CA1213907A - Procede catalytique de preparation d'hexafluoroacetone - Google Patents
Procede catalytique de preparation d'hexafluoroacetoneInfo
- Publication number
- CA1213907A CA1213907A CA000469890A CA469890A CA1213907A CA 1213907 A CA1213907 A CA 1213907A CA 000469890 A CA000469890 A CA 000469890A CA 469890 A CA469890 A CA 469890A CA 1213907 A CA1213907 A CA 1213907A
- Authority
- CA
- Canada
- Prior art keywords
- hydrofluoric acid
- catalyst
- mixture
- fluoridation
- ethane
- 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
- 230000003197 catalytic effect Effects 0.000 title claims abstract description 5
- 238000002360 preparation method Methods 0.000 title claims abstract description 5
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 claims abstract description 36
- 239000003054 catalyst Substances 0.000 claims abstract description 21
- 238000004334 fluoridation Methods 0.000 claims abstract description 19
- 239000000203 mixture Substances 0.000 claims abstract description 19
- 238000000034 method Methods 0.000 claims abstract description 15
- QDOXWKRWXJOMAK-UHFFFAOYSA-N dichromium trioxide Chemical compound O=[Cr]O[Cr]=O QDOXWKRWXJOMAK-UHFFFAOYSA-N 0.000 claims abstract description 11
- PNEYBMLMFCGWSK-UHFFFAOYSA-N Alumina Chemical compound [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims abstract description 10
- VBZWSGALLODQNC-UHFFFAOYSA-N hexafluoroacetone Chemical compound FC(F)(F)C(=O)C(F)(F)F VBZWSGALLODQNC-UHFFFAOYSA-N 0.000 claims abstract description 8
- JTTZMEPSGTVDLS-UHFFFAOYSA-N 1-chloro-1-fluoropropan-2-one Chemical compound CC(=O)C(F)Cl JTTZMEPSGTVDLS-UHFFFAOYSA-N 0.000 claims abstract description 5
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical group [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims abstract description 5
- 238000003682 fluorination reaction Methods 0.000 claims description 9
- DOJXGHGHTWFZHK-UHFFFAOYSA-N Hexachloroacetone Chemical compound ClC(Cl)(Cl)C(=O)C(Cl)(Cl)Cl DOJXGHGHTWFZHK-UHFFFAOYSA-N 0.000 claims description 5
- 229910052804 chromium Inorganic materials 0.000 claims description 3
- 239000011651 chromium Substances 0.000 claims description 3
- 239000003153 chemical reaction reagent Substances 0.000 claims description 2
- -1 halogens acetones Chemical class 0.000 claims description 2
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 claims 2
- 239000002253 acid Substances 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
- WGLPBDUCMAPZCE-UHFFFAOYSA-N Trioxochromium Chemical compound O=[Cr](=O)=O WGLPBDUCMAPZCE-UHFFFAOYSA-N 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 7
- 150000001875 compounds Chemical class 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 239000007789 gas Substances 0.000 description 4
- 239000012071 phase Substances 0.000 description 4
- 239000011148 porous material Substances 0.000 description 4
- 230000015556 catabolic process Effects 0.000 description 3
- 238000006731 degradation reaction Methods 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 238000004064 recycling Methods 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 241000428352 Amma Species 0.000 description 1
- 101100353161 Drosophila melanogaster prel gene Proteins 0.000 description 1
- PWNAWOCHVWERAR-UHFFFAOYSA-N Flumetralin Chemical compound [O-][N+](=O)C=1C=C(C(F)(F)F)C=C([N+]([O-])=O)C=1N(CC)CC1=C(F)C=CC=C1Cl PWNAWOCHVWERAR-UHFFFAOYSA-N 0.000 description 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 238000005273 aeration Methods 0.000 description 1
- 229940037003 alum Drugs 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- JOPOVCBBYLSVDA-UHFFFAOYSA-N chromium(6+) Chemical compound [Cr+6] JOPOVCBBYLSVDA-UHFFFAOYSA-N 0.000 description 1
- 229910052681 coesite Inorganic materials 0.000 description 1
- 229910052906 cristobalite Inorganic materials 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 244000045947 parasite Species 0.000 description 1
- 230000003071 parasitic effect Effects 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 229910052682 stishovite Inorganic materials 0.000 description 1
- 229940035339 tri-chlor Drugs 0.000 description 1
- 229910052905 tridymite Inorganic materials 0.000 description 1
- 239000012808 vapor phase Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/63—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by introduction of halogen; by substitution of halogen atoms by other halogen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR8319915 | 1983-12-13 | ||
| FR8319915A FR2556340B1 (fr) | 1983-12-13 | 1983-12-13 | Procede catalytique de preparation d'hexafluoroacetone |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1213907A true CA1213907A (fr) | 1986-11-12 |
Family
ID=9295111
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000469890A Expired CA1213907A (fr) | 1983-12-13 | 1984-12-12 | Procede catalytique de preparation d'hexafluoroacetone |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US4579974A (cg-RX-API-DMAC10.html) |
| EP (1) | EP0146464B1 (cg-RX-API-DMAC10.html) |
| JP (1) | JPS60185742A (cg-RX-API-DMAC10.html) |
| AU (1) | AU565581B2 (cg-RX-API-DMAC10.html) |
| CA (1) | CA1213907A (cg-RX-API-DMAC10.html) |
| DE (1) | DE3461176D1 (cg-RX-API-DMAC10.html) |
| ES (1) | ES538506A0 (cg-RX-API-DMAC10.html) |
| FR (1) | FR2556340B1 (cg-RX-API-DMAC10.html) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2736050B1 (fr) | 1995-06-29 | 1997-08-01 | Atochem Elf Sa | Procede de fabrication du difluoromethane |
| US6095381A (en) * | 1995-09-05 | 2000-08-01 | Zeller Plastik Gmbh | Self-closing seal with a sealing membrane |
| FR2748022B1 (fr) | 1996-04-29 | 1998-07-24 | Atochem Elf Sa | Procede de fabrication du difluoromethane |
| DE19621676A1 (de) | 1996-05-30 | 1997-12-11 | Zeller Plastik Koehn Graebner | Verschlußmembran |
| DE19640629A1 (de) | 1996-10-01 | 1998-04-02 | Zeller Plastik Koehn Graebner | Verschlussmembran |
| US7247759B1 (en) * | 2006-01-04 | 2007-07-24 | Honeywell International Inc. | Fluorination reactor |
| CN100431700C (zh) * | 2006-07-25 | 2008-11-12 | 浙江蓝天环保高科技股份有限公司 | 用于异构化法制备六氟丙酮的催化剂及其制备方法和应用 |
| JP5034784B2 (ja) | 2007-08-29 | 2012-09-26 | セントラル硝子株式会社 | ヘキサフルロアセトン水和物の脱水方法 |
| CN107759451A (zh) * | 2017-11-10 | 2018-03-06 | 常州赫瑞润生物医药科技有限公司 | 一种合成六氟丙酮的方法及合成六氟异丙醇的方法 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3257457A (en) * | 1966-06-21 | Production offluoro compounds | ||
| DE1443616C3 (de) * | 1963-11-13 | 1974-05-09 | Chemische Fabrik Von Heyden Gmbh, 8000 Muenchen | Verbessertes Verfahren zur Fluorierung und Polyfluorierung von Chlor enthaltenden niederen aliphatischen Halogenkohlenwasserstoffen |
| FR1452159A (fr) * | 1964-07-22 | 1966-02-25 | Hooker Chemical Corp | Procédé perfectionné de fluoruration des composés organiques |
| DE1910529C3 (de) * | 1969-03-01 | 1978-09-28 | Dynamit Nobel Ag, 5210 Troisdorf | Verfahren zur katalytischen Hydrofluorierung von bestimmten gesattigten und ungesättigten halogenierten Kohlenwasserstoffen |
| FR2135473B1 (cg-RX-API-DMAC10.html) * | 1971-05-06 | 1973-05-11 | Rhone Progil | |
| FR2135474B1 (cg-RX-API-DMAC10.html) * | 1971-05-06 | 1973-05-11 | Rhone Progil | |
| US3978145A (en) * | 1974-11-14 | 1976-08-31 | E. I. Du Pont De Nemours And Company | Use of hexagonal chromium (111) oxide hydroxide catalyst in fluorination process |
-
1983
- 1983-12-13 FR FR8319915A patent/FR2556340B1/fr not_active Expired
-
1984
- 1984-12-06 DE DE8484402517T patent/DE3461176D1/de not_active Expired
- 1984-12-06 EP EP84402517A patent/EP0146464B1/fr not_active Expired
- 1984-12-07 US US06/679,185 patent/US4579974A/en not_active Expired - Fee Related
- 1984-12-12 AU AU36572/84A patent/AU565581B2/en not_active Ceased
- 1984-12-12 ES ES538506A patent/ES538506A0/es active Granted
- 1984-12-12 CA CA000469890A patent/CA1213907A/fr not_active Expired
- 1984-12-12 JP JP59262662A patent/JPS60185742A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| ES8601834A1 (es) | 1985-11-01 |
| AU3657284A (en) | 1985-06-20 |
| FR2556340A1 (fr) | 1985-06-14 |
| US4579974A (en) | 1986-04-01 |
| FR2556340B1 (fr) | 1986-05-16 |
| JPS60185742A (ja) | 1985-09-21 |
| EP0146464A2 (fr) | 1985-06-26 |
| JPH0445499B2 (cg-RX-API-DMAC10.html) | 1992-07-27 |
| EP0146464A3 (en) | 1985-07-24 |
| ES538506A0 (es) | 1985-11-01 |
| EP0146464B1 (fr) | 1986-11-05 |
| DE3461176D1 (en) | 1986-12-11 |
| AU565581B2 (en) | 1987-09-17 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |