Discoloring composition for keratin fibers dyed with bleach-stable direct dyes
Patent Information
- Application Number
- PCT/EP2025/064268
- Authority / Receiving Office
- WO · WO
- Patent Type
- Applications
- Current Assignee / Owner
- Priority Date
- 2024-05-24
- Filing Date
- 2025-05-23
- Publication Date
- 2026-01-15
AI Technical Summary
Conventional methods for removing bleach-stable direct dyes from keratin fibers are unsatisfactory, leading to dissatisfaction among consumers who desire a quick change in hair color, as these dyes are resistant to oxidative destruction by persulfates and peroxides.
A kit-of-parts comprising a dyeing composition with bleach-stable direct dyes and a discoloring composition containing organic sulfinic acids, which are applied separately and then mixed just before use, followed by a specific application and rinsing process, to effectively remove the dyes from keratin fibers.
The method achieves significant discoloration of bleach-stable direct dyes with minimal fiber damage, enhancing washout efficiency and providing a quick color correction solution.
Abstract
Description
[0001] DISCOLORING COMPOSITION FOR KERATIN FIBERS DYED WITH BLEACH- STABLE DIRECT DYES Field of the invention The present invention is directed to a cosmetic composition for discoloring keratin fibers having been dyed with oxidative dyes or directed dyes. A kit-of-parts and bleaching / decoloring method is disclosed. Background of the invention Consumers demand long-lasting high-performance products for perfectly covering gray hair. Such products typically comprise oxidative hair dyes. However, fashion trends are quickly changing, and the long lastingness of oxidative hair dyes may be perceived as a disadvantage for customers desiring a new look instantly. Additionally, some consumers may not be satisfied with their new hair color directly upon dyeing, because, for examples, they have expected a lighter color result or a different color nuance. In such cases, the only option may be to remove the just applied color and to apply a new color after removal. Conventional color removing products use the so-called "bleach wash" method, i.e., the oxidative destruction of oxidative hair dyes with the help of persulfates and peroxides. Unfortunately, this approach is unsatisfactory for bleach-stable direct dyes. Therefore, there is a real need to develop discoloring kits and methods to satisfactorily remove bleach-stable direct dyes from keratin fibers. Summary of the invention The first object of the present invention is a kit-of-parts for dyeing and discoloring of keratin fibers, preferably human keratin fibers, more preferably human hair, comprising: - a dyeing composition A comprising one or more bleach-stable direct dye(s), - a discoloring composition B comprising a) one or more organic sulfinic acid(s), and / or their salt(s), and / or their mixtures, wherein the one or more bleach-stable direct dye(s) are selected from HC Red 18, HC Blue 18, HC Yellow 16, Basic Orange 31, HC Yellow 13, Tetrabromophenol blue, Acid Red 92, and / or their salt(s), and / or their mixtures. The second object of the present invention is a method for discoloring keratin fibers, preferably human keratin fibers, more preferably human hair, said keratin fibers being dyed with the direct dyes of composition A as defined above, said method comprising the following steps: i) providing composition B as defined above and optionally dissolving it in an aqueous composition C as defined above to prepare a ready-to-use discoloring composition having a pH in the range of 1 to 9, then ii) applying the ready-to-use discoloring composition onto keratin fibers, then iii) and leaving it for a time period in the range of 1 to 60 min, then iv) rinsing-off the ready-to-use discoloring composition with water and optionally drying the keratin fibers. The third object of the present invention is a use of a composition B as defined above for discoloring keratin fibers, preferably human keratin fibers, more preferably human hair, said keratin fibers being dyed with the bleach-stable direct dyes as defined above. A fourth object of the present invention is a method for correcting the color of keratin fibers, preferably human keratin fibers, more preferably human hair, said keratin fibers being dyed with the direct dyes of composition A as defined above, the method comprising the following steps: v) providing the composition A as defined above and optionally mixing it with an oxidizing composition, preferably comprising hydrogen peroxide, to prepare an aqueous ready-to-use dyeing composition having a pH in the range of 7 to 12, then vi) applying the ready-to-use dyeing composition of step i) onto keratin fibers, then vii) and leaving it for a time period in the range of 1 min to 60 min, then viii) rinsing-off the keratin fibers and optionally drying the keratin fibers, then ix) providing composition B as defined above and optionally dissolving it in an aqueous composition C as defined below to prepare a ready-to-use discoloring composition having a pH in the range of 1 to 9, then x) applying the ready-to-use discoloring composition onto keratin fibers and leaving it for a time period in the range of 1 to 60 min, xi) rinsing-off the ready-to-use discoloring composition with water and optionally drying the keratin fibers. Detailed description of the invention The inventors of the present invention have surprisingly and unexpectedly found that the kit and method according to the independent claims discolor bleach-stable direct dyes. In addition, the washout of the dyes from the fibers was enhanced and the damage to the fibers was minimal. Kit for dyeing and discoloring of keratin fibers The present invention is directed to a kit-of-parts for dyeing and discoloring of keratin fibers, preferably human keratin fibers, more preferably human hair, comprising: - a dyeing composition A comprising one or more bleach-stable direct dye(s), - a discoloring composition B comprising a) one or more organic sulfinic acid(s), and / or their salt(s), and / or their mixtures, wherein the one or more bleach-stable direct dye(s) are selected from HC Red 18, HC Blue 18, HC Yellow 16, Basic Orange 31, HC Yellow 13, Tetrabromophenol blue, Acid Red 92, and / or their salt(s), and / or their mixtures. The compositions A and B are separate compositions and are not to be mixed with each other until directly prior to application onto keratin fibers. From the viewpoint of color range and cosmetic acceptability the composition A of the present invention comprises one or more bleach-stable direct dye(s) selected from HC Red 18, HC Blue 18, HC Yellow 16, Basic Orange 31, HC Yellow 13, Tetrabromophenol blue, Acid Red 92, and / or their salt(s), and / or their mixtures. It is further preferred from the viewpoint of dyeing intensity that the total concentration of bleach-stable direct dye(s) in composition A, preferably the total concentration of HC Red 18, HC Blue 18, HC Yellow 16, Basic Orange 31, HC Yellow 13, Tetrabromophenol blue, Acid Red 92, and / or their salt(s), and / or their mixtures, is in the range of 0.001% to 20% by weight, preferably in the range of 0.01% to 15% by weight, still more preferably in the range of 0.1% to 10% by weight, calculated to the total weight of the composition A. It is further preferred from the viewpoint of dyeing intensity that the composition A further comprises one or more alkalizing agents, preferably said alkalizing agents are ammonia and / or its salt(s), salts of silicates, metasilicates, or disilicates, linear or branched alkyl- or alkanolamines, and / or their mixtures, and / or their salt(s), more preferably said alkalizing agent(s) are ammonium hydroxide, sodium metasilicate, monoethanolamine, diethanolamine, monoethanol methylamine, monoethanol dimethylamine, diethanolmethylamine, monoethanolethylamine, monoethanoldiethylamine, diethanolethylamine, monoethanolpropylamine, monoethanoldipropylamine, diethanolpropylamine, monoethanolbutylamine, diethanolbutylamine, trimethylamine, triethylamine, 2-amino-2-methylpropanol, tris- (hydroxymethyl)-aminomethane and / or its / their salt(s), and / or their mixtures, most preferably it is selected from monoethanolamine, 2-amino-2-methylpropanol, tris- (hydroxymethyl)-aminomethane, ammonium hydroxide, metasilicate, and / or their salt(s), and / or their mixtures. When alkalizing agents are present in the composition A, then it is preferred that the total concentration of the one or more alkalizing agent(s) in composition A is in the range of 0.1% to 40% by weight, preferably in the range of 0.5% to 30% by weight, more preferably in the range of 1% to 25% by weight, calculated to the total weight of composition A. Optionally, the composition A may further comprise one or more oxidative dye(s), preferably 1,4-diamino-2-methoxymethyl-benzene, p-toluene-diamine, p-phenylene- diamine, 5-amino-2-methylphenol, 2-methyl-5-hydroxyethylaminophenol, 2,4,- diaminophenoxyethanol, 2-amino-4-hydroxyethylaminoanisol, 2-methyl-5-amino-6- chlorphenol, 1,3-bis-(2,4-diaminophenoxy)-propane, 2-bis(2-hydroxyethyl)- aminotoluene, 2-amino-5-methylphenol, resorcinol, 2-methylresorcinol, 4- chlororesorcinol, 2-amino-4-chlorophenol, 5-amino-4-methoxy-2-methylphenol, 2- aminophenol, 3-amino-phenol, 1-methyl-2-hydroxy-4-aminobenzene, 3-N,N-dimethyl aminophenol, 2,6-dihydroxy-3,5-dimethoxypyridine, 5-amino-3-methylphenol, 6- amino-3-methylphenol, 1,3-diamino- benzene, 1-amino-3-(2’-hydroxyethylamino)benzene, 1-amino-3-[bis(2’-hydroxy-ethyl) amino]benzene, ^-naphthol, 4,6-dichlororesorcinol, 1,3-diamino-toluene, 4-hydroxy-1,2-methylenedioxy benzene, 1,5-dihydroxy naphthalene, 1,6-dihydroxy naphthalene, 1,7-dihydroxy naphthalene, 2,7-dihydroxy naphthalene, 1-hydroxy-2-methyl naphthalene, 4- hydroxy-1,2-methyldioxy benzene, 2,4-diamino-3-chlorophenol, 5-amino-2- methoxyphenol and / or 1-methoxy-2-amino-4-(2’-hydroxyethyl amino)-benzene, 2,4,5,6-tetraaminopyrimidine, 2,5,6-triamino-5-pyrimidinol, and / or their salt(s), and / or their mixtures, preferably one or more compound(s) according to group b) is / are selected from 4-chlororesorcinol, 2-methylresorcinol, 1,3-bis(2,4-diaminophenoxy)- propane, 2-methyl-5-amino-6-chlorphenol, 2-amino-3-hydroxypyridine, and / or their salt(s), and / or their mixtures. When oxidative dyes are present, it is preferred that the total concentration of oxidative dyes in composition A is in the range of 0.01% to 20% by weight, more preferably in the range of 0.05% to 15% by weight, still more preferably in the range of 0.1% to 12% by weight, calculated to the total weight of composition A. It is further preferred from the viewpoint of user convenience that the composition A is an aqueous composition and comprises water at 50% by weight or more, preferably at 60% by weight or more, still more preferably at 75% by weight or more, calculated to the total weight of composition A. Preferably, the composition A, when aqueous, has a pH in the range of 7 to 12, more preferably in the range of 8 to 11, still more preferably in the range of 8.5 to 10.5. In another aspect, the composition A is a bleaching composition, preferably a bleaching powder composition, and more preferably composition A comprises one or more persalt(s) and / or peroxy salt(s), and still more preferably the total concentration of said persalt(s) and / or peroxy salt(s) is in the range of 10% to 80% by weight, calculated to the total weight of composition A. A powder composition within the meaning of the present invention is any solid composition at 25°C and atmospheric pressure that consists of freely flowing individual particles / aggregates. A powder composition may comprise liquid agents, though. For example, to make the powder dust-free, it may comprise lipophilic compounds being liquid at 25°C and atmospheric pressure as disclosed below at a A-12 / 24 low percentage. The presence of the lipophilic compounds does not alter the overall state of a powder. Hence, the composition of the present invention may optionally comprise one or more pulverulent excipient, said pulverulent excipient being preferably cellulose, chemically modified cellulose fibers, lignin fibers, pectin fibers, natural starch(es), chemically modified starch(es), hydrolyzed natural starch(es), diatomaceous earth, kaolin, bentonite, nylon powder, montmorillonit, gypsum, sawdust and perlite, and / or their mixtures. Suitable natural starches are potato starch, rice starch, corn starch, tapioca starch, wheat starch, and barley starch, and / or their mixtures. In case compositions A and / or B comprises one or more pulverulent excipient, it is preferred that the total concentration of one or more pulverulent excipient is 10% by weight or more, preferably 20% by weight or more, more preferably 30% by weight or more, calculated to the total weight of each of the compositions A and / or B. It is preferred for the powder compositions to comprise water at 10% by weight or less, preferably 1% by weight or less, calculated to the total weight of composition A, more preferably composition A is an anhydrous bleaching powder composition. Suitable non-limiting examples for persalt(s) and peroxy salt(s) are sodium persulphate, ammonium persulphate, potassium persulfate, peroxydisulfuric acid and / or its salts, peroxymonosulfuric acid and / or its salts, melamine hydroperoxide, sodium perborate, sodium tetraborate, and sodium periodate, and / or their mixtures. The preferred persalt(s) and peroxy salt(s) are sodium persulphate, ammonium persulphate, and potassium persulfate, and / or their mixtures. It is preferred that the total concentration of the one or more persalt(s) and peroxy salt(s), is in the range of 10% to 80% by weight, preferably 15% to 70% by weight, more preferably in the range of 20% to 60% by weight, calculated to the total weight of the composition A. The composition B of the present invention comprises one or more organic sulfinic acid(s), and / or their salt(s), and / or their mixtures. A-12 / 24 Suitably, one or more organic sulfinic acid(s) is according to the following general structure: With the provision that R1 is selected from H, NH4+or a metal cation, R2 is selected from OH, NR5R6in which R5and R6, which may be identical or different, are chosen from H or C1-C6 alkyl, R3 is selected from H, alkyl, alkenyl, cycloalkyl or aryl which is / are unsubstituted or substituted by 1 to 3 identical or different substituents chosen from OH, C1-C6alkyl, O-C1-C6alkyl, halogen or CF3, R4is chosen from a radical COOR1, SO3R1, COR5, CONR5R6 or COOR5 in which R1, R5, and R6 have the denotations as above, or R4 denotes H in case R3 denotes an aryl group, in particular an aryl group substituted as described above, and / or their salt(s), and / or their mixtures. Suitable metal cations are all cosmetically acceptable cations such as sodium, potassium, magnesium, and / or calcium. Suitable examples for one or more organic sulfinic acid(s) are furyl-(amino)- methanesulfinic acid, amino-(thien-2-yl)-methanesulfinic acid, amino-(1H-imidazol-2- yl)-methanesulfinic acid, amino-(1,3-thiazol-2-yl)-methanesulfinic acid, amino-(1,3- oxazol-2-yl)-methanesulfinic acid, amino-(1H-pyrrol-2-yl)-methanesulfinic acid, amino-(hydroxyl-2-yl)-methanesulfinic acid, amino-(hydroxyl-4-yl)-methanesulfinic acid, amino-[3-hydroxy-5-(hydroxymethyl)-2-methylpyridin-4-yl]-methanesulfinic acid, amino-(quinolin-2-yl)-methanesulfinic acid, amino-(quinolin-4-yl)-methanesulfinic acid, 1H-Benzimidazol-2-yl-(amino)-methanesulfinic acid, 1,3-benzothiazol-2-yl- (amino)-methanesulfinic acid, 1,3-benzoxazol-2-yl-(amino)-methanesulfinic acid, hydroxy-(thien-2-yl)-methanesulfinic acid, hydroxy-(thien-3-yl)-methanesulfinic acid, 3-bromothien-2-yl)-(hydroxyl)-methanesulfinic acid, hydroxy-(1H-imidazol-2-yl)- methanesulfinic acid, hydroxy-(1H-imidazol-5-yl)-methanesulfinic acid, hydroxy-(1- methyl-5-nitro-1H-imidazol-2-yl)-methanesulfinic acid, hydroxy-(1,3-thiazol-2-yl)- methanesulfinic acid, hydroxy-(1,3-oxazol-2-yl)-methanesulfinic acid, hydroxy-(1H- pyrrol-2-yl)-methanesulfinic acid, hydroxy-(hydroxyl-2-yl)-methanesulfinic acid, hydroxy-(hydroxyl-4-yl)-methanesulfinic acid, hydroxy-[3-hydroxy-5-(hydroxymethyl)- 2-methylpyridin-4-yl]-methanesulfinic acid, hydroxy-(quinolin-2-yl)-methanesulfinic A-12 / 24 acid, hydroxy-(quinolin-4-yl)-methanesulfinic acid, 1H-benzimidazol-2-yl-(hydroxyl)- methanesulfinic acid, 1,3-benzothiazol-2-yl-(hydroxyl)-methanesulfinic acid, 1,3- Benzoxazol-2-yl-(hydroxy)-methanesulfinic acid, 1,2-dihydroxyethane-1,2-disulfinic acid, 1,3-dihydroxypropane-1,3-disulfinic acid, hydroxy-{4-[hydroxy(sulfino)methyl]- phenyl}-methanesulfinic acid, {2-chloro-3-[hydroxy-(sulfino)-methyl]-cyclohexyl}- (hydroxy)-methanesulfinic acid, {2-chloro-3-[hydroxyl(sulfino)methyl]cyclopentyl}- (hydroxyl)-methanesulfinic acid, Hydroxy-{5-[hydroxy-(sulfino)-methyl]thien-2-yl}- methanesulfinic acid, hydroxy-{2-[hydroxy(sulfino)-methyl]phenyl}-methanesulfinic acid, hydroxy-{3-[hydroxy-(sulfino)-methyl]-phenyl}-methanesulfinic acid, 1,5- dihydroxypentane-1,5-disulfinic acid, 4-hydroxy-4-sulfinobutanoic acid, 1-Hydroxy-4- methoxy-4-oxobutane-1-sulfinic acid, 1-Hydroxy-4-ethoxy-4-oxobutane-1-sulfinic acid, 4-Hydroxy-4-sulfinopentanoic acid, 2-Hydroxy-5-methoxy-5-oxopentane-2- sulfinic acid, 2-Hydroxy-5-ethoxy-5-oxopentane-2-sulfinic acid, 4-Hydroxy-4- sulfinobut-2-enoic acid, 1-Hydroxy-4-methoxy-4-oxobut-2-ene-1-sulfinic acid, 1- Hydroxy-4-ethoxy-4-oxobut-2-ene-1-sulfinic acid, 4-hydroxy-4-sulfinopent-2-enoic acid, 2-Hydroxy-5-methoxy-5-oxopent-3-ene-2-sulfinic acid, 2-Hydroxy-5-ethoxy-5- oxopent-3-ene-2-sulfinic acid, 5-Hydroxy-5-sulfinopentanoic acid, 1-Hydroxy-5- methoxy-5-oxopentane-1-sulfinic acid, 1-Hydroxy-5-ethoxy-5-oxopentane-1-sulfinic acid, 5-hydroxy-5-sulfinohexanoic acid, 2-Hydroxy-6-methoxy-6-oxohexane-2-sulfinic acid, 2-Hydroxy-6-ethoxy-6-oxohexane-2-sulfinic acid, 4-[Hydroxy-(sulfino)-methyl]- benzoic acid, 4-[amino-(sulfino)-methyl]-benzoic acid, {4-[Hydroxy-(sulfino)-methyl]- phenoxy}-acetic acid, {4-[amino-(sulfino)-methyl]-phenoxy}-acetic acid, 3-Hydroxy-4- [hydroxy-(sulfino)-methyl]-benzoic acid, 3-Hydroxy-4-[amino-(sulfino)-methyl]-benzoic acid, (4-cyanophenyl)-(hydroxy)-methanesulfinic acid, [(2-Methoxy-2-oxoethyl)- amino]-(oxo)-methane-sulfinic acid, 2-Hydroxy-2-sulfinoacetic acid, 2-amino-2- sulfino-acetic acid, (4-cyanophenyl)-(amino)-methane-sulfinic acid,(4-nitrophenyl)- (hydroxy)-methane-sulfinic acid, (4-nitrophenyl)-(amino)-methane-sulfinic acid, 4- hydroxy-1,1-dimethyl-4-sulfinopiperidinium, 1-allyl-4-hydroxy-1-methyl-4- sulfinopiperidinium, 2-Hydroxy-2-sulfino-propionic acid, 2-amino-2-sulfino-propionic acid, 2-Hydroxy-2-sulfinato-acetic acid ethyl ester, 2-Amino-2-sulfinato-acetic acid ethyl ester, 4-Hydroxy-1,1-dimethylpiperidinium-4-sulfinate,1-Allyl 4-hydroxy-1- methylpiperidinium-4-sulfinate, 1-Hydroxy-2-(trimethylammonio)-ethane-sulfinate, Hydroxy-[4-(trimethylammonio)-phenyl]-methane-sulfinate, 4-[Hydroxy-(sulfino)- methyl]-benzene-sulfonic acid, 2-[Hydroxy-(sulfino)-methyl]-benzene-sulfonic acid, 3- A-12 / 24 Hydroxy-3-sulfinato-propionic acid, 3-amino-3-sulfinato-propionic acid, 1-Hydroxy-2- methoxy-2-oxoethanesulfinic acid, 2-amino-1-hydroxy-2-oxoethanesulfinic acid, 2- (dimethylamino)-1-hydroxy-2-oxoethanesulfinic acid, hydroxy-(sulfino)-methane- sulfonic acid, Hydroxy-(phenyl)-methane-sulfinic acid, hydroxy-(4-hydroxyphenyl)- methanesulfinic acid, hydroxy-(4-methoxyphenyl)-methane-sulfinic acid, and / or their salt(s), and / or their mixtures. Preferably, form the viewpoint of reducing power, one or more one or more organic sulfinic acid(s) has the following structure: OOHS H R1O COOR1With R1 having the same denotation as above. The most preferred one or more organic sulfinic acid(s) is / are 2-hydroxy-2- sulfinoacetic acid, and / or its salts, preferably it is disodium-2-hydroxy-2- sulfinatoacetate. It is preferred from the viewpoint of color removal that the total concentration of one or more organic sulfinic acid(s) is in the range of 0.1% to 50% by weight, preferably in the range of 0.25% to 40% by weight, more preferably in the range of 0.5% to 30% by weight, still more preferably in the range of 1% to 20% by weight, still more preferably in the range of 3% to 12% by weight, calculated to the total weight of the composition. It is preferred from the viewpoint of stability and acidity that the composition of the present invention comprises one or more sulfonic acid compound according to the following general structure: With the provision that R7 is selected from H, NH4+or a metal cation, R8 is selected from OH, NR11R12in which R11and R12, which may be identical or different, are A-12 / 24 chosen from H or C1-C6alkyl, R9is selected from H, alkyl, alkenyl, cycloalkyl or aryl which is / are unsubstituted or substituted by 1 to 3 identical or different substituents chosen from OH, C1-C6 alkyl, O-C1-C6 alkyl, halogen or CF3, R10 is chosen from a radical COOR7, SO3R7, COR11, CONR11R12or COOR11in which R7, R11and R12have the denotations as above, or R10 denotes H when R9 denotes an aryl group, in particular an aryl group substituted as described above, and / or their salt(s), and / or their mixtures, preferably one or more compound(s) according to group b) has the following structure: With R7 having the same denotation as above, more preferably one or more sulfonic acid compound is disodium-2-hydroxy-2-sulfonatoacetate. When the sulfonic acid compounds are present, it is preferred that the total concentration of sulfonic acid compounds is in the range of 0.1% to 40% by weight, calculated to the total weight of the composition. It is further preferred that the composition B of the present invention is an aqueous composition comprising water at 50% by weight or more, preferably at 60% by weight or more, still more preferably at 70% by weight or more, calculated to the total weight of the composition. It is preferred from the viewpoint of cosmetic safety that the pH of the composition B is 1 or more, preferably 2 or more, still more preferably 2.5 or more. It is preferred from the viewpoint of stability that the pH of the composition B is 6 or less, preferably 5 or less, still more preferably 4.5 or less. For attaining the above-mentioned effects, it is preferred that the pH of the composition B is in the range of 1 to 6, more preferably in the range of 2 to 5, still more preferably in the range of 2.5 to 4.5. It is further preferred that the composition B of the present invention comprises one or more organic reducing agent(s) having at least one thiol group(s), and / or their salt(s), and / or their mixtures, and preferably the molar ratio of sulphinic acids to A-12 / 24 organic reducing agent(s) having at least one thiol group(s) is in the range of 10:0.1 to 0.1:10, preferably in the range of 3:1 to 1:4, more preferably it is in the range of 1.5:1 to 1:1.5. The term ‘thiol group’ has its common meaning in the field of chemistry, i.e., it is an unmodified thiol group able to act as reducing moiety within the molecule of the organic compound. Suitably, the one or more organic reducing agent(s) having at least one thiol group(s) is / are cysteine, cystine, cysteamine, thioglycolic acid, thiolactic acid, and / or their salt(s), and / or their mixtures, preferably it is cysteine and / or its salt(s), from the viewpoint of commercial availability. Suitably, the total concentration of one or more organic reducing agent(s) having at least one thiol group(s) is in the range of 0.1% to 20% by weight, preferably in the range of 0.25%to 15% by weight, more preferably in the range of 1% to 12% by weight, calculated to the total weight of composition B. In another aspect, the composition B of the present invention comprises water at 10% by weight or less, preferably 1% by weight or less, more preferably 0.1% by weight or less, calculated to the total weight of composition B, still more preferably composition B is an anhydrous composition, still more preferably composition B is an anhydrous powder composition. Composition C In case any of the compositions A and / or B are solid compositions at 25°C and atmospheric pressure, then the kit may further comprise an aqueous composition C for dissolving any of the compositions A and / or B prior to application onto keratin fibers. Preferably the composition C is tap water. In case composition A comprises one or more oxidative dyes or is a bleaching composition comprising one or more persalt(s) and / or peroxy salt(s), then the composition C may be aqueous and comprise hydrogen peroxide at a total concentration in the range of 1% to 20% by weight, calculated to the total weight of composition C, and the composition C in this case preferably has a pH in the range of 1 to 6. Lipophilic compounds and surfactants It is preferred from the viewpoint of user convenience and viscosity that the compositions A and / or B of the present invention comprise one or more lipophilic compound being liquid at 25°C and atmospheric pressure, said compound(s) being preferably selected from from C12to C22fatty alcohols, esters of C3to C22alcohols with C12 to C22 fatty acids, C8 to C22 fatty acids, vegetable oils, and / or silicones, and / or hydrocarbon-based products, and / or their mixtures. Suitable C12to C22fatty acohols are linear or branched, saturated or unsaturated fatty alcohols with C12to C22substituted with hydroxy or unsubstituted alkyl or alkylene group, preferably they are lauryl alcohol, tridecyl alcohol, myristyl alcohol, pentadecyl alcohol, cetyl alcohol, palmitoleyl alcohol, heptadecyl alcohol, stearyl alcohol, nonadecyl alcohol, arachidyl alcohol, behenyl alcohol, and / or their mixtures. Suitable fatty acids are saturated or unsaturated fatty acids with or without a hydroxyl group. Suitable are myristoleic acid, palmitoleic acid, oleic acidlinoleic acid, arachidonic acid, and / or their mixtures. Suitable esters of C3 to C22 alcohols with C12 to C22 fatty acids are isopropyl palmitate, isopropyl myristate, octyl palmitate, isocetyl palmitate, octyl stearate, oleyl oleate, ethylhexyl hydroxystearate, myristyl myristate, behenyl behenate, and / or their mixtures. Suitable vegetable oils are jojoba oil, avocado oil, sunflower seed oil, walnut oil, peanut oil, olive oil, rapeseed oil, cottonseed oil, palm oil, sesame oil, soybean oil, coconut oil, safflower oil, almond oil, macadamia nut oil, grapefruit seed oil, lemon kernel oil, orange kernel oil, apricot kernel oil, castor oil, and / or their mixtures. Suitable petrolatum-based products are liquid paraffins, especially paraffinum perliquidum and paraffinum subliquidum, polydecenes, and mineral oil, in particular white mineral oil, and / or their mixtures. Suitable silicones are dimethylpolysiloxanes, and modified silicones (for example, amino-modified silicones, fluorine-modified silicones, alcohol-modified silicones, polyether-modified silicones, epoxy-modified silicones, or alkyl-modified silicones), but dimethylpolysiloxane, polyether-modified silicones and amino-modified silicones are preferred. Amino-modified silicones are commonly known under their CTFA name amodimethicone. Specific examples of suitable commercially available amodimethicone oils such as SF8452C, SS-3551 (all by Dow Corning Toray Co., Ltd.), KF-8004, KF-867S, and KF-8015 (all by Shin-Etsu Chemical Co. , Ltd.), and amodimethicone emulsions such as SM8704C, SM8904, BY22-079, FZ-4671, and FZ-4672 (all by Dow corning Toray Co., Ltd.). The amino-modified silicone may be any silicone having an amino group or a quaternary ammonium group, and examples thereof include amine-modified silicone oil having all or a part of the terminal hydroxyl groups capped with a methyl group for example, and an amodimethicone which does not have the terminals capped. The most preferred lipophilic compound is cetearyl alcohol. Suitably, the total concentration of one or more lipophilic compound(s), preferably the total concentration of C12 to C22 fatty alcohols, esters of C3 to C22 alcohols with C12 to C22fatty acids, C8to C22fatty acids, vegetable oils, and / or silicones, and / or hydrocarbon-based products, and / or their mixtures, is in the range from 0.1% to 25% by weight, preferably in the range of 0.25% to 20% by weight, more preferably in the range of 0.5% to 15% by weight, still more preferably in the range of 1% to 10% by weight, calculated to the total weight of each of the compositions A and / or B. Preferably, the compositions A and / or B according to the present invention comprises one or more surfactant(s), preferably one or more non-ionic, anionic, cationic or amphoteric / zwitterionic surfactant surfactant(s), and / or their salt(s), and / or their mixtures. Anionic surfactants suitable are in principle known from the cleansing compositions. These are anionic surfactants of the sulfate, sulfonate, carboxylate and alkyl phosphate type, for example, the known C10-C18-alkyl sulfates, and in particular the respective ether sulfates, for example, C12-C14-alkyl ether sulfate, lauryl ether sulfate, especially with 1 to 4 ethylene oxide groups in the molecule, monoglyceride (ether) sulfates, fatty acid amide sulfates obtained by ethoxylation and subsequent sulfatation of fatty acid alkanolamides, and the alkali salts thereof, as well as the salts of long-chain mono- and dialkyl phosphates. Preferred anionic surfactants are alkyl sulphate surfactants especially lauryl sulphate and its salts. A-12 / 24 Suitable amphoteric / zwitterionic surfactants are the various known betaines such as alkyl betaines, fatty acid amidoalkyl betaines and sulfobetaines, for example, lauryl hydroxysulfobetaine; long-chain alkyl amino acids, such as cocoaminoacetate, cocoaminopropionate and sodium cocoamphopropionate and -acetate are also suitable. Typical cationic surfactants are cetyl trimethyl ammonium chloride, stearyl trimonium chloride, dipalmitoyl dimonium chloride, distearyl dimethyl ammonium chloride, stearamidopropyl trimonuim chloride, dioleoylethyl dimethyl ammonium methosulfate, dioleoylethyl hydroxyethylmonium methosulfate. The preferred surfactants are nonionic surfactants. Non-limiting examples are long- chain fatty acid mono- and dialkanolamides, such as coco fatty acid mono- or diethanolamide and myristic fatty acid mono or diethanolamide, stearic acid mono or diethanolamide, alkyl polyglucosides with an alkyl group of 8 to 18 carbon atoms, and with 1 to 5 glucoside units, sorbitan esters, such as polyethylene glycol sorbitan stearic, palmitic, myristic and lauric acid esters, fatty acid polyglycol esters or poly- condensates of ethyleneoxide and propyleneoxide, as they are on the market, for example, under the trade name "PluronicsR", as well as ethoxylated fatty alcohols, C10-C22-fatty alcohol ethoxylates, known by the generic terms "Laureth", "Myristeth", "Oleth", "Ceteth", "Deceth", "Steareth" and "Ceteareth" according to the CTFA nomenclature, including addition of the number of ethylene oxide molecules, e.g., "Laureth-16": The average degree of ethoxylation thereby ranges between about 2.5 and about 100, preferably about 10 and about 30. Preferably, the one or more non-ionic surfactant(s) are selected from alkyl polyglycosides, ethoxylated triglycerides, ethoxylated fatty alcohols, ethoxylated fatty acid esters, and / or their mixtures, still more preferably said compound(s) are selected from ethoxylated C10-C22 fatty alcohols. It is further preferred that the concentration one or more surfactant(s), preferably the total concentration of non-ionic surfactant(s), still more preferably the total concentration of ethoxylated C10-C22 fatty alcohols, is in the range from 0.1% to 25% by weight, preferably in the range of 0.25% to 20% by weight, more preferably in the range of 0.5% to 15% by weight, still more preferably in the range of 1% to 10% by weight, calculated to the total weight of each of the compositions A and / or B. A-12 / 24 In a further preferred aspect, the composition B of the present invention is an emulsion, preferably an oil-in-water emulsion. Suitably, the lipophilic compounds and surfactants as disclosed above are present. It is further preferred from the viewpoint of discoloring performance that the composition of the present invention comprises one or more additional reducing agent(s) different from sulfinic acids and thiols, preferably the one or more additional reducing agent(s) is ascorbic acid, and more preferably the total concentration of ascorbic acid is in the range of 0.1% to 10% by weight, calculated to the total weight of the composition. Method for discoloring The present invention is also directed to a method for discoloring keratin fibers, preferably human keratin fibers, more preferably human hair, said keratin fibers being dyed with the direct dyes of composition A according to any of the claims 1 to 14, said method comprising the following steps: i) providing composition B as defined above and optionally dissolving it in an aqueous composition C as defined above to prepare a ready-to-use discoloring composition having a pH in the range of 1 to 9, then ii) applying the ready-to-use discoloring composition onto keratin fibers and leaving it for a time period in the range of 1 to 60 min, then iii) rinsing-off the ready-to-use discoloring composition with water and optionally drying the keratin fibers. It is preferred from the viewpoint of reducing power that the pH of the ready-to-use discoloring composition of step ii) is in the range of 1 to 7, more preferably in the range of 1.5 to 5. The preferred application time of step ii) is in the range of 2 min to 45 min, more preferably it is in the range of 5 min to 35 min, still more preferably it is in the range of 10 min to 30 min. A-12 / 24 The following examples are to illustrate the present invention and not to limit it.
[0002] A-12 / 24 EXAMPLES Example A The following dyeing compositions A were prepared (Table 1): Ingredients Ex.1 Ex.2 Ex.3% by weightHC Red 18 0.25 - -HC Blue 18 - 0.25 -HC Yellow 16 - - 0.252-aminomethyl propanol 5.0 5.0 5.0Water Ad 100.0The pH of the compositions A above was 10.0 ± 0.1, measured with a calibrated glass electrode at 25°C. The initial color of Yak hair streaks (21 cm long, 2 g per bundle) was measured (L*1, a*1, b*1). The hair streaks were then dyed with 2 g of the compositions A of Table 1 for 30 min at 40°C. The hair streaks were then shampooed with a commercially available shampoo under the brand name Goldwell Deep Cleansing Shampoo and then the hair streaks were blow dried. The color was measured again (L*2, a*2, b*2).The removal of the color was either done with 2 g of the composition B or D below for 30 min at 40°C. The hair streaks were shampooed again and blow dried. The final discloring results was measured (L*3, a*3, b*3). The following composition B was prepared: % by weightDisodium-2-hydroxy-2-sulfinatoacetate 3.0Cysteine HCl • 1 H20 3.0NaOH / HCl add pH 3.0Water add 100.0
[0003] A-12 / 24 The following comparative oxidative discoloring composition D was prepared: % by weightAmmonium persulfate 21.00Potassium persulfate 36.00Sodium metasilicate 11.00Diatomaceous Earth 21.00Aerosil 380 1.00Liquid paraffin 10.00The comparative oxidative discoloring composition was mixed directly prior to application onto keratin fibers with another aqueous composition comprising 9% by weight of hydrogen peroxide in a weight ratio of 1:2 (oxidative discoloring composition: aqueous composition) to prepare a ready-to-use composition D having a pH of 10.0. The following discoloring results on dyed keratin fibers were obtained: Examples Inv. ex.Inv. ex. Inv. ex. Comp. Comp. Comp. 1 2 3 ex.1 ex.2 ex.3 Dyeing composition A Ex. 1 Ex. 2 Ex. 3 Ex. 1 Ex. 2 Ex. 3Discoloring composition Comp. B Comp. B Comp. B Comp. D Comp. D Comp. D[% discoloration] Results 88.98 79.06 54.73 2.37 11.04 27.50The results above illustrate the bleach-stability of the direct dyes in the comparative experiments. A strong discoloration was not observed with the oxidative discoloring composition D. Hair treated with the discoloring composition B, however, showed a significant, in some cases even almost complete, discoloring.
[0004] A-12 / 24 Example B The following compositions A comprising various bleach-stable direct dyes were prepared (Table 2): Ingredients Ex.4 Ex.5 Ex.6 Ex.7 Ex.8 Ex.9Ammonium persulfate 21.0 21.0 21.0 21.0 21.0 21.0Potassium persulfate 36.0 36.0 36.0 36.0 36.0 36.0Sodium metasilicate 11.0 11.0 11.0 11.0 11.0 11.0Acid red 92 0.20 - - - - -Tetrabromophenol blue - 0.20 - - - -Basic Orange 31 - - 0.20 - - -HC Yellow 13 - - - 0.20 - -HC Red 18 - - - - 0.20 -HC Blue 18 - - - - - 0.20Diatomaceous Earth Ad 100.0The composition A from above were mixed directly prior to application onto keratin fibers with another aqueous composition comprising 9% by weight of hydrogen peroxide in a weight ratio of 1:2 (composition A: aqueous composition) to prepare a ready-to-use composition having a pH of 10.0.7N human hair streaks (21 cm long, 2 g per bundle) were bleached with a commercially available bleach under the trade name Goldwell SilkLift Strong to prepare a reference value for the color measurement. After bleaching, the color of the hair streaks was measured (L*1, a*1, b*1). Then, the hair streaks were bleach-dyed with the composition from above for 30 min at 40°C. After shampooing and blow-drying, the color was measured again (L*2, a*2, b*2). For discoloring the dyed keratin fibers, the composition B of example 1 was used with the same discoloring method. The color was measured again after shampooing the hair streaks and blow-drying ((L*3, a*3, b*3). The following discoloration results were obtained for the bleach-stable direct dyes from above: Examples Inv. ex.Inv. ex. Inv. ex. Inv. ex. Inv. ex. Inv. ex. 4 5 6 7 8 9 Dyeing composition A Ex. 4 Ex. 5 Ex. 6 Ex. 7 Ex. 8 Ex. 9Discoloring Comp. Comp. Comp. Comp. Comp. Comp. composition B B B B B B [% discoloration] Results 32.15 65.96 94.21 64.67 88.5 96.15While the dyes from above had a strong stability in bleach, a large amount of color could be removed with the reductive composition B. A-12 / 24 Measurement methods L*1, a*1, b*1 values of Yak hair streaks or 7N human hair streaks (21 cm long, 2 g per bundle) were measured with a Datacolor 45 spectrometer prior to any treatment. L*2, a*2, b*2 values were measured with a Datacolor 45 spectrometer after the dyeing treatments. ΔE*ab color was calculated as follows: For assessing bleaching / discoloring of the hair streaks, L*3, a*3, b*3 values weremeasured. ΔE*ab discolored and % discolored was calculated according to the followingformula:
Claims
A-12 / 24 Claims 1. A kit-of-parts for dyeing and discoloring of keratin fibers, preferably human keratin fibers, more preferably human hair, comprising: - a dyeing composition A comprising one or more bleach-stable direct dye(s), - a discoloring composition B comprising a) one or more organic sulfinic acid(s), and / or their salt(s), and / or their mixtures, wherein the one or more bleach-stable direct dye(s) are selected from HC Red 18, HC Blue 18, HC Yellow 16, Basic Orange 31, HC Yellow 13, Tetrabromophenol blue, Acid Red 92, and / or their salt(s), and / or their mixtures.
2. The kit according to any of the preceding claims characterized in that the total concentration of bleach-stable direct dye(s) in composition A is in the range of 0.001% to 20% by weight, preferably in the range of 0.01% to 15% by weight, still more preferably in the range of 0.1% to 10% by weight, calculated to the total weight of the composition A.
3. The kit according to any of the preceding claims characterized in that the composition A further comprises one or more alkalizing agents, preferably said alkalizing agents are ammonia and / or its salt(s), salts of silicates, metasilicates, or disilicates, linear or branched alkyl- or alkanolamines, and / or their mixtures, and / or their salt(s), more preferably said alkalizing agent(s) are ammonium hydroxide, sodium metasilicate, monoethanolamine, diethanolamine, monoethanol methylamine, monoethanol dimethylamine, diethanolmethylamine, monoethanolethylamine, monoethanoldiethylamine, diethanolethylamine, monoethanolpropylamine, monoethanoldipropylamine, diethanolpropylamine, monoethanolbutylamine, diethanolbutylamine, trimethylamine, triethylamine, 2-amino-2-methylpropanol, tris- (hydroxymethyl)-aminomethane and / or its / their salt(s), and / or their mixtures, most preferably it is selected from monoethanolamine, 2-amino-2-methylpropanol, tris- (hydroxymethyl)-aminomethane, ammonium hydroxide, metasilicate, and / or their salt(s), and / or their mixtures.
4. The kit according to claim 3 characterized in that the composition A comprises the one or more alkalizing agent(s) at a total concentration in the range of 0.1% to 40%by weight, preferably in the range of 0.5% to 30% by weight, more preferably in the range of 1% to 25% by weight, calculated to the total weight of composition A.
5. The kit according to any of the preceding claims characterized in that the composition A further comprises one or more oxidative dye(s), preferably 1,4- diamino-2-methoxymethyl-benzene, p-toluene-diamine, p-phenylene-diamine, 5- amino-2-methylphenol, 2-methyl-5-hydroxyethylaminophenol, 2,4,- diaminophenoxyethanol, 2-amino-4-hydroxyethylaminoanisol, 2-methyl-5-amino-6- chlorphenol, 1,3-bis-(2,4-diaminophenoxy)-propane, 2-bis(2-hydroxyethyl)- aminotoluene, 2-amino-5-methylphenol, resorcinol, 2-methylresorcinol, 4- chlororesorcinol, 2-amino-4-chlorophenol, 5-amino-4-methoxy-2-methylphenol, 2- aminophenol, 3-amino-phenol, 1-methyl-2-hydroxy-4-aminobenzene, 3-N,N-dimethyl aminophenol, 2,6-dihydroxy-3,5-dimethoxypyridine, 5-amino-3-methylphenol, 6- amino-3-methylphenol, 1,3-diamino- benzene, 1-amino-3-(2’-hydroxyethylamino)benzene, 1-amino-3-[bis(2’-hydroxy-ethyl) amino]benzene, ^-naphthol, 4,6-dichlororesorcinol, 1,3-diamino-toluene, 4-hydroxy-1,2-methylenedioxy benzene, 1,5-dihydroxy naphthalene, 1,6-dihydroxy naphthalene, 1,7-dihydroxy naphthalene, 2,7-dihydroxy naphthalene, 1-hydroxy-2-methyl naphthalene, 4- hydroxy-1,2-methyldioxy benzene, 2,4-diamino-3-chlorophenol, 5-amino-2- methoxyphenol and / or 1-methoxy-2-amino-4-(2’-hydroxyethyl amino)-benzene, 2,4,5,6-tetraaminopyrimidine, 2,5,6-triamino-5-pyrimidinol, and / or their salt(s), and / or their mixtures, preferably one or more compound(s) according to group b) is / are selected from 4-chlororesorcinol, 2-methylresorcinol, 1,3-bis(2,4-diaminophenoxy)- propane, 2-methyl-5-amino-6-chlorphenol, 2-amino-3-hydroxypyridine, and / or their salt(s), and / or their mixtures, preferably at a total concentration in the range of 0.01% to 20% by weight, more preferably in the range of 0.05% to 15% by weight, still more preferably in the range of 0.1% to 12% by weight, calculated to the total weight of composition A.
6. The kit according to any of the preceding claims characterized in that the composition A is an aqueous composition and comprises water at 50% by weight or more, preferably at 60% by weight or more, still more preferably at 75% by weight or more, calculated to the total weight of composition A, and preferably the composition A has a pH in the range of 7 to 12, more preferably in the range of 8 to 11, still more preferably in the range of 8.5 to 10.5.
7. The kit according to any of the claims 1 to 6 characterized in that the composition A is a bleaching composition, preferably a bleaching powder composition, and more preferably composition A comprises one or more persalt(s) and / or peroxy salt(s), and still more preferably the total concentration of said persalt(s) and / or peroxy salt(s) is in the range of 10% to 80% by weight, calculated to the total weight of composition A.
8. The composition according to any of the preceding claims characterized in that the one or more one or more organic sulfinic acid(s) of composition B have the following general structure: OR2S R3R1O R4With the provision that R1 is selected from H, NH4+or a metal cation, R2 is selected from OH, NR5R6in which R5and R6, which may be identical or different, are chosen from H or C1-C6 alkyl, R3 is selected from H, alkyl, alkenyl, cycloalkyl or aryl which is / are unsubstituted or substituted by 1 to 3 identical or different substituents chosen from OH, C1-C6alkyl, O-C1-C6alkyl, halogen or CF3, R4is chosen from a radical COOR1, SO3R1, COR5, CONR5R6or COOR5in which R1, R5, and R6have the denotations as above, or R4 denotes H in case R3 denotes an aryl group, in particular an aryl group substituted as described above, and / or their salt(s), and / or their mixtures, preferably one or more compound(s) according to group a) has the following structure: OOHS HR1OCOOR1With R1having the same denotation as above, more preferably one or more compound(s) according to group a) is disodium-2-hydroxy-2-sulfinatoacetate.
9. The composition according to any of the preceding claims characterized in that the total concentration of one or more one or more organic sulfinic acid(s) of composition B is in the range of 0.1% to 50% by weight, preferably in the range of 0.25% to 40% by weight, more preferably in the range of 0.5% to 30% by weight, still morepreferably in the range of 1% to 20% by weight, still more preferably in the range of 3% to 12% by weight, calculated to the total weight of the composition B.
10. The kit according to any of the preceding claims characterized in that the composition B is an aqueous composition comprising water at 50% by weight or more, preferably at 60% by weight or more, still more preferably at 70% by weight or more, calculated to the total weight of the composition, and preferably having a pH in the range of 1 to 6, more preferably in the range of 2 to 5, still more preferably in the range of 2.5 to 4.
5.
11. The kit according to any of the claims 1 to 8 characterized in that the composition B comprises water at 10% by weight or less, preferably 1% by weight or less, more preferably 0.1% by weight or less, calculated to the total weight of composition B, still more preferably composition B is an anhydrous composition, still more preferably composition B is an anhydrous powder composition.
12. The kit according to any of the preceding claims characterized in that the composition B comprises one or more organic reducing agent(s) having at least one thiol group(s), and / or their salt(s), and / or their mixtures, preferably the composition B comprises one or more cysteine, cystine, cysteamine, thioglycolic acid, thiolactic acid, and / or their salt(s), and / or their mixtures, more preferably the composition B comprises cysteine and / or its salt(s), as compound(s) according to group c), and preferably the molar ratio of compound(s) according to group a) to compound(s) according to group c) is in the range of 10:0.1 to 0.1:10, preferably in the range of 3:1 to 1:4, more preferably it is in the range of 1.5:1 to 1:1.
5.
13. The kit according to any of the preceding claims characterized in that the compositions A and / or B are solid compositions at 25°C and atmospheric pressure, and that the kit further comprises an aqueous composition C for dissolving any of the compositions A and / or B prior to application onto keratin fibers, preferably the composition C is tap water.
14. A method for discoloring keratin fibers, preferably human keratin fibers, more preferably human hair, said keratin fibers being dyed with the direct dyes of composition A according to any of the claims 1 to 13, said method comprising the following steps:A-12 / 24 i) providing composition B as defined in any of the claims 1 to 13 and optionally dissolving it in an aqueous composition C as defined in claim 13 to prepare a ready- to-use discoloring composition having a pH in the range of 1 to 9, then ii) applying the ready-to-use discoloring composition onto keratin fibers, then iii) and leaving it for a time period in the range of 1 to 60 min, then iv) rinsing-off the ready-to-use discoloring composition with water and optionally drying the keratin fibers.
15. A method for correcting the color of keratin fibers, preferably human keratin fibers, more preferably human hair, said keratin fibers being dyed with the direct dyes of composition A as defined above, the method comprising the following steps: v) providing the composition A as defined above and optionally mixing it with an oxidizing composition, preferably comprising hydrogen peroxide, to prepare an aqueous ready-to-use dyeing composition having a pH in the range of 7 to 12, then vi) applying the ready-to-use dyeing composition of step i) onto keratin fibers, then vii) and leaving it for a time period in the range of 1 min to 60 min, then viii) rinsing-off the keratin fibers and optionally drying the keratin fibers, then ix) providing composition B as defined above and optionally dissolving it in an aqueous composition C as defined below to prepare a ready-to-use discoloring composition having a pH in the range of 1 to 9, then x) applying the ready-to-use discoloring composition onto keratin fibers and leaving it for a time period in the range of 1 to 60 min, xi) rinsing-off the ready-to-use discoloring composition with water and optionally drying the keratin fibers.