RU2072975C1 - Способ получения 1,1,1-трифторхлорэтана и 1,1,1,2-тетрафторэтана - Google Patents
Способ получения 1,1,1-трифторхлорэтана и 1,1,1,2-тетрафторэтана Download PDFInfo
- Publication number
- RU2072975C1 RU2072975C1 SU914895051A SU4895051A RU2072975C1 RU 2072975 C1 RU2072975 C1 RU 2072975C1 SU 914895051 A SU914895051 A SU 914895051A SU 4895051 A SU4895051 A SU 4895051A RU 2072975 C1 RU2072975 C1 RU 2072975C1
- Authority
- RU
- Russia
- Prior art keywords
- hydrogen fluoride
- reactor
- tetrafluoroethane
- stage
- trifluorochloroethane
- Prior art date
Links
- CYXIKYKBLDZZNW-UHFFFAOYSA-N 2-Chloro-1,1,1-trifluoroethane Chemical compound FC(F)(F)CCl CYXIKYKBLDZZNW-UHFFFAOYSA-N 0.000 title claims abstract description 43
- LVGUZGTVOIAKKC-UHFFFAOYSA-N 1,1,1,2-tetrafluoroethane Chemical compound FCC(F)(F)F LVGUZGTVOIAKKC-UHFFFAOYSA-N 0.000 title claims abstract description 39
- 238000000034 method Methods 0.000 title claims abstract description 37
- 230000015572 biosynthetic process Effects 0.000 title abstract description 3
- 238000003786 synthesis reaction Methods 0.000 title abstract 2
- 238000006243 chemical reaction Methods 0.000 claims abstract description 45
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 claims abstract description 36
- HTHNTJCVPNKCPZ-UHFFFAOYSA-N 2-chloro-1,1-difluoroethene Chemical group FC(F)=CCl HTHNTJCVPNKCPZ-UHFFFAOYSA-N 0.000 claims abstract description 20
- 239000003085 diluting agent Substances 0.000 claims abstract description 9
- 239000003153 chemical reaction reagent Substances 0.000 claims abstract 4
- 150000001875 compounds Chemical class 0.000 claims abstract 4
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 claims description 50
- 229910000040 hydrogen fluoride Inorganic materials 0.000 claims description 50
- 239000007789 gas Substances 0.000 claims description 48
- 239000003054 catalyst Substances 0.000 claims description 17
- 238000003682 fluorination reaction Methods 0.000 claims description 13
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 8
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 claims description 8
- 229910000041 hydrogen chloride Inorganic materials 0.000 claims description 8
- 239000011541 reaction mixture Substances 0.000 claims description 8
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 238000007865 diluting Methods 0.000 claims description 3
- BQCIDUSAKPWEOX-UHFFFAOYSA-N 1,1-Difluoroethene Chemical group FC(F)=C BQCIDUSAKPWEOX-UHFFFAOYSA-N 0.000 claims 1
- 230000003993 interaction Effects 0.000 claims 1
- 239000012495 reaction gas Substances 0.000 claims 1
- 238000010790 dilution Methods 0.000 abstract description 11
- 239000012895 dilution Substances 0.000 abstract description 11
- 230000000694 effects Effects 0.000 abstract description 3
- 239000000126 substance Substances 0.000 abstract description 3
- 239000011261 inert gas Substances 0.000 abstract description 2
- UBOXGVDOUJQMTN-UHFFFAOYSA-N trichloroethylene Natural products ClCC(Cl)Cl UBOXGVDOUJQMTN-UHFFFAOYSA-N 0.000 abstract 2
- 239000002826 coolant Substances 0.000 abstract 1
- 239000007792 gaseous phase Substances 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- -1 halogen hydrocarbons Chemical class 0.000 abstract 1
- 229930195733 hydrocarbon Natural products 0.000 abstract 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 16
- 239000000203 mixture Substances 0.000 description 12
- 229910052757 nitrogen Inorganic materials 0.000 description 8
- UJPMYEOUBPIPHQ-UHFFFAOYSA-N 1,1,1-trifluoroethane Chemical compound CC(F)(F)F UJPMYEOUBPIPHQ-UHFFFAOYSA-N 0.000 description 3
- WAIPAZQMEIHHTJ-UHFFFAOYSA-N [Cr].[Co] Chemical compound [Cr].[Co] WAIPAZQMEIHHTJ-UHFFFAOYSA-N 0.000 description 3
- 239000006227 byproduct Substances 0.000 description 3
- 238000004817 gas chromatography Methods 0.000 description 3
- 239000012071 phase Substances 0.000 description 3
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 239000011651 chromium Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical compound FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 description 2
- 235000019404 dichlorodifluoromethane Nutrition 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- 239000004338 Dichlorodifluoromethane Substances 0.000 description 1
- RHQDFWAXVIIEBN-UHFFFAOYSA-N Trifluoroethanol Chemical compound OCC(F)(F)F RHQDFWAXVIIEBN-UHFFFAOYSA-N 0.000 description 1
- WGLPBDUCMAPZCE-UHFFFAOYSA-N Trioxochromium Chemical compound O=[Cr](=O)=O WGLPBDUCMAPZCE-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- CXOWYMLTGOFURZ-UHFFFAOYSA-N azanylidynechromium Chemical compound [Cr]#N CXOWYMLTGOFURZ-UHFFFAOYSA-N 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 229910000423 chromium oxide Inorganic materials 0.000 description 1
- UOUJSJZBMCDAEU-UHFFFAOYSA-N chromium(3+);oxygen(2-) Chemical class [O-2].[O-2].[O-2].[Cr+3].[Cr+3] UOUJSJZBMCDAEU-UHFFFAOYSA-N 0.000 description 1
- VQWFNAGFNGABOH-UHFFFAOYSA-K chromium(iii) hydroxide Chemical compound [OH-].[OH-].[OH-].[Cr+3] VQWFNAGFNGABOH-UHFFFAOYSA-K 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 239000008246 gaseous mixture Substances 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000003507 refrigerant Substances 0.000 description 1
- 239000007790 solid phase Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Images
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
-
- 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
- C07C17/21—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms with simultaneous increase of the number of halogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C19/00—Acyclic saturated compounds containing halogen atoms
- C07C19/08—Acyclic saturated compounds containing halogen atoms containing fluorine
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)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP6181190 | 1990-03-13 | ||
| JP61811/90 | 1990-03-13 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| RU2072975C1 true RU2072975C1 (ru) | 1997-02-10 |
Family
ID=13181847
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU914895051A RU2072975C1 (ru) | 1990-03-13 | 1991-03-12 | Способ получения 1,1,1-трифторхлорэтана и 1,1,1,2-тетрафторэтана |
Country Status (5)
| Country | Link |
|---|---|
| EP (2) | EP0610963A3 (https=) |
| JP (1) | JPH07100671B2 (https=) |
| PL (1) | PL166009B1 (https=) |
| RU (1) | RU2072975C1 (https=) |
| ZA (1) | ZA911801B (https=) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TW227550B (https=) * | 1992-08-05 | 1994-08-01 | Showa Denko Kk | |
| DE69423910T2 (de) * | 1993-12-09 | 2000-08-17 | Daikin Industries, Ltd. | Verfahren zur herstellung von difluormethan und 1,1,1,2-tetrafluorethan |
| CN1045200C (zh) * | 1995-12-27 | 1999-09-22 | 西安近代化学研究所 | 1,1,1,2－四氟乙烷的制备方法 |
| EP1268055B1 (en) * | 2000-03-31 | 2006-05-31 | Council of Scientific and Industrial Research | A process for the preparation of 1,1,1,2-tetrafluoroethane |
| CN1315765C (zh) * | 2001-07-06 | 2007-05-16 | 昭和电工株式会社 | 纯化四氯乙烯的方法和生产氢氟烃的方法 |
| GB0507139D0 (en) | 2005-04-08 | 2005-05-18 | Ineos Fluor Holdings Ltd | Catalyst |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4792643A (en) * | 1987-06-16 | 1988-12-20 | Kaiser Aluminum & Chemical Corporation | Catalyst and process for 1,1,1,2-tetrafluoroethane by vapor phase reaction |
| CA1310335C (en) * | 1988-02-12 | 1992-11-17 | Leo E. Manzer | Gas-phase fluorination process |
| IN172054B (https=) * | 1988-02-24 | 1993-03-27 | Du Pont | |
| AU622295B2 (en) * | 1989-02-03 | 1992-04-02 | E.I. Du Pont De Nemours And Company | Manufacture of 1,1,1,2-tetrafluoroethane |
| IT1230779B (it) * | 1989-07-12 | 1991-10-29 | Ausimont Srl | Procedimento per preparare 1,1,1,2 tetrafluoroetano. |
-
1990
- 1990-10-22 JP JP2285596A patent/JPH07100671B2/ja not_active Expired - Lifetime
-
1991
- 1991-03-12 EP EP94105545A patent/EP0610963A3/en not_active Withdrawn
- 1991-03-12 ZA ZA911801A patent/ZA911801B/xx unknown
- 1991-03-12 RU SU914895051A patent/RU2072975C1/ru active
- 1991-03-12 EP EP94116343A patent/EP0648726A2/en not_active Withdrawn
- 1991-03-13 PL PL91289403A patent/PL166009B1/pl unknown
Non-Patent Citations (1)
| Title |
|---|
| Заявка Японии N 72105/1973, кл. C 07 C 18/08, 1973. * |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH07100671B2 (ja) | 1995-11-01 |
| EP0610963A2 (en) | 1994-08-17 |
| EP0648726A2 (en) | 1995-04-19 |
| JPH03294237A (ja) | 1991-12-25 |
| ZA911801B (en) | 1991-12-24 |
| PL166009B1 (pl) | 1995-03-31 |
| EP0648726A3 (https=) | 1995-04-26 |
| EP0610963A3 (en) | 1995-04-19 |
| PL289403A1 (en) | 1991-12-02 |
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