as hydrates: (14) with W being a hydrogen atony or -C(O)-C(Ra)(Rb)-C(O)-R4, and said compound containing at least two -C(O)-C(Ra)(Rb )-C(O)-R4 groups.

27. ​​Compound according to claim 26, selected from the following compounds of formula (la), as well as their optical, geometric and / or solvated isomers, such as the hydrates: Z-(Y-AK2)3 (la) formula (la) wherein: - Z represents -CH2-CH-CH2- ; - AK2 independently designates a linear or branched monovalent hydrocarbon chain, saturated or unsaturated, in Ci2-C24, possibly substituted by one or more identical or different radicals chosen from -OR and -X-AK3-(OC(O)-C(Ra)(Rb)-C(O)-R4)v; and / or said chain being possibly interrupted by one or more heteroatoms or groups chosen from -O-, -S-, -C(O)-, epoxides, and their combinations, in particular -OC(O)- and -C(O)-O-; - Y, AK3, v, R, X, R4, Ra and Rb being as defined in claim 26, preferably Y denotes -OC(O); it being understood that the said compound contains at least 2 radicals C(O)-C(R a)(Rb)-C(O)-R4; with the exception of the following compounds: (2) and preferably said compound of formula (la) being chosen from the following compounds, as well as their optical, geometric and / or solvated isomers, such as hydrates: (H) '7 H ■(-

28. Compound according to claim 26, selected from the following compounds of formula (Ib), as well as their optical, geometric and / or solvated isomers, such as hydrates: m(AK2 -Y) - Z - [(0)t-(AKl)q-(0-C(0)-C(Ra)(Rb)-C(0)-R4)u]n (Ib) formula (Ib) in which: - n + m is equal to 4, m being non-zero; m and n being such as defined previously for compounds of formula (I); - Z represents a tetravalent hydrocarbon radical in C2 to C24, in particular in C3 to C10, preferably in C3, unsubstituted and uninterrupted, linear or branched, saturated or unsaturated, preferably saturated and acyclic; - AK2 independently represent a monovalent linear or branched hydrocarbon chain, preferably saturated or unsaturated saturated, in Ci2-C24, preferably in Ci6-C20, preferably in C[8, optionally substituted by one or more identical or different radicals chosen from -OR, -X-AK3-(OC(O)-C(Ra)(Rb)-C(O)-R4)v, preferably substituted by one or more radicals -X-AK3-(OC(O)-C(Ra)(Rb)-C(O)-R4)v; and / or said chain being optionally interrupted by one or more heteroatoms or groups chosen from -O-, -S-, -C(O)-, (hetero)cycle(s), and their combinations, in particular -OC(O)-, -C(O)-O- or -(hetero)cycle-O-(hetero)cycle-, preferably being uninterrupted; - AK3 represents a linear or branched divalent hydrocarbon chain saturated or unsaturated in CrCi2, preferably in Ci-C6, more preferably saturated in Ci-C6, even more preferably in C2-C4, preferably in C3; - v is such as defined in claim 26, preferably v is equal to 2; - X is as defined in claim 26, preferably X designates a sulfur atom; - Y, AK1, t, q, R, R4, Ra and Rb being as defined in claim 26; it being understood that said compound contains at least 2 radicals -C(O)-C(Ra)(Rb)-C(O)-R4, and preferably said compound of formula (Ib) being chosen from the following compound, as well as its optical, geometric and / or solvated isomers, such as hydrates: (10). Y'?:- /

29. Compound according to claim 26, selected from the following compounds of formula (the), as well as their optical, geometric and / or solvated isomers, such as hydrates: m(AK2 -Y) - ZH - [(O)t-(AKl)q-(OC(O)-C(Ra)(Rb)-C(O)-R4)u]n (the) formula (the) in which: - Z represents a multivalent hydrocarbon radical in CM at C24, particularly linked in Ci6 to C2otel than Cp, linear or branched, saturated or unsaturated, preferably saturated and acyclic, Z being further possibly substituted by one or more radicals -[(O)t-(AKl)q-(OC(O)-C(Ra)(Rb )-C(O)-R4)u]n, preferably unsubstituted; - AK2 represents a linear or branched monovalent hydrocarbon chain, saturated or unsaturated, preferably saturated, in C14-C30, preferably in C20-C29, substituted by one or more identical or different radicals chosen from -OR and -X-AK3-(OC(O)-C(Ra)(Rb)-C(O)-R4)v, preferably substituted by one or more -OR radicals; and / or said chain being optionally interrupted by one or more heteroatoms or groups chosen from -O-, -S-, -C(O)-, (hetero)cycle(s), and their combinations, in particular -OC(O)-, -C(O)-O- or (hetero)cycle-O-(hetero)cycle, preferably interrupted by -OC(O)- or -C(O)-O-; - X is as defined in claim 26, and preferably X designates a sulfur atom; - Y, AK1, AK3, n, m, v, t, q, u, R, R4, Ra and Rb being as defined in claim 26; it being understood that said compound contains at least 2 radicals -C(O)-C(Ra)(Rb)-C(O)-R4, and preferably said compound of formula (the) being chosen from the following compound, as well as its optical, geometric and / or solvated isomers, such as hydrates: (12)

30. A composition, in particular a cosmetic composition, especially for the treatment of keratin fibers, especially for the care, styling and / or coloring of keratin fibers, preferably hair, comprising at least one compound according to any one of the claims indications 26 to 29.

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