JP5940292B2 - オルガノポリシロキサンの製造における酸の使用 - Google Patents
オルガノポリシロキサンの製造における酸の使用 Download PDFInfo
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- JP5940292B2 JP5940292B2 JP2011275721A JP2011275721A JP5940292B2 JP 5940292 B2 JP5940292 B2 JP 5940292B2 JP 2011275721 A JP2011275721 A JP 2011275721A JP 2011275721 A JP2011275721 A JP 2011275721A JP 5940292 B2 JP5940292 B2 JP 5940292B2
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- acid
- organopolysiloxane
- silicon
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- 229920001296 polysiloxane Polymers 0.000 title claims description 112
- 238000004519 manufacturing process Methods 0.000 title claims description 29
- 239000002253 acid Substances 0.000 title description 27
- 150000007513 acids Chemical class 0.000 title description 8
- -1 polysiloxane Polymers 0.000 claims description 124
- 239000000203 mixture Substances 0.000 claims description 74
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 53
- 229910052710 silicon Inorganic materials 0.000 claims description 52
- 239000000839 emulsion Substances 0.000 claims description 51
- 125000002344 aminooxy group Chemical group [H]N([H])O[*] 0.000 claims description 46
- 239000002210 silicon-based material Substances 0.000 claims description 43
- 125000004432 carbon atom Chemical group C* 0.000 claims description 36
- 239000010703 silicon Substances 0.000 claims description 35
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 35
- 238000006482 condensation reaction Methods 0.000 claims description 32
- 239000002537 cosmetic Substances 0.000 claims description 28
- 150000002430 hydrocarbons Chemical group 0.000 claims description 26
- 150000007522 mineralic acids Chemical class 0.000 claims description 22
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 19
- 229920001400 block copolymer Polymers 0.000 claims description 17
- 125000004122 cyclic group Chemical group 0.000 claims description 17
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 15
- 229920005645 diorganopolysiloxane polymer Polymers 0.000 claims description 15
- 239000004094 surface-active agent Substances 0.000 claims description 15
- 239000002994 raw material Substances 0.000 claims description 11
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 9
- 125000000962 organic group Chemical group 0.000 claims description 9
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 8
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 6
- 229920001577 copolymer Polymers 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 6
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 6
- 239000004215 Carbon black (E152) Substances 0.000 claims description 5
- 125000005842 heteroatom Chemical group 0.000 claims description 5
- 229930195733 hydrocarbon Natural products 0.000 claims description 5
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 claims description 4
- 229910052717 sulfur Inorganic materials 0.000 claims description 4
- 125000004434 sulfur atom Chemical group 0.000 claims description 4
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims description 3
- 229910052799 carbon Inorganic materials 0.000 claims description 3
- 229910017604 nitric acid Inorganic materials 0.000 claims description 3
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 2
- 150000001875 compounds Chemical class 0.000 claims 1
- 239000000306 component Substances 0.000 description 60
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 35
- 235000014113 dietary fatty acids Nutrition 0.000 description 23
- 229930195729 fatty acid Natural products 0.000 description 23
- 239000000194 fatty acid Substances 0.000 description 23
- 239000004205 dimethyl polysiloxane Substances 0.000 description 21
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 21
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 21
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 15
- ONLRKTIYOMZEJM-UHFFFAOYSA-N n-methylmethanamine oxide Chemical compound C[NH+](C)[O-] ONLRKTIYOMZEJM-UHFFFAOYSA-N 0.000 description 15
- 238000006243 chemical reaction Methods 0.000 description 14
- 150000004665 fatty acids Chemical class 0.000 description 14
- KWIUHFFTVRNATP-UHFFFAOYSA-N Betaine Natural products C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 13
- 229960003237 betaine Drugs 0.000 description 13
- KWIUHFFTVRNATP-UHFFFAOYSA-O N,N,N-trimethylglycinium Chemical compound C[N+](C)(C)CC(O)=O KWIUHFFTVRNATP-UHFFFAOYSA-O 0.000 description 12
- 239000003795 chemical substances by application Substances 0.000 description 12
- 230000000052 comparative effect Effects 0.000 description 11
- 239000002280 amphoteric surfactant Substances 0.000 description 10
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 10
- 229920001451 polypropylene glycol Polymers 0.000 description 10
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
- 239000007864 aqueous solution Substances 0.000 description 9
- 229910052814 silicon oxide Inorganic materials 0.000 description 9
- FFDGPVCHZBVARC-UHFFFAOYSA-N N,N-dimethylglycine Chemical compound CN(C)CC(O)=O FFDGPVCHZBVARC-UHFFFAOYSA-N 0.000 description 8
- 125000000217 alkyl group Chemical group 0.000 description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 7
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 7
- 239000003755 preservative agent Substances 0.000 description 7
- 239000012429 reaction media Substances 0.000 description 7
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 6
- WOWHHFRSBJGXCM-UHFFFAOYSA-M cetyltrimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+](C)(C)C WOWHHFRSBJGXCM-UHFFFAOYSA-M 0.000 description 6
- 238000009472 formulation Methods 0.000 description 6
- 239000007788 liquid Substances 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 6
- 230000002335 preservative effect Effects 0.000 description 6
- 239000002453 shampoo Substances 0.000 description 6
- 239000005639 Lauric acid Substances 0.000 description 5
- 235000001014 amino acid Nutrition 0.000 description 5
- 239000006227 byproduct Substances 0.000 description 5
- 239000011248 coating agent Substances 0.000 description 5
- 239000003921 oil Substances 0.000 description 5
- 235000019198 oils Nutrition 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- TWJNQYPJQDRXPH-UHFFFAOYSA-N 2-cyanobenzohydrazide Chemical compound NNC(=O)C1=CC=CC=C1C#N TWJNQYPJQDRXPH-UHFFFAOYSA-N 0.000 description 4
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 4
- 235000021360 Myristic acid Nutrition 0.000 description 4
- TUNFSRHWOTWDNC-UHFFFAOYSA-N Myristic acid Natural products CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 description 4
- 150000001408 amides Chemical class 0.000 description 4
- 125000003277 amino group Chemical group 0.000 description 4
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 4
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 4
- 229920005989 resin Polymers 0.000 description 4
- 239000011347 resin Substances 0.000 description 4
- 229930195734 saturated hydrocarbon Natural products 0.000 description 4
- 125000005372 silanol group Chemical group 0.000 description 4
- 150000003377 silicon compounds Chemical class 0.000 description 4
- 239000003760 tallow Substances 0.000 description 4
- 238000011282 treatment Methods 0.000 description 4
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- 229910019142 PO4 Inorganic materials 0.000 description 3
- 235000011054 acetic acid Nutrition 0.000 description 3
- 125000005037 alkyl phenyl group Chemical group 0.000 description 3
- 125000002947 alkylene group Chemical group 0.000 description 3
- 239000003945 anionic surfactant Substances 0.000 description 3
- 125000002029 aromatic hydrocarbon group Chemical group 0.000 description 3
- 125000000732 arylene group Chemical group 0.000 description 3
- 239000003093 cationic surfactant Substances 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 238000000576 coating method Methods 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- FVCOIAYSJZGECG-UHFFFAOYSA-N diethylhydroxylamine Chemical compound CCN(O)CC FVCOIAYSJZGECG-UHFFFAOYSA-N 0.000 description 3
- 239000002612 dispersion medium Substances 0.000 description 3
- 238000007720 emulsion polymerization reaction Methods 0.000 description 3
- 235000019441 ethanol Nutrition 0.000 description 3
- 229910052731 fluorine Inorganic materials 0.000 description 3
- 125000000524 functional group Chemical group 0.000 description 3
- 239000004615 ingredient Substances 0.000 description 3
- IPCSVZSSVZVIGE-UHFFFAOYSA-N n-hexadecanoic acid Natural products CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 3
- 239000010452 phosphate Substances 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 238000003860 storage Methods 0.000 description 3
- 125000001424 substituent group Chemical group 0.000 description 3
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 3
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 2
- ULQISTXYYBZJSJ-UHFFFAOYSA-N 12-hydroxyoctadecanoic acid Chemical compound CCCCCCC(O)CCCCCCCCCCC(O)=O ULQISTXYYBZJSJ-UHFFFAOYSA-N 0.000 description 2
- XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 description 2
- JMBVHMSTDOHTIS-UHFFFAOYSA-N 2-(2-aminoethylamino)propanedioic acid;sodium Chemical compound [Na].NCCNC(C(O)=O)C(O)=O JMBVHMSTDOHTIS-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- OVBFMEVBMNZIBR-UHFFFAOYSA-N 2-methylvaleric acid Chemical compound CCCC(C)C(O)=O OVBFMEVBMNZIBR-UHFFFAOYSA-N 0.000 description 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 2
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 2
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- 0 CC(C)(N(*)*)OC Chemical compound CC(C)(N(*)*)OC 0.000 description 2
- 239000005632 Capric acid (CAS 334-48-5) Substances 0.000 description 2
- 235000013162 Cocos nucifera Nutrition 0.000 description 2
- 244000060011 Cocos nucifera Species 0.000 description 2
- XMSXQFUHVRWGNA-UHFFFAOYSA-N Decamethylcyclopentasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 XMSXQFUHVRWGNA-UHFFFAOYSA-N 0.000 description 2
- IUMSDRXLFWAGNT-UHFFFAOYSA-N Dodecamethylcyclohexasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 IUMSDRXLFWAGNT-UHFFFAOYSA-N 0.000 description 2
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 2
- 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 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- XUMBMVFBXHLACL-UHFFFAOYSA-N Melanin Chemical compound O=C1C(=O)C(C2=CNC3=C(C(C(=O)C4=C32)=O)C)=C2C4=CNC2=C1C XUMBMVFBXHLACL-UHFFFAOYSA-N 0.000 description 2
- JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 description 2
- 239000005642 Oleic acid Substances 0.000 description 2
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 2
- 235000021314 Palmitic acid Nutrition 0.000 description 2
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- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical class OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 125000003342 alkenyl group Chemical group 0.000 description 2
- 150000003973 alkyl amines Chemical class 0.000 description 2
- 125000005907 alkyl ester group Chemical group 0.000 description 2
- 150000005215 alkyl ethers Chemical class 0.000 description 2
- 150000008052 alkyl sulfonates Chemical class 0.000 description 2
- 125000005211 alkyl trimethyl ammonium group Chemical group 0.000 description 2
- 235000019270 ammonium chloride Nutrition 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 239000000412 dendrimer Substances 0.000 description 2
- 229920000736 dendritic polymer Polymers 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 2
- SMVRDGHCVNAOIN-UHFFFAOYSA-L disodium;1-dodecoxydodecane;sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O.CCCCCCCCCCCCOCCCCCCCCCCCC SMVRDGHCVNAOIN-UHFFFAOYSA-L 0.000 description 2
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical group CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 2
- SYELZBGXAIXKHU-UHFFFAOYSA-N dodecyldimethylamine N-oxide Chemical compound CCCCCCCCCCCC[N+](C)(C)[O-] SYELZBGXAIXKHU-UHFFFAOYSA-N 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- 230000001804 emulsifying effect Effects 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 239000011737 fluorine Substances 0.000 description 2
- LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 description 2
- 230000037308 hair color Effects 0.000 description 2
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- 125000005843 halogen group Chemical group 0.000 description 2
- MNWFXJYAOYHMED-UHFFFAOYSA-N heptanoic acid Chemical compound CCCCCCC(O)=O MNWFXJYAOYHMED-UHFFFAOYSA-N 0.000 description 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 2
- ROBFUDYVXSDBQM-UHFFFAOYSA-N hydroxymalonic acid Chemical compound OC(=O)C(O)C(O)=O ROBFUDYVXSDBQM-UHFFFAOYSA-N 0.000 description 2
- KQNPFQTWMSNSAP-UHFFFAOYSA-N isobutyric acid Chemical compound CC(C)C(O)=O KQNPFQTWMSNSAP-UHFFFAOYSA-N 0.000 description 2
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-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
- 229920000126 latex Polymers 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- UTTVXKGNTWZECK-UHFFFAOYSA-N n,n-dimethyloctadecan-1-amine oxide Chemical compound CCCCCCCCCCCCCCCCCC[N+](C)(C)[O-] UTTVXKGNTWZECK-UHFFFAOYSA-N 0.000 description 2
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 description 2
- FBUKVWPVBMHYJY-UHFFFAOYSA-N nonanoic acid Chemical compound CCCCCCCCC(O)=O FBUKVWPVBMHYJY-UHFFFAOYSA-N 0.000 description 2
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- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
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- HMMGMWAXVFQUOA-UHFFFAOYSA-N octamethylcyclotetrasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 HMMGMWAXVFQUOA-UHFFFAOYSA-N 0.000 description 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 2
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
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- 239000000843 powder Substances 0.000 description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000008117 stearic acid Substances 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- 229940117986 sulfobetaine Drugs 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
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- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 2
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- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- 239000004711 α-olefin Substances 0.000 description 2
- NIONDZDPPYHYKY-SNAWJCMRSA-N (2E)-hexenoic acid Chemical compound CCC\C=C\C(O)=O NIONDZDPPYHYKY-SNAWJCMRSA-N 0.000 description 1
- SDVVLIIVFBKBMG-ONEGZZNKSA-N (E)-penta-2,4-dienoic acid Chemical compound OC(=O)\C=C\C=C SDVVLIIVFBKBMG-ONEGZZNKSA-N 0.000 description 1
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- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- LDHQCZJRKDOVOX-IHWYPQMZSA-N isocrotonic acid Chemical compound C\C=C/C(O)=O LDHQCZJRKDOVOX-IHWYPQMZSA-N 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
- 125000000555 isopropenyl group Chemical group [H]\C([H])=C(\*)C([H])([H])[H] 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 229940039717 lanolin Drugs 0.000 description 1
- 235000019388 lanolin Nutrition 0.000 description 1
- 239000004816 latex Substances 0.000 description 1
- 159000000003 magnesium salts Chemical class 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 239000001630 malic acid Substances 0.000 description 1
- 235000011090 malic acid Nutrition 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 1
- 239000003595 mist Substances 0.000 description 1
- 230000001333 moisturizer Effects 0.000 description 1
- 239000006082 mold release agent Substances 0.000 description 1
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 description 1
- 235000011929 mousse Nutrition 0.000 description 1
- QEALYLRSRQDCRA-UHFFFAOYSA-N myristamide Chemical compound CCCCCCCCCCCCCC(N)=O QEALYLRSRQDCRA-UHFFFAOYSA-N 0.000 description 1
- ONHFWHCMZAJCFB-UHFFFAOYSA-N myristamine oxide Chemical compound CCCCCCCCCCCCCC[N+](C)(C)[O-] ONHFWHCMZAJCFB-UHFFFAOYSA-N 0.000 description 1
- GCYGTRJKQWZIPM-UHFFFAOYSA-N n,n,16-trimethylheptadecan-1-amine oxide Chemical compound CC(C)CCCCCCCCCCCCCCC[N+](C)(C)[O-] GCYGTRJKQWZIPM-UHFFFAOYSA-N 0.000 description 1
- DZJFABDVWIPEIM-UHFFFAOYSA-N n,n-bis(2-hydroxyethyl)dodecan-1-amine oxide Chemical compound CCCCCCCCCCCC[N+]([O-])(CCO)CCO DZJFABDVWIPEIM-UHFFFAOYSA-N 0.000 description 1
- BACGZXMASLQEQT-UHFFFAOYSA-N n,n-diethyldecan-1-amine oxide Chemical compound CCCCCCCCCC[N+]([O-])(CC)CC BACGZXMASLQEQT-UHFFFAOYSA-N 0.000 description 1
- IBOBFGGLRNWLIL-UHFFFAOYSA-N n,n-dimethylhexadecan-1-amine oxide Chemical compound CCCCCCCCCCCCCCCC[N+](C)(C)[O-] IBOBFGGLRNWLIL-UHFFFAOYSA-N 0.000 description 1
- RSVIRMFSJVHWJV-UHFFFAOYSA-N n,n-dimethyloctan-1-amine oxide Chemical compound CCCCCCCC[N+](C)(C)[O-] RSVIRMFSJVHWJV-UHFFFAOYSA-N 0.000 description 1
- FLZHCODKZSZHHW-UHFFFAOYSA-N n,n-dipropyltetradecan-1-amine oxide Chemical compound CCCCCCCCCCCCCC[N+]([O-])(CCC)CCC FLZHCODKZSZHHW-UHFFFAOYSA-N 0.000 description 1
- KKBOOQDFOWZSDC-UHFFFAOYSA-N n-[2-(diethylamino)ethyl]octadecanamide Chemical group CCCCCCCCCCCCCCCCCC(=O)NCCN(CC)CC KKBOOQDFOWZSDC-UHFFFAOYSA-N 0.000 description 1
- WWVIUVHFPSALDO-UHFFFAOYSA-N n-[3-(dimethylamino)propyl]octadecanamide Chemical group CCCCCCCCCCCCCCCCCC(=O)NCCCN(C)C WWVIUVHFPSALDO-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- WNGXRJQKUYDBDP-UHFFFAOYSA-N n-ethyl-n-methylhexadecan-1-amine oxide Chemical compound CCCCCCCCCCCCCCCC[N+](C)([O-])CC WNGXRJQKUYDBDP-UHFFFAOYSA-N 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229920003052 natural elastomer Polymers 0.000 description 1
- 229920001194 natural rubber Polymers 0.000 description 1
- 239000012457 nonaqueous media Substances 0.000 description 1
- 239000012875 nonionic emulsifier Substances 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000007523 nucleic acids Chemical class 0.000 description 1
- 102000039446 nucleic acids Human genes 0.000 description 1
- 108020004707 nucleic acids Proteins 0.000 description 1
- 229960002446 octanoic acid Drugs 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229920006136 organohydrogenpolysiloxane Polymers 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000002540 palm oil Substances 0.000 description 1
- 239000006072 paste Substances 0.000 description 1
- 125000004817 pentamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- 125000002255 pentenyl group Chemical group C(=CCCC)* 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 1
- IUGYQRQAERSCNH-UHFFFAOYSA-N pivalic acid Chemical compound CC(C)(C)C(O)=O IUGYQRQAERSCNH-UHFFFAOYSA-N 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- UORVCLMRJXCDCP-UHFFFAOYSA-N propynoic acid Chemical compound OC(=O)C#C UORVCLMRJXCDCP-UHFFFAOYSA-N 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- WBHHMMIMDMUBKC-XLNAKTSKSA-N ricinelaidic acid Chemical compound CCCCCC[C@@H](O)C\C=C\CCCCCCCC(O)=O WBHHMMIMDMUBKC-XLNAKTSKSA-N 0.000 description 1
- 229960003656 ricinoleic acid Drugs 0.000 description 1
- FEUQNCSVHBHROZ-UHFFFAOYSA-N ricinoleic acid Natural products CCCCCCC(O[Si](C)(C)C)CC=CCCCCCCCC(=O)OC FEUQNCSVHBHROZ-UHFFFAOYSA-N 0.000 description 1
- 238000007788 roughening Methods 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 150000004671 saturated fatty acids Chemical class 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000004065 semiconductor Substances 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 229920002050 silicone resin Polymers 0.000 description 1
- BTURAGWYSMTVOW-UHFFFAOYSA-M sodium dodecanoate Chemical compound [Na+].CCCCCCCCCCCC([O-])=O BTURAGWYSMTVOW-UHFFFAOYSA-M 0.000 description 1
- 229940082004 sodium laurate Drugs 0.000 description 1
- RYYKJJJTJZKILX-UHFFFAOYSA-M sodium octadecanoate Chemical compound [Na+].CCCCCCCCCCCCCCCCCC([O-])=O RYYKJJJTJZKILX-UHFFFAOYSA-M 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- UNZSHUCNBUBSGW-IFNWOZJISA-M sodium;(9z,12z,15z)-octadeca-9,12,15-trienoate Chemical compound [Na+].CC\C=C/C\C=C/C\C=C/CCCCCCCC([O-])=O UNZSHUCNBUBSGW-IFNWOZJISA-M 0.000 description 1
- 239000004334 sorbic acid Substances 0.000 description 1
- 235000010199 sorbic acid Nutrition 0.000 description 1
- 229940075582 sorbic acid Drugs 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- SFVFIFLLYFPGHH-UHFFFAOYSA-M stearalkonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 SFVFIFLLYFPGHH-UHFFFAOYSA-M 0.000 description 1
- 239000011115 styrene butadiene Substances 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- UIUJIQZEACWQSV-UHFFFAOYSA-N succinic semialdehyde Chemical compound OC(=O)CCC=O UIUJIQZEACWQSV-UHFFFAOYSA-N 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- PXQLVRUNWNTZOS-UHFFFAOYSA-N sulfanyl Chemical class [SH] PXQLVRUNWNTZOS-UHFFFAOYSA-N 0.000 description 1
- 239000003784 tall oil Substances 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- 235000015961 tonic Nutrition 0.000 description 1
- 230000001256 tonic effect Effects 0.000 description 1
- 229960000716 tonics Drugs 0.000 description 1
- SZEMGTQCPRNXEG-UHFFFAOYSA-M trimethyl(octadecyl)azanium;bromide Chemical compound [Br-].CCCCCCCCCCCCCCCCCC[N+](C)(C)C SZEMGTQCPRNXEG-UHFFFAOYSA-M 0.000 description 1
- STYCVOUVPXOARC-UHFFFAOYSA-M trimethyl(octyl)azanium;hydroxide Chemical compound [OH-].CCCCCCCC[N+](C)(C)C STYCVOUVPXOARC-UHFFFAOYSA-M 0.000 description 1
- 125000003258 trimethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 229940005605 valeric acid Drugs 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 229920003169 water-soluble polymer Polymers 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 125000005023 xylyl group Chemical group 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
Classifications
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- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/24—Phosphorous; Compounds thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/06—Emulsions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/06—Emulsions
- A61K8/062—Oil-in-water emulsions
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
- A61K8/365—Hydroxycarboxylic acids; Ketocarboxylic acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/89—Polysiloxanes
- A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
- A61K8/892—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone modified by a hydroxy group, e.g. dimethiconol
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/89—Polysiloxanes
- A61K8/896—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate
- A61K8/898—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate containing nitrogen, e.g. amodimethicone, trimethyl silyl amodimethicone or dimethicone propyl PG-betaine
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/02—Preparations for cleaning the hair
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/12—Preparations containing hair conditioners
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/24—Acids; Salts thereof
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/09—Carboxylic acids; Metal salts thereof; Anhydrides thereof
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L83/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
- C08L83/04—Polysiloxanes
- C08L83/06—Polysiloxanes containing silicon bound to oxygen-containing groups
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L83/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
- C08L83/04—Polysiloxanes
- C08L83/08—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
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- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
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- C08G77/06—Preparatory processes
- C08G77/08—Preparatory processes characterised by the catalysts used
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- C08G77/04—Polysiloxanes
- C08G77/14—Polysiloxanes containing silicon bound to oxygen-containing groups
- C08G77/16—Polysiloxanes containing silicon bound to oxygen-containing groups to hydroxyl groups
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- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/22—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
- C08G77/26—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen nitrogen-containing groups
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- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
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- Emergency Medicine (AREA)
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- Inorganic Chemistry (AREA)
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Description
ケイ素原子結合水酸基含有含ケイ素化合物はケイ素原子結合水酸基を有する限り特に限定されるものではないが、分子鎖両末端ジオルガノヒドロキシシリル基封鎖ジオルガノポリシロキサンであることが好ましい。(A)成分の粘度は特に限定されるものではないが、1〜100000mm2/sの範囲が好ましい。(A)成分は単独で使用されてもよく、2種類以上を併用してもよい。
HO(R1 2SiO)mH
(式中、R1は、それぞれ独立して、置換若しくは非置換の、直鎖状、分岐状又は環状の、炭素原子数1〜30の一価炭化水素基を表し、
mは10以上の整数を表し、10〜1000の範囲の整数であることが好ましく、100〜500の範囲の整数であることがより好ましい)で示されるオルガノポリシロキサンが好ましい。
が挙げられる。
ケイ素原子結合アミノキシ基含有含ケイ素化合物は、ケイ素原子結合アミノキシ基を有する限り特に限定されるものではないが、分子鎖両末端ジオルガノアミノキシシリル基封鎖ジオルガノポリシロキサン、分子鎖両末端ジオルガノアミノキシシリル基封鎖ジオルガノシロキサン・ポリオキシアルキレンブロック共重合体、分子鎖両末端トリオルガノシリル基封鎖アミノキシオルガノポリシロキサン、又は、分子鎖両末端トリオルガノシリル基封鎖ジオルガノシロキサン・アミノキシオルガノシロキサン共重合体であることが好ましく、分子鎖両末端ジオルガノアミノキシシリル基封鎖ジオルガノポリシロキサン、又は、分子鎖両末端ジオルガノアミノキシシリル基封鎖ジオルガノシロキサン・ポリオキシアルキレンブロック共重合体がより好ましい。(B)成分の粘度は特に限定されるものではないが、1〜100000mm2/sの範囲が好ましい。(B)成分は単独で使用されてもよく、2種類以上を併用してもよい。
D-(R2 2SiO)nSiR2 2-D
(式中、R2は、それぞれ独立して、置換若しくは非置換の、直鎖状、分岐状又は環状の、炭素原子数1〜30の一価炭化水素基を表し、
Dは、アミノキシ基を表し、
nは、1以上の整数を表し、2〜1000の範囲の整数であることが好ましく、3〜200の範囲の整数であることがより好ましい)で示されるオルガノポリシロキサンが好ましい。
が挙げられる。
D-{(R1 2SiO)m'SiR1 2-Y−O−(C2H4O)d−(C3H6O)e−Y}z−(R2 2SiO)n'SiR2 2-D
(式中、R1、R2及びDは上記のとおりであり、
zは、1以上の整数を表し、1〜10の範囲の数であることが好ましく、1〜5の範囲の数であることがより好ましく、
m'及びn'は、それぞれ独立して、0以上の整数を表し、1〜10000の範囲の数であることが好ましく、100〜3000の範囲の数であることがより好ましく、但し、m'+n'は1〜10000の範囲であり、
Yは、二価有機基を表し、
dは、0以上の数を表し、0〜1000の範囲の数であることが好ましく、10〜300の範囲の数であることがより好ましく、
eは、0以上の数を表し、0〜100の範囲の数であることが好ましく、0〜10の範囲の数であることがより好ましく、d+eは少なくとも2であることが好ましく、4以上であることがより好ましく、更に、10〜500の範囲であることがより好ましく、10〜300の範囲であることが更により好ましい)で示される共重合体が好ましい。ここで、二価有機基の定義及び具体例は上記のとおりである。なお、Yは、炭素−ケイ素結合を介して隣接ケイ素原子に結合し、隣接する酸素原子を介してポリオキシアルキレンブロック(−(C2H4O)d−(C3H6O)e−)に結合していることが好ましい。
無機酸又はカルボン酸は、特に限定されるものではないが、水に溶解しうるものが好ましく、水溶液中でプロトンを放出するアレニウス酸であることがより好ましい。無機酸及びカルボン酸は、それぞれ、単独で使用されてもよいが、2種類以上の無機酸の混合物、又は、2種類以上のカルボン酸の混合物を使用してもよい。なお、無機酸及びカルボン酸の混合物を使用することもできる。
蟻酸、酢酸、プロピオン酸、酪酸、吉草酸、カプロン酸、エナント酸、カプリル酸、ペラルゴン酸、カプリン酸、ウンデカン酸等の直鎖飽和脂肪族モノカルボン酸(アルカン酸);
2−メチルプロパン酸、2−メチルブタン酸、トリメチルプロパン酸、2−メチルペンタン酸、トリメチル酢酸等の分岐飽和脂肪族モノカルボン酸(アルカン酸);
アクリル酸、メタクリル酸、クロトン酸、イソクロトン酸、アセトビニル酸、アセトアリル酸、ヘキセン酸、ヘプテン酸、オクテン酸等の不飽和脂肪族モノカルボン酸(アルケン酸);
プロピオール酸、テトロル酸、アリル酢酸、ヘキシン酸、オクチン酸等の不飽和脂肪族モノカルボン酸(アルキン酸);
ペンタジエン酸、ソルビン酸等の多価不飽和脂肪族モノカルボン酸;
クエン酸、乳酸、グリコール酸、α−オキシ酪酸等のα−ヒドロキシモノカルボン酸;
2−ヒドロキシ吉草酸、2−ヒドロキシカプロン酸、β−オキシ酪酸等のβ−ヒドロキシモノカルボン酸;
γ−オキシ酪酸等のγ−ヒドロキシモノカルボン酸;
グリセリン酸等のジヒドロキシモノカルボン酸;
ヒドロキシ(メタ)アクリル酸等のその他のヒドロキシモノカルボン酸;
シュウ酸、マロン酸、琥珀酸、グルタル酸、アジピン酸等の飽和脂肪族ジカルボン酸;
タルトロン酸、リンゴ酸等のモノヒドロキシ飽和脂肪族ジカルボン酸
酒石酸等のジヒドロキシ飽和脂肪族ジカルボン酸;
マレイン酸、フマル酸等の不飽和脂肪族ジカルボン酸;
安息香酸等の芳香族モノカルボン酸;
フタル酸等の芳香族ジカルボン酸
が挙げられる。
下記式:
前記両末端ヒドロキシ基封鎖ジメチルポリシロキサン(粘度2500mm2/s)480部、式(C2H5)2NO[(CH3)2SiO]6(CH3)2SiON(C2H5)2で示される両末端アミノキシ基含有ジメチルポリシロキサン20部、ポリオキシエチレン・ポリオキシプロピレンブロックコポリマー30部、セチルトリメチルアンモニウムクロライド (30%水溶液)100部を10分間撹拌した後乳化し、これに水367.1部を加えて均一に分散させた。更に、酢酸2.4部と防腐剤を加えて均一に分散させた。得られたエマルジョンを室温にて72時間保持した後、外観、臭気等を下記のように評価したまた、本エマルジョンを50℃にて1ヶ月保管した後、外観、臭気を同様に評価した。結果を表1に示す。
前記両末端ヒドロキシ基封鎖ジメチルポリシロキサン(粘度2500mm2/s)380部、下記式:
前記両末端ヒドロキシ基封鎖ジメチルポリシロキサン(粘度2500mm2/s)380部、前記両末端ヒドロキシ基封鎖アミノ基含有ジメチルポリシロキサン(粘度1000mm2/s、アミノ含有量0.2%)100部、式(C2H5)2NO[(CH3)2SiO]6(CH3)2SiON(C2H5)2で示される両末端アミノキシ基含有ジメチルポリシロキサン20部、ポリオキシエチレン・ポリオキシプロピレンブロックコポリマー25部、ラウロイルメチルタウリン25部、水68.5部を10分間撹拌した後乳化し、これに水380部を加えて均一に分散させた。更に、リン酸1部と防腐剤を加えて均一に分散させた。得られたエマルジョンを室温にて72時間保持した後、外観、臭気等を下記のように評価した。また、本エマルジョンを50℃にて1ヶ月保管した後、外観、臭気を同様に評価した。結果を表1に示す。
前記両末端ヒドロキシ基封鎖ジメチルポリシロキサン(粘度2500mm2/s)480部、式(C2H5)2NO[(CH3)2SiO]6(CH3)2SiON(C2H5)2で示される両末端アミノキシ基含有ジメチルポリシロキサン20部、ポリオキシエチレン・ポリオキシプロピレンブロックコポリマー30部、セチルトリメチルアンモニウムクロライド (30%水溶液)100部を10分間撹拌した後乳化し、これに水369.5部と防腐剤を加えて均一に分散させた。得られたエマルジョンを室温にて72時間保持した後、外観、臭気等を下記のように評価した。また、本エマルジョンを50℃にて1ヶ月保管した後、外観、臭気を同様に評価した。結果を表1に示す。
前記両末端ヒドロキシ基封鎖ジメチルポリシロキサン(粘度2500mm2/s)380部、前記両末端ヒドロキシ基封鎖アミノ基含有ジメチルポリシロキサン(粘度1000mm2/s、アミノ含有量0.2%)100部、式(C2H5)2NO[(CH3)2SiO]6(CH3)2SiON(C2H5)2で示される両末端アミノキシ基含有ジメチルポリシロキサン20部、ポリオキシエチレン・ポリオキシプロピレンブロックコポリマー25部、ポリオキシエチレン(2モル)ラウリルエーテル硫酸ナトリウム (70%水溶液)35.7部、水38.8部を10分間撹拌した後乳化し、これに水400部と防腐剤を加えて均一に分散させた。得られたエマルジョンを室温にて72時間保持した後、外観、臭気等を下記のように評価した。また、本エマルジョンを50℃にて1ヶ月保管した後、外観、臭気を同様に評価した。結果を表1に示す。
(pH) pHメーターにより測定した。
(臭気) 嗅覚により判定した。
(粒子径) サブミクロン光散乱型粒子径測定装置(BECKMAN COULTER K.K)により測定した。
(粘度) エマルジョンを一部採取し、エチルアルコールを加えて当該エマルジョンを破壊し、抽出したオイルの粘度を回転粘度計(東機産業(株)R型粘度計RE100U コーンローター:3°×R7.7、 回転数:0.5rpm)で測定した。
前記両末端ヒドロキシ基封鎖ジメチルポリシロキサン(粘度2500mm2/s)480部、式(C2H5)2NO[(CH3)2SiO]6(CH3)2SiON(C2H5)2で示される両末端アミノキシ基含有ジメチルポリシロキサン20部、ポリオキシエチレン・ポリオキシプロピレンブロックコポリマー25部、ポリオキシエチレン(2モル)ラウリルエーテル硫酸ナトリウム(70%水溶液)35.5部、水39.5を10分間撹拌した後乳化し、これに水390.0部を加えて均一に分散させた。本エマルジョンを室温にて72時間保管した後、エマルジョン中のポリマーを抽出して粘度を測定した結果、210000mPa・sであった。得られたエマルジョンをエマルジョンAとした。
前記両末端ヒドロキシ基封鎖ジメチルポリシロキサン(粘度2500mm2/s)480部、式(C2H5)2NO[(CH3)2SiO]6(CH3)2SiON(C2H5)2で示される両末端アミノキシ基含有ジメチルポリシロキサン20部、ポリオキシエチレン・ポリオキシプロピレンブロックコポリマー25部、セチルトリメチルアンモニウムクロライド (30%水溶液)83部を10分間撹拌した後乳化し、これに水382部を加えて均一に分散させた。本エマルジョンを室温にて72時間保管した後、エマルジョン中のポリマーを抽出して粘度を測定した結果、870000mPa・sであった。これをエマルジョンBとした。
エマルジョンA及びエマルジョンBの各99部に対して、それぞれ、表2及び表3に示す種類及び量の酸並びに水を添加及び混合して100部とした(実施例5〜28)。また、エマルジョンA及びエマルジョンBの各99部に対して、それぞれ、表2及び表3に示す量の水を添加及び混合して100部とした(比較例3及び4)。得られたアニオン性界面活性剤含有エマルジョン及びカチオン性界面活性剤含有エマルジョンについて、外観、pH及び臭気を上記のように評価した。結果を表2に併せて示す。
シャンプー用配合液C99部に対して、表5に示す種類及び量のエマルジョンを添加及び混合して100部とした(実施例29〜33及び比較例5〜6)。また、シャンプー配合液C99部に対して、表5に示す量の水を添加及び混合して100部とした(対照1)。シャンプーの調製直後、また、50℃にて7日間保存した後、臭気を上記のように評価した。結果を表5に併せて示す。
コンディショナー用配合液D85.0部に対して、表7に示す種類及び量のエマルジョンを添加及び混合して100部とした(実施例34〜38及び比較例7)。また、コンディショナー用配合液D99部に対して、表7に示す量の水を添加及び混合して100部とした(対照2)。コンディショナーの調製直後、また、50℃にて7日間保存した後、臭気を上記のように評価した。結果を表7に併せて示す。
前記両末端ヒドロキシ基封鎖ジメチルポリシロキサン(粘度2500mm2/s)375部、式(C2H5)2NO[(CH3)2SiO]16(CH3)2SiON(C2H5)2で示される両末端アミノキシ基含有ジメチルポリシロキサン25部、ポリオキシエチレン・ポリオキシプロピレンブロックコポリマー20部、α−オレフィン(C=12)スルホン酸ナトリウム(35%水溶液)54部、水16部を10分間撹拌した後乳化し、これに水500部を加えて均一に分散させた。本エマルジョンを室温にて72時間保管した後、エマルジョン中のポリマーを抽出して粘度を測定した結果、420000mPa・sであった。得られたエマルジョンをエマルジョンCとした。
エマルジョンC99.0部に対して、表8に示す種類及び量の酸並びに水を添加及び混合して100部とした(実施例39〜42)。また、エマルジョンC99.0部に対して、表8に示す量の水を添加及び混合して100部とした(比較例8)。得られたエマルジョンについて、調製直後の外観及び臭気を上記のように評価した。また、また、40℃にて5日間保存した後、臭気を上記のように評価した。結果を表8に併せて示す。
Claims (10)
- 少なくとも1種の分子鎖両末端ジオルガノヒドロキシシリル基封鎖ジオルガノポリシロキサン及び、
少なくとも1種の分子鎖両末端ジオルガノアミノキシシリル基封鎖ジオルガノポリシロキサン、分子鎖両末端ジオルガノアミノキシシリル基封鎖ジオルガノシロキサン・ポリオキシアルキレンブロック共重合体、分子鎖両末端トリオルガノシリル基封鎖アミノキシオルガノポリシロキサン、又は、分子鎖両末端トリオルガノシリル基封鎖ジオルガノシロキサン・アミノキシオルガノシロキサン共重合体から選ばれるケイ素原子結合アミノキシ基含有含ケイ素化合物を縮合反応させて得られるオルガノポリシロキサン組成物の製造方法において、
前記ケイ素原子結合アミノキシ基含有含ケイ素化合物1モルに対して、0.3モル以上の少なくとも1種の無機酸又はカルボン酸
が含まれるオルガノポリシロキサン組成物の製造方法。 - 前記無機酸が、塩酸、硫酸、硝酸、リン酸及び炭酸からなる群から選択される、請求項1記載のオルガノポリシロキサン組成物の製造方法。
- 二価有機基であるR4が、−N(R5)−(R5は水素原子、又は、置換若しくは非置換の、直鎖状、分岐状若しくは環状の、炭素数1〜30の一価炭化水素基を表す);置換若しくは非置換の、直鎖状若しくは分岐状の、炭素原子数1〜20の二価炭化水素基、又は、置換若しくは非置換の、直鎖状若しくは分岐状の、少なくとも1つのヘテロ原子を含む炭素原子数1〜20の二価炭化水素基である、請求項3記載のオルガノポリシロキサン組成物の製造方法。
- 少なくとも1種の界面活性剤を更に含む工程を有する、請求項1乃至4のいずれかに記載のオルガノポリシロキサン組成物の製造方法。
- 水を更に含む工程を有する、請求項1乃至5のいずれかに記載のオルガノポリシロキサン組成物の製造方法。
- エマルジョン形態である、請求項6記載のオルガノポリシロキサン組成物の製造方法。
- 請求項1乃至7のいずれかに記載の方法で得られたオルガノポリシロキサン組成物の製造方法を含む化粧料原料の製造方法。
- 少なくとも1種の無機酸又はカルボン酸の存在下で、
少なくとも1種の分子鎖両末端ジオルガノヒドロキシシリル基封鎖ジオルガノポリシロキサン及び少なくとも1種のケイ素原子結合アミノキシ基含有含ケイ素化合物を、前記ケイ素原子結合アミノキシ基含有含ケイ素化合物1モルに対して0.3モル以上の前記無機酸又はカルボン酸を含み、縮合反応させ、前記ケイ素原子結合アミノキシ基含有含ケイ素化合物が分子鎖両末端ジオルガノアミノキシシリル基封鎖ジオルガノポリシロキサン、分子鎖両末端ジオルガノアミノキシシリル基封鎖ジオルガノシロキサン・ポリオキシアルキレンブロック共重合体、分子鎖両末端トリオルガノシリル基封鎖アミノキシオルガノポリシロキサン、又は、分子鎖両末端トリオルガノシリル基封鎖ジオルガノシロキサン・アミノキシオルガノシロキサン共重合体である、低臭性オルガノポリシロキサンの製造方法。 - 少なくとも1種の分子鎖両末端ジオルガノヒドロキシシリル基封鎖ジオルガノポリシロキサン及び少なくとも1種の分子鎖両末端ジオルガノアミノキシシリル基封鎖ジオルガノポリシロキサン、分子鎖両末端ジオルガノアミノキシシリル基封鎖ジオルガノシロキサン・ポリオキシアルキレンブロック共重合体、分子鎖両末端トリオルガノシリル基封鎖アミノキシオルガノポリシロキサン、又は、分子鎖両末端トリオルガノシリル基封鎖ジオルガノシロキサン・アミノキシオルガノシロキサン共重合体であるから選ばれるケイ素原子結合アミノキシ基含有含ケイ素化合物を縮合反応させ、オルガノポリシロキサンを含む組成物を得る工程、並びに前記組成物に少なくとも1種の無機酸又はカルボン酸を前記ケイ素原子結合アミノキシ基含有含ケイ素化合物1モルに対して0.3モル以上添加する工程
を含む、低臭性オルガノポリシロキサンの製造方法。
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JPS5971363A (ja) | 1982-10-19 | 1984-04-23 | Toray Silicone Co Ltd | 室温硬化性オルガノポリシロキサン組成物 |
US4558109A (en) * | 1984-07-25 | 1985-12-10 | Sws Silicones Corporation | Curable organopolysiloxane compositions |
JPS63265924A (ja) * | 1987-04-23 | 1988-11-02 | Toray Silicone Co Ltd | オルガノポリシロキサンエマルジヨンの製造方法 |
US5110865A (en) * | 1987-03-31 | 1992-05-05 | Toray Silicone Company, Ltd. | Organopolysiloxane emulsion and method for the preparation thereof |
JPH0692540B2 (ja) * | 1987-03-31 | 1994-11-16 | 東レ・ダウコーニング・シリコーン株式会社 | オルガノポリシロキサンエマルジヨン |
JPH04198321A (ja) * | 1990-11-28 | 1992-07-17 | Toray Dow Corning Silicone Co Ltd | オルガノポリシロキサンエマルジョンの製造方法および該エマルジョンにより処理してなる物 |
JP2831877B2 (ja) * | 1992-06-23 | 1998-12-02 | 東芝シリコーン株式会社 | エマルジョン組成物 |
JP3251658B2 (ja) | 1992-08-26 | 2002-01-28 | 東レ・ダウコーニング・シリコーン株式会社 | シリコーン水性エマルジョン組成物 |
US5895794A (en) * | 1993-08-30 | 1999-04-20 | Dow Corning Corporation | Shelf stable cross-linked emulsions with optimum consistency and handling without the use of thickeners |
JP3556259B2 (ja) * | 1993-12-24 | 2004-08-18 | 東レ・ダウコーニング・シリコーン株式会社 | オルガノポリシロキサンエマルジョンおよび該エマルジョンにより処理してなる繊維 |
EP1381651B1 (en) * | 2001-04-27 | 2011-06-29 | Dow Corning Toray Co., Ltd. | Polyorganosiloxane emulsion composition and a cosmetic material made therefrom |
DE10242418A1 (de) * | 2002-09-12 | 2004-03-25 | Wacker-Chemie Gmbh | Verfahren zur Herstellung von Organopolysiloxanharz |
JP2010144157A (ja) * | 2008-12-22 | 2010-07-01 | Dow Corning Toray Co Ltd | 乳化物、その製造方法および該乳化物からなる化粧料原料 |
WO2010104185A2 (en) * | 2009-03-10 | 2010-09-16 | Dow Corning Toray Co., Ltd. | Oil-in-water silicone emulsion composition |
JP5278242B2 (ja) * | 2009-08-14 | 2013-09-04 | 信越化学工業株式会社 | 分子鎖両末端トリオルガノシロキシ基封鎖オルガノポリシロキサンの製造方法 |
JP5475371B2 (ja) * | 2009-09-10 | 2014-04-16 | 花王株式会社 | 水性液体消臭剤組成物 |
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