Oxidative hair dye composition and hair treatment method

Abstract

To provide an oxidative hair dye composition that inhibits thermal discoloration and color loss even when dyed hair is subjected to heat treatment at 100°C or above with a hair iron or the like.SOLUTION: Provided is an oxidative hair dye composition for application to hair prior to heating to 100°C or above, comprising at least one oxidative dye selected from 2,2'-[(4-aminophenyl)imino]bisethanol, 5-(2-hydroxyethylamino)-2-methylphenol, 2,4-diaminophenoxyethanol, and salts thereof.SELECTED DRAWING: None

Description

Technical Field

[0001] The present invention relates to a hair oxidizing dye composition to be applied to hair before being heated to 100° C. or higher and a hair treatment method.

Background Art

[0002] Generally, a hair treatment agent that exerts an effect by mixing a plurality of agents is known. As such a hair treatment agent, for example, an oxidizing hair dye composition composed of a first agent containing an alkaline agent and a second agent containing an oxidizing agent such as hydrogen peroxide is known. The oxidizing agent decolorizes melanin in the hair and oxidatively polymerizes the dye. The alkaline agent improves the dyeability by swelling the hair and improving the permeability of the dye into the hair.

[0003] In recent years, in a hair salon or the like, from the viewpoint of finishing the hair style even immediately after hair coloring, heat treatment may be performed using a hair iron, a hair comb, or the like. Conventionally, a hair treatment method including a step of heating using a heated iron after a hair dyeing treatment disclosed in Patent Document 1 is known. Patent Document 1 discloses the application of a hair composition containing at least one active substance selected from a direct dye, an oxidation base, a coupler, and an oxidizing agent to keratin fibers, followed by heating the fibers coated with the hair composition using a heated iron at a temperature of 60 to 220° C. or higher, and discloses a method for treating keratin fibers.

Prior Art Documents

Patent Documents

[0004]

Patent Document 1

Summary of the Invention

Problems to be Solved by the Invention

[0005] However, the dyes that develop color through oxidative polymerization may decompose when heated to a high temperature of 100°C or higher. Therefore, there was a problem that when the dyed hair was heat-treated with a hair iron or the like, thermal discoloration and fading occurred. In particular, cool-colored dyes were more vulnerable to heat compared to other colors, and the thermal discoloration and fading were significant.

Means for Solving the Problems

[0006] The present invention is based on the finding that by using a predetermined oxidative dye such as 2,2'-[(4-aminophenyl)imino]bisethanol in an oxidative hair dye composition applied to hair before being heated to 100°C or higher, thermal discoloration and fading can be suppressed.

[0007] Each aspect for solving the above problems will be described. The oxidative hair dye composition of Aspect 1 is an oxidative hair dye composition applied to hair before being heated to 100°C or higher, and is characterized by containing at least one oxidative dye selected from 2,2'-[(4-aminophenyl)imino]bisethanol, 5-(2-hydroxyethylamino)-2-methylphenol, 2,4-diaminophenoxyethanol, and salts thereof.

[0008] Aspect 2 is the oxidative hair dye composition according to Aspect 1, which contains 2,2'-[(4-aminophenyl)imino]bisethanol or a salt thereof as a dye intermediate, and contains at least one selected from 5-amino-o-cresol, 5-(2-hydroxyethylamino)-2-methylphenol, 2,4-diaminophenoxyethanol, m-aminophenol, α-naphthol, resorcinol, 2,6-diaminopyridine, and salts thereof as a coupler.

[0009] Aspect 3 is the oxidative hair dye composition according to Aspect 1, which contains at least one selected from 5-(2-hydroxyethylamino)-2-methylphenol, 2,4-diaminophenoxyethanol, and salts thereof as couplers, and contains at least one selected from 2,2'-[(4-aminophenyl)imino]bisethanol, p-phenylenediamine, toluene-2,5-diamine, p-aminophenol, p-methylaminophenol, p-nitro-o-phenylenediamine, and salts thereof as dye intermediates.

[0010] The hair treatment method of Aspect 4 is characterized by including a step of performing a hair dyeing treatment using the oxidative hair dye composition according to any one of Aspects 1 to 3, and a step of heating the hair after the hair dyeing treatment to 100°C or higher.

Advantages of the Invention

[0011] According to the present invention, even when the dyed hair is heat-treated at 100°C or higher with a hair iron or the like, heat discoloration and fading can be suppressed.

Brief Description of the Drawings

[0012]

Figure 1

Figure 2

Modes for Carrying Out the Invention

[0013] Hereinafter, an embodiment in which the oxidative hair dye composition of the present invention is embodied will be described. The oxidative hair dye composition is configured as, for example, a two-component oxidative hair dye composition. Hereinafter, the components of the two-component oxidative hair dye composition will be exemplified.

[0014] <1>Two-component oxidative hair dye composition The two-component oxidative hair dye composition includes, for example, a first agent containing an alkali agent or the like, and a second agent containing an oxidizing agent or the like.

[0015] (First Agent of the Two - Component Oxidative Hair Dye Composition) The first agent contains an alkaline agent and a predetermined oxidative dye. (Alkaline Agent) The alkaline agent contained in the first agent promotes the action of the oxidizing agent contained in the second agent and functions to improve the hair - decoloring effect. Also, it improves the hair - dyeing property. Examples of the alkaline agent include ammonia, alkanolamine, silicate, carbonate, bicarbonate, carbamate, metasilicate, phosphate, organic amine, basic amino acid, etc. Specific examples of alkanolamine include monoethanolamine, triethanolamine, etc. Specific examples of silicate include sodium silicate, potassium silicate, calcium silicate, etc. Specific examples of carbonate include sodium carbonate, ammonium carbonate, magnesium carbonate, etc. Specific examples of bicarbonate include sodium bicarbonate, ammonium bicarbonate, etc. Specific examples of carbamate include ammonium carbamate, etc. Specific examples of metasilicate include sodium metasilicate, potassium metasilicate, etc. Specific examples of phosphate include triammonium phosphate, diammonium hydrogen phosphate, etc. Specific examples of organic amine include 2 - amino - 2 - methyl - 1 - propanol (AMP), 2 - amino - 2 - methyl - 1,3 - propanediol, guanidine, etc. Specific examples of basic amino acid include arginine, lysine, etc. Among these specific examples of the alkaline agent, only one kind may be contained alone, or two or more kinds may be combined and contained. Among these, ammonia, ammonium salt, alkanolamine, and carbonate are preferably applied from the viewpoint of excellent effect in improving the lightness of hair.

[0016] When in use, the content of the alkali agent in the oxidation hair dye composition, that is, the mixture of the first agent and the second agent, is preferably formulated in an amount such that the pH ranges from 7 to 12 when the oxidation hair dye composition is applied to a normal hair dyeing treatment, and more preferably in an amount such that the pH ranges from 9 to 12. By setting the pH of the mixture to 7 or higher, the action of the oxidizing agent contained in the second agent can be promoted. By setting the pH of the mixture to 12 or lower, damage to the hair caused by the application of the oxidation hair dye composition can be suppressed. The pH of the mixture is measured as the pH at 25°C when the mixture of each agent is diluted 10-fold with water and dissolved at a concentration of 10% by mass.

[0017] (oxidation dye) At least one oxidation dye selected from 2,2'-[(4-aminophenyl)imino]bisethanol, 5-(2-hydroxyethylamino)-2-methylphenol, 2,4-diaminophenoxyethanol, and salts thereof is included as an essential dye. Hair colored by the dye containing such an oxidation dye and developed by oxidative polymerization is less likely to undergo thermal discoloration and fading even when heated to a high temperature of 100°C or higher with a hair iron or the like.

[0018] 2,2’-[(4-Aminophenyl)imino]bisethanol or a salt thereof is formulated as a dye intermediate. As the dye intermediate, other dye intermediates may also be applied. Specific examples of other dye intermediates include, for example, p-phenylenediamine, toluene-2,5-diamine (paratoluylenediamine), N-phenyl-p-phenylenediamine, 4,4'-diaminodiphenylamine, p-aminophenol, o-aminophenol, p-methylaminophenol, N,N-bis(2-hydroxyethyl)-p-phenylenediamine, 2-hydroxyethyl-p-phenylenediamine, o-chloro-p-phenylenediamine, 4-amino-m-cresol, 2-amino-4-hydroxyethylaminoanisole, 2,4-diaminophenol, 1-hydroxyethyl-4,5-diaminopyrazole, p-nitro-o-phenylenediamine, salts thereof, and the like. Specific examples of salts include, for example, hydrochloride, sulfate, and the like. These dye intermediates may be contained alone as only one kind, or may be contained in combination of two or more kinds.

[0019] 5-(2-Hydroxyethylamino)-2-methylphenol, 2,4-diaminophenoxyethanol, or a salt thereof is formulated as a coupler. The coupler develops color by binding to the dye intermediate. As the coupler, other couplers may also be applied. Specific examples of other couplers include, for example, resorcinol, 5-amino-o-cresol, m-aminophenol, α-naphthol, m-phenylenediamine, toluene-3,4-diamine, 2,6-diaminopyridine, diphenylamine, N,N-diethyl-m-aminophenol, phenylmethylpyrazolone, 1,5-dihydroxynaphthalene, salts thereof, and the like. Specific examples of salts include, for example, hydrochloride, sulfate, and the like. These couplers may be contained alone as only one kind, or may be contained in combination of two or more kinds. Since the oxidative dye can vary the color tone of hair in various ways, it is preferably composed of at least one selected from among the dye intermediates and at least one selected from among the couplers.

[0020] It preferably contains 2,2'-[(4-aminophenyl)imino]bisethanol or a salt thereof as a dye intermediate, and at least one selected from 5-amino-o-cresol, 5-(2-hydroxyethylamino)-2-methylphenol, 2,4-diaminophenoxyethanol, m-aminophenol, α-naphthol, resorcinol, 2,6-diaminopyridine, and salts thereof as a coupler.

[0021] Moreover, it preferably contains at least one selected from 5-(2-hydroxyethylamino)-2-methylphenol, 2,4-diaminophenoxyethanol, and salts thereof as a coupler, and at least one selected from 2,2'-[(4-aminophenyl)imino]bisethanol, p-phenylenediamine, toluene-2,5-diamine, p-aminophenol, p-methylaminophenol, p-nitro-o-phenylenediamine, and salts thereof as a dye intermediate.

[0022] Hair colored by oxidative polymerization using these dye intermediates and couplers is less likely to undergo thermal discoloration and fading even when heated to a high temperature of 100 °C or higher with a hair iron or the like. In addition, the first agent may further appropriately contain an oxidative dye listed in, for example, "Standards for Raw Materials of Quasi-Drugs" (issued in June 2006, Yakujutsu Shimposha) as a dye other than the above oxidative dye.

[0023] In the preservative, in this embodiment, the lower limit of the content of the total oxidative dye in the first agent is appropriately set, but is preferably 0.1% by mass or more, more preferably 0.2% by mass or more, and still more preferably 0.3% by mass or more. When the content of the total oxidative dye is 0.1% by mass or more, the color tone can be particularly improved. The upper limit of the content of the total oxidative dye in the first agent is appropriately set, but is preferably 10% by mass or less, more preferably 8% by mass or less, and still more preferably 6% by mass or less. When the content of the total oxidative dye is 10% by mass or less, the solubility in the solubilizer can be improved, particularly when a solubilizer is used. Ranges arbitrarily combining the above upper and lower limits are also envisioned.

[0024] The lower limit of the content of the total oxidized dye in the mixture is appropriately set, but is preferably 0.05% by mass or more, more preferably 0.1% by mass or more, and still more preferably 0.15% by mass or more. When the content of the total oxidized dye is 0.05% by mass or more, the color tone can be particularly improved. The upper limit of the content of the total oxidized dye in the mixture is appropriately set, but is preferably 5% by mass or less, more preferably 4% by mass or less, and still more preferably 3% by mass or less. When the content of the total oxidized dye is 5% by mass or less, the solubility in the solubilizer can be improved, particularly when a solubilizer is used. Ranges arbitrarily combining the above upper and lower limits are also envisioned.

[0025] The lower limit of the total content of 2,2'-[(4-aminophenyl)imino]bisethanol, 5-(2-hydroxyethylamino)-2-methylphenol, 2,4-diaminophenoxyethanol, and their salts with respect to the total oxidized dye (100% by mass) in the mixture is appropriately set, but is preferably 10% by mass or more, more preferably 20% by mass or more, and still more preferably 30% by mass or more. When the lower limit of the total content is 10% by mass or more, even when heated to a high temperature of 100°C or more with a hair iron or the like, thermal discoloration and fading are further reduced.

[0026] The color tone developed by the above oxidized dye is not particularly limited and may be any of, for example, ash-based color tones, cool color tones such as blue and green, and warm color tones such as red, yellow, and purple. Among these, it is preferably applied to cool color tones. Dyes that develop cool color tones are particularly vulnerable to heat and have significant thermal discoloration and fading, so the effects of the present invention can be usefully exerted.

[0027] (Other components) The first agent may further contain, if necessary, components other than the aforementioned components, such as solubilizers, film-forming polymers, oily components, polyhydric alcohols, surfactants, chelating agents, pH adjusters, saccharides, preservatives, stabilizers, plant extracts, crude drug extracts, vitamins, fragrances, antioxidants, ultraviolet absorbers, etc.

[0028] Solubilizing agents are formulated, for example, to make the dosage form liquid. Examples of solubilizing agents used include, for example, water and organic solvents (solvents). Specific examples of organic solvents include, for example, ethanol, n-propanol, isopropanol, methyl cellosolve, ethyl cellosolve, methyl carbitol, ethyl carbitol, benzyl alcohol, phenethyl alcohol, γ-phenylpropyl alcohol, cinnamic alcohol, anisyl alcohol, p-methylbenzyl alcohol, α-dimethylphenethyl alcohol, α-phenylethanol, ethylene glycol phenyl ether (phenoxyethanol), phenoxyisopropanol, 2-benzyloxyethanol, N-alkylpyrrolidone, alkylene carbonate, alkyl ether, etc. Among these specific examples of solubilizing agents, only one kind may be contained alone, or two or more kinds may be combined and contained. Among these, water is preferably applied because of its excellent ability to dissolve other components in the mixture. When water is used as the solvent, the water content (content at the time of use) in the mixture is preferably 40% by mass or more, more preferably 50% by mass or more.

[0029] Film-forming polymers include, for example, anionic polymers, cationic polymers, nonionic polymers, amphoteric polymers, etc. It is preferable to incorporate a film-forming polymer in the oxidative hair dye composition from the viewpoint of improving the effect of reducing heat discoloration and fading of the dyed hair.

[0030] Specific examples of anionic polymers include, for example, xanthan gum, carrageenan, sodium alginate, gum arabic, pectin, carboxyvinyl polymer, alkyl acrylate copolymer, alkyl acrylate copolymer AMP, alkyl methyl vinyl ether / maleic anhydride half ester copolymer, vinyl acetate / crotonic acid copolymer, vinyl acetate / crotonic acid / vinyl neodecanoate copolymer, vinyl acetate / crotonic acid / vinyl propionate copolymer, vinyl acetate / N-vinyl-5-methyl-2-oxazoline copolymer, vinyl acetate / vinyl maleate / isobornyl acrylate copolymer, (acrylates / diacetone acrylamide) copolymer, (acrylates / diacetone acrylamide) copolymer AMP, (alkyl acrylate / octyl acrylamide) copolymer, (ethyl betaine methacrylate / acrylates) copolymer, and the like.

[0031] Specific examples of cationic polymers include, for example, hydroxyethyl cellulose, hydroxyethyl cellulose dimethyldiallylammonium chloride, hydroxyethyl cellulose dimethyldiallylammonium chloride, O-[2-hydroxy-3-(trimethylammonio)propyl]hydroxyethyl cellulose chloride, guar hydroxypropyltrimonium chloride, hydroxypropyl guar hydroxypropyltrimonium chloride, Caesalpinia spinosa hydroxypropyltrimonium chloride, locust bean hydroxypropyltrimonium chloride, cassia hydroxypropyltrimonium chloride, koroha hydroxypropyltrimonium chloride, hydroxypropyltrimonium starch chloride, poly(dimethylmethylenepiperidinium chloride), dimethyldiallylammonium chloride / acrylamide copolymer, vinyl pyrrolidone / N,N-dimethylaminoethyl methacrylate copolymer diethyl sulfate, vinyl pyrrolidone / methyl vinyl imidazolium copolymer, ethyl [(methacryloyloxy)ethyl]dimethylammonium ethyl sulfate / N,N-dimethylacrylamide / dimethacrylic acid polyethylene glycol copolymer, and the like.

[0032] Specific examples of nonionic polymers include, for example, hydroxyethyl cellulose, hydroxypropyl methyl cellulose, hydroxypropyl cellulose, methyl cellulose, highly polymerized polyethylene glycol, polyvinyl alcohol, polyvinyl pyrrolidone, vinyl pyrrolidone / vinyl acetate copolymer, vinyl pyrrolidone / methacrylic acid / methacrylic acid ester copolymer, vinyl pyrrolidone / vinyl acetate / alkyl amino acrylate copolymer, vinyl pyrrolidone / vinyl acetate / vinyl propionate copolymer, dimethyl hydantoin formaldehyde resin, poly(meth)acrylic acid, (meth)acrylic acid copolymer, poly(meth)acrylic acid ester, (meth)acrylic acid ester copolymer, poly(meth)acrylamide, (meth)acrylic acid amide copolymer, dextrin, galactan, pullulan, and the like.

[0033] Specific examples of amphoteric polymers include, for example, N-methacryloylethyl N,N-dimethylammonium α-N-methylcarboxy betaine / butyl methacrylate copolymer, (ethyl betaine methacrylate / acrylates) copolymer, hydroxypropyl acrylate / butyl methacrylate aminoethyl / octyl acrylamide copolymer, dimethyldiallylammonium chloride / acrylic acid copolymer, dimethyldiallylammonium chloride / acrylamide / acrylic acid terpolymer, acrylic acid / methyl acrylate / methacrylamidopropyltrimethylammonium chloride copolymer, hydroxypropyl acrylate / butyl methacrylate aminoethyl / octyl acrylamide copolymer, and the like.

[0034] These film-forming polymers may be contained alone or in combination of two or more. The oily component imparts a moist feeling to the hair. Therefore, the oxidative hair dye composition may contain an oily component within a range that does not inhibit the effects of the present invention. Examples of the oily component include, for example, fats and oils, waxes, higher alcohols, hydrocarbons, higher fatty acids, alkyl glyceryl ethers, esters, silicones, and the like.

[0035] Specific examples of fats and oils include, for example, argania spinosa kernel oil, lanolin, olive oil, camellia oil, shea butter, almond oil, safflower oil, sunflower oil, soybean oil, cottonseed oil, sesame oil, corn oil, rapeseed oil, rice bran oil, rice germ oil, grape seed oil, avocado oil, macadamia nut oil, castor oil, coconut oil, evening primrose oil, and the like. Specific examples of waxes include, for example, beeswax, candelilla wax, carnauba wax, jojoba oil, lanolin wax, and the like. Specific examples of higher alcohols include, for example, cetyl alcohol (cetanol), 2-hexyldecanol, stearyl alcohol, isostearyl alcohol, cetostearyl alcohol, oleyl alcohol, araalkyl alcohol, behenyl alcohol, 2-octyldodecanol, lauryl alcohol, myristyl alcohol, decyltetradecanol, lanolin alcohol, and the like.

[0036] Specific examples of hydrocarbons include, for example, paraffin, olefin oligomer, polyisobutene, hydrogenated polyisobutene, mineral oil, squalane, polybutene, polyethylene, microcrystalline wax, petrolatum, and the like. Specific examples of higher fatty acids include, for example, lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, isostearic acid, 12-hydroxystearic acid, oleic acid, lanolin fatty acid, and the like. Specific examples of alkyl glyceryl ethers include, for example, batyl alcohol, chimyl alcohol, ceralkyl alcohol, isostearyl glyceryl ether, and the like.

[0037] Specific examples of the ester include, for example, diisopropyl adipate, isopropyl myristate, cetyl octanoate, isononyl isononanoate, octyldodecyl myristate, isopropyl palmitate, stearyl stearate, myristyl myristate, isotridecyl myristate, 2-ethylhexyl palmitate, octyldodecyl ricinoleate, cholesteryl / lanosteryl fatty acids having 10 to 30 carbon atoms, cetyl lactate, lanolin acetate, ethylene glycol di-2-ethylhexanoate, pentaerythritol fatty acid ester, dipentaerythritol fatty acid ester, cetyl caprate, glyceryl tricaprylate, diisostearyl malate, dioctyl succinate, cetyl 2-ethylhexanoate, and the like.

[0038] Specific examples of the silicone include, for example, dimethylpolysiloxane (dimethicone), methylphenylpolysiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, terminal hydroxyl group-modified dimethylpolysiloxane, highly polymerized silicone, polyether-modified silicone (for example, (PEG / PPG / butylene / dimethicone) copolymer), amino-modified silicone, betaine-modified silicone, alkyl-modified silicone, alkoxy-modified silicone, mercapto-modified silicone, carboxy-modified silicone, fluorine-modified silicone, and the like. Among these oily components, only one kind may be contained alone, or two or more kinds may be combined and contained.

[0039] Examples of the polyhydric alcohol include glycol, glycerin, etc. Specific examples of the glycol include monoalkylene glycols such as ethylene glycol and propylene glycol, and polyalkylene glycols such as diethylene glycol, triethylene glycol, polyethylene glycol, highly polymerized polyethylene glycol, dipropylene glycol, polypropylene glycol, isoprene glycol, and 1,3-butylene glycol. Specific examples of the glycerin include glycerin, diglycerin, polyglycerin, etc. These polyhydric alcohols may be contained alone or in combination of two or more. Among these, it is preferable to blend polyalkylene glycol from the viewpoint of improving the effect of reducing heat discoloration and fading of the hair treated with hair dyeing.

[0040] The surfactant is used as an emulsifier or a component for solubilizing each component to emulsify or solubilize the oxidative hair dye composition when in use, and to adjust the viscosity or improve the viscosity stability. Therefore, the oxidative hair dye composition may contain a surfactant within a range that does not inhibit the effects of the present invention. Examples of the surfactant include anionic surfactants, cationic surfactants, amphoteric surfactants, and nonionic surfactants. Among these, it is preferable to blend a nonionic surfactant from the viewpoint of improving the effect of reducing heat discoloration and fading of the hair treated with hair dyeing.

[0041] Specific examples of anionic surfactants include, for example, alkyl ether sulfates, alkyl sulfates, alkyl ether sulfate esters, alkenyl ether sulfates, alkenyl sulfates, olefin sulfonates, alkane sulfonates, saturated or unsaturated fatty acid salts, alkyl or alkenyl ether carboxylates, α-sulfonated fatty acid salts, N-acyl amino acid type surfactants, phosphoric acid mono- or diester type surfactants, sulfosuccinic acid esters, and their derivatives. Specific examples of the counter ions of the anionic groups of these surfactants include, for example, sodium ions, potassium ions, triethanolamine, etc. More specifically, examples of alkyl ether sulfate esters include sodium POE lauryl ether sulfate. Specific examples of alkyl sulfates include sodium lauryl sulfate, sodium cetyl sulfate, etc. Specific examples of derivatives of alkyl sulfates include sodium POE lauryl sulfate, etc. Specific examples of sulfosuccinic acid esters include disodium lauryl sulfosuccinate, etc.

[0042] Specific examples of cationic surfactants include, for example, lauryl trimethyl ammonium chloride, cetyl trimethyl ammonium chloride, stearyl trimethyl ammonium chloride, alkyl trimethyl ammonium chloride, distearyl dimethyl ammonium chloride, cetyl trimethyl ammonium bromide, stearyl trimethyl ammonium bromide, lanolin fatty acid aminopropyl ethyl dimethyl ammonium ethyl sulfate, stearyl trimethyl ammonium saccharin, cetyl trimethyl ammonium saccharin, methacryloyloxyethyl trimethyl ammonium chloride, behenyl trimethyl ammonium methyl sulfate, etc.

[0043] Specific examples of amphoteric surfactants include, for example, coco betaine, lauramidopropyl betaine, cocamidopropyl betaine, sodium lauroamphoacetate, sodium cocoamphoacetate, coconut oil fatty acid amide propyl betaine, lauryl betaine (lauryldimethylaminoacetic acid betaine), etc.

[0044] Specific examples of nonionic surfactants include, for example, ether-type nonionic surfactants, ester-type nonionic surfactants, alkyl glucosides, etc. Specific examples of ether-type nonionic surfactants include, for example, POE cetyl ether (Cetes), POE stearyl ether (Steares), POE behenyl ether, POE oleyl ether (Ores), POE lauryl ether (Laures), POE octyldodecyl ether, POE hexyl decyl ether, POE isostearyl ether, POE nonyl phenyl ether, POE octyl phenyl ether, etc.

[0045] Specific examples of ester-type nonionic surfactants include, for example, POE sorbitan monooleate, POE sorbitan monostearate, POE sorbitan monopalmitate, POE sorbitan monolaurate, POE sorbitan trioleate, POE glycerin monostearate, POE glycerin monomyristate, POE sorbitol tetraoleate, POE sorbit hexastearate, POE sorbitan monolaurate, POE sorbit beeswax, polyethylene glycol monooleate, polyethylene glycol monostearate, polyethylene glycol monolaurate, lipophilic glycerin monooleate, lipophilic glycerin monostearate, self-emulsifying glycerin monostearate, sorbitan monooleate, sorbitan sesquioleate, sorbitan trioleate, sorbitan monostearate, sorbitan monopalmitate, sorbitan monolaurate, sucrose fatty acid ester, decaglyceryl monolaurate, decaglyceryl monostearate, decaglyceryl monooleate, decaglyceryl monomyristate, etc.

[0046] Specific examples of alkyl glucosides include, for example, alkyl (C8-C16) glucoside, POE methyl glucoside, POE dimethyl oleate glucoside, etc. These surfactants may be contained alone or in combination of two or more.

[0047] Chelating agents may be incorporated from the perspective of further improving the hair dyeing power. Specific examples of chelating agents include, for example, edetic acid (ethylenediaminetetraacetic acid (EDTA)), disodium edetate, tetrasodium edetate, diethylenetriaminepentaacetic acid and its salts, hydroxyethylethylenediaminetriacetic acid and its salts, and hydroxyethanediphosphonic acid (HEDP) and its salts, etc. These may be used alone or in combination of two or more.

[0048] pH adjusters may be incorporated to adjust the pH of the oxidative hair dyeing composition. Examples of pH adjusters include inorganic acids, organic acids, and their salts, etc. Specific examples of inorganic acids include, for example, phosphoric acid, hydrochloric acid, nitric acid, sulfuric acid, boric acid, etc. Further specific examples of phosphoric acid include, for example, orthophosphoric acid, polyphosphoric acid, pyrophosphoric acid, metaphosphoric acid, etc. Specific examples of organic acids include, for example, citric acid, tartaric acid, lactic acid, malic acid, succinic acid, fumaric acid, maleic acid, gluconic acid, glucuronic acid, benzoic acid, etc. Specific examples of salts include, for example, sodium salts, potassium salts, ammonium salts, etc.

[0049] Specific examples of sugars include, for example, monosaccharides such as glucose and galactose, disaccharides such as maltose, sucrose, fructose, trehalose, etc., oligosaccharides, sugar alcohols, etc. It is preferable to incorporate sugar into the oxidative hair dyeing composition from the perspective of improving the effect of reducing heat discoloration and fading of the hair treated with the hair dyeing.

[0050] Specific examples of preservatives include, for example, parabens, methylparaben, sodium benzoate, etc. Specific examples of stabilizers include, for example, phenacetin, 8-hydroxyquinoline, acetanilide, sodium pyrophosphate, barbituric acid, uric acid, tannic acid, etc. Specific examples of antioxidants include, for example, ascorbic acid, sulfites, etc.

[0051] (Second agent of the two-agent type oxidative hair dyeing composition) The second agent contains an oxidizing agent, etc. (Oxidizing agent) The oxidizing agent improves the decolorization property of melanin contained in hair. Specific examples of the oxidizing agent include, for example, hydrogen peroxide, urea peroxide, melamine peroxide, sodium percarbonate, sodium perborate, potassium perborate, ammonium persulfate, potassium persulfate, sodium persulfate, sodium peroxide, potassium peroxide, magnesium peroxide, barium peroxide, calcium peroxide, strontium peroxide, hydrogen peroxide adduct of sulfate, hydrogen peroxide adduct of phosphate, hydrogen peroxide adduct of pyrophosphate, and the like. These oxidizing agents may be contained alone or in combination of two or more.

[0052] The lower limit of the content of the oxidizing agent in the second agent is appropriately set, but is preferably 0.1% by mass or more, more preferably 1.0% by mass or more, and still more preferably 1.5% by mass or more. When the content of the oxidizing agent is 0.1% by mass or more, the decolorization property of melanin can be further improved. Also, the upper limit of the content of the oxidizing agent in the second agent is appropriately set, but is preferably 15.0% by mass or less, more preferably 12.0% by mass or less, and still more preferably 9.0% by mass or less. When the content of the oxidizing agent is 15.0% by mass or less, damage to hair and the like can be suppressed. Ranges arbitrarily combining the above upper and lower limits are also envisioned.

[0053] When hydrogen peroxide is blended as the oxidizing agent into the second agent, in order to improve the stability of hydrogen peroxide, preferably, the second agent contains a stabilizer, for example, sodium stannate, ethylene glycol phenyl ether (phenoxyethanol), hydroxyethane diphosphonic acid, or a salt thereof. Specific examples of the hydroxyethane diphosphonate include, for example, tetrasodium hydroxyethane diphosphonate, disodium hydroxyethane diphosphonate, and the like.

[0054] (Other components) The second agent may contain components generally contained in the oxidative hair dye composition and not inhibiting the actions of the above-described respective components. For example, components contained in the above-described first agent may be appropriately contained within a range not inhibiting the effects of the present invention.

[0055] (Hair treatment method) Next, a hair treatment method using the oxidative hair dye composition of the present embodiment will be described below. The above oxidative hair dye composition is applied to hair before being heated to 100°C or higher. The hair treatment method using the oxidative hair dye composition more specifically includes a step of performing a hair dyeing treatment using the oxidative hair dye composition and a step of heating the hair after the hair dyeing treatment to 100°C or higher.

[0056] The oxidative hair dye composition is prepared by mixing the above-mentioned agents at the time of use. The mixture can be prepared by charging the agents in a predetermined amount into a sealed container of a predetermined volume and shaking and mixing, or by charging the agents into a container such as a tray and stirring and mixing using a brush, a stirring rod, or the like.

[0057] The mixing ratio of the above-mentioned first agent and second agent is appropriately set. However, when the mass of the first agent is 1, the lower limit value of the mass of the second agent is preferably 0.5 or more, more preferably 0.7 or more. When the mass of the first agent is 1, the upper limit value of the mass of the second agent is preferably 3 or less, more preferably 2 or less. A range arbitrarily combining the above upper and lower limits is also assumed. By defining such a range, the mixability can be further improved.

[0058] The dosage form of the mixture is not particularly limited as long as it can be applied to hair. Specific examples of the dosage form at 25°C include liquid forms such as aqueous solutions and emulsions, gel forms, cream forms, foam forms, and the like. From the viewpoints of easy handling with a brush or comb, improved elongation and adhesion to hair, and excellent coating operability, it is preferable to use a cream form or a paste form. The obtained mixture is applied to the hair by hand with thin gloves, a comb, a brush, a bristle brush, an applicator, or the like, a lid having a discharge port, or a container with a comb.

[0059] After the mixture is applied to the hair, after a predetermined period of time, a step of rinsing the mixture applied to the hair with water is performed according to a conventional method. Next, preferably according to a conventional method, a step of washing the hair with a shampoo composition and rinsing it with water is performed. The shampoo composition is not particularly limited as long as it is applicable for washing hair, and a known shampoo composition can be applied. Next, preferably according to a conventional method, a step of conditioning the hair with a conditioner composition and rinsing it with water is performed. The conditioner composition is not particularly limited as long as it is applicable for conditioning hair, and a known conditioner composition can be applied. The treatment step using the conditioner composition can apply a known conditioner composition. Next, preferably according to a conventional method, a step of drying the hair is performed.

[0060] Next, a step of heating the hair after the hair dyeing treatment to 100 °C or higher is performed. The step of heating the hair to 100 °C or higher is a step of modifying the hair using known heating means such as a hair iron or a hair coat. Such a heating step can be carried out according to a conventional method according to the purpose, the type of heating means, etc. The heating temperature is 100 °C or higher from the viewpoint of hair modification. The heating time is appropriately set according to the heating temperature and is, for example, within 10 seconds. By applying the oxidation hair dye composition of the present embodiment, even at a high temperature of 100 °C or higher, further, for example, at a high temperature of 120 °C, 140 °C, 160 °C, 180 °C, 200 °C or higher, heat discoloration and fading can be reduced for hair colored using an oxidation dye other than the predetermined oxidation dye of the present invention. Note that the step of heating to 100 °C or higher does not include the warm air drying treatment after shampooing using a dryer.

[0061] (Actions and Effects of the Present Embodiment) The actions and effects of the oxidation hair dye composition of the above embodiment will be described. (1) The oxidation hair dye composition of the present embodiment is an oxidation hair dye composition applied to the hair before being heated to 100 °C or higher, and is composed of containing at least one oxidation dye selected from 2,2'-[(4-aminophenyl)imino]bisethanol, 5-(2-hydroxyethylamino)-2-methylphenol, 2,4-diaminophenoxyethanol, and salts thereof.

[0062] Therefore, even when the dye containing such an oxidation dye is heat-treated at a high temperature of 100°C or higher after being color-developed by oxidative polymerization, decomposition of the dye can be reduced. Thus, the oxidation hair dye composition of the present embodiment can reduce heat discoloration and fading of hair colored using an oxidation dye other than the predetermined oxidation dye of the present invention. Thereby, after performing the hair dyeing treatment, it is possible to finish the hairstyle using hair modification means by heating such as a hair iron or hair straightener without worrying about heat discoloration and fading.

[0063] (2) The oxidation hair dye composition of the present embodiment can reduce heat discoloration and fading of hair colored using an oxidation dye other than the predetermined oxidation dye of the present invention even when heating is repeated.

[0064] (3) When containing 2,2'-[(4-aminophenyl)imino]bisethanol or a salt thereof as a dye intermediate and at least one selected from 5-amino-o-cresol, 5-(2-hydroxyethylamino)-2-methylphenol, 2,4-diaminophenoxyethanol, m-aminophenol, α-naphthol, resorcinol, 2,6-diaminopyridine, and salts thereof as a coupler, heat discoloration and fading can be further reduced.

[0065] (4) When containing at least one selected from 5-(2-hydroxyethylamino)-2-methylphenol, 2,4-diaminophenoxyethanol, and salts thereof as a coupler and at least one selected from 2,2'-[(4-aminophenyl)imino]bisethanol, p-phenylenediamine, toluene-2,5-diamine, p-aminophenol, p-methylaminophenol, p-nitro-o-phenylenediamine, and salts thereof as a dye intermediate, heat discoloration and fading can be further reduced.

[0066] (Modified Example) Furthermore, the above-described embodiments can be implemented with the following modifications. The above-described embodiments and the following modification examples can be implemented in combination with each other as long as they do not technically conflict with each other.

[0067] · The oxidation hair dye composition of the above-described embodiment may be composed of three or more agents. For example, during storage, a part of each component constituting the above-described first agent or second agent may be configured as a separate agent, increasing the number of dosage forms to three or more, and mixing them immediately before use to prepare a mixture.

[0068] · The oxidation hair dye composition of the above-described embodiment may be configured as a single-agent type. In the case of the single-agent type, it contains each component in powder form. Since the single-agent type oxidation hair dye composition is configured as a powder dosage form, preferably, the alkali agent and the oxidizing agent are in powder form. The single-agent type oxidation hair dye composition is used by dissolving it in the above-described solvent during use.

[0069] · In the above oxidation hair dye composition, as a dye other than the above-described oxidation dye, within a range that does not inhibit the effects of the present invention, for example, a direct dye listed in the "Standards for Raw Materials of Quasi-Drugs" (published in June 2006, Yakujutsu Shimbunsha) may be appropriately contained.

Examples

[0070] Next, the above-described embodiments will be further specifically described with reference to examples and comparative examples. It should be noted that the present invention is not limited to the configurations described in the example section. (Test Example 1: Evaluation of Oxidation Hair Dye Composition Containing Warm Color Dyes) The first agent and the second agent of the oxidation hair dye composition containing each component shown in Tables 1 to 3 were prepared respectively. The numerical values in the columns indicating each component in each table represent the content of the component in that column, and the unit is mass% (the same applies hereinafter). The "content ratio of the three dyes in all oxidation dyes" in the table represents the total content (mass%) of 2,2'-[(4-aminophenyl)imino]bisethanol, 5-(2-hydroxyethylamino)-2-methylphenol, 2,4-diaminophenoxyethanol, and their salts with respect to the content of all oxidation dyes in the mixture (100 mass%) (the same applies hereinafter).

[0071] As an acid dye, a raw material containing 30 mmol / kg of 5-(2-hydroxyethylamino)-2-methylphenol was used, and for the others, a raw material containing 15 mmol / kg of the dye was used (the same applies hereinafter).

[0072] For each example and comparative example, the first agent and the second agent were mixed at a mass ratio of 1:2 to prepare a mixture of the oxidation hair dye composition for each example. As the hair bundle for evaluation, a hair bundle (Himalayan (gray hair), 10 cm, manufactured by Buehlerax) that had been treated twice with a depigmenting agent (Promaster LT / SH, manufactured by Hoyu) was used.

[0073] 3 g of the obtained mixture was applied to 1 g of the evaluation hair bundle using a brush within 5 minutes. 30 minutes after applying the mixture to the hair bundle, the mixture adhering to the hair bundle was washed away with water, and the hair bundle was shampooed twice (Vigorous Treatment Shampoo, manufactured by Hoyu) and rinsed once (Vigorous Treatment Rinse, manufactured by Hoyu). Subsequently, the hair bundle was dried with warm air to obtain the dyed hair bundle for each example.

[0074] (Effect of reducing heat discoloration and fading) For the hair bundles of each example subjected to the hair dyeing treatment, heat treatment was performed 3 hours after the above hair dyeing treatment, and the effect of reducing heat discoloration and fading was evaluated.

[0075] As a hair iron, A's style EX (manufactured by Az Style) was used, and the tip-side half of each hair bundle was heat-treated at 160 °C (measured value) for 10 seconds. After the hair was naturally cooled, the non-heat-treated hair bundle and the heat-treated hair bundle were each color-measured as shown below, and the color difference was determined.

[0076] For the non-heat-treated hair bundle and the heat-treated hair bundle, L * a * b * values (CIE1976) (L 1 , a 1 and b 1 ) were measured respectively.

[0077] L in non-heat-treated hair bundles and heat-treated hair bundles * a * b * From the values, the color difference (ΔE 1 ) between the non-heat-treated hair bundle and the heat-treated hair bundle was calculated by the following formula (1). ΔE 1 ={(L 1 -L 0 ) 2 +(a 1 -a 0 ) 2 +(b 1 -b 0 ) 2} 1 / 2 …(1) L 1 ,a 1 ,b 1 represent the L * value, a * value, and b * value of the heat-treated hair bundle, respectively. L 0 ,a 0 ,b 0 represent the L * value, a * value, and b * value of the non-heat-treated hair bundle, respectively. The color difference (ΔE) is shown in Table 1. Also, based on the following criteria, the heat discoloration and fading reduction effect was evaluated.

[0078] The color difference (ΔE) less than 1 was rated as "excellent: 5", 1 or more and less than 2 as "good: 4", 2 or more and less than 3 as "fair: 3", 3 or more and less than 4 as "slightly poor: 2", and 4 or more as "poor: 1", and these were taken as the evaluation results. The results are shown in the "Evaluation" column of Table 1.

[0079]

Table 1

[0080]

Table 2

[0081]

Table 3

[0082] (Test Example 2: Evaluation of Oxidative Hair Dye Composition Containing Cool Color Dyes) The first agents of oxidative hair dye compositions containing each component shown in Table 4 were prepared respectively. As the second agent of the oxidative hair dye composition, the same one as in Table 3 was used.

[0083] For each example and comparative example, the first agent and the second agent were mixed at a mass ratio of 1:2 to prepare a mixture of the oxidative hair dye composition of each example. Dyed hair bundles of each example were obtained in the same manner as in Test Example 1.

[0084] For the hair bundles of each example subjected to the hair dyeing treatment, heat treatment was performed 3 hours after the above hair dyeing treatment, and the heat discoloration and fading reduction effect was evaluated. The heat treatment and the measurement of the color difference (ΔE) were performed in the same manner as in Test Example 1. The color difference (ΔE) is shown in Table 4. Also, based on the following criteria, the heat discoloration and fading reduction effect was evaluated.

[0085] When the color difference (ΔE) was less than 3, it was rated as "excellent: 5", when it was 3 or more and less than 5, it was rated as "good: 4", when it was 5 or more and less than 7, it was rated as "fair: 3", when it was 7 or more and less than 10, it was rated as "slightly poor: 2", and when it was 10 or more, it was rated as "poor: 1", and these were used as the evaluation results. The results are shown in the "Evaluation" column of Table 4.

[0086]

Table 4

[0087] (Reference test: Test on heating temperature and heat discoloration / fading properties of dyed hair) The first agents of oxidation hair dye compositions containing each component shown in Table 5 were prepared respectively. The second agent of the oxidation hair dye composition was the same as that in Table 3.

[0088] For each example and comparative example, the first agent and the second agent were mixed at a mass ratio of 1:2 to prepare a mixture of the oxidation hair dye composition for each example. Dyed hair bundles for each example were obtained in the same manner as in Test Example 1.

[0089] For each hair bundle subjected to the hair dyeing treatment, heat treatment was performed under the conditions shown in Table 5 3 hours after the hair dyeing treatment, and the effect of reducing heat discoloration and fading was evaluated. As the hair iron, when the temperature was 100°C or lower, the one manufactured by LUMIELINA was used, and when it exceeded 100°C, A's styleEX (manufactured by Azu Style Co., Ltd.) was used, and the tip side half of the hair bundle was heat-treated. After the heat treatment, after the hair was naturally cooled, the non-heat-treated hair bundle and the heat-treated hair bundle were color-measured in the same manner as in Test Example 1, and the color difference was determined. The color difference (ΔE) is shown in Table 5. Also, based on the following criteria, the effect of reducing heat discoloration and fading was evaluated.

[0090] When the color difference (ΔE) was less than 3, it was rated as "excellent: 5", when it was 3 or more and less than 5, it was rated as "good: 4", when it was 5 or more and less than 7, it was rated as "fair: 3", when it was 7 or more and less than 10, it was rated as "slightly poor: 2", and when it was 10 or more, it was rated as "poor: 1", and these were taken as the evaluation results. The results are shown in the "Evaluation" column of Table 5.

[0091] For reference, a photograph of the hair bundle of Example 7 heat-treated in FIG. 1 is shown. A photograph of the hair bundle of Comparative Example 4 heat-treated in FIG. 2 is shown. Heat treatment has been performed on the lower half including the tip portion of both the hair bundles of Example 7 and Comparative Example 4.

[0092] [Table 5] As shown in Table 5, in Comparative Example 4 that does not contain the oxidation dye described in claim 1 of the present application, no thermal discoloration or fading occurred at 90°C. It was confirmed that thermal discoloration and fading occurred when the hair bundle was heated to a high temperature of 100°C or higher. In particular, when heated to 200°C or higher, it was confirmed that thermal discoloration and fading progressed rapidly. On the other hand, in Example 7, even when heated at 200°C for 3 seconds, no rapid decrease in thermal discoloration and fading was observed.

[0093] In addition, it was confirmed that when the hair bundle of Comparative Example 4 was heated at 160°C for 5 seconds 7 times in a row, thermal discoloration and fading progressed rapidly (data not attached). On the other hand, in Example 7, even when heated at 160°C for 5 seconds 7 times in a row, no rapid decrease in thermal discoloration and fading was observed (data not attached).

[0094] (Supplementary Note) Next, the technical idea that can be grasped from the above embodiments and alternative examples will be added. (A) The oxidation hair dye composition in which the total content of 2,2'-[(4-aminophenyl)imino]bisethanol, 5-(2-hydroxyethylamino)-2-methylphenol, 2,4-diaminophenoxyethanol, and salts thereof with respect to the total content of all oxidation dyes in the oxidation hair dye composition is 10% by mass or more.

Claims

1. An oxidation hair dye composition to be applied to hair before heating to 100°C or higher, characterized in that it contains at least one oxidation dye selected from 2,2'-[(4-aminophenyl)imino]bisethanol, 5-(2-hydroxyethylamino)-2-methylphenol, 2,4-diaminophenoxyethanol, and salts thereof.

2. The oxidation hair dye composition according to Claim 1, which contains 2,2'-[(4-aminophenyl)imino]bisethanol or a salt thereof as a dye intermediate, and contains at least one selected from 5-amino-o-cresol, 5-(2-hydroxyethylamino)-2-methylphenol, 2,4-diaminophenoxyethanol, m-aminophenol, α-naphthol, resorcinol, 2,6-diaminopyridine, and salts thereof as a coupler.

3. The oxidation hair dye composition according to Claim 1, which contains at least one selected from 5-(2-hydroxyethylamino)-2-methylphenol, 2,4-diaminophenoxyethanol, and salts thereof as a coupler, and contains at least one selected from 2,2'-[(4-aminophenyl)imino]bisethanol, p-phenylenediamine, toluene-2,5-diamine, p-aminophenol, p-methylaminophenol, p-nitro-o-phenylenediamine, and salts thereof as a dye intermediate.

4. A hair treatment method characterized by including a step of performing a hair dyeing treatment using the oxidation hair dye composition according to any one of Claims 1 to 3, and a step of heating the hair after the hair dyeing treatment to 100°C or higher. ​ ​ ​

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