KR100834331B1 - Composition comprising a monomer compound exhibiting an optical property, method making use of said composition, a monomer compound, a polymer containing said monomer compound and the use thereof - Google Patents

Abstract

The present invention relates to a cosmetic or pharmaceutical composition comprising, in a physiologically acceptable medium, at least one type of polymer containing at least one type of novel monomeric compounds exhibiting optical properties. The invention also relates to a cosmetic method for making up or treating a keratin material, in particular the application of said cosmetic composition to body or facial skin, lips, nails, eyelashes, eyebrows and / or hair. Novel monomeric compounds exhibiting optical properties, polymers containing the compounds, and their use in the compositions for transferring optical properties to the compositions are also disclosed.

Description

A composition comprising a monomer compound exhibiting optical properties, a method of using the composition, a monomer compound, a polymer containing the monomer compound, and a use thereof. , A POLYMER CONTAINING SAID MONOMER COMPOUND AND THE USE THEREOF}

The present invention relates, in particular, to new cosmetic or pharmaceutical compositions, in particular novel makeup compositions, including organic polymers having specific optical properties, in particular fluorescent properties, for topical application.

The invention also relates to novel monomeric compounds having optical properties, in particular fluorescent properties, and also polymers that can be prepared from these compounds.

Cosmetic compositions, in particular makeup compositions such as loose or compact powders, foundations, makeup rouge, eye shadows, lipsticks or nail polish liquids, are generally used for the skin, mucous membranes, semi-mucosa and / or skin, such as nails, eyelashes or hair. Before and / or after applying, it consists of one or more colorants and a suitable vehicle for the purpose of imparting a particular color thereto.

To create color, a fairly limited range of colorants is currently used, especially including lakes, inorganic pigments, organic pigments and pearlescent pigments. Pigments and lakes used in the field of makeup have a wide variety of origins and chemical properties. Therefore, their physicochemical properties, in particular their granulometry, specific surface area, density and the like are very different. These differences are reflected in the variation in action: their dispersion in the medium or ease of use; Their light and thermal stability; Their mechanical properties. On the other hand, inorganic pigments, in particular inorganic oxides, are very stable with respect to light and pH, but give a somewhat cloudy and pale color. Therefore, in order to obtain a sufficiently dark display, it is necessary to introduce them into the cosmetic formulation in large quantities. However, this high percentage of inorganic particles can affect the gloss of the composition. For pearlescent pigments, they can produce a variety of colors, but of relatively weak strength, which generally results in a fairly weak iridescent effect. In the field of temporary or short-term hair dyeing, which is maintained during repeated shampoo cleaning and which acts to enhance or correct the already fixed color tone, causing slight changes in the natural color of the hair, it is common to impart a temporary color to the hair. Although coloring with pigments has already been proposed, the color tone obtained by such coloring is still quite cloudy, too uniform and somewhat monotonous.

In the field of makeup, so far only organic lakes have made it possible to obtain bright and vivid colors. However, most organic lakes have very poor light resistance, which is reflected in the significant weakening of these colors over time. They may also be heat- and / or pH-labile. In addition, certain rakes exhibit excessive bleeding, ie they have a defect that stains the support to which they are applied. Thus, this may result in staining the eye lens in the case of eyeliner or mascara or leaving pigmentation on the skin or nails after removal of makeup in the case of lipstick or nail polish liquid. Finally, the instability of the rake also worsens when combined with photoreactive pigments, for example titanium dioxide. Unfortunately, these pigments are now very widely used in makeup, especially for protection from UV radiation. In conclusion, the use of organic rakes in cosmetology is quite limited, which results in limiting the hue that can be produced.

Therefore, there is still a need for organic polymers having optical properties that can be used in aesthetics to impart sufficient optical effects to compositions comprising them and / or makeup obtained using these compositions, which polymers also have good heat and light It has chemical stability and almost no bleeding.

After considerable research, Applicants have demonstrated that this result is unexpectedly obtained by using a particular class of polymers that in fact comprise one or more specific monomers.

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

Another subject of the invention is a cosmetic method for grooming or making up a keratin material, in particular the application of said cosmetic composition to body or facial skin, lips, nails, eyelashes, eyebrows and / or hair.

The polymers according to the invention may be in solid or liquid form and may impart notable optical effects to the compositions comprising them and also to the makeup applied; In particular, they can impart a lightening or color effect.

These optical effects can advantageously be modified depending on the function of the position and / or chemical properties of the various substituents on the monomers having optical effects used to form the polymer. In general, when the X group is oxygen, the resulting monomers will be somewhat yellow / orange; If the X group contains nitrogen atoms, the resulting monomers will fall somewhat in the red range.

Among other advantages the polymers according to the invention can provide, mention may be made of their good thermal, pH and light stability.

It has also been found that the polymers according to the invention exhibit good solubility in fatty materials, which can be varied and adjusted according to the properties of the monomers. Such good fat solubility can also facilitate their later use, particularly in cosmetic compositions generally comprising an fatty phase.

In addition, when the composition according to the present invention comprises the polymer according to the present invention, their good cosmetic properties are maintained.

In addition, despite similar chemical structures, the polymers according to the invention may exhibit a wide variety of optical effects, which may range from yellow to red / purple, depending on the nature of the substituents. This allows access to a range of compounds that provide notably varying color or optical properties, which are formulated in a similar manner by belonging to the same chemical class; This facilitates the operation of the formulator, in particular by allowing them to maintain a common configuration for all of their compositions, regardless of the polymers used having optical properties.

It has also been found that the monomers according to the invention, and the polymers comprising them, have good fluorescence. Fluorescent compounds are believed to absorb in the ultraviolet to visible range and re-emit energy by fluorescence at wavelengths between 380 nm and 830 nm.

In addition, the polymer according to the invention has the advantage that makeup is easily removed.

Thus, the compositions according to the invention comprise at least one polymer obtainable by physiologically acceptable media, in particular cosmetically or pharmaceutically acceptable media, by polymerisation of at least one monomer of formula (I), in particular free-radical polymerization. Include.

Thus, the monomer of formula (I) corresponds to the formula

[In meals:

R ₂ and R ₃ are on the same ring or on different rings, respectively, and independently of one another represent hydrogen, halogen or a group of the formula -XGP (II), provided that one of the radicals R ₂ and / or R ₃ The foregoing represents a group of formula (II), wherein:

-X is selected from -O-, -S-, -SO-, -SO _2- , -NH- and -NR- groups, where R is at least one selected from = O, OH, NH ₂ and a halogen atom Optionally substituted with a group; A linear, branched and / or cyclic, saturated and / or unsaturated carbon-based radical having 1 to 30 carbon atoms optionally inserted with one or more heteroatoms selected from O, N, P, Si and S;

G is optionally substituted with one or more groups selected from ═O, OH, NH ₂ and a halogen atom; Linear, branched and / or cyclic, saturated and / or unsaturated divalent carbon-based radicals having 1 to 32 carbon atoms optionally inserted with one or more heteroatoms selected from O, N, P, Si and S;

P is a polymerizable group selected from one of the following formulas:

In the formula:

- R 'is H or represents a linear or branched, saturated C _{1 -6} hydrocarbon-based radical,

- X 'is O, NH or NR "represents, wherein R" is C _{1 -6} alkyl, C _{6 -10} aryl, (C _{6 -10)} aryl (C _{1 -6)} alkyl and (C _{1 -6)} alkyl (C _{6 -10)} represent a radical selected from aryl radicals, the alkyl and / or aryl groups also may be substituted with one or more groups selected from OH, halogen, C _{1 -6} alkoxy, C _{6 -10} aryloxy and ; Preferably, X 'represents O;

m is equal to 0 or 1; n is equal to 0 or 1; p is equal to 0, 1 or 2;

B represents one of the following divalent aromatic groups (IVa) to (IVd):

In the formula:

R 1 is optionally substituted with one or more groups selected from ═O, OH, NH ₂ and a halogen atom; A linear, branched and / or cyclic, saturated and / or unsaturated carbon-based radical having 1 to 32 carbon atoms optionally inserted with one or more heteroatoms selected from O, N, P, Si and S;

R22 is optionally substituted with one or more groups selected from ═O, OH, NH ₂ and a halogen atom; A linear, branched and / or cyclic, saturated and / or unsaturated carbon-based radical or hydrogen atom having 1 to 32 carbon atoms optionally inserted with one or more heteroatoms selected from O, N, P, Si and S;

R 20 and R 21 independently of one another are a hydrogen atom, a linear or branched C 1-8 alkyl radical or a cyclopentyl, cyclohexyl, cyclooctyl, cyclodecyl, cyclododecyl, benzyl, naphthyl or phenyl radical.

At the same time it will be appreciated that some of the compounds in which P is of formula (IIIa), X 'is O, m = 1, X is NH, and B is of formula (IVc) may be known.

The term "cyclic radical" in the present invention refers to a monocyclic or polycyclic radical, ie in the form of an optionally substituted ring that is itself one or more saturated and / or unsaturated (e.g., cyclohexyl, cyclodecyl, benzyl or fluoresce) Yl), and also radicals (eg, p-tert-butylcyclohexyl or 4-hydroxybenzyl) containing one or more of the above rings.

The term "saturated and / or unsaturated radicals" in the present invention encompasses fully saturated radicals, fully unsaturated radicals including aromatic radicals, and also one or more double and / or triple bonds, the remaining bonds being radicals that are single bonds. it means.

R ₂ is preferably a hydrogen atom, and therefore R ₃ is a group of formula (II).

In the group of the above formula (II), X is preferably selected from -O-, -NH- and -NR-, wherein R is preferably at least one selected from = O, OH, NH ₂ and a halogen atom Optionally substituted with a group; Linear, branched and / or optionally comprising hydrocarbon-based rings of 2 to 18 carbon atoms, in particular 3 to 12 carbon atoms, which are themselves saturated or unsaturated, optionally inserted with one or more heteroatoms selected from O, N, P, Si and S Or cyclic, saturated and / or unsaturated hydrocarbon-based radicals.

R is in particular ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, pentyl, hexyl, cyclohexyl, octyl, cyclooctyl, decyl, cyclodecyl, dodecyl, cyclododecyl, phenyl or benzyl It may be a radical.

Preferentially, X is selected from -NH- and -NR-, wherein R represents cyclohexyl.

However, when X is equal to NR, B is preferably different from formula (IVa).

The divalent radical G is preferably optionally substituted with one or more groups selected from ═O, OH, NH ₂ and a halogen atom; Linear, branched and / or optionally comprising a hydrocarbon-based ring of 2 to 18, in particular 3 to 10, carbon atoms, which are themselves saturated or unsaturated, optionally inserted with one or more heteroatoms selected from O, N, P and Si Cyclic, saturated and / or unsaturated divalent hydrocarbon radicals.

Preferentially, G is selected from linear or branched, saturated divalent hydrocarbon radicals optionally comprising a saturated hydrocarbon ring of 2 to 18, in particular 3 to 10, carbon atoms.

That is, G is ethylene, n-propylene, isopropylene (or 1-methylethylene and 2-methylethylene), n-butylene, isobutylene, pentylene, in particular n-pentylene, hexylene, in particular n-hex Silylene, cyclohexylene, heptylene, octylene, cyclooctylene, decylene, cyclodecylene, especially cyclohexyldimethylene, dodecylene and cyclododecylene radicals of the formula -CH ₂ -C ₆ H ₁₀ -CH _2- Can be selected from.

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

The polymerizable P group is preferably selected from one of the following formulas:

[Wherein R 'represents H or methyl].

The B group is preferably selected from those of the formula (IVa), wherein R 1 is preferentially a linear, branched and / or cyclic, saturated carbon-based radical of 1 to 32 carbon atoms, in particular 2 to 12, or even 3 to 6 carbon atoms. ego; In particular R 1 may be a methyl, ethyl or propyl radical.

Among the particularly preferred monomeric compounds according to the invention, mention may be made of compounds which correspond to one of the formulas in which R is hydrogen or methyl:

Another subject of the invention is monomeric compounds of formula (I) as defined below:

[In meals:

R ₂ and R ₃ are on the same ring or on different rings, respectively, and independently of one another represent hydrogen, halogen or a group of the formula -XGP (II), provided that one of the radicals R ₂ and / or R ₃ The foregoing represents a group of formula (II), wherein:

-X is selected from -O-, -S-, -SO-, -SO _2- , -NH- and -NR- groups, where R is at least one selected from = O, OH, NH ₂ and a halogen atom Optionally substituted with a group; A linear, branched and / or cyclic, saturated and / or unsaturated carbon-based radical having 1 to 30 carbon atoms optionally inserted with one or more heteroatoms selected from O, N, P, Si and S;

G is optionally substituted with one or more groups selected from ═O, OH, NH ₂ and a halogen atom; Linear, branched and / or cyclic, saturated and / or unsaturated divalent carbon-based radicals having 1 to 32 carbon atoms optionally inserted with one or more heteroatoms selected from O, N, P, Si and S;

P is a polymerizable group selected from one of the following formulas:

In the formula:

- R 'is H or represents a linear or branched, saturated C _{1 -6} hydrocarbon-based radical,

- X 'is O, NH or NR "represents, wherein R" is C _{1 -6} alkyl, C _{6 -10} aryl, (C _{6 -10)} aryl (C _{1 -6)} alkyl and (C _{1 -6)} alkyl (C _{6 -10)} represent a radical selected from aryl radicals, the alkyl and / or aryl groups also may be substituted with one or more groups selected from OH, halogen, C _{1 -6} alkoxy, C _{6 -10} aryloxy and ; Preferably, X 'represents O;

m is equal to 0 or 1; n is equal to 0 or 1; p is equal to 0, 1 or 2;

B represents one of the following divalent aromatic groups (IVa) to (IVd):

In the formula:

R 1 is a linear, branched and / or cyclic, saturated and / or unsaturated carbon-based radical having 1 to 32 carbon atoms, optionally substituted with one or more groups selected from ═O, OH, NH ₂ and a halogen atom;

R22 is optionally substituted with one or more groups selected from ═O, OH, NH ₂ and a halogen atom; A linear, branched and / or cyclic, saturated and / or unsaturated carbon-based radical or hydrogen atom having 1 to 32 carbon atoms optionally inserted with one or more heteroatoms selected from O, N, P, Si and S;

R 20 and R 21 independently of one another are a hydrogen atom, a linear or branched C 1-8 alkyl radical or a cyclopentyl, cyclohexyl, cyclooctyl, cyclodecyl, cyclododecyl, benzyl, naphthyl or phenyl radical;

At the same time, compounds in which P is of formula (IIIa), X 'is O, m = 1, X is NH, and B is of formula (IVc) are excluded.

Another subject of the invention is a polymer comprising at least one monomeric compound.

Another subject of the invention is the use of the monomeric compound or the polymer comprising the same in the composition for imparting optical effects, in particular fluorescence, to the composition.

The novel monomers and polymers comprising them have good optical properties and can be prepared more easily than those of the prior art.

Particularly for the purpose of industrial use, highly reactive monomeric and polymeric compounds are being sought to shorten the reaction (polymerization) time.

Monomers and polymers, which have good optical properties with a wide color range and can be used in cosmetics, are also being sought.

The compounds according to the invention have been found to be easier to polymerize, in particular due to the presence of the spacer group (G).

In addition, the polymers and monomeric compounds according to the invention have the most particular use for imparting optical effects, in particular fluorescence, to the composition.

Some of these compounds, in particular compounds in which X is N, can be prepared specifically according to the teachings of the prior art, for example document EP 728 745.

General synthetic methods for compounds where X is O or S can be represented schematically as follows:

That is, a suitable naphthalic anhydride can be reacted with a suitable primary diamine.

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

The reaction can be carried out in a solvent in which the anhydride is dissolved, in particular a solvent selected from toluene, xylene, acetic acid or NMP; The reaction is preferably carried out at reflux temperature of the solvent, for example at a temperature of from 50 to 250 ° C, preferably from 80 to 160 ° C.

The isoquinolinones formed can then be reacted with diols, amino alcohols or thio alcohols.

For example, when R ′ ₂ is halogen (preferably chlorine or bromine), for example, 1,3-propanediol, 1,5-, optionally in the form of an alkali metal (eg sodium) alkoxide With diols or thio alcohols such as propanediol or 2-mercaptoethanol, it is possible to carry out aromatic nucleophilic substitution.

The reaction can be carried out in the absence of a solvent or in the presence of a bipolar aprotic solvent such as dichloromethane or THF (tetrahydrafuran), in particular at a temperature of 20 to 150 ° C.

The sulfur-containing derivative can then be oxidized under mild conditions to yield the corresponding sulfoxide. By modifying the oxidation conditions, it is also possible to produce the corresponding sulfones. These sulfides, sulfoxides and sulfones can then be converted to give the desired methacrylate or acrylate.

For alcohol derivatives, they can be reacted with (meth) acryloyl halides, in particular chlorides, to form the corresponding (meth) acrylates. This reaction can be carried out in the presence of a base such as triethanolamine, in a solvent such as tetrahydrafuran or dichloromethane, in particular at a temperature of -30 ° C to 100 ° C, preferably 0 ° C to 80 ° C.

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

In particular, the monomeric compounds having the optical effect according to the invention, alone or in admixture with mixtures of formula (I), or alternatively with others, in particular with mixtures of formulas A and / or B as defined below It can be used to prepare copolymers or homopolymers comprising only monomeric compounds having the optical effect of formula (I) as these various compounds are then, for example, from 0.5% to 99.5, respectively, based on the total weight of the polymer It may be present in a proportion by weight, in particular 5% by weight to 95% by weight or even 10% by weight to 90% by weight, more preferably in a proportion of 30% by weight to 70% by weight, respectively. This may in particular enable the preparation of polymers having a wide range of optical effects (especially color, optical brightening, etc.).

Among the monomeric compounds of formula (I) and optionally monomeric compounds having an optical effect which can be copolymerized with one or more of the additional comonomers as defined below, the following formulas (A) and / or (B) Mention may be made of the compounds of:

[In meals:

Ra 1 is optionally substituted with one or more groups selected from ═O, OH, NH ₂ and a halogen atom; A linear, branched and / or cyclic, saturated and / or unsaturated carbon-based radical having 1 to 32 carbon atoms optionally inserted with one or more heteroatoms selected from O, N, P, Si and S;

R b1 is optionally substituted with one or more groups selected from (i) a hydrogen atom, (ii) a halogen atom, (iii) ═O, OH and NH ₂ and / or at least one selected from O, N, P, Si and S Linear, branched and / or cyclic, saturated and / or unsaturated carbon-based radicals having 1 to 12 carbon atoms optionally substituted by heteroatoms; (iv) NRR 'groups (R and R' are independently of each other a hydrogen atom or a linear, cyclic or branched, saturated C 1-6 hydrocarbon-based radical, in particular methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, tert-butyl, pentyl or hexyl);

Ra and Ra3 are present on the same ring or on different rings, respectively, and independently of one another represent hydrogen, halogen or a group of the formula -Xa-Ga-Pa (II), provided that one of the radicals Ra2 and / or Ra3 The foregoing represents a group of formula (II), wherein:

-Xa is selected from -O-, -S-, -SO-, -SO _2- , -NH- and -NR ₄ -groups, wherein R ₄ is selected from = O, OH, NH ₂ and halogen atoms Optionally substituted with one or more groups; A linear, branched and / or cyclic, saturated and / or unsaturated carbon-based radical having 1 to 30 carbon atoms optionally inserted with one or more heteroatoms selected from O, N, P, Si and S;

Ga is optionally substituted with one or more groups selected from ═O, OH, NH ₂ and a halogen atom; Linear, branched and / or cyclic, saturated and / or unsaturated divalent carbon-based radicals having 1 to 32 carbon atoms optionally inserted with one or more heteroatoms selected from O, N, P, Si and S;

Pa is a polymerizable group selected from one of the following formulas:

In the formula:

R 'represents H or a linear or branched, saturated C1-6 hydrocarbon-based radical,

X 'represents O, NH or NR "where R" is C1-6 alkyl, C6-10 aryl, (C6-10) aryl (C1-6) alkyl and (C1-6) alkyl (C6-10) A radical selected from an aryl radical, wherein said alkyl and / or aryl group may also be substituted with one or more groups selected from OH, halogen, C 1-6 alkoxy and C 6-10 aryloxy;

m is equal to 0 or 1; n is equal to 0 or 1; p is equal to 0, 1 or 2].

The copolymer according to the invention may be a statistical, alternating or graft, or block, for example diblock or triblock copolymer, comprising said monomeric compound and further comonomer having the optical effect according to the invention. The monomeric compounds according to the invention can form all or part of the blocks, or even several blocks. That is, block copolymers of the AB, ABA, BAB or ABC type, in which A is a block comprising the monomeric compound (s) according to the invention, can optionally be prepared as a mixture with further comonomers, wherein B and C is a different block and contains additional comonomers alone or as a mixture, and is the same or different from the comonomer present in block A.

Copolymers comprising monomeric compounds according to the invention may also be of a gradient type.

In these copolymers, the monomeric compound having an optical effect is 0.01 to 70% by weight, in particular 0.1 to 50% by weight, especially 0.5 to 30% or even 1% by weight, based on the weight of the final polymer. To 20% by weight, more preferably 2% to 10% by weight, and the additional comonomers alone or as a mixture represent up to 100% by weight of the remainder.

The copolymers according to the invention may comprise one or more further comonomers which are hydrophilic, or mixtures of such comonomers, in addition to the monomeric compound (s) having an optical effect.

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

As used herein, the term "hydrophilic monomer", Without differential, it will refer to monomers whose homopolymers are soluble or dispersible in water, or monomers whose one ionic form is soluble or dispersible in water.

When a homopolymer is in solution at 25 ° C. in water at 5% by weight, it is called water soluble.

If the homopolymer forms a stable suspension of fine, generally spherical particles at 5% by weight in water at 25 ° C., this is called water dispersibility. The average size of the particles constituting the dispersion is less than 1 μm, more generally in the range from 5 to 400 nm, preferably from 10 to 250 nm. These particle sizes are measured by light scattering.

If the monomer is not hydrophilic, it will be referred to as "hydrophobic".

Preferably, the Tg of the additional hydrophilic comonomer (s) is at least 20 ° C, in particular at least 50 ° C, but optionally Tg may be at most 20 ° C.

Copolymers according to the invention may comprise one or more additional hydrophobic comonomers, or mixtures of such comonomers.

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

Preferably, the Tg of the hydrophobic comonomer is at least 20 ° C, in particular at least 30 ° C, but optionally Tg may be at most 20 ° C.

In the present invention, Tg (or glass transition temperature) is a differential thermal analysis (DSC " differential scanning) on a calorimeter over a temperature range of -100 ° C. to + 150 ° C. at a heating rate of 10 ° C./min in a 150 μl aluminum crucible. Calorimetry "), according to ASTM standard D3418-97.

In general, as further comonomers which may be copolymerized with one or more monomeric compounds of formula (I), the following monomers may be mentioned alone or as a mixture:

(i) ethylenic hydrocarbons of 2 to 10 carbon atoms, such as ethylene, isoprene or butadiene;

(ii) a (meth) acrylate of the formula:

또는

or

[Wherein R ' ₃ represents:

Linear or branched alkyl groups of 1 to 18 carbon atoms, optionally having at least one heteroatom selected from O, N, S and P; the alkyl group is also a hydroxyl group, a halogen atom (Cl, Br, I and F ), And one or more substituents selected from Si (R ₄ R ₅ ) groups, wherein R ₄ and R ₅ may be the same or different and represent a C ₁ to C ₆ alkyl group or a phenyl group; ' ₃ is especially methyl, ethyl, propyl, n-butyl, isobutyl, tert-butyl, hexyl, ethylhexyl, octyl, lauryl, isooctyl, isodecyl, dodecyl, cyclohexyl, t-butylcyclohexyl or ste aryl; 2-ethyl-perfluoro hexyl; or 2-hydroxyethyl, 2-hydroxybutyl or 2-hydroxypropyl and C _{1 -4} hydroxyalkyl group such as; or methoxy ethyl, ethoxy ethyl or methoxy such as the profile can be a (C _{1 -4)} alkoxy (C _{1 -4)} alkyl),

C ₃ to C ₁₂ cycloalkyl groups, such as isobornyl groups,

C ₃ to C ₂₀ aryl groups, such as phenyl groups,

C ₄ to C ₃₀ aralkyl groups (C ₁ to C ₈ alkyl groups), such as 2-phenylethyl, t-butylbenzyl or benzyl,

4- to 12-membered heterocyclic groups containing at least one heteroatom selected from O, N and S and wherein the ring is aromatic or nonaromatic,

Heterocycloalkyl groups such as furfurylmethyl or tetrahydrofurfurylmethyl (1 to 4 C alkyl),

Wherein the cycloalkyl, aryl, aralkyl, heterocyclic or heterocycloalkyl group is a hydroxyl group, a halogen atom and a linear or branched C _{1 -4} alkyl group (this is O, N, S, and one or more heteroatoms selected from P Optionally inserted, the alkyl group may also 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 ₄ and R ₅ may be the same or different and optionally substituted with one or more substituents selected from C ₁ to C ₆ alkyl groups or phenyl groups),

-R ' ₃ can also be a-(C ₂ H ₄ O) _m -R "group, wherein m = 5 to 150 and R" = H, or C ₁ such as -POE-methyl or -POE-behenyl To C ₃₀ alkyl;

(iii) (meth) acrylamides of the general formula:

[Wherein R ₈ refers to H or methyl; R ₇ and R ₆ may be the same or different and represent the following:

-Hydrogen atom; or

Linear or branched alkyl groups of 1 to 18 carbon atoms, optionally having at least one heteroatom selected from O, N, S and P; the alkyl group is also a hydroxyl group, a halogen atom (Cl, Br, I and F ), And one or more substituents selected from Si (R ₄ R ₅ ) groups, wherein R ₄ and R ₅ may be the same or different and represent a C ₁ to C ₆ alkyl group or a phenyl group; ₆ and / or R ₇ is in particular methyl, ethyl, propyl, n-butyl, isobutyl, tert-butyl, hexyl, ethylhexyl, octyl, lauryl, isooctyl, isodecyl, dodecyl, cyclohexyl, t-butyl cyclohexyl or stearyl group; 2-ethyl-perfluoro hexyl; or 2-hydroxyethyl, 2-hydroxybutyl or 2-C _{1 -4} hydroxyalkyl groups such as hydroxypropyl; or methoxy ethyl, ethoxy, such as ethyl or methoxypropyl may be a (C _{1 -4)} alkoxy (C _1-4) alkyl group),

C ₃ to C ₁₂ cycloalkyl groups, such as isobornyl groups,

C ₃ to C ₂₀ aryl groups, such as phenyl groups,

C ₄ to C ₃₀ aralkyl groups (C ₁ to C ₈ alkyl groups), such as 2-phenylethyl, t-butylbenzyl or benzyl,

4- to 12-membered heterocyclic groups containing at least one heteroatom selected from O, N and S and wherein the ring is aromatic or nonaromatic,

Heterocycloalkyl groups such as furfurylmethyl or tetrahydrofurfurylmethyl (1 to 4 C alkyl),

Said cycloalkyl, aryl, aralkyl, heterocyclic or heterocycloalkyl group is a hydroxyl group, a halogen atom and a linear or branched C ₁ -C ₄ alkyl group, which is at least one hetero selected from O, N, S and P An atom is optionally inserted and the alkyl group may also 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 ₄ and R ₅ may be the same or different and optionally substituted with one or more substituents selected from C ₁ to C ₆ alkyl groups or phenyl groups).

Examples of (meth) acrylamide monomers include (meth) acrylamide, N-ethyl (meth) acrylamide, N-butylacrylamide, Nt-butylacrylamide, N-isopropylacrylamide, N, N-dimethyl (meth ) Acrylamide, N, N-dibutylacrylamide, N-octylacrylamide, N-dodecylacrylamide, undecylacrylamide and N (2-hydroxypropylmethacrylamide).

 (iv) a vinyl compound of the formula

CH ₂ = CH-R ₉ , CH ₂ = CH-CH ₂ -R ₉ or CH ₂ = C (CH ₃ ) -CH ₂ -R ₉

[Wherein R ₉ represents a hydroxyl group, halogen (Cl or F), NH ₂ , OR ₁₄ , wherein R ₁₄ represents a phenyl group or a C ₁ to C ₁₂ alkyl group (wherein the monomer is vinyl or allyl ether); Acetamide (NHCOCH ₃ ); OCOR ₁₅ groups, where R ₁₅ represents a linear or branched alkyl group having 2 to 12 carbon atoms (monomer is vinyl or allyl ester); Or a group selected from:

Linear or branched alkyl groups of 1 to 18 carbon atoms, optionally having at least one heteroatom selected from O, N, S and P; the alkyl group is also a hydroxyl group, a halogen atom (Cl, Br, I and F ) And one or more substituents selected from Si (R ₄ R ₅ ) groups, wherein R ₄ and R ₅ may be the same or different and represent a C ₁ to C ₆ alkyl group or a phenyl group),

C ₃ to C ₁₂ cycloalkyl groups such as isobornyl or cyclohexane,

C ₃ to C ₂₀ aryl groups such as phenyl,

2-phenylethyl; C ₄ to C ₃₀ aralkyl group (C ₁ to C ₈ alkyl group) such as benzyl,

4- to 12-membered heterocyclic groups containing at least one heteroatom selected from O, N and S and wherein the ring is aromatic or nonaromatic,

Heterocycloalkyl groups such as furfurylmethyl or tetrahydrofurfurylmethyl (1 to 4 C alkyl),

Said cycloalkyl, aryl, aralkyl, heterocyclic or heterocycloalkyl group is a hydroxyl group, a halogen atom and a linear or branched 1 to 4 C alkyl group, wherein one or more heteroatoms selected from O, N, S and P Optionally inserted, the alkyl group may also 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 ₄ and R ₅ may be the same or different and optionally substituted with one or more substituents selected from C ₁ to C ₆ alkyl groups or phenyl groups).

Examples of vinyl monomers are vinyl cyclohexane and styrene.

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

Among the vinyl ethers that may be mentioned are methyl vinyl ether, ethyl vinyl ether and isobutyl vinyl ether.

(v) (meth) acrylic, (meth) acrylamide or vinyl monomers containing fluoro or perfluoro groups, such as ethylperfluorooctyl or 2-ethylperfluorohexyl (meth) acrylate;

(vi) silicone-based (meth) acryl, (meth) acrylamide or vinyl monomers, such as methacryloxypropyltris (trimethylsiloxy) silane or acryloxypropylpolydimethylsiloxane;

(vii) carboxylic acids, phosphoric or sulfonic acids, such as acrylic acid, methacrylic acid, crotonic acid, maleic anhydride, itaconic acid, fumaric acid, maleic acid, acrylamidopropanesulfonic acid, vinylbenzoic acid and vinylphosphoric acid, and salts thereof; Or ethylenically unsaturated monomers comprising at least one anhydride functional group;

(viii) ethylene comprising one or more tertiary amine functional groups such as 2-vinylpyridine, 4-vinylpyridine, dimethylaminoethyl methacrylate, diethylaminoethyl methacrylate and dimethylaminopropylmethacrylamide, and salts thereof Sex unsaturated monomers.

Salts include inorganic bases such as LiOH, NaOH, KOH, Ca (OH) ₂ , NH ₄ OH or Zn (OH) ₂ ; Or by neutralizing anionic groups with organic bases such as primary, secondary or tertiary alkylamines, in particular triethylamine or butylamine. The primary, secondary or tertiary alkylamine may comprise one or more nitrogen and / or oxygen atoms, and thus may comprise, for example, one or more alcohol functional groups; Particular mention may be made of amino-2-methyl-2-propanol, triethanolamine and dimethylamino-2-propanol. Lysine or 3- (dimethylamino) propylamine may also be mentioned.

Mention may also be made of inorganic acids such as sulfuric acid, hydrochloric acid, hydrobromic acid, hydroiodic acid, phosphoric acid or boric acid. Mention may also be made of salts of organic acids which may comprise one or more carboxylic acid, sulfonic acid or phosphonic acid groups. These may be linear, branched or cyclic aliphatic acids, or alternatively aromatic acids. These acids may also comprise one or more heteroatoms selected from O and N, for example in the form of hydroxyl groups. Mention may in particular be made of propionic acid, acetic acid, terephthalic acid, citric acid and tartaric acid.

It is clearly possible to use some of the additional comonomers mentioned above.

The further comonomer (s) may be from 30% to 99.99% by weight, in particular from 50% to 99.9% by weight, in particular from 70% to 99.5%, or even from 80% to 99% by weight, based on the weight of the final polymer, More preferably from 90% to 98% by weight.

Further comonomers are more particularly from C ₁ -C ₁₈ alkyl or C ₃ -C ₁₂ cycloalkyl (meth) acrylates, especially alone or as a mixture, in particular methyl acrylate, methyl methacrylate, isobornyl acrylic Isobornyl methacrylate, isobutyl acrylate, isobutyl methacrylate, 2-ethylhexyl acrylate, 2-ethylhexyl methacrylate, dodecyl acrylate, dodecyl methacrylate, stearyl acrylate , Stearyl methacrylate, trifluoroethyl acrylate and trifluoroethyl methacrylate.

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

The polymers may be prepared according to methods known to those skilled in the art, in particular radical polymerization; Controlled radical polymerization with, for example, xanthan, dithiocarbamate or dithio esters; Polymerization with nitroxide type precursors; Atomic transition radical polymerization (ATRP); It can be prepared by group transfer polymerization.

The polymerization can typically be a radical initiator, in particular organic peroxide compounds such as dilauroyl peroxide, dibenzoyl peroxide, tert-butyl peroxy-2-ethylhexanoate; Or in the presence of a polymerization initiator, which may be selected from diazo compounds such as azobisisobutyronitrile or azobisdimethylvaleronitrile. The reaction can also be initiated via UV-type radiation by neutrons or plasma or using photoinitiators.

Monomeric compounds having optical effects, and also preferably homopolymers or copolymers comprising them, have an absorption wavelength of preferably 200 to 550 nm, in particular 220 to 520 nm or even 240 to 500 nm.

They preferably have an emission wavelength of 350 to 750 nm, in particular 390 to 700 nm, or even 420 to 670 nm.

The weight average molecular mass (Mw) of the copolymers according to the invention is preferably 5,000 to 600,000 g / mol, in particular 10,000 to 300,000 g / mol, more preferably 20,000 To 150,000 g / mol.

The weight average molecular mass (Mw) and the number average molecular mass (Mn) are measured by gel permeation liquid chromatography (GPC) eluting with THF on a calibration curve established by a linear polystyrene standard using a refractive index detector and UV. do.

The polymers according to the invention are 0.01 to 60% by weight, preferably 0.1 to 50% by weight, relative to the total weight of the composition, whether they are homopolymers or copolymers, alone or as mixtures, in the composition according to the invention. By weight, in particular 1% by weight to 25% by weight, or even 3% by weight to 15% by weight, more preferably 5% by weight to 12% by weight.

These may be present in the composition, for example in dissolved form in water, oils or organic solvents, or alternatively in the form of aqueous or organic dispersions.

Advantageously, the polymers according to the invention are soluble or dispersible in one or more of the phases of the composition comprising them.

The cosmetic or pharmaceutical composition according to the present invention is in addition to the above polymers a physiologically acceptable medium, in particular a cosmetic, dermatological or pharmaceutically acceptable medium, ie keratin materials such as facial or body skin, hair, eyelashes, eyebrows and nails. And mediums that are incompatible.

Thus, the composition may comprise water or water and a hydrophilic organic solvent (s), for example alcohols, in particular linear or branched lower monoalcohols having 2 to 5 carbon atoms, for example ethanol, isopropanol or n-propanol, and Polyols such as glycerol, diglycerol, propylene glycol, sorbitol or pentylene glycol, and polyethylene glycol, or alternatively a hydrophilic medium comprising a mixture of hydrophilic C ₂ ethers and C ₂ -C ₄ aldehydes. have.

Water, or a mixture of water and a hydrophilic organic solvent, may be present in the composition according to the invention in an amount in the range from 0.1% to 99% by weight, preferably from 10% to 80% by weight, relative to the total weight of the composition.

The composition may also be anhydrous.

The composition may also comprise an fatty phase which may include fatty materials that are liquid at room temperature (typically 25 ° C.) and / or fatty materials that are solid at room temperature such as waxes, paste fatty materials and rubbers, and mixtures thereof. . These fatty substances may be of animal, plant, mineral or synthetic origin. The fatty phase may also contain a lipophilic organic solvent.

Fatty substances which are liquid at room temperature, often referred to as oils, which may be used in the present invention, may be mentioned: hydrocarbon-based oils of animal origin, such as perhydrosqualene; Hydrocarbon-based vegetable oils such as liquid triglycerides of fatty acids having 4 to 10 carbon atoms, such as heptanoic or octanoic triglycerides, or alternatively sunflower oil, corn oil, soybean oil, grape seed oil, sesame oil, apricot oil, macadamia Oils, castor oil, avocado oil, caprylic / capric triglycerides, jojoba oil, shea butter, linear or branched hydrocarbons of mineral or synthetic origin, such as liquid paraffin and derivatives thereof, petrolatum, polydecene Hydrogenated polyisobutenes such as parleam; Synthetic esters and ethers, especially esters and ethers of fatty acids, for example purline oil, isopropyl myristate, 2-ethylhexyl palmitate, 2-octyldodecyl stearate, 2-octyldodecyl erucate, isostere Aryl isostearate; Hydroxylated esters such as isostearyl lactate, octyl hydroxystearate, octyldodecyl hydroxystearate, diisostearyl malate, triisocetyl citrate, and fatty alcohol heptanoate, octa Noate and decanoate; Polyol esters such as propylene glycol dioctanoate, neopentyl glycol diheptanoate and diethylene glycol diisononanoate; And pentaerythritol esters; Fatty alcohols having 12 to 26 carbon atoms, such as octyldodecanol, 2-butyloctanol, 2-hexyldecanol, 2-undecylpentadecanol and oleyl alcohol; Partially hydrocarbon-based fluoro oils and / or partially silicone-based fluoro oils; Silicone oils, such as those optionally containing volatile or non-volatile, linear or cyclic polymethylsiloxanes (PDMS), for example cyclomethicone, dimethicone, phenyl groups, which are liquids or pastes at room temperature, for example Phenyl trimethicone, phenyltrimethylsiloxydiphenylsiloxane, diphenylmethyldimethyltrisiloxane, diphenyl dimethicone, phenyl dimethicone and polymethylphenylsiloxane; Mixtures thereof.

These oils may be present in amounts ranging from 0.01% to 90%, more preferably 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 are generally from 0.1% to 90% by weight, preferably from 0.5% to 85% by weight, more preferably from 10% to 80% by weight and more preferably from 30% by weight to the total weight of the composition. It may be present in an amount in the range of 50% by weight.

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

For the purposes of the present invention, the term “wax” means a lipophilic compound that is solid at room temperature (25 ° C.), which undergoes a reversible solid / liquid state change and has a melting point that may be at least 25 ° C., up to 120 ° C. Have By bringing the wax into the liquid state (melting), it is possible to mix it with an oil which may be present to form a micro homogeneous mixture, but when the temperature of the mixture is returned to room temperature, recrystallization of the wax from the oil of the mixture is obtained. . The melting point of the wax can be measured using a differential scanning calorimeter (DSC), for example a calorimeter sold under the name DSC 30 by Mettler.

The wax may be a hydrocarbon-based wax, a fluoro wax and / or a silicone wax, and may be of plant, mineral, animal and / or synthetic origin. In particular, the wax has a melting point above 30 ° C., more preferably above 45 ° C. Waxes that can be used in the compositions of the present invention include beeswax, carnauba wax or candelilla wax, paraffin, microcrystalline wax, ceresin or wax, synthetic waxes such as polyethylene wax or Fischer-Tropsch ) Waxes, and silicone waxes such as alkyl or alkoxy dimethicones having 16 to 45 carbon atoms.

The rubber is generally high molecular weight polydimethylsiloxane (PDMS) or cellulose rubber or polysaccharide, and the pasty material is generally hydrocarbon-based compounds such as lanolin and derivatives thereof, or PDMS.

The nature and amount of the solid material depends on the desired mechanical properties and texture. For reference, the composition may contain 0.1 wt% to 50 wt%, more preferably 1 wt% to 30 wt% of the wax, relative to the total weight of the composition.

The composition according to the invention may also comprise in the particulate phase pigments and / or nacres and / or fillers generally used in cosmetic compositions.

The composition may also include other dyes selected from water soluble dyes and / or fat soluble dyes, which are well known to those skilled in the art.

The term "pigment" is to be understood as meaning inorganic or organic particles of any shape, white or colored, which are insoluble in the physiological medium and are intended for coloring the composition.

The term "filler" refers to colorless or white, mineral or synthetic, layered or non-layered particles intended to impart fuselage or stiffness to the composition and / or to impart softness, matte effect and uniformity to the makeup result. It should be understood as meaning.

The term "pearl layer" should be understood to mean any form of iridescent particles, especially produced in their shells or otherwise synthesized by certain molluscs.

The pigment may be present in the composition in a proportion of 0.01% to 25% by weight, preferably 3% to 10% by weight of the final composition. They can be white or colored and can be inorganic or organic. Titanium oxide, zirconium oxide or cerium oxide, and also zinc oxide, iron oxide or chromium oxide, ferric blue, hydrated chromium, carbon black, ultramarine (aluminosilicate polysulfide), manganese pyrophosphate And certain metallic powders such as silver or aluminum powder. Mention may also be made of D & C pigments and rakes commonly used to provide makeup effects to lips and skin, which are calcium, barium, aluminum, strontium or zirconium salts.

The nacres may be present in the composition in a proportion of 0.01% to 20% by weight, preferably from about 3% to 10% by weight. Among the conceivable nacres, natural mother-of-pearl; Mention may be made of mica coated with titanium oxide, iron oxide, natural pigments or bismuth oxychloride, and also colored titanium mica.

Fat-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, in particular 0.1% to 2% by weight, relative to the total weight of the composition. Or among water-soluble dyes such as vermilion disodium salt, quinoline yellow, disodium salt of azarin green, trisodium salt of amaranth, disodium salt of tartrazine, and rhodamine Monosodium salt, disodium salt of fuchsin, xanthophyll, methylene blue, cochineal carmine, halo-acid dye, azo dye, anthraquinone dye, copper sulfate, iron sulfate, Sudan ) Brown, Sudan red and annato, and also beetroot juice and carotene.

The composition according to the invention may also comprise one or more fillers, in particular in the range from 0.01% to 50% by weight, preferably from 0.02% to 30% by weight relative to the total weight of the composition. The filler may be any form, platelet, sphere or oval of inorganic or organic matter. Talc, mica, silica, kaolin, polyamide (Nylon®) powder, poly-β-alanine powder and polyethylene powder, powder of tetrafluoroethylene polymer (Teflon®), laurolysine, starch, boron nitride, cavity ( Polymer microspheres such as polyvinylidene chloride / acrylonitrile, for example Expancel® (Nobel Industrie), microspheres of acrylic acid copolymer (Polytrap® from Dow Corning) and silicone resin microbeads (eg Toshiba's Tospearls®), elastomeric polyorganosiloxane particles, precipitated calcium carbonate, magnesium carbonate, magnesium hydrogencarbonate, hydroxyapatite, co-silica microspheres (Silica Beads® from Maprecos), glass or ceramic microcapsules And metal soaps derived from organic carboxylic acids having 8 to 22 carbon atoms, preferably 12 to 18 carbon atoms, for example zinc, magnesium or lithium. Mention may be made of stearates, zinc laurate or magnesium myristate.

The composition may also include additional polymers, such as film-forming polymers. According to the invention, the term "film-forming polymer" means a polymer capable of forming a continuous film attached to a support, in particular a keratin material, by itself or in the presence of an auxiliary film-forming agent. Among the film-forming polymers that can be used in the compositions of the invention, synthetic polymers of free-radical type or polycondensate type, polymers of natural origin and mixtures thereof, in particular acrylic polymers, polyurethanes, polyesters, polyamides, polyureas and Mention may be made of cellulosic polymers such as nitrocellulose.

The compositions according to the invention also contain ingredients commonly used in cosmetics such as vitamins, thickeners, gelling agents, trace elements, emollients, sequestrants, fragrances, acidifying or basicizing agents, preservatives, sunscreens, surfactants, antioxidants, Hair-loss inhibitors, antidandruff agents, propellants and ceramides, or mixtures thereof. Of course, those skilled in the art pay attention to the selection of optional additional compound (s) and / or amounts thereof such that the advantageous properties of the compositions according to the invention are not negatively affected or substantially affected by the expected addition. something to do.

The compositions according to the invention are in particular dispersions, suspensions of oil-in-water by means called vesicles; Any thickened or even gelled oily solution; Oil-in-water, water-in-oil or complex emulsions; Gel or mousse; Oily or emulsified gels; Dispersions of vesicles, in particular lipid vesicles; Two-phase or multiphase lotions; spray; Loose, compact or cast powders; It may be in the form of anhydrous paste. The composition may have the appearance of a lotion, cream, pomade, soft paste, ointment, especially solids cast or shaped as rods or dishes, or alternatively densified solids.

A person skilled in the art will, based on its general knowledge, first select suitable herbal forms and also methods for their preparation, taking into account the properties of the components used, in particular their solubility in the support, and secondly their intended use for the composition. Could be.

The cosmetic composition according to the present invention can be used for the treatment, shaping and shaping of body and facial skin, lips and nails, eyelashes, eyebrows and / or hair grooming and / or makeup products, shades or self-tanning products, or hair. ), May be in the form of a hair product for makeup or dyeing.

This also includes makeup compositions, especially complexation products such as foundations, makeup rouge or eye shadows; Lip products, such as lipsticks or lip care products; Concealer products; Blusher, mascara or eyeliner; Eyebrow makeup products, lip pencils or eye pencils; Nail products, such as nail polish solutions or nail care products; Body makeup products; It may be in the form of a hair makeup product (hair mascara or hair lacquer).

This also includes compositions for protecting or grooming the skin of the face, neck, hands or body, in particular anti-wrinkle compositions or moisturizing or treatment compositions; It may be in the form of sun shade composition or artificial tanning composition.

It can also be used as a shampoo, hair setting gel or lotion, blow-drying lotion, in particular for hair products for dyeing, hairstyle maintenance, hair shaping, hair care, treatment or cleaning, and lacquer or spray It may be in the form of a fixing and styling composition such as.

The subject matter of the present invention also includes the application of a cosmetic composition as defined above to a keratin material, in particular to the body or face skin, lips, nails, eyelashes, eyebrows and / or hair, a cosmetic for making up or grooming the material. Way.

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

Wavelength (emission and absorption) measurement method

Wavelength measurements were performed using a Varian Cary Eclipse fluorometer.

Unless otherwise stated, the measurement was carried out in the following manner: 20 mg of product was placed in a 50 ml cylinder. To dissolve the product, the cylinder was filled up to 50 ml with a suitable solvent such as dichloromethane (DCM), chloroform or dimethyl sulfoxide (DMSO). The resulting solution was mixed, 250 microliters were taken and placed in a 50 ml cylinder, then the solvent was used again to bring the volume to 50 ml.

The whole was mixed, a sample of the solution was taken and placed in a closed 10 mm thick quartz cell, which was then placed in the measurement chamber.

Example  One

1. The first step

179.9 g (0.77 mol) of 4-chloro-1,8-naphthalic anhydride was placed in a 1-liter 3-neck flask under an inert atmosphere (nitrogen), followed by 1 liter of 2- (2-ethoxyethoxy) Ethanol was added. The mixture was heated to 100 ° C. to give a clear orange color. 100 g (0.78 mol) of 3,4-diaminotoluene dissolved in 300 용해 ml of 2- (2-ethoxyethoxy) ethanol in advance was added dropwise while stirring. The addition funnel was washed with 200 ml of the solvent. The reaction solution was heated at 150 ° C. for 18 hours. The resulting reaction mixture was then allowed to cool to room temperature. The precipitate was filtered off through a sinter funnel and then washed with ethanol. It was recovered and dried in vacuo. 211.3 g of orange crystals were obtained (72.6% yield).

Characterization

2. Second step

13.6 g (42.7) mmol) of p-tolyl-4-chloroisoquinolinone was placed in a three-necked flask equipped with a dimrod condenser and placed under an inert atmosphere of argon, and 100.0 g (0.85 mol) of 6-amino-1-hexanol was added. Heating the mixture to 180 ° C. while stirring to obtain a homogeneous mixture; It was left to react for 16 hours and then cooled to room temperature to form a red precipitate. The precipitate was filtered off and washed with ethanol. 17.0 g of the desired product was obtained.

Characterization

3. The third step

5.0 μg (12.5 μmol) of p-tolyl-4- (6-hexanol) isoquinolinone was placed in a three-necked flask equipped with a dim rod condenser and placed under an inert atmosphere of argon. 150 ml dry dichloromethane was added and the mixture was stirred until a homogeneous solution was obtained. Then, 7.0 mL (50 mmol) of triethanolamine was added while stirring at 0 ° C, followed by 4.1 mL (50 mmol) of acryloyl chloride. The temperature was allowed to rise to 25 ° C. The reaction progress was monitored by TLC, and when it was observed that the reaction was completed, 50 mL of water was added. The reaction solution was then washed again with water of salt + sodium bicarbonate (brine) followed by water and dried over sodium sulfate. The solvent was evaporated off under reduced pressure to yield 4.1 g (73.5% yield) of red powder.

Characterization

λ _max absorption: 377 nm

λ _max emission: 556 nm (red)

Example  2

1. The first step

8.0 g (25.1 mmol) of p-tolyl-4-chloroisoquinolinone and 8.7 g of trans-aminocyclohexanol (75.3 mmol, 3 equiv) were placed in a microwave reactor. 30 ml of NMP were added. The reactor was placed in a microwave tank with glass stirring paddles. The mixture was heated to 130 ° C. over 5 minutes with stirring and then held at 130 ° C. for 4 hours. The solid medium slowly became liquid and changed from a pasty yellow-green solution to a Bordeaux-red solution. TLC was performed to confirm the termination of the reaction (9/1 CH ₂ Cl ₂ / MeOH). Then, the reaction solution was poured into 600 ml of sodium hydrogen carbonate solution; The product precipitated out immediately. It was washed three times with 600 ml of water and then dried under vacuum to give 9.07 g of bright Bordeaux-red powder (90.9% yield).

Characterization

2. Second step

10.0 g (25 mmol) of p-tolyl-4-cyclohexylamino-4-hydroxy) isoquinolinone is placed in a 1-liter 3-necked flask under an inert atmosphere (argon), followed by 350 ml of dichloromethane Was added. The mixture was stirred until a homogeneous solution was obtained. Then, 3.31 g (33 mmol) of triethanolamine was added. 3.0 µg (33 mmol) of acryloyl chloride in 50 µl of dichloromethane was added dropwise with stirring (500 µrpm) at 5 ° C, and the reaction solution was then heated to 40 ° C. The reaction was monitored by TLC until the starting material disappeared. After reaction for 3 hours, the organic phase was washed again with water and sodium bicarbonate followed by water. The organic phase was dried over sodium sulfate and the solvent was evaporated off. The crude product obtained was purified on silica. 5.1 ng of the desired product was recovered.

Characterization

λ _max absorption: 472 nm

λ _max emission: 587 nm

Example  3

The homopolymer according to the invention was prepared from the monomers of Example 1.

1.0 µg (2.2 mmol) of the monomer prepared in Example 1 was dissolved in 15 µl of dry THF at 60 ° C in the presence of 180 µl of a polymerization initiator (Trigonox 21S). The mixture was heated to 90 ° C. with stirring, then stirring was continued for 20 hours. Increase the viscosity of the solution; The medium was diluted with the addition of 20 μl of THF and then precipitated dropwise from 500 μl of acetone cooled to 0 ° C. The polymer obtained was dried in an oven (50 ° C.) under reduced pressure.

0.56 lg of homopolymer was obtained (yield: 56%).

λ _max absorption: 578 nm

λ _max emission: 620 nm

Example  4

The homopolymer according to the invention was prepared from the monomers of Example 2.

1.0 µg (2.2 mmol) of the monomer prepared in Example 2 was dissolved in 15 µl of dry THF at 60 ° C in the presence of 180 µl of a polymerization initiator (Trigonox 21S). The mixture was heated to 90 ° C. with stirring, then stirring was continued for 18 hours. Increase the viscosity of the solution; The medium was diluted with the addition of 20 μl of THF and then precipitated dropwise from 500 μl of acetone cooled to 0 ° C. The polymer obtained was dried in an oven (50 ° C.) under reduced pressure.

0.54 g of homopolymer was obtained (yield: 54%).

λ _max absorption: 472 nm

λ _max emission: 587 nm

Example  5

Statistical copolymers according to the invention were prepared.

4 μg of the monomer prepared in Example 1 was dissolved in 20 μg of DMSO, followed by isobornyl acrylate (33 μg), isobornyl methacrylate (33 μg), isobutyl acrylate (30 μg), iso Dodecane (80 μg) and 1 g of 2,5-bis (2-ethylhexanoylperoxy) -2,5-dimethylhexane (Akzo Nobel's Trigonox® 141) initiator were added. The mixture was heated to 120 ° C. and maintained at this temperature for 4 hours. The mixture was then allowed to cool to room temperature and after DMSO was replaced with isododecane, a solution having a polymer solids content of 50% in isododecane was obtained.

The weight-average mass of the polymer was 43,600 and the polydispersity index Ip was 6.8.

Example  6

4.0 μg (10.01 mmol) of dimethylbenzoisoquinolinoneaminopentanol was placed in a three-necked flask equipped with a dim rod condenser and placed under an inert atmosphere of argon. 200 ml dry dichloromethane (DCM) was added and the mixture was stirred until a homogeneous solution was obtained. Then, 3 μg (30 mmol) of triethanolamine was added while stirring at 45 ° C., followed by 1.9 μg (18.0 mmol) of methacryloyl chloride diluted in 15 mL of DCM. The reaction progress was monitored by TLC. When the reaction was observed to complete (about 24 hours), the reaction solution was washed again with water of salt + sodium bicarbonate (brine) followed by water and dried over sodium sulfate. The solvent was evaporated off under reduced pressure to yield 1.64 g (35% yield) of orange-red powder.

Characterization

Example  7

The homopolymer according to the invention was prepared from the monomers of Example 6.

0.5 g (1.07 단량체 mmol) of the monomer prepared in Example 6 was dissolved in 25 ml of dry THF at 90 ° C in the presence of 0.05 g of polymerization initiator (Trigonox 141S). The mixture was heated to 90 ° C. with stirring and then held at this temperature for 30 hours. The polymer was precipitated dropwise from 500 ml of acetone cooled to -10 ° C. The polymer obtained was dried in an oven (60 ° C.) under reduced pressure.

0.13 g of homopolymer was obtained in the form of an orange powder.

Example  8

Statistical copolymers according to the invention were prepared.

6 g of the monomer prepared in Example 1 was dissolved in 60 ml of THF at 60 ° C, then 14 g of 2-ethylhexyl acrylate and 10 ml of isododecane were added. The mixture was heated at 80 ° C. with stirring for 30 minutes, then 0.4 g of initiator (Trigonox 21S) diluted with 10 ml THF and 5 ml isododecane was added. The mixture was heated to 90 ° C. and maintained at this temperature for 24 hours. The mixture was then allowed to cool to room temperature and after THF was replaced with isododecane, a solution with a polymer solids content of 50% in isododecane was obtained.

Example  9

Anhydrous foundations were prepared comprising the following (% by weight):

-12% polyethylene wax

25% volatile silicone oil

-20% phenyl trimethicone

-12% polymethyl methacrylate microspheres

-Polymer 6% AM of Example 5

-Sufficient amount up to 100% of isododecane

(AM: active substance)

Preparation: The wax was melted and when the whole became clear, phenyl trimethicone and silicone oil were added with stirring; Microspheres, isododecane and polymers were added. The mixture was homogenized for 15 minutes and the resulting composition was cast and allowed to cool. Anhydrous foundation was obtained.

Example  10

Statistical copolymers were prepared comprising the monomers according to the invention.

20 g of isododecane was placed under argon in a reactor equipped with a condenser and a stirrer, and then 27 g of methyl methacrylate, 17 g of methyl acrylate and 5 g of acrylic acid were added. The mixture was stirred and a mixture consisting of 1 μg of monomer from Example 2 in 20.0 μg of toluene was added. 0.5 g of Trigonox 21S (t-butyl peroxy-2-ethylhexanoate) was added and the reaction mixture was then heated to 90 ° C .; Stirring and heating were continued for 6 hours, then the mixture was cooled to room temperature. The resulting mixture was purified by precipitation.

Statistical polymers were obtained comprising 54% by weight methyl methacrylate, 34% by weight methyl acrylate, 10% by weight acrylic acid and 2% by weight monomer according to the invention.

Example  11

A nail polish solution was prepared including the following:

5% by weight of the polymer according to Example 7

Up to 100% organic solvent.

Claims (118)

A cosmetic composition comprising at least one polymer in a physiologically acceptable medium, the polymer comprising at least one monomeric compound of formula (I):

[In meals: R ₂ and R ₃ are present on the same ring or on different rings, respectively, and independently of one another represent hydrogen, halogen or a group of the formula -XGP (II), provided that the radicals R ₂ , R ₃ , or R ₂ And at least one of R ₃ represents a group of formula (II) wherein: -X is selected from -O-, -S-, -SO-, -SO _2- , -NH- and -NR- groups, where R is at least one selected from = O, OH, NH ₂ and a halogen atom May be substituted with a group; A linear, branched or cyclic, saturated or unsaturated carbon-based radical having 1 to 30 carbon atoms, into which one or more heteroatoms selected from O, N, P, Si and S may be inserted; G may be substituted with one or more groups selected from ═O, OH, NH ₂ and a halogen atom; Linear, branched or cyclic, saturated or unsaturated divalent carbon-based radicals having 1 to 32 carbon atoms, into which one or more heteroatoms selected from O, N, P, Si and S may be inserted; P is a polymerizable group selected from one of the following formulas:

In the formula: R 'represents H or a linear or branched, saturated C _1-6 hydrocarbon-based radical, X 'represents O, NH or NR "where R" is C _1-6 alkyl, C _6-10 aryl, (C _6-10 ) aryl (C _1-6 ) alkyl and (C _1-6 ) An alkyl (C _6-10 ) aryl radical, wherein said alkyl, aryl, or alkyl and aryl groups are also substituted with one or more groups selected from OH, halogen, C _1-6 alkoxy and C _6-10 aryloxy Can be; m is 0 or 1; n is 0 or 1; p is 0, 1 or 2; B represents one of the following divalent aromatic groups (IVa) to (IVd):

In the formula: R 1 may be substituted with one or more groups selected from ═O, OH, NH ₂ and a halogen atom; A linear, branched or cyclic, saturated or unsaturated carbon-based radical having 1 to 32 carbon atoms, into which one or more heteroatoms selected from O, N, P, Si and S may be inserted; R 22 may be substituted with one or more groups selected from ═O, OH, NH ₂ and a halogen atom; A linear, branched or cyclic, saturated or unsaturated carbon-based radical or hydrogen atom having 1 to 32 carbon atoms, into which one or more heteroatoms selected from O, N, P, Si and S may be inserted; R 20 and R 21 independently of one another are a hydrogen atom, a linear or branched C 1-8 alkyl radical or a cyclopentyl, cyclohexyl, cyclooctyl, cyclodecyl, cyclododecyl, benzyl, naphthyl or phenyl radical. The composition of claim 1, wherein in the monomeric compound, the radical R ₂ is a hydrogen atom and R ₃ is a group of formula (II). 3. The compound of claim 1, wherein in the group of formula (II) in the monomeric compound, X is selected from —O—, —NH— and —NR—, wherein R is ═O, OH, NH ₂ And one or more groups selected from halogen atoms; Linear, branched or cyclic, which may include a hydrocarbon ring which is itself saturated or unsaturated, having from 2 to 18 carbon atoms, into which one or more heteroatoms selected from O, N, P, Si and S may be inserted, Compositions exhibiting saturated or unsaturated hydrocarbon-based radicals. The composition of claim 1 or 2, wherein in the monomeric compound, X is selected from -NH- and -NR-, wherein R represents cyclohexyl. 3. The monomeric compound of claim 1 or 2, wherein in the monomeric compound, the divalent radical G may be substituted with one or more groups selected from ═O, OH, NH ₂ and a halogen atom; Linear, branched or cyclic, saturated, which may include a hydrocarbon-based ring of itself, saturated or unsaturated, having from 2 to 18 carbon atoms, into which one or more heteroatoms selected from O, N, P and Si may be inserted Or unsaturated divalent hydrocarbon-based radicals. 3. The composition of claim 1 or 2, wherein in the monomeric compound, G is selected from linear or branched, saturated divalent hydrocarbon-based radicals which may comprise saturated hydrocarbon-based rings of 2 to 18 carbon atoms in total. The composition of claim 1 or 2, wherein in the monomeric compound, the polymerizable P group is selected from one of the following formulas:

[Wherein R 'represents H or methyl]. The composition according to claim 1 or 2, wherein in the monomeric compound, the group B is selected from those of formula (IVa), wherein R 1 is a linear, branched or cyclic, saturated carbon-based radical having 1 to 32 carbon atoms. . The composition of claim 1 or 2, wherein the monomeric compound corresponds to one of the formulas wherein R is hydrogen or methyl:

A composition according to claim 1 or 2, wherein the polymer is a homopolymer of monomeric compounds as defined in claims 1 or 2. The composition of claim 1 or 2, wherein the polymer is a copolymer comprising only monomeric compounds as defined in claims 1 or 2. 3. The composition of claim 1, wherein the polymer is a copolymer comprising at least one monomeric compound as defined in claim 1, and at least one additional comonomer. The composition of claim 11, wherein the polymer is a statistical, alternating, graft, block, or gradient copolymer. 12. The composition of claim 11, wherein the monomeric compound is present in an amount from 0.01% to 70% by weight relative to the weight of the polymer, and the additional comonomers, alone or as a mixture, represent the remainder up to 100% by weight. The composition of claim 12, wherein the polymer comprises one or more additional comonomers with optical effects, selected from compounds of formula (A), compounds of formula (B), or mixtures thereof:

[In meals: Ra 1 may be substituted with one or more groups selected from ═O, OH, NH ₂ and a halogen atom; A linear, branched or cyclic, saturated or unsaturated carbon-based radical having 1 to 32 carbon atoms, into which one or more heteroatoms selected from O, N, P, Si and S may be inserted; R b1 may be substituted with one or more groups selected from (i) hydrogen atoms, (ii) halogen atoms, (iii) ═O, OH and NH ₂ and at least one hetero selected from O, N, P, Si and S Linear, branched or cyclic, saturated or unsaturated carbon-based radicals having 1 to 12 carbon atoms, into which atoms may be inserted; (iv) NRR 'groups (R and R' are independently of each other a hydrogen atom or a linear, cyclic or branched, saturated C 1-6 hydrocarbon-based radical); — Ra 2 and Ra 3 are present on the same ring or on different rings, respectively, and independently of one another represent a hydrogen, a halogen or a group of the formula —Xa-Ga-Pa (II), provided that the radicals Ra 2, Ra 3, or Ra 2 and At least one of Ra 3 represents a group of formula (II), wherein: -Xa is selected from -O-, -S-, -SO-, -SO _2- , -NH- and -NR ₄ -groups, wherein R ₄ is selected from = O, OH, NH ₂ and halogen atoms May be substituted with one or more groups; A linear, branched or cyclic, saturated or unsaturated carbon-based radical having 1 to 30 carbon atoms, into which one or more heteroatoms selected from O, N, P, Si and S may be inserted; Ga may be substituted with one or more groups selected from ═O, OH, NH ₂ and a halogen atom; Linear, branched or cyclic, saturated or unsaturated divalent carbon-based radicals having 1 to 32 carbon atoms, into which one or more heteroatoms selected from O, N, P, Si and S may be inserted; Pa is a polymerizable group selected from one of the following formulas:

In the formula: R 'represents H or a linear or branched, saturated C1-6 hydrocarbon-based radical, X 'represents O, NH or NR "where R" is C1-6 alkyl, C6-10 aryl, (C6-10) aryl (C1-6) alkyl and (C1-6) alkyl (C6-10) ), An alkyl, aryl, or alkyl and aryl group may also be substituted with one or more groups selected from OH, halogen, C1-6 alkoxy and C6-10 aryloxy; m is 0 or 1; n is 0 or 1; p is 0, 1 or 2]. 13. The composition of claim 12, wherein the polymer comprises one or more additional comonomers selected solely or as a mixture from the following monomers: (i) ethylenic hydrocarbons having 2 to 10 carbon atoms; (ii) a (meth) acrylate of the formula:

or

[Wherein R ' ₃ represents: Linear or branched alkyl groups of 1 to 18 carbon atoms, in which one or more heteroatoms selected from O, N, S and P can be inserted; said alkyl groups are also selected from hydroxyl groups, Cl, Br, I and F _May be substituted with one or more substituents selected from a halogen atom, and a Si (R ₄ R ₅ ) group, wherein R ₄ and R ₅ may be the same or different and represent a C ₁ to C ₆ alkyl group or a phenyl group) , C ₃ to C ₁₂ cycloalkyl groups, C ₃ to C ₂₀ aryl groups, C ₄ to C ₃₀ aralkyl groups (C ₁ to C ₈ alkyl groups), 4- to 12-membered heterocyclic groups containing at least one heteroatom selected from O, N and S and wherein the ring is aromatic or nonaromatic, Heterocycloalkyl groups (1 to 4 C alkyl), Said cycloalkyl, aryl, aralkyl, heterocyclic or heterocycloalkyl group is a hydroxyl group, a halogen atom and a linear or branched C _1-4 alkyl group wherein one or more heteroatoms selected from O, N, S and P And wherein said alkyl group may also be substituted with one or more substituents selected from a hydroxyl group, a halogen atom selected from Cl, Br, I and F, and a Si (R ₄ R ₅ ) group, wherein R ₄ And R ₅ may be the same or different and may be substituted with one or more substituents selected from C ₁ to C ₆ alkyl groups or phenyl groups), R ′ ₃ may also be a — (C ₂ H ₄ O) _m —R ″ group, where m = 5 to 150 and R ″ = H or C ₁ to C ₃₀ alkyl]; (iii) (meth) acrylamides of the general formula:

[Wherein R ₈ refers to H or methyl; R ₇ and R ₆ may be the same or different and represent the following: -Hydrogen atom; or Linear or branched alkyl groups of 1 to 18 carbon atoms, in which one or more heteroatoms selected from O, N, S and P can be inserted; said alkyl groups are also selected from hydroxyl groups, Cl, Br, I and F _May be substituted with one or more substituents selected from a halogen atom, and a Si (R ₄ R ₅ ) group, wherein R ₄ and R ₅ may be the same or different and represent a C ₁ to C ₆ alkyl group or a phenyl group) , C ₃ to C ₁₂ cycloalkyl groups, C ₃ to C ₂₀ aryl groups, C ₄ to C ₃₀ aralkyl groups (C ₁ to C ₈ alkyl groups), 4- to 12-membered heterocyclic groups containing at least one heteroatom selected from O, N and S and wherein the ring is aromatic or nonaromatic, Heterocycloalkyl groups (1 to 4 C alkyl), Said cycloalkyl, aryl, aralkyl, heterocyclic or heterocycloalkyl group is a hydroxyl group, a halogen atom and a linear or branched C ₁ -C ₄ alkyl group, which is at least one hetero selected from O, N, S and P An atom may be inserted and the alkyl group may also be substituted with one or more substituents selected from a hydroxyl group, a halogen atom selected from Cl, Br, I and F and a Si (R ₄ R ₅ ) group, wherein R ₄ And R ₅ may be the same or different and may be substituted with one or more substituents selected from C ₁ to C ₆ alkyl groups or phenyl groups.  (iv) a vinyl compound of the formula CH ₂ = CH-R ₉ , CH ₂ = CH-CH ₂ -R ₉ or CH ₂ = C (CH ₃ ) -CH ₂ -R ₉ [Wherein, R ₉ is a halogen selected from a hydroxyl group, Cl and F, NH _2, OR ₁₀ (wherein R ₁₀ represents a phenyl group or a C ₁ to C ₁₂ alkyl group) (the monomer is a vinyl or allyl ether); Acetamide (NHCOCH ₃ ); OCOR ₁₁ groups, wherein R ₁₁ represents a linear or branched alkyl group having 2 to 12 carbon atoms (monomer is vinyl or allyl ester); Or a group selected from: Linear or branched alkyl groups of 1 to 18 carbon atoms, in which one or more heteroatoms selected from O, N, S and P can be inserted; said alkyl groups are also selected from hydroxyl groups, Cl, Br, I and F _May be substituted with one or more substituents selected from halogen atoms and Si (R ₄ R ₅ ) groups, wherein R ₄ and R ₅ may be the same or different and represent a C ₁ to C ₆ alkyl group or a phenyl group), C ₃ to C ₁₂ cycloalkyl groups, C ₃ to C ₂₀ aryl groups, C ₄ to C ₃₀ aralkyl groups (C ₁ to C ₈ alkyl groups), 4- to 12-membered heterocyclic groups containing at least one heteroatom selected from O, N and S and wherein the ring is aromatic or nonaromatic, Heterocycloalkyl groups (1 to 4 C alkyl), Said cycloalkyl, aryl, aralkyl, heterocyclic or heterocycloalkyl group is a hydroxyl group, a halogen atom and a linear or branched 1 to 4 C alkyl group, wherein one or more heteroatoms selected from O, N, S and P And wherein said alkyl group may also be substituted with one or more substituents selected from a hydroxyl group, a halogen atom selected from Cl, Br, I and F and a Si (R ₄ R ₅ ) group, wherein R ₄ and R ₅ may be the same or different and may be substituted with one or more substituents selected from C ₁ to C ₆ alkyl groups or phenyl groups); (v) (meth) acryl, (meth) acrylamide or vinyl monomers containing fluoro or perfluoro groups; (vi) silicone-based (meth) acryl, (meth) acrylamide or vinyl monomers; (vii) ethylenically unsaturated monomers comprising at least one carboxylic acid, phosphoric or sulfonic acid, or anhydride functional group; (viii) ethylenically unsaturated monomers comprising at least one tertiary amine functional group. 13. The composition of claim 12, wherein the additional comonomer (s) are present in an amount from 30% to 99.99% by weight relative to the weight of the final polymer. 13. The method of claim 12, wherein the additional comonomers, alone or as a mixture, are C ₁ -C ₁₈ alkyl or C ₃ -C ₁₂ cycloalkyl (meth) acrylates, acrylic acid, methacrylic acid, methacrylicoxypropyltris (trimethylsiloxane C) silane, acryloxypropyltris (trimethylsiloxy) silane, acryloxypropylpolydimethylsiloxane and methacryloxypropylpolydimethylsiloxane. The composition of claim 1 or 2, wherein the polymer has a weight average molecular mass (Mw) of 5,000 to 600,000 g / mol. The composition of claim 1 or 2, wherein the polymer is present alone or as a mixture in an amount of from 0.01% to 60% by weight relative to the total weight of the composition. The composition of claim 1 or 2, wherein the physiologically acceptable medium comprises a hydrophilic medium, an aliphatic phase, or a mixture thereof, including water or a water / hydrophilic organic solvent (s) mixture. The composition of claim 21 wherein the fatty phase comprises wax, paste fatty material, rubber, lipophilic organic solvent, oil, or mixtures thereof. The composition of claim 1 or 2, further comprising a particulate phase, which may comprise a pigment, nacre, filler, or mixtures thereof. The composition according to claim 1 or 2, further comprising a dye selected from a water-soluble dye, a fat-soluble dye, or a mixture thereof. The composition of claim 1 or 2, comprising at least one film-forming polymer as further polymer. 3. Vitamins, thickeners, gelling agents, trace elements, emollients, sequestrants, fragrances, acidifying or basicizing agents, preservatives, sunscreens, surfactants, antioxidants, hair loss inhibitors, A composition comprising at least one component selected from dandruff, propellants and ceramides, or mixtures thereof. The dispersion and suspension of oil-in-water oil by vesicles according to claim 1 or 2; Oily solutions that can be thickened or gelled; Oil-in-water, water-in-oil or complex emulsions; Gel or mousse; Oily or emulsified gels; Dispersion of vesicles; Two-phase or multiphase lotions; spray; Loose, compact or cast powders; Anhydrous pastes; A composition in the form of a solid or densified solid, cast or molded as a lotion, cream, pomade, soft paste, ointment, rod or dish. 3. A grooming or makeup product, shade or self-tanning product, or hair for the body or facial skin, lips, nails, eyelashes, eyebrows, hair, or all or part thereof, according to claim 1 or 2, A composition in the form of a product for hair for treatment, shaping, makeup or dyeing. The composition of claim 1, further comprising: a makeup composition; Compositions for protecting or grooming the skin of the face, neck, hands or body; Sunshade composition or artificial tanning composition; Dyeing, maintaining hairstyles, hair shaping, hair care, treatment or cleaning, such as shampoos, hair setting gels or lotions, blow-drying lotions, and fixation and styling compositions such as lacquers or sprays Composition in the form of a product for hair. A cosmetic method comprising the application of a cosmetic composition as defined in claim 1 or 2 to a keratin material. delete delete delete delete delete delete delete delete delete delete Monomeric compounds corresponding to one of the formulas wherein R is hydrogen or methyl:

A polymer comprising at least one monomeric compound according to claim 41. Homopolymers of monomeric compounds according to claim 41. A copolymer comprising only the monomeric compound according to claim 41. 45. The copolymer of claim 44 wherein the monomeric compounds are present in proportions of from 0.5% to 99.5% by weight relative to the total weight of the copolymer. A copolymer comprising at least one monomeric compound according to claim 41, and at least one additional comonomer. 43. The polymer of claim 42 which is a statistical, alternating, graft, block or gradient copolymer. 47. The method of claim 46, wherein the monomeric compound is present in an amount of 0.01% to 70% by weight relative to the weight of the copolymer, and the additional comonomers, alone or as a mixture, represent the remainder up to 100% by weight. Characterized by a copolymer. The copolymer of claim 46 comprising at least one additional comonomer having an optical effect, selected from compounds of formula (A), compounds of formula (B), or mixtures thereof:

[In meals: Ra 1 may be substituted with one or more groups selected from ═O, OH, NH ₂ and a halogen atom; A linear, branched or cyclic, saturated or unsaturated carbon-based radical having 1 to 32 carbon atoms, into which one or more heteroatoms selected from O, N, P, Si and S may be inserted; R b1 may be substituted with one or more groups selected from (i) hydrogen atoms, (ii) halogen atoms, (iii) ═O, OH and NH ₂ and at least one hetero selected from O, N, P, Si and S Linear, branched or cyclic, saturated or unsaturated carbon-based radicals having 1 to 12 carbon atoms, into which atoms may be inserted; (iv) NRR 'groups (R and R' are independently of each other a hydrogen atom or a linear, cyclic or branched, saturated C1-6 hydrocarbon-based radical); — Ra 2 and Ra 3 are present on the same ring or on different rings, respectively, and independently of one another represent a hydrogen, a halogen or a group of the formula —Xa-Ga-Pa (II), provided that the radicals Ra 2, Ra 3, or Ra 2 and At least one of Ra 3 represents a group of formula (II), wherein: -Xa is selected from -O-, -S-, -SO-, -SO _2- , -NH- and -NR ₄ -groups, wherein R ₄ is selected from = O, OH, NH ₂ and halogen atoms Substituted with one or more groups; A linear, branched or cyclic, saturated or unsaturated carbon-based radical having 1 to 30 carbon atoms, into which one or more heteroatoms selected from O, N, P, Si and S may be inserted; Ga may be substituted with one or more groups selected from ═O, OH, NH ₂ and a halogen atom; Linear, branched or cyclic, saturated or unsaturated divalent carbon-based radicals having 1 to 32 carbon atoms, into which one or more heteroatoms selected from O, N, P, Si and S may be inserted; Pa is a polymerizable group selected from one of the following formulas:

In the formula: R 'represents H or a linear or branched, saturated C1-6 hydrocarbon-based radical, X 'represents O, NH or NR "where R" is C1-6 alkyl, C6-10 aryl, (C6-10) aryl (C1-6) alkyl and (C1-6) alkyl (C6-10) ), An alkyl, aryl, or alkyl and aryl group may also be substituted with one or more groups selected from OH, halogen, C1-6 alkoxy and C6-10 aryloxy; m is 0 or 1; n is 0 or 1; p is 0, 1 or 2]. 47. The copolymer of claim 46 comprising one or more additional hydrophilic comonomers, or mixtures of such comonomers, which may be present in a ratio of 1% to 99.99% by weight relative to the total weight of the copolymer. 47. The copolymer of claim 46 comprising one or more additional hydrophilic comonomers, or mixtures of such comonomers, which may be present in a proportion of 30% to 98% by weight relative to the total weight of the copolymer. 47. The copolymer of claim 46 comprising at least one further comonomer selected solely or as a mixture from the following monomers: (i) ethylenic hydrocarbons having 2 to 10 carbon atoms; (ii) a (meth) acrylate of the formula:

or

[Wherein R ' ₃ represents: Linear or branched alkyl groups of 1 to 18 carbon atoms, in which one or more heteroatoms selected from O, N, S and P can be inserted; said alkyl groups are also selected from hydroxyl groups, Cl, Br, I and F _May be substituted with one or more substituents selected from a halogen atom, and a Si (R ₄ R ₅ ) group, wherein R ₄ and R ₅ may be the same or different and represent a C ₁ to C ₆ alkyl group or a phenyl group) , C ₃ to C ₁₂ cycloalkyl groups, C ₃ to C ₂₀ aryl groups, C ₄ to C ₃₀ aralkyl groups (C ₁ to C ₈ alkyl groups), 4- to 12-membered heterocyclic groups containing at least one heteroatom selected from O, N and S and wherein the ring is aromatic or nonaromatic, Heterocycloalkyl groups (1 to 4 C alkyl), Said cycloalkyl, aryl, aralkyl, heterocyclic or heterocycloalkyl group is a hydroxyl group, a halogen atom and a linear or branched C _1-4 alkyl group wherein one or more heteroatoms selected from O, N, S and P And wherein said alkyl group may also be substituted with one or more substituents selected from a hydroxyl group, a halogen atom selected from Cl, Br, I and F, and a Si (R ₄ R ₅ ) group, wherein R ₄ And R ₅ may be the same or different and may be substituted with one or more substituents selected from C ₁ to C ₆ alkyl groups or phenyl groups), R ′ ₃ may also be a — (C ₂ H ₄ O) _m —R ″ group wherein m = 5 to 150 and R ″ = H, or C ₁ to C ₃₀ alkyl]; (iii) (meth) acrylamides of the general formula:

[Wherein R ₈ refers to H or methyl; R ₇ and R ₆ may be the same or different and represent the following: -Hydrogen atom; or Linear or branched alkyl groups of 1 to 18 carbon atoms, in which one or more heteroatoms selected from O, N, S and P can be inserted; said alkyl groups are also selected from hydroxyl groups, Cl, Br, I and F _May be substituted with one or more substituents selected from a halogen atom, and a Si (R ₄ R ₅ ) group, wherein R ₄ and R ₅ may be the same or different and represent a C ₁ to C ₆ alkyl group or a phenyl group) , C ₃ to C ₁₂ cycloalkyl groups, C ₃ to C ₂₀ aryl groups, C ₄ to C ₃₀ aralkyl groups (C ₁ to C ₈ alkyl groups), 4- to 12-membered heterocyclic groups containing at least one heteroatom selected from O, N and S and wherein the ring is aromatic or nonaromatic, Heterocycloalkyl groups (1 to 4 C alkyl), Said cycloalkyl, aryl, aralkyl, heterocyclic or heterocycloalkyl group is a hydroxyl group, a halogen atom and a linear or branched C ₁ -C ₄ alkyl group, which is at least one hetero selected from O, N, S and P An atom may be inserted and the alkyl group may also be substituted with one or more substituents selected from a hydroxyl group, a halogen atom selected from Cl, Br, I and F and a Si (R ₄ R ₅ ) group, wherein R ₄ And R ₅ may be the same or different and may be substituted with one or more substituents selected from C ₁ to C ₆ alkyl groups or phenyl groups.  (iv) a vinyl compound of the formula CH ₂ = CH-R ₉ , CH ₂ = CH-CH ₂ -R ₉ or CH ₂ = C (CH ₃ ) -CH ₂ -R ₉ [Wherein, R ₉ is a hydroxyl group, Cl, halogen, NH _2, OR is selected from F ₁₄ (wherein R ₁₄ represents a phenyl group or a C ₁ to C ₁₂ alkyl group) (the monomer is a vinyl or allyl ether); Acetamide (NHCOCH ₃ ); OCOR ₁₅ groups, where R ₁₅ represents a linear or branched alkyl group having 2 to 12 carbon atoms (monomer is vinyl or allyl ester); Or a group selected from: Linear or branched alkyl groups of 1 to 18 carbon atoms, in which one or more heteroatoms selected from O, N, S and P can be inserted; said alkyl groups are also selected from hydroxyl groups, Cl, Br, I and F _May be substituted with one or more substituents selected from halogen atoms and Si (R ₄ R ₅ ) groups, wherein R ₄ and R ₅ may be the same or different and represent a C ₁ to C ₆ alkyl group or a phenyl group), C ₃ to C ₁₂ cycloalkyl groups, C ₃ to C ₂₀ aryl groups, C ₄ to C ₃₀ aralkyl groups (C ₁ to C ₈ alkyl groups), 4- to 12-membered heterocyclic groups containing at least one heteroatom selected from O, N and S and wherein the ring is aromatic or nonaromatic, Heterocycloalkyl groups (1 to 4 C alkyl), Said cycloalkyl, aryl, aralkyl, heterocyclic or heterocycloalkyl group is a hydroxyl group, a halogen atom and a linear or branched 1 to 4 C alkyl group, wherein one or more heteroatoms selected from O, N, S and P And wherein said alkyl group may also be substituted with one or more substituents selected from a hydroxyl group, a halogen atom selected from Cl, Br, I and F and a Si (R ₄ R ₅ ) group, wherein R ₄ and R ₅ may be the same or different and may be substituted with one or more substituents selected from C ₁ to C ₆ alkyl groups or phenyl groups); (v) (meth) acryl, (meth) acrylamide or vinyl monomers containing fluoro or perfluoro groups; (vi) silicone-based (meth) acryl, (meth) acrylamide or vinyl monomers; (vii) ethylenically unsaturated monomers comprising at least one carboxylic acid, phosphoric or sulfonic acid, or anhydride functional group; (viii) ethylenically unsaturated monomers comprising at least one tertiary amine functional group. 47. The copolymer of claim 46, wherein the additional comonomer (s) are present in an amount of from 30% to 99.99% by weight relative to the weight of the final polymer. 47. The method of claim 46, wherein the additional comonomers, alone or as mixtures, are C ₁ -C ₁₈ alkyl or C ₃ -C ₁₂ cycloalkyl (meth) acrylates, acrylic acid, methacrylic acid, methacrylicoxypropyltris (trimethylsiloxane C) silane, acryloxypropyltris (trimethylsiloxy) silane, acryloxypropylpolydimethylsiloxane and methacryloxypropylpolydimethylsiloxane. 48. The copolymer of claim 46 wherein the weight average molecular mass (Mw) is between 5,000 and 600,000 g / mol. 42. A method of using at least one monomeric compound according to claim 41 or at least one polymer comprising at least one monomeric compound according to claim 41 to impart an optical effect to the composition. The composition of claim 1, wherein X 'represents O. 4. A composition according to claim 3, wherein the hydrocarbon radical contains 3 to 12 carbon atoms. The composition of claim 5 wherein the divalent hydrocarbon-based radical has 3 to 10 carbon atoms. The composition according to claim 6, wherein the divalent hydrocarbon-based radical has 3 to 10 carbon atoms. The composition of claim 8, wherein the carbon-based radical has 2 to 12 carbon atoms. The composition of claim 8, wherein the carbon-based radical has 3 to 6 carbon atoms. The composition of claim 8, wherein R 1 can be a methyl, ethyl or propyl radical. 15. The composition of claim 14, wherein the monomeric compound is present in an amount of 0.1% to 50% by weight relative to the weight of the polymer. 15. The composition of claim 14, wherein the monomeric compound is present in an amount from 0.5% to 30% by weight relative to the weight of the polymer. 15. The composition of claim 14, wherein the monomeric compound is present in an amount from 1% to 20% by weight relative to the weight of the polymer. 15. The composition of claim 14, wherein the monomeric compound is present in an amount of from 2% to 10% by weight relative to the weight of the polymer. 16. The composition of claim 15, wherein R and R 'are independently of each other methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, tert-butyl, pentyl or hexyl. 17. The method of claim 16 wherein, R _'3 is methyl, ethyl, propyl, n- butyl, isobutyl, tert- butyl, hexyl, ethylhexyl, octyl, lauryl, isooctyl, isodecyl, dodecyl, cyclohexyl, t -Butylcyclohexyl or stearyl group; 2-ethylperfluorohexyl; Or a C _1-4 hydroxyalkyl group; Or a (C _1-4 ) alkoxy (C _1-4 ) alkyl group. 18. The compound of claim 16, wherein R ₆ , R ₇ , or R ₆ and R ₇ are methyl, ethyl, propyl, n-butyl, isobutyl, tert-butyl, hexyl, ethylhexyl, octyl, lauryl, isooctyl, iso Decyl, dodecyl, cyclohexyl, t-butylcyclohexyl or stearyl groups; 2-ethylperfluorohexyl; Or a C _1-4 hydroxyalkyl group; Or a (C _1-4 ) alkoxy (C _1-4 ) alkyl group. 18. The composition of claim 17, wherein the additional comonomer (s) are present in an amount of 50% to 99.9% by weight relative to the weight of the final polymer. 18. The composition of claim 17, wherein the additional comonomer (s) are present in an amount of from 70% to 99.5% by weight relative to the weight of the final polymer. 18. The composition of claim 17, wherein the additional comonomer (s) are present in an amount of 80% to 99% by weight relative to the weight of the final polymer. 18. The composition of claim 17, wherein the additional comonomer (s) are present in an amount from 90% to 98% by weight relative to the weight of the final polymer. 19. The method of claim 18, wherein the additional comonomers, alone or as a mixture, are methyl acrylate, methyl methacrylate, isobornyl acrylate, isobornyl methacrylate, isobutyl acrylate, isobutyl methacrylate, 2 Ethylhexyl acrylate, 2-ethylhexyl methacrylate, dodecyl acrylate, dodecyl methacrylate, stearyl acrylate, stearyl methacrylate, trifluoroethyl acrylate and trifluoroethyl methacrylate Composition selected from. 20. The composition of claim 19, wherein the polymer has a weight average molecular mass (Mw) of 10,000 to 300,000 g / mol. 20. The composition of claim 19, wherein the polymer has a weight average molecular mass (Mw) of 20,000 to 150,000 g / mol. 21. The composition of claim 20, wherein the polymers, alone or in mixtures, are present in an amount from 0.1% to 50% by weight relative to the total weight of the composition. 21. The composition of claim 20, wherein the polymers, alone or in mixtures, are present in an amount from 1% to 25% by weight relative to the total weight of the composition. The composition of claim 20, wherein the polymers are present alone or in mixtures in an amount of from 3% to 15% by weight relative to the total weight of the composition. 21. The composition of claim 20, wherein the polymer is present alone or in a mixture in an amount of from 5% to 12% by weight relative to the total weight of the composition. The composition of claim 27 in the form of a dispersion of lipid vesicles. 30. The composition of claim 29 further comprising: a complexation product such as a foundation, makeup rouge or eye shadow; Lip products, such as lipsticks or lip care products; Concealer products; Blusher, mascara or eyeliner; Eyebrow makeup products, lip pencils or eye pencils; Nail products, such as nail polish solutions or nail care products; Body makeup products; A composition in the form of a hair makeup product (hair mascara or hair lacquer). The composition of claim 29 in the form of an anti-wrinkle composition or a moisturizing or treatment composition. 31. The method of claim 30, wherein the keratin material is body or facial skin, lips, nails, eyelashes, eyebrows, hair, or all or part thereof. delete delete delete delete delete delete delete delete delete delete 46. The copolymer of claim 45 wherein the monomeric compounds are present in a proportion of 5% to 95% by weight, respectively, relative to the total weight of the copolymer. 46. The copolymer of claim 45 wherein the monomeric compounds are present in proportions of 10% to 90% by weight, respectively, relative to the total weight of the copolymer. 46. The copolymer of claim 45 wherein the monomeric compounds are present in proportions of 30% to 70% by weight, respectively, relative to the total weight of the copolymer. 49. The copolymer of claim 48 wherein the monomeric compound is present in an amount of from 0.1% to 50% by weight relative to the weight of the copolymer. 49. The copolymer of claim 48 wherein the monomeric compound is present in an amount of from 0.5% to 30% by weight relative to the weight of the copolymer. 49. The copolymer of claim 48 wherein the monomeric compound is present in an amount of from 1% to 20% by weight relative to the weight of the copolymer. 49. The copolymer of claim 48 wherein the monomeric compound is present in an amount of from 2% to 10% by weight relative to the weight of the copolymer. 50. The copolymer of claim 49, wherein R and R 'are independently of each other methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, tert-butyl, pentyl or hexyl. 51. The copolymer of claim 50, wherein one or more additional hydrophilic comonomers, or mixtures of such comonomers, may be present in a ratio of 2 to 70 weight percent, relative to the total weight of the copolymer. 51. The copolymer of claim 50, wherein one or more additional hydrophilic comonomers, or mixtures of such comonomers, may be present in a ratio of 5 to 50 weight percent, relative to the total weight of the copolymer. 51. The copolymer of claim 50, wherein one or more additional hydrophilic comonomers, or mixtures of such comonomers, may be present in a ratio of 10 to 30 weight percent, based on the total weight of the copolymer. 53. The copolymer of claim 51, wherein one or more additional hydrophilic comonomers, or mixtures of such comonomers, may be present in a proportion of 50 to 95 weight percent based on the total weight of the copolymer. 53. The copolymer of claim 51, wherein one or more additional hydrophilic comonomers, or mixtures of such comonomers, may be present in a proportion of 70 to 90 weight percent, based on the total weight of the copolymer. The method of claim 52 wherein, R _'3 is methyl, ethyl, propyl, n- butyl, isobutyl, tert- butyl, hexyl, ethylhexyl, octyl, lauryl, isooctyl, isodecyl, dodecyl, cyclohexyl, t -Butylcyclohexyl or stearyl group; 2-ethylperfluorohexyl; Or a C _1-4 hydroxyalkyl group; Or a (C _1-4 ) alkoxy (C _1-4 ) alkyl group. 53. The compound of claim 52, wherein R ₆ , R ₇ , or R ₆ and R ₇ are methyl, ethyl, propyl, n-butyl, isobutyl, tert-butyl, hexyl, ethylhexyl, octyl, lauryl, isooctyl, iso Decyl, dodecyl, cyclohexyl, t-butylcyclohexyl or stearyl groups; 2-ethylperfluorohexyl; Or a C _1-4 hydroxyalkyl group; Or a (C _1-4 ) alkoxy (C _1-4 ) alkyl group. 54. The copolymer of claim 53, wherein the additional comonomer (s) are present in an amount of 50% to 99.9% by weight relative to the weight of the final polymer. 55. The copolymer of claim 53, wherein the additional comonomer (s) are present in an amount of from 70% to 99.5% by weight relative to the weight of the final polymer. 55. The copolymer of claim 53, wherein the additional comonomer (s) are present in an amount from 80% to 99% by weight relative to the weight of the final polymer. 55. The copolymer of claim 53, wherein the additional comonomer (s) are present in an amount from 90% to 98% by weight relative to the weight of the final polymer. 55. The process of claim 54 wherein the additional comonomers, alone or as a mixture, are methyl acrylate, methyl methacrylate, isobornyl acrylate, isobornyl methacrylate, isobutyl acrylate, isobutyl methacrylate, 2 Ethylhexyl acrylate, 2-ethylhexyl methacrylate, dodecyl acrylate, dodecyl methacrylate, stearyl acrylate, stearyl methacrylate, trifluoroethyl acrylate and trifluoroethyl methacrylate Copolymer, characterized in that selected from. 56. The copolymer of claim 55 wherein the weight average molecular mass (Mw) is 10,000 to 300,000 g / mol. 56. The copolymer of claim 55 wherein the weight average molecular mass (Mw) is 20,000 to 150,000 g / mol. The method of claim 56, wherein the optical effect is a fluorescence effect.