JP2003518055A5 - - Google Patents
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- Publication number
- JP2003518055A5 JP2003518055A5 JP2001546629A JP2001546629A JP2003518055A5 JP 2003518055 A5 JP2003518055 A5 JP 2003518055A5 JP 2001546629 A JP2001546629 A JP 2001546629A JP 2001546629 A JP2001546629 A JP 2001546629A JP 2003518055 A5 JP2003518055 A5 JP 2003518055A5
- Authority
- JP
- Japan
- Prior art keywords
- starting material
- perfluorinated
- oxyfluoride
- fluorinated
- hydrogen
- 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
- 239000007858 starting material Substances 0.000 description 34
- 238000000034 method Methods 0.000 description 26
- 238000003682 fluorination reaction Methods 0.000 description 24
- 150000001875 compounds Chemical class 0.000 description 14
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 13
- 239000001257 hydrogen Substances 0.000 description 13
- 229910052739 hydrogen Inorganic materials 0.000 description 13
- 125000004432 carbon atom Chemical group C* 0.000 description 12
- 238000006243 chemical reaction Methods 0.000 description 11
- 150000008064 anhydrides Chemical group 0.000 description 10
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 9
- 239000011737 fluorine Substances 0.000 description 9
- 229910052731 fluorine Inorganic materials 0.000 description 9
- -1 polytetrafluoroethylene Polymers 0.000 description 9
- 239000000047 product Substances 0.000 description 9
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 8
- 150000002148 esters Chemical class 0.000 description 8
- 239000000376 reactant Substances 0.000 description 8
- 125000000217 alkyl group Chemical group 0.000 description 7
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 6
- 125000001931 aliphatic group Chemical group 0.000 description 6
- 229920002313 fluoropolymer Polymers 0.000 description 6
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical class C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 5
- 239000004811 fluoropolymer Substances 0.000 description 5
- 239000000543 intermediate Substances 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 239000004215 Carbon black (E152) Substances 0.000 description 4
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- WQOXQRCZOLPYPM-UHFFFAOYSA-N dimethyl disulfide Chemical compound CSSC WQOXQRCZOLPYPM-UHFFFAOYSA-N 0.000 description 4
- 229910052736 halogen Inorganic materials 0.000 description 4
- 150000002367 halogens Chemical class 0.000 description 4
- 229930195733 hydrocarbon Natural products 0.000 description 4
- 150000002431 hydrogen Chemical class 0.000 description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 description 4
- 238000004293 19F NMR spectroscopy Methods 0.000 description 3
- 238000005160 1H NMR spectroscopy Methods 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 125000003545 alkoxy group Chemical group 0.000 description 3
- 239000012025 fluorinating agent Substances 0.000 description 3
- 150000002576 ketones Chemical class 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 125000004430 oxygen atom Chemical group O* 0.000 description 3
- 239000002243 precursor Substances 0.000 description 3
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- PQMAKJUXOOVROI-UHFFFAOYSA-N 2,2,3,3,5,5,6,6-octafluoro-4-(trifluoromethyl)morpholine Chemical compound FC(F)(F)N1C(F)(F)C(F)(F)OC(F)(F)C1(F)F PQMAKJUXOOVROI-UHFFFAOYSA-N 0.000 description 2
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 2
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- XJHCXCQVJFPJIK-UHFFFAOYSA-M caesium fluoride Chemical compound [F-].[Cs+] XJHCXCQVJFPJIK-UHFFFAOYSA-M 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 150000002222 fluorine compounds Chemical class 0.000 description 2
- TZIHFWKZFHZASV-UHFFFAOYSA-N methyl formate Chemical compound COC=O TZIHFWKZFHZASV-UHFFFAOYSA-N 0.000 description 2
- 229910052759 nickel Inorganic materials 0.000 description 2
- NROKBHXJSPEDAR-UHFFFAOYSA-M potassium fluoride Chemical compound [F-].[K+] NROKBHXJSPEDAR-UHFFFAOYSA-M 0.000 description 2
- 239000011698 potassium fluoride Substances 0.000 description 2
- 229910001220 stainless steel Inorganic materials 0.000 description 2
- 239000010935 stainless steel Substances 0.000 description 2
- WNXJIVFYUVYPPR-UHFFFAOYSA-N 1,3-dioxolane Chemical compound C1COCO1 WNXJIVFYUVYPPR-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 1
- JWUJQDFVADABEY-UHFFFAOYSA-N 2-methyltetrahydrofuran Chemical compound CC1CCCO1 JWUJQDFVADABEY-UHFFFAOYSA-N 0.000 description 1
- SBUOHGKIOVRDKY-UHFFFAOYSA-N 4-methyl-1,3-dioxolane Chemical class CC1COCO1 SBUOHGKIOVRDKY-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- OIFBSDVPJOWBCH-UHFFFAOYSA-N Diethyl carbonate Chemical compound CCOC(=O)OCC OIFBSDVPJOWBCH-UHFFFAOYSA-N 0.000 description 1
- KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical compound O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 description 1
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 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
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 229930188620 butyrolactone Natural products 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 150000001733 carboxylic acid esters Chemical class 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000006184 cosolvent Substances 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 150000004292 cyclic ethers Chemical class 0.000 description 1
- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 229920001973 fluoroelastomer Polymers 0.000 description 1
- WBJINCZRORDGAQ-UHFFFAOYSA-N formic acid ethyl ester Natural products CCOC=O WBJINCZRORDGAQ-UHFFFAOYSA-N 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 229910000040 hydrogen fluoride Inorganic materials 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229910001512 metal fluoride Inorganic materials 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 239000012038 nucleophile Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- AHHWIHXENZJRFG-UHFFFAOYSA-N oxetane Chemical compound C1COC1 AHHWIHXENZJRFG-UHFFFAOYSA-N 0.000 description 1
- 230000037361 pathway Effects 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 1
- 239000004810 polytetrafluoroethylene Substances 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- 235000003270 potassium fluoride Nutrition 0.000 description 1
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 1
- 150000003254 radicals Chemical group 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 125000005270 trialkylamine group Chemical group 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/470,035 US6482979B1 (en) | 1999-12-22 | 1999-12-22 | Perfluorinated acid fluorides and preparation thereof |
| US09/470,035 | 1999-12-22 | ||
| PCT/US2000/010812 WO2001046116A1 (en) | 1999-12-22 | 2000-04-20 | Perfluorinated acid fluorides and preparation thereof |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2003518055A JP2003518055A (ja) | 2003-06-03 |
| JP2003518055A5 true JP2003518055A5 (enExample) | 2008-05-29 |
| JP4602622B2 JP4602622B2 (ja) | 2010-12-22 |
Family
ID=23866009
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2001546629A Expired - Fee Related JP4602622B2 (ja) | 1999-12-22 | 2000-04-20 | 全フッ素化酸フッ化物の製造方法 |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US6482979B1 (enExample) |
| EP (1) | EP1242356B1 (enExample) |
| JP (1) | JP4602622B2 (enExample) |
| KR (1) | KR20020062359A (enExample) |
| CN (1) | CN1191226C (enExample) |
| AU (1) | AU4367000A (enExample) |
| CA (1) | CA2392524A1 (enExample) |
| DE (1) | DE60011938T2 (enExample) |
| WO (1) | WO2001046116A1 (enExample) |
| ZA (1) | ZA200205762B (enExample) |
Families Citing this family (41)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7279522B2 (en) | 2001-09-05 | 2007-10-09 | 3M Innovative Properties Company | Fluoropolymer dispersions containing no or little low molecular weight fluorinated surfactant |
| US6846880B2 (en) | 2002-10-11 | 2005-01-25 | 3M Innovative Properties Company | Fluoropolymer compositions |
| US6956085B2 (en) | 2003-02-14 | 2005-10-18 | 3M Innovative Properties Company | Fluoroelastomer compositions |
| KR100631714B1 (ko) * | 2004-06-30 | 2006-10-09 | 엘지전자 주식회사 | 휴대단말기의 개선된 영상신호 레이트 콘트롤 장치 및 방법 |
| US7176331B2 (en) | 2005-06-30 | 2007-02-13 | 3M Innovative Properties Company | Method of making fluorinated vinyl ethers |
| GB0523853D0 (en) | 2005-11-24 | 2006-01-04 | 3M Innovative Properties Co | Fluorinated surfactants for use in making a fluoropolymer |
| GB0514398D0 (en) | 2005-07-15 | 2005-08-17 | 3M Innovative Properties Co | Aqueous emulsion polymerization of fluorinated monomers using a fluorinated surfactant |
| US20080015304A1 (en) | 2006-07-13 | 2008-01-17 | Klaus Hintzer | Aqueous emulsion polymerization process for producing fluoropolymers |
| GB0525978D0 (en) | 2005-12-21 | 2006-02-01 | 3M Innovative Properties Co | Fluorinated Surfactants For Making Fluoropolymers |
| US7795332B2 (en) | 2005-07-15 | 2010-09-14 | 3M Innovative Properties Company | Method of removing fluorinated carboxylic acid from aqueous liquid |
| US7294677B2 (en) * | 2005-08-25 | 2007-11-13 | 3M Innovative Properties Company | Catalyst for making fluoroelastomer compositions and methods of using the same |
| US7728087B2 (en) | 2005-12-23 | 2010-06-01 | 3M Innovative Properties Company | Fluoropolymer dispersion and method for making the same |
| US7754795B2 (en) | 2006-05-25 | 2010-07-13 | 3M Innovative Properties Company | Coating composition |
| US8119750B2 (en) | 2006-07-13 | 2012-02-21 | 3M Innovative Properties Company | Explosion taming surfactants for the production of perfluoropolymers |
| 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 |
| EP2087018B1 (en) | 2006-11-09 | 2011-05-25 | E.I. Du Pont De Nemours And Company | Aqueous polymerization of fluorinated monomers using polymerization agent comprising fluoropolyether acid or salt and siloxane surfactant |
| US7932333B2 (en) | 2006-11-09 | 2011-04-26 | 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 |
| US20080264864A1 (en) | 2007-04-27 | 2008-10-30 | 3M Innovative Properties Company | PROCESS FOR REMOVING FLUORINATED EMULSIFIER FROM FLUOROPOLMER DISPERSIONS USING AN ANION-EXCHANGE RESIN AND A pH-DEPENDENT SURFACTANT AND FLUOROPOLYMER DISPERSIONS CONTAINING A pH-DEPENDENT SURFACTANT |
| US8338517B2 (en) | 2007-05-23 | 2012-12-25 | 3M Innovative Properties Company | Aqueous compositions of fluorinated surfactants and methods of using the same |
| WO2008154345A1 (en) | 2007-06-06 | 2008-12-18 | 3M Innovative Properties Company | Fluorinated ether compositions and methods of using the same |
| US8217126B2 (en) | 2007-11-09 | 2012-07-10 | E I Du Pont De Nemours And Company | Fluoroolefin monomers and copolymers thereof |
| US20090281241A1 (en) | 2008-05-09 | 2009-11-12 | E. I. Du Pont De Nemours And Company | Aqueous Polymerization of Fluorinated Monomer Using a Mixture of Fluoropolyether Acids or Salts |
| WO2010009191A2 (en) | 2008-07-18 | 2010-01-21 | 3M Innovative Properties Company | Fluorinated ether compounds and methods of using the same |
| US8629089B2 (en) | 2008-12-18 | 2014-01-14 | 3M Innovative Properties Company | Method of contacting hydrocarbon-bearing formations with fluorinated ether compositions |
| US8436054B2 (en) | 2008-12-23 | 2013-05-07 | E I Du Pont De Nemours And Company | Fluorinated ionomer produced by aqueous polymerization using dispersed particulate of fluorinated ionomer produced in situ |
| CN102264774A (zh) | 2008-12-23 | 2011-11-30 | 杜邦公司 | 使用氟化离聚物的分散颗粒通过含水聚合制备的氟化离聚物 |
| US8835547B2 (en) | 2008-12-23 | 2014-09-16 | E I Du Pont De Nemours And Company | Fluoropolymer particles having a nucleus of fluorinated ionomer |
| US8436053B2 (en) | 2008-12-23 | 2013-05-07 | E.I. Du Pont De Nemours And Company | Fluorinated ionomer produced by aqueous polymerization using dispersed particulate of fluorinated ionomer |
| US8058376B2 (en) | 2008-12-23 | 2011-11-15 | E. I. Du Pont De Nemours And Company | Fluoropolymer produced by aqueous polymerization using dispersed particulate of fluorinated lonomer produced in situ |
| 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 |
| EP2445939B1 (en) | 2009-06-25 | 2020-09-23 | 3M Innovative Properties Company | Curing compositions for fluoropolymers |
| CN103201301B (zh) | 2010-11-09 | 2017-02-08 | 纳幕尔杜邦公司 | 含氟单体的含水聚合反应中的成核作用 |
| CN103596915B (zh) | 2011-06-10 | 2016-08-24 | 3M创新有限公司 | 部分氟化酮及其制备和使用方法 |
| EP3052509A1 (en) | 2013-10-04 | 2016-08-10 | 3M Innovative Properties Company | Fluoroalkylsilanes and coatings therefrom |
| WO2015050928A1 (en) | 2013-10-04 | 2015-04-09 | 3M Innovative Properties Company | Fluoroalkyl silicone compositions |
| JP2017517587A (ja) | 2014-03-31 | 2017-06-29 | スリーエム イノベイティブ プロパティズ カンパニー | フルオロアルキルシリコーン |
| US9975834B2 (en) | 2014-08-27 | 2018-05-22 | 3M Innovative Properties Company | Polyfluoroalkylated alkenes and silicon compounds prepared therefrom |
| US9938307B2 (en) | 2014-08-27 | 2018-04-10 | 3M Innovative Properties Company | Polyfluoroalkylated alkenes and silane compounds prepared therefrom |
| WO2016032794A1 (en) | 2014-08-27 | 2016-03-03 | 3M Innovative Properties Company | Novel polyfluoroalkylated alkenes and silicone compounds prepared therefrom |
| RU2615148C1 (ru) * | 2016-06-02 | 2017-04-04 | Федеральное государственное унитарное предприятие "Российский научный центр "Прикладная химия" | Способ получения перфтор-3-метоксипропионилфторида |
| CN106748741A (zh) * | 2016-12-30 | 2017-05-31 | 天津市长芦化工新材料有限公司 | 全氟乙酰氟及其制备方法 |
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| US5318674A (en) | 1993-06-30 | 1994-06-07 | Minnesota Mining And Manufacturing Company | Process for preparing perfluoroalkanesulfonyl fluorides |
| US5488142A (en) * | 1993-10-04 | 1996-01-30 | Minnesota Mining And Manufacturing Company | Fluorination in tubular reactor system |
| US5466877A (en) | 1994-03-15 | 1995-11-14 | Minnesota Mining And Manufacturing Company | Process for converting perfluorinated esters to perfluorinated acyl fluorides and/or ketones |
| DE4416314C2 (de) | 1994-05-09 | 1997-06-12 | Agfa Gevaert Ag | Verfahren und Vorrichtung zur Aufnahme einer Bildszene und Verwendung der Vorrichtung in einem Kopiergerät |
| JP3671517B2 (ja) | 1996-04-24 | 2005-07-13 | ユニマテック株式会社 | 含フッ素共重合体エラストマー、その製造法および組成物 |
| US5891965A (en) | 1997-01-06 | 1999-04-06 | Dyneon Llc | Low temperature perfluoroether-containing fluoroelastomers |
| WO1998050603A1 (en) | 1997-05-02 | 1998-11-12 | Minnesota Mining And Manufacturing Company | Electrochemical fluorination using interrupted current |
-
1999
- 1999-12-22 US US09/470,035 patent/US6482979B1/en not_active Expired - Lifetime
-
2000
- 2000-04-20 CA CA002392524A patent/CA2392524A1/en not_active Abandoned
- 2000-04-20 WO PCT/US2000/010812 patent/WO2001046116A1/en not_active Ceased
- 2000-04-20 EP EP00923569A patent/EP1242356B1/en not_active Expired - Lifetime
- 2000-04-20 JP JP2001546629A patent/JP4602622B2/ja not_active Expired - Fee Related
- 2000-04-20 AU AU43670/00A patent/AU4367000A/en not_active Abandoned
- 2000-04-20 DE DE60011938T patent/DE60011938T2/de not_active Expired - Lifetime
- 2000-04-20 KR KR1020027007916A patent/KR20020062359A/ko not_active Abandoned
- 2000-04-20 CN CNB00817606XA patent/CN1191226C/zh not_active Expired - Fee Related
-
2002
- 2002-07-18 ZA ZA200205762A patent/ZA200205762B/en unknown
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