JP2000191481A - Hair-dye composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a hair-dye composition keeping intense color over a long period and free from toxicological and dermatological problems. SOLUTION: A hair-dye based on a color developer/coupling agent system and oxidizable by peroxide is formulated with (A) at least one kind of color developer selected from 1,4-diaminobenzene, 2,5-diaminotoluene, 2-(2,5- diaminophenyl)ethanol, 2-(2'-hydroxyethylamino)-5-aminotoluene, N,N- bis-(hydroxyethyl)-1,4-diamino-benzene, 3-(N,N-diethylaminomethyl)-4- hydroxyaniline, 4-aminophenol, 2-chloro-4-aminophenol, 2-amino-5-N,N- diethylaminotoluene, 4-hydroxy-2,5,6-triaminopyrimidine and 4-amino-3- methylphenol and their water-soluble salts and (B) 1,6-dihydroxynaphthalene.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

The present invention relates to a composition for dyeing human hair, based on an oxidative dye precursor system to be reacted with peroxide. The hair dye composition of the present invention is rich in expression and provides long-lasting coloring, and can be used as it is, or an additional color developing agent and / or a coupling agent to obtain further shades. Can be used in combination with

[0002]

BACKGROUND OF THE INVENTION Many developer / coupling agent combinations are already known, which result in a number of different hair dyeings. However, there is a need for a hair dye composition that is not only toxicologically and dermatologically well-accepted, but also lasts for a long period of time, exhibits highly intense coloring and fulfills a high color standard. I have.

[0003]

According to the present invention, in order to solve the above problems, a) 1,4-diaminobenzene, 2,
5-diaminotoluene, 2- (2,5-diaminophenyl) ethanol, 2- (2'-hydroxyethylamino) -5-aminotoluene, N, N-bis- (hydroxyethyl) -1,4-diaminobenzene , 3- (N, N
-Diethylaminomethyl) -4-hydroxyaniline,
4-aminophenol, 2-chloro-4-aminophenol, 4-hydroxy-2,5,6-triaminopyrimidine, 2-amino-5-N, N-diethylaminotoluene and / or 4-amino-3-methyl A hair dye composition is constituted by including an oxidation dye precursor which is obtained by combining phenol or a water-soluble salt thereof and b) 1,6-dihydroxynaphthalene and which is reacted with peroxide.

[0004]

DETAILED DESCRIPTION OF THE INVENTION Although the composition of the present invention has the above-mentioned constitution, the use of the composition of the present invention on the basis of a conventional base mixture results in a very high expression after oxidation by peroxide. Rich and long-lasting coloring is obtained. This coloration can also be changed to show shades of other colors by using a mixture of additional coupling agents.

[0005] The additional coupling agent used in the present invention preferably has a molar ratio of the developer to the coupling agent of from about 1: 2 to about 5: 1, particularly preferably from about 1: 1 to about 2. Used to be in the range of 5: 1. Preferred coupling agents include, for example, resorcinol, 2-methylresorcinol, 4-chlororesorcinol,
Amino-4-chlorophenol, 4- (N-methyl) aminophenol, 2-aminophenol, 3-aminophenol, 1-methyl-2-hydroxy-4-aminobenzene, 3-N, N-dimethylaminophenol, 5-
Amino-2-methylphenol, 6-amino-3-methylphenol, 3-amino-2-methylamino-6-methoxypyridine, 2-amino-3-hydroxypyridine, 4-aminodiphenylamine, 4,4′-diamino Diphenylamine, 2-dimethylamino-5-aminopyridine, 2,5-diaminopyridine, 2,6-diaminopyridine, 1,3-diaminobenzene, 1-amino-3
-(2'-hydroxyethylamino) benzene, 1-amino-3- [bis (2'-hydroxyethyl) amino]
Benzene, 1,3-diaminotoluene, α-naphthol, 1,4-diamino-2-chlorobenzene, 4,6-
Dichlororesorcinol, 4-hydroxy-1,2-methylenedioxybenzene, 1,5-dihydroxynaphthalene, 1,7-dihydroxynaphthalene, 2,7-dihydroxynaphthalene, 1-hydroxynaphthalene, 4-
Hydroxy-1,2-methylenedioxybenzene, 2,
4-diamino-3-chlorophenol and / or 1-methoxy-2-amino-4- (2'-hydroxyethylamino) benzene.

Particularly preferred additional coupling agents include, for example, resorcinol, 2-methylresorcinol, 4-chlororesorcinol, 3-aminophenol, 1-methyl-2-hydroxy-4-aminobenzene, 2-amino-4- β-hydroxyethylaminoanisole and its water-soluble salts, and α-naphthol. Needless to say, other coupling agents can be used.

In the present invention, it is also possible to simultaneously use an additional color developing agent known per se, for example, 5-aminosalicylic acid and / or hydroxytriol described in EP-B467,206. Aminopyrimidines can be mentioned. Other compounds include EP-B
467,026, the 2,4,5-triamino-
6-hydroxypyrimidine and 4,5,6-triamino-
2-hydroxypyrimidine and the like are used, and these are preferably used as sulfates.

[0008] The concentration of the developer is about 0.05% to 5% (% means% by weight; the same applies hereinafter), preferably 0%, based on the total hair dye composition excluding the oxidizing agent composition. .1% to 4
%, Particularly preferably 0.25% to 0.5% and 2.5%
-3%, these numbers are always expressed as percentage of free base.

In the hair dye composition of the present invention, the amount of the coupling agent to be reacted with the color developer is preferably the same as that of the color developer, that is, 0.1 to the total composition excluding the oxidizing agent.
It is in the range of from 05% to 5%, preferably from 0.1% to 4%, particularly preferably from 0.5% to 3%, and these figures are always given as percentage of free base.

If necessary, the compositions according to the invention may be provided with so-called shading agents in order to precisely adjust the desired shading.
gent), especially direct reactive dyes. Examples of such a thickening agent include nitro dyes such as 2-amino-4,6-dinitrophenol, 2-amino-4-nitrophenol, and 2-amino-6-chloro-4-nitrophenol. It is preferably used in an amount of about 0.05% to 2.5%, particularly preferably 0.1% to 1% of the dye composition excluding the oxidizing agent.

The use of 1,6-dihydroxynaphthalene in oxidation dye compositions is described in DE-A 19,2 2
2,400. However, the combination with the particular heterocyclic hydrazone compounds disclosed therein is not suggestive of the compositions of the present invention. Also,
DE-A 2,702,1 which discloses the adjustment of green shades in combination with 2,4,5,6-tetraaminopyrimidine
18 also does not suggest the composition of the present invention.

The hair dye composition of the present invention can contain substances and additives usually used in such a composition, a conditioning agent and the like. As conditioning agents and the like, those known to those skilled in the art and, for example, an academic paper by K. Schrader, "Basics and Formulation of Cosmetics (Grudlagen und Rez)"
epturen der Kosmetika) "2nd
Editions (Hütschbuch Verlag, Heidelberg, 1989), pages 782 to 815. They can be prepared in the form of liquids, creams, gels or aerosol products. Suitable base compositions are known to those skilled in the art.

In using the composition of the present invention, an oxidation dye precursor is mixed with an oxidizing agent. A preferred oxidizing agent is hydrogen peroxide, for example, having a concentration of 2 to 6% by weight. However, other peroxides such as urea peroxide and melamine peroxide can also be used. In principle, it is also possible to carry out the oxidation with atmospheric oxygen.

The pH value of the hair dye composition ready for use, ie, after mixing with the peroxide, is within a weakly acidic range,
That is, it can be set to 5.5 to 6.9, and within a range from neutral to alkaline, that is, 7.1 to 10.5.
It may be.

[0015]

EXAMPLES In the following examples, a base composition having the composition shown in Table 1 was used, and a part of the water in the base composition was removed by the developer described in each example. The hair dye composition was replaced by the combination of / coupling agent.

[0016]

[Table 1]

Dyeing is carried out by applying a mixture of a dye precursor and a 6% hydrogen peroxide solution having an alkaline pH to a piece of wool and a braided tress of bleached human hair for 20 minutes at room temperature. After the treatment, the sample was washed and dried. The compositions (% by weight based on the total composition) of the developer and the coupling agent used in each Example and the obtained dyeing results are shown below. In the following examples, PC56 represents 1,6-dihydroxynaphthalene.

(Example 1) 2,5-diaminotoluene sulfate 0.50 PC56 0.36 Color development: strong brown-violet

Example 2 1,4-diaminobenzene 0.24 PC56 0.36 Color development: strong brown-violet

Example 3 2- (2,5-diaminophenyl) 0.56 Ethanol PC56 0.36 Color development: Purple with strong gloss

(Example 4) 2- (2'-hydroxyethylamino) 0.71-5-toluene sulfate trihydrate PC56 0.36 Color development: Blue-gray with strong gloss

Example 5 2-chloro-4-aminophenol 0.33 PC56 0.36 Color development: Copper-red-brown with strong gloss

(Example 6) N, N-bishydroxyethyl-1,4-0.66 diaminobenzene sulfate PC56 0.36 Color development: strong azure blue

Example 7 4-Aminophenol 0.25 PC56 0.36 Color development: Copper-red-orange with strong gloss

Example 8 2-Amino-5-N, N-diethylamino 0.49 Toluene hydrochloride PC56 0.36 Color development: strong ocean blue

Example 9 3- (N, N-diethylaminomethyl) -0.60 4-hydroxyaniline dihydrochloride PC56 0.36 Color development: Copper-red-brown with strong gloss

(Example 10) 4-amino-3-methylphenol 0.28 PC56 0.36 Color development: copper-red-brown with strong gloss (Example 11) 4-hydroxy-2, 5,6-triamino 0.49-4-pyrimidine sulfate PC56 0.36 Color development: strong glossy purple

[0028]

The hair dye of the present invention is well-tolerated toxicologically and dermatologically, and is rich in expression, can be used for a long period of time and enables highly intense hair coloring.

 ──────────────────────────────────────────────────続 き Continued on the front page F term (reference) 4C083 AB082 AB102 AB352 AB411 AB412 AC072 AC151 AC152 AC182 AC242 AC392 AC532 AC541 AC542 AC551 AC552 AC642 AC782 AC851 AD412 AD642 CC36 DD27 EE10 EE26 4H057 AA01 BA09 BA22 CA07 CB45 GA21 GA02 DA02 HA18

Claims (2)

[Claims] 1. A hair dye based on a developer-coupling agent system which is oxidized by a peroxide: a) 1,4-diaminobenzene, 2,5-diaminotoluene, 2- (2,5 -Diaminophenyl) ethanol,
2- (2'-hydroxyethylamino) -5-aminotoluene, N, N-bis- (hydroxyethyl) -1,4
-Diaminobenzene, 3- (N, N-diethylaminomethyl) -4-hydroxyaniline, 4-aminophenol, 2-chloro-4-aminophenol, 2-amino-
At least one selected from the group consisting of 5-N, N-diethylaminotoluene, 4-hydroxy-2,5,6-triaminopyridine and / or 4-amino-3-methylphenol, or a water-soluble salt thereof. And b) 1,6-dihydroxynaphthalene. 2. The hair dye composition according to claim 1, wherein the molar ratio between a) and b) is from 1: 2 to 5: 1.