JP2008520403A5 - - Google Patents
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- Publication number
- JP2008520403A5 JP2008520403A5 JP2007533837A JP2007533837A JP2008520403A5 JP 2008520403 A5 JP2008520403 A5 JP 2008520403A5 JP 2007533837 A JP2007533837 A JP 2007533837A JP 2007533837 A JP2007533837 A JP 2007533837A JP 2008520403 A5 JP2008520403 A5 JP 2008520403A5
- Authority
- JP
- Japan
- Prior art keywords
- acrylate
- acid
- methacrylate
- polymer
- poly
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
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- 239000002131 composite material Substances 0.000 claims description 216
- 229920000642 polymer Polymers 0.000 claims description 203
- 239000000178 monomer Substances 0.000 claims description 88
- 239000011148 porous material Substances 0.000 claims description 39
- -1 n-myristyl acrylate Chemical compound 0.000 claims description 31
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 30
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 27
- 230000002209 hydrophobic effect Effects 0.000 claims description 21
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 20
- 230000007935 neutral effect Effects 0.000 claims description 20
- 229920002873 Polyethylenimine Polymers 0.000 claims description 18
- 229920005604 random copolymer Polymers 0.000 claims description 14
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims description 11
- 229920002451 polyvinyl alcohol Polymers 0.000 claims description 11
- 239000002253 acid Substances 0.000 claims description 10
- 229940048053 acrylate Drugs 0.000 claims description 10
- 239000011734 sodium Substances 0.000 claims description 10
- NLVXSWCKKBEXTG-UHFFFAOYSA-N vinylsulfonic acid Chemical compound OS(=O)(=O)C=C NLVXSWCKKBEXTG-UHFFFAOYSA-N 0.000 claims description 10
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 9
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 claims description 9
- 229940088644 n,n-dimethylacrylamide Drugs 0.000 claims description 9
- YLGYACDQVQQZSW-UHFFFAOYSA-N n,n-dimethylprop-2-enamide Chemical compound CN(C)C(=O)C=C YLGYACDQVQQZSW-UHFFFAOYSA-N 0.000 claims description 9
- MAGFQRLKWCCTQJ-UHFFFAOYSA-N 4-ethenylbenzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=C(C=C)C=C1 MAGFQRLKWCCTQJ-UHFFFAOYSA-N 0.000 claims description 8
- SQTUYFKNCCBFRR-UHFFFAOYSA-N (2,4-dimethoxyphenyl)boronic acid Chemical compound COC1=CC=C(B(O)O)C(OC)=C1 SQTUYFKNCCBFRR-UHFFFAOYSA-N 0.000 claims description 7
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 7
- 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 claims description 7
- 229920002125 Sokalan® Polymers 0.000 claims description 7
- 229920001713 poly(ethylene-co-vinyl alcohol) Polymers 0.000 claims description 7
- 229910052708 sodium Inorganic materials 0.000 claims description 7
- RRHXZLALVWBDKH-UHFFFAOYSA-M trimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]azanium;chloride Chemical compound [Cl-].CC(=C)C(=O)OCC[N+](C)(C)C RRHXZLALVWBDKH-UHFFFAOYSA-M 0.000 claims description 7
- SJIXRGNQPBQWMK-UHFFFAOYSA-N 2-(diethylamino)ethyl 2-methylprop-2-enoate Chemical compound CCN(CC)CCOC(=O)C(C)=C SJIXRGNQPBQWMK-UHFFFAOYSA-N 0.000 claims description 6
- KFDVPJUYSDEJTH-UHFFFAOYSA-N 4-ethenylpyridine Chemical compound C=CC1=CC=NC=C1 KFDVPJUYSDEJTH-UHFFFAOYSA-N 0.000 claims description 6
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 6
- DCUFMVPCXCSVNP-UHFFFAOYSA-N methacrylic anhydride Chemical compound CC(=C)C(=O)OC(=O)C(C)=C DCUFMVPCXCSVNP-UHFFFAOYSA-N 0.000 claims description 6
- OKPYIWASQZGASP-UHFFFAOYSA-N n-(2-hydroxypropyl)-2-methylprop-2-enamide Chemical compound CC(O)CNC(=O)C(C)=C OKPYIWASQZGASP-UHFFFAOYSA-N 0.000 claims description 6
- 229920000371 poly(diallyldimethylammonium chloride) polymer Polymers 0.000 claims description 6
- 229920002401 polyacrylamide Polymers 0.000 claims description 6
- 229920000036 polyvinylpyrrolidone Polymers 0.000 claims description 6
- 239000001267 polyvinylpyrrolidone Substances 0.000 claims description 6
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 claims description 6
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 claims description 5
- XSHISXQEKIKSGC-UHFFFAOYSA-N 2-aminoethyl 2-methylprop-2-enoate;hydron;chloride Chemical compound Cl.CC(=C)C(=O)OCCN XSHISXQEKIKSGC-UHFFFAOYSA-N 0.000 claims description 5
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 5
- 239000004952 Polyamide Substances 0.000 claims description 5
- NJSSICCENMLTKO-HRCBOCMUSA-N [(1r,2s,4r,5r)-3-hydroxy-4-(4-methylphenyl)sulfonyloxy-6,8-dioxabicyclo[3.2.1]octan-2-yl] 4-methylbenzenesulfonate Chemical compound C1=CC(C)=CC=C1S(=O)(=O)O[C@H]1C(O)[C@@H](OS(=O)(=O)C=2C=CC(C)=CC=2)[C@@H]2OC[C@H]1O2 NJSSICCENMLTKO-HRCBOCMUSA-N 0.000 claims description 5
- 229920002678 cellulose Polymers 0.000 claims description 5
- 239000001913 cellulose Substances 0.000 claims description 5
- 229920001577 copolymer Polymers 0.000 claims description 5
- GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 claims description 5
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 claims description 5
- XHIRWEVPYCTARV-UHFFFAOYSA-N n-(3-aminopropyl)-2-methylprop-2-enamide;hydrochloride Chemical compound Cl.CC(=C)C(=O)NCCCN XHIRWEVPYCTARV-UHFFFAOYSA-N 0.000 claims description 5
- QNILTEGFHQSKFF-UHFFFAOYSA-N n-propan-2-ylprop-2-enamide Chemical compound CC(C)NC(=O)C=C QNILTEGFHQSKFF-UHFFFAOYSA-N 0.000 claims description 5
- RPQRDASANLAFCM-UHFFFAOYSA-N oxiran-2-ylmethyl prop-2-enoate Chemical compound C=CC(=O)OCC1CO1 RPQRDASANLAFCM-UHFFFAOYSA-N 0.000 claims description 5
- 229920002647 polyamide Polymers 0.000 claims description 5
- 229920000728 polyester Polymers 0.000 claims description 5
- 229920001223 polyethylene glycol Polymers 0.000 claims description 5
- OWPUOLBODXJOKH-UHFFFAOYSA-N 2,3-dihydroxypropyl prop-2-enoate Chemical compound OCC(O)COC(=O)C=C OWPUOLBODXJOKH-UHFFFAOYSA-N 0.000 claims description 4
- MUZDXNQOSGWMJJ-UHFFFAOYSA-N 2-methylprop-2-enoic acid;prop-2-enoic acid Chemical compound OC(=O)C=C.CC(=C)C(O)=O MUZDXNQOSGWMJJ-UHFFFAOYSA-N 0.000 claims description 4
- NOWKCMXCCJGMRR-UHFFFAOYSA-N Aziridine Chemical compound C1CN1 NOWKCMXCCJGMRR-UHFFFAOYSA-N 0.000 claims description 4
- 150000002148 esters Chemical class 0.000 claims description 4
- ZNAOFAIBVOMLPV-UHFFFAOYSA-N hexadecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCCCCCOC(=O)C(C)=C ZNAOFAIBVOMLPV-UHFFFAOYSA-N 0.000 claims description 4
- DOULWWSSZVEPIN-UHFFFAOYSA-N isoproturon-monodemethyl Chemical compound CNC(=O)NC1=CC=C(C(C)C)C=C1 DOULWWSSZVEPIN-UHFFFAOYSA-N 0.000 claims description 4
- MVBJSQCJPSRKSW-UHFFFAOYSA-N n-[1,3-dihydroxy-2-(hydroxymethyl)propan-2-yl]prop-2-enamide Chemical compound OCC(CO)(CO)NC(=O)C=C MVBJSQCJPSRKSW-UHFFFAOYSA-N 0.000 claims description 4
- DYUWTXWIYMHBQS-UHFFFAOYSA-N n-prop-2-enylprop-2-en-1-amine Chemical compound C=CCNCC=C DYUWTXWIYMHBQS-UHFFFAOYSA-N 0.000 claims description 4
- PSGCQDPCAWOCSH-UHFFFAOYSA-N (4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl) prop-2-enoate Chemical compound C1CC2(C)C(OC(=O)C=C)CC1C2(C)C PSGCQDPCAWOCSH-UHFFFAOYSA-N 0.000 claims description 3
- PQUXFUBNSYCQAL-UHFFFAOYSA-N 1-(2,3-difluorophenyl)ethanone Chemical compound CC(=O)C1=CC=CC(F)=C1F PQUXFUBNSYCQAL-UHFFFAOYSA-N 0.000 claims description 3
- SHHYVKSJGBTTLX-UHFFFAOYSA-N 1-ethenoxy-6-methylheptane Chemical compound CC(C)CCCCCOC=C SHHYVKSJGBTTLX-UHFFFAOYSA-N 0.000 claims description 3
- QJJDJWUCRAPCOL-UHFFFAOYSA-N 1-ethenoxyoctadecane Chemical compound CCCCCCCCCCCCCCCCCCOC=C QJJDJWUCRAPCOL-UHFFFAOYSA-N 0.000 claims description 3
- NVZWEEGUWXZOKI-UHFFFAOYSA-N 1-ethenyl-2-methylbenzene Chemical compound CC1=CC=CC=C1C=C NVZWEEGUWXZOKI-UHFFFAOYSA-N 0.000 claims description 3
- JZHGRUMIRATHIU-UHFFFAOYSA-N 1-ethenyl-3-methylbenzene Chemical compound CC1=CC=CC(C=C)=C1 JZHGRUMIRATHIU-UHFFFAOYSA-N 0.000 claims description 3
- JWYVGKFDLWWQJX-UHFFFAOYSA-N 1-ethenylazepan-2-one Chemical compound C=CN1CCCCCC1=O JWYVGKFDLWWQJX-UHFFFAOYSA-N 0.000 claims description 3
- OSSNTDFYBPYIEC-UHFFFAOYSA-N 1-ethenylimidazole Chemical compound C=CN1C=CN=C1 OSSNTDFYBPYIEC-UHFFFAOYSA-N 0.000 claims description 3
- WUIJTQZXUURFQU-UHFFFAOYSA-N 1-methylsulfonylethene Chemical compound CS(=O)(=O)C=C WUIJTQZXUURFQU-UHFFFAOYSA-N 0.000 claims description 3
- NNQPQJLMERNWGN-UHFFFAOYSA-N 11-methyldodecyl prop-2-enoate Chemical compound CC(C)CCCCCCCCCCOC(=O)C=C NNQPQJLMERNWGN-UHFFFAOYSA-N 0.000 claims description 3
- BDKDHWOPFRTWPP-UHFFFAOYSA-N 2,2-bis(prop-2-enoxymethyl)butan-1-ol Chemical compound C=CCOCC(CO)(CC)COCC=C BDKDHWOPFRTWPP-UHFFFAOYSA-N 0.000 claims description 3
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 claims description 3
- BEWCNXNIQCLWHP-UHFFFAOYSA-N 2-(tert-butylamino)ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCNC(C)(C)C BEWCNXNIQCLWHP-UHFFFAOYSA-N 0.000 claims description 3
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 claims description 3
- DABQKEQFLJIRHU-UHFFFAOYSA-N 2-Propenoic acid, 2-methyl-, 3,3,5-trimethylcyclohexyl ester Chemical compound CC1CC(OC(=O)C(C)=C)CC(C)(C)C1 DABQKEQFLJIRHU-UHFFFAOYSA-N 0.000 claims description 3
- XUDBVJCTLZTSDC-UHFFFAOYSA-N 2-ethenylbenzoic acid Chemical compound OC(=O)C1=CC=CC=C1C=C XUDBVJCTLZTSDC-UHFFFAOYSA-N 0.000 claims description 3
- LZDXRPVSAKWYDH-UHFFFAOYSA-N 2-ethyl-2-(prop-2-enoxymethyl)propane-1,3-diol Chemical compound CCC(CO)(CO)COCC=C LZDXRPVSAKWYDH-UHFFFAOYSA-N 0.000 claims description 3
- CHNGPLVDGWOPMD-UHFFFAOYSA-N 2-ethylbutyl 2-methylprop-2-enoate Chemical compound CCC(CC)COC(=O)C(C)=C CHNGPLVDGWOPMD-UHFFFAOYSA-N 0.000 claims description 3
- GRNHZMGFVFTJHF-UHFFFAOYSA-N 2-hydroxyacetic acid;prop-2-enamide Chemical compound NC(=O)C=C.OCC(O)=O GRNHZMGFVFTJHF-UHFFFAOYSA-N 0.000 claims description 3
- AKVUWTYSNLGBJY-UHFFFAOYSA-N 2-methyl-1-morpholin-4-ylprop-2-en-1-one Chemical compound CC(=C)C(=O)N1CCOCC1 AKVUWTYSNLGBJY-UHFFFAOYSA-N 0.000 claims description 3
- MNZNJOQNLFEAKG-UHFFFAOYSA-N 2-morpholin-4-ylethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCN1CCOCC1 MNZNJOQNLFEAKG-UHFFFAOYSA-N 0.000 claims description 3
- UDXXYUDJOHIIDZ-UHFFFAOYSA-N 2-phosphonooxyethyl prop-2-enoate Chemical compound OP(O)(=O)OCCOC(=O)C=C UDXXYUDJOHIIDZ-UHFFFAOYSA-N 0.000 claims description 3
- KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical compound C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 claims description 3
- KFNGWPXYNSJXOP-UHFFFAOYSA-N 3-(2-methylprop-2-enoyloxy)propane-1-sulfonic acid Chemical compound CC(=C)C(=O)OCCCS(O)(=O)=O KFNGWPXYNSJXOP-UHFFFAOYSA-N 0.000 claims description 3
- UVRCNEIYXSRHNT-UHFFFAOYSA-N 3-ethylpent-2-enamide Chemical compound CCC(CC)=CC(N)=O UVRCNEIYXSRHNT-UHFFFAOYSA-N 0.000 claims description 3
- CYUZOYPRAQASLN-UHFFFAOYSA-N 3-prop-2-enoyloxypropanoic acid Chemical compound OC(=O)CCOC(=O)C=C CYUZOYPRAQASLN-UHFFFAOYSA-N 0.000 claims description 3
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 claims description 3
- JTHZUSWLNCPZLX-UHFFFAOYSA-N 6-fluoro-3-methyl-2h-indazole Chemical compound FC1=CC=C2C(C)=NNC2=C1 JTHZUSWLNCPZLX-UHFFFAOYSA-N 0.000 claims description 3
- GDFCSMCGLZFNFY-UHFFFAOYSA-N Dimethylaminopropyl Methacrylamide Chemical compound CN(C)CCCNC(=O)C(C)=C GDFCSMCGLZFNFY-UHFFFAOYSA-N 0.000 claims description 3
- IMROMDMJAWUWLK-UHFFFAOYSA-N Ethenol Chemical compound OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 claims description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims description 3
- CNCOEDDPFOAUMB-UHFFFAOYSA-N N-Methylolacrylamide Chemical compound OCNC(=O)C=C CNCOEDDPFOAUMB-UHFFFAOYSA-N 0.000 claims description 3
- MEGHWIAOTJPCHQ-UHFFFAOYSA-N ethenyl butanoate Chemical compound CCCC(=O)OC=C MEGHWIAOTJPCHQ-UHFFFAOYSA-N 0.000 claims description 3
- GLVVKKSPKXTQRB-UHFFFAOYSA-N ethenyl dodecanoate Chemical compound CCCCCCCCCCCC(=O)OC=C GLVVKKSPKXTQRB-UHFFFAOYSA-N 0.000 claims description 3
- AFSIMBWBBOJPJG-UHFFFAOYSA-N ethenyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC=C AFSIMBWBBOJPJG-UHFFFAOYSA-N 0.000 claims description 3
- FAFWKDXOUWXCDP-UHFFFAOYSA-N ethenylurea Chemical compound NC(=O)NC=C FAFWKDXOUWXCDP-UHFFFAOYSA-N 0.000 claims description 3
- PBOSTUDLECTMNL-UHFFFAOYSA-N lauryl acrylate Chemical compound CCCCCCCCCCCCOC(=O)C=C PBOSTUDLECTMNL-UHFFFAOYSA-N 0.000 claims description 3
- IHBKAGRPNRKYAO-UHFFFAOYSA-M methyl sulfate;trimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]azanium Chemical compound COS([O-])(=O)=O.CC(=C)C(=O)OCC[N+](C)(C)C IHBKAGRPNRKYAO-UHFFFAOYSA-M 0.000 claims description 3
- WFKDPJRCBCBQNT-UHFFFAOYSA-N n,2-dimethylprop-2-enamide Chemical compound CNC(=O)C(C)=C WFKDPJRCBCBQNT-UHFFFAOYSA-N 0.000 claims description 3
- QRWZCJXEAOZAAW-UHFFFAOYSA-N n,n,2-trimethylprop-2-enamide Chemical compound CN(C)C(=O)C(C)=C QRWZCJXEAOZAAW-UHFFFAOYSA-N 0.000 claims description 3
- OVHHHVAVHBHXAK-UHFFFAOYSA-N n,n-diethylprop-2-enamide Chemical compound CCN(CC)C(=O)C=C OVHHHVAVHBHXAK-UHFFFAOYSA-N 0.000 claims description 3
- YRDNVESFWXDNSI-UHFFFAOYSA-N n-(2,4,4-trimethylpentan-2-yl)prop-2-enamide Chemical compound CC(C)(C)CC(C)(C)NC(=O)C=C YRDNVESFWXDNSI-UHFFFAOYSA-N 0.000 claims description 3
- SHXRPEYRCYQSFS-UHFFFAOYSA-N n-benzhydrylprop-2-enamide Chemical compound C=1C=CC=CC=1C(NC(=O)C=C)C1=CC=CC=C1 SHXRPEYRCYQSFS-UHFFFAOYSA-N 0.000 claims description 3
- CEBFLGHPYLIZSC-UHFFFAOYSA-N n-benzyl-2-methylprop-2-enamide Chemical compound CC(=C)C(=O)NCC1=CC=CC=C1 CEBFLGHPYLIZSC-UHFFFAOYSA-N 0.000 claims description 3
- PMJFVKWBSWWAKT-UHFFFAOYSA-N n-cyclohexylprop-2-enamide Chemical compound C=CC(=O)NC1CCCCC1 PMJFVKWBSWWAKT-UHFFFAOYSA-N 0.000 claims description 3
- HOZLHJIPBBRFGM-UHFFFAOYSA-N n-dodecyl-2-methylprop-2-enamide Chemical compound CCCCCCCCCCCCNC(=O)C(C)=C HOZLHJIPBBRFGM-UHFFFAOYSA-N 0.000 claims description 3
- ZQXSMRAEXCEDJD-UHFFFAOYSA-N n-ethenylformamide Chemical compound C=CNC=O ZQXSMRAEXCEDJD-UHFFFAOYSA-N 0.000 claims description 3
- ZIWDVJPPVMGJGR-UHFFFAOYSA-N n-ethyl-2-methylprop-2-enamide Chemical compound CCNC(=O)C(C)=C ZIWDVJPPVMGJGR-UHFFFAOYSA-N 0.000 claims description 3
- CNWVYEGPPMQTKA-UHFFFAOYSA-N n-octadecylprop-2-enamide Chemical compound CCCCCCCCCCCCCCCCCCNC(=O)C=C CNWVYEGPPMQTKA-UHFFFAOYSA-N 0.000 claims description 3
- XFHJDMUEHUHAJW-UHFFFAOYSA-N n-tert-butylprop-2-enamide Chemical compound CC(C)(C)NC(=O)C=C XFHJDMUEHUHAJW-UHFFFAOYSA-N 0.000 claims description 3
- NZIDBRBFGPQCRY-UHFFFAOYSA-N octyl 2-methylprop-2-enoate Chemical compound CCCCCCCCOC(=O)C(C)=C NZIDBRBFGPQCRY-UHFFFAOYSA-N 0.000 claims description 3
- 230000000149 penetrating effect Effects 0.000 claims description 3
- BOQSSGDQNWEFSX-UHFFFAOYSA-N propan-2-yl 2-methylprop-2-enoate Chemical compound CC(C)OC(=O)C(C)=C BOQSSGDQNWEFSX-UHFFFAOYSA-N 0.000 claims description 3
- NHARPDSAXCBDDR-UHFFFAOYSA-N propyl 2-methylprop-2-enoate Chemical compound CCCOC(=O)C(C)=C NHARPDSAXCBDDR-UHFFFAOYSA-N 0.000 claims description 3
- PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 claims description 3
- 229940047670 sodium acrylate Drugs 0.000 claims description 3
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims description 3
- MUTNCGKQJGXKEM-UHFFFAOYSA-N tamibarotene Chemical group C=1C=C2C(C)(C)CCC(C)(C)C2=CC=1NC(=O)C1=CC=C(C(O)=O)C=C1 MUTNCGKQJGXKEM-UHFFFAOYSA-N 0.000 claims description 3
- OEIXGLMQZVLOQX-UHFFFAOYSA-N trimethyl-[3-(prop-2-enoylamino)propyl]azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CCCNC(=O)C=C OEIXGLMQZVLOQX-UHFFFAOYSA-N 0.000 claims description 3
- RRLMGCBZYFFRED-UHFFFAOYSA-N undecyl prop-2-enoate Chemical compound CCCCCCCCCCCOC(=O)C=C RRLMGCBZYFFRED-UHFFFAOYSA-N 0.000 claims description 3
- QZPSOSOOLFHYRR-UHFFFAOYSA-N 3-hydroxypropyl prop-2-enoate Chemical compound OCCCOC(=O)C=C QZPSOSOOLFHYRR-UHFFFAOYSA-N 0.000 claims description 2
- LIFFBWPIGFQNHW-UHFFFAOYSA-N 6-(4-hydroxyhex-5-enoxy)hex-1-en-3-ol Chemical compound C=CC(O)CCCOCCCC(O)C=C LIFFBWPIGFQNHW-UHFFFAOYSA-N 0.000 claims description 2
- DXPPIEDUBFUSEZ-UHFFFAOYSA-N 6-methylheptyl prop-2-enoate Chemical compound CC(C)CCCCCOC(=O)C=C DXPPIEDUBFUSEZ-UHFFFAOYSA-N 0.000 claims description 2
- 229920001665 Poly-4-vinylphenol Polymers 0.000 claims description 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 2
- ZWEDFBKLJILTMC-UHFFFAOYSA-N ethyl 4,4,4-trifluoro-3-hydroxybutanoate Chemical compound CCOC(=O)CC(O)C(F)(F)F ZWEDFBKLJILTMC-UHFFFAOYSA-N 0.000 claims description 2
- PZDUWXKXFAIFOR-UHFFFAOYSA-N hexadecyl prop-2-enoate Chemical compound CCCCCCCCCCCCCCCCOC(=O)C=C PZDUWXKXFAIFOR-UHFFFAOYSA-N 0.000 claims description 2
- JMCVCHBBHPFWBF-UHFFFAOYSA-N n,n-diethyl-2-methylprop-2-enamide Chemical compound CCN(CC)C(=O)C(C)=C JMCVCHBBHPFWBF-UHFFFAOYSA-N 0.000 claims description 2
- WEAQXVDSAUMZHI-UHFFFAOYSA-M 2-methylprop-2-enamide;trimethyl(propyl)azanium;chloride Chemical compound [Cl-].CC(=C)C(N)=O.CCC[N+](C)(C)C WEAQXVDSAUMZHI-UHFFFAOYSA-M 0.000 claims 2
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Families Citing this family (77)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE602004024190D1 (de) * | 2003-02-19 | 2009-12-31 | Natrix Separations Inc | Geträgerte poröse gele umfassende verbundmaterialien |
| EP1968792B1 (en) * | 2005-12-30 | 2013-12-11 | 3M Innovative Properties Company | Functionalized substrates |
| DE602006007679D1 (de) * | 2006-03-31 | 2009-08-20 | Sony Deutschland Gmbh | Verfahren zur Herstellung eines vernetzten Polymer-Gels |
| EP2043767B1 (en) | 2006-07-14 | 2020-03-25 | Wisconsin Alumni Research Foundation | Adsorptive membranes for trapping viruses |
| EP2094377B1 (en) * | 2006-12-08 | 2018-02-21 | Opti Medical Systems | Spreading layer and humidity control layer for enhancing sensor performance |
| ITMI20071113A1 (it) * | 2007-05-31 | 2008-12-01 | St Microelectronics Srl | Membrana a scambio protonico e assemblaggio elettrodo-membrana (mea), metodo per la loro produzione e cella a combustibile che utilizza detti membrana o assemblaggio. |
| EP2522692B1 (en) | 2008-05-30 | 2014-06-18 | 3M Innovative Properties Company | Ligand monomers and copolymers made therewith |
| WO2009146321A1 (en) | 2008-05-30 | 2009-12-03 | 3M Innovative Properties Company | Ligand functionalized substrates |
| CN102057006B (zh) * | 2008-06-09 | 2013-06-19 | 3M创新有限公司 | 具有氮丙啶交联剂的丙烯酸类压敏粘合剂 |
| JP2011527230A (ja) | 2008-06-30 | 2011-10-27 | スリーエム イノベイティブ プロパティズ カンパニー | 非対称な膜の形成方法 |
| US9415350B2 (en) | 2008-06-30 | 2016-08-16 | 3M Innovative Properties Company | Method of forming a rewettable asymmetric membrane |
| WO2010002512A1 (en) * | 2008-06-30 | 2010-01-07 | 3M Innovative Properties Company | Method of forming a hydrophilic membrane |
| JP5767584B2 (ja) | 2008-09-02 | 2015-08-19 | ナトリックス セパレイションズ インコーポレーテッド | クロマトグラフィー膜、それを含む装置及びその使用方法 |
| JP5711127B2 (ja) | 2008-09-19 | 2015-04-30 | スリーエム イノベイティブ プロパティズ カンパニー | リガンドグラフト官能化基材 |
| EA021372B1 (ru) * | 2008-10-03 | 2015-06-30 | Юпонор Инновейшн Аб | Гибкий трубчатый элемент (варианты) и способ получения гибкого трубчатого элемента |
| BRPI0923565A2 (pt) * | 2008-12-23 | 2016-01-26 | 3M Innovative Properties Co | artigo não tecido funcionalizado |
| US20100210160A1 (en) * | 2009-02-18 | 2010-08-19 | 3M Innovative Properties Company | Hydrophilic porous substrates |
| US20100209693A1 (en) * | 2009-02-18 | 2010-08-19 | 3M Innovative Properties Company | Hydrophilic porous substrates |
| EP2398577A2 (en) * | 2009-02-19 | 2011-12-28 | Bonner, Alex Garfield | Porous interpenetrating polymer network |
| CN101559327B (zh) * | 2009-05-08 | 2013-01-02 | 东华大学 | 纳米纤维液体分离复合膜及其制备方法 |
| BRPI1011747A2 (pt) | 2009-06-23 | 2018-02-27 | 3M Innovative Properties Co | artigo não tecido funcionalizado. |
| US8067504B2 (en) | 2009-08-25 | 2011-11-29 | 3M Innovative Properties Company | Acrylic pressure-sensitive adhesives with acylaziridine crosslinking agents |
| EP2499192B1 (en) * | 2009-11-13 | 2020-07-15 | Merck Millipore Ltd. | Hydrophobic interaction chromatography membranes |
| CN102085457B (zh) * | 2009-12-07 | 2013-01-02 | 广州美能材料科技有限公司 | 一种制备复合多层多孔中空纤维膜的方法及其装置和产品 |
| US8377672B2 (en) * | 2010-02-18 | 2013-02-19 | 3M Innovative Properties Company | Ligand functionalized polymers |
| EP2889625B1 (en) | 2010-03-03 | 2016-09-14 | 3M Innovative Properties Company | Ligand guanidinyl functionalized polymers |
| WO2011152967A2 (en) * | 2010-06-01 | 2011-12-08 | 3M Innovative Properties Company | Coated porous materials |
| WO2011153085A2 (en) * | 2010-06-01 | 2011-12-08 | 3M Innovative Properties Company | Process for making coated porous materials |
| CN101966433B (zh) * | 2010-09-19 | 2012-09-26 | 大连先路科技发展有限公司 | 一种超滤膜的亲水改性方法 |
| WO2012050809A1 (en) * | 2010-09-29 | 2012-04-19 | Siemens Healthcare Diagnostics Inc. | Hydrophilic coating for nonporous surfaces and microfluidic devices including same |
| CN102068912A (zh) * | 2010-12-07 | 2011-05-25 | 天津工业大学 | 一种等离子体辐射引发接枝制备荷负电纳滤膜的方法 |
| CA2821121C (en) * | 2010-12-22 | 2020-05-05 | Fresenius Medical Care Deutschland Gmbh | Delamination free membrane |
| US8585806B2 (en) * | 2011-01-11 | 2013-11-19 | Hydration Systems, Llc | Gas separation membrane |
| JP2014508640A (ja) * | 2011-02-16 | 2014-04-10 | ダウ コーニング コーポレーション | 多孔質基材のコーティング方法 |
| KR101762730B1 (ko) * | 2011-02-22 | 2017-07-31 | 삼성전자주식회사 | 이동통신 시스템에서 그룹 기반 ｍｔｃ 디바이스 제어 방법 및 장치 |
| WO2012158896A2 (en) | 2011-05-17 | 2012-11-22 | Natrix Separations Inc. | Layered tubular membranes for chromatography, and methods of use thereof |
| GB201211309D0 (en) * | 2012-06-26 | 2012-08-08 | Fujifilm Mfg Europe Bv | Process for preparing membranes |
| MX2015007840A (es) * | 2012-12-17 | 2016-06-21 | Basf Se | Membranas con flujo mejorado y metodo para su preparacion. |
| KR101499732B1 (ko) * | 2013-05-30 | 2015-03-18 | (주)필로스 | 마이크로필터와 그 제조방법 및 그 제조장치 |
| CN103341327B (zh) * | 2013-06-25 | 2015-06-17 | 常州大学 | 高水通量phbv复合膜及其制备方法和应用 |
| CN105517695B (zh) * | 2013-08-01 | 2017-11-28 | 株式会社Lg化学 | 具有优良耐久性的聚酰胺类水处理分离膜及其制造方法 |
| JP6302074B2 (ja) * | 2013-09-16 | 2018-03-28 | エルジー・ケム・リミテッド | イオン交換性高分子層を含む水処理分離膜およびその製造方法 |
| CN103551049B (zh) * | 2013-10-23 | 2016-08-17 | 北京工业大学 | 一种基于天然纤维素聚电解质的层层自组装复合纳滤膜及制备方法 |
| JP6178715B2 (ja) * | 2013-12-18 | 2017-08-09 | 大日本印刷株式会社 | 熱転写受像シート用裏面基材、及び熱転写受像シート |
| KR20160106080A (ko) * | 2013-12-31 | 2016-09-09 | 다우 글로벌 테크놀로지스 엘엘씨 | 친수성 부직포 구조의 제조 방법, 이에 의하여 제조된 부직포 구조 및 부직포 구조를 포함하는 물품 |
| US11291215B2 (en) | 2014-03-26 | 2022-04-05 | Hydroxsys Holdings Limited | Durable asymmetric composite membranes and modified substrates used in their preparation |
| DK3154667T3 (da) | 2014-06-16 | 2020-02-03 | Core Energy Recovery Solutions Inc | Blandede membraner til transport af vanddamp og fremgangsmåder til fremstilling deraf |
| WO2016024465A1 (ja) * | 2014-08-14 | 2016-02-18 | 富士フイルム株式会社 | 高分子機能性膜および高分子機能性膜を備えたスタックもしくは装置並びに高分子機能性膜の製造方法 |
| JP6351128B2 (ja) * | 2014-08-14 | 2018-07-04 | 富士フイルム株式会社 | 高分子機能性膜、その製造方法および高分子機能性膜を備えたスタックもしくは装置 |
| EP3231500A4 (en) * | 2014-12-12 | 2018-06-20 | NOK Corporation | Method for producing carbon hollow fiber membrane |
| US10335742B2 (en) | 2014-12-24 | 2019-07-02 | Hydroxsys Holdings Limited | Asymmetric composite membranes and modified substrates used in their preparation |
| AU2016233336B2 (en) | 2015-03-16 | 2019-08-29 | 3M Innovative Properties Company | Coalescing elements in copper production |
| US9643130B2 (en) | 2015-03-31 | 2017-05-09 | Pall Corporation | Hydrophilically modified fluorinated membrane (IV) |
| US9849428B2 (en) | 2015-04-30 | 2017-12-26 | Pall Corporation | Hydrophilically modified fluorinated membrane (VI) |
| US9580554B2 (en) | 2015-05-06 | 2017-02-28 | International Business Machines Corporation | Condensation polymers for antimicrobial applications |
| NZ740828A (en) | 2015-10-01 | 2024-11-29 | Hydroxsys Holdings Ltd | Asymmetric composite membrane and a method of preparation thereof |
| EP3439760B1 (en) | 2016-04-07 | 2023-08-23 | North Carolina State University | Passive sampler |
| US10471381B2 (en) * | 2016-06-09 | 2019-11-12 | Uop Llc | High selectivity facilitated transport membranes and their use for olefin/paraffin separations |
| JP2018034110A (ja) * | 2016-08-31 | 2018-03-08 | 日本バルカー工業株式会社 | 新規親水性多孔質濾材の製造方法 |
| EP3542891A4 (en) * | 2016-11-17 | 2020-06-17 | Nitto Denko Corporation | SEPARATING MEMBRANE AND LAMINATE |
| US11020712B2 (en) * | 2017-05-05 | 2021-06-01 | Nx Filtration Holding B.V. | Polyelectrolyte multilayer (PEM) membranes and their use |
| US10710005B2 (en) | 2017-07-26 | 2020-07-14 | Agency For Science, Technology And Research | Adsorbent material |
| WO2019170634A1 (en) | 2018-03-05 | 2019-09-12 | Chiral Technologies Europe Sas | Composite material for bioseparations |
| WO2019177966A1 (en) * | 2018-03-15 | 2019-09-19 | Entegris, Inc. | Fluorinated filter membrane, filters, and methods |
| EP3613495A1 (en) * | 2018-08-23 | 2020-02-26 | MMM Innovations BVBA | Porous composite structures with touch fastener |
| JP7469318B2 (ja) * | 2019-01-28 | 2024-04-16 | マイクロベンション インコーポレイテッド | コーティング |
| KR20210129131A (ko) * | 2019-03-14 | 2021-10-27 | 데이진 가부시키가이샤 | 생물학적 입자의 농축막, 농축 디바이스, 농축 시스템 및 농축 방법, 그리고 생물학적 입자의 검출 방법 |
| CN110314829A (zh) * | 2019-07-08 | 2019-10-11 | 河北大学 | 一种自灭火、超亲水、水下超疏油涂层的制备方法 |
| WO2021021642A1 (en) | 2019-07-26 | 2021-02-04 | Microvention, Inc. | Coatings |
| US20210394128A1 (en) * | 2020-06-23 | 2021-12-23 | Entegris, Inc. | Composite filter media |
| EP4168165A4 (en) * | 2020-06-23 | 2024-07-17 | Entegris, Inc. | COMPOSITE FILTERING MEDIUM |
| US11827862B2 (en) | 2020-08-07 | 2023-11-28 | Microvention, Inc. | Durable surface coatings |
| CN112816688B (zh) * | 2021-01-04 | 2022-05-13 | 深圳市柏明胜医疗器械有限公司 | 一种酶标板及其制备方法和应用 |
| CN113975983B (zh) * | 2021-09-26 | 2022-08-02 | 广东工业大学 | 一种超亲水/疏水薄层复合膜及其制备和应用 |
| WO2024224265A1 (en) * | 2023-04-24 | 2024-10-31 | 3M Innovative Properties Company | Coated nonwoven article derived from porous polymeric fibers and methods thereof |
| CN116535712B (zh) * | 2023-07-03 | 2023-09-29 | 杭州德海艾科能源科技有限公司 | 一种钒电池用高柔韧性质子交换膜及其制备方法 |
| CN117343639B (zh) * | 2023-07-18 | 2025-01-07 | 汤杰 | 一种多功能表面保养材料及其制备方法和应用 |
Family Cites Families (57)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1371843A (fr) | 1963-06-25 | 1964-09-11 | Centre Nat Rech Scient | Perfectionnements apportés aux membranes semi-perméables |
| GB1538810A (en) | 1976-08-10 | 1979-01-24 | Sumitomo Electric Industries | Hydrophilic porous fluorocarbon structures and process for their production |
| US4280970A (en) | 1979-01-19 | 1981-07-28 | Puropore Inc. | Polyoxyethylene grafted membrane materials with grafting links derived from a diisocyanate |
| JPS55106239A (en) | 1979-02-05 | 1980-08-14 | Japan Atom Energy Res Inst | Preparation of hydrophilic membrane based on polyethylene membrane |
| US4277344A (en) | 1979-02-22 | 1981-07-07 | Filmtec Corporation | Interfacially synthesized reverse osmosis membrane |
| JPS5857963B2 (ja) | 1979-08-20 | 1983-12-22 | 日東電工株式会社 | 複合透過膜の製造方法 |
| JPS5691814A (en) * | 1979-12-26 | 1981-07-25 | Toyo Soda Mfg Co Ltd | Manufacture of ultrafiltration film |
| US4473474A (en) | 1980-10-27 | 1984-09-25 | Amf Inc. | Charge modified microporous membrane, process for charge modifying said membrane and process for filtration of fluid |
| US4673504A (en) | 1980-10-27 | 1987-06-16 | Cuno Inc. | Charge modified microporous membrane |
| ZA824471B (en) | 1981-06-26 | 1983-04-27 | Ici Australia Ltd | Polymers |
| JPS5959207A (ja) | 1982-09-25 | 1984-04-05 | Nitto Electric Ind Co Ltd | 選択性透過膜の製造方法 |
| US4512896A (en) | 1983-02-07 | 1985-04-23 | Yale University | Transfer of macromolecules from a chromatographic substrate to an immobilizing matrix |
| NO843527L (no) | 1983-09-06 | 1985-03-07 | Chlorine Eng Corp Ltd | Fremgangsmaate for fremstilling av en membran av podepolymer |
| US4618533A (en) | 1984-11-30 | 1986-10-21 | Millipore Corporation | Porous membrane having hydrophilic surface and process |
| JPS61161103A (ja) | 1985-01-10 | 1986-07-21 | Terumo Corp | 親水性多孔質膜およびその製法 |
| US5084173A (en) | 1985-05-27 | 1992-01-28 | Asahi Medical Co., Ltd. | Hydrophilic composite porous membrane, a method of producing the plasma separator |
| JPS62262705A (ja) | 1986-05-07 | 1987-11-14 | Agency Of Ind Science & Technol | 親水性多孔質膜、その製造方法およびこの親水性多孔質膜を用いた血漿分離装置 |
| US5019260A (en) | 1986-12-23 | 1991-05-28 | Pall Corporation | Filtration media with low protein adsorbability |
| US4990252A (en) | 1987-02-04 | 1991-02-05 | Hydanautics | Stable membranes from sulfonated polyarylethers |
| IN171050B (enExample) | 1987-04-11 | 1992-07-04 | Stamicarbon | |
| JPS6438103A (en) * | 1987-08-05 | 1989-02-08 | Terumo Corp | Hydrophilic porous film and its production |
| JPS6438103U (enExample) | 1987-08-31 | 1989-03-07 | ||
| DE3883777T2 (de) * | 1987-09-11 | 1994-01-27 | Agency Ind Science Techn | Poröse membran aus hydrophilem polypropylen, verfahren zu deren produktion und gerät zur zerlegung von blutplasma. |
| US5277915A (en) | 1987-10-30 | 1994-01-11 | Fmc Corporation | Gel-in-matrix containing a fractured hydrogel |
| JPH0634909B2 (ja) * | 1988-09-14 | 1994-05-11 | 通商産業省基礎産業局長 | 複合膜の製造方法 |
| GB2216134B (en) | 1988-03-29 | 1992-08-12 | Paterson Candy Int | Membranes and methods of preparation thereof |
| JPH02133448A (ja) * | 1988-11-15 | 1990-05-22 | Asahi Glass Co Ltd | 親水性多孔質膜の製造方法 |
| US5094895A (en) * | 1989-04-28 | 1992-03-10 | Branca Phillip A | Composite, porous diaphragm |
| DE3929648C1 (enExample) | 1989-09-06 | 1990-11-29 | Sartorius Gmbh, 3400 Goettingen, De | |
| JPH03178429A (ja) * | 1989-12-07 | 1991-08-02 | Terumo Corp | 親水性多孔質膜及びその製造方法 |
| DE69207020T2 (de) | 1991-02-08 | 1996-06-13 | Mitsubishi Rayon Co | Poröse Hohlfasermembran aus Polypropylen und ihrere Herstellung |
| JPH04346825A (ja) | 1991-05-22 | 1992-12-02 | Mitsubishi Rayon Co Ltd | 親水化多孔質膜の製法 |
| US5137633A (en) | 1991-06-26 | 1992-08-11 | Millipore Corporation | Hydrophobic membrane having hydrophilic and charged surface and process |
| US5217802A (en) | 1992-03-17 | 1993-06-08 | Millipore Corporation | Hydrophobic polymeric membrane composites |
| US5209849A (en) * | 1992-04-24 | 1993-05-11 | Gelman Sciences Inc. | Hydrophilic microporous polyolefin membrane |
| JPH05310990A (ja) * | 1992-05-11 | 1993-11-22 | Sumitomo Electric Ind Ltd | 孔内表面が改質された多孔質膜の製造方法 |
| US5318866A (en) | 1993-04-23 | 1994-06-07 | Pall Corporation | Battery separators |
| US5310809A (en) | 1993-05-20 | 1994-05-10 | The Dow Chemical Company | Arylcyclobutene grafted polyolefins |
| GB9325346D0 (en) | 1993-12-10 | 1994-02-16 | North West Water Group Plc | Production of membranes |
| US5476590A (en) | 1995-03-14 | 1995-12-19 | Sartorius Ag | Hydrophilic polyvinylidene fluoride membranes |
| JPH0975694A (ja) | 1995-09-14 | 1997-03-25 | Kanegafuchi Chem Ind Co Ltd | 親水性膜の製造方法 |
| AU7607096A (en) | 1995-11-09 | 1997-05-29 | University Of Toledo, The | Immunoprotective membrane |
| US6509098B1 (en) | 1995-11-17 | 2003-01-21 | Massachusetts Institute Of Technology | Poly(ethylene oxide) coated surfaces |
| JP2000515062A (ja) * | 1996-07-08 | 2000-11-14 | ユーエスエフ フィルトレイション アンド セパレーションズ グループ インコーポレイテッド | カチオン電荷修飾されたメンブレン |
| JP3628446B2 (ja) | 1996-07-15 | 2005-03-09 | 三菱レイヨン株式会社 | ポリオレフィン多孔質中空糸膜の親水化方法 |
| US6258276B1 (en) * | 1996-10-18 | 2001-07-10 | Mcmaster University | Microporous membranes and uses thereof |
| US6306491B1 (en) * | 1996-12-20 | 2001-10-23 | Gore Enterprise Holdings, Inc. | Respiratory aids |
| KR100217311B1 (ko) * | 1997-10-20 | 1999-09-01 | 이서봉 | 소수성 지지막 위에 박막의 친수성 도포층을 갖는 복합막의제조방법 |
| US6287730B1 (en) | 1998-08-14 | 2001-09-11 | Celgard Inc. | Hydrophilic polyolefin having a coating containing a surfactant and an EVOH copolymer |
| WO2000041800A1 (fr) | 1999-01-14 | 2000-07-20 | Toray Industries, Inc. | Membrane semi-permeable composite, procede de fabrication et procede de purification d'eau a l'aide de cette membrane |
| US6113794A (en) * | 1999-01-25 | 2000-09-05 | Kumar; Ashwani | Composite solvent resistant nanofiltration membranes |
| JP2002233739A (ja) | 2001-02-09 | 2002-08-20 | Asahi Kasei Corp | 多孔性中空糸複合膜 |
| EP1369168B1 (en) | 2001-03-06 | 2008-08-06 | Asahi Kasei Chemicals Corporation | Method for producing hollow fibre membranes |
| EP1390087B1 (en) | 2001-04-27 | 2006-07-05 | Millipore Corporation | Crosslinked multipolymer coating |
| WO2003008011A1 (en) | 2001-04-27 | 2003-01-30 | Millipore Corporation | Crosslinked multipolymer coating |
| CA2454323C (en) | 2001-07-20 | 2011-05-31 | Mcmaster University | Asymmetric gel-filled microporous membranes |
| CA2497530C (en) * | 2002-09-03 | 2011-04-12 | Whatman Plc | Porous composite membrane and method for making the same |
-
2005
- 2005-09-27 CN CNB2005800332063A patent/CN100548455C/zh not_active Expired - Fee Related
- 2005-09-27 CA CA 2576372 patent/CA2576372A1/en not_active Abandoned
- 2005-09-27 MX MX2007003791A patent/MX2007003791A/es active IP Right Grant
- 2005-09-27 AT AT05789393T patent/ATE489161T1/de not_active IP Right Cessation
- 2005-09-27 JP JP2007533837A patent/JP4805939B2/ja not_active Expired - Fee Related
- 2005-09-27 BR BRPI0516161-4A patent/BRPI0516161A/pt not_active IP Right Cessation
- 2005-09-27 DE DE200560024991 patent/DE602005024991D1/de active Active
- 2005-09-27 EP EP20050789393 patent/EP1793916B1/en not_active Not-in-force
- 2005-09-27 WO PCT/CA2005/001468 patent/WO2006034575A1/en not_active Ceased
- 2005-09-27 KR KR1020077007450A patent/KR20070062988A/ko not_active Abandoned
- 2005-09-29 US US11/238,642 patent/US7883767B2/en not_active Expired - Fee Related
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