JP2544196B2 - Keratin fiber dyeing composition - Google Patents

Description

TECHNICAL FIELD The present invention relates to a keratinous fiber dyeing composition and a dyeing method, and more specifically, it can provide a strong yellowish tone and very good fastness. The present invention relates to a keratin fiber dyeing composition and a dyeing method.

[Conventional technology]

For dyeing keratinous fibers such as hair, so-called oxidative dye composition, which uses a combination of a color-developing substance and a coupling substance, has been widely used. This oxidative dyeing agent composition utilizes the fact that so-called oxidative dyes, which are generated by the oxidative coupling of a color-developing substance and a coupling substance, strongly dye hair and the like. And as a color-developing substance,
Generally, p-phenylenediamine derivatives, p-aminophenol derivatives, diaminopyridine derivatives, 4-aminopyrazolone derivatives, heterocyclic pyrazolones and the like are used.

[Problems to be Solved by the Invention]

However, conventional oxidative dye compositions have not yet been satisfactory in saturation, dyeing power and fastness.

[Means for solving the problem]

Therefore, as a result of various studies on the combination of a coupling agent and a color developing agent in order to solve the above-mentioned problems, the present inventors have found that a specific diaminopyridine derivative as a coupling agent and a specific tetraaminopyrimidine as a color developing substance are used. By using a combination of derivatives, it has been found that keratinous fibers can be dyed with high saturation and a strong color tone, and that the dyeing has excellent fastness, and the present invention has been completed.

That is, the present invention provides a coupling agent represented by the following general formula (I): (In the formula, R represents a straight-chain or branched alkyl group having 1 to 8 carbon atoms) and a 4-alkyl-2,6-diaminopyridine or a salt thereof and 2,4,5,6 as a developer. -A keratin fiber dyeing composition characterized by containing tetraaminopyrimidine or a salt thereof, and a keratin fiber dyeing method using the same.

Among the 4-alkyl-2,6-diaminopyridine derivatives (I) used as the coupling agent in the keratinous fiber dyeing composition of the present invention, particularly preferred are (I)
Wherein R is an alkyl group having 1 to 3 carbon atoms, for example, 4-methyl-2,6-diaminopyridine, 4-ethyl-
Examples thereof include 2,6-diaminopyridine and 4-propyl-2,6-diaminopyridine. Among the salts of the 4-alkyl-2,6-diaminopyridine derivative (I), preferred are salts of inorganic acids such as hydrochloric acid, sulfuric acid, phosphoric acid and the like having 1 carbon atom.
~ 20 carboxylic acids having a linear or branched alkyl group, hydroxycarboxylic acids, polyhydroxycarboxylic acids, salts of organic acids such as sulfonic acids, among which hydrochloric acid, sulfuric acid, phosphoric acid, acetic acid, propionic acid, Lactic acid, citric acid and the like are particularly preferable.

The 4-alkyl-2,6-diaminopyridine derivative (I) is a known compound or a compound which can be easily produced by a known method. For example, the 4-alkyl-2,6-diaminopyridine derivative (I) can be easily prepared by the method disclosed in JP-A-54-76861. Is prepared.

Further, a developer of the keratinous fiber dyeing composition of the present invention 2,
4,5,6-Tetraaminopyrimidine is also a known compound,
Examples of the preferable salt include the same salts as in the case of the 4-alkyl-2,6-diaminopyridine derivative (I).

In the dyeing composition of the present invention, 2,4,5,6-tetraaminopyrimidine which is a color-developing substance and a salt thereof and a 4-alkyldiaminopyridine derivative which is a coupling substance and a salt thereof are mixed in such a manner that one component is Although it may be in excess if compared with the other, the molar ratio is preferably about 1: 0.8 to 1: 1.5. These color-developing substances and coupling substances can be used alone or in combination of two or more.

Further, if necessary in order to obtain a desired color tone, the dyeing composition of the present invention may further contain known color-developing substances, coupling substances, ordinary direct dyes and the like in combination.

Examples of such coupling substances include, for example, α
-Naphthol, o-cresol, m-cresol, 2,6
-Dimethylphenol, 2,5-Dimethylphenol, 3,4
-Dimethylphenol, 3,5-dimethylphenol, benzcatechin, pyrogallol, 1,5-dihydroxynaphthalene, 1,7-dihydroxynaphthalene, 5-amino-
2-methylphenol, hydroquinone, 2,4-diaminoanisole, m-toluylenediamine, 4-aminophenol, resorcin, resorcin monomethyl ether,
m-phenylenediamine, 1-phenyl-3-methyl-
5-pyrazolone, 1-phenyl-3-amino-5-pyrazolone, 1-phenyl-3,5-diketo-pyrazolidine,
1-methyl-7-dimethyl-amino-4-hydroxyquinolone-2, 1-amino-3-acetyl-acetamino-4-nitrobenzol, 1-amino-3-cyanacetyl-amino-4-nitro-benzol, m -Aminophenol, 4-chlororesorcin, 2-methylresorcin, 2,4-diaminophenoxyethanol, 3,5-diamino-trifluoromethylbenzene, 2,4-diamino-fluorobenzene, 3,5-diamino- Fluorobenzene, 2,4-diamino-6-hydroxypyrimidine, 2,4,6-triaminopyrimidine, 2-amino-4,6-dihydroxypyrimidine, 4-amino-2,6-dihydroxypyrimidine, 4,6
-Diamino-2-hydroxypyrimidine, p-nitro-
Examples thereof include o-phenylenediamine, 2-amino-5-nitrophenol, p-nitro-m-phenylenediamine, o-nitro-p-phenylenediamine and 2-amino-4-nitrophenol. In addition, as a developer,
p-phenylenediamine, p-toluylenediamine, N
-Methyl-p-phenylenediamine, N, N-dimethyl-
p-phenylenediamine, N, N-diethyl-2-methyl-p-phenylenediamine, N-ethyl-N- (hydroxyethyl) -p-phenylenediamine, chloro-p-
Phenylenediamine, N, N-bis- (2-hydroxyethyl) -p-phenylenediamine, methoxy-p-phenylenediamine, 2,6-dichloro-p-phenylenediamine, 2-chloro-6-bromo -P-phenylenediamine, 2-chloro-6-methyl-p-phenylenediamine, 6-methoxy-3-methyl-p-phenylenediamine, 2,5-diaminoanisole, N- (2-hydroxypropyl) -P-phenylenediamine, N-2-methoxyethyl-p-phenylenediamine, etc.
NH ₂ - group, NHR ₁ - groups or N (R _{1) 2} - group (R ₁ is C 1 -C
A compound having an alkyl group of 4 to 4 or a hydroxyalkyl group), a 2,5-diaminopyridine derivative, N-butyl-N-sulfobutyl-p-phenylenediamine, and the like.

The dyeing composition of the present invention causes oxidative coupling even with oxygen in the air to dye hair and the like, but it is more preferable to cause oxidative coupling by adding a chemical oxidizing agent. Particularly preferred oxidizing agents include hydrogen peroxide; products of hydrogen peroxide added to urea, melamine or sodium borate; mixtures of such hydrogen peroxide adducts with potassium peroxide-disulfuric acid.

Generally, the dyeing composition of the present invention is preferably provided in a dosage form such as cream, emulsion, gel, solution and the like. In order to obtain such a dosage form, a moisturizer (emulsifier), a solubilizer, a thickener, a stabilizer, a touch improver, and a hair styling base, which are usually used in the field of cosmetics, are added to the color-developing substance and the coupling substance. , A fragrance, etc. may be added and the product may be produced according to a conventional method. As the wetting agent (emulsifier) used here,
Examples thereof include alkylbenzene sulfonate, fatty alcohol sulfate, alkyl sulfonate, fatty acid alkanolamide, and addition product of ethylene oxide and fatty alcohol. Examples of the thickener include methyl cellulose, starch, higher fatty alcohol, paraffin oil, fatty acid, etc., and examples of the stabilizer include:
Examples thereof include reducing agents such as sulfites, hydroquinone derivatives, chelating agents, and the like, and as the feel-improving agent and hair styling base,
Examples thereof include silicones, higher alcohols, oil agents such as various nonionic surfactants, and various cationic polymers.

The total content of the color-developing substance and the coupling substance in these dosage forms is preferably 0.2 to 5% by weight (hereinafter simply referred to as%), particularly 1 to 3%. It is preferable that the wetting agent (emulsifier) is usually added in an amount of 0.5 to 30% and the thickener is added in an amount of 0.1 to 25%.

In these dosage forms, the pH of the entire composition is 8-10.
It is preferably adjusted to the extent.

To carry out dyeing of keratinous fibers using the dyeing composition of the present invention, for example, an oxidizing agent is added to the dyeing composition of the present invention to perform oxidation coupling to prepare a dyeing solution, and the dyeing solution is applied to keratinous fibers. It is carried out by washing the keratinous fibers for a working time of about 10 to 50 minutes, preferably about 25 to 35 minutes, and then drying. The application of the dyeing solution here takes place at 15-40 ° C.

〔The invention's effect〕

If the keratinous fibers are dyed using the dyeing composition of the present invention,
It can be dyed in a high chroma yellow color and the color tone obtained has good light resistance, washing resistance and abrasion resistance.

〔Example〕

Next, the present invention will be described in detail with reference to examples, but the present invention is not limited thereby.

Example 1 To 100 g of a base having the following composition, 0.01 mol of the color developing substance and 0.01 mol of the coupling substance shown in Table 1 were added and mixed. Then, the dyeing composition was produced by adjusting the pH of the composition to 9.5 with ammonia.

A dyeing solution was prepared by adding an equal weight of a 6% aqueous hydrogen peroxide solution to 100 g of the dyeing composition. This dye solution was applied to goat hair and left at 30 ° C. for 30 minutes. The dyed goat hair was then washed with a normal shampoo and dried. The results of observing the color tone and saturation of the obtained dyeing are shown in Table 1.

In addition, in order to determine the fastness of the shampoo, using the dyed hair obtained above, the degree of discoloration after repeating shampoo and room temperature drying 10 times was evaluated with a Minolta colorimeter CR-100 before and after treatment with ΔE ( Color difference) was evaluated. For the sake of convenience, it was judged according to the rank in the attached table in correspondence with the visual evaluation. The results are also shown in Table 1.

(Base composition) (%) Oleic acid 10 Oleic acid diethanolamide 8 Oleyl alcohol 2 Polyoxyethylene octyldodecyl ether (average EO
20 mol addition) 10 Ethanol 15 Propylene glycol 10 Ammonium chloride 3 25% Ammonia 7 Water 35 (Result)

Claims (2)

(57) [Claims] 1. A coupling agent having the following general formula (I): (In the formula, R represents a straight-chain or branched alkyl group having 1 to 8 carbon atoms) or a 4-alkyl-2,6-diaminopyridine or a salt thereof and 2,4,5,6- A horny fiber dyeing composition comprising tetraaminopyrimidine or a salt thereof. 2. The following general formula (I) as a coupling agent: (In the formula, R represents a straight-chain or branched alkyl group having 1 to 8 carbon atoms) or a 4-alkyl-2,6-diaminopyridine or a salt thereof and 2,4,5,6- A method for dyeing keratinous fibers, which comprises using a dyeing composition containing tetraaminopyrimidine or a salt thereof.