Composition for coloring keratin fibers comprising at least one polymer with acetoacetate functions, at least one silicone and at least one coloring agent

Abstract

Title: Cosmetic composition comprising a polymer with acetoacetate functions, a silicone and a coloring agent The present invention relates to a cosmetic composition for coloring keratin fibers, comprising: i) at least one polymer P comprising repeating units derived from at least one monomer of formula (I): ii) at least one non-amino silicone; and iii) at least one coloring agent chosen from pigments, direct dyes and mixtures thereof. The present invention also relates to a method for coloring keratin fibers using such a composition as well as to the use of this composition for coloring keratin fibers.

Description

Title of the invention: Composition for coloring keratin fibers comprising at least one polymer with acetoacetate functions, at least one silicone and at least one coloring agent

[0001] The present invention relates to the field of cosmetic treatment of keratin fibers and in particular to the coloring of keratin fibers, preferably hair. It thus aims to propose new coloring compositions comprising a polymer with acetoacetate units, which have excellent technical performance, in particular in terms of the durability of the colors that they allow to be obtained.

[0002] More specifically, the present invention relates to a composition intended for coloring human keratin fibers such as hair, comprising a particular polymer formed from monomers carrying acetoacetate type functions in association with a non-amino silicone and a coloring agent.

[0003] The present invention also relates to a process for coloring keratin fibers such as hair using this composition. Technical field

[0004] In the field of coloring hair keratin fibers, it is known to color fibers using different techniques using direct dyes or pigments in order to obtain non-permanent colorings or dye precursors in order to obtain permanent colorings.

[0005] There are basically three types of hair coloring process:

[0006] a) so-called permanent coloring which has the function of bringing about a significant modification of the natural color and which uses oxidation dyes which penetrate into the hair fiber and form the dye by a process of oxidative condensation;

[0007] b) non-permanent, semi-permanent or direct coloring, which does not involve the oxidative condensation process and is resistant to 4 or 5 shampoos; consists of dyeing keratin fibers with dyeing compositions containing direct dyes;

[0008] c) temporary coloring which results in a change in the natural color of the hair which lasts from one shampoo to another and which serves to enhance or correct a shade already obtained. It can also be likened to a "make-up" process. of the hair

[0009] Another coloring method is to use pigments. Indeed, the use of pigments on the surface of keratin fibers generally allows to obtain visible colorations on dark hair since the surface pigment masks the natural color of the fiber. However, the colors obtained by this coloring method have the disadvantage of having low resistance to shampoos as well as external agents such as sebum, perspiration, brushing and / or friction.

[0010] Thus, so-called hair makeup products or "Hair Make-up" have recently been developed, which offer temporary hair coloring that lasts after 1 to 3 shampoos. They constitute an alternative, particularly attractive for consumers, to permanent coloring provided that the color effect maintains good resistance to contact with water and a few shampoos. This requirement can be met in particular through the use of effective film-forming agents.

[0011] Thus, document FR 2 741 530 proposes for this purpose, for the temporary coloring of keratin fibers, the use of a dispersion of film-forming polymer particles comprising at least one acid function and at least one pigment dispersed in the continuous phase of said dispersion. The colors obtained by this coloring method nevertheless have the disadvantage of being removed too quickly when shampooing.

[0012] It is also proposed in document FR 2 907 678 to produce colored coatings of the hair from a composition comprising a poly-siloxane / polyurea block copolymer and a pigment. However, with such a composition, the coatings obtained are not always very homogeneous and the individualization of the hair is not always satisfactory.

[0013] There therefore remains a need to have compositions which make it possible to dye keratin fibres, which have the advantage of obtaining a homogeneous dyeing of the fibres, whilst forming a coating which is resistant to shampoos, sebum and various attacks which the hair may be subjected to such as brushing, perspiration and / or friction.

[0014] The present invention makes it possible to meet these needs. Statement of the invention

[0015] The present invention therefore relates to a cosmetic composition for coloring keratin fibers, comprising: i) at least one polymer P comprising repeating units derived from at least one monomer of formula (I): in which: • Ra represents a hydrogen atom or a linear or branched (Ci-C4)alkyl group, • Rb and Rc, identical or different, represent a hydrogen atom or a linear or branched (Ci-C4)alkyl group, • Rd represents a (CrC4)alkyl group, linear or branched, and • L represents a linear or branched (Ci-C6)alkylene or cycloalkylene group; (ii) at least one non-amino silicone; and (iii) at least one coloring agent chosen from pigments, direct dyes and their mixtures.

[0016] The application of such a composition to keratin fibers makes it possible to obtain homogeneous and smooth colored coatings. It provides visible coloring on all types of fibers, resistant to water and in particular to shampoos as well as to sebum. Such a coating can be resistant to the various external aggressions that keratin fibers can undergo such as for example blow-drying, brushing, rubbing and perspiration.

[0017] The present invention also relates to a process for coloring keratin fibers comprising the application to said fibers of the above composition.

[0018] The invention also relates to the use of this composition for coloring keratin fibers and in particular hair.

[0019] Other objects, characteristics, aspects and advantages of the invention will appear even more clearly on reading the description and the examples which follow.

[0020] In this description, and unless otherwise indicated: - the expression "at least one" is equivalent to the expression "one or more" and can be substituted for it. - the expression "between... and..." is equivalent to the expression "ranging from... to..." and can be substituted for it, and implies that the limits are included. - By the expression "greater than" and respectively the expression "less than" within the meaning of the present invention, we mean a strictly greater open interval, respectively strictly less, and therefore that the limits are not included. - By “keratin fibers” according to the present application, we mean in particular human keratin fibers such as hair, eyelashes, eyebrows, and body hair, preferably hair, eyebrows and eyelashes, even more preferably hair. - For the purposes of the present invention, the term "hair" means the hair of the head. This term does not correspond to body hair, eyebrows, or eyelashes. - an “alkyl” radical designates a linear or branched, saturated radical, containing for example from 1 to 30 carbon atoms; - an “aminoalkyl” radical denotes an alkyl radical as defined previously, said alkyl radical comprising an NH2 group; - a “hydroxyalkyl” radical denotes an alkyl radical as defined previously, said alkyl radical comprising an OH group; - an “alkylene” radical denotes a divalent C1-C10 saturated hydrocarbon group, linear or branched, such as methylene, ethylene, or propylene; - a “cycloalkyl” or “alicycloalkyl” radical denotes a mono- or polycyclic, preferably monocyclic, saturated cyclic hydrocarbon group comprising from 1 to 3 rings, preferably 2 rings, and comprising from 3 to 40 carbon atoms, in particular comprising from 3 to 24 carbon atoms, more particularly from 3 to 20 carbon atoms, even more particularly from 3 to 12 carbon atoms, preferably between 5 and 10 carbon atoms, such as cyclopropyl, cyclopentyl, cyclohexyl, cycloheptyl, norbornyl, or isobornyl, in particular cyclopropyl, cyclopentyl or cyclohexyl. it being understood that the cycloalkyl radical may be substituted by one or more (Ci-C4)alkyl groups such as methyl, preferably the cycloalkyl radical is then an isobornyl group, - an “aryl” radical is an unsaturated and aromatic hydrocarbon cyclic radical, comprising from 6 to 30 carbon atoms, preferably between 6 and 14 carbon atoms, more preferably between 6 and 12 carbon atoms, mono / bi / or tri / cyclic, fused or not, preferably the aryl group comprises 1 cycle with 6 carbon atoms such as phenyl, naphthlyl, anthryl, phenanthryl and biphenyl, it being understood that the aryl radical may be substituted by one or more (CrC4)alkyl groups such as methyl, preferably tolyl, xylyl, or methylnaphthyl, preferably the aryl group represents a phenyl; - an “aryloxy” radical denotes an aryl-oxy radical with “aryl” as defined previously; - an “alkoxy” radical denotes an alkyl-oxy radical with “alkyl”, as defined previously.

[0021] Unless otherwise indicated, when compounds are mentioned in the present application, their optical isomers, their geometric isomers, their tautomers, their salts, alone or in mixture, are also understood to mean.

[0022] The invention is not limited to the examples illustrated. The characteristics of the different examples can notably be combined within non-illustrated variants.

[0023] Polymers P The composition according to the invention comprises at least one polymer P comprising repeating units derived from at least one monomer corresponding to formula (I) as defined above.

[0024] In this formula: • Ra preferably represents a hydrogen atom or a methyl group, preferably a methyl group, • Rb and Rc preferably represent a hydrogen atom, • Rd preferably represents a methyl group, and • L preferably represents a (Ci-C4)alkylene group, and more preferably L represents ethylene.

[0025] According to a preferred embodiment, the monomer of formula (I) is chosen from acetoacetoxyethyl acrylate, acetoacetoxyethyl methacrylate, and mixtures thereof.

[0026] The polymer(s) P may be chosen from homopolymers, i.e. polymers formed entirely from repeating units of a single monomer of formula (I), and copolymers obtained by copolymerization of at least two monomers, at least one of which is of formula (I).

[0027] According to a preferred embodiment, the polymer(s) P are chosen from so-called “CP” copolymers, obtained by the polymerization of: - 0% to 99% by weight, in particular from 50 to 99% by weight, relative to the total weight of the monomers, of at least one monomer (A) chosen from 2-ethylhexyl acrylate, 2-ethylhexyl methacrylate, isobutyl acrylate, isobutyl methacrylate, and mixtures thereof; - 1% to 20% by weight, relative to the total weight of the monomers, of at least one monomer (B) of formula (I) as defined above; and - 0% to 99% by weight, in particular 0% to 45% by weight, relative to the total weight of the monomers, of at least one monomer (C) chosen from C-C4 alkyl acrylates, C1-C4 alkyl methacrylates, silicone macromonomers, and mixtures thereof,

[0028] it being understood that said CP copolymers are obtained by polymerization of at least one monomer (B) with at least one monomer (A) and / or at least one monomer (C).

[0029] Said CP copolymer may be a random, alternating (block) or gradient copolymer.

[0030] Preferably, the CP copolymer is a random copolymer.

[0031] For the purposes of the present invention, the term "random copolymer" means a copolymer formed from macromolecules in which the sequential distribution of the monomer units (B), (A) if present, and (C) if present, obeys known statistical laws. In other words, in a random copolymer, the different monomers follow one another in any order. Random copolymers are also called random copolymers. For example, the sequence of a random copolymer, formed from monomers A and B, may be the following: AABABBBBAABA.

[0032] The CP copolymer according to the present invention is in particular devoid of any monomeric unit different from the monomers (B), (A) and (C) defined above.

[0033] Monomer (A) As mentioned above, the CP copolymer according to the invention may comprise at least one monomer (A) chosen from 2-ethylhexyl acrylate, 2-ethylhexyl methacrylate, isobornyl acrylate, isobornyl methacrylate, and mixtures thereof.

[0034] According to a first variant of the invention, the copolymer CP according to the invention does not comprise monomer (A). In other words, the copolymer CP according to the invention is then made up of monomer(s) (B) and monomer(s) (C) as defined above.

[0035] According to a second variant of the invention, the copolymer CP comprises from 50% to 99% by weight, and preferably from 55% to 95% by weight, of at least one monomer (A) chosen from 2-ethylhexyl acrylate, 2-ethylhexyl methacrylate, isobornyl acrylate, isobornyl methacrylate, and mixtures thereof, relative to the total weight of the monomers.

[0036] 2-Ethylhexyl acrylate, also called 2-ethylhexyl prop-2-enoate, is a compound with the empirical formula CnH2o02, and the semi-developed formula: O .-"x. xx " - Q- y Wg Examples of 2-ethylhexyl acrylate include that marketed under the name 2-Ethylhexyl acrylate by the Sigma-Aldrich Company.

[0037] 2-Ethylhexyl methacrylate, also called 2-ethylhexyl 2-methylprop-2-enoate, is a compound with the empirical formula Ci2H22O2, and the structural formula: Examples of 2-ethylhexyl methacrylate include that marketed under the name 2-Ethylhexyl methacrylate by the Sigma-Aldrich Company.

[0038] Isobornyl acrylate is a compound of empirical formula Ci3H20O2, and of semi-developed formula: h3c chs \ CH^ ÀW | oh2 Isobornyl acrylate can be cited in particular as that marketed under the name Isobomyl acrylate by the Sigma-Aldrich Company.

[0039] Isobornyl methacrylate is a compound with the empirical formula C14H22O2, and the structural formula: CH g t Oh Isobornyl methacrylate can be cited in particular as that marketed under the name Isobornyl methacrylate by the Sigma-Aldrich Company.

[0040] Preferably, the monomer (A) is at least 2-ethylhexyl acrylate and / or isobornyl acrylate.

[0041] According to a third variant of the invention, the copolymer CP comprises at least one monomer (A) chosen from 2-ethylhexyl acrylate, 2-ethylhexyl methacrylate, isobornyl acrylate, isobornyl methacrylate, and mixtures thereof, in an amount of less than 50% relative to the total weight of the monomers, preferably between 0.01 and 49.9% relative to the total weight of the monomers.

[0042] Monomer (B} According to the invention, the copolymer CP comprises from 1% to 20% by weight, and preferably from 5% to 15% by weight, relative to the total weight of the monomers, of at least one monomer (B) of formula (I): in which: • Ra represents a hydrogen atom or a linear or branched (Ci-C4)alkyl group, preferably Ra represents a methyl group, • Rb and Rc, identical or different, represent a hydrogen atom or a linear or branched (Ci-C4)alkyl group, preferably Rb and Rc represent a hydrogen atom, • Rd represents a linear or branched (Ci-C4)alkyl group, preferably Rd represents a methyl group, and • L represents a linear or branched (Ci-C6)alkylene group, or cycloalkylene, preferably L represents a (Ci-C4)alkylene group, in particular ethylene.

[0043] In particular, the monomer (B) is chosen from acetoacetoxyethyl acrylate, acetoacetoxyethyl methacrylate, and mixtures thereof and preferably, the monomer (B) is acetoacetoxyethyl methacrylate.

[0044] Acetoacetoxyethyl acrylate is a compound of empirical formula C9H12O5, and of semi-developed formula: Examples of acetoacetoxyethyl acrylate include that marketed under the name Butanoic acid, 3-oxo-,2-[(l-oxo-2-propen-l-yl)oxy]ethyl ester by Alfa Chemistry.

[0045] Acetoacetoxyethyl methacrylate is a compound of empirical formula C10H14O5, and of semi-developed formula: Acetoacetoxyethyl methacrylate includes, in particular, that marketed under the name Eastman™ AAEM by the Eastman Company.

[0046] Monomer (C) According to the invention, the copolymer comprises from 0% to 99% by weight of at least one monomer (C) chosen from Cr-C4 alkyl acrylates, methacrylates

[0047]

[0048]

[0049]

[0050] of C1-C4 alkyls, silicone macromonomers, and their mixtures, relative to the total weight of the monomers. Thus, according to a variant of the invention, the copolymer CP according to the invention does not comprise monomer (C). In other words, the copolymer CP according to the invention is then made up of monomer(s) (B) and monomer(s) (A) as defined above. Among the C1-C4 alkyl acrylates and C1-C4 alkyl methacrylates which may be used as monomers (C), mention may be made in particular of methyl acrylate, ethyl acrylate, n-propyl acrylate, isopropyl acrylate, n-butyl acrylate, isobutyl acrylate, tert-butyl acrylate, methyl methacrylate, ethyl methacrylate, n-propyl methacrylate, isopropyl methacrylate, n-butyl methacrylate, isobutyl methacrylate, tert-butyl methacrylate and mixtures thereof. Preferably, the monomer (C) is a C1-C4 alkyl acrylate, in particular chosen from butyl acrylate, isobutyl acrylate, tert-butyl acrylate. Butyl acrylate is a compound with the chemical formula C7Hi3O2 and the semi-developed formula:

[0051]

[0052] A butyl acrylate that can be cited in particular is that marketed under the name Butyl acrylate by the Sigma Aldrich Company. According to a preferred embodiment, the monomer (C) is at least one monomer chosen from C1-C4 alkyl acrylates and / or C1-C4 alkyl methacrylates, preferably chosen from C1-C4 alkyl acrylates, and more preferably the monomer (C) is at least butyl acrylate. Isobutyl acrylate is a compound with the chemical formula C7Hi2O2 and the semi-developed formula: O ch3

[0053] Isobutyl acrylate can be cited in particular as that marketed under the name isobutyl acrylate by the company Sigma Aldrich. Tert-butyl acrylate is a compound with the chemical formula C7Hi2O2 and the semi-developed formula:

[0054]

[0055]

[0056] Tert-butyl acrylate can be cited in particular as that marketed under the name tert-butyl acrylate by the company Sigma Aldrich. According to another preferred embodiment, the monomer (C) is at least one silicone macromonomer. A "silicone macromonomer" means a silicone macromolecule with a terminal group that allows it to act as a monomer. Silicone macromonomers will contribute a single monomer unit to a completed macromolecule chain. Concerning silicone macromonomers, these may in particular be polydimethylsiloxanes with a monoacryloyloxy or monomethacryloyloxy terminal group, and in particular those of formula (II): (II)

[0057]

[0058]

[0059] in which: - R8 denotes a hydrogen atom or a methyl group, preferably methyl; - R9 denotes a divalent, linear or branched, preferably linear, hydrocarbon group having from 1 to 10 carbon atoms and optionally containing one or two ether bonds -O-; preferably ethylene, propylene or butylene; - Rio denotes a linear or branched alkyl group, having from 1 to 10 carbon atoms, in particular from 2 to 8 carbon atoms; preferably methyl, ethyl, propyl, butyl or pentyl; - n denotes an integer ranging from 1 to 300, preferably ranging from 3 to 200. These may include polydimethylsiloxane methacrylates and in particular those marketed under the name MCR-M17 by Gelest Inc. or x-22-2475 and x-22-2426 by Shin Etsu. The silicone macromonomers which are particularly suitable for the invention have a weight-average molecular mass (Mw) ranging from 200 g.mol1 to 100,000 g.mol *, and more preferably from 400 g.mol1 to 20,000 g.mol '. In particular, the monomer (C) is at least one silicone macromonomer, more particularly chosen from silicone macromonomers having a temperature of glass transition Tg less than or equal to 25°C, more particularly between -100°C and 25°C, and preferably between -90°C and 0°C.

[0060] According to a preferred embodiment, the monomer (C) is at least one polydimethylsiloxane with a mono(meth)acryloyloxy terminal group.

[0061] According to a preferred embodiment of the invention, the copolymer CP comprises from 0% to 45% by weight of at least one monomer (C) chosen from C1-C4 alkyl acrylates, C1-C4 alkyl methacrylates, silicone macromonomers, and mixtures thereof, relative to the total weight of the monomers, preferably from 0% to 45% by weight of at least one monomer (C) chosen from C1-C4 alkyl acrylates, C1-C4 alkyl methacrylates, silicone macromonomers, and mixtures thereof, relative to the total weight of the monomers, and at least one monomer (A) as defined above, more preferably 50% to 99% of at least one monomer (A) as defined above.

[0062] According to another particularly preferred embodiment of the invention, the copolymer CP comprises from 80% to 99% by weight of at least one monomer (C) chosen from C1-C4 alkyl acrylates and C1-C4 alkyl methacrylates, and preferably the copolymer CP comprises from 80% to 90% by weight of at least one monomer (C) chosen from C1-C4 alkyl acrylates and C1-C4 alkyl methacrylates relative to the total weight of the monomers, and no monomer (A) as defined above.

[0063] A particularly preferred CP copolymer is obtained by copolymerization of isobutyl acrylate, tert-butyl acrylate and acetoacetoxyethyl methacrylate, preferably in a mass ratio of isobutyl acrylate / tert-butyl acrylate / acetoacetoxyethyl methacrylate of 25 / 65 / 10.

[0064] According to another preferred embodiment of the invention, the copolymer CP comprises from 80% to 99% by weight of at least one monomer (C) chosen from silicone macromonomers, and their mixtures with C1-C4 alkyl acrylates or with C1-C4 alkyl methacrylates, relative to the total weight of the monomers, preferably 80% to 99% by weight of a mixture of at least one monomer (C) chosen from silicone macromonomers and at least one monomer (C) chosen from C1-C4 alkyl acrylates and / or C1-C4 alkyl methacrylates, relative to the total weight of the monomers, more preferably the copolymer CP comprises ... at least one monomer (C) chosen from C1-C4 alkyl acrylates and / or C1-C4 alkyl methacrylates, and no monomer (A) relative to the total weight of the monomers.

[0065] According to another particular embodiment of the invention, the copolymer CP comprises more than 30% by weight of at least one monomer (C) chosen from: C1-C4 alkyl acrylates, C1-C4 alkyl methacrylates, and preferably CP comprises from 30.01% to 99% by weight of at least one monomer (C) chosen from C1-C4 alkyl acrylates, C1-C4 alkyl methacrylates relative to the total weight of the monomers and at least one monomer (A) as defined above in a non-zero amount and less than 50% relative to the total weight of the monomers. According to this embodiment, the monomers (C) preferably denote C4 alkyl acrylates, C4 alkyl methacrylates or mixtures of C1-C3 alkyl acrylates and / or C1-C3 alkyl methacrylates with C4 alkyl acrylates or C4 alkyl methacrylates.

[0066] According to another particular embodiment of the invention, the copolymer CP comprises more than 30% by weight of at least one monomer (C) chosen from silicone macromonomers and their mixtures with C1-C4 alkyl acrylates or with C1-C4 alkyl methacrylates, relative to the total weight of the monomers, and preferably CP comprises from 30.01% to 99% by weight of at least one monomer (C) chosen from silicone macromonomers and their mixtures with C1-C4 alkyl acrylates or with C1-C4 alkyl methacrylates, relative to the total weight of the monomers and at least one monomer (A) as defined above in a non-zero amount and less than 50% relative to the total weight of the monomers.

[0067] According to another particular embodiment of the invention, the copolymer CP comprises more than 45% and less than 49% by weight of at least one monomer (C) chosen from Cr-C4 alkyl acrylates, Cr-C4 alkyl methacrylates, silicone macromonomers, and mixtures thereof and preferably CP comprises from 45.01% to 48.99% by weight of at least one monomer (C) chosen from Cr-C4 alkyl acrylates, Cr-C4 alkyl methacrylates relative to the total weight of the monomers, and at least one monomer (A) as defined above in an amount of 50 to 99% relative to the total weight of the monomers. According to this embodiment, the monomers (C) preferably denote C4 alkyl acrylates, C4 alkyl methacrylates or mixtures of C1-C3 alkyl acrylates and / or C1-C3 alkyl methacrylates with C4 alkyl acrylates or C4 alkyl methacrylates.

[0068] Preferably, the composition according to the invention comprises the polymer(s) P in a total content ranging from 1% to 30% by weight, preferably from 2% to 20% by weight, and more preferably from 5% to 15% by weight, relative to the total weight of the composition.

[0069] According to a preferred embodiment, the composition according to the invention comprises the CP polymer(s) in a total content ranging from 1% to 30% by weight, preferably from 2% to 20% by weight, and more preferably ranging from 5% to 15% by weight, relative to the total weight of the composition.

[0070] According to a particularly preferred embodiment, the composition according to the invention comprises at least one CP copolymer comprising from 80% to 90% by weight of at least one monomer (C) chosen from C1-C4 alkyl acrylates and C1-C4 alkyl methacrylates relative to the total weight of the monomers and no monomer (A), in a total content ranging from 1% to 30% by weight, preferably from 2% to 20% by weight, and more preferably ranging from 5% to 15% by weight, relative to the total weight of the composition.

[0071] According to a more preferred embodiment, the composition according to the invention comprises at least one CP copolymer obtained by copolymerization of isobutyl acrylate, tert-butyl acrylate and acetoacetoxyethyl methacrylate, preferably in a mass ratio of isobutyl acrylate / tert-butyl acrylate / acetoacetoxyethyl methacrylate of 25 / 65 / 10, in a total content ranging from 1% to 30% by weight, preferably from 2% to 20% by weight, and more preferably ranging from 5% to 15% by weight, relative to the total weight of the composition.

[0072] Non-amino silicones The composition according to the present invention comprises one or more non-amino silicones, i.e. one or more silicones different from the amino silicones. Such silicones are different from the polymers P described above and from the non-amino alkoxysilanes and their oligomers described below.

[0073] In a manner known per se, the term "silicone" denotes all organosilicon polymers or oligomers with a linear or cyclic, branched or crosslinked structure, of variable molecular weight, obtained by polymerization and / or by polycondensation of suitably functionalized silanes, and consisting essentially of a repetition of main units in which the silicon atoms are linked together by oxygen atoms (siloxane bond -Si-O-Si-), optionally substituted hydrocarbon radicals being directly linked via a carbon atom to said silicon atoms.

[0074] The term “amino silicone” means any silicone comprising at least one primary, secondary, tertiary amine group and / or at least one quaternary ammonium group.

[0075] The non-amino silicones that may be used may be volatile or non-volatile.

[0076] The non-amino silicones that can be used can be soluble or insoluble in the composition according to the invention; they can be in the form of oil, wax, resin or gum; silicone oils and silicone resins are preferred.

[0077] Silicones are notably described in detail in the work of Walter NOLL "Chemistry and Technology of Silicones" (1968), Academie Press.

[0078]

[0079] Volatile silicones may be chosen from those having a boiling point between 60 and 260°C (at atmospheric pressure), more particularly from: i) cyclic polydialkylsiloxanes containing from 3 to 7 silicon atoms, preferably 4 to 5, such as - octamethylcyclotetrasiloxane and decamethylcyclopentasiloxane. Examples include products marketed under the name "VOLATILE SILICONE 7207" by UNION CARBIDE or "SILBIONE 70045 V 2" by RHODIA, "VOLATILE SILICONE 7158" by UNION CARBIDE, "SILBIONE 70045 V 5" by RHODIA. - cyclocopolymers of the dimethylsiloxane / methylalkylsiloxane type with chemical structure:

[0080]

[0081]

[0082] We can cite the "VOLATILE SILICONE FZ 3109" marketed by the company UNION CARBIDE. - mixtures of cyclic silicones with organic compounds derived from silicon, such as the mixture of octamethylcyclotetrasiloxane and tetratrimethylsilyl-pentaerythritol (50 / 50) and the mixture of octamethylcyclotetrasiloxane and oxy-l,l'-(hexa-2,2,2',2',3,3'-trimethylsilyloxy) bis-neopentane; (ii) linear polydialkylsiloxanes having 2 to 9 silicon atoms, which generally have a viscosity less than or equal to 5.106 m2 / s at 25°C, such as decamethyltetrasiloxane. Other silicones in this class are described in the article published in Cosmetics and toiletries, Vol. 91, Jan. 76, p. 27-32 - TODD & BYERS "Volatile Silicone fluids for cosmetics"; we can cite the product marketed under the name "SH 200" by the company TORAY SILICONE. Among the non-volatile silicones, mention may be made, alone or as a mixture, of polydialkylsiloxanes and in particular polydimethylsiloxanes (PDMS), polydiarylsiloxanes, polyalkylarylsiloxanes, silicone gums and resins, as well as organo-polysiloxanes (or organomodified polysiloxanes, or organomodified silicones) which are polysiloxanes comprising in their structure one or more organofunctional groups, generally attached via a hydrocarbon group, and preferably chosen from aryl groups, alkoxy groups and polyoxyethylenated or polyoxypropylenated groups. Organomodified silicones can be polydiarylsiloxanes, including polydiphenylsiloxanes, and polyalkylarylsiloxanes functionalized by the organofunctional groups mentioned above. The polyalkylarylsiloxanes are particularly chosen from polydimethyl / methylphenylsiloxanes, linear and / or branched polydimethyl / diphenylsiloxanes.

[0083] Among the organomodified silicones, we can cite organopolysiloxanes comprising: - polyoxyethylene and / or polyoxypropylene groups optionally comprising C6-C24 alkyl groups such as dimethicone copolyols, and in particular those marketed by the company DOW CORNING under the name DC 1248 or the oils SILWET® L 722, L 7500, L 77, L 711 from the company UNION CARBIDE; or alkyl(C12)-methicone copolyols, and in particular those marketed by the company DOW CORNING under the name Q2-5200; - thiol groups, such as the products marketed under the names “GP 72 A” and “GP 71” from GENESEE; - alkoxylated groups, such as the product marketed under the name "SILICONE COPOLYMER F-755" by SWS SILICONES and ABIL WAX® 2428, 2434 and 2440 by the company GOLDSCHMIDT; - hydroxyl groups, such as polyorganosiloxanes with hydroxyalkyl function; - acyloxyalkyl groups such as the polyorganosiloxanes described in patent US-A-4957732. - anionic groups of the carboxylic acid type, as for example described in EP186507, or of the alkyl-carboxylic type such as the product X-22-3701E from the company SHIN-ETSU; or of the 2-hydroxyalkylsulfonate or 2-hydroxyalkylthiosulfate type, such as the products marketed by the company GOLDSCHMIDT under the names "ABIL® S201" and "ABIL® S255".

[0084] The silicones may also be chosen from polydialkylsiloxanes, among which mention may be made mainly of polydimethylsiloxanes with trimethylsilyl end groups. Among these polydialkylsiloxanes, mention may be made of the following commercial products: - SILBIONE® oils of the 47 and 70 047 series or MIRASIL® oils marketed by RHODIA such as, for example, oil 70 047 V 500 000; - MIRASIL® series oils marketed by RHODIA; - DOW CORNING 200 series oils such as DC200 with a viscosity of 60,000 mm2 / s; - VISCASIL® oils from GENERAL ELECTRIC and certain oils from the SF series (SF 96, SF 18) from GENERAL ELECTRIC.

[0085] Mention may also be made of polydimethylsiloxanes with dimethyl end groups. ethylsilanol known as dimethiconol (CTFA), such as RHODIA's series 48 oils.

[0086] In this class of polydialkylsiloxanes, we can also cite the products marketed under the names "ABIL WAX® 9800 and 9801" by the company GOLDSCHMIDT which are polydialkyl (C1-C20) siloxanes.

[0087] Products which can be used more particularly in accordance with the invention are mixtures such as:

[0088] - mixtures formed from a polydimethylsiloxane hydroxylated at the end of chain, or dimethiconol (CTFA) and a cyclic polydimethylsiloxane also called cyclomethicone (CTFA) such as the product Q2-1401 marketed by the company DOW CORNING.

[0089] The polyalkylarylsiloxanes are particularly chosen from polydimethyl / methylphenylsiloxanes, linear and / or branched polydimethyl / diphenylsiloxanes with a viscosity ranging from 1.10-5 to 5.10-2m2 / s at 25°C.

[0090] Among these polyalkylarylsiloxanes, we can cite the products marketed under the following names: - SILBIONE® oils from the 70 641 series from RHODIA; - oils from the RHODORSIL® 70 633 and 763 series from RHODIA; - DOW CORNING 556 COSMETIC GRAD FLUID oil from DOW CORNING; - BAYER PK series silicones such as PK20; - BAYER PN and PH series silicones such as PN1000 and PH1000 products - certain oils from the GENERAL ELECTRIC SF series such as SF 1023, SF 1154, SF 1250, SF 1265.

[0091] Silicones may also be chosen from silicone resins. Generally, the term "resin" means a compound whose structure is three-dimensional. "Silicone resins" are also called "silicone resins" or "siloxane resins". Thus, for the purposes of the present invention, a polydimethylsiloxane is not a silicone resin.

[0092] The silicone resin(s) according to the invention may be chosen from silicone resins having a molecular weight of between 300 and 100,000 g / mol, preferably between 300 and 50,000 g / mol, more preferably between 300 and 30,000 g / mol. The term "molecular weight" means average molecular weight (Mw).

[0093] The nomenclature of silicone resins (also called siloxane resins or silicone resins) is known as "MDTQ", the resin being described according to the different siloxane monomeric units that it comprises, each of the letters "MDTQ" characterizing a type of unit.

[0094] The letter “M” represents the Monofunctional unit of formula RlR2R3SiOi / 2, the silicon atom being linked to a single oxygen atom in the polymer comprising this unit.

[0095] The letter “D” signifies a Difunctional unit RlR2SiO2 / 2 in which the silicon atom is linked to two oxygen atoms

[0096] The letter “T” represents a Trifunctional unit of formula RlSiO3 / 2.

[0097] Such resins are described for example in “Encyclopedia of Polymer Science and Engineering, vol. 15, John and Wiley and Sons, New York, (1989), p. 265-270, and US 2,676,182, US 3,627,851, US 3,772,247, US 5,248,739 or even US 5,082,706, US 5,319,040, US 5,302, 685 and US 4,935,484.

[0098] In the M, D, T patterns defined above, R, namely RI, R2 and R3, represents a hydrocarbon radical (in particular alkyl) having from 1 to 10 carbon atoms, a phenyl group, a phenylalkyl group or even a hydroxyl group.

[0099] Finally, the letter “Q” signifies a Tetrafunctional SiO4 / 2 unit in which the silicon atom is linked to four oxygen atoms themselves linked to the rest of the polymer.

[0100] Various silicone resins with different properties can be obtained from these different units, the properties of these polymers varying according to the type of monomers (or units), the nature and number of the radical R, the length of the polymer chain, the degree of branching and the size of the pendant chains.

[0101] As silicone resins which can be used in the compositions according to the invention, it is possible to use, for example, silicone resins of the MQ type, of the T type or of the MQT type.

[0102] MQ resins: As an example of MQ type silicone resins, mention may be made of alkylsiloxy-silicates of formula [(Rl)3SiOi / 2]x(SiO2)y (MQ units) in which x and y are integers ranging from 50 to 80, and such that the RI group represents a radical as defined previously, and preferably is an alkyl group having from 1 to 8 carbon atoms, or a hydroxyl group, preferably a methyl group.

[0103] As an example of solid silicone resins of the MQ type of the trimethylsiloxy-silicate type, mention may be made of those marketed under the reference SR1000®, E 1 170-002® or SS 4230® by the company General Electric, under the reference TMS 803®, WACKER 803® and 804® by the company Wacker, under the name "KF-7312J®" by the company Shin-Etsu, "DC 749®", "DC 593®" by the company Dow Corning, under the name Silsoft 74 by the company Momentive Performance Materials.

[0104] As silicone resins comprising MQ siloxysilicate units, mention may also be made of phenylalkylsiloxysilicate resins, such as phenylpropyldimethylsiloxysilicate (Silshine 151® marketed by the company General Electric). The preparation of such resins is described in particular in patent US5817302.

[0105] Resins T: As an example of T-type silicone resins, mention may be made of polysilsesquioxanes of formula (RSiO3 / 2)x (T units) in which x is greater than 100 and such that the R group is an alkyl group having from 1 to 10 carbon atoms, said polysilsesquioxanes being able to further comprise Si-OH end groups.

[0106] Preferably, use may be made of polymethylsilsesquioxane resins in which R represents a methyl group, such as those marketed: - by the company Wacker under the reference Resin MK® such as Belsil PMS MK®: polymer comprising repeating units CH3SiO3 / 2 (T units), which may also comprise up to 1% by weight of (CH3)2SiO2 / 2 units (D units) and having an average molecular weight of approximately 10,000 g / mol, or - by the company SHIN-ETSU under the references KR 220L® which are composed of T units of formula CH3SiO3 / 2 and have Si OH (silanol) end groups, under the reference KR-242A® which comprise 98% of T units and 2% of dimethyl D units and have Si-OH end groups or under the reference KR 251® comprising 88% of T units and 12% of dimethyl D units and have Si-OH end groups or - by the company GRANT INDUSTRIES under the name GRANRESIN PMSQ ID at 80% polymethylsilsesquioxane in isododecane.

[0107] MQT resins: As a resin comprising MQT units, those cited in document US 5,110,890 are known in particular.

[0108] A preferred form of MQT type resins are MQT-propyl resins (also called MQTPr). Such resins which can be used in the compositions according to the invention are in particular those described and prepared in application WO 2005 / 075542.

[0109] The MQ-T-propyl resin preferably comprises the units: (i) (Rl3SiO1 / 2)a (ii) (R22SiO2 / 2)b (iii) (R3SiO3 / 2)c and (iv) (SiO4 / 2)d

[0110] With RI, R2 and R3 independently representing a hydrocarbon radical (in particular alkyl) having from 1 to 10 carbon atoms, a phenyl group, a phenylalkyl group or even a hydroxyl group and preferably an alkyl radical having from 1 to 8 carbon atoms or a phenyl group. a, b, c and d being mole fractions, a being between 0.05 and 0.5, b being between zero and 0.3, c being greater than zero, d being between 0.05 and 0.6, a + b + c + d = 1, provided that more than 40 mol% of the R3 groups of the siloxane resin are propyl groups.

[0111] Preferably, the siloxane resin comprises the units: (i) (Rl3SiO1 / 2)a (iii) (R3SiO3 / 2)c and (iv) (SiO4 / 2)d With R1 and R3 independently representing an alkyl group having from 1 to 8 carbon atoms, R1 preferably being a methyl group and R3 preferably being a propyl group, a being between 0.05 and 0.5, preferably between 0.15 and 0.4, c being greater than zero, preferably between 0.15 and 0.4, d being between 0.05 and 0.6, preferably between 0.2 and 0.6, or between 0.2 and 0.55, a + b + c + d = 1, and a, b, c and d being mole fractions, provided that more than 40 mol% of the R3 groups of the siloxane resin are propyl groups.

[0112] The siloxane resins which can be used according to the invention can be obtained by a process comprising the reaction of: A) an MQ resin comprising at least 80 mol% of (Rl3SiOi / 2)a and (SiO4 / 2 )d units RI representing an alkyl group having from 1 to 8 carbon atoms, an aryl group, a carbinol group or an amino group, a and d being greater than zero, the a / d ratio being between 0.5 and 1.5; and B) a propyl resin T comprising at least 80 mol% of (R3SiO3 / 2)c units, R3 representing an alkyl group having from 1 to 8 carbon atoms, an aryl group, a carbinol group or an amino group, c being greater than zero, provided that at least 40 mol% of the R3 groups are propyl groups, where the mass ratio A / B is between 95:5 and 15:85, preferably the mass ratio A / B is 30:70.

[0113] Advantageously, the mass ratio A / B is between 95:5 and 15:85. Preferably, the ratio A / B is less than or equal to 70:30. These preferred ratios have proven to allow comfortable deposits.

[0114] Preferably, the composition according to the invention comprises at least one non-amine silicone chosen from polydialkylsiloxanes, in particular polydialkylsiloxanes cyclics containing from 3 to 7 silicon atoms, polydimethylsiloxanes with trimethylsilyl end groups, polydimethylsiloxanes with dimethylsilanol end groups (dimethiconols); silicone resins, in particular MQ type resins and T type resins, in particular polymethylsilsesquioxane resins; and mixtures thereof.

[0115] Preferably, the composition according to the invention comprises the non-amino silicone(s) in a total content ranging from 0.5% to 25% by weight, more preferably from 1% to 20% by weight, and even more preferably from 2% to 15% by weight, relative to the total weight of the composition.

[0116] Preferably, the total content of non-amine silicone(s) chosen from poly-dialkylsiloxanes; silicone resins, in particular MQ type resins and T type resins, in the composition ranges from 0.5% to 25% by weight, more preferably from 1% to 20% by weight, and even more preferably from 2% to 15% by weight, relative to the total weight of the composition.

[0117] Preferably, the total content of non-amino silicone(s) chosen from cyclic poly-dialkylsiloxanes comprising from 3 to 7 silicon atoms, polydimethylsiloxanes with trimethylsilyl end groups, polydimethylsiloxanes with dimethylsilanol end groups (dimethiconols), polymethylsilses-quioxane resins; and mixtures thereof, in the composition ranges from 0.5% to 25% by weight, more preferably from 1% to 20% by weight, and even more preferably from 2% to 15% by weight, relative to the total weight of the composition.

[0118] Coloring agents The composition according to the invention comprises at least one coloring agent chosen from pigments, direct dyes, and mixtures thereof.

[0119] Preferably, the composition comprises at least one pigment.

[0120] Pigments The term "pigment" means all pigments that impart color to keratin materials. Their solubility in water at 25°C and atmospheric pressure (760 mmHg) is less than 0.05% by weight, and preferably less than 0.01%.

[0121] The pigments which can be used are in particular chosen from organic and / or mineral pigments known in the art, in particular those which are described in the Kirk-Othmer encyclopedia of chemical technology and in the Ullmann encyclopedia of industrial chemistry.

[0122] They can be natural, of natural origin, or not.

[0123] These pigments can be in the form of powder or pigment paste. They can be coated or uncoated.

[0124] The pigments can for example be chosen from mineral pigments, organic pigments, lakes, special effect pigments such as mother-of-pearl or glitter, and their mixtures.

[0125] The pigment may be a mineral pigment. By mineral pigment is meant any pigment which meets the definition of the Ullmann encyclopedia in the inorganic pigment chapter. Among the mineral pigments useful in the present invention, mention may be made of iron or chromium oxides, manganese violet, ultramarine blue, chromium hydrate, ferric blue and titanium oxide.

[0126] The pigment may be an organic pigment. By "organic pigment" is meant any pigment that meets the definition of the Ullmann encyclopedia in the organic pigment chapter.

[0127] The organic pigment may in particular be chosen from nitroso, nitro, azo, xanthene, pyrene, quinoline, quinoline, anthraquinone, triphenylmethane, fluorane, phthalocyanine, metal complex type compounds, isoindolinone, isoindoline, qui-nacridone, perinone, perylene, diketopyrrolopyrrole, indigo, thioindigo, dioxazine, triphenylmethane, quinophthalone.

[0128] In particular, the white or colored organic pigments may be chosen from carmine, carbon black, aniline black, azo yellow, quinacridone, phthalocyanine blue, the blue pigments codified in the Color Index under the references Cl 42090, 69800, 69825, 74100, 74160, the yellow pigments codified in the Color Index under the references Cl 11680, 11710, 19140, 20040, 21100, 21108, 47000, 47005, the green pigments codified in the Color Index under the references Cl 61565, 61570, 74260, the orange pigments codified in the Color Index under the references Cl 11725, 45370, 71105, the red pigments codified 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 indole, phenolic derivatives as described in patent FR 2 679 771.

[0129] As an example, we can also cite organic pigment pigment pastes such as the products sold by the company HOECHST under the name:

[0130] - COSMENYL YELLOW IOG: Pigment YELLOW 3 (Cl 11710);

[0131] - COSMENYL YELLOW G: Pigment YELLOW 1 (Cl 11680);

[0132] - ORANGE COSMENYL GR: Pigment ORANGE 43 (Cl 71105);

[0133] - COSMENYL RED R: Pigment RED 4 (Cl 12085);

[0134] - CARMIN COSMENYL FB: Pigment RED 5 (Cl 12490);

[0135] - VIOLET COSMENYL RL: Pigment VIOLET 23 (Cl 51319);

[0136] - COSMENYL BLUE A2R: Pigment BLUE 15.1 (Cl 74160);

[0137] - COSMENYL GREEN GG: Pigment GREEN 7 (Cl 74260);

[0138] - COSMENYL BLACK R: Pigment BLACK 7 (Cl 77266).

[0139] The pigments in accordance with the invention may also be in the form of pigments composites as described in patent EP 1 184 426. These composite pigments may be composed in particular of particles comprising an inorganic core, at least one binder ensuring the fixing of the organic pigments on the core, and at least one organic pigment at least partially covering the core.

[0140] The organic pigment may also be a lake. By lake is meant the dyes adsorbed on insoluble particles, the whole thus obtained remaining insoluble during use.

[0141] The inorganic substrates on which the dyes are adsorbed are, for example, alumina, silica, calcium and sodium borosilicate or calcium and aluminum borosilicate, and aluminum.

[0142] Among the colorants, we can cite carminic acid. Also included are dyes known under the following names: D & C Red 21 (CI 45 380), D & C Orange 5 (CI 45 370), D & C Red 27 (CI 45 410), D & C Orange 10 (CI 45 425), D & C Red 3 (CI 45 430), D & C Red 4 (CI 15 510), D & C Red 33 (CI 17 200), D & C Yellow 5 (CI 19 140), D & C Yellow 6 (CI 15 985), D & C Green (CI 61 570), D & C Yellow 1 O (CI 77 002), D & C Green 3 (CI 42 053), D & C Blue 1 (CI 42 090).

[0143] As examples of lacquers, we can cite the product known under the following name: D & C Red 7 (CI 15 850:1).

[0144] The pigment may also be a special effect pigment. Special effect pigments are understood to mean pigments that generally create a colored appearance (characterized by a certain shade, a certain liveliness and a certain clarity) that is non-uniform and changes depending on the observation conditions (light, temperature, observation angles, etc.). They are thus opposed to colored pigments that provide a conventional uniform opaque, semi-transparent or transparent shade.

[0145] 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 nacres, interference pigments or glitter.

[0146] Examples of special effect pigments include pearlescent pigments such as mica coated with titanium or bismuth oxychloride, colored pearlescent pigments such as mica coated with titanium and iron oxides, mica coated with iron oxide, mica coated with titanium and in particular ferric blue or chromium oxide, mica coated with titanium and an organic pigment as defined above, and pearlescent pigments based on bismuth oxychloride. Pearlescent pigments include Cellini pearlescent pigments marketed by BASF (Mica-TiO 2-lake), Prestige pearlescent pigments marketed by Eckart (Mica-TiO2), Prestige Bronze pearlescent pigments marketed by Eckart (Mica-Fe2O3) and Colorona pearlescent pigments marketed by Merck (Mica-TiO2-Fe2 O3).

[0147] Mention may also be made of gold-colored mother-of-pearls marketed in particular by BASF under the name Brillant gold 212G (Timica), Gold 222C (Cloisonne), Sparkle Gold (Timica), Gold 4504 (Chromalite) and Monarch gold 233X (Cloisonne); bronze mother-of-pearls marketed in particular by MERCK under the name Bronze fine (17384) (Colorona) and Bronze (17353) (Colorona) and by BASF under the name Super bronze (Cloisonne); orange mother-of-pearls marketed in particular by BASF under the name Orange 363C (Cloisonne) and Orange MCR 101 (Cosmica) and by MERCK under the name Passion orange (Colorona) and Matte orange (17449) (Microna); brown-tinted mother-of-pearl, notably marketed by BASF under the name Nu-antique Copper 340XB (Cloisonne) and Brown CL4509 (Chromalite); copper-reflecting mother-of-pearl, notably marketed by BASF under the name Copper 340A (Timica);red-tinted mother-of-pearl, notably marketed by MERCK under the name Sienna Fine (17386) (Colorona); yellow-tinted mother-of-pearl, notably marketed by BASF under the name Yellow (4502) (Chromalite); red-tinted mother-of-pearl with a gold tint, notably marketed by BASF under the name Sunstone G012 (Gemtone); pink mother-of-pearl, notably marketed by BASF under the name Tan opale G005 (Gemtone);black mother-of-pearl with a gold sheen, notably marketed by BASF under the name Nu antique bronze 240 AB (Timica), blue mother-of-pearl notably marketed by MERCK under the name Matte Blue (17433) (Microna), white mother-of-pearl with a silver sheen, notably marketed by MERCK under the name Xirona Silver and pinkish-orange, golden-green mother-of-pearl notably marketed by MERCK under the name Indian Summer (Xirona) and their mixtures.;

[0148] Still as an example of nacres, we can also cite particles comprising a borosilicate substrate coated with titanium oxide.

[0149] Particles with a glass substrate coated with titanium oxide are notably sold under the name METASHINE MC1080RY by the company TOYAL.

[0150] Finally, as examples of nacres, mention may also be made of polyethylene terephthalate flakes, in particular those marketed by the company Meadowbrook Inventions under the name Silver IP 0.004X0.004 (silver flakes). Multilayer pigments based on synthetic substrates such as alumina, silica, calcium and sodium borosilicate or calcium and aluminum borosilicate, and aluminum may also be considered.

[0151] The special effect pigments can also be chosen from reflective particles, that is to say in particular particles whose size, structure, in particular the thickness of the layer(s) which constitute it and their physical nature and chemical, and the surface state, allow them to reflect incident light. This reflection may, where appropriate, have sufficient intensity to create on the surface of the composition or mixture, when it is applied to the support to be made up, highlights visible to the naked eye, that is to say brighter points which contrast with their environment by appearing to shine.

[0152] The reflective particles may be selected so as not to significantly alter the coloring effect generated by the coloring agents associated with them and more particularly so as to optimize this effect in terms of color rendering. They may more particularly have a yellow, pink, red, bronze, orange, brown, gold and / or copper color or reflection.

[0153] These particles can have various shapes, in particular being platelet-shaped or globular, in particular spherical.

[0154] The reflective particles, whatever their shape, may have a multi-layer structure or not and, in the case of a multi-layer structure, for example at least one layer of uniform thickness, in particular of a reflective material.

[0155] When the reflective particles do not have a multilayer structure, they may be composed, for example, of metal oxides, in particular titanium or iron oxides obtained by synthesis.

[0156] When the reflective particles have a multi-layer structure, they may for example comprise a natural or synthetic substrate, in particular a synthetic substrate at least partially coated with at least one layer of a reflective material, in particular at least one metal or metallic material. The substrate may be single-material, multi-material, organic and / or inorganic.

[0157] More particularly, it can be chosen from glasses, ceramics, graphite, metal oxides, aluminas, silicas, silicates, in particular aluminosilicates and borosilicates, synthetic mica and their mixtures, this list not being limiting.

[0158] The reflective material may comprise a layer of metal or a metallic material.

[0159] Reflective particles are described in particular in documents JP-A-09188830, JP-A-10158450, JP-A-10158541, JP-A-07258460 and JP-A-05017710.

[0160] Still as an example of reflective particles comprising a mineral substrate coated with a layer of metal, mention may also be made of particles comprising a borosilicate substrate coated with silver.

[0161] Platelet-shaped particles with a silver-coated glass substrate are sold under the name MICROGLASS METASHINE REFSX 2025 PS by TOYAL. Particles with a nickel / chromium / molybdenum alloy-coated glass substrate are sold under the name CRYSTAL STAR GF 550, GF 2525 by this same company.

[0162] It is also possible to use particles comprising a metallic substrate such as silver, aluminum, iron, chromium, nickel, molybdenum, gold, copper, zinc, tin, magnesium, steel, bronze, titanium, said substrate being coated with at least one layer of at least one metallic oxide such as titanium oxide, aluminum oxide, iron oxide, cerium oxide, chromium oxide, silicon oxides and mixtures thereof.

[0163] Examples include aluminum, bronze or copper powders coated with SiO2 marketed under the name VISIONAIRE by the company ECKART.

[0164] Mention may also be made of interference effect pigments not fixed on a substrate such as liquid crystals (Helicones HC from Wacker), interference holographic flakes (Geometry Pigments or Spectra f / x from Spectratek). Special effect pigments also include fluorescent pigments, whether they are substances that fluoresce in daylight or that produce ultraviolet fluorescence, phosphorescent pigments, photochromic pigments, thermochromic pigments and quantum dots, marketed for example by the company Quantum Dots Corporation.

[0165] The variety of pigments that can be used in the present invention makes it possible to obtain a rich palette of colors, as well as particular optical effects such as metallic and interference effects.

[0166] The size of the pigment used in the composition according to the present invention is generally between 10 nm and 200 qm, preferably between 20 nm and 80 qm, and more preferably between 30 nm and 50 qm.

[0167] The pigments may be dispersed in the composition using a dispersing agent.

[0168] The dispersing agent serves to protect the dispersed particles against their agglomeration or flocculation. This dispersing agent may be a surfactant, an oligomer, a polymer or a mixture of several of them, carrying one or more functionalities having a strong affinity for the surface of the particles to be dispersed. In particular, they may attach physically or chemically to the surface of the pigments. These dispersants also have at least one functional group that is compatible or soluble in the continuous medium.In particular, esters of 12-hydroxystearic acid in particular and of C8 to C20 fatty acid and polyol such as glycerol, diglycerin, such as poly(12-hydroxystearic acid) stearate with a molecular weight of approximately 750g / mol such as that sold under the name Solsperse 21 000 by the company Avecia, polyglyceryl-2 dipolyhydroxystearate (CTFA name) 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 are used.

[0169] As another dispersant that can be used in the compositions of the invention, mention may be made of quaternary ammonium derivatives of polycondensed fatty acids such as Solsperse 17 000 sold by the company Avecia, poly dimethylsiloxane / oxypropylene mixtures such as those sold by the company Dow Corning under the references DC2-5185, DC2-5225 C.

[0170] The pigments used in the composition may be surface-treated with an organic agent.

[0171] Thus, the previously surface-treated pigments useful in the context of the invention are pigments which have undergone totally or partially a surface treatment of a chemical, electronic, electrochemical, mechanochemical or mechanical nature, with an organic agent such as those which are described in particular in Cosmetics and Toiletries, February 1990, Vol. 105, p. 53-64 before being dispersed in the composition in accordance with the invention.These organic agents may be chosen, for example, from waxes, for example carnauba wax and beeswax; fatty acids, fatty alcohols and their derivatives, such as stearic acid, hydroxystearic acid, stearyl alcohol, hydroxystearyl alcohol, lauric acid and their derivatives; anionic surfactants; lecithins; sodium, potassium, magnesium, iron, titanium, zinc or aluminum salts of fatty acids, for example aluminum stearate or laurate; metal alkoxides; polyethylene; (meth)acrylic polymers, for example polymethylmethacrylates; polymers and copolymers containing acrylate units; alkanoamines; silicone compounds, for example silicones, in particular polydimethylsiloxanes; fluorinated organic compounds, for example perfluoroalkyl ethers; fluorosilicon compounds.

[0172] The surface-treated pigments useful in the composition may also have been treated with a mixture of these compounds and / or have undergone several surface treatments.

[0173] The surface-treated pigments useful in the context of the present invention can be prepared according to surface treatment techniques well known to those skilled in the art or found as such commercially.

[0174] Preferably, the surface-treated pigments are covered by an organic layer.

[0175] The organic agent with which the pigments are treated can be deposited on the pigments by solvent evaporation, chemical reaction between the molecules of the surfactant or creation of a covalent bond between the surfactant and the pigments.

[0176] The surface treatment can thus be carried out for example by chemical reaction of a surfactant with the surface of the pigments and creation of a covalent bond between the surfactant and the pigments or fillers. This method is in particular described in US patent 4,578,266.

[0177] Preferably, an organic agent covalently bound to the pigments will be used.

[0178] The surface treatment agent may represent from 0.1 to 50% by weight of the total weight of the surface-treated pigment, preferably from 0.5 to 30% by weight, and even more preferably from 1 to 20% by weight of the total weight of the surface-treated pigment.

[0179] Preferably, the surface treatments of the pigments are chosen from the following treatments:

[0180] - a PEG-Silicone treatment such as the AQ surface treatment marketed by LCW;

[0181] - a Methicone treatment such as the SI surface treatment marketed by LCW;

[0182] - a Dimethicone treatment such as Covasil 3.05 com surface treatment marketed by LCW;

[0183] - a Dimethicone / Trimethylsiloxysilicate treatment as the surface treatment Covasil 4.05 marketed by LCW;

[0184] - a Magnesium Myristate treatment such as the MM com surface treatment marketed by LCW;

[0185] - an Aluminum Dimyristate treatment such as MI com surface treatment sold by Miyoshi;

[0186] - a Perfluoropolymethylisopropyl ether treatment as the surface treatment FHC marketed by LCW;

[0187] - an Isostearyl Sebacate treatment like the commercialized HS surface treatment by Miyoshi;

[0188] - a Perfluoroalkyl Phosphate treatment such as PF surface treatment marketed by Daito;

[0189] - an acrylate / Dimethicone and Perfluoroalkyl Phosphate Copolymer treatment such as the FSA surface treatment marketed by Daito;

[0190] - a Polymethylhydrogen siloxane / Perfluoroalkyl Phosphate treatment such as the FS01 surface treatment marketed by Daito;

[0191] - an Acrylate / Dimethicone Copolymer treatment as the surface treatment ASC marketed by Daito;

[0192] - an Isopropyl Titanium Triisostearate treatment such as the ITT surface treatment marketed by Daito;

[0193] - an Acrylate copolymer treatment such as APD surface treatment com sold by Daito;

[0194] - a Perfluoroalkyl Phosphate / Isopropyl Titanium Triisostearate treatment such as the PF + ITT surface treatment marketed by Daito.

[0195] According to a particular embodiment of the invention, the dispersing agent is present with organic or inorganic pigments in particulate form of sub-micron size.

[0196] By "sub-micronic" or in English "sub-micronic" is meant pigments whose particle size has been micronized by micronization method and whose average particle size is less than one micrometer (pm), in particular between 0.1 and 0.9 pm, and preferably between 0.2 and 0.6 pm.

[0197] According to one embodiment, the dispersing agent and the pigment(s) are present in an amount (dispersant: pigment), according to a weight ratio, of between 1:4 and 4:1, particularly between 1.5:3.5 and 3.5:1 or better between 1.75:3 and 3:1.

[0198] The dispersing agent(s) may therefore have a silicone backbone, such as silicone polyether and amino-silicone dispersants. Suitable dispersing agents include:

[0199] - amino-silicones ie silicones comprising one or more amino groups such than those marketed under the names and references: BYK LPX 21879, by BYK, GP-4, GP-6, GP-344, GP-851, GP-965, GP-967 and GP-988-1, marketed by Genesee polymers,

[0200] - silicone acrylates such as Tego ® RC 902, Tego ® RC 922, Tego ® RC 1041, and Tego ® RC 1043, marketed by Evonik,

[0201] - polydimethylsiloxane silicones (PDMS) with carboxylic groups such as X- 22162 and X-22370 by Shin-Etsu, silicone epoxy such as GP-29, GP-32, GP-502, GP-504, GP-514, GP-607, GP-682, and GP-695, by Genesee Polymers, or Tego ® RC 1401, Tego ® RC 1403, Tego ® RC 1412, by Evonik.

[0202] According to a particular embodiment, the dispersing agent(s) are of amino-silicone type and are cationic.

[0203] Preferably, the pigment(s) is (are) chosen from mineral, mixed mineral-organic or organic pigments.

[0204] In one variant of the invention, the pigment(s) are organic pigments, preferably organic pigments surface-treated with an organic agent chosen from silicone compounds. In another variant of the invention, the pigment(s) are mineral pigments.

[0205] Preferably, the pigment(s) are chosen from iron oxides, in particular red, brown or black. As an example of iron oxide, mention may be made of iron oxide sold by the company Sun Chemical under the name SunPuro® Red Iron Oxide.

[0206] Direct dyes The composition according to the invention may comprise one or more direct dye(s).

[0207] By "direct dye" is meant natural and / or synthetic dyes, different from oxidation dyes. These are dyes which will diffuse superficially on the fiber. They can be ionic, for example cationic or anionic, or non-ionic.

[0208] Examples of suitable direct dyes that may be mentioned include azo direct dyes; (poly)methine dyes such as cyanines, hemicyanines and styryls; carbonyl dyes; azine dyes; nitro(hetero)aryl dyes; tri(hetero)arylmethane dyes; porphyrin dyes; phthalocyanine dyes and natural direct dyes, alone or as mixtures.

[0209] The direct dyes may be chosen from anionic direct dyes. The anionic direct dyes of the invention are dyes commonly called “acid” direct dyes for their affinity with alkaline substances. By anionic direct dyes is meant any direct dye comprising in its structure at least one CO2R or SO3R substituent with R denoting a hydrogen atom or a cation originating from a metal or an amine, or an ammonium ion. The anionic dyes may be chosen from acid nitro direct dyes, acid azo dyes, acid azine dyes, acid triarylmethane dyes, acid indoamine dyes, acid anthraquinone dyes, indigoids and acid natural dyes.

[0210] As acid dyes useful in the invention, mention may be made of the dyes of formulae (XIX), (XIX'), (XX), (XX'), (XXI), (XXI'), (XXII), (XXII'), (XXIII), (XXIV), (XXV) and (XXVI) following:

[0211] a) diaryl anionic azo dyes of formula (XIX) or (XIX'):

[0212] formulas (XIX) and (XIX') in which:

[0213] - R7, R8, R9, Rio, R'7, R'8, R'9 and R'1O, identical or different, represent an atom of hydrogen or a group chosen from:

[0214] - alkyl;

[0215] - alkoxy, alkylthio;

[0216] - hydroxy, mercapto;

[0217] - nitro, nitroso;

[0218] - R°-C(X)-X'-, R°-X'-C(X)-, R°-X'-C(X)-X”- with R° representing an atom hydrogen, an alkyl or aryl group; X, X' and X”, identical or different, representing an oxygen, sulfur or NR atom with R representing a hydrogen atom or an alkyl group;

[0219] - (O)2S(O-)-, M+ with M+ representing a hydrogen atom or a counterion ca tionic;

[0220] - (O)CO—, M+ with M+ as defined previously;

[0221] - R”-S(O)2-, with R” representing a hydrogen atom, an alkyl group, a aryl, (di)(alkyl)amino, aryl(alkyl)amino group; preferably a phenylamino or phenyl group;

[0222] - R'”-S(O)2-X'- with R”' representing an alkyl, optionally aryl group substituted, X' as defined above;

[0223] - (di)(alkyl)amino;

[0224] - aryl(alkyl)amino optionally substituted by one or more selected groups among i) nitro; ii) nitroso; iii) (O)2S(O-)-, M+ and iv) alkoxy with M+ as defined above;

[0225] - optionally substituted heteroaryl; preferably a benzo- group thiazolyl;

[0226] - cycloalkyl, in particular cyclohexyl;

[0227] - Ar-N=N- with Ar representing an optionally substituted aryl group; pre preferably a phenyl optionally substituted by one or more alkyl, (O)2S(O-)-, M+ or phenylamino groups;

[0228] - or two contiguous groups R7 with R8 or R8 with R9 or R9 with R10 together form a fused benzo group A'; and R'7 with R'8 or R'8 with R'9 or R'ç with R'1O together form a fused benzo group B'; with A' and B' optionally substituted by one or more groups chosen from i) nitro; ii) nitroso; iii) (O)2S(O-)-, M+; iv) hydroxy; v) mercapto; vi) (di)(alkyl)amino; vii) R°-C(X)-X'-; viii) R°-X'-C(X)-; ix) R°-X'-C(X)-X”-; x) Ar-N=N- and xi) optionally substituted aryl(alkyl)amino; with M+, R°, X, X', X” and Ar as defined above;

[0229] - W represents a sigma o bond, an oxygen atom, a sulfur atom, or a radical

[0230]

[0231]

[0232]

[0233] divalent i) -NR- with R as defined above, or ii) methylene -C(Ra)(Rb)- with Ra and Rb, identical or different, representing a hydrogen atom or an aryl group, or Ra and Rb together form with the carbon atom which carries them a spiro cycloalkyl; preferably W represents a sulfur atom or Ra and Rb together form a cyclohexyl; it being understood that formulas (XIX) and (XIX') comprise at least one sulfonate radical (O)2S(O-)-, M+ or one carboxylate radical (O)CO—, M+ on one of the rings A, A', B, B' or C; preferably sodium sulfonate. A titre d’exemple de colorants de formule (XIX) on peut citer : Acid Red 1, Acid Red 4, Acid Red 13, Acid Red 14, Acid Red 18, Acid Red 27, Acid Red 28, Acid Red 32, Acid Red 33, Acid Red 35, Acid Red 37, Acid Red 40, Acid Red 41, Acid Red 42, Acid Red 44, Pigment red 57, Acid Red 68, Acid Red 73, Acid Red 135, Acid Red 138, Acid Red 184, Food Red 1, Food Red 13, Acid Orange 6, Acid Orange 7, Acid Orange 10, Acid Orange 19, Acid Orange 20, Acid Orange 24, Yellow 6, Acid Yellow 9, Acid Yellow 36, Acid Yellow 199, Food Yellow 3; Acid Violet 7, Acid Violet 14, Acid Blue 113, Acid Blue 117, Acid Black 1, Acid Brown 4, Acid Brown 20, Acid Black 26, Acid Black 52, Food Black 1, Food Black 2 ; Food yellow 3 ou sunset yellow; et à titre d’exemple de colorants de formule (XIX’) on peut citer : Acid Red 111, Acid Red 134, Acid yellow 38 ; b) les colorants azo anioniques pyrrazolone de formule (XX) et (XX’) :

[0234]

[0235] formulas (XX) and (XX') in which: - Ru, R12 and Rn, identical or different, represent a hydrogen atom, of halogen, an alkyl group or -(O)2S(O-), M+ with M+ as defined above;

[0236] - Ru represents a hydrogen atom, an alkyl group or a group - C(O)O-, M+ with M+ as defined previously;

[0237] - Rn represents a hydrogen atom;

[0238] - Ri6 represents an oxo group in which case R'i6 is absent, or else R[5 with R[6 together form a double bond;

[0239] - Rn and Ri8, identical or different, represent a hydrogen atom, or a group chosen from:

[0240] - (O)2S(O-)-, M+ with M+ as defined previously;

[0241] - Ar-OS(O)2- with Ar representing an optionally substituted aryl group; preferentially a phenyl optionally substituted by one or more alkyl groups;

[0242] - R19 and R2q, together form either a double bond or a benzo D' group, possibly substituted;

[0243] - R' 16, R' 19 and R'2O, identical or different, represent a hydrogen atom or a alkyl or hydroxy group;

[0244] - R2i represents a hydrogen atom, an alkyl or alkoxy group;

[0245] - Ra and Rb, identical or different, are as defined previously, preferably Ra represents a hydrogen atom and Rb represents an aryl group;

[0246] - Y represents either a hydroxy group or an oxo group;

[0247] - ~ • represents a single bond when Y is an oxo group; and represents a double bond when Y represents a hydroxy group;

[0248] it being understood that the formulas (XX) and (XX') comprise at least one sulfonate radical (O)2S(O-)-, M+ or a carboxylate radical -C(O)O-, M+ on one of the rings D or E; preferably sodium sulfonate;

[0249] As examples of dyes of formula (XX) we can cite: Acid Red 195, Acid Yellow 23, Acid Yellow 27, Acid Yellow 76, and as examples of dyes of formula (XX') we can cite: Acid Yellow 17;

[0250] c) the anthraquinone dyes of formula (XXI) and (XXI'):

[0251] formulas (XXI) and (XXI') in which:

[0252] - R22, R23, R24, R25, R26 and R27, identical or different, represent an atom of hydrogen, halogen, or a group chosen from:

[0253] - alkyl;

[0254] - hydroxy, mercapto;

[0255] - alkoxy, alkylthio;

[0256] - optionally substituted aryloxy or arylthio, preferably substituted by one or several groups chosen from alkyl and (O)2S(O-)-, M+ with M+ as defined previously;

[0257] - aryl(alkyl)amino optionally substituted by one or more selected groups among alkyl and (O)2S(O-)-, M+ with M+ as defined previously;

[0258] - (di)(alkyl)amino;

[0259] - (di)(hydroxyalkyl)amino

[0260] - (O)2S(O-)-, M+ with M+ as defined previously;

[0261] - Z' represents a hydrogen atom or a group NR28R29 with R28 and R29, identical or different, represent a hydrogen atom or a group chosen from:

[0262] - alkyl;

[0263] - polyhydroxyalkyl such as hydroxyethyl;

[0264] - aryl optionally substituted by one or more groups particularly i) alkyl such as methyl, n-dodecyl, n-butyl; ii) (O)2S(O-)-, M+ with M+ as defined above; iii) R°-C(X)-X'-, R°-X'-C(X)-, R°-X'-C(X)-X”- with R°, X, X' and X” as defined above, preferably R° represents an alkyl group;

[0265] - cycloalkyl, in particular cyclohexyl;

[0266] - Z represents a group chosen from hydroxy and NR'28R'29 with R'28 and R'29, identical or different, represent the same atoms or groups as R28 and R29 as defined previously;

[0267] it being understood that formulas (XXI) and (XXI') comprise at least one sulfonate radical (O)2S(O-)-, M+ or one carboxylate radical -C(O)O-, M+; preferentially sodium sulfonate;

[0268] As examples of dyes of formula (XXI) we can cite: Acid Blue 25, Acid Blue 43, Acid Blue 62, Acid Blue 78, Acid Blue 129, Acid Blue 138, Acid Blue 140, Acid Blue 251, Acid Green 25, Acid Green 41, Acid Violet 42, Acid Violet 43, Mordant Red 3; EXT violet No. 2; and as examples of dyes of formula (XXI') we can cite: Acid Black 48;

[0269] d) nitrated dyes of formula (XXII), (XXII'):

[0270] formulas (XXII) and (XXII') in which:

[0271] - R30, R31 and R32, identical or different, represent a hydrogen atom, of halogen, or a group chosen from:

[0272] - alkyl;

[0273] - alkoxy optionally substituted by one or more hydroxy groups, alkylthio optionally substituted by one or more hydroxy groups;

[0274] - hydroxy, mercapto;

[0275] - nitro, nitroso;

[0276] - polyhaloalkyl;

[0277] - R°-C(X)-X'-, R°-X'-C(X)-, R°-X'-C(X)-X' ' - with R°; X, X' and X” as defined previously;

[0278] - (O)2S(O-)-, M+ with M+ as defined previously;

[0279] - (O)CO—, M+ with M+ as defined previously;

[0280] - (di)(alkyl)amino;

[0281] - (di)(hydroxyalkyl)amino;

[0282] - heterocycloalkyl such as piperidino, piperazino or morpholino; particularly R 30, R31 and R32 represent a hydrogen atom;

[0283] - Rc and Rd, identical or different, represent a hydrogen atom or a alkyl group;

[0284] - W is as defined above; W particularly represents a group -NH-;

[0285] - ALK represents a linear or branched divalent alkylene group, C1-C6; particularly ALK represents a -CH2-CH2- group;

[0286] - n is 1 or 2;

[0287] - p represents an integer between 1 and 5 inclusive;

[0288] - q represents an integer between 1 and 4 inclusive;

[0289] - u is 0 or 1;

[0290] - when n is 1, J represents a nitro, or nitroso group; particularly nitro ;

[0291] - when n is 2, J represents an oxygen atom, a sulfur atom, or a divalent radical -S(0)m- with m representing an integer 1 or 2; preferably J represents a radical -SO2-;

[0292] - M' represents a hydrogen atom or a cationic counterion;

[0293] - .... .... present or absent represents a benzo group optionally substituted by one or more R30 groups as defined above,

[0294] it being understood that formulas (XXII) and (XXII') comprise at least one sulfonate radical (O)2S(O-)-, M+ or one carboxylate radical -C(O)O-, M+; preferentially sodium sulfonate.

[0295] As examples of dyes of formula (XXII) we can cite: Acid Brown 13; Acid Orange 3; as examples of dyes of formula (XXII') we can cite: Acid Yellow 1, Sodium salt of 2,4-dinitro-1-naphthol-7-sulfonic acid, 2-piperidino 5-nitro benzene sulfonic acid, 2(4'-N,N(2"-hydroxyethyl)amino-2'-nitro)aniline ethane sulfonic acid, 4-[3-hydroxyethylamino-3-nitrobenzene sulfonic acid; EXT D&C yellow 7;

[0296] e) triarylmethane dyes of formula (XXIII): (XXIII),

[0297] formula (XXIII) in which:

[0298] - R33, R34, R35 and R36, identical or different, represent a hydrogen atom or a group chosen from alkyl, optionally substituted aryl and optionally substituted arylalkyl; particularly an alkyl and benzyl group optionally substituted by a (O)mS(O-)-, M+ group with M+ and m as defined previously;

[0299] - R37, R38, R39, R4o, R41, R42, R43 and R44, identical or different, represent an atom of hydrogen or a group chosen from:

[0300] - alkyl;

[0301] - alkoxy, alkylthio;

[0302] - (di)(alkyl)amino;

[0303] - hydroxy, mercapto;

[0304] - nitro, nitroso;

[0305] - R°-C(X)-X'-, R°-X'-C(X)-, R°-X'-C(X)-X”- with R° representing an atom hydrogen, an alkyl or aryl group; X, X' and X”, identical or different, representing an oxygen, sulfur or NR atom with R representing a hydrogen atom or an alkyl group;

[0306] - (O)2S(O-)-, M+ with M+ representing a hydrogen atom or a counterion ca tionic;

[0307] - (O)CO—, M+ with M+ as defined previously;

[0308] - or two contiguous groups R41 with R42 or R42 with R43 or R43 with R44 together form a fused benzo group: I'; with I' optionally substituted by one or more groups chosen from i) nitro; ii) nitroso; iii) (O)2 S(O-)-, M+; iv) hydroxy; v) mercapto; vi) (di)(alkyl)amino; vii) R°-C(X)-X'-; viii) R°-X'-C(X)-; ix) R°-X'-C(X)-X”-; with M+, R°, X, X', X” as defined above;

[0309] particularly R37 to R40 represent a hydrogen atom, and R4[ to R44, identical or different, represent a hydroxy group or (O)2S(O-)-, M+; and when R43 with R44 together form a benzo group, it is preferentially substituted by a group (O)2S(O-)-;

[0310] it being understood that at least one of the cycles G, H, I or I' comprises at least one sulfonate radical (O)2S(O-)- or one carboxylate radical -C(O)O-; preferably sulfonate.

[0311] As examples of dyes of formula (XXIII) we can cite: Acid Blue 1; Acid Blue 3; Acid Blue 7, Acid Blue 9; Acid Violet 49; Acid green 3; Acid green 5; Acid Green 50.

[0312] f) dyes derived from xanthene of formula (XXIV):

[0313] formula (XXIV) in which:

[0314] - R45, R46, R47 and R48, identical or different, represent a hydrogen atom or a halogen atom;

[0315] - R49. R5o, R51 and R52, identical or different, represent a hydrogen atom, of halogen, or a group chosen from:

[0316] - alkyl;

[0317] - alkoxy, alkylthio;

[0318] - hydroxy, mercapto;

[0319] - nitro, nitroso;

[0320] - (O)2S(O-)-, M+ with M+ representing a hydrogen atom or a counterion ca tionic;

[0321] - (O)CO—, M+ with M+ as defined previously;

[0322] particularly R49, R50, R51 and R52 represent a hydrogen or halogen atom

[0323] - G represents an oxygen atom, a sulfur atom or an NRe group with Re such that defined previously; particularly G represents an oxygen atom;

[0324] - L represents an O-, M+ alcoholate; a S-, M+ thioalcoholate or an NRf group, with Rf representing a hydrogen atom or an alkyl group, and M+ as defined previously; M+ is particularly sodium or potassium;

[0325] - L' represents an oxygen atom, sulfur or an ammonium group: N+RfRg, with Rf and Rg, identical or different, representing a hydrogen atom, an alkyl group, an optionally substituted aryl group; L' particularly represents an oxygen atom or a phenylamino group optionally substituted by one or more alkyl groups or (O)mS(O-)-, M+ with m and M+ as defined previously;

[0326] - Q and Q', identical or different, represent an oxygen or sulfur atom; particularly Q and Q' represent an oxygen atom;

[0327] - M+ is as defined previously.

[0328] As examples of dyes of formula (XXIV) we can cite: Acid Yellow 73; Acid Red 51; Acid Red 52, Acid Red 87; Acid Red 92; Acid Red 95; Acid Violet 9;

[0329] g) dyes derived from indole of formula (XXV): (XXV),

[0330] formula (XXV) in which:

[0331] - R53, R54, R55, R56, R57, R58, R59 and R60, identical or different, represent an atom of hydrogen or a group chosen from:

[0332] - alkyl;

[0333] - alkoxy, alkylthio;

[0334] - hydroxy, mercapto;

[0335] - nitro, nitroso;

[0336] - R°-C(X)-X'-, R°-X'-C(X)-, R°-X'-C(X)-X”- with R° representing an atom hydrogen, an alkyl or aryl group; X, X' and X”, identical or different, representing an oxygen, sulfur or NR atom with R representing a hydrogen atom or an alkyl group;

[0337] - (O)2S(O-)-, M+ with M+ representing a hydrogen atom or a counterion ca tionic;

[0338] - (O)CO—, M+ with M+ as defined previously;

[0339] - G represents an oxygen atom, a sulfur atom or an NRe group with Re such that defined previously; particularly G represents an oxygen atom;

[0340] - Ri and Rh, identical or different, represent a hydrogen atom or a alkyl group;

[0341] it being understood that formula (XXIII) comprises at least one sulfonate radical (O)2S(O-)-, M+ or a carboxylate radical -C(O)O-, M+; preferentially sodium sulfonate.

[0342] As examples of dyes of formula (XXV) we can cite: Acid Blue 74;

[0343] h) quinoline-derived dyes of formula (XXVI):

[0344] formula (XXVI) in which:

[0345] - R6i represents a hydrogen atom, halogen or an alkyl group;

[0346] - R62, R63, and RM, identical or different, represent a hydrogen atom or a (O)2S(O-)-, M+ group with M+ representing a hydrogen atom or a cationic counterion;

[0347] or R6[ with R62, or R6[ with R64, together form a benzo group optionally substituted by one or more (O)2S(O-)-, M+ groups with M+ representing a hydrogen atom or a cationic counterion;

[0348] it being understood that formula (XXVI) comprises at least one sulfonate radical (O)2 S(O-)-, M+ preferably sodium sulfonate.

[0349] As examples of dyes of formula (XXVI) we can cite: Acid Yellow 2, Acid Yellow 3 and Acid Yellow 5.

[0350] Among the natural direct dyes that can be used according to the invention, mention may be made of lawsone, juglone, alizarin, purpurin, carminic acid, kermesic acid, purpurogallin, protocatechaldehyde, indigo, isatin, curcumin, spinulosin, apigenidin, orceins. Extracts or decoctions containing these natural dyes and in particular poultices or extracts based on henna may also be used.

[0351] Preferably, the direct dyes are chosen from anionic direct dyes.

[0352] Advantageously, the coloring agent(s) as defined above are present in a total content ranging from 0.001 to 20% by weight, preferably from 0.01 to 15% by weight, more preferably from 0.1 to 10% by weight, better still from 0.5% to 10% by weight, and even better still from 1% to 10% by weight, relative to the total weight of the composition.

[0353] According to a preferred embodiment, the coloring agent(s) are chosen from pigments.

[0354] The pigment(s) may be present in a total content ranging from 0.001 to 20%. by weight, preferably from 0.01 to 15% by weight, more preferably from 0.1 to 10% by weight, better still from 0.5 to 10% by weight, and even better still from 1% to 10% by weight, relative to the total weight of the composition.

[0355] Hydrocarbon oils The composition according to the invention may further comprise at least one hydrocarbon oil.

[0356] By "oil" is meant a non-aqueous, water-immiscible compound that is liquid at room temperature (20°C) and atmospheric pressure (760 mm Hg).

[0357] By "hydrocarbon oil" is meant an oil formed essentially, or even consisting of, carbon and hydrogen atoms, and possibly oxygen and nitrogen atoms, and not containing any silicon or fluorine atoms. It may contain alcohol, ester, ether, carboxylic acid, amine and / or amide groups.

[0358] In particular, the composition may comprise at least one hydrocarbon oil chosen from: - C8-Ci6 hydrocarbon oils, and in particular: branched C8-C16 alkanes such as C8-C16> isoalkanes, preferably C8-C16 U (also called isoparaffins) such as isododecane (also called 2,2,4,4,6-pentamethylheptane), isodecane, and for example oils sold under the trade names Isopars or Permetyls, linear C8-Ci6 alkanes, for example such as n-dodecane (Ci2) and n-tetradecane (CM) sold by Sasol respectively under the references Parafol 12-97 and Parafol 14-97, as well as their mixtures, the undecane-tridecane mixture, the mixtures of n-undecane (Cn) and n-tridecane (Cn) obtained in examples 1 and 2 of application WO2008 / 155059 from Cognis, and their mixtures, - short-chain C3-C8 esters (having 3 to 8 carbon atoms in total), such as ethyl acetate, methyl acetate, propyl acetate and butyl acetate; - hydrocarbon oils of vegetable origin, such as triglycerides consisting of esters of fatty acids and glycerol, the fatty acids of which may have chain lengths varying from C4 to C24, the latter being able to be linear or branched, saturated or unsaturated; These oils include triglycerides of heptanoic acid or octanoic acid, or wheat germ, sunflower, grape seed, sesame, corn, apricot, castor, shea, avocado, olive, soybean, sweet almond, palm, rapeseed, cotton, hazelnut, macadamia, jojoba, alfalfa, poppy, pothnarron, sesame, pumpkin, rapeseed, blackcurrant, evening primrose, millet, barley, quinoa, rye, safflower, candlenut, passionflower, and musk rose oils; shea butter; or caprylic / capric acid triglycerides such as those sold by the company Stea-rineries Dubois, - synthetic ethers having 10 to 40 carbon atoms, - linear or branched hydrocarbons comprising more than 16 carbon atoms, of mineral or synthetic origin, in particular petroleum jelly, polydecenes, hydrogenated polyisobutene, in particular Parleam®, squalane, paraffin oils, and their mixtures, - synthetic esters such as oils of formula RiCOOR2 in which Ri represents the residue of a linear or branched fatty acid containing from 1 to 40 carbon atoms and R2 represents a hydrocarbon chain, in particular a branched chain, containing from 1 to 40 carbon atoms, provided that the sum of the numbers of carbon atoms in Ri and R2 is greater than or equal to 10, such as, for example, Purcellin oil (cetostearyl octanoate), isopropyl myristate, isopropyl palmitate, benzoates of C[2 to C15] alcohols, hexyl laurate, diisopropyl adipate, isononyl isononanoate, 2-ethylhexyl palmitate, isostearyl isostearate, 2-hexyldecyl laurate, palmitate 2-octyl-decyl, 2-octyl-dodecyl myristate, heptanoates, octanoates, decanoates or ricinoleates of alcohols or polyalcohols such as propylene glycol dioctanoate;hydroxylated esters such as isostearyl lactate, diisostearyl malate, 2-octyl-dodecyl lactate; polyol esters and pentaerythritol esters, - fatty alcohols which are liquid at room temperature with a branched and / or unsaturated carbon chain having from 12 to 26 carbon atoms such as octyl dodecanol, isostearyl alcohol, oleyl alcohol, 2-hexyldecanol, 2-butyloctanol, and 2-undecylpentadecanol. ;

[0359] Preferably, the hydrocarbon oil present in the compositions according to the present invention is apolar, it is formed solely of carbon and hydrogen atoms.

[0360] Preferably, the hydrocarbon oil is chosen from: - C8-Ci6 hydrocarbon oils, and more preferably among C8-Ci4 branched alkanes such as isododecane, isodecane; - short chain C3-C8 esters such as ethyl acetate, methyl acetate, propyl acetate and butyl acetate; - and their mixtures.

[0361] Preferably, the total content of hydrocarbon oil(s) in the composition ranges from 5% to 80% by weight, preferably from 10% to 75% by weight, more preferably from 20% to 70% by weight, and better still from 35 to 65% by weight relative to the total weight of the composition.

[0362] Preferably, the total content of hydrocarbon oil(s) chosen from branched C8-CM alkanes, short chain C3-C8 esters and mixtures thereof ranges from 5% to 80% by weight, preferably from 10% to 75% by weight, more preferably from 20% to 70% by weight, and better still 35 to 65% by weight relative to the total weight of the composition.

[0363] Alcohols The composition according to the invention may further comprise at least one alcohol other than fatty alcohols chosen from monoalcohols and polyols.

[0364] As monoalcohols, C1-C4 alkanols, such as ethanol and isopropanol, can be used.

[0365] As polyols, it is possible to use glycerol, propylene glycol, ethylene glycol, pentaerythritol, trimethylolpropane, 1,3-propanediol, pentane-1,2-diol, caprylyl glycol (octane-1,2-diol), butylene glycol, isoprene glycol, pentylene glycol, hexylene glycol, glycerol, polyglycerols, such as glycerol oligomers such as diglycerol, polyethylene glycols, and mixtures thereof.

[0366] Preferably, the alcohol(s) are chosen from ethanol, hexylene glycol, and mixtures thereof.

[0367] Preferably, the total content of alcohol(s) in the composition ranges from 5% to 60% by weight, preferably from 10% to 50% by weight, more preferably from 15% to 40% by weight, relative to the total weight of the composition.

[0368] The composition may be presented in particular in the form of a suspension, dispersion, gel, emulsion, in particular oil-in-water (O / W) or water-in-oil (W / O) emulsion, or multiple (W / O / W or polyol / O / W or O / W / O), in the form of a cream, mousse, stick, dispersion of vesicles in particular of ionic or non-ionic lipids, two-phase or multi-phase lotion.

[0369] The composition according to the invention may be aqueous or anhydrous.

[0370] Preferably, the composition according to the invention is anhydrous.

[0371] By "anhydrous composition" is meant a composition comprising a water content of less than 5% by weight, preferably less than 3% by weight, relative to the weight of the composition. Preferably, this water content is less than 1% by weight, better still less than 0.5%, or even less than 0.3% by weight, relative to the weight of the composition. More particularly, it does not comprise water (0%).

[0372] In particular, said anhydrous composition does not include water added during its preparation, any residual water possibly present being able to come from the raw materials used during the preparation.

[0373] Alkoxysilanes The composition according to the invention may further comprise one or more alkoxysilanes.

[0374] According to a preferred embodiment, the composition comprises at least one alkoxysilane chosen from the compounds of formula (I), (!') or (II) below, their oligomers and / or their mixtures.

[0375] The compounds of formula (I) or (!') are of the following formulas: in which: - Ra represents an alkyl group having from 1 to 20 carbon atoms, preferably from 1 to 10 carbon atoms, more preferably from 1 to 4 carbon atoms and in particular from 1 to 2 carbon atoms such as a methyl, said alkyl group being optionally substituted by an aryl group; an alkoxy group having from 1 to 10 carbon atoms, preferably from 1 to 4 carbon atoms and in particular from 1 to 2 carbon atoms such as an ethoxy; or an aryl group having from 6 to 12 carbon atoms; - Rb and Rc; identical or different, represent a hydrogen atom; an alkyl group having from 1 to 20 carbon atoms, preferably from 1 to 6 carbon atoms and in particular from 1 to 4 carbon atoms, in particular an ethyl group, it being understood that if Ra does not represent an alkoxy group, then Rb and Rc cannot simultaneously represent a hydrogen atom; - Rd and Re, identical or different, represent a hydrogen atom; an alkyl group having from 1 to 20 carbon atoms, preferably from 1 to 6 carbon atoms and in particular from 1 to 4 carbon atoms; a cycloalkyl group having from 3 to 20 carbon atoms; an aryl group having from 6 to 12 carbon atoms; an aminoalkyl group having from 1 to 20 carbon atoms; - A independently represents an alkylene group having from 1 to 10 linear or branched carbon atoms, which may be interrupted by at least one heteroatom chosen from O, S, NH or a carbonyl group (CO), preferably NH - Q represents a carbonyl group (CO); - r denotes an integer ranging from 0 to 1.

[0376] Among the alkoxysilanes of formula (I), their oligomers and / or their mixtures, mention may in particular be made of 3-aminopropyltriethoxysilane (APTES), 3-aminopropylmethyldiethoxysilane (APMDES), 3-ureidopropyltrimethoxysilane and N-cyclohexylaminomethyl triethoxysilane.

[0377] APTES can for example be purchased from the company DOW CORNING under the name XIAMETER OFS-6011 SILANE or from the company MOMENTIVE PERFORMANCE MATERIALS under the name SILSOFT A-1100 or from the company SHIN ETSU under the name KBE-903.

[0378] The compounds of formula (I) may also designate DYNASYLAN SIVO 210 or DYNASYLAN 1505 sold by the company EVONIK.

[0379] 3-ureidopropyltrimethoxysilane can for example be purchased from the company Gelest under the name SIU9058.0.

[0380] N-cyclohexylaminomethyl triethoxysilane can for example be purchased from the company WACKER under the name GENIOSIL XL 926.

[0381] Among the alkoxysilanes of formula (I'), their oligomers and / or their mixtures, mention may in particular be made of N,N-Bis[3-(trimethoxysilyl)propyl]ethylenediamine (CAS RN: 74956-86-8), Nl,Nl-Bis[3-(triethoxysilyl)propyl]-1,2-ethanediamine (CAS RN: 457065-96-2), 1,2-ethanediamine, Nl-[3-(triethoxysilyl)propyl]-Nl-[3-(trimethoxysilyl)propyl]- (CAS RN: 1638528-78-5), and their mixtures.

[0382] Preferably, the alkoxysilane(s) of formula (I) are chosen from the compounds of formula (I) for which: - Ra represents an alkyl group having from 1 to 10 carbon atoms, in particular from 1 to 4 carbon atoms and in particular from 1 to 2 carbon atoms, preferably a methyl, or an alkoxy group having from 1 to 4 carbon atoms, preferably from 1 to 2 carbon atoms, preferably an ethoxy; - Rb and Rc, identical or different, represent an alkyl group having from 1 to 10 carbon atoms, preferably from 1 to 4 carbon atoms such as an ethyl; - Rd and Re, identical, represent a hydrogen atom or Rd denotes a hydrogen atom and Re denotes a C5-C6 cycloalkyl radical such as cyclohexyl; - A independently represents an alkylene group having from 1 to 10 linear or branched carbon atoms, which may be interrupted by at least one heteroatom chosen from O, S, NH or a carbonyl group (CO), preferably NH; - r denotes an integer equal to 0.

[0383] More preferably, the alkoxysilane(s) of formula (I) are chosen from the compounds of formula (I) for which Ra represents an ethoxy group, Rb and Rc are identical and represent an ethyl, Rd and Re represent a hydrogen atom, A represents a propylene and r denotes an integer equal to 0.

[0384] According to a preferred embodiment, the alkoxysilane of formula (I) is 3 - aminopropyltriethoxy silane (APTES).

[0385] The compounds of formula (II) are of the following formula: in which: - Ra represents an alkyl group having from 1 to 20 carbon atoms, preferably from 1 to 10 carbon atoms, more preferably from 1 to 4 carbon atoms and in particular from 1 to 2 carbon atoms such as a methyl, said alkyl group being optionally substituted by an aryl group; an alkoxy group having from 1 to 10 carbon atoms, preferably from 1 to 4 carbon atoms and in particular from 1 to 2 carbon atoms such as an ethoxy; or an aryl group having from 6 to 12 carbon atoms; - Rb represents a hydrogen atom or an alkyl group having from 1 to 20 carbon atoms, preferably from 1 to 6 carbon atoms and in particular from 1 to 4 carbon atoms, in particular an ethyl group; - Rc represents an alkyl group having from 1 to 20 carbon atoms, preferably from 1 to 10 carbon atoms, more preferably from 1 to 4 carbon atoms and in particular from 1 to 2 carbon atoms such as a methyl, said alkyl group being optionally substituted by an aryl group; an alkoxy group having from 1 to 10 carbon atoms, preferably from 1 to 4 carbon atoms and in particular from 1 to 2 carbon atoms such as an ethoxy; or an aryl group having from 6 to 12 carbon atoms; it being understood that if Ra and Rc do not represent an alkoxy group, then Rb cannot represent a hydrogen atom; - k denotes an integer ranging from 0 to 5, preferably ranging from 0 to 3; - Rf represents a hydrogen atom; an alkyl group having from 1 to 10 carbon atoms and in particular from 1 to 4 carbon atoms; or a group of the following formula (IIa): . (IIa> in which Rn represents a hydroxy group (OH); an alkyl group having from 1 to 10 carbon atoms, preferably a methyl.

[0386] Among the alkoxysilanes of formula (II), their oligomers and / or their mixtures, mention may in particular be made of tetraethoxysilane (TEOS), methyltrimethoxysilane (MTMS), methyltriethoxysilane (MTES), dimethyldiethoxysilane (DMDES), diethyldiethoxysilane, dipropyldiethoxysilane, propyltriethoxysilane, isobutyltriethoxysilane, phenyltriethoxysilane, phenylmethyldiethoxysilane, diphenyldiethoxysilane, benzyltriethoxysilane, benzylmethyldiethoxysilane, di- benzyldiethoxysilane, acetoxymethyltriethoxysilane, octyltriethoxysilane (OTES) and mixtures thereof.

[0387] TEOS can for example be purchased from the company EVONIK under the name Dynasylan® A or Dynasylan® A SQ.

[0388] MTES can for example be purchased from the company EVONIK under the name Dynasylan® MTES.

[0389] DMDES can for example be purchased from the company GELEST under the reference SID3404.0.

[0390] Preferably, the alkoxysilane(s) of formula (II), their oligomers and / or their mixtures are such that: - Ra represents an alkoxy group having from 1 to 10 carbon atoms, preferably from 1 to 4 carbon atoms and in particular from 1 to 2 carbon atoms such as a methoxy or an ethoxy; or an alkyl group having from 1 to 10 carbon atoms optionally substituted by an aryl group, preferably 1 to 2 carbon atoms optionally substituted by an aryl group; - Rb represents an alkyl group having from 1 to 10 carbon atoms, preferably from 1 to 4 carbon atoms, in particular from 1 to 2 carbon atoms such as methyl or ethyl; - Rc represents an alkoxy group having from 1 to 10 carbon atoms, preferably from 1 to 4 carbon atoms and in particular from 1 to 2 carbon atoms such as a methoxy or an ethoxy - k denotes an integer ranging from 0 to 3, preferably equal to 0; - Rf represents a hydrogen atom or an alkyl group having from 1 to 10 carbon atoms and in particular from 1 to 4 carbon atoms such as a methyl or an ethyl.

[0391] Preferably, the alkoxysilane(s) of formula (II), their oligomers and / or their mixtures are such that: - Ra represents an alkyl group having from 1 to 10 carbon atoms, preferably from 1 to 4 carbon atoms, in particular from 1 to 2 carbon atoms such as methyl or ethyl; - Rb represents an alkyl group having from 1 to 10 carbon atoms, preferably from 1 to 4 carbon atoms, in particular from 1 to 2 carbon atoms such as methyl or ethyl; - Rc represents an alkoxy group having from 1 to 10 carbon atoms, preferably from 1 to 4 carbon atoms and in particular from 1 to 2 carbon atoms such as a methoxy or an ethoxy - k denotes an integer equal to 0; - Rf represents an alkyl group having from 1 to 10 carbon atoms and in particular 1 to 4 carbon atoms such as methyl or ethyl.

[0392] According to a preferred embodiment, the alkoxysilane(s) of formula (II) are chosen from octyltriethoxysilane (OTES), methyltrimethoxysilane (MTMS), methyltriethoxysilane (MTES) and mixtures thereof.

[0393] According to a more preferred embodiment, the alkoxysilane(s) of formula (II) are methyltrimethoxysilane (MTMS) and / or methyltriethoxysilane (MTES).

[0394] For the purposes of the present invention, the term “oligomer” means the compound(s) comprising at least 2 silicon atoms obtained by oligomerization or polymerization of the compounds of formula (I), (I') or (II).

[0395] Preferably, the alkoxysilane(s) are chosen from amino alkoxysilanes, in particular those of formula (I), such as 3-aminopropyltriethoxysilane (APTES), 3-aminopropylmethyldiethoxysilane (APMDES), and mixtures thereof.

[0396] When the composition comprises one or more alkoxysilanes, their total content is advantageously in the range from 0.01% to 20% by weight, more preferably from 0.05% to 15% by weight, more preferably still from 0.1% to 10% by weight, better still from 0.1% to 5% by weight, even better still from 0.2% to 2% by weight, relative to the total weight of the composition. Additives

[0397] The composition according to the invention may contain any adjuvant or additive usually used in cosmetic compositions intended for the treatment of keratin fibers.

[0398] Among the additives that may be contained in the composition, mention may be made of reducing agents, softeners, anti-foaming agents, moisturizing agents, clays, mineral fillers, UV filters, peptizers, perfumes, anionic, cationic, non-ionic or amphoteric surfactants, proteins, vitamins, polymers other than the polymers P and CP previously described, preservatives, amino silicones, waxes other than silicones in wax form, and mixtures thereof.

[0399] The above additives may generally be present in an amount of between 0 and 20% by weight for each of them, relative to the total weight of the composition.

[0400] The coloring process The present invention also relates to a process for coloring keratin fibers comprising the application to said fibers of the above composition.

[0401] According to a preferred embodiment, the method further comprises a step of applying an additional composition A, different from the composition according to the invention, and which comprises at least one amino alkoxysilane chosen from the compounds of formula (I) or (T) as described above, their oligomers and / or their mixtures. This step, carried out sequentially with the application of the com position according to the invention, can be carried out before and / or after the application of the composition according to the invention, and preferably before the application of the composition according to the invention.

[0402] The application of the composition to the keratin fibers can be carried out on said fibers, dry or wet.

[0403] Preferably, the keratin fibers are hair. The composition according to the invention can be applied to all types of hair, light or dark, natural or colored, permed, bleached or straightened.

[0404] Application to the hair can be carried out by any conventional means, in particular by means of a comb, a brush, a brush, a sponge or with the fingers.

[0405] The application of the composition to the hair is generally carried out at room temperature (between 15 and 25°C).

[0406] After applying the composition, the hair may be left to dry or dried, for example at a temperature greater than or equal to 30°C.

[0407] The method according to the invention may also comprise, after application of the composition, a step of applying heat to the keratin fibers using a heating device.

[0408] Such a device may be, for example, a helmet, a hair dryer, a straightening or curling iron, a climazon, etc. Preferably, the heat application step is carried out using a hair dryer.

[0409] During the step of applying heat to the hair, a mechanical action on the strands can be exerted such as combing, brushing, or passing the fingers through.

[0410] When the step of applying heat to the hair is carried out using a helmet or a hair dryer, the temperature is preferably between 30 and 110°C, preferably between 50 and 90°C.

[0411] The invention also relates to the use of this composition for coloring keratin fibers and in particular hair.

[0412] The use is as described above, within the framework of the coloring process.

[0413] The present invention will now be described more specifically by way of examples, which are in no way limiting of the scope of the invention. However, the examples make it possible to support specific characteristics, variations, and preferred embodiments of the invention. EXAMPLES

[0414] The examples below use a CP copolymer of isobutyl acrylate / tert-butyl acrylate / acetoacetoxyethyl methacrylate (25 / 65 / 10) synthesized according to the protocol described below: In a reactor controlled by IL, 62.5g of isobutyl acrylate, 162.5g of tert- butyl, 25g of acetoacetoxyethyl methacrylate, 2.5g of the radical initiator Trigonox T21S and 360g of an isododecane / ethyl acetate (50 / 50) solvent are introduced. The medium is degassed with argon and then heated to 90°C with stirring. The reaction medium is maintained for 7 hours at 90°C. Stripping is then carried out with 300ml of isododecane to remove the residual monomers. At the end of the reaction, a polymer is obtained in solution in isododecane.

[0415] Example 1: Preparation of compositions The compositions below were prepared by mixing the ingredients indicated in Table 1 below in which the contents are expressed as a percentage by weight of raw material, relative to the total weight of the composition (ma meaning active material).

[0416] [Tables 1] Compositions A comparative B invention c invention D invention Copolymer CP (1) 13.6 (8% ma) 13.6 (8% ma) 13.6 (8% ma) 13.6 (8% ma) Fe2O3(2) 6 6 6 6 Ethanol 13 13 13 13 Hexylene glycol 12.4 12.4 12.4 12.4 Butyl acetate 24.8 24.8 24.8 24.8 Isodocecane 30.2 24.2 24.2 24.2 Polydimethylsiloxane (3) - 6 - - Dimethiconol(4) - - 6 - Polymethylsilsesquioxane(5) - - - 6

[0417] (1) isobutyl acrylate / tert-butyl acrylate / methacrylate random copolymer of acetoacetoxyethyl (25 / 65 / 10 by weight) obtained according to the synthesis process described above, in solution at 58.8% by weight in isododecane (2) marketed under the name Tarox Iron Oxide R-516 HP by the company Titan Kogyo (3) marketed under the name Belsil DM 60000 by the Wacker company (4) marketed under the name XIAMETER PMX-1501 Fluid by Dow (5) marketed under the name Belsil PMS MK Powder Silicone Resin by the Wacker company.

[0418] Example 2: Evaluation of compositions Compositions A to D of Example 1 were evaluated on 1g strands of 90% white natural hair.

[0419] The coloring protocol is as follows: Each composition is applied to a strand of dry hair at a rate of 0.6 g of composition (bath ratio of 0.6 g per g of hair). It is distributed with the finger on the strand. After a 2-minute application time, the strand is dried using a heat brush and a hair dryer.

[0420] Evaluations of the resistance of the coloring to shampoos were then carried out 24 hours after application of the composition. Shampoo resistance was assessed by measuring the colorimetric data of each strand.

[0421] Colorimetric measurements were performed using a KONICA MINOLTA-3600 spectrocolorimeter (illuminant D65, angle 10°, specular component included) in the CIELab system.

[0422] In this L*a*b* system, L* represents the lightness of the color, a* indicates the green / red color axis and b* the blue / yellow color axis.

[0423] The persistence of the color is evaluated by the color difference AE between the colored strands before shampooing, then after having undergone 5 successive shampoos. The lower the AE value, the more the color persists after shampooing.

[0424] The value of AE is calculated according to the following equation:

[0425] AE = ^( )2 + ( )2 + ( b^-bQ* )

[0426] In this equation, L*, a* and b* represent the values ​​measured after coloring the hair and after having undergone 5 shampoos, and Lo*, a0* and b0* represent the values ​​measured after coloring the hair but before the 5 shampoos.

[0427] The results are collected in Table 2 below.

[0428] [Tables2] Composition Number of shampoos L* a* b* AE A comparative 0 33.2 27.3 20.3 - 5 35.9 24.1 18.0 4.8 B invention 0 31.6 27.3 20.4 - 5 33.3 26.3 19.6 2.1 C invention 0 32.2 28.3 21.4 - 5 32.8 28.0 21.2 0.7 D invention 0 32.9 29.1 22.3 - 5 34.2 28.9 22.1 1.3

[0429] The locks of hair colored with the three compositions according to the invention have a color difference AE between the locks colored before shampooing and then after having undergone 5 shampoos, which is much lower than the lock colored with composition A. The persistence of the coloring obtained with compositions B, C and D according to the invention is therefore significantly improved, compared to the coloring obtained with comparative composition A.

[0430] Thus, the colored coating obtained using the compositions according to the invention has improved persistence to shampooing.

Claims

Claims

1. Cosmetic composition for coloring keratin fibers, comprising: i) at least one polymer P comprising repeating units derived from at least one monomer of formula (I): in which: • Ra represents a hydrogen atom or a linear or branched (Ci-C4)alkyl group, • Rb and Rc, identical or different, represent a hydrogen atom or a linear or branched (Ci-C4)alkyl group, • Rd represents a linear or branched (Ci-C4)alkyl group, and • L represents a linear or branched (Ci-C6)alkylene group, or cycloalkylene; (ii) at least one non-amino silicone; and (iii) at least one coloring agent chosen from pigments, direct dyes and their mixtures.

2. Composition according to claim 1, characterized in that the polymer(s) P are chosen from the copolymers CP obtained by the polymerization of: - 0% to 99% by weight, relative to the total weight of the monomers, of at least one monomer (A) chosen from 2-ethylhexyl acrylate, 2-ethylhexyl methacrylate, isobornyl acrylate, isobornyl methacrylate, and mixtures thereof; - 1% to 20% by weight, relative to the total weight of the monomers, of at least one monomer (B) of formula (I); and - 0% to 99% by weight, relative to the total weight of the monomers, of at least one monomer (C) chosen from C1-C4 alkyl acrylates, C1-C4 alkyl methacrylates, silicone macromonomers, and mixtures thereof, it being understood that said CP copolymers are obtained by polymer- reaction of at least one monomer (B) with at least one monomer (A) and / or at least one monomer (C).

3. Composition according to claim 2, characterized in that the copolymer CP comprises from 80% to 99% by weight of at least one monomer (C) chosen from C1-C4 alkyl acrylates and C1-C4 alkyl methacrylates; and preferably the copolymer CP comprises from 80% to 90% by weight of at least one monomer (C) chosen from C1-C4 alkyl acrylates and C1-C4 alkyl methacrylates relative to the total weight of the monomers, and no monomer (A).

4. Composition according to any one of the preceding claims, characterized in that it comprises the polymer(s) P in a total content ranging from 1% to 30% by weight, preferably from 2% to 20% by weight, and more preferably from 5% to 15% by weight, relative to the total weight of the composition.

5. Composition according to any one of the preceding claims, characterized in that the non-amino silicone(s) are chosen from polydialkylsiloxanes, in particular cyclic polydialkylsiloxanes comprising from 3 to 7 silicon atoms, polydimethylsiloxanes with trimethylsilyl end groups, polydimethylsiloxanes with dimethylsilanol end groups (dimethiconols); silicone resins, in particular MQ type resins and T type resins, in particular polymethylsilsesquioxane resins; and mixtures thereof.

6. Composition according to any one of the preceding claims, characterized in that it comprises the non-amino silicone(s) in a total content ranging from 0.5% to 25% by weight, more preferably from 1% to 20% by weight, and even more preferably ranging from 2% to 15% by weight, relative to the total weight of the composition.

7. Composition according to any one of the preceding claims, characterized in that it comprises at least one pigment.

8. Composition according to any one of the preceding claims, characterized in that the coloring agent(s) are present in a total content ranging from 0.001% to 20% by weight, preferably from 0.01 to 15% by weight, more preferably from 0.1 to 10% by weight, better still from 0.5% to 10% by weight, and even better still from 1% to 10% by weight, relative to the total weight of the composition.

9. Composition according to any one of the preceding claims, characterized in that it further comprises at least one hydro- carbonaceous, preferably chosen from: - C8-Ci6 hydrocarbon oils, and more preferably C8-Ci4 branched alkanes such as isododecane, isodecane; - C3-C8 short-chain esters such as ethyl acetate, methyl acetate, propyl acetate and butyl acetate; - and mixtures thereof.

10. Composition according to the preceding claim, characterized in that the total content of hydrocarbon oil(s) in the composition ranges from 5% to 80% by weight, preferably from 10% to 75% by weight, more preferably from 20% to 70% by weight, and better still from 35 to 65% by weight relative to the total weight of the composition.

11. Composition according to any one of the preceding claims, characterized in that it further comprises at least one alcohol chosen from monoalcohols other than fatty alcohols and polyols, preferably in a content ranging from 5% to 60% by weight, more preferably from 10% to 50% by weight, more preferably still from 15% to 40% by weight, relative to the total weight of the composition.

12. Composition according to any one of the preceding claims, characterized in that it further comprises one or more alkoxysilanes, preferably chosen from amino alkoxysilanes, such as 3-aminopropyltriethoxysilane (APTES), 3-aminopropylmethyldiethoxysilane (APMDES), and mixtures thereof.

13. Composition according to any one of the preceding claims, characterized in that it is anhydrous.

14. A process for coloring keratin fibers, preferably hair, comprising the application to said fibers of a composition as defined in any one of the preceding claims.

15. Method according to the preceding claim, characterized in that it comprises, after application of the composition, a step of applying heat to the keratin fibers using a heating device.

16. Use of a composition as defined in any one of claims 1 to 13 for coloring keratin fibers and in particular hair.