JP2013513010A5 - - Google Patents
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- Publication number
- JP2013513010A5 JP2013513010A5 JP2012543099A JP2012543099A JP2013513010A5 JP 2013513010 A5 JP2013513010 A5 JP 2013513010A5 JP 2012543099 A JP2012543099 A JP 2012543099A JP 2012543099 A JP2012543099 A JP 2012543099A JP 2013513010 A5 JP2013513010 A5 JP 2013513010A5
- Authority
- JP
- Japan
- Prior art keywords
- group
- trifluoroethenyl
- oxy
- methyl
- tetrafluoroethoxy
- 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
- -1 Perfluoro Chemical group 0.000 claims description 38
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 28
- 239000000178 monomer Substances 0.000 claims description 28
- PQIOSYKVBBWRRI-UHFFFAOYSA-N methylphosphonyl difluoride Chemical group CP(F)(F)=O PQIOSYKVBBWRRI-UHFFFAOYSA-N 0.000 claims description 24
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 24
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 claims description 18
- 229920005573 silicon-containing polymer Polymers 0.000 claims description 14
- BQCIDUSAKPWEOX-UHFFFAOYSA-N 1,1-Difluoroethene Chemical compound FC(F)=C BQCIDUSAKPWEOX-UHFFFAOYSA-N 0.000 claims description 10
- 239000002253 acid Substances 0.000 claims description 10
- JMGNVALALWCTLC-UHFFFAOYSA-N 1-fluoro-2-(2-fluoroethenoxy)ethene Chemical compound FC=COC=CF JMGNVALALWCTLC-UHFFFAOYSA-N 0.000 claims description 8
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical compound C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 claims description 8
- 125000004432 carbon atom Chemical group C* 0.000 claims description 8
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims description 8
- 229920002313 fluoropolymer Polymers 0.000 claims description 8
- HCDGVLDPFQMKDK-UHFFFAOYSA-N hexafluoropropylene Chemical group FC(F)=C(F)C(F)(F)F HCDGVLDPFQMKDK-UHFFFAOYSA-N 0.000 claims description 8
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 8
- 125000006551 perfluoro alkylene group Chemical group 0.000 claims description 8
- FVSKHRXBFJPNKK-UHFFFAOYSA-N propionitrile Chemical compound CCC#N FVSKHRXBFJPNKK-UHFFFAOYSA-N 0.000 claims description 8
- UKRDPEFKFJNXQM-UHFFFAOYSA-N vinylsilane Chemical compound [SiH3]C=C UKRDPEFKFJNXQM-UHFFFAOYSA-N 0.000 claims description 8
- 239000000203 mixture Substances 0.000 claims description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 5
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims description 4
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 4
- LKJPYSCBVHEWIU-UHFFFAOYSA-N N-[4-cyano-3-(trifluoromethyl)phenyl]-3-[(4-fluorophenyl)sulfonyl]-2-hydroxy-2-methylpropanamide Chemical compound C=1C=C(C#N)C(C(F)(F)F)=CC=1NC(=O)C(O)(C)CS(=O)(=O)C1=CC=C(F)C=C1 LKJPYSCBVHEWIU-UHFFFAOYSA-N 0.000 claims description 4
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 4
- 229910052799 carbon Inorganic materials 0.000 claims description 4
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims description 4
- OIBMEBLCOQCFIT-UHFFFAOYSA-N ethanesulfonyl fluoride Chemical compound CCS(F)(=O)=O OIBMEBLCOQCFIT-UHFFFAOYSA-N 0.000 claims description 4
- AILKHAQXUAOOFU-UHFFFAOYSA-N hexanenitrile Chemical compound CCCCCC#N AILKHAQXUAOOFU-UHFFFAOYSA-N 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
- OVAULROCPRKKJF-UHFFFAOYSA-N methyl 2,2,3,3-tetrafluoro-3-[1,1,1,2,3,3-hexafluoro-3-(1,2,2-trifluoroethenoxy)propan-2-yl]oxypropanoate Chemical compound COC(=O)C(F)(F)C(F)(F)OC(F)(C(F)(F)F)C(F)(F)OC(F)=C(F)F OVAULROCPRKKJF-UHFFFAOYSA-N 0.000 claims description 4
- DUWWHGPELOTTOE-UHFFFAOYSA-N n-(5-chloro-2,4-dimethoxyphenyl)-3-oxobutanamide Chemical compound COC1=CC(OC)=C(NC(=O)CC(C)=O)C=C1Cl DUWWHGPELOTTOE-UHFFFAOYSA-N 0.000 claims description 4
- 125000005010 perfluoroalkyl group Chemical group 0.000 claims description 4
- 229910052698 phosphorus Inorganic materials 0.000 claims description 4
- 239000011574 phosphorus Substances 0.000 claims description 4
- 229920000642 polymer Polymers 0.000 claims description 4
- 235000019260 propionic acid Nutrition 0.000 claims description 4
- 150000003376 silicon Chemical class 0.000 claims description 4
- 239000003638 chemical reducing agent Substances 0.000 claims description 3
- 238000000034 method Methods 0.000 description 11
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- 229940098779 methanesulfonic acid Drugs 0.000 description 3
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 2
- 238000005266 casting Methods 0.000 description 2
- 229910017604 nitric acid Inorganic materials 0.000 description 2
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 2
- CSJWOWRPMBXQLD-UHFFFAOYSA-N perfluoromethylvinylether group Chemical group FC(=C(C(F)(F)F)F)OC(=C(F)C(F)(F)F)F CSJWOWRPMBXQLD-UHFFFAOYSA-N 0.000 description 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
- ITMCEJHCFYSIIV-UHFFFAOYSA-N triflic acid Chemical compound OS(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-N 0.000 description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 239000000010 aprotic solvent Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000010408 film Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 239000012280 lithium aluminium hydride Substances 0.000 description 1
- MJGFBOZCAJSGQW-UHFFFAOYSA-N mercury sodium Chemical compound [Na].[Hg] MJGFBOZCAJSGQW-UHFFFAOYSA-N 0.000 description 1
- 229910001023 sodium amalgam Inorganic materials 0.000 description 1
- 239000012279 sodium borohydride Substances 0.000 description 1
- 229910000033 sodium borohydride Inorganic materials 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- DBGVGMSCBYYSLD-UHFFFAOYSA-N tributylstannane Chemical compound CCCC[SnH](CCCC)CCCC DBGVGMSCBYYSLD-UHFFFAOYSA-N 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US12/632,982 | 2009-12-08 | ||
| US12/632,982 US8138274B2 (en) | 2009-12-08 | 2009-12-08 | Process for preparation of fluorosilicon polymer |
| PCT/US2010/053319 WO2011071599A2 (en) | 2009-12-08 | 2010-10-20 | Process for preparation of fluorosilicon polymer |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2013513010A JP2013513010A (ja) | 2013-04-18 |
| JP2013513010A5 true JP2013513010A5 (https=) | 2013-11-14 |
| JP5635124B2 JP5635124B2 (ja) | 2014-12-03 |
Family
ID=44082648
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012543099A Expired - Fee Related JP5635124B2 (ja) | 2009-12-08 | 2010-10-20 | フルオロシリコンポリマーの調製方法 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US8138274B2 (https=) |
| EP (1) | EP2510045A4 (https=) |
| JP (1) | JP5635124B2 (https=) |
| KR (1) | KR20120129883A (https=) |
| CN (1) | CN102782015B (https=) |
| WO (1) | WO2011071599A2 (https=) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9012025B2 (en) * | 2012-04-05 | 2015-04-21 | Xerox Corporation | Fuser member |
| EP3013876B1 (en) | 2013-06-25 | 2019-08-28 | 3M Innovative Properties Company | Moisture-curable composition, method of using, and composite article |
| JP2017507803A (ja) * | 2013-12-19 | 2017-03-23 | スリーエム イノベイティブ プロパティズ カンパニー | 多層複合材料物品 |
| US9994676B2 (en) | 2014-06-23 | 2018-06-12 | 3M Innovative Properties Company | Silicon-containing polymer and method of making a silicon-containing polymer |
| CN104558364B (zh) * | 2014-12-31 | 2017-05-03 | 山东华夏神舟新材料有限公司 | 含氟弹性体及其制备方法 |
| CN114616256A (zh) * | 2019-11-13 | 2022-06-10 | 3M创新有限公司 | 官能化氟化聚合物的方法、官能化氟化聚合物及其涂料组合物 |
| CN115093501A (zh) * | 2022-07-01 | 2022-09-23 | 北京化工大学 | 一种碘封端低分子量全氟弹性体、其制备方法及应用 |
Family Cites Families (30)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2637738A (en) * | 1949-09-17 | 1953-05-05 | Union Carbide & Carbon Corp | Reaction of silanes with aliphatic unsaturated compounds |
| JPS53125491A (en) * | 1977-04-08 | 1978-11-01 | Daikin Ind Ltd | Fluorine-containing polymer easily curable and its curable composition |
| JPS5657811A (en) * | 1979-10-17 | 1981-05-20 | Daikin Ind Ltd | Preparation of liquid fluorine-containing polymer |
| US4579965A (en) * | 1985-01-24 | 1986-04-01 | Union Carbide Corporation | Process for preparing vinyl-tri-(tertiary substituted) alkoxysilanes |
| JPH0725850B2 (ja) * | 1987-03-06 | 1995-03-22 | 日本メクトロン株式会社 | 含フツ素共重合体の製造方法 |
| JP2705105B2 (ja) * | 1988-05-21 | 1998-01-26 | ダイキン工業株式会社 | 新規ポリマーおよびその製法と用途 |
| JPH02115234A (ja) * | 1988-10-26 | 1990-04-27 | Tdk Corp | 架橋ポリフッ化ビニリデンの製造方法 |
| DE69002025T2 (de) * | 1989-03-28 | 1993-12-16 | Shinetsu Chemical Co | Vinylidenfluoridcopolymer und Verfahren zu seiner Herstellung. |
| US5041588A (en) * | 1989-07-03 | 1991-08-20 | Dow Corning Corporation | Chemically reactive fluorinated organosilicon compounds and their polymers |
| US5041595A (en) * | 1990-09-26 | 1991-08-20 | Union Carbide Chemicals And Plastics Technology Corporation | Method for manufacturing vinylalkoxysilanes |
| JPH05261786A (ja) * | 1992-03-23 | 1993-10-12 | Sumitomo Bakelite Co Ltd | ポリオレフィン系樹脂の押出成形物の製造方法 |
| US5208305A (en) * | 1992-04-17 | 1993-05-04 | Minnesota Mining And Manufacturing Company | Fluorine-containing polymers and preparation and use thereof |
| US5290900A (en) * | 1992-04-27 | 1994-03-01 | Dow Corning Toray Silicone, Ltd. | Curable fluorosilicone resin composition |
| JPH07265686A (ja) * | 1994-03-29 | 1995-10-17 | Kansai Shin Gijutsu Kenkyusho:Kk | 均一粒径粒子及びその製造方法 |
| US5919878A (en) | 1996-09-13 | 1999-07-06 | E. I. Du Pont De Nemours And Company | Amorphous fluoropolymer containing perfluoro(ethyl vinyl ether) |
| WO1998055557A1 (en) * | 1997-06-06 | 1998-12-10 | Daikin Industries, Ltd. | Fluorochemical adhesive and adhesive film and laminate made by using the same |
| US20020032292A1 (en) * | 1999-02-05 | 2002-03-14 | Sunao Ikeda | Fluoroelastomer and production thereof |
| CN1336938A (zh) * | 1999-11-12 | 2002-02-20 | 阿托费纳化学股份有限公司 | 包含有机硅烷的含氟聚合物及其制备方法 |
| JP4352546B2 (ja) * | 1999-12-22 | 2009-10-28 | ユニマテック株式会社 | フルオロエラストマー、その製造方法、架橋性組成物およびその硬化物 |
| WO2001049758A1 (fr) * | 1999-12-29 | 2001-07-12 | HYDRO-QUéBEC | ELASTOMERES FLUORES A FAIBLE Tg A BASE DE FLUORURE DE VINYLIDENE ET NE CONTENANT NI DU TETRAFLUOROETHYLENE, NI DE GROUPEMENT SILOXANE |
| US6359089B2 (en) * | 2000-04-19 | 2002-03-19 | Dupont Dow Elastomers, L.L.C. | Fluorovinyl ether cure site monomers and fluoroelastomer copolymer compositions thereof |
| US6479610B1 (en) * | 2000-07-27 | 2002-11-12 | General Electric Company | Polyfunctional fluorosilicone composition, method for making, and use |
| JP4376066B2 (ja) | 2002-03-14 | 2009-12-02 | ダイキン工業株式会社 | 含フッ素共重合体、含フッ素共重合体製造方法、含フッ素共重合体硬化用組成物及び硬化体 |
| JP4491547B2 (ja) | 2002-04-23 | 2010-06-30 | Ｎｏｋ株式会社 | 含フッ素エラストマー組成物 |
| JP4517229B2 (ja) * | 2004-08-03 | 2010-08-04 | ナガセケムテックス株式会社 | シルセスキオキサン含有化合物及びその製造方法 |
| DE602005018228D1 (de) * | 2004-08-04 | 2010-01-21 | Asahi Glass Co Ltd | Elastomeres fluorcopolymer, dieses enthaltende zusammensetzung und vernetzte kautschuke |
| US20090023863A1 (en) * | 2004-10-04 | 2009-01-22 | Jun Kanega | Cross-linked fluorine-containing copolymer moldings |
| WO2006057203A1 (ja) | 2004-11-25 | 2006-06-01 | Unimatec Co., Ltd. | 含フッ素共重合体 |
| AU2007338712B2 (en) * | 2006-12-21 | 2013-03-07 | Dupont-Mitsui Fluorochemicals Company, Ltd. | Crosslinkable vinyl fluoride copolymers |
| US8288492B2 (en) * | 2007-10-23 | 2012-10-16 | E I Du Pont De Nemours And Company | Difunctional oligomers of perfluoro(methyl vinyl ether) |
-
2009
- 2009-12-08 US US12/632,982 patent/US8138274B2/en not_active Expired - Fee Related
-
2010
- 2010-10-20 EP EP10836370.6A patent/EP2510045A4/en not_active Withdrawn
- 2010-10-20 WO PCT/US2010/053319 patent/WO2011071599A2/en not_active Ceased
- 2010-10-20 KR KR1020127017616A patent/KR20120129883A/ko not_active Withdrawn
- 2010-10-20 CN CN201080055743.9A patent/CN102782015B/zh not_active Expired - Fee Related
- 2010-10-20 JP JP2012543099A patent/JP5635124B2/ja not_active Expired - Fee Related
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