KR100860737B1 - A method of coloring keratin fibres comprising treating the scalp with a particular sorbitan ester - Google Patents

Abstract

The present invention comprises sequentially applying a composition comprising a polyoxyethylenated sorbitan ester having a molar number of ethylene oxide of 10 or less to the scalp, and then applying a dye composition comprising keratin fibers to at least one dye precursor in a suitable medium. And a method for dyeing keratin fibers such as hair.

The method makes it possible to maintain particularly strong coloring and at the same time limit the discomfort that may be experienced on the scalp upon or after application of the dye composition.

Dye composition

Description

PROCESS FOR COLOURING KERATIN FIBRES COMPRISING A STEP OF TREATING THE SCALP WITH A PARTICULAR SORBITAN ESTER}

The present invention relates to a method for dyeing keratinous fibers, comprising treating the scalp with a specific polyoxyethylenated sorbitan ester.

Keratin fibers and especially human hair, with dye compositions containing oxidative dye precursors, commonly known as oxidizing bases, such as ortho- or para-phenylenediamine, ortho- or para-aminophenol and heterocyclic compounds It is known to dye. Such oxidized bases are colorless or lightly colored compounds which, when combined with oxidation products, can lead to colored compounds through the course of oxidative condensation. The color tone obtained with such an oxidizing base can be modified by addition of a couplingr or a color modifier, the latter in particular of aromatic meta-diaminobenzenes, meta-aminophenols, meta-diphenols and certain heterocyclic compounds such as indole And pyridine compounds.

Oxidative dyeing is generally carried out in the presence of an alkali agent which promotes dyeing of keratin fibers.

Many molecules and coupling agents used as oxidizing bases allow a wide range of colors to be obtained. The "permanent" coloring obtained by such oxidizing dyes makes it possible to obtain a desired hue of intensity and exhibits good fastness to external factors such as light, bad weather, washing, perm, sweat and friction.

However, since oxidative staining is carried out in the presence of oxidizing agents and alkalising agents, it sometimes results in discomfort that manifests itself as local stinging and / or burning of the scalp.

It is already known that coloring should be carried out or to protect the keratin fibers carried out using dye precursors, in particular with particular polymers. However, this protection is not completely satisfactory: in particular, this can result in less intense staining due to the presence of such polymers.

Furthermore, the use of polyoxyethylenated sorbitan esters in keratin fiber dyeing products is already known. Specifically, document DE 199 23 438 describes the use of polyoxyethylenated sorbitan esters to reduce pigmentation of the scalp during staining.

It is an object of the present invention to provide a novel method for dyeing keratin fibers, in particular a method for dyeing human keratin fibers such as hair, which can limit the discomfort associated with the dye.

This object is achieved by the present invention, one subject of which is a method of dyeing keratin fibers, such as hair, which method comprises applying to a scalp a composition comprising a polyoxyethylenated sorbitan ester having a molar number of ethylene oxide of 10 or less. And sequentially applying the dye composition to the keratinous fibers comprising one or more dye precursors in a suitable medium.

The method makes it possible to maintain particularly strong coloring and at the same time limit the discomfort that may be experienced on the scalp upon or after application of the dye composition.

As examples of polyoxyethylenated sorbitan esters having a molar number of ethylene oxide of 10 or less, mention may be made of: sorbitan monolaurate oxyethylated with 4 EO or oxyethylenated with polysorbate 21, 4 EO Sorbitan monostearate or polysorbate 61, and sorbitan monooleate or polysorbate oxyethylated with 5 EO. The sorbitan ester is, for example, the product name of Tween 21, Tween 61 or Tween 81 It is sold by Uniqema.

According to one specific embodiment, the number of moles of ethylene oxide is preferably ethylene oxide which is less than 6 moles. The number of moles of ethylene oxide is preferably 2 to 5 moles of ethylene oxide including both ends.

According to the invention, sorbitan esters may be present in compositions useful in the process of the invention, in amounts which vary greatly depending on, for example, the type of coloring or the nature of the keratin fibers to be dyed. According to one particular embodiment, the composition may comprise an amount of sorbitan ester in the range of 0.01 to 20% by weight, more particularly 0.1 to 10% by weight and preferably 1 to 8% by weight relative to the total weight of the composition.

Compositions containing sorbitan esters useful in the present invention may include cosmetics and other additives commonly used in the field of hair dyeing in particular. In particular, the composition may comprise antioxidants, penetrants, sequestrants, fragrances, buffers, dispersants, surfactants, conditioning agents, film formers, thickeners, ceramides, preservatives, nacreous agents or opacifiers, and vitamins. Or provitamin. Compositions comprising sorbitan esters can be in various forms such as lotions, gels, creams, shampoos, sticks, mousses or sprays. In some of these forms, it may be packaged in a pump-dispenser bottle or an aerosol container. In the case of aerosols, the composition is combined with a propellant, which can be, for example, alkanes or mixtures of alkanes, dimethyl ether, nitrogen, nitrous oxide, carbon dioxide or haloalkanes and mixtures thereof.

Dye precursors useful in dye compositions are, for example, oxidative bases and coupling agents commonly used in oxidative dyeing.

The oxidizing base can be selected from, for example, para-phenylenediamine, bis (phenyl) alkylenediamine, para-aminophenol, bis-para-aminophenol, ortho-aminophenol and heterocyclic bases and addition salts thereof. .

Among the para-phenylenediamines that may be mentioned, para-phenylenediamine, para-tolylenediamine, 2-chloro-para-phenylenediamine, 2,3-dimethyl-para-phenylenediamine, 2,6-dimethyl -Para-phenylenediamine, 2,6-diethyl-para-phenylenediamine, 2,5-dimethyl-para-phenylenediamine, N, N-dimethyl-para-phenylenediamine, N, N-di Ethyl-para-phenylenediamine, N, N-dipropyl-para-phenylenediamine, 4-amino-N, N-diethyl-3-methylaniline, N, N-bis (β-hydroxyethyl)- Para-phenylenediamine, 4-N, N-bis (β-hydroxyethyl) amino-2-methylaniline, 4-N, N-bis (β-hydroxyethyl) amino-2-chloroaniline, 2- β-hydroxyethyl-para-phenylenediamine, 2-fluoro-para-phenylenediamine, 2-isopropyl-para-phenylenediamine, N- (β-hydroxypropyl) -para-phenylenediamine, 2-hydroxymethyl-para-phenylenediamine, N, N-dimethyl-3-methyl-para-phenylenediamine, N-ethyl-N- (β-hydroxy Tyl) -para-phenylenediamine, N- (β, γ-dihydroxypropyl) -para-phenylenediamine, N- (4'-aminophenyl) -para-phenylenediamine, N-phenyl-para- Phenylenediamine, 2-β-hydroxyethyloxy-para-phenylenediamine, 2-β-acetylaminoethyloxy-para-phenylenediamine, N- (β-methoxyethyl) -para-phenylenediamine, 4-aminophenylpyrrolidine, 2-thienyl-para-phenylenediamine, 2-β-hydroxyethylamino-5-aminotoluene and 3-hydroxy-1- (4'-aminophenyl) pyrrolidine , And acid addition salts thereof.

Among the para-phenylenediamines mentioned above, para-phenylenediamine, para-tolylenediamine, 2-isopropyl-para-phenylenediamine, 2-β-hydroxyethyl-para-phenylenediamine, 2-β -Hydroxyethyloxy-para-phenylenediamine, 2,6-dimethyl-para-phenylenediamine, 2,6-diethyl-para-phenylenediamine, 2,3-dimethyl-para-phenylenediamine, N , N-bis (β-hydroxyethyl) -para-phenylenediamine, 2-chloro-para-phenylenediamine and 2-β-acetylaminoethyloxy-para-phenylenediamine, and acid addition salts thereof desirable.

Among the bis (phenyl) alkylenediamines which may be mentioned, for example, N, N'-bis (β-hydroxyethyl) -N, N'-bis (4'-aminophenyl) -1,3-dia Minopropanol, N, N'-bis (β-hydroxyethyl) -N, N'-bis (4'-aminophenyl) ethylenediamine, N, N'-bis (4-aminophenyl) tetramethylenediamine, N , N'-bis (β-hydroxyethyl) -N, N'-bis (4-aminophenyl) tetramethylenediamine, N, N'-bis (4-methylaminophenyl) tetramethylenediamine, N, N ' -Bis (ethyl) -N, N'-bis (4'-amino-3'-methylphenyl) ethylenediamine and 1,8-bis (2,5-diaminophenoxy) -3,6-dioxaoctane, And acid addition salts thereof.

Among the para-aminophenols that may be mentioned are, for example, para-aminophenol, 4-amino-3-methylphenol, 4-amino-3-fluorophenol, 4-amino-3-hydroxymethylphenol, 4- Amino-2-methylphenol, 4-amino-2-hydroxymethylphenol, 4-amino-2-methoxymethylphenol, 4-amino-2-aminomethylphenol, 4-amino-2- (β-hydroxy Ethylaminomethyl) phenol and 4-amino-2-fluorophenol, and acid addition salts thereof.

Among the ortho-aminophenols that may be mentioned are, for example, 2-aminophenol, 2-amino-5-methylphenol, 2-amino-6-methylphenol and 5-acetamido-2-aminophenol, and their Acid addition salts.

Among the heterocyclic bases that may be mentioned are, for example, pyridine derivatives, pyrimidine derivatives and pyrazole derivatives.

Among the pyridine derivatives which may be mentioned, for example, 2,5-diaminopyridine, 2- (4-methoxyphenyl) amino-3-aminopyridine, 2,3-diamino-6-methoxypyridine, 2- compounds described in patents GB 1 026 978 and GB 1 153 196, such as (β-methoxyethyl) amino-3-amino-6-methoxypyridine and 3,4-diaminopyridine, and acid addition salts thereof .

Other pyridine oxide bases useful in the present invention are, for example, the 3-aminopyrazolo [1,5-a] pyridine oxide bases or addition salts thereof described in patent application FR 2 801 308. Examples include pyrazolo [1,5-a] pyrid-3-ylamine; 2-acetylaminopyrazolo [1,5-a] pyrid-3-ylamine; 2-morpholin-4-ylpyrazolo [1,5-a] pyrid-3-ylamine; 3-aminopyrazolo [1,5-a] pyridine-2-carboxylic acid, 2-methoxypyrazolo [1,5-a] pyrid-3-ylamine; (3-aminopyrazolo [1,5-a] pyrid-7-yl) methanol; 2- (3-aminopyrazolo [1,5-a] pyrid-5-yl) ethanol; 2- (3-aminopyrazolo [1,5-a] pyrid-7-yl) ethanol; (3-aminopyrazolo [1,5-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-ylpyrazolo [1,5-a] pyrid-3-ylamine; Pyrazolo [1,5-a] pyridine-3,5-diamine; 5-morpholin-4-ylpyrazolo [1,5-a] pyrid-3-ylamine; 2-[(3-aminopyrazolo [1,5-a] pyrid-5-yl) (2-hydroxy-ethyl) amino] ethanol; 2-[(3-aminopyrazolo [1,5-a] pyrid-7-yl) (2-hydroxyethyl) amino] ethanol; 3-aminopyrazolo [1,5-a] pyrid-5-ol; 3-aminopyrazolo [1,5-a] pyrid-4-ol; 3-aminopyrazolo [1,5-a] pyrid-6-ol; Mention may be made of 3-aminopyrazolo [1,5-a] pyrid-7-ols and also acid or base addition salts thereof.

Among the pyrimidine derivatives which may be mentioned, for example, patent DE 2 359 399 or patent JP 88-169 571; JP 05-63 124; Compounds described in EP 0 770 375 or patent application WO 96/15765, 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 and 2,5,6-triaminopyrimidine, and pyrazolopyrimidine derivatives such as patent applications FR -A-2 750 048, among which are pyrazolo [1,5-a] pyrimidine-3,7-diamine; 2,5-dimethylpyrazolo [1,5-a] pyrimidine-3,7-diamine; Pyrazolo [1,5-a] pyrimidine-3,5-diamine; 2,7-dimethylpyrazolo [1,5-a] pyrimidine-3,5-diamine; 3-aminopyrazolo [1,5-a] pyrimidin-7-ol; 3-aminopyrazolo [1,5-a] pyrimidin-5-ol; 2- (3-aminopyrazolo [1,5-a] pyrimidin-7-ylamino) ethanol, 2- (7-aminopyrazolo [1,5-a] pyrimidin-3-ylamino) ethanol, 2-[(3-aminopyrazolo [1,5-a] pyrimidin-7-yl) (2-hydroxyethyl) amino] ethanol, 2-[(7-aminopyrazolo [1,5-a] Pyrimidin-3-yl) (2-hydroxyethyl) amino] ethanol, 5,6-dimethylpyrazolo [1,5-a] pyrimidine-3,7-diamine, 2,6-dimethylpyrazolo [1 , 5-a] pyrimidine-3,7-diamine, 2,5, N7, N7-tetramethylpyrazolo [1,5-a] pyrimidine-3,7-diamine and 3-amino-5-methyl- 7-imidazolylpropylaminopyrazolo [1,5-a] pyrimidine, and acid addition salts thereof and tautomeric forms thereof, where tautomeric equilibrium is present.

Among the pyrazole derivatives that may be mentioned, compounds described in patents DE 3 843 892 and DE 4 133 957 and patent applications WO 94/08969, WO 94/08970, FR-A-2 733 749 and DE 195 43 988, such as 4 , 5-diamino-1-methylpyrazole, 4,5-diamino-1- (β-hydroxyethyl) pyrazole, 3,4-diaminopyrazole, 4,5-diamino-1- ( 4'-chlorobenzyl) pyrazole, 4,5-diamino-1,3-dimethylpyrazole, 4,5-diamino-3-methyl-1-phenylpyrazole, 4,5-diamino-1- Methyl-3-phenylpyrazole, 4-amino-1, 3-dimethyl-5-hydrazinopyrazole, 1-benzyl-4,5-diamino-3-methylpyrazole, 4,5-diamino-3 -tert-butyl-1-methylpyrazole, 4,5-diamino-1-tert-butyl-3-methylpyrazole, 4,5-diamino-1- (β-hydroxyethyl) -3-methyl Pyrazole, 4,5-diamino-1-ethyl-3-methylpyrazole, 4,5-diamino-1-ethyl-3- (4'-methoxyphenyl) pyrazole, 4,5-diamino -1-ethyl-3-hydroxymethylpyrazole, 4,5-diamino-3-hydroxymethyl-1-methylpyrazole, 4,5-diamino-3-hydroxy Doxymethyl-1-isopropylpyrazole, 4,5-diamino-3-methyl-1-isopropylpyrazole, 4-amino-5- (2'-aminoethyl) amino-1,3-dimethylpyra Sol, 3,4,5-triaminopyrazole, 1-methyl-3,4,5-triaminopyrazole, 3,5-diamino-1-methyl-4-methylaminopyrazole and 3,5- Diamino-4- (β-hydroxyethyl) amino-1-methylpyrazole, and acid addition salts thereof.

The oxidation base (s) present in the useful dye compositions are each present in an amount of generally 0.001% to 10% by weight, preferably 0.005% to 6% by weight relative to the total weight of the dye composition.

Coupling agents useful in dye compositions are, for example, meta-phenylenediamine coupling agents, meta-aminophenol coupling agents, meta-diphenol coupling agents, naphthalene-based coupling agents and heterocyclic coupling agents, and addition salts thereof.

Examples that may be mentioned include 2-methyl-5-aminophenol, 5-N- (β-hydroxyethyl) amino-2-methylphenol, 6-chloro-2-methyl-5-aminophenol, 3-amino Phenol, 1,3-dihydroxybenzene, 1,3-dihydroxy-2-methylbenzene, 4-chloro-1,3-dihydroxybenzene, 2,4-diamino-1- (β-hydroxy Hydroxyethyloxy) benzene, 2-amino-4- (β-hydroxyethylamino) -1-methoxybenzene, 1,3-diaminobenzene, 1,3-bis (2,4-diaminophenoxy) Propane, 3-ureidoaniline, 3-ureido-1-dimethylaminobenzene, sesamol, 1-β-hydroxyethylamino-3,4-methylenedioxybenzene, α-naphthol, 2-methyl -1-naphthol, 6-hydroxyindole, 4-hydroxyindole, 4-hydroxy-N-methylindole, 2-amino-3-hydroxypyridine, 6-hydroxybenzomorpholine, 3,5- Diamino-2,6-dimethoxypyridine, 1-N- (β-hydroxyethyl) amino-3,4-methylenedioxybenzene and 2,6-bis (β-hydroxyethylamino) toluene, and their Acid addition salts It is hereinafter.

In dye compositions useful in the present invention, the coupling agent (s) are each present in an amount generally of 0.001% to 10% by weight, preferably 0.005 to 6% by weight, relative to the total weight of the dye composition.

The dye composition may also contain a direct dye. Direct dyes that may be mentioned are neutral, acidic or cationic nitrobenzene direct dyes, neutral, acidic or cationic azo direct dyes, neutral, acidic or cationic quinones and especially anthraquinone direct dyes, azine direct dyes, triarylmethane direct Dyes, indoamine direct dyes and natural direct dyes.

Suitable media for dyeing are advantageously water, or branched or unbranched C ₁ -C ₄ lower alcohols such as ethanol and isopropanol; Polyols and polyol ethers such as 2-butoxyethanol, propylene glycol, propylene glycol monomethyl ether, diethylene glycol monoethyl ether and monomethyl ether, and glycerol, and also aromatic alcohols such as benzyl alcohol or phenoxyethanol, and mixtures thereof A cosmetic medium consisting of a mixture of one or more organic solvents and water, such as.

The solvent is preferably present in a proportion of 1% to 40% by weight and even more preferably 5% to 30% by weight relative to the total weight of the dye composition.

Dye compositions useful in the methods of the invention also include various adjuvants commonly used in compositions for hair dyeing, such as anionic, cationic, nonionic, zwitterionic or zwitterionic surfactants or mixtures thereof, anions Cationic, cationic, nonionic, zwitterionic or zwitterionic polymers or mixtures thereof, inorganic or organic thickeners, antioxidants, penetrants, sequestrants, fragrances, buffers, dispersants, conditioning agents, for example volatile or nonvolatile, Modified or unmodified silicones, film formers and especially nonionic, cationic, anionic or zwitterionic fixing polymers, preservatives and opaque agents.

The adjuvants are generally present in amounts of from 0.01% to 20% by weight, respectively, relative to the weight of the composition.

Of course, those skilled in the art will note the choice of any additional compound such that the expected addition (s) have no or substantially no adverse effect on the inherent advantageous properties associated with the composition according to the invention.

The pH of the dye composition according to the invention is generally about 2 to 12, preferably 6 to 12.

This can usually be adjusted to the desired value using the basicizing or acidifying agents used to dye keratin fibers, or alternatively standard buffer systems.

Among the acidifying agents, mention may be made, for example, of inorganic or organic acids such as hydrochloric acid, orthophosphoric acid, sulfuric acid, carboxylic acids such as acetic acid, tartaric acid, citric acid and lactic acid, and sulfonic acid.

Among the basicizing agents which may be mentioned are, for example, aqueous ammonia, alkaline carbonates, alkanolamines such as mono-, di-, and triethanolamines and derivatives thereof, sodium hydroxide, potassium hydroxide and the formula (III) Compounds of c) may be mentioned:

[Wherein, W is a propylene moiety unsubstituted or substituted with a C ₁ -C ₄ alkyl radical or a hydroxy group; R ₆ , R ₇ , R ₈ and R ₉ , which may be the same or different, represent a hydrogen atom, a C ₁ -C ₄ alkyl radical or a C ₁ -C ₄ hydroxyalkyl radical.

Dye compositions are generally used starting with compositions containing an alkali agent, which is generally present in an amount greater than 5% by weight relative to the weight of the dye composition. It may be present in an amount greater than 10% and in particular greater than 15%.

According to one particular embodiment of the invention, the dye compositions useful in the hair treatment method of the invention comprise a basicizing agent, in particular ammonia and / or alkanolamines such as ethanolamine and / or silicates such as sodium silicate.

The dye compositions of the present invention may be in various forms, such as in the form of liquids, creams or gels, or any other form suitable for keratin fibres and especially human hair dyeing.

The dye composition may also contain an oxidizing agent. Oxidants commonly used for oxidative staining of keratin fibers are, for example, hydrogen peroxide, urea peroxide, alkali metal bromates, persalts such as perborate and persulfate, peracids and oxidases, among which peroxidases Mention may be made of 2-electron redox enzymes such as uricase and 4-electron oxygenases such as laccases. Hydrogen peroxide is particularly preferred.

The oxidizing agent may be added to the dye composition at the time of use, or may be used starting with the oxidizing composition containing the same, which composition is applied simultaneously or sequentially with the composition of the present invention. Oxidizing compositions are also commonly used in hair dye compositions and may contain various adjuvants as defined above.

The pH of the oxidizing composition containing the oxidizing agent, after mixing with the dye composition, the pH of the obtained composition to be applied to the keratin fibers is preferably in the range of about 3 to 12, even more preferably 6 to 12. It can be adjusted to the desired value as defined above and by the acidifying or basicizing agents generally used for dyeing keratin fibers.

The dye composition finally applied to the keratinous fibers may be in various forms, such as in the form of liquids, creams or gels, or any other form suitable for keratinous fibers and especially human hair.

According to the invention, the leave-on time of the composition containing the sorbitan ester may be several seconds, for example 5 seconds to 60 minutes, preferably 30 seconds to 45 minutes.

Treatment steps with a composition comprising sorbitan esters can be carried out at possibly 10 ° C. to 220 ° C., preferably 10 ° C. to 70 ° C., particularly preferably 10 to 60 ° C., more particularly at room temperature.

A fiber treatment step with a composition containing sorbitan esters may be followed by a rinse step prior to application of the dye composition. According to one particular embodiment, however, after application of the composition containing sorbitan esters, no rinsing step is carried out before application of the dye composition.

The dyeing step can usually be carried out for a time sufficient to obtain the desired coloring. The leaving time is generally about 1 to 60 minutes, preferably about 5 to 60 minutes. After the dyeing step is a rinsing step.

Treatment steps and / or dyeing steps with sorbitan esters of the process of the invention can be carried out at room temperature or at higher temperatures, for example using a hair dryer, drying hood, smoothing iron and the like.

The dye composition application step generally takes place immediately after the sorbitan ester application. However, the two applications can be parallax, which is possibly up to 30 minutes. According to one preferred embodiment, the time difference is from 30 seconds to 15 minutes.

The following examples are intended to illustrate the invention. However, the present invention is not limited to this embodiment.

Example

The following treatment composition was prepared (grams).

                                           Example 1 Example 2

Chlorhexidine Hydrochloride 0.02

Methyl p-hydroxybenzoate 0.2

Microbiologically Clean Demineralized Water 88.28

Cetylstearyl Alcohol (30/70 C16 / C18) 6

Oxyethylated Cetylstearyl Alcohol (33 EO) 1.5

Oxyethylated Sorbitan Monolaurate (4 EO) 4 100

Each of the above compositions was applied to the scalp in an amount sufficient to protect the scalp. After the application, the dye composition described below was applied (grams).

Example 1 Example 2 1-methyl-2,5-diaminobenzene 1.7 g 0.5 g 1-hydroxy-4-aminobenzene 0.4 g 1,3-dihydroxybenzene 1 g 0.25 g 1-hydroxy-3-aminobenzene 0.07 g 1-β-hydroxyethyloxy-2,4-diaminobenzene dihydrochloride 0.03 g 2-methyl-1,3-dihydroxybenzene 0.5 g 0.3 g 1-methyl-2-hydroxy-4-aminobenzene 0.25 g 1-Methyl-2-hydroxy-4-β-hydroxyethyl-aminobenzene 0.05 g 6-hydroxyindole 0.01 g Pure monoethanolamine 5 g 20% NH ₃ Ammonia water 15 g Nalco commercial polyquaternium-6 3 g Nalco commercial polyquaternium-22 1.5 g Hexadimethrin chloride (Mexomere PO, Chimex) 1.5 g Propylene glycol 10 g 10 g Noveon commercial Carbopol 980 (crosslinked polyacrylic acid) 0.4 g 0.4 g Lauryl alcohol oxyethylated with 12 mol of ethylene oxide 7.5 g 7.5 g Oleocetyl alcohol oxyethylated with 30 mol of EO 6 g 6 g Decyl alcohol oxyethylenated with 3 mol of EO 8 g 8 g Lauric acid 2.5 g 2.5 g 50/50 Cetylstearyl Alcohol 10 g 10 g Hydrophobic Fumed Silica 1 g 1 g Glyceryl Monostearate 1 g 1 g Reducing agents, antioxidants, sequestrants, fragrances Quantity Quantity Demineralized water (appropriate) 100 g 100 g

Example 3 Example 4 1-methyl-2,5-diaminobenzene 1.7 g 0.007 g 1-hydroxy-4-aminobenzene 0.007 g 1,3-dihydroxybenzene 1 g 0.014 g 1-hydroxy-3-aminobenzene 0.07 g 1-β-hydroxyethyloxy-2,4-diaminobenzene dihydrochloride 0.03 g 2-methyl-1,3-dihydroxybenzene 0.5 g 20% NH ₃ Ammonia water 10 g 20 g Nalco commercial polyquaternium-6 3 g Nalco commercial polyquaternium-22 1.5 g Hexadimethrin chloride (Mexomere PO, Chimex) 1.5 g Oleic acid 2.5 g 2.5 g Mixture of somewhat oxyethylenated stearyl alcohol (2 to 21 EO) 15 g 15 g Oleyl alcohol 1 g 1 g Uniqema commercial monamid 972 (fatty amide) 3 g 5 g Glycerol 5 g Polyurethane-16 0.2 g 0.4 g Hydroxypropylmethylcellulose 0.3 g 0.7 g Reducing agents, antioxidants, sequestrants, fragrances Quantity Quantity Demineralized water (appropriate) 100 g 100 g

Dye compositions 1-4 were immediately mixed with aqueous hydrogen peroxide solution under the conditions described below:

Composition 1: mixed with 9 volume aqueous hydrogen peroxide solution at 1.5 times its volume;

Compositions 2 and 3: mixed with a 20 volume aqueous hydrogen peroxide solution of 1.5 times its volume;

Composition 4: mixed with twice the volume of 40 aqueous hydrogen peroxide solution.

The mixture thus prepared was applied to natural white hair containing 90% white hair at a rate of 30 g per 3 g hair.

After 30 minutes of standing time, the hair was rinsed, washed with a standard shampoo and rinsed once again.

Hair coloring was visually evaluated as follows:

Hue depth Color Composition 1 brown Naturalness Composition 2 Dark blonde mahogany Copper Composition 3 brown Naturalness Composition 4 Very very bright blonde Naturalness

The fibers thus obtained exhibit satisfactory coloring under conditions comfortable to the model.

The method according to the invention makes it possible to maintain strong pigmentation and at the same time limit the discomfort that may be experienced on the scalp upon or after application of the dye composition.

Claims (18)

Treatment of the scalp with a composition comprising at least one polyoxyethylenated sorbitan ester having a mole number of ethylene oxide of 10 or less, and keratin fibers using a dye composition comprising at least one dye precursor in a medium suitable for dyeing A method for dyeing keratin fibers, comprising the steps of dyeing in order. The method of claim 1, wherein the scalp treatment step is carried out using a composition comprising a polyoxyethylenated sorbitan ester of ethylene oxide having a mole number of ethylene oxide of less than 6 moles. 3. A method according to claim 1 or 2, wherein the scalp treatment step is carried out using a composition comprising a polyoxyethylenated sorbitan ester of ethylene oxide having a molar number of ethylene oxide of 2 to 5 moles (including both ends). . The method of claim 1 or 2, wherein the polyoxyethylenated sorbitan esters are sorbitan monolaurate oxyethylated with 4 moles of ethylene oxide, sorbitan monostearate oxyethylated with 4 moles of ethylene oxide and Sorbinated with 5 moles of ethylene oxide sorbitan monooleate. The process according to claim 1 or 2, wherein the amount of sorbitan ester is in the range of 0.01 to 20% by weight relative to the weight of the composition comprising sorbitan ester. The process according to claim 1 or 2, wherein the amount of sorbitan ester is in the range of 1 to 8% by weight relative to the weight of the composition comprising sorbitan ester. The composition of claim 1 or 2, wherein the sorbitan ester-containing composition comprises an antioxidant, penetrant, sequestrant, fragrance, buffer, dispersant, surfactant, conditioning agent, film former, thickener, preservative and nacreous agent. Or an opaque agent. The dye composition according to claim 1 or 2, wherein the dye composition comprises para-phenylenediamine, bis (phenyl) alkylenediamine, para-aminophenol, bis-para-aminophenol, ortho-aminophenol and heterocyclic base and A method comprising one or more oxidized bases selected from addition salts. The method of claim 8, wherein the oxidizing base (s) present in the dye composition are each present in an amount of 0.001 to 10% by weight relative to the total weight of the dye composition. The dye composition according to claim 1 or 2, wherein the dye composition is prepared from a meta-phenylenediamine coupling agent, a meta-aminophenol coupling agent, a meta-diphenol coupling agent, a naphthalene-based coupling agent and a heterocyclic coupling agent and an addition salt thereof. A method comprising at least one coupling agent selected. The method of claim 10, wherein the coupling agent (s) are each present in an amount of 0.001 to 10% by weight relative to the total weight of the dye composition. The method according to claim 1 or 2, wherein the dye composition also comprises a direct dye. The method according to claim 1 or 2, wherein the treatment step using the composition containing sorbitan esters can be carried out for a leave-on time of 5 seconds to 60 minutes. The method according to claim 1 or 2, wherein the dyeing step can be applied for a stand time of 1 to 60 minutes. The method of claim 1 or 2, wherein the dye composition comprises a basicizing agent. 6. The process of claim 5 wherein the amount of sorbitan ester is in the range of 0.1 to 10% by weight relative to the weight of the composition comprising sorbitan ester. 10. The process according to claim 9, wherein the oxidizing base (s) present in the dye composition are each present in an amount of 0.005 to 6% by weight relative to the total weight of the dye composition. The method of claim 11, wherein the coupling agent (s) are each present in an amount of 0.005 to 6 weight percent, based on the total weight of the dye composition.