CA2041559A1 - Copolymers of vinylidene fluoride and hexafluoropropylene and process for preparing the same - Google Patents
Copolymers of vinylidene fluoride and hexafluoropropylene and process for preparing the sameInfo
- Publication number
- CA2041559A1 CA2041559A1 CA2041559A CA2041559A CA2041559A1 CA 2041559 A1 CA2041559 A1 CA 2041559A1 CA 2041559 A CA2041559 A CA 2041559A CA 2041559 A CA2041559 A CA 2041559A CA 2041559 A1 CA2041559 A1 CA 2041559A1
- Authority
- CA
- Canada
- Prior art keywords
- vinylidene fluoride
- hexafluoropropylene
- reaction medium
- copolymers
- weight
- 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
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
- C08F259/00—Macromolecular compounds obtained by polymerising monomers on to polymers of halogen containing monomers as defined in group C08F14/00
- C08F259/08—Macromolecular compounds obtained by polymerising monomers on to polymers of halogen containing monomers as defined in group C08F14/00 on to polymers 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
- 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
Abstract
Melt processable copolymers of vinylidene fluoride and hexafluoropropylene, containing from about 1% to about 20% hexafluoropropylene by weight, are prepared by emulsion polymerization of vinylidene fluoride and hexafluoropropylene in a stirred aqueous reaction medium. The reaction medium is formed by charging to a heated reactor, water, vinylidene fluoride, an initiator to start the polymerization, and a water-soluble surfactant capable of emulsifying both the initiator and the reaction mass during polymerization.
Additional amounts of vinylidene fluoride and initiator are fed to the reaction medium to continue polymerization of the vinylidene fluoride monomer until from abut 50% to abut 90% of the total weight of the vinylidene fluoride monomer utilized in the process has been added to the reaction medium. There is then added to the reaction medium (i) from about 1% to about 20%
hexafluoropropylene by weight, based upon the combined weight of the hexafluoropropylene and the total weight of the vinylidene fluoride utilized in the process, and (ii) the balance of the vinylidene fluoride utilized in the process.
The resulting vinylidene fluoride/hexafluoropropylene copolymers are characterized by improved mechanical properties and a DSC melting point typically in the range of from about 160°C to about 170°C, preferably from about 163°C to about 168°C.
Additional amounts of vinylidene fluoride and initiator are fed to the reaction medium to continue polymerization of the vinylidene fluoride monomer until from abut 50% to abut 90% of the total weight of the vinylidene fluoride monomer utilized in the process has been added to the reaction medium. There is then added to the reaction medium (i) from about 1% to about 20%
hexafluoropropylene by weight, based upon the combined weight of the hexafluoropropylene and the total weight of the vinylidene fluoride utilized in the process, and (ii) the balance of the vinylidene fluoride utilized in the process.
The resulting vinylidene fluoride/hexafluoropropylene copolymers are characterized by improved mechanical properties and a DSC melting point typically in the range of from about 160°C to about 170°C, preferably from about 163°C to about 168°C.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US521,814 | 1990-05-10 | ||
US07/521,814 US5093427A (en) | 1990-05-10 | 1990-05-10 | Copolymers of vinylidene fluoride and hexafluoropropylene and process for preparing the same |
Publications (2)
Publication Number | Publication Date |
---|---|
CA2041559A1 true CA2041559A1 (en) | 1991-11-11 |
CA2041559C CA2041559C (en) | 1997-10-14 |
Family
ID=24078280
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA002041559A Expired - Fee Related CA2041559C (en) | 1990-05-10 | 1991-04-30 | Copolymers of vinylidene fluoride and hexafluoropropylene and process for preparing the same |
Country Status (7)
Country | Link |
---|---|
US (2) | US5093427A (en) |
EP (1) | EP0456019B2 (en) |
JP (1) | JP2785077B2 (en) |
AU (1) | AU631737B2 (en) |
CA (1) | CA2041559C (en) |
DE (1) | DE69117334T3 (en) |
DK (1) | DK0456019T4 (en) |
Families Citing this family (65)
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IT1265033B1 (en) * | 1993-05-28 | 1996-10-28 | Ausimont Spa | HIGH MECHANICAL PERFORMANCE POLYVINYLIDENFLUORIDE AND HIGH THERMOCHEMICAL STABILITY, AND RELATED PREPARATION PROCESS |
TW290579B (en) * | 1993-12-23 | 1996-11-11 | Fina Research | |
US5869577A (en) * | 1994-12-06 | 1999-02-09 | Daikin Industries, Ltd. | Flourine-containing elastic copolymer excellent in molding processability, preparation process thereof and vulcanizable composition excellent in molding processability |
US7266725B2 (en) * | 2001-09-03 | 2007-09-04 | Pact Xpp Technologies Ag | Method for debugging reconfigurable architectures |
IT1288121B1 (en) * | 1996-07-01 | 1998-09-10 | Ausimont Spa | THERMOPLASTIC COPOLYMERS OF VINYLIDENFLUORIDE (VDF) |
AU5287798A (en) * | 1997-02-07 | 1998-08-13 | Elf Atochem North America, Inc. | Vehicles for paints and varnishes formulated with vinylidene fluoride-hexafluoropropylene copolymers |
CN1217727A (en) * | 1997-02-28 | 1999-05-26 | 北美埃尔夫爱托化学股份有限公司 | Copolymers of vinylidene fluoride and hexafluoropylene having reduced extractable content and improved solution clearity |
US6743876B2 (en) * | 1997-02-28 | 2004-06-01 | Atofina Chemicals, Inc. | Copolymers of vinylidene fluoride and hexafluoropropylene having reduced extractable content and improved solution clarity |
EP0907976A4 (en) * | 1997-02-28 | 2005-11-02 | Arkema Inc | Copolymers of vinylidene fluoride and hexafluoropropylene having reduced extractable content and improved solution clarity |
JPH11152366A (en) * | 1997-11-19 | 1999-06-08 | Asahi Chem Ind Co Ltd | Porous membrane of vinylidene fluoride-based resin |
US6063855A (en) * | 1998-01-02 | 2000-05-16 | Pecsok; Roger L. | Process for the manufacture of vinylidene fluoride powder coatings |
FR2804440A1 (en) * | 1999-09-14 | 2001-08-03 | Atofina | LATEX FLUORINATED IN MINIDISPERSION IN WATER WITHOUT SURFACTANT OR ORGANIC SOLVENT |
RU2256669C2 (en) * | 1999-11-03 | 2005-07-20 | Атофина Кемикалз, Инк. | Low-crystallinity vinylidene difluoride/hexafluoropropylene copolymers |
ATE527288T1 (en) * | 1999-11-09 | 2011-10-15 | Daikin Ind Ltd | VULCANIZABLE FLUORINE-CONTAINING ELASTOMER COMPOSITION |
US6410630B1 (en) | 1999-12-29 | 2002-06-25 | Pelseal Technologies, Llc | High solids fluoroelastomer compositions |
US6780935B2 (en) | 2000-02-15 | 2004-08-24 | Atofina Chemicals, Inc. | Fluoropolymer resins containing ionic or ionizable groups and products containing the same |
TW564267B (en) * | 2001-01-31 | 2003-12-01 | Kureha Chemical Ind Co Ltd | Resin composition, monofilament, manufacturing method thereof and fish-line |
US6911406B2 (en) * | 2001-06-26 | 2005-06-28 | Henkel Consumer Adhesives, Inc. | Composite sheet material |
US7247313B2 (en) | 2001-06-27 | 2007-07-24 | Advanced Cardiovascular Systems, Inc. | Polyacrylates coatings for implantable medical devices |
US20030073961A1 (en) * | 2001-09-28 | 2003-04-17 | Happ Dorrie M. | Medical device containing light-protected therapeutic agent and a method for fabricating thereof |
US7217426B1 (en) | 2002-06-21 | 2007-05-15 | Advanced Cardiovascular Systems, Inc. | Coatings containing polycationic peptides for cardiovascular therapy |
US7396539B1 (en) * | 2002-06-21 | 2008-07-08 | Advanced Cardiovascular Systems, Inc. | Stent coatings with engineered drug release rate |
US7005137B1 (en) | 2002-06-21 | 2006-02-28 | Advanceed Cardiovascular Systems, Inc. | Coating for implantable medical devices |
FR2842203A1 (en) * | 2002-07-12 | 2004-01-16 | Atofina | PROCESS FOR THE MANUFACTURE OF VINYLIDENE FLUORIDE POLYMER |
US7491233B1 (en) | 2002-07-19 | 2009-02-17 | Advanced Cardiovascular Systems Inc. | Purified polymers for coatings of implantable medical devices |
US20040063805A1 (en) * | 2002-09-19 | 2004-04-01 | Pacetti Stephen D. | Coatings for implantable medical devices and methods for fabrication thereof |
US20040096669A1 (en) * | 2002-11-20 | 2004-05-20 | Kim Young Jun | Fluorocarbon polymer coating powders |
US6841616B2 (en) * | 2003-03-28 | 2005-01-11 | Arkema Inc. | Polymerization of halogen-containing monomers using siloxane surfactant |
US8791171B2 (en) * | 2003-05-01 | 2014-07-29 | Abbott Cardiovascular Systems Inc. | Biodegradable coatings for implantable medical devices |
US7563454B1 (en) | 2003-05-01 | 2009-07-21 | Advanced Cardiovascular Systems, Inc. | Coatings for implantable medical devices |
US7449111B2 (en) * | 2003-07-30 | 2008-11-11 | Arkema Inc. | Resins containing ionic or ionizable groups with small domain sizes and improved conductivity |
US8039160B2 (en) * | 2004-07-14 | 2011-10-18 | Arkema Inc. | Multi-layer polyelectrolyte membrane |
US20060060244A1 (en) * | 2004-08-20 | 2006-03-23 | Eggum Shawn D | Fuel cell manifold |
US7244443B2 (en) * | 2004-08-31 | 2007-07-17 | Advanced Cardiovascular Systems, Inc. | Polymers of fluorinated monomers and hydrophilic monomers |
US7803867B2 (en) | 2005-05-19 | 2010-09-28 | Arkema Inc. | Highly weatherable roof coatings containing aqueous fluoropolymer dispersions |
US8124699B2 (en) * | 2005-08-08 | 2012-02-28 | Arkema Inc. | Polymerization of fluoropolymers using alkyl phosphonate surfactants |
FR2896250B1 (en) * | 2006-01-13 | 2012-08-17 | Arkema | EXTRUSION AGENT BASED ON PVDF |
US7863384B2 (en) * | 2006-05-01 | 2011-01-04 | Arkema Inc. | Fluoropolymers having improved whiteness |
US8785580B2 (en) * | 2006-07-06 | 2014-07-22 | Arkema Inc. | Ultra-high molecular weight poly(vinylidene fluoride) |
US9028859B2 (en) * | 2006-07-07 | 2015-05-12 | Advanced Cardiovascular Systems, Inc. | Phase-separated block copolymer coatings for implantable medical devices |
FR2904828B1 (en) * | 2006-08-08 | 2008-09-19 | Arkema France | VINYLIDENE FLUORIDE COPOLYMER FUNCTIONALIZED BY IRRADIATION GRAFTING BY UNSATURATED POLAR MONOMER |
US7700700B2 (en) * | 2007-01-26 | 2010-04-20 | Arkema Inc. | Vinylidene fluoride copolymer composition with improved low-temperature impact properties |
FR2918067B1 (en) * | 2007-06-27 | 2011-07-01 | Arkema France | COMPOSITE MATERIAL COMPRISING DISPERSED NANOTUBES IN A FLUORINATED POLYMERIC MATRIX. |
JP5617243B2 (en) * | 2007-11-28 | 2014-11-05 | ユニマテック株式会社 | Method for producing fluoroelastomer |
WO2010005757A1 (en) * | 2008-07-07 | 2010-01-14 | Arkema Inc. | Vinylidene fluoride / 2,3,3,3-tetrafluoropropene copolymers |
US9493595B2 (en) * | 2008-07-07 | 2016-11-15 | Arkema Inc. | Vinylidene fluoride copolymers |
JP5792158B2 (en) * | 2009-05-01 | 2015-10-07 | アーケマ・インコーポレイテッド | Foamed polyvinylidene fluoride structure |
JP5744016B2 (en) | 2009-06-15 | 2015-07-01 | アーケマ・インコーポレイテッド | Organic / inorganic composite blend film composition of polyelectrolyte blend containing nanoparticles |
US9000069B1 (en) | 2010-07-02 | 2015-04-07 | The Sherwin-Williams Company | Self-stratifying coatings |
KR20130096314A (en) | 2011-01-06 | 2013-08-29 | 미쯔비시 레이온 가부시끼가이샤 | Modifier for polyvinylidene fluoride, binder resin composition for batteries, secondary cell electrode, and battery |
FR3011504B1 (en) | 2013-10-04 | 2015-10-23 | Arkema France | TEXTILE ARTICLE IN PVDF |
EP2894380B1 (en) * | 2014-01-10 | 2017-11-22 | ContiTech USA, Inc. | Low permeation curb pump hose |
JP6722593B2 (en) * | 2014-05-19 | 2020-07-15 | アーケマ・インコーポレイテッド | High melt flow fluoropolymer composition |
WO2016130413A1 (en) * | 2015-02-09 | 2016-08-18 | Arkema Inc. | Heterogeneous, co-continuous copolymers of vinylidene fluoride |
JP6751722B2 (en) | 2015-03-11 | 2020-09-09 | アーケマ・インコーポレイテッド | High impact resistant blend of vinylidene fluoride-containing polymer |
EP3377539B1 (en) * | 2015-11-19 | 2021-05-19 | Arkema, Inc. | Fluoropolymer fiber-bonding agent and articles produced therewith |
EP3380537A4 (en) | 2015-11-25 | 2019-08-07 | Arkema, Inc. | Fluoropolymer compositions with improved mechanical dampening |
CN106336476B (en) * | 2016-08-25 | 2019-12-10 | 浙江孚诺林化工新材料有限公司 | preparation method of vinylidene fluoride copolymer with high elongation at break |
CN112189040B (en) * | 2018-05-18 | 2022-10-21 | 阿科玛股份有限公司 | Fluoropolymer-based powder coatings |
JP7297110B2 (en) * | 2020-08-26 | 2023-06-23 | 浙江衢州巨塑化工有限公司 | Method for producing copolymerized PVDF resin for lithium battery adhesive |
FR3118774B1 (en) | 2021-01-12 | 2024-03-01 | Arkema France | THERMOPLASTIC COMPOSITE MATERIAL FOR COMPOSITE TUBULAR STRUCTURES |
FR3121792B1 (en) | 2021-04-09 | 2023-06-16 | Arkema France | SOLID ELECTROLYTE FOR LI-ION BATTERY |
CN114395094B (en) * | 2021-12-24 | 2023-12-19 | 乳源东阳光氟树脂有限公司 | Organic-inorganic composite PVDF resin emulsion, coating liquid and preparation method thereof |
FR3132163A1 (en) | 2022-01-21 | 2023-07-28 | Arkema France | SOLID ELECTROLYTE FOR ALL SOLID BATTERY |
CN115677902B (en) * | 2022-11-16 | 2023-06-23 | 乳源东阳光氟树脂有限公司 | Vinylidene fluoride copolymer and preparation method and application thereof |
Family Cites Families (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3624064A (en) * | 1967-05-15 | 1971-11-30 | Kureha Chemical Ind Co Ltd | Polymerization of fluoroethylenes |
US3732184A (en) * | 1971-04-22 | 1973-05-08 | Tanner Co Chas S | Emulsion polymerization method |
US4076929A (en) * | 1975-10-30 | 1978-02-28 | Pennwalt Corporation | Vinylidene fluoride polymer having improved melt flow properties |
JPS5386786A (en) * | 1977-09-30 | 1978-07-31 | Daikin Ind Ltd | Polymer having fluoring-containing segment and production |
US4360652A (en) * | 1981-08-31 | 1982-11-23 | Pennwalt Corporation | Method of preparing high quality vinylidene fluoride polymer in aqueous emulsion |
JPS58164611A (en) * | 1982-03-25 | 1983-09-29 | Daikin Ind Ltd | New optical material |
US4564013A (en) † | 1984-05-24 | 1986-01-14 | Ethicon, Inc. | Surgical filaments from vinylidene fluoride copolymers |
US4569978A (en) * | 1984-07-25 | 1986-02-11 | Pennwalt Corporation | Emulsion polymerization of vinylidene fluoride polymers in the presence of trichlorofluoromethane as chain transfer agent |
JPS6176507A (en) * | 1984-07-25 | 1986-04-19 | ペンウオルト・コ−ポレ−シヨン | Improved emulsion polymerization for vinylidene fluoride polymer |
FR2610325B1 (en) * | 1987-02-03 | 1989-10-06 | Atochem | HETEROGENEOUS COPOLYMER OF VINYLIDENE FLUORIDE AND CHLOROTRIFLUOROETHYLENE. PROCESS FOR THE MANUFACTURE OF THE HETEROGENEOUS COPOLYMER |
-
1990
- 1990-05-10 US US07/521,814 patent/US5093427A/en not_active Expired - Lifetime
-
1991
- 1991-04-18 DK DK91106261T patent/DK0456019T4/en active
- 1991-04-18 EP EP91106261A patent/EP0456019B2/en not_active Expired - Lifetime
- 1991-04-18 DE DE69117334T patent/DE69117334T3/en not_active Expired - Fee Related
- 1991-04-22 AU AU75214/91A patent/AU631737B2/en not_active Ceased
- 1991-04-30 CA CA002041559A patent/CA2041559C/en not_active Expired - Fee Related
- 1991-05-10 JP JP3133336A patent/JP2785077B2/en not_active Expired - Fee Related
-
1995
- 1995-01-03 US US08/367,913 patent/US6187885B1/en not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
EP0456019B1 (en) | 1996-02-28 |
DK0456019T4 (en) | 2000-08-21 |
US6187885B1 (en) | 2001-02-13 |
DE69117334D1 (en) | 1996-04-04 |
DE69117334T2 (en) | 1996-07-11 |
EP0456019A1 (en) | 1991-11-13 |
DE69117334T3 (en) | 2000-09-21 |
EP0456019B2 (en) | 2000-05-24 |
AU7521491A (en) | 1991-11-14 |
CA2041559C (en) | 1997-10-14 |
DK0456019T3 (en) | 1996-03-25 |
AU631737B2 (en) | 1992-12-03 |
JP2785077B2 (en) | 1998-08-13 |
US5093427A (en) | 1992-03-03 |
JPH06336510A (en) | 1994-12-06 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
EEER | Examination request | ||
MKLA | Lapsed |