Hair processing agent and method for permanent waving hair

Patent metadata

Field	Value
Publication number	US-8961946-B2
Application number	US-79282805-A
Country	US
Kind code	B2
Filing date	Dec 20, 2005
Priority date	Dec 20, 2004
Publication date	Feb 24, 2015
Grant date	Feb 24, 2015

Abstract

Provided are hair processing agents capable of permanent waving hair even at a neutral to weakly acidic pH range that causes less irritation to the skin, and hair processing agents in which an unpleasant odor is masked. Hair processing agents contain at least one compound represented by the formula (2). Hair processing agents contain a compound of the formula (2) and at least one compound (ii) selected from thioglycolic acid, thiolactic acid, cysteine, acetylcysteine, cysteamine, acylcysteamine, salts thereof and ester derivatives thereof. Hair processing agents contain a compound of the formula (2), a surfactant and water, and are emulsified. Hair processing agents contain a compound of the formula (2) and a specific perfume. wherein X is a structure selected from —O—, —S—, —NH— and —NR 1 —; R 1 is an alkyl group of 1 to 6 carbon atoms; Y is an oxygen atom or a sulfur atom; in the formula (1), Z is a divalent organic residue having at least one mercapto group; in the formula (2), R is a divalent organic residue optionally having a mercapto group; and R 2 is a hydrogen atom or an alkyl group of 1 to 6 carbon atoms.

First claim

The invention claimed is:

1. A hair processing agent comprising water as solvent and at at least one compound represented by the following formula (2):

wherein X is a structure selected from the group consisting of —O—, —S—, —NH— and —NR 1 —; R 1 is an alkyl group of 1 to 6 carbon atoms; Y is an oxygen atom or a sulfur atom; R 2 is a hydrogen atom or an alkyl group of 1 to 6 carbons atoms; and R is an alkylene group having a main chain which has 2 to 6 carbon atoms and optionally having one or more mercapto groups;
wherein the pH of the hair processing agent is in the range of 2.5 to 8.7.

2. The hair processing agent according to claim 1 , wherein X in the formula (2) is —O—, —NH—, —NCH 3 — or —S—.

3. The hair processing agent according to claim 1 , wherein Y in the formula (2) is an oxygen atom.

4. The hair processing agent according to claim 1 , wherein the compound represented by the formula (2) is at least one compound selected from the group consisting of 2-mercapto-4-butyrolactone (another name; 2-mercapto-4-butanolide), 2-mercapto-4-butyrothiolactone, 2-mercapto-4-butyrolactam, N-methyl-2-mercapto-4-butyrolactam, N-ethyl-2-mercapto-4-butyrolactam, N-(2-methoxy)ethyl-2-mercapto-4-butyrolactam, N-(2-ethoxy)ethyl-2-mercapto-4-butyrolactam, 2-mercapto-4-methyl-4-butyrolactone, 2-mercapto-4-ethyl-4-butyrolactone, 2-mercapto-5-valerolactone, 2-mercapto-5-valerolactam, N-methyl-2-mercapto-5-valerolactam, N-ethyl-2-mercapto-5-valerolactam, N-(2-methoxy)ethyl-2-mercapto-5-valerolactam, N-(2-ethoxy)ethyl-2-mercapto-5-valerolactam and 2-mercapto-6-hexanolactam.

5. The hair processing agent according to claim 1 , wherein the content of the compound represented by the formula (2) is 0.2 to 30% by mass as a content of reducing substance in terms of thioglycolic acid.

6. A hair processing agent comprising:
(i) at least one compound represented by the following formula (2):

wherein X is a structure selected from the group consisting of —O—, —S—, —NH— and —NR 1 —; R 1 is an alkyl group of 1 to 6 carbon atoms, methoxy ethyl group or ethoxy ethyl group; R 2 is a hydrogen atom or an alkyl group of 1 to 6 carbon atoms; Y is an oxygen atom or a sulfur atom; and R is a divalent organic residue optionally having a mercapto group, wherein the divalent organic residue is an alkylene group having a main chain which has 2 to 6 carbon atoms;
(ii) at least one compound selected from the group consisting of thioglycolic acid, thiolactic acid, cysteine, cysteamine, dithioglycol, sulfurous acid, salts thereof, ester derivatives thereof and amide derivatives thereof; and
(iii) water as solvent,
wherein in pH of the hair processing agent is in the range of 2.5 to 8.7.

7. The hair processing agent according to claim 6 , wherein the content of the compound (ii) is 0.01 to 50% by mol relative to the compounds (i) and (ii) combined ((ii)/i+ii)).

8. The hair processing agent according to claim 6 , wherein the compound (ii) is cysteamine, a salt thereof, or an ester derivative thereof.

9. The hair processing agent according to claim 6 , wherein the total content of the compounds (i) and (ii) is 0.2 to 30% by mass as a content of reducing substance in terms of thioglycolic acid.

10. A hair processing agent comprising a compound represented by the following formula (2), a surfactant and water, said hair processing agent being emulsified;

wherein X is a structure selected from the group consisting of —O—, —S—, —NH— and —NR 1 —; R 1 is an alkyl group of 1 to 6 carbon atoms, methoxy ethyl group or ethoxy ethyl group; R 2 is a hydrogen atom or an alkyl group of 1 to 6 carbon atoms; Y is an oxygen atom or a sulfur atom; and R is a divalent organic residue optionally having a mercapto group, wherein the divalent organic residue is an alkylene group having a main chain which has 2 to 6 carbon atoms,
wherein the pH of the hair processing agent is in the range of 2.5 to 8.7.

11. The hair processing agent according to claim 10 , wherein the surfactant is at least one type selected from the group consisting of nonionic surfactant, cationic surfactant, anionic surfactant, amphoteric surfactant, polymeric surfactant and biosurfactant.

12. The hair processing agent according to claim 11 , wherein the nonionic surfactant is at least one compound selected from the group consisting of polyoxyethylene alkyl ethers, polyoxyethylene alkenyl ethers and polyoxyethylene alkylphenyl ethers containing 10 to 100 moles of polyoxyethylene added.

13. The hair processing agent according to claim 11 , wherein the nonionic surfactant is a silicone nonionic surfactant.

14. The hair processing agent according to claim 11 , wherein the biosurfactant has a lipopeptide structure.

15. The hair processing agent according to claim 10 , wherein the content of the compound represented by the formula (2) is 0.2 to 30% by mass as a content of reducing substance in thioglycolic acid.

16. The hair processing agent according to claim 10 , wherein the surfactant is contained in an amount of 0.1 to 20% by mass.

17. A hair processing agent comprising:
(i) at least one compound represented by the following formula (2):

wherein X is a structure selected from the group consisting of —O—, —S—, —NH— and —NR 1 —; R 1 is an alkyl group of 1 to 6 carbon atoms, methoxy ethyl group or ethoxy ethyl group; R 2 is a hydrogen atom or an alkyl group of 1 to 6 carbon atoms; Y is an oxygen atom or a sulfur atom; and R is a divalent organic residue optionally having a mercapto group, wherein the divalent organic residue is an alkylene group having a main chain which has 2 to 6 carbon atoms;
(ii) at least one perfume selected from the group consisting of (A) hydrocarbons, (B) alcohols, (C) phenols, (D) aldehydes and/or acetals, (E) ketones and/or ketals, (F) ethers, (G) synthetic musks, (H) acids, (I) lactones, (J) esters, (K) nitrogen-containing and/or sulfur-containing and/or halogen-containing compounds, and (L) natural perfumes; and
(iii) water as solvent;
wherein the pH of the hair processing agent is in the range of 2.5 to 8.7.

18. The hair processing agent according to claim 17 , wherein the perfume (ii) is at least one perfume selected from the group consisting of acetyl diisoamylene, anise alcohol, undecalactone, ethyl maltol, orange oil, camphor, geraniol, geranyl nitrile, dimethyl octanol, cyclopentadecanolide, citral, citronellal, dimethyl octenol, methyl dihydrojasmonate, dihydromyrcenol, cinnamic alcohol, spearmint oil, damascone, tansy oil, Triplal, trimethyl undecadienal, γ-decalactone, trimethyl hexenal, nerol, nerolidol, γ-nonalactone, basil oil, pinene, phenylethyl alcohol, phenyl propanal, fenchyl alcohol, hexenal, cis-3-hexenol, peppermint oil, bergamot oil, benzyl formate, benzaldehyde, borneol, methyl ionone, methyl cinnamic aldehyde, methoxy citronellal, menthanol, menthol, menthone, lime oil, raspberry ketone, linalool, linalool oxide, limonene, lemon oil, rosephenone, butylcyclohexyl acetate, isobornyl acetate, dimethyl phenyl ethyl carbinyl acetate, dimethyl benzyl carbinyl acetate, 4-(1-ethoxyvinyl)-3,3,5,5-tetramethylcyclo

Assignees

• Shibuya Akira
• Aoki Hidemasa
• Saito Makoto
• Kamachi Motoaki
• Tsuchiya Atsushi
• Okamura Akio
• Showa Denko Kk

Inventors

• Shibuya Akira
• Aoki Hidemasa
• Saito Makoto
• Kamachi Motoaki
• Tsuchiya Atsushi
• Okamura Akio

Classifications

• A61K8/4933 Primary

  having sulfur as an exocyclic substituent, e.g. pyridinethione · CPC title

• A61Q5/04

  Preparations for permanent waving or straightening the hair · CPC title

• A61K8/49 Primary

  containing heterocyclic compounds · CPC title