Claims
- 1. A reducing composition free of an anionic polymer for use in the first stage of a permanent wave operation wherein the S--S bonds of the hair keratin are opened, said composition comprising a reducing agent capable of opening the S--S bonds of the hair keratin in an amount effective to open said S--S bonds of the hair keratin and at least one polymer having units of the formula ##STR11## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4, each independently represent alkyl having 1-20 carbon atoms, hydroxyalkyl having 1-20 carbon atoms, cycloalkyl having 5 or 6 carbon atoms in the ring, alkyl substituted cycloalkyl having 5 or 6 carbon atoms in the ring and wherein the total number of carbon atoms is less than 20 and phenylalkyl wherein the alkyl moiety has 1-3 carbon atoms, one or both of the pairs R.sub.1 and R.sub.2, and R.sub.3 and R.sub.4, together with the nitrogen atom to which each of said respective pairs is attached, form a ring having 2-6 carbon atoms or a ring having 2-6 carbon atoms and a heteroatom other than nitrogen;
- X.sup..crclbar. is an inorganic or organic acid anion;
- m is 2 or 3; and
- A represents linear or branched alkylene or alkenylene having 2-18 carbon atoms, linear or branched alkylene or alkenylene having 2-18 carbon atoms and substituted by --OH or .dbd.O groups, or linear or branched alkylene or alkenylene having 2-18 carbon atoms and interrupted by sulfur, nitrogen or phenylene groups,
- said polymer being present in an amount ranging from 0.1 to 10 percent by weight based on the total weight of said composition.
- 2. The reducing composition of claim 1 wherein the heteroatom in the ring formed by one or both pairs of R.sub.1 and R.sub.2, and R.sub.3 and R.sub.4, together with the nitrogen atom to which each of said respective pairs is attached, is oxygen or sulfur.
- 3. The reducing composition of claim 1 wherein said polymer has a molecular weight between 1,500 and 50,000.
- 4. The reducing composition of claim 1 wherein said reducing agent is a mercaptan.
- 5. The reducing composition of claim 1 wherein said reducing agent is thioglycolic acid present in an amount ranging from about 1 to 11 percent by weight based on the total weight of said composition.
- 6. The reducing composition of claim 1 comprising an aqueous solution of said reducing agent and said polymer, said composition having a pH ranging from 7 to 10.
- 7. The reducing composition of claim 1 wherein said polymer is present in an amount ranging from 0.25 to 5 percent by weight based on the total weight of said composition.
- 8. The reducing composition of claim 1 wherein said reducing agent is thioglycerol, thioglycolic acid or a salt, an ester, a hydrazide or an amide of thioglycolic acid.
- 9. The reducing composition of claim 8 wherein said reducing agent is an ammonium salt, a morpholine salt or an ethylamine salt of thioglycolic acid.
- 10. The reducing composition of claim 8 wherein said reducing agent is a glycol ester or glycerol ester of thioglycolic acid.
- 11. A process for opening the S--S bonds of hair keratin in the first stage of a permanent wave operation comprising applying to the hair the reducing composition of claim 1 in an amount effective to open the S--S bonds of the hair keratin, permitting said composition to remain in contact with the hair for a period of time ranging from about 5 to 20 minutes and thereafter rinsing the hair.
- 12. A process for permanently waving the hair comprising in a first stage applying to the hair the reducing composition of claim 1 in an amount effective to open the S--S bonds of the hair keratin, permitting said composition to remain in contact with the hair for a period of time ranging from about 5 to 20 minutes and then rinsing the hair; and in a second stage, applying to the hair an oxidizing composition capable of reforming open S--S bonds of the hair keratin in an amount effective to reform the S--S bonds of the hair keratin.
- 13. An oxidizing composition capable of reforming open S--S bonds of hair keratin and free of an anionic polymer for use in the second stage of a permanent wave operation wherein the S--S bonds of hair keratin, previously opened by contact with a reducing agent capable of opening the S--S bonds of the hair keratin, are reformed, said oxidizing composition comprising an oxidizing agent capable of reforming open S--S bonds of hair keratin in an amount effective to reform said S--S bonds of the hair keratin and at least one polymer having units of the formula ##STR12## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4, each independently represent alkyl having 1-20 carbon atoms, hydroxyalkyl having 1-20 carbon atoms, cycloalkyl having 5 or 6 carbon atoms in the ring, alkyl substituted cycloalkyl having 5 or 6 carbon atoms in the ring and wherein the total number of carbon atoms is less than 20 and phenylalkyl wherein the alkyl moiety has 1-3 carbon atoms, one or both of the pairs R.sub.1 and R.sub.2, and R.sub.3 and R.sub.4, together with the nitrogen atom to which each of said respective pairs is attached, form a ring having 2-6 carbon atoms or a ring having 2-6 carbon atoms and a heteroatom other than nitrogen;
- X.sup..crclbar. is an inorganic or organic acid anion;
- m is 2 or 3; and
- A represents linear or branched alkylene or alkenylene having 2-18 carbon atoms, linear or branched alkylene or alkenylene having 2-18 carbon atoms and substituted by --OH or .dbd.O groups, or linear or branched alkylene or alkenylene having 2-18 carbon atoms and interrupted by sulfur, nitrogen or phenylene groups, said polymer being present in an amount ranging from 0.1 to 10 percent by weight based on the total weight of said composition.
- 14. The oxidizing composition of claim 13 wherein said oxidizing agent is hydrogen peroxide, sodium perborate, sodium persulfate, sodium bromate, calcium bromate, magnesium bromate or sodium iodate.
- 15. The oxidizing composition of claim 13 wherein said polymer has units of the formula ##STR13##
- 16. The oxidizing composition of claim 13 wherein said polymer has units of the formula ##STR14##
- 17. The oxidizing composition of claim 13 wherein said polymer has units of the formula ##STR15##
- 18. A process for reforming in a second stage of a permanent wave operation previously opened S--S bonds of hair keratin comprising applying to the hair the oxidizing composition of claim 13 in an amount effective to reform the S--S bonds of the hair keratin, permitting said composition to remain in contact with the hair for a time effective to reform said S--S bonds of the hair keratin, discontinuing the extension of the hair and rinsing the hair.
- 19. A process for permanently waving the hair comprising in a first stage applying to the hair a reducing composition in an amount effective to open the S--S bonds of the hair keratin, permitting said reducing composition to remain in contact with the hair for a period of time ranging from about 5 to 20 minutes and then rinsing the hair; and in a second stage applying to the hair the oxidizing composition of claim 13 in an amount effective to reform the S--S bonds of the hair keratin, permitting said oxidizing composition to remains in contact with the hair for a time effective to reform said S--S bonds of the hair keratin, discontinuing the extension of the hair and rinsing the hair.
- 20. A reducing composition free of an anionic polymer for use in the first stage of a permanent wave operation wherein the S--S bonds of the hair keratin are opened, said composition comprising, as a reducing agent, thioglycolic acid, present in an amount effective to open the S--S bonds of the hair keratin and a polymer having units of the formula ##STR16##
- 21. A reducing composition free of an anionic polymer for use in the first stage of a permanent wave operation wherein the S--S bonds of the hair keratin are opened, said composition comprising a reducing agent capable of opening the S--S bonds of the hair keratin in an amount effective to open said S--S bonds of the hair keratin and at least one polymer having units of the formula ##STR17## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4, each independently represent alkyl having 1-20 carbon atoms, hydroxyalkyl having 1-20 carbon atoms, cycloalkyl having 5 or 6 carbon atoms in the ring, alkyl substituted cycloalkyl having 5 or 6 carbon atoms in the ring and wherein the total number of carbon atoms is less than 20 and phenylalkyl wherein the alkyl moiety has 1-3 carbon atoms, one or both of the pairs R.sub.1 and R.sub.2, and R.sub.3 and R.sub.4, together with the nitrogen atom to which each of said respective pairs is attached, form a ring having 2-6 carbon atoms or a ring having 2-6 carbon atoms and a heteroatom other than nitrogen;
- m is 2 or 3;
- A represents orthoxylene, metaxylene, paraxylene, --(CH.sub.2).sub.n --S--(CH.sub.2).sub.n --, --(CH.sub.2).sub.n --O--(CH.sub.2).sub.n --, --(CH.sub.2).sub.n --S--S--(CH.sub.2).sub.n --, --(CH.sub.2).sub.n --SO--(CH.sub.2).sub.n --, --(CH.sub.2).sub.n --SO.sub.2 --(CH.sub.2).sub.n --, --CH.sub.2 --CO--CH.sub.2 --, --CH.sub.2 --C.sub.6 H.sub.4 --C.sub.6 H.sub.4 --CH.sub.2 --, --CH.sub.2 --C.sub.6 H.sub.4 --O--C.sub.6 H.sub.4 --CH.sub.2 --, --CH.sub.2 --C.sub.6 H.sub.4 --SO.sub.2 --C.sub.6 H.sub.4 --CH.sub.2 --, --C.sub.6 H.sub.4 --CH.sub.2 --C.sub.6 H.sub.4 --, --C.sub.6 H.sub.4 --C(CH.sub.3).sub.2 --C.sub.6 H.sub.4 --, --C.sub.6 H.sub.4 --CHOH--C.sub.6 H.sub.4 --, --C.sub.6 H.sub.4 --CO--C.sub.6 H.sub.4 --, alkylene-N(R.sub. 5)-alkylene, or arylene --X.sub.1 -- arylene, wherein X.sub.1 represents --O--, --S--, --S--S--, --SO--, --SO.sub.2 -- or --N(R.sub.5)--, R.sub.5 represents alkyl, cycloalkyl or aralkyl, having up to 20 carbon atoms, said alkylene and arylene groups having up to 20 carbon atoms and n is 2 or 3, and
- X.sup..crclbar. is a halide or an anion derived from a phosphoric acid, sulfuric acid, paratoluene sulfonic acid or a carboxylic acid.
- 22. A reducing composition free of an anionic polymer for use in the first stage of a permanent wave operation wherein the S--S bonds of the hair keratin are opened, said composition comprising a reducing agent capable of opening the S--S bonds of the hair keratin in an amount effective to open said S--S bonds of the hair keratin and at least one polymer having units of the formula ##STR18## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4, each independently represent alkyl having 1-20 carbon atoms, hydroxyalkyl having 1-20 carbon atoms, cycloalkyl having 5 or 6 carbon atoms in the ring, alkyl substituted cycloalkyl having 5 or 6 carbon atoms in the ring and wherein the total number of carbon atoms is less than 20 and phenylalkyl wherein the alkyl moiety has 1-3 carbon atoms, one or both of the pairs R.sub.1 and R.sub.2, and R.sub.3 and R.sub.4, together with the nitrogen atom to which each of said respective pairs is attached, form a ring having 2-6 carbon atoms or a ring having 2-6 carbon atoms and a heteroatom other than nitrogen;
- X.sup..crclbar. is an inorganic or organic acid anion;
- m is 2 or 3; and
- A represents --(CH.sub.2).sub.n --O--(CH.sub.2).sub.n -- wherein n is 2 or 3, --CH.sub.2 --C.sub.6 H.sub.4 --CH.sub.2 --, --CH.sub.2 --CHOH--CH.sub.2 --, --(CH.sub.2).sub.p -- wherein p is 2 to 18 or --(CH.sub.2).sub.n.sbsb.1 --CH.dbd.CH--(CH.sub.2).sub.n.sbsb.2 -- wherein n.sub.1 and n.sub.2 are integers including zero, the sum of n.sub.1 and n.sub.2 being at most 16.
- 23. An oxidizing composition capable of reforming open S--S bonds of hair keratin and free of an anionic polymer for use in the second stage of a permanent wave operation wherein the S--S bonds of hair keratin, previously opened by contact with a reducing agent capable of opening the S--S bonds of the hair keratin, are reformed, said oxidizing composition comprising an oxidizing agent capable of reforming open S--S bonds of hair keratin in an amount effective to reform said S--S bonds of the hair keratin and at least one polymer having units of the formula ##STR19##
Priority Claims (5)
Number |
Date |
Country |
Kind |
78 17899 |
Jun 1978 |
FRX |
|
195741 |
Jun 1979 |
BEX |
|
68281 A/79 |
Jun 1979 |
ITX |
|
5592/79 |
Jun 1979 |
CHX |
|
79 30586 |
Dec 1979 |
FRX |
|
Parent Case Info
This is a division of application Ser. No. 158,271 filed June 10, 1980, now U.S. Pat. No. 4,384,202; and a continuation-in-part of application Ser. No. 048,585 filed June 13, 1979, now abandoned.
US Referenced Citations (10)
Foreign Referenced Citations (3)
Number |
Date |
Country |
1508215 |
Apr 1978 |
GBX |
1513672 |
Jun 1978 |
GBX |
2000164 |
Jan 1979 |
GBX |
Divisions (1)
|
Number |
Date |
Country |
Parent |
158271 |
Jun 1980 |
|
Continuation in Parts (1)
|
Number |
Date |
Country |
Parent |
48585 |
Jun 1979 |
|