WO2022230091A1

WO2022230091A1 - Hair dye composition

Info

Publication number: WO2022230091A1
Application number: PCT/JP2021/016912
Authority: WO
Inventors: 知彦遠藤; 栄里伊藤
Original assignee: ホーユー株式会社
Priority date: 2021-04-28
Filing date: 2021-04-28
Publication date: 2022-11-03

Abstract

Provided is a hair dye composition which can improve hair dyeing strength and improve the suppression of thermal bleaching. The hair dye composition according to the present invention comprises: (A) 2-amino-4-hydroxyethylaminoanisole, or the like, as an oxidation dye; and (B) an oxidation dye that satisfies a prescribed condition, for example typically an oxidation dye that does not contain a benzene ring.

Description

hair dye composition

The present invention relates to a hair dye composition containing 2-amino-4-hydroxyethylaminoanisole or a salt thereof.

For example, an oxidative hair dye comprising a first agent containing an alkaline agent and an oxidation dye and a second agent containing an oxidizing agent such as hydrogen peroxide is known. The alkaline agent promotes the action of the oxidizing agent contained in the second agent, and also swells the hair to improve the penetration of the dye into the hair. The oxidizing agent decomposes the melanin pigment in the hair and forms an oxidation dye polymer inside the hair. After the alkaline agent is removed, the hair cuticle is closed and the oxidation dye polymer is enclosed inside the hair.

In general, dye intermediates such as p-phenylenediamine and toluene-2,5-diamine are applied as oxidation dyes from the viewpoint of excellent hair dyeing power. These dye intermediates are used in many hair colors from the viewpoint of excellent hair dyeing power. For example, the oxidative hair dye composition disclosed in Patent Document 1 contains a dye intermediate such as toluene-2,5-diamine as the main component of the dye.

JP-A-2003-40747

To provide a hair dye composition containing 2-amino-4-hydroxyethylaminoanisole and the like, capable of improving the hair dyeing power and the effect of suppressing heat fading.

The present invention is based on the discovery that by containing 2-amino-4-hydroxyethylaminoanisole or a salt thereof as a dye and a specific oxidation dye, it is possible to improve the hair dyeing power and the effect of suppressing heat fading. be.

In order to solve the above problems, the hair dye composition of one embodiment of the present invention comprises (A) 2-amino-4-hydroxyethylaminoanisole or a salt thereof as an oxidation dye, and (B) an oxidation dye as ( 1) oxidation dyes having no benzene ring, (2) oxidation dyes having no amine group, (3) having a benzene ring and a heterocyclic ring, and the benzene ring and the heterocyclic ring are directly bonded or one (4) an oxidative dye attached through a covalent bond or attached through two or three consecutive covalent bonds, (4) having a benzene ring and an amine group, wherein all amine groups are secondary or oxidation dyes that are tertiary amines and are substituted with carbon chains having 2 or more carbon atoms; A functional group with two or more consecutive covalent bonds attached to the carbons adjacent to the carbon to which the primary amine group is attached and (6) an oxidation dye that has a benzene ring and an amine group and the positional relationship between the amine groups or the positional relationship between the amine group and the hydroxyl group includes a meta position. characterized by comprising

In the hair dye composition, the (B) oxidation dye is resorcinol, 1-naphthol, 1,5-naphthalenediol, 6-methoxy-2-methylamino-3-aminopyridine, m-aminophenol, 2, 4-diaminophenoxyethanol, 2-methyl-5-hydroxyethylaminophenol, 1-hydroxyethyl-4,5-diaminopyrazole, 2-amino-3-hydroxypyridine, 2,6-dimethoxy-3,5-pyridinediamine, and any one or more of their salts.

In the hair dye composition, the oxidation dye (B) is 6-methoxy-2-methylamino-3-aminopyridine, 2-amino-3-hydroxypyridine, or 2,6-dimethoxy-3,5-pyridine. Any one or more of diamines and salts thereof may be included.

The content of component (A) in the hair dye composition may be 0.4% by mass or more.

The hair dye composition may further contain (D) a polymerization accelerator.

According to the present invention, it is possible to improve the hair dyeing power and the effect of suppressing heat fading.

As used herein, the phrase “one or more of A, B, C, . , means each listed member alone, as well as any combination of 2, 3, . . . and n of the n members. As an example, "any one or more of A, B, and C" means "A only, B only, C only, A and B, A and C, B and C, or A and B and C." means

Hereinafter, specific embodiments of the hair dye composition of the present invention will be described. The hair dye composition of the present embodiment is a multi-component hair dye composition, for example, a two-component hair dye composition such as a first component containing an oxidation dye or the like and a second component containing an oxidizing agent or the like. configured as The components of the two-agent type hair dye composition are exemplified below. In addition, when using a solubilizing agent such as water, the numerical value of mass % indicating the content of the component is the numerical value in the dosage form including them.

(First agent of two-agent hair dye composition)
The first part of the hair dye composition may further preferably contain an alkali agent, (D) a polymerization accelerator, etc., in addition to the oxidation dye as described above.

((A) oxidation dye)
Oxidation dyes are classified into couplers and dye intermediates, and are usually colored by polymerization of dye intermediates or by polymerization of dye intermediates and couplers. In this embodiment, (A) 2-amino-4-hydroxyethylaminoanisole (2-AMINO-4-HYDROXYETHYLAMINOANISOLE) or a salt thereof is contained as an essential dye. Specific examples of salts include hydrochloride, sulfate, hydrobromide and the like. As these (A) oxidation dyes, one kind of (A) oxidation dye may be used alone, or two kinds of (A) oxidation dyes may be used in combination.

The lower limit of the content of the oxidation dye (A) in the mixture of the first agent and the second agent, that is, the hair dye composition applied to the hair at the time of hair dyeing treatment, is appropriately set, but preferably It is 0.4% by mass or more, more preferably 0.7% by mass or more, and still more preferably 1.0% by mass or more. (A) When the content of the oxidation dye is 0.4% by mass or more, the hair dyeing power can be particularly improved, and the effect of suppressing heat fading can be improved.

The upper limit of the content of the (A) oxidation dye in the mixture is appropriately set, but from the viewpoint of the solubility of the (A) oxidation dye, it is preferably 2.5% by mass or less, more preferably 2% by mass. 1.5% by mass or less, more preferably 1.5% by mass or less. Ranges with any combination of the above upper and lower limits are also envisioned.

((B) oxidation dye)
The hair dye composition of the present embodiment contains the following (B) oxidation dye as an oxidation dye. As these (B) oxidation dyes, one kind of (B) oxidation dye may be used alone, or two or more kinds of (B) oxidation dyes may be used in combination. (B) oxidation dye does not include (A) oxidation dye.

(B) The oxidation dye is selected from the specific examples shown below that satisfy one or more of the following conditions (1) to (6).

(1) an oxidation dye having no benzene ring, (2) an oxidation dye having no amine group, (3) having a benzene ring and a heterocyclic ring, and the benzene ring and the heterocyclic ring are directly bonded; (4) a benzene ring and an amine group, wherein all amine groups are secondary; or an oxidation dye that is a tertiary amine and is substituted with a carbon chain having 2 or more carbon atoms; (5) has a benzene ring and a primary amine group; A functional group with two or more consecutive covalent bonds attached to the carbons adjacent to the carbon to which the primary amine group is attached, or with functional groups attached to the carbons flanking the carbon to which it is attached. (6) an oxidation dye having a benzene ring and an amine group, and the positional relationship between the amine groups or the positional relationship between the amine group and the hydroxyl group includes the meta position.

In the above (6), if there are multiple amine groups or hydroxyl groups, if some of them satisfy the requirements of (6), they shall be included in (6) oxidation dyes.

(B) Specific examples of oxidation dye (1) above include 2,6-dihydroxy-4-methyl-pyridine, 2,4,5,6-tetra Aminopyrimidine (2,4,5,6-TETRAAMINOPYRIMIDINE), 2,6-dihydroxy-3,4-dimethylpyridine (2,6-DIHYDROXY-3,4-DIMETHYLPYRIDINE), 2,6-dimethoxy-3,5- Pyridinediamine (2,6-DIMETHOXY-3,5-PYRIDINEDIAMINE), 2,6-bis-(2-hydroxyethyl)-3,5-pyridinamine (2,6-BIS-(2-HYDROXYETHYL)-3, 5-PYRIDINEDIAMINE), 5-amino-2,6-dimethoxy-3-hydroxypyridine (5-AMINO-2,6-DIMETHOXY-3-HYDROXYPYRIDINE), 4,5-diamino-1-methylpyrazole (4,5- DIAMINO-1-METHYLPYRAZOLE), 6-Methoxy-2-methylamino-3-aminopyridine, 2-amino-3-hydroxypyridine ), 2-Dimethyl-amino-5-amino-pyridine, 2,3-Diamino-6-methoxy-pyridine ), 2,6-diaminopyridine (2,6-DIAMINOPYRIDINE), 3-oxa-5-(3,5-diamino-2-pyridyloxy)pentanol (3-Oxa-5-(3,5-diamino- 2-pyridyloxy)pentanol), 3-(3,5-diamino-2-pyridyloxy)-2-hydroxypropanol (3-(3,5-Diamino-2-pyridyloxy)-2-hydroxypropanol), 2,5,6 -triamino-4-pyrimidinol (2,5,6-TRIAMINO-4-PYRIMIDINOL), 1-hydroxyethyl-4,5-diaminopyrazole (1-HYDROXYETHYL-4,5-DIAMINOPYRAZOLE), 2,3-diaminodihydropyra zolopyrazolodimeth 2,3-DIAMINODIHYDROPYRAZOLO PYRAZOLONE DIMETHOSULFONATE, HYDROXYETHOXY AMINOPYRAZOLOPYRIDINE, 1-HEXYL-1H-pyrazole-4,5-diamine hemisulfonic acid (1-HEXYL-1H-PYRAZOLE-4, 5-DIAMINE HEMISULFATE), DIMETHYLPIPERAZINIUM AMINOPYRAZOLOPYRIDINE, salts thereof.

(B) Specific examples of (2) above for oxidation dyes include 5-Hydroxy-1,4-benzodioxane, 3,4-methylenedioxyphenol (3,4 -METHYLENEDIOXYPHENOL), 2-Bromo-4,5-methylene-dioxy-phenol, 1,7-NAPHTHALENEDIOL, pyrocatechol ( PYROCATECHOL), RESORCINOL, 4-CHLORORESORCINOL, PYROGALLOL, 1-NAPHTHOL, 1,5-NAPHTHALENEDIOL, 2,7- 2,7-NAPHTHALENEDIOL, HYDROQUINONE, 1-Methyl-2,4,5-trihydroxy-benzene, 1,2,4 - 1,2,4-TRIHYDROXYBENZENE, 2-METHYLRESORCINOL, 2,3-NAPHTHALENEDIOLE, THYMOL, 2,3-dihydroxy-1 , 2,3-Dihydroxy-1,4-naphthoquinone, NAPHTHOL SULFONATE, 1-Acetoxy-2-methylnaphthalene, 2-methyl-1- naphthol (2-METHYL-1-NAPHTHOL), phloroglucinol, 4-formyl-1-methylquinolinium-p-toluenesulfonic acid (4-FORMYL-1-METHYLQUINOLINIUM-p-TOLUENESULFONATE), salt.

(B) Specific examples of (3) above oxidation dyes include 3,4-methylenedioxyaniline (3,4-METHYLENEDIOXYANILINE), 4,5-diamino-1-((4-chlorophenyl)methyl)-1H - Pyrazole (4,5-DIAMINO-1-((4-CHLOROPHENYL)METHYL)-1H-PYRAZOLE), 5-Hydroxy-1,4-benzodioxane, 3,4 - 3,4-METHYLENEDIOXYPHENOL, 2-Bromo-4,5-methylene-dioxy-phenol, HYDROXYBENZOMORPHOLINE, 4 - 4-HYDROXYINDOLE, 5,6-DIHYDROXYINDOLE, 6-HYDROXYINDOLE, 5,6-DIHYDROXYINDOLINE, phenylmethylpyrazolone (PHENYL METHYL PYRAZOLONE), HYDROXYETHYL-3,4-METHYLENEDIOXYANILINE, 7-Hydroxyindole, 5-Hydroxyindole, Isatin (ISATIN) ), 4-FORMYL-1-METHYLQUINOLINIUM-p-TOLUENESULFONATE, and salts thereof.

(B) Specific examples of (4) of oxidation dyes include hydroxybenzomorpholine, 4-hydroxyindole, 5,6-dihydroxyindole, 6-hydroxy indole (6-HYDROXYINDOLE), 5,6-dihydroxyindoline (5,6-DIHYDROXYINDOLINE), 2-methyl-5-hydroxyethylaminophenol (2-METHYL-5-HYDROXYETHYLAMINOPHENOL), 3-ethylamino-p-cresol ( 3-ETHYLAMINO-p-CRESOL), N,N-diethyl-m-aminophenol (N,N-DIETHYL-m-AMINOPHENOL), 2,6-hydroxyethylaminotoluene (2,6-HYDROXYETHYLAMINOTOLUENE), 5-( 2-hydroxyethyl)-amino-4-methoxy-2-methylphenol (5-(2-Hydroxyethyl)-amino-4-methoxy-2-methylphenol), 3,3'-dihydroxydiphenylamine (3,3'-DIHYDROXYDIPHENYLAMINE ), PHENYL METHYL PYRAZOLONE, HYDROXYETHYL-3,4-METHYLENEDIOXYANILINE, 7-Hydroxyindole, 5-Hydroxyindole ), ISATIN, DIPHENYLAMINE, 4-FORMYL-1-METHYLQUINOLINIUM-p-TOLUENESULFONATE, and salts thereof.

(B) Specific examples of (5) of oxidation dyes include 3-amino-2,4-dichlorophenol (3-AMINO-2,4-DICHLOROPHENOL), 4,6-bis-(2-hydroxyethoxy) -m-phenylenediamine (4,6-BIS(2-HYDROXYETHOXY)-m-PHENYLENEDIAMINE), 2,4-dimethoxy-1,3-diamino-benzene (2,4-Dimethoxy-1,3-diamino-benzene) , N-CYCLOPENTYL-m-AMINOPHENOL, 5-Amino-4-methoxy-2-methyl-phenol, their salt.

(B) Specific examples of (6) above oxidation dyes include HYDROXYBENZOMORPHOLINE, 4-HYDROXYINDOLE, 5,6-dihydroxyindole (5,6-DIHYDROXYINDOLE), 6-hydroxy indole (6-HYDROXYINDOLE), 5,6-dihydroxyindoline (5,6-DIHYDROXYINDOLINE), 2-methyl-5-hydroxyethylaminophenol (2-METHYL-5-HYDROXYETHYLAMINOPHENOL), 3-ethylamino-p-cresol ( 3-ETHYLAMINO-p-CRESOL), N,N-diethyl-m-aminophenol (N,N-DIETHYL-m-AMINOPHENOL), 2,6-hydroxyethylaminotoluene (2,6-HYDROXYETHYLAMINOTOLUENE), 5-( 2-hydroxyethyl)-amino-4-methoxy-2-methylphenol (5-(2-Hydroxyethyl)-amino-4-methoxy-2-methylphenol), 3,3'-dihydroxydiphenylamine (3,3'-DIHYDROXYDIPHENYLAMINE ), 3-amino-2,4-dichlorophenol (3-AMINO-2,4-DICHLOROPHENOL), 4,6-bis-(2-hydroxyethoxy)-m-phenylenediamine (4,6-BIS(2- HYDROXYETHOXY)-m-PHENYLENEDIAMINE), 2,4-Dimethoxy-1,3-diamino-benzene (2,4-Dimethoxy-1,3-diamino-benzene), N-Cyclopentyl-m-aminophenol (N-CYCLOPENTYL- m-AMINOPHENOL), 5-Amino-4-methoxy-2-methyl-phenol (5-Amino-4-methoxy-2-methyl-phenol), m-phenylenediamine (m-PHENYLENEDIAMINE), 1-methyl-2, 4-diamino-benzene (1-Methyl-2,4-diamino-benzene), 1-methoxy-2,4-diamino-benzene (1-Methoxy-2,4-diamino-benzene), m-aminophenol (m -AMINOPHENOL), 2,4-diaminophenol (2,4-DIAMINOPHENOL), 1-methyl-2-hydroxy-4-(carbamoylmethylamino)benzene, 1-hydroxy-3-carbamoylmethylamino - benzene (1-Hydroxy-3-carbamoylmethylamino-benzene), 4-amino-2-hydroxy-toluene (4-AMINO-2-HYDROXY-TOLUENE), 2,4-diaminophenoxyethanol (2,4-DIAMINOPHENOXYETHANOL), 4 - 4-ETHOXY-m-PHENYLENEDIAMINE, 1-Methyl-2,6-diamino-benzene, 1,3-bis(2, 1,3-BIS(2,4-DIAMINOPHENOXY)PROPANE, 1-β-Hydroxyethyl-2,4-diamino-benzene ), 5-amino-6-chloro-o-cresol (5-AMINO-6-CHLORO-o-CRESOL), 2,4-diamino-5-methyl-phenetole (2,4-DIAMINO-5-METHYL-PHENETOLE ), 2,4-diamino-5-methylphenoxyethanol (2,4-DIAMINO-5-METHYLPHENOXYETHANOL), 5-amino-4-chloro-o-cresol (5-AMINO-4-CHLORO-o-CRESOL), 2 - 2-Amino-5-acetamido-phenol, 5-amino-4-fluoro-2-methylphenol (5-AMINO-4-FLUORO-2-METHYLPHENOL), m-dimethylamino Phenylurea (m-DIMETHYLAMINOPHENYLUREA), 4-fluoro-6-methyl-m-phenylenediamine (4-FLUORO-6-METHYL-m-PHENYLENEDIAMINE), 3-amino-2,6-dimethylphenol (3-AMINO-2 ,6-DIMETHYLPHENOL) and salts thereof.

Specific examples of salts include hydrochlorides, sulfates, hydrobromides, and the like. (B) The oxidation dye is at least one selected from these specific examples.

Among these specific examples are resorcinol, 1-naphthol, 1,5-naphthalenediol, 6-methoxy-2-methylamino-3-aminopyridine, m-aminophenol, 2,4-diaminophenoxyethanol, 2-methyl -5-hydroxyethylaminophenol, 1-hydroxyethyl-4,5-diaminopyrazole, 2-amino-3-hydroxypyridine, 2,6-dimethoxy-3,5-pyridinediamine, and salts thereof or one or more. These components suppress discoloration and discoloration due to heat, and can further improve the effect of suppressing thermal fading.

(B) oxidation dyes further include 6-methoxy-2-methylamino-3-aminopyridine, 2-amino-3-hydroxypyridine, 2,6-dimethoxy-3,5-pyridinediamine, and salts thereof; Any one or more is more preferable. These components can further suppress discoloration due to heat and further improve the effect of suppressing thermal fading.

The lower limit of the content of (B) the oxidation dye in the mixture is appropriately set, but is preferably 0.05% by mass or more, more preferably 0.5% by mass or more, and still more preferably 1% by mass or more. . (B) When the content of the oxidation dye is 0.05% by mass or more, it is possible to further improve the hair dyeing power and suppression of thermal fading.

The upper limit of the content of (B) the oxidation dye in the mixture is set as appropriate, but is preferably 4% by mass or less, more preferably 3% by mass or less, and even more preferably 2% by mass or less. (B) When the content of the oxidation dye is 4% by mass or less, the effect of suppressing thermal fading can be further improved, and the stability of the formulation is also improved. Ranges with any combination of the above upper and lower limits are also envisioned.

The lower limit of the mass ratio (A/B) of the content of (A) oxidation dye to the content of (B) oxidation dye in the mixture is appropriately set, but is preferably 0.3 or more, more preferably It is 0.7 or more, more preferably 1.1 or more. When the mass ratio is 0.3 or more, suppression of thermal fading can be particularly improved. The upper limit of the mass ratio (A/B) of the content of the oxidation dye (A) to the content of the oxidation dye (B) in the mixture is appropriately set, but is preferably 3 or less, more preferably 2. It is 5 or less, more preferably 2 or less. When the mass ratio is 3 or less, it is possible to further improve suppression of thermal fading. Ranges with any combination of the above upper and lower limits are also envisioned.

(reducing agent)
The first agent may contain a reducing agent if necessary. A reducing agent can improve the stability of the dye. In addition, the stability of the dye is maintained even during storage such as set aside, and the hair dyeing effect immediately after opening can be maintained. Examples of reducing agents include ascorbic acids, thioglycolic acids, cysteines, mercapto compounds, sulfites, hydrogensulfites and thiosulfates.

Ascorbic acids include, for example, ascorbic acid, erythorbic acid, salts thereof, derivatives thereof, and the like. Specific examples of salts include sodium salts, potassium salts, calcium salts, ammonium salts, monoethanolamine salts, diethanolamine salts and the like. Specific examples of derivatives include disodium ascorbate sulfate, disodium erythorbate sulfate, magnesium ascorbate phosphate, ascorbyl palmitate, ascorbyl stearate, ascorbyl dipalmitate, ascorbyl tetra-2-hexyldecanoate, and myristine. Ascorbyl Acid, Ascorbyl Laurate, Ascorbyl Acetate, Ascorbyl Propionate, Ascorbyl Tartrate, Ascorbyl Citrate, Ascorbyl Succinate, Ascorbyl Benzoate, Potassium (Ascorbyl/Tocopheryl) Phosphate, Ethyl Ascorbyl, Allantoin Ascorbate, Chitosan Ascorbate, Ascorbyl Acid methylsilanol, tetradecylhexyl ascorbyl, aminopropyl ascorbyl phosphate, ascorbic acid polypeptide, ascorbyl glucoside, ascorbyl methylsilanol pectinate and the like.

Specific examples of thioglycolic acids include thioglycolic acid, thioglycolic acid salts, esters of thioglycolic acid, and the like. Specific examples of cysteines include cysteine, cysteine hydrochloride, N-acetyl-L-cysteine and the like. Specific examples of mercapto compounds include thioglycerol, thiolactic acid, thiomalic acid, cysteamine, and the like. Specific examples of sulfites include sulfurous acid, ammonium sulfite, sodium sulfite, and the like. Specific examples of hydrogen sulfite include ammonium hydrogen sulfite, sodium hydrogen sulfite, and the like. Specific examples of thiosulfates include thiosulfate and sodium thiosulfate. Among these, ascorbic acid, ammonium sulfite and sodium sulfite are preferred. These reducing agents may be used singly or in combination of two or more reducing agents.

The lower limit of the content of the reducing agent in the mixture is appropriately set, but is preferably 0.01% by mass or more, more preferably 0.05% by mass or more, and still more preferably 0.1% by mass or more. When the content of the reducing agent is 0.01% by mass or more, the stability of the dye can be further improved.

The upper limit of the content of the reducing agent in the mixture is appropriately set, but is preferably 10% by mass or less, more preferably 5% by mass or less, and even more preferably 1% by mass or less. When the content of the reducing agent is 10% by mass or less, the hair dyeing power can be further improved. Ranges with any combination of the above upper and lower limits are also envisioned.

(Alkaline agent)
The first agent may preferably contain an alkaline agent. The alkaline agent functions to improve the hair dyeing power by promoting the action of the oxidizing agent contained in the second agent. One kind of alkali agent may be used alone, or two or more kinds of alkali agents may be used in combination. Examples of alkaline agents include ammonia, alkanolamines, silicates, carbonates, hydrogencarbonates, carbamates, metasilicates, phosphates, organic amines, basic amino acids, and the like. Specific examples of alkanolamine include monoethanolamine and triethanolamine. Specific examples of silicates include sodium silicate, potassium silicate, and calcium silicate. Specific examples of carbonates include sodium carbonate, ammonium carbonate, magnesium carbonate and the like. Specific examples of hydrogencarbonate include sodium hydrogencarbonate and ammonium hydrogencarbonate. Specific examples of carbamates include ammonium carbamate and the like. Specific examples of metasilicates include sodium metasilicate and potassium metasilicate. Specific examples of the phosphate include triammonium phosphate and diammonium hydrogen phosphate. Specific examples of organic amines include 2-amino-2-methyl-1-propanol (AMP), 2-amino-2-methyl-1,3-propanediol, and guanidine. Specific examples of basic amino acids include arginine and lysine. Among these, ammonia, monoethanolamine, and carbonate are preferred.

The lower limit of the content of the alkaline agent in the mixture is set appropriately, but the amount that lowers the pH of the mixture is preferably 7 or more, more preferably 7.5 or more, and still more preferably 8. or more, particularly preferably 8.5 or more, most preferably 9 or more. In addition, although the upper limit of the content of the alkaline agent is appropriately set, it is contained in such an amount that the upper limit of the pH of the mixture is preferably 12 or less. By adjusting the pH of the mixture to 7 or more, the action of the oxidizing agent contained in the second agent can be further promoted, and the hair dyeing power can be further improved. By setting the pH of the mixture to 12 or less, hair damage can be further suppressed. As for the pH of the mixture, the mixture of each agent is diluted 10 times with water and dissolved at a concentration of 10% by mass, and the pH at 25° C. is measured.

The content of the alkaline agent in the mixture described in this specification indicates the content of the pure alkaline agent excluding the solvent in the raw material reagent. The lower limit of the content of the alkaline agent in the mixture is appropriately set, but is preferably 0.1% by mass or more, more preferably 0.3% by mass or more, and still more preferably 0.5% by mass or more. The upper limit of the content of the alkaline agent in the mixture is appropriately set, but is preferably 7% by mass or less, more preferably 5% by mass or less, and even more preferably 3% by mass or less. Ranges with any combination of the above upper and lower limits are also envisioned.

The lower limit of the mass ratio of the content of the alkaline agent to the total content of (A) the oxidation dye and (B) the oxidation dye in the mixture is set appropriately, but is preferably 0.1 or more, more preferably 0. 0.5 or more, more preferably 1 or more. When this mass ratio is 0.1 or more, the hair dyeing power can be further improved. Also, the upper limit of the mass ratio is appropriately set, but is preferably 10 or less, more preferably 7.5 or less, and even more preferably 5 or less. When the mass ratio is 10 or less, the hair dyeing power can be further improved. Ranges with any combination of the above upper and lower limits are also envisioned.

((D) polymerization accelerator)
The first agent may further contain (D) a polymerization accelerator. (D) The hair dyeing power can be improved by blending a polymerization accelerator. (D) Polymerization accelerators include, for example, iodine compounds, transition metals such as iron compounds and copper compounds, and the like. Examples of iodine compounds include iodine (I), iodides with counter ions released in the solubilizer, and compounds that release iodine during use. Specific examples of iodides include alkali metal salts of iodides such as potassium iodide, sodium iodide and lithium iodide, ammonium iodide, hydrogen iodide, cesium iodide and silver iodide. In addition, a natural material containing iodine, for example, an extract containing iodide such as iodinated garlic extract may be applied. Specific examples of iron compounds include ferric chloride, ferric oxide, sodium iron chlorophyllin, and the like. Specific examples of copper compounds include copper sulfate, sodium copper chlorophyllin, and the like. Among these, potassium iodide is preferred from the viewpoint of being excellent in the effect of improving the hair dyeing power. One (D) component may be used alone, or two or more (D) components may be used in combination.

The lower limit of the content of component (D) in the mixture is set as appropriate, but is preferably 0.001% by mass or more, more preferably 0.01% by mass or more, and still more preferably 0.02% by mass or more, Particularly preferably, it is 0.05% by mass or more. (D) When the content of the component is 0.001% by mass or more, the hair dyeing power can be further improved.

The upper limit of the content of component (D) in the mixture is set as appropriate, but is preferably 5% by mass or less, more preferably 3% by mass or less, and even more preferably 1% by mass or less. When the content of the component (D) is 5% by mass or less, the effect of suppressing thermal fading can be further improved, and the hair dyeing power is further improved. Ranges with any combination of the above upper and lower limits are also envisioned.

(others)
The hair dye composition may optionally contain components other than those mentioned above, such as oily components, surfactants, polyhydric alcohols, solubilizers, water-soluble polymers, pH adjusters other than those mentioned above, preservatives, stabilizing agents, agents, plant extracts, crude drug extracts, vitamins, fragrances, antioxidants, chelating agents, ultraviolet absorbers, and the like.

Examples of oily components include oils and fats, waxes, higher alcohols, hydrocarbons, higher fatty acids, alkylglyceryl ethers, esters, and silicones. Fats and oils may be animal oils or vegetable oils. One type of oily component may be used alone, or two or more types of oily components may be used in combination.

Examples of polyhydric alcohols include glycol and glycerin. A single polyhydric alcohol may be used alone, or two or more polyhydric alcohols may be used in combination.

Surfactants include anionic surfactants, cationic surfactants, amphoteric surfactants, and nonionic surfactants. A single surfactant may be used alone, or two or more surfactants may be used in combination.

A solubilizer is added, for example, when the dosage form is liquid. Examples of solubilizers used include, for example, water and organic solvents (solvents). A single solubilizer may be used alone, or two or more solubilizers may be used in combination. Among these, water is preferably applied because of its excellent ability to dissolve other components in the first agent. When water is used as the solvent, the lower limit of water content in the mixture (content at the time of use) is set appropriately, but is preferably 40% by mass or more, more preferably 50% by mass or more.

The water-soluble polymer gives the hair dye composition moderate viscosity. Therefore, the hair dye composition may contain a water-soluble polymer within a range that does not impair the effects of the present invention. Examples of water-soluble polymers include natural polymers, semi-synthetic polymers, synthetic polymers, and inorganic polymers. One water-soluble polymer may be used alone, or two or more water-soluble polymers may be used in combination.

A pH adjuster may be contained to adjust the pH of the hair dye composition (mixture). The pH adjuster is appropriately selected from known components other than the components listed in each item above. Examples of pH adjusters include inorganic acids, organic acids, salts thereof, hydroxides of alkali metals or alkaline earth metals, and the like. Specific examples of pH adjusters include hydrochloric acid and sodium hydroxide. As for the other components, one type of other component may be used alone, or two or more types of other components may be used in combination.

The dosage form of the first agent is not particularly limited, and specific examples include liquid forms such as aqueous solutions and milky lotions, gel forms, foam forms, cream forms, and solid forms at 25°C. Moreover, in the case of a solid dosage form, a dispersant may be blended. It can also be an aerosol, a non-aerosol, etc. In the case of a non-aerosol, it can further take various forms such as a squeeze foamer type and a pump foamer type. Moreover, in the case of aerosol, a known propellant and foaming agent can be applied. Specific examples of the propellant or foaming agent include liquefied petroleum gas (LPG), dimethyl ether (DME), nitrogen gas, carbon dioxide gas, and the like.

(Second agent of two-agent hair dye composition)
(Oxidant)
In addition to the oxidizing agent, the second agent can also contain the above-described solubilizer and the like. The oxidizing agent can further improve the bleaching properties of melanin contained in hair. Therefore, an inorganic oxidant is applied. Specific examples of the oxidizing agent include hydrogen peroxide, urea peroxide, melamine peroxide, sodium percarbonate, potassium percarbonate, sodium perborate, potassium perborate, ammonium persulfate, potassium persulfate, sodium persulfate, Sodium peroxide, potassium peroxide, magnesium peroxide, barium peroxide, calcium peroxide, strontium peroxide, sulfate hydrogen peroxide adduct, phosphate hydrogen peroxide adduct, pyrophosphate hydrogen peroxide adducts and the like. Among these, hydrogen peroxide and percarbonate are preferred, and hydrogen peroxide is more preferred. A single oxidizing agent may be used alone, or two or more oxidizing agents may be used in combination. 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 2.0% by mass or more. be. When the content of the oxidizing agent is 0.1% by mass or more, the decolorization of melanin can be further improved. In addition, 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 9.0% by mass or less, and still more preferably 6.0% by mass. It is below. When the content of the oxidizing agent is 15.0% by mass or less, hair damage and the like can be further suppressed. Ranges with any combination of the above upper and lower limits are also envisioned.

When hydrogen peroxide is added as an oxidizing agent to the second agent, the second agent preferably contains a stabilizing agent such as sodium stannate, ethylene glycol phenyl ether (phenoxyethanol ), hydroxyethanediphosphonic acid and salts thereof. Examples of hydroxyethanediphosphonates include tetrasodium hydroxyethanediphosphonate and disodium hydroxyethanediphosphonate. The second agent may contain each component that is generally contained in a hair dye composition and does not inhibit the action of each component described above. For example, the ingredients contained in the first agent described above may be contained as appropriate within a range that does not impair the effects of the present invention.

(others)
The dosage form of the second agent is not particularly limited, and specific examples thereof include liquid forms such as aqueous solutions and milky lotions, gel forms, foam forms, cream forms, and solid forms at 25°C. It can also be an aerosol, a non-aerosol, etc. In the case of a non-aerosol, it can further take various forms such as a squeeze foamer type and a pump foamer type. Moreover, in the case of aerosol, a known propellant and foaming agent can be applied. Moreover, in the case of a solid dosage form, a dispersant may be blended.

The mixing ratio of the first agent and the second agent of the two-agent hair dye composition is appropriately set in consideration of the concentration, mixability, application method, etc. of each component in the mixture. When the mass is 1, the lower limit of the mass of the first agent is preferably 0.1 or more, more preferably 0.5 or more. Assuming that the mass of the second agent is 1, the upper limit of the mass of the first agent is preferably 10 or less, more preferably 2 or less. Ranges with any combination of the above upper and lower limits are also envisioned. The dosage form of the mixture is not particularly limited as long as it can be applied to hair, and specific examples include liquid forms such as aqueous solutions and milky lotions, gel forms, foam forms, and cream forms at 25°C. . A cream or paste form is preferred from the viewpoints of improving ease of brushing, spreadability and adhesion to the hair, and excellent application operability. Further, the hair dye composition may be further foamed or misted. In the case of forming the foam as described above, even if it is formed by self-foaming by mixing the hair dye composition in a mixing container and a mixing device, the hair dye composition is filled in a shaking container and shaken. Alternatively, a known foaming device such as a non-aerosol foamer or an aerosol foamer may be used.

As a means for applying the hair dye composition to the hair, it may be applied to the hair using an applicator such as a comb, brush, brush, or applicator. Alternatively, the hair dye composition may be applied to the hair with gloved hands.

The effect of the hair dye composition of this embodiment will be described.

(1) The hair dye composition of the present embodiment contains (A) 2-amino-4-hydroxyethylaminoanisole or a salt thereof, and a predetermined (B) oxidation dye. Therefore, the hair dyeing power can be improved. In addition, discoloration and discoloration due to heat can be suppressed, and the effect of suppressing thermal fading can be improved. In addition, when a reducing agent is further contained, the stability of the dye can be improved.

It should be noted that the above embodiment can be implemented with the following modifications. The above embodiments and the following modifications can be combined with each other within a technically consistent range.

・The hair dye composition of the above embodiment can be used as a dye other than the oxidation dye described above, within a range that does not impede the effects of the present invention, for example, "Standards for Quasi-drug Ingredients" (published in June 2006, Yakuji Nippo company) may be included as appropriate.

· The above embodiment is configured as a multi-component hair dye composition consisting of (A) a first agent containing an oxidation dye and the like, and a second agent containing an oxidizing agent and the like.

However, the hair dye composition is not limited to a two-agent type, and may be composed of a three-agent or more agent type by forming a part of each component contained in the first agent and the second agent as a separate agent. . For example, the first agent of a two-agent type is divided into two, one containing a dye and an optional alkaline agent, and the other having a composition other than that, to form a three-agent hair dye composition. may In this case, it has better formulation stability. Also, for example, a dye, an alkali agent, and an oxidizing agent may be separately blended. Further, a dye, an alkali agent, and an oxidizing agent may be combined to the extent that the effect of the present invention is achieved.

Also, by using a powdery dye and a powdery oxidizing agent, the dye and the oxidizing agent may be stored in the same agent. When powdered agents are used, they are dissolved in the solvents mentioned above at the time of use.

Even if the hair dye composition is configured as a three or more agent composition or a composition containing powdered agents, it is still included in the present invention as long as the effects of the present invention are exhibited.
Examples Next, the embodiment will be described more specifically with reference to examples and comparative examples. It should be noted that the present invention is not limited to the configurations described in Examples.

As a hair dye composition, a cream-like first agent containing each component shown in Tables 1 and 2 and an emulsion-like second agent of Formula 1 containing each component shown in Table 3 were prepared. Hydrochloric acid and sodium hydroxide were used as pH adjusters. The numerical value in the column of each component in each table indicates the content of the component in that column, and the unit is % by mass. The notations of A, B, and D in the "Component" column in each table indicate the compounds corresponding to the respective components described in the claims of the present application.

The content of (A) oxidation dye in the mixture is shown in the "A component (when mixed 1:1)" column in the table.

The content of (B) oxidation dye in the mixture is shown in the "B component (when mixed 1:1)" column in the table.

The mass ratio of the content of (A) oxidation dye to the content of (B) oxidation dye is shown in the "A component/B component" column in the table.

Incidentally, salt-type dyes using acids in the table below, for example, 6-methoxy-2-methylamino-3-aminopyridine dihydrochloride, use 6-methoxy-2-methylamino-3-aminopyridine as a starting material. 2 mol of hydrochloric acid produced per 1 mol of hydrochloride is neutralized by adding NaOH as an alkaline agent or pH adjuster. That is, among the agents listed in the table, salt-form dyes using acid, for example, 6-methoxy-2-methylamino-3-aminopyridine dihydrochloride, 6-methoxy-2-methylamino-3 - Contained as a free form of aminopyridine.

For each example and comparative example, the first agent and the second agent were mixed at a mass ratio of 1:1 to prepare a mixture of the hair dye composition of each example. 2 g of the resulting mixture was applied to 1 g of a white hair bundle sample for evaluation (manufactured by Beaulux Co., Ltd.) having a length of 10 cm (hereinafter simply referred to as hair bundle) using a brush. Thirty minutes after applying the mixture to the hair bundle, the mixture attached to the hair bundle was washed away with water, and the hair bundle was shampooed (Bigen Treatment Shampoo manufactured by Hoyu Co., Ltd.) twice and rinsed (Bigen Treatment Shampoo manufactured by Hoyu Co., Ltd.). rinse) was applied once. Subsequently, the hair tresses were dried with warm air to obtain dyed hair tresses of each example.

On the next day after the hair dyeing treatment, the hair dyeing power and heat fading suppression were evaluated according to the method shown below.

(Method for evaluating hair dyeing power)
For the dyed hair tresses of each example obtained as described above, 10 panelists visually observed the dyeing density under a standard light source and judged according to the following criteria. It was scored on a 5-point scale of excellent (5 points), good (4 points), acceptable (3 points), somewhat unsatisfactory (2 points), and unsatisfactory (1 point). An average value was calculated for the scoring results of each panelist. An average score of 4.6 or more is “excellent: 5,” an average of 3.6 or more and less than 4.6 is “good: 4,” an average of 2.6 or more and less than 3.6 is “fair: 3,” and 1 .6 points or more and less than 2.6 points were evaluated as "slightly unsatisfactory: 2", and less than 1.6 points were evaluated as "improper: 1". The results are shown in the "hair dyeing power" column of each table.

(Method for evaluating suppression of thermal fading)
The dyed hair tresses of each example obtained as described above were wetted with water, dried with a towel, wrapped in aluminum foil, and placed in a constant temperature bath maintained at 50° C. for 4 hours. The dyed hair tress was taken out from the constant temperature bath and dried with a drier. The obtained tress (hereinafter referred to as "faded tress") was used as a model system of the fading state. With respect to the faded hair tresses, the hair tresses of each example subjected to the fading treatment were arranged side by side for comparison, and visually evaluated by 20 expert panelists. The evaluation criteria were as follows: 17 or more panelists evaluated that the hair color retention was excellent with less color fading due to fading treatment; The hair tresses of 9 to 12 people were rated as "acceptable: 3", the hair tresses of 5 to 8 people were rated as "slightly unsatisfactory: 2", and the hair tresses of 4 or less people were rated as "poor: 1". The results are shown in the "Heat Fading Suppression" column of each table.

As shown in Tables 1 and 2, it was confirmed that each example had more than acceptable results in terms of hair dyeing power and thermal fading inhibitory effect.

It should be noted that even when Formulation 2 was applied as the second agent shown in Table 3, the same test results as when Formulation 1 was applied were obtained.

In addition, the first agent of Example 1 and the first agent of Example 1 excluding ascorbic acid were prepared and stored at room temperature for one month. The hair dyeing power was evaluated in the same manner as in Example 1 above. As a result, it was confirmed that the hair dyeing power was inferior to that of the first agent of Example 1 when the first agent excluding ascorbic acid was used.

In addition, in Example 3 above, it was confirmed that similar evaluations were obtained when the same amount of iron compound or copper compound was used as the polymerization accelerator instead of potassium iodide.

Claims

(A) 2-amino-4-hydroxyethylaminoanisole or a salt thereof as an oxidation dye, and (B) as an oxidation dye, (1) an oxidation dye having no benzene ring, (2) an oxidation dye having no amine group dye, (3) having a benzene ring and a heterocyclic ring, the benzene ring and the heterocyclic ring being directly bonded or bonded via one covalent bond, or having two or three consecutive covalent bonds; (4) having a benzene ring and an amine group, all amine groups being secondary or tertiary amines, and substituted with carbon chains having 2 or more carbon atoms; (5) having a benzene ring and a primary amine group, and for every primary amine group having functional groups attached to carbons located on both sides of the carbon to which the primary amine group is attached, or (6) an oxidation dye having a functional group with two or more consecutive covalent bonds attached to the carbon adjacent to the carbon to which the primary amine group is attached; or the positional relationship between the amine group and the hydroxyl group includes any one or more of oxidation dyes in which the meta position is included.
The (B) oxidation dye is resorcinol, 1-naphthol, 1,5-naphthalenediol, 6-methoxy-2-methylamino-3-aminopyridine, m-aminophenol, 2,4-diaminophenoxyethanol, 2-methyl -5-hydroxyethylaminophenol, 1-hydroxyethyl-4,5-diaminopyrazole, 2-amino-3-hydroxypyridine, 2,6-dimethoxy-3,5-pyridinediamine, and salts thereof The hair dye composition of claim 1, comprising one or more of
(B) the oxidation dye is 6-methoxy-2-methylamino-3-aminopyridine, 2-amino-3-hydroxypyridine, 2,6-dimethoxy-3,5-pyridinediamine, and salts thereof The hair dye composition according to claim 1, comprising any one or more of
The hair dye composition according to any one of claims 1 to 3, wherein the content of component (A) in the hair dye composition is 0.4% by mass or more.
The hair dye composition according to any one of claims 1 to 4, further comprising (D) a polymerization accelerator.