AT394214B - Funktionalisierung von jodpolyfluoralkanen durch elektrochemische reduktion - Google Patents
Funktionalisierung von jodpolyfluoralkanen durch elektrochemische reduktion Download PDFInfo
- Publication number
- AT394214B AT394214B AT0094987A AT94987A AT394214B AT 394214 B AT394214 B AT 394214B AT 0094987 A AT0094987 A AT 0094987A AT 94987 A AT94987 A AT 94987A AT 394214 B AT394214 B AT 394214B
- Authority
- AT
- Austria
- Prior art keywords
- acid
- water
- sulfuric anhydride
- volume
- formula
- Prior art date
Links
- 238000007306 functionalization reaction Methods 0.000 title claims description 4
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical group CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 36
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 31
- 238000000034 method Methods 0.000 claims description 21
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 claims description 20
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Inorganic materials O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 claims description 17
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 claims description 14
- -1 perfluoro chain Chemical group 0.000 claims description 7
- 239000002904 solvent Substances 0.000 claims description 7
- 239000012190 activator Substances 0.000 claims description 6
- 239000007858 starting material Substances 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 5
- 239000011877 solvent mixture Substances 0.000 claims description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 3
- 229910052799 carbon Inorganic materials 0.000 claims description 3
- TVDSBUOJIPERQY-UHFFFAOYSA-N prop-2-yn-1-ol Chemical compound OCC#C TVDSBUOJIPERQY-UHFFFAOYSA-N 0.000 claims description 3
- 102100030500 Heparin cofactor 2 Human genes 0.000 claims 1
- 101001082432 Homo sapiens Heparin cofactor 2 Proteins 0.000 claims 1
- 239000002253 acid Substances 0.000 description 12
- KWGKDLIKAYFUFQ-UHFFFAOYSA-M lithium chloride Chemical compound [Li+].[Cl-] KWGKDLIKAYFUFQ-UHFFFAOYSA-M 0.000 description 12
- KQNSPSCVNXCGHK-UHFFFAOYSA-N [3-(4-tert-butylphenoxy)phenyl]methanamine Chemical compound C1=CC(C(C)(C)C)=CC=C1OC1=CC=CC(CN)=C1 KQNSPSCVNXCGHK-UHFFFAOYSA-N 0.000 description 6
- 239000011521 glass Substances 0.000 description 6
- 229920000049 Carbon (fiber) Polymers 0.000 description 5
- 239000004917 carbon fiber Substances 0.000 description 5
- 238000005868 electrolysis reaction Methods 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- IYYLVCKNCOIEJX-UHFFFAOYSA-N 1,1,2,2,3,3,4,4,5,5,6,6,6-tridecafluorohexane-1-sulfinic acid Chemical compound OS(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F IYYLVCKNCOIEJX-UHFFFAOYSA-N 0.000 description 4
- ATHHXGZTWNVVOU-UHFFFAOYSA-N N-methylformamide Chemical compound CNC=O ATHHXGZTWNVVOU-UHFFFAOYSA-N 0.000 description 4
- 150000007513 acids Chemical class 0.000 description 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- VFNGKCDDZUSWLR-UHFFFAOYSA-N disulfuric acid Chemical compound OS(=O)(=O)OS(O)(=O)=O VFNGKCDDZUSWLR-UHFFFAOYSA-N 0.000 description 4
- 239000000835 fiber Substances 0.000 description 4
- YVBBRRALBYAZBM-UHFFFAOYSA-N perfluorooctane Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F YVBBRRALBYAZBM-UHFFFAOYSA-N 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 3
- QFWACQSXKWRSLR-UHFFFAOYSA-N carboniodidic acid Chemical compound OC(I)=O QFWACQSXKWRSLR-UHFFFAOYSA-N 0.000 description 3
- 239000003792 electrolyte Substances 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 3
- 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 3
- 230000035484 reaction time Effects 0.000 description 3
- BULLJMKUVKYZDJ-UHFFFAOYSA-N 1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluoro-6-iodohexane Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)I BULLJMKUVKYZDJ-UHFFFAOYSA-N 0.000 description 2
- UNMYWSMUMWPJLR-UHFFFAOYSA-L Calcium iodide Chemical compound [Ca+2].[I-].[I-] UNMYWSMUMWPJLR-UHFFFAOYSA-L 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 150000004808 allyl alcohols Chemical group 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 229940046413 calcium iodide Drugs 0.000 description 2
- 229910001640 calcium iodide Inorganic materials 0.000 description 2
- ABDBNWQRPYOPDF-UHFFFAOYSA-N carbonofluoridic acid Chemical compound OC(F)=O ABDBNWQRPYOPDF-UHFFFAOYSA-N 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 229920002678 cellulose Polymers 0.000 description 2
- 239000001913 cellulose Substances 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 150000002221 fluorine Chemical class 0.000 description 2
- 229910021397 glassy carbon Inorganic materials 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000012528 membrane Substances 0.000 description 2
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 2
- 229910052753 mercury Inorganic materials 0.000 description 2
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 2
- 229950003332 perflubutane Drugs 0.000 description 2
- YPJUNDFVDDCYIH-UHFFFAOYSA-N perfluorobutyric acid Chemical compound OC(=O)C(F)(F)C(F)(F)C(F)(F)F YPJUNDFVDDCYIH-UHFFFAOYSA-N 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 239000002243 precursor Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- QPILZZVXGUNELN-UHFFFAOYSA-M sodium;4-amino-5-hydroxynaphthalene-2,7-disulfonate;hydron Chemical compound [Na+].OS(=O)(=O)C1=CC(O)=C2C(N)=CC(S([O-])(=O)=O)=CC2=C1 QPILZZVXGUNELN-UHFFFAOYSA-M 0.000 description 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
- HUPGRQWHZOWFPQ-UHFFFAOYSA-N 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10-henicosafluorododecane Chemical compound CCC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F HUPGRQWHZOWFPQ-UHFFFAOYSA-N 0.000 description 1
- KWXGJTSJUKTDQU-UHFFFAOYSA-N 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-heptadecafluoro-8-iodooctane Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)I KWXGJTSJUKTDQU-UHFFFAOYSA-N 0.000 description 1
- PGRFXXCKHGIFSV-UHFFFAOYSA-N 1,1,1,2,2,3,3,4,4-nonafluoro-4-iodobutane Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)I PGRFXXCKHGIFSV-UHFFFAOYSA-N 0.000 description 1
- TWIYDBQRYCWOAU-UHFFFAOYSA-N 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfinic acid Chemical compound OS(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F TWIYDBQRYCWOAU-UHFFFAOYSA-N 0.000 description 1
- UQDUPHDELLQMOV-UHFFFAOYSA-N 1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluorooctan-1-ol Chemical compound OC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F UQDUPHDELLQMOV-UHFFFAOYSA-N 0.000 description 1
- DFCYBFLXCKGZML-UHFFFAOYSA-N 1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluorooctane-1-sulfinic acid Chemical compound OS(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F DFCYBFLXCKGZML-UHFFFAOYSA-N 0.000 description 1
- PDIMWFVJSCRWOS-UHFFFAOYSA-N 1,1,2,2,3,3,4,4-octafluorobutane-1,4-disulfinic acid Chemical compound OS(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)S(O)=O PDIMWFVJSCRWOS-UHFFFAOYSA-N 0.000 description 1
- FYQFWFHDPNXORA-UHFFFAOYSA-N 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooct-1-ene Chemical group FC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C=C FYQFWFHDPNXORA-UHFFFAOYSA-N 0.000 description 1
- CSDQQAQKBAQLLE-UHFFFAOYSA-N 4-(4-chlorophenyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine Chemical compound C1=CC(Cl)=CC=C1C1C(C=CS2)=C2CCN1 CSDQQAQKBAQLLE-UHFFFAOYSA-N 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- 101100219382 Caenorhabditis elegans cah-2 gene Proteins 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- 239000004809 Teflon Substances 0.000 description 1
- 229920006362 Teflon® Polymers 0.000 description 1
- 125000003158 alcohol group Chemical group 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 125000005228 aryl sulfonate group Chemical group 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 230000005518 electrochemistry Effects 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- UQSQSQZYBQSBJZ-UHFFFAOYSA-N fluorosulfonic acid Chemical compound OS(F)(=O)=O UQSQSQZYBQSBJZ-UHFFFAOYSA-N 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- PDJAZCSYYQODQF-UHFFFAOYSA-N iodine monofluoride Chemical class IF PDJAZCSYYQODQF-UHFFFAOYSA-N 0.000 description 1
- 239000003014 ion exchange membrane Substances 0.000 description 1
- 239000011133 lead Substances 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical class OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 1
- 125000005010 perfluoroalkyl group Chemical group 0.000 description 1
- QZHDEAJFRJCDMF-UHFFFAOYSA-N perfluorohexanesulfonic acid Chemical compound OS(=O)(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F QZHDEAJFRJCDMF-UHFFFAOYSA-N 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 1
- 239000004810 polytetrafluoroethylene Substances 0.000 description 1
- 229910052573 porcelain Inorganic materials 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- RVTIGHKQJFRGIF-UHFFFAOYSA-N sulfinoformic acid Chemical class OC(=O)S(O)=O RVTIGHKQJFRGIF-UHFFFAOYSA-N 0.000 description 1
- HIFJUMGIHIZEPX-UHFFFAOYSA-N sulfuric acid;sulfur trioxide Chemical compound O=S(=O)=O.OS(O)(=O)=O HIFJUMGIHIZEPX-UHFFFAOYSA-N 0.000 description 1
- 239000012756 surface treatment agent Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 125000005207 tetraalkylammonium group Chemical group 0.000 description 1
- DPKBAXPHAYBPRL-UHFFFAOYSA-M tetrabutylazanium;iodide Chemical compound [I-].CCCC[N+](CCCC)(CCCC)CCCC DPKBAXPHAYBPRL-UHFFFAOYSA-M 0.000 description 1
- KBLZDCFTQSIIOH-UHFFFAOYSA-M tetrabutylazanium;perchlorate Chemical compound [O-]Cl(=O)(=O)=O.CCCC[N+](CCCC)(CCCC)CCCC KBLZDCFTQSIIOH-UHFFFAOYSA-M 0.000 description 1
- CZDYPVPMEAXLPK-UHFFFAOYSA-N tetramethylsilane Chemical compound C[Si](C)(C)C CZDYPVPMEAXLPK-UHFFFAOYSA-N 0.000 description 1
- STCOOQWBFONSKY-UHFFFAOYSA-N tributyl phosphate Chemical compound CCCCOP(=O)(OCCCC)OCCCC STCOOQWBFONSKY-UHFFFAOYSA-N 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- 229910052720 vanadium Inorganic materials 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C25—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
- C25B—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
- C25B3/00—Electrolytic production of organic compounds
- C25B3/20—Processes
- C25B3/25—Reduction
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Electrochemistry (AREA)
- Materials Engineering (AREA)
- Metallurgy (AREA)
- Electrolytic Production Of Non-Metals, Compounds, Apparatuses Therefor (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR8605519A FR2597511B1 (fr) | 1986-04-17 | 1986-04-17 | Fonctionnalisation de iodo-polyfluoroalcanes par reduction electrochimique et nouveaux composes fluores ainsi obtenus |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| ATA94987A ATA94987A (de) | 1991-08-15 |
| AT394214B true AT394214B (de) | 1992-02-25 |
Family
ID=9334336
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT0094987A AT394214B (de) | 1986-04-17 | 1987-04-15 | Funktionalisierung von jodpolyfluoralkanen durch elektrochemische reduktion |
Country Status (17)
| Country | Link |
|---|---|
| US (2) | US4830715A (en, 2012) |
| EP (1) | EP0245133B1 (en, 2012) |
| JP (1) | JPS62250191A (en, 2012) |
| AT (1) | AT394214B (en, 2012) |
| AU (1) | AU587120B2 (en, 2012) |
| CA (1) | CA1299191C (en, 2012) |
| DE (1) | DE3760742D1 (en, 2012) |
| DK (1) | DK195187A (en, 2012) |
| ES (1) | ES2005153A6 (en, 2012) |
| FI (1) | FI84918C (en, 2012) |
| FR (1) | FR2597511B1 (en, 2012) |
| GR (1) | GR870612B (en, 2012) |
| IL (1) | IL82011A (en, 2012) |
| NO (1) | NO169085C (en, 2012) |
| PT (1) | PT84706B (en, 2012) |
| TR (1) | TR22854A (en, 2012) |
| ZA (1) | ZA872754B (en, 2012) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5202506A (en) * | 1992-04-02 | 1993-04-13 | E. I. Du Pont De Nemours And Company | Oxidative drown process for 2-perfluoroalkylethyl alcohols |
| JPH061472U (ja) * | 1992-06-15 | 1994-01-11 | 積水化学工業株式会社 | 洗面台 |
| JP3324273B2 (ja) * | 1994-05-16 | 2002-09-17 | 松下電器産業株式会社 | 多チャンネル多重装置 |
| TWI335517B (en) * | 2006-08-25 | 2011-01-01 | Via Tech Inc | Method of requests access and scheduling and related apparatus thereof |
| US8642804B2 (en) * | 2007-09-04 | 2014-02-04 | Daikin Industries, Ltd. | Method of adsorbing and method of recovering fluorine-containing compound |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2342950A1 (fr) * | 1976-03-05 | 1977-09-30 | Ugine Kuhlmann | Procede de fonctionnalisation de radicaux perfluores |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2519983A (en) * | 1948-11-29 | 1950-08-22 | Minnesota Mining & Mfg | Electrochemical process of making fluorine-containing carbon compounds |
| US2606206A (en) * | 1951-02-05 | 1952-08-05 | Minnesota Mining & Mfg | Perfluorosebacic acid |
| US3283012A (en) * | 1962-05-29 | 1966-11-01 | Du Pont | Process for preparing 2-perfluoroalkylethanol |
| US3810939A (en) * | 1970-03-11 | 1974-05-14 | Nat Starch Chem Corp | Fluorocarbon sulfonic acid water and oil repellency agents |
| IT1117060B (it) * | 1976-03-05 | 1986-02-10 | Ugine Kuhlmann | Procedimento per la preparazione di composti perfluorati,particolarmente di acidi perfluorocarbossilici e perfluoroalcan solfinici |
| FR2374287A1 (fr) * | 1976-12-17 | 1978-07-13 | Ugine Kuhlmann | Procede de preparation de derives des acides perfluoroalcane-carboxyliques et perfluoroalcane-sulfiniques |
| DE2903981A1 (de) * | 1979-02-02 | 1980-08-07 | Hoechst Ag | Rueckgewinnung fluorierter emulgatorsaeuren aus basischen anionenaustauschern |
| FR2486521A1 (fr) * | 1980-07-08 | 1982-01-15 | Ugine Kuhlmann | Procede d'addition d'iodoperfluoroalcanes sur des composes ethyleniques ou acetyleniques |
| US4332954A (en) * | 1981-01-30 | 1982-06-01 | Minnesota Mining And Manufacturing Company | Cyclic sulfoperfluoroaliphaticcarboxylic acid anhydrides |
| JPS57164991A (en) * | 1981-04-02 | 1982-10-09 | Asahi Chem Ind Co Ltd | Production of (omega-fluorosulfonyl)haloaliphatic carboxylic acid fluoride |
| DE3128118A1 (de) * | 1981-07-16 | 1983-02-03 | Hoechst Ag, 6000 Frankfurt | "verfahren zur herstellung von (alpha),(omega)-bis-fluorsulfato-perfluoralkanen sowie einige spezielle dieser verbindungen" |
| FR2521987A1 (fr) * | 1982-02-23 | 1983-08-26 | Ugine Kuhlmann | Procede de preparation d'alcools polyfluores du type rfch2ch2oh |
| FR2559479B1 (fr) * | 1984-02-14 | 1986-07-18 | Atochem | Synthese d'acides perfluoroalcane-carboxyliques |
| US4647350A (en) * | 1985-10-15 | 1987-03-03 | Monsanto Company | Electrolytic preparation of perfluoroalkanoic acids, perfluoroalkanols and perfluoroalkyl esters |
-
1986
- 1986-04-17 FR FR8605519A patent/FR2597511B1/fr not_active Expired - Lifetime
-
1987
- 1987-03-24 CA CA000532880A patent/CA1299191C/fr not_active Expired - Lifetime
- 1987-03-25 IL IL82011A patent/IL82011A/xx unknown
- 1987-04-07 EP EP87400768A patent/EP0245133B1/fr not_active Expired
- 1987-04-07 DE DE8787400768T patent/DE3760742D1/de not_active Expired
- 1987-04-09 NO NO871494A patent/NO169085C/no unknown
- 1987-04-13 ES ES8701066A patent/ES2005153A6/es not_active Expired
- 1987-04-14 US US07/038,188 patent/US4830715A/en not_active Expired - Fee Related
- 1987-04-15 GR GR870612A patent/GR870612B/el unknown
- 1987-04-15 DK DK195187A patent/DK195187A/da not_active Application Discontinuation
- 1987-04-15 AT AT0094987A patent/AT394214B/de not_active IP Right Cessation
- 1987-04-15 FI FI871680A patent/FI84918C/fi not_active IP Right Cessation
- 1987-04-16 TR TR259/87A patent/TR22854A/xx unknown
- 1987-04-16 AU AU71747/87A patent/AU587120B2/en not_active Ceased
- 1987-04-16 JP JP62092150A patent/JPS62250191A/ja active Granted
- 1987-04-16 PT PT84706A patent/PT84706B/pt not_active IP Right Cessation
- 1987-04-16 ZA ZA872754A patent/ZA872754B/xx unknown
-
1989
- 1989-03-10 US US07/322,271 patent/US5023370A/en not_active Expired - Fee Related
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2342950A1 (fr) * | 1976-03-05 | 1977-09-30 | Ugine Kuhlmann | Procede de fonctionnalisation de radicaux perfluores |
Also Published As
| Publication number | Publication date |
|---|---|
| CA1299191C (fr) | 1992-04-21 |
| AU587120B2 (en) | 1989-08-03 |
| NO169085C (no) | 1992-05-06 |
| FI871680L (fi) | 1987-10-18 |
| DE3760742D1 (en) | 1989-11-16 |
| US5023370A (en) | 1991-06-11 |
| FR2597511A1 (fr) | 1987-10-23 |
| FR2597511B1 (fr) | 1990-09-07 |
| NO871494D0 (no) | 1987-04-09 |
| FI84918B (fi) | 1991-10-31 |
| GR870612B (en) | 1987-08-12 |
| FI871680A0 (fi) | 1987-04-15 |
| IL82011A (en) | 1990-11-29 |
| DK195187A (da) | 1987-10-18 |
| NO871494L (no) | 1987-10-19 |
| TR22854A (tr) | 1988-09-13 |
| AU7174787A (en) | 1987-10-22 |
| ZA872754B (en) | 1987-10-05 |
| JPS62250191A (ja) | 1987-10-31 |
| FI84918C (fi) | 1992-02-10 |
| PT84706B (pt) | 1989-11-30 |
| NO169085B (no) | 1992-01-27 |
| DK195187D0 (da) | 1987-04-15 |
| US4830715A (en) | 1989-05-16 |
| EP0245133A1 (fr) | 1987-11-11 |
| JPH0254436B2 (en, 2012) | 1990-11-21 |
| ATA94987A (de) | 1991-08-15 |
| ES2005153A6 (es) | 1989-03-01 |
| EP0245133B1 (fr) | 1989-10-11 |
| PT84706A (fr) | 1987-05-01 |
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