JP6109073B2 - 炭化水素界面活性剤を用いたフルオロモノマーの水性重合 - Google Patents
炭化水素界面活性剤を用いたフルオロモノマーの水性重合 Download PDFInfo
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- JP6109073B2 JP6109073B2 JP2013538851A JP2013538851A JP6109073B2 JP 6109073 B2 JP6109073 B2 JP 6109073B2 JP 2013538851 A JP2013538851 A JP 2013538851A JP 2013538851 A JP2013538851 A JP 2013538851A JP 6109073 B2 JP6109073 B2 JP 6109073B2
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- MKTOIPPVFPJEQO-UHFFFAOYSA-N 4-(3-carboxypropanoylperoxy)-4-oxobutanoic acid Chemical compound OC(=O)CCC(=O)OOC(=O)CCC(O)=O MKTOIPPVFPJEQO-UHFFFAOYSA-N 0.000 description 6
- ATRRKUHOCOJYRX-UHFFFAOYSA-N Ammonium bicarbonate Chemical compound [NH4+].OC([O-])=O ATRRKUHOCOJYRX-UHFFFAOYSA-N 0.000 description 6
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- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 4
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- JRKICGRDRMAZLK-UHFFFAOYSA-L persulfate group Chemical group S(=O)(=O)([O-])OOS(=O)(=O)[O-] JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 4
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- BAUYGSIQEAFULO-UHFFFAOYSA-L iron(2+) sulfate (anhydrous) Chemical compound [Fe+2].[O-]S([O-])(=O)=O BAUYGSIQEAFULO-UHFFFAOYSA-L 0.000 description 3
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- YOALFLHFSFEMLP-UHFFFAOYSA-N azane;2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-pentadecafluorooctanoic acid Chemical compound [NH4+].[O-]C(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F YOALFLHFSFEMLP-UHFFFAOYSA-N 0.000 description 2
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- SURQXAFEQWPFPV-UHFFFAOYSA-L iron(2+) sulfate heptahydrate Chemical compound O.O.O.O.O.O.O.[Fe+2].[O-]S([O-])(=O)=O SURQXAFEQWPFPV-UHFFFAOYSA-L 0.000 description 2
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- RRZIJNVZMJUGTK-UHFFFAOYSA-N 1,1,2-trifluoro-2-(1,2,2-trifluoroethenoxy)ethene Chemical class FC(F)=C(F)OC(F)=C(F)F RRZIJNVZMJUGTK-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- 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
- C08F2/00—Processes of polymerisation
- C08F2/12—Polymerisation in non-solvents
- C08F2/16—Aqueous medium
-
- 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
-
- 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
- C08F14/26—Tetrafluoroethene
-
- 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
- C08K5/00—Use of organic ingredients
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
- C08K5/41—Compounds containing sulfur bound to oxygen
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D127/00—Coating compositions based on homopolymers or 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; Coating compositions based on derivatives of such polymers
- C09D127/02—Coating compositions based on homopolymers or 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; Coating compositions based on derivatives of such polymers not modified by chemical after-treatment
- C09D127/12—Coating compositions based on homopolymers or 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; Coating compositions based on derivatives of such polymers not modified by chemical after-treatment containing fluorine atoms
- C09D127/18—Homopolymers or copolymers of tetrafluoroethene
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polymerisation Methods In General (AREA)
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| US41162210P | 2010-11-09 | 2010-11-09 | |
| US61/411,622 | 2010-11-09 | ||
| US201161498806P | 2011-06-20 | 2011-06-20 | |
| US61/498,806 | 2011-06-20 | ||
| PCT/US2011/059972 WO2012064841A1 (en) | 2010-11-09 | 2011-11-09 | Aqueous polymerization of fluoromonomer using hydrocarbon surfactant |
Publications (3)
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| JP2013542308A JP2013542308A (ja) | 2013-11-21 |
| JP2013542308A5 JP2013542308A5 (https=) | 2014-12-25 |
| JP6109073B2 true JP6109073B2 (ja) | 2017-04-05 |
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| JP6109073B2 (ja) * | 2010-11-09 | 2017-04-05 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニーＥ．Ｉ．Ｄｕ Ｐｏｎｔ Ｄｅ Ｎｅｍｏｕｒｓ Ａｎｄ Ｃｏｍｐａｎｙ | 炭化水素界面活性剤を用いたフルオロモノマーの水性重合 |
| US9574027B2 (en) | 2013-03-11 | 2017-02-21 | The Chemours Company Fc, Llc | Fluoropolymer resin treatment employing sorbent to reduce fluoropolymer resin discoloration |
| JP6269671B2 (ja) * | 2013-07-18 | 2018-01-31 | 旭硝子株式会社 | 含フッ素重合体水性分散液の製造方法、含フッ素重合体水性分散液および含フッ素重合体 |
| JP6622209B2 (ja) * | 2013-11-26 | 2019-12-18 | ザ ケマーズ カンパニー エフシー リミテッド ライアビリティ カンパニー | フルオロモノマーの水性重合において核を形成するためのポリアルキレンオキシドの使用 |
| US20180201775A1 (en) * | 2015-07-09 | 2018-07-19 | Arkema Inc. | Compositions based on semi-crystalline fluorinated polymer and nucleating agent useful for preparing high gloss coatings |
| CN110446695A (zh) | 2017-03-31 | 2019-11-12 | 大金工业株式会社 | 烷基硫酸酯或其盐 |
| CN113667247A (zh) * | 2017-03-31 | 2021-11-19 | 大金工业株式会社 | 包含含氟聚合物的组合物及其成型体 |
| RU2766151C2 (ru) | 2017-08-10 | 2022-02-08 | Дайкин Индастриз, Лтд. | Способ производства водной жидкой дисперсии очищенного политетрафторэтилена, способ производства модифицированного порошкообразного политетрафторэтилена, способ производства формованного тела из политетрафторэтилена и композиция |
| CN110997735B (zh) | 2017-08-10 | 2024-03-01 | 大金工业株式会社 | 精制聚四氟乙烯水性分散液的制造方法、改性聚四氟乙烯粉末的制造方法、聚四氟乙烯成型体的制造方法以及组合物 |
| WO2019108200A1 (en) * | 2017-11-30 | 2019-06-06 | Hewlett-Packard Development Company, L.P. | Anti-coalescing agent for three-dimensional printing |
| WO2019131633A1 (ja) | 2017-12-25 | 2019-07-04 | ダイキン工業株式会社 | ポリテトラフルオロエチレン粉末の製造方法 |
| WO2019172382A1 (ja) | 2018-03-07 | 2019-09-12 | ダイキン工業株式会社 | フルオロポリマーの製造方法 |
| EP3828208A4 (en) * | 2018-07-23 | 2022-07-13 | Daikin Industries, Ltd. | POLYTETRAFLUORETHYLENE AND STRETCHED BODY |
| CN112771006A (zh) | 2018-10-03 | 2021-05-07 | 大金工业株式会社 | 从排水除去含氟化合物的方法 |
| EP3862368A4 (en) | 2018-10-03 | 2022-06-29 | Daikin Industries, Ltd. | Polytetrafluoroethylene production method |
| JP7277799B2 (ja) * | 2018-10-03 | 2023-05-19 | ダイキン工業株式会社 | ポリテトラフルオロエチレンの製造方法 |
| US20220119561A1 (en) * | 2019-02-01 | 2022-04-21 | Daikin Industries, Ltd. | Method for producing polytetrafluoroethylene |
| JP7104354B2 (ja) | 2019-02-07 | 2022-07-21 | ダイキン工業株式会社 | 組成物、延伸体及びその製造方法 |
| CN113661184A (zh) * | 2019-04-16 | 2021-11-16 | 大金工业株式会社 | 含氟聚合物粉末的制造方法 |
| JP7564452B2 (ja) | 2019-04-26 | 2024-10-09 | ダイキン工業株式会社 | フルオロポリマー水性分散液の製造方法 |
| JP7236004B2 (ja) | 2019-04-26 | 2023-03-09 | ダイキン工業株式会社 | フルオロポリマー水性分散液の製造方法及びフルオロポリマー水性分散液 |
| US20220267483A1 (en) | 2019-07-16 | 2022-08-25 | Daikin Industries, Ltd. | Method for producing fluorine-containing elastomer, and composition |
| CN118146427A (zh) | 2019-07-23 | 2024-06-07 | 大金工业株式会社 | 含氟聚合物的制造方法、聚四氟乙烯组合物和聚四氟乙烯粉末 |
| WO2021066189A1 (ja) | 2019-10-03 | 2021-04-08 | ダイキン工業株式会社 | ポリテトラフルオロエチレンおよびその製造方法 |
| MX2022004325A (es) * | 2019-10-11 | 2022-09-19 | Gujarat Fluorochemicals Ltd | Proceso para preparar fluoropolímeros y fluoroelastómeros en presencia de un hidrocarburo de tipo sulfonato no fluorado que contiene tensioactivo. |
| JP7417131B2 (ja) * | 2019-11-19 | 2024-01-18 | ダイキン工業株式会社 | ポリテトラフルオロエチレンの製造方法 |
| JP6989792B2 (ja) | 2019-12-25 | 2022-01-12 | ダイキン工業株式会社 | フルオロポリマーの製造方法 |
| WO2021149022A1 (en) * | 2020-01-24 | 2021-07-29 | Gujarat Fluorochemicals Limited | Process for polymerizing fluoromonomers using a combination of fluorinated and non-fluorinated surfactant |
| EP4126977A1 (en) | 2020-05-14 | 2023-02-08 | Gujarat Fluorochemicals Limited | Process for polymerizing fluoromonomers using a combination of fluorinated and non-fluorinated surfactant |
| EP4186957A4 (en) * | 2020-07-21 | 2024-07-24 | Agc Inc. | Water- and oil-repelling agent composition, method for producing same, and article |
| CN116234794A (zh) * | 2020-10-01 | 2023-06-06 | 科慕埃弗西有限公司 | 含氟聚合物的水性聚合反应中的低反应性烃分散剂 |
| CN117015557A (zh) | 2021-03-18 | 2023-11-07 | 大金工业株式会社 | 氟树脂的制造方法、氟树脂和水性分散液 |
| TWI906497B (zh) | 2021-03-31 | 2025-12-01 | 日商大金工業股份有限公司 | 氟樹脂組成物之用途、及成形體 |
| WO2022211067A1 (ja) | 2021-03-31 | 2022-10-06 | ダイキン工業株式会社 | フッ素樹脂組成物、及び、成形体 |
| JP7323832B2 (ja) | 2021-03-31 | 2023-08-09 | ダイキン工業株式会社 | フッ素樹脂組成物、及び、成形体 |
| KR20230160917A (ko) | 2021-03-31 | 2023-11-24 | 다이킨 고교 가부시키가이샤 | 불소 수지 조성물의 제조 방법, 불소 수지 조성물 및 성형체 |
| US20230106833A1 (en) * | 2021-10-06 | 2023-04-06 | Surface Technology, Inc | Composite PTFE plating |
| JP7785034B2 (ja) | 2022-03-31 | 2025-12-12 | ダイキン工業株式会社 | フッ素樹脂組成物、及び、成形体 |
| JP7560797B2 (ja) | 2023-01-18 | 2024-10-03 | ダイキン工業株式会社 | 電気化学デバイス用合剤自立膜、電極、及び、電気化学デバイス |
| EP4481860A4 (en) | 2023-01-18 | 2025-07-23 | Daikin Ind Ltd | MIXTURE FOR ELECTROCHEMICAL DEVICE, MIXTURE SHEET FOR ELECTROCHEMICAL DEVICE, ELECTRODE, AND ELECTROCHEMICAL DEVICE |
| EP4525095A4 (en) | 2023-01-18 | 2026-04-08 | Daikin Ind Ltd | Tetrafluoroethylene polymer composition, binder for semiconductor secondary batteries, electrolyte layer mixture, electrode mixture, electrode and semiconductor secondary battery |
| CN120530158A (zh) | 2023-01-18 | 2025-08-22 | 大金工业株式会社 | 聚四氟乙烯组合物 |
| EP4471908A4 (en) | 2023-01-18 | 2025-10-01 | Daikin Ind Ltd | TETRAFLUOROETHYLENE-BASED POLYMER COMPOSITION, BINDER FOR ELECTROCHEMICAL DEVICE, MIXTURE FOR ELECTRODE, ELECTRODE, AND SECONDARY BATTERY |
| JP7804869B2 (ja) * | 2023-08-08 | 2026-01-23 | Ａｇｃ株式会社 | 含フッ素重合体の製造方法、水性分散液、粒子、及び組成物 |
| JP7800762B2 (ja) * | 2023-08-08 | 2026-01-16 | Ａｇｃ株式会社 | 含フッ素重合体の製造方法、水性分散液、粒子及び組成物 |
| JP7741457B2 (ja) | 2024-01-18 | 2025-09-18 | ダイキン工業株式会社 | テトラフルオロエチレン系ポリマー組成物、電気化学デバイス用バインダー、電極合剤、電極、及び、二次電池 |
| JP7719418B1 (ja) | 2024-01-18 | 2025-08-06 | ダイキン工業株式会社 | 組成物、電気化学デバイス用バインダー、電極合剤、電極、及び、二次電池 |
| EP4645423A1 (en) | 2024-01-18 | 2025-11-05 | Daikin Industries, Ltd. | Electrochemical device, composition, electrode mixture, electrode, and secondary battery |
Family Cites Families (75)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA878571A (en) | 1971-08-17 | H. Porter Verleon | Dispersion polymerization of tetrafluoroethylene | |
| US2559752A (en) | 1951-03-06 | 1951-07-10 | Du Pont | Aqueous colloidal dispersions of polymers |
| BE563881A (https=) | 1957-01-11 | |||
| US3000892A (en) | 1959-11-16 | 1961-09-19 | Paul A J Janssen | 1-aroylalkyl-4-aroylpiperazines |
| US3037953A (en) | 1961-04-26 | 1962-06-05 | Du Pont | Concentration of aqueous colloidal dispersions of polytetrafluoroethylene |
| US3271341A (en) | 1961-08-07 | 1966-09-06 | Du Pont | Aqueous colloidal dispersions of polymer |
| US3282875A (en) | 1964-07-22 | 1966-11-01 | Du Pont | Fluorocarbon vinyl ether polymers |
| US3391099A (en) | 1966-04-25 | 1968-07-02 | Du Pont | Polymerization process |
| DE2015279A1 (de) | 1969-04-01 | 1970-10-08 | E.I. du Pont de Nemours and'Company, Wilmington, Del. (V.St.A.) | Dispersionspolymerisation von Tetrafluoräthylen |
| DE2037028C2 (de) | 1970-07-25 | 1982-07-08 | Hoechst Ag, 6000 Frankfurt | Verfahren zur Herstellung fluorhaltiger Copolymerisate |
| US4036802A (en) | 1975-09-24 | 1977-07-19 | E. I. Du Pont De Nemours And Company | Tetrafluoroethylene copolymer fine powder resin |
| US4098978A (en) | 1975-11-12 | 1978-07-04 | The B. F. Goodrich Company | Process for emulsion polymerization of vinylidene halides and product thereof |
| US4342675A (en) * | 1978-06-16 | 1982-08-03 | E. I. Du Pont De Nemours And Company | Process for preparing aqueous dispersion of polytetrafluoroethylene |
| US4358545A (en) | 1980-06-11 | 1982-11-09 | The Dow Chemical Company | Sulfonic acid electrolytic cell having flourinated polymer membrane with hydration product less than 22,000 |
| US4463144A (en) | 1980-09-10 | 1984-07-31 | Asahi Glass Company Ltd. | Process for producing propylene-tetrafluoroethylene copolymer |
| US4552631A (en) | 1983-03-10 | 1985-11-12 | E. I. Du Pont De Nemours And Company | Reinforced membrane, electrochemical cell and electrolysis process |
| US4469846A (en) * | 1983-05-20 | 1984-09-04 | E. I. Du Pont De Nemours And Company | Core/shell fluoropolymer compositions |
| US4940525A (en) | 1987-05-08 | 1990-07-10 | The Dow Chemical Company | Low equivalent weight sulfonic fluoropolymers |
| JP3172983B2 (ja) | 1993-09-20 | 2001-06-04 | ダイキン工業株式会社 | ビニリデンフルオライド系重合体の水性分散液およびその製法 |
| DE4335705A1 (de) | 1993-10-20 | 1995-04-27 | Hoechst Ag | Herstellung eines modifizierten Polytetrafluorethylens und seine Verwendung |
| IT1270703B (it) | 1994-11-17 | 1997-05-07 | Ausimont Spa | Microemulsioni di fluoropoliossialchileni in miscela con idrocarburi, e loro uso in processi di (co)polimerizzazione di monomeri fluorurati |
| US5637748A (en) | 1995-03-01 | 1997-06-10 | E. I. Du Pont De Nemours And Company | Process for synthesizing fluorinated nitrile compounds |
| US5955556A (en) * | 1995-11-06 | 1999-09-21 | Alliedsignal Inc. | Method of manufacturing fluoropolymers |
| US5969067A (en) | 1996-09-13 | 1999-10-19 | E.I. Dupont De Nemours And Company | Phosphorus-containing fluoromonomers and polymers thereof |
| US5866711A (en) | 1996-09-13 | 1999-02-02 | E. I. Du Pont De Nemours And Company | Fluorocyanate and fluorocarbamate monomers and polymers thereof |
| US6512063B2 (en) | 2000-10-04 | 2003-01-28 | Dupont Dow Elastomers L.L.C. | Process for producing fluoroelastomers |
| EP1392744B1 (en) | 2001-05-02 | 2008-07-09 | 3M Innovative Properties Company | Emulsifier free aqueous emulsion polymerization process for making fluoropolymers |
| US6833414B2 (en) * | 2002-02-12 | 2004-12-21 | Arkema Inc. | Cross-linkable aqueous fluoropolymer based dispersions containing silanes |
| US6824872B2 (en) * | 2002-04-23 | 2004-11-30 | Laurel Products Llc | Surface-treating fluoropolymer powders using atmospheric plasma |
| WO2003106556A1 (ja) * | 2002-05-20 | 2003-12-24 | ダイキン工業株式会社 | 含フッ素樹脂水性分散体組成物及び含フッ素水性塗料組成物 |
| JP2006504844A (ja) | 2002-10-31 | 2006-02-09 | スリーエム イノベイティブ プロパティズ カンパニー | フッ化オレフィンと炭化水素オレフィンとのコポリマーを製造するための、乳化剤非含有水性乳化重合 |
| JP4433145B2 (ja) * | 2003-02-12 | 2010-03-17 | 日東電工株式会社 | 光学部材用粘着剤組成物、光学部材用粘着剤層、粘着型光学部材および画像表示装置 |
| US6841616B2 (en) | 2003-03-28 | 2005-01-11 | Arkema Inc. | Polymerization of halogen-containing monomers using siloxane surfactant |
| US6869997B2 (en) | 2003-05-06 | 2005-03-22 | Arkema, Inc. | Polymerization of fluoromonomers using a 3-allyloxy-2-hydroxy-1-propanesulfonic acid salt as surfactant |
| JP2004359870A (ja) | 2003-06-05 | 2004-12-24 | Daikin Ind Ltd | 界面活性剤、含フッ素重合体の製造方法及び含フッ素重合体水性分散液 |
| US7589234B2 (en) | 2003-07-02 | 2009-09-15 | Daikin Industries, Ltd. | Fluoroalkyl carboxylic acid derivative, method for producing fluorine-containing polymer, and aqueous dispersion of fluorine-containing polymer |
| WO2005007745A1 (ja) * | 2003-07-18 | 2005-01-27 | Kaneka Corporation | 硬化性組成物 |
| US20050090613A1 (en) | 2003-10-22 | 2005-04-28 | Daikin Industries, Ltd. | Process for preparing fluorine-containing polymer latex |
| ATE529451T1 (de) * | 2003-11-17 | 2011-11-15 | 3M Innovative Properties Co | Wässrige ptfe-dispersionen mit einem niedrigen gehalt an fluorierten emulgatoren |
| JP4100431B2 (ja) | 2003-12-25 | 2008-06-11 | ダイキン工業株式会社 | フルオロポリマーの製造方法 |
| US7122610B2 (en) | 2004-04-27 | 2006-10-17 | Arkema Inc. | Method of producing thermoplastic fluoropolymers using alkyl sulfonate surfactants |
| JP2006111722A (ja) * | 2004-10-14 | 2006-04-27 | Daikin Ind Ltd | 含フッ素重合体の製造方法 |
| US20060178472A1 (en) * | 2005-02-10 | 2006-08-10 | Johnson David W | Process for producing low fluorosurfactant-containing aqueous fluoropolymer dispersions with controlled pH |
| US8338518B2 (en) | 2005-06-10 | 2012-12-25 | Arkema Inc. | Aqueous process for making a stable fluoropolymer dispersion |
| US8080621B2 (en) | 2005-06-10 | 2011-12-20 | Arkema Inc. | Aqueous process for making fluoropolymers |
| US20060281845A1 (en) | 2005-06-10 | 2006-12-14 | Ramin Amin-Sanayei | Aqueous process for making fluoropolymers |
| US7671112B2 (en) | 2005-07-15 | 2010-03-02 | 3M Innovative Properties Company | Method of making fluoropolymer dispersion |
| GB0514398D0 (en) | 2005-07-15 | 2005-08-17 | 3M Innovative Properties Co | Aqueous emulsion polymerization of fluorinated monomers using a fluorinated surfactant |
| GB0514387D0 (en) | 2005-07-15 | 2005-08-17 | 3M Innovative Properties Co | Aqueous emulsion polymerization of fluorinated monomers using a perfluoropolyether surfactant |
| ES2611988T3 (es) | 2005-08-08 | 2017-05-11 | Arkema Inc. | Polimerización de fluoropolímeros usando tensioactivos no fluorados |
| US8124699B2 (en) | 2005-08-08 | 2012-02-28 | Arkema Inc. | Polymerization of fluoropolymers using alkyl phosphonate surfactants |
| CN100558753C (zh) | 2005-10-17 | 2009-11-11 | 旭硝子株式会社 | 聚四氟乙烯水性乳化液、由其制得的聚四氟乙烯细粉和多孔体 |
| WO2007046377A1 (ja) | 2005-10-20 | 2007-04-26 | Asahi Glass Company, Limited | 溶融成形可能なフッ素樹脂の製造方法 |
| JP5141256B2 (ja) | 2005-10-20 | 2013-02-13 | 旭硝子株式会社 | ポリテトラフルオロエチレン水性分散液およびその製品 |
| EP1942118B1 (en) | 2005-10-26 | 2013-09-11 | Asahi Glass Company, Limited | Fluororesin with low fluorine-containing emulsifier residual and method for producing same |
| EP1948706B1 (en) | 2005-11-18 | 2012-09-19 | E.I. Du Pont De Nemours And Company | Core/shell polymer |
| US7728087B2 (en) * | 2005-12-23 | 2010-06-01 | 3M Innovative Properties Company | Fluoropolymer dispersion and method for making the same |
| US20070282044A1 (en) | 2006-05-31 | 2007-12-06 | Robert John Cavanaugh | Concentrated fluoropolymer dispersions stabilized with anionic polyelectrolyte dispersing agents |
| WO2008019155A1 (en) | 2006-08-11 | 2008-02-14 | The University Of North Carolina At Chapel Hill | Process of fluoromonomer polymerization |
| WO2008060462A1 (en) | 2006-11-09 | 2008-05-22 | E. I. Du Pont De Nemours And Company | Aqueous polymerization of fluorinated monomers using polymerization agent comprising fluoropolyether acid or salt and siloxane surfactant |
| JP5439186B2 (ja) * | 2006-11-09 | 2014-03-12 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | フルオロポリエーテル酸または塩および炭化水素系界面活性剤を含む重合剤を用いるフッ素化モノマーの水性重合 |
| EP2079766B1 (en) | 2006-11-09 | 2011-05-18 | E.I. Du Pont De Nemours And Company | Aqueous polymerization of fluorinated monomer using polymerization agent comprising high molecular weight fluoropolyether acid or salt and fluoropolyether acid or salt surfactant |
| US7521513B2 (en) * | 2006-11-29 | 2009-04-21 | Dupont Performance Elastomers Llc | Semi-batch process for producing fluoroelastomers |
| US20080262177A1 (en) | 2006-12-19 | 2008-10-23 | Lyons Donald F | Process for producing fluoroelastomers |
| US20080146757A1 (en) | 2006-12-19 | 2008-06-19 | Lyons Donald F | Process for producing fluoroelastomers |
| US7694203B2 (en) * | 2007-07-03 | 2010-04-06 | Sun Microsystems, Inc. | On-chip samplers for asynchronously triggered events |
| WO2009013214A1 (en) * | 2007-07-20 | 2009-01-29 | Solvay Solexis S.P.A. | Process for polymer dispersions |
| EP2274345B1 (en) | 2008-04-07 | 2017-01-04 | Arkema Inc. | Polymerization of fluoropolymers using polycaprolactone |
| US9192915B2 (en) * | 2008-05-10 | 2015-11-24 | Brigham Young University | Porous composite particulate materials, methods of making and using same, and related apparatuses |
| US8153738B2 (en) | 2008-12-23 | 2012-04-10 | E I Du Pont De Nemours And Company | Fluoropolymer produced by aqueous polymerization using dispersed particulate of fluorinated ionomer |
| WO2011024856A1 (ja) | 2009-08-28 | 2011-03-03 | ダイキン工業株式会社 | 含フッ素重合体の製造方法 |
| WO2011024857A1 (ja) | 2009-08-28 | 2011-03-03 | ダイキン工業株式会社 | 含フッ素重合体の製造方法 |
| CN101787091B (zh) * | 2010-01-18 | 2011-08-24 | 上海三爱富新材料股份有限公司 | 一种含氟聚合物水性分散乳液及其制备方法 |
| EP3533811B1 (en) | 2010-11-09 | 2021-08-11 | The Chemours Company FC, LLC | Nucleation in aqueous polymerization of fluoromonomer |
| JP6109073B2 (ja) | 2010-11-09 | 2017-04-05 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニーＥ．Ｉ．Ｄｕ Ｐｏｎｔ Ｄｅ Ｎｅｍｏｕｒｓ Ａｎｄ Ｃｏｍｐａｎｙ | 炭化水素界面活性剤を用いたフルオロモノマーの水性重合 |
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| US20200291141A1 (en) | 2020-09-17 |
| EP3539995A1 (en) | 2019-09-18 |
| WO2012064841A1 (en) | 2012-05-18 |
| US20170073435A1 (en) | 2017-03-16 |
| US20160122509A1 (en) | 2016-05-05 |
| US10703829B2 (en) | 2020-07-07 |
| US11655312B2 (en) | 2023-05-23 |
| US9255164B2 (en) | 2016-02-09 |
| JP2013542308A (ja) | 2013-11-21 |
| EP2638081B1 (en) | 2019-07-03 |
| EP2638081A1 (en) | 2013-09-18 |
| CN106188353B (zh) | 2018-08-31 |
| CN103201300A (zh) | 2013-07-10 |
| CN103201300B (zh) | 2016-11-09 |
| US20120116003A1 (en) | 2012-05-10 |
| US9518170B2 (en) | 2016-12-13 |
| CN106188353A (zh) | 2016-12-07 |
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