FR2867680A1 - Cosmetic or pharmaceutical composition in a medium, useful in cosmetic products (e.g. make up foundation), comprises at least a polymer comprising a napthylisoquinolinone monomer derivative - Google Patents

Abstract

Cosmetic or pharmaceutical composition (A) in a medium comprises at least a polymer comprising a napthylisoquinolinone monomer derivative (I). Cosmetic or pharmaceutical composition (A) comprises at least a polymer comprising a napthylisoquinolinone monomer derivative of formula (I). R1H, halo, 1-12C radical optionally substituted with O, OH or NH2 (optionally interrupted with one or more heteroatoms of O, N, P, Si or S) or NRRc; R, Rc : H or 1-6C hydrocarbon (preferably methyl, ethyl, propyl, isopropyl, n-butyl, iso-butyl, tert-butyl, pentyl or hexyl); R2, R3H, halo or a group of formula -X-G-P (II); X : -O-, -S-, -SO-, -SO2-, -NH- or -NR-; R : 1-30C radical (optionally substituted with O, OH, NH2 or halo and/or optionally interrupted by one or more heteroatoms (O, N, P, Si or S)); G : 1-32C divalent (optionally substituted by O, OH, NH2 or halo and/or optionally interrupted by one or more heteroatoms (O, N, P, Si or S))); P : polymers of formulae (H2C=C(Rd)-C(=O)-(Xd)m-), (H2C=C(Rd)-(CH2)n-(Xd)m-) or (H2C=CH-benzene (optionally substituted with (CH2)p-(Xd)m-); Rd : H or 1-6C hydrocarbon; Xd : O (preferred), NH or NRb; Rb : 1-6C alkyl, 6-10C aryl, (6-10C aryl)(1-6C alkyl) or (1-6C alkyl)(6-10C aryl) (where the alkyl and/or aryl groups are substituted by one or more OH, halo, 1-6C alkoxy or 6-10C aryloxy); m, n : 0-1; and p : 0-2. [Image].

Description

1 2867680

  The present invention relates to novel cosmetic or pharmaceutical compositions, in particular for topical application, and in particular novel make-up compositions, comprising organic polymers having particular optical properties, especially fluorescence properties.

  Cosmetic compositions, and in particular makeup compositions such as loose or compact powders, foundations, blushers, eyeshadows, lipsticks or nail polishes, generally consist of a vehicle and one or more coloring agents for imparting a certain color to said compositions before and / or after their application to the skin, mucous membranes, semi-mucous membranes and / or integuments such as nails, eyelashes or hair.

  In order to create colors, a rather limited range of coloring agents is used today, including lacquers, mineral pigments, organic pigments and pearlescent pigments.

  The pigments and lacquers used in the field of make-up are of very different origin and chemical nature. Their physicochemical properties, especially granulometry, specific surface area, density, etc., are therefore very different. These differences result in behavioral variations: their ease of implementation, dispersion in the environment; their stability to light, temperature; their mechanical properties.

  On the contrary, mineral pigments, in particular mineral oxides, are very stable in light and pH but give rather dull and pale colors. It is therefore necessary to introduce a large amount in the cosmetic formulations to obtain a sufficiently saturated line. This high percentage of mineral particles can nevertheless affect the brightness of the composition. The pearlescent pigments meanwhile allow to obtain varied but not very intense colors, which lead to iridescent effects but usually quite weak. In the field of temporary or fugitive hair coloring, which gives rise to a slight change in the natural color of the hair which holds from one shampoo to another and which serves to embellish or correct a shade already obtained, it has already been proposed a coloration with usual pigments to bring a temporary reflection to the hair, but the shades obtained by this coloration remain quite dull, too uniform and not very playful.

  In the field of make-up, only organic lacquers allowed until now to obtain bright and intense colors. However, most organic lakes have a very poor resistance to light, which results in a very clear attenuation of their color over time. They can also be unstable at temperature and / or pH. In addition, some lacquers cause too much bleeding, that is to say that they have the disadvantage of staining the support on which they are applied. Thus, this may have the consequence of staining the ocular lenses in the case of eyeliners or mascaras, or of leaving a color on the skin or nails after makeup removal in the case of lipsticks or varnishes nail. Finally, the instability of the lacquers is further aggravated when they are associated with photoreactive pigments such as titanium dioxide. However, these pigments are very widely used in makeup, especially for protection against UV radiation. Therefore, the use of organic lakes in cosmetics is quite limited, which results in a limitation of achievable hues.

  Thus, there remains the need for organic polymers with optical properties, which can be used in cosmetics, to obtain adequate optical effects of the compositions comprising them and / or the makeup obtained using these compositions, said polymers having also good thermal and photochemical stability, while having a low disgorging. After much research, the Applicant has shown that the use of a specific family of polymers, including in fact at least one particular monomer, allowed to obtain unexpectedly, such a result.

  Thus, the subject of the invention is a cosmetic or pharmaceutical composition comprising, in a physiologically acceptable medium, at least one polymer comprising at least one monomeric compound as defined below.

  Another subject of the invention is a cosmetic process for making up or caring for keratin materials, in particular the skin of the body or of the face, the lips, the nails, the eyelashes, the eyebrows and / or the hair, comprising the application on said materials of such a cosmetic composition.

  The polymers according to the invention may be in solid or liquid form, and confer remarkable optical effects on compositions which comprise them as well as on deposited makeup; in particular, they can bring lightening or color effects.

  These optical effects can be advantageously modulated depending on the chemical nature and / or the position of the various substituents present on the optical effect monomer used to form the polymer.

  Among the other advantages that the polymers according to the invention can provide are their good stability at temperature, pH and light.

  It has also been found that the polymers according to the invention have a good solubility in fats, solubility which could vary and be adjusted, depending on the nature of the monomers. This good liposolubility can also facilitate their subsequent use, especially in cosmetic compositions which generally comprise a fatty phase.

  In addition, the good cosmetic properties of the compositions according to the invention are maintained when they comprise the polymers according to the invention.

  In addition, although of close chemical structure, the polymers according to the invention may have, depending on the nature of the substituents, a wide variety of optical effects, ranging from red to red / violet. This makes it possible to have a range of compounds, belonging to the same chemical family, and therefore formulating in a similar manner, which offer remarkable diversity of optical properties; this facilitates in particular the work of the formulators by allowing them to keep an architecture common to all of their compositions, whatever the polymers with optical property used.

  Moreover, the polymers employed according to the invention have good fluorescence properties. It is recalled that in general, the fluorescent compounds absorb in the ultraviolet and the visible, and re-emit fluorescence energy for a wavelength between 380 nm and 830 nm.

  In addition, the polymers according to the invention have the advantage of removing makeup easily.

  The composition according to the invention therefore comprises, in a physiologically acceptable medium, in particular a cosmetically or pharmaceutically acceptable medium, at least one polymer that can be obtained by radical polymerization, in particular, of at least one monomer or monomeric compound of formula ( I): in which: R1 is chosen from (i) a hydrogen atom, (ii) a halogen, (iii) a linear, branched and / or cyclic, saturated and / or unsaturated carbon radical, comprising: at 12 carbon atoms, optionally substituted by one or more groups chosen from = 0, OH, NH 2 and / or optionally interrupted by one or more heteroatoms chosen from O, N, P, Si and S; (iv) a group NRR 'with R and R' being, independently of one another, a hydrogen atom or a linear, cyclic or branched, saturated C 1 -C 6 hydrocarbon-based radical; , especially methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, tert-butyl, pentyl or hexyl; R2 and R3, present on the same ring or each on a different ring, represent, independently of one another, a hydrogen, a halogen, or a group of formula -XGP (II), provided that at least one of the radicals R2 and / or R3 represents a group of formula (II), in which: X is chosen from the groups -O-, -S-, -SO-, -SO2-, -NHou; -NR- with R representing a linear, branched and / or cyclic, saturated and / or unsaturated carbon radical containing 1 to 30 carbon atoms, optionally substituted by one or more groups chosen from = 0, OH, NH 2, and the atoms halogen; and / or optionally interrupted by one or more heteroatoms selected from O, N, P, Si and S; G is a linear, branched and / or cyclic, saturated and / or unsaturated divalent carbon radical comprising 1 to 32 carbon atoms, optionally substituted by one or more groups chosen from = 0, OH, NH 2, and the atoms halogen; and / or optionally interrupted by one or more heteroatoms selected from O, N, P, Si and S; P is a polymerizable group chosen from one of the following formulas: ## STR2 ##

O

  (fila) (IIIb) CH2) p (X ') n, - in which: - R' represents H or a linear or branched, saturated C1-6 hydrocarbon radical, - X 'represents O, NH or NR "with R "represents a radical chosen from C1-6 alkyl radicals, C6-10 aryl radicals, (C6-10) aryl alkyl (C1-6) alkyl radicals or (C1-6) alkyl aryl radicals (C6-10) radicals, alkyl groups and / or aryls may be further substituted by one or more groups selected from OH, halogen, C1-C6 alkoxy and C6-10 aryloxy; preferably X 'is 0; m is 0 or 1; n is 0 or 1; 2867680 -pestal to 0, 1 or 2.

  In the present invention, the term "cyclic radical" is understood to mean a monocyclic or polycyclic radical, which is therefore itself in the form of one or more rings, saturated and / or unsaturated, optionally substituted (for example cyclohexyl or cyclodecyl). benzyl or fluorenyl), but also a radical which comprises one or more of said rings (for example 4-hydroxybenzyl).

  In the present invention, the term "saturated and / or unsaturated radical" means fully saturated radicals, totally unsaturated radicals, including aromatic radicals, as well as radicals comprising one or more double and / or triple linkages, the remainder. links being single links.

  Preferably, RI is hydrogen.

  Preferably, R2 is a hydrogen atom, and thus R3 is a group of formula (II).

  In said group of formula (II), X is preferably chosen from O- and NR- with R preferably representing a linear, branched and / or cyclic, saturated or unsaturated hydrocarbon-based radical optionally comprising a hydrocarbon ring which is itself saturated or unsaturated, comprising 2 to 18, especially 3 to 12 carbon atoms, optionally substituted by one or more groups selected from = 0, OH, NH 2, and halogen atoms; and / or optionally interrupted with one or more heteroatoms selected from O, N, P, Si and S; In particular, R may be an ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, pentyl, hexyl, cyclohexyl, octyl, cyclooctyl, decyl, cyclodecyl, dodecyl, cyclododecyl, phenyl or benzyl radical.

  The divalent radical G is preferably a linear, branched and / or cyclic, saturated or unsaturated divalent hydrocarbon radical, optionally comprising a hydrocarbon ring which is itself saturated or unsaturated, comprising in total 2 to 18, in particular 3 to 10 carbon atoms, optionally substituted with one or more groups selected from = 0, OH, NH 2, and halogen atoms; and / or optionally interrupted by one or more heteroatoms chosen from O, N, P, Si. Preferentially G is chosen from saturated linear or branched divalent hydrocarbon radicals optionally comprising a saturated hydrocarbon ring, comprising in total 2 to 18, in particular 3 to 10 carbon atoms.

  Thus G may be chosen from ethylene, n-propylene, isopropylene (or methyl-1-ethylene and 2-methylethylene), n-butylene, isobutylene, pentylene, especially n-pentylene, hexylene, especially nhexylene, cyclohexylene, heptylene, 6 2867680 octylene, cyclooctylene, decylene, cyclodecylene, cyclohexyldimethylene in particular of formula -CH2C6H10-CH2-, dodecylene, cyclododecylene.

  In formula (IIIb), if n = 0 then preferably, m = 0.

  The polymerizable group P is preferably chosen from one of the following formulas: ## STR2 ##

_

  Wherein R 'is H or methyl.

  Among the monomeric compounds that are particularly preferred according to the invention, there may be mentioned compounds corresponding to one of the following formulas, in which R is H or methyl: ## STR1 ## Some of these compounds According to the teaching of EP728745, in particular the compounds for which X is N, can be prepared according to the state of the art. In a schematic way, the general method of synthesis for the compounds for which X is O, can be represented as follows: ## STR1 ## Thus, the appropriate naphthalic anhydride can be reacted with a suitable primary diamine.

  Preferably, the naphthalic anhydride is present in slight excess with respect to the diamine, in particular in a proportion of 1 to 1.5 equivalents, preferably 1.1 equivalents, for 1 equivalent of diamine.

  The reaction may be carried out in a solvent selected by the solvents in which the anhydride is soluble, and in particular toluene, xylene, acetic acid or NMP; the reaction is preferably carried out at reflux of the solvent, for example at a temperature of 50-250 ° C., preferably 80 ° -160 ° C.

  The isoquinolinone formed can be reacted with a diol, an amino alcohol or a thioalcohol.

  For example, when R'2 is a halogen (preferably chlorine or bromine), it is possible to carry out an aromatic nucleophilic substitution, for example using a diol such as 1,3-propane-diol or 1,5-propane. diol, optionally in the form of alkali metal alkoxide (sodium, for example).

  The reaction can be carried out in the absence of a solvent, or in the presence of an aprotic dipolar solvent such as dichloromethane, THF (tetrahydrofuran), especially at a temperature of 20-150 C.

  The corresponding alcohol derivative is then obtained, which can then be reacted with a (meth) acryloyl halide, in particular a chloride, so as to form the corresponding (meth) acrylate.

  This reaction may be carried out in the presence of a base such as triethanolamine, in a solvent such as tetrahydrofuran or dichloromethane, especially at a temperature of -30 ° C. to 100 ° C., preferably 0 ° to 80 ° C.

  The monomeric compounds for which X is S can be prepared in a similar manner. In particular, the isoquinolinone formed in the first step above can be reacted with an alkali metal alcoholate of thioalcohol so as to form the alcoholic derivative according to the scheme below: R3

OH

R1 R1 R2

  This derivative can then be oxidized under mild conditions so as to lead to the corresponding sulfoxide. By modifying the conditions of the oxidation, it is also possible to prepare the corresponding sulfone.

  These sulfides, sulfoxides and sulfones can then be converted to obtain the desired methacrylates or acrylates.

  These monomeric compounds can be used as the first monomer to prepare copolymers comprising them.

  In particular, the monomeric compounds with optical effect according to the invention can be used to prepare homopolymers or copolymers comprising only monomeric compounds with optical effect of formula (I), alone or as a mixture, or of formula (I) in a mixture with others, in particular in a mixture with those of formula A as defined below, these different compounds can then for example be present each at a rate of 0.5 to 99.5% by weight, in particular 5 to 95% by weight, or even 10 to 90% by weight, more preferably each in the proportion of 30 to 70% by weight, relative to the total weight of the polymer. This may in particular make it possible to prepare polymers having a wide range of optical effect (in particular color, fluorescent or other).

  Among the monomeric compounds with an optical effect that can be copolymerized with the monomeric compounds of formula (I), and optionally with one or more additional comonomers as defined below, mention may be made of the compounds of formula (A): Ra2 , Ra3 (A) in which: Rai represents a linear, branched and / or cyclic carbon radical, saturated and / or unsaturated, comprising 1 to 32 carbon atoms; optionally substituted with one or more groups selected from = 0, OH, NH 2, and halogen atoms; and / or optionally interrupted by one or more heteroatoms selected from O, N, P, Si and S; Ra2 and Ra3, present on the same ring or each on a different ring, represent, independently of one another, a hydrogen, a halogen, or a group of formula -Xa-Ga-Pa (II), under with the proviso that at least one of the radicals Ra2 and / or Ra3 represents a group of formula (II), in which: Xa is chosen from the groups -O-, -S-, -SO-, -SO2-, -NH- or -NR4- with R4 representing a linear, branched and / or cyclic carbon radical, saturated and / or unsaturated, comprising 1 to 30 carbon atoms, optionally substituted with one or more groups chosen from = 0, OH, NH2 , and halogen atoms; and / or optionally interrupted by one or more heteroatoms selected from O, N, P, Si and S; - Ga is a divalent linear, branched and / or cyclic, saturated and / or unsaturated divalent carbon radical comprising 1 to 32 carbon atoms, optionally substituted with one or more groups chosen from = 0, OH, NH 2, and the atoms halogen; and / or optionally interrupted by one or more heteroatoms selected from O, N, P, Si and S; Pa is a polymerizable group chosen from one of the following formulas: ## STR1 ## ) in which: (IIIb) (fl) - R 'represents H or a linear or branched, saturated C1-6 hydrocarbon radical, - X' represents O, NH or NR "with R" representing a radical chosen from radicals C1-6 alkyls, C6-10 aryls, (C6-10) aryls (C1-6) alkyls or (C1-6) alkyls (C6-10) aryls, and the alkyl and / or aryl groups may be further substituted by one or more groups selected from OH, halogen, C 1-6 alkoxy and C 6-10 aryloxy; and m is 0 or 1, n is 0 or 1, p is 0, 1 or 2.

  It is also possible to prepare random or alternating copolymers comprising said monomeric compounds with optical effect according to the invention and additional comonomers as defined below.

  It is also possible to prepare block copolymers, for example diblock or triblock, comprising said monomeric compounds with optical effect according to the invention and additional comonomers as defined below. The monomeric compounds according to the invention may form all or part of a block, or sequence, or even of several blocks or sequences. It is thus possible to prepare block copolymers of the AB, ABA, BAB, ABC type where A is a sequence comprising the monomeric compound (s) according to the invention, optionally in combination with additional comonomers, B and C being distinct sequences, comprising additional comonomers, alone or in mixture, and the same or different from the comonomers present in the sequence A. The copolymers comprising the monomeric compounds according to the invention can also be of the gradient type.

  In these copolymers, the monomeric compounds with optical effect may be present in an amount of from 0.01 to 70% by weight relative to the weight of the final polymer, especially in an amount of 0.1% to 50% by weight, in particular from 0.5 to 30% by weight, or even from 1 to 20% by weight, more preferably from 2 to 10% by weight, the additional comonomers, alone or as a mixture, representing the complement at 100% by weight.

  The copolymers according to the invention may comprise, in addition to the monomeric compound (s) with optical effect, at least one additional comonomer which is hydrophilic, or a mixture of such comonomers.

  These hydrophilic comonomers may be present in a proportion of 1 to 99.99% by weight, in particular 2-70% by weight, more preferably 5-50% by weight, or even 10-30% by weight, relative to the total weight of the product. copolymer.

  In the present description, the term "hydrophilic monomer" will be used interchangeably to denote monomers whose homopolymers are soluble or dispersible in water, or of which an ionic form thereof is.

  A homopolymer is said to be water-soluble if it forms a clear solution when it is in solution at 5% by weight in water, at 25.degree.

  A homopolymer is said to be hydrodispersible if, at 5% by weight in water, at 25 ° C., it forms a stable suspension of fine, generally spherical particles. The average particle size constituting said dispersion is less than 1 μm and, more generally, varies between 5 and 400 nm, preferably from 10 to 250 nm. These particle sizes are measured by light scattering.

  A monomer will be said to be 'hydrophobic' if it is not hydrophilic.

  Preferably, the or the additional hydrophilic comonomer has a Tg greater than or equal to 20 C, in particular greater than or equal to 50 C, but may possibly have a Tg of less than or equal to 20 C.

  The copolymers according to the invention may comprise at least one additional hydrophobic comonomer, or a mixture of such comonomers.

  These additional hydrophobic comonomers can be present in a proportion of 1 to 99.99% by weight, in particular 30-98% by weight, more preferably 50-95% by weight, or even 70-90% by weight, relative to the total weight of the copolymer.

  Preferably, the hydrophobic comonomer has a Tg greater than or equal to 20 ° C., in particular greater than or equal to 30 ° C., but may optionally have a Tg of less than or equal to 20 ° C.

  In the present invention, the Tg (or glass transition temperature) is measured according to the ASTM D3418-97 standard, by differential scanning calorimetry (DSC) on a calorimeter, over a temperature range between -100.degree. +150 C at a heating rate of 10 C / min in 150 l aluminum crucibles.

  In general, as additional comonomer capable of being copolymerized with at least one monomeric compound of formula (I), the following monomers may be mentioned, alone or as a mixture,: (i) ethylenic hydrocarbons having 2 10 carbons, such as ethylene, isoprene, or butadiene; (ii) (meth) acrylates of formula: ## STR3 ## in which R 3 represents: a linear or branched alkyl group of 1 to 18 carbon atoms, in which is optionally inserted (s) one or more heteroatoms selected from O, N, S and P; said alkyl group may further be optionally substituted with one or more substituents selected from hydroxyl groups, halogen atoms (Cl, Br, I and F), and Si (R4R5) groups, wherein R4 and R5 are the same or different represent a C1-C6 alkyl group or a phenyl group; in particular R3 may be a methyl, ethyl, propyl, n-butyl, isobutyl, tert-butyl, hexyl, ethylhexyl, octyl, lauryl, isooctyl, isodecyl, dodecyl, cyclohexyl, t-butylcyclohexyl or stearyl group; ethyl-2perfluorohexyle; or a C1-4 hydroxyalkyl group such as 2-hydroxyethyl, 2-hydroxybutyl and 2-hydroxypropyl; or a (C1-4) alkoxy (C1-4) alkyl group such as methoxyethyl, ethoxyethyl and methoxypropyl, - a C3-C12 cycloalkyl group, such as the isobornyl group, - a C3-C20 aryl group such as phenyl, a C 4 to C 30 aralkyl group (C 1 to C 6 alkyl group) such as 2-phenylethyl, t-butylbenzyl or benzyl, a 4 to 12-membered heterocyclic group containing one or more heteroatoms chosen from O, N, and S, the ring being aromatic or not, - a heterocycloalkyl group (alkyl of 1 to 4 C), such as furfurylmethyl or téta-hydrofurfurylméthyl, said cycloalkyl, aryl, aralkyl, heterocyclic or heterocycloalkyl groups may be optionally substituted by one or more substituents selected from hydroxyl groups, halogen atoms, and linear or branched C1-4 alkyl groups in which one or more heteroatoms selected from O, N, S and (or) are optionally intercalated; P, said alkyl groups may further be optionally substituted by one or more substituents selected from hydroxyl groups, halogen atoms (Cl, Br, I and F), and Si (R4R5) groups, where R4 and R5, which may be the same or different, represents a C1-C6 alkyl group, or a phenyl group, - R3 may also be a group - (C2H40) n -R ", with m = 5 to 150 and R" = H or C1 alkyl at C30, for example -POE-methyl or -POE-behenyl; (Iii) (meth) acrylamides of the formula: R8 / R6H2C = CCONR7 wherein R8 is H or methyl; and R7 and R6, which are identical or different, represent: a hydrogen atom; or - a linear or branched alkyl group, of 1 to 18 carbon atoms, in which is (are) optionally intercalated (s) one or more heteroatoms chosen from O, N, S and P; said alkyl group may further be optionally substituted with one or more substituents selected from hydroxyl groups, halogen atoms (Cl, Br, I and F), and Si (R 4 R 5) groups, where R 4 and R 5 are the same or different represent a C1-C6 alkyl group or a phenyl group; in particular R3 may be a methyl, ethyl, propyl, n-butyl, isobutyl, tert-butyl, hexyl, ethylhexyl, octyl, lauryl, isooctyl, isodecyl, dodecyl, cyclohexyl, t-butylcyclohexyl or stearyl group; ethyl-2-perfluorohexyl; or a C1-4 hydroxyalkyl group such as 2-hydroxyethyl, 2-hydroxybutyl and 2-hydroxypropyl; or a (C1-4) alkoxy (C1-4) alkyl group such as methoxyethyl, ethoxyethyl and methoxypropyl, - a C3-C12 cycloalkyl group, such as the isobornyl group, - a C3-C20 aryl group such as phenyl, a C 4 to C 30 aralkyl group (C 1 to C 8 alkyl group) such as 2-phenylethyl, t-butylbenzyl or benzyl, a 4 to 12-membered heterocyclic group containing one or more hetero-tomes chosen from O , N, and S, the ring being aromatic or not, - a heterocycloalkyl group (alkyl of 1 to 4 C), such as furfurylmethyl or tetrahydrofurfurylmethyl, said cycloalkyl, aryl, aralkyl, heterocyclic or heterocycloalkyl groups may be optionally substituted with one or a plurality of substituents chosen from hydroxyl groups, halogen atoms, and linear or branched C1-C4 alkyl groups in which one or more heteroatoms chosen from O, N are optionally intercalated, S and P, said alkyl groups being furthermore optionally substituted by one or more substituents selected from hydroxyl groups, halogen atoms (Cl, Br, I and F), and Si (R 4 R 5) groups, where R 4 and R5, which may be identical or different, represent a C1-C6 alkyl group, or a phenyl group.

  Examples of (meth) acrylamide monomers are (meth) acrylamide, N-methyl (meth) acrylamide, N-butylacrylamide, Nt-butylacrylamide, Nisopropylacrylamide, N, N-dimethyl (meth) acrylamide, 2867680 N, Ndibutylacrylamide, N-octylacrylamide, N-dodecylacrylamide, undecylacrylamide, and N (2-hydroxypropylmethacrylamide).

  (iv) the vinyl compounds of formulas: CH 2 CHCH-R 9, CH 2 CHCH-CH 2 -R 9 or CH 2 CC (CH 3) -CH 2 -R 9 in which R 9 is a hydroxyl group, halogen (Cl or F), NH 2 OR10 where R10 is phenyl or C1-C12 alkyl (the monomer is a vinyl or allyl ether); acetamide (NHCOCH3); an OCOR11 group where R11 represents a linear or branched alkyl group of 2 to 12 carbons (the monomer is a vinyl or allyl ester); or a group chosen from: a linear or branched alkyl group of 1 to 18 carbon atoms in which one or more heteroatoms chosen from O, N, S and P are optionally intercalated; said alkyl group may further be optionally substituted with one or more substituents selected from hydroxyl groups, halogen atoms (Cl, Br, I and F), and Si (R4R5) groups, wherein R4 and R5 are the same or different represent a C1-C6 alkyl group or a phenyl group; a C 3 to C 12 cycloalkyl group such as isobornyl, cyclohexane, a C 3 to C 20 aryl group such as phenyl, a C 4 to C 30 aralkyl group (C 1 to C 6 alkyl group) such as 2-phenylethyl; benzyl, - a 4- to 12-membered heterocyclic group containing one or more heteroatoms selected from O, N, and S, the ring being aromatic or not, - a heterocycloalkyl (alkyl of 1 to 4 C), such as furfurylmethyl or tetrahyd rofurfurylmethyl, said cycloalkyl, aryl, aralkyl, heterocyclic or heterocycloalkyl groups may be optionally substituted with one or more substituents selected from hydroxyl groups, halogen atoms, and alkyl groups of 1 to 4 C linear or branched in which is found optionally interspersed with one or more heteroatoms chosen from O, N, S and P, said alkyl groups possibly being optionally substituted with one or more substituents chosen from hydroxyl groups and halogen atoms (Cl , Br, I and F) and Si (R4R5) groups wherein R1 and R2 are the same or different and are C1-C6 alkyl or phenyl.

  Examples of vinyl monomers are vinylcyclohexane, and styrene.

  Examples of vinyl esters are vinyl acetate, vinyl propionate, vinyl butyrate, vinyl ethylhexanoate, vinyl neononanoate, and vinyl neododecanoate.

  Vinyl ethers include vinyl methyl ether, vinyl ethyl ether and vinyl isobutyl ether.

  (v) (meth) acrylic, (meth) acrylamide or vinyl monomers containing a fluorinated or perfluorinated group, such as ethylperfluorooctyl (meth) acrylate or ethyl-2-perfluorohexyl (meth) acrylate; (Vi) (meth) acrylic, (meth) acrylamide or vinylic silicone monomers, such as methacryloxypropyltris (trimethylsiloxy) silane or acryloxypropylpolydimethylsiloxane.

  (vii) monomers containing ethylenic unsaturation (s) comprising at least one carboxylic, phosphoric or sulphonic acid function, or anhydride, such as, for example, acrylic acid, methacrylic acid, crotonic acid, maleic anhydride, itaconic acid, fumaric acid, maleic acid, acrylamido-dopropanesulfonic acid, vinylbenzoic acid, vinylphosphoric acid and salts thereof, - (viii) unsaturated monomers (s) ethylene (s) comprising at least one tertiary amine function such as 2-vinylpyridine, 4-vinylpyridine, dimethylaminoethyl methacrylate, diethylaminoethyl methacrylate, dimethylaminopropyl methacrylamide and salts thereof.

  The salts may be formed by neutralization of the anionic groups with the aid of a mineral base, such as LiOH, NaOH, KOH, Ca (OH) 2, NH 4 OH or Zn (OH) 2; or with an organic base such as a primary, secondary or tertiary alkylamine, especially triethylamine or butylamine. This primary, secondary or tertiary alkylamine may comprise one or more nitrogen and / or oxygen atoms and may therefore comprise, for example, one or more alcohol functions; mention may especially be made of 2-amino-methyl-2-propanol, triethanolamine and dimethylamino-2-propanol. We can also mention lysine or 3 (dimethylamino) -propylamine.

  It is also possible to mention the salts of mineral acids, such as sulfuric acid, hydrochloric acid, hydrobromic acid, hydroiodic acid, phosphoric acid and boric acid. Mention may also be made of organic acid salts, which may comprise one or more carboxylic acid, sulphonic acid or phosphonic acid groups. It may be linear, branched or cyclic aliphatic acids or aromatic acids. These acids may furthermore comprise one or more heteroatoms chosen from O and N, for example in the form of hydroxyl groups. These include propionic acid, acetic acid, terephthalic acid, citric acid and tartaric acid.

  It is of course possible to use several of the additional comonomers mentioned above.

  The additional comonomer (s) may be present in an amount of from 30% to 99.99% by weight relative to the weight of the final polymer, in particular in an amount of from 50% to 99.9% by weight, in particular from 70% to 99.5% by weight, or even 80 to 99% by weight, more preferably 90 to 98% by weight.

  The additional comonomers chosen from C 1 -C 18 alkyl or (C 3 -C 12) cycloalkyl, especially methyl acrylate, methyl methacrylate and isobornyl acrylate, isobornyl methacrylate, isobutyl acrylate, isobutyl methacrylate, 2-ethylhexyl acrylate, 2-ethylhexyl methacrylate, dodecyl acrylate , dodecyl methacrylate, stearyl acrylate, stearyl methacrylate, trifluoroethyl acrylate, trifluoroethyl methacrylate.

  There may also be mentioned acrylic acid, methacrylic acid, methacryloxypropyltris (trimethylsiloxy) silane, acryloxypropyltris (trimethylsiloxy) silane, acryloxypropylpolydimethylsiloxane and methacryloxypropylpolydimethylsiloxane.

  Said polymers may be prepared according to methods known to those skilled in the art, in particular by radical polymerization; controlled radical polymerization, for example by xanthans, dithiocarbamates or dithioesters; by polymerization using nitroxide precursors; by radical transfer polymerization (ATRP); by group transfer polymerization.

  In a conventional manner, the polymerization can be carried out in the presence of a polymerization initiator, which can be a radical initiator, and in particular which can be chosen from peroxidized organic compounds such as dilauroyl peroxide, dibenzoyl peroxide, ter butyl peroxy-2-ethylhexanoate; or from among the diazotized compounds such as azobisisobutyronitrile or azobisdimethylvaleronitrile. The reaction can also be initiated by means of photoinitiators or UV radiation, neutrons or plasma.

  The monomeric compounds with optical effect, and possibly the homo- or co-polymers comprising them preferably have an absorption wavelength of between 300 and 700 nm, in particular between 320 and 650 nm, and even between 350 and 600 nm. .

  They preferably have an emission wavelength of between 380 and 850 nm, especially between 400 and 750 nm, and even between 450 and 700 nm. The weight average molecular weight (Mw) of the copolymers according to the invention is preferably between 5000 and 600,000 g / mol, in particular between 10,000 and 300,000 g / mol, and more preferably between 20,000 and 150,000 g. / mol.

  The weight average molecular weights (Mw) and number (Mn) are determined by gel permeation liquid chromatography (GPC), eluent THF, calibration curve established with linear polystyrene standards, refractometric detector).

  The polymers according to the invention, whether homopolymers or copolymers, may be present, alone or as a mixture, in the compositions according to the invention in an amount of 0.01 to 60% by weight, preferably 0, 1 to 50% by weight, especially 1 to 25% by weight, or even 3 to 15% by weight, and more preferably 5 to 12% by weight, relative to the total weight of the composition.

  They may be present in the composition in solubilized form, for example in water, in an oil or in an organic solvent, or in the form of an aqueous or organic dispersion.

  Advantageously, the polymers according to the invention are soluble or dispersible in at least one of the phases of the composition which comprises them.

  The cosmetic or pharmaceutical compositions according to the invention comprise, besides said polymers, a physiologically acceptable medium, in particular cosmetically, dermatologically or pharmaceutically acceptable, that is to say a medium compatible with keratin materials such as the skin of the body. face or body, hair, eyelashes, eyebrows and nails.

  The composition may thus comprise a hydrophilic medium comprising water or a mixture of water and hydrophilic organic solvent (s) such as alcohols and in particular linear or branched lower monoalcohols having from 2 to 5 carbon atoms such as ethanol, isopropanol or n-propanol, and polyols such as glycerine, diglycerine, propylene glycol, sorbitol, pentylene glycol, and polyethylene glycols, or alternatively C 2 ethers; and C2-C4 hydrophilic aldehydes.

  The water or the mixture of water and hydrophilic organic solvents may be present in the composition according to the invention in a content ranging from 0.1% to 99% by weight, relative to the total weight of the composition, and from preferably from 10% to 80% by weight.

  The composition may also be anhydrous.

  The composition may also comprise a fatty phase which may comprise fatty substances that are liquid at room temperature (generally 25 ° C.) and / or fatty substances that are solid at room temperature, such as waxes, pasty fatty substances, gums and their mixtures. These fats can be of animal, vegetable, mineral or synthetic origin. This fatty phase may, in addition, contain lipophilic organic solvents.

  As fatty substances that are liquid at room temperature, often called oils, that can be used in the invention, mention may be made of: hydrocarbon-based oils of animal origin, such as perhydrosqualene; vegetable hydrocarbon oils such as liquid triglycerides of fatty acids of 4 to 10 carbon atoms such as triglycerides of heptanoic or octanoic acids, or sunflower, corn, soybean, grapeseed, sesame, apricot, macadamia, 2867680 castor, avocado, triglycerides of caprylic acid, jojoba oil, shea butter; linear or branched hydrocarbons of mineral or synthetic origin, such as liquid paraffins and derivatives thereof, petroleum jelly, polydecenes, hydrogenated polyisobutene such as parleam; esters and synthetic ethers, in particular of fatty acids, for example purcellin oil, isopropyl myristate, 2-ethylhexyl palmitate, octyl-2-dodecyl stearate, erucate octyl-2-dodecyl, isostearyl isostearate; hydroxylated esters such as isostearyl lactate, octyl hydroxystearate, octyldodecyl hydroxystearate, diisostearyl malate, triisocetyl citrate, heptanoates, octanoates, decanoates of fatty alcohols; polyol esters such as propylene glycol dioctanoate, neopentyl glycol diheptanoate, diethylene glycol diisononanoate; and pentaerythritol esters; fatty alcohols having 12 to 26 carbon atoms such as octyldodecanol, 2-butyloctanol, 2-hexyldecanol, 2-undecylpentadecanol, oleyl alcohol; partially hydrocarbonated and / or silicone fluorinated oils; silicone oils, such as volatile or nonvolatile polymethylsiloxanes (PDMS), linear or cyclic, liquid or pasty at room temperature, such as cyclomethicones, dimethicones, optionally comprising a phenyl group, such as phenyl trimethicones, phenyltrimethylsiloxydiphenylsiloxanes or diphenylmethyldimethyltrisiloxanes, diphenyl dimethicones, phenyl dimethicones, polymethylphenyl siloxanes; their mixtures.

  These oils may be present in a content ranging from 0.01 to 90%, and better still from 0.1 to 85% by weight, relative to the total weight of the composition.

  The composition according to the invention may also comprise one or more physiologically acceptable organic solvents.

  These solvents may be generally present in a content ranging from 0.1 to 90%, preferably from 0.5 to 85%, more preferably from 10 to 80% by weight, relative to the total weight of the composition, and better from 30 to 50%.

  Mention may in particular be made, in addition to the hydrophilic organic solvents mentioned above, ketones that are liquid at ambient temperature, such as methyl ethyl ketone, methyl isobutyl ketone, diisobutyl ketone, isophorone, cyclohexanone, acetone; propylene glycol ethers which are liquid at room temperature, such as propylene glycol monomethyl ether, propylene glycol monomethyl ether acetate, and dipropylene glycol mono-butyl ether; short-chain esters (having from 3 to 8 carbon atoms in total) such as ethyl acetate, methyl acetate, propyl acetate, n-butyl acetate, isopentyl; ethers which are liquid at 25 ° C., such as diethyl ether, dimethyl ether or dichlorodiethyl ether; alkanes liquid at 25 ° C such as decane, heptane, dodecane, isododecane, cyclohexane; C aromatic liquid aromatic compounds such as toluene and xylene; 25 C liquid aldehydes such as benzaldehyde, acetaldehyde and mixtures thereof.

  For the purposes of the present invention, the term "wax" is intended to mean a lipophilic compound, solid at room temperature (25 ° C.), with a reversible solid / liquid state change, having a melting point greater than or equal to 25 ° C. and up to 25 ° C. at 120 ° C. By bringing the wax to the liquid state (melting), it is possible to render it miscible with any oil present and to form a homogeneous mixture microscopically, but by bringing the temperature of the mixture to room temperature, a recrystallization of the wax is obtained in the oils of the mixture. The melting point of the wax can be measured using a differential scanning calorimeter (D.S.C.), for example the calorimeter sold under the name DSC 30 by the company METLER.

  The waxes may be hydrocarbon-based, fluorinated and / or silicone-based and may be of vegetable, mineral, animal and / or synthetic origin. In particular, the waxes have a melting point of greater than 30 ° C. and better still greater than 45 ° C. As wax which can be used in the composition of the invention, mention may be made of beeswax, carnauba or candelilla wax, paraffin, microcrystalline waxes, ceresin or ozokerite; synthetic waxes such as polyethylene or Fischer Tropsch waxes, silicone waxes such as alkyl or alkoxydimetone having from 16 to 45 carbon atoms.

  The gums are generally high molecular weight polydimethylsiloxanes (PDMS) or cellulose gums or polysaccharides and the pasty substances are generally hydrocarbon compounds such as lanolines and their derivatives or else PDMSs.

  The nature and quantity of the solid bodies depend on the mechanical properties and textures sought. As an indication, the composition may contain from 0.1 to 50% by weight of waxes, relative to the total weight of the composition and better still from 1 to 30% by weight.

  The composition according to the invention may further comprise, in a particulate phase, pigments and / or nacres and / or fillers usually used in cosmetic compositions.

  The composition may also comprise other dyestuffs chosen from water-soluble dyes and / or liposoluble dyes well known to those skilled in the art.

  By pigments, it is necessary to include particles of any shape, white or colored, mineral or organic, insoluble in the physiological medium, intended to color the composition.

  By fillers, it is necessary to include colorless or white particles, mineral or synthetic, lamellar or non-lamellar, intended to give the body or rigidity to the composition, and / or softness, dullness and uniformity make-up.

  By nacres, it is necessary to understand particles of any iridescent form, in particular produced by certain molluscs in their shell or else synthesized. The pigments may be present in the composition in an amount of 0.01 to 25% by weight of the final composition, and preferably in a proportion of 3 to 10% by weight. They can be white or colored, mineral or organic ,. There may be mentioned oxides of titanium, zirconium or cerium, as well as oxides of zinc, iron or chromium, ferric blue, chromium hydrate, carbon black, overspray (polysulfides). aluminosilicates), manganese pyrophosphate and some metal powders such as silver or aluminum. Mention may also be made of D & C pigments and lacquers commonly used to give the lips and the skin a make-up effect, which are salts of calcium, barium, aluminum, strontium or zirconium.

  The nacres may be present in the composition in a proportion of 0.01 to 20% by weight, preferably at a rate of the order of 3 to 10% by weight. Among the nacres that can be envisaged, mention may be made of natural mother-of-pearl, mica coated with titanium oxide, with iron oxide, with natural pigment or with bismuth oxychloride, and with colored titanium mica.

  Among the dyes, liposoluble or water-soluble, which may be present in the composition, alone or as a mixture, in a proportion of 0.001 to 15% by weight, preferably 0.01 to 5% by weight and especially 0.1 to 2% by weight, relative to the total weight of the composition, mention may be made of the disodium salt of culvert, the di-sodium salt of alizarin green, quinoline yellow, the trisodium salt of amaranth, the disodium salt of tartrazine, monosodium rhodamine salt, disodium fuchsin salt, xanthophyll, methylene blue, cochineal carmine, haloacid, azo, anthraquinone dyes, copper or iron sulphate, Sudan brown, Sudan red and annatto, as well as beet juice and carotene.

  The composition according to the invention may also comprise, in addition, one or more fillers, in particular in a content ranging from 0.01% to 50% by weight, relative to the total weight of the composition, preferably ranging from 02% to 30% by weight. The fillers can be mineral or organic of any shape, platelet, spherical or oblong. Mention may be made of talc, mica, silica, kaolin, polyamide (nylon), poly-R-alanine and polyethylene powders, tetrafluoroethylene (Teflon) polymer powders, lauroyl-lysine, starch, boron nitride, polymeric hollow microspheres such as those of polyvinylidene / acrylonitrile chloride such as Expancel (Nobel Industrie), acrylic acid copolymers (Polytrap from Dow Corning) and resin microspheres Silicone (eg Toshiba Tospearls), elastomeric polyorganosiloxane particles, precipitated calcium carbonate, magnesium carbonate and hydrocarbonate, hydroxyapatite, hollow silica microspheres (Silica Beads from Maprecos), microcapsules of glass or ceramic, metal soaps derived from organic carboxylic acids having from 8 to 22 carbon atoms, preferably from 12 to 18 carbon atoms, for example zinc stearate, magnesium ium or lithium, zinc laurate, magnesium myristate.

  The composition may further comprise an additional polymer such as a film-forming polymer. According to the present invention, the term "film-forming polymer" means a polymer capable of forming on its own or in the presence of an auxiliary film-forming agent, a continuous and adherent film on a support, in particular on keratin materials. Among the film-forming polymers that may be used in the composition of the present invention, mention may be made of synthetic polymers, of radical type or of polycondensate type, polymers of natural origin and their mixtures, in particular acrylic polymers, polyurethanes , polyesters, polyamides, polyureas, cellulosic polymers such as nitrocellulose.

  The composition according to the invention may also comprise ingredients commonly used in cosmetics, such as vitamins, thickeners, gelling agents, trace elements, softeners, sequestering agents, perfumes, alkalizing or acidifying agents, preservatives, sunscreens, surfactants, antioxidants, anti-hair loss agents, anti-dandruff agents, propellants, ceramides, or mixtures thereof. Of course, one skilled in the art will take care to choose this or these optional additional compounds, and / or their quantity, in such a way that the advantageous properties of the composition according to the invention are not, or not substantially, altered by the addition envisaged.

  The composition according to the invention may be in the form of a suspension, in particular a dispersion of oil in water by means of vesicles; an oily solution optionally thickened or gelled; an oil-in-water, water-in-oil, or multiple emulsion; a gel or a mousse; an oily or emulsified gel; a dispersion of vesicles, in particular lipids; a biphase or multiphase lotion; a spray; a loose powder, compact or cast; an anhydrous paste. This composition may have the appearance of a lotion, a cream, an ointment, a soft paste, an ointment, a solid cast or molded and especially stick or cup, or compacted solid.

  Those skilled in the art may choose the appropriate dosage form, as well as its method of preparation, on the basis of its general knowledge, taking into account, on the one hand, the nature of the constituents used, in particular their solubility in the support, and on the other hand, of the application envisaged for the composition.

  The cosmetic composition according to the invention may be in the form of a care product and / or makeup of the skin of the body or face, lips, nails, eyelashes, eyebrows and / or hair, a suntan or self-tanning product, a hair product for care, treatment, shaping, makeup or hair coloring.

  It can thus be in the form of a make-up composition, in particular a product for the complexion such as a foundation, a blush or an eyeshadow; a lip product such as a lipstick or a lip care; a concealer product; a blush, a mascara, an eyeliner; an eyebrow makeup product, a lip pencil or an eye pencil; nail product such as nail polish or nail care; a body make-up product; a hair make-up product (mascara or hairspray).

  It may also be in the form of a composition for protecting or caring for the skin of the face, neck, hands or body, in particular an anti-wrinkle composition, a moisturizing or treating composition; an anti-solar composition or artificial tanning.

  It may also be in the form of a hair product, especially for coloring, maintaining the hairstyle, shaping the hair, care, treatment or cleaning of the hair, such as shampoos, gels, styling lotions, blow-drying lotions, fixing and styling compositions such as lacquers or spray.

  The invention also relates to a cosmetic process for the makeup or care of keratin materials, in particular the skin of the body or of the face, the lips, the nails, the eyelashes, the eyebrows and / or the hair, comprising application on said materials of a cosmetic composition as defined above.

  The invention is illustrated in more detail in the following examples.

  Measurement method of the wave sender (emission and absorption) The measurement of the wavelengths is carried out using a Varian Cary Eclipse fluorimeter.

  Unless otherwise indicated, this measurement is carried out as follows: 20 mg of product are placed in a 50 ml cylinder. In order to solubilize the product, said cylinder is made up to 50 ml, with the aid of a suitable solvent, for example dichloromethane (DCM), chloroform or dimethylsulfoxide (DMSO). The resulting solution is mixed and 250 microliters are withdrawn and placed in a 50 ml cylinder, and then again with the solvent to 50 ml.

  The whole is mixed and a sample of the solution is taken from a closed quartz tank 10 mm thick, which is then placed in the measuring chamber.

Example 1

  Step 1: Preparation of 4-chloro-naphthylisoquinolinone 24 2867680 +

NMP cl Cl

  In a 2-liter flask, under an inert atmosphere (nitrogen), 20.0 g (86 mmol) of 4-chloronaphthalene-1,8-anhydride are added, followed by the addition of 20.4 g (0.13 mol) of 1.8 g. diaminonaphthalene and 250 ml of NMP. Mix at 500 rpm. for a few minutes, under argon, and the mixture is heated to 150 C.

  After 4 hours of reaction, the resulting reaction mixture is allowed to cool to room temperature. The precipitate is filtered off, washed with ethanol and with water, and then dried in an oven at 60 ° C. under reduced pressure.

  30.2 g of brown powder are obtained (yield 98.9%) Characterization 1H-NMR (CDCl 3, 400MHz) S: 8.84 8.66 (1H), 8.61 8.45 (2H), 8.43 8.37 (1H), 7.79 7.70 (2H) ), 7.51 7.26 (4H), 7.22 7.18 (1H).

  Step 2: Preparation of naphthylisoquinolinone-4-aminopentan-5-ol + HZNOH

HN - OH

NMP Cl

  10.0 g (28.8 mmol) of 4-chloro-naphthylisoquinolinone are placed in a flask under an inert atmosphere of argon; 14.5 g (0.14 mol) of 1-aminopentan-5-ol and 150 ml of NMP are added; the mixture is mixed and heated to 150 C.

  Allowed to react for 24 hours and then allowed to cool to room temperature (25 ° C). 150 ml of cold water are then added; the precipitate is filtered off, washed with acidified water and then with water, and then dried in an oven at 60 ° C. under reduced pressure. 11.8 g of violet-brown powder are obtained (yield 97.2%) 7.59 6.57

  (7H), 5.41 (2H) 3.46 3.41 (2H), 3.39 3.36 (1H), 3.29 3. 25 (1H), 1.69 1.67 (2H), 1.52 1.40 (4H) Characterization 1H-NMR (DMSO, 400MHz) 8: 9.03 -8.74 (1H), 8.55 8.48 (1H), 8.32 -8.07 (2H), 2867680 Step 3: Preparation of naphthylisoquinolinone-4-N-methylaminopentan-5-ol K2CO3

HN

  10.0 g (23.6 mmol) of naphthylisoquinolinone-4-aminopentan-5-ol are placed in a flask under an inert argon atmosphere; 250 ml of dimethylcarbonate (2.9 mol) are added and, with stirring, a catalytic amount of 18-crown-6-ether catalyst is added, followed by 6.6 g of potassium carbonate. The mixture is heated to 90 ° C. and allowed to react for 24 hours, then allowed to cool and 250 ml of cold water added; the precipitate obtained is filtered off, washed with water and then dried in an oven at 60 ° C. under reduced pressure.

  7.7 g of red-violet powder are obtained (yield 75.1%) Characterization H-NMR (DMSO, 400MHz) b ppm: 9.03 8.74 (1H), 8.55 8.48 (1H), 8.32-8.07 (2H), 7.59 6.57 (7H), 6.36 6.32 (1H), 6.23 6.16 (1H), 5.96 5.94 (1H), 3.91 3.85 (3H) 3.46-3.41 (2H), 3.39-3.36 (1H), 3.29-3.25 (1H) , 1.69-1.67 (2H), 1.52-1.40 (4H) Step 4: preparation of naphthylisoquinolinone-4-N-methylaminopentane-5-acrylate)

TEA ci

N - OH

  4.0 g (9.2 mmol) of naphthylisoquinolinone-4-N-methylaminopentan-5-ol are placed in a flask under an inert atmosphere of argon; 125 ml of dichloromethane (DCM) are added and mixed until complete dissolution. With stirring, 4.6 g of triethylamine (45.9 mmol) are added. 0.91 g of acryloyl chloride (10.1 mmol) are diluted in 10 ml of DCM, and this solution is added dropwise into the reaction medium at 38 ° C. The mixture is heated to 40 ° C. Stirring is continued and allowed to react for 12 hours, then 20 ml of cold water are added. The mixture is extracted with 100 ml of an aqueous solution of sodium bicarbonate and then with 200 ml of water. The product which is dried in an oven is recovered at 35 ° C. under reduced pressure.

  4.4 g of red-violet powder (97.7% yield) are obtained. Examples 2, 3, 4 and 5 In the same manner as in Example 1, the following monomers are prepared: Example 2: Me

O o o example 3: Me

example 4:

example 5:

Example 6

  Preparation of naphthylisoquinolinone-4-aminopentane-5-methacrylate NH /

HN OH

TEA

HNO

  10.0 g (23.6 mmol) of naphthylisoquinolinone-4-aminopentan-5-ol prepared in Example 1 are placed in a flask under an inert atmosphere of argon; 60 ml of THF are added and mixed until complete dissolution. With stirring, 7.6 g of triethylamine (75.1 mmol) are added. 2.6 g of methacryloyl chloride (24.9 mmol) are diluted in 15 ml of THF, and this solution is added dropwise into the reaction medium at 38 ° C. The mixture is heated to 40 ° C. maintaining stirring and allowed to react for 12 hours, then 20 ml of cold water.

  The mixture is extracted with 100 ml of an aqueous solution of sodium bicarbonate and then with 200 ml of water. The product which is dried in an oven is recovered at 35 ° C. under reduced pressure.

  10.1 g of red-violet powder are obtained (yield 87.2%) Characterization IH-NMR (DMSO, 400MHz) 8 ppm: 8.61 8.18 (4H), 7.59 7. 34 (5H), 7.07 7.00 (1H), 6.71 6.67 (1H), 6.24 (1H), 6.00 (1H), 4.38 (1H), 4.14 3.42 (2H), 3.33 3.27 (2H), 1.93 (3H), 1.74 1.36 (6H) - wavelength of absorption a, max absorption: 557 nm 25 - emission wavelength Xmax emission: 644 nm (solvent: DCM)

2867680 Example 7

  A homopolymer is prepared from a monomer according to the invention.

  2.0 g of monomer prepared in Example 1 are dissolved in 20 ml of THF at 60 ° C. under argon in the presence of 0.2 g of Trigonox 141 (initiator). It is heated to 90 ° C. and then maintained at this temperature and with stirring for 24 hours. The reaction medium is cooled to 60 ° C. and poured into cold acetone (-10 ° C.). The precipitate is recovered by filtration and then washed with acetone and dried under reduced pressure.

  The corresponding homopolymer is then obtained.

Example 8

  A random copolymer comprising a monomer according to the invention is prepared.

  In a reactor, under argon, equipped with a condenser and stirring, 20 g of isododecane, then 39.0 g of isobornyl acrylate and 10.0 g of ethylhexyl acrylate are introduced. A mixture consisting of 1.0 g of monoamine of Example 1 in 20.0 g of toluene is added and mixed.

  0.5 g of Trigonox 21S (t-butyl peroxy-2-ethylhexanoate) are added and the reaction mixture is then heated to 90 ° C .; Stirring and heating are maintained for 6 hours and then cooled to room temperature. The resulting polymer is purified by precipitation.

  A random polymer is obtained comprising (% by weight): 78% of isobornyl acrylate, 20% of ethylhexyl acrylate and 2% of monomer according to the invention. 25

Example 9

  A random copolymer comprising a monomer according to the invention is prepared.

  In a reactor, under argon, equipped with a condenser and stirring, is introduced 20 g of isododecane, then 38.25 g of isobornyl acrylate and 10.0 g of ethylhexyl acrylate . A mixture of 1.75 g of monomer of Example 2 in 20.0 g of toluene is added and mixed.

  0.5 g of Trigonox 21S (t-butyl peroxy-2-ethylhexanoate) are added and the reaction mixture is then heated to 90 ° C .; Stirring and heating are maintained for 6 hours and then cooled to room temperature. The resulting polymer is purified by precipitation.

  A random polymer is obtained comprising (% by weight): 76.5% of isobornyl acrylate, 20% of ethylhexyl acrylate and 3.5% of monomer according to the invention.

Example 10

  A random copolymer comprising a monomer according to the invention is prepared.

  In a reactor, under argon, equipped with a condenser and stirring, 20 g of isododecane, then 27 g of methyl methacrylate, 17 g of methyl acrylate and 5 g of acrylic acid are introduced. . A mixture of 1 g of monomer of Example 3 in 20.0 g of toluene is mixed and added.

  0.5 g of Trigonox 21S (t-butyl peroxy-2-ethylhexanoate) are added and the reaction mixture is then heated to 90 ° C .; Stirring and heating are maintained for 6 hours and then cooled to room temperature. The resulting polymer is purified by precipitation.

  A random polymer is obtained comprising (% by weight): 54% of methyl methacrylate, 34% of methyl acrylate, 10% of acrylic acid and 2% of mono-mother according to the invention.

Example 11

  An anhydrous foundation is prepared comprising (% by weight): polyethylene wax 12% volatile silicone oils 25% phenyltrimethicone 20% polymethyl methacrylate microspheres 12% polymer of example 5 6% isododecane qs 100% Preparation: The waxes are melted then, when everything is clear, the phenyl trimethicone is added with stirring, and the silicone oils; the microspheres, isododecane and the polymer are then added. The mixture is homogenized for 15 minutes and then the resulting composition is cast and allowed to cool.

  An anhydrous foundation is obtained.

Example 12

  A nail polish comprising: - 5% by weight of polymer according to Example 10 - qs 100% organic solvents. 20

Claims (29)

  A cosmetic or pharmaceutical composition comprising, in a physiologically acceptable medium, at least one polymer comprising at least one monomeric compound of formula (I): embedded image in which: R 1 is chosen from (i) an atom of hydrogen, (ii) a halogen, (iii) a linear, branched and / or cyclic, saturated and / or unsaturated carbon radical containing 1 to 12 carbon atoms, optionally substituted by one or more groups chosen from = 0, OH , NH2 and / or optionally interrupted by one or more heteroatoms selected from O, N, P, Si and S; (iv) a group NRR 'with R and R' being, independently of one another, a hydrogen atom or a hydrocarbon radical, linear, cyclic or branched, saturated C1-6, in particular methyl, ethyl, propyl isopropyl, n-butyl, isobutyl, tert-butyl, pentyl or hexyl; R2 and R3, present on the same ring or each on a different ring, represent, independently of one another, a hydrogen, a halogen, or a group of formula -XGP (II), provided that at least one of the radicals R2 and / or R3 represents a group of formula (II), in which: X is chosen from the groups -O-, -S-, -SO-, -SO2-, -NHou; -NR- with R representing a linear, branched and / or cyclic, saturated and / or unsaturated carbon radical containing 1 to 30 carbon atoms, optionally substituted by one or more groups chosen from = 0, OH, NH 2, and the atoms halogen; and / or optionally interrupted by one or more heteroatoms selected from O, N, P, Si and S; G is a linear, branched and / or cyclic, saturated and / or unsaturated divalent carbon radical comprising 1 to 32 carbon atoms, optionally substituted with one or more groups chosen from = 0, OH, NH 2, and the atoms halogen; and / or optionally interrupted by one or more heteroatoms chosen from O, N, P, Si and S; P is a polymerizable group chosen from one of the following formulas: ## STR2 ## wherein R 1 represents H or a linear or branched, saturated C1-6 hydrocarbon radical; X 'represents O, NH or NR "with R" representing a radical chosen from C1-6 alkyl radicals, C6-10 aryl radicals, aryl radicals; (C6-10) alkyl (C1-6) or alkyl (C1-6) aryls (C6-10), the alkyl and / or aryl groups may be further substituted by one or more groups selected from OH, halogen, C1-C6 alkoxy and C6-10 aryloxy, preferably X 'is O; -m is 0 or 1; n is 0 or 1; is equal to 0, 1 or 2.   The composition of claim 1, wherein in the monomeric compound, R1 is hydrogen.   3. Composition according to one of the preceding claims, wherein in the monomeric compound, R2 is a hydrogen atom, and R3 a group of formula (II).   4. Composition according to one of the preceding claims, wherein, in the monomeric compound, in the group of formula (II), X is chosen from -O-and -NR- with R preferably representing a linear hydrocarbon radical, branched and or cyclic, saturated or unsaturated, optionally comprising a hydrocarbon ring which is itself saturated or unsaturated, comprising 2 to 18, in particular 3 to 12 carbon atoms, optionally substituted with one or more groups chosen from = 0, OH, NH 2, and halogen atoms; and / or optionally interrupted by one or more heteroatoms selected from O, N, P, Si and S. CH2) p (X ') m5. Composition according to one of the preceding claims, in which, in the monomeric compound, the radical R4 represents an ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, pentyl, hexyl, cyclohexyl or octyl radical. - Clooctyl, decyl, cyclodecyl, dodecyl, cyclododecyl, phenyl or benzyl.   6. Composition according to one of the preceding claims, wherein, in the monomeric compound, the divalent radical G is a linear, branched and / or cyclic divalent hydrocarbon radical, saturated or unsaturated, optionally comprising a hydrocarbon ring which is itself saturated or unsaturated, comprising in total 2 to 18, especially 3 to 10 carbon atoms, optionally substituted with one or more groups selected from = 0, OH, NH 2, and halogen atoms; and / or optionally interrupted by one or more heteroatoms selected from O, N, P, Si.   7. Composition according to one of the preceding claims, wherein, in the monomeric compound, G is chosen from saturated linear or branched divalent hydrocarbon radicals optionally comprising a saturated hydrocarbon ring, comprising in total 2 to 18, in particular 3 to 10 carbon atoms.   8. Composition according to one of the preceding claims, wherein, in the monomeric compound, G is chosen from ethylene, npropylene, isopropylene (or methyl-1 ethylene and 2-methylethylene), nbutylene, isobutylene, pentylene especially n -pentylene, hexylene in particular n-hexylene, cyclohexylene, heptylene, octylene, cyclooctylene, decylene, cyclodecylene, cyclohexyldiethylene, especially of formula -CH2-C6H10-CH2-, dodecylene, cyclododecylene.   9. Composition according to one of the preceding claims, wherein in the monomeric compound, the polymerizable group P is chosen from one of the following formulas: ## STR2 ## O   in which R 'is H or methyl.   10. Composition according to one of the preceding claims, wherein the monomeric compound corresponds to one of the following formulas, in which R is H or methyl: o c O o o M M o c O   11. Composition according to one of the preceding claims, in which the polymer is a homopolymer of a monomeric compound as defined in one of Claims 1 to 10.   12. Composition according to one of claims 1 to 10, wherein the polymer is a copolymer comprising only monomeric compounds as defined in one of claims 1 to 10.   13. Composition according to one of claims 1 to 10, wherein the polymer is a copolymer comprising at least one monomeric compound as defined in one of claims 1 to 10, and at least one additional comonomer.   14. Composition according to one of claims 12 to 13, wherein the polymer is a random copolymer, alternating, grafted, sequenced or gradient.   15. Composition according to one of claims 12 to 14, wherein the monomeric compound is present in an amount of 0.01 to 70% by weight relative to the weight of said polymer, in particular in an amount of 0.1% to 50%. % by weight, in particular from 0.5 to 30% by weight, or even from 1 to 20% by weight, more preferably from 2 to 10% by weight, the additional comonomers, alone or as a mixture, representing the 100% complement in weight.   16. Composition according to one of Claims 12 to 15, in which the polymer comprises at least one additional comonomer chosen from, alone or as a mixture, the following monomers: (i) ethylenic hydrocarbons having 2 to 10 carbons, such as ethylene, isoprene, or butadiene; (ii) (meth) acrylates of formula: CH 3 CH 2 = CHCOOR 3 or H 2 C = C COOR 3 in which R 3 represents: a linear or branched alkyl group of 1 to 18 carbon atoms, in which, where appropriate, is found intercalated (s) one or more heteroatoms selected from O, N, S and P; said alkyl group may further be optionally substituted with one or more substituents selected from hydroxyl groups, halogen atoms (Cl, Br, I and F), and Si (R4R5) groups, wherein R4 and R5 are the same or different represent a C1-C6 alkyl group or a phenyl group; in particular R3 may be methyl, ethyl, propyl, n-butyl, isobutyl, tert-butyl, hexyl, ethylhexyl, octyl, lauryl, isooctyl, isodecyl, dodecyl, cyclohexyl, t-butylcyclohexyl or stearyl; ethyl-2-perfluorohexyl; or a C1-4 hydroxyalkyl group such as 2-hydroxyethyl, 2-hydroxybutyl and 2-hydroxypropyl; or a (1-4C) alkoxy (C1-4) alkyl group such as methoxyethyl, ethoxyethyl and methoxypropyl, - a C3-C12 cycloalkyl group, such as the isobornyl group, - a C3-C20 aryl group such as the group phenyl; a C 4 to C 30 aralkyl group (C 1 to C 5 alkyl group) such as 2-phenylethyl, t-butylbenzyl or benzyl; a 4 to 12-membered heterocyclic group containing one or more heteroatoms selected from O, N, and S, the ring being aromatic or not, a heterocycloalkyl (alkyl of 1 to 4 C), such as furfurylmethyl or tetrahydrofurfurylmethyl, said cycloalkyl, aryl, aralkyl, heterocyclic or heterocycloalkyl groups may be optionally substituted with one or a plurality of substituents chosen from hydroxyl groups, halogen atoms and linear or branched C1-4 alkyl groups in which one or more heteroatoms chosen from O, N, S and (or) are optionally intercalated; P, said alkyl groups may further be optionally substituted by one or more substituents selected from hydroxyl groups, halogen atoms (Cl, Br, I and F), and Si (R4R5) groups, where R4 and R5, which may be identical or different, represent a C1-C6 alkyl group, or a phenyl group; - R3 may also be a - (C2H40) mR "group, with m = 5 to 150 and R" = H or C1 to C30, for example -POE-methyl or -POE-behenyl; (iii) (meth) acrylamides of formula: R8 / R6 H2C = C-CO \ N R7   wherein R8 is H or methyl; and R7 and R6, which are identical or different, represent: a hydrogen atom; or - a linear or branched alkyl group, of 1 to 18 carbon atoms, in which is (are) optionally intercalated (s) one or more heteroatoms chosen from O, N, S and P; said alkyl group may further be optionally substituted with one or more substituents selected from hydroxyl groups, halogen atoms (Cl, Br, I and F), and Si (R4R5) groups, wherein R4 and R5 are the same or different represent a C1-C6 alkyl group or a phenyl group; in particular R3 may be a methyl, ethyl, propyl, n-butyl, isobutyl, tert-butyl, hexyl, ethylhexyl, octyl, lauryl, isooctyl, isodecyl, dodecyl, cyclohexyl, t-butylcyclohexyl or stearyl group; ethyl-2-perfluorohexyl; or a C1-4 hydroxyalkyl group such as 2-hydroxyethyl, 2-hydroxybutyl and 2-hydroxypropyl; or (C1-C4) alkoxy group such as methoxyethyl, ethoxyethyl and methoxypropyl; C3-C12 cycloalkyl group, such as isobornyl group; C3-C20 aryl group such as phenyl group; a C4-C30 aralkyl group (C1-C8 alkyl group) such as 2-phenyl-ethyl, t-butylbenzyl or benzyl, - a 4-12 membered heterocyclic group containing one or more heteroatoms selected from O, N, and S, the ring being aromatic or not, - a heterocycloalkyl group (alkyl of 1 to 4 C), such as furfurylmethyl or tetrahydrofurfurylmethyl, said cycloalkyl, aryl, aralkyl, heterocyclic or heterocycloalkyl groups may be optionally substituted with one or more substituents selected from hydroxyl groups, halogen atoms, and linear or branched C1-C4 alkyl groups in which one or more heteroatoms selected from O, N are optionally intercalated; S and P, said alkyl groups being furthermore optionally substituted with one or more substituents selected from hydroxyl groups, halogen atoms (Cl, Br, I and F), and Si groups (R4R5), where R4 and R5, which may be identical or different, represent a C1-C6 alkyl group, or a phenyl group.   (iv) the vinyl compounds of formulas: CH 2 CHCH-R 9, CH 2 CHCH-CH 2 -R 9 or CH 2 CC (CH 3) -CH 2 -R 9 in which R 9 is a hydroxyl group, halogen (Cl or F), NH 2 OR10 where R10 is phenyl or C1-C12 alkyl (the monomer is a vinyl or allyl ether); acetamide (NHCOCH3); an OCOR11 group where R11 represents a linear or branched alkyl group of 2 to 12 carbons (the monomer is a vinyl or allyl ester); or a group chosen from: a linear or branched alkyl group of 1 to 18 carbon atoms in which one or more heteroatoms chosen from O, N, S and P are optionally intercalated; said alkyl group may further be optionally substituted with one or more substituents selected from hydroxyl groups, halogen atoms (Cl, Br, I and F), and Si (R4R5) groups, wherein R4 and R5 are the same or different represent a C1-C6 alkyl group or a phenyl group; a C3 to C20 cycloalkyl group such as isobornyl, cyclohexane, a C3 to C20 aryl group such as phenyl, a C4 to C30 aralkyl group (C1 to C8 alkyl group) such as 2-phenylethyl; benzyl, - a 4- to 12-membered heterocyclic group containing one or more heteroatoms selected from O, N, and S, the ring being aromatic or not, - a heterocycloalkyl (alkyl of 1 to 4 C), such as furfurylmethyl or tetrahydrofurfurylmethyl said cycloalkyl, aryl, aralkyl, heterocyclic or heterocycloalkyl groups being optionally substituted with one or more substituents selected from hydroxyl groups, halogen atoms, and linear or branched 1 to 4 C alkyl groups in which nt) optionally intercalated (s) one or more heteroatoms selected from O, N, S and P, said alkyl groups may further be optionally substituted with one or more substituents selected from hydroxyl groups halogen atoms (Cl, Br, I and F) and Si (R 4 R 5) groups wherein R 1 and R 2, which are identical or different, represent a C 1 to C 8 alkyl group, or a phenyl group.   (v) fluorinated or perfluorinated (meth) acrylic, (meth) acrylamide or vinyl monomers, such as ethylperfluorooctyl (meth) acrylate or ethyl-2-perfluorohexyl (meth) acrylate; (vi) (meth) acrylic, (meth) acrylamide or vinylic silicone monomers, such as methacryloxypropyltris (trimethylsiloxy) silane or acryloxypropylpoly-dimethylsiloxane.   (vii) monomers containing ethylenic unsaturation (s) comprising at least one carboxylic, phosphoric or sulphonic acid function, or anhydride, such as, for example, acrylic acid, methacrylic acid, crotonic acid, maleic anhydride, itaconic acid, fumaric acid, maleic acid, acrylamidopropanesulfonic acid, vinylbenzoic acid, vinylphosphoric acid and salts thereof, - (viii) unsaturated monomers (s). ) ethylene (s) comprising at least one tertiary amine function such as 2-vinylpyridine, 4-vinylpyridine, dimethylaminoethyl methacrylate, diethylaminoethyl methacrylate, dimethylaminopropyl methacrylamide and salts thereof.   17. Composition according to claim 16, in which the additional comonomers are chosen from, alone or as a mixture, (meth) acrylates of C1-C18 alkyl or of C3-C12 cycloalkyl, and especially of methyl acrylate. , methyl methacrylate, isobornyl acrylate, isobornyl methacrylate, isobutyl acrylate, isobutyl methacrylate, 2-ethylhexyl acrylate, 2-ethyl methacrylate , dodecyl acrylate, 2-ethylhexyl dodethacrylate, dodecyl acrylate, dodecyl methacrylate, stearyl acrylate, stearyl methacrylate, trifluoroethyl acrylate, trifluoroethyl methacrylate; or else acrylic acid, methacrylic acid, methacryloxypropyltris (trimethylsiloxy) silane, acryloxypropyltris (trimethylsiloxy) silane, acryloxypropylpolydimethylsiloxane and methacryloxypropylpolydimethylsiloxane.   18. Composition according to one of Claims 12 to 17, in which the polymer comprises at least one additional comonomer with an optical effect chosen from among, alone or as a mixture, the compounds of formula (A): Rat, Rai (A) in which: Rai represents a linear, branched and / or cyclic carbon radical, saturated and / or unsaturated, comprising 1 to 32 carbon atoms; optionally substituted with one or more groups selected from = 0, OH, NH 2, and halogen atoms; and / or optionally interrupted by one or more heteroatoms selected from O, N, P, Si and S; Ra2 and Ra3, present on the same ring or each on a different ring, represent, independently of one another, a hydrogen, a halogen, or a group of formula -Xa-Ga-Pa (II), under with the proviso that at least one of the radicals Ra2 and / or Ra3 represents a group of formula (II), in which: Xa is chosen from the groups -O-, -S-, -SO-, -SO2-, -NH- or -NR4- with R4 representing a linear, branched and / or cyclic carbon radical, saturated and / or unsaturated, comprising 1 to 30 carbon atoms, optionally substituted with one or more groups chosen from = 0, OH, NH2 , and halogen atoms; and / or optionally interrupted by one or more heteroatoms selected from O, N, P, Si and S; Ga is a divalent linear, branched and / or cyclic, saturated and / or unsaturated divalent carbon radical comprising 1 to 32 carbon atoms, optionally substituted with one or more groups chosen from = 0, OH, NH 2, and the atoms of halogens; 2867680 and / or optionally interrupted by one or more heteroatoms selected from O, N, P, Si and S; Pa is a polymerizable group chosen from one of the following formulas: ## STR1 ## in which: (IIIb) (IIIc) - R 'represents H or a hydrocarbon radical, linear or branched, saturated C1-6, - X' represents O, NH or NR "with R" representing a radical chosen from C1-C4 alkyl radicals; 6, C 6-10 aryls, C 6-10 aryls (C 1-6) alkyls or C 1-6 alkyls (C 1-6) aryls, and the alkyl and / or aryl groups may be further substituted by one or more groups selected from OH, halogen, C 1-6 alkoxy and C 6-10 aryloxy; and m is 0 or 1, n is 0 or 1, p is 0, 1 or 2.   19. Composition according to one of claims 12 to 18, wherein the additional comonomer or comonomers are present in an amount of 30% to 99.99% by weight relative to the weight of the final polymer, in particular in an amount of 50%. at 99.9% by weight, in particular from 70% to 99.5% by weight, or even 80 to 99% by weight, more preferably from 90 to 98% by weight.   20. Composition according to one of the preceding claims, wherein the polymer has a weight average molecular weight (Mw) of between 5000 and 600 000 g / mol, especially between 10 000 and 300 000 g / mol, and even better between 20,000 and 150,000 g / mol.   21. Composition according to one of the preceding claims, wherein the polymer is present, alone or as a mixture, in an amount of 0.01 to 60% by weight, preferably 0.1 to 50% by weight, in particular 1 to 50% by weight. 25% by weight, or even 3 to 15% by weight, and still more preferably 5 to 12% by weight, relative to the total weight of the composition.   22. Composition according to one of the preceding claims, wherein the physiologically acceptable medium comprises a hydrophilic medium comprising water or a mixture of water / organic hydrophilic solvent (s) and / or comprises a fatty phase.   23. Composition according to one of the preceding claims, wherein the fatty phase comprises waxes, pasty fatty substances, gums, lipophilic organic solvents, oils, and / or mixtures thereof.   24. Composition according to one of the preceding claims, further comprising a particulate phase which may comprise pigments and / or nacres and / or fillers.   25. Composition according to one of the preceding claims, comprising dyestuffs chosen from water-soluble dyes and / or fat-soluble dyes.   26. Composition according to one of the preceding claims, comprising at least one additional polymer such as a film-forming polymer.   27. Composition according to one of the preceding claims, comprising at least one ingredient chosen from vitamins, thickeners, gelling agents, trace elements, softeners, sequestering agents, perfumes, alkalizing or acidifying agents, preservatives, sunscreens, surfactants, antioxidants, anti-hair loss agents, anti-dandruff agents, propellants, ceramides, or mixtures thereof.   28. Composition according to one of the preceding claims, in the form of a suspension, a dispersion including oil in water with vesicles; an oily solution optionally thickened or gelled; an oil-in-water, water-in-oil, or multiple emulsion; a gel or a mousse; an oily or emulsified gel; a dispersion of vesicles, in particular lipids; a biphase or multiphase lotion; a spray; a loose powder, compact or cast; an anhydrous paste; a lotion, a cream, an ointment, a soft paste, an ointment, a solid cast or molded and in particular stick or cup, or solid compacted.   29. Composition according to one of the preceding claims, in the form of a care product and / or makeup of the skin of the body or face, lips, nails, eyelashes, eyebrows and / or hair, a suntan or self-tanning product, a hair product for the care, treatment, shaping, makeup or hair coloring.   30. Composition according to one of the preceding claims, in the form of a makeup composition, especially a complexion product such as a foundation, a blush or eyeshadow; a lip product such as a lipstick or a lip care; a concealer product; a blush, a mascara, an eyeliner; an eyebrow makeup product, a lip pencil or an eye pencil; nail product such as nail polish or nail care; a body make-up product; a hair makeup product (mascara or hairspray); a composition for protecting or caring for the skin of the face, neck, hands or body, in particular an anti-wrinkle composition, a moisturizing or treating composition; an antisolar composition or an artificial tan; a hair product, especially for coloring, maintaining the hairstyle, shaping the hair, care, treatment or cleaning of the hair, such as shampoos, gels, styling lotions, blow-dry lotions, fixing and styling compositions such as lacquers or spray.   31. A cosmetic process for making up or caring for keratin materials, in particular the skin of the body or of the face, the lips, the nails, the eyelashes, the eyebrows and / or the hair, comprising the application on the said materials of a cosmetic composition as defined in one of claims 1 to 30.