Hair dye composition

Details Hair dye composition Hair dye composition

2001-06-25

2003-09-09

Gupta, Yogendra N. (Department: 1751)

Bleaching and dyeing; fluid treatment and chemical modification

Dyeing involving animal-derived natural fiber material ,...

Hair dyeing

C008S406000, C008S407000, C008S409000, C008S410000, C008S426000, C008S451000, C008S454000, C008S455000

Reexamination Certificate

active

06616708

ABSTRACT:

TECHNICAL FIELD
The present invention relates to a hair dye composition having markedly high dyeing power, can strongly impart the hair with an extremely vivid color ranging from yellow, orange, red, purple to blue, has less color fade over time and undergoes a small change in the color tone of the dye even after storage.
BACKGROUND ART
Hair dyes can be classified by the dye to be used therefor, or whether they have bleaching action of melanin or not. Typical examples include a two-part permanent hair dye composed of a first part containing an alkali agent, an oxidation dye and a direct dye such as nitro dye and a second part containing an oxidizing agent; and one-part semi-permanent hair dye containing an organic acid or an alkali agent, and a direct dye such as acid dye, basic dye or nitro dye.
The above-described permanent hair dye is however accompanied with the drawbacks that color tone imparted by an oxidation dye is not so vivid and the color of the hair dyed with a vivid-color producing nitro dye ordinarily employed as a direct dye markedly fades over time and becomes dull soon even if the color tone rightly after dyeing is very vivid (Japanese Patent Application Laid-Open (Kokai) No. Hei 6-271435).
Recently, hair dyes containing as a direct dye a so-called cationic dye having a cation group contained in their conjugate system have been reported (Japanese Language Laid-Open Publication (PCT) No. Hei 8-507545, 8-501322 or 10-502946, or Japanese Patent Application Laid-Open (Kokai) No. Hei 10-194942). They have been found to involve drawbacks that intended dyeing effects are not available owing to decomposition of them caused by mixing, upon hair dyeing, with hydrogen peroxide ordinarily employed as an oxidizing agent; and that when the cation group is contained in an azo-based (—N═N—) conjugated system, they are unstable to an alkali agent or a reducing agent essentially contained in a permanent hair dye.
DISCLOSURE OF THE INVENTION
An object of the present invention is to provide a hair dye composition which has high hair dyeing power, less color fade over time, and excellent storage stability to permit only a small change in color tone of the dye after storage.
The present inventors have found that when any one of the below-described compounds known as Basic Violet 6, Basic Violet 12, Basic Blue 14, Basic Blue 13, Basic Orange 14, Basic Yellow 7, Basic Yellow 6, Basic Orange 4, Basic Yellow 9, Basic Orange 15, Basic Orange 23 or Basic Blue 20 is used as a hair dye, the resulting dye composition can strongly impart the hair with a vivid color ranging from yellow, orange, red, purple to blue without decomposing the dye upon hair drying, exhibits excellent light resistance, washing resistance, perspiration resistance, friction resistance and heat resistance, and undergoes a small change in the color tone of the dye after storage as compared with that rightly after preparation because the dye exists in the composition stably.
In one aspect of the present invention, there is thus provided a hair dye composition comprising, as a direct dye, a compound represented by any one of the following formulas (1), (2) and (3):
wherein, R
1
represents an aryl group which may have a substituent,
R
2
, R
4
, R
5
, R
6
, R
8
and R
9
each independently represents a hydrogen atom, a C
1-6
alkyl group which may have a substituent, or an aryl group which may have a substituent;
R
3
and R
7
each independently represents a hydrogen atom or an aryl group which may have a substituent,
R
10
, R
11
and R
12
each independently represents a C
1-6
alkyl group which may have a substituent or an aryl group which may have a substituent,
rings A, B, C, D, E, F and G each independently represents a benzene ring which may be substituted with an amino group which may have a substituent, a C
1-6
alkyl group which may have a substituent, a C
1-6
alkoxy group or a halogen atom or may further be cyclocondensed with a benzene ring, and
X
−
represents an anion.
In another aspect of the present invention, there is also provided a method for dyeing the hair with the above-described hair dye composition.
BEST MODE FOR CARRYING OUT THE INVENTION
In the formulas (1) to (3), examples of the aryl group represented by R
1
to R
12
include phenyl and naphthyl groups, which may each be substituted by a C
1-6
alkyl group, halogen atom, hydroxy group, alkoxy group or amino group which may have a substituent (substituent: C
1-6
alkyl groups, C
1-6
hydroxyalkyl groups, etc.), more specifically, methyl group, ethyl group, chlorine atom, hydroxy group, methoxy group, amino group, methylamino group, dimethylamino group, ethylamino group, diethylamino group or bis(hydroxyethyl)amino group.
Examples of the C
1-6
alkyl group which is represented by R
2
, R
4
to R
6
or R
8
to R
12
, or which may be a substituent for the rings A to G include methyl, ethyl and cyclohexyl groups, which may each be substituted by a hydroxy group or an aryl (phenyl, etc.) group.
As a substituent for the rings A to G, examples of the amino group which may have a substituent include amino groups which may each be substituted by a C
1-6
alkyl group or C
1-6
hydroxyalkyl group, more specifically, amino, methylamino, dimethylamino, ethylamino, diethylamino and bis(hydroxyethyl)amino groups; those of the C
1-6
alkoxy group include methoxy, ethoxy, benzyloxy and hydroxyethoxy groups; and those of the halogen atom include chlorine, bromine and fluorine atoms.
Examples of the anion represented by X
−
include chloride ions, bromide ions, iodide ions, trichlorozincic acid ions, tetrachlorozincic acid ions, sulfuric acid ions, hydrosulfuric acid ions, methyl sulfate ions, phosphoric acid ions, formic acid ions and acetic acid ions.
Specific examples of the direct dyes (1) to (3) to be used in the present invention will next be shown.
As a direct dye, at least one of these direct dyes (1) to (3) can be used or another direct dye can be used in combination therewith. In particular, combination with red and blue dyes when the direct dye (1), (2) or (3) employed is a yellow dye, combination with yellow and blue dyes when it is a red dye, and combination with yellow and red dyes when it is a blue dye, each makes it possible to dye the hair with a deep and highly lustrous dark brown or black color.
Examples of the direct dye other than the direct dyes (1) to (3) include Basic Blue 7 (C.I. 42595), Basic Blue 26 (C.I. 44045), Basic Blue 99 (C.I. 56059), Basic Violet 10 (C.I. 45170), Basic Violet 14 (C.I. 42515), Basic Brown 16 (C.I. 12250), Basic Brown 17 (C.I. 12251), Basic Red 2 (C.I. 50240), Basic Red 22 (C.I. 11055), Basic Red 76 (C.I. 12245), Basic Red 118 (C.I. 12251:1) and Basic Yellow 57 (C.I. 12719); and basic dyes as described in Japanese Patent Publication No. Sho 58-2204, Japanese Patent Application Laid-Open No. Hei 9-118832, Japanese Language Laid-Open Publication (PCT) No. Hei 8-501322 or Japanese Language Laid-Open Publication (PCT) No. Hei 8-507545.
The content of the direct dye (1), (2) or (3) employed is preferably 0.01 to 20 wt. %, more preferably 0.05 to 10 wt. %, especially 0.1 to 5 wt. % based on the whole composition (after mixture of all the component parts when the hair dye composition is a two part or three part type; this will apply equally hereinafter). When another direct dye is added in combination, the content in total with the direct dye (1), (2) or (3) preferably ranges from 0.05 to 10 wt. %, especially 0.1 to 5 wt. %.
The hair dye composition of the present invention is preferably adjusted to pH 6 to 11, with pH 8 to 11 being especially preferred. Examples of the alkali agent to be used for pH adjustment include ordinarily employed ones such as ammonia, organic amines and salts thereof. The alkali agent is preferably added in an amount of 0.01 to 20 wt. %, more preferably 0.1 to 10 wt. %, especially 0.5 to 5 wt. % based on the whole composition.
In the hair dye composition of the present invention, an oxidizing agent can be incorporated. In this case, hair dyeing and bleaching can be carried out s

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