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US 7,582,123 B2Granted
Coloring composition comprising at least one azomethine compound with a pyrazolinone unit
AssigneeL'oreal
InventorsAziz Fadli, Eric Metais
Life of this patent
Estimating the term…
Abstract
The present disclosure relates to a composition for coloring keratin fibers which comprises, in an appropriate dyeing medium, at least one compound chosen from leuco compounds of formula (I), azomethine dyes with a pyrazolinone unit of formula (II), their mesomeric forms, acid addition salts and solvates thereof: and dyeing methods and multicompartment devices for use thereof.
Claims22
A dyeing composition comprising, in an appropriate dyeing medium, at least one compound chosen from leuco compounds of formula (I), azomethine dyes with a pyrazolinone unit of formula (II), their mesomeric forms, and acid addition salts and solvates thereof:
- wherein:
- n is an integer ranging from 0 to 3;
- U is CR or N;
- R is chosen from:
- a hydrogen atom;
- C1-C4 alkyl radicals optionally substituted by a hydroxyl radical,
- C1-C4 alkoxy radicals optionally substituted by a hydroxyl radical;
- and
- (di)alkyl(C1-C4)amino radicals wherein the alkyl moiety is optionally substituted by a hydroxyl radical;
- X is chosen from:
- a hydroxyl radical;
- and
- NR′1R″2 radicals, wherein R′1 and R″1 are independently chosen from a hydrogen atom;
- C1-C6 alkyl radicals optionally substituted by at least one radical chosen from hydroxyl, (C1-C2)alkoxy, amino, and (di)alkyl(C1-C2)amino radicals;
- phenyl radicals optionally substituted by at least one radical chosen from hydroxyl, amino, and (C1-C2)alkoxy radicals;
- and
- when R′1 and R″1 are other than hydrogen, R′1 and R″1 may form, together with the nitrogen atom to which they are attached, a saturated or unsaturated heterocycle, comprising 5 to 7 members, wherein the carbon atoms may be replaced by an oxygen or nitrogen atom, this heterocycle being optionally substituted by at least one radical chosen from halogen atoms, amino, (di)alkyl(C1-C4)amino, hydroxyl, carboxyl, carboxamide, (C1-C2)alkoxy, and C1-C4 alkyl radicals which are optionally substituted by at least one radical chosen from hydroxyl, amino, (di)alkylamino, alkoxy, carboxyl, and sulfonyl radicals;
- when X is NHR′1 and when U is CR wherein R is an alkoxy radical, then X and U may form a 6-membered ring of morpholine type which is optionally substituted by at least one C1-C4 alkyl group,
- V is chosen from:
- an oxygen atom;
- NR′1 radicals wherein R′1 is chosen from a hydrogen atom;
- C1-C6 alkyl radicals optionally substituted by at least one radical chosen from hydroxyl, (C1-C2)alkoxy, amino, and (di)alkyl(C1-C2)amino radicals;
- and phenyl radicals optionally substituted by at least one radical chosen from hydroxyl, amino, and (C1-C2)alkoxy radicals,
- N+R′1R″1 radicals wherein R′1 and R″1 are each independently chosen from a hydrogen atom;
- C1-C6 alkyl radicals optionally substituted by at least one radical chosen from hydroxyl, (C1-C2) alkoxy, amino, and (di)alkyl(C1-C2) amino radicals;
- and phenyl radicals optionally substituted by at least one radical chosen from hydroxyl, amino, and (C1-C2)alkoxy radicals;
- when V is N+R′1R″1 the electroneutrality of the structure (II) is ensured by an anion An-;
- when R′1 and R″1 are other than hydrogen, R′1 and R″1 may form, together with the nitrogen atom to which they are attached, a saturated or unsaturated heterocycle, comprising 5 to 7 members, wherein the carbon atoms may be replaced by an oxygen or nitrogen atom, this heterocycle being optionally substituted by at least one radical chosen from halogen atoms, amino, (di)alkyl(C1-C4)amino, hydroxyl, carboxyl, (di)alkylcarboxamido, (C1-C2)alkoxy, and C1-C4 alkyl radicals which are optionally substituted by at least one radical chosen from hydroxyl, amino, (di)alkylamino, alkoxy, carboxyl, and sulfonyl radicals;
- when V is NR′1 and when U is CR wherein R is an alkoxy radical, then V and U may form a 6-membered ring of morpholine type which is optionally substituted by at least one C1-C4 alkyl group,
- each instance of Y, which may be identical or different, is chosen from:
- a hydroxyl radical;
- C1-C4 alkyl radicals;
- C1-C4 hydroxyalkyl radicals;
- halogen atoms;
- an oxygen atom substituted by a radical chosen from C1-C4 alkyl, aryl, and heteroaryl radicals, it being possible for the C1-C4 alkyl, aryl, and heteroaryl radicals to be substituted by at least one hydroxyl radical;
- NR′2R′3 radicals;
- wherein R′2 and R′3, which are identical or different, arechosen from
- a hydrogen atom;
- C1-C4 alkylcarbonyl radicals optionally substituted by a quaternary ammonium group or by a cationic or non-cationic nitrogen-containing heterocycle, wherein these nitrogen-containing heterocycles are optionally substituted by at least one C1-C4 alkyl radical;
- aminocarbonyl radicals;
- C1-C6 alkyl radicals optionally substituted by at least one radical chosen from hydroxyl, (C1-C2)alkoxy, amino, and (di)alkyl(C1-C2)amino radicals;
- and
- phenyl radicals optionally substituted by at least one radical chosen from hydroxyl, amino, and (C1-C2)alkoxy radicals;
- R′2 and R′3 may form, together with the nitrogen atom to which they are attached, a saturated or unsaturated heterocycle, comprising 5 to 7 members, wherein the carbon atoms may be replaced by an oxygen or nitrogen atom, this heterocycle being optionally substituted by at least one radical chosen from halogen atoms, amino, (di)alkyl(C1-C4)amino, hydroxyl, carboxyl, (di)alkylcarboxamido, (C1-C2)alkoxy, and C1-C4 alkyl radicals which are optionally substituted by at least one radical chosen from hydroxyl, amino, (di)alkylamino, alkoxy, carboxyl, and sulfonyl radicals;
- and
- when two radicals Y are carried by two adjacent carbon atoms, they may form, together with the carbon atoms to which they are attached, a saturated or unsaturated, aromatic or non-aromatic, cyclic or heterocyclic group comprising 5 to 6 members, optionally substituted by at least one C1-C4 alkyl radical;
- Z is chosen from:
- linear and branched C1-C4 alkyl radicals;
- NR3R4 radicals;
- and
- OR5 radicals;
- R1, R2, R3, R4 and R5, which are identical or different, are chosen from:
- C1-C6 alkyl radicals optionally substituted by at least one radical chosen from OR6, NR7R8, carboxyl, C1-C4 alkyl carboxylate, sulfonic, (di)alkylcarboxamido CONR7R8, sulfonamido SO2NR7R8 radicals;
- and 5- or 6-membered heteroaryl and phenyl radicals optionally substituted by at least one radical chosen from (C1-C4)alkyl, hydroxyl, C1-C2 alkoxy, amino, (di)alkyl(C1-C2)amino and C1-C4 hydroxyalkyl radicals;
- phenyl radicals optionally substituted by at least one radical chosen from (C1-C4)alkyl, hydroxy(C1-C4)alkyl, hydroxyl, C1-C2 alkoxy, amino, and (di)alkyl(C1-C2)amino radicals;
- 5- or 6-membered heteroaryl radicals optionally substituted by at least one radical chosen from (C1-C4)alkyl radicals and (C1-C2)alkoxy radicals;
- R3, R4 and R5 may also be chosen from a hydrogen atom;
- R6, R7 and R8, which are identical or different, are chosen from a hydrogen atom;
- linear and branched C1-C4 alkyl radicals optionally substituted by at least one radical chosen from hydroxyl, C1-C2 alkoxy, (di)alkylcarboxamido CONR9R10, sulfonyl SO2R9, and phenyl radicals optionally substituted by at least one radical chosen from (C1-C4)alkyl, hydroxyl, C1-C2 alkoxy, amino, and (di)alkyl(C1-C2)amino radicals;
- and phenyl radicals optionally substituted by at least one radical chosen from (C1-C4)alkyl, a hydroxyl radical, C1-C2 alkoxy, amino, and (di)alkyl(C1-C2)amino radicals;
- R7 and R8, which are identical or different, are chosen from (di)alkylcarboxamido CONR9R10 radicals and sulfonyl SO2R9 radicals;
- R9 and R10, which are identical or different, are chosen from a hydrogen atom, and linear and branched C1-C4 alkyl radicals optionally substituted by at least one radical chosen from a hydroxyl radical and C1-C2 alkoxy radicals;
- R1 and R2, and independently R3 and R4, may form, together with the nitrogen atoms to which they are attached, a saturated or unsaturated heterocycle, comprising 5 to 7 members, wherein the carbon atoms may be replaced by an oxygen or nitrogen atom, said heterocycle being optionally substituted by at least one radical chosen from halogen atoms, amino, (di)alkyl(C1-C4)amino, (di)hydroxyalkyl(C1-C4)amino, hydroxyl, carboxyl, (di)alkylcarboxamido, (C1-C2)alkoxy, and C1-C4 alkyl radicals optionally substituted by at least one radical chosen from hydroxyl, amino, (di)alkyl(C1-C4)amino, C1-C2 alkoxy, carboxyl, and sulfonyl radicals;
- An- is an anion or a mixture of anions which allows the electroneutrality of the structures to be ensured;
- with the proviso that, when Z is an alkyl radical, R1 is not an optionally substituted phenyl radical and R2 is not an alkyl radical;
- with the exception of the following compound:
- and also its mesomeric forms, its acid addition salts and its solvates thereof.
64 more elements
A compound chosen from leuco compounds of formula (I), azomethine dyes with a pyrazolinone unit of formula (II), their mesomeric forms, acid addition salts and solvates thereof:
- n is an integer ranging from 0 to 3;
- U is CR or N;
- R is chosen from:
- a hydrogen atom;
- C1-C4 alkyl radicals optionally substituted by a hydroxyl radical,
- C1-C4 alkoxy radicals optionally substituted by a hydroxyl radical;
- and
- (di)alkyl(C1-C4)amino radicals wherein the alkyl moiety is optionally substituted by a hydroxyl radical;
- X is chosen from:
- a hydroxyl radical;
- and
- NR′1R″1 radicals, wherein R′1 and R″1 are independently chosen from a hydrogen atom;
- C1-C6 alkyl radicals optionally substituted by at least one radical chosen from hydroxyl, (C1-C2)alkoxy, amino, and (di)alkyl(C1-C2)amino radicals;
- phenyl radicals optionally substituted by at least one radical chosen from hydroxyl, amino, and (C1-C2)alkoxy radicals;
- and
- when R′1 and R″1 are other than hydrogen, R′1 and R″1 may form, together with the nitrogen atom to which they are attached, a saturated or unsaturated heterocycle, comprising 5 to 7 members, wherein the carbon atoms may be replaced by an oxygen or nitrogen atom, this heterocycle being optionally substituted by at least one radical chosen from halogen atoms, amino, (di)alkyl(C1-C4)amino, hydroxyl, carboxyl, carboxamide, (C1-C2)alkoxy, and C1-C4 alkyl radicals which are optionally substituted by at least one radical chosen from hydroxyl, amino, (di)alkylamino, alkoxy, carboxyl, and sulfonyl radicals;
- when X is NHR′1 and when U is CR wherein R is an alkoxy radical, then X and U may form a 6-membered ring of morpholine type which is optionally substituted by at least one C1-C4 alkyl group,
- V is chosen from:
- an oxygen atom;
- NR′1 radicals wherein R′1 is chosen from a hydrogen atom;
- C1-C6 alkyl radicals optionally substituted by at least one radical chosen from hydroxyl, (C1-C2)alkoxy, amino, and (di)alkyl(C1-C2)amino radicals;
- and phenyl radicals optionally substituted by at least one radical chosen from hydroxyl, amino, and (C1-C2)alkoxy radicals,
- N+R′1R″1 radicals wherein R′1 and R″1 are each independently chosen from a hydrogen atom;
- C1-C6 alkyl radicals optionally substituted by at least one radical chosen from hydroxyl, (C1-C2) alkoxy, amino, and (di)alkyl(C1-C2) amino radicals;
- and phenyl radicals optionally substituted by at least one radical chosen from hydroxyl, amino, and (C1-C2)alkoxy radicals;
- when V is N+R′1R″1, the electroneutrality of the structure (II) is ensured by an anion An-;
- when R′1 and R″1 are other than hydrogen, R′1 and R″1 may form, together with the nitrogen atom to which they are attached, a saturated or unsaturated heterocycle, comprising 5 to 7 members, wherein the carbon atoms may be replaced by an oxygen or nitrogen atom, this heterocycle being optionally substituted by at least one radical chosen from halogen atoms, amino, (di)alkyl(C1-C4)amino, hydroxyl, carboxyl, (di)alkylcarboxamido, (C1-C2)alkoxy, and C1-C4 alkyl radicals which are optionally substituted by at least one radical chosen from hydroxyl, amino, (di)alkylamino, alkoxy, carboxyl, and sulfonyl radicals;
- when V is NR′1 and when U is CR wherein R is an alkoxy radical, then V and U may form a 6-membered ring of morpholine type which is optionally substituted by at least one C1-C4 alkyl group,
- each instance of Y, which may be identical or different, is chosen from:
- a hydroxyl radical;
- C1-C4 alkyl radicals;
- C1-C4 hydroxyalkyl radicals;
- halogen atoms;
- an oxygen atom substituted by a radical chosen from C1-C4 alkyl, aryl, and heteroaryl radicals, it being possible for the C1-C4 alkyl, aryl, and heteroaryl radicals to be substituted by at least one hydroxyl radical;
- NR′2R′3 radicals;
- wherein R′2 and R′3, which are identical or different, arechosen from
- a hydrogen atom;
- C1-C4 alkylcarbonyl radicals optionally substituted by a quaternary ammonium group or by a cationic or non-cationic nitrogen-containing heterocycle, wherein these nitrogen-containing heterocycles are optionally substituted by at least one C1-C4 alkyl radical;
- aminocarbonyl radicals;
- C1-C6 alkyl radicals optionally substituted by at least one radical chosen from hydroxyl, (C1-C2)alkoxy, amino, and (di)alkyl(C1-C2)amino radicals;
- and
- phenyl radicals optionally substituted by at least one radical chosen from hydroxyl, amino, and (C1-C2)alkoxy radicals;
- R′2 and R′3 may form, together with the nitrogen atom to which they are attached, a saturated or unsaturated heterocycle, comprising 5 to 7 members, wherein the carbon atoms may be replaced by an oxygen or nitrogen atom, this heterocycle being optionally substituted by at least one radical chosen from halogen atoms, amino, (di)alkyl(C1-C4)amino, hydroxyl, carboxyl, (di)alkylcarboxamido, (C1-C2)alkoxy, and C1-C4 alkyl radicals which are optionally substituted by at least one radical chosen from hydroxyl, amino, (di)alkylamino, alkoxy, carboxyl, and sulfonyl radicals;
- and
- when two radicals Y are carried by two adjacent carbon atoms, they may form, together with the carbon atoms to which they are attached, a saturated or unsaturated, aromatic or non-aromatic, cyclic or heterocyclic group comprising 5 to 6 members, optionally substituted by at least one C1-C4 alkyl radical;
- Z is chosen from:
- linear and branched C1-C4 alkyl radicals;
- NR3R4 radicals;
- and
- OR5 radicals;
- R1, R2, R3, R4 and R5, which are identical or different, are chosen from:
- C1-C6 alkyl radicals optionally substituted by at least one radical chosen from OR6, NR7R8, carboxyl, C1-C4 alkyl carboxylate, sulfonic, (di)alkylcarboxamido CONR7R8, sulfonamido SO2NR7R8 radicals;
- and 5- or 6-membered heteroaryl and phenyl radicals optionally substituted by at least one radical chosen from (C1-C4)alkyl, hydroxyl, C1-C2 alkoxy, amino, (di)alkyl(C1-C2)amino and C1-C4 hydroxyalkyl radicals;
- phenyl radicals optionally substituted by at least one radical chosen from (C1-C4)alkyl, hydroxy(C1-C4)alkyl, hydroxyl, C1-C2 alkoxy, amino, and (di)alkyl(C1-C2)amino radicals;
- 5- or 6-membered heteroaryl radicals optionally substituted by at least one radical chosen from (C1-C4)alkyl radicals and (C1-C2)alkoxy radicals;
- R3, R4 and R5 may also be chosen from a hydrogen atom;
- R6, R7 and R8, which are identical or different, are chosen from a hydrogen atom;
- linear and branched C1-C4 alkyl radicals optionally substituted by at least one radical chosen from hydroxyl, C1-C2 alkoxy, (di)alkylcarboxamido CONR9R10, sulfonyl SO2R9, and phenyl radicals optionally substituted by at least one radical chosen from (C1-C4)alkyl, hydroxyl, C1-C2 alkoxy, amino, and (di)alkyl(C1-C2)amino radicals;
- and phenyl radicals optionally substituted by at least one radical chosen from (C1-C4)alkyl, hydroxyl, C1-C2 alkoxy, amino, and (di)alkyl(C1-C2)amino radicals;
- R7 and R8, which are identical or different, are chosen from (di)alkylcarboxamido CONR9R10 radicals and sulfonyl SO2R9 radicals;
- R9 and R10, which are identical or different, are chosen from a hydrogen atom, and linear and branched C1-C4 alkyl radicals optionally substituted by at least one radical chosen from a hydroxyl radical and C1-C2 alkoxy radicals;
- R1 and R2, and independently R3 and R4, may form, together with the nitrogen atoms to which they are attached, a saturated or unsaturated heterocycle, comprising 5 to 7 members, wherein the carbon atoms may be replaced by an oxygen or nitrogen atom, said heterocycle being optionally substituted by at least one radical chosen from halogen atoms, amino, (di)alkyl(C1-C4)amino, (di)hydroxyalkyl(C1-C4)amino, hydroxyl, carboxyl, (di)alkylcarboxamido, (C1-C2)alkoxy, and C1-C4 alkyl radicals optionally substituted by at least one radical chosen from hydroxyl, amino, (di)alkyl(C1-C4)amino, C1-C2 alkoxy, carboxyl, and sulfonyl radicals;
- An- is an anion or a mixture of anions which allows the electroneutrality of the structures to be ensured;
- with the proviso that, when Z is an alkyl radical, R1 is not an optionally substituted phenyl radical and R2 is not an alkyl radical;
- with the exception of the following compound:
- and also its mesomeric forms, its acid addition salts and its solvates thereof.
63 more elements
A method for dyeing keratin fibers, comprising applying to the keratin fibers at least one dyeing composition comprising at least one compound chosen from leuco compounds of formula (I), azomethine dyes with a pyrazolinone unit of formula (II), their mesomeric forms, acid addition salts and solvates thereof:
- wherein:
- n is an integer ranging from 0 to 3;
- U is CR or N;
- R is chosen from:
- a hydrogen atom;
- C1-C4 alkyl radicals optionally substituted by a hydroxyl radical,
- C1-C4 alkoxy radicals optionally substituted by a hydroxyl radical;
- and
- (di)alkyl(C1-C4)amino radicals wherein the alkyl moiety is optionally substituted by a hydroxyl radical;
- X is chosen from:
- a hydroxyl radical;
- and
- NR′1R″1 radicals, wherein R′1 and R″1 are independently chosen from a hydrogen atom;
- C1-C6 alkyl radicals optionally substituted by at least one radical chosen from hydroxyl, (C1-C2)alkoxy, amino, and (di)alkyl(C1-C2)amino radicals;
- phenyl radicals optionally substituted by at least one radical chosen from hydroxyl, amino, and (C1-C2)alkoxy radicals;
- and
- when R′1 and R″1 are other than hydrogen, R′1 and R″1 may form, together with the nitrogen atom to which they are attached, a saturated or unsaturated heterocycle, comprising 5 to 7 members, wherein the carbon atoms may be replaced by an oxygen or nitrogen atom, this heterocycle being optionally substituted by at least one radical chosen from halogen atoms, amino, (di)alkyl(C1-C4)amino, hydroxyl, carboxyl, carboxamide, (C1-C2)alkoxy, and C1-C4 alkyl radicals which are optionally substituted by at least one radical chosen from hydroxyl, amino, (di)alkylamino, alkoxy, carboxyl, and sulfonyl radicals;
- when X is NHR′1 and when U is CR wherein R is an alkoxy radical, then X and U may form a 6-membered ring of morpholine type which is optionally substituted by at least one C1-C4 alkyl group,
- V is chosen from:
- an oxygen atom;
- NR′1 radicals wherein R′1 is chosen from a hydrogen atom;
- C1-C6 alkyl radicals optionally substituted by at least one radical chosen from hydroxyl, (C1-C2)alkoxy, amino, and (di)alkyl(C1-C2)amino radicals;
- and phenyl radicals optionally substituted by at least one radical chosen from hydroxyl, amino, and (C1-C2)alkoxy radicals,
- N+R′1R″1 radicals wherein R′1 and R″1 are each independently chosen from a hydrogen atom;
- C1-C6 alkyl radicals optionally substituted by at least one radical chosen from hydroxyl, (C1-C2) alkoxy, amino, and (di)alkyl(C1-C2) amino radicals;
- and phenyl radicals optionally substituted by at least one radical chosen from hydroxyl, amino, and (C1-C2)alkoxy radicals;
- when V is N+R′1R″1 the electroneutrality of the structure (II) is ensured by an anion An-;
- when R′1 and R″1 are other than hydrogen, R′1 and R″1 may form, together with the nitrogen atom to which they are attached, a saturated or unsaturated heterocycle, comprising 5 to 7 members, wherein the carbon atoms may be replaced by an oxygen or nitrogen atom, this heterocycle being optionally substituted by at least one radical chosen from halogen atoms, amino, (di)alkyl(C1-C4)amino, hydroxyl, carboxyl, (di)alkylcarboxamido, (C1-C2)alkoxy, and C1-C4 alkyl radicals which are optionally substituted by at least one radical chosen from hydroxyl, amino, (di)alkylamino, alkoxy, carboxyl, and sulfonyl radicals;
- when V is NR′1 and when U is CR wherein R is an alkoxy radical, then V and U may form a 6-membered ring of morpholine type which is optionally substituted by at least one C1-C4 alkyl group,
- each instance of Y, which may be identical or different, is chosen from:
- a hydroxyl radical;
- C1-C4 alkyl radicals;
- C1-C4 hydroxyalkyl radicals;
- halogen atoms;
- an oxygen atom substituted by a radical chosen from C1-C4 alkyl, aryl, and heteroaryl radicals, it being possible for the C1-C4 alkyl, aryl, and heteroaryl radicals to be substituted by at least one hydroxyl radical;
- NR′2R′3 radicals;
- wherein R′2 and R′3, which are identical or different, arechosen from
- a hydrogen atom;
- C1-C4 alkylcarbonyl radicals optionally substituted by a quaternary ammonium group or by a cationic or non-cationic nitrogen-containing heterocycle, wherein these nitrogen-containing heterocycles are optionally substituted by at least one C1-C4 alkyl radical;
- aminocarbonyl radicals;
- C1-C6 alkyl radicals optionally substituted by at least one radical chosen from hydroxyl, (C1-C2)alkoxy, amino, and (di)alkyl(C1-C2)amino radicals;
- and
- phenyl radicals optionally substituted by at least one radical chosen from hydroxyl, amino, and (C1-C2)alkoxy radicals;
- R′2 and R′3 may form, together with the nitrogen atom to which they are attached, a saturated or unsaturated heterocycle, comprising 5 to 7 members, wherein the carbon atoms may be replaced by an oxygen or nitrogen atom, this heterocycle being optionally substituted by at least one radical chosen from halogen atoms, amino, (di)alkyl(C1-C4)amino, hydroxyl, carboxyl, (di)alkylcarboxamido, (C1-C2)alkoxy, and C1-C4 alkyl radicals which are optionally substituted by at least one radical chosen from hydroxyl, amino, (di)alkylamino, alkoxy, carboxyl, and sulfonyl radicals;
- and
- when two radicals Y are carried by two adjacent carbon atoms, they may form, together with the carbon atoms to which they are attached, a saturated or unsaturated, aromatic or non-aromatic, cyclic or heterocyclic group comprising 5 to 6 members, optionally substituted by at least one C1-C4 alkyl radical;
- Z is chosen from:
- linear and branched C1-C4 alkyl radicals;
- NR3R4 radicals;
- and
- OR5 radicals;
- R1, R2, R3, R4 and R5, which are identical or different, are chosen from:
- C1-C6 alkyl radicals optionally substituted by at least one radical chosen from OR6, NR7R8, carboxyl, C1-C4 alkyl carboxylate, sulfonic, (di)alkylcarboxamido CONR7R8, sulfonamido SO2NR7R8 radicals;
- and 5- or 6-membered heteroaryl and phenyl radicals optionally substituted by at least one radical chosen from (C1-C4)alkyl, hydroxyl, C1-C2 alkoxy, amino, (di)alkyl(C1-C2)amino and C1-C4 hydroxyalkyl radicals;
- phenyl radicals optionally substituted by at least one radical chosen from (C1-C4)alkyl, hydroxy(C1-C4)alkyl, hydroxyl, C1-C2 alkoxy, amino, and (di)alkyl(C1-C2)amino radicals;
- 5- or 6-membered heteroaryl radicals optionally substituted by at least one radical chosen from (C1-C4)alkyl radicals and (C1-C2)alkoxy radicals;
- R3, R4 and R5 may also be chosen from a hydrogen atom;
- R6, R7 and R8, which are identical or different, are chosen from a hydrogen atom;
- linear and branched C1-C4 alkyl radicals optionally substituted by at least one radical chosen from hydroxyl, C1-C2 alkoxy, (di)alkylcarboxamido CONR9R10, sulfonyl SO2R9, and phenyl radicals optionally substituted by at least one radical chosen from (C1-C4)alkyl, hydroxyl, C1-C2 alkoxy, amino, and (di)alkyl(C1-C2)amino radicals;
- and phenyl radicals optionally substituted by at least one radical chosen from (C1-C4)alkyl, hydroxyl, C1-C2 alkoxy, amino, and (di)alkyl(C1-C2)amino radicals;
- R7 and R8, which are identical or different, are chosen from (di)alkylcarboxamido CONR9R10 radicals and sulfonyl SO2R9 radicals;
- R9 and R10, which are identical or different, are chosen from a hydrogen atom, and linear and branched C1-C4 alkyl radicals optionally substituted by at least one radical chosen from a hydroxyl radical and C1-C2 alkoxy radicals;
- R1 and R2, and independently R3 and R4, may form, together with the nitrogen atoms to which they are attached, a saturated or unsaturated heterocycle, comprising 5 to 7 members, wherein the carbon atoms may be replaced by an oxygen or nitrogen atom, said heterocycle being optionally substituted by at least one radical chosen from halogen atoms, amino, (di)alkyl(C1-C4)amino, (di)hydroxyalkyl(C1-C4)amino, hydroxyl, carboxyl, (di)alkylcarboxamido, (C1-C2)alkoxy, and C1-C4 alkyl radicals optionally substituted by at least one radical chosen from hydroxyl, amino, (di)alkyl(C1-C4)amino, C1-C2 alkoxy, carboxyl, and sulfonyl radicals;
- An- is an anion or a mixture of anions which allows the electroneutrality of the structures to be ensured;
- with the exception of the following compounds:
- and also their mesomeric forms, their acid addition salts and their solvates thereof.
63 more elements
A multi-compartment device comprising, in at least one first compartment, at least one composition comprising at least one compound of formula (I) and in at least one second compartment, at least one oxidant, and optionally a compound of formula (II), and at least one alkaline agent, wherein the at least one compound is chosen from leuco compounds of formula (I), azomethine dyes with a pyrazolinone unit of formula (II), their mesomeric forms, acid addition salts and solvates thereof:
- wherein:
- n is an integer ranging from 0 to 3;
- U is CR or N;
- R is chosen from:
- a hydrogen atom;
- C1-C4 alkyl radicals optionally substituted by a hydroxyl radical,
- C1-C4 alkoxy radicals optionally substituted by a hydroxyl radical;
- and
- (di)alkyl(C1-C4)amino radicals wherein the alkyl moiety is optionally substituted by a hydroxyl radical;
- X is chosen from:
- a hydroxyl radical;
- and
- NR′1R″1 radicals, wherein R′1 and R″1 are independently chosen from a hydrogen atom;
- C1-C6 alkyl radicals optionally substituted by at least one radical chosen from hydroxyl, (C1-C2)alkoxy, amino, and (di)alkyl(C1-C2)amino radicals;
- phenyl radicals optionally substituted by at least one radical chosen from hydroxyl, amino, and (C1-C2)alkoxy radicals;
- and
- when R′1 and R″1 are other than hydrogen, R′1 and R″1 may form, together with the nitrogen atom to which they are attached, a saturated or unsaturated heterocycle, comprising 5 to 7 members, wherein the carbon atoms may be replaced by an oxygen or nitrogen atom, this heterocycle being optionally substituted by at least one radical chosen from halogen atoms, amino, (di)alkyl(C1-C4)amino, hydroxyl, carboxyl, carboxamide, (C1-C2)alkoxy, and C1-C4 alkyl radicals which are optionally substituted by at least one radical chosen from hydroxyl, amino, (di)alkylamino, alkoxy, carboxyl, and sulfonyl radicals;
- when X is NHR′1 and when U is CR wherein R is an alkoxy radical, then X and U may form a 6-membered ring of morpholine type which is optionally substituted by at least one C1-C4 alkyl group,
- V is chosen from:
- an oxygen atom;
- NR′1 radicals wherein R′1 is chosen from a hydrogen atom;
- C1-C6 alkyl radicals optionally substituted by at least one radical chosen from hydroxyl, (C1-C2)alkoxy, amino, and (di)alkyl(C1-C2)amino radicals;
- and phenyl radicals optionally substituted by at least one radical chosen from hydroxyl, amino, and (C1-C2)alkoxy radicals,
- N+R′1R″1 radicals wherein R′1 and R″1 are each independently chosen from a hydrogen atom;
- C1-C6 alkyl radicals optionally substituted by at least one radical chosen from hydroxyl, (C1-C2) alkoxy, amino, and (di)alkyl(C1-C2) amino radicals;
- and phenyl radicals optionally substituted by at least one radical chosen from hydroxyl, amino, and (C1-C2)alkoxy radicals;
- when V is N+R′1R″1 the electroneutrality of the structure (II) is ensured by an anion An-;
- when R′1 and R″1 are other than hydrogen, R′1 and R″1 may form, together with the nitrogen atom to which they are attached, a saturated or unsaturated heterocycle, comprising 5 to 7 members, wherein the carbon atoms may be replaced by an oxygen or nitrogen atom, this heterocycle being optionally substituted by at least one radical chosen from halogen atoms, amino, (di)alkyl(C1-C4)amino, hydroxyl, carboxyl, (di)alkylcarboxamido, (C1-C2)alkoxy, and C1-C4 alkyl radicals which are optionally substituted by at least one radical chosen from hydroxyl, amino, (di)alkylamino, alkoxy, carboxyl, and sulfonyl radicals;
- when V is NR′1 and when U is CR wherein R is an alkoxy radical, then V and U may form a 6-membered ring of morpholine type which is optionally substituted by at least one C1-C4 alkyl group,
- each instance of Y, which may be identical or different, is chosen from:
- a hydroxyl radical;
- C1-C4 alkyl radicals;
- C1-C4 hydroxyalkyl radicals;
- halogen atoms;
- an oxygen atom substituted by a radical chosen from C1-C4 alkyl, aryl, and heteroaryl radicals, it being possible for the C1-C4 alkyl, aryl, and heteroaryl radicals to be substituted by at least one hydroxyl radical;
- NR′2R′3 radicals;
- wherein R′2 and R′3, which are identical or different, arechosen from
- a hydrogen atom;
- C1-C4 alkylcarbonyl radicals optionally substituted by a quaternary ammonium group or by a cationic or non-cationic nitrogen-containing heterocycle, wherein these nitrogen-containing heterocycles are optionally substituted by at least one C1-C4 alkyl radical;
- aminocarbonyl radicals;
- C1-C6 alkyl radicals optionally substituted by at least one radical chosen from hydroxyl, (C1-C2)alkoxy, amino, and (di)alkyl(C1-C2)amino radicals;
- and
- phenyl radicals optionally substituted by at least one radical chosen from hydroxyl, amino, and (C1-C2)alkoxy radicals;
- R′2 and R′3 may form, together with the nitrogen atom to which they are attached, a saturated or unsaturated heterocycle, comprising 5 to 7 members, wherein the carbon atoms may be replaced by an oxygen or nitrogen atom, this heterocycle being optionally substituted by at least one radical chosen from halogen atoms, amino, (di)alkyl(C1-C4)amino, hydroxyl, carboxyl, (di)alkylcarboxamido, (C1-C2)alkoxy, and C1-C4 alkyl radicals which are optionally substituted by at least one radical chosen from hydroxyl, amino, (di)alkylamino, alkoxy, carboxyl, and sulfonyl radicals;
- and
- when two radicals Y are carried by two adjacent carbon atoms, they may form, together with the carbon atoms to which they are attached, a saturated or unsaturated, aromatic or non-aromatic, cyclic or heterocyclic group comprising 5 to 6 members, optionally substituted by at least one C1-C4 alkyl radical;
- Z is chosen from:
- linear and branched C1-C4 alkyl radicals;
- NR3R4 radicals;
- and
- OR5 radicals;
- R1, R2, R3, R4 and R5, which are identical or different, are chosen from:
- C1-C6 alkyl radicals optionally substituted by at least one radical chosen from OR6, NR7R8, carboxyl, C1-C4 alkyl carboxylate, sulfonic, (di)alkylcarboxamido CONR7R8, sulfonamido SO2NR7R8 radicals;
- and 5- or 6-membered heteroaryl and phenyl radicals optionally substituted by at least one radical chosen from (C1-C4)alkyl, hydroxyl, C1-C2 alkoxy, amino, (di)alkyl(C1-C2)amino and C1-C4 hydroxyalkyl radicals;
- phenyl radicals optionally substituted by at least one radical chosen from (C1-C4)alkyl, hydroxy(C1-C4)alkyl, hydroxyl, C1-C2 alkoxy, amino, and (di)alkyl(C1-C2)amino radicals;
- 5- or 6-membered heteroaryl radicals optionally substituted by at least one radical chosen from (C1-C4)alkyl radicals and (C1-C2)alkoxy radicals;
- R3, R4 and R5 may also be chosen from a hydrogen atom;
- R6, R7 and R8, which are identical or different, are chosen from a hydrogen atom;
- linear and branched C1-C4 alkyl radicals optionally substituted by at least one radical chosen from hydroxyl, C1-C2 alkoxy, (di)alkylcarboxamido CONR9R10, sulfonyl SO2R9, and phenyl radicals optionally substituted by at least one radical chosen from (C1-C4)alkyl, hydroxyl, C1-C2 alkoxy, amino, and (di)alkyl(C1-C2)amino radicals;
- and phenyl radicals optionally substituted by at least one radical chosen from (C1-C4)alkyl, hydroxyl, C1-C2 alkoxy, amino, and (di)alkyl(C1-C2)amino radicals;
- R7 and R8, which are identical or different, are chosen from (di)alkylcarboxamido CONR9R10 radicals and sulfonyl SO2R9 radicals;
- R9 and R10, which are identical or different, are chosen from a hydrogen atom, and linear and branched C1-C4 alkyl radicals optionally substituted by at least one radical chosen from a hydroxyl radical and C1-C2 alkoxy radicals;
- R1 and R2, and independently R3 and R4, may form, together with the nitrogen atoms to which they are attached, a saturated or unsaturated heterocycle, comprising 5 to 7 members, wherein the carbon atoms may be replaced by an oxygen or nitrogen atom, said heterocycle being optionally substituted by at least one radical chosen from halogen atoms, amino, (di)alkyl(C1-C4)amino, (di)hydroxyalkyl(C1-C4)amino, hydroxyl, carboxyl, (di)alkylcarboxamido, (C1-C2)alkoxy, and C1-C4 alkyl radicals optionally substituted by at least one radical chosen from hydroxyl, amino, (di)alkyl(C1-C4)amino, C1-C2 alkoxy, carboxyl, and sulfonyl radicals;
- An- is an anion or a mixture of anions which allows the electroneutrality of the structures to be ensured;
- with the exception of the following compounds:
- and also their mesomeric forms, their acid addition salts and their solvates thereof.
63 more elements
Dependencies are inferred from the claim text.