DE2559260C3 - Verfahren zur Modifizierung von Polyvinylidenfluorid - Google Patents
Verfahren zur Modifizierung von PolyvinylidenfluoridInfo
- Publication number
- DE2559260C3 DE2559260C3 DE2559260A DE2559260A DE2559260C3 DE 2559260 C3 DE2559260 C3 DE 2559260C3 DE 2559260 A DE2559260 A DE 2559260A DE 2559260 A DE2559260 A DE 2559260A DE 2559260 C3 DE2559260 C3 DE 2559260C3
- Authority
- DE
- Germany
- Prior art keywords
- polyvinylidene fluoride
- monomers
- catalyst
- graft
- solid phase
- 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
Links
- 239000002033 PVDF binder Substances 0.000 title claims description 38
- 229920002981 polyvinylidene fluoride Polymers 0.000 title claims description 38
- 238000000034 method Methods 0.000 title claims description 14
- 239000000178 monomer Substances 0.000 claims description 31
- 239000003054 catalyst Substances 0.000 claims description 19
- 229920000578 graft copolymer Polymers 0.000 claims description 19
- 229920000642 polymer Polymers 0.000 claims description 14
- 239000002904 solvent Substances 0.000 claims description 11
- 239000007790 solid phase Substances 0.000 claims description 9
- 238000006116 polymerization reaction Methods 0.000 claims description 8
- 150000001875 compounds Chemical class 0.000 claims description 7
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 229920003023 plastic Polymers 0.000 claims description 4
- 239000004033 plastic Substances 0.000 claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- 238000007334 copolymerization reaction Methods 0.000 claims description 3
- 238000010438 heat treatment Methods 0.000 claims description 3
- 238000003860 storage Methods 0.000 claims description 2
- YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 description 8
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 8
- BQCIDUSAKPWEOX-UHFFFAOYSA-N 1,1-Difluoroethene Chemical compound FC(F)=C BQCIDUSAKPWEOX-UHFFFAOYSA-N 0.000 description 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- 239000000126 substance Substances 0.000 description 5
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 4
- -1 vinyl halides Chemical class 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000002318 adhesion promoter Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 3
- 239000004926 polymethyl methacrylate Substances 0.000 description 3
- 239000000758 substrate Substances 0.000 description 3
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 2
- 239000000853 adhesive Substances 0.000 description 2
- 230000001070 adhesive effect Effects 0.000 description 2
- 229920005601 base polymer Polymers 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 238000010559 graft polymerization reaction Methods 0.000 description 2
- 239000008187 granular material Substances 0.000 description 2
- 239000007791 liquid phase Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 238000010526 radical polymerization reaction Methods 0.000 description 2
- 230000000717 retained effect Effects 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 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
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 238000012662 bulk polymerization Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 230000007717 exclusion Effects 0.000 description 1
- XUCNUKMRBVNAPB-UHFFFAOYSA-N fluoroethene Chemical compound FC=C XUCNUKMRBVNAPB-UHFFFAOYSA-N 0.000 description 1
- 229920002313 fluoropolymer Polymers 0.000 description 1
- 239000004811 fluoropolymer Substances 0.000 description 1
- 229910052809 inorganic oxide Inorganic materials 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 150000001451 organic peroxides Chemical class 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 150000002976 peresters Chemical class 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920002620 polyvinyl fluoride Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- RGBXDEHYFWDBKD-UHFFFAOYSA-N propan-2-yl propan-2-yloxy carbonate Chemical compound CC(C)OOC(=O)OC(C)C RGBXDEHYFWDBKD-UHFFFAOYSA-N 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- MWNQXXOSWHCCOZ-UHFFFAOYSA-L sodium;oxido carbonate Chemical compound [Na+].[O-]OC([O-])=O MWNQXXOSWHCCOZ-UHFFFAOYSA-L 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 239000010409 thin film Substances 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
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 239000000080 wetting agent Substances 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
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Graft Or Block Polymers (AREA)
Priority Applications (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2559260A DE2559260C3 (de) | 1975-12-31 | 1975-12-31 | Verfahren zur Modifizierung von Polyvinylidenfluorid |
| US05/753,153 US4151225A (en) | 1975-12-31 | 1976-12-21 | Method for the modification of polyvinylidene fluoride |
| JP16078276A JPS5284277A (en) | 1975-12-31 | 1976-12-28 | Copolymers based on polyvinylidene fluoride and process for producing same |
| BE173715A BE849956A (fr) | 1975-12-31 | 1976-12-29 | Procede pour la modification du fluorure de polyvinylidene |
| FR7639629A FR2337149A1 (fr) | 1975-12-31 | 1976-12-30 | Procede pour la modification du fluorure de polyvinylidene |
| NL7614578A NL7614578A (nl) | 1975-12-31 | 1976-12-30 | Werkwijze voor het modificeren van polyvinylideen- fluoride. |
| US05/954,060 US4308359A (en) | 1975-12-31 | 1978-10-23 | Method for the modification of polyvinylidene fluoride |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2559260A DE2559260C3 (de) | 1975-12-31 | 1975-12-31 | Verfahren zur Modifizierung von Polyvinylidenfluorid |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2559260A1 DE2559260A1 (de) | 1977-07-14 |
| DE2559260B2 DE2559260B2 (de) | 1981-07-16 |
| DE2559260C3 true DE2559260C3 (de) | 1982-04-01 |
Family
ID=5965919
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2559260A Expired DE2559260C3 (de) | 1975-12-31 | 1975-12-31 | Verfahren zur Modifizierung von Polyvinylidenfluorid |
Country Status (6)
| Country | Link |
|---|---|
| US (2) | US4151225A (enExample) |
| JP (1) | JPS5284277A (enExample) |
| BE (1) | BE849956A (enExample) |
| DE (1) | DE2559260C3 (enExample) |
| FR (1) | FR2337149A1 (enExample) |
| NL (1) | NL7614578A (enExample) |
Families Citing this family (35)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2478649B1 (fr) * | 1980-03-21 | 1985-06-21 | Ugine Kuhlmann | Polyfluorure de vinylidene traite en vue de son adherence sur metaux, procede de traitement |
| ZA824471B (en) * | 1981-06-26 | 1983-04-27 | Ici Australia Ltd | Polymers |
| US4472557A (en) * | 1983-05-19 | 1984-09-18 | Central Glass Company, Limited | Elastic fluorohydrocarbon resin and method of producing same |
| US4574141A (en) * | 1984-06-15 | 1986-03-04 | Formosa Plastics Corporation | Method for producing graft-copolymers of vinyl chloride and polyfluorine resin by copolymerization |
| US4822122A (en) * | 1985-06-12 | 1989-04-18 | Mitsubishi Rayon Co., Ltd. | Optical transmission medium and process for producing the same based on vinylidene flouride polymers and metharylate polymers |
| US4774132A (en) * | 1986-05-01 | 1988-09-27 | Pall Corporation | Polyvinylidene difluoride structure |
| FR2610325B1 (fr) * | 1987-02-03 | 1989-10-06 | Atochem | Copolymere heterogene de fluorure de vinylidene et de chlorotrifluoroethylene. procede de fabrication du copolymere heterogene |
| JP2653182B2 (ja) * | 1988-09-06 | 1997-09-10 | ダイキン工業株式会社 | 固体状高分子物質、その製法及び用途 |
| US5576106A (en) * | 1994-07-28 | 1996-11-19 | E. I. Du Pont De Nemours And Company | Grafted fluoropolymer powders |
| US5554414A (en) * | 1995-04-12 | 1996-09-10 | Millipore Investment Holdings Limited | Process for forming membrane having a hydrophobic fluoropolymer surface |
| US5696215A (en) * | 1996-02-28 | 1997-12-09 | Central Glass Company, Limited | Elastic fluorohydrocarbon resin and method of producing same |
| DE69823051T2 (de) * | 1997-10-24 | 2005-03-17 | Daikin Industries, Ltd. | Wässrige harzdispersionszusammensetzung |
| US6355081B1 (en) * | 1999-06-01 | 2002-03-12 | Usf Filtration And Separations Group, Inc. | Oleophobic filter materials for filter venting applications |
| AU2039801A (en) | 1999-10-22 | 2001-05-08 | Government of the United States of America as represented by the Administrator of the National Aeronautics and Space Administration (NASA), The | Electrostrictive graft elastomers |
| US6579342B2 (en) | 2001-02-07 | 2003-06-17 | Pall Corporation | Oleophobic membrane materials by oligomer polymerization for filter venting applications |
| US6811696B2 (en) * | 2002-04-12 | 2004-11-02 | Pall Corporation | Hydrophobic membrane materials for filter venting applications |
| US6797781B2 (en) * | 2002-04-26 | 2004-09-28 | Teknor Apex Company | Blends of fluoropolymer and plasticized polyvinyl chloride |
| FR2856404B1 (fr) * | 2003-06-06 | 2008-08-08 | Atofina | Procede de greffage de polymere fluore et structures multicouches comprenant ce polymere greffe |
| FR2856403A1 (fr) * | 2003-06-06 | 2004-12-24 | Atofina | Procede de greffage de polymere fluore et structures multicouches comprenant ce polymere greffe |
| US7241817B2 (en) * | 2003-06-06 | 2007-07-10 | Arkema France | Process for grafting a fluoropolymer and multilayer structures comprising this grafted polymer |
| FR2886708B1 (fr) * | 2005-06-02 | 2007-08-17 | Arkema Sa | Utilisation de polymere fluore modifie pour le transport d'eau ou de gaz |
| US7717273B2 (en) * | 2006-05-24 | 2010-05-18 | Millipore Corporation | Membrane surface modification by radiation-induced polymerization |
| FR2904828B1 (fr) * | 2006-08-08 | 2008-09-19 | Arkema France | Copolymere de fluorure de vinylidene fonctionnalise par greffage par irradiation par un monomere polaire insature |
| EP2592108A1 (en) | 2006-12-20 | 2013-05-15 | Honeywell International Inc. | Copolymers for barriers |
| WO2008079879A1 (en) * | 2006-12-20 | 2008-07-03 | Honeywell International Inc. | Fluorocopolymer blends |
| US8552128B2 (en) * | 2006-12-20 | 2013-10-08 | Honeywell International Inc. | Polymer processing simplification |
| WO2008079886A1 (en) * | 2006-12-20 | 2008-07-03 | Honeywell International Inc. | Fluorocopolymers |
| FR2918067B1 (fr) * | 2007-06-27 | 2011-07-01 | Arkema France | Materiau composite comprenant des nanotubes disperses dans une matrice polymerique fluroree. |
| US9893337B2 (en) | 2008-02-13 | 2018-02-13 | Seeo, Inc. | Multi-phase electrolyte lithium batteries |
| EE00894U1 (et) * | 2009-02-05 | 2010-01-15 | Visitret Displays O | Meetod fluorpolmeeride pinna adsorbeerivaks muutmiseks |
| CN101824122B (zh) * | 2010-04-15 | 2012-07-25 | 南京工业大学 | 一种亲水性pvdf材料及其制备方法 |
| US9234062B2 (en) | 2011-12-14 | 2016-01-12 | Honeywell International Inc. | Process, properties, and applications of graft copolymers |
| CN103492441B (zh) * | 2012-02-03 | 2016-06-29 | 西奥公司 | 接枝到pvdf上的丙烯腈 |
| CN107106997B (zh) | 2014-11-20 | 2021-10-26 | 恩特格里斯公司 | 接枝的超高分子量聚乙烯微孔膜 |
| CN118338953A (zh) | 2021-12-02 | 2024-07-12 | Emd密理博公司 | 超疏水膜的表面改性 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL247957A (enExample) * | 1959-02-03 | |||
| FR1249009A (fr) * | 1959-02-24 | 1960-12-23 | American Mach & Foundry | Composés à base de fluoropolymères et leurs procédés de préparation |
| FR1456184A (fr) * | 1964-11-25 | 1966-10-21 | Gen Electric | Perfectionnements aux structures échangeuses d'ions, aux polymères pour leur établissement, et aux procédés pour leur préparation |
| JPS4838229B1 (enExample) * | 1970-08-20 | 1973-11-16 | ||
| JPS5148191B1 (enExample) * | 1971-07-26 | 1976-12-18 | ||
| US3923621A (en) * | 1972-06-23 | 1975-12-02 | Kureha Chemical Ind Co Ltd | Process for irradiating a mixture of vinylidene fluoride polymer and a propargyl-containing crosslinking agent and product thereof |
| GB1460535A (en) * | 1974-05-16 | 1977-01-06 | Ici Ltd | Tetrafluoroethylene polymers |
-
1975
- 1975-12-31 DE DE2559260A patent/DE2559260C3/de not_active Expired
-
1976
- 1976-12-21 US US05/753,153 patent/US4151225A/en not_active Expired - Lifetime
- 1976-12-28 JP JP16078276A patent/JPS5284277A/ja active Pending
- 1976-12-29 BE BE173715A patent/BE849956A/xx not_active IP Right Cessation
- 1976-12-30 NL NL7614578A patent/NL7614578A/xx not_active Application Discontinuation
- 1976-12-30 FR FR7639629A patent/FR2337149A1/fr active Granted
-
1978
- 1978-10-23 US US05/954,060 patent/US4308359A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| FR2337149B1 (enExample) | 1983-01-28 |
| NL7614578A (nl) | 1977-07-04 |
| DE2559260B2 (de) | 1981-07-16 |
| DE2559260A1 (de) | 1977-07-14 |
| FR2337149A1 (fr) | 1977-07-29 |
| JPS5284277A (en) | 1977-07-13 |
| US4151225A (en) | 1979-04-24 |
| BE849956A (fr) | 1977-04-15 |
| US4308359A (en) | 1981-12-29 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OD | Request for examination | ||
| C3 | Grant after two publication steps (3rd publication) | ||
| 8339 | Ceased/non-payment of the annual fee |