Method of coloring hair with direct dye compounds

Patent metadata

Field	Value
Publication number	US-9839593-B2
Application number	US-201615072484-A
Country	US
Kind code	B2
Filing date	Mar 17, 2016
Priority date	Mar 19, 2015
Publication date	Dec 12, 2017
Grant date	Dec 12, 2017

Abstract

Described herein is a method of dyeing the hair. The method includes applying to the hair a hair color composition including one or more direct dye compounds and rinsing the hair with water. The one or more direct dye compounds each include a chromophore, one or two permanent cations, one to four incipient cations, and one or more hydrophobic moieties. The incipient cations are pendant to the core structure and are neutral. The one or more direct dye compounds enter the hair shaft after the hair color composition is applied to the hair. The hair color composition has a pH of from about 7 to about 11. The pH of the hair after rinsing is from about 3.5 to about 6. The rinsing of the hair causes one or more of the one to four incipient cations to change from neutral to positively charged inside of the hair shaft.

First claim

What is claimed is:

1. A method of dyeing the hair, the method comprising:
a. applying to the hair a hair color composition comprising one or more direct dye compounds, the one or more direct dye compounds each comprising:
i. a chromophore;
ii. one or two permanent cations, wherein the permanent cations are pendant to the chromophore or part of the chromophore, and wherein the chromophore and the permanent cations form a core structure;
iii. one to four incipient cations, wherein each of the incipient cations is pendant via a linker group to the core structure, and wherein the incipient cations are neutral; and
iv. one or more C5-C9 hydrophobic moieties, wherein the one or more C5-C9 hydrophobes are pendant to the core structure;
wherein the one or more direct dye compounds enter the hair shaft after the hair color composition is applied to the hair; and
wherein the hair color composition has a pH of from about 7 to about 11;
b. rinsing the hair with water;
wherein the pH of the hair after rinsing is from about 3.5 to about 6; and
wherein the rinsing of the hair causes one or more of the one to four incipient cations to change from neutral to positively charged inside of the hair shaft,
wherein the chromophore has a structure according to Formula (XIXr) or a tautomer or salt thereof:

wherein
(i) R 18c , R 18d , and R 18f are each independently hydrogen, alkyl, halogen substituted alkyl, alkenyl, alkenyl, aryl, hydroxyl alkyl, alkoxy, aryloxy, acyl, halogen, nitro, nitroso, cyano, a heterocyclic moiety, thioether or are attached to a linker with or without an amino group on the other end of the linker;
(ii) one of R 18a is
a linker group with a cationic moiety attached, wherein the cationic group is quaternary ammonium, imidazolium pyridinium, oxazolium, or thiazolium, or
has the form of L 1 -Q*(-L 2 A) n , where L 1 and L 2 are the same or different, Q* is the cationic moiety, A is an amino group; and n is either 1 or 2;

(iii) R 18b and R 18e are each independently a hydrogen, alkyl or a linker group with a primary, secondary or tertiary amino group attached; and
(iv) there is at least one C5-C9 alkly group attached to the chromophore; and
(v) total number of amino groups attached to R 18a , R 18b , and R 18e is 1, 2 or 3 and wherein the amino groups can be primary, secondary, or tertiary.

2. The method of claim 1 , wherein the one or more C5-C9 hydrophobic moieties are C5-C6 hydrophobic moieties.

3. The method of claim 1 , wherein the one or more direct dye compounds each comprise two incipient cations.

4. The method of claim 1 , wherein the one or more direct dye compounds each has a molecular weight of less than about 1,000 g/mol.

5. The method of claim 1 , wherein the hair color composition has a pH of from about 9 to about 11.

6. The method of claim 1 , wherein the hair color composition has a pH of from about 7 to about 9.

7. The method of claim 1 , wherein an oxidizing agent is applied before or during the application of the hair color composition.

8. The method of claim 7 , wherein the oxidizing agent is selected from the group consisting of peroxides, perborates, percarbonates, persulfates, oxidant generating enzymes, oxidant generating substrates, and combinations thereof.

9. The method of claim 1 , wherein the hair color composition further comprises one or more oxidation dyes.

Assignees

• Noxell Corp

Inventors

• Zhang Guiru
• Murphy Bryan Patrick
• Torgerson Peter Marte

Classifications

• A61Q5/10

  Preparations for permanently dyeing the hair · CPC title

• A61K8/4946 Primary

  Imidazoles or their condensed derivatives, e.g. benzimidazoles · CPC title

• A61Q5/065

  Preparations for temporary colouring the hair, e.g. direct dyes · CPC title

• A61K2800/4324

  in preparations for permanently dyeing the hair · CPC title