Novel 2,5-diaminopyridine oxidation bases for the dyeing of keratin fibres

A process for oxidation dyeing of keratin fibres, comprising applying to the fibres at least one dyeing composition comprising, in medium acceptable for dyeing, at least one oxidation base chosen from formula (I) and addition salts thereof:

• 14
• wherein
• Z1 is chosen from OR3 and NR4R5 radicals;
• R1, R2, R4 and R5, independently of one another, are chosen from a hydrogen atom, C1-C6 alkyl radicals, C2-C6 (poly)aminoalkyl radicals, C2-C6 (poly)alkylaminoalkyl radicals, C2-C6 aminohydroxyalkyl radicals, C2-C6 acylaminoalkyl radicals, C2-C6 alkoxyalkyl radicals, C2-C6 hydroxyalkoxyalkyl radicals, C2-C6 aminoalkoxyalkyl radicals, C2-C6 (poly)hydroxyalkyl radicals, C2-C6 carboxyalkyl radicals and C2-C6 sulphoalkyl radicals;
• or R1 and R2 may form, together with the nitrogen atom to which they are attached, a saturated heterocycle comprising from 5 to 8 ring members optionally substituted by at least one radical chosen from halogen atoms, amino, (di)alkylamino, hydroxyl, carboxyl, carboxamido, alkylsulphonylamino, acetamido and alkoxy radicals, and C1-C6 alkyl radicals optionally substituted by at least one radical chosen from hydroxyl, amino, (di)alkylamino, alkoxy, hydroxyalkoxy, aminoalkoxy, carboxyl, carboxamido, sulphonamido and sulpho radicals, wherein the heterocycle optionally comprises at least one group chosen from heteroatoms chosen from oxygen, optionally substituted nitrogen and sulphur and an SO2 group, with the proviso that the heterocycle does not comprise a peroxide bond or a diazo or a nitroso radical;
• or independently, R4 and R5 may form, together with the nitrogen atom to which they are attached, a saturated heterocycle comprising from 5 to 8 ring members optionally substituted by at least one radical chosen from halogen atoms, amino, (di)alkylamino, hydroxyl, carboxyl, carboxamido, alkylsulphonylamino, acetamido and alkoxy radicals, and C1-C6 alkyl radicals optionally substituted by at least one radical chosen from hydroxyl, amino, (di)alkylamino, alkoxy, hydroxyalkoxy, aminoalkoxy, carboxyl, carboxamido, sulphonamido and sulpho radicals, wherein the heterocycle optionally comprises at least one group chosen from heteroatoms chosen from oxygen, optionally substituted nitrogen and sulphur and an SO2 group, with the proviso that the heterocycle does not comprise a peroxide bond or a diazo or a nitroso radical;
• R3 is chosen from linear and branched C1-C6 alkyl radicals optionally substituted by at least one radical chosen from hydroxyl, amino, C1-C3 mono- and dialkylamino radicals, wherein an alkyl part of the at least one radical is optionally substituted by at least one radical chosen from hydroxyl, amino, C1-C2 alkoxyalkoxy, and carboxyl radicals,
• with the proviso that the at least one oxidation base is not chosen from 2,3,6-triaminopyridine and addition salts thereof;
• and developing a colour using at least one oxidizing agent.

A multi-compartment device or kit comprising multiple compartments, wherein a first compartment comprises a dyeing composition comprising at least one oxidation base chosen from formula (I) and addition salts thereof:

• 15
• wherein
• Z1 is chosen from OR3 and NR4R5 radicals;
• R1, R2, R4 and R5, independently of one another, are chosen from a hydrogen atom, C1-C6 alkyl radicals, C2-C6 (poly)aminoalkyl radicals, C2-C6 (poly)alkylaminoalkyl radicals, C2-C6 aminohydroxyalkyl radicals, C2-C6 acylaminoalkyl radicals, C2-C6 alkoxyalkyl radicals, C2-C6 hydroxyalkoxyalkyl radicals, C2-C6 aminoalkoxyalkyl radicals, C2-C6 (poly)hydroxyalkyl radicals, C2-C6 carboxyalkyl radicals and C2-C6 sulphoalkyl radicals;
• or R1 and R2 may form, together with the nitrogen atom to which they are attached, a saturated heterocycle comprising from 5 to 8 ring members optionally substituted by at least one radical chosen from halogen atoms, amino, (di)alkylamino, hydroxyl, carboxyl, carboxamido, alkylsulphonylamino, acetamido and alkoxy radicals, and C1-C6 alkyl radicals optionally substituted by at least one radical chosen from hydroxyl, amino, (di)alkylamino, alkoxy, hydroxyalkoxy, aminoalkoxy, carboxyl, carboxamido, sulphonamido and sulpho radicals, wherein the heterocycle optionally comprises at least one group chosen from heteroatoms chosen from oxygen, optionally substituted nitrogen and sulphur and an SO2 group, with the proviso that the heterocycle does not comprise a peroxide bond or a diazo or a nitroso radical;
• or independently, R4 and R5 may form, together with the nitrogen atom to which they are attached, a saturated heterocycle comprising from 5 to 8 ring members optionally substituted by at least one radical chosen from halogen atoms, amino, (di)alkylamino, hydroxyl, carboxyl, carboxamido, alkylsulphonylamino, acetamido and alkoxy radicals, and C1-C6 alkyl radicals optionally substituted by at least one radical chosen from hydroxyl, amino, (di)alkylamino, alkoxy, hydroxyalkoxy, aminoalkoxy, carboxyl, carboxamido, sulphonamido and sulpho radicals, wherein the heterocycle optionally comprises at least one group chosen from heteroatoms chosen from oxygen, optionally substituted nitrogen and sulphur and an SO2 group, with the proviso that the heterocycle does not comprise a peroxide bond or a diazo or a nitroso radical;
• R3 is chosen from linear and branched C1-C6 alkyl radicals optionally substituted by at least one radical chosen from hydroxyl, amino, C1-C3 mono- and dialkylamino radicals, wherein an alkyl part of the at least one radical is optionally substituted by at least one radical chosen from hydroxyl, amino, C1-C2 alkoxyalkoxy, and carboxyl radicals,
• with the proviso that the at least one oxidation base is not chosen from 2,3,6-triaminopyridine and addition salts thereof;
• and a second compartment comprises an oxidizing composition.

A process for dyeing keratin fibres, comprising applying to the fibres a dyeing composition comprising, in medium acceptable for dyeing, at least one oxidation base chosen from formula (I) and addition salts thereof:

• 16
• wherein
• Z1 is chosen from OR3 and NR4R5 radicals;
• R1, R2, R4 and R5, independently of one another, are chosen from a hydrogen atom, C1-C6 alkyl radicals, C2-C6 (poly)aminoalkyl radicals, C2-C6 (poly)alkylaminoalkyl radicals, C2-C6 aminohydroxyalkyl radicals, C2-C6 acylaminoalkyl radicals, C2-C6 alkoxyalkyl radicals, C2-C6 hydroxyalkoxyalkyl radicals, C2-C6 aminoalkoxyalkyl radicals, C2-C6 (poly)hydroxyalkyl radicals, C2-C6 carboxyalkyl radicals and C2-C6 sulphoalkyl radicals;
• or R1 and R2 may form, together with the nitrogen atom to which they are attached, a saturated heterocycle comprising from 5 to 8 ring members optionally substituted by at least one radical chosen from halogen atoms, amino, (di)alkylamino, hydroxyl, carboxyl, carboxamido, alkylsulphonylamino, acetamido and alkoxy radicals, and C1-C6 alkyl radicals optionally substituted by at least one radical chosen from hydroxyl, amino, (di)alkylamino, alkoxy, hydroxyalkoxy, aminoalkoxy, carboxyl, carboxamido, sulphonamido and sulpho radicals, wherein the heterocycle optionally comprises at least one group chosen from heteroatoms chosen from oxygen, optionally substituted nitrogen and sulphur and an SO2 group, with a proviso that the heterocycle does not comprise a peroxide bond or a diazo or a nitroso radical;
• or independently, R4 and R5 may form, together with the nitrogen atom to which they are attached, a saturated heterocycle comprising from 5 to 8 ring members optionally substituted by at least one radical chosen from halogen atoms, amino, (di)alkylamino, hydroxyl, carboxyl, carboxamido, alkylsulphonylamino, acetamido and alkoxy radicals, and C1-C6 alkyl radicals optionally substituted by at least one radical chosen from hydroxyl, amino, (di)alkylamino, alkoxy, hydroxyalkoxy, aminoalkoxy, carboxyl, carboxamido, sulphonamido and sulpho radicals, wherein the heterocycle optionally comprises at least one group chosen from heteroatoms chosen from oxygen, optionally substituted nitrogen and sulphur and an SO2 group, with a proviso that the heterocycle does not comprise a peroxide bond or a diazo or a nitroso radical;
• R3 is chosen from linear and branched C1-C6 alkyl radicals optionally substituted by at least one radical chosen from hydroxyl, amino, C1-C3 mono- and dialkylamino radicals, wherein an alkyl part of the at least one radical is optionally substituted by at least one radical chosen from hydroxyl, amino, C1-C2 alkoxyalkoxy, and carboxyl radicals,
• with the proviso that the at least one oxidation base is not chosen from 2,3,6-triaminopyridine and addition salts thereof.

A compound chosen from formula (I′):

• 17
• wherein:
• Z′1 is chosen from OR′3 and NR′4R′5 radicals;
• R′1, R′2, R′4 and R′5, independently of one another, are chosen from a hydrogen atom, C2-C6 (poly)aminoalkyl, C2-C6 (poly)alkylaminoalkyl, C2-C6 aminohydroxyalkyl, C2-C6 acylaminoalkyl, C2-C6 alkoxyalkyl, C2-C6 hydroxyalkoxyalkyl, C2-C6 aminoalkoxyalkyl, C2-C6 (poly)hydroxyalkyl, C2-C6 carboxyalkyl and C2-C6 sulphoalkyl radicals;
• or R′1 and R′2 may form, together with the nitrogen atom to which they are attached, a saturated heterocycle comprising from 5 to 8 ring members optionally substituted by at least one radical chosen from halogen atoms, amino, (di)alkylamino, hydroxyl, carboxyl, carboxamido and alkoxy radicals, and C1-C6 alkyl radicals optionally substituted by at least one radical chosen from hydroxyl, amino, (di)alkylamino, alkoxy, hydroxyalkoxy, aminoalkoxy, carboxyl and sulpho radicals, wherein the heterocycle optionally comprises at least one group chosen from heteroatoms chosen from oxygen, optionally substituted nitrogen and sulphur and an SO2 group, with the proviso that the heterocycle does not comprise a peroxide bond or a diazo or nitroso radical;
• or independently, R′4 and R′5 may form, together with the nitrogen atom to which they are attached, a saturated heterocycle comprising from 5 to 8 ring members optionally substituted by at least one radical chosen from halogen atoms, amino, (di)alkylamino, hydroxyl, carboxyl, carboxamido and alkoxy radicals, and C1-C6 alkyl radicals optionally substituted by at least one radical chosen from hydroxyl, amino, (di)alkylamino, alkoxy, hydroxyalkoxy, aminoalkoxy, carboxyl and sulpho radicals, wherein the heterocycle optionally comprises at least one group chosen from heteroatoms chosen from oxygen, optionally substituted nitrogen, and sulphur and an SO2 group, with the proviso that the heterocycle does not comprise a peroxide bond or a diazo or nitroso radical;
• R′3 is chosen from linear and branched C1-C6 alkyl radicals optionally substituted by at least one radical chosen from hydroxyl, amino, C1-C3 mono- and dialkylamino radicals, wherein an alkyl part of the at least one radical is optionally substituted by at least one radical chosen from hydroxyl, amino, C1-C2 alkoxyalkoxy, and carboxyl radicals;
• and addition salts thereof,
• with the proviso that the compound of formula (I′) is not chosen from 2,3,6-triaminopyridine, 6-(4-morpholinyl)-2,3-diaminopyridine, 6-(1-piperidinyl-2,3-diaminopyridine and 2,6-di-4-morpholinyl-3-aminopyridine, and addition salts thereof.