Claims
- 1. In a hair coloring system comprising a composition containing one or more oxidative hair coloring agents and a composition containing one or more oxidizing agents, the improvement comprising the presence of a quaternized pyrrolidine compound of Formula (1): wherein X is selected from the group consisting of Cl, Br, I, or R3SO4; R is selected from the group consisting of a C1 to C22 alkyl group or a C1 to C22 mono or dihydroxyalkyl group; R1 and R2 are each independently a C1 to C4 alkyl group; R3 is a C1 to C22 alkyl group or a C1 to C22 mono or dihydroxyalkyl group; R4 is selected from the group consisting of a hydrogen atom, a C1 to C5 alkyl group or such an alkyl group substituted with one or more hydroxy or amino moieties; and R5 is selected from the group consisting of a hydrogen atom or a hydroxy group as a primary intermediate in the composition containing the one or more oxidative hair coloring agents.
- 2. A hair coloring system according to claim 1 wherein the composition comprising one or more oxidative hair coloring agents additionally comprises one or more primary intermediate selected from the group consisting of: 2-methyl-benzene-1,4-diamine, benzene-1,4-diamine, 2-(2,5-diamino-phenyl)-ethanol, 1-(2,5-diamino-phenyl)-ethanol, 2-[(4-amino-phenyl)-(2-hydroxy-ethyl)-amino]-ethanol, 4-amino-phenol, 4-methylamino-phenol, 4-amino-3-methyl-phenol, 1-(5-amino-2-hydroxy-phenyl)-ethane-1,2-diol, 2-amino-phenol, 2-amino-5-methyl-phenol, 2-amino-6-methyl-phenol, N-(4-amino-3-hydroxy-phenyl)-acetamide, pyrimidine-2,4,5,6-tetramine and 2-(4,5-diamino-1H-pyrazol-1-yl)ethanol.
- 3. A hair coloring system according to claim 1 wherein the composition comprising one or more oxidative hair coloring agents additionally comprises one or more couplers selected from the group consisting of: benzene-1,3-diol, 4-chlorobenzene-1,3-diol, naphthalene-1-ol, 2-methyl-naphthalene-1 -ol, 2-methyl-benzene-1,3-diol, 2-(2,4-diamino-phenoxy)-ethanol, 2-(3-amino-4-methoxy-phenylamino)-ethanol, 2-[2,4-diamino-5-(2-hydroxy-ethoxy)-phenoxy]-ethanol, 3-(2,4-diamino-phenoxy)-propan-1-ol, 3-amino-phenol, 5-amino-2-methyl-phenol, 5-(2-hydroxy-ethylamino)-2-methyl-phenol, 3-amino-2-methyl-phenol, 3,4-dihydro-2H-1,4-benzoxazin-6-ol, 4-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one, and 1H-indol-6-ol, and 2-aminopyridin-3-ol.
- 4. A hair coloring system according to claim 1 wherein R1 and R2 are each CH3; R4 and R5 are each hydrogen atoms; and X is selected from the group consisting of Cl, Br and R3SO4 where R3 is CH3 or C3H7.
- 5. A hair coloring system according to claim 1 wherein R, R1 and R2 are each CH3; R4 and R5 are each hydrogen; and X is Cl or R3SO4where R3 is CH3.
- 6. In a system for coloring hair wherein at least one primary intermediate is reacted with at least one coupler in the presence of an oxidizing agent to produce an oxidative hair dye, the improvement wherein a quaternized pyrrolidine compound of Formula (1): wherein X is selected from the group consisting of Cl, Br, I, or R3SO4; R is selected from the group consisting of a C1 to C22 alkyl group or a C1 to C22 mono or dihydroxyalkyl group; R1 and R2 are each independently a C1 to C4 alkyl group; R3 is a C1 to C22 alkyl group or a C1 to C22 mono or dihydroxyalkyl group; R4 is selected from the group consisting of a hydrogen atom, a C1 to C5 alkyl group or such an alkyl group substituted with one or more hydroxy or amino moieties; and R5 is selected from the group consisting of a hydrogen atom or a hydroxy group is employed as a primary intermediate.
- 7. A system for coloring hair according to claim 6 wherein the system additionally comprises one or more primary intermediates selected from the group consisting of: 2-methyl-benzene-1,4-diamine, benzene-1,4-diamine, 2-(2,5-diamino-phenyl)-ethanol, 1-(2,5-diamino-phenyl)-ethanol, 2-[(4-amino-phenyl)-(2-hydroxy-ethyl)-amino]-ethanol, 4-amino-phenol, 4-methylamino-phenol, 4-amino-3-methyl-phenol, 1-(5-amino-2-hydroxy-phenyl)-ethane-1,2-diol, 2-amino-phenol, 2-amino-5-methyl-phenol, 2-amino-6-methyl-phenol, N-(4-amino-3-hydroxy-phenyl)-acetamide, pyrimidine-2,4,5,6-tetramine and 2-(4,5-diamino-1H-pyrazol-1-yl)ethanol.
- 8. A system for coloring hair according to claim 6 wherein the system additionally comprises one or more couplers selected from the group consisting of: benzene-1,3-diol, 4-chlorobenzene-1,3-diol, naphthalen-1-ol, 2-methyl-naphthalen-1-ol, 2-methyl-benzene-1,3-diol, 2-(2,4-diamino-phenoxy)-ethanol, 2-(3-amino-4-methoxy-phenylamino)-ethanol, 2-[2,4-diamino-5-(2-hydroxy-ethoxy)-phenoxy]-ethanol, 3-(2,4-diamino-phenoxy)-propan-1-ol, 3-amino-phenol, 5-amino-2-methyl-phenol, 5-(2-hydroxy-ethylamino)-2-methyl-phenol, 3-amino-2-methyl-phenol, 3,4-dihydro-2H-1,4-benzoxazin-6-ol, 4-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one, and 1H-indol-6-ol, and 2-aminopyridin-3-ol.
- 9. A system for coloring hair according to claim 6 wherein the system additionally comprises one or more primary intermediates selected from the group consisting of: 2-methyl-benzene-1,4-diamine, benzene-1,4-diamine, 2-(2,5-diamino-phenyl)-ethanol, 1-(2,5-diamino-phenyl)-ethanol, 2-[(4-amino-phenyl)-(2-hydroxy-ethyl)-amino]-ethanol, 4-amino-phenol, 4-methylamino-phenol, 4-amino-3-methyl-phenol, 1-(5-amino-2-hydroxy-phenyl)-ethane-1,2-diol, 2-amino-phenol, 2-amino-5-methyl-phenol, 2-amino-6-methyl-phenol, N-(4-amino-3-hydroxy-phenyl)-acetamide, pyrimidine-2,4,5,6-tetramine and 2-(4,5-diamino-1H-pyrazol-1-yl)ethanol and one or more couplers selected from the group consisting of: benzene-1,3-diol, 4-chlorobenzene-1,3-diol, naphthalen-1-ol, 2-methyl-naphthalen-1-ol, 2-methyl-benzene-1,3-diol, 2-(2,4-diamino-phenoxy)-ethanol, 2-(3-amino-4-methoxy-phenylamino)-ethanol, 2-[2,4-diamino-5-(2-hydroxy-ethoxy)-phenoxy]-ethanol, 3-(2,4-diamino-phenoxy)-propan-1-ol, 3-amino-phenol, 5-amino-2-methyl-phenol, 5-(2-hydroxy-ethylamino)-2-methyl-phenol, 3-amino-2-methyl-phenol, 3,4-dihydro-2H-1,4-benzoxazin-6-ol, 4-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one, and 1H-indol-6-ol, and 2-aminopyridin-3-ol.
- 10. A system for coloring hair according to claim 6 wherein R1 and R2 are each CH3; R4 and R5 are each hydrogen atoms; and X is selected from the group consisting of Cl, Br and R3SO4 where R3 is CH3 or C3H7.
- 11. A system for coloring hair according to claim 6 wherein R, R1 and R2 are each CH3; R4 and R5 are each hydrogen; and X is Cl or R3SO4 where R3 is CH3.
- 12. A hair coloring composition for dyeing human hair comprising, in a suitable carrier or vehicle, a dyeing effective amount of:(a) at least one primary intermediate comprising a quaternized pyrrolidine compound of Formula (1): wherein X is selected from the group consisting of Cl, Br, I, or R3SO4; R is selected from the group consisting of a C1 to C22 alkyl group or a C1 to C22 mono or dihydroxyalkyl group; R1 and R2 are each independently a C1 to C4 alkyl group; R3 is a a C1 to C22 alkyl group or a C1 to C22 mono or dihydroxyalkyl group; R4 is selected from the group consisting of a hydrogen atom, a C1 to C5 alkyl group or such an alkyl group substituted with one or more hydroxy or amino moieties; and R5 is selected from the group consisting of a hydrogen atom or a hydroxy group (b) at least one coupler, and (c) at least one oxidizing agent.
- 13. A hair coloring composition according to claim 12 wherein R1 and R2 are each CH3; R4 and R5 are each hydrogen atoms; and X is selected from the group consisting of Cl, Br and R3SO4 where R3 is CH3 or C3H7.
- 14. A hair coloring composition according to claim 12 wherein R, R1 and R2 are each CH3; R4 and R5 are each hydrogen; and X is Cl or R3SO4 where R3 is CH3.
- 15. A process for dyeing human hair comprising applying a dyeing effective amount of a hair coloring composition of claim 12 to the hair and permitting the composition to contact the hair for a dyeing effective period of time, and then rinsing, shampooing and drying the hair.
- 16. A process for dyeing human hair comprising applying a dyeing effective amount of a hair coloring composition of claim 13 to the hair and permitting the composition to contact the hair for a dyeing effective period of time, and then rinsing, shampooing and drying the hair.
- 17. A process for dyeing human hair comprising applying a dyeing effective amount of a hair coloring composition of claim 14 to the hair and permitting the composition to contact the hair for a dyeing effective period of time, and then rinsing, shampooing and drying the hair.
- 18. A hair coloring system according to claim 4 wherein R is a C1 to C6 alkyl group.
- 19. A hair coloring system according to claim 10 wherein R is a C1 to C6 alkyl group.
- 20. A hair coloring system according to claim 13 wherein R is a C1 to C6 alkyl group.
CROSS-REFERENCE TO RELATED APPLICATIONS
This is a continuation-in-part of U.S. patent application Ser. No. 09/874,080 filed Jun. 6, 2001, now abandoned which is a continuation in part of U.S. patent application Ser. No. 09/730,707 filed Dec. 6, 2000.
US Referenced Citations (1)
Number |
Name |
Date |
Kind |
6042620 |
Braun and Chassot |
Mar 2000 |
A |
Continuation in Parts (2)
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Number |
Date |
Country |
Parent |
09/874080 |
Jun 2001 |
US |
Child |
10/011804 |
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US |
Parent |
09/730707 |
Dec 2000 |
US |
Child |
09/874080 |
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US |