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US5478360A
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Process for preserving the dyeing capacity of 5, 6-dihydroxyindole and of its derivatives in an aqueous medium, composition and dyeing process
Assignee: L'Oréal SA
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Filing: 1995-02-17
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Granted: 1995-12-26
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Expires: 2015-02-17
Abstract
Abstract Process for preserving the dyeing capacity of 5,6-dihydroxyindole or of its derivatives corresponding to the formula (I): <IMAGE> (I) in which R1, R2, R3 and R4, which are identical or different, denote hydrogen or a C1-C4 lower alkyl, R1, R2 and R3 denoting hydrogen when R4 denotes alkyl in an aqueous medium, characterized in that the pH of the aqueous medium is adjusted to a value pHC of between 5 and 10 by employing a pH-regulating agent containing two components (A) and (B), the component (A) being chosen from pH-regulating agents which have a dissociation constant KCA in aqueous solution at 25 DEG C., such as pkCA, that is: 0<pkCA-pHC</=2.5 and the component (B) being chosen from pH-regulating agents which have a dissociation constant KCB in aqueous solution at 25 DEG C., such as pkCB, that is: 2<pkCB<pHC.
Inventors
- 👤 Jean F. Grollier
- 👤 Marie F. Bosq
- 👤 Jean Cotteret
- 👤 Arnaud DE Labbey
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 20:46
CPC Classifications
A; A61; A61Q; A61Q5/00; A61Q5/10; A61K; A61K8/00; A61K8/18; A61K8/30; A61K8/49; A61K8/4906; A61K8/4913; A61K8/492; D; D06; D06P; D06P3/00; D06P3/02; D06P3/04; D06P3/08
Claims Analysis
Total Claims: 38
Claim 1
Independent Claim
160 words
A process for preserving the dyeing capacity in an aqueous medium of a dyeing agent consisting of a 5,6-dihydroxyindole, said indole having the formula ##STR10## wherein R 1 , R 2 , R 3 and R 4 , each independently, represent hydrogen or C 1 -C 4 lower alkyl with the proviso that R 1 , R 2 and R 3 represent hydrogen when R 4 represents alkyl, said process comprising adjusting the pH of said aqueous medium to a pH C value of between 5 and 10 by adding thereto a pH regulating agent containing two components (A) and (B), wherein said components (A) and (B) are dipotassium hydrogen phospate and potassium dihydrogen phosphate respectively or triethanolamine and tartaric acid respectively, the weight ratio of said component (A) to said component (B) being greater than 1 and the molar ratio of said component (A) to said component (B) being greater than or equal to 2 and less than 15.
Claim 2
Dependent Claim
160 words
A process for preserving the dyeing capacity in an aqueous medium of a dyeing agent consisting of a 5,6-dihydroxyindole, said indole having the formula ##STR10## wherein R 1 , R 2 , R 3 and R 4 , each independently, represent hydrogen or C 1 -C 4 lower alkyl with the proviso that R 1 , R 2 and R 3 represent hydrogen when R 4 represents alkyl, said process comprising adjusting the pH of said aqueous medium to a pH C value of between 5 and 10 by adding thereto a pH regulating agent containing two components (A) and (B), wherein said components (A) and (B) are dipotassium hydrogen phospate and potassium dihydrogen phosphate respectively or triethanolamine and tartaric acid respectively, the weight ratio of said component (A) to said component (B) being greater than 1 and the molar ratio of said component (A) to said component (B) being greater than or equal to 2 and less than 15.
Claim 3
Dependent Claim
10 words
The process of claim 1 wherein said indole is 5,6-dihydroxyindole.
Claim 4
Dependent Claim
21 words
The process of claim 1 wherein said indole is selected from the group consisting of 2-methyl-5,6-dihydroxyindole, 3-methyl-5,6-dihydroxyindole, 1-methyl-5,6-dihydroxyindole, 2,3-dimethyl-5,6-dihydroxyindole and 5-methoxy-6-hydroxyindole.
Claim 5
Dependent Claim
35 words
The process of claim 1 wherein said pH regulating agent containing said components (A) and (B) is present in an amount ranging from 5×10 -3 to 50×10 -3 moles per 100 g of dyeing composition.
Claim 6
Dependent Claim
17 words
The process of claim 1 wherein the pH of said aqueous medium ranges from 7 to 9.
Claim 7
Dependent Claim
185 words
A composition for dyeing keratinous fibers consisting essentially of an aqueous medium containing a dyeing agent consisting of a 5,6-dihydroxyindole having the formula ##STR11## wherein R 1 , R 2 , R 3 and R 4 , each independently, represent hydrogen or C 1 -C 4 lower alkyl with the proviso that R 1 , R 2 and R 3 represent hydrogen when R 4 represents alkyl and a pH-regulating agent present in an amount sufficient to adjust the pH of said composition to a pH C value ranging from 5 to 10, said pH-regulating agent containing two components (A) and (B), wherein said components (A) and (B) are dipotassium hydrogen phosphate and potassium dihydrogen phospate respectively or triethanolamine and tartaric acid respectively, the weight ratio of said component (A) to said component (B) being greater than 1 and the molar ratio of said component (A) to said component (B) being greater than or equal to 2 and less than 15, with the optional presence of 0.5 to 50 percent by weight of a solvent or 0.1 to 50 percent by weight of a surfactant.
Claim 8
Dependent Claim
185 words
A composition for dyeing keratinous fibers consisting essentially of an aqueous medium containing a dyeing agent consisting of a 5,6-dihydroxyindole having the formula ##STR11## wherein R 1 , R 2 , R 3 and R 4 , each independently, represent hydrogen or C 1 -C 4 lower alkyl with the proviso that R 1 , R 2 and R 3 represent hydrogen when R 4 represents alkyl and a pH-regulating agent present in an amount sufficient to adjust the pH of said composition to a pH C value ranging from 5 to 10, said pH-regulating agent containing two components (A) and (B), wherein said components (A) and (B) are dipotassium hydrogen phosphate and potassium dihydrogen phospate respectively or triethanolamine and tartaric acid respectively, the weight ratio of said component (A) to said component (B) being greater than 1 and the molar ratio of said component (A) to said component (B) being greater than or equal to 2 and less than 15, with the optional presence of 0.5 to 50 percent by weight of a solvent or 0.1 to 50 percent by weight of a surfactant.
Claim 9
Dependent Claim
10 words
The composition of claim 6 wherein said indole is 5,6-dihydroxyindole.
Claim 10
Dependent Claim
21 words
The composition of claim 6 wherein said indole is selected from the group consisting of 2-methyl-5,6-dihydroxyindole, 3-methyl-5,6-dihydroxyindole, 1-methyl-5,6-dihydroxyindole, 2,3-dimethyl-5,6-dihydroxyindole and 5-methoxy-6-hydroxyindole.
Claim 11
Dependent Claim
29 words
The composition of claim 6 wherein said indole is present in an amount ranging from 0.01 to 5 percent by weight based on the total weight of said composition.
Claim 12
Dependent Claim
29 words
The composition of claim 6 wherein said indole is present in an amount ranging from 0.2 to 1 percent by weight based on the total weight of said composition.
Claim 13
Dependent Claim
54 words
The composition of claim 6 wherein the solvent is selected from the group consisting of a C 1 -C 4 lower alcohol, ethylene glycol, propylene glycol, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, ethylene glycol monoethyl ether acetate, propylene glycol monomethyl ether, dipropylene glycol monomethyl ether and methyl lactate.
Claim 14
Dependent Claim
20 words
The composition of claim 11 wherein said solvent is present in an amount ranging from 2 to 20 weight percent.
Claim 15
Dependent Claim
31 words
The composition of claim 6 which also includes a thickening agent present in an amount ranging from 0.1 to 5 percent by weight based on the total weight of said composition.
Claim 16
Dependent Claim
31 words
The composition of claim 6 which also includes a thickening agent present in an amount ranging from 0.5 to 3 percent by weight based on the total weight of said composition.
Claim 17
Dependent Claim
24 words
The composition of claim 6 wherein said surfactant includes at least one of a cationic, nonionic, anionic or amphoteric surfactant, or a mixture thereof.
Claim 18
Dependent Claim
51 words
A process for dyeing keratinous fibers consisting of applying to said fibers the dye composition of claim 6 in an amount effective to dye said fibers, permitting said composition to remain in contact with said fibers for a period of time ranging from 1 to 40 minutes and rinsing said fibers.
Claim 19
Dependent Claim
22 words
A process for dyeing keratinous fibers consisting of applying to said fibers several times and successively the dye composition of claim 6.
Claim 20
Dependent Claim
134 words
A process for preserving the dyeing capacity of a dyeing agent in an aqueous medium, said dyeing agent consisting of a 5,6-dihydroxyindole, said indole having the formula ##STR12## wherein R 1 , R 2 , R 3 and R 4 , each independently, represent hydrogen or C 1 -C 4 lower alkyl with the proviso that R 1 , R 2 and R 3 represent hydrogen when R 4 represents alkyl, said process comprising adjusting the pH of said aqueous medium to a pH C value of between 5 and 10 by adding thereto tartaric acid, the weight ratio of said component (A) to said component (B) being greater than 1 and the molar ratio of said component (A) to said component (B) being greater than or equal to 2 and less than 15.
Claim 21
Dependent Claim
134 words
A process for preserving the dyeing capacity of a dyeing agent in an aqueous medium, said dyeing agent consisting of a 5,6-dihydroxyindole, said indole having the formula ##STR12## wherein R 1 , R 2 , R 3 and R 4 , each independently, represent hydrogen or C 1 -C 4 lower alkyl with the proviso that R 1 , R 2 and R 3 represent hydrogen when R 4 represents alkyl, said process comprising adjusting the pH of said aqueous medium to a pH C value of between 5 and 10 by adding thereto tartaric acid, the weight ratio of said component (A) to said component (B) being greater than 1 and the molar ratio of said component (A) to said component (B) being greater than or equal to 2 and less than 15.
Claim 22
Dependent Claim
10 words
The process of claim 18 wherein said indole is 5,6-dihydroxyindole.
Claim 23
Dependent Claim
21 words
The process of claim 18 wherein said indole is selected from the group consisting of 2-methyl-5,6-dihydroxyindole, 3-methyl-5,6-dihydroxyindole, 1-methyl-5,6-dihydroxyindole, 2,3-dimethyl-5,6-dihydroxyindole and 5-methoxy-6-hydroxyindole.
Claim 24
Dependent Claim
35 words
The process of claim 18 wherein said pH regulating agent containing said components (A) and (B) is present in an amount ranging from 5×10 -3 to 50×10 -3 moles per 100 g of dyeing composition.
Claim 25
Dependent Claim
17 words
The process of claim 18 wherein the pH of said aqueous medium ranges from 7 to 9.
Claim 26
Dependent Claim
196 words
A composition for dyeing keratinous fibers consisting essentially of an aqueous medium containing a dyeing agent consisting of a 5,6-dihydroxyindole having the formula ##STR13## wherein R 1 , R 2 , R 3 and R 4 , each independently, represent hydrogen or C 1 -C 4 lower alkyl with the proviso that R 1 , R 2 and R 3 represent hydrogen when R 4 represents alkyl and a pH-regulating agent present in an amount sufficient to adjust the pH of said composition to a pH C value ranging from 5 to 10, said pH-regulating agent containing two components (A) and (B), said component (A) being triethanolamine and said component (B) being a pH-regulating agent having a dissociation constant, pK CB , in an aqueous solution at 25° C., of 2<pK CB ≦pH C , the weight ratio of said component (A) to said component (B) being greater than 1 and the molar ratio of said component (A) to said component (B) being greater than or equal to 2 and less than 15, with the optional presence of 0.5 to 50 percent by weight of a solvent or 0.1 to 50 percent weight of a surfactant.
Claim 27
Dependent Claim
196 words
A composition for dyeing keratinous fibers consisting essentially of an aqueous medium containing a dyeing agent consisting of a 5,6-dihydroxyindole having the formula ##STR13## wherein R 1 , R 2 , R 3 and R 4 , each independently, represent hydrogen or C 1 -C 4 lower alkyl with the proviso that R 1 , R 2 and R 3 represent hydrogen when R 4 represents alkyl and a pH-regulating agent present in an amount sufficient to adjust the pH of said composition to a pH C value ranging from 5 to 10, said pH-regulating agent containing two components (A) and (B), said component (A) being triethanolamine and said component (B) being a pH-regulating agent having a dissociation constant, pK CB , in an aqueous solution at 25° C., of 2<pK CB ≦pH C , the weight ratio of said component (A) to said component (B) being greater than 1 and the molar ratio of said component (A) to said component (B) being greater than or equal to 2 and less than 15, with the optional presence of 0.5 to 50 percent by weight of a solvent or 0.1 to 50 percent weight of a surfactant.
Claim 28
Dependent Claim
10 words
The composition of claim 23 wherein said indole in 5,6-dihydroxyindole.
Claim 29
Dependent Claim
21 words
The composition of claim 23 wherein said indole is selected from the group consisting of 2-methyl-5,6-dihydroxyindole, 3-methyl-5,6-dihydroxyindole, 1-methyl-5,6-dihydroxyindole, 2,3-dimethyl-5,6-dihydroxyindole and 5-methoxy-6-hydroxyindole.
Claim 30
Dependent Claim
29 words
The composition of claim 23 wherein said indole is present in an amount ranging from 0.01 to 5 percent by weight based on the total weight of said composition.
Claim 31
Dependent Claim
29 words
The composition of claim 23 wherein said indole is present in an amount ranging from 0.2 to 1 percent by weight based on the total weight of said composition.
Claim 32
Dependent Claim
54 words
The composition of claim 23 wherein said solvent is selected from the group consisting of a C 1 -C 4 lower alcohol, ethylene glycol, propylene glycol, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, ethylene glycol monoethyl ether acetate, propylene glycol monomethyl ether, dipropylene glycol monomethyl ether and methyl lactate.
Claim 33
Dependent Claim
19 words
The composition of claim 28 wherein said solvent is present in an amount ranging from 2 to 20 percent.
Claim 34
Dependent Claim
31 words
The composition of claim 23 which also includes a thickening agent present in an amount ranging from 0.1 to 5 percent by weight based on the total weight of said composition.
Claim 35
Dependent Claim
31 words
The composition of claim 23 which also includes a thickening agent present in an amount ranging from 0.5 to 3 percent by weight based on the total weight of said composition.
Claim 36
Dependent Claim
23 words
The composition of claim 23 which also includes at least one of a cationic, nonionic, anionic or amphoteric surfactant, or a mixture thereof.
Claim 37
Dependent Claim
51 words
A process for dyeing keratinous fibers consisting of applying to said fibers the dye composition of claim 23 in an amount effective to dye said fibers, permitting said composition to remain in contact with said fibers for a period of time ranging from 1 to 40 minutes and rinsing said fibers.
Claim 38
Dependent Claim
22 words
A process for dyeing keratinous fibers consisting of applying to said fibers several times and successively the dye composition of claim 23.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1998-12-25 | 1999-06-26 | 1999-12-26 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2002-12-25 | 2003-06-26 | 2003-12-26 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2006-12-25 | 2007-06-26 | 2007-12-26 | $7700.00 | Window Closed / Lapsed |