JP2012521448A - アクリル−、メタクリル−もしくはエタクリルアミドアルキルスルホン酸、またはその塩、およびカルボキシアルキルアクリラート、−メタクリラートまたは−エタクリラート、あるいはこれらカルボキシ化合物のオリゴマーに基づくポリマー - Google Patents
アクリル−、メタクリル−もしくはエタクリルアミドアルキルスルホン酸、またはその塩、およびカルボキシアルキルアクリラート、−メタクリラートまたは−エタクリラート、あるいはこれらカルボキシ化合物のオリゴマーに基づくポリマー Download PDFInfo
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- JP2012521448A JP2012521448A JP2012501172A JP2012501172A JP2012521448A JP 2012521448 A JP2012521448 A JP 2012521448A JP 2012501172 A JP2012501172 A JP 2012501172A JP 2012501172 A JP2012501172 A JP 2012501172A JP 2012521448 A JP2012521448 A JP 2012521448A
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- 229920000642 polymer Polymers 0.000 title claims abstract description 106
- -1 carboxyalkyl acrylates Chemical class 0.000 title claims description 92
- 150000003839 salts Chemical class 0.000 title claims description 44
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 title description 12
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 title description 4
- 150000003460 sulfonic acids Chemical class 0.000 title description 2
- 125000005395 methacrylic acid group Chemical group 0.000 title 1
- 239000002537 cosmetic Substances 0.000 claims abstract description 38
- 239000002562 thickening agent Substances 0.000 claims abstract description 31
- 239000000178 monomer Substances 0.000 claims abstract description 24
- 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 24
- 239000000203 mixture Substances 0.000 claims description 147
- 239000003921 oil Substances 0.000 claims description 42
- 239000004094 surface-active agent Substances 0.000 claims description 40
- 239000001257 hydrogen Substances 0.000 claims description 35
- 229910052739 hydrogen Inorganic materials 0.000 claims description 35
- 238000006116 polymerization reaction Methods 0.000 claims description 33
- 239000000126 substance Substances 0.000 claims description 31
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 25
- 150000002431 hydrogen Chemical class 0.000 claims description 22
- 150000002500 ions Chemical class 0.000 claims description 22
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 20
- 125000000217 alkyl group Chemical group 0.000 claims description 19
- 239000011734 sodium Substances 0.000 claims description 19
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 17
- 125000004432 carbon atom Chemical group C* 0.000 claims description 17
- 150000001875 compounds Chemical class 0.000 claims description 17
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 claims description 16
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 claims description 15
- 239000003995 emulsifying agent Substances 0.000 claims description 15
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- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 13
- 229910052783 alkali metal Inorganic materials 0.000 claims description 11
- 239000007788 liquid Substances 0.000 claims description 11
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- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 10
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- 238000004519 manufacturing process Methods 0.000 claims description 10
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- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 claims description 9
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- XHZPRMZZQOIPDS-UHFFFAOYSA-N 2-Methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid Chemical compound OS(=O)(=O)CC(C)(C)NC(=O)C=C XHZPRMZZQOIPDS-UHFFFAOYSA-N 0.000 claims description 7
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 7
- 239000003795 chemical substances by application Substances 0.000 claims description 7
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- 230000006641 stabilisation Effects 0.000 claims description 7
- 238000011105 stabilization Methods 0.000 claims description 7
- 239000003381 stabilizer Substances 0.000 claims description 7
- 229920000536 2-Acrylamido-2-methylpropane sulfonic acid Polymers 0.000 claims description 6
- ZEYHEAKUIGZSGI-UHFFFAOYSA-N 4-methoxybenzoic acid Chemical compound COC1=CC=C(C(O)=O)C=C1 ZEYHEAKUIGZSGI-UHFFFAOYSA-N 0.000 claims description 6
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- 150000003700 vitamin C derivatives Chemical class 0.000 claims description 6
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 5
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- 150000001412 amines Chemical class 0.000 claims description 5
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- BEFDCLMNVWHSGT-UHFFFAOYSA-N ethenylcyclopentane Chemical compound C=CC1CCCC1 BEFDCLMNVWHSGT-UHFFFAOYSA-N 0.000 claims description 5
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- 239000000314 lubricant Substances 0.000 claims description 5
- 229910052749 magnesium Inorganic materials 0.000 claims description 5
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- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 4
- ZZZCUOFIHGPKAK-UHFFFAOYSA-N D-erythro-ascorbic acid Natural products OCC1OC(=O)C(O)=C1O ZZZCUOFIHGPKAK-UHFFFAOYSA-N 0.000 claims description 4
- 239000004904 UV filter Substances 0.000 claims description 4
- 229930003268 Vitamin C Natural products 0.000 claims description 4
- 239000002585 base Substances 0.000 claims description 4
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 4
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- 229940091250 magnesium supplement Drugs 0.000 claims description 4
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 4
- 238000006386 neutralization reaction Methods 0.000 claims description 4
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 claims description 4
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- 229960004889 salicylic acid Drugs 0.000 claims description 4
- 239000002453 shampoo Substances 0.000 claims description 4
- 229910052717 sulfur Inorganic materials 0.000 claims description 4
- 235000019154 vitamin C Nutrition 0.000 claims description 4
- 239000011718 vitamin C Substances 0.000 claims description 4
- MLSJBGYKDYSOAE-DCWMUDTNSA-N L-Ascorbic acid-2-glucoside Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O[C@@H]2[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O2)O)=C1O MLSJBGYKDYSOAE-DCWMUDTNSA-N 0.000 claims description 3
- 125000004450 alkenylene group Chemical group 0.000 claims description 3
- 229960004365 benzoic acid Drugs 0.000 claims description 3
- 239000006210 lotion Substances 0.000 claims description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 2
- 229910021529 ammonia Inorganic materials 0.000 claims description 2
- 229940067599 ascorbyl glucoside Drugs 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 239000006260 foam Substances 0.000 claims description 2
- 229940078752 magnesium ascorbyl phosphate Drugs 0.000 claims description 2
- 125000005699 methyleneoxy group Chemical group [H]C([H])([*:1])O[*:2] 0.000 claims description 2
- 239000008251 pharmaceutical emulsion Substances 0.000 claims description 2
- YRWWOAFMPXPHEJ-OFBPEYICSA-K sodium L-ascorbic acid 2-phosphate Chemical compound [Na+].[Na+].[Na+].OC[C@H](O)[C@H]1OC(=O)C(OP([O-])([O-])=O)=C1[O-] YRWWOAFMPXPHEJ-OFBPEYICSA-K 0.000 claims description 2
- 229940048058 sodium ascorbyl phosphate Drugs 0.000 claims description 2
- 239000007921 spray Substances 0.000 claims description 2
- 230000037072 sun protection Effects 0.000 claims description 2
- HTJNEBVCZXHBNJ-XCTPRCOBSA-H trimagnesium;(2r)-2-[(1s)-1,2-dihydroxyethyl]-3,4-dihydroxy-2h-furan-5-one;diphosphate Chemical compound [Mg+2].[Mg+2].[Mg+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.OC[C@H](O)[C@H]1OC(=O)C(O)=C1O HTJNEBVCZXHBNJ-XCTPRCOBSA-H 0.000 claims description 2
- 125000003342 alkenyl group Chemical group 0.000 claims 2
- 125000004429 atom Chemical group 0.000 claims 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 14
- 229920001223 polyethylene glycol Polymers 0.000 description 101
- 239000002202 Polyethylene glycol Substances 0.000 description 100
- 235000019198 oils Nutrition 0.000 description 38
- 235000014113 dietary fatty acids Nutrition 0.000 description 36
- 239000000194 fatty acid Substances 0.000 description 36
- 229930195729 fatty acid Natural products 0.000 description 36
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 26
- 150000004665 fatty acids Chemical class 0.000 description 26
- 150000002148 esters Chemical class 0.000 description 25
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 24
- 239000000049 pigment Substances 0.000 description 23
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- 229920001577 copolymer Polymers 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
- 238000003756 stirring Methods 0.000 description 15
- XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 description 14
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 14
- 229920001296 polysiloxane Polymers 0.000 description 14
- 235000011187 glycerol Nutrition 0.000 description 13
- 125000002091 cationic group Chemical group 0.000 description 11
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 10
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 10
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- 230000002378 acidificating effect Effects 0.000 description 10
- KWIUHFFTVRNATP-UHFFFAOYSA-N glycine betaine Chemical compound C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 10
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- HBXWUCXDUUJDRB-UHFFFAOYSA-N 1-octadecoxyoctadecane Chemical compound CCCCCCCCCCCCCCCCCCOCCCCCCCCCCCCCCCCCC HBXWUCXDUUJDRB-UHFFFAOYSA-N 0.000 description 9
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 9
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 9
- 239000004205 dimethyl polysiloxane Substances 0.000 description 9
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 9
- FDCJDKXCCYFOCV-UHFFFAOYSA-N 1-hexadecoxyhexadecane Chemical compound CCCCCCCCCCCCCCCCOCCCCCCCCCCCCCCCC FDCJDKXCCYFOCV-UHFFFAOYSA-N 0.000 description 8
- LQXBZWFNAKZUNM-UHFFFAOYSA-N 16-methyl-1-(16-methylheptadecoxy)heptadecane Chemical compound CC(C)CCCCCCCCCCCCCCCOCCCCCCCCCCCCCCCC(C)C LQXBZWFNAKZUNM-UHFFFAOYSA-N 0.000 description 8
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- CYUZOYPRAQASLN-UHFFFAOYSA-N 3-prop-2-enoyloxypropanoic acid Chemical compound OC(=O)CCOC(=O)C=C CYUZOYPRAQASLN-UHFFFAOYSA-N 0.000 description 7
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- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 7
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- QELSKZZBTMNZEB-UHFFFAOYSA-N propylparaben Chemical compound CCCOC(=O)C1=CC=C(O)C=C1 QELSKZZBTMNZEB-UHFFFAOYSA-N 0.000 description 6
- 229940114926 stearate Drugs 0.000 description 6
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- MRUAUOIMASANKQ-UHFFFAOYSA-N cocamidopropyl betaine Chemical compound CCCCCCCCCCCC(=O)NCCC[N+](C)(C)CC([O-])=O MRUAUOIMASANKQ-UHFFFAOYSA-N 0.000 description 5
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- GVJHHUAWPYXKBD-UHFFFAOYSA-N d-alpha-tocopherol Natural products OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 5
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- 150000002170 ethers Chemical class 0.000 description 5
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 5
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- LXCFILQKKLGQFO-UHFFFAOYSA-N p-hydroxybenzoic acid methyl ester Natural products COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 5
- 235000021317 phosphate Nutrition 0.000 description 5
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- 239000000243 solution Substances 0.000 description 5
- PRAKJMSDJKAYCZ-UHFFFAOYSA-N squalane Chemical compound CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C PRAKJMSDJKAYCZ-UHFFFAOYSA-N 0.000 description 5
- 239000011787 zinc oxide Substances 0.000 description 5
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- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 description 4
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- WNWHHMBRJJOGFJ-UHFFFAOYSA-N 16-methylheptadecan-1-ol Chemical compound CC(C)CCCCCCCCCCCCCCCO WNWHHMBRJJOGFJ-UHFFFAOYSA-N 0.000 description 4
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- WSSJONWNBBTCMG-UHFFFAOYSA-N 2-hydroxybenzoic acid (3,3,5-trimethylcyclohexyl) ester Chemical compound C1C(C)(C)CC(C)CC1OC(=O)C1=CC=CC=C1O WSSJONWNBBTCMG-UHFFFAOYSA-N 0.000 description 4
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 4
- 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 4
- 239000004166 Lanolin Substances 0.000 description 4
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
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- 239000013543 active substance Substances 0.000 description 4
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 4
- 229910052782 aluminium Inorganic materials 0.000 description 4
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- 239000003431 cross linking reagent Substances 0.000 description 4
- 239000006185 dispersion Substances 0.000 description 4
- NOPFSRXAKWQILS-UHFFFAOYSA-N docosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCO NOPFSRXAKWQILS-UHFFFAOYSA-N 0.000 description 4
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- 210000002374 sebum Anatomy 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 229910052711 selenium Inorganic materials 0.000 description 1
- 239000011669 selenium Substances 0.000 description 1
- 229910000338 selenium disulfide Inorganic materials 0.000 description 1
- JNMWHTHYDQTDQZ-UHFFFAOYSA-N selenium sulfide Chemical compound S=[Se]=S JNMWHTHYDQTDQZ-UHFFFAOYSA-N 0.000 description 1
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- QURCVMIEKCOAJU-UHFFFAOYSA-N trans-isoferulic acid Natural products COC1=CC=C(C=CC(O)=O)C=C1O QURCVMIEKCOAJU-UHFFFAOYSA-N 0.000 description 1
- ZCIHMQAPACOQHT-ZGMPDRQDSA-N trans-isorenieratene Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/c1c(C)ccc(C)c1C)C=CC=C(/C)C=Cc2c(C)ccc(C)c2C ZCIHMQAPACOQHT-ZGMPDRQDSA-N 0.000 description 1
- LOIYMIARKYCTBW-OWOJBTEDSA-N trans-urocanic acid Chemical compound OC(=O)\C=C\C1=CNC=N1 LOIYMIARKYCTBW-OWOJBTEDSA-N 0.000 description 1
- LOIYMIARKYCTBW-UHFFFAOYSA-N trans-urocanic acid Natural products OC(=O)C=CC1=CNC=N1 LOIYMIARKYCTBW-UHFFFAOYSA-N 0.000 description 1
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- ICUTUKXCWQYESQ-UHFFFAOYSA-N triclocarban Chemical compound C1=CC(Cl)=CC=C1NC(=O)NC1=CC=C(Cl)C(Cl)=C1 ICUTUKXCWQYESQ-UHFFFAOYSA-N 0.000 description 1
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- VMYFZRTXGLUXMZ-UHFFFAOYSA-N triethyl citrate Natural products CCOC(=O)C(O)(C(=O)OCC)C(=O)OCC VMYFZRTXGLUXMZ-UHFFFAOYSA-N 0.000 description 1
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- FAGMGMRSURYROS-UHFFFAOYSA-M trihexadecyl(methyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+](C)(CCCCCCCCCCCCCCCC)CCCCCCCCCCCCCCCC FAGMGMRSURYROS-UHFFFAOYSA-M 0.000 description 1
- 150000004684 trihydrates Chemical class 0.000 description 1
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- UUJLHYCIMQOUKC-UHFFFAOYSA-N trimethyl-[oxo(trimethylsilylperoxy)silyl]peroxysilane Chemical compound C[Si](C)(C)OO[Si](=O)OO[Si](C)(C)C UUJLHYCIMQOUKC-UHFFFAOYSA-N 0.000 description 1
- 239000001226 triphosphate Substances 0.000 description 1
- 235000011178 triphosphate Nutrition 0.000 description 1
- 125000002264 triphosphate group Chemical group [H]OP(=O)(O[H])OP(=O)(O[H])OP(=O)(O[H])O* 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
- ZQTYRTSKQFQYPQ-UHFFFAOYSA-N trisiloxane Chemical compound [SiH3]O[SiH2]O[SiH3] ZQTYRTSKQFQYPQ-UHFFFAOYSA-N 0.000 description 1
- 229960000281 trometamol Drugs 0.000 description 1
- OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 description 1
- 229940040064 ubiquinol Drugs 0.000 description 1
- QNTNKSLOFHEFPK-UPTCCGCDSA-N ubiquinol-10 Chemical compound COC1=C(O)C(C)=C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)C(O)=C1OC QNTNKSLOFHEFPK-UPTCCGCDSA-N 0.000 description 1
- 229940035936 ubiquinone Drugs 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
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- 235000013343 vitamin Nutrition 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- NCYCYZXNIZJOKI-UHFFFAOYSA-N vitamin A aldehyde Natural products O=CC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C NCYCYZXNIZJOKI-UHFFFAOYSA-N 0.000 description 1
- 235000019164 vitamin B2 Nutrition 0.000 description 1
- 239000011716 vitamin B2 Substances 0.000 description 1
- 235000019160 vitamin B3 Nutrition 0.000 description 1
- 239000011708 vitamin B3 Substances 0.000 description 1
- 235000019158 vitamin B6 Nutrition 0.000 description 1
- 239000011726 vitamin B6 Substances 0.000 description 1
- 229940011671 vitamin b6 Drugs 0.000 description 1
- 239000000341 volatile oil Substances 0.000 description 1
- 239000008170 walnut oil Substances 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 230000002087 whitening effect Effects 0.000 description 1
- 230000037303 wrinkles Effects 0.000 description 1
- ZFNVDHOSLNRHNN-UHFFFAOYSA-N xi-3-(4-Isopropylphenyl)-2-methylpropanal Chemical compound O=CC(C)CC1=CC=C(C(C)C)C=C1 ZFNVDHOSLNRHNN-UHFFFAOYSA-N 0.000 description 1
- 150000003751 zinc Chemical class 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- UGZADUVQMDAIAO-UHFFFAOYSA-L zinc hydroxide Chemical compound [OH-].[OH-].[Zn+2] UGZADUVQMDAIAO-UHFFFAOYSA-L 0.000 description 1
- 229940007718 zinc hydroxide Drugs 0.000 description 1
- 229910021511 zinc hydroxide Inorganic materials 0.000 description 1
- 229940043810 zinc pyrithione Drugs 0.000 description 1
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 1
- KYNBIEFLVXTQTO-UHFFFAOYSA-L zinc;phenyl sulfate Chemical compound [Zn+2].[O-]S(=O)(=O)OC1=CC=CC=C1.[O-]S(=O)(=O)OC1=CC=CC=C1 KYNBIEFLVXTQTO-UHFFFAOYSA-L 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
- 229910001928 zirconium oxide Inorganic materials 0.000 description 1
- 229940043774 zirconium oxide Drugs 0.000 description 1
- 239000002888 zwitterionic surfactant Substances 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F230/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal
- C08F230/02—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing phosphorus
-
- 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
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- A61K8/8158—Homopolymers or copolymers of amides or imides, e.g. (meth) acrylamide; Compositions of derivatives of such polymers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/10—Washing or bathing preparations
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/26—Esters containing oxygen in addition to the carboxy oxygen
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical & Material Sciences (AREA)
- Polymers & Plastics (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Organic Chemistry (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Dermatology (AREA)
- Emergency Medicine (AREA)
- Cosmetics (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Medicinal Preparation (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
a) 式(1)の互いに独立の1つまたは複数の繰り返し構造単位を20.0〜98.99モル%、好ましくは、20.0〜98.98モル%、
R1は、水素、メチル、またはエチルを意味し、
Aは、直鎖状または分岐したC1〜C12アルキレン、好ましくは、C1〜C8アルキレンを意味し、
Q+は、H+、NH4 +、有機アンモニウムイオン[HNR5R6R7]+(ここで、R5、R6、およびR7は、互いに独立に、水素、直鎖状または分岐状C1〜C22アルキル基、直鎖状または分岐状のモノまたはポリ不飽和C2〜C22アルケニル基、C6〜C22アルキルアミドプロピル基、直鎖状C2〜C10モノヒドロキシアルキル基、あるいは直鎖状または分岐状C3〜C10ジヒドロキシアルキル基でよく、かつ、ここで、残基R5、R6、およびR7のうち少なくとも1つは水素でない)、Li+、Na+、K+、1/2Ca++、1/2Mg++、1/2Zn++、または1/3Al+++、またはこれらイオンの混合物を表す]
b) 式(2)の互いに独立の1つまたは複数の繰り返し構造単位を1.0〜79.99モル%、好ましくは、1.0〜79.98モル%、
R1aは、水素、メチル、またはエチルを意味し、
X+は、H+、NH4 +、有機アンモニウムイオン[HNR5R6R7]+(ここで、R5、R6、およびR7は、互いに独立に、水素、直鎖状または分岐状C1〜C22アルキル基、直鎖状または分岐状のモノまたはポリ不飽和C2〜C22アルケニル基、C6〜C22アルキルアミドプロピル基、直鎖状C2〜C10モノヒドロキシアルキル基、または直鎖状または分岐状C3〜C10ジヒドロキシアルキル基でよく、かつ、ここで、残基R5、R6、およびR7のうち少なくとも1つは水素でない)、Li+、Na+、K+、1/2Ca++、1/2Mg++、1/2Zn++、または1/3Al+++、またはこれらイオンの混合物を表し、
Bは、直鎖状または分岐状C1〜C6アルキレン基であり、そして
nは、1〜10の整数である]、および
c) 少なくとも2つのオレフィン性二重結合を有する1種または複数種のモノマーに由来する1つまたは複数の互いに独立の架橋性の繰り返し構造単位を0.01〜8.0モル%、好ましくは、0.01〜5.0モル%、特に好ましくは0.01〜2.0モル%、また極めて好ましくは0.25〜1.5モル%。
a) 式(1)の1つまたは複数の構造単位を50.0〜96.99モル%、好ましくは75.0〜94.99モル%、また特に好ましくは84.75〜94.75モル%、
b) 式(2)の1つまたは複数の構造単位を3.0〜49.99モル%、好ましくは5.0〜24.99モル%、また特に好ましくは5.0〜15.0モル%、および
c) 成分c)の1つまたは複数の架橋性構造単位を0.01〜5.0モル%、好ましくは0.01〜2.0モル%、また特に好ましくは0.25〜1.5モル%
含む。
R1およびR2は、それぞれ互いに独立に、水素、メチル、またはエチルを意味し、
D、E、およびFは、それぞれ互いに独立に、メチレンオキシ(−CH2−O−)、エチレンオキシ(−CH2−CH2−O−)、プロピレンオキシ(−CH(CH3)−CH2−O−)、直鎖状または分岐状C1〜C6アルキレン基、直鎖状または分岐状の、モノまたはポリ不飽和C2〜C6アルケニレン基、直鎖状C2〜C6モノヒドロキシアルキレン基、または直鎖状または分岐状C3〜C6ジヒドロキシアルキレン基を意味し、
o、p、およびqは、それぞれ互いに独立に、1〜50の整数を意味する]
を含む。
ab) 式(1)および(2)の繰り返し構造単位の混合体を29.99〜98.99モル%、好ましくは62.0〜98.99モル%、
c) 成分c)の1つまたは複数の架橋性構造単位を0.01〜8.0モル%、および
d) 一般式(4)の1つまたは複数の化合物に由来する1つまたは複数の互いに独立な非架橋性繰り返し構造単位を0.01〜70.0モル%、好ましくは1.0〜70.0モル%、特に好ましくは1.0〜37.99モル%
含む。
R1は、水素、メチル、またはエチルを意味し、
R2は、H、直鎖状または分岐状C1〜C50アルキル基、直鎖状または分岐状C2〜C6モノヒドロキシアルキル基、直鎖状または分岐状C2〜C6ジヒドロキシアルキル基、−(CO−O−R7−)OR8または−(CO−NR5−R7−)pR8を意味し、
l、m、n、o、およびpは、それぞれ互いに独立に、0〜300の整数を意味し、
Yは、化学結合、O、NR3、S、PR3、CH2、CH2O、CH2NR3、CH2S、C(O)、C(NR3)、C(O)O、OC(O)、C(O)NR3、NR3C(O)、C(NR4)NR3、C(O)S、R6OC(O)O、R6OC(O)NR3、R6R3NC(O)NR4、R6NR3C(NR5)NR4、R6OC(O)S、R6P(O)O、R6OP(O)O、R6S(O)、R6S(O)(O)、R6S(O)O、R6S(O)(O)O、R6OS(O)OまたはR6OS(O)(O)O、好ましくは化学結合、O、CH2、C(O)O、OC(O)、C(O)NR3、またはNR3C(O)を意味し、
R3、R4、R5、およびR8は、それぞれ互いに独立に、水素または直鎖状または分岐状C1〜C50アルキル残基を意味し、
R6は、化学結合またはCH2を意味し、
R7は、直鎖状または分岐状C1〜C50アルキレン残基を意味する]
R1は、水素、メチル、またはエチルを意味し、
R2およびR3は、それぞれ互いに独立に、水素、メチル、エチル、n−プロピル、またはイソプロピルを意味し、さらに、R2およびR3残基の少なくとも1つは水素でない]
式(6)の1つまたは複数の構造単位と、
a) 水相または水−アルコール相を、98.0重量%まで、好ましくは60.0〜98.0重量%、特に好ましくは70.0〜94.4重量%、極めて好ましくは75.0〜94.5重量%、
b) 1種または複数種の界面活性剤を、50.0重量%まで、好ましくは1.0〜30.0重量%、特に好ましくは5.0〜20.0重量%、極めて好ましくは5.0〜15.0重量%、
c) 1種または複数種の本発明によるポリマーを、10.0重量%まで、好ましくは0.01〜10.0重量%、特に好ましくは0.1〜5.0重量%、極めて好ましくは0.5〜2.0重量、および
d) 1種または複数種のさらなる添加物を、50.0重量%まで、好ましくは0.5〜38.99重量%、特に好ましくは0.5〜6.0重量%、極めて好ましくは1.0〜5.0重量%(ここで、本発明による組成物が水中油型エマルジョンであるとき、上記1種または複数種の添加物は、特に1種または複数種の油を意味する)
含有する。
0〜30モルのエチレンオキシドおよび/または0〜5モルのプロピレンオキシドと、C8〜C22直鎖状脂肪族アルコール、C12〜C22脂肪酸、アルキル基中に8〜15個のC原子を有するアルキルフェノール、およびソルビタン−またはソルビトールエステルとの付加生成物;0〜30モルのエチレンオキシドとグリセリンの付加生成物の(C12〜C18)−脂肪酸モノおよびジエステル;C6〜C22の飽和および不飽和脂肪族酸、また場合によりそれらのエチレンオキシド付加生成物の、グリセリンモノおよびジエステルならびにソルビタンモノおよびジエステル;15〜60モルのエチレンオキシドとヒマシ油および/または硬化ヒマシ油との付加生成物;ポリオールエステル、特にポリグリセリンエステル、例えばポリグリセリンポリリシノール酸エステル、およびポリグリセリンポリ−12−ヒドロキシステアリン酸エステル。同様に、好ましくは、エトキシ化脂肪族アミン、脂肪酸アミド、脂肪酸アルカノールアミド、およびこれらの物質類の複数の化合物の混合体が適している。
以下に示す例および応用は、本発明をより詳細に説明するが、それらに限定するものではない。
tert−ブタノール中での沈殿法による本発明によるポリマーの製造のための全般的な重合処方
還流冷却器、ガス送入管、内部温度センサ、および撹拌器の付いた1Lクイックフィット(Quickfit)フラスコ中に、400gのtert.−ブタノールを仕込み、計算量の2−アクリルアミド−2−メチル−1−プロパンスルホン酸(AMPS(登録商標)、Lubrizol社)を混合する。続いて、NH3を導入して中和し(目標pH値6−7)、計算量のアクリル酸2−カルボキシエチル(Sigma−Aldrich社)、またはアクリル酸2−カルボキシエチルオリゴマー混合物(Bimax Chmicals Ltd.)、および計算量の架橋剤を反応混合物中に加える。さらなるコモノマーが必要である場合、これは、アクリルアミド−2−メチル−1−プロパンスルホンスルホン酸(AMPS(登録商標)、Lubrizol社)の中和後に加えることができる。コモノマーの添加後に反応混合物のpH値が酸性域に変化する場合、NH3の導入で再度中和する(目標pH値6−7)。N2またはアルゴンを混合して不活性化した後、内部温度60℃で、2,2’−アゾビスイソ酪酸ジメチル(V−601)を開始剤として加え、重合反応を開始する。数分後に、生成したポリマーが沈殿する。混合液を、還流しながら2時間加熱した後、重合体を吸引ろ過器で溶媒と分離し、真空乾燥する。この処方は、以下に記述する重合反応の全てに全般的に適用できる。
第1項の全般的な重合処方に従い重合した。
第1項の全般的な重合処方に従い重合した。
第1項の全般的な重合処方に従い重合した。
第1項の全般的な重合処方に従い重合した。
第1項の全般的な重合処方に従い重合した。
第1項の全般的な重合処方に従い重合した。
第1項の全般的な重合処方に従い重合した。
第1項の全般的な重合処方に従い重合した。
第1項の全般的な重合処方に従い重合した。
第1項の全般的な重合処方に従い重合した。
以下の%表示は、別段の明示的な断りがない限り、全て重量%である。
例A:老化防止クリームゲル
A Genapol(登録商標)DAT 2.00%
PEG−150ポリグリセリル−2トリステアラートおよびPEG−6、カプリル酸/カプリン酸グリセリド
B 水 ad100%
C ミネラルオイル 5.00%
SilCare(登録商標)Silicone 31M50 3.00%
カプリリルトリメチコン
D 例4によるポリマー 1.80%
E グリコール酸30%* 6.00%
Phenonip(登録商標) 0.50%
フェノキシエタノール(および)メチルパラベン(および)エチルパラベン(および)ブチルパラベン(および)プロピルパラベン(および)イソブチルパラベン
F Genapol(登録商標)LA070 3.00%
ラウレス−7
I 撹拌しつつ軽く加温しながらAをBに溶かす。
II DをCに撹拌しながら入れる。
III IをIIに加え、均一なゲルを得るまで撹拌する。
IV EをIIIに加える。
V FをIVに加え撹拌する。
A Hostaphat(登録商標)CS120 5.00%
リン酸ステアリル
Tegin(登録商標)M 2.50%
ステアリン酸グリセリル
ステアリン酸 2.00%
セチルアルコール 1.00%
Abil(登録商標)100 2.00%
ジメチコン
ミネラルオイル、低粘度 3.00%
Cetiol(登録商標)868 3.00%
ステアリン酸エチルヘキシル
Velsan(登録商標)CCT 3.00%
カプリル酸/カプリン酸トリグリセリド
UV−Titan M210 5.00%
超微粉二酸化チタン
B 例5によるポリマー 0.20%
C Hostapon(登録商標)CLG 0.60%
ラウロイルグルタミン酸ナトリウム
Eusolex(登録商標)232 4.00%
フェニルベンズイミダゾールスルホン酸
トリス(ヒドロキシメチル)アミノメタン 適量
トロメタミン
アラントイン 0.20%
グリセリン 5.00%
保存剤 適量
水 ad100%
D 芳香剤 0.30%
I Aを80℃で融解してから、成分Bを加える。
II Iを均質化する。
III Cを80℃に加温する。
IV IIIをIIに撹拌しながら入れる。
V 冷却するまでIVを撹拌する。
VI DをVに35℃で加える。
VII エマルジョンを均質化する。
A 水 ad100%
B 例2によるポリマー 2.50%
C Genapol(登録商標)LRO liq. 38.50%
ラウレス硫酸ナトリウム
Genagen(登録商標)CAB 15.00%
コカミドプロピルベタイン
Hostapon(登録商標)KCG 8.30%
ココイルグルタミン酸ナトリウム
D Genapol(登録商標)TSM 4.00%
安息香酸Na 0.40%
I 均一なゲルが得られるまでBをAに混ぜる。
II Cの各成分を加えて、完全に溶解するまで撹拌する。
III Dの各成分をIIに加える。
IV pH値をpH=4.5に調整する。
A Hostaphat(登録商標)KL340D 1.00%
トリラウレス−4リン酸
ミネラルオイル、低粘度 8.00%
パルミチン酸イソプロピル
Velsan(登録商標)CCT 2.00%
カプリル酸/カプリン酸トリグリセリド
グリセリルステアラート 0.50%
セテアリルアルコール 0.50%
B 例4によるポリマー 0.80%
C グリセリン 5.00%
アルコール 1.00%
水 ad100%
D 酢酸トコフェロール 1.00%
Z−Cote HP1 10.00%
酸化亜鉛およびジメチコン
保存剤 適量
E 芳香剤 0.30%
I Aを70℃で融解してから、Bを加える。
II Cを40℃に加温する。
III IIをIに撹拌しながら入れる。
IV Dを35℃でIIIに撹拌しながら入れる。
V EをIVに加える。
A Eusolex(登録商標)232 2.00%
フェニルベンズイミダゾールスルホン酸
B 水 ad100%
C 例4によるポリマー 2.10%
D Tegosoft TN 5.00%
C12−C15安息香酸アルキル
SilCare(登録商標)Silicone 31M50 3.00%
カプリリルトリメチコン
E Nipaguard(登録商標)MPA 適量
ベンジルアルコール(および)メチルパラベン(および)プロピルパラベン
Genapol(登録商標)LA070 2.50%
ラウレス−7
芳香剤 適量
I AをBと混合してpHを約7.3に中和する。
II Cを加え均質なゲルが得られるまで撹拌する。
III Dの各成分を混合し、IIに加える。
IV EをIIIに加える。
A Genapol(登録商標)T250 2.00%
セテアレス−25
Genapol(登録商標)DAT100 1.10%
PEG−150ポリグリセリル−2トリステアラート
B 水 ad100.00%
C アスコルビン酸2−グルコシド 3.00%
Nipaguard(登録商標)DMDMH 適量
DMDMヒダントイン
D 例4によるポリマー 3.00%
E 水酸化ナトリウム 適量
I 撹拌しつつ軽く加温しながら成分AをBに溶かす。
II 冷却するまで(25℃)撹拌し、Cを加える。
III Dを加え、均一なゲルが得られるまで撹拌する。
IV EによりpH値を6に調整する。
A 水 ad100%
B 例1によるポリマー 2.50%
C Genapol(登録商標)LRO liq. 38.50%
ラウレス硫酸ナトリウム
Genagen(登録商標)CAB 15.00%
コカミドプロピルベタイン
Hostapon(登録商標)KCG 8.30%
ココイルグルタミン酸ナトリウム
D ジンクピリチオン 1.80%
保存剤 適量
I BをAと混合し、均一なゲルが得られるまで撹拌する。
II 成分Cを加えて完全に溶解するまで撹拌する。
III Dの各成分をIIに加える。
A Genapol(登録商標)LRO liq. 49.95%
ラウレス硫酸ナトリウム
Genagen(登録商標)CAB 5.00%
コカミドプロピルベタイン
B 水 ad100%
C 例2によるポリマー 1.50%
D ソルビン酸Na 0.40%
E クエン酸 適量
Cirebelle 104 0.20%
I AをBと混ぜる。
II 溶解したら、CをIに加え、均一な溶液になるまで撹拌する。
III DをIIに加える。
IV EによりpH値を5.0に調整する。
A Genapol(登録商標)LRO liquid 30.00%
ラウレス硫酸ナトリウム
Hostapon(登録商標)KCG 5.00%
ココイルグルタミン酸ナトリウム
Velsan(登録商標)CG070 2.00%
ヤシ油脂肪酸PEG−7グリセリル
Genagen(登録商標)CAB 6.00%
コカミドプロピルベタイン
Genapol(登録商標)LA030 2.00%
ラウレス−3
B 水 ad100%
C 例3によるポリマー 1.50%
D ソルビン酸Na 0.30%
I 各成分が完全に溶解するまでAをBと混合する。
II CをIに加えて、均一な溶液になるまで撹拌する。
III DをIIに加える。
Claims (25)
- 以下を含む水溶性または水膨潤性ポリマー:
a) 式(1)
R1は、水素、メチルまたはエチルを意味し、
Aは、直鎖状または分岐状のC1〜C12アルキレン、好ましくはC1〜C8アルキレンを意味し、
Q+は、H+、NH4 +、有機アンモニウムイオン[HNR5R6R7]+(ここでR5、R6およびR7は、互いに独立に、水素、1〜22個の炭素原子を有する直鎖状または分岐状アルキル基、2〜22個の炭素原子を有する直鎖状または分岐状のモノまたはポリ不飽和アルケニル基、C6〜C22アルキルアミドプロピル基、2〜10個の炭素原子を有する直鎖状モノヒドロキシアルキル基、または3〜10個の炭素原子を有する直鎖状または分岐状ジヒドロキシアルキル基でよく、かつ、ここで、残基R5、R6およびR7のうち少なくとも1つは水素でない)、Li+、Na+、K+、1/2Ca++、1/2Mg++、1/2Zn++または1/3Al+++、またはこれらのイオンの混合物を表す]
で表される互いに独立の1つまたは複数の繰り返し構造単位を20.0〜98.99モル%、および
b) 式(2)
R1aは、水素、メチルまたはエチルを意味し、
X+は、H+、NH4 +、有機アンモニウムイオン[HNR5R6R7]+(ここで、R5、R6およびR7は、互いに独立に、水素、1〜22個の炭素原子を有する直鎖状または分岐状アルキル基、2〜22個の炭素原子を有する直鎖状または分岐状のモノまたはポリ不飽和アルケニル基、C6〜C22アルキルアミドプロピル基、2〜10個の炭素原子を有する直鎖状モノヒドロキシアルキル基、または3〜10個の炭素原子を有する直鎖状または分岐状ジヒドロキシアルキル基でよく、かつ、ここで、残基R5、R6およびR7のうち少なくとも1つは水素でない)、Li+、Na+、K+、1/2Ca++、1/2Mg++、1/2Zn++または1/3Al+++、またはこれらのイオンの混合物を表し、
Bは、1〜6個の炭素原子を有する直鎖状または分岐状アルキレン基であり、そして
nは、1〜10の整数である]
で表される互いに独立の1つまたは複数の繰り返し構造単位を1.0〜79.99モル%、および
c) 少なくとも2つのオレフィン性二重結合を有する1種または複数種のモノマーに由来する1つまたは複数の互いに独立の架橋性の繰り返し構造単位を0.01〜8.0モル%、好ましくは0.01〜5.0モル%、特に好ましくは0.01〜2.0モル%、また極めて好ましくは0.25〜1.5モル%。 - 前記式(1)の1つまたは複数の構造単位が、2−アクリルアミド−2−メチルプロパンスルホン酸から誘導されることを特徴とする、請求項1に記載のポリマー。
- 前記式(1)の1つまたは複数の構造単位の中和度が、50.0〜100モル%、特に好ましくは80.0〜100モル%、極めて好ましくは90.0〜100モル%、そして極度に好ましくは95.0〜100モル%であることを特徴とする、請求項1または2に記載のポリマー。
- 本発明によるポリマーの成分b)中での、nが2以上の整数である前記式(2)の1つまたは複数の構造単位の割合が、少なくとも10.0モル%、特に好ましくは少なくとも20.0モル%、極めて好ましくは少なくとも25.0モル%、極端に好ましくは少なくとも30.0モル%であることを特徴とする、請求項1〜3のいずれか一つに記載のポリマー。
- 前記式(2)の1つまたは複数の構造単位において、Bが−CH2CH2−基であり、nが1〜5の整数であり、好ましくは1〜4であることを特徴とする、請求項1〜4のいずれか一つに記載のポリマー。
- 前記式(1)の1つまたは複数の構造単位におけるH+ではない対イオンQ+が、NH4 +、アルカリ金属+(その中でもさらにNa+が好ましい)、アルカリ土類++、およびこれらイオンの混合物から選択され、特に好ましくはNH4 +であり、そして、前記式(2)の1つまたは複数の構造単位における対イオンX+が、H+、NH4 +、アルカリ金属+(その中でもさらにNa+が好ましい)、アルカリ土類++、およびこれらイオンの混合物から選択され、特に好ましくはH+および/またはNH4 +であることを特徴とする、請求項1〜5のいずれか一つに記載のポリマー。
- 以下を含むことを特徴とする、請求項1〜6のいずれか一つに記載のポリマー:
a) 前記式(1)の1つまたは複数の構造単位を50.0〜96.99モル%、好ましくは75.0〜94.99モル%、また特に好ましくは84.75〜94.75モル%、
b) 前記式(2)の1つまたは複数の構造単位を3.0〜49.99モル%、好ましくは5.0〜24.99モル%、また特に好ましくは5.0〜15.0モル%、および
c) 前記成分c)の1つまたは複数の架橋性構造単位を0.01〜5.0モル%、好ましくは0.01〜2.0モル%、また特に好ましくは0.25〜1.5モル%。 - 成分c)による式(3)の互いに独立した1種または複数種の架橋性の繰り返し構造単位
R1およびR2は、それぞれ互いに独立に、水素、メチルまたはエチルを意味し、
D、EおよびFは、それぞれ互いに独立に、メチレンオキシ(−CH2−O−)、エチレンオキシ(−CH2−CH2−O−)、プロピレンオキシ(−CH(CH3)−CH2−O−)、1〜6個の炭素原子を有する直鎖状または分岐状アルキレン基、2〜6個の炭素原子を有する直鎖状または分岐状のモノまたはポリ不飽和アルケニレン基、2〜6個の炭素原子を有する直鎖状モノヒドロキシアルキレン基、または3〜6個の炭素原子を有する直鎖状または分岐状ジヒドロキシアルキレン基を意味し、そして
o、pおよびqは、それぞれ互いに独立に、1〜50の整数を意味する]
を含むことを特徴とする、請求項1〜7のいずれか一つに記載のポリマー。 - 以下を含むことを特徴とする、請求項1〜8のいずれか一つに記載のポリマー:
ab) 式(1)および式(2)の繰り返し構造単位の混合体を29.99〜98.99モル%、好ましくは62.0〜98.99モル%、
c) 成分c)の1つまたは複数の架橋性構造単位を0.01〜8.0モル%、および
d) 一般式(4)の1つまたは複数の化合物に由来する1つまたは複数の互いに独立な非架橋性繰り返し構造単位を0.01〜70.0モル%、好ましくは1.0〜70.0モル%、特に好ましくは1.0〜37.99モル%
R1は、水素、メチルまたはエチルを意味し、
R2は、H、1〜50個の炭素原子を有する直鎖状または分岐状アルキル基、2〜6個の炭素原子を有する直鎖状または分岐状モノヒドロキシアルキル基、2〜6個の炭素原子を有する直鎖状または分岐状ジヒドロキシアルキル基、−(CO−O−R7−)OR8、または−(CO−NR5−R7−)pR8を意味し、
l、m、n、oおよびpは、それぞれ互いに独立に、0〜300の整数を意味し、
Yは、化学結合、O、NR3、S、PR3、CH2、CH2O、CH2NR3、CH2S、C(O)、C(NR3)、C(O)O、OC(O)、C(O)NR3、NR3C(O)、C(NR4)NR3、C(O)S、R6OC(O)O、R6OC(O)NR3、R6R3NC(O)NR4、R6NR3C(NR5)NR4、R6OC(O)S、R6P(O)O、R6OP(O)O、R6S(O)、R6S(O)(O)、R6S(O)O、R6S(O)(O)O、R6OS(O)OまたはR6OS(O)(O)O、好ましくは、化学結合、O、CH2、C(O)O、OC(O)、C(O)NR3またはNR3C(O)を意味し、
R3、R4、R5およびR8は、それぞれ互いに独立に、水素、または1〜50個のC原子を有する直鎖状または分岐状アルキル残基を意味し、
R6は、化学結合またはCH2を意味し、そして
R7は、1〜50個のC原子を有する直鎖状または分岐状アルキレン残基を意味する]。 - 成分a)〜c)および場合によりd)の構造単位を誘導するモノマー、ならびに場合によりさらなるモノマーを、プロトン性溶媒、好ましくはtert.−ブタノール中でラジカル重合させ、そして場合により重合前に前記モノマーを、または重合後にポリマーを、アンモニアまたは有機アミン、またはLi+、Na+、K+、Ca++、Mg++、Zn++、もしくはAl+++を含有する塩基、好ましくは、対応する水酸化物または炭酸塩、特に好ましくは水酸化物を用いて中和することを特徴とする、請求項1〜10のいずれか一つに記載のポリマーの製造方法。
- 請求項1〜10のいずれか一つに記載のポリマーの1種または複数種を、完成した組成物を基準として、好ましくは0.01〜10.0重量%の量、特に好ましくは0.1〜5.0重量%の量、また極めて好ましくは0.5〜2.0重量%の量で含有する化粧用、皮膚科用または医薬用組成物。
- リキッド(Fluids)、ゲル、オイル、フォーム、スプレー、ローションまたはクリームの形態であることを特徴とする、請求項12に記載の組成物。
- 1種または複数種の界面活性剤を、完成した組成物を基準として、好ましくは0.01〜50.0重量%、特に好ましくは1.0〜30.0重量%、極めて好ましくは5.0〜20.0重量%、また極端に好ましくは5.0〜15.0重量%の量で含有することを特徴とする、請求項12または13に記載の組成物。
- 無機および有機の塩から選択される1種または複数種の物質を含むことを特徴とする、請求項12〜14のいずれか一つに記載の組成物。
- α−およびβ−ヒドロキシ酸から選択される1種または複数種の物質を含むことを特徴とする、請求項12〜15のいずれか一つに記載の組成物。
- ビタミンCおよびビタミンC誘導体から選択される1種または複数種の物質を含み、ビタミンC誘導体が、好ましくは、リン酸アスコルビルナトリウム、リン酸アスコルビルマグネシウムおよびマグネシウムアスコルビルグルコシドから選択されることを特徴とする、請求項12〜16のいずれか一つに記載の組成物。
- 安息香酸、ソルビン酸、サリチル酸、乳酸およびパラメトキシ安息香酸から選択される1種または複数種の物質を含むことを特徴とする、請求項12〜17のいずれか一つに記載の組成物。
- 無機および有機のUVフィルターから選択される1種または複数種の物質を含み、そして好ましくは日焼け防止組成物の形態であることを特徴とする、請求項12〜18のいずれか一つに記載の組成物。
- pH値が、2〜10、好ましくは2〜7、また特に好ましくは2.5〜6.5であることを特徴とする、請求項12〜19のいずれか一つに記載の組成物。
- シャワージェルまたはシャンプーの形態であることを特徴とする請求項12〜20のいずれか一つに記載の組成物。
- 増粘剤、粘稠度調節剤、乳化剤、感覚添加剤、可溶化剤、分散剤、滑剤、粘着剤、安定剤または降伏点生成剤(Fliessgrenzenbildner)としての、好ましくは増粘剤、粘稠度調節剤、または降伏点生成剤としての、特に好ましくは増粘剤または降伏点生成剤としての、また極めて好ましくは降伏点生成剤としての、極端に好ましくは化粧用、皮膚科用または医薬用組成物における、請求項1〜10のいずれか一つに記載の1種または複数種のポリマーの使用。
- 無機または有機粒子、油滴または気泡の安定化のための、特に好ましくは化粧用、皮膚科用または医薬用組成物中での、増粘剤または降伏点生成剤としての、好ましくは降伏点生成剤としての請求項22に記載の使用。
- 無機もしくは有機粒子、油滴または気泡の安定化のための、1種または複数種の界面活性剤を含む液体組成物中での、好ましくは液体化粧用、皮膚科用または医薬用組成物中での、増粘剤または降伏点生成剤としての、好ましくは降伏点生成剤としての請求項22または23に記載の使用。
- エマルジョン、好ましくは塩を含有するエマルジョン、特に好ましくは塩を含有する化粧用、皮膚科用または医薬用エマルジョンの安定化のための請求項22に記載の使用。
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JP2014511423A (ja) * | 2011-03-08 | 2014-05-15 | クラリアント・ファイナンス・(ビーブイアイ)・リミテッド | スルホン酸、アミド及び特定の架橋剤をベースとするポリマー |
US11447682B2 (en) | 2015-06-17 | 2022-09-20 | Clariant International Ltd | Water-soluble or water-swellable polymers as water loss reducers in cement slurries |
JP2018531295A (ja) * | 2015-10-02 | 2018-10-25 | コアテツクス | アクリル酸のオリゴマーからのアクリル(コ)ポリマーの合成方法 |
JP7032402B2 (ja) | 2016-12-12 | 2022-03-08 | クラリアント・インターナシヨナル・リミテツド | ある特定のレベルのバイオベース炭素を含むポリマー |
JP2020513461A (ja) * | 2016-12-12 | 2020-05-14 | クラリアント・インターナシヨナル・リミテツド | ある特定のレベルのバイオベース炭素を含むポリマー |
JP7032401B2 (ja) | 2016-12-12 | 2022-03-08 | クラリアント・インターナシヨナル・リミテツド | ある特定のレベルのバイオベース炭素を含むポリマー |
JP2020507634A (ja) * | 2016-12-12 | 2020-03-12 | クラリアント・インターナシヨナル・リミテツド | ある特定のレベルのバイオベース炭素を含むポリマー |
US11311473B2 (en) | 2016-12-12 | 2022-04-26 | Clariant International Ltd | Use of a bio-based polymer in a cosmetic, dermatological or pharmaceutical composition |
JP7089516B2 (ja) | 2016-12-12 | 2022-06-22 | クラリアント・インターナシヨナル・リミテツド | ある特定のレベルのバイオベース炭素を含むポリマー |
US11384186B2 (en) | 2016-12-12 | 2022-07-12 | Clariant International Ltd | Polymer comprising certain level of bio-based carbon |
JP2020500994A (ja) * | 2016-12-12 | 2020-01-16 | クラリアント・インターナシヨナル・リミテツド | ある特定のレベルのバイオベース炭素を含むポリマー |
US11306170B2 (en) | 2016-12-15 | 2022-04-19 | Clariant International Ltd. | Water-soluble and/or water-swellable hybrid polymer |
US11401362B2 (en) | 2016-12-15 | 2022-08-02 | Clariant International Ltd | Water-soluble and/or water-swellable hybrid polymer |
Also Published As
Publication number | Publication date |
---|---|
CN102361894B (zh) | 2015-08-26 |
ES2399079T3 (es) | 2013-03-25 |
EP2411427B1 (de) | 2012-12-19 |
JP5456880B2 (ja) | 2014-04-02 |
US9834635B2 (en) | 2017-12-05 |
CN102361894A (zh) | 2012-02-22 |
WO2010108634A1 (de) | 2010-09-30 |
DE102009014877A1 (de) | 2009-09-24 |
US20120100084A1 (en) | 2012-04-26 |
EP2411427A1 (de) | 2012-02-01 |
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