JP2015514854A5 - - Google Patents
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- Publication number
- JP2015514854A5 JP2015514854A5 JP2015507585A JP2015507585A JP2015514854A5 JP 2015514854 A5 JP2015514854 A5 JP 2015514854A5 JP 2015507585 A JP2015507585 A JP 2015507585A JP 2015507585 A JP2015507585 A JP 2015507585A JP 2015514854 A5 JP2015514854 A5 JP 2015514854A5
- Authority
- JP
- Japan
- Prior art keywords
- units
- copolymer
- trifluoroethylene
- allyl
- vinyl
- 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.)
- Granted
Links
- 229920001577 copolymer Polymers 0.000 claims 20
- MIZLGWKEZAPEFJ-UHFFFAOYSA-N 1,1,2-trifluoroethene Chemical group FC=C(F)F MIZLGWKEZAPEFJ-UHFFFAOYSA-N 0.000 claims 14
- 238000000034 method Methods 0.000 claims 14
- 239000000178 monomer Substances 0.000 claims 14
- BQCIDUSAKPWEOX-UHFFFAOYSA-N 1,1-Difluoroethene Chemical compound FC(F)=C BQCIDUSAKPWEOX-UHFFFAOYSA-N 0.000 claims 10
- -1 xanthate compound Chemical class 0.000 claims 10
- 229920001400 block copolymer Polymers 0.000 claims 9
- 125000002573 ethenylidene group Chemical group [*]=C=C([H])[H] 0.000 claims 7
- ZOOODBUHSVUZEM-UHFFFAOYSA-N ethoxymethanedithioic acid Chemical compound CCOC(S)=S ZOOODBUHSVUZEM-UHFFFAOYSA-N 0.000 claims 7
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 claims 6
- HIZCIEIDIFGZSS-UHFFFAOYSA-L trithiocarbonate Chemical class [S-]C([S-])=S HIZCIEIDIFGZSS-UHFFFAOYSA-L 0.000 claims 6
- 239000012991 xanthate Substances 0.000 claims 6
- 125000004432 carbon atom Chemical group C* 0.000 claims 5
- XUCNUKMRBVNAPB-UHFFFAOYSA-N fluoroethene Chemical compound FC=C XUCNUKMRBVNAPB-UHFFFAOYSA-N 0.000 claims 5
- BLTXWCKMNMYXEA-UHFFFAOYSA-N 1,1,2-trifluoro-2-(trifluoromethoxy)ethene Chemical compound FC(F)=C(F)OC(F)(F)F BLTXWCKMNMYXEA-UHFFFAOYSA-N 0.000 claims 4
- WUMVZXWBOFOYAW-UHFFFAOYSA-N 1,2,3,3,4,4,4-heptafluoro-1-(1,2,3,3,4,4,4-heptafluorobut-1-enoxy)but-1-ene Chemical compound FC(F)(F)C(F)(F)C(F)=C(F)OC(F)=C(F)C(F)(F)C(F)(F)F WUMVZXWBOFOYAW-UHFFFAOYSA-N 0.000 claims 4
- BZPCMSSQHRAJCC-UHFFFAOYSA-N 1,2,3,3,4,4,5,5,5-nonafluoro-1-(1,2,3,3,4,4,5,5,5-nonafluoropent-1-enoxy)pent-1-ene Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)=C(F)OC(F)=C(F)C(F)(F)C(F)(F)C(F)(F)F BZPCMSSQHRAJCC-UHFFFAOYSA-N 0.000 claims 4
- CDOOAUSHHFGWSA-UHFFFAOYSA-N 1,3,3,3-tetrafluoropropene Chemical compound FC=CC(F)(F)F CDOOAUSHHFGWSA-UHFFFAOYSA-N 0.000 claims 4
- 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 claims 4
- OQISUJXQFPPARX-UHFFFAOYSA-N 2-chloro-3,3,3-trifluoroprop-1-ene Chemical compound FC(F)(F)C(Cl)=C OQISUJXQFPPARX-UHFFFAOYSA-N 0.000 claims 4
- FDMFUZHCIRHGRG-UHFFFAOYSA-N 3,3,3-trifluoroprop-1-ene Chemical compound FC(F)(F)C=C FDMFUZHCIRHGRG-UHFFFAOYSA-N 0.000 claims 4
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims 4
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 4
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims 4
- HCDGVLDPFQMKDK-UHFFFAOYSA-N hexafluoropropylene Chemical compound FC(F)=C(F)C(F)(F)F HCDGVLDPFQMKDK-UHFFFAOYSA-N 0.000 claims 4
- 229910052739 hydrogen Inorganic materials 0.000 claims 4
- 239000001257 hydrogen Substances 0.000 claims 4
- KKFHAJHLJHVUDM-UHFFFAOYSA-N n-vinylcarbazole Chemical compound C1=CC=C2N(C=C)C3=CC=CC=C3C2=C1 KKFHAJHLJHVUDM-UHFFFAOYSA-N 0.000 claims 4
- HVAMZGADVCBITI-UHFFFAOYSA-M pent-4-enoate Chemical compound [O-]C(=O)CCC=C HVAMZGADVCBITI-UHFFFAOYSA-M 0.000 claims 4
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims 3
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims 3
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims 3
- 125000001931 aliphatic group Chemical group 0.000 claims 3
- 239000012986 chain transfer agent Substances 0.000 claims 3
- 150000001875 compounds Chemical class 0.000 claims 3
- 238000007334 copolymerization reaction Methods 0.000 claims 3
- 229910052731 fluorine Inorganic materials 0.000 claims 3
- 239000011737 fluorine Substances 0.000 claims 3
- 229920001519 homopolymer Polymers 0.000 claims 3
- 239000012989 trithiocarbonate Substances 0.000 claims 3
- NNQDMQVWOWCVEM-UHFFFAOYSA-N 1-bromoprop-1-ene Chemical compound CC=CBr NNQDMQVWOWCVEM-UHFFFAOYSA-N 0.000 claims 2
- FXRLMCRCYDHQFW-UHFFFAOYSA-N 2,3,3,3-tetrafluoropropene Chemical compound FC(=C)C(F)(F)F FXRLMCRCYDHQFW-UHFFFAOYSA-N 0.000 claims 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical group [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims 2
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical group CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims 2
- 150000001252 acrylic acid derivatives Chemical class 0.000 claims 2
- 239000003795 chemical substances by application Substances 0.000 claims 2
- 239000011248 coating agent Substances 0.000 claims 2
- 238000000576 coating method Methods 0.000 claims 2
- 239000003999 initiator Substances 0.000 claims 2
- 150000002734 metacrylic acid derivatives Chemical class 0.000 claims 2
- 238000002360 preparation method Methods 0.000 claims 2
- PGJHURKAWUJHLJ-UHFFFAOYSA-N 1,1,2,3-tetrafluoroprop-1-ene Chemical group FCC(F)=C(F)F PGJHURKAWUJHLJ-UHFFFAOYSA-N 0.000 claims 1
- VJGCZWVJDRIHNC-UHFFFAOYSA-N 1-fluoroprop-1-ene Chemical compound CC=CF VJGCZWVJDRIHNC-UHFFFAOYSA-N 0.000 claims 1
- QKBKGNDTLQFSEU-UHFFFAOYSA-N 2-bromo-3,3,3-trifluoroprop-1-ene Chemical compound FC(F)(F)C(Br)=C QKBKGNDTLQFSEU-UHFFFAOYSA-N 0.000 claims 1
- PHMRPWPDDRGGGF-UHFFFAOYSA-N 2-bromoprop-1-ene Chemical compound CC(Br)=C PHMRPWPDDRGGGF-UHFFFAOYSA-N 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical group CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 125000000746 allylic group Chemical group 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- PVEOYINWKBTPIZ-UHFFFAOYSA-N but-3-enoic acid Chemical compound OC(=O)CC=C PVEOYINWKBTPIZ-UHFFFAOYSA-N 0.000 claims 1
- ZTQSADJAYQOCDD-UHFFFAOYSA-N ginsenoside-Rd2 Natural products C1CC(C2(CCC3C(C)(C)C(OC4C(C(O)C(O)C(CO)O4)O)CCC3(C)C2CC2O)C)(C)C2C1C(C)(CCC=C(C)C)OC(C(C(O)C1O)O)OC1COC1OCC(O)C(O)C1O ZTQSADJAYQOCDD-UHFFFAOYSA-N 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 229920002981 polyvinylidene fluoride Polymers 0.000 claims 1
- 238000010526 radical polymerization reaction Methods 0.000 claims 1
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 claims 1
- TXEYQDLBPFQVAA-UHFFFAOYSA-N tetrafluoromethane Chemical group FC(F)(F)F TXEYQDLBPFQVAA-UHFFFAOYSA-N 0.000 claims 1
- 229920001169 thermoplastic Polymers 0.000 claims 1
- 239000004416 thermosoftening plastic Substances 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR1253838 | 2012-04-26 | ||
| FR1253838A FR2989972B1 (fr) | 2012-04-26 | 2012-04-26 | Copolymerisation radicalaire controlee a partir de trifluoroethylene |
| PCT/FR2013/050920 WO2013160621A1 (fr) | 2012-04-26 | 2013-04-25 | Copolymerisation radicalaire controlee a partir de trifluoroethylene |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2015514854A JP2015514854A (ja) | 2015-05-21 |
| JP2015514854A5 true JP2015514854A5 (OSRAM) | 2016-01-07 |
| JP6212542B2 JP6212542B2 (ja) | 2017-10-11 |
Family
ID=47002947
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2015507585A Expired - Fee Related JP6212542B2 (ja) | 2012-04-26 | 2013-04-25 | トリフルオロエチレンの制御フリーラジカル共重合 |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US9708419B2 (OSRAM) |
| EP (1) | EP2841474A1 (OSRAM) |
| JP (1) | JP6212542B2 (OSRAM) |
| KR (1) | KR20150006865A (OSRAM) |
| CN (1) | CN104540861B (OSRAM) |
| FR (1) | FR2989972B1 (OSRAM) |
| WO (1) | WO2013160621A1 (OSRAM) |
Families Citing this family (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR3004185B1 (fr) * | 2013-04-03 | 2017-10-13 | Arkema France | Terpolymeres contenant du fluorure de vinylidene et du trifluoroethylene |
| WO2015173194A1 (en) * | 2014-05-12 | 2015-11-19 | Solvay Specialty Polymers Italy S.P.A. | Fluoroelastomers |
| US10377843B2 (en) * | 2014-05-12 | 2019-08-13 | Solvay Specialty Polymers Italy S.P.A. | Method for the controlled polymerization of fluoromonomers |
| WO2016149238A1 (en) * | 2015-03-16 | 2016-09-22 | Arkema Inc. | Modified fluoropolymers |
| JP6722754B2 (ja) * | 2015-08-05 | 2020-07-15 | ゼロックス コーポレイションＸｅｒｏｘ Ｃｏｒｐｏｒａｔｉｏｎ | ＰＶＤＦ−ＴｒＦＥ共重合体の末端基の交換法 |
| FR3041348B1 (fr) * | 2015-09-23 | 2019-05-03 | Arkema France | Terpolymeres du fluorure de vinylidene, du trifluoroethylene et du 1,3,3,3-tetrafluoropropene |
| FR3042502B1 (fr) * | 2015-10-19 | 2019-04-05 | Arkema France | Copolymeres fluores fonctionnalises |
| EP3594250B1 (en) | 2017-03-09 | 2025-06-25 | AGC Inc. | Method for producing polymer |
| FR3065217B1 (fr) * | 2017-04-14 | 2020-02-28 | Arkema France | Compositions reticulables a base de copolymeres fluores electroactifs |
| EP3639307B1 (en) | 2017-06-16 | 2022-03-23 | Carrier Corporation | Electrocaloric heat transfer system comprising copolymers |
| MX2020003337A (es) * | 2017-09-27 | 2020-10-28 | Arkema Inc | Copolimeros de olefinas halogenadas y co-monomeros halogenados. |
| FR3071500B1 (fr) * | 2017-09-27 | 2020-05-15 | Arkema France | Synthese de latex de poly(fluorure de vinylidene) sans tensioactif par polymerisation en emulsion raft |
| EP3898717B1 (en) * | 2018-12-20 | 2023-09-06 | Solvay Specialty Polymers Italy S.p.A. | Vinylidene fluoride polymer dispersion |
| CN109851705A (zh) * | 2019-03-20 | 2019-06-07 | 济南大学 | 一种一锅法制备分子量可控的四氟乙烯共聚物的方法 |
| CN118027319A (zh) * | 2019-05-08 | 2024-05-14 | 大金工业株式会社 | 含氟聚合物 |
| WO2021045209A1 (ja) * | 2019-09-04 | 2021-03-11 | ダイキン工業株式会社 | 含フッ素共重合体 |
| EP4190828A4 (en) * | 2020-07-30 | 2024-10-30 | Daikin Industries, Ltd. | METHOD FOR PRODUCING AN AQUEOUS DISPERSION OF FLUORINE-CONTAINING ELASTOMER, FLUORINE-CONTAINING ELASTOMER AND AQUEOUS DISPERSION |
| JP7137106B2 (ja) * | 2020-09-03 | 2022-09-14 | ダイキン工業株式会社 | 硬化性組成物 |
| CN112226119A (zh) * | 2020-09-19 | 2021-01-15 | 复旦大学 | 一种发光防水聚合物涂层的制备方法 |
| KR102526902B1 (ko) | 2021-07-02 | 2023-04-28 | 정세진 | 고내열 유연성 정온도계수 자율제어형 히팅케이블 제조방법 |
| FR3125957A1 (fr) | 2021-08-04 | 2023-02-10 | Piezomedic | Dispositif et système de localisation d’un implant ou d’un organe dans un corps humain ou animal, par émission-réception de signaux ultrasons via des transducteurs piézoélectriques et/ou capacitifs |
| US20250059308A1 (en) * | 2021-12-17 | 2025-02-20 | Solvay Specialty Polymers Italy S.P.A. | Method for the emulsion polymerization of fluoromonomer |
| WO2025053275A1 (ja) * | 2023-09-06 | 2025-03-13 | ダイキン工業株式会社 | ポリマーおよび成形品 |
Family Cites Families (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS584728B2 (ja) * | 1976-06-30 | 1983-01-27 | ダイキン工業株式会社 | 含フツ素系多元セグメント化ポリマ−の製法 |
| JPS59126452A (ja) * | 1983-01-06 | 1984-07-21 | Japan Synthetic Rubber Co Ltd | 高分子圧電材料 |
| US5198136A (en) * | 1986-12-23 | 1993-03-30 | Daikin Industries Ltd. | Iodine-containing compound, preparation thereof and block copolymer comprising the same |
| US5350878A (en) * | 1989-07-26 | 1994-09-27 | Dow Corning Corporation | Fluorinated compounds containing hetero atoms and polymers thereof |
| WO1993021272A1 (fr) * | 1992-04-10 | 1993-10-28 | Idemitsu Kosan Co., Ltd. | Composition de resine contenant un fluoroelastomere |
| IT1269513B (it) * | 1994-05-18 | 1997-04-01 | Ausimont Spa | Elastomeri termoplastici fluorurati dotati di migliorate proprieta' meccaniche ed elastiche,e relativo processo di preparazione |
| EP0947527A1 (en) * | 1998-04-03 | 1999-10-06 | The B.F. Goodrich Company | Waterborne block copolymers and process for making the same |
| US6277937B1 (en) | 2000-02-17 | 2001-08-21 | Dupont Dow Elastomers, L.L.C. | Process for producing fluorelastomers |
| US6355749B1 (en) | 2000-06-02 | 2002-03-12 | The Penn State Research Foundation | Semicrystalline ferroelectric fluoropolymers and process for preparing same |
| CN101089024B (zh) * | 2003-01-24 | 2010-08-18 | 大金工业株式会社 | 含氟弹性体及其固化用组合物 |
| JP4737088B2 (ja) * | 2004-07-28 | 2011-07-27 | ダイキン工業株式会社 | 過酸化物加硫可能な含フッ素エラストマー組成物 |
| CN101065441A (zh) * | 2004-11-26 | 2007-10-31 | 大金工业株式会社 | 热塑性聚合物组合物 |
| US8944804B2 (en) | 2006-01-04 | 2015-02-03 | Liquidia Technologies, Inc. | Nanostructured surfaces for biomedical/biomaterial applications and processes thereof |
| US7842390B2 (en) | 2006-10-03 | 2010-11-30 | The Penn State Research Foundation | Chain end functionalized fluoropolymers having good electrical properties and good chemical reactivity |
| US8288492B2 (en) | 2007-10-23 | 2012-10-16 | E I Du Pont De Nemours And Company | Difunctional oligomers of perfluoro(methyl vinyl ether) |
| US9493595B2 (en) * | 2008-07-07 | 2016-11-15 | Arkema Inc. | Vinylidene fluoride copolymers |
| CN101691412B (zh) * | 2009-09-30 | 2012-11-07 | 西安交通大学 | 一种由聚(偏氟乙烯-三氟氯乙烯)制备聚(偏氟乙烯-三氟氯乙烯-三氟乙烯)或聚(偏氟乙烯-三氟乙烯)的方法 |
| US9193810B2 (en) * | 2012-02-23 | 2015-11-24 | University Of Connecticut | Free radical and controlled radical polymerization processes using hypervalent iodide radical initiators |
-
2012
- 2012-04-26 FR FR1253838A patent/FR2989972B1/fr not_active Expired - Fee Related
-
2013
- 2013-04-25 JP JP2015507585A patent/JP6212542B2/ja not_active Expired - Fee Related
- 2013-04-25 US US14/396,528 patent/US9708419B2/en not_active Expired - Fee Related
- 2013-04-25 WO PCT/FR2013/050920 patent/WO2013160621A1/fr not_active Ceased
- 2013-04-25 KR KR1020147033297A patent/KR20150006865A/ko not_active Withdrawn
- 2013-04-25 EP EP13723870.5A patent/EP2841474A1/fr not_active Withdrawn
- 2013-04-25 CN CN201380033739.6A patent/CN104540861B/zh not_active Expired - Fee Related
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