Two step hair coloring compositions delivering deeper, long-lasting color

• US 7,041,142 B2
• Filed: 10/12/2004
• Issued: 05/09/2006
• Est. Priority Date: 10/12/2004
• Status: Expired due to Fees

• Current Assignee: Unilever Home & Personal Care USA (Unilever PLC)
• Original Assignee: Unilever Home & Personal Care USA (Unilever PLC)
• Inventors: Bartolone, John Brian, Chan, Alexander C., Arcella, Stella
• Primary Examiner(s): ELHILO, EISA B
• Application Number:
  US10/963,332
• Publication Number:
  US 20060075580A1
• Time in Patent Office: 574 Days
• Field of Search: 840/5, 840/6, 840/8, 841/0, 841/1, 841/2, 842/1, 843/5, 858/5, 132/208, 424/70.1
• US Class Current: 8/405
• CPC Class Codes: A61K 2800/88 Two- or multipart kits
• CPC Class Codes: A61K 2800/884 Sequential application
• CPC Class Codes: A61K 8/416 Quaternary ammonium compounds A61K8/35 takes precedence
• CPC Class Codes: A61K 8/42 Amides
• CPC Class Codes: A61Q 5/10 Preparations for permanently dyeing the hair

Abstract

A two step method of coloring hair is described. The hair is first contacted for a period of time with a dye precursor mixture containing an oxidative dye, specific fatty components and one or more water miscible organic solvents. Color is then developed in a second step by contacting the hair with one or more oxidizing agents. Greater color intensity and longevity are achieved when the fatty component in the dye precursor mixture contains at least one fatty amine and the fatty ingredients and organic solvents satisfy the relationship, ΣFC<0.037(ΣOS)²−3.35(ΣOS)+63, where ΣFC and ΣOS are respectively the total weight of fatty ingredients and the total weight of water miscible organic solvents in the precursor mixture.

Claims

1. A method of coloring hair comprising the following sequential steps:

a) contacting the hair with an aqueous dye precursor mixture comprising;

i) an oxidative hair dye precursor,

ii) a fatty component or components comprising

a) a sparingly soluble fatty amine having a water solubility less than 1 gm per liter selected from the group consisting of stearamidopropyl dimethylamine, dicetyl dimethylammonium chloride, PEG 3 cocamine, dihydroxyethyl soyamine dioleate and mixtures thereof,

b) non-amine fatty ingredients selected from the group consisting of C₁₂ to C₂₂ fatty alcohol and their alkoxylates, nonionic surfactants, volatile or non-volatile silicones, hydrocarbon oils, ester oils and mixtures thereof,

iii) a water miscible organic solvent,

wherein the total weight of the sparingly soluble fatty amine plus the non-amine fatty ingredient in the precursor mixture, Σ

FC, and the weight of the organic solvents in the precursor mixture, Σ

OS, satisfies the inequality, Σ

FC<

0.037(Σ

OS)²−

3.35(Σ

OS)+63,

wherein the dye precursor mixture does not contain an oxidizing agent,

b) contacting the hair with a developer mixture capable of inducing oxidation of the oxidative dye precursor that is in contact with the hair to form colored species, and

wherein the aqueous dye precursor mixture remains in contact with the hair for a time period of from about 0.5 to 60 minutes before the hair is contacted with the developer and wherein the oxidative hair dye precursor remains substantially inactive during this time period.

2. A method according to claim 1, wherein the oxidative dye precursor is selected from the group consisting of m-aminophenol;

3-methyl-p-aminophenol;

2,3-dimethyl-p-aminophenol;

p-phenylene diamine;

p-toluenediamine;

p-phenylenediamine;

2-chloro-p-phenylenediamine;

N-phenyl-p-phenylenediamine;

N-2-methoxyethyl-p-phenylenediamine;

N,N-bis-(hydroxyethyl)-p-phenylenediamine;

2-hydroxymethyl-p-phenylenediamine;

2-hydroxyethyl-p-phenylenediamine;

4,4′

-diaminodiphenylamine;

2,6-dimethyl-p-phenylenediamine;

2-isopropyl-p-phenylenediamine;

N-(2-hydroxypropyl)-p-phenylenediamine;

2-propyl-p-phenylenediamine;

1,3-N,N-bis-(2-hydroxyethyl)-N,N-bis (4-aminophenyl)-2-propanol;

2-methyl-4-dimethylaminoaniline;

p-aminophenol;

p-methylaminophenol;

3-methyl-p-aminophenol;

2-hydroxymethyl-p-aminophenol;

2-methyl-p-aminophenol;

2-(2-hydroxyethylaminomethyl)-p-aminophenol;

2-methoxymethyl-p-aminophenol; and

5-aminosalicylic acid;

catechol;

pyrogallol;

o-aminophenol;

2,4-diaminophenol;

2-ethylamino-p-cresol;

2,3-dihydroxynaphthalene;

5-methyl-o-aminophenol;

6-methyl-o-aminophenol; and

2-amino-5-acetaminophenol;

2-methyl-1-naphthol;

1-acetoxy-2-methylnaphthalene;

1,7-dihydroxynaphthalene;

resorcinol;

4-chlororesorcinol;

1-naphthol;

1,5-dihydroxynaphthalene;

2,7-dihydroxynaphthalene;

2-methylresorcinol;

1-hydroxy-6-aminonaphthalene-3-sulfonic acid;

thymol (2-isopropyl-5-methylphenol);

1,5-dihydroxy-1,2, 3,4-tetrahydronaphthalene;

2-chlororesorcinol;

2,3-dihydroxy-1,4-naphthoquinone; and

1-naphthol-4-sulfonic acid;

m-phenylenediamine;

2-(2,4-diaminophenoxy)ethanol;

N,N-bis(hydroxyethyl)-m-phenylenediamine;

2,6-diaminotoluene;

N,N-bis(hydroxyethyl)-2,4-diaminophenetole;

bis(2,4-diaminophenoxy)-1,3-propane;

1-hydroxyethyl-2,4-diaminobenzene;

2-amino-4 hydroxyethylaminoanisole;

aminoethoxy-2,4-diaminobenzene;

2,4-diaminophenoxyacetic acid;

4,6-bis(hydroxyethoxy)-m-phenylenediamine;

2,4-diamino-5-methylphenetole;

2,4-diamino-5-hydroxyethoxytoluene;

2,4-dimethoxy 1,3-diaminobenzene; and

2,6-bis(hydroxyethylamino) toluene;

m-aminophenol;

2-hydroxy-4-carbamoylmethylaminotoluene;

m-carbamoylmethylaminophenol;

6-hydroxybenzomorpholine;

2-hydroxy-4-aminotoluene;

2-hydroxy-4-hydroxyethylaminotoluene;

4,6-dichloro-m-aminophenol;

2-methyl-m-aminophenol;

2-chloro-6-methyl-m-aminophenol;

2-hydroxyethoxy-5-aminophenol;

2-chloro-5-trifluoroethylaminophenol;

4-chloro-6-methyl-m-aminophenol;

N-cyclopentyl-3-aminophenol;

N-hydroxyethyl-4-methoxy-2-methyl-m-aminophenol and 5-amino-4-methoxy-2-methylphenol;

2-dimethylamino-5-aminopyridine;

2,4,5,6-tetra-aminopyrimidine;

4,5-diamino-1-methylpyrazole;

4,5-diamino-1-hydroxymethyl pyrazole, 4,5-diamino-1-hydroxyethylpyrazole;

1-phenyl-3-methyl-5-pyrazolone;

6-methoxy-8-aminoquinoline;

2,6-dihydroxy-4-methylpyridine;

5-hydroxy-1,4-benzodioxane;

3,4-methylenedioxyphenol;

4-hydroxyethylamino-1,2-methylenedioxybenzene;

2,6-dihydroxy-3,4-dimethylpyridine;

5-chloro-2,3-dihydroxypyridine;

3,5-diamino-2,6-dimethoxypyridine;

2-hydroxyethylamino-6-methoxy-3-aminopyridine;

3,4-methylenedioxyaniline;

2,6-bis-hydroxyethoxy-3,5-diaminopyridine;

3-amino-5-hydroxy-2,6-dimethoxypyridine;

2-bromo-4,5-methylenedioxyphenol;

3-amino-2-methylamino-6-methoxypyridine;

2-amino-3-hydroxypyridine;

2,6-diaminopyridine;

5-(3,5-diamino-2-pyridyloxy)-1,3-dihydroxypentane;

3-(3,5-diamino-2-pyridyloxy)-2-hydroxypropanol;

4-hydroxy-2,5,6-triaminopyrimidine, and mixtures thereof.

3. A method according to claim 1, wherein the oxidative dye precursor is selected from the group consisting of the neutral or salt forms of para-phenylenediamine, derivatized para-phenylenediamines, para-aminophenol, substituted para aminophenols, 4,5-diaminopyrazole, substituted 4,5-diaminopyrazole, polyamino-pyrimidine, hydroxy-polyaminopyrimidine, and other substituted polyaminopyrimidine, p-amino-o-cresol;

4-amino-3-hydroxytoluene and mixtures thereof.

4. A method according to claim 1 wherein the water miscible organic solvent is a mono or polyhydric alcohol containing 2–

10 carbon atoms.

5. A method according to claim 4 wherein the water miscible organic solvent is selected from the group consisting of ethanol, propanol, isopropanol, propylene glycol, glycerol, polyalkylene glycol having a molecular weight less than 1000, and mixtures thereof.

6. A method according to claim 1 wherein the developer comprises hydrogen peroxide, urea peroxide, melamine peroxide, sodium perborate, sodium percarbonate, sodium persulfate or mixtures thereof.

7. A method according to claim 1 wherein the aqueous dye precursor mixture remains in contact with the hair for a time period of from about 20 min to about 60 minutes before the hair is contacted with the developer and wherein the oxidative hair dye precursor remains substantially inactive during this time period.

8. A method according to claim 1 further comprising applying to the hair an aligning and distributing means after the hair has been contacted with the dye precursor mixture but before the hair is contacted with the developer mixture.

9. A method according to claim 8 wherein the aligning and distributing means is selected from the group consisting of a comb, a brush, a pick, an elongated element coupled in an open/close relationship, a towelette, a cloth, a sponge and a combination of these implements.

10. A method according to claim 1 wherein the rate of oxidation of oxidative hair dye precursors divided by the rate of diffusion of the oxidative hair dye precursors is less than about 1 before the developer mixture is applied in step b.

11. A kit for providing more natural, deeper and long-lasting color to hair which comprises:

a) an oxidative hair dye precursor mixture comprising;

i) an oxidative hair dye precursor

ii) a fatty component or components comprising;

a) a sparingly soluble fatty amine having a water solubility less than 1 gm per liter selected from the group consisting of stearamidopropyl dimethylamine, dicetyl dimethylammonium chloride, PEG 3 cocamine, dihydroxyethyl soyamine dioleate and mixtures thereof,

b) non-amine fatty ingredients selected from the group consisting of C₁₂ to C₂₂ fatty alcohol, C₁₂ to C₂₂ alkoxylates, nonionic surfactants, volatile or non-volatile silicones, hydrocarbon oils, ester oils and mixtures thereof,

iii) a water miscible organic solvent,

wherein the total weight of the sparingly soluble fatty amine plus the non-amine fatty ingredients in the precursor mixture, Σ

FC, and the weight of the organic solvents in the precursor mixture, Σ

OS, satisfies the inequality, Σ

FC<

0.037(Σ

OS)²−

3.35(Σ

OS)+63,

wherein the dye precursor mixture does not contain an oxidizing agent,

b) a developer mixture capable of inducing oxidation of the oxidative dye precursor that is in contact with the hair to form colored species, and

wherein the aqueous dye precursor mixture remains in contact with the hair for a time period of from about 0.5 to 60 minutes before the hair is contacted with the developer and wherein the oxidative hair dye precursor remains substantially inactive during this time period.

12. The kit according to claim 11 further comprising an aligning and distributing means that contains at least one comb element or at least one brush element.

13. The kit according to claim 11 further comprising written instructions that direct the user to first apply the dye precursor mixture to the hair, and, without rinsing, to then apply the developer solution to the hair after about 30 seconds to about 60 minutes from the time the dye precursor solution was applied.

14. The kit according to claim 13 wherein the written instructions further direct that no separate conditioner is required.

15. The kit according to claim 14 further comprising conditioning agents, color sealant, damage control agents, hair benefit agents, perfumes, moisturizers and mixtures thereof, either packaged separately or as part of the dye precursor or developer compositions.