JP2623358B2 - 疎水性架橋ポリマーの磁化可能複合微小球、その製造方法およびその生物学における応用 - Google Patents
疎水性架橋ポリマーの磁化可能複合微小球、その製造方法およびその生物学における応用Info
- Publication number
- JP2623358B2 JP2623358B2 JP2072259A JP7225990A JP2623358B2 JP 2623358 B2 JP2623358 B2 JP 2623358B2 JP 2072259 A JP2072259 A JP 2072259A JP 7225990 A JP7225990 A JP 7225990A JP 2623358 B2 JP2623358 B2 JP 2623358B2
- Authority
- JP
- Japan
- Prior art keywords
- magnetizable
- vinyl aromatic
- weight
- microspheres
- polymer
- 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.)
- Expired - Fee Related
Links
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- OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 description 1
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- JIYIUPFAJUGHNL-UHFFFAOYSA-N [O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[Mn++].[Mn++].[Mn++].[Fe+3].[Fe+3].[Fe+3].[Fe+3].[Fe+3].[Fe+3].[Fe+3].[Fe+3].[Fe+3].[Fe+3].[Zn++].[Zn++] Chemical compound [O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[Mn++].[Mn++].[Mn++].[Fe+3].[Fe+3].[Fe+3].[Fe+3].[Fe+3].[Fe+3].[Fe+3].[Fe+3].[Fe+3].[Fe+3].[Zn++].[Zn++] JIYIUPFAJUGHNL-UHFFFAOYSA-N 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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Classifications
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
- G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
- G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
- G01N33/53—Immunoassay; Biospecific binding assay; Materials therefor
- G01N33/543—Immunoassay; Biospecific binding assay; Materials therefor with an insoluble carrier for immobilising immunochemicals
- G01N33/54313—Immunoassay; Biospecific binding assay; Materials therefor with an insoluble carrier for immobilising immunochemicals the carrier being characterised by its particulate form
- G01N33/54326—Magnetic particles
- G01N33/5434—Magnetic particles using magnetic particle immunoreagent carriers which constitute new materials per se
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F292/00—Macromolecular compounds obtained by polymerising monomers on to inorganic materials
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K9/00—Use of pretreated ingredients
- C08K9/10—Encapsulated ingredients
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N2446/00—Magnetic particle immunoreagent carriers
- G01N2446/20—Magnetic particle immunoreagent carriers the magnetic material being present in the particle core
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N2446/00—Magnetic particle immunoreagent carriers
- G01N2446/30—Magnetic particle immunoreagent carriers the magnetic material being dispersed in the polymer composition before their conversion into particulate form
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N2446/00—Magnetic particle immunoreagent carriers
- G01N2446/60—Magnetic particle immunoreagent carriers the magnetic material being dispersed in a medium other than the main solvent prior to incorporation into the polymer particle
- G01N2446/64—Magnetic material dispersed in oil drop
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N2446/00—Magnetic particle immunoreagent carriers
- G01N2446/60—Magnetic particle immunoreagent carriers the magnetic material being dispersed in a medium other than the main solvent prior to incorporation into the polymer particle
- G01N2446/66—Magnetic material dispersed in surfactant
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N2446/00—Magnetic particle immunoreagent carriers
- G01N2446/80—Magnetic particle immunoreagent carriers characterised by the agent used to coat the magnetic particles, e.g. lipids
- G01N2446/84—Polymer coating, e.g. gelatin
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
- Y10T428/2982—Particulate matter [e.g., sphere, flake, etc.]
- Y10T428/2991—Coated
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
- Y10T428/2982—Particulate matter [e.g., sphere, flake, etc.]
- Y10T428/2991—Coated
- Y10T428/2998—Coated including synthetic resin or polymer
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- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Immunology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Biomedical Technology (AREA)
- Hematology (AREA)
- Molecular Biology (AREA)
- Urology & Nephrology (AREA)
- Organic Chemistry (AREA)
- Polymers & Plastics (AREA)
- Inorganic Chemistry (AREA)
- Cell Biology (AREA)
- Analytical Chemistry (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- General Physics & Mathematics (AREA)
- Pathology (AREA)
- Biotechnology (AREA)
- Food Science & Technology (AREA)
- Physics & Mathematics (AREA)
- Microbiology (AREA)
- Materials Engineering (AREA)
- Soft Magnetic Materials (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
- Manufacturing Of Micro-Capsules (AREA)
- Immobilizing And Processing Of Enzymes And Microorganisms (AREA)
- Polymerisation Methods In General (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Powder Metallurgy (AREA)
- Hard Magnetic Materials (AREA)
- Materials For Medical Uses (AREA)
- Compounds Of Iron (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
- Investigating Or Analysing Biological Materials (AREA)
- Saccharide Compounds (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Macromonomer-Based Addition Polymer (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR89/04231 | 1989-03-31 | ||
| FR8904231A FR2645160B1 (US06171609-20010109-C00004.png) | 1989-03-31 | 1989-03-31 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH02286729A JPH02286729A (ja) | 1990-11-26 |
| JP2623358B2 true JP2623358B2 (ja) | 1997-06-25 |
Family
ID=9380242
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2072259A Expired - Fee Related JP2623358B2 (ja) | 1989-03-31 | 1990-03-23 | 疎水性架橋ポリマーの磁化可能複合微小球、その製造方法およびその生物学における応用 |
Country Status (12)
Families Citing this family (71)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5272216A (en) * | 1990-12-28 | 1993-12-21 | Westinghouse Electric Corp. | System and method for remotely heating a polymeric material to a selected temperature |
| US5811447A (en) | 1993-01-28 | 1998-09-22 | Neorx Corporation | Therapeutic inhibitor of vascular smooth muscle cells |
| US6515009B1 (en) | 1991-09-27 | 2003-02-04 | Neorx Corporation | Therapeutic inhibitor of vascular smooth muscle cells |
| US6395494B1 (en) | 1993-05-13 | 2002-05-28 | Neorx Corporation | Method to determine TGF-β |
| US5847007A (en) | 1993-05-13 | 1998-12-08 | Neorx Corporation | Prevention and treatment of pathologies associated with abnormally proliferative smooth muscle cells |
| US5770609A (en) * | 1993-01-28 | 1998-06-23 | Neorx Corporation | Prevention and treatment of cardiovascular pathologies |
| US6306421B1 (en) | 1992-09-25 | 2001-10-23 | Neorx Corporation | Therapeutic inhibitor of vascular smooth muscle cells |
| US6251920B1 (en) | 1993-05-13 | 2001-06-26 | Neorx Corporation | Prevention and treatment of cardiovascular pathologies |
| US6663881B2 (en) * | 1993-01-28 | 2003-12-16 | Neorx Corporation | Therapeutic inhibitor of vascular smooth muscle cells |
| US5981568A (en) | 1993-01-28 | 1999-11-09 | Neorx Corporation | Therapeutic inhibitor of vascular smooth muscle cells |
| US5595722A (en) * | 1993-01-28 | 1997-01-21 | Neorx Corporation | Method for identifying an agent which increases TGF-beta levels |
| US6491938B2 (en) | 1993-05-13 | 2002-12-10 | Neorx Corporation | Therapeutic inhibitor of vascular smooth muscle cells |
| US5628407A (en) * | 1994-12-05 | 1997-05-13 | Bolt Beranek And Newman, Inc. | Method and apparatus for separation of magnetically responsive spheres |
| US5684130A (en) * | 1995-06-05 | 1997-11-04 | Solid Phase Sciences Corporation | Process for synthesis of organic compounds using magnetic particles |
| CA2223595C (en) | 1995-06-07 | 2008-08-05 | Neorx Corporation | Prevention and treatment of cardiovascular pathologies with tamoxifen analogues |
| FR2735778B1 (fr) * | 1995-06-22 | 1997-08-22 | Prolabo Sa | Nouveau latex de microspheres magnetisables monodisperses calibrees, procede de preparation et utilisation dudit latex en chimie ou en biologie |
| US5834121A (en) * | 1996-01-16 | 1998-11-10 | Solid Phase Sciences Corp. | Composite magnetic beads |
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| EP0845790B1 (de) * | 1996-11-28 | 2002-07-10 | Fludicon GmbH | Magnetorheologische Flüssigkeiten und mit Polymer beschichtete, magnetische Teilchen |
| FR2758884B1 (fr) | 1997-01-30 | 1999-04-02 | Bio Merieux | Procede pour isoler, notamment detecter ou quantifier un analyte dans un milieu |
| FR2773416B1 (fr) | 1998-01-06 | 2000-02-11 | Bio Merieux | Particules magnetiques perfectionnees, leurs procedes d'obtention et leurs utilisations dans la separation de molecules |
| US6423410B1 (en) | 1998-09-04 | 2002-07-23 | Mds Proteomics, Inc. | Ultrasonically generated paramagnetic polymer particles |
| CN1105741C (zh) * | 1998-11-10 | 2003-04-16 | 中国科学院化工冶金研究所 | 超顺磁性聚合物微球及其制造方法 |
| FR2800635B1 (fr) | 1999-11-05 | 2002-07-26 | Bio Merieux | Nanospheres composites, conjugues derives, procede de preparation et leurs utilisations |
| FR2800636A1 (fr) * | 1999-11-05 | 2001-05-11 | Bio Merieux | Particules composites, conjugues derives, leur procede de preparation et utilisations |
| US6773812B2 (en) * | 2000-04-06 | 2004-08-10 | Luminex Corporation | Magnetically-responsive microspheres |
| AU2001261463A1 (en) * | 2000-05-12 | 2001-11-26 | University Of Cincinnati | Magnetic bead-based arrays |
| JP4744778B2 (ja) | 2000-06-21 | 2011-08-10 | バイオアレイ ソルーションズ リミテッド | 特定のランダム粒子アレイを適用した複数の被検体分子の分析方法 |
| US9709559B2 (en) * | 2000-06-21 | 2017-07-18 | Bioarray Solutions, Ltd. | Multianalyte molecular analysis using application-specific random particle arrays |
| DE10033583A1 (de) | 2000-07-11 | 2002-01-24 | Bayer Ag | Superparamagnetische Perlpolymerisate |
| FR2824563B1 (fr) * | 2001-05-10 | 2004-12-03 | Bio Merieux | Particules composites, conjugues derives, procede de preparation et applications |
| US7262063B2 (en) | 2001-06-21 | 2007-08-28 | Bio Array Solutions, Ltd. | Directed assembly of functional heterostructures |
| US7169577B2 (en) | 2001-07-27 | 2007-01-30 | Surface Logix, Inc. | Cell isolation and screening device and method of using same |
| US7169578B2 (en) | 2001-07-27 | 2007-01-30 | Surface Logix, Inc. | Cell isolation and screening device and method of using same |
| US7285412B2 (en) | 2001-07-27 | 2007-10-23 | Surface Logix Inc. | Device for magnetic immobilization of cells |
| NZ532947A (en) | 2001-10-15 | 2006-01-27 | Bioarray Solutions Ltd | Multiplexed analysis of polymorphic loci by concurrent interrogation and enzyme-mediated detection |
| AU2003298655A1 (en) | 2002-11-15 | 2004-06-15 | Bioarray Solutions, Ltd. | Analysis, secure access to, and transmission of array images |
| US6964747B2 (en) * | 2003-01-21 | 2005-11-15 | Bioarray Solutions, Ltd. | Production of dyed polymer microparticles |
| US7255895B2 (en) * | 2003-01-21 | 2007-08-14 | Bioarray Solutions, Ltd. | Method for controlling solute loading of polymer microparticles |
| US7927796B2 (en) | 2003-09-18 | 2011-04-19 | Bioarray Solutions, Ltd. | Number coding for identification of subtypes of coded types of solid phase carriers |
| JP4564959B2 (ja) | 2003-09-22 | 2010-10-20 | バイオアレイ ソリューションズ リミテッド | 生体分子に共有結合できる、複数の官能基を持つ表面固定化高分子電解質 |
| JP2007521017A (ja) | 2003-10-28 | 2007-08-02 | バイオアレイ ソリューションズ リミテッド | 固定化捕捉プローブを用いる遺伝子発現分析法の最適化 |
| WO2005045060A2 (en) | 2003-10-29 | 2005-05-19 | Bioarray Solutions, Ltd. | Multiplexed nucleic acid analysis by fragmentation of double-stranded dna |
| US20050106576A1 (en) * | 2003-11-17 | 2005-05-19 | Hashem Akhavan-Tafti | Methods of using cleavable solid phases for isolating nucleic acids |
| US20050106577A1 (en) * | 2003-11-17 | 2005-05-19 | Hashem Akhavan-Tafti | Cleavable solid phases for isolating nucleic acids |
| TW200600194A (en) * | 2004-03-23 | 2006-01-01 | Commw Scient Ind Res Org | Polymer beads incorporating iron oxide particles |
| US8153344B2 (en) * | 2004-07-16 | 2012-04-10 | Ppg Industries Ohio, Inc. | Methods for producing photosensitive microparticles, aqueous compositions thereof and articles prepared therewith |
| US8563212B2 (en) | 2004-07-16 | 2013-10-22 | Transitions Optical, Inc. | Methods for producing photosensitive microparticles, non-aqueous dispersions thereof and articles prepared therewith |
| US8563213B2 (en) * | 2004-07-16 | 2013-10-22 | Transitions Optical, Inc. | Methods for producing photosensitive microparticles |
| US7848889B2 (en) | 2004-08-02 | 2010-12-07 | Bioarray Solutions, Ltd. | Automated analysis of multiplexed probe-target interaction patterns: pattern matching and allele identification |
| JP4811565B2 (ja) * | 2005-03-31 | 2011-11-09 | Ｊｓｒ株式会社 | 多孔質表面を有する磁性粒子およびその製造方法、生化学用担体、ならびにビオチン類結合用粒子 |
| US8486629B2 (en) | 2005-06-01 | 2013-07-16 | Bioarray Solutions, Ltd. | Creation of functionalized microparticle libraries by oligonucleotide ligation or elongation |
| FR2894970B1 (fr) * | 2005-12-15 | 2008-01-25 | Biomerieux Sa | Procede de preparation de particules composites, particules composites obtenues et leur utilisation dans un test diagnostic |
| WO2007110917A1 (ja) | 2006-03-27 | 2007-10-04 | Tokyo Institute Of Technology | ポリマー被覆強磁性粒子の製造方法及びポリマー被覆強磁性粒子 |
| TWI322793B (en) * | 2006-10-02 | 2010-04-01 | Chung Cheng Inst Of Technology Nat Defense University | Functionalized magnetizable microspheres and preparation thereof |
| US7981688B2 (en) | 2007-03-08 | 2011-07-19 | University Of Washington | Stimuli-responsive magnetic nanoparticles and related methods |
| US8426214B2 (en) * | 2009-06-12 | 2013-04-23 | University Of Washington | System and method for magnetically concentrating and detecting biomarkers |
| US9080933B2 (en) | 2009-11-09 | 2015-07-14 | University Of Washington Through Its Center For Commercialization | Stimuli-responsive polymer diagnostic assay comprising magnetic nanoparticles and capture conjugates |
| US20110117668A1 (en) * | 2009-11-09 | 2011-05-19 | University Of Washington Through Its Center For Commercialization | Self-powered smart diagnostic devices |
| WO2011127390A2 (en) | 2010-04-09 | 2011-10-13 | Luminex Corporation | Magnetic separation device |
| CN104114697A (zh) | 2011-12-09 | 2014-10-22 | 巴斯德研究所 | 多重免疫筛选分析 |
| EP2961386B1 (en) | 2013-02-28 | 2019-07-10 | The General Hospital Corporation | Mirna profiling compositions and methods of use |
| WO2015095398A1 (en) * | 2013-12-17 | 2015-06-25 | Kevin Hagedorn | Method and apparatus for manufacturing isotropic magnetic nanocolloids |
| CN105126714B (zh) * | 2015-08-05 | 2020-04-14 | 浙江东方基因生物制品股份有限公司 | 一种功能性纳米颗粒复合微球及其制备与应用 |
| CA3033911A1 (en) | 2016-08-26 | 2018-03-01 | Juno Therapeutics, Inc. | Methods of enumerating particles present in a cell composition |
| KR20200064060A (ko) | 2017-07-29 | 2020-06-05 | 주노 쎄러퓨티크스 인코퍼레이티드 | 재조합 수용체를 발현하는 세포 증폭용 시약 |
| KR20200136409A (ko) | 2018-02-28 | 2020-12-07 | 주노 쎄러퓨티크스 인코퍼레이티드 | 세포 조성물에 존재하는 입자를 검출하는 방법 |
| US20200041518A1 (en) | 2018-08-03 | 2020-02-06 | CellMax Life, Inc. | Lipid vesicle-coated magnetic beads and uses of the same |
| WO2022020234A2 (en) * | 2020-07-20 | 2022-01-27 | Bio-Rad Laboratories, Inc. | Immunoassay for sars-cov-2 neutralizing antibodies and materials therefor |
| WO2022204070A1 (en) | 2021-03-22 | 2022-09-29 | Juno Therapeutics, Inc. | Methods of determining potency of a therapeutic cell composition |
| WO2022204071A1 (en) | 2021-03-22 | 2022-09-29 | Juno Therapeutics, Inc. | Method to assess potency of viral vector particles |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3228881A (en) * | 1963-01-04 | 1966-01-11 | Chevron Res | Dispersions of discrete particles of ferromagnetic metals |
| US3714102A (en) * | 1970-12-02 | 1973-01-30 | Gulf Oil Canada Ltd | Polymer encapsulation of finely divided solids |
| US3843540A (en) * | 1972-07-26 | 1974-10-22 | Us Interior | Production of magnetic fluids by peptization techniques |
| IT1145696B (it) * | 1979-08-24 | 1986-11-05 | Rhone Poulenc Ind | Procedimento di preparazione di perle magnetiche di polimeri vinilaromatici |
| FR2480764B1 (fr) * | 1980-04-18 | 1985-10-04 | Rhone Poulenc Spec Chim | Latex de polymeres magnetiques et procede de preparation |
| US4421660A (en) * | 1980-12-15 | 1983-12-20 | The Dow Chemical Company | Colloidal size hydrophobic polymers particulate having discrete particles of an inorganic material dispersed therein |
| US4454234A (en) * | 1981-12-30 | 1984-06-12 | Czerlinski George H | Coated magnetizable microparticles, reversible suspensions thereof, and processes relating thereto |
| US4695392A (en) * | 1983-05-12 | 1987-09-22 | Advanced Magnetics Inc. | Magnetic particles for use in separations |
| JPS59221302A (ja) * | 1983-05-31 | 1984-12-12 | Japan Synthetic Rubber Co Ltd | 磁性重合体粒子の製造方法 |
| EP0156537A3 (en) * | 1984-03-02 | 1987-05-13 | Board Of Regents University Of Texas System | Biological magnetic fluids |
| US4680200A (en) * | 1985-07-22 | 1987-07-14 | The Dow Chemical Company | Method for preparing colloidal size particulate |
| FR2613372B1 (fr) * | 1987-04-03 | 1989-06-09 | Rhone Poulenc Chimie | Particules composites polymere/metal compactes, dispersions aqueuses desdites particules, leur procede de preparation et leur application en biologie |
| JPS63305149A (ja) * | 1987-06-05 | 1988-12-13 | Mitsubishi Kasei Corp | 磁性を有する多孔質架橋共重合体粒子およびその製造方法 |
| FR2618084B1 (fr) * | 1987-07-15 | 1989-11-10 | Rhone Poulenc Chimie | Microspheres magnetisables a base de polysiloxane, leur procede de preparation et leur application en biologie |
| FR2624873B1 (fr) * | 1987-12-18 | 1992-01-10 | Rhone Poulenc Chimie | Particules composites magnetisables a base d'organopolysiloxane reticule, leur procede de preparation et leur application en biologie |
-
1989
- 1989-03-31 FR FR8904231A patent/FR2645160B1/fr not_active Expired - Lifetime
-
1990
- 1990-03-16 EP EP90400705A patent/EP0390634B1/fr not_active Expired - Lifetime
- 1990-03-16 DE DE69019411T patent/DE69019411T2/de not_active Expired - Fee Related
- 1990-03-16 ES ES90400705T patent/ES2072996T3/es not_active Expired - Lifetime
- 1990-03-16 AT AT90400705T patent/ATE122704T1/de not_active IP Right Cessation
- 1990-03-23 JP JP2072259A patent/JP2623358B2/ja not_active Expired - Fee Related
- 1990-03-29 AU AU52396/90A patent/AU5239690A/en not_active Abandoned
- 1990-03-29 NO NO901440A patent/NO178376C/no not_active IP Right Cessation
- 1990-03-29 IL IL93947A patent/IL93947A0/xx unknown
- 1990-03-30 FI FI901628A patent/FI901628A0/fi not_active Application Discontinuation
- 1990-03-30 CA CA002013459A patent/CA2013459A1/fr not_active Abandoned
-
1993
- 1993-06-01 US US08/070,053 patent/US5356713A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| DE69019411T2 (de) | 1995-11-09 |
| NO901440L (no) | 1990-10-01 |
| US5356713A (en) | 1994-10-18 |
| ES2072996T3 (es) | 1995-08-01 |
| EP0390634B1 (fr) | 1995-05-17 |
| JPH02286729A (ja) | 1990-11-26 |
| FI901628A0 (fi) | 1990-03-30 |
| ATE122704T1 (de) | 1995-06-15 |
| FR2645160A1 (US06171609-20010109-C00004.png) | 1990-10-05 |
| NO901440D0 (no) | 1990-03-29 |
| NO178376B (no) | 1995-12-04 |
| CA2013459A1 (fr) | 1990-09-30 |
| NO178376C (no) | 1996-03-13 |
| FR2645160B1 (US06171609-20010109-C00004.png) | 1992-10-02 |
| AU5239690A (en) | 1990-10-04 |
| EP0390634A1 (fr) | 1990-10-03 |
| DE69019411D1 (de) | 1995-06-22 |
| IL93947A0 (en) | 1990-12-23 |
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