JP2002542319A - ポリマー粒子の製造法 - Google Patents
ポリマー粒子の製造法Info
- Publication number
- JP2002542319A JP2002542319A JP2000611585A JP2000611585A JP2002542319A JP 2002542319 A JP2002542319 A JP 2002542319A JP 2000611585 A JP2000611585 A JP 2000611585A JP 2000611585 A JP2000611585 A JP 2000611585A JP 2002542319 A JP2002542319 A JP 2002542319A
- Authority
- JP
- Japan
- Prior art keywords
- polymerization
- particle size
- particles
- seed material
- suspension
- 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.)
- Pending
Links
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- JLCPHMBAVCMARE-UHFFFAOYSA-N [3-[[3-[[3-[[3-[[3-[[3-[[3-[[3-[[3-[[3-[[3-[[5-(2-amino-6-oxo-1H-purin-9-yl)-3-[[3-[[3-[[3-[[3-[[3-[[5-(2-amino-6-oxo-1H-purin-9-yl)-3-[[5-(2-amino-6-oxo-1H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(4-amino-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(4-amino-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(4-amino-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(4-amino-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(4-amino-2-oxopyrimidin-1-yl)oxolan-2-yl]methyl [5-(6-aminopurin-9-yl)-2-(hydroxymethyl)oxolan-3-yl] hydrogen phosphate Polymers Cc1cn(C2CC(OP(O)(=O)OCC3OC(CC3OP(O)(=O)OCC3OC(CC3O)n3cnc4c3nc(N)[nH]c4=O)n3cnc4c3nc(N)[nH]c4=O)C(COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3CO)n3cnc4c(N)ncnc34)n3ccc(N)nc3=O)n3cnc4c(N)ncnc34)n3ccc(N)nc3=O)n3ccc(N)nc3=O)n3ccc(N)nc3=O)n3cnc4c(N)ncnc34)n3cnc4c(N)ncnc34)n3cc(C)c(=O)[nH]c3=O)n3cc(C)c(=O)[nH]c3=O)n3ccc(N)nc3=O)n3cc(C)c(=O)[nH]c3=O)n3cnc4c3nc(N)[nH]c4=O)n3cnc4c(N)ncnc34)n3cnc4c(N)ncnc34)n3cnc4c(N)ncnc34)n3cnc4c(N)ncnc34)O2)c(=O)[nH]c1=O JLCPHMBAVCMARE-UHFFFAOYSA-N 0.000 description 1
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- 239000011575 calcium Substances 0.000 description 1
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- 239000003638 chemical reducing agent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- NEHMKBQYUWJMIP-NJFSPNSNSA-N chloro(114C)methane Chemical compound [14CH3]Cl NEHMKBQYUWJMIP-NJFSPNSNSA-N 0.000 description 1
- HRYZWHHZPQKTII-UHFFFAOYSA-N chloroethane Chemical compound CCCl HRYZWHHZPQKTII-UHFFFAOYSA-N 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000002484 cyclic voltammetry Methods 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
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- 238000010586 diagram Methods 0.000 description 1
- JBSLOWBPDRZSMB-FPLPWBNLSA-N dibutyl (z)-but-2-enedioate Chemical compound CCCCOC(=O)\C=C/C(=O)OCCCC JBSLOWBPDRZSMB-FPLPWBNLSA-N 0.000 description 1
- PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical compound FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 description 1
- 235000019404 dichlorodifluoromethane Nutrition 0.000 description 1
- 229940042935 dichlorodifluoromethane Drugs 0.000 description 1
- IEPRKVQEAMIZSS-AATRIKPKSA-N diethyl fumarate Chemical compound CCOC(=O)\C=C\C(=O)OCC IEPRKVQEAMIZSS-AATRIKPKSA-N 0.000 description 1
- 235000019304 dilauryl thiodipropionate Nutrition 0.000 description 1
- XZTWHWHGBBCSMX-UHFFFAOYSA-J dimagnesium;phosphonato phosphate Chemical compound [Mg+2].[Mg+2].[O-]P([O-])(=O)OP([O-])([O-])=O XZTWHWHGBBCSMX-UHFFFAOYSA-J 0.000 description 1
- LDCRTTXIJACKKU-ONEGZZNKSA-N dimethyl fumarate Chemical compound COC(=O)\C=C\C(=O)OC LDCRTTXIJACKKU-ONEGZZNKSA-N 0.000 description 1
- 229960004419 dimethyl fumarate Drugs 0.000 description 1
- LDCRTTXIJACKKU-ARJAWSKDSA-N dimethyl maleate Chemical compound COC(=O)\C=C/C(=O)OC LDCRTTXIJACKKU-ARJAWSKDSA-N 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 238000010556 emulsion polymerization method Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
- 229960003750 ethyl chloride Drugs 0.000 description 1
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- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 1
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- 235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 description 1
- UFVKGYZPFZQRLF-UHFFFAOYSA-N hydroxypropyl methyl cellulose Chemical compound OC1C(O)C(OC)OC(CO)C1OC1C(O)C(O)C(OC2C(C(O)C(OC3C(C(O)C(O)C(CO)O3)O)C(CO)O2)O)C(CO)O1 UFVKGYZPFZQRLF-UHFFFAOYSA-N 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 150000002484 inorganic compounds Chemical class 0.000 description 1
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- 150000002576 ketones Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 239000003550 marker Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 125000005395 methacrylic acid group Chemical class 0.000 description 1
- 239000000693 micelle Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- SNMVRZFUUCLYTO-UHFFFAOYSA-N n-propyl chloride Chemical compound CCCCl SNMVRZFUUCLYTO-UHFFFAOYSA-N 0.000 description 1
- 230000006911 nucleation Effects 0.000 description 1
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- 239000003973 paint Substances 0.000 description 1
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- 229920005862 polyol Polymers 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229920000136 polysorbate Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 1
- 102000004196 processed proteins & peptides Human genes 0.000 description 1
- 108090000765 processed proteins & peptides Proteins 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000007870 radical polymerization initiator Substances 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000004062 sedimentation Methods 0.000 description 1
- 235000010344 sodium nitrate Nutrition 0.000 description 1
- 239000004317 sodium nitrate Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
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- 239000000758 substrate Substances 0.000 description 1
- 238000006277 sulfonation reaction Methods 0.000 description 1
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- 238000004381 surface treatment Methods 0.000 description 1
- 230000002459 sustained effect Effects 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000005496 tempering Methods 0.000 description 1
- OPQYOFWUFGEMRZ-UHFFFAOYSA-N tert-butyl 2,2-dimethylpropaneperoxoate Chemical compound CC(C)(C)OOC(=O)C(C)(C)C OPQYOFWUFGEMRZ-UHFFFAOYSA-N 0.000 description 1
- 239000001226 triphosphate Substances 0.000 description 1
- 235000011178 triphosphate Nutrition 0.000 description 1
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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
- C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
- C08J9/16—Making expandable particles
- C08J9/18—Making expandable particles by impregnating polymer particles with the blowing agent
-
- 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
- C08F257/00—Macromolecular compounds obtained by polymerising monomers on to polymers of aromatic monomers as defined in group C08F12/00
- C08F257/02—Macromolecular compounds obtained by polymerising monomers on to polymers of aromatic monomers as defined in group C08F12/00 on to polymers of styrene or alkyl-substituted styrenes
-
- 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
- C08J2203/00—Foams characterized by the expanding agent
- C08J2203/12—Organic compounds only containing carbon, hydrogen and oxygen atoms, e.g. ketone or alcohol
-
- 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
- C08J2351/00—Characterised by the use of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Derivatives of such polymers
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Polymerisation Methods In General (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
- Graft Or Block Polymers (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
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| GB9908164.8 | 1999-04-09 | ||
| GBGB9908164.8A GB9908164D0 (en) | 1999-04-09 | 1999-04-09 | Process |
| GB0007006A GB0007006D0 (en) | 1999-04-09 | 2000-03-22 | Preparation of polymer particles |
| GB0007006.0 | 2000-03-22 | ||
| PCT/GB2000/001335 WO2000061648A1 (en) | 1999-04-09 | 2000-04-10 | Preparation of polymer particles |
Publications (2)
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| JP2002542319A true JP2002542319A (ja) | 2002-12-10 |
| JP2002542319A5 JP2002542319A5 (https=) | 2007-06-14 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2000611585A Pending JP2002542319A (ja) | 1999-04-09 | 2000-04-10 | ポリマー粒子の製造法 |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US6559217B1 (https=) |
| EP (1) | EP1171494B1 (https=) |
| JP (1) | JP2002542319A (https=) |
| KR (1) | KR100701362B1 (https=) |
| CN (1) | CN1158318C (https=) |
| AT (1) | ATE315595T1 (https=) |
| AU (1) | AU3829700A (https=) |
| CA (1) | CA2364563C (https=) |
| DE (1) | DE60025475T2 (https=) |
| ES (1) | ES2251367T3 (https=) |
| NO (1) | NO328282B1 (https=) |
| PL (1) | PL198386B1 (https=) |
| WO (1) | WO2000061648A1 (https=) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2003528179A (ja) * | 2000-03-22 | 2003-09-24 | ダイナル バイオテック エイエスエイ | 機能性重合体粒子の製造方法 |
| JP5942429B2 (ja) * | 2010-06-10 | 2016-06-29 | 三菱レイヨン株式会社 | アクリル系重合体の製造方法、及びプラスチゾル組成物の製造方法 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10063299A1 (de) * | 2000-12-19 | 2002-06-20 | Bayer Ag | Iodharze |
| US6896905B2 (en) * | 2001-02-15 | 2005-05-24 | Rohm And Haas Company | Porous particles, their aqueous dispersions, and method of preparation |
| US6632531B2 (en) * | 2001-02-15 | 2003-10-14 | Rohm And Haas Company | Porous particles, their aqueous dispersions, and method of preparation |
| CA2532711C (en) | 2003-07-17 | 2013-07-23 | Dynal Biotech Asa | Coating of porous, surface functionalized, superparamagnetic crystal-containing polymer particles with polyisocyanate/diol and/or epoxide monomers |
| TWI361201B (en) * | 2006-10-26 | 2012-04-01 | Sekisui Plastics | Formable polystyrene resin particles and production process thereof, pre-foamed particles and foam molded product |
| KR100927086B1 (ko) | 2006-11-06 | 2009-11-13 | 주식회사 엘지화학 | 시드 유화 중합에 의한 복합 나노 입자의 제조방법 |
| JP5097506B2 (ja) | 2007-11-05 | 2012-12-12 | 日東電工株式会社 | 水酸基を有する多孔質樹脂粒子の製造方法 |
| GB0907372D0 (en) * | 2009-04-29 | 2009-06-10 | Invitrogen Dynal As | Particles |
| CN102241798A (zh) * | 2010-05-11 | 2011-11-16 | 湖北大学 | 一种由废旧聚苯乙烯泡沫塑料制造合成树脂的方法 |
| CN104011086A (zh) | 2011-12-21 | 2014-08-27 | 巴斯夫欧洲公司 | 制备含有颗粒状添加剂的可膨胀苯乙烯聚合物的方法 |
| US20150322182A1 (en) | 2011-12-21 | 2015-11-12 | Patrick Spies | High-temperature peroxide-containing styrene polymer beads for seed polymerization |
| CN102911317A (zh) * | 2012-09-29 | 2013-02-06 | 东莞新长桥塑料有限公司 | 一种超大粒径可发性聚苯乙烯树脂及其制备方法 |
| CN102875734B (zh) * | 2012-09-29 | 2014-08-06 | 东莞新长桥塑料有限公司 | 回收级可发性聚苯乙烯以及利用种子聚合法制备回收级可发性聚苯乙烯的方法 |
| JP5845292B2 (ja) * | 2014-01-14 | 2016-01-20 | 株式会社ジェイエスピー | ポリオレフィン系樹脂粒子、ポリオレフィン系樹脂発泡粒子及びポリオレフィン系樹脂発泡粒子の製造方法 |
| CN104788709A (zh) * | 2015-04-17 | 2015-07-22 | 张家港市山牧新材料技术开发有限公司 | 一种超大粒径复合橡胶改性聚苯乙烯树脂的制备方法 |
| WO2017090792A1 (ko) * | 2015-11-26 | 2017-06-01 | 한국기초과학지원연구원 | 유해 물질의 이온 이동도 측정 장치 및 그의 레퍼런스 데이터 획득방법 |
| JP7338316B2 (ja) | 2018-08-31 | 2023-09-05 | 株式会社リコー | 樹脂粉末、及び立体造形物の製造方法 |
| KR102538844B1 (ko) * | 2018-12-21 | 2023-06-01 | 주식회사 엘지화학 | 방향족 비닐 화합물-비닐시안 화합물 공중합체의 제조방법 및 이를 포함하는 열가소성 수지 조성물의 제조방법 |
| CN117321088A (zh) * | 2021-04-16 | 2023-12-29 | 深圳华大基因科技有限公司 | 用室温引发法制备单分散聚合物珠 |
Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5770111A (en) * | 1980-10-20 | 1982-04-30 | Badische Yuka Co Ltd | Production of styrene polymer particle |
| JPS5724369B2 (https=) * | 1978-02-21 | 1982-05-24 | ||
| JPS58501773A (ja) * | 1981-10-21 | 1983-10-20 | シンテフ | 有機物質が重合可能な場合の有機物質の水性分散体の製造方法及び更に可能な重合体分散体への転化方法 |
| JPS61283607A (ja) * | 1985-06-11 | 1986-12-13 | Japan Synthetic Rubber Co Ltd | 液晶装置用スペーサの製造方法 |
| JPS62121701A (ja) * | 1985-01-30 | 1987-06-03 | Japan Synthetic Rubber Co Ltd | 重合体粒子の製造方法 |
| JPH0264104A (ja) * | 1988-08-31 | 1990-03-05 | Asahi Chem Ind Co Ltd | 重合体粒子の製造方法 |
| JPH07157505A (ja) * | 1993-10-21 | 1995-06-20 | Solvay & Cie | 酸性ｐＨにおける、水性分散液中での塩化ビニルのラジカル重合法 |
| JPH11116610A (ja) * | 1997-10-10 | 1999-04-27 | Dyno Ind Asa | 重合種子として実質的に単分散のポリマー粒子の使用、ポリマー粒子の製造方法および実質的に単分散な微粒子状ポリマー材料 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2238718A1 (en) * | 1973-07-27 | 1975-02-21 | Sekisui Chemical Co Ltd | Polystyrene particles of uniform size, esp. for foams - by polymerising in suspension of fine polystyrene particles, contg. catalyst and polymn retarder |
| US4564644A (en) * | 1982-08-02 | 1986-01-14 | The Dow Chemical Company | Ion exchange resins prepared by sequential monomer addition |
| US4652609A (en) * | 1985-11-29 | 1987-03-24 | Atlantic Richfield Company | Modified styrenic polymer beads |
| US4661386A (en) * | 1985-11-29 | 1987-04-28 | Atlantic Richfield Company | High strength foamed articles |
| TW515816B (en) * | 1997-10-10 | 2003-01-01 | Polymer Systems As | Method of production of particulate polymers |
-
2000
- 2000-04-10 US US09/958,414 patent/US6559217B1/en not_active Expired - Fee Related
- 2000-04-10 DE DE60025475T patent/DE60025475T2/de not_active Expired - Lifetime
- 2000-04-10 KR KR1020017012912A patent/KR100701362B1/ko not_active Expired - Fee Related
- 2000-04-10 ES ES00917205T patent/ES2251367T3/es not_active Expired - Lifetime
- 2000-04-10 AU AU38297/00A patent/AU3829700A/en not_active Abandoned
- 2000-04-10 EP EP00917205A patent/EP1171494B1/en not_active Expired - Lifetime
- 2000-04-10 JP JP2000611585A patent/JP2002542319A/ja active Pending
- 2000-04-10 AT AT00917205T patent/ATE315595T1/de not_active IP Right Cessation
- 2000-04-10 CN CNB008070210A patent/CN1158318C/zh not_active Expired - Fee Related
- 2000-04-10 CA CA2364563A patent/CA2364563C/en not_active Expired - Lifetime
- 2000-04-10 PL PL350621A patent/PL198386B1/pl not_active IP Right Cessation
- 2000-04-10 WO PCT/GB2000/001335 patent/WO2000061648A1/en not_active Ceased
-
2001
- 2001-10-04 NO NO20014836A patent/NO328282B1/no not_active IP Right Cessation
Patent Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5724369B2 (https=) * | 1978-02-21 | 1982-05-24 | ||
| JPS5770111A (en) * | 1980-10-20 | 1982-04-30 | Badische Yuka Co Ltd | Production of styrene polymer particle |
| JPS58501773A (ja) * | 1981-10-21 | 1983-10-20 | シンテフ | 有機物質が重合可能な場合の有機物質の水性分散体の製造方法及び更に可能な重合体分散体への転化方法 |
| JPS62121701A (ja) * | 1985-01-30 | 1987-06-03 | Japan Synthetic Rubber Co Ltd | 重合体粒子の製造方法 |
| JPS61283607A (ja) * | 1985-06-11 | 1986-12-13 | Japan Synthetic Rubber Co Ltd | 液晶装置用スペーサの製造方法 |
| JPH0264104A (ja) * | 1988-08-31 | 1990-03-05 | Asahi Chem Ind Co Ltd | 重合体粒子の製造方法 |
| JPH07157505A (ja) * | 1993-10-21 | 1995-06-20 | Solvay & Cie | 酸性ｐＨにおける、水性分散液中での塩化ビニルのラジカル重合法 |
| JPH11116610A (ja) * | 1997-10-10 | 1999-04-27 | Dyno Ind Asa | 重合種子として実質的に単分散のポリマー粒子の使用、ポリマー粒子の製造方法および実質的に単分散な微粒子状ポリマー材料 |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2003528179A (ja) * | 2000-03-22 | 2003-09-24 | ダイナル バイオテック エイエスエイ | 機能性重合体粒子の製造方法 |
| JP5942429B2 (ja) * | 2010-06-10 | 2016-06-29 | 三菱レイヨン株式会社 | アクリル系重合体の製造方法、及びプラスチゾル組成物の製造方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| ATE315595T1 (de) | 2006-02-15 |
| NO20014836L (no) | 2001-12-05 |
| CA2364563A1 (en) | 2000-10-19 |
| PL198386B1 (pl) | 2008-06-30 |
| DE60025475D1 (de) | 2006-04-06 |
| EP1171494B1 (en) | 2006-01-11 |
| DE60025475T2 (de) | 2006-09-14 |
| US6559217B1 (en) | 2003-05-06 |
| AU3829700A (en) | 2000-11-14 |
| PL350621A1 (en) | 2003-01-27 |
| KR100701362B1 (ko) | 2007-03-29 |
| NO20014836D0 (no) | 2001-10-04 |
| ES2251367T3 (es) | 2006-05-01 |
| KR20020000556A (ko) | 2002-01-05 |
| EP1171494A1 (en) | 2002-01-16 |
| NO328282B1 (no) | 2010-01-25 |
| CN1158318C (zh) | 2004-07-21 |
| CN1352658A (zh) | 2002-06-05 |
| CA2364563C (en) | 2011-01-04 |
| WO2000061648A1 (en) | 2000-10-19 |
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