Dyeing composition for dyeing keratinous fibers comprising at least one particular dicationic diazo dye

A process for the oxidation dyeing of keratinous fibers comprising applying, to the fibers, at least one dyeing composition comprising at least one dicationic diazo dye chosen from those of the following formula (I):

• W1—W2—N═N—W3—L—W4—N═N—W5—W6
• wherein:
• W1 and W6, which may be identical or different, are each chosen from radicals NR1R2 and OR;
• W2 and W5, which may be identical or different, are each chosen from carbonaceous aromatic, pyridine and pyridazinyl groups of formula (II)
• W3 and W4, which may be identical or different, are each chosen from heteroaromatic radicals of the following formulae (III) and (IV):
• wherein:
• X1 is chosen from a nitrogen atom and radicals CR5;
• X2 is chosen from a nitrogen atom and radicals CR6;
• Z1 is chosen from an oxygen atom, a sulfur atom, and radicals NR8;
• Z2 is chosen from a nitrogen atom and radicals CR9;
• Z3 is chosen from a nitrogen atom and radicals CR12;
• Z4 is chosen from a nitrogen atom and radicals CR13;
• N1 of the 5-membered ring of formula (III) is connected to the group L and the bond a of the same 5-membered ring is connected to the azo group of formula (I);
• the bond b of the 6-membered ring of formula (IV) is connected to the azo group of formula (I) and N1 of the 6-membered ring of formula (IV) is connected to the group L;
• L, R1, R2, R3, R4, R5, R6, R7, R9, R10, R11, R12 and R13, which may be identical or different, are each chosen from linear and branched C1-C16 hydrocarbonaceous chains, which can form at least one ring chosen from 3- to 6-membered carbonaceous rings, and which can be saturated or unsaturated, wherein at least one carbon atom of the hydrocarbonaceous chains can be replaced by at least one entity chosen from oxygen, nitrogen, and sulfur atoms and an SO2 group, and the at least one carbon atom of the hydrocarbonaceous chains can be substituted by at least one atom chosen from halogen atoms;
• R1, R2, R3, R4, R5, R6, R7, R9, R10, R11, R12 and R13 can each independently be a hydrogen atom;
• provided that L, R1, R2, R3, R4, R5, R6, R7, R9, R10, R11, R12 and R13 do not comprise a peroxide bond, a diazo radical, or a nitroso radical, and L is a divalent radical;
• R8 is chosen from linear and branched C1-C8 alkyl radicals optionally substituted by at least one radical chosen from hydroxyl, C1-C2 alkoxy, C2-C4 (poly)hydroxyalkoxy, amino, C1-C2 (di)alkylamino, carboxyl and sulfonic radicals;
• and from optionally substituted phenyl radicals;
• R7 with R9, R10 with R11 and R12 with R13 can form a carbonaceous aromatic ring;
• R is a radical chosen from C1-C3 alkyl radicals;
• and
• X− is an anion chosen from organic and inorganic anions.

A process for the oxidation dyeing of keratinous fibers comprising applying to the fibers, in the presence of at least one oxidizing agent, at least one dyeing composition comprising,

• (A) at least one dicationic diazo dye chosen from those of the following formula (I):
• W1—W2—N═N—W3—L—W4—N═N—W5—W6
• wherein:
• W1 and W6, which may be identical or different, are each chosen from radicals NR1R2 and OR;
• W2 and W5, which may be identical or different, are each chosen from carbonaceous aromatic, pyridine and pyridazinyl groups of formula (II)
• W3 and W4, which may be identical or different, are each chosen from heteroaromatic radicals of the following formulae (III) and (IV):
• wherein:
• X1 is chosen from a nitrogen atom and radicals CR5;
• X2 is chosen from a nitrogen atom and radicals CR6;
• Z1 is chosen from an oxygen, a sulfur atom, and radicals NR8;
• Z2 is chosen from a nitrogen atom and radicals CR9;
• Z3 is chosen from a nitrogen atom and radicals CR12;
• Z4 is chosen from a nitrogen atom and radicals CR13;
• N1 of the 5-membered ring of formula (III) is connected to the group L and the bond a of the same 5-membered ring is connected to the azo group of formula (I);
• the bond b of the 6-membered ring of formula (IV) is connected to the azo group of formula (I) and N1 of the 6-membered ring of formula (IV) is connected to the group L;
• L, R1, R2, R3, R4, R5, R6, R7, R9, R10, R11, R12 and R13, which may be identical or different, are each chosen from linear and branched C1-C16 hydrocarbonaceous chains, which can form at least one ring chosen from 3- to 6-membered carbonaceous rings, and which can be saturated or unsaturated, wherein at least one carbon atom of the hydrocarbonaceous chains can be replaced by at least one entity chosen from oxygen, nitrogen, and sulfur atoms and an SO2 group, and the at least one carbon atom of the hydrocarbonaceous chains can be substituted by at least one atom chosen from halogen atoms;
• R1, R2, R3, R4, R5, R6, R7, R9, R10, R11, R12 and R13 can each independently be a hydrogen atom;
• provided that L, R1, R2, R3, R4, R5, R6, R7, R9, R10, R11, R12 and R13 do not comprise a peroxide bond, a diazo radical, or a nitroso radical, and L is a divalent radical;
• R8 is chosen from linear and branched C1-C8 alkyl radicals optionally substituted by at least one radical chosen from hydroxyl, C1-C2 alkoxy, C2-C4 (poly)hydroxyalkoxy, amino, C1-C2 (di)alkylamino, carboxyl and sulfonic radicals;
• and from optionally substituted phenyl radicals;
• R7 with R9, R10 with R11 and R12 with R13 can form a carbonaceous aromatic ring;
• R is a radical chosen from C1-C3 alkyl radicals;
• and
• X− is an anion chosen from organic and inorganic anions;
• (B) at least one oxidation base;
• and
• (C) optionally at least one coupler.

A multi-compartment dyeing kit, comprising,

• (A) at least one first compartment comprising at least one dyeing composition comprising at least one dicationic diazo dye chosen from those of the following formula (I):
• W1—W2—N═N—W3—L—W4—N═N—W5—W6
• wherein:
• W1 and W6, which may be identical or different, are each chosen from radicals NR1R2 and OR;
• W2 and W5, which may be identical or different, are each chosen from carbonaceous aromatic, pyridine and pyridazinyl groups of formula (II)
• W3 and W4, which may be identical or different, are each chosen from heteroaromatic radicals of the following formulae (III) and (IV):
• wherein:
• X1 is chosen from a nitrogen atom and radicals CR5;
• X2 is chosen from a nitrogen atom and radicals CR6;
• Z1 is chosen from an oxygen atom, a sulfur atom, and radicals NR8;
• Z2 is chosen from a nitrogen atom and radicals CR9;
• Z3 is chosen from a nitrogen atom and radicals CR12;
• Z4 is chosen from a nitrogen atom and radicals CR13;
• N1 of the 5-membered ring of formula (III) is connected to the group L and the bond a of the same 5-membered ring is connected to the azo group of formula (I);
• the bond b of the 6-membered ring of formula (IV) is connected to the azo group of formula (I) and N1 of the 6-membered ring of formula (IV) is connected to the group L;
• L, R1, R2, R3, R4, R5, R6, R7, R9, R10, R11, R12 and R13, which may be identical or different, are each chosen from linear and branched C1-C16 hydrocarbonaceous chains, which can form at least one ring chosen from 3- to 6-membered carbonaceous rings, and which can be saturated or unsaturated, wherein at least one carbon atom of the hydrocarbonaceous chains can be replaced by at least one entity chosen from oxygen, nitrogen, and sulfur atoms and an SO2 group, and the at least one carbon atom of the hydrocarbonaceous chains can be substituted by at least one atom chosen from halogen atoms
• R1, R2, R3, R4, R5, R6, R7, R9, R10, R11, R12 and R13 can each independently be a hydrogen atom;
• provided that L, R1, R2, R3, R4, R5, R6, R7, R9, R10, R11, R12 and R13 do not comprise a peroxide bond, a diazo radical, or a nitroso radical, and L is a divalent radical;
• R8 is chosen from linear and branched C1-C8 alkyl radicals optionally substituted by at least one radical chosen from hydroxyl, C1-C2 alkoxy, C2-C4 (poly)hydroxyalkoxy, amino, C1-C2 (di)alkylamino, carboxyl and sulfonic radicals;
• and from optionally substituted phenyl radicals;
• R7 with R9, R10 with R11, and R12 with R13 can form a carbonaceous aromatic ring;
• R is a radical chosen from C1-C3 alkyl radicals;
• and
• X− is an anion chosen from organic and inorganic anions and
• (B) at least one second compartment comprising at least one oxidizing composition.

A dicationic diazo compound chosen from those of the following formula (I)

• W1—W2—N═N—W3—L—W4—N═N—W5—W6
• wherein:
• W1 and W6, which may be identical or different, are each chosen from radicals NR1R2and OR;
• W2 and W5, which may be identical or different, are each chosen from carbonaceous aromatic, pyridine and pyridazinyl groups of formula (II)
• W3 and W4, which may be identical or different, are each chosen from heteroaromatic radicals of the following formulae (III) and (IV):
• wherein:
• X1 is chosen from a nitrogen atom and radicals CR5;
• X2 is chosen from a nitrogen atom and radicals CR6;
• Z1 is chosen from an oxygen atom, a sulfur atom, and radicals NR8;
• Z2 is chosen from a nitrogen atom and radicals CR9;
• Z3 is chosen from a nitrogen atom and radicals CR12;
• Z4 is chosen from a nitrogen atom and radicals CR13;
• N1 of the 5-membered ring of formula (III) is connected to the group L and the bond a of the same 5-membered ring is connected to the azo group of formula (I);
• the bond b of the 6-membered ring of formula (IV) is connected to the azo group of formula (I) and N1 of the 6-membered ring of formula (IV) is connected to the group L;
• L, R1, R2, R3, R4, R5, R6, R7, R9, R10, R11, R12 and R13, which may be identical or different, are each chosen from linear and branched C1-C16 hydrocarbonaceous chains, which can form at least one ring chosen from 3- to 6-membered carbonaceous rings, and which can be saturated or unsaturated, wherein at least one carbon atom of the hydrocarbonaceous chains can be replaced by at least one entity chosen from oxygen, nitrogen, and sulfur atoms and an SO2 group, and the at least one carbon atom of the hydrocarbonaceous chains can be substituted by at least one atom chosen from halogen atoms;
• R1, R2, R3, R4, R5, R6, R7, R9, R10, R11, R12 and R13 can each independently be a hydrogen atom;
• provided that L, R1, R2, R3, R4, R5, R6, R7, R9, R10, R11, R12 and R13 do not comprise a peroxide bond, a diazo radical, or a nitroso radical, and L is a divalent radical;
• R8 is chosen from linear and branched C1-C8 alkyl radicals optionally substituted by at least one radical chosen from hydroxyl, C1-C2 alkoxy, C2-C4 (poly)hydroxyalkoxy, amino, C1-C2 (di)alkylamino, carboxyl and sulfonic radicals;
• and from optionally substituted phenyl radicals;
• R7 with R9, R10 with R11 and R12 with R13 can form a carbonaceous aromatic ring;
• R is a radical chosen from C1-C3 alkyl radicals;
• and
• X− is an anion chosen from organic and inorganic anions, with the proviso that when Z1 is a sulfur atom, then Z2 is a nitrogen atom.