KERATIN FIBER DYE COMPOSITION

Abstract

KERATIN FIBER DYEING COMPOSITION The present invention relates to a composition, preferably for dyeing keratin fibers, comprising: (i) at least one chelating agent; (ii) at least one compound with a molecular weight less than 1000 kDa selected from hyaluronic acid, its derivatives, and combinations; (iii) at least one oxidative dye; and (iv) at least one alkaline agent. The present invention also relates to a method for dyeing keratin fibers comprising applying the composition according to the present invention to the keratin fibers. Figure for the abstract: none

Description

Title of the invention: KERATIN FIBER DYE COMPOSITION technical field

[0001] The present invention relates to a composition. In particular, the present invention relates to a keratin fiber dye composition. The present invention also relates to a keratin fiber dyeing process. STATE OF THE ART

[0002] Hair dye products have been developed to alter the appearance of hair. Traditionally, there are certain problems caused by oxidative hair coloring or bleaching due to damage to the hair fibers by strong alkaline oxidation, for example, rapid color fading and a static effect.

[0003] Traditionally, these types of problems have been solved by applying a pre-treatment and a post-treatment, such as a hair pre-treatment solution, a highly conditioning shampoo, a conditioner, a hair mask, and a hair oil, etc. However, pre-treatment and post-treatment are additional steps for hair coloring or bleaching and will take up a lot of time for consumers.

[0004] Therefore, a more effective solution is needed to solve these problems caused by oxidative hair coloring or bleaching.

[0005] Some hair dye products can intensely color the hair. However, color uniformity is not ideal. It is also desirable for the hair to be colored evenly.

[0006] Therefore, there is a need to develop hair dye products that can protect hair against damage by providing hydration and / or an anti-static effect, and / or that offer greater color uniformity and / or resistance to color fading. Summary of the invention

[0007] An object of the present invention is to develop dye compositions of keratinous materials, which can protect hair against damage by providing hydration and / or an antistatic effect, and / or which offer greater color uniformity and / or resistance to color fading.

[0008] Thus, according to a first aspect, the present invention proposes a composition, preferably a keratin fiber dye, comprising: i. at least one chelating agent; ii. at least one compound with a molecular weight of less than 1000 kDa chosen from hyaluronic acid, its derivatives and combinations; iii. at least one oxidative dye; and iv. at least one alkaline agent.

[0009] The inventors discovered that the composition according to the present invention could protect hair against damage by providing hydration and / or an antistatic effect, and / or by providing greater color uniformity and / or resistance to color fading.

[0010] According to a second aspect, the present invention proposes a method for dyeing keratin fibers comprising applying the composition according to the present invention to the keratin fibers.

[0011] Other subjects, features, aspects, and advantages of the present invention will be presented in the following description and will be partly evident from the description or may be learned through practice of the present invention. DETAILED DESCRIPTION OF THE INVENTION

[0012] As used herein, unless otherwise indicated, the limits of a range of values ​​are included in that range, in particular in the expressions "between...and..." and "from...to...".

[0013] As used herein, the term "including" should be interpreted as encompassing all the features specifically mentioned as well as optional, additional, unspecified features.

[0014] As used herein, the use of the term "comprising" also discloses the embodiment in which no features other than the features specifically mentioned are present (i.e., "consisting of").

[0015] Unless otherwise defined, all technical and scientific terms used in this document have the meaning commonly accepted by a person skilled in the art of the present invention. Where the definition of a term in this description conflicts with the meaning commonly accepted by a person skilled in the art of the present invention, the definition given herein shall prevail.

[0016] Unless otherwise specified, all numerical values ​​expressing a quantity of ingredients and the like used in the description and claims shall be understood as modified by the term "approximately". Consequently, unless otherwise indicated, the numerical values ​​and parameters described herein are approximate values ​​that may be changed according to the desired performance obtained, as required.

[0017] As used herein, the expression "at least one" used in this description is equivalent to the expression "one or more".

[0018] In the present invention, all percentages refer, unless otherwise specified, to a percentage by weight.

[0019] The expression "keratin fibres" here refers to fibres containing keratin as the main constituent element, and examples of them include hair, eyelashes, eyebrows, and the like.

[0020] According to the first aspect, the composition of the present invention comprises: i. at least one chelating agent; ii. at least one compound with a molecular weight of less than 1000 kDa chosen from hyaluronic acid, its derivatives and combinations; iii. at least one oxidative dye; and iv. at least one alkaline agent. Chelating agent

[0021] The composition of the present invention comprises at least one chelating agent.

[0022] Preferably, the chelating agent is chosen from aminocarboxylic acids and their salts.

[0023] The salts are in particular alkali metals, alkaline earth metals, ammonium and substituted ammonium salts.

[0024] Chelating agents may be selected in particular from compounds bearing the following INCI name:

[0025] - diethylenetriaminepentaacetic acid (DTPA),

[0026] - ethylenediaminedisuccinic acid (EDDS) and trisodium ethylenediamine disuccinate such as Octaquest E30 from INNOSPEC ACTIVE CHEMICALS,

[0027] - ethylenediaminetetraacetic acid (EDTA),

[0028] - ethylenediamine-N, N'-diglutaric acid (EDDG),

[0029] - glycinamide-N,N'-disuccinic acid (GADS),

[0030] - 2-hydroxypropylenediamine-N,N'-disuccinic acid (HPDDS),

[0031] - ethylenediamine-N,N'-bis (ortho-hydroxyphenylacetic acid) (EDDHA),

[0032] - N,N'-bis (2-hydroxybenzyl) ethylenediamine-N,N'-diacetic acid (HBED),

[0033] - nitrilotriacetic acid (NTA),

[0034] - methylglycine diacetic acid (MGDA),

[0035] - N-2-hydroxyethyl-N,N-diacetic acid and glyceryl imino diacetic acid (as described in documents EP-A-317 542 and EP-A-399 133),

[0036] - iminodiacetic acid-N-2-hydroxypropyl sulfonic acid and aspartic acid N- carboxymethyl N-2-hydroxypropyl-3-sulfonic acid (as described in document EP-A-516 102),

[0037] - beta-alanine-N,N'-diacetic acid, aspartic acid-N,N'-diacetic acid and aspartic acid-N- monoacetic acid (described in document EP-A-509 382),

[0038] - iminodisuccinic acid (IDSA)-based chelating agents (as described in the document EP-A-509 382),

[0039] - ethanoldiglycine acid, and

[0040] - tetrasodium glutamate diacetate (GLDA) such as Dissolvine GL38 or 45S from Akzo Nobel.

[0041] Among the chelating agents mentioned, ethylenediaminetetraacetic acid (EDTA), diethylenetriaminepentaacetic acid (DTPA), (S,S)-ethylenediaminedisuccinic acid (EDDS), trisodium ethylenediamine disuccinate, ethylenediaminetetramethylenephosphonic acid (EDTMP) and tetrasodium glutamate diacetate (GLDA), and a combination thereof, are preferably used.

[0042] More preferably, the composition according to the present invention comprises tetrasodium glutamate diacetate (GLDA). For example, AkzoNobel's Dissolvine GL38, 47S or 45S may be used.

[0043] Advantageously, the chelating agent is present in the composition according to the present invention in an amount ranging from 0.01% by weight to 10% by weight, preferably from 0.02% by weight to 5% by weight, more preferably from 0.05% by weight to 2% by weight, relative to the total weight of the composition. Hyaluronic acids and / or their derivatives

[0044] The composition of the present invention comprises at least one compound with a molecular weight of less than 1000 kDa selected from hyaluronic acid, its derivatives and its combinations.

[0045] Hyaluronic acid is a predominant glucosaminoglycan found in the skin. This polysaccharide can actually retain a large volume of water, corresponding to 1000 times its weight.

[0046] Hyaluronic acid can be represented by the following chemical formula (I).

[0047] In the context of the present invention, the expression "hyaluronic acid" covers in particular the basic motif of hyaluronic acid of formula (II): (II)

[0048] This is the smallest fraction of hyaluronic acid comprising a disaccharide dimer, namely D-glucuronic acid and N-acetylglucosamine.

[0049] Examples of hyaluronic acid derivatives include hyaluronic acid salts, acetylated hyaluronic acid and acetylated hyaluronic acid salts.

[0050] Examples of hyaluronic acid salts include alkali metal salts such as sodium salt and potassium salt, alkaline earth metal salts such as magnesium salts, ammonium salts, and mixtures thereof.

[0051] Acetylated hyaluronic acid is a derivative obtained by a process comprising the substitution of a hydroxyl group on the disaccharide structure of hyaluronic acid (HA). The structure of acetylated hyaluronic acid is represented by formula (III):

[0052] where each R is independently CH3CO- or H, at least one R is CH3CO-.

[0053] Acetylated hyaluronic acid salts include, but are not limited to, acetylated sodium hyaluronate and acetylated potassium hyaluronate.

[0054] The structure of sodium acetylated hyaluronate is represented by formula (IV): O HR

[0055] where each R is independently CH3CO- or H, at least one R is CH3CO-.

[0056] The degree of acetylation (proportion of hyaluronic acid modified by acetylation) of acetylated hyaluronic acid can be determined by NMR. It is preferable for acetylated hyaluronic acid or its salt to have a degree of acetylation of 0.5 to 10. It is more preferable for acetylated hyaluronic acid or its salt to have a degree of acetylation of 0.75 to 8, or even 2.5 to 5.

[0057] It is preferable that the molecular weight of hyaluronic acid be from 0.5 kDa to 950 kDa, preferably from 1 kDa to 500 kDa, and more preferably from 1.5 kDa to 200 kDa, as determined by the liquid chromatography (HPLC) process.

[0058] Unless otherwise defined in the descriptions, "molecular weight" may refer to a weight-average molecular weight (Mw).

[0059] Examples of commercial hyaluronic acid or its salts include hyaluronic acid offered by Hyactive under the trade name CPN (Mw: 10 to 150 kDa), hyaluronic acid offered by Bioland under the name Nutra HA (Mw: 820 kDa), hyaluronic acid offered by Bioland under the name Nutra AF (Mw: 69 kDa), hyaluronic acid offered by Bioland under the name Oligo HA (Mw: 6.1 kDa), and sodium hyaluronate offered by GIVAUDAN under the name RENOVHYAL LO (Mw: 20 to 50 kDa).

[0060] Examples of commercial products of acetylated hyaluronic acid or its salt include that sold under the name HYMAGIC-ACHA by BLOOMAGE FREDA BIOPHARM, which is acetylated sodium hyaluronate with a degree of acetylation of 0.75 and a weight average molecular weight of 30 to 50 kDa, and PRIMALHYAL ULTRAFILLER sold by GIVAUDAN, which is acetylated sodium hyaluronate with a degree of acetylation of 1 and a weight average molecular weight of 5 to 20 kDa.

[0061] Preferably, the compound is chosen from hyaluronic acid, sodium hyaluronate, sodium acetylated hyaluronate and their combinations.

[0062] More preferably, the compound is chosen from sodium hyaluronate and acetylated sodium hyaluronate with a molecular weight of 0.5 kDa to 950 kDa, preferably from 1 kDa to 500 kDa, more preferably from 1.5 kDa to 200 kDa.

[0063] Advantageously, the compound having a molecular weight less than 1,000 kDa chosen from hyaluronic acid, its derivatives and its combinations is present in the composition of the present invention in an amount ranging from 0.0001% by weight to 10% by weight, preferably from 0.0005% by weight to 8% by weight, and more preferably from 0.001% by weight to 5% by weight, relative to the total weight of the composition. Oxidative dyes

[0064] The composition of the present invention comprises at least one oxidative dye.

[0065] Preferably, the oxidative dye comprises one or more oxidation bases, optionally combined with one or more couplers.

[0066] Oxidation bases can be chosen in particular from p-phenylenediamines, bis(phenyl)alkylenediamines, p-aminophenols, o-aminophenols, heterocyclic bases, and their addition salts, and mixtures thereof.

[0067] Among the p-phenylenediamines, examples that may be cited include p-phenylenediamine, p-tolylenediamine (toluene-2,5-diamine), 2-chloro-p-phenylenediamine, 2-methyl-p-phenylenediamine (CI 76042), 3-methyl-p-phenylenediamine, 2-methoxymethyl-δ-phenylenediamine, 4-methyl-p-phenylenediamine, 2,3-dimethyl-p-phenylenediamine, 2,6-dimethyl-p-phenylenediamine, 2,6-diethyl-p-phenylenediamine, 2,5-dimethyl-p-phenylenediamine, A(AMimethyl-p-phenylenediamine, TV, TV-dimethyl-1-δ-phenylenediamine, ATAmipropyl-p-phenylenediamine, 4-amino-V,V-diethyl-3-methylaniline, A(A^-bis(2-hydroxyethyl)-p-phenylenediamine, 4-A(A^-bis(-hydroxyethyl)amino-2-methylaniline, 4-V,V-bis(-hydroxycthyl)amino-2-ciiloroaniline, 2-hydroxyethyl-p-phenylenediamine, 2-fluoro-p-phenylenediamine, 2-isopropyl-p-phenylenediamine, A4(-hydroxypropyl)-p-phenylenediamine, 2-hydroxymethyl-p-phenylenediamine, A(A^-dimethyl-3-methyl-p-phenylenediamine, MAMcthyl-hydroxyethyl)-p-phenylenediamine,1V-dihydroxypropyl-p-phenylenediamine, 2V-(4'-aminophenyl)-p-phenylenediamine, V-phcny 1-p-phenylenediamine, 2-hydroxyethyloxy-p-phenylenediamine, 2-acetylaminoethyloxy-p-phenylenediamine, AM-methoxyethyl-p-phenylenediamine, 4-aminophenylpyrrolidine, 2-thienyl-p-phenylenediamine, 2-hydroxyethylamino-5-aminotoluene and 3-hydroxy-1-(4'-aminophenyl)pyrrolidine, and their addition salts with an acid.

[0068] Among the p-phenylenediamines mentioned above, p-phenylenediamine, p-tolylenediamine, 2-isopropyl-p-phenylenediamine, 2-hydroxyethyl-p-phenylenediamine, 2-hydroxyethyloxy-p-phenylenediamine, 2,6-dimethyl-p-phenylenediamine, 2,6-diethyl-p-phenylenediamine, 2,3-dimethyl-p-phenylenediamine, N,N-bis(-hydroxyethyl)-p-phenylenediamine, 2-chloro-p-phenylenediamine and 2-acetylaminoethyloxy-p-phenylenediamine, and their addition salts with an acid, are particularly preferred.

[0069] Among the bis(phenyl)alkylenediamines, examples that can be cited include A(A7-bis(-hydroxyethyl)-A(A7-bis(4'-aminophenyl)-1,3-diaminopropanol, A(A7-bis(-hydroxyethyl)-A(A7-bis(4'-aminophenyl)ethylenediamine, 2V,2V'-bis(4-aminophenyl)tetramethylenediamine, V,V'-bis(-hydroxyctiiyl)-V,V'-bis(4-aminophenyl)tetramethylenediamine, MA^'-bis(4-methylaminophenyl)tetramethyl-enediamine, A(A7-bis(ethyl)-A(A7-bis(4'-amino-3'-methylphenyl)ethylenediamine, 1,8-bis(2,5-diaminophenoxy)-3,6-dioxaoctane and their addition salts.

[0070] Among the p-aminophenols, examples that can be cited include p-aminophenol, 4-amino-3-methylphenol, 4-amino-3-fluorophenol, 4-amino-3-chlorophenol, 4-amino-3-hydroxymethylphenol, 4-amino-2-methylphenol, 4-amino-2-hydroxymethylphenol, 4-amino-2-methoxymethylphenol, 4-amino-2-aminomethylphenol, 4-amino-2-(-hydroxyethyl-aminomethyl)phenol and 4-amino-2-fluorophenol, and their addition salts with an acid.

[0071] Among the o-aminophenols, examples that can be cited include 2-aminophenol, 2-amino-5-methylphenol, 2-amino-6-methylphenol and 5-acetamido-2-aminophenol, and their addition salts.

[0072] Among heterocyclic bases, examples that can be cited include pyridine derivatives, pyrimidine derivatives and pyrazole derivatives.

[0073] Among the pyridine derivatives that can be cited are the compounds described, for example, in patents GB 1 026 978 and GB 1 153 196, for example 2,5-diaminopyridine, 2-(4-methoxyphenyl)amino-3-aminopyridine and 3,4-diaminopyridine, as well as their addition salts.

[0074] Other pyridine oxidation bases that are useful in the present disclosure are the 3-aminopyrazolo[l,5-a]pyridine oxidation bases or their addition salts described, for example, in patent application FR 2 801 308.Examples that can be cited include pyrazolo[l,5-a]pyrid-3-ylamine, 2-(acetylamino)pyrazolo[l,5-a]pyrid-3-ylamine, 2-(morpholin-4-yl)pyrazolo[l,5-a]pyrid-3-ylamine, 3-aminopyrazolo[l,5-a]pyridine-2-carboxylic acid, 2-methoxypyrazolo[l,5-a]pyrid-3-ylamine, (3-aminopyrazolo[l,5-a]pyrid-7-yl)methanol, 2-(3-aminopyrazolo[l,5-a]pyrid-5-yl)ethanol, 2-(3-aminopyrazolo[l,5-a]pyrid-7-yl)ethanol, (3-aminopyrazolo[l,5-a]pyrid-2-yl)methanol, 3,6-diaminopyrazolo[1,5-a]pyridine, 3,4-diaminopyrazolo[1,5-a]pyridine, pyrazolo[1,5-a]pyridine-3,7-diamine, 7-(morpholin-4-yl)pyrazolo[1,5-a]pyrid-3-ylamine, pyrazolo[1,5-a]pyridine-3,5-diamine, 5-(morpholin-4-yl)pyrazolo[l,5-a]pyrid-3-ylamine, 2-[(3-aminopyrazolo[l,5-a]pyrid-5-yl)(2-hydroxyethyl)amino]ethanol, 2-[(3-aminopyrazolo[l,5-a]pyrid-7-yl)(2-hydroxyethyl)amino]ethanol, 3-aminopyrazolo[l,5-a]pyridin-5-ol, 3-aminopyrazolo[l,5-a]pyridin-4-ol, 3-aminopyrazolo[l,5-a]pyridin-6-ol, 3-aminopyrazolo[l,5-a]pyridin-7-ol and their addition salts.

[0075] Among the pyrimidine derivatives that may be cited are the compounds described, for example, in patents DE 2 359 399; JP 88-169 571; JP 05-63 124; EP 0 770 375, or patent application WO 96 / 15 765, such as 2,4,5,6-tetraaminopyrimidine, 4-hydroxy-2,5,6-triaminopyrimidine, 2-hydroxy-4,5,6-triaminopyrimidine, 2,4-dihydroxy-5,6-diaminopyrimidine, 2,5,6-triaminopyrimidine and their addition salts and their tautomeric forms, where a tautomeric equilibrium exists.

[0076] Among the pyrazole derivatives that may be cited are the compounds described in patents DE 3 843 892 and DE 4 133 957 and patent applications WO 94 / 08 969, WO 94 / 08 970, FR-A-2 733 749 and DE 195 43 988, for example 4,5-diamino-l-methylpyrazole, 4,5-diamino-l-(2-hydroxyethyl)pyrazole, 3,4- diaminopyrazole, 4,5-diamino-l-(4'-chlorobenzyl)pyrazole, 4,5-diamino-1,3-dimethylpyrazole, 4,5-diamino-3-methyl-l-phenylpyrazole, 4,5-diamino-1-methyl-3-phenylpyrazole, 4-amino-l,3-dimethyl-5-hydrazinopyrazole, l-benzyl-4,5-diamino-3-methylpyrazole, 4,5-diamino-3-tert-butyl-l-methylpyrazole, 4,5-diamino-l-tert-butyl-3-methylpyrazole, 4,5-diamino-l-(2-hydroxyethyl)-3-methylpyrazole, 4,5-diamino-l-ethyl-3-methylpyrazole, 4,5-diamino-l-ethyl-3-(4'-methoxyphenyl)pyrazole, 4,5-Diamino-1-ethyl-3-hydroxymethylpyrazole, 4,5-diamino-3-hydroxymethyl-1-methylpyrazole, 4,5-diamino-3-hydroxymethyl-1-isopropylpyrazole, 4,5-diamino-3-methyl-1-isopropylpyrazole, 4-amino-5-(2'-aminoethyl)amino-1,3-dimethylpyrazole, 3,4,5-triaminopyrazole, 1-methyl-3,4,5-triaminopyrazole, 3,5-diamino-1-methyl-4-methylaminopyrazole, and 3,5-diamino-4-(1-hydroxyethyl)amino-1-methylpyrazole, and their addition salts. 4,5-Diamino-1-(2-methylethyl)pyrazole may also be used.

[0077] Preferably, a 4,5-diaminopyrazole, and more preferably a 4,5-diamino-l-(2-hydroxyethyl)pyrazole and / or one of its salts are used.

[0078] Pyrazole derivatives that may also be cited include diamino-A / IV-dihydropyrazolopyrazolones and in particular those described in patent application FR-A-2 886 136, such as the following compounds and their addition salts: 2,3-diamino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one, 2-amino-3-ethylamino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one, 2-amino-3-isopropylamino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one, 2-amino-3-(pyrrolidine-1-yl)-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one, 4,5-diamino-1,2-dimethyl-1,2-dihydropyrazol-3-one, 4,5-diamino-1,2-diethyl-1,2-dihydropyrazol-3-one, 4,5-diamino-1,2-bis(2-hydroxyethyl)-1,2-dihydropyrazol-3-one, 2-amino-3-(2-hydroxyethyl)amino-6,7-dihydro-lH,5H-pyrazolo[l,2-a]pyrazol-l-one, 2-amino-3-dimethylamino-6,7-dihydro-lH,5H-pyrazolo[l,2-a]pyrazol-l-one, 2,3-diamino-5,6,7,8-tetrahydro-lH,6H-pyridazino[l,2-a]pyrazol-l-one, 4-amino-1,2-diethyl-5-(pyrrolidine-1-yl)-1,2-dihydropyrazol-3-one,4-amino-5-(3-dimethylaminopyrrolidine-1 -yl)-1,2-diethyl-1,2-dihydropyrazol-3-one or 2,3-diamino-6-hydroxy-6,7-dihydro-1H,5H-pyrazolo[l,2-a]pyrazol-l-one. ,

[0079] Preferably, 2,3-diamino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one and / or one of its salts will be used.

[0080] The heterocyclic bases that will be preferentially used include 4,5-diamino-l-(2-hydroxyethyl)pyrazole and / or 2,3-diamino-6,7-dihydro-1H,5H-pyrazolo[l,2-a]pyrazol-l-one and / or one of their salts.

[0081] Preferably, the oxidation base is chosen from p-phenylenediamine, p-tolylenediamine, p-aminophenol, 2-methyl-5-hydroxyethylaminophenol, 2-Methoxymethyl-p-phenylenediamine, N,N-bis(2-hydroxyethyl)-p-phenylenediamine, and their addition salts, and mixtures thereof.

[0082] The oxidative dye may also include one or more couplers, which may be chosen from those conventionally used for dyeing keratin fibers.

[0083] Among these couplers, we can mention in particular m-phenylenediamines, m-aminophenols, m-diphenols, naphthalene-based couplers, heterocyclic couplers, as well as their addition salts, and their mixtures.

[0084] Examples that may be cited include 1,3-dihydroxybenzene, 1,3-dihydroxy-2-methylbenzene, amino-2-hydroxytoluene, 4-chloro-1,3-dihydroxybenzene, 2,4-diamino-l-(2-hydroxyethyloxy)benzene, 2-amino-4-(|3-hydroxyethylamino)-1-methoxybenzene, 1,3-diaminobenzene, 1,3-bis(2,4-diaminophenoxy)propane, 3-ureidoaniline, 3-ureido-l-dimethylaminobenzene, sesamol, l-[>-hydroxyethylamino-3,4-methylenedioxybenzene, -naphtol, 2-methyl-l-naphtol, 6-hydroxyindole, 4-hydroxyindole, 4-hydroxy-A-methylindole, 2-amino-3-hydroxypyridine, 6-hydroxybenzomorpholine, 3,5-diamino-2,6-dimethoxypyridine, IA-([3-hydroxyethyl)amino-3,4-methylenedioxybenzene, 2,6-bis([3-hydroxyethylamino)toluene, 6-hydroxyindoline, hydroxyethyl-3,4-methylenedioxyaniline, 2,6-dihydroxy-4-methylpyridine, IH-3-methylpyrazol-5-one, I-phenyl-3-methylpyrazol-5-one, 2,6-dimethylpyrazolo[I,5-b]-I,2,4-triazole, 2,6-dimethyl[3,2-c]-I,2,4-triazole and 6-methylpyrazolo[I,5-a]benzimidazole, their acid addition salts,and their mixtures, such as their hydrochloride or dichloride, for example dichloride of l-[3-hydroxyethyloxy-2,4-diaminobenzene (2,4-diaminophenoxyethanol HCl), hydroxyethyl-3,4-methylenedioxyaniline HCl. ,

[0085] Preferably, the coupler is chosen from m-aminophenol, 4-amino-2-hydroxytoluene, 6-hydroxybenzomorpholine, hydroxyethyl 1-3,4-methylenedioxyaniline, 2,4-diaminophenoxyethanol, and their addition salts, and mixtures thereof.

[0086] In general, the addition salts of the oxidation bases and couplers that can be used in the context of the invention are specially selected from among the addition salts with an acid, such as hydrochlorides, hydrobromides, sulfates, citrates, succinates, tartrates, lactates, tosylates, benzenesulfonates, phosphates and acetates.

[0087] Advantageously, the oxidative dye is present in the composition of the present invention in an amount ranging from 0.1% by weight to 15% by weight, preferably of 0.25% by weight to 12% by weight, more preferably from 0.4% by weight to 10% by weight, relative to the total weight of the composition. Alkaline agents

[0088] The composition according to the present invention comprises at least one alkali metal.

[0089] The alkali metal(s) may, in particular, be chosen from aqueous ammonia, alkali metal carbonates or bicarbonates, organic amines with a pKb at 25 °C of less than 12, in particular less than 10 and even more advantageously less than 6; and salts of the aforementioned organic amines with acids such as carbonic acid or hydrochloric acid. The pKb mentioned here is the pKb corresponding to the highest basicity function.

[0090] Preferably, the alkali-suppressing agent is chosen from alkanolamines, in particular those comprising a primary, secondary, or tertiary amine function and one or more linear or branched C1 to C8 alkyl groups bearing one or more hydroxyl radicals; oxyethylenated and / or oxypropylenated ethylenediamines; amino acids; and compounds having the following formula (V): Rx / Rz(V) XN WN Ry

[0091] wherein W is a Ci-C6 alkylene residue optionally substituted by a hydroxyl group or a Ci-C6 alkyl radical; Rx, Ry, Rz and Rt, which may be identical or different, represent a hydrogen atom or a Cr C6 alkyl, Ci-C6 hydroxyalkyl or Ci-C6 aminoalkyl radical.

[0092] Preferably, the composition according to the present invention comprises at least one alkaline agent selected from alkanolamines such as ethanolamine.

[0093] Advantageously, the alkaline agent is present in the composition according to the present invention in an amount ranging from 0.1% by weight to 30% by weight, preferably from 0.5% by weight to 25% by weight, more preferably from 1% by weight to 20% by weight, relative to the total weight of the composition. Aqueous phase

[0094] The composition of the present invention may further comprise an aqueous phase.

[0095] Said aqueous phase is preferably present in an amount ranging from 50% by weight to 99% by weight, more preferably from 70% by weight to 95% by weight, relative to the total weight of the composition.

[0096] The aqueous phase comprises water.

[0097] Water is preferably present in the composition of the present invention in an amount ranging from 50% by weight to 99% by weight, preferably from 60% by weight to 95% by weight, relative to the total weight of the composition.

[0098] Optionally, the aqueous phase comprises one or more water-miscible organic solvents (at an ambient temperature of 25 °C) such as, for example, monoalcohols having 2 to 6 carbon atoms such as ethanol, isopropanol; polyols having 2 to 20 carbon atoms, preferably 2 to 10 carbon atoms, and preferably having 2 to 6 carbon atoms, such as glycerin, propylene glycol, butylene glycol, pentylene glycol, hexylene glycol, caprylyl glycol, dipropylene glycol, diethylene glycol; glycol ethers (having in particular 3 to 16 carbon atoms) such as mono-, di- or tri-propylene glycol (Ci-C4)alkyl ethers, mono-, di- or tri-ethylene glycol (CrC4) alkyl ethers and mixtures thereof.

[0099] Advantageously, the composition of the present invention comprises from 0.5% by weight to 40% by weight, preferably from 1% by weight to 20% by weight of an organic solvent miscible with water mentioned above, in particular glycerin, relative to the total weight of the composition. Fatty phase

[0100] The composition of the present invention may further comprise a fatty phase.

[0101] The fatty phase comprises at least one fatty substance.

[0102] As used herein, the term "fatty substance" means an organic compound that is insoluble in water at room temperature (25 °C) and atmospheric pressure (1013*105 Pa) (solubility less than 5% by weight, preferably less than 1% by weight and even more preferably less than 0.1% by weight).

[0103] Preferably, the fatty phase comprises at least one fatty substance, which is solid at room temperature (25 °C) and at atmospheric pressure (1013*105 Pa).

[0104] More preferably, the fatty phase comprises at least one fatty alcohol wax, such as cetearyl alcohol.

[0105] Advantageously, the oily phase is present in an amount ranging from 1% by weight to 40% by weight, more preferably from 2% by weight to 25% by weight, relative to the total weight of the colorant composition. Active cosmetic ingredients

[0106] Optionally, the composition of the present invention includes one or more additional active ingredients for dyeing and / or caring for keratin fibers.

[0107] A person skilled in the art can select the quantity of additional active ingredients according to the desired objective. Additional adjuvants

[0108] The composition according to the present invention may also include additional additives, such as perfumes, preservatives, surfactants (for example oleic acid and coco-glucoside), antioxidants (e.g. ascorbic acid and sodium metabisulfite), thickeners (e.g. xanthan gum), etc.

[0109] Preferably, the composition according to the present invention comprises one or more adjuvants selected from surfactants, antioxidants, thickeners and their combinations.

[0110] A person skilled in the art can choose the quantity of additional adjuvants so as not to have a negative impact on the final use of the composition according to the present invention.

[0111] According to a preferred embodiment, the present invention provides a composition, preferably for dyeing keratin fibers, comprising, relative to the total weight of the composition:

[0112] (i) from 0.05% by weight to 2% by weight of at least one agent chelator selected from ethylenediaminetetraacetic acid (EDTA), diethylenetriaminepentaacetic acid (DTPA), (S,S)-ethylenediaminedisuccinic acid (EDDS), trisodium ethylenediamine disuccinate, ethylenediaminetetramethylenephosphonic acid (EDTMP) and tetrasodium glutamate diacetate (GLDA), and combinations thereof;

[0113] (ii) from 0.001 wt% to 5 wt% of at least one compound selected from sodium hyaluronate and acetylated sodium hyaluronate with a molecular weight of 1.5 kDa to 200 kDa;

[0114] (iii) from 0.4% by weight to 10% by weight of at least one oxidative dye selected from oxidation bases and couplers; and

[0115] (iv) from 1% by weight to 20% by weight of at least one alkaline agent selected from the alkanolamines. Preparation and use

[0116] The composition according to the present invention can be prepared by a common practice.

[0117] The composition of the present invention can be used to dye keratin fibers, in particular hair.

[0118] According to the second aspect, the present invention proposes a method for caring for keratin fibers comprising applying the composition according to the present invention to the keratin fibers.

[0119] In particular, keratin fiber corresponds to hair. EXAMPLES

[0120] The following examples are given by way of non-limiting illustrations of the present invention.

[0121] The main raw materials used, their trade names and suppliers are listed in Table 1.

[0122] [Tables 1] INCI name Trade name Supplier Sodium hyaluronate (Sodi um hyaluronate) (Molecular weight=1,000 to 1,400 kDa) CRISTALHYAL LO SOLIANCE (GIVAUDAN) Sodium hyaluronate (Sodi um hyaluronate) (Molecular weight=20 to 50 kDa) RENOVHYAL LO SOLIANCE (GIVAUDAN) Hyaluronate acetylated sodium um (Sodium acetylated hyalu ronate) (Molecular weight = 5 to 20 kDa) PRIMALHYAL ULTRAFI LLER SOLIANCE (GIVAUDAN) Tetrasodium glutamate diacetate (Tetrasodium glutamate diacetate) DISSOLVINE GL-47-S AKZO NOBEL (NOURYON) Cetearyl alcohol (Cetearyl alcohol) NAFOL 1618EN (RSPO / MB) SASOL Xanthan gum (Xanth an gum) ZOXAZIN-6-OL(IMEXINE OV) ZHEJIANG DRA GON TECHNOLO GY

[0123] Inventive examples 1-4 and comparative examples 1-2

[0124] The compositions of inventive examples (El.) 1 to 4 and comparative examples (EC) 1-2 were prepared with the ingredients listed in Tables 2 and 3 (the contents are expressed as percentages by weight of ingredients relative to the total weight of each composition, unless otherwise indicated). The compositions of inventive examples 1-2 and comparative example 1 are designed for a dark color shade (black-brown), and the compositions of inventive examples 3-4 and comparative example 2 are designed for a light color shade (red-pink).

[0125] [Tables2] Phase Components El. 1 EL2 EC. 1 A Tetrasodium glutamate diacetate 0.2 0.2 0.2 Cetearyl alcohol 17.5 17.5 17.5 Xanthan gum 0.2 0.2 0.2 Oleic acid 3 3 3 Coco-glucoside 2 2 2 Ethanolamine 12 12 12 Water QS100 QS100 QS100 B Sodium hyaluronate (Mw=1000 to 1400 kDa) 0 0 1 Sodium acetylated hyaluronate (Mw = 5 to 20 kDa) 1 0 0 Sodium hyaluronate (Mw=20 to 50 kDa) 0 1 0 Glycerin 10 10 10 C 6-Hydroxybenzomorpholine 0.7 0.7 0.7 2,4-Diaminophenoxyethanol HCl 0.2 0.2 0.2 N,N-bis(2-hydroxyethyl)-p-phenylenediamine sulfate 0.3 0.3 0.3 m-Aminophenol 0.1 0.1 0.1 p-Phenylenediamine 0.8 0.8 0.8 Hydroxyethyl-3,4-methylenedioxyaniline HCl 0.8 0.8 0.8 Ascorbic acid 0.25 0.25 0.25 Sodium metabisulfite 0.7 0.7 0.7

[0126] [Tables3] Phase Components El. 3 IE.4 EC. 2 A Tetrasodium glutamate diacetate 0.2 0.2 0.2 Cetearyl alcohol 17.5 17.5 17.5 Xanthan gum 0.2 0.2 0.2 Oleic acid 3 3 3 Coco-glucoside 2 2 2 Ethanolamine 12 12 12 Water QS100 QS100 QS100 B Sodium hyaluronate (Mw=1000 to 1400 kDa) 0 0 1 Sodium acetylated hyaluronate (Mw = 5 to 20 kDa) 1 0 0 Sodium hyaluronate (Mw=20 to 50 kDa) 0 1 0 Glycerin 10 10 10 C Acid Ascorbic acid 0.25 0.25 0.25 Sodium metabisulfite 0.7 0.7 0.7 Toluene-2,5-diamine (and) thioglycerin 0.24 0.24 0.24 2-Methyl-5-hydroxyethylaminophenol 0.23 0.23 0.23 4-Amino-2-hydroxytoluene 0.18 0.18 0.18 p-Aminophenol (and) sodium metabisulfite 0.07 0.07 0.07

[0127] The compositions of inventive examples 1-4 are compositions according to the present invention.

[0128] The compositions of comparative examples 1-2 include sodium hyaluronate (Mw=1000 to 1400 kDa) instead of (ii) at least one compound with a molecular weight less than 1000 kDa selected from hyaluronic acid, its derivatives and combinations.

[0129] Preparation procedure:

[0130] The compositions of inventive examples 1-4 and comparative examples 1-2 were prepared as follows: 1. Mix the components of Phase A at 65°C in a kettle while stirring at 150 rpm for 30 minutes to obtain a uniform mixture; 2. Add the components for phase B to the kettle while stirring at 1500 rpm to emulsify them at 65°C; 3. Cool the mixture to 35°C for 30 to 40 minutes; 4. Add the components for phase C to the kettle at 35°C while stirring at 500 rpm to obtain a uniform mixture; 5. Cool the mixture to room temperature while stirring at 500 rpm.

[0131] Evaluation:

[0132] Resistance to color fading, color uniformity and the moisturizing effect when applying the compositions of inventive examples 1-4 and comparative examples 1-2 were evaluated as follows.

[0133] During the evaluation test, four types of hair strands were used.

[0134] - Hair strand of type: Natural black Chinese hair;

[0135] - Typell hair strand: 50% grey Chinese natural hair;

[0136] - Type III hair strand: Slightly damaged Chinese hair;

[0137] - Type IV hair strand: Moderately damaged Chinese hair. Resistance to color fading

[0138] 1. coloring of type II hair strands with tint compositions dark (compositions of inventive examples 1-2 and comparative example 1) and type IV with light shade compositions (compositions of inventive examples 3-4 and comparative example 2), respectively, on a hot plate (32 °C, 35 minutes); 2. Cooling the hair strands to room temperature; 3. color measurement using a color chart to obtain Li*, ai* and bi* values ​​just after coloring each strand of hair; 4. Wash 24 times with a commercially available shampoo. 1 wash cycle represents 1 hand wash at 35°C, followed by drying with a hairdryer; 5. color measurement using a color chart to obtain L2*, a2* and b2* values ​​after 24 wash cycles; 6. Calculate the color difference using the following equation:

[0139] - AEire represents the difference in color between immediately after coloring and after 24 washing cycles of each strand of colored type II hair;

[0140] - AE2 represents the color difference between immediately after coloring and after 24 washing cycles of each strand of colored type IV hair.

[0141] A lower AE means a lower color difference, better color durability and better resistance to fading. Color uniformity

[0142] 1) coloring of Type I and Type II hair strands with the dark shade (compositions of inventive examples 1-2 and comparative example 1) on a hot plate (32 °C, for 35 minutes);

[0143] Similarly, coloring of type I and type III hair strands with the light color tint (compositions of inventive examples 3 to 4 and comparative example 2) on a hot plate (32 °C, for 35 minutes);

[0144] 2) cooling the hair strands to room temperature;

[0145] 3) measuring the color using a color chart in order to obtain Li*, ai* and values bi * for Type I hair strands colored with the dark color shade composition, and values ​​L2 *, a2 * and b2 * for Type II hair strands colored with the dark shade composition;

[0146] Similarly, color measurement using a color chart to obtain Li*, ai* and bi* values ​​for Type I hair strands colored with the light shade composition, and L2*, a2* and b2* values ​​for Type III hair strands colored with the light shade composition;

[0147] 4) Calculation of the color difference according to the following equation: ™ v-;'tLV > U 'S- ™ T ' V

[0148] - AE3 represents the color difference between the hair strands of Typelet of Type II colored with the dark tint composition;

[0149] - AE4 represents the color difference between the hair strands of Typelet of Type III colored with the light tint composition.

[0150] A lower AE means a lower color difference and greater color uniformity. Moisturizing effect

[0151] 1. Hair strand coloring of Type IV with each composition of inventive examples 3 to 4 and comparative examples 2, respectively. 2. Hair dryer drying, suspension of hair strands on a support for sensory evaluation by a trained expert in terms of hydration sensation and antistatic conditions. 3. Touch strands of hair from root to tip with dry fingers, using the same pressure and a quick, even motion. After 5 repetitions, a feeling of hydration and an anti-static effect were observed.

[0152] The scores were given according to the following standard:

[0153] 5: sensation of strong hydration, with a strong antistatic effect;

[0154] 4: sensation of clear hydration, with a clear antistatic effect;

[0155] 3: sensation of relative hydration, relative antistatic effect;

[0156] 2: sensation of very low hydration, very low antistatic effect;

[0157] 1: minimal hydration sensation, with a minimal antistatic effect.

[0158] A higher score means greater hydration and a lower static effect.

[0159] The results for resistance to color fading, color uniformity and moisturizing / antistatic effect have been summarized in Tables 4-5.

[0160] [Tables4] Properties El. 1 EL2 EC. 1 Resistance to color fading (AEi) 1.21 1.20 1.88 Color uniformity (AE3) 0.91 0.68 1.46

[0161] It can be seen in Table 4 that, compared with the composition of comparative example 1, the compositions of inventive examples 1-2 can provide better color durability (i.e., better resistance to color fading) and better color uniformity.

[0162] [Tables5] Properties El. 3 IE.4 EC. 2 Resistance to color fading (AE2) 12.50 12.90 14.71 Color uniformity (AE4) 1.64 1.64 3.93 Moisturizing / antistatic effect (score) 5 4 1

[0163] It can be seen from Table 5 that, compared with the composition of comparative example 2, the compositions of inventive examples 3-4 can provide better color durability (i.e., better resistance to color fading) and better color uniformity, but also a moisturizing / antistatic effect.

Claims

Demands

1. Composition, preferably for dyeing keratin fibers comprising: (i) at least one chelating agent; (ii) at least one compound with a molecular weight less than 1000 kDa selected from hyaluronic acid, its derivatives and combinations; (iii) at least one oxidative dye; and (iv) at least one alkaline agent.

2. Composition according to claim 1, wherein the chelating agent is selected from aminocarboxylic acids and their salts, preferably the chelating agent is selected from diethylenetriaminepentaacetic acid, ethylenediaminedisuccinic acid, ethylenediamine disuccinate trisodium, ethylenediaminetetraacetic acid, ethylenediamine-N,N'-diglutaric acid, glycinamide-N,N'-disuccinic acid, 2-hydroxypropylenediamine-N,N'-disuccinic acid, ethylenediamine-N,N'-bis(orthohydroxyphenylacetic acid), N,N'-bis(2-hydroxybenzyl)ethylenediamine-N,N'-diacetic acid, nitrilotriacetic acid, methylglycinediacetic acid, N-2-hydroxyethyl-N,N-diacetic acid, glycerylliminodiacetic acid, iminodiacetic-N-2-hydroxypropyl sulfonic acid, aspartic N-carboxymethyl N-2-hydroxypropyl-3-sulfonic acid, beta-alanine-N-N'diacetic acid, aspartic-N-,N'-diacetic acid, aspartic-N-monoacetic acid,Chelating agents based on iminodisuccinic acid, ethanoldiglynic acid, tetrasodium glutamate diacetate, preferably the chelating agent is selected from ethylenediaminetetraacetic acid, diethylenetriaminepentaacetic acid, (S,S)-ethylenediaminedisuccinic acid, trisodium ethylenediamine disuccinate, ethylenediaminetetramethylenephosphonic acid and tetrasodium glutamate diacetate, and combinations thereof, and even more preferably the composition comprises tetrasodium glutamate diacetate.

3. Composition according to any one of claims 1 and 2, wherein the compound has a molecular weight of less than 1000 kDa chosen from hyaluronic acid, its derivatives and combinations is chosen from hyaluronic acid, sodium hyaluronate, sodium acetylated hyaluronate, and their combinations, preferably chosen from sodium hyaluronate and sodium acetylated hyaluronate of a molecular weight of 0.5 kDa to 950 kDa, preferably from 1 kDa to 500 kDa, more preferably from 1.5 kDa to 200 kDa.

4. Composition according to any one of claims 1 to 3, wherein the oxidative dye comprises one or more oxidation bases, optionally combined with one or more couplers.

5. Composition according to claim 4, wherein the oxidation base is selected from p-phenylenediamines, bis(phenyl)alkylenediamines, p-aminophenols, o-aminophenols, heterocyclic bases, and their addition salts, and mixtures thereof, and preferably selected from p-phenylenediamine, p-tolylcncdiaminc, p-aminophenol, 2-methyl-5-hydroxyethylaminophenol, 2-methoxymethyl-p-phenylenediamine, A / 2V-bis(2-hydroxyethyl)-p-phenylenediamine, and their addition salts, and mixtures thereof, and / or the coupler is selected from m-phenylenediamines, m-aminophenols, m-diphenols, naphthalene-based couplers, heterocyclic couplers, as well as their addition salts, and mixtures thereof, and preferably selected from m-aminophenol, 4-amino-2-hydroxytoluene, 6-hydroxybenzomorpholine, hydroxyethyl-3,4-methylenedioxyaniline, 2,4-diaminophenoxyethanol, and their addition salts, and mixtures thereof.

6. Composition according to any one of claims 1 to 5, wherein the alkali agent is selected from aqueous ammonia, alkali metal carbonates or bicarbonates, organic amines with a pKb at 25 °C less than 12; and salts of organic amines, preferably the alkali agent is selected from alkanolamines, comprising in particular a primary, secondary or tertiary amine function, and one or more linear or branched CrC8 alkyl groups bearing one or more hydroxyl radicals; oxyethylenated and / or oxypropylenated ethylenediamines, amino acids and compounds having the following formula (V): Rx Rz (V) XN WN^ Ry xRt in which W is a C1-C6 alkylene residue optionally substituted by a hydroxyl group or a Cl-C6 alkyl radical; Rx, Ry, Rz and Rt, which may be identical or different, represent a hydrogen atom or a C1-C6 alkyl, C1-C6 hydroxyalkyl or C1-C6 aminoalkyl radical.

7. Composition according to any one of claims 1 to 6, further comprising an aqueous phase, preferably in an amount from 50% by weight to 99% by weight, more preferably from 70% by weight to 95% by weight, relative to the total weight of the composition

8. Composition according to any one of claims 1 to 7, further comprising a fat phase, preferably in an amount from 1% by weight to 40% by weight, more preferably from 2% by weight to 25% by weight, relative to the total weight of the composition.

9. Composition according to claim 1, comprising, relative to the total weight of the composition: (i) 0.05% by weight to 2% by weight of at least one chelating agent selected from ethylenediaminetetraacetic acid (EDTA), diethylenetriaminepentaacetic acid (DTPA), (S,S)-ethylenediaminedisuccinic acid (EDDS), trisodium ethylenediamine disuccinate, ethylenediaminetetramethylenephosphonic acid (EDTMP) and tetrasodium glutamate diacetate (GLDA), and combinations thereof; (ii) 0.001% by weight to 5% by weight of at least one compound selected from sodium hyaluronate and sodium acetylated hyaluronate with a molecular weight of 1.5 kDa to 200 kDa; (iii) from 0.4% by weight to 10% by weight of at least one oxidative dye selected from oxidation bases and couplers; and (iv) from 1% by weight to 20% by weight of at least one alkali agent selected from alkanolamines. 10.A process for dyeing keratin fibers comprising applying the composition according to any one of claims 1 to 9 to keratin fibers.