Hair dye composition

A method of dyeing hair, which comprises:

• applying a hair dye composition formulated as a one part composition comprising a direct dye compound represented by the following formula (1), (2), (3) or (4):
• wherein, R1 and R1′ each independently represents a C1-6 alkyl group which may have a substituent or an aryl group which may have a substituent;
• W and W′ each independently represents a group —A—NR2R3 or a heterocyclic aromatic group which may have a substituent;
• A and A′ each independently represents a divalent aryl group which may have a substituent;
• R2, R2′ and R3 each independently represents a hydrogen atom, a C1-6 alkyl group which may have a substituent or an aryl group which may have a substituent;
• or R2, R2′ or R3 may be bonded to A or A′, thereby forming a nitrogen-containing heterocycle, R2 and R3 are coupled to form a nitrogen-containing heterocycle, together with the adjacent nitrogen atom, or R2 and R2′ are coupled to form a nitrogen-containing heterocycle together with the adjacent two nitrogen atoms and Q;
• R4, R5 and R6 each independently represents a hydrogen atom, a C1-6 alkyl group which may have a substituent or a C1-6 alkenyl group which may have a substituent;
• Q represents a divalent organic connecting group;
• X represents a modified carboxy group, an —SO2—T-group (in which, T represents a C1-4 alkyl group, C2-4 alkenyl group or an aryl group) or a heterocyclic group;
• Y represents a cyano group or a heterocyclic group;
• Z represents a cationic group,
• rings b, c, B, C, B′ and C′ may each have a substituent other than that described directly in the formula, or when in the formula (1), R1 represents a C1-6 alkyl group and W represents a group —A—NR3R3 (except that R2 or R3 is bonded to A to form a nitrogen-containing group), any one of the rings b, c and A has at least one substituent;
• and
• An− represents an anion;
• 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, to the hair.

A method of dyeing hair, which comprises:

• applying a hair dye composition formulated as a three part composition, a first part containing a direct dye compound represented by the following formula (1), (2), (3) or (4):
• wherein, R1 and R1′ each independently represents a C1-6 alkyl group which may have a substituent or an aryl group which may have a substituent;
• W and W′ each independently represents a group —A—NR2R3 or a heterocyclic aromatic group which may have a substituent;
• A and A′ each independently represents a divalent aryl group which may have a substituent;
• R2, R2′ and R3 each independently represents a hydrogen atom, a C1-6 alkyl group which may have a substituent or an aryl group which may have a substituent;
• or R2, R2′ or R3 may be bonded to A or A′, thereby forming a nitrogen-containing heterocycle, R2 and R3 are coupled to form a nitrogen-containing heterocycle, together with the adjacent nitrogen atom, or R2 and R2′ are coupled to form a nitrogen-containing heterocycle together with the adjacent two nitrogen atoms and Q;
• R4, R5 and R6 each independently represents a hydrogen atom, a C1-6 alkyl group which may have a substituent or a C1-6 alkenyl group which may have a substituent;
• Q represents a divalent organic connecting group;
• X represents a modified carboxy group, an —SO2—T-group (in which, T represents a C1-4 alkyl group, C2-4 alkenyl group or an aryl group) or a heterocyclic group;
• Y represents a cyano group or a heterocyclic group;
• Z represents a cationic group,
• rings b, c, B, C, B′ and C′ may each have a substituent other than that described directly in the formula, or when in the formula (1), R1 represents a C1-6 alkyl group and W represents a group —A—NR2R3 (except that R2 or R3 is bonded to A to form a nitrogen-containing group), any one of the rings b, c and A has at least one substituent;
• and
• An− represents an anion;
• a second part comprising an oxidizing agent selected from the group consisting of hydrogen peroxide, a perborate, a percarbonate and a bromate;
• and
• a third part of a powdered persulfate, in admixture to the hair.

A method of dyeing hair, which comprises:

• applying a hair dye composition comprising, as a direct dye, a compound represented by the following formula (1), (2), (3) or (4):
• wherein, R1 and R1′ each independently represents a C1-6 alkyl group which may have a substituent or an aryl group which may have a substituent, with the proviso that when the direct dye is a compound of formula (4), at least one of R1 and R1′ must be an aryl group which may have a substituent;
• W and W′ each independently represents a group —A—NR2R3 or a heterocyclic aromatic group which may have a substituent;
• A and A′ each independently represents a divalent aryl group which may have a substituent;
• R2, R2′ and R3 each independently represents a hydrogen atom, a C1-6 alkyl group which may have a substituent or an aryl group which may have a substituent;
• or R2, R2′ or R3 may be bonded to A or A′, thereby forming a nitrogen-containing heterocycle, R2 and R3 are coupled to form a nitrogen-containing heterocycle, together with the adjacent nitrogen atom, or R2 and R2′ are coupled to form a nitrogen-containing heterocycle together with the adjacent two nitrogen atoms and Q;
• R4, R5 and R6 each independently represents a hydrogen atom, a C1-6 alkyl group which may have a substituent or a C1-6 alkenyl group which may have a substituent;
• Q represents a divalent organic connecting group;
• X represents a modified carboxy group, an —SO2—T-group (in which, T represents a C1-4 alkyl group, C2-4 alkenyl group or an aryl group) or a heterocyclic group;
• Y represents a cyano group or a heterocyclic group;
• Z represents a cationic group,
• rings b, c, B, C, B′ and C′ may each have a substituent other than that described directly in the formula, or when in the formula (1), R1 represents a C1-6 alkyl group and W represents a group —A—NR2R3 (except that R2 or R3 is bonded to A to form a nitrogen-containing group), any one of the rings b, c and A has at least one substituent;
• and
• An− represents an anion;
• to the hair.