GB938070A - New fluorination process - Google Patents
New fluorination processInfo
- Publication number
- GB938070A GB938070A GB1070662A GB1070662A GB938070A GB 938070 A GB938070 A GB 938070A GB 1070662 A GB1070662 A GB 1070662A GB 1070662 A GB1070662 A GB 1070662A GB 938070 A GB938070 A GB 938070A
- Authority
- GB
- United Kingdom
- Prior art keywords
- carbon
- sbcl5
- impregnated
- catalyst
- fluorochloride
- 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
- 238000003682 fluorination reaction Methods 0.000 title 1
- 238000000034 method Methods 0.000 title 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 3
- VMPVEPPRYRXYNP-UHFFFAOYSA-I antimony(5+);pentachloride Chemical compound Cl[Sb](Cl)(Cl)(Cl)Cl VMPVEPPRYRXYNP-UHFFFAOYSA-I 0.000 abstract 3
- 239000003054 catalyst Substances 0.000 abstract 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 2
- FAPDDOBMIUGHIN-UHFFFAOYSA-K antimony trichloride Chemical compound Cl[Sb](Cl)Cl FAPDDOBMIUGHIN-UHFFFAOYSA-K 0.000 abstract 2
- 239000000460 chlorine Substances 0.000 abstract 2
- 229910052801 chlorine Inorganic materials 0.000 abstract 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 abstract 2
- JSEUKVSKOHVLOV-UHFFFAOYSA-N 1,2-dichloro-1,1,2,3,3,3-hexafluoropropane Chemical compound FC(F)(F)C(F)(Cl)C(F)(F)Cl JSEUKVSKOHVLOV-UHFFFAOYSA-N 0.000 abstract 1
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 abstract 1
- DBUQEYQQFXCLAW-UHFFFAOYSA-N [Sb].ClF Chemical compound [Sb].ClF DBUQEYQQFXCLAW-UHFFFAOYSA-N 0.000 abstract 1
- GUNJVIDCYZYFGV-UHFFFAOYSA-K antimony trifluoride Chemical compound F[Sb](F)F GUNJVIDCYZYFGV-UHFFFAOYSA-K 0.000 abstract 1
- ZDINGUUTWDGGFF-UHFFFAOYSA-N antimony(5+) Chemical compound [Sb+5] ZDINGUUTWDGGFF-UHFFFAOYSA-N 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 150000001721 carbon Chemical class 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 239000007789 gas Substances 0.000 abstract 1
- 229910000040 hydrogen fluoride Inorganic materials 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 239000000376 reactant Substances 0.000 abstract 1
- 239000007787 solid Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
- C07C17/20—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms
- C07C17/202—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms two or more compounds being involved in the reaction
- C07C17/206—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms two or more compounds being involved in the reaction the other compound being HX
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
A catalyst suitable for hydrofluorination (see Group IV(b)) comprises activated carbon and pentavalent antimony fluorochloride of formula SbFxCl5-x where x is at least 2 and less than 5. Thus carbon granules may be impregnated with an aqueous solution of SbCl3 or SbF3, heated to remove water, and SbIII converted to SbV by passage of chlorine at 50 DEG -100 DEG C.; or carbon granules may be impregnated with SbCl5 or SbCl3 in a volatile organic solvent, heated to remove the solvent, and SbIII if present converted to SbV as before; or liquid SbCl5 may be allowed to percolate through a column of saturated carbon. The carbon impregnated as described with SbCl5 is treated with HF at e.g. 40 DEG -115 DEG C. to obtain the fluorochloride. The content of Sb in the catalyst may be 10-35% by weight.ALSO:1,2-Dichloro - 1,1,2,3,3,3 - hexafluoropro - pane is prepared by reacting 1,1,2-trichloro-1,2,3,3,3,-pentafluoropropane with substantially anhydrous gaseous hydrogen fluoride in the gas phase at substantially atmospheric pressure and not substantially above 150 DEG C. in the presence of a solid activated carbonpentavalent antimony fluorochloride catalyst, the second component being of the formula SbFxCl5-x, in which x is at least 2 but less than 5 (see Group III). Preferably the molar ratio of HF to organic reactant is 2-4:1; 0.1-0.5 moles of chlorine per mole of HF may be present.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10080861A | 1961-04-05 | 1961-04-05 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB938070A true GB938070A (en) | 1963-09-25 |
Family
ID=22281645
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1070662A Expired GB938070A (en) | 1961-04-05 | 1962-03-20 | New fluorination process |
Country Status (2)
| Country | Link |
|---|---|
| DE (1) | DE1237084B (en) |
| GB (1) | GB938070A (en) |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1990008754A3 (en) * | 1989-02-02 | 1990-09-20 | Asahi Glass Co Ltd | Process for producing a 2,2-difluoropropane |
| US5264639A (en) * | 1989-02-02 | 1993-11-23 | Asahi Glass Company Ltd. | Process for producing a 2,2-difluoropropane |
| US5739406A (en) * | 1994-09-05 | 1998-04-14 | Solvay (Societe Anonyme) | Process for the hydrofluorination of chloro (fluoro) butane |
| EP0939071A1 (en) * | 1998-02-26 | 1999-09-01 | Central Glass Company, Limited | Method for producing fluorinated propane |
| WO1999062849A1 (en) * | 1998-06-02 | 1999-12-09 | E.I. Du Pont De Nemours And Company | Process for the production of hexafluoropropylene from cc1f2cc1fcf3 and azeotropes of cc1f2cc1fcf3 with hf |
| US6329559B1 (en) | 1998-06-02 | 2001-12-11 | E. I. Du Pont De Nemours And Company | Processes for the production of hexafluoropropene and optionally other halogenated hydrocarbons containing fluorine |
| US7285692B2 (en) | 2003-10-14 | 2007-10-23 | E.I. Du Pont De Nemours And Company | Process for the preparation of 1,1,1,3,3-pentafluoropropane and 1,1,1,2,3-pentafluoropropane |
| EP1683778A3 (en) * | 1998-06-02 | 2008-03-19 | E.I.Du pont de nemours and company | Azeotropes of CCIF2CCIFCF3 with HF, and use thereof |
| JP2009542652A (en) * | 2006-06-27 | 2009-12-03 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | Method for producing 1,2,3,3,3-pentafluoropropene |
-
1962
- 1962-03-20 GB GB1070662A patent/GB938070A/en not_active Expired
- 1962-04-03 DE DE1962A0039869 patent/DE1237084B/en active Pending
Cited By (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5264639A (en) * | 1989-02-02 | 1993-11-23 | Asahi Glass Company Ltd. | Process for producing a 2,2-difluoropropane |
| WO1990008754A3 (en) * | 1989-02-02 | 1990-09-20 | Asahi Glass Co Ltd | Process for producing a 2,2-difluoropropane |
| US5739406A (en) * | 1994-09-05 | 1998-04-14 | Solvay (Societe Anonyme) | Process for the hydrofluorination of chloro (fluoro) butane |
| EP0939071A1 (en) * | 1998-02-26 | 1999-09-01 | Central Glass Company, Limited | Method for producing fluorinated propane |
| EP1683778A3 (en) * | 1998-06-02 | 2008-03-19 | E.I.Du pont de nemours and company | Azeotropes of CCIF2CCIFCF3 with HF, and use thereof |
| WO1999062849A1 (en) * | 1998-06-02 | 1999-12-09 | E.I. Du Pont De Nemours And Company | Process for the production of hexafluoropropylene from cc1f2cc1fcf3 and azeotropes of cc1f2cc1fcf3 with hf |
| US6329559B1 (en) | 1998-06-02 | 2001-12-11 | E. I. Du Pont De Nemours And Company | Processes for the production of hexafluoropropene and optionally other halogenated hydrocarbons containing fluorine |
| US6540933B1 (en) | 1998-06-02 | 2003-04-01 | E. I. Du Pont De Nemours And Company | Process for the production of hexafluoropropylene from CC1F2CC1FCF3 and azeotropes of CC1F2CC1FCF3 with HF |
| US6683226B2 (en) | 1998-06-02 | 2004-01-27 | E. I. Du Pont De Nemours And Company | Process for the production of hexafluoropropylene from CClF2CClFCF3 and azeotropes of CClF2CClFCF3 with HF |
| US7285692B2 (en) | 2003-10-14 | 2007-10-23 | E.I. Du Pont De Nemours And Company | Process for the preparation of 1,1,1,3,3-pentafluoropropane and 1,1,1,2,3-pentafluoropropane |
| JP2009542652A (en) * | 2006-06-27 | 2009-12-03 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | Method for producing 1,2,3,3,3-pentafluoropropene |
| US8263816B2 (en) | 2006-06-27 | 2012-09-11 | E I Du Pont De Nemours And Company | 1,2,3,3,3-Pentafluoropropene production processes |
| CN101479218B (en) * | 2006-06-27 | 2013-08-21 | 纳幕尔杜邦公司 | Preparation method of 1,2,3,3,3-pentafluoropropene |
| US10392545B2 (en) | 2006-06-27 | 2019-08-27 | The Chemours Company Fc, Llc | 1,2,3,3,3-pentafluoropropene production processes |
| US11053421B2 (en) | 2006-06-27 | 2021-07-06 | The Chemours Company Fc, Llc | 1,2,3,3,3-pentafluropropene production processes |
| US11708516B2 (en) | 2006-06-27 | 2023-07-25 | The Chemours Company Fc, Llc | 1,2,3,3,3-pentafluropropene production processes |
| US11912923B2 (en) | 2006-06-27 | 2024-02-27 | The Chemours Company Fc, Llc | 1,2,3,3,3-pentafluropropene production processes |
Also Published As
| Publication number | Publication date |
|---|---|
| DE1237084B (en) | 1967-03-23 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US2885427A (en) | Fluorination of trichloroethylene | |
| Miller Jr et al. | Substitution and Addition Reactions of the Fluoroölefins. IV. 1 Reactions of Fluoride Ion with Fluoroölefins2, 3 | |
| US2996555A (en) | Preparation of 2, 3, 3, 3-tetrafluoropropene | |
| US2458551A (en) | Preparation of carbon tetrafluoride | |
| GB938070A (en) | New fluorination process | |
| GB1091103A (en) | A method of manufacturing fluorination catalyst | |
| US2831882A (en) | Preparation of nitrite esters | |
| CH403736A (en) | Process for the preparation of 1,1,1-trifluoro-2-bromo-2-chloroethane | |
| US2178622A (en) | Process for producing tetrachlorethylene | |
| GB745818A (en) | Improvements in or relating to a process for producing fluorohalo-derivatives of saturated aliphatic hydrocarbons | |
| US3092458A (en) | Process for the production of sulfuryl fluoride | |
| US4139568A (en) | Process for making methyl fluoride | |
| GB916407A (en) | Production of methyl chloroform | |
| GB798407A (en) | Preparation of hexafluorobutadiene | |
| US2803668A (en) | Process for making chloroacetal | |
| GB805764A (en) | Process for the preparation of halohydrocarbons or mixtures thereof | |
| US3062902A (en) | Nitrosyl fluoride as a fluorinating agent | |
| US2939878A (en) | Preparation of fluoronitriles | |
| GB790335A (en) | Improved chromium fluoride catalyst and catalytic process | |
| Birchall et al. | 418. Polyfluoroarenes. Part III. A new synthesis of hexafluorobenzene | |
| GB823285A (en) | Improvements in or relating to the production of vinyl chloride | |
| GB857087A (en) | Process for the manufacture of vinyl chloride | |
| US5051538A (en) | Process for 1,1-dichloro-1-fluoroethane | |
| US2933535A (en) | Vapor phase production of halonitroethanes | |
| US2245509A (en) | Production of 4,4'-dichlorodibutyl ether |