JP2013523882A5 - - Google Patents
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- Publication number
- JP2013523882A5 JP2013523882A5 JP2013504959A JP2013504959A JP2013523882A5 JP 2013523882 A5 JP2013523882 A5 JP 2013523882A5 JP 2013504959 A JP2013504959 A JP 2013504959A JP 2013504959 A JP2013504959 A JP 2013504959A JP 2013523882 A5 JP2013523882 A5 JP 2013523882A5
- Authority
- JP
- Japan
- Prior art keywords
- hcfc
- catalyst
- fluoropropane
- dehydrochlorination
- produce
- 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.)
- Pending
Links
- 238000000034 method Methods 0.000 claims 23
- 239000003054 catalyst Substances 0.000 claims 10
- XHWJTHXIDJSPNF-UHFFFAOYSA-N 1,1,1,2-tetrachloro-2-fluoropropane Chemical compound CC(F)(Cl)C(Cl)(Cl)Cl XHWJTHXIDJSPNF-UHFFFAOYSA-N 0.000 claims 9
- FXRLMCRCYDHQFW-UHFFFAOYSA-N 2,3,3,3-tetrafluoropropene Chemical compound FC(=C)C(F)(F)F FXRLMCRCYDHQFW-UHFFFAOYSA-N 0.000 claims 9
- 238000003682 fluorination reaction Methods 0.000 claims 7
- 238000007033 dehydrochlorination reaction Methods 0.000 claims 6
- OTKOPXLUNRNYCD-UHFFFAOYSA-N 1,2-dichloro-2-fluoropropane Chemical compound CC(F)(Cl)CCl OTKOPXLUNRNYCD-UHFFFAOYSA-N 0.000 claims 5
- CFXQEHVMCRXUSD-UHFFFAOYSA-N 1,2,3-Trichloropropane Chemical compound ClCC(Cl)CCl CFXQEHVMCRXUSD-UHFFFAOYSA-N 0.000 claims 4
- FALCMQXTWHPRIH-UHFFFAOYSA-N 2,3-dichloroprop-1-ene Chemical compound ClCC(Cl)=C FALCMQXTWHPRIH-UHFFFAOYSA-N 0.000 claims 4
- SMCNZLDHTZESTK-UHFFFAOYSA-N 2-chloro-1,1,1,2-tetrafluoropropane Chemical compound CC(F)(Cl)C(F)(F)F SMCNZLDHTZESTK-UHFFFAOYSA-N 0.000 claims 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims 3
- 239000007789 gas Substances 0.000 claims 3
- 239000007791 liquid phase Substances 0.000 claims 3
- 239000012071 phase Substances 0.000 claims 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 2
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 claims 2
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 claims 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims 2
- 229910052787 antimony Inorganic materials 0.000 claims 2
- -1 antimony halide Chemical class 0.000 claims 2
- 229910000040 hydrogen fluoride Inorganic materials 0.000 claims 2
- 239000000203 mixture Substances 0.000 claims 2
- 239000003930 superacid Substances 0.000 claims 2
- PGJHURKAWUJHLJ-UHFFFAOYSA-N 1,1,2,3-tetrafluoroprop-1-ene Chemical compound FCC(F)=C(F)F PGJHURKAWUJHLJ-UHFFFAOYSA-N 0.000 claims 1
- WRETZNXZFYSOHE-UHFFFAOYSA-N 1-chloro-2-fluoropropane Chemical compound CC(F)CCl WRETZNXZFYSOHE-UHFFFAOYSA-N 0.000 claims 1
- MFDRISGAWJUQIQ-UHFFFAOYSA-N 2-chloro-2-fluoropropane Chemical compound CC(C)(F)Cl MFDRISGAWJUQIQ-UHFFFAOYSA-N 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims 1
- 239000002841 Lewis acid Substances 0.000 claims 1
- 230000004913 activation Effects 0.000 claims 1
- 229910052796 boron Inorganic materials 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 229910052804 chromium Inorganic materials 0.000 claims 1
- 239000011651 chromium Substances 0.000 claims 1
- 239000003999 initiator Substances 0.000 claims 1
- 229910052742 iron Inorganic materials 0.000 claims 1
- FBAFATDZDUQKNH-UHFFFAOYSA-M iron chloride Chemical compound [Cl-].[Fe] FBAFATDZDUQKNH-UHFFFAOYSA-M 0.000 claims 1
- ULYZAYCEDJDHCC-UHFFFAOYSA-N isopropyl chloride Chemical compound CC(C)Cl ULYZAYCEDJDHCC-UHFFFAOYSA-N 0.000 claims 1
- 150000007517 lewis acids Chemical class 0.000 claims 1
- 229910052748 manganese Inorganic materials 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 229910052759 nickel Inorganic materials 0.000 claims 1
- PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Substances [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims 1
- 150000002815 nickel Chemical class 0.000 claims 1
- 229910052758 niobium Inorganic materials 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- 229910052715 tantalum Inorganic materials 0.000 claims 1
- 229910052718 tin Inorganic materials 0.000 claims 1
- 229910052719 titanium Inorganic materials 0.000 claims 1
- 229910052723 transition metal Inorganic materials 0.000 claims 1
- 150000003624 transition metals Chemical class 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
- 229910052725 zinc Inorganic materials 0.000 claims 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US32406810P | 2010-04-14 | 2010-04-14 | |
| US61/324,068 | 2010-04-14 | ||
| US41365010P | 2010-11-15 | 2010-11-15 | |
| US61/413,650 | 2010-11-15 | ||
| PCT/US2011/031689 WO2011130108A1 (en) | 2010-04-14 | 2011-04-08 | Process for the manufacture of tetrafluoroolefins |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2013523882A JP2013523882A (ja) | 2013-06-17 |
| JP2013523882A5 true JP2013523882A5 (enExample) | 2014-05-29 |
Family
ID=44798973
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013504959A Pending JP2013523882A (ja) | 2010-04-14 | 2011-04-08 | テトラフルオロオレフィンを製造するための方法 |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US20130035526A1 (enExample) |
| EP (1) | EP2558432A4 (enExample) |
| JP (1) | JP2013523882A (enExample) |
| CN (1) | CN102858725B (enExample) |
| CA (1) | CA2796343A1 (enExample) |
| MX (1) | MX2012011894A (enExample) |
| WO (1) | WO2011130108A1 (enExample) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8063257B2 (en) | 2007-01-03 | 2011-11-22 | Honeywell International Inc. | Method for producing 2,3,3,3-tetrafluoropropene |
| WO2013071024A1 (en) * | 2011-11-10 | 2013-05-16 | Mario Joseph Nappa | Catalytic fluorination process of making hydrohaloalkane |
| FR2984886B1 (fr) * | 2011-12-22 | 2013-12-20 | Arkema France | Procede de preparation de composes olefiniques fluores |
| ES2625204T3 (es) * | 2012-01-25 | 2017-07-18 | Daikin Industries, Ltd. | Procedimiento para producir una olefina que contiene flúor |
| US8519200B1 (en) * | 2012-02-23 | 2013-08-27 | Honeywell International Inc. | Azeotropic compositions of 1,1,3,3-tetrachloro-1-fluoropropane and hydrogen fluoride |
| JP5807690B2 (ja) * | 2013-04-25 | 2015-11-10 | ダイキン工業株式会社 | 含フッ素オレフィンの製造方法 |
| WO2015175791A1 (en) | 2014-05-16 | 2015-11-19 | Occidental Chemical Corporation | Method for making 1,1,3,3-tetrachloropropene |
| GB2528690B (en) * | 2014-07-28 | 2017-03-01 | Mexichem Amanco Holding Sa | Process for preparing a (hydro)(chloro)fluoroalkene |
| KR102699589B1 (ko) | 2015-05-21 | 2024-08-28 | 더 케무어스 컴퍼니 에프씨, 엘엘씨 | SbF5에 의한 1233xf의 244bb로의 히드로플루오린화 |
| JP6233352B2 (ja) | 2015-06-02 | 2017-11-22 | ダイキン工業株式会社 | 含フッ素オレフィンの製造方法 |
| CN108430959B (zh) | 2015-12-16 | 2021-11-26 | Ａｇｃ株式会社 | 氢氟烯烃的制造方法 |
| FR3055221B1 (fr) * | 2016-08-29 | 2023-12-15 | Arkema France | Compositions de catalyseurs d'oxyfluorure ou de fluorure de chrome, leur preparation et leur utilisation dans des procedes en phase gazeuse |
| CN119118782A (zh) * | 2018-06-06 | 2024-12-13 | 霍尼韦尔国际公司 | 用于HCFC-244bb的脱氯化氢以制备HFO-1234yf的方法 |
| WO2020051417A2 (en) * | 2018-09-07 | 2020-03-12 | The Chemours Company Fc, Llc | Fluorine removal from antimony fluorohalide catalyst using chlorocarbons |
| JP7166889B2 (ja) * | 2018-11-20 | 2022-11-08 | ダイキン工業株式会社 | １，２－ジフルオロエチレンの製造方法 |
| CN116178098B (zh) * | 2023-02-28 | 2023-09-29 | 福建省杭氟电子材料有限公司 | 光催化制备四氟化碳的方法 |
| CN117164428B (zh) * | 2023-11-03 | 2024-02-09 | 北京宇极科技发展有限公司 | 一种氢氟烯烃的制备方法 |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3561549D1 (en) * | 1984-08-20 | 1988-03-10 | Solvay | Process for the pyrolytic dehydrochlorination of halogenoalkanes in the presence of a chlorinated product as an iniator, and such an iniator |
| US4885416A (en) * | 1985-10-18 | 1989-12-05 | E. I. Du Pont De Nemours And Company | Fluorination process |
| JP2636382B2 (ja) * | 1988-11-17 | 1997-07-30 | 住友化学工業株式会社 | ２，３−ジクロル−１−プロペンの製造法 |
| CA2069149C (en) * | 1991-05-24 | 2002-09-03 | Takashi Shibanuma | Fluorination catalyst and process for fluorinating halogenated hydrocarbon |
| US7485598B2 (en) * | 2006-06-21 | 2009-02-03 | Arkema Inc. | High pressure catalyst activation method and catalyst produced thereby |
| US9102579B2 (en) * | 2004-04-29 | 2015-08-11 | Honeywell International Inc. | Method for producing fluorinated organic compounds |
| US7674939B2 (en) * | 2004-04-29 | 2010-03-09 | Honeywell International Inc. | Method for producing fluorinated organic compounds |
| US8084653B2 (en) * | 2004-04-29 | 2011-12-27 | Honeywell International, Inc. | Method for producing fluorinated organic compounds |
| US7659434B2 (en) * | 2004-04-29 | 2010-02-09 | Honeywell International Inc. | Method for producing fluorinated organic compounds |
| EP2336102A1 (en) * | 2005-11-03 | 2011-06-22 | Honeywell International Inc. | Method for producing fluorinated organic compounds |
| US8664455B2 (en) * | 2008-08-08 | 2014-03-04 | Honeywell International Inc. | Process to manufacture 2-chloro-1,1,1,2-tetrafluoropropane (HCFC-244bb) |
| FR2916755B1 (fr) * | 2007-05-31 | 2009-08-21 | Arkema France | Procede de preparation d'(hydro)(chloro)(fluoro)olefines |
| JP5413451B2 (ja) * | 2008-07-30 | 2014-02-12 | ダイキン工業株式会社 | ２，３，３，３−テトラフルオロプロペンの製法 |
| JP2010047571A (ja) * | 2008-08-22 | 2010-03-04 | Daikin Ind Ltd | ２，３，３，３−テトラフルオロプロペンの製造方法 |
| CN102245547B (zh) * | 2008-12-16 | 2014-02-19 | 旭硝子株式会社 | 2-氯-1，1，1，2-四氟丙烷和2，3，3，3-四氟丙烯的制造方法 |
-
2011
- 2011-04-08 WO PCT/US2011/031689 patent/WO2011130108A1/en not_active Ceased
- 2011-04-08 MX MX2012011894A patent/MX2012011894A/es unknown
- 2011-04-08 US US13/640,326 patent/US20130035526A1/en not_active Abandoned
- 2011-04-08 JP JP2013504959A patent/JP2013523882A/ja active Pending
- 2011-04-08 EP EP11769341.6A patent/EP2558432A4/en not_active Ceased
- 2011-04-08 CA CA2796343A patent/CA2796343A1/en not_active Abandoned
- 2011-04-08 CN CN201180020821.6A patent/CN102858725B/zh not_active Expired - Fee Related
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