JP2020037099A - 耐塩性多孔質媒体 - Google Patents
耐塩性多孔質媒体 Download PDFInfo
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- JP2020037099A JP2020037099A JP2019143896A JP2019143896A JP2020037099A JP 2020037099 A JP2020037099 A JP 2020037099A JP 2019143896 A JP2019143896 A JP 2019143896A JP 2019143896 A JP2019143896 A JP 2019143896A JP 2020037099 A JP2020037099 A JP 2020037099A
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- 239000011248 coating agent Substances 0.000 claims abstract description 17
- 238000000576 coating method Methods 0.000 claims abstract description 17
- 229920001577 copolymer Polymers 0.000 claims abstract description 9
- 108090000623 proteins and genes Proteins 0.000 claims abstract description 9
- 102000004169 proteins and genes Human genes 0.000 claims abstract description 9
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- 239000011324 bead Substances 0.000 claims abstract description 4
- 239000000835 fiber Substances 0.000 claims abstract description 4
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- 229920001897 terpolymer Polymers 0.000 claims description 33
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 11
- 239000000203 mixture Substances 0.000 claims description 11
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- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 229910021654 trace metal Inorganic materials 0.000 claims description 6
- 125000002221 trityl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C([*])(C1=C(C(=C(C(=C1[H])[H])[H])[H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 6
- AOBIOSPNXBMOAT-UHFFFAOYSA-N 2-[2-(oxiran-2-ylmethoxy)ethoxymethyl]oxirane Chemical compound C1OC1COCCOCC1CO1 AOBIOSPNXBMOAT-UHFFFAOYSA-N 0.000 claims description 4
- 239000002202 Polyethylene glycol Substances 0.000 claims description 4
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- 239000012535 impurity Substances 0.000 claims description 4
- 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 claims description 4
- 125000000896 monocarboxylic acid group Chemical group 0.000 claims description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
- 229920001223 polyethylene glycol Polymers 0.000 claims description 4
- 238000006116 polymerization reaction Methods 0.000 claims description 4
- 238000004132 cross linking Methods 0.000 claims description 3
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 3
- UWFRVQVNYNPBEF-UHFFFAOYSA-N 1-(2,4-dimethylphenyl)propan-1-one Chemical group CCC(=O)C1=CC=C(C)C=C1C UWFRVQVNYNPBEF-UHFFFAOYSA-N 0.000 claims description 2
- HDPLHDGYGLENEI-UHFFFAOYSA-N 2-[1-(oxiran-2-ylmethoxy)propan-2-yloxymethyl]oxirane Chemical compound C1OC1COC(C)COCC1CO1 HDPLHDGYGLENEI-UHFFFAOYSA-N 0.000 claims description 2
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims description 2
- 150000005690 diesters Chemical class 0.000 claims description 2
- 125000000524 functional group Chemical group 0.000 claims description 2
- 125000003976 glyceryl group Chemical group [H]C([*])([H])C(O[H])([H])C(O[H])([H])[H] 0.000 claims description 2
- 238000011065 in-situ storage Methods 0.000 claims description 2
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- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims 1
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- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
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- YLGYACDQVQQZSW-UHFFFAOYSA-N n,n-dimethylprop-2-enamide Chemical compound CN(C)C(=O)C=C YLGYACDQVQQZSW-UHFFFAOYSA-N 0.000 description 19
- 229920006029 tetra-polymer Polymers 0.000 description 16
- -1 aminopropyl Chemical group 0.000 description 14
- 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 description 13
- XFHJDMUEHUHAJW-UHFFFAOYSA-N n-tert-butylprop-2-enamide Chemical compound CC(C)(C)NC(=O)C=C XFHJDMUEHUHAJW-UHFFFAOYSA-N 0.000 description 11
- 150000003141 primary amines Chemical class 0.000 description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 8
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 7
- RFZRLVGQBIINKQ-UHFFFAOYSA-N n-(2-aminoethyl)-2-methylprop-2-enamide Chemical compound CC(=C)C(=O)NCCN RFZRLVGQBIINKQ-UHFFFAOYSA-N 0.000 description 7
- 238000002360 preparation method Methods 0.000 description 7
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- TWYISXLZCIVDDW-UHFFFAOYSA-N 2-methyl-n-(2-methylpropoxymethyl)prop-2-enamide Chemical compound CC(C)COCNC(=O)C(C)=C TWYISXLZCIVDDW-UHFFFAOYSA-N 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium peroxydisulfate Substances [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 6
- VAZSKTXWXKYQJF-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)OOS([O-])=O VAZSKTXWXKYQJF-UHFFFAOYSA-N 0.000 description 6
- 229910001870 ammonium persulfate Inorganic materials 0.000 description 6
- 229910001873 dinitrogen Inorganic materials 0.000 description 6
- 238000001914 filtration Methods 0.000 description 6
- XHIRWEVPYCTARV-UHFFFAOYSA-N n-(3-aminopropyl)-2-methylprop-2-enamide;hydrochloride Chemical compound Cl.CC(=C)C(=O)NCCCN XHIRWEVPYCTARV-UHFFFAOYSA-N 0.000 description 6
- BPCNEKWROYSOLT-UHFFFAOYSA-N n-phenylprop-2-enamide Chemical compound C=CC(=O)NC1=CC=CC=C1 BPCNEKWROYSOLT-UHFFFAOYSA-N 0.000 description 6
- QNILTEGFHQSKFF-UHFFFAOYSA-N n-propan-2-ylprop-2-enamide Chemical compound CC(C)NC(=O)C=C QNILTEGFHQSKFF-UHFFFAOYSA-N 0.000 description 6
- 239000011541 reaction mixture Substances 0.000 description 6
- UTYRFBWBJRYRSO-UHFFFAOYSA-N 2-methyl-n-tritylprop-2-enamide Chemical compound C=1C=CC=CC=1C(C=1C=CC=CC=1)(NC(=O)C(=C)C)C1=CC=CC=C1 UTYRFBWBJRYRSO-UHFFFAOYSA-N 0.000 description 5
- 238000005342 ion exchange Methods 0.000 description 5
- SWPMNMYLORDLJE-UHFFFAOYSA-N n-ethylprop-2-enamide Chemical compound CCNC(=O)C=C SWPMNMYLORDLJE-UHFFFAOYSA-N 0.000 description 5
- 229910052757 nitrogen Inorganic materials 0.000 description 5
- 229920001903 high density polyethylene Polymers 0.000 description 4
- 239000004700 high-density polyethylene Substances 0.000 description 4
- 239000003999 initiator Substances 0.000 description 4
- JMCVCHBBHPFWBF-UHFFFAOYSA-N n,n-diethyl-2-methylprop-2-enamide Chemical compound CCN(CC)C(=O)C(C)=C JMCVCHBBHPFWBF-UHFFFAOYSA-N 0.000 description 4
- 239000011148 porous material Substances 0.000 description 4
- UVRCNEIYXSRHNT-UHFFFAOYSA-N 3-ethylpent-2-enamide Chemical compound CCC(CC)=CC(N)=O UVRCNEIYXSRHNT-UHFFFAOYSA-N 0.000 description 3
- 239000004971 Cross linker Substances 0.000 description 3
- 239000004721 Polyphenylene oxide Substances 0.000 description 3
- 239000004743 Polypropylene Substances 0.000 description 3
- 238000004458 analytical method Methods 0.000 description 3
- 230000015784 hyperosmotic salinity response Effects 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 229920001155 polypropylene Polymers 0.000 description 3
- 150000003254 radicals Chemical class 0.000 description 3
- LPNSCOVIJFIXTJ-UHFFFAOYSA-N 2-methylidenebutanamide Chemical compound CCC(=C)C(N)=O LPNSCOVIJFIXTJ-UHFFFAOYSA-N 0.000 description 2
- AGBXYHCHUYARJY-UHFFFAOYSA-N 2-phenylethenesulfonic acid Chemical compound OS(=O)(=O)C=CC1=CC=CC=C1 AGBXYHCHUYARJY-UHFFFAOYSA-N 0.000 description 2
- IMOLAGKJZFODRK-UHFFFAOYSA-N 2-phenylprop-2-enamide Chemical compound NC(=O)C(=C)C1=CC=CC=C1 IMOLAGKJZFODRK-UHFFFAOYSA-N 0.000 description 2
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- KFSLWBXXFJQRDL-UHFFFAOYSA-N Peracetic acid Chemical compound CC(=O)OO KFSLWBXXFJQRDL-UHFFFAOYSA-N 0.000 description 2
- 239000004696 Poly ether ether ketone Substances 0.000 description 2
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- 238000012986 modification Methods 0.000 description 2
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- OVHHHVAVHBHXAK-UHFFFAOYSA-N n,n-diethylprop-2-enamide Chemical compound CCN(CC)C(=O)C=C OVHHHVAVHBHXAK-UHFFFAOYSA-N 0.000 description 2
- URZQYRJYVCJLKK-UHFFFAOYSA-N n-tritylprop-2-enamide Chemical compound C=1C=CC=CC=1C(C=1C=CC=CC=1)(NC(=O)C=C)C1=CC=CC=C1 URZQYRJYVCJLKK-UHFFFAOYSA-N 0.000 description 2
- 229920001652 poly(etherketoneketone) Polymers 0.000 description 2
- 229920002492 poly(sulfone) Polymers 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 229920002530 polyetherether ketone Polymers 0.000 description 2
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- 229920006389 polyphenyl polymer Polymers 0.000 description 2
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- 229920006380 polyphenylene oxide Polymers 0.000 description 2
- 238000001742 protein purification Methods 0.000 description 2
- 238000011084 recovery Methods 0.000 description 2
- XFTALRAZSCGSKN-UHFFFAOYSA-M sodium;4-ethenylbenzenesulfonate Chemical compound [Na+].[O-]S(=O)(=O)C1=CC=C(C=C)C=C1 XFTALRAZSCGSKN-UHFFFAOYSA-M 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 description 1
- HSLFISVKRDQEBY-UHFFFAOYSA-N 1,1-bis(tert-butylperoxy)cyclohexane Chemical compound CC(C)(C)OOC1(OOC(C)(C)C)CCCCC1 HSLFISVKRDQEBY-UHFFFAOYSA-N 0.000 description 1
- HQOVXPHOJANJBR-UHFFFAOYSA-N 2,2-bis(tert-butylperoxy)butane Chemical compound CC(C)(C)OOC(C)(CC)OOC(C)(C)C HQOVXPHOJANJBR-UHFFFAOYSA-N 0.000 description 1
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 1
- AZCYBBHXCQYWTO-UHFFFAOYSA-N 2-[(2-chloro-6-fluorophenyl)methoxy]benzaldehyde Chemical compound FC1=CC=CC(Cl)=C1COC1=CC=CC=C1C=O AZCYBBHXCQYWTO-UHFFFAOYSA-N 0.000 description 1
- 125000004493 2-methylbut-1-yl group Chemical group CC(C*)CC 0.000 description 1
- RFSCGDQQLKVJEJ-UHFFFAOYSA-N 2-methylbutan-2-yl benzenecarboperoxoate Chemical compound CCC(C)(C)OOC(=O)C1=CC=CC=C1 RFSCGDQQLKVJEJ-UHFFFAOYSA-N 0.000 description 1
- 125000005916 2-methylpentyl group Chemical group 0.000 description 1
- WHNPOQXWAMXPTA-UHFFFAOYSA-N 3-methylbut-2-enamide Chemical compound CC(C)=CC(N)=O WHNPOQXWAMXPTA-UHFFFAOYSA-N 0.000 description 1
- OZAIFHULBGXAKX-VAWYXSNFSA-N AIBN Substances N#CC(C)(C)\N=N\C(C)(C)C#N OZAIFHULBGXAKX-VAWYXSNFSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 241000270276 Natrix Species 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- 239000002033 PVDF binder Substances 0.000 description 1
- 229920012266 Poly(ether sulfone) PES Polymers 0.000 description 1
- 239000004695 Polyether sulfone Substances 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 229920000491 Polyphenylsulfone Polymers 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 108010088160 Staphylococcal Protein A Proteins 0.000 description 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
- 239000013504 Triton X-100 Substances 0.000 description 1
- KYIKRXIYLAGAKQ-UHFFFAOYSA-N abcn Chemical compound C1CCCCC1(C#N)N=NC1(C#N)CCCCC1 KYIKRXIYLAGAKQ-UHFFFAOYSA-N 0.000 description 1
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- 150000001408 amides Chemical class 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
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- 229940079593 drug Drugs 0.000 description 1
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- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- NDDAHWYSQHTHNT-UHFFFAOYSA-N indapamide Chemical compound CC1CC2=CC=CC=C2N1NC(=O)C1=CC=C(Cl)C(S(N)(=O)=O)=C1 NDDAHWYSQHTHNT-UHFFFAOYSA-N 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 229920003303 ion-exchange polymer Polymers 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000002356 laser light scattering Methods 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 1
- 239000012982 microporous membrane Substances 0.000 description 1
- KCTMTGOHHMRJHZ-UHFFFAOYSA-N n-(2-methylpropoxymethyl)prop-2-enamide Chemical compound CC(C)COCNC(=O)C=C KCTMTGOHHMRJHZ-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
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 239000012466 permeate Substances 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 150000004965 peroxy acids Chemical class 0.000 description 1
- JRKICGRDRMAZLK-UHFFFAOYSA-L persulfate group Chemical group S(=O)(=O)([O-])OOS(=O)(=O)[O-] JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 229920005668 polycarbonate resin Polymers 0.000 description 1
- 239000004431 polycarbonate resin Substances 0.000 description 1
- 229920006393 polyether sulfone Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920013636 polyphenyl ether polymer Polymers 0.000 description 1
- 229920005990 polystyrene resin Polymers 0.000 description 1
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 1
- 239000004810 polytetrafluoroethylene Substances 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 229920002981 polyvinylidene fluoride Polymers 0.000 description 1
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 150000003457 sulfones Chemical class 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- GJBRNHKUVLOCEB-UHFFFAOYSA-N tert-butyl benzenecarboperoxoate Chemical compound CC(C)(C)OOC(=O)C1=CC=CC=C1 GJBRNHKUVLOCEB-UHFFFAOYSA-N 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
- 239000012815 thermoplastic material Substances 0.000 description 1
- 229910021655 trace metal ion Inorganic materials 0.000 description 1
- 239000013603 viral vector Substances 0.000 description 1
- 238000001039 wet etching Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/20—Manufacture of shaped structures of ion-exchange resins
- C08J5/22—Films, membranes or diaphragms
- C08J5/2206—Films, membranes or diaphragms based on organic and/or inorganic macromolecular compounds
- C08J5/2218—Synthetic macromolecular compounds
- C08J5/2231—Synthetic macromolecular compounds based on macromolecular compounds obtained by reactions involving unsaturated carbon-to-carbon bonds
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D67/00—Processes specially adapted for manufacturing semi-permeable membranes for separation processes or apparatus
- B01D67/0081—After-treatment of organic or inorganic membranes
- B01D67/0093—Chemical modification
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D71/00—Semi-permeable membranes for separation processes or apparatus characterised by the material; Manufacturing processes specially adapted therefor
- B01D71/06—Organic material
- B01D71/56—Polyamides, e.g. polyester-amides
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D15/00—Separating processes involving the treatment of liquids with solid sorbents; Apparatus therefor
- B01D15/08—Selective adsorption, e.g. chromatography
- B01D15/26—Selective adsorption, e.g. chromatography characterised by the separation mechanism
- B01D15/36—Selective adsorption, e.g. chromatography characterised by the separation mechanism involving ionic interaction
-
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Abstract
Description
モノマー(A)が式:
CH2=C(R1)−C(=O)−NH−(CH2)n−N’R2R3
〔式中、nは1〜6である〕
を有し、
モノマー(B)が式:
CH2=C(R4)−C(=O)−NR5R6
を有し、
モノマー(C)が式:
CH2=C(R8)−C(=O)−NH−C(R7)2−(CH2)m−X
〔式中、mは1〜3であり、XはSO3H又はCOOHである〕
を有する
〔これらの式中、
R1、R4及びR8は独立にH又はC1〜C6アルキルであり、
R2、R3、R5、R6及びR7は独立にH、C1〜C6アルキル、C6〜C10アリール、C1〜CアルコキシC1〜Cアルキル、又はトリフェニルメチルである〕、
耐塩性多孔質媒体を提供する。
N,N−ジメチルアクリルアミド、N−(3−アミノプロピル)メタクリルアミド及び2−アクリルアミド−2−メチルプロパンスルホネート、
2−アクリルアミド−2−メチルプロパンスルホネート、N−(3−アミノプロピル)メタクリルアミド及びN−イソプロピルアクリルアミド、
2−アクリルアミド−2−メチルプロパンスルホネート、N−(3−アミノプロピル)メタクリルアミド及びtert−ブチルアクリルアミド、
2−アクリルアミド−2−メチルプロパンスルホネート、N−(3−アミノプロピル)メタクリルアミド及びエチルアクリルアミド、
2−アクリルアミド−2−メチルプロパンスルホネート、N−(3−アミノプロピル)メタクリルアミド及びフェニルアクリルアミド、
2−アクリルアミド−2−メチルプロパンスルホネート、N−(3−アミノプロピル)メタクリルアミド及びジエチルアクリルアミド、
2−アクリルアミド−2−メチルプロパンスルホネート、N−(3−アミノプロピル)メタクリルアミド及びN−(イソブトキシメチル)アクリルアミド、
2−アクリルアミド−2−メチルプロパンスルホネート、N−(3−アミノプロピル)メタクリルアミド及びN−(トリフェニルメチル)アクリルアミド、
2−アクリルアミド−2−メチルプロパンスルホネート、N−(3−アミノプロピル)メタクリルアミド及びN,N−ジメチルアクリルアミド、
2−アクリルアミド−2−メチルプロパンスルホネート、N−(2−アミノエチル)メタクリルアミド及びN−イソプロピルアクリルアミド、
2−アクリルアミド−2−メチルプロパンスルホネート、N−(2−アミノエチル)メタクリルアミド及びtertブチルアクリルアミド、
2−アクリルアミド−2−メチルプロパンスルホネート、N−(2−アミノエチル)メタクリルアミド及びフェニルアクリルアミド、
2−アクリルアミド−2−メチルプロパンスルホネート、N−(2−アミノエチル)メタクリルアミド及びジエチルアクリルアミド、
2−アクリルアミド−2−メチルプロパンスルホネート、N−(2−アミノエチル)メタクリルアミド及びエチルアクリルアミド、
2−アクリルアミド−2−メチルプロパンスルホネート、N−(2−アミノエチル)メタクリルアミド及びN−(イソブトキシメチル)メタクリルアミド、
2−アクリルアミド−2−メチルプロパンスルホネート、N−(2−アミノエチル)メタクリルアミド及びN−(トリフェニルメチル)アクリルアミド、及び
2−アクリルアミド−2−メチルプロパンスルホネート、N−(2−アミノエチル)メタクリルアミド及びN,N−ジメチルアクリルアミド
から調製することができる。
2−アクリルアミド−2−メチルプロパンスルホネート、N−(3−アミノプロピル)メタクリルアミド及びN−ジメチルアクリルアミドを含むターポリマー、
アクリル酸、N−(3−アミノプロピル)メタクリルアミド及びN−ジメチルアクリルアミドを含むターポリマー、
2−アクリルアミド−2−メチルプロパンスルホネート、N−(3−アミノプロピル)メタクリルアミド及びN−ジメチルアクリルアミドを含むターポリマーであって、このターポリマーの第一級アミン部分を使用して媒体に架橋されるターポリマー、
2−アクリルアミド−2−メチルプロパンスルホネート、1種のアミノアルキルメタクリルアミド及びN−ジメチルアクリルアミドを含むターポリマーであって、このターポリマーの第一級アミン部分を使用して媒体に架橋されるターポリマー、
アクリル酸、N−(3−アミノプロピル)メタクリルアミド及びN−ジメチルアクリルアミドを含むターポリマーであって、このターポリマーの第一級アミン部分により媒体に架橋されるターポリマー、
2−アクリルアミド−2−メチルプロパンスルホネート、N−(3−アミノプロピル)メタクリルアミド、N−ジメチルアクリルアミド又は任意のアルキルアクリルアミドたとえば、N−tert−ブチルアクリルアミド、N−フェニルアクリルアミド、N−ジエチルアクリルアミド、N−イソプロピルアクリルアミド、N−エチルアクリルアミド、N−ジエチルメタクリルアミド、N−(イソブトキシメチル)メタクリルアミド及びN−(トリフェニルメチル)メタクリルアミドを含むターポリマーであって、このターポリマーの第一級アミン部分を使用して媒体に架橋されるターポリマー、
2−アクリルアミド−2−メチルプロパンスルホネート、N−(3−アミノプロピル)メタクリルアミド、N,N−ジメチルアクリルアミド又は任意のアルキルアクリルアミドたとえば、N−tert−ブチルアクリルアミド、N−フェニルアクリルアミド、N,N−ジエチルアクリルアミド、N−イソプロピルアクリルアミド、N−エチルアクリルアミド、N,N−ジエチルメタクリルアミド、N−(イソブトキシメチル)メタクリルアミド及びN−(トリフェニルメチル)メタクリルアミドを含むターポリマーに由来し、このターポリマーの第一級アミン部分を使用して媒体に架橋される耐塩性イオン交換多孔質膜であって、たとえば、モノクローナル抗体の回収、モノクローナル抗体の最終精製又はウイルスベクター精製に有利に使用することができる、耐塩性イオン交換多孔質膜、
多孔質膜にコーティングしたターポリマーの耐塩性特性がポリマーのアルキルアクリルアミド部分により有利に付与される、耐塩性イオン交換多孔質膜、
2−アクリルアミド−2−メチルプロパンスルホネート、N−(3−アミノプロピル)メタクリルアミド、N−ジメチルアクリルアミド又は任意のアルキルアクリルアミドたとえば、N−tert−ブチルアクリルアミド、N−フェニルアクリルアミド、N,N−ジエチルアクリルアミド、N−イソプロピルアクリルアミド、N−エチルアクリルアミド、N,N−ジエチルメタクリルアミド、N−(イソブトキシメチル)メタクリルアミド及びN−(トリフェニルメチル)メタクリルアミドを含むターポリマーであって、第一級アミン部分を使用して媒体に架橋されてカチオン交換多孔質膜を形成し、このカチオン交換多孔質膜は、たとえば、マイクロE溶剤中の微量金属汚染物質の回収に有利に使用することができる、ターポリマー、
アクリル酸、N−(3−アミノプロピル)メタクリルアミド及びN−ジメチルアクリルアミドを含むターポリマー、
アクリル酸、N−(3−アミノプロピル)メタクリルアミド及びN,N−ジメチルアクリルアミドを含むターポリマーであって、このターポリマーの第一級アミン部分を使用して媒体に架橋される、ターポリマー、
2−アクリルアミド−2−メチルプロパンスルホネート、N−(3−アミノプロピル)メタクリルアミド、N,N−ジメチルアクリルアミド及びN−tert−ブチルアクリルアミドを含むテトラポリマー、
2−アクリルアミド−2−メチルプロパンスルホネート、N−(3−アミノプロピル)メタクリルアミド、N,N−ジメチルアクリルアミド及びスチレンスルホネートを含むテトラポリマー、
2−アクリルアミド−2−メチルプロパンスルホネート、N−(3−アミノプロピル)メタクリルアミド、N,N−ジメチルアクリルアミド及びN−tert−ブチルアクリルアミドを含むテトラポリマーであって、このテトラポリマーの第一級アミン部分を使用して媒体に架橋される、テトラポリマー、
2−アクリルアミド−2−メチルプロパンスルホネート、N−(3−アミノプロピル)メタクリルアミド、N,N−ジメチルアクリルアミド及びスチレンスルホネートを含むテトラポリマーであって、このテトラポリマーの第一級アミン部分を使用して媒体に架橋される、テトラポリマー、
2−アクリルアミド−2−メチルプロパンスルホネート、N−(3−アミノプロピル)メタクリルアミド、N,N−ジメチルアクリルアミド及びアクリル酸を含むテトラポリマー、及び
2−アクリルアミド−2−メチルプロパンスルホネート、N−(3−アミノプロピル)メタクリルアミド、N,N−ジメチルアクリルアミド及びアクリル酸を含むテトラポリマーであって、このテトラポリマーの第一級アミン部分を使用して媒体に架橋される、テトラポリマー
のうちの1種又は複数を提供する。
(i) モノマー(A)、モノマー(B)及びモノマー(C)の混合物を重合させてターポリマーを得るステップ、及び
(ii) (i)で得たターポリマーを多孔質担体にコーティングし、in situ架橋させて多孔質担体に配置されたコポリマーコーティングを得るステップ
を含む、方法をさらに提供する。
[0046]本例は、本発明の一実施形態による、ターポリマー溶液の調製方法を例示する。
[0048]本例は、本発明の別の実施形態によるターポリマー溶液の調製方法を例示する。
[0050]本例は、本発明の別の実施形態によるテトラポリマー溶液の調製方法を例示する。
[0052]本例は、本発明のさらに別の実施形態によるテトラポリマー溶液の調製方法を例示する。
[0054]本例は、本発明のさらなる実施形態によるテトラポリマー溶液の調製方法を例示する。
[0056]本例は、本発明の一実施形態による多孔質膜の調製方法を例示する。
[0058]本例は、本発明の別の実施形態による多孔質膜の調製方法を例示する。
[0061]本例は、一実施形態による膜の微量金属を除去する能力を例示する。
Claims (21)
- 多孔質担体及び架橋ポリマーコーティングを含む多孔質媒体であって、
架橋ポリマーコーティングのポリマーが、少なくとも1種の重合モノマー(A)、少なくとも1種の重合モノマー(B)、少なくとも1種の重合モノマー(C)を含み、
モノマー(A)が式:
CH2=C(R1)−C(=O)−NH−(CH2)n−N’R2R3
〔式中、nは1〜6である〕
を有し、
モノマー(B)が式:
CH2=C(R4)−C(=O)−NR5R6
を有し、
モノマー(C)が式:
CH2=C(R8)−C(=O)−NH−C(R7)2−(CH2)m−X
〔式中、mは1〜3であり、XはSO3H又はCOOHである〕
を有する
〔これらの式中、R1、R4、及びR8は独立にH又はC1〜C6アルキルであり、
R2、R3、R5、R6、及びR7は独立にH、C1〜C6アルキル、C6〜C10アリール、C1〜CアルコキシC1〜Cアルキル、又はトリフェニルメチルである〕、
多孔質媒体。 - R1がC1〜C6アルキルであり、R4がHである、請求項1に記載の多孔質媒体。
- R1がメチルである、請求項1又は2に記載の多孔質媒体。
- R2及びR3がHであり、R5及びR6が独立にC1〜C6アルキルである、請求項1〜3のいずれか一項に記載の多孔質媒体。
- R2及びR3がHであり、R5及びR6がメチルである、請求項1〜4のいずれか一項に記載の多孔質媒体。
- R2、R3、R5及びR6が独立にH、メチル、フェニル、メトキシメチル又はトリフェニルメチルである、請求項1〜3のいずれか一項に記載の多孔質媒体。
- R2及びR3がHであり、R5及びR6が独立にメチル、フェニル、メトキシメチル又はトリフェニルメチルである、請求項1〜3のいずれか一項に記載の多孔質媒体。
- R7がアルキルである、請求項1〜3のいずれか一項に記載の多孔質媒体。
- R7がメチルである、請求項8に記載の多孔質媒体。
- コポリマーが1種の重合モノマー(A)、1種の重合モノマー(B)及び1種の重合モノマー(C)を含む、請求項1〜9のいずれか一項に記載の多孔質媒体。
- コポリマーが1種の重合モノマー(A)、1種の重合モノマー(B)及び2種の異なる重合モノマー(C)を含む、請求項1〜9のいずれか一項に記載の多孔質媒体。
- 重合モノマー(C)のうちの一方中のXがSO3Hであり、他方の重合モノマー(C)中のXがCOOHである、請求項11に記載の多孔質媒体。
- 多孔質膜である、請求項1〜12のいずれか一項に記載の多孔質媒体。
- ビーズ又は繊維である、請求項1〜12のいずれか一項に記載の多孔質媒体。
- 請求項1〜14のいずれか一項に記載の多孔質媒体を生産する方法であって、
(i) モノマー(A)、(B)及び(C)の混合物を重合させて、ターポリマーを得るステップ、及び
(ii) (i)で得たターポリマーを架橋剤とともに多孔質担体にコーティングし、in situで架橋させて多孔質担体に配置された架橋ターポリマーコーティングを得るステップ
を含む、方法。 - 架橋剤が、ジエポキシド、ジアルデヒド、ジハライド、ジエステル、ジスルホニルクロリド及びジアシルクロリドから選択される、2種以上の架橋官能基を含む、請求項15に記載の方法。
- 架橋剤が、エチレングリコールジグリシジルエーテル、プロピレングリコールジグリシジルエーテル、グリセリルトリグリシジルエーテル、ポリエチレングリコールジグリシジルエーテル、グリコールジメシレートエステル及びグリコールジメソイルクロリド、ジトシレートエステル及びその任意の組合せから選択される、請求項15又は16に記載の方法。
- 所望のタンパク質及び1種又は複数の不純物を含む流体を処理する方法であって、流体を請求項1〜14のいずれか一項に記載の多孔質媒体と接触させるステップ、及び不純物の濃度が低下した所望のタンパク質を回収するステップを含む、方法。
- 所望のタンパク質が抗体である、請求項18に記載の方法。
- 所望のタンパク質が生物学的製剤である、請求項18に記載の方法。
- 微量金属を含む流体を処理する方法であって、流体を請求項1〜12又は請求項14のいずれか一項に記載の多孔質媒体又は請求項13に記載の多孔質膜と接触させるステップ、及び濃度が低下した微量金属を含む流体を回収するステップを含む、微量金属を含む流体を処理する方法。
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Citations (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH01310744A (ja) * | 1988-03-31 | 1989-12-14 | Merck Patent Gmbh | 分離材料 |
JP2006519273A (ja) * | 2003-02-19 | 2006-08-24 | マクマスター ユニバーシティー | 支持型多孔質ゲルを含んでなる複合材 |
US20120252091A1 (en) * | 2011-03-28 | 2012-10-04 | 3M Innovative Properties Company | Ligand functional substrates |
US20120292244A1 (en) * | 2004-02-18 | 2012-11-22 | Applied Biosystems, Llc | Polyelectrolyte-coated size-exclusion ion-exchange particles |
JP2013189427A (ja) * | 2012-03-12 | 2013-09-26 | Emd Millipore Corp | フロースルー式での生物製剤からのタンパク質凝集体の除去 |
US20140238935A1 (en) * | 2013-02-26 | 2014-08-28 | Natrix Separations Inc. | Mixed-Mode Chromatography Membranes |
US9022227B2 (en) * | 2011-03-21 | 2015-05-05 | International Business Machines Corporation | Composite membranes and methods of preparation thereof |
JP2020037100A (ja) * | 2018-08-31 | 2020-03-12 | ポール・コーポレーションPall Corporation | 耐塩性アニオン交換媒体 |
Family Cites Families (43)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5004543A (en) | 1988-06-21 | 1991-04-02 | Millipore Corporation | Charge-modified hydrophobic membrane materials and method for making the same |
NZ232939A (en) * | 1989-04-11 | 1991-11-26 | Allied Signal Inc | Preparation of a polyester semi-permeable membrane |
US6780327B1 (en) | 1999-02-25 | 2004-08-24 | Pall Corporation | Positively charged membrane |
US6783937B1 (en) | 1999-02-25 | 2004-08-31 | Pall Corporation | Negatively charged membrane |
SE9904197D0 (sv) | 1999-11-22 | 1999-11-22 | Amersham Pharm Biotech Ab | A method for anion exchange adsorption on matrices carrying mixed mode ligands |
US6858135B2 (en) * | 2002-11-15 | 2005-02-22 | Advanced Research And Technology Institute, Inc. | Hydrophilic monolithic columns for separation of saccharide mixtures |
AU2011203555B2 (en) | 2003-02-19 | 2013-03-14 | Merck Millipore Ltd. | Composite materials comprising supported porous gels |
AU2004259327B2 (en) * | 2003-07-22 | 2009-12-17 | Nektar Therapeutics | Method for preparing functionalized polymers from polymer alcohols |
US7098253B2 (en) | 2004-05-20 | 2006-08-29 | 3M Innovative Properties Company | Macroporous ion exchange resins |
US7867784B2 (en) | 2004-10-21 | 2011-01-11 | Ge Healthcare Bio-Science Ab | Chromatography ligand |
KR101297282B1 (ko) | 2005-06-09 | 2013-08-16 | 토소가부시키가이샤 | 친수성이 우수한 신규 충전제 및 그 제조 방법 |
EP1963367A4 (en) | 2005-12-06 | 2009-05-13 | Amgen Inc | POLISHING STEPS IN MULTI-STAGE PROTEIN PURIFICATION TREATMENTS |
US7674835B2 (en) * | 2005-12-21 | 2010-03-09 | 3M Innovative Properties Company | Method of making macroporous anion exchange resins |
US7833723B2 (en) | 2006-01-06 | 2010-11-16 | Millipore Corporation | Affinity chromatography matrices and methods of making and using the same |
US9433922B2 (en) | 2007-08-14 | 2016-09-06 | Emd Millipore Corporation | Media for membrane ion exchange chromatography based on polymeric primary amines, sorption device containing that media, and chromatography scheme and purification method using the same |
DE102007039312B4 (de) * | 2007-08-20 | 2010-06-02 | Celanese Emulsions Gmbh | Vernetzbare Monomere und Polymere und deren Verwendung |
WO2009061759A1 (en) * | 2007-11-09 | 2009-05-14 | 3M Innovative Properties Company | Porous polymeric resins |
US20090130738A1 (en) | 2007-11-19 | 2009-05-21 | Mikhail Kozlov | Media for membrane ion exchange chromatography |
DE102008055821A1 (de) | 2008-04-14 | 2009-10-15 | Sartorius Stedim Biotech Gmbh | Cellulosehydrat-Membran, Verfahren zur ihrer Herstellung und Verwendung davon |
WO2009145722A1 (en) | 2008-05-30 | 2009-12-03 | Ge Healthcare Bio-Sciences Ab | Separation method utilizing polyallylamine ligands |
EP2153877A1 (de) * | 2008-07-30 | 2010-02-17 | MERCK PATENT GmbH | Mischpfropfpolymere für die Ionenaustauschchromatographie |
EP2401065B1 (en) * | 2009-02-27 | 2017-12-13 | EMD Millipore Corporation | Membrane with sulfonic groups for removing protein aggregates |
WO2010117598A2 (en) * | 2009-03-31 | 2010-10-14 | 3M Innovative Properties Company | Hydrophobic monomers, hydrophobically-derivatized supports, and methods of making and using the same |
WO2011001963A1 (ja) | 2009-07-03 | 2011-01-06 | 旭化成ケミカルズ株式会社 | 多孔質基材に固定されたグラフト鎖に結合しているアミノ基及びアルキル基を有する多孔膜を用いた抗体の精製方法 |
US8658702B2 (en) | 2009-12-17 | 2014-02-25 | Mamadou Diallo | Soluble anion exchangers from hyperbranched macromolecules |
EP2889625B1 (en) | 2010-03-03 | 2016-09-14 | 3M Innovative Properties Company | Ligand guanidinyl functionalized polymers |
US20120077249A1 (en) | 2010-04-20 | 2012-03-29 | Millipore Corporation | Separation Of Virus And/Or Protein From Nucleic Acids By Primary Amines |
WO2011140405A1 (en) | 2010-05-07 | 2011-11-10 | Millipore Corporation | Enhanced clarification media |
WO2013184366A1 (en) * | 2012-06-05 | 2013-12-12 | 3M Innovative Properties Company | Graft copolymer functionalized article |
EP2914377A1 (en) * | 2012-11-01 | 2015-09-09 | Merck Patent GmbH | Surface modification of porous base supports |
KR102236713B1 (ko) * | 2013-09-30 | 2021-04-06 | 도레이 카부시키가이샤 | 복합 반투막 및 그의 제조 방법 |
SG10201804200WA (en) * | 2013-12-12 | 2018-07-30 | Emd Millipore Corp | Protein separations using an acrylamide containing filter |
CN106102903A (zh) | 2014-03-14 | 2016-11-09 | 通用电气医疗集团生物工艺研发股份公司 | 用于生物颗粒纯化的分离基质 |
CN106460027B (zh) | 2014-03-24 | 2020-07-31 | 日东纺绩株式会社 | 使用阳离子性接枝聚合物的目标物分离浓缩方法 |
JP2016006410A (ja) | 2014-05-27 | 2016-01-14 | Jnc株式会社 | クロマトグラフィー担体およびそれを用いたタンパク質精製方法 |
JP6665184B2 (ja) | 2014-12-08 | 2020-03-13 | イー・エム・デイー・ミリポア・コーポレイシヨン | 混床イオン交換吸着剤 |
KR20180037265A (ko) | 2015-08-17 | 2018-04-11 | 루핀 리미티드 | Parp 억제제로서의 헤테로아릴 유도체 |
RU2698822C1 (ru) | 2015-10-23 | 2019-08-30 | 3М Инновейтив Пропертиз Компани | Упорядоченный фильтрующий материал для очистки биоматериала |
WO2017073698A1 (ja) * | 2015-10-27 | 2017-05-04 | 東レ株式会社 | 複合半透膜およびその製造方法 |
CN205340595U (zh) * | 2015-12-14 | 2016-06-29 | 北京碧水源膜科技有限公司 | 一种用于水处理的复合层式工业膜 |
TWI641418B (zh) | 2016-05-27 | 2018-11-21 | 恩特葛瑞斯股份有限公司 | 經塗佈之多孔聚合物膜 |
US9855534B1 (en) * | 2016-12-28 | 2018-01-02 | Pall Corporation | Porous PTFE membranes for metal removal |
JP7455761B2 (ja) * | 2018-04-30 | 2024-03-26 | インテグリス・インコーポレーテッド | ポリアミドコートされたフィルター膜、フィルターおよび方法 |
-
2018
- 2018-08-31 US US16/119,590 patent/US11045773B2/en active Active
-
2019
- 2019-08-05 JP JP2019143896A patent/JP6904510B2/ja active Active
- 2019-08-08 SG SG10201907371YA patent/SG10201907371YA/en unknown
- 2019-08-23 EP EP19193282.1A patent/EP3617256B1/en active Active
- 2019-08-27 KR KR1020190105044A patent/KR102235269B1/ko active IP Right Grant
- 2019-08-28 TW TW108130814A patent/TWI753292B/zh active
- 2019-08-29 IL IL269013A patent/IL269013B2/en unknown
- 2019-08-30 CN CN201910814313.3A patent/CN110871038B/zh active Active
Patent Citations (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH01310744A (ja) * | 1988-03-31 | 1989-12-14 | Merck Patent Gmbh | 分離材料 |
JP2006519273A (ja) * | 2003-02-19 | 2006-08-24 | マクマスター ユニバーシティー | 支持型多孔質ゲルを含んでなる複合材 |
US20120292244A1 (en) * | 2004-02-18 | 2012-11-22 | Applied Biosystems, Llc | Polyelectrolyte-coated size-exclusion ion-exchange particles |
US9022227B2 (en) * | 2011-03-21 | 2015-05-05 | International Business Machines Corporation | Composite membranes and methods of preparation thereof |
US20120252091A1 (en) * | 2011-03-28 | 2012-10-04 | 3M Innovative Properties Company | Ligand functional substrates |
JP2013189427A (ja) * | 2012-03-12 | 2013-09-26 | Emd Millipore Corp | フロースルー式での生物製剤からのタンパク質凝集体の除去 |
US20140238935A1 (en) * | 2013-02-26 | 2014-08-28 | Natrix Separations Inc. | Mixed-Mode Chromatography Membranes |
JP2016510005A (ja) * | 2013-02-26 | 2016-04-04 | ナトリックス セパレイションズ インコーポレーテッド | 混合モードクロマトグラフィー膜 |
JP2020037100A (ja) * | 2018-08-31 | 2020-03-12 | ポール・コーポレーションPall Corporation | 耐塩性アニオン交換媒体 |
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