AU2014223583B2 - Mixed-mode chromatography membranes - Google Patents
Mixed-mode chromatography membranes Download PDFInfo
- Publication number
- AU2014223583B2 AU2014223583B2 AU2014223583A AU2014223583A AU2014223583B2 AU 2014223583 B2 AU2014223583 B2 AU 2014223583B2 AU 2014223583 A AU2014223583 A AU 2014223583A AU 2014223583 A AU2014223583 A AU 2014223583A AU 2014223583 B2 AU2014223583 B2 AU 2014223583B2
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- Australia
- Prior art keywords
- methacrylate
- certain embodiments
- monomer
- composite material
- acrylamide
- Prior art date
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- 239000012528 membrane Substances 0.000 title claims description 221
- 238000012434 mixed-mode chromatography Methods 0.000 title abstract description 17
- 238000000034 method Methods 0.000 claims abstract description 256
- 239000002131 composite material Substances 0.000 claims abstract description 217
- 239000011148 porous material Substances 0.000 claims abstract description 125
- 230000002209 hydrophobic effect Effects 0.000 claims abstract description 19
- 125000000129 anionic group Chemical group 0.000 claims abstract description 9
- 239000000178 monomer Substances 0.000 claims description 112
- -1 4-vinyl-N-methylpyridinium halide Chemical class 0.000 claims description 70
- 102000004169 proteins and genes Human genes 0.000 claims description 69
- 239000012530 fluid Substances 0.000 claims description 68
- 108090000623 proteins and genes Proteins 0.000 claims description 68
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- 239000000203 mixture Substances 0.000 claims description 47
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- 239000002904 solvent Substances 0.000 claims description 42
- 239000000126 substance Substances 0.000 claims description 36
- CYUZOYPRAQASLN-UHFFFAOYSA-N 3-prop-2-enoyloxypropanoic acid Chemical compound OC(=O)CCOC(=O)C=C CYUZOYPRAQASLN-UHFFFAOYSA-N 0.000 claims description 32
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims description 32
- 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 28
- 150000003839 salts Chemical class 0.000 claims description 24
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- QNILTEGFHQSKFF-UHFFFAOYSA-N n-propan-2-ylprop-2-enamide Chemical compound CC(C)NC(=O)C=C QNILTEGFHQSKFF-UHFFFAOYSA-N 0.000 claims description 21
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- BPCNEKWROYSOLT-UHFFFAOYSA-N n-phenylprop-2-enamide Chemical compound C=CC(=O)NC1=CC=CC=C1 BPCNEKWROYSOLT-UHFFFAOYSA-N 0.000 claims description 17
- MLGMNVSTCSILMV-UHFFFAOYSA-N 2-methylsulfanylethyl 2-methylprop-2-enoate Chemical compound CSCCOC(=O)C(C)=C MLGMNVSTCSILMV-UHFFFAOYSA-N 0.000 claims description 16
- 150000002500 ions Chemical class 0.000 claims description 15
- QLIBJPGWWSHWBF-UHFFFAOYSA-N 2-aminoethyl methacrylate Chemical compound CC(=C)C(=O)OCCN QLIBJPGWWSHWBF-UHFFFAOYSA-N 0.000 claims description 14
- GNSFRPWPOGYVLO-UHFFFAOYSA-N 3-hydroxypropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCO GNSFRPWPOGYVLO-UHFFFAOYSA-N 0.000 claims description 14
- 241000700605 Viruses Species 0.000 claims description 14
- OMNKZBIFPJNNIO-UHFFFAOYSA-N n-(2-methyl-4-oxopentan-2-yl)prop-2-enamide Chemical compound CC(=O)CC(C)(C)NC(=O)C=C OMNKZBIFPJNNIO-UHFFFAOYSA-N 0.000 claims description 14
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 claims description 13
- XFHJDMUEHUHAJW-UHFFFAOYSA-N n-tert-butylprop-2-enamide Chemical compound CC(C)(C)NC(=O)C=C XFHJDMUEHUHAJW-UHFFFAOYSA-N 0.000 claims description 13
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 claims description 13
- 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 12
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- DAKWPKUUDNSNPN-UHFFFAOYSA-N Trimethylolpropane triacrylate Chemical compound C=CC(=O)OCC(CC)(COC(=O)C=C)COC(=O)C=C DAKWPKUUDNSNPN-UHFFFAOYSA-N 0.000 claims description 12
- 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 12
- 229920001577 copolymer Polymers 0.000 claims description 11
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 claims description 11
- FWFUWXVFYKCSQA-UHFFFAOYSA-M sodium;2-methyl-2-(prop-2-enoylamino)propane-1-sulfonate Chemical compound [Na+].[O-]S(=O)(=O)CC(C)(C)NC(=O)C=C FWFUWXVFYKCSQA-UHFFFAOYSA-M 0.000 claims description 11
- MPNXSZJPSVBLHP-UHFFFAOYSA-N 2-chloro-n-phenylpyridine-3-carboxamide Chemical compound ClC1=NC=CC=C1C(=O)NC1=CC=CC=C1 MPNXSZJPSVBLHP-UHFFFAOYSA-N 0.000 claims description 10
- 108010062374 Myoglobin Proteins 0.000 claims description 10
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 9
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- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 claims description 8
- SBVKVAIECGDBTC-UHFFFAOYSA-N 4-hydroxy-2-methylidenebutanamide Chemical compound NC(=O)C(=C)CCO SBVKVAIECGDBTC-UHFFFAOYSA-N 0.000 claims description 8
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 claims description 8
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- YXMISKNUHHOXFT-UHFFFAOYSA-N (2,5-dioxopyrrolidin-1-yl) prop-2-enoate Chemical compound C=CC(=O)ON1C(=O)CCC1=O YXMISKNUHHOXFT-UHFFFAOYSA-N 0.000 claims description 6
- WDQMWEYDKDCEHT-UHFFFAOYSA-N 2-ethylhexyl 2-methylprop-2-enoate Chemical compound CCCCC(CC)COC(=O)C(C)=C WDQMWEYDKDCEHT-UHFFFAOYSA-N 0.000 claims description 6
- AGBXYHCHUYARJY-UHFFFAOYSA-N 2-phenylethenesulfonic acid Chemical compound OS(=O)(=O)C=CC1=CC=CC=C1 AGBXYHCHUYARJY-UHFFFAOYSA-N 0.000 claims description 6
- 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 6
- KFDVPJUYSDEJTH-UHFFFAOYSA-N 4-ethenylpyridine Chemical compound C=CC1=CC=NC=C1 KFDVPJUYSDEJTH-UHFFFAOYSA-N 0.000 claims description 6
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- 239000000783 alginic acid Substances 0.000 claims description 6
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- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims description 6
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- DCUFMVPCXCSVNP-UHFFFAOYSA-N methacrylic anhydride Chemical compound CC(=C)C(=O)OC(=O)C(C)=C DCUFMVPCXCSVNP-UHFFFAOYSA-N 0.000 claims description 6
- RPQRDASANLAFCM-UHFFFAOYSA-N oxiran-2-ylmethyl prop-2-enoate Chemical compound C=CC(=O)OCC1CO1 RPQRDASANLAFCM-UHFFFAOYSA-N 0.000 claims description 6
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- PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 claims description 6
- 239000012588 trypsin Substances 0.000 claims description 6
- NLVXSWCKKBEXTG-UHFFFAOYSA-N vinylsulfonic acid Chemical compound OS(=O)(=O)C=C NLVXSWCKKBEXTG-UHFFFAOYSA-N 0.000 claims description 6
- DPBJAVGHACCNRL-UHFFFAOYSA-N 2-(dimethylamino)ethyl prop-2-enoate Chemical compound CN(C)CCOC(=O)C=C DPBJAVGHACCNRL-UHFFFAOYSA-N 0.000 claims description 5
- GDFCSMCGLZFNFY-UHFFFAOYSA-N Dimethylaminopropyl Methacrylamide Chemical compound CN(C)CCCNC(=O)C(C)=C GDFCSMCGLZFNFY-UHFFFAOYSA-N 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 5
- RWJGITGQDQSWJG-UHFFFAOYSA-N n-(3-methoxypropyl)prop-2-enamide Chemical compound COCCCNC(=O)C=C RWJGITGQDQSWJG-UHFFFAOYSA-N 0.000 claims description 5
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| US11045773B2 (en) * | 2018-08-31 | 2021-06-29 | Pall Corporation | Salt tolerant porous medium |
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| US20040203149A1 (en) * | 2003-02-19 | 2004-10-14 | Childs Ronald F. | Composite materials comprising supported porous gels |
| US20110068002A1 (en) * | 2009-08-26 | 2011-03-24 | Juchui Ray Lin | Ion exchange membranes |
Family Cites Families (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3991017A (en) * | 1973-12-20 | 1976-11-09 | Rohm And Haas Company | Ion exchange resins derived from hybrid copolymers |
| MX3036E (es) * | 1974-10-15 | 1980-03-03 | Rohm & Haas | Composicion de resina hibrida de intercambio ionico y procedimiento para su obtencion |
| DE69520042T2 (de) | 1994-07-28 | 2001-07-19 | Millipore Corp., Bedford | Porösesverbundmembran und verfahren |
| US5814372A (en) | 1995-10-19 | 1998-09-29 | Millipore Corporation | Process for forming porous composite membrane |
| US5647979A (en) * | 1996-06-14 | 1997-07-15 | Bio-Rad Laboratories, Inc. | One-step preparation of separation media for reversed-phase chromatography |
| JP2003066157A (ja) * | 2001-08-24 | 2003-03-05 | Fujitsu Ten Ltd | 車両内人体検出方法 |
| US7073671B2 (en) | 2002-06-07 | 2006-07-11 | Millipore Corporation | Microporous membrane substrate having caustic stable, low protein binding surface |
| US7479222B2 (en) * | 2004-02-05 | 2009-01-20 | Millipore Corporation | Porous adsorptive or chromatographic media |
| SE0400501D0 (sv) | 2004-02-27 | 2004-02-27 | Amersham Biosciences Ab | Antibody purification |
| WO2005082483A1 (en) | 2004-02-27 | 2005-09-09 | Ge Healthcare Bio-Sciences Ab | A process for the purification of antibodies |
| EP1773485B1 (en) * | 2004-06-07 | 2015-09-16 | Natrix Separations Inc. | Stable composite material comprising supported porous gels |
| JP5308667B2 (ja) * | 2004-08-13 | 2013-10-09 | マクマスター ユニバーシティー | 非架橋ゲルポリマーを含んで成る複合材料 |
| WO2006043895A1 (en) | 2004-10-21 | 2006-04-27 | Ge Healthcare Bio-Sciences Ab | A method of antibody purification |
| CN101678318B (zh) * | 2007-05-25 | 2013-09-25 | 默克专利股份公司 | 用于阳离子交换色谱法的接枝共聚物 |
| CN101910268B (zh) * | 2007-11-09 | 2014-07-30 | 3M创新有限公司 | 多孔聚合物树脂 |
| US7800382B2 (en) * | 2007-12-19 | 2010-09-21 | AEHR Test Ststems | System for testing an integrated circuit of a device and its method of use |
| US9415350B2 (en) * | 2008-06-30 | 2016-08-16 | 3M Innovative Properties Company | Method of forming a rewettable asymmetric 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 |
| AU2008221604B2 (en) * | 2008-09-22 | 2010-04-22 | Commonwealth Scientific And Industrial Research Organisation | Temperature-responsive polymer particles in protein separation applications |
| EP2499192B1 (en) * | 2009-11-13 | 2020-07-15 | Merck Millipore Ltd. | Hydrophobic interaction chromatography membranes |
| SG185601A1 (en) * | 2010-05-18 | 2012-12-28 | Abbvie Inc | Apparatus and process of purification of proteins |
| JP5460651B2 (ja) * | 2010-07-28 | 2014-04-02 | ローム アンド ハース カンパニー | クロマトグラフィー媒体性能を向上させるグラフト化方法 |
| SG185590A1 (en) * | 2010-07-29 | 2012-12-28 | Emd Millipore Corp | Grafting method to improve chromatography media performance |
| WO2012037101A2 (en) * | 2010-09-14 | 2012-03-22 | Natrix Separations Inc. | Chromatography membranes for the purification of chiral compounds |
| EP4089101A1 (en) | 2013-02-26 | 2022-11-16 | Merck Millipore Ltd | Mixed-mode chromatography membranes |
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Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20040203149A1 (en) * | 2003-02-19 | 2004-10-14 | Childs Ronald F. | Composite materials comprising supported porous gels |
| US20110068002A1 (en) * | 2009-08-26 | 2011-03-24 | Juchui Ray Lin | Ion exchange membranes |
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| AU2014223583A1 (en) | 2015-10-15 |
| ES2912930T3 (es) | 2022-05-30 |
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| EP4089101A1 (en) | 2022-11-16 |
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| US20140238935A1 (en) | 2014-08-28 |
| JP2021184987A (ja) | 2021-12-09 |
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| US20180353939A1 (en) | 2018-12-13 |
| JP6639236B2 (ja) | 2020-02-05 |
| EP2961762A4 (en) | 2016-11-02 |
| JP7246277B2 (ja) | 2023-03-27 |
| CA2902180C (en) | 2023-08-15 |
| US11554361B2 (en) | 2023-01-17 |
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