Composition and process of treatment of keratin fibers using at least one particular pyrimidine derivative and at least one unsaturated fatty acid.

Abstract

The present invention relates to a composition comprising at least one unsaturated fatty acid and at least one particular pyrimidine derivative, as well as a process for treating keratin fibers using this composition.

Description

Title of the invention: Composition and method for treating keratin fibers using at least one particular pyrimidine derivative and at least one unsaturated fatty acid. Technical field of the invention

[0001] The present invention relates to a composition comprising at least one unsaturated fatty acid and at least one particular pyrimidine derivative as well as a method for treating keratin fibers using this composition. Background to the invention

[0002] External atmospheric agents such as pollution and bad weather, as well as mechanical or chemical treatments, or certain routines, such as brushing, combing, dyeing, bleaching, perming, straightening, repeated washing, can damage and weaken the hair. The hair can become deformed and damaged and in the long run become dry, rough, brittle, dull, split and / or limp.

[0003] In order to remedy this, it is usual to use hair compositions intended to condition the hair by providing it with satisfactory cosmetic properties, in particular smoothing, shine, softness to the touch, suppleness, lightness, good detangling properties inducing ease of combing, good discipline of the hair which is thus easier to style and keeps its shape. However, the conditioning effect obtained by these hair care products fades quickly over time, does not always have satisfactory persistence when shampooed and does not prevent irreversible deformation of the hair due to elongation of the fibers, for example during combing or detangling, nor does it repair or prevent breakage of the hair.

[0004] It is known that pyrimidine derivatives such as thiamine (Vitamin B1) or one of its salts can be used in hair compositions intended to condition the hair in order to preserve or even improve the quality of the hair. However, the storage in solution of these derivatives, in particular when they are used in hair care products formulated at acidic pH, generates an unpleasant odor for the consumer and therefore limits their use, in particular at high concentration.

[0005] Thus, there is a real need to develop a hair composition characterized by good stability with respect to odor during storage which comprises at least one particular pyrimidine derivative making it possible to prevent irreversible deformation of the hair, in particular damaged and / or sensitized hair, due to the elongation of the fibers, for example during combing or detangling, and to repair or to prevent hair breakage, in particular damaged and / or sensitized hair.

[0006] The applicant has surprisingly discovered that all or part of these objectives can be achieved by the composition according to the present invention. Summary of the invention

[0007] According to a first aspect, the present invention relates to a composition comprising: i) one or more pyrimidine derivatives chosen from the compounds of the following formula (I), their salts, their isomers, their solvates such as hydrates and their mixtures: T xAn (I) Formula (I) in which: ■ T represents a compound chosen from the compounds of formula (II) below: Formula (II) in which: ■ R1 represents a (Ci-C4)alkyl group optionally substituted by one or more groups, identical or different, chosen from: hydroxyl (-OH), phenyl (-C6H5) or -C(O)0M in which M represents a hydrogen atom, an alkali or alkaline-earth metal, or a negative charge; ■ R2 represents a hydrogen atom or a (Ci-C4)alkyl group; ■ R3 represents a hydrogen atom or a (CrC4)alkyl group optionally substituted by one or more groups, identical or different, chosen from: hydroxyl (-OH), -C(O)0M in which M is as defined above, chloride, fluoride, -CHO, -ONO2, -OSO3H, -OPO3H2 and / or optionally interrupted by one or more groups or heteroatoms, identical or different, chosen from O, S, N, -C(O)- or -S(O)-; ■ R4 represents a hydrogen atom, or a (Ci-C4)alkyl group optionally substituted by a hydroxyl group (-OH); ■ x represents a stoichiometric coefficient greater than or equal to zero chosen so as to guarantee the electroneutrality of the compound of formula (I); ■ An represents a mineral or organic anion chosen from Cl, Br, I, F, OH, NO2, NO3, PO43, SO42, H2PO4, H3P2O7, R-S02-0, RO-SO3, anions derived from acids amino acids, preferably of L configuration, more preferably L-prolinate, L-glutamate or L-aspartate; ■ R represents a (Ci-C4)alkyl group; ii) one or more fatty acids chosen from unsaturated fatty acids, their salts, their isomers, their solvates such as hydrates and their mixtures; in which: - the composition comprises a total content of compounds T i), their isomers and their mixtures greater than 1.90% by weight relative to the total weight of the composition; and - the molar ratio of total quantity of fatty acids ii) / total quantity of compounds T i) present in the composition is greater than 0.5.

[0008] According to a second aspect, the present invention relates to a method for treating keratin fibers comprising a) the application to the keratin fibers of a composition as defined above.

[0009] According to a third aspect, the present invention relates to the use of a composition as defined above to prevent the irreversible deformation of keratin fibers during combing and / or detangling.

[0010] According to a fourth aspect, the present invention relates to the use of a composition as defined above for repairing and / or preventing breakage of keratin fibers.

[0011] According to a fifth aspect, the present invention relates to the use of one or more fatty acids ii) as defined above for stabilizing a composition comprising one or more pyrimidine derivatives i) as defined above. Detailed description of the invention

[0012] For the purposes of the present invention, and unless otherwise indicated:

[0013] ■ by "keratin fibers" we mean fibers of human or animal origin such as than hair, body hair, eyelashes, eyebrows, wool, angora, cashmere or fur. According to the present invention, the keratin fibers are preferably human keratin fibers, more preferably hair.

[0014] ■ by "abhned keratin fibers" we mean dry, rough keratin fibers, brittle, split and / or soft.

[0015] ■ by "sensitized keratin fibers" we mean bleached keratin fibers, artificially colored, straightened and / or permed.

[0016] ■ by "fatty acid" is meant a carboxylic acid, linear or branched, saturated or unsaturated, comprising 8 to 30 carbon atoms.

[0017] ■ by "unsaturated fatty acid" we mean a fatty acid comprising in its structure a or more ethylenic unsaturations, preferably one or two ethylenic unsaturations lenics.

[0018] ■ by "alkyl group" we mean a linear or branched, saturated hydrocarbon radical, comprising from 1 to 30 carbon atoms, preferably from 1 to 26 carbon atoms, more preferably from 1 to 22 carbon atoms, for example methyl, ethyl, n-propyl, iso-propyl, butyl, n-pentyl, n-hexyl, n-decyl, n-undecyl, n-dodecyl, n-tetradecyl, n-hexadecyl or eicosyl.

[0019] ■ by "(Cx-Cy) alkyl group" is meant an alkyl group comprising from x to y atoms of carbon.

[0020] ■ by "alkenyl group" we mean a linear or branched hydrocarbon radical, comprising one or more ethylenic unsaturations, preferably one or two ethylenic unsaturations, conjugated or not, and from 2 to 40 carbon atoms, preferably from 2 to 26 carbon atoms, more preferably from 2 to 24 carbon atoms, for example ethylenyl, n-propylenyl, iso-propylenyl, butylenyl, n-pentylenyl, n-hexylenyl, n-decylenyl, n-dodecylenyl, tetradecylenyl, hexadecylenyl or eicosylenyl.

[0021] ■ by group "(Cx-Cy)alkenyl" we mean an alkenyl group comprising from x to y carbon atoms.

[0022] ■ by "salt" we mean an addition salt with an organic acid or base or mineral. The addition salts with an acid are chosen in particular from addition salts with organic or mineral acids such as hydrochloric acid, hydrobromic acid, hydroiodic acid, nitric acid, sulfuric acid, citric acid, succinic acid, tartaric acid, lactic acid, tosylic acid, benzenesulfonic acid, phosphoric acid or acetic acid. The addition salts with a base are chosen in particular from addition salts with organic or mineral bases such as alkali metal hydroxides, alkaline earth metal hydroxides, ammonia, amines or alkanolamines.

[0023] ■ by "isomer" we mean an optical, geometric or tautomeric isomer.

[0024] ■ by "thiamine" we mean the compound of formula: H3C" N' H,c

[0025] ■ by "greater than" we mean strictly greater than.

[0026] The expressions "at least one" and "one or more" are synonymous and can be used interchangeably. Composition

[0027] According to a first aspect, the present invention relates to a composition as defined above.

[0028] The applicant has found, surprisingly, that the composition according to the present invention makes it possible to prevent irreversible deformation of hair, in particular damaged and / or sensitized hair, due to the elongation of the fibers, for example during combing and / or detangling, and to repair and / or prevent breakage of hair, in particular damaged and / or sensitized hair, while being stable and not undergoing any change in odor over time, in particular during storage. Pyrimidine derivatives

[0029] The composition comprises i) one or more pyrimidine derivatives chosen from the compounds of formula (I) as defined above, their salts, their isomers, their solvates such as hydrates and their mixtures.

[0030] In formula (I), x is a stoichiometric coefficient greater than or equal to zero chosen so as to guarantee the electroneutrality of the compound of formula (I). For example, x can be equal to zero, which means that Fanion An is absent and that compound T represents an internal salt.

[0031] Preferably, the pyrimidine derivative(s) i) are chosen from thiamine salts, their isomers, their solvates such as hydrates and their mixtures.

[0032] More preferably, the pyrimidine derivative(s) i) are chosen from thiamine chloride, thiamine nitrate, thiamine chloride hydrochloride and mixtures thereof.

[0033] Even more preferably, the pyrimidine derivative i) chosen is thiamine chloride hydrochloride.

[0034] The composition comprises a total content of compounds T i), their isomers and their mixtures greater than 1.90% by weight, preferably ranging from 2% to 10% by weight, more preferably ranging from 2.5% to 10% by weight, even more preferably ranging from 3% to 8% by weight, most preferably ranging from 3% to 7% relative to the total weight of the composition. Fatty acids

[0035] The composition comprises ii) one or more fatty acids chosen from unsaturated fatty acids, their salts, their isomers, their solvates such as hydrates and their mixtures;

[0036] According to a preferred embodiment, the fatty acid(s) ii) are chosen from the compounds of the following formula (III), their salts, their isomers, their solvates such as hydrates and their mixtures: Q <ni) Formula (III) in which R represents a (C8-C40)alkenyl group optionally substituted by one or more hydroxyl groups (-OH), preferably a (Cio-C3o)alkenyl group optionally substituted by one or more hydroxyl groups (-OH), more preferably a (Ci2-C24)alkenyl group optionally substituted by one or more hydroxyl groups (-OH).

[0037] According to a particular embodiment, the fatty acid(s) ii) are chosen from the compounds of formula (III) as defined above, their salts, their isomers, their solvates such as hydrates and their mixtures, formula (III) in which R represents an unsubstituted (C8-C40)alkenyl group, preferably an unsubstituted (C10-C30)alkenyl group, more preferably an unsubstituted (C12-C24)alkenyl group.

[0038] According to another particular embodiment, the fatty acid(s) ii) are chosen from the compounds of formula (III) as defined above, their salts, their isomers, their solvates such as hydrates and their mixtures, formula (III) in which R represents a (C8-C40)alkenyl group substituted by one or more hydroxyl groups (-OH), preferably a (C10-C30)alkenyl group substituted by one or more hydroxyl groups (-OH), more preferably a (C12-C24)alkenyl group substituted by one or more hydroxyl groups (-OH).

[0039] According to another particular embodiment, the fatty acid(s) ii) are chosen from the compounds of formula (III) as defined above, their salts, their isomers, their solvates such as hydrates and their mixtures, formula (III) in which R represents a (C8-C40)alkenyl group substituted by a hydroxyl group (-OH), preferably a (C10-C30)alkenyl group substituted by a hydroxyl group (-OH), more preferably a (C12-C24)alkenyl group substituted by a hydroxyl group (-OH).

[0040] According to a particular embodiment, the fatty acid(s) ii) are chosen from monounsaturated fatty acids, their salts, their isomers, their solvates such as hydrates and their mixtures, preferably from myristoleic acid, palmitoleic acid, vaccenic acid, paullinic acid, oleic acid, elaidic acid, gadoleic acid, gondoic acid, erucic acid, nervonic acid, their salts, their isomers, their solvates such as hydrates and their mixtures.

[0041] According to a particular embodiment, the fatty acid(s) ii) are chosen from polyunsaturated fatty acids, their salts, their isomers, their solvates such as hydrates and their mixtures, preferably from linoleic acid, linoleic acid, eicosadienoic acid, docosadienoic acid, α-linolenic acid, γ-linolenic acid, dihomo-γ-linolenic acid, arachidonic acid, ε-cosapentaenoic acid, docosahexaenoic acid, ruminic acid, their salts, their isomers, their solvates such as hydrates and their mixtures.

[0042] According to a particular embodiment, the fatty acid(s) ii) are chosen from hydroxylated monounsaturated fatty acids, their salts, their isomers, their solvates such as hydrates and their mixtures, preferably from 10-Hydroxy-cis-12-octadecenoic acid, 10-Hydroxy-trans-1 1-octadecenoic acid, 12-Hydroxy-cis-9-octadecenoic acid, 13-Hydroxy-cis-9-octadecenoic acid, ricinoleic acid, iso-ricinoleic acid, their salts, their isomers, their solvates such as hydrates and their mixtures.

[0043] According to a particular embodiment, the fatty acid(s) ii) are chosen from hydroxylated polyunsaturated fatty acids, their salts, their isomers, their solvates such as hydrates and their mixtures, preferably from densipolic acid, auricolic acid, dimorphecolic acid, their salts, their isomers, their solvates such as hydrates and their mixtures.

[0044] According to a more preferred embodiment, the fatty acid(s) ii) are chosen from myristoleic acid, palmitoleic acid, vaccenic acid, paullinic acid, oleic acid, elaidic acid, gondoic acid, erucic acid, nervonic acid, linoleic acid, linolelaidic acid, eicosadienoic acid, docosadienoic acid, their salts, their isomers, their solvates such as hydrates and their mixtures.

[0045] According to an even more preferred embodiment, the fatty acid(s) ii) are chosen from oleic acid, its salts, its solvates such as hydrates and their mixtures, preferably oleic acid.

[0046] The fatty acid(s) ii) are present in the composition in a total content preferably ranging from 2% to 15% by weight, more preferably ranging from 2% to 10% by weight, relative to the total weight of the composition.

[0047] The molar ratio of total quantity of fatty acids ii) / total quantity of compounds T i) present in the composition is greater than 0.5, preferably greater than or equal to 1, more preferably ranging from 1 to 2.

[0048] According to a preferred embodiment, the composition according to the present invention comprises: i) one or more pyrimidine derivatives chosen from thiamine salts, their isomers, their solvates such as hydrates and their mixtures, preferably chosen from thiamine chloride, thiamine nitrate, thiamine chloride hydrochloride and their mixtures, more preferably thiamine chloride hydrochloride; ii) one or more fatty acids chosen from oleic acid, its salts, its solvates such as hydrates and their mixtures, preferably oleic acid. being extended that: - the composition includes a total content of compounds T i), their isomers and their mixtures greater than 1.90% by weight relative to the total weight of the composition; and - the molar ratio total quantity of fatty acids ii) / total quantity of compounds T i) present in the composition is greater than 0.5. Other characteristics of the composition

[0049] The composition is a cosmetic composition, i.e. which comprises a cosmetically acceptable medium, i.e. a medium compatible with human keratin fibers.

[0050] The composition may comprise a solvent selected from water, ethanol, isopropanol, glycerin, propylene glycol, butylene glycol, pentylene glycol, hexylene glycol, dipropylene glycol, diethylene glycol, 2-butoxyethanol, propylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monomethyl ether and mixtures thereof.

[0051] The composition may comprise a solvent chosen from water, C2-C4 alcohols, polyols, polyol ethers and mixtures thereof.

[0052] Preferably, the composition comprises a solvent chosen from water, ethanol, isopropanol, propylene glycol and mixtures thereof.

[0053] More preferably, the composition comprises a solvent chosen from water, ethanol, propylene glycol and their mixtures.

[0054] The composition may further comprise at least one cosmetic ingredient chosen from non-ionic, anionic, cationic and amphoteric surfactants, vitamins and pro-vitamins other than vitamin B1 including panthenol, fillers, coloring matters, pearlescent agents, opacifying agents, sequestering agents, film-forming polymers, cationic, anionic or neutral polymers, associative polymers, plasticizing agents, silicones, thickening agents, oils, anti-foaming agents, moisturizing agents, emollient agents, penetrating agents, perfumes, preservatives and mixtures thereof.

[0055] These usual cosmetic ingredients may be present in the composition in usual quantities, easily determinable by a person skilled in the art, and which may range, for each ingredient, from 0.01% to 20% by weight relative to the total weight of the composition. A person skilled in the art will take care to choose the ingredients included in the composition, as well as their quantities, so that they do not harm the properties of the composition.

[0056] The composition may be presented in all the galenic forms conventionally used for hair application. In a non-limiting manner, the composition may be presented in the form of a lotion, a cream, a mousse, a gel, a spray or a lacquer.

[0057] The composition can be used in rinse-off or leave-on application.

[0058] The composition can be presented in the form of a shampoo, a mask, of a conditioning composition or a pre-shampoo. The composition may also be in the form of a composition to be added or mixed before application to a shampoo, a mask or a conditioning composition.

[0059] The composition may be packaged in a pump bottle or in an aerosol container, in order to ensure application of the composition in spray form (lacquer) or in foam form. In these cases, the composition preferably comprises at least one propellant.

[0060] The pH of the composition is preferably from 3.5 to 6.5, more preferably from 3.5 to 5.5, even more preferably from 4 to 5, most preferably from 4.25 to 4.75. Preferably, the pH of the composition is equal to 4. The pH can be adjusted using an organic or mineral acid or an organic or mineral base usually used in cosmetics.

[0061] According to a preferred embodiment, the composition comprises a total content of coloring agents of less than 0.1% by weight, preferably less than 0.01% by weight, more preferably less than 0.001% by weight relative to the total weight of the composition, even more preferably, the composition is free of coloring agents.

[0062] By "coloring agent" is meant an oxidation dye, a direct dye or a pigment.

[0063] By "oxidation dye" is meant an oxidation dye precursor chosen from oxidation bases and couplers. Oxidation bases and couplers are compounds with little or no color which, by a condensation reaction in the presence of an oxidizing agent, give a colored species.

[0064] By "direct dye" is meant a natural and / or synthetic dye, including in the form of extract(s), different from oxidation dyes. These are colored compounds which will diffuse superficially on the fiber. They can be ionic or non-ionic, i.e. anionic, cationic, neutral or non-ionic. Process for treating keratin fibers

[0065] According to a second aspect, the subject of the present invention is a method for treating keratin fibers comprising a) the application to the keratin fibers of a composition as defined above.

[0066] The composition can be applied to dry or wet keratin fibers, preferably to wet keratin fibers.

[0067] Preferably, the keratin fibers are damaged and / or sensitized keratin fibers, in particular damaged and / or sensitized hair.

[0068] The bath ratio of the composition applied to the keratin fibers can range from 0.01 to 10. For example, the bath ratio can be 0.2. By bath ratio, we mean the ratio between the total weight of the composition applied and the total weight of keratin fibers to be treated.

[0069] The method may comprise at least one additional step following step a) chosen from the following steps b) to d): b) a step of applying the composition to the keratin fibers, preferably lasting at least 10 seconds, said application step optionally being carried out under an airtight film such as papillote or plastic film; c) a step of rinsing and / or washing the keratin fibers; d) a step of drying the keratin fibres in ambient air or using a heating device.

[0070] Preferably, the method comprises the additional steps b) and d) as described above and carried out in this order.

[0071] The step of applying the composition may have a duration ranging from 10 seconds to 60 minutes, preferably ranging from 30 seconds to 30 minutes.

[0072] The washing step can for example be carried out using a shampoo.

[0073] The temperature of the heating device may range from 45°C to 230°C, preferably from 45°C to 100°C, more preferably from 50°C to 80°C. For example, a hair dryer, a heating helmet, an iron or a heating brush may be used as the heating device.

[0074] Drying step d) may also be a combination of drying in the air or with a heating device at a temperature ranging from 50°C to 80°C such as a hair dryer or a heating hood, optionally followed by a step of passing through an iron, preferably a straightening iron.

[0075] Steps a) to c) or steps a) to d) may be repeated as many times as necessary and each cycle of steps a) to c) or a) to d) may be spaced from the next by a few minutes to a few days or weeks. Different hair treatments of the invention may be carried out between different application cycles, before or after.

[0076] In the case where the process does not include step c) of rinsing and / or washing the keratin fibers, the composition may for example comprise a mixture of solvents such as a water / ethanol mixture which comprises at least 10%, preferably at least 20%, more preferably at least 30% by weight of ethanol. The use of such a mixture makes it possible in particular to facilitate the evaporation of the composition. Uses

[0077] According to a third aspect, the present invention relates to the use of a composition as defined above to prevent the irreversible deformation of keratin fibers during combing and / or detangling.

[0078] Preferably, the keratin fibers are damaged and / or sensitized keratin fibers, in particular damaged and / or sensitized hair.

[0079] According to a fourth aspect, the present invention relates to the use of a composition as defined above for repairing and / or preventing breakage of keratin fibers.

[0080] Preferably, the keratin fibers are damaged and / or sensitized keratin fibers, in particular damaged and / or sensitized hair.

[0081] According to a fifth aspect, the subject of the present invention is the use of one or more fatty acids ii) as defined above for stabilizing a composition, preferably for stabilizing the odor of a composition comprising one or more pyrimidine derivatives i) as defined above, the composition comprising a total content of compounds T i), their isomers and their mixtures preferably greater than 1.90% by weight, more preferably ranging from 2% to 10% by weight, even more preferably ranging from 3% to 8% by weight, most preferably ranging from 3% to 7% by weight relative to the total weight of the composition. Examples

[0082] The following examples allow a better understanding of the invention without, however, being limiting in nature. a. Preparation of formulas

[0083] The following compositions Ai to A30 and Bi to B3 were prepared. The pH of the water / ethanol mixture was adjusted to pH=4 or 6.3 with sodium hydroxide. These compositions were evaluated for their stability and resistance to breakage and / or irreversible deformation.

[0084] [Tables 1] Composition % by mass Thiamine Cl HCl (% by mass Thiamine) % by mass Oleic acid Molar ratio Oleic acid / Thiamine Cl HCl Water Ethanol PH Ai (Invention) 8.43 (6.63) 7.05 1.00 41.57 42.95 4 A 2 (Invention) 5.62 (4.42) 4.7 1.00 44.38 45.3 4 A3 (Invention) 4.21 (3.31) 3.53 1.00 45.79 46.47 4 A4 (Invention) 2.81 (2.21) 2.35 1.00 47.19 47.65 4 A5 (Invention) 5.62 (4.42) 9.4 2.00 44.38 40.6 4 Ae (Invention) 3.37 (2.65) 5.64 2.00 46.63 44.36 4 A7 (Comparative) 1.53 (1.20) 2.56 2.00 48.47 47.44 4 As (Comparative) 16.85 (13.26) 0 0.00 83.15 0 4 A9 (Comparative) 8.43 (6.63) 0 0.00 91.57 0 4 A10 (Comparative) 5.62 (4.42) 0 0.00 94.38 0 4 An (Comparative) 3.37 (2.65) 0 0.00 96.63 0 4 A12 (Comparative) 0 14.1 N / A 0 85.9 4 A13 (Comparative) 0 7.05 N / A 0 92.95 4 A14 (Comparative) 0 4.7 N / A 0 95.3 4 A15 (Comparative) 0 2.82 N / A 0 97.18 4 A16 (Invention) 8.43 (6.63) 14.1 2.00 41.57 35.9 4 Ap (Invention) 4.21 (3.31) 7.05 2.00 45.79 42.95 4 A18 (Invention) 2.81 (2.21) 4.7 2.00 47.19 45.3 4 A19 (Comparative) 1.69 (1.33) 2.82 1.99 48.31 47.18 4 A20 (Invention) 6.74 (5.30) 8.46 1.50 43.26 41.54 4 A21 (Invention) 3.74 (2.94) 4.7 1.50 46.26 45.3 4 A22 (Invention) 2.59 (2.04) 3.25 1.50 47.41 46.75 4 A23 (Invention) 7.66 (6.03) 7.69 1.20 42.34 42.31 4 A24 (Invention) 4.01 (3.15) 4.03 1.20 45.99 45.97 4 A25 (Invention) 2.72 (2.14) 2.73 1.20 47.28 47.27 4 A26 (Comparative) 1.65 (1.30) 1.66 1.20 48.35 48.34 4 A27 (Comparative) 16.85 (13.26) 0 0.00 83.15 0 6.3 A28 (Invention) 5.62 (4.42) 9.4 2.00 44.38 40.6 6.3 A29 (Comparative) 2.41 (1.90) 2 0.99 47.59 48 4 A30 (Comparative) 2.41 (1.90) 1 0.50 47.59 49 4

[0085] [Tables2] Composition % by mass Thiamine nitrate (% by mass Thiamine) % by mass Oleic acid Molar ratio Oleic acid / Thiamine Nitrate Water Ethanol PH Bi (Invention) 3 (2.43) 3 1.16 47 47 4 b2 (Invention) 3 (2.43) 4 1.55 47 46 4 b3 (Invention) 3 (2.43) 5 1.93 47 45 4

[0086] b. Stability study of the compositions

[0087] Each of the compositions Ai to A30 and Bi to B3 were placed in two separate bottles sealed with parafilm to prevent vapor leakage. One of the two bottles was placed in an oven at 66°C for 1 week to study the stability in storage at high temperature. The other bottle was left at room temperature (22°C). After one week, the bottles were left standing for 2 hours so that the bottles at 66°C returned to room temperature. Then, each bottle, one after the other, was opened for 5 seconds and an olfactory evaluation was made. The intensity of the change in odor of the formulas, after storage, was evaluated using the scale: 0 = no odor, 1 = a very weak odor, 2 = weak odor, 3 = notable odor, 4 = intense and unpleasant odor, 5 = very intense and very unpleasant odor. Only formulas with a score of 0 to 2 inclusive are considered stable.

[0088] c. Study of breakage and irreversible deformation of hair

[0089] Compositions Ai to A30 and Bi to B3 were applied according to the protocol application described below and assessed with regard to their integrity, namely their resistance to breakage and irreversible deformation according to the test protocol described below. Application protocol

[0090] Damaged strands of hair (type 1 cf. de La Mettrie R, et al. Shape variability and classification of human hair: A worldwide approach. Human Biology. 2007; 79: 265-281) are washed with DOP shampoo, then wrung out between the fingers (2 passes). The wet strands are then placed on a flat surface and then the freshly prepared compositions Ai to A30 and Bi to B3 are applied separately to said strands with a bath ratio of 0.2 (i.e. 0.2g of com- position for 1g of hair).

[0091] The strands are then kneaded with the fingers using circular movements along each strand (5 times), then the strands are left to dry in an oven at 60°C (10 min / g of hair). These steps of shampooing and applying the formulas and drying are repeated to have 6 applications in total.

[0092] A damaged, untreated strand of hair is used as a reference. Test protocol

[0093] The test involves pulling on wet hair to see if the hair breaks, deforms irreversibly, or deforms and then returns to its original shape and length. The test is commonly used by hairdressers to assess the integrity of their clients' hair. The test involves taking a lock of hair, soaking it in water for 30 seconds, then taking and holding 3 hair fibers between the index finger and thumb of both hands (each hand takes one end of the fibers). The fibers are then put under slight tension by moving the fingers and thumbs of each hand apart so that there are 3 centimeters of fibers between the hands, then pulling so that the fibers deform by 1 cm more. A ruler is used to ensure that the stretching distances are respected. The fibers are held for 3 seconds, then the tension is gently released.The fibers are placed horizontally on absorbent paper for 5 minutes to dry and then evaluated.

[0094] The test is repeated 5 times, for a total of 15 fibers.

[0095] Hair integrity performance is classified by the following rules: • If the sum of broken and irreversibly deformed fibers is equal to or greater than 10, the hair has very poor integrity. • If the sum of broken and irreversibly deformed fibers is between 6 and 9 inclusive, the hair has poor integrity. • If the sum of broken and irreversibly deformed fibers is between 2 and 5 inclusive, the hair has good integrity. • If the sum of broken and irreversibly deformed fibers is 1 or less, the hair has very good integrity. d. Results of stability measurements:

[0096] The results of the stability measurements for each of the compositions tested are summarized in the tables below.

[0097] [Tables3] Composition % by mass Thiamine Cl HCl (% by mass Thiamine) % by mass Oleic acid Molar ratio Oleic acid / Thiamine Cl HCl PH Intensity of odor change After one week at room temperature After one week at 66°C Ai (Invention) 8.43 (6.63) 7.05 1.00 4 2 2 A2 (Invention) 5.62 (4.42) 4.7 1.00 4 2 2 A3 (Invention) 4.21 (3.31) 3.53 1.00 4 1 2 A4 (Invention) 2.81 (2.21) 2.35 1.00 4 0 1 A5 (Invention) 5.62 (4.42) 9.4 2.00 4 0 2 Ae (Invention) 3.37 (2.65) 5.64 2.00 4 0 2 A7 (Comparative) 1.53 (1.20) 2.56 2.00 4 0 0 As (Comparative) 16.85 (13.26) 0 0.00 4 0 4 A9 (Comparative) 8.43 (6.63) 0 0.00 4 0 4 A10 (Comparative) 5.62 (4.42) 0 0.00 4 0 4 An (Comparative) 3.37 (2.65) 0 0.00 4 0 3 A12 0 14.1 N / A 4 0 0 (Comparative) A13 (Comparative) 0 7.05 N / A 4 0 0 Am (Comparative) 0 4.7 N / A 4 0 0 A15 (Comparative) 0 2.82 N / A 4 0 0 A16 (Invention) 8.43 (6.63) 14.1 2.00 4 0 2 Ap (Invention) 4.21 (3.31) 7.05 2.00 4 0 0 A18 (Invention) 2.81 (2.21) 4.7 2.00 4 0 0 A19 (Comparative) 1.69 (1.33) 2.82 1.99 4 0 0 A20 (Invention) 6.74 (5.30) 8.46 1.50 4 1 2 A21 (Invention) 3.74 (2.94) 4.7 1.50 4 0 0 A22 (Invention) 2.59 (2.04) 3.25 1.50 4 0 0 A23 (Invention) 7.66 (6.03) 7.69 1.20 4 0 0 A24 (Invention) 4.01 (3.15) 4.03 1.20 4 0 0 A25 (Invention) 2.72 (2.14) 2.73 1.20 4 0 0 A26 (Comparative) 1.65 (1.30) 1.66 1.20 4 0 0 A27 (Comparative) 16.85 (13.26) 0 0.00 6.3 0 0 A28 (Invention) 5.62 (4.42) 9.4 2.00 6.3 0 2 A29 2.41 2 0.99 4 0 2 (Comparative) (1.90) A3q (Comparative) 2.41 (1.90) 1 0.50 4 0 3

[0098] [Tables4] Composition % by mass Thiamine nitrate (% by mass Thiamine) % by mass Oleic acid Molar ratio Oleic acid / Thiamine nitrate PH Intensity of odor change After one week at room temperature After one week at 66°CB! (Invention) 3 (2.43) 3 1.16 4 0 1 b2 (Invention) 3 (2.43) 4 1.55 4 0 0 b3 (Invention) 3 (2.43) 5 1.93 4 0 0

[0099] The results show that the compositions according to the invention are stable.

[0100] e. Result of integrity measurements

[0101] The results of the integrity measurements for each of the compositions Ai to A30 and Bi to B3 tested are summarized in the tables below.

[0102] [Tables5] Composition % by mass Thiamine Cl HCl (% by mass Thiamine ) % by mass Oleic acid Molar ratio Oleic acid / Thiamine Cl HCl PH Number of broken fibers Number of irreversibly deformed fibers Ai (Invention) 8.43 (6.63) 7.05 1.00 4 0 1 A2 (Invention) 5.62 (4.42) 4.7 1.00 4 0 1 A3 (Invention) 4.21 (3.31) 3.53 1.00 4 0 3 A4 (Invention) 2.81 (2.21) 2.35 1.00 4 0 4 A5 (Invention) 5.62 (4.42) 9.4 2.00 4 0 0 Ae (Invention) 3.37 (2.65) 5.64 2.00 4 0 1 A7 (Comparative) 1.53 (1.20) 2.56 2.00 4 0 6 As (Comparative) 16.85 (13.26) 0 0.00 4 0 5 Aç (Comparative) 8.43 (6.63) 0 0.00 4 0 5 A10 (Comparative) 5.62 (4.42) 0 0.00 4 0 5 An (Comparative) 3.37 (2.65) 0 0.00 4 1 6 A12 (Comparative) 0 14.1 N / A 4 0 6 A13 0 7.05 N / A 4 0 6 (Comparative) A14 (Comparative) 0 4.7 N / A 4 0 6 A15 (Comparative) 0 2.82 N / A 4 0 7 A16 (Invention) 8.43 (6.63) 14.1 2.00 4 0 1 Ap (Invention) 4.21 (3.31) 7.05 2.00 4 0 1 A18 (Invention) 2.81 (2.21) 4.7 2.00 4 0 3 A19 (Comparative) 1.69 (1.33) 2.82 1.99 4 0 7 A20 (Invention) 6.74 (5.30) 8.46 1.50 4 0 2 A21 (Invention) 3.74 (2.94) 4.7 1.50 4 0 4 A22 (Invention) 2.59 (2.04) 3.25 1.50 4 0 5 A23 (Invention) 7.66 (6.03) 7.69 1.20 4 0 1 A24 (Invention) 4.01 (3.15) 4.03 1.20 4 0 2 A25 (Invention) 2.72 (2.14) 2.73 1.20 4 0 4 A26 (Comparative) 1.65 (1.30) 1.66 1.20 4 0 7 A27 (Comparative) 16.85 (13.26) 0 0.00 6.3 0 6 A28 (Invention) 5.62 (4.42) 9.4 2.00 6.3 0 2 A29 (Comparative) 2.41 (1.90) 2 0.99 4 0 6 A30 2.41 1 0.50 4 1 6 (Comparison) (1.90)

[0103] [Tableauxô] Composition % by mass Thiamine nitrate (% by mass Thiamine ) % by mass Oleic acid Molar ratio Oleic acid / Thiamine nitrate PH Number of broken fibers Number of irreversibly deformed fibers Bi (Invention) 3 (2.43) 3 1.16 4 0 3 b2 (Invention) 3 (2.43) 4 1.55 4 0 2 b3 (Invention) 3 (2.43) 5 1.93 4 0 2

[0104] The results show that the compositions according to the present invention make it possible to prevent irreversible deformation of the hair and hair breakage.

Claims

Claims

1. Composition comprising: i) one or more pyrimidine derivatives chosen from the compounds of the following formula (I), their salts, their isomers, their solvates such as hydrates and their mixtures: T xAn (I) Formula (I) in which: ■ T represents a compound chosen from the compounds of formula (II) below: Formula (II) in which: ■ R1 represents a (Ci-C4)alkyl group optionally substituted by one or more groups, identical or different, chosen from: hydroxyl (-OH), phenyl (-C6H5) or -C(O)OM in which M represents a hydrogen atom, an alkali or alkaline-earth metal, or a negative charge; ■ R2 represents a hydrogen atom or a (Ci-C4)alkyl group; ■ R3 represents a hydrogen atom or a (Ci-C4)alkyl group optionally substituted by one or more groups, identical or different, chosen from: hydroxyl (-OH), -C(O)OM in which M is as defined above, chloride, fluoride, -CHO, -ONO2, -OSO3 H, -OPO3H2 and / or optionally interrupted by one or more groups or heteroatoms, identical or different, chosen from O, S, N, -C(O)- or -S(O)-; ■ R4 represents a hydrogen atom, or a (CrC4)alkyl group optionally substituted by a hydroxyl group (-OH); ■ x represents a stoichiometric coefficient greater than or equal to zero chosen so as to guarantee the electroneutrality of the compound of formula (i); ■ An represents a mineral or organic anion chosen from Cl, Br, I, F, OH, NO2, NO3, PO43, SO42, H2PO4, H3P2O7, R-S02-0, RO-SO3, anions derived from amino acids, preferably of L configuration, more preferably L-prolinate, L-glutamate or L-aspartate; ■ R represents a (Ci-C4)alkyl group; ii) one or more fatty acids chosen from unsaturated fatty acids, their salts, their isomers, their solvates such as hydrates and their mixtures; in which: - the composition comprises a total content of compounds T i), their isomers and their mixtures greater than 1.90% by weight relative to the total weight of the composition; and - the molar ratio of total quantity of fatty acids ii) / total quantity of compounds T i) present in the composition is greater than 0.

5.

2. Composition according to claim 1 in which the pyrimidine derivative(s) i) are chosen from thiamine salts, their isomers, their solvates such as hydrates and their mixtures, preferably, the pyrimidine derivative(s) i) are chosen from thiamine chloride, thiamine nitrate, thiamine chloride hydrochloride and their mixtures, more preferably, the pyrimidine derivative i) chosen is thiamine chloride hydrochloride.

3. Composition according to any one of the preceding claims, in which the compound(s) T i), their isomers and their mixtures are present in the composition in a total content ranging from 2% to 10% by weight, more preferably ranging from 2.5% to 10% by weight, even more preferably ranging from 3% to 8% by weight, most preferably ranging from 3% to 7% relative to the total weight of the composition.

4. Composition according to any one of the preceding claims, in which the fatty acid(s) ii) are chosen from the compounds of the following formula (III), their salts, their isomers, their solvates such as hydrates and their mixtures: Ô (HD GH Formula (III) in which R represents a (C8-C40)alkenyl group optionally substituted by one or more hydroxyl groups (-OH), preferably a (Cio-C3O)alkenyl group optionally substituted by one or more hydroxyl groups (-OH), more preferably a (Ci2-C24)alkenyl group optionally substituted by one or more hydroxyl groups (-OH).

5. Composition according to any one of the preceding claims, in which the fatty acid(s) ii) are chosen from myristoleic acid, palmitoleic acid, vaccenic acid, paullinic acid, oleic acid, elaidic acid, gondoic acid, erucic acid, nervonic acid, linoleic acid, linolelaidic acid, ei-cosadienoic acid, docosadienoic acid, their salts, their isomers, their solvates such as hydrates and their mixtures, preferably the fatty acid(s) ii) are chosen from oleic acid, its salts, its solvates such as hydrates and their mixtures, more preferably the fatty acid ii) is oleic acid.

6. Composition according to any one of the preceding claims, in which the fatty acid(s) ii) are present in the composition in a total content ranging from 2% to 15% by weight, preferably ranging from 2% to 10% by weight relative to the total weight of the composition.

7. Composition according to any one of the preceding claims, in which the molar ratio of total quantity of fatty acids ii) / total quantity of compounds T i) present in the composition is greater than or equal to 1, preferably ranging from 1 to 2.

8. Composition according to any one of the preceding claims, in which the composition comprises a solvent chosen from water, C2-C4 alcohols, polyols, polyol ethers and mixtures thereof, preferably from water, ethanol, isopropanol, propylene glycol and mixtures thereof, more preferably from water, ethanol, propylene glycol and mixtures thereof.

9. A composition according to any preceding claim, wherein the pH of the composition is from 3.5 to 6.5, preferably from 3.5 to 5.5, more preferably from 4 to 5, even more preferably from 4.25 to 4.

75. Most preferably, the pH of the composition is 4.

10. A method of treating keratin fibers comprising a) applying to the keratin fibers a composition as defined in any one of the preceding claims.

11. Method according to the preceding claim comprising at least one additional step following step a) chosen from the following steps b) to d): b) a step of applying the composition to the keratin fibers,

12.

13.

14.

15. preferably lasting at least 10 seconds, said laying step possibly being carried out under an airtight film such as papillote or plastic film; c) a step of rinsing and / or washing the keratin fibres; d) a step of drying the keratin fibres in ambient air or using a heating device. Use of a composition as defined in any one of claims 1 to 9 to prevent irreversible deformation of keratin fibers during combing and / or detangling. Use of a composition as defined in any one of claims 1 to 9 for repairing and / or preventing breakage of keratin fibers. Use according to claim 12 or 13, in which the keratin fibers are damaged and / or sensitized keratin fibers. Use of one or more fatty acids ii) as defined in any one of claims 1, 4 or 5 for stabilizing a composition, preferably for stabilizing the odor of a composition comprising one or more pyrimidine derivatives i) as defined in claim 1 or 2, the composition comprising a total content of compounds T i), their isomers and their mixtures preferably greater than 1.90% by weight, more preferably ranging from 2% to 10% by weight, even more preferably ranging from 3% to 8% by weight, most preferably ranging from 3% to 7% by weight relative to the total weight of the composition.