FI68636C - Poroest oorganiskt baerarmaterial med en organisk stationaer fas foer anvaendning vid kromatografi och foerfarande foer frmstaellning av detta - Google Patents
Poroest oorganiskt baerarmaterial med en organisk stationaer fas foer anvaendning vid kromatografi och foerfarande foer frmstaellning av detta Download PDFInfo
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- FI68636C FI68636C FI812002A FI812002A FI68636C FI 68636 C FI68636 C FI 68636C FI 812002 A FI812002 A FI 812002A FI 812002 A FI812002 A FI 812002A FI 68636 C FI68636 C FI 68636C
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- organic
- inorganic
- vinyl monomers
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Landscapes
- Chemical & Material Sciences (AREA)
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- Chemical Kinetics & Catalysis (AREA)
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- Graft Or Block Polymers (AREA)
- Pigments, Carbon Blacks, Or Wood Stains (AREA)
- Immobilizing And Processing Of Enzymes And Microorganisms (AREA)
- Polymerisation Methods In General (AREA)
- Ceramic Products (AREA)
- Laminated Bodies (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Treatment Of Liquids With Adsorbents In General (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL8003727 | 1980-06-27 | ||
| NL8003727 | 1980-06-27 |
Publications (3)
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| FI812002L FI812002L (fi) | 1981-12-28 |
| FI68636B FI68636B (fi) | 1985-06-28 |
| FI68636C true FI68636C (fi) | 1985-10-10 |
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| FI812002A FI68636C (fi) | 1980-06-27 | 1981-06-25 | Poroest oorganiskt baerarmaterial med en organisk stationaer fas foer anvaendning vid kromatografi och foerfarande foer frmstaellning av detta |
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Families Citing this family (86)
| Publication number | Priority date | Publication date | Assignee | Title |
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| JPS58202043A (ja) * | 1982-05-19 | 1983-11-25 | Sumitomo Chem Co Ltd | グラフトしたクロマトグラフ充填剤およびそれを用いる鏡像体混合物の分析法 |
| US4560704A (en) * | 1982-11-12 | 1985-12-24 | Purdue Research Foundation | Polyamine based bonded phase chromatography |
| JPS59193141A (ja) * | 1983-04-18 | 1984-11-01 | Asahi Chem Ind Co Ltd | 新規複合体とその製法 |
| DE3328348A1 (de) * | 1983-08-05 | 1985-02-14 | Degussa Ag, 6000 Frankfurt | Verfahren zur duennschichtchromatographischen trennung von enantiomeren |
| US4576927A (en) * | 1983-11-25 | 1986-03-18 | Asahi Kasei Kogyo Kabushiki Kaisha | Porous adsorbent for adsorbing low density lipoproteins |
| US4724207A (en) * | 1984-02-02 | 1988-02-09 | Cuno Incorporated | Modified siliceous chromatographic supports |
| CA1253129A (en) * | 1984-02-09 | 1989-04-25 | Thomas R. Jones | Porous inorganic materials |
| US4523997A (en) * | 1984-03-02 | 1985-06-18 | J. T. Baker Chemical Company | Affinity chromatography matrix with built-in reaction indicator |
| US4782040A (en) * | 1984-04-09 | 1988-11-01 | Dow Corning Corporation | Porous materials having a dual surface |
| US4600646A (en) * | 1984-08-15 | 1986-07-15 | E. I. Du Pont De Nemours And Company | Metal oxide stabilized chromatography packings |
| JPS61210956A (ja) * | 1985-03-15 | 1986-09-19 | Cosmo Co Ltd | クロマトグラフイ−用薄層棒 |
| JPS6210005A (ja) * | 1985-07-08 | 1987-01-19 | Nippon Shiken Kogyo Kk | 抗歯髄等組織刺激性及び抗為害性組成物 |
| US4793920A (en) * | 1985-12-11 | 1988-12-27 | Lee Scientific, Inc. | Chromatography columns with cast porous plugs and methods of fabricating same |
| US4927749A (en) * | 1986-04-09 | 1990-05-22 | Jeanette Simpson | Reagent for cell separation |
| US4927750A (en) * | 1986-04-09 | 1990-05-22 | Jeanette Simpson | Cell separation process |
| DE3619303A1 (de) * | 1986-06-07 | 1987-12-10 | Merck Patent Gmbh | Optisch aktive adsorbentien |
| JP2504005B2 (ja) * | 1986-11-17 | 1996-06-05 | 東ソー株式会社 | 充填剤およびその製法 |
| US4906379A (en) * | 1987-01-28 | 1990-03-06 | Membrex, Inc. | Hydrophilic article and method of producing same |
| US5000848A (en) * | 1987-01-28 | 1991-03-19 | Membrex, Inc. | Rotary filtration device with hyperphilic membrane |
| CA1339812C (en) * | 1988-02-19 | 1998-04-14 | Tamami Koyama | Filler for measuring enzyme activity, column packed with the filler, andmethod of measuring enzyme activity by using the column |
| US4919804A (en) * | 1988-03-01 | 1990-04-24 | University Of Florida | Ultrasound driven synthesis of reversed and normal phase stationary phases for liquid chromatography |
| DE3811042A1 (de) * | 1988-03-31 | 1989-10-19 | Merck Patent Gmbh | Ionenaustauscher |
| IL87004A (en) * | 1988-07-06 | 1992-08-18 | Technion Res & Dev Foundation | Method and apparatus for bioaffinity separation |
| CA1327023C (en) * | 1988-07-27 | 1994-02-15 | Leonard T. Hodgins | Rotary filtration device with hyperphilic membrane |
| US4957620A (en) * | 1988-11-15 | 1990-09-18 | Hoechst Celanese Corporation | Liquid chromatography using microporous hollow fibers |
| US5645717A (en) * | 1989-01-13 | 1997-07-08 | Bio-Rad Laboratories, Inc. | Hydrophobic polymers from water-soluble monomers and their use as chromatography media |
| JPH0678347B2 (ja) * | 1989-01-13 | 1994-10-05 | 信越化学工業株式会社 | 有機けい素化合物 |
| US5770416A (en) * | 1989-05-26 | 1998-06-23 | Upfront Chromatography A/S | Permeable hollow particles having an outer shell of mechanically rigid porous material |
| DK259789D0 (da) * | 1989-05-26 | 1989-05-26 | Kem En Tec Ltd Aps | Partikulaert materiale |
| US5053133A (en) * | 1990-02-09 | 1991-10-01 | Elias Klein | Affinity separation with activated polyamide microporous membranes |
| US5211993A (en) * | 1990-12-10 | 1993-05-18 | Advanced Surface Technology, Inc. | Method of making novel separation media |
| US5445732A (en) * | 1992-06-19 | 1995-08-29 | Sepracor Inc. | Passivated porous polymer supports and methods for the preparation and use of same |
| US5470463A (en) * | 1992-06-19 | 1995-11-28 | Sepracor Inc. | Passivated porous supports and methods for the preparation and use of same |
| US5268097A (en) * | 1992-06-19 | 1993-12-07 | Sepracor Inc. | Passivated and stabilized porous mineral oxide supports and method for the preparation and use of same |
| US5906734A (en) * | 1992-06-19 | 1999-05-25 | Biosepra Inc. | Passivated porous polymer supports and methods for the preparation and use of same |
| US5641403A (en) * | 1993-07-16 | 1997-06-24 | Merck Patent Gesellschaft Mit Beschrankter Haftung | Separating materials for hydrophobic chromatography |
| DE4333674A1 (de) * | 1993-10-02 | 1995-04-06 | Merck Patent Gmbh | Nukleotidhaltiges Sorbens für die Affinitätschromatographie |
| DE4333821A1 (de) * | 1993-10-04 | 1995-04-06 | Merck Patent Gmbh | Ionenaustauscher |
| DE4334353A1 (de) * | 1993-10-08 | 1995-04-13 | Merck Patent Gmbh | Verfahren und Träger für die Gelpermeationschromatographie |
| US5374339A (en) * | 1993-10-14 | 1994-12-20 | Guillet; James E. | Production of hydrogen peroxide |
| US5547760A (en) | 1994-04-26 | 1996-08-20 | Ibc Advanced Technologies, Inc. | Compositions and processes for separating and concentrating certain ions from mixed ion solutions using ion-binding ligands bonded to membranes |
| US5633085A (en) * | 1994-06-10 | 1997-05-27 | Potters Industries Inc. | Durable composite particle and method of making same |
| US5906747A (en) * | 1995-11-13 | 1999-05-25 | Biosepra Inc. | Separation of molecules from dilute solutions using composite chromatography media having high dynamic sorptive capacity at high flow rates |
| JP2862509B2 (ja) * | 1996-05-28 | 1999-03-03 | 東洋電化工業株式会社 | リパーゼ固定化用担体及び固定化リパーゼ |
| US5935429A (en) * | 1997-01-03 | 1999-08-10 | Bio-Rad Laboratories, Inc. | Chromatography columns with continuous beds formed in situ from aqueous solutions |
| SE9700769D0 (sv) * | 1997-03-04 | 1997-03-04 | Pharmacia Biotech Ab | Matriser för separation och separation som utnyttjar matriserna |
| US6156431A (en) * | 1999-01-04 | 2000-12-05 | United Chemical Technologies, Inc. | Extraction material comprising treated silica and method for determination of gamma-hydroxybutyrate |
| US6689715B1 (en) * | 2000-02-09 | 2004-02-10 | Hammen Corporation | Tethered polymer ligands |
| US6994791B2 (en) * | 2002-06-27 | 2006-02-07 | Akzo Nobel N.V. | Adsorbent material and method of preparing an adsorbent material |
| WO2004002618A1 (en) * | 2002-06-27 | 2004-01-08 | Akzo Nobel N.V. | Adsorbent material and method of preparing an adsorbent material |
| EP1552013A1 (en) * | 2002-07-26 | 2005-07-13 | Applera Corporation | Microfluidic device including purification column with excess diluent, and method |
| US8137548B2 (en) * | 2003-10-17 | 2012-03-20 | Zirchrom Separations, Inc. | Chelator-modified inorganic oxide particles |
| JP3922648B2 (ja) * | 2004-05-24 | 2007-05-30 | 株式会社資生堂 | アフィニティー粒子及びアフィニティー分離方法 |
| US7402243B2 (en) * | 2004-09-10 | 2008-07-22 | Dionex Corporation | Organosilanes and substrate bonded with same |
| US7468130B2 (en) * | 2005-02-15 | 2008-12-23 | Dionex Corporation | Organosilanes and substrates covalently bonded with same and methods for synthesis and use same |
| FR2889078B1 (fr) | 2005-07-27 | 2007-11-02 | Aventis Pharma Sa | Nouvelle methode de chromatographie d'affinite d'antithrombine iii |
| US20070089604A1 (en) * | 2005-10-20 | 2007-04-26 | Wu Chen | Novel chromatographic stationary phase |
| DE102006061327A1 (de) * | 2006-12-22 | 2008-06-26 | Basf Construction Polymers Gmbh | Pfropf-Copolymer, Verfahren zu dessen Herstellung und seine Verwendung |
| EP2132217A2 (en) * | 2007-02-26 | 2009-12-16 | Alltech Associates Inc. | Ultra-fast chromatography |
| EP2142486B1 (en) * | 2007-04-16 | 2018-05-30 | James Hardie Technology Limited | A method of making a low density additive |
| US7557232B2 (en) * | 2007-05-25 | 2009-07-07 | Dionex Corporation | Compositions useful as chromatography stationary phases |
| JP5421900B2 (ja) * | 2008-03-19 | 2014-02-19 | 株式会社 資生堂 | アフィニティー粒子の製造方法 |
| US20110118382A1 (en) * | 2008-05-21 | 2011-05-19 | Roland Reichenbach-Klinke | Graft copolymers, method for the production thereof, and use thereof |
| US11291974B2 (en) | 2009-06-01 | 2022-04-05 | Waters Technologies Corporation | Hybrid inorganic/organic materials having novel surface modification; process for the preparation of inorganic/organic hybrid materials; and use of said particles for chromatographic separations |
| US11439977B2 (en) | 2009-06-01 | 2022-09-13 | Waters Technologies Corporation | Hybrid material for chromatographic separations comprising a superficially porous core and a surrounding material |
| US9272260B2 (en) * | 2009-08-14 | 2016-03-01 | University Of Louisville Research Foundation, Inc. | Methods of synthesis and purification by use of a solid support |
| US10092893B2 (en) | 2010-07-26 | 2018-10-09 | Waters Technologies Corporation | Superficially porous materials comprising a substantially nonporous hybrid core having narrow particle size distribution; process for the preparation thereof; and use thereof for chromatographic separations |
| EP2773455B1 (en) * | 2011-11-01 | 2019-04-10 | Purdue Research Foundation | Protein chromatography matrices with hydrophilic copolymer coatings |
| CN104812491B (zh) | 2012-03-08 | 2018-06-19 | 生物辐射实验室股份有限公司 | 阴离子交换-疏水性混合模式 |
| GB2521524B (en) | 2012-05-15 | 2018-12-05 | Waters Technologies Corp | Chromatographic materials |
| IN2015DN02055A (cg-RX-API-DMAC7.html) | 2012-09-17 | 2015-08-14 | Grace W R & Co | |
| JP6469574B2 (ja) * | 2012-09-17 | 2019-02-13 | ダブリュー・アール・グレース・アンド・カンパニー−コーンW R Grace & Co−Conn | 官能化粒状保持体ならびにその製造法及び使用法 |
| US9610576B2 (en) * | 2012-09-27 | 2017-04-04 | Agilent Technologies, Inc. | Hydrolytically stable ion-exchange stationary phases and uses thereof |
| JP6340317B2 (ja) * | 2012-10-18 | 2018-06-06 | Jnc株式会社 | 抗体精製用陽イオン交換クロマトグラフィー担体および抗体医薬の製造過程で生産される抗体単量体とその重合体の分離方法 |
| US11577179B2 (en) | 2013-06-11 | 2023-02-14 | Waters Technologies Corporation | Chromatographic columns and separation devices comprising a superficially porous material; and use thereof for supercritical fluid chromatography and other chromatography |
| US9518960B2 (en) * | 2013-10-02 | 2016-12-13 | Waters Technologies Corporation | System and method for rapid analysis of polycyclic aromatic hydrocarbons |
| EP3084058B1 (en) * | 2013-12-19 | 2017-11-08 | 3M Innovative Properties Company | Laminated articles for microbial removal and low pressure drop filtration, methods of making, and methods of using same |
| EP3094390B1 (en) | 2014-01-16 | 2021-07-07 | W.R. Grace & CO. - CONN. | Affinity chromatography media and chromatography devices |
| EP3115384B1 (en) * | 2014-03-05 | 2020-07-29 | JSR Corporation | Solid support, ligand-bound solid support, detection or separation method for target substance, solid support production method, and ligand-bound solid support production method |
| PL3137209T3 (pl) | 2014-05-02 | 2023-01-02 | W.R. Grace & Co. - Conn. | Funkcjonalizowany materiał nośnikowy i sposoby wytwarzania oraz stosowania funkcjonalizowanego materiału nośnikowego |
| PL3302784T3 (pl) | 2015-06-05 | 2022-01-17 | W.R. Grace & Co.-Conn. | Adsorbentowe środki klarujące do bioprzetwarzania oraz sposoby ich wytwarzania i stosowania |
| EP3426389A1 (en) | 2016-03-06 | 2019-01-16 | Waters Technologies Corporation | Hybrid material for chromatographic separations comprising a superficially porous core and a surrounding material |
| CN109414672B (zh) * | 2016-07-14 | 2021-10-26 | 阿克苏诺贝尔化学品国际有限公司 | 可热膨胀热塑性微球及其制备方法 |
| IL302681A (en) * | 2020-11-13 | 2023-07-01 | Univ Colorado Regents | Stability and activity of enzymes by immobilization |
| US20250073647A1 (en) * | 2023-08-28 | 2025-03-06 | Cytiva Us Llc | Diethylamino ethyl polymers and methods of use |
| US12434218B2 (en) * | 2023-11-28 | 2025-10-07 | Phenomenex, Inc. | Pore structure for separation of adeno-associated viruses (AAVS) from their aggregates |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2078974A5 (cg-RX-API-DMAC7.html) * | 1970-02-25 | 1971-11-05 | Hoffmann La Roche | |
| US3799799A (en) * | 1971-04-01 | 1974-03-26 | Fiberglas Canada Ltd | Coating of mica reinforcement for composite materials |
| US3984349A (en) * | 1971-07-26 | 1976-10-05 | Societe Rhone-Progil | Modified porous bodies |
| GB1456974A (en) * | 1973-01-10 | 1976-12-01 | Nat Res Dev | Ion exchange materials |
| GB1456865A (en) * | 1973-12-14 | 1976-12-01 | Pye Ltd | Method of bonding copolymers |
| US3983299A (en) * | 1974-03-04 | 1976-09-28 | Purdue Research Foundation | Bonded carbohydrate stationary phases for chromatography |
| SE7712058L (sv) * | 1976-11-12 | 1978-05-13 | Ceskoslovenska Akademie Ved | Tredimensionell berare av oorganiskt, porost material och en reaktiv polymer och ett forfarande for framstellning derav |
| JPS5383680A (en) * | 1976-12-29 | 1978-07-24 | Toray Silicone Co | Filler for gas separation column |
| JPS54137398A (en) * | 1978-04-18 | 1979-10-25 | Sekisui Chemical Co Ltd | Filled material for liquid chromatography |
-
1981
- 1981-06-22 AT AT81200700T patent/ATE15378T1/de active
- 1981-06-22 ZA ZA814216A patent/ZA814216B/xx unknown
- 1981-06-22 DE DE8181200700T patent/DE3172131D1/de not_active Expired
- 1981-06-22 EP EP19810200700 patent/EP0043159B1/en not_active Expired
- 1981-06-23 IE IE1394/81A patent/IE51337B1/en not_active IP Right Cessation
- 1981-06-25 GR GR65337A patent/GR74357B/el unknown
- 1981-06-25 FI FI812002A patent/FI68636C/fi not_active IP Right Cessation
- 1981-06-26 DK DK282681A patent/DK153406C/da not_active IP Right Cessation
- 1981-06-26 ES ES503455A patent/ES8303463A1/es not_active Expired
- 1981-06-26 AU AU72316/81A patent/AU548877B2/en not_active Expired
- 1981-06-26 JP JP10037081A patent/JPS5738937A/ja active Granted
- 1981-06-26 CA CA000380756A patent/CA1170643A/en not_active Expired
- 1981-06-29 US US06/278,864 patent/US4415631A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| GR74357B (cg-RX-API-DMAC7.html) | 1984-06-27 |
| ES503455A0 (es) | 1982-12-16 |
| ES8303463A1 (es) | 1983-02-16 |
| IE51337B1 (en) | 1986-12-10 |
| IE811394L (en) | 1981-12-27 |
| US4415631A (en) | 1983-11-15 |
| JPS5738937A (en) | 1982-03-03 |
| JPS6216133B2 (cg-RX-API-DMAC7.html) | 1987-04-10 |
| ZA814216B (en) | 1982-07-28 |
| DK153406B (da) | 1988-07-11 |
| ATE15378T1 (de) | 1985-09-15 |
| AU7231681A (en) | 1982-01-07 |
| AU548877B2 (en) | 1986-01-09 |
| DK282681A (da) | 1981-12-28 |
| CA1170643A (en) | 1984-07-10 |
| EP0043159A1 (en) | 1982-01-06 |
| EP0043159B1 (en) | 1985-09-04 |
| FI68636B (fi) | 1985-06-28 |
| DE3172131D1 (en) | 1985-10-10 |
| FI812002L (fi) | 1981-12-28 |
| DK153406C (da) | 1988-11-28 |
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| MA | Patent expired |
Owner name: AKZO N.V. |