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US 2018/0072970 A1Published application
Stable violet-blue to blue imidazolium compounds
AssigneeThe Procter & Gamble Company
InventorsBryan Patrick MURPHY, Guiru ZHANG, Jielu ZHAO
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Abstract
Disclosed are novel stable violet-blue to blue imidazolium azo compounds that have a simplified chromophore and high relative solubility in aqueous systems, and that are stable under the conditions of use and storage. The compounds are useful for dyeing fibers such as fabrics and hair, as fabric hueing agents, and as dyes for other keratinaceous materials. Also disclosed are laundry care compositions comprising the imidazolium azo compounds and methods of using the compositions.
Claims20
A compound having a structure according to Formula (Xa), or a tautomer or salt thereof,
- wherein
- (i) R1g, R1h, R1j, R1k, R1m, R1n, R1p and R1r are each independently hydrogen, alkyl, halogen substituted alkyl, alkenyl, alkynyl, aryl, hydroxyalkyl, aminoalkyl, alkyl group carrying a quaternary ammonium cation, alkoxy, aryloxy, acyl, halogen, nitro, nitroso, cyano, a heterocyclic moiety, thioether, thiol with or without a linker group, alkylsulfonate, alkylsulfate, carboxylalkyl, acrylamide or substituted acrylamides with or without a linker group, vinylsulfone with or without a linker group, sulfonyl ethyl sulfate with or without a linker group, halo-s-triazines with or without a linker group, halopyrimidines with or without a linker group, haloquinoxalines with or without a linker group, or are attached to a polymer backbone through a linker;
- (ii) R1b, R1c, R1e and R1t are each independently hydrogen, alkyl, halogen substituted alkyl, alkenyl, alkynyl, aryl, hydroxyalkyl, aminoalkyl, alkyl group carrying a quaternary ammonium cation, alkoxy, aryloxy, acyl, halogen, a heterocyclic moiety, thioether, thiol with a linker group, alkylsulfonate, alkylsulfate, carboxylalkyl, acrylamide or substituted acrylamides with a linker group, vinylsulfone with a linker group, sulfonyl ethyl sulfate with a linker group, halo-s-triazines with a linker group, halopyrimidines with a linker group, haloquinoxalines with a linker group, or are attached to a polymer backbone through a linker;
- (iii) R1f and R1s are each independently hydrogen, alkyl, halogen substituted alkyl, alkenyl, alkynyl, aryl, hydroxyalkyl, aminoalkyl, alkyl group carrying a quaternary ammonium cation, acyl, a heterocyclic moiety, thioether, thiol with a linker group, alkylsulfonate, alkylsulfate, carboxylalkyl, acrylamide or substituted acrylamides with a linker group, vinylsulfone with a linker group, sulfonyl ethyl sulfate with a linker group, halo-s-triazines with a linker group, halopyrimidines with a linker group, haloquinoxalines with a linker group, or are attached to a polymer backbone through a linker;
- (iv) R1a and R1d are each independently alkyl, halogen substituted alkyl, alkenyl, alkynyl, aryl, hydroxyalkyl, aminoalkyl, alkyl group carrying a quaternary ammonium cation, alkyl group carrying a quaternary ammonium cation, thioether, thiol with a linker group, alkylsulfonate, alkylsulfate, carboxylalkyl, acrylamide or substituted acrylamides with a linker group, vinylsulfone with a linker group, sulfonyl ethyl sulfate with a linker group, halo-s-triazines with a linker group, halopyrimidines with a linker group, haloquinoxalines with a linker group, or are attached to a polymer backbone through a linker;
- and
- (v) X and Y are each independently an oxygen or a nitrogen atom and when X or Y is a nitrogen atom the other can be a carbon atom;
- wherein in the case where X and/or Y is oxygen atom, the corresponding group attached to the oxygen atom, R1f and/or R1g, ceases to exist.
5 more elements
A compound having a structure according to Formula (Xb), or a tautomer or salt thereof,
- wherein
- (i) R2h, R2j, R2k and R2m are each independently hydrogen, alkyl, halogen substituted alkyl, alkenyl, alkynyl, aryl, hydroxyalkyl, aminoalkyl, alkyl group carrying a quaternary ammonium cation, alkoxy, aryloxy, acyl, halogen, nitro, nitroso, cyano, a heterocyclic moiety, thioether, thiol with or without a linker group, alkylsulfonate, alkylsulfate, carboxylalkyl, acrylamide or substituted acrylamides with or without a linker group, vinylsulfone with or without a linker group, sulfonyl ethyl sulfate with or without a linker group, halo-s-triazines with or without a linker group, halopyrimidines with or without a linker group, haloquinoxalines with or without a linker group, or are attached to a polymer backbone through a linker;
- (ii) R2b, R2c, R2e, R2f and R2p are each independently hydrogen, alkyl, halogen substituted alkyl, alkenyl, alkynyl, aryl, hydroxyalkyl, aminoalkyl, alkyl group carrying a quaternary ammonium cation, alkoxy, aryloxy, acyl, halogen, a heterocyclic moiety, thioether, thiol with a linker group, alkylsulfonate, alkylsulfate, carboxylalkyl, acrylamide or substituted acrylamides with a linker group, vinylsulfone with a linker group, sulfonyl ethyl sulfate with a linker group, halo-s-triazines with a linker group, halopyrimidines with a linker group, haloquinoxalines with a linker group, or are attached to a polymer backbone through a linker;
- (iii) R2g and R2n are each independently hydrogen, alkyl, halogen substituted alkyl, alkenyl, alkynyl, aryl, hydroxyalkyl, aminoalkyl, alkyl group carrying a quaternary ammonium cation, acyl, a heterocyclic moiety, thioether, thiol with a linker group, alkylsulfonate, alkylsulfate, carboxylalkyl, acrylamide or substituted acrylamides with a linker group, vinylsulfone with a linker group, sulfonyl ethyl sulfate with a linker group, halo-s-triazines with a linker group, halopyrimidines with a linker group, haloquinoxalines with a linker group, or are attached to a polymer backbone through a linker;
- (iv) R2a and R2d are each independently alkyl, halogen substituted alkyl, alkenyl, alkynyl, aryl, hydroxyalkyl, aminoalkyl, alkyl group carrying a quaternary ammonium cation, thioether, thiol with a linker group, alkylsulfonate, alkylsulfate, carboxylalkyl, acrylamide or substituted acrylamides with a linker group, vinylsulfone with a linker group, sulfonyl ethyl sulfate with a linker group, halo-s-triazines with a linker group, halopyrimidines with a linker group, haloquinoxalines with a linker group, or are attached to a polymer backbone through a linker;
- and
- (v) X, Y and Z are each independently a carbon or a nitrogen atom;
- wherein the total number of nitrogen atoms among X, Y and Z equals to 0 or 1;
- the total number of carbon atoms among X, Y and Z equals to 2 or 3;
- and, in the case where one of X, Y, Z is a nitrogen atom, the corresponding group attached to the nitrogen atom, one of R2e, R2f or R2p, ceases to exist.
7 more elements
A compound having a structure according to Formula (Xb), or a tautomer or salt thereof,
- wherein
- (i) R2h, R2j and R2k, R2m are hydrogen;
- (ii) R2b, R2c, R2e, R2f and R2p are hydrogen;
- (iii) R2g and R2n are each independently hydrogen, alkenyl, alkyl, aminoalkyl or an alkyl group carrying a quaternary ammonium cation;
- (iv) R2a and R2d are each independently alkenyl, alkyl, aminoalkyl or an alkyl group carrying a quaternary ammonium cation;
- and
- (v) X, Y and Z are carbon atoms.
4 more elements
A laundry care composition comprising a laundry care ingredient and from about 0.00001 wt % to about 0.5 wt % of a compound having a structure according to Formula (Xb), or a tautomer or salt thereof,
- wherein
- R2h, R2j, R2k and R2m are each independently hydrogen, alkyl, halogen substituted alkyl, alkenyl, alkynyl, aryl, hydroxyalkyl, aminoalkyl, alkyl group carrying a quaternary ammonium cation, alkoxy, aryloxy, acyl, halogen, nitro, nitroso, cyano, a heterocyclic moiety, thioether, thiol with or without a linker group, alkylsulfonate, alkylsulfate, carboxylalkyl, acrylamide or substituted acrylamides with or without a linker group, vinylsulfone with or without a linker group, sulfonyl ethyl sulfate with or without a linker group, halo-s-triazines with or without a linker group, halopyrimidines with or without a linker group, haloquinoxalines with or without a linker group, or are attached to a polymer backbone through a linker;
- and
- (ii) R2b, R2c, R2e, R2f and R2p are each independently hydrogen, alkyl, halogen substituted alkyl, alkenyl, alkynyl, aryl, hydroxyalkyl, aminoalkyl, an alkyl group carrying a quaternary ammonium cation, alkoxy, aryloxy, acyl, halogen, a heterocyclic moiety, thioether, thiol with a linker group, alkylsulfonate, alkylsulfate, carboxylalkyl, acrylamide or substituted acrylamides with a linker group, vinylsulfone with a linker group, sulfonyl ethyl sulfate with a linker group, halo-s-triazines with a linker group, halopyrimidines with a linker group, haloquinoxalines with a linker group, or are attached to a polymer backbone through a linker;
- and
- (iii) R2g and R2n are each independently hydrogen, alkyl, halogen substituted alkyl, alkenyl, alkynyl, aryl, hydroxyalkyl, aminoalkyl, an alkyl group carrying a quaternary ammonium cation, acyl, a heterocyclic moiety, thioether, thiol with a linker group, alkylsulfonate, alkylsulfate, carboxylalkyl, acrylamide or substituted acrylamides with a linker group, vinylsulfone with a linker group, sulfonyl ethyl sulfate with a linker group, halo-s-triazines with a linker group, halopyrimidines with a linker group, haloquinoxalines with a linker group, or are attached to a polymer backbone through a linker;
- and
- (iv) R2a and R2d are each independently alkyl, halogen substituted alkyl, alkenyl, alkynyl, aryl, hydroxyalkyl, aminoalkyl, an alkyl group carrying a quaternary ammonium cation, thioether, thiol with a linker group, alkylsulfonate, alkylsulfate, carboxylalkyl, acrylamide or substituted acrylamides with a linker group, vinylsulfone with a linker group, sulfonyl ethyl sulfate with a linker group, halo-s-triazines with a linker group, halopyrimidines with a linker group, haloquinoxalines with a linker group, or are attached to a polymer backbone through a linker;
- and
- (v) X, Y and Z are each independently a carbon or a nitrogen atom;
- wherein the total number of nitrogen atoms among X, Y and Z equals to 0 or 1;
- the total number of carbon atoms among X, Y and Z equals to 2 or 3;
- and, in the case where one of X, Y, Z is a nitrogen atom, the corresponding group attached to the nitrogen atom, one of R2e, R2f or R2p, ceases to exist.
10 more elements
Dependencies are inferred from the claim text.