US5073173A
Expired / Lapsed
US
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Dye couplers
Assignee: P&G Hair Care Holding Inc
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Filing: 1990-10-23
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Granted: 1991-12-17
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Expires: 2010-10-23
Abstract
Abstract The present invention concerns the aminophenols (I) as novel couplers ##STR1## wherein R 1 and R 2 may be the same or different and are hydrogen, alkyl and hydroxyalkyl of from 1 to about 6 carbons in the alkyl moiety, or R 1 and R 2 can also form, together with the nitrogen atom to which they are attached, a morpholine, piperidine or pyrrolidine ring, and R 3 and R 4 are hydrogen, alkyl, acyl and hydroxyalkyl having from 1 to about 6 carbons, and oxidative hair dye compositions containing same along with at least one primary dye intermediate in aqueous or hydroalcoholic media.
Inventors
- 👤 Yuh-Guo Pan
- 👤 Alexander Chan
- 👤 Lana Hochman
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-31 21:55
CPC Classifications
C; C07; C07D; C07D295/00; C07D295/04; C07D295/12; C07D295/135; C07C; C07C215/00; C07C215/74; C07C215/76; C07C215/80; C07C233/00; C07C233/01; C07C233/34; C07C233/42; C07C233/43; C09; C09B; C09B29/00; C09B29/24; C09B29/26; C09B35/00; C09B35/02; C09B35/021; C09B35/027; C09B35/039; C09B35/04
Claims Analysis
Total Claims: 25
Claim 1
Independent Claim
103 words
A hair dye composition comprising by weight of the composition from about 0.001 to about 10% of an oxidative dye coupler of the structure: ##STR10## wherein R 1 and R 2 may be the same or different and are hydrogen, C 1 -C 6 alkyl or C 1 -C 6 hydroxyalkyl, or form with the nitrogen atom to which they are attached a morpholine, piperdine or pyrollidine ring, and R 3 and R 4 are hydrogen, C 1 -C 6 alkyl, C 1 -C 6 hydroxyalkyl or C 1 -C 6 acyl, and from about 0.001 to about 10% of a primary intermediate.
Claim 2
Dependent Claim
103 words
A hair dye composition comprising by weight of the composition from about 0.001 to about 10% of an oxidative dye coupler of the structure: ##STR10## wherein R 1 and R 2 may be the same or different and are hydrogen, C 1 -C 6 alkyl or C 1 -C 6 hydroxyalkyl, or form with the nitrogen atom to which they are attached a morpholine, piperdine or pyrollidine ring, and R 3 and R 4 are hydrogen, C 1 -C 6 alkyl, C 1 -C 6 hydroxyalkyl or C 1 -C 6 acyl, and from about 0.001 to about 10% of a primary intermediate.
Claim 3
Dependent Claim
13 words
The composition of claim 1 wherein R 1 and R 2 are methyl.
Claim 4
Dependent Claim
13 words
The composition of claim 1 wherein R 1 and R 2 are hydroxyethyl.
Claim 5
Dependent Claim
14 words
The composition of claim 1 wherein R 1 is methyl and R 2 hydroxyethyl.
Claim 6
Dependent Claim
32 words
The composition of claim 1 wherein R 1 and R 2 , together with the nitrogen to which they are attached, form a morpholine ring, a piperidine ring, or a pyrollidine ring.
Claim 7
Dependent Claim
42 words
The composition of claim 1 wherein the coupler is selected from the group consisting of 5-amino-2-(aminomethyl)phenol; 5-dimethyl-2-(morpholinomethyl)phenol; 5-dimethylamino-2-[(dimethylamino)methyl]phenol; 5-acetamido-2-[(dimethylamino)methyl]phenol; 5-acetamido-2-{[bis(2-hydroxyethyl)amino]methyl}phenol; 5-acetamido-2-(pyrrolidinomethyl)phenol, and their acid salts. 7. The composition of claim 2, 3, 4 or 5 wherein R 3 and R 4 are
Claim 8
Dependent Claim
22 words
hydrogen, methyl or ethyl. 8. The composition of claim 1 wherein the primary intermediate is selected from the group of p-phenylenediamines and
Claim 9
Dependent Claim
130 words
p-aminophenols. 9. An aqueous hair dye composition comprising on a weight basis from about 0.001 to about 10% of at least one oxidative dye coupler of the structure ##STR11## wherein R 1 and R 2 may be the same or different and are hydrogen, alkyl and hydroxyalkyl of from 1 to about 6 carbons, or form with the nitrogen atom to which they are attached a morpholine, a piperidine or a pyrollidine ring, and R 3 and R 4 are hydrogen, alkyl, hydroxyalkyl and acyl of from 1 to 6 carbons, and from about 0.001 to about 10% of a primary dye intermediate, the compound (I) together with the primary dye intermediate, in aqueous media and following developing with an oxidizer, providing hair treated therewith with a blue to violet
Claim 10
Dependent Claim
130 words
p-aminophenols. 9. An aqueous hair dye composition comprising on a weight basis from about 0.001 to about 10% of at least one oxidative dye coupler of the structure ##STR11## wherein R 1 and R 2 may be the same or different and are hydrogen, alkyl and hydroxyalkyl of from 1 to about 6 carbons, or form with the nitrogen atom to which they are attached a morpholine, a piperidine or a pyrollidine ring, and R 3 and R 4 are hydrogen, alkyl, hydroxyalkyl and acyl of from 1 to 6 carbons, and from about 0.001 to about 10% of a primary dye intermediate, the compound (I) together with the primary dye intermediate, in aqueous media and following developing with an oxidizer, providing hair treated therewith with a blue to violet
Claim 11
Dependent Claim
22 words
hue. 10. The composition of claim 9 wherein the primary intermediates are selected from the group consisting of p-phenylenediamines and their acid
Claim 12
Dependent Claim
22 words
salts. 11. The composition of claim 9 wherein the primary intermediates are selected from the group consisting of p-aminophenols and their acid
Claim 13
Dependent Claim
49 words
salts. 12. The composition of claim 10 wherein the p-phenylenediamines have the structure ##STR12## wherein R 1 and R 2 are hydrogen, alkyl, hydroxyalkyl, aminoalkyl, acylaminoalkyl, R 3 is hydrogen, alkyl, alkoxy or halogen, and R 4 is hydrogen, halogen, alkyl, and alkoxy, the alkyl and acyl groups having
Claim 14
Dependent Claim
30 words
from 1 to about 6 carbons. 13. The composition of claim 11 wherein the p-aminophenols have the structure ##STR13## wherein R and R' are hydrogen, alkyl, hydroxyalkyl, alkoxy, or halogen,
Claim 15
Dependent Claim
30 words
the alkyls having 1 to 6 carbons. 14. The composition of claim 12 wherein the dye coupler (I) is selected from the group consisting of 5-amino-2-[(dimethylamino)methyl]phenol; 5-amino-2-(aminomethyl)phenol; and 5-amino-2-(pyrrolidinomethyl)phenol, and
Claim 16
Dependent Claim
40 words
the corresponding acid salts thereof. 15. The composition of claim 12, 13 or 14 wherein the coupler (I) is present in an amount of from about 0.05 to about 5%, and wherein the primary intermediate is present in an amount
Claim 17
Dependent Claim
40 words
of from about 0.05 to about 5% by weight. 16. The composition of claim 12, 13 or 14 further comprising one or more oxidative dye couplers that are not the compound (I), the coupler concentration in total being less than
Claim 18
Dependent Claim
24 words
about 10% by weight of the composition. 17. The composition of claim 16 wherein said composition when developed with an oxidizer provides on hair
Claim 19
Dependent Claim
26 words
a black hue. 18. The composition of claim 9 wherein the coupler (I) is 5-amino-2-[(dimethylamino)methyl]phenol and its salts and the primary intermediate is selected from p-phenylenediamine,
Claim 20
Dependent Claim
24 words
N,N-bis(2-hydroxyethyl)-p-phenylenedimaine and their acid salts. 19. The composition of claim 9 wherein the coupler (I) is 5-amino-2-(aminomethyl)phenol and its acid salts and the primary
Claim 21
Dependent Claim
30 words
intermediate is p-phenylenediamine and its acid salts. 20. The composition of claim 9 wherein the coupler (I) is 5-amino-2-(pyrrolidinomethyl)phenol and its acid salts and the primary intermediate is p-phenylenediamine and
Claim 22
Dependent Claim
26 words
its acid salts. 21. The composition of claim 9 further comprising an alcoholic cosolvent in the amount of from about 1 to about 25% by weight
Claim 23
Dependent Claim
31 words
of the composition. 22. The composition of claim 10 or 11 further comprising one or more of the following in a functionally effective amount: surfactant, antioxidant, sequestrant or chelant, alkalizing agent,
Claim 24
Dependent Claim
26 words
or acidifying agent. 23. The composition of claim 9 wherein the hair color obtained with the compound (I) and the primary intermediate is a blue hue.
Claim 25
Dependent Claim
52 words
A method of dyeing hair comprising the steps of developing the dye composition of claim 1, 9, 12, 14, 17, 18, 19 or 20 with an oxidizer, applying the developed hair dye composition to hair for sufficient time to color the hair, and rinsing the residual hair dye composition from the hair.
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