Composition of dye for dyeing keratin fibers and necessary components including the same

A stable hair dye composition with pyrazolone derivatives, sulfur reducing agents, and antioxidants addresses stability and odor issues, ensuring effective hair dyeing with clear water performance and pleasant scent.

FR3146066B1Active Publication Date: 2026-06-12LOREAL SA

Patent Information

Authority / Receiving Office
FR · FR
Patent Type
Patents
Current Assignee / Owner
LOREAL SA
Filing Date
2023-04-10
Publication Date
2026-06-12

AI Technical Summary

Technical Problem

Existing hair dye compositions containing pyrazolone-derived dyes suffer from stability issues and unpleasant odors due to the degradation of these dyes by fragrance components, leading to poor color-free clear water performance.

Method used

A stable hair dye composition comprising pyrazolone derivatives, sulfur reducing agents, aromatic essential oils without reactive carbonyl groups, and antioxidants, which maintains good colorless clear water performance and pleasant odor.

Benefits of technology

The composition ensures that pyrazolone-derived dyes do not decompose by more than 20% and provides a pleasant scent, achieving effective hair dyeing with clear water rinsing.

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Abstract

DYE COMPOSITION FOR DYEING KERATIN FIBERS AND A KIT INCLUDING THEREOF. The present invention relates to a dye composition for dyeing keratin fibers and a kit comprising the dye composition. The dye composition comprises i) at least one oxidative dye selected from pyrazolone derivatives; ii) at least one sulfur-containing reducing agent; iii) at least one aromatic essential oil without a reactive carbonyl group; and iv) at least one antioxidant. The present invention also relates to a non-therapeutic process for dyeing keratin fibers. Figure for abstract: none
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Description

Title of the invention: DYE COMPOSITION FOR DYEING KERATIN FIBERS AND NECESSARY COMPRISING THEREOF technical field

[0001] The present invention relates to a cosmetic composition. In particular, the present invention relates to a dye composition for dyeing keratin fibers and a kit comprising it. The present invention also relates to a non-therapeutic process for dyeing keratin fibers. PRIOR TECHNOLOGY

[0002] Many people have long sought to change the color of their hair, and in particular to dye it, for example, to cover up their grey hair.

[0003] “Permanent” dyeing processes, also known as oxidative dyeing, which use dye compositions containing oxidative dye precursors, generally called oxidation bases, such as ortho- or para-phenylenediamines, ortho- or para-aminophenols, and heterocyclic compounds, have been developed for the durable dyeing of human keratin fibers. These oxidation bases are colorless or weakly colored compounds that, when combined with oxidizing agents, can give rise to colored compounds via an oxidative condensation process.

[0004] The dyeing product may comprise at least one oxidative dye and at least one oxidant. For best results, the oxidative dye and the oxidant may be placed in a multi-compartment container and mixed immediately before use.

[0005] Pyrazolone-derived dyes can be used in an oxidative hair coloring product to achieve good color-free clear water (SFCW) performance. However, pyrazolone-derived dyes in the hair coloring product may present a stability problem. Furthermore, fragrance is a necessary ingredient in a hair coloring product, not only to mask the unpleasant odor of the raw material but also to provide a pleasant scent for a comfortable user experience. It has been found that fragrance or another source of aroma (such as ethylhydroxypyrone) in the formula can degrade pyrazolone-derived dyes.

[0006] It is therefore necessary to develop a stable hair dye composition comprising dyes derived from pyrazolone or similar substances, which has good color-free, clear water performance and a pleasant odor. Summary of the invention

[0007] One of the objectives of the present application is to propose a stable composition for hair dyeing comprising dyes derived from pyrazolone or similar, which has clear water performance without colouring and a good odor.

[0008] Another objective of the present application is to propose a hair dyeing process.

[0009] Thus, in a first aspect, the present invention proposes a dye composition for dyeing keratin fibers, comprising:

[0010] i) at least one oxidative dye selected from pyrazolone derivatives;

[0011] ii) at least one sulfur reducing agent;

[0012] iii) at least one aromatic essential oil without a reactive carbonyl group; and

[0013] iv) at least one antioxidant.

[0014] The composition for dyeing keratin fibers according to the present invention is stable.

[0015] As used here, "stable" means that the pyrazolone-derived dye contained in the dye composition does not decompose to a degree of more than 20% by weight.

[0016] The colorant composition according to the present invention has good colorless clear water (SFCW) performance and a good odor.

[0017] As used here, good color-free clear water performance (SFCW) means that the water is clear and clean after being used to rinse dyed hair.

[0018] The dye composition according to the present invention can be used to dye keratin fibers in combination with a developer composition.

[0019] In a second aspect, the present invention proposes a device for dyeing keratin fibers, comprising:

[0020] A) the colorant composition according to the first aspect of the present invention; and

[0021] B) a developer composition comprising at least one oxidant.

[0022] In a third aspect, the present invention proposes a process for dyeing keratin fibers, comprising the application of the necessary according to the present invention on the keratin fibers.

[0023] Other subjects and features, aspects and advantages of the present invention will become even clearer upon reading the detailed description and examples that follow. DETAILED DESCRIPTION OF THE INVENTION

[0024] Unless otherwise defined, all technical and scientific terms used herein have the same meaning as that commonly understood by a person skilled in the art in the field covered by the present invention. Where the definition of a term in the present invention conflicts with the meaning commonly understood by a person skilled in the art in the field covered by the present invention, the definition described in the present invention shall apply.

[0025] 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...".

[0026] Furthermore, the expression "at least one" used in this description is equivalent to the expression "one or more".

[0027] Throughout this application, the term "comprising" shall be interpreted as encompassing all the specifically mentioned features as well as optional, additional, and unspecified features. As used herein, the term "comprising" also discloses the embodiment in which no features other than the specifically mentioned features are present (i.e., "consisting of").

[0028] Unless otherwise stated, all numerical values ​​expressing a quantity of ingredients and the like used in the description and claims should be understood as modified by the term "approximately". Accordingly, unless otherwise stated, the numerical values ​​and parameters described herein are approximate values ​​that may be changed according to the desired purpose, if applicable.

[0029] For the purposes of the present invention, the term "keratin fibers" includes animal keratin fibers and human keratin fibers such as hair.

[0030] In the present invention, all percentages refer, unless otherwise indicated, to a percentage by weight.

[0031] Pyrazolone derivatives:

[0032] According to the first aspect, the dye composition of the present invention comprises at least one oxidative dye selected from pyrazolone derivatives.

[0033] Preferably, the oxidative dye is chosen from - pyrazolones substituted with at least one aryl and / or at least one alkyl, preferably a C1-C4 alkyl, the number of aryl and alkyl substituents not exceeding 3, preferably the aryl is an unsubstituted phenyl or a phenyl substituted with at least one alkyl, preferably a C1-C4 alkyl; and - diamino-N,N-dihydropyrazolopyrazolones and in particular those described in patent application FR-A-2 886 136.

[0034] Preferably, the oxidative dye is chosen from - phenyl methyl pyrazolone (PMP), for example 3-methyl-l-phenyl-5-pyrazolone; - 2,3-diamino-6,7-dihydro-lH,5H-pyrazolo[l,2-a]pyrazol-l-one, - 2-amino-3-ethylamino-6,7-dihydro-lH,5H-pyrazolo[l,2-a]pyrazol-l-one, - 2-amino-3-isopropylamino-6,7-dihydro-lH,5H-pyrazolo[l,2-a]pyrazol-l- one, - 2-amino-3-(pyrrolidin-l-yl)-6,7-dihydro-lH,5H-pyrazolo[l,2-a]pyrazol-l- 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-1H,5H-pyrazolo[1,2- a]pyrazol-l-one, - 2-amino-3-dimethylamino-6,7-dihydro-1H,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-(pyrrolidin-1 - y 1) -1,2-dihydropyrazol-3-one, - 4-amino-5-(3-dimethylaminopyrrolidin-1 -yl)-1,2-diethyl-1,2- dihydropyrazol-3-one; - 2,3-diamino-6-hydroxy-6,7-dihydro-lH,5H-pyrazolo[l,2-a]pyrazol-l-one.

[0035] In certain particularly preferred embodiments, the colorant composition according to the present invention comprises phenyl methyl pyrazolone.

[0036] Advantageously, the oxidative dye selected from among the pyrazolone derivatives is present in the dye composition of the present invention in an amount ranging from 0.01% by weight to 2% by weight, preferably from 0.1% by weight to 1% by weight, and more preferably from 0.3% by weight to 0.7% by weight, relative to the total weight of the dye composition. Sulfur reducing agents

[0037] According to the first aspect, the colorant composition of the present invention comprises at least one sulfur reducer.

[0038] Preferably, the sulfur reducing agent is chosen from sodium thiosulfate, sodium metabisulfite, ammonium thiourea sulfite, thioglycolic acid (TGA), thiolactic acid, ammonium thiolactate, diglycidyl ester of mono-carbothioic acid, ammonium carbothioic acetate, thioglycerol, dithioglycolic acid, strontium diammonium carbothioic acetate, thioglycolate, isooctyl carbothioic acid, cysteine, cysteamine, homocysteine, glutathione peptide, thiomalic acid, 2-mercaptopropionic acid, 3-mercaptopropionic acid, thiodiglycol, 2-mercaptoethanol, dithiothreitol, thioxanthine, thiosalicylic acid, thiopropionic acid, lipoic acid, N-acetylcysteine ​​and its salts; ammonium thioglycolate, glycerol monothioglycolate, or a combination thereof.

[0039] More preferably, the sulfur reducing agent is chosen from sodium metabisulfite, thioglycolic acid, dithioglycolic acid or a combination thereof.

[0040] In certain particularly preferred embodiments, the colorant composition according to the present invention comprises sodium metabisulfite, or its combination with thioglycolic acid.

[0041] Advantageously, the sulfur reducer is present in the colorant composition of the present invention in an amount ranging from 0.01% by weight to 5% by weight, preferably from 0.1% by weight to 3% by weight, and more preferably from 0.5% by weight to 2% by weight, relative to the total weight of the colorant composition.

[0042] Aromatic essential oils without a reactive carbonyl group

[0043] According to the first aspect, the colorant composition of the present invention comprises at least one aromatic essential oil without a reactive carbonyl group.

[0044] Examples of aromatic essential oils without a reactive carbonyl group include Mentha piperita (peppermint) oil, Lavandula hybrida oil, Pelargonium graveolens flower oil, sweet orange essential oil, chamomile essential oil, thyme essential oil, eucalyptus essential oil and a combination thereof.

[0045] Preferably, the aromatic essential oil without a reactive carbonyl group is chosen from Mentha piperita (peppermint) oil, Lavandula hybrida oil, Pelargonium graveolens flower oil and a combination thereof.

[0046] The inventors unexpectedly discovered that with the presence of aromatic essential oil without a reactive carbonyl group, the dye composition exhibits good stability and a good odor.

[0047] Advantageously, the aromatic essential oil without a reactive carbonyl group is present in the colorant composition of the present invention in an amount ranging from 0.01% by weight to 2% by weight, preferably from 0.1% by weight to 1.5% by weight, and more preferably from 0.3% by weight to 1% by weight, relative to the total weight of the colorant composition. Antioxidants

[0048] According to the first aspect, the colorant composition according to the present invention comprises at least one antioxidant.

[0049] The antioxidants used may be one or more natural exogenous phytochemical antioxidants such as phenols and carotenoids.

[0050] The antioxidants used may be one or more flavonoids. Flavonoids constitute a large class of over 5,000 polyphenolic phytochemicals with antioxidant properties that act by directly scavenging free radicals. Flavonoids with a catechol moiety and a hydrogen bond between the hydroxyl groups at positions 5 and 3 have chelating properties.

[0051] Vitamin C and its derivatives can be used as antioxidants, including ascorbic acid, erythorbic acid, or their derivatives, for example, sodium ascorbate / erythorbate and the fat-soluble ester tetrahexyl decyl ascorbate / erythorbate and ascorbyl palmitate, magnesium ascorbyl phosphate, ascorbyl glucoside, glucosamine ascorbate, ascorbyl acetate, and others. In addition, extracts of Myrciaria dubia, acerola, Emblica officinalis, and bioflavonoids from rosehips and citrus fruits, including water-soluble bioflavonoids such as hesperidin methyl chalcone, can also be used.

[0052] Other antioxidants that can be incorporated into the compositions of the present invention include tocopherols (e.g., d-alpha-tocopherol, d-beta-tocopherol, d-gamma-tocopherol, d-delta-tocopherol), tocotrienol phenol (e.g., da-tocotrienol, d-[3-tocotrienol, dy-tocotrienol, d-δ-tocotrienol), and vitamin E (α-tocopheryl acetate). These compounds can be isolated from natural sources or prepared by synthetic means. The useful tocotrienols are natural products isolated, for example, from wheat germ oil, cereals, or palm oil by high-performance liquid chromatography, or from barley, distillers' grains, or oats by alcohol extraction and / or molecular distillation. The term "tocotrienol", as used here, includes a tocotrienol-rich fraction obtained from these natural products as well as a pure compound.

[0053] Furthermore, carotenoids, particularly lutein-type carotenoids, are also useful antioxidants that can be utilized. Lutein-type carotenoids include molecules such as lutein, canthaxanthin, cryptoxanthin, zeaxanthin, and astaxanthin.

[0054] The flavonoid may be a flavanone (a derivative of 2,3-dihydro-2-phenylbenzopyran-4-one). Flavanones include: scutellarin, eriodictin, hesperetin, hesperidin, sylvestre, isosakuranetin, naringenin, naringin, pinocine, tangrin (poncirin), sakuranetin, sakura glycosides and 7-O-methyl ergophenol (sterubine).

[0055] The flavonoid may be a dihydroflavonol (a derivative of 3-hydroxy-2,3-dihydro-2-phenylbenzopyran-4-one). Flavanones include: taxifolin, aromadrin, chrysandroside A, chrysandroside B, xeractinol, astilbine, and flavonol.

[0056] The flavonoid may be a flavonoid (a derivative of 2-phenylbenzopyran-4-one). Flavonoids include: Apigenin, luteolin, tangeritin, chrysin, baicalein, wild-type baicalein, wogonin, synthetic flavonoids: diosmin ester and flavonoids.

[0057] The flavonoid may be a flavonol (derived from 3-hydroxy-2-phenylbenzopyran-4-one). Flavonols include: 3-hydroxyflavone, rhodoxanthin, quercetin, galangin, cotton dermatan, kaempferol, isorhamnetin, blackberry pigment, myricetin, naringin (natsudaidaine), muscyl flavonol (pachypodol), quercetin, methyl rhamnosine, rhamnetin, azalein, hyperoside, isoquercetin, kaempferol, myricetin, suede glycosides, robinin, rutin, spiraea, xanthorhamnine, amurensin, icariin, and tracuridine.

[0058] The flavonoid may be a flavan-3-ol (derived from 2-phenyl-3,4-dihydro-2H-benzopyran-3-ol). Flavan-3-ols include: catechin, epicatechin, epigallocatechin, epicatechin gallate, epigallocatechin gallate, epiafzelechin, fisetinidol, guibourtinidol, mesquitol, and robinetinidol.

[0059] The flavonoid may be a flavan-4-ol (a derivative of 2-phenylchroman-4-ol). Flavan-4-ols include: Apiforol and luteoforol.

[0060] The flavonoid may be an isoflavone (a derivative of 3-phenylbenzopyran-4-one). Isoflavones include: genistein, daidzein, garbanin A, formononetin and equol metabolites of daidzein.

[0061] The antioxidant may be anthocyanin (a derivative of the 2-phenylbenzopyranoside cation). Anthocyanins include aurantinidin, cyanidin, delphinidin, europinidin, luteolinidin, pelargonidin, malvidin, peonidin, morning glory pigment (petunidin), rose pigment (rosinidin), and xanthone.

[0062] The antioxidant may be dihydrochalcone (a derivative of 1,3-diphenyl-l-propanone). Dihydrochalcone includes: phloretin, dihydrochalcone phloridine cisplatin, aspalathin, naringin dihydrochalcone, neohesperidin dihydrochalcone, and nothofagin. The mode of action of the present invention is not limited, but dihydrochalcone may exert an antioxidant effect by reducing reactive radicals such as reactive oxygen and reactive nitrogen species.

[0063] The antioxidant may be anthocyanin. Anthocyanins and their derivatives are antioxidants. Anthocyanins comprise a class of flavonoid compounds, which are naturally occurring water-soluble compounds responsible for the red, purple, and blue colors of many fruits, vegetables, grains, and flowers. In addition, anthocyanins are collagenase inhibitors. The inhibition of Collagenase helps prevent and reduce wrinkles caused by the reduction of skin collagen, increase skin elasticity, and similar benefits. Anthocyanins can be obtained from any part of a variety of plant sources, such as the solids, flowers, stems, leaves, roots, bark, or seeds. Those skilled in the art will understand that certain parts of the plant may contain naturally higher levels of anthocyanins, and that, therefore, these fractions are used to obtain the desired anthocyanins. In some cases, the antioxidant may include one or more betaines. Betaine, similar to anthocyanins, is available from natural sources and is an antioxidant.

[0064] The antioxidant may be a phenylpropanoid (a derivative of cinnamic acid). Phenylpropanoids include: cinnamic acid, caffeic acid, ferulic acid, trans-ferulic acid (including its antioxidant pharmacokinetic, 2,6-dihydroxyacetophenone), 5-hydroxyferic acid, sinapic acid, coumarin, coniferyl alcohol, sinapyl alcohol, eugenol, chavicol, baicalin, p-coumaric acid, and sinapinic acid. Without limiting the mode of action of the present invention, phenylpropanoids may neutralize free radicals.

[0065] The antioxidant may be a chalcone (a derivative of 1,3-diphenyl-2-propene-1-one). Chalcones include: zirconia, okanin, safflower, marein, sophoradine, xanthohumol, flavokawain A, flavokawain B, flavokawain C and synthetic safalcone.

[0066] The antioxidant may be a curcuminoid. Curcuminoids include: curcumin, desmethoxycurcumin, bis-desmethoxycurcumin, tetrahydrocurcumin, and tetrahydrocurcumin. Curcumin and tetrahydrocurcumin may be derived from the turmeric rhizome. Tetrahydrocurcumin, a metabolite of curcumin, has been shown to be a more potent and stable antioxidant than curcumin.

[0067] The antioxidant may be tannin. Tannins include: tannins, terflavin B, glucogallin, D-gallic acid and quercitannic acid.

[0068] The antioxidant may be a stilbenoid. Tannins include: resveratrol, red sandalwood, and paclitaxel. Resveratrol may include, but is not limited to, 3,5,4'-trihydroxyindole, 3,4,3',5'-tetrahydroxyindole (ketotriol), 2,3',4,5'-tetrahydroxyhydroxyole (oxidized resveratrol), 4,4'-dihydroxyindole, and its alpha and beta glucoside, galactoside, and mannoside derivatives.

[0069] The antioxidant may be coumarin (a derivative of 2H-benzopyran-2-one). Coumarins include: 4-Hydroxycoumarin, umbelliferone, esculetin, herniarin, auraptene, and dicoumarin.

[0070] The antioxidant may be a carotenoid. Carotenoids include: beta-carotene, alpha-carotene, gamma-carotene, beta-cryptoxanthin, lycopene, lutein and idebenone.

[0071] The antioxidant may be a vitamin or one of its derivatives. Vitamins include: retinol, ascorbic acid or erythorbic acid, L-ascorbic acid, tocopherol, tocotrienol and vitamin cofactor: coenzyme Q10.

[0072] The antioxidant may be xanthone, butylated hydroxytoluene, 2,6-di-tert-butylphenol, 2,4-dimethyl-6-tert-butylphenol, gallic acid, eugenol, uric acid, alpha-lipoic acid, ellagic acid, cichoric acid, chlorogenic acid, rosmarinic acid, salicylic acid, acetylcysteine, S-allylcysteine, pyridone (Barbigerone), chebulic acid, edaravone, ethoxyquin, glutathione, hydroxytyrosol, idebenone, melatonin, N-acetylserotonin, nordihydroguaiac acid, oleotanthal, oleuropein, paradol, paclitaxel, probucol, propyl gallate, protocatechuic acid, pyrithione, rutin, linseed lignan diglucoside, sesamin, sesame phenol, silybin, silymarin, theaflavins, theaflavins digallate, thymoquinone, trolox, tyrosol, polyunsaturated fatty acids and sulfur-based antioxidants such as methionine or lipoic acid.

[0073] Advantageously, the antioxidant is selected from ascorbic acid, erythorbic acid, sodium ascorbate, sodium erythorbate, ascorbyl palmitate, magnesium ascorbyl phosphate, ascorbyl glucoside, glucosamine ascorbate, ascorbyl acetate, and a combination thereof.

[0074] In certain particularly preferred embodiments, the colorant composition according to the present invention comprises erythorbic acid.

[0075] Advantageously, the antioxidant is present in the colorant composition of the present invention in an amount ranging from 0.01% by weight to 5% by weight, preferably from 0.1% by weight to 3% by weight, and more preferably from 0.5% by weight to 2.5% by weight, relative to the total weight of the colorant composition. Adjuvants

[0076] The colorant composition according to the present invention may also include one or more cosmetic adjuvants.

[0077] For example, the colorant composition may include one or more additives well known in the art, such as anionic, nonionic or amphoteric polymers or mixtures thereof, agents to prevent hair loss, sequestrants, surfactants, plasticizers, solubilizing agents, acidifying agents, opacifiers and preservatives.

[0078] It goes without saying that a person skilled in the art will take care to select this or these optional additional compound(s) in such a way that the advantageous properties intrinsically associated with the invention are not, or substantially not, negatively affected by the envisaged addition(s). Solvents

[0079] The colorant composition according to the present invention may advantageously comprise one or more solvent(s), for example, water and / or an organic solvent.

[0080] Examples of water-soluble organic solvents that may be cited include linear or branched and preferably saturated monoalcohols or diols, comprising from 2 to 10 carbon atoms, such as ethyl alcohol, isopropyl alcohol, hexylene glycol (2-methyl-2,4-pentanediol), neopentyl glycol and 3-methyl-1,5-pentanediol, butylene glycol, dipropylene glycol and propylene glycol; aromatic alcohols, such as phenylethyl alcohol; polyols containing more than two hydroxyl functions, such as glycerol; polyol ethers, for example monomethyl, monoethyl and monobutyl ether of ethylene glycol, propylene glycol or their ethers, for example monomethyl ether of propylene glycol; and also diethylene glycol alkyl ethers, in particular Ci-C4 alkyl ethers, for example diethylene glycol monoethyl ether or monobutyl ether, alone or as a mixture.

[0081] Advantageously, the colorant composition according to the present invention comprises water, in a content greater than 40% relative to the total weight of the colorant composition.

[0082] According to a particular embodiment, the colorant composition according to the present invention comprises, relative to the total weight of the colorant composition,

[0083] i) from 0.3% by weight to 2% by weight of phenyl methyl pyrazolone;

[0084] ii) from 0.5% by weight to 2% by weight of at least one sulfur reducing agent selected from sodium metabisulfite, thioglycolic acid, dithioglycolic acid or a combination thereof;

[0085] iii) from 0.3% by weight to 1% by weight of at least one aromatic essential oil without a reactive carbonyl group selected from Mentha piperita (peppermint) oil, Lavandula hybrida oil, Pelargonium graveolens flower oil and a combination thereof; and

[0086] iv) from 0.5% by weight to 2.5% by weight of an antioxidant selected from ascorbic acid, erythorbic acid, sodium ascorbate, sodium erythorbate, ascorbyl palmitate, magnesium ascorbyl phosphate, ascorbyl glucoside, glucosamine ascorbate, ascorbyl acetate and a combination thereof. Necessary

[0087] According to the second aspect, the necessary components of the present invention comprise:

[0088] A) the colorant composition according to the first aspect of the present invention; and

[0089] B) a developer composition comprising at least one oxidant. developer composition

[0090] The developer composition according to the present invention comprises an oxidant.

[0091] The term "oxidant" is intended to refer to an oxidant other than atmospheric oxygen. More specifically, the oxidant is selected from hydrogen peroxide, urea peroxide, alkali metal bromates, peroxy salts such as persulfates or perborates, peracids and their precursors, and alkali or alkaline earth metals; or a polymer-type complex capable of releasing hydrogen peroxide.

[0092] Advantageously, the oxidant is hydrogen peroxide.

[0093] Advantageously, the oxidant is present in the developer composition in an amount ranging from 0.1% by weight to 50% by weight, more preferably from 0.5% by weight to 20% by weight, even more preferably from 1% by weight to 15% by weight, relative to the total weight of the developer composition. Solvents

[0094] The developer composition of the present invention may comprise one or more solvents, for example, water and / or an organic solvent. The appropriate solvent may be selected from those mentioned for the "solvent" in the dye composition above.

[0095] The colorant composition and the developer composition of the kit may independently use the same solvents or different solvents, respectively.

[0096] When water is used as a solvent in the developer composition according to the invention, it is preferably used in a content ranging from 40% by weight to 95% by weight, more preferably from 50% by weight to 90% by weight, or from 60% by weight to 85% by weight, relative to the total weight of the developer composition.

[0097] Examples of water-soluble organic solvents that can be cited include polyols containing more than two hydroxyl functions, such as glycerol.

[0098] Water-soluble organic solvents, when present, generally represent between 0.01% by weight and 10% by weight, preferably between 0.1% by weight and 5% by weight, or between 0.5% by weight and 1% by weight, relative to the total weight of the developer composition according to the present invention.

[0099] Preferably, the developer composition is preferably placed separately from the dye composition. Use

[0100] According to the third aspect, the present invention proposes a non-therapeutic process for dyeing keratin fibers, comprising the application of the necessary according to the present invention on the keratin fibers.

[0101] In particular, keratin fibers are hair.

[0102] According to a preferred embodiment, the process of the present invention comprises mixing the colorant composition and the developer composition immediately before use, and applying the resulting mixture as described above to the keratin fibers.

[0103] More particularly, by "mixing" means the action of putting the dye composition of the present invention into a container or palm, together with the developer composition as described above, with or without agitation of the latter.

[0104] The mixed compositions, including the dye composition and the developer composition, are usually left in place on the fibers for a period generally ranging from 1 minute to 1 hour and preferably from 5 minutes to 30 minutes.

[0105] The temperature during the process is conventionally between 20 °C and 80 °C and preferably between 20 and 60 °C. After treatment, the human keratin fibers are advantageously rinsed with water. They may optionally be washed with shampoo, then rinsed with water, before being dried or left to dry.

[0106] The process can be repeated several times to obtain the desired colouring.

[0107] The aforementioned device can also be equipped with means for delivering the desired mixture to the hair, such as, for example, the device described in patent FR 2 586 913. EXAMPLES

[0108] The following examples serve to illustrate the present invention without, however, being limiting in nature.

[0109] The main raw materials used, trade names and their supplier are listed in Table 1.

[0110] [Tables 1] INCI US Nom commercial Fournisseur PHENYL METHYL PYRA ZOLONE 1-PHENYL-3-METHYL- 5-PYRAZOLONE DRAGON CHEMI CAL MENTHA PIPERITA (PEPP ERMINT) OIL HE MENTHE PIPERITA INDE ELIXENS MENTHA PIPERITA OIL MANE (KANCOR) LAVANDULA HYBRIDA OIL HE LAVANDIN SUPER BIO SICA ELIXENS PELARGONIUM GRAVEO LENS FLOWER OIL HE GERANIUM EGYPTE ELIXENS FRAGRANCE 1 EDEN ROC COLICOLOR E_1920416 MANE ETHYL HYDROXYPYRONE ETHYL HYDROXYPY RONE APPLE FLAVOR & FRAGRANCE GR OUP THIOGLYCOLIC ACID THIOCARE H100 99 % BRUNO BOCK ERYTHORBIC ACID ERYTHORBIC ACID JIANGXI DEXING SODIUM ISOVITAM INC SODIUM METABISULFITE SODIUM METABISULFI TE SUZHOU ZHENX ING CHEMICAL COCAMIDOPROPYL BET AINE AMPHOSOL CG-50-X STEPAN p-PHENYLENEDIAMINE PPDA 99,5 % OR CHEMSTAR RESORCINOL RESORCINOL ATUL 2,4-DIAMINOPHENOXYE THANOL HCl 24DAPE LO-BLEU DRAGON CHEMI CAL EDTA DISSOLVINE Z-S AKZO NOBEL (NOU RYON) AMMONIUM POLYACRYL OYLDIMETHYL TAURATE HOSTACERIN AMPS CLARIANT ACRYLATES COPOLYMER CARBOPOL AQUA SF-1 POLYMER LUBRIZOL ETHANOLAMINE MONOETHANOLAMINE HUNTSMAN (INDORAMA) WATER DEIONIZED WATER MICRO-ROBIOLOGICALLY CLEAN L'OREAL FACTORY [YES] Inventive Examples 1 to 5 and Comparative Examples 1 to 5

[0112] Compositions according to inventive examples (El) 1 to 5 and comparative examples (EC) 1 to 5 were prepared with the ingredients listed in Table 2 (contents were expressed as percentages by weight of ingredients relative to the total weight of each composition, unless otherwise stated):

[0113] [Tables2] DI 1 DI. 2 DI 3 DI 4 DI 5 EC. 1 EC. 2 CE. 3 EC. 4 CE. 5-PHENYL METHYL PYRA ZOLONE 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5 MENTHA PIPERITA (PEPEMINT) OIL 0.5 0.5 0.8 0.5 0.5 LAVANDULA HYBRIDA OIL 0.5 PEL ARGONIUM GRAVEOLEN S FLOWER OIL 0.5 FRAGRANCE 1 0.8-ETHYL HYDROXYPYRON E 0.5-THIOGLYCOLIC ACID 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5 ERYTHORBIC ACID 2 2 2 2 2 2 2 2 2 SODIUM METABISULFITE 1.34 1.34 1.34 1.34 1.34 1.34 1.34 1.34 1.34 COCAMIDOPROPYL BETAINE 6.66 6.66 6.66 6.66 6.66 6.66 6.66 6.66 6.66 6.66 p-PHENYLENEDIAMINE 2 2 2 2 2 2 2 2 2 2 RESORCINOL 2 2 2 2 2 2 2 2 2 2 2,4-DIAMINOPHENOXYATED THANOL HCl 0.2 0.2 0.2 0.2 0.2 0.2 0.2 0.2 0.2 0.2 EDTA 0.15 0.15 0.15 0.15 0.15 0.15 0.15 0.15 0.15 0.15 AMMONIUM POLYACRYLOYLDIMETHYL TAURATE 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5 ACRYLATES COPOLYMER 8 8 8 8 8 8 8 8 8 8 ETHANOLAMINE adjust to pH= 9.0 + / -0.5 adjust to pH= 9.0 + / -0.5 WATER Qs Qs Qs Qs Qs Qs Qs Qs Qs Qs for for for for for for for for for for 100 100 100 100 100 100 100 100 100 100

[0114] The MENTHA PIPERITA (PEPPERMINT) OIL used contains a composed of the following structure as its main ingredient (menthol):

[0115] The LAVANDULA HYBRIDA OIL used contains a structural compound following as main ingredients (linalool and linalyl acetate):

[0116] PARFUM 1 is not an aromatic essential oil without a reactive carbonyl group and comprises a compound of the following structure as its principal ingredient: __f ch2ch2ch2ch2ch3 ch2 -c-och3 O

[0117] The compositions of examples 1 to 5 of the invention are compositions according to the present invention.

[0118] The composition of comparative example 1 does not include sulfur reducing agents.

[0119] The composition of comparative example 2 does not include antioxidants.

[0120] The compositions of comparative examples 3 to 5 do not include essential oil.

[0121] Preparation procedure:

[0122] The compositions listed above were prepared as follows, taking as an example the composition of example 1 of the invention:

[0123] 1). addition of ERYTHORBIIC ACID and THIOGLYCOLIC ACID, of SODIUM METABISULFITE in water and mix for 15 minutes;

[0124] 2). addition of tincture (p-PHENYLENEDIAMINE, RESORCINOL and 2,4- DIAMINOPHENOXYETHANOL HCl) in the system obtained and mix for 15 minutes;

[0125] 3). Addition of MENTHA PIPERITA (PEPPERMINT) OIL to the system obtained and mixed for 10 minutes;

[0126] 4). addition of phenyl methyl pyrazolone to the system obtained and the mixture during 15 minutes to obtain the composition.

[0127] A developer composition below has been prepared with the ingredients listed in Table 3 (unless otherwise indicated, the contents are expressed as percentages by weight of ingredients relative to the total weight of the developer composition).

[0128] [Tables3] Ingredients: Hydrogen peroxide 12, Phosphoric acid (adjust to pH = 3.0 + / - 0.3), Tetrasodium etidronate 0.2, Sodium salicylate 0.035, Sclerotinia gum 1, Tetrasodium pyrophosphate 0.04, Water (q.s. per 100) Assessment A. Stability of phenyl methyl pyrazolone

[0129] The stability of phenyl methyl pyrazolone in each dye composition prepared above was evaluated based on the percentage loss of phenyl methyl pyrazolone tested by LC-MS at room temperature (25 °C). The results are summarized in Table 4, in which the percentage loss by weight is calculated according to the following equation:

[0130] Loss (% by weight) = (1 - test value by weight / theoretical value by weight) * 100%

[0131] In Table 4, To means Storage < 48 h after preparation, TiM means Storage for 1 month after preparation.

[0132] If the percentage of weight loss after storage for 1 month and / or within 48 hours after preparation is not greater than 20% by weight, stability will be assessed as a “SUCCESS”, otherwise it will be assessed as a “FAILURE”. B. Clear water without coloring (SFCW)

[0133] The performance of clear, colourless water was evaluated according to a process described below:

[0134] 1) application of 1 g of each dye composition and 1 g of composition developer on 2g hair strands for 15 minutes;

[0135] 2) Rinsing the hair strands with 400 mL of water and taking a photograph of the water rinsing.

[0136] Clear, colorless water will be rated as "OK" if the rinse water is transparent and clean, and may be acceptable if the rinse water has a slight sheen. Clear, colorless water will be rated as "Not OK" if the rinse water is dark, light brown, or black. C. Odor

[0137] The odor performance of each dye composition prepared above was evaluated according to a process described below:

[0138] 1) weighing 5 g of the sample being tested on a watch glass,

[0139] 2) conducting a blind olfactory test by 10 skin experts,

[0140] 3) inviting experts to assign a score to each sample according to the standard following, and taking the average grade as the final grade:

[0141] 5 = very good smell,

[0142] 4 = Pleasant smell,

[0143] 3 = Acceptable,

[0144] 2 = Cover not good / bad smell,

[0145] 1 = No cover / Very bad smell.

[0146] The results are summarized in Table 4.

[0147] [Tables4] Properties El. 1 El. 2 El. 3 El. 4 El. 5 EC. 1 EC. 2 EC. 3 EC. 4 EC. 5 EC. 6 Loss (% by weight) To 0 0 0 0 4 34 2 12 6 0 0 Tim 4 10 16 2 6 52 10 26 18 30 34 Stability SUCCESS SUCCESS SUCCESS SUCCESS SUCCESS FAILURE SUCCESS FAILURE SFCW OK OK OK OK OK OK No OK OK OK OK OK Odor 5 4.5 4.8 5 5 5 4.5 5 2 4.8 4.5

[0148] It can be seen in Table 4 that the compositions according to the present invention are stable, have good performance in clear water without colouring and a good odor.

Claims

Demands

1. Dye composition for dyeing keratin fibers, comprising: i) at least one oxidative dye selected from pyrazolones substituted with at least one aryl and / or at least one alkyl, the number of aryl and alkyl substituents not exceeding 3, and diamino-N,N-dihydropyrazolopyrazolones; ii) at least one sulfur reducing agent; iii) at least one essential oil selected from Mentha piperita (peppermint) oil, Lavandula hybrida oil, Pelargonium graveolens flower oil and a combination thereof; and iv) at least one antioxidant.

2. Dye composition according to claim 1, wherein the oxidative dye is selected from pyrazolones substituted by at least one alkyl in C1-C4, preferably the oxidative dye is phenyl methyl pyrazolone.

3. Dye composition according to any one of claims 1 to 2, wherein the sulfur reducing agent is selected from sodium thiosulfate, sodium metabisulfite, ammonium thiourea sulfite, thioglycolic acid (TGA), thiolactic acid, ammonium thiolactate, monocarbothioic acid diglycidyl ester, ammonium carbothioic acetate, thioglycerol, dithioglycolic acid, strontium diammonium carbothioic acetate, thioglycolate, isooctyl carbothioic acid, cysteine, cysteamine, homocysteine, glutathione peptide, thiomalic acid, 2-mercaptopropionic acid, 3-mercaptopropionic acid, thiodiglycol, 2-mercaptoethanol, dithiothreitol, thioxanthine, thiosalicylic acid, thiopropionic acid, lipoic acid, N-acetylcysteine ​​and its salts;ammonium thioglycolate, glycerol monothioglycolate, or a combination thereof, preferably the sulfur reducing agent is chosen from sodium metabisulfite, thioglycolic acid, dithioglycolic acid, or a combination thereof.;

4. A colorant composition according to any one of claims 1 to 3, wherein the essential oil is present in an amount from 0.01% by weight to 2% by weight, preferably from 0.1% by weight to 1.5% by weight, and more preferably from 0.3% by weight. weight at 1% by weight, relative to the total weight of the colorant composition.

5. Colour composition according to any one of claims 1 to 4, wherein the antioxidant is selected from ascorbic acid, erythorbic acid, sodium ascorbate, sodium erythorbate, ascorbyl palmitate, magnesium ascorbyl phosphate, ascorbyl glucoside, glucosamine ascorbate, ascorbyl acetate, and a combination thereof.

6. Colour composition according to claim 1, comprising, in relation to the total weight of the composition: i) 0.3% by weight to 0.7% by weight of phenyl methyl pyrazolone; ii) 0.5% by weight to 2% by weight of at least one sulfur reducing agent selected from sodium metabisulfite, thioglycolic acid, dithioglycolic acid or a combination thereof; iii) 0.3% by weight to 1% by weight of at least one essential oil selected from Mentha piperita (peppermint) oil, Lavandula hybrida oil, Pelargonium graveolens flower oil and a combination thereof; and iv) 0.5% by weight to 2.5% by weight of an antioxidant selected from ascorbic acid, erythorbic acid, sodium ascorbate, sodium erythorbate, ascorbyl palmitate, magnesium ascorbyl phosphate, ascorbyl glucoside, glucosamine ascorbate, ascorbyl acetate and a combination thereof.

7. Necessary for dyeing keratin fibers, comprising: A) the dye composition according to any one of claims 1 to 6; and B) a developer composition comprising at least one oxidant.

8. Necessary according to claim 7, wherein the oxidant is selected from hydrogen peroxide, urea peroxide, alkali metal bromates, peroxy salts, such as persulfates or perborates, peracids and their precursors, and alkali or alkaline earth metals; or a polymer-type complex capable of releasing hydrogen peroxide.

9. A method for dyeing keratin fibers, comprising applying the necessary according to claim 8 to the keratin fibers.