DE1940304A1 - Fluorhaltige Copolymere und Verfahren zu ihrer Herstellung - Google Patents
Fluorhaltige Copolymere und Verfahren zu ihrer HerstellungInfo
- Publication number
- DE1940304A1 DE1940304A1 DE19691940304 DE1940304A DE1940304A1 DE 1940304 A1 DE1940304 A1 DE 1940304A1 DE 19691940304 DE19691940304 DE 19691940304 DE 1940304 A DE1940304 A DE 1940304A DE 1940304 A1 DE1940304 A1 DE 1940304A1
- Authority
- DE
- Germany
- Prior art keywords
- hexafluoropropene
- tetrafluoroethylene
- copolymer
- mol
- reactor
- 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.)
- Ceased
Links
- 229920001577 copolymer Polymers 0.000 title claims description 69
- 238000000034 method Methods 0.000 title claims description 16
- 230000008569 process Effects 0.000 title claims description 10
- 238000002360 preparation method Methods 0.000 title claims description 7
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 title claims 3
- 229910052731 fluorine Inorganic materials 0.000 title claims 3
- 239000011737 fluorine Substances 0.000 title claims 3
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 claims description 67
- HCDGVLDPFQMKDK-UHFFFAOYSA-N hexafluoropropylene Chemical group FC(F)=C(F)C(F)(F)F HCDGVLDPFQMKDK-UHFFFAOYSA-N 0.000 claims description 66
- 239000000203 mixture Substances 0.000 claims description 27
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 20
- 229920000642 polymer Polymers 0.000 claims description 16
- 239000000945 filler Substances 0.000 claims description 14
- 239000000843 powder Substances 0.000 claims description 13
- 238000006243 chemical reaction Methods 0.000 claims description 8
- 239000002245 particle Substances 0.000 claims description 5
- 230000009257 reactivity Effects 0.000 claims description 5
- 239000008246 gaseous mixture Substances 0.000 claims description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims 2
- 239000007900 aqueous suspension Substances 0.000 claims 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 28
- 229920001519 homopolymer Polymers 0.000 description 18
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 16
- 239000004810 polytetrafluoroethylene Substances 0.000 description 15
- -1 Polytetrafluoroethylene Polymers 0.000 description 14
- 229910052757 nitrogen Inorganic materials 0.000 description 14
- 239000000178 monomer Substances 0.000 description 11
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 8
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 8
- 239000008367 deionised water Substances 0.000 description 8
- 229910021641 deionized water Inorganic materials 0.000 description 8
- 238000012360 testing method Methods 0.000 description 8
- 239000008187 granular material Substances 0.000 description 7
- 238000004519 manufacturing process Methods 0.000 description 7
- 238000006116 polymerization reaction Methods 0.000 description 7
- 238000005245 sintering Methods 0.000 description 6
- 230000007423 decrease Effects 0.000 description 5
- 239000011521 glass Substances 0.000 description 5
- 239000005977 Ethylene Substances 0.000 description 4
- 229910000906 Bronze Inorganic materials 0.000 description 3
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 3
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 3
- 238000004458 analytical method Methods 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 239000010974 bronze Substances 0.000 description 3
- KUNSUQLRTQLHQQ-UHFFFAOYSA-N copper tin Chemical compound [Cu].[Sn] KUNSUQLRTQLHQQ-UHFFFAOYSA-N 0.000 description 3
- 239000000835 fiber Substances 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 230000006698 induction Effects 0.000 description 3
- 239000003999 initiator Substances 0.000 description 3
- 230000000704 physical effect Effects 0.000 description 3
- 229910052700 potassium Inorganic materials 0.000 description 3
- 239000011591 potassium Substances 0.000 description 3
- 150000003254 radicals Chemical class 0.000 description 3
- PGJHURKAWUJHLJ-UHFFFAOYSA-N 1,1,2,3-tetrafluoroprop-1-ene Chemical compound FCC(F)=C(F)F PGJHURKAWUJHLJ-UHFFFAOYSA-N 0.000 description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 2
- 238000013459 approach Methods 0.000 description 2
- 239000012736 aqueous medium Substances 0.000 description 2
- 239000010425 asbestos Substances 0.000 description 2
- 241001233037 catfish Species 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 238000007334 copolymerization reaction Methods 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 238000004817 gas chromatography Methods 0.000 description 2
- 238000009413 insulation Methods 0.000 description 2
- 230000002427 irreversible effect Effects 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 2
- 238000003825 pressing Methods 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 229910052895 riebeckite Inorganic materials 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000004078 waterproofing Methods 0.000 description 2
- NSGXIBWMJZWTPY-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoropropane Chemical compound FC(F)(F)CC(F)(F)F NSGXIBWMJZWTPY-UHFFFAOYSA-N 0.000 description 1
- VJGCZWVJDRIHNC-UHFFFAOYSA-N 1-fluoroprop-1-ene Chemical compound CC=CF VJGCZWVJDRIHNC-UHFFFAOYSA-N 0.000 description 1
- GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 description 1
- 229910017132 AlSn Inorganic materials 0.000 description 1
- 102100027708 Astrotactin-1 Human genes 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 101150065749 Churc1 gene Proteins 0.000 description 1
- 241001137251 Corvidae Species 0.000 description 1
- 208000010201 Exanthema Diseases 0.000 description 1
- 101000936741 Homo sapiens Astrotactin-1 Proteins 0.000 description 1
- 241000123815 Lutjanus apodus Species 0.000 description 1
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 1
- 235000016496 Panda oleosa Nutrition 0.000 description 1
- 240000000220 Panda oleosa Species 0.000 description 1
- 102100038239 Protein Churchill Human genes 0.000 description 1
- 241000124033 Salix Species 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 239000004809 Teflon Substances 0.000 description 1
- 229920006362 Teflon® Polymers 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 239000011825 aerospace material Substances 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 238000005267 amalgamation Methods 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- FFBHFFJDDLITSX-UHFFFAOYSA-N benzyl N-[2-hydroxy-4-(3-oxomorpholin-4-yl)phenyl]carbamate Chemical compound OC1=C(NC(=O)OCC2=CC=CC=C2)C=CC(=C1)N1CCOCC1=O FFBHFFJDDLITSX-UHFFFAOYSA-N 0.000 description 1
- 235000021028 berry Nutrition 0.000 description 1
- 230000000740 bleeding effect Effects 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000002144 chemical decomposition reaction Methods 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000013256 coordination polymer Substances 0.000 description 1
- 238000012937 correction Methods 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 230000035622 drinking Effects 0.000 description 1
- 238000004870 electrical engineering Methods 0.000 description 1
- 229920001038 ethylene copolymer Polymers 0.000 description 1
- 201000005884 exanthem Diseases 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 210000003754 fetus Anatomy 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- 239000004519 grease Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 238000007735 ion beam assisted deposition Methods 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- JRKICGRDRMAZLK-UHFFFAOYSA-L persulfate group Chemical group S(=O)(=O)([O-])OOS(=O)(=O)[O-] JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 1
- 231100000572 poisoning Toxicity 0.000 description 1
- 230000000607 poisoning effect Effects 0.000 description 1
- 238000005498 polishing Methods 0.000 description 1
- 229920002959 polymer blend Polymers 0.000 description 1
- IEMCJUJOHAEFFW-UHFFFAOYSA-M potassium 2-[(2-acetyloxybenzoyl)amino]ethanesulfonate Chemical compound CC(=O)OC1=CC=CC=C1C(=O)NCCS(=O)(=O)[O-].[K+] IEMCJUJOHAEFFW-UHFFFAOYSA-M 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 206010037844 rash Diseases 0.000 description 1
- 230000002787 reinforcement Effects 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- TXEYQDLBPFQVAA-UHFFFAOYSA-N tetrafluoromethane Chemical compound FC(F)(F)F TXEYQDLBPFQVAA-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- 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
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/01—Use of inorganic substances as compounding ingredients characterized by their specific function
- C08K3/013—Fillers, pigments or reinforcing additives
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (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 |
|---|---|---|---|
| US75155468A | 1968-08-09 | 1968-08-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1940304A1 true DE1940304A1 (de) | 1970-02-12 |
Family
ID=25022523
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19691940304 Ceased DE1940304A1 (de) | 1968-08-09 | 1969-08-07 | Fluorhaltige Copolymere und Verfahren zu ihrer Herstellung |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US3655611A (https=) |
| JP (1) | JPS4837757B1 (https=) |
| BE (1) | BE737213A (https=) |
| DE (1) | DE1940304A1 (https=) |
| FR (1) | FR2015367A1 (https=) |
| GB (1) | GB1251138A (https=) |
| NL (1) | NL6911966A (https=) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2620284A1 (de) * | 1975-05-08 | 1976-11-18 | Daikin Ind Ltd | Verfahren zur polymerisation von tetrafluoraethylen und nach dem verfahren hergestelltes modifiziertes tetrafluoraethylenpolymeres |
| DE102009018637A1 (de) * | 2009-04-17 | 2010-10-21 | Elringklinger Ag | Gleitlager |
| US9051462B2 (en) | 2009-03-18 | 2015-06-09 | Elringklinger Ag | Polymer compound and components produced using the compound |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5032098B2 (https=) * | 1972-08-09 | 1975-10-17 | ||
| US3953412A (en) * | 1972-08-09 | 1976-04-27 | Takumi Saito | Sintered micro-powder of tetrafluoroethylene polymers |
| AU510978B2 (en) * | 1977-03-17 | 1980-07-24 | Caterpillar Inc. | Ring gear mounting in earthmovers |
| JPS5552294U (https=) * | 1978-10-04 | 1980-04-07 | ||
| US4520170A (en) * | 1982-09-20 | 1985-05-28 | E. I. Du Pont De Nemours And Company | Method for reinforcing perfluoroelastomer compositions |
| US4655945A (en) * | 1986-01-28 | 1987-04-07 | Peter J. Balsells | Bearing seal and method of manufacture |
| JPH075743B2 (ja) * | 1986-12-22 | 1995-01-25 | ダイキン工業株式会社 | テトラフルオロエチレン系共重合体粉末およびその製造法 |
| US4870133A (en) * | 1988-12-16 | 1989-09-26 | Shell Oil Company | Polymer blend of polyketone polymers with tetrafluoroethylene |
| US5695197A (en) * | 1996-12-06 | 1997-12-09 | Farley; Michael L. | Seal ring method of sealing and molding composition comprising blend of PTFE copolymer, polyamide and carbon fiber therefor |
| IT1298172B1 (it) | 1998-01-22 | 1999-12-20 | Ausimont Spa | Processo per la preparazione di politetrafluoroetilene (ptfe) modificato |
| US6737165B1 (en) * | 1998-08-06 | 2004-05-18 | Omlidon Technologies Llc | Melt-processible poly(tetrafluoroethylene) |
| US6531559B1 (en) | 1998-08-06 | 2003-03-11 | Eidgenössische Technische Hochschule Zürich | Melt-processible poly (tetrafluoroethylene) |
| US7276287B2 (en) * | 2003-12-17 | 2007-10-02 | Eidgenössische Technische Hochschule Zürich | Melt-processible poly(tetrafluoroethylene) |
| US8637144B2 (en) * | 2007-10-04 | 2014-01-28 | W. L. Gore & Associates, Inc. | Expandable TFE copolymers, method of making, and porous, expended articles thereof |
| US9040646B2 (en) | 2007-10-04 | 2015-05-26 | W. L. Gore & Associates, Inc. | Expandable TFE copolymers, methods of making, and porous, expanded articles thereof |
| US9650479B2 (en) | 2007-10-04 | 2017-05-16 | W. L. Gore & Associates, Inc. | Dense articles formed from tetrafluoroethylene core shell copolymers and methods of making the same |
| CN107522810B (zh) * | 2011-08-29 | 2020-10-16 | 大金工业株式会社 | 含氟聚合物粉末、覆膜以及含氟聚合物粉末的制造方法 |
| US9644054B2 (en) | 2014-12-19 | 2017-05-09 | W. L. Gore & Associates, Inc. | Dense articles formed from tetrafluoroethylene core shell copolymers and methods of making the same |
-
1968
- 1968-08-09 US US751554A patent/US3655611A/en not_active Expired - Lifetime
-
1969
- 1969-08-06 NL NL6911966A patent/NL6911966A/xx unknown
- 1969-08-07 DE DE19691940304 patent/DE1940304A1/de not_active Ceased
- 1969-08-07 GB GB1251138D patent/GB1251138A/en not_active Expired
- 1969-08-07 BE BE737213D patent/BE737213A/xx unknown
- 1969-08-07 FR FR6927246A patent/FR2015367A1/fr not_active Withdrawn
- 1969-08-08 JP JP44062420A patent/JPS4837757B1/ja active Pending
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2620284A1 (de) * | 1975-05-08 | 1976-11-18 | Daikin Ind Ltd | Verfahren zur polymerisation von tetrafluoraethylen und nach dem verfahren hergestelltes modifiziertes tetrafluoraethylenpolymeres |
| DE2661083C2 (https=) * | 1975-05-08 | 1989-06-29 | Daikin Kogyo K.K., Osaka, Jp | |
| US9051462B2 (en) | 2009-03-18 | 2015-06-09 | Elringklinger Ag | Polymer compound and components produced using the compound |
| DE102009018637A1 (de) * | 2009-04-17 | 2010-10-21 | Elringklinger Ag | Gleitlager |
Also Published As
| Publication number | Publication date |
|---|---|
| US3655611A (en) | 1972-04-11 |
| GB1251138A (https=) | 1971-10-27 |
| NL6911966A (https=) | 1970-02-11 |
| JPS4837757B1 (https=) | 1973-11-13 |
| FR2015367A1 (https=) | 1970-04-24 |
| BE737213A (https=) | 1970-01-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8131 | Rejection |