CN101072801B - 1,1-二氟乙烯聚合物及其制备方法 - Google Patents
1,1-二氟乙烯聚合物及其制备方法 Download PDFInfo
- Publication number
- CN101072801B CN101072801B CN2005800418384A CN200580041838A CN101072801B CN 101072801 B CN101072801 B CN 101072801B CN 2005800418384 A CN2005800418384 A CN 2005800418384A CN 200580041838 A CN200580041838 A CN 200580041838A CN 101072801 B CN101072801 B CN 101072801B
- Authority
- CN
- China
- Prior art keywords
- polymerization
- pressure
- monomer
- difluoroethylene
- vinylidene fluoride
- 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
- 229920000642 polymer Polymers 0.000 title claims abstract description 73
- BQCIDUSAKPWEOX-UHFFFAOYSA-N 1,1-Difluoroethene Chemical compound FC(F)=C BQCIDUSAKPWEOX-UHFFFAOYSA-N 0.000 title claims abstract description 66
- 238000000034 method Methods 0.000 title claims description 15
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 107
- 239000000178 monomer Substances 0.000 claims abstract description 41
- 238000010557 suspension polymerization reaction Methods 0.000 claims abstract description 21
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 29
- 238000006243 chemical reaction Methods 0.000 claims description 9
- 238000002360 preparation method Methods 0.000 claims description 8
- 239000000470 constituent Substances 0.000 claims 3
- 239000007858 starting material Substances 0.000 claims 2
- 238000007598 dipping method Methods 0.000 claims 1
- 238000012423 maintenance Methods 0.000 claims 1
- 239000003505 polymerization initiator Substances 0.000 abstract description 25
- 238000004040 coloring Methods 0.000 abstract description 12
- 238000010828 elution Methods 0.000 abstract description 11
- 239000002904 solvent Substances 0.000 abstract description 8
- 239000000126 substance Substances 0.000 abstract description 5
- 238000011084 recovery Methods 0.000 abstract description 3
- 150000008282 halocarbons Chemical class 0.000 abstract description 2
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 27
- 239000000843 powder Substances 0.000 description 14
- 229920000609 methyl cellulose Polymers 0.000 description 10
- 239000001923 methylcellulose Substances 0.000 description 10
- 235000010981 methylcellulose Nutrition 0.000 description 10
- 239000002002 slurry Substances 0.000 description 10
- BWJUFXUULUEGMA-UHFFFAOYSA-N propan-2-yl propan-2-yloxycarbonyloxy carbonate Chemical compound CC(C)OC(=O)OOC(=O)OC(C)C BWJUFXUULUEGMA-UHFFFAOYSA-N 0.000 description 9
- 230000000052 comparative effect Effects 0.000 description 7
- 150000003254 radicals Chemical class 0.000 description 7
- 239000000375 suspending agent Substances 0.000 description 7
- -1 fluoroethylene, trifluoroethylene, tetrafluoroethylene, chlorotrifluoroethylene, hexafluoropropylene Chemical group 0.000 description 5
- 239000002245 particle Substances 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 4
- 239000012986 chain transfer agent Substances 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000003999 initiator Substances 0.000 description 4
- 150000002500 ions Chemical class 0.000 description 4
- 238000010558 suspension polymerization method Methods 0.000 description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- OIFBSDVPJOWBCH-UHFFFAOYSA-N Diethyl carbonate Chemical compound CCOC(=O)OCC OIFBSDVPJOWBCH-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 230000007423 decrease Effects 0.000 description 3
- 238000006356 dehydrogenation reaction Methods 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 238000007720 emulsion polymerization reaction Methods 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 238000000465 moulding Methods 0.000 description 3
- 239000004743 Polypropylene Substances 0.000 description 2
- 230000032683 aging Effects 0.000 description 2
- 239000012752 auxiliary agent Substances 0.000 description 2
- 239000000701 coagulant Substances 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 238000007323 disproportionation reaction Methods 0.000 description 2
- 238000004090 dissolution Methods 0.000 description 2
- 238000007922 dissolution test Methods 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 2
- 238000005469 granulation Methods 0.000 description 2
- 230000003179 granulation Effects 0.000 description 2
- 230000020169 heat generation Effects 0.000 description 2
- 229920001519 homopolymer Polymers 0.000 description 2
- 238000007654 immersion Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 239000002952 polymeric resin Substances 0.000 description 2
- 229920001155 polypropylene Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 238000007086 side reaction Methods 0.000 description 2
- 229920003002 synthetic resin Polymers 0.000 description 2
- 238000012546 transfer Methods 0.000 description 2
- HGXJDMCMYLEZMJ-UHFFFAOYSA-N (2-methylpropan-2-yl)oxy 2,2-dimethylpropaneperoxoate Chemical compound CC(C)(C)OOOC(=O)C(C)(C)C HGXJDMCMYLEZMJ-UHFFFAOYSA-N 0.000 description 1
- UJIGKESMIPTWJH-UHFFFAOYSA-N 1,3-dichloro-1,1,2,2,3-pentafluoropropane Chemical compound FC(Cl)C(F)(F)C(F)(F)Cl UJIGKESMIPTWJH-UHFFFAOYSA-N 0.000 description 1
- YACLCMMBHTUQON-UHFFFAOYSA-N 1-chloro-1-fluoroethane Chemical compound CC(F)Cl YACLCMMBHTUQON-UHFFFAOYSA-N 0.000 description 1
- VJGCZWVJDRIHNC-UHFFFAOYSA-N 1-fluoroprop-1-ene Chemical compound CC=CF VJGCZWVJDRIHNC-UHFFFAOYSA-N 0.000 description 1
- STMDPCBYJCIZOD-UHFFFAOYSA-N 2-(2,4-dinitroanilino)-4-methylpentanoic acid Chemical compound CC(C)CC(C(O)=O)NC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O STMDPCBYJCIZOD-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 1
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 1
- 229920002153 Hydroxypropyl cellulose Polymers 0.000 description 1
- 239000004809 Teflon Substances 0.000 description 1
- 229920006362 Teflon® Polymers 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000000872 buffer Substances 0.000 description 1
- BWTSHRGITAZNGL-UHFFFAOYSA-N carboxy propan-2-yl carbonate Chemical compound CC(C)OC(=O)OC(O)=O BWTSHRGITAZNGL-UHFFFAOYSA-N 0.000 description 1
- XYXGFHALMTXBQX-UHFFFAOYSA-N carboxyoxy hydrogen carbonate Chemical compound OC(=O)OOC(O)=O XYXGFHALMTXBQX-UHFFFAOYSA-N 0.000 description 1
- 238000005345 coagulation Methods 0.000 description 1
- 230000015271 coagulation Effects 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 230000000593 degrading effect Effects 0.000 description 1
- 230000001687 destabilization Effects 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- XUCNUKMRBVNAPB-UHFFFAOYSA-N fluoroethene Chemical compound FC=C XUCNUKMRBVNAPB-UHFFFAOYSA-N 0.000 description 1
- NKHAVTQWNUWKEO-UHFFFAOYSA-N fumaric acid monomethyl ester Natural products COC(=O)C=CC(O)=O NKHAVTQWNUWKEO-UHFFFAOYSA-N 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- HCDGVLDPFQMKDK-UHFFFAOYSA-N hexafluoropropylene Chemical group FC(F)=C(F)C(F)(F)F HCDGVLDPFQMKDK-UHFFFAOYSA-N 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- 239000001863 hydroxypropyl cellulose Substances 0.000 description 1
- 235000010977 hydroxypropyl cellulose Nutrition 0.000 description 1
- 239000001866 hydroxypropyl methyl cellulose Substances 0.000 description 1
- 229920003088 hydroxypropyl methyl cellulose Polymers 0.000 description 1
- 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
- 239000005453 ketone based solvent Substances 0.000 description 1
- 239000004816 latex Substances 0.000 description 1
- 229920000126 latex Polymers 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- NKHAVTQWNUWKEO-IHWYPQMZSA-N methyl hydrogen fumarate Chemical compound COC(=O)\C=C/C(O)=O NKHAVTQWNUWKEO-IHWYPQMZSA-N 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- YKYONYBAUNKHLG-UHFFFAOYSA-N n-Propyl acetate Natural products CCCOC(C)=O YKYONYBAUNKHLG-UHFFFAOYSA-N 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 239000012985 polymerization agent Substances 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- YPVDWEHVCUBACK-UHFFFAOYSA-N propoxycarbonyloxy propyl carbonate Chemical compound CCCOC(=O)OOC(=O)OCCC YPVDWEHVCUBACK-UHFFFAOYSA-N 0.000 description 1
- 229940090181 propyl acetate Drugs 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- 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
- C08F114/00—Homopolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen
- C08F114/18—Monomers containing fluorine
- C08F114/22—Vinylidene fluoride
-
- 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
- C08F14/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen
- C08F14/18—Monomers containing fluorine
- C08F14/22—Vinylidene fluoride
-
- 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
- C08F214/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen
- C08F214/18—Monomers containing fluorine
- C08F214/22—Vinylidene fluoride
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polymerisation Methods In General (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2004355938 | 2004-12-08 | ||
| JP355938/2004 | 2004-12-08 | ||
| PCT/JP2005/021358 WO2006061988A1 (ja) | 2004-12-08 | 2005-11-21 | フッ化ビニリデン重合体及びその製造方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN101072801A CN101072801A (zh) | 2007-11-14 |
| CN101072801B true CN101072801B (zh) | 2010-10-13 |
Family
ID=36577819
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2005800418384A Expired - Fee Related CN101072801B (zh) | 2004-12-08 | 2005-11-21 | 1,1-二氟乙烯聚合物及其制备方法 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US7943707B2 (enExample) |
| EP (1) | EP1820811B1 (enExample) |
| JP (1) | JP5274774B2 (enExample) |
| CN (1) | CN101072801B (enExample) |
| TW (1) | TW200630387A (enExample) |
| WO (1) | WO2006061988A1 (enExample) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ATE540057T1 (de) * | 2007-10-11 | 2012-01-15 | Kureha Corp | Vinylidenfluoridpolymerpulver und seine verwendung |
| JP5297140B2 (ja) * | 2008-10-09 | 2013-09-25 | 株式会社クレハ | 耐酸着色性の優れたフッ化ビニリデン重合体の製造方法 |
| JP5320227B2 (ja) * | 2009-09-10 | 2013-10-23 | 株式会社クレハ | 耐酸着色性の優れたフッ化ビニリデン重合体の製造方法 |
| KR101409692B1 (ko) | 2009-10-30 | 2014-06-19 | 가부시끼가이샤 구레하 | 불화 비닐리덴계 중합체 분말 및 불화 비닐리덴계 중합체 용액 |
| US20120329923A1 (en) * | 2011-06-22 | 2012-12-27 | Arkema Inc. | Fluoropolymer composition |
| JP2013253141A (ja) * | 2012-06-05 | 2013-12-19 | Kureha Corp | フッ化ビニリデン系重合体およびその製造方法 |
| CN103588922A (zh) * | 2012-08-14 | 2014-02-19 | 中化蓝天集团有限公司 | 一种偏氟乙烯共聚物、其制备方法及应用 |
| CN103588921B (zh) * | 2012-08-14 | 2016-04-27 | 中化蓝天集团有限公司 | 一种高粘度自交联偏氟乙烯共聚物、其制备方法及应用 |
| CN103524647B (zh) * | 2013-08-16 | 2016-10-12 | 巨化集团技术中心 | 一种聚偏氟乙烯树脂的制备方法 |
| CN104151457B (zh) * | 2014-08-11 | 2017-10-27 | 东莞市长安东阳光铝业研发有限公司 | 一种制备聚偏氟乙烯的方法 |
| EP3194457B1 (en) * | 2014-09-17 | 2018-11-21 | Solvay Specialty Polymers Italy S.p.A. | Vinylidene fluoride polymers |
| CN104448094A (zh) * | 2014-12-06 | 2015-03-25 | 常熟丽源膜科技有限公司 | 用于生产热稳定性聚偏氟乙烯的工艺 |
| CN104448149A (zh) * | 2014-12-06 | 2015-03-25 | 常熟丽源膜科技有限公司 | 用于制备热稳定性聚偏氟乙烯的工艺 |
| JP7177694B2 (ja) | 2018-12-27 | 2022-11-24 | 株式会社クレハ | 樹脂組成物、樹脂組成物の製造方法、成形体および成形体の製造方法 |
| JP7191681B2 (ja) | 2018-12-27 | 2022-12-19 | 株式会社クレハ | ポリフッ化ビニリデン樹脂組成物および成形体 |
| CN111690092B (zh) * | 2020-06-03 | 2022-04-19 | 乳源东阳光氟树脂有限公司 | 一种聚偏氟乙烯表面改性的核壳结构锂电池粘结剂及其制备方法和应用 |
| CN112409517B (zh) * | 2020-10-21 | 2023-03-31 | 浙江巨化技术中心有限公司 | 一种聚偏氟乙烯树脂的制备方法 |
| US20250230296A1 (en) | 2022-03-25 | 2025-07-17 | Kureha Corporation | Polyvinylidene fluoride resin composition and molded body |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3624064A (en) * | 1967-05-15 | 1971-11-30 | Kureha Chemical Ind Co Ltd | Polymerization of fluoroethylenes |
| EP0215710A1 (fr) * | 1985-09-17 | 1987-03-25 | Elf Atochem S.A. | Procédé de polymérisation en suspension des fluoroéthylènes |
| US20020143103A1 (en) * | 2001-01-26 | 2002-10-03 | Takumi Katsurao | Vinylidene fluoride polymer and process for production thereof |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3780007A (en) * | 1969-12-23 | 1973-12-18 | Diamond Shamrock Corp | Polymerization of vinylidene fluoride in aqueous suspension |
| FR2652089B1 (fr) | 1989-09-15 | 1993-03-19 | Solvay | Procede pour la polymerisation en discontinu dans un milieu aqueux de mise en suspension du fluorure de vinylidene et utilisation des polymeres du fluorure de vinylidene resultants pour le revetement d'articles par poudrage. |
| CN1288172C (zh) | 2001-11-12 | 2006-12-06 | 大金工业株式会社 | 含氟聚合物的制造方法 |
| AT413710B (de) | 2004-03-30 | 2006-05-15 | Plasser Bahnbaumasch Franz | Transportfahrzeug und verfahren |
-
2005
- 2005-11-21 JP JP2006547768A patent/JP5274774B2/ja not_active Expired - Fee Related
- 2005-11-21 EP EP05809462.4A patent/EP1820811B1/en not_active Expired - Lifetime
- 2005-11-21 CN CN2005800418384A patent/CN101072801B/zh not_active Expired - Fee Related
- 2005-11-21 US US11/791,324 patent/US7943707B2/en not_active Expired - Fee Related
- 2005-11-21 WO PCT/JP2005/021358 patent/WO2006061988A1/ja not_active Ceased
- 2005-11-24 TW TW094141317A patent/TW200630387A/zh not_active IP Right Cessation
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3624064A (en) * | 1967-05-15 | 1971-11-30 | Kureha Chemical Ind Co Ltd | Polymerization of fluoroethylenes |
| EP0215710A1 (fr) * | 1985-09-17 | 1987-03-25 | Elf Atochem S.A. | Procédé de polymérisation en suspension des fluoroéthylènes |
| US20020143103A1 (en) * | 2001-01-26 | 2002-10-03 | Takumi Katsurao | Vinylidene fluoride polymer and process for production thereof |
Non-Patent Citations (2)
| Title |
|---|
| 方敏等.偏氟乙烯的悬浮聚合工艺.浙江化工32卷 4期.2001,32卷(4期),7-8. |
| 方敏等.偏氟乙烯的悬浮聚合工艺.浙江化工32卷 4期.2001,32卷(4期),7-8. * |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2006061988A1 (ja) | 2006-06-15 |
| EP1820811A4 (en) | 2009-06-10 |
| CN101072801A (zh) | 2007-11-14 |
| JPWO2006061988A1 (ja) | 2008-06-05 |
| US7943707B2 (en) | 2011-05-17 |
| TWI378105B (enExample) | 2012-12-01 |
| JP5274774B2 (ja) | 2013-08-28 |
| EP1820811B1 (en) | 2016-10-19 |
| TW200630387A (en) | 2006-09-01 |
| US20080071045A1 (en) | 2008-03-20 |
| EP1820811A1 (en) | 2007-08-22 |
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