DE1901872B2 - Verfahren zum stabilisieren von hochmolekularen perfluor polymeren - Google Patents
Verfahren zum stabilisieren von hochmolekularen perfluor polymerenInfo
- Publication number
- DE1901872B2 DE1901872B2 DE19691901872 DE1901872A DE1901872B2 DE 1901872 B2 DE1901872 B2 DE 1901872B2 DE 19691901872 DE19691901872 DE 19691901872 DE 1901872 A DE1901872 A DE 1901872A DE 1901872 B2 DE1901872 B2 DE 1901872B2
- Authority
- DE
- Germany
- Prior art keywords
- polymer
- polymers
- end groups
- groups
- copolymer
- 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.)
- Pending
Links
- 229920000642 polymer Polymers 0.000 title claims description 75
- 238000000034 method Methods 0.000 title claims description 22
- 230000000087 stabilizing effect Effects 0.000 title claims description 4
- 229910052731 fluorine Inorganic materials 0.000 claims description 17
- 239000011737 fluorine Substances 0.000 claims description 16
- 125000004432 carbon atom Chemical group C* 0.000 claims description 11
- 239000007787 solid Substances 0.000 claims description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 4
- 239000003014 ion exchange membrane Substances 0.000 claims description 3
- 229920005548 perfluoropolymer Polymers 0.000 claims description 3
- 238000007385 chemical modification Methods 0.000 claims description 2
- 238000006243 chemical reaction Methods 0.000 description 25
- 229920001577 copolymer Polymers 0.000 description 24
- 229920002313 fluoropolymer Polymers 0.000 description 22
- 238000003682 fluorination reaction Methods 0.000 description 14
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 description 14
- 238000012360 testing method Methods 0.000 description 13
- TXEYQDLBPFQVAA-UHFFFAOYSA-N tetrafluoromethane Chemical compound FC(F)(F)F TXEYQDLBPFQVAA-UHFFFAOYSA-N 0.000 description 12
- -1 Perfluoro Chemical group 0.000 description 11
- 239000000178 monomer Substances 0.000 description 11
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 9
- 239000000155 melt Substances 0.000 description 9
- 239000007789 gas Substances 0.000 description 8
- 150000001875 compounds Chemical class 0.000 description 7
- 125000003010 ionic group Chemical group 0.000 description 7
- 239000007788 liquid Substances 0.000 description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 6
- HCDGVLDPFQMKDK-UHFFFAOYSA-N hexafluoropropylene Chemical group FC(F)=C(F)C(F)(F)F HCDGVLDPFQMKDK-UHFFFAOYSA-N 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 230000004580 weight loss Effects 0.000 description 6
- 239000000203 mixture Substances 0.000 description 5
- 150000002978 peroxides Chemical class 0.000 description 5
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 5
- 150000001261 hydroxy acids Chemical class 0.000 description 4
- 238000006116 polymerization reaction Methods 0.000 description 4
- 239000002243 precursor Substances 0.000 description 4
- 238000001228 spectrum Methods 0.000 description 4
- KHXKESCWFMPTFT-UHFFFAOYSA-N 1,1,1,2,2,3,3-heptafluoro-3-(1,2,2-trifluoroethenoxy)propane Chemical compound FC(F)=C(F)OC(F)(F)C(F)(F)C(F)(F)F KHXKESCWFMPTFT-UHFFFAOYSA-N 0.000 description 3
- QARLOMBMXGVKNV-UHFFFAOYSA-N 1,2,2-trifluoroethenesulfonyl fluoride Chemical compound FC(F)=C(F)S(F)(=O)=O QARLOMBMXGVKNV-UHFFFAOYSA-N 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 150000001408 amides Chemical class 0.000 description 3
- 239000012153 distilled water Substances 0.000 description 3
- 230000005484 gravity Effects 0.000 description 3
- 238000002329 infrared spectrum Methods 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- 229920000570 polyether Polymers 0.000 description 3
- 239000000523 sample Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- AJDIZQLSFPQPEY-UHFFFAOYSA-N 1,1,2-Trichlorotrifluoroethane Chemical compound FC(F)(Cl)C(F)(Cl)Cl AJDIZQLSFPQPEY-UHFFFAOYSA-N 0.000 description 2
- NHJFHUKLZMQIHN-UHFFFAOYSA-N 2,2,3,3,3-pentafluoropropanoyl 2,2,3,3,3-pentafluoropropaneperoxoate Chemical group FC(F)(F)C(F)(F)C(=O)OOC(=O)C(F)(F)C(F)(F)F NHJFHUKLZMQIHN-UHFFFAOYSA-N 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- CWYNVVGOOAEACU-UHFFFAOYSA-N Fe2+ Chemical compound [Fe+2] CWYNVVGOOAEACU-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 150000007942 carboxylates Chemical class 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 239000000539 dimer Substances 0.000 description 2
- FJKIXWOMBXYWOQ-UHFFFAOYSA-N ethenoxyethane Chemical compound CCOC=C FJKIXWOMBXYWOQ-UHFFFAOYSA-N 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 description 2
- 239000000446 fuel Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 150000007522 mineralic acids Chemical class 0.000 description 2
- 229920006120 non-fluorinated polymer Polymers 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 2
- 239000004810 polytetrafluoroethylene Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 238000003825 pressing Methods 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- SBUOHGKIOVRDKY-UHFFFAOYSA-N 4-methyl-1,3-dioxolane Chemical compound CC1COCO1 SBUOHGKIOVRDKY-UHFFFAOYSA-N 0.000 description 1
- ATRRKUHOCOJYRX-UHFFFAOYSA-N Ammonium bicarbonate Chemical compound [NH4+].OC([O-])=O ATRRKUHOCOJYRX-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical group F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 1
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- UOBPHQJGWSVXFS-UHFFFAOYSA-N [O].[F] Chemical compound [O].[F] UOBPHQJGWSVXFS-UHFFFAOYSA-N 0.000 description 1
- 229960000583 acetic acid Drugs 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 239000001099 ammonium carbonate Substances 0.000 description 1
- 235000012501 ammonium carbonate Nutrition 0.000 description 1
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium peroxydisulfate Substances [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 1
- VAZSKTXWXKYQJF-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)OOS([O-])=O VAZSKTXWXKYQJF-UHFFFAOYSA-N 0.000 description 1
- 229910001870 ammonium persulfate Inorganic materials 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical group [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 239000013068 control sample Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 238000006114 decarboxylation reaction Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000003292 diminished effect Effects 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000010828 elution Methods 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 239000012025 fluorinating agent Substances 0.000 description 1
- 150000002221 fluorine Chemical class 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- PGFXOWRDDHCDTE-UHFFFAOYSA-N hexafluoropropylene oxide Chemical compound FC(F)(F)C1(F)OC1(F)F PGFXOWRDDHCDTE-UHFFFAOYSA-N 0.000 description 1
- 229920006158 high molecular weight polymer Polymers 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 229920003303 ion-exchange polymer Polymers 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 238000009533 lab test Methods 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- FYJQJMIEZVMYSD-UHFFFAOYSA-N perfluoro-2-butyltetrahydrofuran Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)C1(F)OC(F)(F)C(F)(F)C1(F)F FYJQJMIEZVMYSD-UHFFFAOYSA-N 0.000 description 1
- 125000005010 perfluoroalkyl group Chemical group 0.000 description 1
- SNGREZUHAYWORS-UHFFFAOYSA-N perfluorooctanoic acid Chemical compound OC(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F SNGREZUHAYWORS-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000010183 spectrum analysis Methods 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- OBTWBSRJZRCYQV-UHFFFAOYSA-N sulfuryl difluoride Chemical compound FS(F)(=O)=O OBTWBSRJZRCYQV-UHFFFAOYSA-N 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/20—Manufacture of shaped structures of ion-exchange resins
- C08J5/22—Films, membranes or diaphragms
- C08J5/2287—After-treatment
- C08J5/2293—After-treatment of fluorine-containing membranes
-
- 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
- C08F8/00—Chemical modification by after-treatment
- C08F8/18—Introducing halogen atoms or halogen-containing groups
- C08F8/20—Halogenation
- C08F8/22—Halogenation by reaction with free halogens
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2327/00—Characterised by the use of 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; Derivatives of such polymers
- C08J2327/02—Characterised by the use of 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; Derivatives of such polymers not modified by chemical after-treatment
- C08J2327/12—Characterised by the use of 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; Derivatives of such polymers not modified by chemical after-treatment containing fluorine atoms
- C08J2327/18—Homopolymers or copolymers of tetrafluoroethylene
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Manufacturing & Machinery (AREA)
- General Chemical & Material Sciences (AREA)
- Materials Engineering (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US69873168A | 1968-01-18 | 1968-01-18 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE1901872A1 DE1901872A1 (de) | 1970-02-19 |
| DE1901872B2 true DE1901872B2 (de) | 1971-04-08 |
Family
ID=24806441
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19691901872 Pending DE1901872B2 (de) | 1968-01-18 | 1969-01-15 | Verfahren zum stabilisieren von hochmolekularen perfluor polymeren |
Country Status (5)
Families Citing this family (72)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1172919A (en) * | 1980-04-09 | 1984-08-21 | Walther G. Grot | Protective clothing of fabric containing a layer of highly fluorinated ion exchange polymer |
| CA1172920A (en) * | 1980-04-09 | 1984-08-21 | Walther G. Grot | Protective clothing of fabric containing a layer of highly fluorinated ion exchange polymer |
| US4599386A (en) * | 1984-10-18 | 1986-07-08 | E. I. Du Pont De Nemours And Company | Heat stable tetrafluoroethylene-perfluoro(alkyl vinyl ether) copolymers |
| US4743658A (en) * | 1985-10-21 | 1988-05-10 | E. I. Du Pont De Nemours And Company | Stable tetrafluoroethylene copolymers |
| US4742122A (en) * | 1985-10-25 | 1988-05-03 | E. I. Du Pont De Nemours And Company | Melt-processible tetrafluoroethylene/perfluoroolefin copolymers and processes for preparing them |
| US4675380A (en) * | 1985-10-25 | 1987-06-23 | E. I. Du Pont De Nemours And Company | Melt-processible tetrafluoroethylene/perfluoroolefin copolymer granules and processes for preparing them |
| EP0222945B1 (en) * | 1985-11-08 | 1992-01-02 | E.I. Du Pont De Nemours And Company | Melt-processible tetrafluoroethylene/perfluoroolefin copolymers and processes for preparing them |
| DE3585160D1 (de) * | 1985-11-08 | 1992-02-20 | Du Pont | Verfahren zur behandlung von schmelzverarbeitbaren copolymeren von tetrafluoraethylen und perfluoralkylvinylaether. |
| DE3887435T2 (de) * | 1987-10-16 | 1994-06-30 | Du Pont | Leitfähige Fluorpolymere. |
| US5045605A (en) * | 1988-05-27 | 1991-09-03 | E. I. Du Pont De Nemours And Company | Process for the stabilization of fluoropolymers |
| US4946902A (en) * | 1988-05-27 | 1990-08-07 | E. I. Du Pont De Nemours And Company | Process for the setabilization of fluoropolymers |
| US5281680A (en) * | 1993-01-14 | 1994-01-25 | E. I. Du Pont De Nemours And Company | Polymerization of fluorinated copolymers |
| US5726214A (en) * | 1996-12-26 | 1998-03-10 | E. I. Du Pont De Nemours And Company | Self-foaming fluoropolymer composition |
| DE19805832A1 (de) * | 1998-02-13 | 1999-08-19 | Dyneon Gmbh | Mischungen aus thermoplastischen Fluorpolymeren |
| US6541588B1 (en) | 1999-01-29 | 2003-04-01 | 3M Innovative Properties Company | Tetrafluoroethylene/hexafluoropropylene copolymers with higher drawability |
| DE19964006A1 (de) * | 1999-12-30 | 2001-07-12 | Dyneon Gmbh | Tetrafluorethylen-Copolymere |
| EP1244713B1 (en) | 2000-06-01 | 2006-05-03 | 3M Innovative Properties Company | Methods for the production of high purity fluoropolymers |
| DE10033514A1 (de) | 2000-07-11 | 2002-02-07 | Dyneon Gmbh | FEP mit erhöhter Wechselbiegefestigkeit und geringen Düsenablagerungen |
| US6583226B1 (en) | 2001-06-28 | 2003-06-24 | 3M Innovative Properties Company | FEP with increased flexural fatigue strength and a low level of die deposits |
| US7060772B2 (en) | 2001-09-20 | 2006-06-13 | 3M Innovative Properties Company | Fluoropolymers from tetrafluoroethylene and perfluoro(alkoxyalkyl vinyl) ether |
| US6703464B2 (en) | 2002-01-17 | 2004-03-09 | Daikin America, Inc. | Flourine-containing copolymer |
| US6743508B2 (en) | 2002-01-17 | 2004-06-01 | Daikin America, Inc. | Fep pellet |
| US6838545B2 (en) | 2002-11-08 | 2005-01-04 | E. I. Du Pont De Nemours And Company | Reaction of fluoropolymer melts |
| EP1596453B1 (en) | 2003-01-20 | 2010-09-08 | Asahi Glass Company Ltd. | Process for production of electrolyte material for solid polymer fuel cells and membrane electrode assembly for solid polymer fuel cells |
| WO2004102714A1 (ja) * | 2003-05-13 | 2004-11-25 | Asahi Glass Company, Limited | 固体高分子型燃料電池用電解質ポリマー、その製造方法及び膜・電極接合体 |
| US7122609B2 (en) | 2003-05-14 | 2006-10-17 | E. I. Du Pont De Nemours And Company | High melt flow fluoropolymer |
| US20070129500A1 (en) * | 2003-09-10 | 2007-06-07 | Eiji Honda | Stabilized fluoropolymer and method for producing same |
| DE602004027068D1 (de) | 2003-11-20 | 2010-06-17 | Daikin Ind Ltd | Verfahren zur herstellung von fluorhaltigen polymeren und fluorhaltige polymere |
| CA2549676C (en) * | 2003-12-17 | 2010-03-30 | Daikin Industries, Ltd. | Fluoropolymer, process for producing fluoropolymer, electrolyte film, object having immobilized active substance, and solid polymer electrolyte type fuel cell |
| JP5168903B2 (ja) | 2004-08-18 | 2013-03-27 | 旭硝子株式会社 | 燃料電池用電解質ポリマー、その製造方法、電解質膜、及び膜・電極接合体 |
| US7342081B2 (en) | 2004-12-28 | 2008-03-11 | 3M Innovative Properties Company | Fluoropolymer compositions, coated articles, and method of making the same |
| JP4916668B2 (ja) * | 2005-03-01 | 2012-04-18 | 旭化成イーマテリアルズ株式会社 | 高安定性フッ素化スルホン酸ポリマー |
| US7214740B2 (en) * | 2005-05-03 | 2007-05-08 | 3M Innovative Properties Company | Fluorinated ionomers with reduced amounts of carbonyl end groups |
| KR101042474B1 (ko) * | 2005-12-22 | 2011-06-16 | 이 아이 듀폰 디 네모아 앤드 캄파니 | 무기 충전제를 함유하는 화학적으로 안정화된 이오노머 |
| EP1971650A2 (en) * | 2005-12-22 | 2008-09-24 | E.I. Du Pont De Nemours And Company | Methods to prepare chemically stabilized ionomers containing inorganic fillers |
| US7776970B2 (en) | 2006-02-03 | 2010-08-17 | Daikin Industries, Ltd. | Method for producing -SO3H group-containing fluoropolymer and -SO3H group-containing fluoropolymer |
| CN101522833B (zh) | 2006-10-03 | 2012-05-02 | 3M创新有限公司 | 多层制品以及延长多层制品的防粘寿命的方法 |
| EP1914251A1 (en) | 2006-10-17 | 2008-04-23 | Solvay Solexis S.p.A. | Process for stabilizing fluoropolymer having ion exchange groups |
| WO2008047906A1 (fr) * | 2006-10-20 | 2008-04-24 | Daikin Industries, Ltd. | Copolymère fluoré, fil électrique et procédé de fabrication du fil électrique |
| US7973091B2 (en) | 2006-12-20 | 2011-07-05 | E. I. Du Pont De Nemours And Company | Process for producing re-dispersable particles of highly fluorinated polymer |
| US7989513B2 (en) | 2006-12-20 | 2011-08-02 | E.I. Du Pont De Nemours And Company | Process for producing dispersions of highly fluorinated polymers |
| US20110217621A1 (en) | 2008-12-23 | 2011-09-08 | E. I. Du Pont De Nemours And Company | Process to produce catalyst coated membranes for fuel cell applications |
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-
1968
- 1968-12-31 FR FR1600355D patent/FR1600355A/fr not_active Expired
-
1969
- 1969-01-15 DE DE19691901872 patent/DE1901872B2/de active Pending
- 1969-01-16 JP JP268569A patent/JPS4623245B1/ja active Pending
- 1969-01-16 GB GB272269A patent/GB1210794A/en not_active Expired
- 1969-01-17 NL NL6900832A patent/NL6900832A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| JPS4623245B1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1971-07-02 |
| NL6900832A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1969-07-22 |
| FR1600355A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1970-07-20 |
| DE1901872A1 (de) | 1970-02-19 |
| GB1210794A (en) | 1970-10-28 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| E77 | Valid patent as to the heymanns-index 1977 |