Hair dye composition

A hair dye composition, comprising:

• a two-part aqueous formulation comprising, in a first part, a direct dye compound represented by formula (1):
• A—D═D—B (1)
• wherein,
• A represents a group of one of the following formulas (2), (3), (4), (5), (7) or (8):
• wherein R1 and R6 each independently represents a C1-6 alkyl group which may have a substituent, an alkenyl group which may have a substituent or an aryl group which may have a substituent, R2 and R3 each independently represents a C1-6 alkyl group which may have a substituent, an alkenyl group which may have a substituent, an aryl group which may have a substituent, R2 and R3 form, when taken together with the adjacent carbon atom, a 5- to 7-membered cycloalkane ring, R4 represents a hydrogen atom, a C1-6 alkyl group which may have a substituent, an alkenyl group which may have a substituent, or an aryl group which may have a substituent, R5 represents a hydrogen atom, a C1-6 alkyl group which may have a substituent, an alkenyl group which may have a substituent, an aryl group which may have a substituent, an acyl group, an alkoxycarbonyl group, a carbamoyl group, an alkylsulfonyl group or an arylsulfonyl group, Q represents a nitrogen atom or a group CR′, wherein R′ represents a hydrogen atom, a C1-6 alkyl group which may have a substituent, an alkenyl group which may have a substituent or an aryl group which may have a substituent, R7 represents an aralkyl group which may have a substituent or a group CH2—CH(OH)—CH2—OR,″ wherein R″ represents a C1-6 alkyl group which may have a substituent, an alkenyl group which may have a substituent or an aryl group which may have a substituent, R8 and R9 each independently represents a C1-6 alkyl group which may have a substituent, an alkenyl group which may have a substituent or an aryl group which may have a substituent, or R8 and R9 form, when taken together with the adjacent nitrogen atom, a nitrogen-containing heterocycle;
• X represents an anion, and rings C, E, F, G, H and I may each independently have a substituent or may be cyclocondensed with another aromatic ring;
• D represents a nitrogen atom or a group CR,′″ wherein R′″ represents a hydrogen atom or a C1-6 alkyl group which may have a substituent;
• and
• B represents the residue of a phenol, aniline, acylacetoarylamide, pyridone, quinoline, isoquinoline, pyrazole, indole, diphenylamine, aminopyridine, pyrimidine, pyrimidone, naphthol, naphthylamine, amninothiazaole, thiophene or hydroxypyridine coupling component;
• the first part having a pH ranging from 6-11 that is adjusted to within said range by an alkali agent;
• and
• a second part, comprising an aqueous solution of an oxidizing agent.

A hair dye composition, comprising:

• a three-part aqueous formulation comprising, in a first part, a direct dye compound represented by formula (1):
• A−D=D−B (1)
• wherein,
• A represents a group of one of the following formulas (2), (3), (4), (5), (7) or (8):
• wherein R1 and R6 each independently represents a C1-6 alkyl group which may have a substituent, an alkenyl group which may have a substituent or an aryl group which may have a substituent, R2 and R3 each independently represents a C1-6 alkyl group which may have a substituent, an alkenyl group which may have a substituent, an aryl group which may have a substituent, R2 and R3 form, when taken together with the adjacent carbon atom, a 5- to 7-membered cycloalkane ring, R4 represents a hydrogen atom, a C1-6 alkyl group which may have a substituent, an alkenyl group which may have a substituent, or an aryl group which may have a substituent, R5 represents a hydrogen atom, a C1-6 alkyl group which may have a substituent, an alkenyl group which may have a substituent, an aryl group which may have a substituent, an acyl group, an alkoxycarbonyl group, a carbamoyl group, an alkylsulfonyl group or an arylsulfonyl group, Q represents a nitrogen atom or a group CR′, wherein R′ represents a hydrogen atom, a C1-6 alkyl group which may have a substituent, an alkenyl group which may have a substituent or an aryl group which may have a substituent, R7 represents an aralkyl group which may have a substituent or a group CH2—CH(OH)—CH2—OR,″ wherein R″ represents a C1-6 alkyl group which may have a substituent, an alkenyl group which may have a substituent or an aryl group which may have a substituent, R8 and R9 each independently represents a C1-6 alkyl group which may have a substituent, an alkenyl group which may have a substituent or an aryl group which may have a substituent, or R8 and R9 form, when taken together with the adjacent nitrogen atom, a nitrogen-containing heterocycle;
• X− represents an anion, and rings C, E, G, H and I may each independently have a substituent or may be cyclocondensed with another aromatic ring;
• D represents a nitrogen atom or a group CR,′″ wherein R′″ represents a hydrogen atom or a C1-6 alkyl group which may have a substituent;
• and
• B represents the residue of a phenol, aniline, acylacetoarylamide, pyridone, quinoline, isoquinoline, pyrazole, indole, diphenylamine, aminopyridine, pyrimidine, pyrimidone, naphthol, naphthylamine, amninothiazaole, thiophene or hydroxypyridine coupling component;
• the first part having a pH ranging from 6-11 that is adjusted to within said range by an alkali agent;
• a second part, comprising an aqueous solution of an oxidizing agent;
• and
• a third part, comprising a powdered oxidizing agent.

A method of dyeing hair, comprising:

• treating the hair with a one-part aqueous formulation containing a direct dye compound represented by formula (1):
• A—D═D—B (1)
• wherein,
• A represents a group of one of the following formulas (2), (3), (4), (5), (7) or (8):
• wherein R1 and R6 each independently represents a C1-6 alkyl group which may have a substituent, an alkenyl group which may have a substituent or an aryl group which may have a substituent, R2 and R3 each independently represents a C1-6 alkyl group which may have a substituent, an alkenyl group which may have a substituent, an aryl group which may have a substituent, R2 and R3 form, when taken together with the adjacent carbon atom, a 5- to 7-membered cycloalkane ring, R4 represents a hydrogen atom, a C1-6 alkyl group which may have a substituent, an alkenyl group which may have a substituent, or an aryl group which may have a substituent, R5 represents a hydrogen atom, a C1-6 alkyl group which may have a substituent, an alkenyl group which may have a substituent, an aryl group which may have a substituent, an acyl group, an alkoxycarbonyl group, a carbamoyl group, an alkylsulfonyl group or an arylsulfonyl group, Q represents a nitrogen atom or a group CR′, wherein R′ represents a hydrogen atom, a C1-6 alkyl group which may have a substituent, an alkenyl group which may have a substituent or an aryl group which may have a substituent, R7 represents an aralkyl group which may have a substituent or a group CH2—CH(OH)—CH2—OR,″ wherein R″ represents a C1-6 alkyl group which may have a substituent, an alkenyl group which may have a substituent or an aryl group which may have a substituent, R8 and R9 each independently represents a C1-6 alkyl group which may have a substituent, an alkenyl group which may have a substituent or an aryl group which may have a substituent, or R8 and R9 form, when taken together with the adjacent nitrogen atom, a nitrogen-containing heterocycle;
• X− represents an anion, and rings C, E, G, H and I may each independently have a substituent or may be cyclocondensed with another aromatic ring;
• D represents a nitrogen atom or a group CR,′″ wherein R′″ represents a hydrogen atom or a C1-6 alkyl group which may have a substituent;
• and
• B represents the residue of a phenol, aniline, acylacetoarylamide, pyridone, quinoline, isoquinoline, pyrazole, indole, diphenylamine, aminopyridine, pyrimidine, pyrimidone, naphthol, naphthylamine, amninothiazaole, thiophene or hydroxypyridine coupling component;
• the composition having a pH ranging from 6-11 that is adjusted to within said range by an alkali agent and containing at least one cosmetic ingredient selected from the group consisting of hydrocarbons, animal or vegetable fats and oils, fatty acids, organic solvents, hair penetration promoters, cationic surfactants, natural or synthetic polymers, alcohols, ethers, amphoteric surfactants, nonionic surfactants, protein derivatives, amino acids, antiseptics, chelating agents, stabilizing agents, antioxidants, plant extracts, crude drug extracts, vitamins, colorants, perfumes, aerosolizing agents and UV absorbers.

A method of dyeing hair, comprising:

• treating the hair with a two-part aqueous formulation comprising, in a first part, a direct dye compound represented by formula (1):
• A—D═D—B (1)
• wherein,
• A represents a group of one of the following formulas (2), (3), (4), (5), (7) or (8):
• wherein R1 and R6 each independently represents a C1-6 alkyl group which may have a substituent, an alkenyl group which may have a substituent or an aryl group which may have a substituent, R2 and R3 each independently represents a C1-6 alkyl group which may have a substituent, an alkenyl group which may have a substituent, an aryl group which may have a substituent, R2 and R3 form, when taken together with the adjacent carbon atom, a 5- to 7-membered cycloalkane ring, R4 represents a hydrogen atom, a C1-6 alkyl group which may have a substituent, an alkenyl group which may have a substituent, or an aryl group which may have a substituent, R5 represents a hydrogen atom, a C1-6 alkyl group which may have a substituent, an alkenyl group which may have a substituent, an aryl group which may have a substituent, an acyl group, an alkoxycarbonyl group, a carbamoyl group, an alkylsulfonyl group or an arylsulfonyl group, Q represents a nitrogen atom or a group CR′, wherein R′ represents a hydrogen atom, a C1-6 alkyl group which may have a substituent, an alkenyl group which may have a substituent or an aryl group which may have a substituent, R7 represents an aralkyl group which may have a substituent or a group CH2—CH(OH)—CH2—OR,″ wherein R″ represents a C1-6 alkyl group which may have a substituent, an alkenyl group which may have a substituent or an aryl group which may have a substituent, R8 and R9 each independently represents a C1-6 alkyl group which may have a substituent, an alkenyl group which may have a substituent or an aryl group which may have a substituent, or R8 and R9 form, when taken together with the adjacent nitrogen atom, a nitrogen-containing heterocycle;
• X− represents an anion, and rings C, E, G, H and I may each independently have a substituent or may be cyclocondensed with another aromatic ring;
• D represents a nitrogen atom or a group CR,′″ wherein R′″ represents a hydrogen atom or a C1-6 alkyl group which may have a substituent;
• and
• B represents the residue of a phenol, aniline, acylacetoarylamide, pyridone, quinoline, isoquinoline, pyrazole, indole, diphenylamine, aminopyridine, pyrimidine, pyrimidone, naphthol, naphthylamine, amninothiazaole, thiophene or hydroxypyridine coupling component;
• the first part having a pH ranging from 6-11 that is adjusted to within said range by an alkali agent;
• and
• a second part comprising an aqueous solution of an oxidizing agent.

A method of dyeing hair, comprising:

• treating the hair with a three-part aqueous formulation comprising, in a first part, a direct dye compound represented by formula (1):
• A—D═D—B (1)
• wherein,
• A represents a group of one of the following formulas (2), (3), (4), (5), (7) or (8):
• wherein R1 and R6 each independently represents a C1-6 alkyl group which may have a substituent, an alkenyl group which may have a substituent or an aryl group which may have a substituent, R2 and R3 each independently represents a C1-6 alkyl group which may have a substituent, an alkenyl group which may have a substituent, an aryl group which may have a substituent, R2 and R3 form, when taken together with the adjacent carbon atom, a 5- to 7-membered cycloalkane ring, R4 represents a hydrogen atom, a C1-6 alkyl group which may have a substituent, an alkenyl group which may have a substituent, or an aryl group which may have a substituent, R5 represents a hydrogen atom, a C1-6 alkyl group which may have a substituent, an alkenyl group which may have a substituent, an aryl group which may have a substituent, an acyl group, an alkoxycarbonyl group, a carbamoyl group, an alkylsulfonyl group or an arylsulfonyl group, Q represents a nitrogen atom or a group CR′, wherein R′ represents a hydrogen atom, a C1-6 alkyl group which may have a substituent, an alkenyl group which may have a substituent or an aryl group which may have a substituent, R7 represents an aralkyl group which may have a substituent or a group CH2—CH(OH)—CH2—OR,″ wherein R″ represents a C1-6 alkyl group which may have a substituent, an alkenyl group which may have a substituent or an aryl group which may have a substituent, R8 and R9 each independently represents a C1-6 alkyl group which may have a substituent, an alkenyl group which may have a substituent or an aryl group which may have a substituent, or R8 and R9 form, when taken together with the adjacent nitrogen atom, a nitrogen-containing heterocycle;
• X− represents an anion, and rings C, E, G, H and I may each independently have a substituent or may be cyclocondensed with another aromatic ring;
• D represents a nitrogen atom or a group CR,′″ wherein R′″ represents a hydrogen atom or a C1-6 alkyl group which may have a substituent;
• and
• B represents the residue of a phenol, aniline, acylacetoarylamide, pyridone, quinoline, isoquinoline, pyrazole, indole, diphenylamine, aminopyridine, pyrimidine, pyrimidone, naphthol, naphthylamine, amninothiazaole, thiophene or hydroxypyridine coupling component;
• the first part having a pH ranging from 6-11 that is adjusted to within said range by an alkali agent;
• a second part, comprising an aqueous solution of an oxidizing agent;
• and
• a third part, comprising a powdered oxidizing agent.