JP7143281B2 - 方法、組成物、及びそれに関連した使用 - Google Patents
方法、組成物、及びそれに関連した使用 Download PDFInfo
- Publication number
- JP7143281B2 JP7143281B2 JP2019511478A JP2019511478A JP7143281B2 JP 7143281 B2 JP7143281 B2 JP 7143281B2 JP 2019511478 A JP2019511478 A JP 2019511478A JP 2019511478 A JP2019511478 A JP 2019511478A JP 7143281 B2 JP7143281 B2 JP 7143281B2
- Authority
- JP
- Japan
- Prior art keywords
- composition
- aldehyde
- acid
- carbon atoms
- hydroxybutanal
- 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.)
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- 239000000203 mixture Substances 0.000 title claims description 290
- 238000000034 method Methods 0.000 title claims description 77
- 150000001299 aldehydes Chemical class 0.000 claims description 136
- -1 succinimidyl ester Chemical class 0.000 claims description 125
- 125000004432 carbon atom Chemical group C* 0.000 claims description 111
- 210000004209 hair Anatomy 0.000 claims description 102
- 239000000463 material Substances 0.000 claims description 59
- 239000002738 chelating agent Substances 0.000 claims description 57
- BSABBBMNWQWLLU-UHFFFAOYSA-N lactaldehyde Chemical compound CC(O)C=O BSABBBMNWQWLLU-UHFFFAOYSA-N 0.000 claims description 49
- 150000003839 salts Chemical class 0.000 claims description 48
- 150000001412 amines Chemical class 0.000 claims description 39
- QKUACYKHLMFAGS-UHFFFAOYSA-N 2-hydroxyoctanal Chemical compound CCCCCCC(O)C=O QKUACYKHLMFAGS-UHFFFAOYSA-N 0.000 claims description 37
- 239000002253 acid Substances 0.000 claims description 37
- 239000001257 hydrogen Substances 0.000 claims description 34
- 229910052739 hydrogen Inorganic materials 0.000 claims description 34
- HSJKGGMUJITCBW-UHFFFAOYSA-N 3-hydroxybutanal Chemical compound CC(O)CC=O HSJKGGMUJITCBW-UHFFFAOYSA-N 0.000 claims description 32
- QPCDCPDFJACHGM-UHFFFAOYSA-N N,N-bis{2-[bis(carboxymethyl)amino]ethyl}glycine Chemical group OC(=O)CN(CC(O)=O)CCN(CC(=O)O)CCN(CC(O)=O)CC(O)=O QPCDCPDFJACHGM-UHFFFAOYSA-N 0.000 claims description 30
- 229960003330 pentetic acid Drugs 0.000 claims description 29
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 claims description 26
- 230000008901 benefit Effects 0.000 claims description 23
- 150000001735 carboxylic acids Chemical class 0.000 claims description 23
- UIKQNMXWCYQNCS-UHFFFAOYSA-N 2-hydroxybutanal Chemical compound CCC(O)C=O UIKQNMXWCYQNCS-UHFFFAOYSA-N 0.000 claims description 19
- BRZMRZVKWQWYPJ-UHFFFAOYSA-N 2-hydroxy caproaldehyde Chemical compound CCCCC(O)C=O BRZMRZVKWQWYPJ-UHFFFAOYSA-N 0.000 claims description 17
- PIAOXUVIBAKVSP-UHFFFAOYSA-N γ-hydroxybutyraldehyde Chemical compound OCCCC=O PIAOXUVIBAKVSP-UHFFFAOYSA-N 0.000 claims description 16
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical group [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 15
- 230000003750 conditioning effect Effects 0.000 claims description 14
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical class OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 13
- KJVPFIVHXBTQFR-UHFFFAOYSA-N 2-hydroxydecanal Chemical compound CCCCCCCCC(O)C=O KJVPFIVHXBTQFR-UHFFFAOYSA-N 0.000 claims description 12
- FYSCBZIHUQWAJS-UHFFFAOYSA-N 2-hydroxydodecanal Chemical compound CCCCCCCCCCC(O)C=O FYSCBZIHUQWAJS-UHFFFAOYSA-N 0.000 claims description 12
- UBWNOEIVXIUBGD-UHFFFAOYSA-N 2-hydroxytetradecanal Chemical compound CCCCCCCCCCCCC(O)C=O UBWNOEIVXIUBGD-UHFFFAOYSA-N 0.000 claims description 12
- 239000002453 shampoo Substances 0.000 claims description 12
- OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 claims description 11
- WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 claims description 10
- 235000013922 glutamic acid Nutrition 0.000 claims description 10
- 239000004220 glutamic acid Substances 0.000 claims description 10
- 230000001965 increasing effect Effects 0.000 claims description 10
- FPFTWHJPEMPAGE-UHFFFAOYSA-N 6-hydroxy caproaldehyde Chemical compound OCCCCCC=O FPFTWHJPEMPAGE-UHFFFAOYSA-N 0.000 claims description 9
- 239000003945 anionic surfactant Substances 0.000 claims description 9
- AKXKFZDCRYJKTF-UHFFFAOYSA-N 3-Hydroxypropionaldehyde Chemical compound OCCC=O AKXKFZDCRYJKTF-UHFFFAOYSA-N 0.000 claims description 8
- FXCMZPXXCRHRNK-UHFFFAOYSA-N 4-hydroxybut-2-enal Chemical compound OCC=CC=O FXCMZPXXCRHRNK-UHFFFAOYSA-N 0.000 claims description 7
- 230000003766 combability Effects 0.000 claims description 7
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 7
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims description 6
- 230000037308 hair color Effects 0.000 claims description 6
- 239000004094 surface-active agent Substances 0.000 claims description 6
- 150000007513 acids Chemical class 0.000 claims description 5
- 239000002932 luster Substances 0.000 claims description 5
- 235000018102 proteins Nutrition 0.000 claims description 5
- 102000004169 proteins and genes Human genes 0.000 claims description 5
- 108090000623 proteins and genes Proteins 0.000 claims description 5
- 239000000126 substance Substances 0.000 claims description 5
- 241001465754 Metazoa Species 0.000 claims description 4
- 125000003277 amino group Chemical group 0.000 claims description 4
- GONOPSZTUGRENK-UHFFFAOYSA-N benzyl(trichloro)silane Chemical compound Cl[Si](Cl)(Cl)CC1=CC=CC=C1 GONOPSZTUGRENK-UHFFFAOYSA-N 0.000 claims description 4
- FUZZWVXGSFPDMH-UHFFFAOYSA-N n-hexanoic acid Natural products CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 claims description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
- 239000003431 cross linking reagent Substances 0.000 claims description 3
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical group [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims description 3
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 2
- 239000011976 maleic acid Substances 0.000 claims description 2
- NBBJYMSMWIIQGU-UHFFFAOYSA-N Propionic aldehyde Chemical compound CCC=O NBBJYMSMWIIQGU-UHFFFAOYSA-N 0.000 claims 2
- JVDKSPFKTRMHMA-UHFFFAOYSA-N 3-Hydroxyhexanal Chemical compound CCCC(O)CC=O JVDKSPFKTRMHMA-UHFFFAOYSA-N 0.000 claims 1
- MLUCVPSAIODCQM-NSCUHMNNSA-N crotonaldehyde Chemical compound C\C=C\C=O MLUCVPSAIODCQM-NSCUHMNNSA-N 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 description 44
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 30
- 125000000217 alkyl group Chemical group 0.000 description 27
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 21
- VKZRWSNIWNFCIQ-WDSKDSINSA-N (2s)-2-[2-[[(1s)-1,2-dicarboxyethyl]amino]ethylamino]butanedioic acid Chemical compound OC(=O)C[C@@H](C(O)=O)NCCN[C@H](C(O)=O)CC(O)=O VKZRWSNIWNFCIQ-WDSKDSINSA-N 0.000 description 20
- 239000003795 chemical substances by application Substances 0.000 description 19
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 18
- PQHYOGIRXOKOEJ-UHFFFAOYSA-N 2-(1,2-dicarboxyethylamino)butanedioic acid Chemical compound OC(=O)CC(C(O)=O)NC(C(O)=O)CC(O)=O PQHYOGIRXOKOEJ-UHFFFAOYSA-N 0.000 description 17
- MNQZXJOMYWMBOU-VKHMYHEASA-N D-glyceraldehyde Chemical compound OC[C@@H](O)C=O MNQZXJOMYWMBOU-VKHMYHEASA-N 0.000 description 17
- URDCARMUOSMFFI-UHFFFAOYSA-N 2-[2-[bis(carboxymethyl)amino]ethyl-(2-hydroxyethyl)amino]acetic acid Chemical compound OCCN(CC(O)=O)CCN(CC(O)=O)CC(O)=O URDCARMUOSMFFI-UHFFFAOYSA-N 0.000 description 16
- 239000004615 ingredient Substances 0.000 description 16
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 15
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 15
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 14
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 14
- 150000002148 esters Chemical class 0.000 description 14
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 12
- 125000003545 alkoxy group Chemical group 0.000 description 12
- 125000005843 halogen group Chemical group 0.000 description 12
- 125000001424 substituent group Chemical group 0.000 description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
- SURMYNZXHKLDFO-UHFFFAOYSA-N 2-bromopropanedial Chemical compound O=CC(Br)C=O SURMYNZXHKLDFO-UHFFFAOYSA-N 0.000 description 11
- 125000003342 alkenyl group Chemical group 0.000 description 11
- 125000003118 aryl group Chemical group 0.000 description 11
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 11
- 125000000468 ketone group Chemical group 0.000 description 11
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 10
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 10
- 229920001577 copolymer Polymers 0.000 description 10
- 150000002825 nitriles Chemical group 0.000 description 10
- 239000011734 sodium Substances 0.000 description 10
- 229910052708 sodium Inorganic materials 0.000 description 10
- 125000000547 substituted alkyl group Chemical group 0.000 description 10
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 9
- 229930194542 Keto Chemical group 0.000 description 9
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 229940027983 antiseptic and disinfectant quaternary ammonium compound Drugs 0.000 description 9
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 9
- 239000000975 dye Substances 0.000 description 9
- 150000002527 isonitriles Chemical group 0.000 description 9
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 9
- NOPFSRXAKWQILS-UHFFFAOYSA-N docosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCO NOPFSRXAKWQILS-UHFFFAOYSA-N 0.000 description 8
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 8
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 8
- 229910052757 nitrogen Inorganic materials 0.000 description 8
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 8
- 229910052760 oxygen Inorganic materials 0.000 description 8
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 8
- DSGGHBUAHUMMHN-UHFFFAOYSA-N 2-(2-hydroxyethoxy)acetaldehyde Chemical compound OCCOCC=O DSGGHBUAHUMMHN-UHFFFAOYSA-N 0.000 description 7
- 125000002252 acyl group Chemical group 0.000 description 7
- 239000000969 carrier Substances 0.000 description 7
- 239000003085 diluting agent Substances 0.000 description 7
- 150000002430 hydrocarbons Chemical group 0.000 description 7
- 239000002736 nonionic surfactant Substances 0.000 description 7
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 7
- 239000002904 solvent Substances 0.000 description 7
- DCCWEYXHEXDZQW-BYPYZUCNSA-N (2s)-2-[bis(carboxymethyl)amino]butanedioic acid Chemical compound OC(=O)C[C@@H](C(O)=O)N(CC(O)=O)CC(O)=O DCCWEYXHEXDZQW-BYPYZUCNSA-N 0.000 description 6
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 6
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
- 125000001931 aliphatic group Chemical group 0.000 description 6
- 229910052783 alkali metal Inorganic materials 0.000 description 6
- 150000001340 alkali metals Chemical class 0.000 description 6
- 125000005233 alkylalcohol group Chemical group 0.000 description 6
- 239000002280 amphoteric surfactant Substances 0.000 description 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 6
- YSJGOMATDFSEED-UHFFFAOYSA-M behentrimonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCCCCCC[N+](C)(C)C YSJGOMATDFSEED-UHFFFAOYSA-M 0.000 description 6
- 229940075506 behentrimonium chloride Drugs 0.000 description 6
- 239000003205 fragrance Substances 0.000 description 6
- 125000005842 heteroatom Chemical group 0.000 description 6
- 239000001301 oxygen Substances 0.000 description 6
- 229920001296 polysiloxane Polymers 0.000 description 6
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 6
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 6
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- 229910052717 sulfur Inorganic materials 0.000 description 6
- 210000002268 wool Anatomy 0.000 description 6
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 5
- 125000005157 alkyl carboxy group Chemical group 0.000 description 5
- 125000002947 alkylene group Chemical group 0.000 description 5
- 229910021529 ammonia Inorganic materials 0.000 description 5
- 229920006317 cationic polymer Polymers 0.000 description 5
- 239000003599 detergent Substances 0.000 description 5
- 229940008099 dimethicone Drugs 0.000 description 5
- 239000004205 dimethyl polysiloxane Substances 0.000 description 5
- 125000005647 linker group Chemical group 0.000 description 5
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 5
- 239000006254 rheological additive Substances 0.000 description 5
- 125000005156 substituted alkylene group Chemical group 0.000 description 5
- 239000001993 wax Substances 0.000 description 5
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 4
- GQWWGRUJOCIUKI-UHFFFAOYSA-N 2-[3-(2-methyl-1-oxopyrrolo[1,2-a]pyrazin-3-yl)propyl]guanidine Chemical compound O=C1N(C)C(CCCN=C(N)N)=CN2C=CC=C21 GQWWGRUJOCIUKI-UHFFFAOYSA-N 0.000 description 4
- MVLWUDKKPUDRIZ-UHFFFAOYSA-N 2-bromooctanal Chemical compound CCCCCCC(Br)C=O MVLWUDKKPUDRIZ-UHFFFAOYSA-N 0.000 description 4
- YSBIXKAZMUYACB-UHFFFAOYSA-N 2-chlorooctanal Chemical compound CCCCCCC(Cl)C=O YSBIXKAZMUYACB-UHFFFAOYSA-N 0.000 description 4
- FRXSOKYJGPZJBP-UHFFFAOYSA-N 2-fluorooctanal Chemical compound CCCCCCC(F)C=O FRXSOKYJGPZJBP-UHFFFAOYSA-N 0.000 description 4
- OYINQIKIQCNQOX-UHFFFAOYSA-M 2-hydroxybutyl(trimethyl)azanium;chloride Chemical compound [Cl-].CCC(O)C[N+](C)(C)C OYINQIKIQCNQOX-UHFFFAOYSA-M 0.000 description 4
- 244000007835 Cyamopsis tetragonoloba Species 0.000 description 4
- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 description 4
- 229910019142 PO4 Inorganic materials 0.000 description 4
- 125000003172 aldehyde group Chemical group 0.000 description 4
- 150000005215 alkyl ethers Chemical class 0.000 description 4
- 125000003368 amide group Chemical group 0.000 description 4
- 150000001408 amides Chemical class 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 4
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 4
- 229960000541 cetyl alcohol Drugs 0.000 description 4
- 239000003086 colorant Substances 0.000 description 4
- 150000004985 diamines Chemical class 0.000 description 4
- 229960000735 docosanol Drugs 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 description 4
- 230000003694 hair properties Effects 0.000 description 4
- JARKCYVAAOWBJS-UHFFFAOYSA-N hexanal Chemical compound CCCCCC=O JARKCYVAAOWBJS-UHFFFAOYSA-N 0.000 description 4
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 4
- 239000003112 inhibitor Substances 0.000 description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
- 150000002763 monocarboxylic acids Chemical class 0.000 description 4
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 4
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 4
- 125000003136 n-heptyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 4
- 230000035515 penetration Effects 0.000 description 4
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 4
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 4
- 239000010452 phosphate Substances 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 239000002243 precursor Substances 0.000 description 4
- 239000003755 preservative agent Substances 0.000 description 4
- 239000003380 propellant Substances 0.000 description 4
- 210000004761 scalp Anatomy 0.000 description 4
- 229940057950 sodium laureth sulfate Drugs 0.000 description 4
- 229940007636 sodium lauroyl methyl isethionate Drugs 0.000 description 4
- SXHLENDCVBIJFO-UHFFFAOYSA-M sodium;2-[2-(2-dodecoxyethoxy)ethoxy]ethyl sulfate Chemical compound [Na+].CCCCCCCCCCCCOCCOCCOCCOS([O-])(=O)=O SXHLENDCVBIJFO-UHFFFAOYSA-M 0.000 description 4
- NVIZQHFCDBQNPH-UHFFFAOYSA-M sodium;2-dodecanoyloxypropane-1-sulfonate Chemical compound [Na+].CCCCCCCCCCCC(=O)OC(C)CS([O-])(=O)=O NVIZQHFCDBQNPH-UHFFFAOYSA-M 0.000 description 4
- SFVFIFLLYFPGHH-UHFFFAOYSA-M stearalkonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 SFVFIFLLYFPGHH-UHFFFAOYSA-M 0.000 description 4
- 229940057981 stearalkonium chloride Drugs 0.000 description 4
- 229940012831 stearyl alcohol Drugs 0.000 description 4
- 230000000475 sunscreen effect Effects 0.000 description 4
- 239000000516 sunscreening agent Substances 0.000 description 4
- 239000004753 textile Substances 0.000 description 4
- 238000011282 treatment Methods 0.000 description 4
- 238000005406 washing Methods 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- SNPLKNRPJHDVJA-ZETCQYMHSA-N D-panthenol Chemical compound OCC(C)(C)[C@@H](O)C(=O)NCCCO SNPLKNRPJHDVJA-ZETCQYMHSA-N 0.000 description 3
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 3
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 3
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 3
- QCOGKXLOEWLIDC-UHFFFAOYSA-N N-methylbutylamine Chemical compound CCCCNC QCOGKXLOEWLIDC-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 125000004450 alkenylene group Chemical group 0.000 description 3
- 125000000732 arylene group Chemical group 0.000 description 3
- OWMVSZAMULFTJU-UHFFFAOYSA-N bis-tris Chemical compound OCCN(CCO)C(CO)(CO)CO OWMVSZAMULFTJU-UHFFFAOYSA-N 0.000 description 3
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 3
- 239000003093 cationic surfactant Substances 0.000 description 3
- 150000001768 cations Chemical class 0.000 description 3
- 239000000460 chlorine Substances 0.000 description 3
- 229910052801 chlorine Inorganic materials 0.000 description 3
- MRUAUOIMASANKQ-UHFFFAOYSA-N cocamidopropyl betaine Chemical compound CCCCCCCCCCCC(=O)NCCC[N+](C)(C)CC([O-])=O MRUAUOIMASANKQ-UHFFFAOYSA-N 0.000 description 3
- 229940073507 cocamidopropyl betaine Drugs 0.000 description 3
- 239000002537 cosmetic Substances 0.000 description 3
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Description
(1)材料を、アルデヒド、スクシンイミジルエステル、及びこれらの混合物から選択される求電子種を含む組成物と接触させるステップと、
(2)材料を、キレート剤及び/又はアミンとカルボン酸の塩を含む組成物と接触させるステップと
を含む方法が提供される。
- スクシンイミジルエステル、好ましくは式(IV)の化合物、
- キレート剤、好ましくは、ポリカルボン酸由来のキレート剤、及び
- 4~10個の炭素原子を有することが好ましいカルボン酸のアミン塩
と接触させるステップを含む。
- スクシンイミジルエステル、好ましくは式(IV)の化合物と、
- キレート剤、好ましくは、ポリカルボン酸由来のキレート剤と、
- 4~10個の炭素原子を有することが好ましいカルボン酸のアミン塩と
を含む。
- アルデヒド、好ましくは、アルファ置換アルデヒド及び/又はヒドロキシ置換アルデヒド、
- キレート剤、好ましくは、ポリカルボン酸由来のキレート剤、及び
- 4~10個の炭素原子を有することが好ましいカルボン酸のアミン塩
と接触させるステップを含む。
- アルデヒド、好ましくは、アルファ置換アルデヒド及び/又はヒドロキシ置換アルデヒドと、
- キレート剤、好ましくは、ポリカルボン酸由来のキレート剤と、
- 4~10個の炭素原子を有することが好ましいカルボン酸のアミン塩と
を含む。
- 2-ヒドロキシヘキサナール、2-ヒドロキシオクタナール、2-ヒドロキシプロパナール、グリセルアルデヒド、2-ヒドロキシブタナール、3-ヒドロキシブタナール、4-ヒドロキシブタナール、ブロモマロンアルデヒド、及び2-(2-ヒドロキシエトキシ)アセトアルデヒドから選択されるアルデヒド、及び
- グルタミン酸N,N-二酢酸(GLDA)、ジエチレントリアミン五酢酸(DTPA)、イミド二コハク酸(IDS)、L-アスパラギン酸二酢酸(ASDA)、エチレンジアミン四酢酸(EDTA)、エチレンジアミン二コハク酸(EDDS)、ヒドロキシエチルエチレンジアミン三酢酸(HEDTA)、クエン酸、及びこれらの混合物から選択されるキレート剤
と接触させるステップを含む。
- 2-ヒドロキシヘキサナール、2-ヒドロキシオクタナール、2-ヒドロキシプロパナール、グリセルアルデヒド、2-ヒドロキシブタナール、3-ヒドロキシブタナール、4-ヒドロキシブタナール、ブロモマロンアルデヒド、及び2-(2-ヒドロキシエトキシ)アセトアルデヒドから選択されるアルデヒドと、
- グルタミン酸N,N-二酢酸(GLDA)、ジエチレントリアミン五酢酸(DTPA)、イミド二コハク酸(IDS)、L-アスパラギン酸二酢酸(ASDA)、エチレンジアミン四酢酸(EDTA)、エチレンジアミン二コハク酸(EDDS)、ヒドロキシエチルエチレンジアミン三酢酸(HEDTA)、クエン酸、及びこれらの混合物から選択されるキレート剤と
を含む。
- 2-ヒドロキシヘキサナール、2-ヒドロキシオクタナール、2-ヒドロキシプロパナール、グリセルアルデヒド、2-ヒドロキシブタナール、3-ヒドロキシブタナール、4-ヒドロキシブタナール、ブロモマロンアルデヒド、及び2-(2-ヒドロキシエトキシ)アセトアルデヒドから選択されるアルデヒド、及び
- カルボン酸が4~10個の炭素原子を有し、アミンが式R1R2R3Nの化合物[式中、R1、R2、及びR3はそれぞれ、水素、及び1~6個の炭素原子、例えば1~4個の炭素原子を有するアルキル又はヒドロキシアルキル基から独立に選択される]であるカルボン酸のアミン塩
と接触させるステップを含む。
- 2-ヒドロキシヘキサナール、2-ヒドロキシオクタナール、2-ヒドロキシプロパナール、グリセルアルデヒド、2-ヒドロキシブタナール、3-ヒドロキシブタナール、4-ヒドロキシブタナール、ブロモマロンアルデヒド、及び2-(2-ヒドロキシエトキシ)アセトアルデヒドから選択されるアルデヒドと
- カルボン酸が4~10個の炭素原子を有し、アミンが式R1R2R3Nの化合物[式中、R1、R2、及びR3はそれぞれ、水素、及び1~6個の炭素原子、例えば1~4個の炭素原子を有するアルキル又はヒドロキシアルキル基から独立に選択される]であるカルボン酸のアミン塩と
を含む。
- 2-ヒドロキシヘキサナール、2-ヒドロキシオクタナール、2-ヒドロキシプロパナール、グリセルアルデヒド、2-ヒドロキシブタナール、3-ヒドロキシブタナール、4-ヒドロキシブタナール、ブロモマロンアルデヒド、及び2-(2-ヒドロキシエトキシ)アセトアルデヒドから選択されるアルデヒド、
- グルタミン酸N,N-二酢酸(GLDA)、ジエチレントリアミン五酢酸(DTPA)、イミド二コハク酸(IDS)、L-アスパラギン酸二酢酸(ASDA)、エチレンジアミン四酢酸(EDTA)、エチレンジアミン二コハク酸(EDDS)、ヒドロキシエチルエチレンジアミン三酢酸(HEDTA)、クエン酸、及びこれらの混合物から選択されるキレート剤、及び
- カルボン酸が4~10個の炭素原子を有し、アミンが式R1R2R3Nの化合物[式中、R1、R2、及びR3はそれぞれ、水素、及び1~6個の炭素原子、例えば1~4個の炭素原子を有するアルキル又はヒドロキシアルキル基から独立に選択される]であるカルボン酸のアミン塩
と接触させるステップを含む。
- 2-ヒドロキシヘキサナール、2-ヒドロキシオクタナール、2-ヒドロキシプロパナール、グリセルアルデヒド、2-ヒドロキシブタナール、3-ヒドロキシブタナール、4-ヒドロキシブタナール、ブロモマロンアルデヒド、及び2-(2-ヒドロキシエトキシ)アセトアルデヒドから選択されるアルデヒドと、
- グルタミン酸N,N-二酢酸(GLDA)、ジエチレントリアミン五酢酸(DTPA)、イミド二コハク酸(IDS)、L-アスパラギン酸二酢酸(ASDA)、エチレンジアミン四酢酸(EDTA)、エチレンジアミン二コハク酸(EDDS)、ヒドロキシエチルエチレンジアミン三酢酸(HEDTA)、クエン酸、及びこれらの混合物から選択されるキレート剤と、
- カルボン酸が4~10個の炭素原子を有し、アミンが式R1R2R3Nの化合物[式中、R1、R2、及びR3はそれぞれ、水素、及び1~6個の炭素原子、例えば1~4個の炭素原子を有するアルキル又はヒドロキシアルキル基から独立に選択される]であるカルボン酸のアミン塩と
を含む。
- 2-ヒドロキシヘキサナール、2-ヒドロキシオクタナール、及び2-ヒドロキシプロパナールから選択されるアルデヒド、
- グルタミン酸N,N-二酢酸(GLDA)、ジエチレントリアミン五酢酸(DTPA)、及びこれらの混合物から選択されるキレート剤、及び
- オクタン酸又はヘキサン酸のジエタノールアミン又はトリエタノールアミン塩
と接触させるステップを含む。
- 2-ヒドロキシヘキサナール、2-ヒドロキシオクタナール、及び2-ヒドロキシプロパナールから選択されるアルデヒドと、
- グルタミン酸N,N-二酢酸(GLDA)、ジエチレントリアミン五酢酸(DTPA)、及びこれらの混合物から選択されるキレート剤と、
- オクタン酸又はヘキサン酸のジエタノールアミン又はトリエタノールアミン塩と
を含む。
1. 15.2cm3/gの漂白された直毛束を、標準の市販非コンディショニングシャンプーで予め洗浄し、櫛ですき、垂直に吊し、周囲条件下で6時間風乾し、次いで、その初期長さを測定した。
2. 「処理」毛束については、
(a)2%w/wのオクタン酸トリエタノールアミン塩及び1%w/wのSLES、又は
(b)2%w/wの2-ヒドロキシオクタナール及び1%w/wのSLESを含有する2mlの水溶液を毛束に適用し、櫛で行き渡らせ、5分間静置した。
3. 対照毛束については、1%w/wのSLESを含有する2mlの水溶液を毛束に適用し、櫛で行き渡らせ、5分間静置した。
4. Tormaline(登録商標)セラミック熱アイロンで毛束をゆっくりと5回なでて、毛束を平らにアイロンがけした。
5. 毛束を洗浄し、十分にすすいで、結合していない材料を毛から除去した。
6. 毛束をまっすぐに櫛ですき、垂直に吊し周囲条件下で6時間風乾した。
7. 毛束の最終長さを測定した。
8. ストレート化度を次式に従って算出した。
ストレート化% = L2 - L1 x 100%
L0 - L1
L0=毛束のまっすぐにした状態での合計長さ
L1=束の未処理の縮まった状態でのカールした初期長さ
L2=ストレート化、洗浄、及び風乾後の束の最終長さ
である。
束を処理した後、ストレート化度は、対照束のストレート化度である21.2(±9.5)%(3回の毛束反復試験の平均)に比べて、
(a)64.2(±8.8)%(3回の毛束反復試験の平均)
(b)79.2(±5.9)%(3回の毛束反復試験の平均)
であった。これは、永久的/半永久的な毛のストレート化効果が付与されたことを示している。この効果は、毛がオクタン酸のトリエタノールアミン塩(a)又は2-ヒドロキシオクタナール(b)と反応することに起因すると考えられている。
Claims (33)
- ケラチン材料を処理する方法であって、
(1)前記材料を、2-ヒドロキシデカナール、2-ヒドロキシドデカナール、2-ヒドロキシテトラデカナール、2-ヒドロキシヘキサナール、2-ヒドロキシオクタナール、2-ヒドロキシプロパナール、6-ヒドロキシヘキサナール、3-ヒドロキシプロパナール、4-ヒドロキシ-ブタ-2-エナール、2-ヒドロキシブタナール、3-ヒドロキシブタナール、及び4-ヒドロキシブタナールから選択されるヒドロキシ置換アルデヒドを含む組成物と接触させるステップと、
(2)前記材料を、ポリカルボン酸由来のキレート剤及び/又はアミン及び4~10個の炭素原子を有するカルボン酸の塩を含む組成物と接触させるステップと
を含む、前記方法。 - 前記材料が人毛又は獣毛である、請求項1に記載の方法。
- 前記材料が成長する人毛又は獣毛である、請求項2に記載の方法。
- ステップ(1)がステップ(2)の前に実施される、請求項1~3のいずれかに記載の方法。
- ステップ(2)がステップ(1)の前に実施される、請求項1~3のいずれかに記載の方法。
- ステップ(1)と(2)が同時に実施され、前記材料を、2-ヒドロキシデカナール、2-ヒドロキシドデカナール、2-ヒドロキシテトラデカナール、2-ヒドロキシヘキサナール、2-ヒドロキシオクタナール、2-ヒドロキシプロパナール、6-ヒドロキシヘキサナール、3-ヒドロキシプロパナール、4-ヒドロキシ-ブタ-2-エナール、2-ヒドロキシブタナール、3-ヒドロキシブタナール、及び4-ヒドロキシブタナールから選択されるヒドロキシ置換アルデヒドと、ポリカルボン酸由来のキレート剤及び/又はアミン及び4~10個の炭素原子を有するカルボン酸の塩とを含む単一組成物と接触させる、請求項1~3のいずれかに記載の方法。
- 2-ヒドロキシデカナール、2-ヒドロキシドデカナール、2-ヒドロキシテトラデカナール、2-ヒドロキシヘキサナール、2-ヒドロキシオクタナール、2-ヒドロキシプロパナール、6-ヒドロキシヘキサナール、3-ヒドロキシプロパナール、4-ヒドロキシ-ブタ-2-エナール、2-ヒドロキシブタナール、3-ヒドロキシブタナール、及び4-ヒドロキシブタナールから選択されるヒドロキシ置換アルデヒドと、ポリカルボン酸由来のキレート剤及び/又はアミン及び4~10個の炭素原子を有するカルボン酸の塩とを含むヘアケア組成物。
- アルデヒドがヒドロキシ置換アルデヒド及びアルファ置換アルデヒドである、請求項1~6のいずれかに記載の方法。
- アルデヒドがヒドロキシ置換アルデヒド及びアルファ置換アルデヒドである、請求項7に記載の組成物。
- アルデヒドが、2-ヒドロキシプロパナール、2-ヒドロキシヘキサナール、又は2-ヒドロキシオクタナールから選択される、請求項1~6、又は8のいずれかに記載の方法。
- アルデヒドが、2-ヒドロキシプロパナール、2-ヒドロキシヘキサナール、又は2-ヒドロキシオクタナールから選択される、請求項7、又は9のいずれかに記載の組成物。
- 10個未満の炭素原子を有する第1のアルデヒドと、10又は11以上の炭素原子を有する第2のアルデヒドとを含む、請求項1~6、8、又は10のいずれかに記載の方法。
- 10個未満の炭素原子を有する第1のアルデヒドと、10又は11以上の炭素原子を有する第2のアルデヒドとを含む、請求項7、9、又は11のいずれかに記載の組成物。
- 第2のアルデヒドが、2-ヒドロキシデカナール、2-ヒドロキシドデカナール、及び2-ヒドロキシテトラデカナールから選択される、請求項12に記載の方法。
- 第2のアルデヒドが、2-ヒドロキシデカナール、2-ヒドロキシドデカナール、及び2-ヒドロキシテトラデカナールから選択される、請求項13に記載の組成物。
- 第1のアルデヒドが、2-ヒドロキシヘキサナール、2-ヒドロキシオクタナール、2-ヒドロキシプロパナール、2-ヒドロキシブタナール、3-ヒドロキシブタナール、4-ヒドロキシブタナール、6-ヒドロキシヘキサナール、3-ヒドロキシプロパナール、及び4-ヒドロキシ-ブタ-2-エナールから選択され、第2のアルデヒドが、2-ヒドロキシデカナール、2-ヒドロキシドデカナール、及び2-ヒドロキシテトラデカナールから選択される、請求項12に記載の方法。
- 第1のアルデヒドが、2-ヒドロキシヘキサナール、2-ヒドロキシオクタナール、2-ヒドロキシプロパナール、2-ヒドロキシブタナール、3-ヒドロキシブタナール、4-ヒドロキシブタナール、6-ヒドロキシヘキサナール、3-ヒドロキシプロパナール、及び4-ヒドロキシ-ブタ-2-エナールから選択され、第2のアルデヒドが、2-ヒドロキシデカナール、2-ヒドロキシドデカナール、及び2-ヒドロキシテトラデカナールから選択される、請求項13に記載の組成物。
- Rがフェニル又はCH3(CH2)nであり、nが5~10である、請求項18に記載の方法。
- Rがフェニル又はCH3(CH2)nであり、nが5~10である、請求項19に記載の組成物。
- 前記キレート剤が、ジエチレントリアミン五酢酸(DTPA)、グルタミン酸N,N-二酢酸(GLDA)、及びこれらの混合物から選択される、請求項1~6、8、10、12、14、16、18又は20のいずれかに記載の方法。
- 前記キレート剤が、ジエチレントリアミン五酢酸(DTPA)、グルタミン酸N,N-二酢酸(GLDA)、及びこれらの混合物から選択される、請求項7、9、11、13、15、17、19又は21のいずれかに記載の組成物。
- 前記アミン塩が、オクタン酸又はヘキサン酸のジエタノールアミン又はトリエタノールアミン塩である、請求項1に記載の方法。
- 前記アミン塩が、オクタン酸又はヘキサン酸のジエタノールアミン又はトリエタノールアミン塩である、請求項7に記載の組成物。
- シャンプー組成物、コンディショニング用組成物、ヘアスタイリング用組成物、ウェーブパーマ用組成物、縮毛矯正用組成物、ストレートパーマ用組成物、又はヘアカラー用組成物から選択される、請求項7、9、11、13、15、17、19、21、23、又は25のいずれかに記載の組成物。
- 1~30wt%の界面活性剤をさらに含む、請求項7、9、11、13、15、17、19、21、23、25、又は26のいずれかに記載の組成物。
- 前記界面活性剤がアニオン界面活性剤である、請求項27に記載の組成物。
- 2又は3以上のマレイン酸由来反応性部分と、2又は3以上のアミノ基を有するリンカーとを含む架橋剤をさらに含む、請求項7、9、11、13、15、17、19、21、23、又は25~28のいずれかに記載の組成物。
- 光沢又はつやの増加、櫛通りの改善、強さの向上、柔らかさの向上、タンパク質の損失の軽減、熱耐久性の改善、耐薬品性の向上、ウェーブ性の向上、及びストレート性の向上から選択される1又は2以上の利点をもたらす、請求項1~6、8、10、12、14、16、18、20、22、又は24のいずれかに記載の方法。
- 光沢又はつやの増加、櫛通りの改善、強さの向上、柔らかさの向上、タンパク質の損失の軽減、熱耐久性の改善、耐薬品性の向上、ウェーブ性の向上、及びストレート性の向上から選択される1又は2以上の利点をもたらす、請求項7、9、11、13、15、17、19、21、23、又は25~29のいずれかに記載の組成物。
- 利点が一時的、半永久的、又は永久的でありうる、請求項30に記載の方法。
- 利点が一時的、半永久的、又は永久的でありうる、請求項31に記載の組成物。
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