JP2003012479A - Hair-dyeing agent composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a hair-dyeing agent, excellent in decoloring force, capable of dyeing the hair in blight and good tone of color and scarcely causing damage of the hair or irritation to the scalp. SOLUTION: This hair-dyeing agent composition is used by mixing a first agent containing an alkali agent with a second agent containing an oxidizing agent. The composition comprises (a) a cyclic amide compound represented by the formula (1) [R<1> is a 2-8C straight-chain aliphatic group, a 3-8C alicyclic group or phenylene group; R<2> to R<4> are each methylene group, a 2-8C straight- chain aliphatic group, a 3-8C alicyclic group or phenylene group; M is a transition metal which exists in an oxidation state of the group I to VIII; X is a pair ion which equilibrates with a charge of a complex ion, with the proviso that R<1> to R<4> may have a substituent group such as a 1-8C aliphatic group, an alkoxy group or a halogen atom], (b) an oxidizing agent in an amount of 0.1 to 12 wt.% expressed in terms of hydrogen peroxide and (c) 0.05-10 wt.% alkali agent, and pH of the composition after mixing is 7.5-12.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a hair dye composition which is less likely to cause hair damage and skin irritation during and after treatment, and is excellent in hair decolorizing power and dyeing power.

[0002]

2. Description of the Related Art Conventionally, for dyeing hair, a two-component permanent hair dye comprising a first agent containing an alkali agent and a second agent containing an oxidizing agent has been widely used. The second agent, an oxidant, is added to enhance the hair dyeing effect by the coupling reaction of the oxidative dye intermediate, and at the same time, to promote the oxidative decomposition of the melanin granules in the hair to develop the hair in a bright color tone. Is. The first agent, the alkaline agent, is added to activate the function of the oxidizing agent to enhance the hair dyeing effect and the decolorizing effect. Not only for bleaching hair to a lighter tone than the original color, but also for dyeing other colors,
Although it is necessary to sufficiently decolorize melanin and other pigments in the hair in advance, the decolorizing power of hair generally depends on the amount of alkali and the amount of oxidizing agent. Therefore, when it is used for such a purpose, a sufficient amount of alkali and a sufficient amount of oxidizing agent are required.

Generally, ammonia and organic amines are used as alkali agents, and hydrogen peroxide is used as an oxidizing agent. If a large amount of these is used in order to obtain sufficient decolorizing power, it depends on the amount used. There are problems that the hair is damaged and the scalp is easily stimulated.

[0004]

DISCLOSURE OF THE INVENTION The object of the present invention is to have an excellent decolorizing power, and to dye the color tone of the hair in a bright and good shade, and to cause less damage to the hair and less irritation to the scalp. To provide a hair composition.

[0005]

The present inventor has found that the above problems can be solved by incorporating a complex of a specific cyclic amide compound and a transition metal into a hair dye.

The present invention is a composition in which a first agent containing an alkaline agent and a second agent containing an oxidizing agent are mixed and used, and the following components (a) to ( c), (a) compound represented by the following general formula (1)

[0007]

[Chemical 2]

[Wherein R ¹ represents a linear alkylene group or alkenylene group having 2 to 8 carbon atoms, a cycloalkylene group or cycloalkenylene group having 3 to 8 carbon atoms, or a phenylene group, and R ² or R ^{2 3} and R ⁴ may be the same or different and each is a methylene group, a linear alkylene group having 2 to 8 carbon atoms or an alkenylene group, and 3 carbon atoms.
~ 8 represents a cycloalkylene group or a phenylene group,
M represents a transition metal in the oxidation state I, II, III, IV, V, VI, VII or VIII, and X represents any counterion that equilibrates with the charge of the complex ion on a stoichiometric basis. However, R ¹ ,
R ² , R ³ and R ⁴ are each an alkyl group having 1 to 8 carbon atoms, an alkenyl group, an alkynyl group, an alkoxy group or a halogenated alkyl group, a cycloalkyl group having 3 to 8 carbon atoms, a cycloalkenyl group or an aryl group. Has a substituent selected from an aryl group having a linear alkyl group having 1 to 18 carbon atoms, a hydroxy group, a phenoxy group, a halogen atom, an amino group, a sulfuric acid group, a sulfonic acid group, a nitro group, and a carboxy group. May be. (B) Oxidizing agent: 0.1 to 12% by weight in terms of hydrogen peroxide (c) Alkaline agent: 0.05 to 10% by weight, and a hair dye composition having a pH after mixing of 7.5 to 12 is provided. It is a thing.

By satisfying this condition, the alkaline agent and the oxidizing agent can be efficiently worked in the hair, and the decolorizing power and the hair dyeing power are improved. Therefore, the amounts of the alkaline agent and the oxidizing agent can be further reduced without lowering the decolorizing power and the hair dyeing power, and hair damage and irritation to the scalp can be reduced.
Further, by using the same amount of alkali agent and oxidizing agent as in the conventional case, it is possible to improve the decolorizing power and hair dyeing power without increasing hair damage and irritation to the scalp.

[0010]

BEST MODE FOR CARRYING OUT THE INVENTION In the compound of the general formula (1), R ¹
As (without a substituent), an alkylene group and a phenylene group are preferable, and a phenylene group is particularly preferable. R
Specific examples of ¹ (including a substituent) include orthophenylene group, 3,5-dichloroorthophenylene group, 4,5-dichloroorthophenylene group, 4,5-dimethoxyorthophenylene group, 4,5-dimethylorthophenylene group. Groups, especially
A 4,5-dichloroorthophenylene group is preferred.

As R ² , R ³ and R ⁴ (without a substituent), a methylene group and an alkylene group having 2 to 8 carbon atoms are preferable, and a methylene group and an alkylene group having 2 to 6 carbon atoms, particularly methylene group. Groups, ethylene groups and trimethylene groups are preferred. In addition, it is preferable that each carbon atom of these methylene group and alkylene group be substituted with two alkyl groups having 1 to 8 carbon atoms. A preferable example of R ² , R ³ and R ⁴ (including a substituent) is an isopropylidene group.

As M, Fe, Mn, Co and Cu are preferable,
Fe is most preferred. Examples of X include an ammonium ion, and specifically, a tetraalkylammonium ion in which four alkyl groups having 2 to 10 carbon atoms are bonded, and among them, a tetraethylammonium ion and a tetrabutylammonium ion are preferable. Although not shown directly in the general formula (1), the compound (1) may have coordinated water.

The compound (1) used in the present invention is publicly known and can be synthesized, for example, by the method described in Japanese Patent Publication No. 2000-515152.

Specific examples of the compound (1) used in the present invention are shown below.

[0015]

[Chemical 3]

The compound (1) of the component (a) may be used in one kind or more, and the content thereof is a total composition consisting of the first agent and the second agent from the viewpoint of sufficient decolorizing and hair dyeing effect. 0.00001 ~ 10
% By weight is preferred, more preferably 0.00002 to 1% by weight, even 0.00002 to 0.01% by weight, especially 0.00002 to 0.005.
% By weight.

As the oxidizing agent of the component (b), hydrogen peroxide,
And hydrogen peroxide generators such as urea peroxide, melamine peroxide, sodium perborate, potassium perborate, sodium percarbonate, potassium percarbonate and the like, with hydrogen peroxide being particularly preferred. The content of the oxidizing agent is 0 in the total composition of the first agent and the second agent in terms of hydrogen peroxide, from the viewpoints of sufficient decolorizing and hair dyeing effects and reduction of hair damage and scalp irritation.
1 to 12% by weight, preferably 0.5 to 9% by weight, especially 1
~ 6% by weight.

As the alkaline agent of component (c), ammonia, monoethanolamine, isopropanolamine,
Alkanolamines such as 2-amino-2-methylpropanol and 2-aminobutanol, alkanediamines such as 1,3-propanediamine, ammonium carbonate, ammonium hydrogen carbonate, guanidine carbonate, sodium carbonate, potassium carbonate, sodium hydrogen carbonate, carbonic acid Examples thereof include carbonates such as potassium hydrogen. Of these, ammonia and alkanolamines are preferable, and monoethanolamine is more preferable among the alkanolamines. One or more of these alkaline agents can be used, and the content thereof is from the first and second agents from the viewpoints of sufficient decolorizing and dyeing effects and reduction of hair damage and scalp irritation. In the total composition of 0.05 to
10% by weight, preferably 0.1-5% by weight, especially 0.2-
It is 3% by weight. Since the hair dye composition of the present invention can obtain sufficient decolorizing and hair dyeing effects without using ammonia as an alkaline agent, in this case, there is no irritating odor caused by ammonia and the user feels discomfort during use. It is preferable because it does not exist.

In the hair dye composition of the present invention, the mixing ratio of the first agent containing the alkaline agent and the second agent containing the oxidizing agent is the first.
The agent: second agent (weight ratio) is preferably in the range of 1: 0.5 to 1: 3 from the viewpoint of practicality.

The first agent has a pH of 8-12 at 25 ° C, and the second agent has
The pH is preferably 2 to 5, and the pH of the hair dye composition in which the first agent and the second agent are mixed is 7.5 to 12, but the pH of 8 to 11 is preferred in terms of decolorizing / hair dyeing effect and skin irritation. . As the pH adjuster, in addition to the alkaline agent of component (c), inorganic acids such as hydrochloric acid and phosphoric acid, organic acids such as citric acid, glycolic acid and lactic acid, ammonium chloride, hydrochlorides such as monoethanolamine hydrochloride,
Examples thereof include phosphates such as monopotassium dihydrogen phosphate and disodium monohydrogen phosphate.

The hair dye composition of the present invention further comprises, as the component (d), ethylenediaminetetraacetic acid, ethylenediaminehydroxyethyltriacetic acid, diethylenetriaminepentaacetic acid, or a chelating agent which is known to be used in hair dye compositions. It is preferable that the oxidizing agent and the alkaline agent act more efficiently in the hair by containing at least one of the salts. The content of these chelating agents is 0.01 to the total composition of the first agent and the second agent.
The range of 5% by weight is preferable from the viewpoint of sufficient decolorization and hair dyeing effect. These chelating agents can be added to either or both of the first agent and the second agent.

In the hair dye composition of the present invention, as a medium,
Water and / or organic solvents are used. As the organic solvent, ethanol, lower alkanols such as 2-propanol, benzyl alcohol, aromatic alcohols such as benzyloxyethanol, propylene glycol, 1,3-butanediol, diethylene glycol, polyols such as glycerin, ethyl cellosolve, Butyl cellosolve,
Examples thereof include cellosolves such as benzyl cellosolve and carbitols such as ethyl carbitol and butyl carbitol.

The hair dye composition of the present invention is used as a hair bleaching agent (hair bleach) without containing an oxidative dye intermediate or a direct dye when the purpose is simply to bleach the hair. For the purpose of dyeing, an oxidative dye intermediate or a direct dye is further contained.

As the oxidative dye intermediate, known developer and coupling substances which are commonly used in hair dyes can be used. As the developer, for example, paraphenylenediamine, toluene-2,5-diamine, 2-chloro-paraphenylenediamine, N-methoxyethyl-paraphenylenediamine, N, N-bis (2-hydroxyethyl)-
Paraphenylenediamine, 2- (2-hydroxyethyl) -paraphenylenediamine, 2,6-dimethyl-paraphenylenediamine, 4,4'-diaminodiphenylamine, 1,3-bis
(N- (2-hydroxyethyl) -N- (4-aminophenyl) amino) -2-propanol, PEG-3,3,2'-paraphenylenediamine, paraaminophenol, paramethylaminophenol, 3-methyl- 4-aminophenol, 2-aminomethyl-
4-aminophenol, 2- (2-hydroxyethylaminomethyl) -4-aminophenol, orthoaminophenol,
2-Amino-5-methylphenol, 2-amino-6-methylphenol, 2-amino-5-acetamidophenol, 3,4-diaminobenzoic acid, 5-aminosalicylic acid, 2,4,5,6- Tetraaminopyrimidine, 2,5,6-triamino-4-hydroxypyrimidine, 4,5-diamino-1- (4'-chlorobenzyl) pyrazole, 4,5-diamino-1-hydroxyethylpyrazole and salts thereof, etc. Is mentioned.

Examples of the coupling substance include metaphenylenediamine, 2,4-diaminophenoxyethanol, 2-amino-4- (2-hydroxyethylamino) anisole, 2,4-diamino-5-methylphenetol, 2,4-diamino-5- (2-hydroxyethoxy) toluene, 2,4-dimethoxy-1,3-diaminobenzene, 2,6-bis (2-hydroxyethylamino) toluene, 2,4-diamino-5 -Fluorotoluene, 1,3-bis (2,4-diaminophenoxy) propane, metaaminophenol, 2-methyl-5-aminophenol, 2
-Methyl-5- (2-hydroxyethylamino) phenol, 2,
4-dichloro-3-aminophenol, 2-chloro-3-amino-6
-Methylphenol, 2-methyl-4-chloro-5-aminophenol, N-cyclopentyl-metaaminophenol, 2-
Methyl-4-methoxy-5- (2-hydroxyethylamino) phenol, 2-methyl-4-fluoro-5-aminophenol, resorcin, 2-methylresorcin, 4-chlororesorcin,
1-naphthol, 1,5-dihydroxynaphthalene, 1,7-dihydroxynaphthalene, 2,7-dihydroxynaphthalene, 2-
Isopropyl-5-methylphenol, 4-hydroxyindole, 5-hydroxyindole, 6-hydroxyindole, 7-hydroxyindole, 6-hydroxybenzomorpholine, 3,4-methylenedioxyphenol, 2-bromo
-4,5-methylenedioxyphenol, 3,4-methylenedioxyaniline, 1- (2-hydroxyethyl) amino-3,4-methylenedioxybenzene, 2,6-dihydroxy-3,4-dimethylpyridine , 2,6-dimethoxy-3,5-diaminopyridine, 2,3-diamino-6-methoxypyridine, 2-methylamino-3-amino-6-methoxypyridine, 2-amino-3-hydroxypyridine, 2, Examples thereof include 6-diaminopyridine and salts thereof.

The developer and the coupling substance may be used in one kind or more, and the contents thereof are 0.01 to 5% by weight, particularly 0.1 to 5% by weight based on the total composition of the first agent and the second agent.
4% by weight is preferred.

As the direct dye, known acid dyes, basic dyes, disperse dyes, reactive dyes and the like which can be used for hair dyes can be used. Examples of acid dyes include Red No. 2 (CI16185), Red No. 3 (CI45430),
Red No. 102 (CI16255), Red No. 104 (1) (CI4541
0), Red No. 105 (1) (CI45440), Red No. 106 (CI4
5100), Yellow No. 4 (CI19140), Yellow No. 5 (CI1598)
5), Green No. 3 (CI42053), Blue No. 1 (CI4209)
0), Blue No. 2 (CI73015), Red No. 201 (CI1585
0), red 227 (CI17200), red 230 (1) (CI4
5380), red 231 (CI45410), red 232 (CI454
40), Daidai 205 (CI15510), Daidai 207
No. (CI45425), yellow No. 202 (1) (CI45350), yellow
No. 203 (CI47005), Green 201 (CI61570), Green 20
No. 4 (CI59040), Green No. 205 (CI42095), Blue 202
No. (CI42052), Blue No. 205 (CI42090), Brown 201
No. (CI20170), Red No. 401 (CI45190), Red No. 502 (CI16155), Red No. 503 (CI16150), Red No. 504 (CI14700), Red No. 506 (CI15620), Daidai Color 4
02 (CI14600), Yellow 402 (CI18950), Yellow 403
No. 1 (CI10316), Yellow No. 406 (CI13065), Yellow
407 (CI18820), Green 401 (CI10020), Green 40
No. 2 (CI42085), Purple No. 401 (CI60730), Black 401
No. (CI20470), Acid Black 52 (CI15711),
Acid Blue 1 (CI42045), Acid Blue 3
(CI42051), Acid Blue 62 (CI62045), Acid Brown 13 (CI10410), Acid Green 50
(CI44090), Acid Orange 3 (CI10385), Acid Orange 6 (CI14270), Acid Red 14
(CI14720), Acid Red 35 (CI18065), Acid Red 73 (CI27290), Acid Red 184 (CI
15685), Brilliant Black 1 (CI28440) and the like.

The basic dyes include, for example, Basic Blue 7 (CI42595) and Basic Blue 16 (CI1221).
0), Basic Blue 22 (CI61512), Basic Blue 26 (CI44045), Basic Blue 99 (CI5605)
9), Basic Blue 117, Basic Violet 10
(CI45170), Basic Violet 14 (CI4251
5), Basic Brown 16 (CI12250), Basic Brown 17 (CI12251), Basic Red 2 (CI5)
0240), Basic Red 12 (CI48070), Basic Red 22 (CI11055), Basic Red 51, Basic Red 76 (CI12245), Basic Red 118
(CI12251: 1), Basic Orange 31, Basic Yellow 28 (CI48054), Basic Yellow 57 (C.
I.12719), Basic Yellow 87, Basic Black 2 (CI11825); JP-B-58-2204, JP-A-9-11
Basic dyes containing a quaternized nitrogen atom in the side chain of an aromatic ring described in JP-A-8832; JP-A-10-502946, JP-A-10-182379, and JP-A-11-349457. Basic dyes and the like described in Japanese Patent Publications and the like are mentioned.

Direct dyes other than acid dyes and basic dyes include, for example, 2-amino-3-nitrophenol and 2-amino-3-nitrophenol.
Amino-4-nitrophenol, 2-amino-5-nitrophenol, 4-amino-3-nitrophenol, 2-amino-6-chloro-4-nitrophenol, 4-hydroxypropylamino-
3-nitrophenol, 3-nitroparahydroxyethylaminophenol, 2-nitroparaphenylenediamine, 4-
Nitroorthophenylenediamine, 4-nitrometaphenylenediamine, 6-nitroorthotoluidine, 6-nitroparatoluidine, hydroxyethyl-2-nitroparatoluidine, N, N'-bis (2-hydroxyethyl) -2-nitropara Phenylenediamine, 2-chloro-5-nitro-N-hydroxyethylparaphenylenediamine, 2-nitro-5-glycerylmethylaniline, 3-methylamino-4-nitrophenoxyethanol, N-ethyl-3-nitroPABA, picramic acid , 2-hydroxyethylpicramic acid, 4-nitrophenylaminoethylurea, purple 201 (CI60725), solvent yellow 44 (CI56200), disperse red 1
7 (CI11210), Disperse Violet 1 (CI61
100), Disperse Violet 4 (CI61105), Disperse Blue 3 (CI61505), Disperse Blue 7 (CI62500), HC Blue No.2, HC Blue No.8, HC
Orange No.1, HC Orange No.2, HC Red No.1, HC Red No.3, HC Red No.7, HC Red No.8, HC Red No.1
0, HC Red No. 11, HC Red No. 13, HC Red No. 16, HC
Violet No.2, HC Yellow No.2, HC Yellow No.5,
HC Yellow No.6, HC Yellow No.7, HC Yellow No.9, HC
Yellow No. 12 and the like can be mentioned.

One or more direct dyes can be used, and the content thereof is 0.001 to 5 in the total composition of the first agent and the second agent.
%, Especially 0.01 to 4% by weight is preferred. Further, the oxidation dye and the direct dye can be used in combination.

In addition to the above components, the hair dye composition of the present invention may contain other components usually used as raw materials for cosmetics. Such optional components include hydrocarbons, animal and vegetable oils and fats, higher fatty acids, permeation enhancers, cationic surfactants, natural or synthetic polymers, higher alcohols, ethers, amphoteric surfactants, nonionic interfaces. Examples include activators, protein derivatives, amino acids, preservatives, chelating agents, stabilizers, antioxidants, botanical extracts, crude drug extracts, vitamins, pigments, fragrances, and ultraviolet absorbers.

The hair dye composition of the present invention comprises a first agent containing an alkaline agent and a second agent containing an oxidizing agent, like the oxidation type hair decolorizing agent or dyeing agent which is widely used at present. Offered in two-part form. The dosage form of the first agent and the second agent can be, for example, liquid, emulsion, cream, gel, paste, mousse, or the like, and can also be aerosol. It is desirable that the first agent and the second agent are mixed and the viscosity is such that the liquid does not easily drip when applied to hair, and the viscosity measured by a B-type rotational viscometer at 25 ° C is preferably 20000 to 100000 mPa · s. . Here, the viscosity is a value after rotating the rotor No. 3 at 12 rpm for 1 minute.

To decolorize or dye hair using the hair dye composition of the present invention, for example, after mixing the first agent and the second agent of the hair dye composition of the present invention, 15 to 45 ° C. The hair may be applied at a temperature of 1 to 60 minutes, and the hair may be washed after a working time of 1 to 60 minutes, preferably 3 to 45 minutes, and then dried.

[0034]

EXAMPLES The compounds used in the following examples are as follows.

[0035]

[Chemical 4]

Examples 1 to 8 Oxidizing hair decolorizing agents shown in Tables 1 and 2 were prepared according to a conventional method.

[0037]

[Table 1]

[0038]

[Table 2]

After mixing 1 part by weight of the first part with 1 part by weight of the second part, the mixture was applied to black hair at 30 ° C., and the hair was washed with an ordinary shampoo for 30 minutes, and dried. As a result of observing the color tone of the obtained bleached hair, the bleaching property was better in all hairs than in the case where the compound (1a) was not added.

Examples 9 to 14 Oxidative hair dyes shown in Tables 3 and 4 were prepared according to a conventional method.

[0041]

[Table 3]

[0042]

[Table 4]

After mixing 1.5 parts by weight of the second agent with 1 part by weight of the first agent, the mixture was applied to black hair at 30 ° C., the hair was washed with a normal shampoo for 30 minutes, and dried. As a result of observing the color tone of the obtained dyed hair, the decolorization and dyeability of all hairs were better than those in the case where the compound (1a) was not added.

[0044]

EFFECTS OF THE INVENTION The hair dye composition of the present invention has an excellent decolorizing power, and can dye the color tone of hair in a bright and good shade, and has less damage to the hair and irritation to the scalp.

Continued front page    (72) Inventor Hideyuki Abe             Kao Co., Ltd. 1334 Minato, Wakayama City, Wakayama Prefecture             Inside the laboratory F-term (reference) 4C083 AB012 AB082 AB332 AB352                       AB411 AB412 AC022 AC072                       AC082 AC102 AC122 AC182                       AC472 AC482 AC542 AC552                       AC642 AC692 AC931 AC932                       AD642 BB43 CC36 EE10                       EE26 EE27 EE29

Claims (2)

[Claims] 1. A composition used by mixing a first agent containing an alkaline agent and a second agent containing an oxidizing agent, wherein the following components (a) to (c) are contained in the composition after mixing: , (A) a compound represented by the following general formula (1): [In the formula, R ¹ represents a linear alkylene group or alkenylene group having 2 to 8 carbon atoms, a cycloalkylene group or cycloalkenylene group having 3 to 8 carbon atoms, or a phenylene group, and R ² , R ³ and R ^{3 4} may be the same or different, and each represents a methylene group, a linear alkylene group having 2 to 8 carbon atoms or an alkenylene group, a cycloalkylene group having 3 to 8 carbon atoms, or a phenylene group, and M is I, I
I, III, IV, V, VI, VII or VIII represents a transition metal in the oxidation state, and X represents any counterion that equilibrates with the charge of the complex ion on a stoichiometric basis. However, R ¹ , R ² , R ³
And R ⁴ are each an alkyl group having 1 to 8 carbon atoms, an alkenyl group, an alkynyl group, an alkoxy group or a halogenated alkyl group, a cycloalkyl group or a cycloalkenyl group having 3 to 8 carbon atoms, an aryl group, and 1 to 1 carbon atoms. It may have a substituent selected from aryl groups having 18 linear alkyl groups, hydroxy groups, phenoxy groups, halogen atoms, amino groups, sulfuric acid groups, sulfonic acid groups, nitro groups, and carboxy groups. (B) Oxidizing agent: 0.1 to 12% by weight in terms of hydrogen peroxide (c) Alkali agent: 0.05 to 10% by weight, and a hair dye composition having a pH of 7.5 to 12 after mixing. 2. The hair dye composition according to claim 1, which contains ethylenediaminetetraacetic acid, ethylenediaminehydroxyethyltriacetic acid, diethylenetriaminepentaacetic acid or salts thereof.