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US 6,635,090 B1Granted
Dyeing method using a specific cationic derivative and a compound selected among a specific aldehyde, a specific ketone, a quinone and a di-imino-isoindoline or 3-amino-isoindolone derivative
AssigneeL'oreal
InventorsHervé Andrean, Alain Lagrange
Life of this patent
Estimating the term…
Abstract
Compositions, methods, and kits for dyeing at least one keratin fiber, comprising at least one specific cationic compound and at least one compound chosen from specific aldehydes, specific ketones, quinones, diiminoisoindoline derivatives, and 3-aminoisoindolone derivatives, with the proviso that the inventive compositions do not comprise an oxidizing agent.
Claims64
A process for dyeing at least one keratin fiber, comprising applying to said at least one keratin fiber a composition comprising:
- (a) at least one cationic compound chosen from:
- (1) compounds having formula (I) and the cosmetically acceptable salts thereof:
- in which:
- n is an integer ranging from 1 to 4;
- R1 is chosen from alkyl groups;
- hydroxyalkyl groups;
- polyhydroxyalkyl groups;
- alkylhydroxyalkyl groups;
- alkylsulfonyl groups;
- carboxyalkyl groups;
- aminoalkyl groups;
- (dihydroxy)alkylaminoalkyl groups;
- alkyl-NR′R″ groups, wherein R′ and R″, which may be identical or different, are each chosen from linear alkyl groups comprising from 1 to 4 carbon atoms and branched alkyl groups comprising from 1 to 4 carbon atoms, and R′ and R″ may also form, together with the nitrogen atom to which they attached, at least one ring chosen from 5-membered aliphatic rings, 6-membered aliphatic rings, 5-membered heterocyclic rings, and 6-membered heterocyclic rings;
- and aryl rings;
- A and the nitrogen atom, N, together form at least one hydrocarbon-based ring, optionally substituted, chosen from unsaturated rings comprising 5 atoms;
- unsaturated rings comprising 6 atoms;
- aromatic rings comprising 5 atoms;
- and aromatic rings comprising 6 atoms;
- wherein said at least one hydrocarbon-based ring may be interrupted by at least one atom chosen from nitrogen, oxygen and sulfur;
- it being possible for said at least one hydrocarbon-based ring to be fused with at least one ring chosen from unsubstituted aromatic rings and substituted aromatic rings;
- and
- A is chosen from carbon, optionally substituted;
- nitrogen, optionally substituted;
- oxygen;
- and sulfur;
- and
- (2) compounds having formula (II) and the cosmetically acceptable salts thereof:
- wherein:
- R1, R2, R3, R4, and R5, which may be identical or different, are each chosen from alkyl groups;
- hydroxyalkyl groups;
- polyhydroxyalkyl groups;
- alkylhydroxyalkyl groups;
- alkylsulfonyl groups;
- carboxyalkyl groups;
- aminoalkyl groups;
- (dihydroxy)alkylaminoalkyl groups;
- alkyl-NR′R″ groups, wherein R′ and R″, which may be identical or different, are each chosen from linear alkyl groups comprising from 1 to 4 carbon atoms and branched alkyl groups comprising from 1 to 4 carbon atoms, and R′ and R″ may also form, together with the nitrogen atom to which they attached, at least one ring chosen from 5-membered aliphatic rings, 6-membered aliphatic rings, 5-membered heterocyclic rings, and 6-membered heterocyclic rings;
- and aryl rings;
- B is chosen from —CH— groups and nitrogen;
- at least one of R1 and R2, R2 and R3, R3 and R4, R5 and R1, R5 and B, and R4 and B may also form, together with the atoms to which they are attached, at least one hydrocarbon-based ring, optionally substituted, chosen from 5-membered unsaturated rings;
- 6-membered unsaturated rings;
- 5-membered aryl rings;
- 6-membered aryl rings;
- 5-membered heterocycles;
- and 6-membered heterocycles;
- wherein said at least one hydrocarbon-based ring may be interrupted by at least one atom chosen from nitrogen and sulfur;
- and
- (b) at least one compound chosen from:
- (1) aldehydes having formula (III) and the cosmetically acceptable salts thereof:
- in which:
- R6 is chosen from groups having formula (III A):
- in which:
- R7 and R8, which may be identical or different, are each chosen from hydrogen;
- alkyl groups;
- monohydroxyalkyl groups;
- polyhydroxyalkyl groups;.alkylhydroxyalkyl groups;
- alkoxy groups;
- —CF3 groups;
- and —OCF3 groups;
- R7 and R8, which may be identical or different, may also form, together with the atoms to which they are attached, at least one ring, optionally substituted, chosen from aryl rings;
- 5-membered heterocyclic rings;
- and 6-membered heterocyclic rings;
- m is an integer ranging from 0 to 3;
- and
- R9 is chosen from hydrogen;
- alkyl groups;
- monohydroxyalkyl groups;
- polyhydroxyalkyl groups;
- alkylhydroxyalkyl groups;
- alkoxy groups;
- —CF3 groups;
- —OCF3 groups;
- aryl groups, optionally substituted;
- alkylaryl groups, optionally substituted;
- 5-membered heterocyclic groups, optionally substituted;
- and 6-membered heterocyclic groups, optionally substituted;
- (2) ketones chosen from ketones having formula (IV), ketones having formula (V), and the cosmetically acceptable salts thereof:
- in which:
- R10 is chosen from groups having formula (III A):
- in which:
- R7 and R8, which may be identical or different, are each chosen from hydrogen;
- alkyl groups;
- monohydroxyalkyl groups;
- polyhydroxyalkyl groups;
- alkylhydroxyalkyl groups;
- alkoxy groups;
- —CF3 groups;
- and —OCF3 groups;
- R7 and R8, which may be identical or different, may also form, together with the atoms to which they are attached, at least one ring, optionally substituted, chosen from aryl rings;
- 5-membered heterocyclic rings;
- and 6-membered heterocyclic rings;
- m is an integer ranging from 0 to 3;
- R9 is chosen from hydrogen;
- alkyl groups;
- monohydroxyalkyl groups;
- polyhydroxyalkyl groups;
- alkylhydroxyalkyl groups;
- alkoxy groups;
- —CF3 groups;
- —OCF3 groups;
- aryl groups, optionally substituted;
- alkylaryl groups, optionally substituted;
- 5-membered heterocyclic groups, optionally substituted;
- and 6-membered heterocyclic groups, optionally substituted;
- R11 is chosen from alkyl groups;
- monohydroxyalkyl groups;
- polyhydroxyalkyl groups;
- alkylhydroxyalkyl groups;
- aryl groups, optionally substituted;
- alkylaryl groups, optionally substituted;
- 5-membered hetero-cyclic groups, optionally substituted;
- and 6-membered heterocyclic groups, optionally substituted;
- and
- R10 and R11 may also form, together with the atoms to which they are attached, at least one ring, optionally substituted, chosen from 5-membered aryl rings;
- 6-membered aryl rings;
- and heterocyclic rings;
- it being possible for said at least one ring itself to be attached to at least one additional ring, optionally substituted, chosen from 5-membered aryl rings, 6-membered aryl rings and heterocyclic rings comprising at least one heteroatom;
- (3) quinones and the cosmetically acceptable salts thereof;
- (4) diiminoisoindoline derivatives and the cosmetically acceptable salts thereof;
- and
- (5) 3-aminoisoindolone derivatives and the cosmetically acceptable salts thereof;
- it with the proviso that a coloration of said at least one keratin fiber is achieved without an oxidizing agent.
119 more elements
A composition for dyeing at least one keratin fiber comprising:
- (a) at least one cationic compound chosen from:
- (1) compounds having formula (1) and the cosmetically acceptable salts thereof:
- in which:
- n is an integer ranging from 1 to 4;
- R1 is chosen from alkyl groups;
- hydroxyalkyl groups;
- polyhydroxyalkyl groups;
- alkylhydroxyalkyl groups;
- alkylsulfonyl groups;
- carboxyalkyl groups;
- aminoalkyl groups;
- (dihydroxy)alkylaminoalkyl groups;
- alkyl-NR′R″ groups, wherein R′ and R″, which may be identical or different, are each chosen from linear alkyl groups comprising from 1 to 4 carbon atoms and branched alkyl groups comprising from 1 to 4 carbon atoms, and R′ and R″ may also form, together with the nitrogen atom to which they attached, at least one ring chosen from 5-membered aliphatic rings, 6-membered aliphatic rings, 5-membered heterocyclic rings, and 6-membered heterocyclic rings;
- and aryl rings;
- A and the nitrogen atom, N, together form at least one hydrocarbon-based ring, optionally substituted, chosen from unsaturated rings comprising 5 atoms;
- unsaturated rings comprising 6 atoms;
- aromatic rings comprising 5 atoms;
- and aromatic rings comprising 6 atoms;
- wherein said at least one hydrocarbon-based ring may be interrupted by at least one atom chosen from nitrogen, oxygen and sulfur;
- it being possible for said at least one hydrocarbon-based ring to be fused with at least one ring chosen from unsubstituted aromatic rings and substituted aromatic rings;
- and
- A is chosen from carbon, optionally substituted;
- nitrogen, optionally substituted;
- oxygen;
- and sulfur;
- and
- (2) compounds having formula (II) and the cosmetically acceptable salts thereof:
- wherein:
- R1, R2, R3, R4, and R5, which may be identical or different, are each chosen from alkyl groups;
- hydroxyalkyl groups;
- polyhydroxyalkyl groups;
- alkylhydroxyalkyl groups;
- alkylsulfonyl groups;
- carboxyalkyl groups;
- aminoalkyl groups;
- (dihydroxy)alkylaminoalkyl groups;
- alkyl-NR′R″ groups, wherein R′ and R″, which may be identical or different, are each chosen from linear alkyl groups comprising from 1 to 4 carbon atoms and branched alkyl groups comprising from 1 to 4 carbon atoms, and R′ and R″ may also form, together with the nitrogen atom to which they attached, at least one ring chosen from 5-membered aliphatic rings, 6-membered aliphatic rings, 5-membered heterocyclic rings, and 6-membered heterocyclic rings;
- and aryl rings;
- B is chosen from —CH— groups and nitrogen;
- at least one of R1 and R2, R2and R3, R3and R4, R5 and R1, R5and B, and R4 and B may also form, together with the atoms to which they are attached, at least one hydrocarbon-based ring, optionally substituted, chosen from 5-membered unsaturated rings;
- 6-membered unsaturated rings;
- 5-membered aryl rings;
- 6-membered aryl rings;
- 5-membered heterocycles;
- and 6-membered heterocycles;
- wherein said at least one hydrocarbon-based ring may be interrupted by at least one atom chosen from nitrogen and sulfur;
- and
- (b) at least one compound chosen from:
- (1) aldehydes having formula (III) and the cosmetically acceptable salts thereof:
- in which:
- R6 is chosen from groups having formula (III A):
- in which:
- R7 and R8, which may be identical or different, are each chosen from hydrogen;
- alkyl. groups;
- monohydroxyalkyl groups;
- polyhydroxyalkyl groups;
- alkylhydroxyalkyl groups;
- alkoxy groups;
- —CF3 groups;
- and —OCF3 groups;
- R7 and R8, which may be identical or different, may also form, together with the atoms to which they are attached, at least one, ring, optionally substituted, chosen from aryl rings;
- 5-membered heterocyclic rings;
- and 6-membered heterocyclic rings;
- m is an integer ranging from 0 to 3;
- and
- R9 is chosen from hydrogen;
- alkyl groups;
- monohydroxyalkyl groups;
- polyhydroxyalkyl groups;
- alkylhydroxyalkyl groups;
- alkoxy groups;
- —CF3 groups;
- —OCF3 groups;
- aryl groups, optionally substituted;
- alkylaryl groups, optionally substituted;
- 5-membered heterocyclic groups, optionally substituted;
- and 6-membered heterocyclic groups, optionally substituted;
- (2) ketones chosen from ketones having formula (IV), ketones having formula (V), and the cosmetically acceptable salts thereof:
- in which:
- R10 is chosen from groups having formula (III A):
- in which:
- R7 and R8, which may be identical or different, are each chosen from hydrogen;
- alkyl groups;
- monohydroxyalkyl groups;
- polyhydroxyalkyl groups;
- alkylhydroxyalkyl groups;
- alkoxy groups;
- —CF3 groups;
- and —OCF3 groups;
- R7 and R8, which may be identical or different, may also form, together with the atoms to which they are attached, at least one ring, optionally substituted, chosen from aryl rings;
- 5-membered heterocyclic rings;
- and 6-membered heterocyclic rings;
- m is an integer ranging from 0 to 3;
- R9 is chosen from hydrogen;
- alkyl groups;
- monohydroxyalkyl groups;
- polyhydroxyalkyl groups;
- alkylhydroxyalkyl groups;
- alkoxy groups;
- —CF3 groups;
- —OCF3 groups;
- aryl groups, optionally substituted;
- alkylaryl groups, optionally substituted;
- 5-membered heterocyclic groups, optionally substituted;
- and 6-membered heterocyclic groups, optionally substituted;
- R11 is chosen from alkyl groups;
- monohydroxyalkyl groups;
- polyhydroxyalkyl groups;
- alkylhydroxyalkyl groups;
- aryl groups, optionally substituted;
- alkylaryl groups, optionally substituted;
- 5-membered heterocyclic groups, optionally substituted;
- and 6-membered heterocyclic groups, optionally substituted;
- and
- R10 and R11 may also form, together with the atoms to which they are attached, at least one ring, optionally substituted, chosen from 5-membered aryl rings;
- 6-membered aryl rings;
- and heterocyclic rings;
- it being possible for said at least one ring itself to be attached to at least one additional ring, optionally substituted, chosen from 5-membered aryl rings, 6-membered aryl rings and heterocyclic rings comprising at least one heteroatom;
- (3) quinones and the cosmetically acceptable salts thereof;
- (4) diiminoisoindoline derivatives and the cosmetically acceptable salts thereof;
- and
- (5) 3-aminoisoindolone derivatives and the cosmetically acceptable salts thereof;
- with the proviso that said composition does not comprise an oxidizing agent.
120 more elements
A multi-compartment device or dyeing kit, wherein said device or dyeing kit comprises at least two compartments, wherein:
- (a) a first compartment comprises a component (A);
- and
- (b) a second compartment comprises a component (B);
- wherein said component (A) comprises a composition which comprises at least one cationic compound chosen from:
- (1) compounds having formula (I) and the cosmetically acceptable salts thereof:
- in which:
- n is an integer ranging from 1 to 4;
- R1 is chosen from alkyl groups;
- hydroxyalkyl groups;
- polyhydroxyalkyl groups;
- alkylhydroxyalkyl groups;
- alkylsulfonyl groups;
- carboxyalkyl groups;
- aminoalkyl groups;
- (dihydroxy)alkylaminoalkyl groups;
- alkyl-NR′R″ groups, wherein R′ and R″, which may be identical or different, are each chosen from linear alkyl groups comprising from 1 to 4 carbon atoms and branched alkyl groups comprising from 1 to 4 carbon atoms, and R′ and R″ may also form, together with the nitrogen atom to which they attached, at least one ring chosen from 5-membered aliphatic rings, 6-membered aliphatic rings, 5-membered heterocyclic rings, and 6-membered heterocyclic rings;
- and aryl rings;
- A and the nitrogen atom, N, together form at least one hydrocarbon-based ring, optionally substituted, chosen from unsaturated rings comprising 5 atoms;
- unsaturated rings comprising 6 atoms;
- aromatic rings comprising 5 atoms;
- and aromatic rings comprising 6 atoms;
- wherein said at least one hydrocarbon-based ring may be interrupted by at least one atom chosen from nitrogen, oxygen and sulfur;
- it being possible for said at least one hydrocarbon-based ring to be fused with at least one ring chosen from unsubstituted aromatic rings and substituted aromatic rings;
- and
- A is chosen from carbon, optionally substituted;
- nitrogen, optionally substituted;
- oxygen;
- and sulfur;
- and
- (2) compounds having formula (II) and the cosmetically acceptable salts thereof:
- wherein:
- R1, R2, R3, R4, and R5, which may be identical or different, are each chosen from alkyl groups;
- hydroxyalkyl groups;
- polyhydroxyalkyl groups;
- alkylhydroxyalkyl groups;
- alkylsulfonyl groups;
- carboxyalkyl groups;
- aminoalkyl groups;
- (dihydroxy)alkylaminoalkyl groups;
- alkyl-NR′R″ groups, wherein R′ and R″, which may be identical or different, are each chosen from linear alkyl groups comprising from 1 to 4 carbon atoms and branched alkyl groups comprising from 1 to 4 carbon atoms, and R′ and R″ may also form, together with the nitrogen atom to which they attached, at least one ring chosen from 5-membered aliphatic rings, 6-membered aliphatic rings, 5-membered heterocyclic rings, and 6-membered heterocyclic rings;
- and aryl rings;
- B is chosen from —CH— groups and nitrogen;
- at least one of R1 and R2, R2 and R3, R3 and R4, R5 and R1, R5 and B, and R4 and B may also form, together with the atoms to which they are attached, at least one hydrocarbon-based ring, optionally substituted, chosen from 5-membered unsaturated rings;
- 6-membered unsaturated rings;
- 5-membered aryl rings;
- 6-membered aryl rings;
- 5-membered heterocycles;
- and 6-membered heterocycles;
- wherein said at least one hydrocarbon-based ring may be interrupted by at least one atom chosen from nitrogen and sulfur;
- and
- wherein said component (B) comprises a composition which comprises at least one compound chosen from:
- (1) aldehydes having formula (III) and the cosmetically acceptable salts thereof:
- in which:
- R6 is chosen from groups having formula (III A):
- in which:
- R7 and R8, which may be identical or different, are each chosen from hydrogen;
- alkyl groups;
- monohydroxyalkyl groups;
- polyhydroxyalkyl groups;
- alkylhydroxyalkyl groups;
- alkoxy groups;
- —CF3 groups;
- and —OCF3 groups;
- R7 and R8, which may be identical or different, may also form, together with the atoms to which they are attached, at least one ring, optionally substituted, chosen from aryl rings;
- 5-membered heterocyclic rings;
- and 6-membered heterocyclic rings;
- m is an integer ranging from 0 to 3;
- and
- R9 is chosen from hydrogen;
- alkyl groups;
- monohydroxyalkyl groups;
- polyhydroxyalkyl groups;
- alkylhydroxyalkyl groups;
- alkoxy groups;
- —CF3 groups;
- —OCF3 groups;
- aryl groups, optionally substituted;
- alkylaryl groups, optionally substituted;
- 5-membered heterocyclic groups, optionally substituted;
- and 6-membered hetero-cyclic groups, optionally substituted;
- (2) ketones chosen from ketones having formula (IV), ketones having formula (V), and the cosmetically acceptable salts thereof:
- in which:
- R10 is chosen from groups having formula (III A):
- in which:
- R7 and R8, which may be identical or different, are each chosen from hydrogen;
- alkyl groups;
- monohydroxyalkyl groups;
- polyhydroxyalkyl groups;
- alkylhydroxyalkyl groups;
- alkoxy groups;
- —CF3 groups;
- and —OCF3 groups;
- R7 and R8, which may be identical or different, may also form, together with the atoms to which they are attached, at least one ring, optionally substituted, chosen from aryl rings;
- 5-membered heterocyclic rings;
- and 6-membered heterocyclic rings;
- m is an integer ranging from 0 to 3;
- R9 is chosen from hydrogen;
- alkyl groups;
- monohydroxyalkyl groups;
- polyhydroxyalkyl groups;
- alkylhydroxyalkyl groups;
- alkoxy groups;
- —CF3 groups;
- —OCF3 groups;
- aryl groups, optionally substituted;
- alkylaryl groups, optionally substituted;
- 5-membered heterocyclic groups, optionally substituted;
- and 6-membered heterocyclic groups, optionally substituted;
- R11 is chosen from alkyl groups;
- monohydroxyalkyl groups;
- polyhydroxyalkyl groups;
- alkylhydroxyalkyl groups;
- aryl groups, optionally substituted;
- alkylaryl groups, optionally substituted;
- 5-membered heterocyclic groups, optionally substituted;
- and 6-membered heterocyclic groups, optionally substituted;
- and
- R10 and R11 may also form, together with the atoms to which they are attached, at least one ring, optionally substituted, chosen from 5-membered aryl rings;
- 6-membered aryl rings;
- and heterocyclic rings it being possible for said at least one ring itself to be attached to at least one additional ring, optionally substituted, chosen from 5-membered aryl rings, 6-membered aryl rings and heterocyclic rings comprising at least one heteroatom;
- (3) quinones and the cosmetically acceptable salts thereof;
- (4) diiminoisoindoline derivatives and the cosmetically acceptable salts thereof;
- and
- (5) 3-aminoisoindolone derivatives and the cosmetically acceptable salts thereof;
- with the proviso that a coloration of said at least one keratin fiber is achieved without an oxidizing agent.
122 more elements
Dependencies are inferred from the claim text.