Claims
- 1. A process for dyeing a keratin material comprising applying to said keratin material an effective amount of a composition comprising in a medium suitable for dyeing said keratin material a dyestuff having the formula ##STR15## wherein R.sub.1 represent hydrogen, lower alkyl or --SiR.sub.11 R.sub.12 R.sub.13,
- R.sub.2 and R.sub.3, each independently, represent hydrogen, alkyl, carboxyl, lower alkoxy carbonyl or --COOSiR.sub.11 R.sub.12 R.sub.13,
- R.sub.4, R.sub.5, R.sub.6 and R.sub.7, each independently represent hydrogen or O--Z wherein Z represents hydrogen, linear or branched C.sub.1 -C.sub.20 alkyl, aralkyl, formyl, linear or branched C.sub.2 -C.sub.12 acyl, linear or branched C.sub.3 -C.sub.20 alkenyl, --SiR.sub.11 R.sub.12 R.sub.13, --P(O)(OR.sub.8).sub.2 or R.sub.8 OSO.sub.2 --,
- the pairs R.sub.4 and R.sub.5, or R.sub.5 and R.sub.6, or R.sub.6 and R.sub.7, together with the carbon atoms to which each of said pairs are attached, being able to form a ring optionally containing a carbonyl group, a thiocarbonyl group, ##STR16## group or ##STR17## group, with the proviso that at least two of said R.sub.4, R.sub.5, R.sub.6 and R.sub.7 represent OZ or form a ring, and that at least one of R.sub.4 or R.sub.7 represents OZ,
- R.sub.8 and R.sub.9 represent hydrogen or lower alkyl,
- R.sub.10 represents lower alkoxy, monoalkylamino or dialkylamino,
- R.sub.11, R.sub.12 and R.sub.13, each independently, represent linear or branched lower alkyl,
- the alkali metal, alkaline earth metal, ammonium and amine salts thereof.
- 2. The process of claim 1 wherein said dyestuff of formula I is selected from the group consisting of
- 4-hydroxy-5-methoxyindole,
- 6-hydroxy-7-methoxyindole,
- 7-hydroxy-6-methoxyindole,
- 5-ethoxy-4-hydroxyindole,
- 5-ethoxy-4-hydroxy-1-methylindole,
- 7-ethoxy-6-hydroxyindole,
- 4-hydroxy-5-methoxy-2-methylindole,
- 6-hydroxy-7-methoxy-2-methylindole,
- 5-ethoxy-4-hydroxy-2-methylindole,
- 7-ethoxy-6-hydroxy-2-methylindole,
- 5,7-dimethoxy-6-hydroxyindole,
- 5,6,7-trihydroxyindole,
- indole 4-hydroxy-5-methoxy-2-ethyl carboxylate,
- indole 6-hydroxy-7-methoxy-2-ethyl carboxylate,
- indole 7-hydroxy-6-methoxy-2-ethyl carboxylate,
- indole 4-hydroxy-5-methoxy-2-carboxylic acid,
- indole 6-hydroxy-7-methoxy-2-carboxylic acid,
- indole 7-hydroxy-6-methoxy-2-carboxylic acid,
- indole 5,6,7-trihydroxy-2-carboxylic acid,
- 2,3-dimethyl-4-methoxy-7-hydroxyindole and
- 2,3-dimethyl-7-methoxy-4-hydroxyindole.
- 3. The process of claim 1 comprising, in a first stage, applying to said keratin material said composition containing said dyestuff of formula I and having a neutral or acid pH, permitting said composition to remain in contact with said keratin material for a period of time ranging from 5 to 60 minutes, draining said composition from said keratin material and optionally rinsing said keratin material, and in a second stage, contacting said keratin material with an agent to oxidize and develop said dyestuff of formula I.
- 4. The process of claim 3 where in said second stage, said keratin material is contacted with air whereby the oxygen of the air oxidizes and develops said dyestuff or with a peroxide or with a persalt, the oxidation of said dyestuff being catalyzed or uncatalyzed.
- 5. The process of claim 1 comprising applying to said keratin material said composition containing said dyestuff of formula I in an alkaline medium, permitting said composition to remain in contact with said keratin material for a period of time ranging from 5 to 60 minutes, rinsing said keratin material, optionally washing and rinsing said keratin material and drying said keratin material.
- 6. The process of claim 5 comprising superimposing a plurality of applications of said composition containing said dyestuff of formula I to said keratin material so as to effect a progressive dyeing of said keratin material.
- 7. The process of claim 1 comprising contacting said keratin material, either prior to or subsequent to the application of said composition containing said dyestuff of formula I, with a metal salt.
- 8. The process of claim 7 wherein said keratin material, subsequent to contact with said composition containing said dyestuff of formula I and an optional rinsing operation, is contacted with a hydrogen peroxide solution.
- 9. A process for dyeing a keratin material comprising applying to said keratin material a composition (A) comprising, in a medium suitable for dyeing said keratin material, at least one dyestuff having the formula ##STR18## wherein R.sub.1 represent hydrogen, lower alkyl or --SiR.sub.11 R.sub.12 R.sub.13,
- R.sub.2 and R.sub.3, each independently, represent hydrogen, alkyl, carboxyl, lower alkoxy carbonyl or --COOSiR.sub.11 R.sub.12 R.sub.13,
- R.sub.4, R.sub.5, R.sub.6 and R.sub.7, each independently represent hydrogen or O--Z wherein Z represents hydrogen, linear or branched C.sub.1 -C.sub.20 alkyl, aralkyl, formyl, linear or branched C.sub.2 -C.sub.12 acyl, linear or branched C.sub.3 -C.sub.20 alkenyl, --SiR.sub.11 R.sub.12 R.sub.13, --P(O)(OR.sub.8).sub.2 or R.sub.8 OSO.sub.2 --,
- the pairs R.sub.4 and R.sub.5, or R.sub.5 and R.sub.6, or R.sub.6 and R.sub.7, together with the carbon atoms to which each of said pairs are attached, being able to form a ring optionally containing a carbonyl group, a thiocarbonyl group, ##STR19## group or ##STR20## group, with the proviso that at least two of said R.sub.4, R.sub.5, R.sub.6 and R.sub.7 represent OZ or form a ring, and that at least one of R.sub.4 or R.sub.7 represents OZ,
- R.sub.8 and R.sub.9 represent hydrogen or lower alkyl,
- R.sub.10 represents lower alkoxy, monoalkylamino or dialkylamino,
- R.sub.11, R.sub.12 and R.sub.13, each independently, represent linear or branched lower alkyl,
- the alkali metal, alkaline earth metal, ammonium and amine salts thereof, and
- a source of iodide ions,
- the application of said composition (A) being preceded or followed by the application to said keratin material of a composition (B) comprising, in a medium suitable for dyeing said keratin material, hydrogen peroxide.
- 10. A process for dyeing a keratin material comprising applying to said keratin material a composition (A) comprising, in a medium suitable for dyeing said keratin material, at least one dyestuff having the formula ##STR21## wherein R.sub.1 represent hydrogen, lower alkyl or --SiR.sub.11 R.sub.12 R.sub.13,
- R.sub.2 and R.sub.3, each independently, represent hydrogen, alkyl, carboxyl, lower alkoxy carbonyl or --COOSiR.sub.11 R.sub.12 R.sub.13,
- R.sub.4, R.sub.5, R.sub.6 and R.sub.7, each independently represent hydrogen or O--Z wherein Z represents hydrogen, linear or branched C.sub.1 -C.sub.20 alkyl, aralkyl, formyl, linear or branched C.sub.2 -C.sub.12 acyl, linear or branched C.sub.3 -C.sub.20 alkenyl, --SiR.sub.11 R.sub.12 R.sub.13, --P(O)(OR.sub.8).sub.2 or R.sub.8 OSO.sub.2 --,
- the pairs R.sub.4 and R.sub.5, or R.sub.5 and R.sub.6, or R.sub.6 and R.sub.7, together with the carbon atoms to which each of said pairs are attached, being able to form a ring optionally containing a carbonyl group, a thiocarbonyl group, ##STR22## group or ##STR23## group, with the proviso that at least two of said R.sub.4, R.sub.5, R.sub.6 and R.sub.7 represent OZ or form a ring, and that at least one of R.sub.4 or R.sub.7 represents OZ,
- R.sub.8 and R.sub.9 represent hydrogen or lower alkyl,
- R.sub.10 represents lower alkoxy, monoalkylamino or dialkylamino,
- R.sub.11, R.sub.12 and R.sub.13, each independently, represent linear or branched lower alkyl,
- the alkali metal, alkaline earth metal, ammonium and amine salts thereof, and
- a solution of hydrogen peroxide having a pH ranging from 2 to 7,
- the application of said composition (A) being preceded or followed by the application to said keratin material of a composition (B) comprising, in a medium suitable for dyeing said keratin material, a source of iodide ions.
- 11. A process for dyeing a keratin materiarl comprising applying to said keratin material a composition (A) comprising, in a medium suitable for dyeing said keratin material, at least one dyestuff having the formula ##STR24## wherein R.sub.1 represent hydrogen, lower alkyl or --SiR.sub.11 R.sub.12 R.sub.13,
- R.sub.2 and R.sub.3, each independently, represent hydrogen, alkyl, carboxyl, lower alkoxy carbonyl or --COOSiR.sub.11 R.sub.12 R.sub.13,
- R.sub.4, R.sub.5, R.sub.6 and R.sub.7, each independently represent hydrogen or O--Z wherein Z represents hydrogen, linear or branched C.sub.1 -C.sub.20 alkyl, aralkyl, formyl, linear or branched C.sub.2 -C.sub.12 acyl, linear or branched C.sub.3 -C.sub.20 alkenyl, --SiR.sub.11 R.sub.12 R.sub.13, --P(O)(OR.sub.8).sub.2 or R.sub.8 OSO.sub.2 --,
- the pairs R.sub.4 and R.sub.5, or R.sub.5 and R.sub.6, or R.sub.6 and R.sub.7, together with the carbon atoms to which each of said pairs are attached, being able to form a ring optionally containing a carbonyl group, a thiocarbonyl group, ##STR25## group or ##STR26## group, with the proviso that at least two of said R.sub.4, R.sub.5, R.sub.6 and R.sub.7 represent OZ or form a ring, and that at least one of R.sub.4 or R.sub.7 represents OZ,
- R.sub.8 and R.sub.9 represent hydrogen or lower alkyl,
- R.sub.10 represents lower alkoxy, monoalkylamino or dialkylamino,
- R.sub.11, R.sub.12 and R.sub.13, each independently, represent linear or branched lower alkyl,
- the alkali metal, alkaline earth metal, ammonium and amine salts thereof,
- the application of said composition (A) to said keratin material being followed by the application to said keratin material of a composition (B) comprising an aqueous composition having an acid pH,
- said composition (A) or (B) also containing at least one nitrite.
- 12. A process for dyeing a keratin material comprising, in a first stage, applying to said keratin material a composition comprising, in a medium suitable for dyeing said keratin material, an anion of metal having good affinity for keratini and having an oxidoreduction potential greater than that of a compound of formula I, defined below, and in a second stage, applying to said keratin material a composition comprising, in a medium suitable for dyeing said keratin material, at least one dyestuff having the formula ##STR27## wherein R.sub.1 represent hydrogen, lower alkyl or --SiR.sub.11 R.sub.12 R.sub.13,
- R.sub.2 and R.sub.3, each independently, represent hydrogen, alkyl, carboxyl, lower alkoxy carbonyl or --COOSiR.sub.11 R.sub.12 R.sub.13,
- R.sub.4, R.sub.5, R.sub.6 and R.sub.7, each independently represent hydrogen or O--Z wherein Z represents hydrogen, linear or branched C.sub.1 -C.sub.20 alkyl, aralkyl, formyl, linear or branched C.sub.2 -C.sub.12 acyl, linear or branched C.sub.3 -C.sub.20 alkenyl, --SiR.sub.11 R.sub.12 R.sub.13, --P(O)(OR.sub.8).sub.2 or R.sub.8 OSO.sub.2 --,
- the pairs R.sub.4 and R.sub.5, or R.sub.5 and R.sub.6, or R.sub.6 and R.sub.7, together with the carbon atoms to which each of said pairs are attached, being able to form a ring optionally containing a carbonyl group, a thiocarbonyl group, ##STR28## group or ##STR29## group, with the proviso that at least two of said R.sub.4, R.sub.5, R.sub.6 and R.sub.7 represent OZ or form a ring, and that at least one of R.sub.4 or R.sub.7 represents OZ,
- R.sub.8 and R.sub.9 represent hydrogen or lower alkyl,
- R.sub.10 represents lower alkoxy, monoalkylamino or dialkylamino,
- R.sub.11, R.sub.12 and R.sub.13, each independently, represent linear or branched lower alkyl,
- the alkali metal, alkaline earth metal, ammonium and amine salts thereof.
- 13. THe process of claim 12 wherein said anion is a permanganate or bichromate anion.
- 14. A composition for dyeing a keratin material comprising, in a medium suitable for dyeing said keratin material, at least one dyestuff having the formula ##STR30## wherein R.sub.1 represent hydrogen, lower alkyl or --SiR.sub.11 R.sub.12 R.sub.13,
- R.sub.2 and R.sub.3, each independently, represent hydrogen, alkyl, carboxyl, lower alkoxy carbonyl or --COOSiR.sub.11 R.sub.12 R.sub.13,
- R.sub.4, R.sub.5, R.sub.6 and R.sub.7, each independently represent hydrogen or O--Z wherein Z represents hydrogen, linear or branched C.sub.1 -C.sub.20 alkyl, aralkyl, formyl, linear or branched C.sub.2 -C.sub.12 acyl, linear or branched C.sub.3 -C.sub.20 alkenyl, --SiR.sub.11 R.sub.12 R.sub.13, --P(O)(OR.sub.8).sub.2 or R.sub.8 OSO.sub.2 --,
- the pairs R.sub.4 and R.sub.5, or R.sub.5 and R.sub.6, or R.sub.6 and R.sub.7, together with the carbon atoms to which each of said pairs are attached, being able to form a ring optionally containing a carbonyl group, a thiocarbonyl group, ##STR31## group or ##STR32## group, with the proviso that at least two of said R.sub.4, R.sub.5, R.sub.6 and R.sub.7 represent OZ or form a ring, and that at least one of R.sub.4 or R.sub.7 represents OZ,
- R.sub.8 and R.sub.9 represent hydrogen or lower alkyl,
- R.sub.10 represents lower alkoxy, monoalkylamino or dialkylamino,
- R.sub.11, R.sub.12 and R.sub.13, each independently, represent linear or branched lower alkyl,
- the alkali metal, alkaline earth metal, ammonium and amine salts thereof.
- 15. The compositioin of claim 14 wherein said dyestuff of formula I is present in an amount ranging from 0.01 to 5 percent by weight based on the total weight of said composition.
- 16. The compositioin of claim 14 wherein said dyestuff of formula I is present in an amount ranging from 0.03 to 2.5 percent by weight based on the total weight of said composition.
- 17. The compositioin of claim 14 in the form of a thickened or unthickened liquid, a cream, a foam, a gel, an oil or a powder to be diluted with a liquid at the time of use.
- 18. The compositioin of claim 14 wherein said medium suitable for dyeing said keratin material is essentially an aqueous medium having a pH ranging from 3.5 to 11.
- 19. The compositioin of claim 14 wherein said medium suitable for dyeing said keratin material is essentially an aqueous medium having a pH ranging from 5 to 10.5.
- 20. The compositioin of claim 14 wherein said medium suitable for dyeing said keratin material comprises a solvent selected from the group consisting of a lower C.sub.1 -C.sub.4 -alkanol, ethylene glycol, propylene glycol, monomethylether of ethylene glycol, monoethylether of ethylene glycol, monobutylether of etylene glycol, ethylene glycol monoethylether acetate, monomethylethersof propylene glycol, monomethylether of dipropylene glycol and methyl lactate.
- 21. The composition of claim 20 wherein said solvent is present in an amount ranging from 1 to 60 percent by weight based on the total weight of said composition.
- 22. The composition of claim 20 wherein said solvent is present in an amount ranging from 3 to 30 percent by weight based on the total weight of said composition.
- 23. The composition of claim 20 wherein said medium suitable for drying said keratin material is essentially anhydrous and consists of said solvent.
- 24. The composition of claim 14 which also includes a surfactant present in an amount ranging from 0.1 to 50 percent by weight based on the total weight of said composition.
- 25. The composition of claim 14 which also includes a surfactant present in an amount ranging from 1 to 40 percent by weight based on the total weight of said composition.
- 26. The composition of claim 14 which also contains an anionic, non-ionic, cationic or amphoteric polymer or a mixture thereof; a thickener; a penetration agent; a swelling agent; a sequestering agent; an antioxidant; a buffer; an electrolyte; or a fragrance.
- 27. The composition of claim 14 which also includes 5,6-dihydroxyindole.
- 28. The composition of claim 14 which also contains another colorant selected from the group consisting of an oxidation dyestuff and a direct dyestuff.
- 29. The composition of claim 14 which also contains iodide ions.
- 30. The composition of claim 14 which also contains a nitrite.
Priority Claims (1)
Number |
Date |
Country |
Kind |
87338 |
Sep 1988 |
LUX |
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Parent Case Info
This is a continuation of application Ser. No. 07/406,289, filed Sept. 12, 1989 now abandoned.
US Referenced Citations (9)
Foreign Referenced Citations (2)
Number |
Date |
Country |
0271186 |
Jun 1988 |
EPX |
0376776 |
Jul 1990 |
EPX |
Continuations (1)
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Number |
Date |
Country |
Parent |
406289 |
Sep 1989 |
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