JP2009537620A5 - - Google Patents
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- JP2009537620A5 JP2009537620A5 JP2009511551A JP2009511551A JP2009537620A5 JP 2009537620 A5 JP2009537620 A5 JP 2009537620A5 JP 2009511551 A JP2009511551 A JP 2009511551A JP 2009511551 A JP2009511551 A JP 2009511551A JP 2009537620 A5 JP2009537620 A5 JP 2009537620A5
- Authority
- JP
- Japan
- Prior art keywords
- acid
- hydroxy
- hair
- temperature
- textiles
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
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- 210000004209 hair Anatomy 0.000 claims description 71
- 239000000203 mixture Substances 0.000 claims description 50
- 239000004753 textile Substances 0.000 claims description 30
- 230000002040 relaxant effect Effects 0.000 claims description 27
- 102000011782 Keratins Human genes 0.000 claims description 25
- 108010076876 Keratins Proteins 0.000 claims description 25
- 238000000034 method Methods 0.000 claims description 25
- 238000010438 heat treatment Methods 0.000 claims description 18
- 239000002253 acid Substances 0.000 claims description 10
- 150000001875 compounds Chemical class 0.000 claims description 10
- -1 lactate 2 -hydroxyisobutyric acid 2-hydroxy--n- butyric acid Glycerin Chemical compound 0.000 claims description 10
- 229940061720 alpha hydroxy acid Drugs 0.000 claims description 9
- 150000001280 alpha hydroxy acids Chemical class 0.000 claims description 9
- 239000013543 active substance Substances 0.000 claims description 8
- 125000000896 monocarboxylic acid group Chemical group 0.000 claims description 7
- 150000003839 salts Chemical class 0.000 claims description 7
- 239000012453 solvate Substances 0.000 claims description 7
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 claims description 4
- RGHNJXZEOKUKBD-SQOUGZDYSA-N Gluconic acid Natural products OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O RGHNJXZEOKUKBD-SQOUGZDYSA-N 0.000 claims description 4
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 claims description 4
- ROBFUDYVXSDBQM-UHFFFAOYSA-N hydroxymalonic acid Chemical compound OC(=O)C(O)C(O)=O ROBFUDYVXSDBQM-UHFFFAOYSA-N 0.000 claims description 4
- 239000001630 malic acid Substances 0.000 claims description 4
- 235000011090 malic acid Nutrition 0.000 claims description 4
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 3
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims description 3
- QXKAIJAYHKCRRA-JJYYJPOSSA-N D-arabinonic acid Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)C(O)=O QXKAIJAYHKCRRA-JJYYJPOSSA-N 0.000 claims description 3
- RGHNJXZEOKUKBD-UHFFFAOYSA-N D-gluconic acid Natural products OCC(O)C(O)C(O)C(O)C(O)=O RGHNJXZEOKUKBD-UHFFFAOYSA-N 0.000 claims description 3
- 125000004122 cyclic group Chemical group 0.000 claims description 3
- 239000000174 gluconic acid Substances 0.000 claims description 3
- 235000012208 gluconic acid Nutrition 0.000 claims description 3
- LVRFTAZAXQPQHI-RXMQYKEDSA-N (R)-2-hydroxy-4-methylpentanoic acid Chemical compound CC(C)C[C@@H](O)C(O)=O LVRFTAZAXQPQHI-RXMQYKEDSA-N 0.000 claims description 2
- WTHNQGZHLLFAIS-UHFFFAOYSA-N OC(C(=O)O)C(C)(C)C.OC(C(=O)O)CCCC Chemical compound OC(C(=O)O)C(C)(C)C.OC(C(=O)O)CCCC WTHNQGZHLLFAIS-UHFFFAOYSA-N 0.000 claims description 2
- LVRFTAZAXQPQHI-UHFFFAOYSA-N alpha-hydroxyisocaproic acid Natural products CC(C)CC(O)C(O)=O LVRFTAZAXQPQHI-UHFFFAOYSA-N 0.000 claims description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 2
- 125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 claims description 2
- 125000004043 oxo group Chemical group O=* 0.000 claims description 2
- LXVSANCQXSSLPA-UHFFFAOYSA-N 2-Ethyl-2-hydroxy-butyric acid Chemical compound CCC(O)(CC)C(O)=O LXVSANCQXSSLPA-UHFFFAOYSA-N 0.000 claims 2
- 239000004020 conductor Substances 0.000 claims 2
- PEPZJNACDBHXCI-UHFFFAOYSA-N 2-hydroxyacetic acid;oxalic acid Chemical compound OCC(O)=O.OC(=O)C(O)=O PEPZJNACDBHXCI-UHFFFAOYSA-N 0.000 claims 1
- NYHNVHGFPZAZGA-UHFFFAOYSA-N 2-hydroxyhexanoic acid Chemical compound CCCCC(O)C(O)=O NYHNVHGFPZAZGA-UHFFFAOYSA-N 0.000 claims 1
- BTJFTHOOADNOOS-UHFFFAOYSA-N 2-hydroxynonanoic acid Chemical compound CCCCCCCC(O)C(O)=O BTJFTHOOADNOOS-UHFFFAOYSA-N 0.000 claims 1
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 22
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 18
- 229910052742 iron Inorganic materials 0.000 description 11
- 238000013459 approach Methods 0.000 description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 10
- CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 description 10
- 239000002585 base Substances 0.000 description 8
- 239000003638 chemical reducing agent Substances 0.000 description 8
- 150000004723 keto acid derivatives Chemical class 0.000 description 8
- OFZKYQYOBLPIPO-UHFFFAOYSA-N guanidine;hydrate Chemical compound O.NC(N)=N OFZKYQYOBLPIPO-UHFFFAOYSA-N 0.000 description 7
- 150000003573 thiols Chemical class 0.000 description 7
- 239000002537 cosmetic Substances 0.000 description 6
- 150000004679 hydroxides Chemical class 0.000 description 6
- 238000007493 shaping process Methods 0.000 description 6
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical class OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 5
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 5
- ZZTCCAPMZLDHFM-UHFFFAOYSA-N ammonium thioglycolate Chemical compound [NH4+].[O-]C(=O)CS ZZTCCAPMZLDHFM-UHFFFAOYSA-N 0.000 description 5
- 229940075861 ammonium thioglycolate Drugs 0.000 description 5
- 239000004202 carbamide Substances 0.000 description 5
- 239000003518 caustics Substances 0.000 description 5
- 210000004761 scalp Anatomy 0.000 description 5
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical class [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 5
- LCTONWCANYUPML-UHFFFAOYSA-N Pyruvic acid Chemical compound CC(=O)C(O)=O LCTONWCANYUPML-UHFFFAOYSA-N 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 238000009472 formulation Methods 0.000 description 4
- DWPCPZJAHOETAG-UHFFFAOYSA-N meso-lanthionine Natural products OC(=O)C(N)CSCC(N)C(O)=O DWPCPZJAHOETAG-UHFFFAOYSA-N 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 3
- UQBOJOOOTLPNST-UHFFFAOYSA-N Dehydroalanine Chemical compound NC(=C)C(O)=O UQBOJOOOTLPNST-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 3
- 230000009471 action Effects 0.000 description 3
- 150000001408 amides Chemical group 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 238000003776 cleavage reaction Methods 0.000 description 3
- 239000006071 cream Substances 0.000 description 3
- 239000003814 drug Substances 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 230000007062 hydrolysis Effects 0.000 description 3
- 238000006460 hydrolysis reaction Methods 0.000 description 3
- 235000000396 iron Nutrition 0.000 description 3
- 230000007794 irritation Effects 0.000 description 3
- 230000009467 reduction Effects 0.000 description 3
- 230000007017 scission Effects 0.000 description 3
- VBUYCZFBVCCYFD-NUNKFHFFSA-N 2-dehydro-L-idonic acid Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)C(=O)C(O)=O VBUYCZFBVCCYFD-NUNKFHFFSA-N 0.000 description 2
- RILPIWOPNGRASR-UHFFFAOYSA-N 2-hydroxy-3-methylpentanoic acid Chemical compound CCC(C)C(O)C(O)=O RILPIWOPNGRASR-UHFFFAOYSA-N 0.000 description 2
- PMNLUUOXGOOLSP-UHFFFAOYSA-N 2-mercaptopropanoic acid Chemical compound CC(S)C(O)=O PMNLUUOXGOOLSP-UHFFFAOYSA-N 0.000 description 2
- XFKRHOFAIKONRQ-UHFFFAOYSA-N 2-oxobutanoic acid;2-oxopropanoic acid Chemical compound CC(=O)C(O)=O.CCC(=O)C(O)=O XFKRHOFAIKONRQ-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- VBUYCZFBVCCYFD-UHFFFAOYSA-N D-arabino-2-Hexulosonic acid Natural products OCC(O)C(O)C(O)C(=O)C(O)=O VBUYCZFBVCCYFD-UHFFFAOYSA-N 0.000 description 2
- BWGNESOTFCXPMA-UHFFFAOYSA-N Dihydrogen disulfide Chemical compound SS BWGNESOTFCXPMA-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- LEVWYRKDKASIDU-IMJSIDKUSA-N L-cystine Chemical compound [O-]C(=O)[C@@H]([NH3+])CSSC[C@H]([NH3+])C([O-])=O LEVWYRKDKASIDU-IMJSIDKUSA-N 0.000 description 2
- JVTAAEKCZFNVCJ-REOHCLBHSA-N L-lactic acid Chemical compound C[C@H](O)C(O)=O JVTAAEKCZFNVCJ-REOHCLBHSA-N 0.000 description 2
- RZCHTMXTKQHYDT-UHFFFAOYSA-N N-Lactoyl ethanolamine Chemical compound CC(O)C(=O)NCCO RZCHTMXTKQHYDT-UHFFFAOYSA-N 0.000 description 2
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 2
- 239000012190 activator Substances 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 2
- 238000007068 beta-elimination reaction Methods 0.000 description 2
- 238000010504 bond cleavage reaction Methods 0.000 description 2
- 229960003067 cystine Drugs 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 230000006872 improvement Effects 0.000 description 2
- SXQFCVDSOLSHOQ-UHFFFAOYSA-N lactamide Chemical compound CC(O)C(N)=O SXQFCVDSOLSHOQ-UHFFFAOYSA-N 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- 230000000670 limiting effect Effects 0.000 description 2
- PWHWWMHNXSWQLD-UHFFFAOYSA-N n-ethyl-2-hydroxypropanamide Chemical compound CCNC(=O)C(C)O PWHWWMHNXSWQLD-UHFFFAOYSA-N 0.000 description 2
- 235000019645 odor Nutrition 0.000 description 2
- 230000002688 persistence Effects 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 239000011252 protective cream Substances 0.000 description 2
- FPOLWERNILTNDK-UHFFFAOYSA-N pyruvamide Chemical compound CC(=O)C(N)=O FPOLWERNILTNDK-UHFFFAOYSA-N 0.000 description 2
- 229940107700 pyruvic acid Drugs 0.000 description 2
- 239000011975 tartaric acid Substances 0.000 description 2
- 235000002906 tartaric acid Nutrition 0.000 description 2
- 125000003396 thiol group Chemical group [H]S* 0.000 description 2
- QBYIENPQHBMVBV-HFEGYEGKSA-N (2R)-2-hydroxy-2-phenylacetic acid Chemical compound O[C@@H](C(O)=O)c1ccccc1.O[C@@H](C(O)=O)c1ccccc1 QBYIENPQHBMVBV-HFEGYEGKSA-N 0.000 description 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 description 1
- RBNPOMFGQQGHHO-UHFFFAOYSA-N -2,3-Dihydroxypropanoic acid Natural products OCC(O)C(O)=O RBNPOMFGQQGHHO-UHFFFAOYSA-N 0.000 description 1
- BTWNEJOURYOHME-UHFFFAOYSA-N 1,3-thiazol-2-ylhydrazine Chemical compound NNC1=NC=CS1 BTWNEJOURYOHME-UHFFFAOYSA-N 0.000 description 1
- JJABOWZNFOCHMN-UHFFFAOYSA-N 1-hydroxycyclopentane-1-carboxylic acid Chemical compound OC(=O)C1(O)CCCC1 JJABOWZNFOCHMN-UHFFFAOYSA-N 0.000 description 1
- IGTPVRVVGXEIQI-UHFFFAOYSA-N 2-hydroxy-3-(4-hydroxyphenyl)propanoic acid 2-hydroxy-2-(3-methoxyphenyl)acetic acid 2-hydroxy-2-(4-methoxyphenyl)acetic acid Chemical compound COC1=CC=C(C(O)C(O)=O)C=C1.COC1=CC=CC(C(O)C(O)=O)=C1.OC(=O)C(O)CC1=CC=C(O)C=C1 IGTPVRVVGXEIQI-UHFFFAOYSA-N 0.000 description 1
- YEBLAXBYYVCOLT-UHFFFAOYSA-N 2-hydroxy-n,n-dimethylpropanamide Chemical compound CC(O)C(=O)N(C)C YEBLAXBYYVCOLT-UHFFFAOYSA-N 0.000 description 1
- GJSSPGFIYUGPKI-UHFFFAOYSA-N 2-oxopentanedioic acid;dihydrate Chemical compound O.O.OC(=O)CCC(=O)C(O)=O GJSSPGFIYUGPKI-UHFFFAOYSA-N 0.000 description 1
- ITTQLBHCAOHRIG-UHFFFAOYSA-N 3-bromo-2-oxopropanoic acid 3-(4-hydroxyphenyl)-2-oxopropanoic acid 2-(1H-indol-3-yl)-2-oxoacetic acid 2-oxoheptanedioic acid 2-oxohexanedioic acid 2-oxooctanoic acid 2-oxo-3-phenylpropanoic acid Chemical compound OC(=O)C(=O)CBr.CCCCCCC(=O)C(O)=O.OC(=O)CCCC(=O)C(O)=O.OC(=O)CCCCC(=O)C(O)=O.OC(=O)C(=O)CC1=CC=CC=C1.OC(=O)C(=O)CC1=CC=C(O)C=C1.C1=CC=C2C(C(=O)C(=O)O)=CNC2=C1 ITTQLBHCAOHRIG-UHFFFAOYSA-N 0.000 description 1
- OSLCJYYQMKPZHU-UHFFFAOYSA-N 3-chlorolactic acid Chemical compound ClCC(O)C(O)=O OSLCJYYQMKPZHU-UHFFFAOYSA-N 0.000 description 1
- VOXXWSYKYCBWHO-UHFFFAOYSA-N 3-phenyllactic acid Chemical compound OC(=O)C(O)CC1=CC=CC=C1 VOXXWSYKYCBWHO-UHFFFAOYSA-N 0.000 description 1
- ANFCJIJBHDSROR-UHFFFAOYSA-N 4-amino-2-hydroxybutanoic acid 3-amino-2-hydroxypropanoic acid 2,3-dihydroxypropanoic acid 1-hydroxycyclohexane-1-carboxylic acid 2-hydroxy-2-methylbutanoic acid 2-hydroxy-3-methylbutanoic acid 2-hydroxypentanoic acid Chemical compound NCC(O)C(O)=O.OCC(O)C(O)=O.CCCC(O)C(O)=O.CCC(C)(O)C(O)=O.CC(C)C(O)C(O)=O.NCCC(O)C(O)=O.OC(=O)C1(O)CCCCC1 ANFCJIJBHDSROR-UHFFFAOYSA-N 0.000 description 1
- SZHQWMVGNVSPLB-SQGDDOFFSA-N C(C(O)C)(=O)O.C([C@@H](O)C)(=O)O.C(C(=O)O)(=O)O.C(CO)(=O)O Chemical compound C(C(O)C)(=O)O.C([C@@H](O)C)(=O)O.C(C(=O)O)(=O)O.C(CO)(=O)O SZHQWMVGNVSPLB-SQGDDOFFSA-N 0.000 description 1
- UHRHBDSFHRVMBR-UHFFFAOYSA-N C(C)C(C(=O)O)(CC)O.OC1(C(CC1)O)C(=O)O Chemical compound C(C)C(C(=O)O)(CC)O.OC1(C(CC1)O)C(=O)O UHRHBDSFHRVMBR-UHFFFAOYSA-N 0.000 description 1
- NJPSVHZZLQEHLX-UHFFFAOYSA-N CN(C(C(=O)C)=O)C.C(C)NC(C(=O)C)=O.CNC(C(=O)C)=O Chemical compound CN(C(C(=O)C)=O)C.C(C)NC(C(=O)C)=O.CNC(C(=O)C)=O NJPSVHZZLQEHLX-UHFFFAOYSA-N 0.000 description 1
- 241001340526 Chrysoclista linneella Species 0.000 description 1
- XFTRTWQBIOMVPK-YFKPBYRVSA-N Citramalic acid Natural products OC(=O)[C@](O)(C)CC(O)=O XFTRTWQBIOMVPK-YFKPBYRVSA-N 0.000 description 1
- 229930182843 D-Lactic acid Natural products 0.000 description 1
- RGHNJXZEOKUKBD-SQOUGZDYSA-M D-gluconate Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O RGHNJXZEOKUKBD-SQOUGZDYSA-M 0.000 description 1
- JVTAAEKCZFNVCJ-UWTATZPHSA-N D-lactic acid Chemical compound C[C@@H](O)C(O)=O JVTAAEKCZFNVCJ-UWTATZPHSA-N 0.000 description 1
- 208000001840 Dandruff Diseases 0.000 description 1
- PQUCIEFHOVEZAU-UHFFFAOYSA-N Diammonium sulfite Chemical compound [NH4+].[NH4+].[O-]S([O-])=O PQUCIEFHOVEZAU-UHFFFAOYSA-N 0.000 description 1
- 229920001908 Hydrogenated starch hydrolysate Polymers 0.000 description 1
- XUJNEKJLAYXESH-REOHCLBHSA-N L-Cysteine Chemical compound SC[C@H](N)C(O)=O XUJNEKJLAYXESH-REOHCLBHSA-N 0.000 description 1
- DWPCPZJAHOETAG-IMJSIDKUSA-N L-lanthionine Chemical group OC(=O)[C@@H](N)CSC[C@H](N)C(O)=O DWPCPZJAHOETAG-IMJSIDKUSA-N 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- TVKPPHBOPZWZEH-UHFFFAOYSA-N O.O.OC(=O)CCC(=O)C(O)=O.OC(=O)C(=O)C1=CC=CC=C1C(O)=O.C1=CC=C2C(CC(=O)C(=O)O)=CNC2=C1 Chemical compound O.O.OC(=O)CCC(=O)C(O)=O.OC(=O)C(=O)C1=CC=CC=C1C(O)=O.C1=CC=C2C(CC(=O)C(=O)O)=CNC2=C1 TVKPPHBOPZWZEH-UHFFFAOYSA-N 0.000 description 1
- QBNJUQNLCJGYEX-UHFFFAOYSA-N OC(C(=O)O)CC.OC(C(=O)O)(C)C.OC(C(=O)O)C=C.OC1(CC1)C(=O)O.C(C(O)C)(=O)O.C(C(=O)O)(=O)O.C(CO)(=O)O Chemical compound OC(C(=O)O)CC.OC(C(=O)O)(C)C.OC(C(=O)O)C=C.OC1(CC1)C(=O)O.C(C(O)C)(=O)O.C(C(=O)O)(=O)O.C(CO)(=O)O QBNJUQNLCJGYEX-UHFFFAOYSA-N 0.000 description 1
- JYZHYKCAPMTBLP-UHFFFAOYSA-N OC(C(=O)O)CCSC.C(CC(O)(C(=O)O)CC(=O)O)(=O)O.C(C(O)C(O)C(=O)O)(=O)O Chemical compound OC(C(=O)O)CCSC.C(CC(O)(C(=O)O)CC(=O)O)(=O)O.C(C(O)C(O)C(=O)O)(=O)O JYZHYKCAPMTBLP-UHFFFAOYSA-N 0.000 description 1
- 108010009736 Protein Hydrolysates Proteins 0.000 description 1
- IWYDHOAUDWTVEP-UHFFFAOYSA-N R-2-phenyl-2-hydroxyacetic acid Natural products OC(=O)C(O)C1=CC=CC=C1 IWYDHOAUDWTVEP-UHFFFAOYSA-N 0.000 description 1
- 101100054666 Streptomyces halstedii sch3 gene Proteins 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 229920000615 alginic acid Polymers 0.000 description 1
- 239000000783 alginic acid Substances 0.000 description 1
- 229960001126 alginic acid Drugs 0.000 description 1
- 150000004724 alpha keto acid derivatives Chemical class 0.000 description 1
- 210000000077 angora Anatomy 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 1
- 239000000920 calcium hydroxide Substances 0.000 description 1
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 1
- STIAPHVBRDNOAJ-UHFFFAOYSA-N carbamimidoylazanium;carbonate Chemical compound NC(N)=N.NC(N)=N.OC(O)=O STIAPHVBRDNOAJ-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 210000000085 cashmere Anatomy 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- XFTRTWQBIOMVPK-UHFFFAOYSA-N citramalic acid Chemical compound OC(=O)C(O)(C)CC(O)=O XFTRTWQBIOMVPK-UHFFFAOYSA-N 0.000 description 1
- 239000008139 complexing agent Substances 0.000 description 1
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 1
- UFULAYFCSOUIOV-UHFFFAOYSA-N cysteamine Chemical compound NCCS UFULAYFCSOUIOV-UHFFFAOYSA-N 0.000 description 1
- XUJNEKJLAYXESH-UHFFFAOYSA-N cysteine Natural products SCC(N)C(O)=O XUJNEKJLAYXESH-UHFFFAOYSA-N 0.000 description 1
- 235000018417 cysteine Nutrition 0.000 description 1
- 125000000151 cysteine group Chemical group N[C@@H](CS)C(=O)* 0.000 description 1
- 229940022769 d- lactic acid Drugs 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 230000035614 depigmentation Effects 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- BZCOSCNPHJNQBP-OWOJBTEDSA-N dihydroxyfumaric acid Chemical compound OC(=O)C(\O)=C(/O)C(O)=O BZCOSCNPHJNQBP-OWOJBTEDSA-N 0.000 description 1
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| KR101368829B1 (ko) | 2011-03-08 | 2014-03-03 | 소망화장품주식회사 | 일욕식 퍼머넌트 웨이브용 및 스트레이트너용 용제 조성물 |
| US8607724B2 (en) * | 2011-06-07 | 2013-12-17 | Gyro-Gale Corporation | Rudder assembly with a deflectable trailing tab |
| SG11201506756SA (en) | 2013-02-28 | 2015-09-29 | Kao Corp | Composition and process for semi-permanent straightening of the hair |
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2006
- 2006-05-24 FR FR0651909A patent/FR2901471B1/fr not_active Expired - Lifetime
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2007
- 2007-05-23 JP JP2009511551A patent/JP5524611B2/ja active Active
- 2007-05-23 WO PCT/FR2007/000872 patent/WO2007135299A1/fr not_active Ceased
- 2007-05-23 US US12/301,840 patent/US20100300471A1/en not_active Abandoned
- 2007-05-23 BR BRPI0711197A patent/BRPI0711197B1/pt active IP Right Grant
- 2007-05-23 ES ES07765948.0T patent/ES2609256T3/es active Active
- 2007-05-23 ES ES16166906T patent/ES2757380T3/es active Active
- 2007-05-23 EP EP07765948.0A patent/EP2029237B1/fr active Active
- 2007-05-23 EP EP16166906.4A patent/EP3141284B1/fr active Active
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2013
- 2013-01-29 US US13/752,652 patent/US8906352B2/en active Active
- 2013-01-29 US US13/752,663 patent/US10561216B2/en active Active
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2014
- 2014-04-10 JP JP2014080888A patent/JP5934278B2/ja active Active
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2015
- 2015-11-27 US US14/953,174 patent/US20160074296A1/en active Pending
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2016
- 2016-10-18 US US15/296,366 patent/US9743736B2/en active Active
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2017
- 2017-07-27 US US15/661,695 patent/US11013306B2/en active Active
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2020
- 2020-01-27 US US16/773,863 patent/US20200229571A1/en not_active Abandoned
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