JP2018524376A5 - - Google Patents
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- JP2018524376A5 JP2018524376A5 JP2018502143A JP2018502143A JP2018524376A5 JP 2018524376 A5 JP2018524376 A5 JP 2018524376A5 JP 2018502143 A JP2018502143 A JP 2018502143A JP 2018502143 A JP2018502143 A JP 2018502143A JP 2018524376 A5 JP2018524376 A5 JP 2018524376A5
- Authority
- JP
- Japan
- Prior art keywords
- process according
- composition
- reaction
- product stream
- dehydrofluorination
- 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.)
- Granted
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- 239000000203 mixture Substances 0.000 claims description 16
- FXRLMCRCYDHQFW-UHFFFAOYSA-N 2,3,3,3-tetrafluoropropene Chemical compound FC(=C)C(F)(F)F FXRLMCRCYDHQFW-UHFFFAOYSA-N 0.000 claims description 13
- 238000004821 distillation Methods 0.000 claims description 9
- 238000000746 purification Methods 0.000 claims description 7
- 238000005201 scrubbing Methods 0.000 claims description 7
- 239000002253 acid Substances 0.000 claims description 3
- 238000000034 method Methods 0.000 claims 21
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 claims 10
- 229910000040 hydrogen fluoride Inorganic materials 0.000 claims 9
- 238000006243 chemical reaction Methods 0.000 claims 7
- 238000005796 dehydrofluorination reaction Methods 0.000 claims 7
- 238000007033 dehydrochlorination reaction Methods 0.000 claims 4
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims 3
- 239000003054 catalyst Substances 0.000 claims 3
- QDOXWKRWXJOMAK-UHFFFAOYSA-N dichromium trioxide Chemical compound O=[Cr]O[Cr]=O QDOXWKRWXJOMAK-UHFFFAOYSA-N 0.000 claims 3
- 229910052725 zinc Inorganic materials 0.000 claims 3
- 239000011701 zinc Substances 0.000 claims 3
- 238000005191 phase separation Methods 0.000 claims 2
- FDOPVENYMZRARC-UHFFFAOYSA-N 1,1,1,2,2-pentafluoropropane Chemical compound CC(F)(F)C(F)(F)F FDOPVENYMZRARC-UHFFFAOYSA-N 0.000 claims 1
- OQISUJXQFPPARX-UHFFFAOYSA-N 2-chloro-3,3,3-trifluoroprop-1-ene Chemical compound FC(F)(F)C(Cl)=C OQISUJXQFPPARX-UHFFFAOYSA-N 0.000 claims 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims 1
- 230000003197 catalytic effect Effects 0.000 claims 1
- 229910052804 chromium Inorganic materials 0.000 claims 1
- 239000011651 chromium Substances 0.000 claims 1
- 238000001035 drying Methods 0.000 claims 1
- 238000003682 fluorination reaction Methods 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 238000004064 recycling Methods 0.000 claims 1
- 239000012808 vapor phase Substances 0.000 claims 1
- 238000009835 boiling Methods 0.000 description 5
- 239000012535 impurity Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1512593.3 | 2015-07-17 | ||
| GB1512593.3A GB2540427B (en) | 2015-07-17 | 2015-07-17 | Process for the preparation of 2,3,3,3-tetrafluoropropene (1234yf) |
| PCT/GB2016/052145 WO2017013406A1 (en) | 2015-07-17 | 2016-07-14 | Process for the preparation of 2,3,3,3-tetrafluoropropene (1234yf) |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2018524376A JP2018524376A (ja) | 2018-08-30 |
| JP2018524376A5 true JP2018524376A5 (enExample) | 2019-12-26 |
| JP6688383B2 JP6688383B2 (ja) | 2020-04-28 |
Family
ID=54013203
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2018502143A Active JP6688383B2 (ja) | 2015-07-17 | 2016-07-14 | 2,3,3,3−テトラフルオロプロペン(1234yf)の調製プロセス |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US10899686B2 (enExample) |
| EP (1) | EP3325435B1 (enExample) |
| JP (1) | JP6688383B2 (enExample) |
| KR (1) | KR102676107B1 (enExample) |
| CN (1) | CN107848916B (enExample) |
| ES (1) | ES2864023T3 (enExample) |
| GB (1) | GB2540427B (enExample) |
| WO (1) | WO2017013406A1 (enExample) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP6115550B2 (ja) | 2014-11-17 | 2017-04-19 | ダイキン工業株式会社 | HFC−245cbと(E)−HFO−1234zeとを含有する組成物から両化合物を分離する方法 |
| GB201712775D0 (en) * | 2017-08-09 | 2017-09-20 | Mexichem Fluor Sa De Cv | Compositions and uses thereof |
| US10233137B1 (en) * | 2017-10-13 | 2019-03-19 | Honeywell International Inc. | Method for removing unsaturated halogenated impurities from 2,3,3,3-tetrafluoropropene (HFO-1234yf) |
| US11209196B2 (en) | 2018-10-26 | 2021-12-28 | The Chemours Company Fc, Llc | HFO-1234ZE, HFO-1225ZC and HFO-1234YF compositions and processes for producing and using the compositions |
| BR112021022059A2 (pt) | 2018-10-26 | 2021-12-28 | Chemours Co Fc Llc | Composições de fluoropropeno, métodos de produção de uma mistura e de resfriamento, processos para transferência de calor, para tratamento de uma superfície e para formação de uma composição, sistema de refrigeração, aparelhos de refrigeração, uso da composição de fluoropropeno e método para substituição de um refrigerante |
| CN109438170B (zh) * | 2018-11-27 | 2022-02-01 | 浙江三美化工股份有限公司 | 一种2,3,3,3-四氟丙烯的制备方法 |
| GB2582364A (en) * | 2019-03-21 | 2020-09-23 | Mexichem Fluor Sa De Cv | Methods |
| JP7287965B2 (ja) | 2019-11-13 | 2023-06-06 | フジアン ヨンジン テクノロジー カンパニー リミテッド | 2,3,3,3-テトラフルオロプロペン(1234yf)および2,3-ジクロロ-1,1,1-トリフルオロプロパン(243db)の新しい合成方法 |
Family Cites Families (48)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9104775D0 (en) | 1991-03-07 | 1991-04-17 | Ici Plc | Fluorination catalyst and process |
| FR2740994B1 (fr) | 1995-11-10 | 1997-12-05 | Atochem Elf Sa | Catalyseurs massiques a base d'oxyde de chrome, leur procede de preparation et leur application a la fluoration d'hydrocarbures halogenes |
| CA2263711A1 (en) | 1996-09-10 | 1998-03-19 | Imperial Chemical Industries Plc | Fluorination catalyst and process |
| TW499363B (en) | 1998-06-26 | 2002-08-21 | Sinco Ricerche Spa | Recyclable multi-layer material in polyester resin |
| US8058486B2 (en) | 2004-04-29 | 2011-11-15 | Honeywell International Inc. | Integrated process to produce 2,3,3,3-tetrafluoropropene |
| US7897823B2 (en) | 2004-10-29 | 2011-03-01 | E. I. Du Pont De Nemours And Company | Process for production of azeotrope compositions comprising hydrofluoroolefin and hydrogen fluoride and uses of said azeotrope compositions in separation processes |
| GB0507139D0 (en) | 2005-04-08 | 2005-05-18 | Ineos Fluor Holdings Ltd | Catalyst |
| US7476771B2 (en) * | 2005-11-01 | 2009-01-13 | E.I. Du Pont De Nemours + Company | Azeotrope compositions comprising 2,3,3,3-tetrafluoropropene and hydrogen fluoride and uses thereof |
| US7560602B2 (en) | 2005-11-03 | 2009-07-14 | Honeywell International Inc. | Process for manufacture of fluorinated olefins |
| CA2635806C (en) | 2006-01-03 | 2015-03-31 | Honeywell International, Inc. | Method for producing fluorinated organic compounds |
| EP3336074B1 (en) | 2006-01-03 | 2025-07-09 | Honeywell International Inc. | Method for producing fluorinated organic compounds |
| EP2041054B1 (en) | 2006-07-13 | 2014-08-27 | E.I. Du Pont De Nemours And Company | Catalytic production processes for making 1,2,3,3,3-pentafluoropropene |
| GB0806422D0 (en) * | 2008-04-09 | 2008-05-14 | Ineos Fluor Holdings Ltd | Process |
| KR101394583B1 (ko) | 2006-10-03 | 2014-05-12 | 멕시켐 아만코 홀딩 에스.에이. 데 씨.브이. | 탄소수 3-6의 (하이드로)플루오로알켄의 생성을 위한 탈수소할로겐화 방법 |
| CN103553871A (zh) | 2006-10-31 | 2014-02-05 | 纳幕尔杜邦公司 | 氟丙烷、卤代丙烯以及2-氯-3,3,3-三氟-1-丙烯与hf的共沸组合物和1,1,1,2,2-五氟丙烷与hf的共沸组合物的制备方法 |
| CN101535222B (zh) | 2006-10-31 | 2013-02-06 | 纳幕尔杜邦公司 | 氟丙烷和卤代丙烯的制备方法 |
| GB0625214D0 (en) | 2006-12-19 | 2007-01-24 | Ineos Fluor Holdings Ltd | Process |
| US20100185029A1 (en) | 2007-06-27 | 2010-07-22 | Arkema Inc. | Two step process for the manufacture of hydrofluoroolefins |
| KR101550250B1 (ko) | 2007-06-27 | 2015-09-04 | 알케마 인코포레이티드 | 하이드로플루오로올레핀의 제조 방법 |
| US8563789B2 (en) | 2007-06-27 | 2013-10-22 | Arkema Inc. | Process for the manufacture of hydrofluoroolefins |
| US9035111B2 (en) * | 2007-08-22 | 2015-05-19 | Honeywell International Inc. | Method for producing fluorinated organic compounds |
| CN101952230B (zh) | 2008-02-21 | 2015-07-22 | 纳幕尔杜邦公司 | 通过共沸蒸馏使2,3,3,3-四氟丙烯与氟化氢分离的方法 |
| FR2933402B1 (fr) | 2008-07-03 | 2010-07-30 | Arkema France | Procede de purification de 2,3,3,3-tetrafluoro-1-propene (hfo1234yf) |
| CA2743842C (en) * | 2008-11-19 | 2016-02-09 | Arkema Inc. | Process for the manufacture of hydrofluoroolefins |
| GB0906191D0 (en) | 2009-04-09 | 2009-05-20 | Ineos Fluor Holdings Ltd | Process |
| EP2421811B1 (en) * | 2009-04-23 | 2016-08-03 | Daikin Industries, Ltd. | Process for preparation of 2,3,3,3-tetrafluoropropene |
| WO2011077191A1 (en) | 2009-12-23 | 2011-06-30 | Arkema France | Catalytic gas phase fluorination of 1230xa to 1234yf |
| HUE025859T2 (en) | 2009-12-23 | 2016-05-30 | Arkema France | 243db catalytic gas phase fluorination to 1234mf |
| CN102686542A (zh) | 2009-12-23 | 2012-09-19 | 阿克马法国公司 | 1233xf到1234yf的催化气相氟化 |
| CN102770400B (zh) | 2010-02-12 | 2015-09-30 | 大金工业株式会社 | 制备含氟烯烃化合物的方法 |
| WO2011099604A2 (en) | 2010-02-12 | 2011-08-18 | Daikin Industries, Ltd. | Process for producing fluorine-containing alkene |
| US8927791B2 (en) | 2010-04-29 | 2015-01-06 | Honeywell International Inc. | Method for producing tetrafluoropropenes |
| US9492816B2 (en) | 2010-05-03 | 2016-11-15 | Arkema Inc. | Dehydrofluorination of pentafluoroalkanes to form tetrafluoroolefins |
| ES2773202T3 (es) | 2010-10-22 | 2020-07-09 | Arkema France | Proceso para la preparación de 2,3,3,3-tetrafluoropropeno |
| EP2632882B2 (en) | 2010-10-27 | 2023-04-12 | Daikin Industries, Ltd. | Process for producing 2,3,3,3-tetrafluoropropene |
| US9890096B2 (en) * | 2011-01-19 | 2018-02-13 | Honeywell International Inc. | Methods of making 2,3,3,3-tetrafluoro-2-propene |
| ES2740848T3 (es) | 2011-01-21 | 2020-02-06 | Arkema France | Fluoración catalítica en fase gaseosa |
| CN103328421A (zh) | 2011-01-21 | 2013-09-25 | 阿克马法国公司 | 催化气相氟化 |
| US8741828B2 (en) | 2011-02-23 | 2014-06-03 | Honeywell International Inc. | Azeotrope and azeotrope-like compositions useful for the production of haloolefins |
| CN103717560B (zh) | 2011-07-26 | 2016-04-27 | 大金工业株式会社 | 用于制备2,3,3,3-四氟丙烯的方法 |
| FR2980474B1 (fr) | 2011-09-27 | 2013-08-30 | Arkema France | Procede de fabrication du 2,3,3,3-tetrafluoropropene |
| CN104169245B (zh) | 2011-11-04 | 2016-09-21 | 塞尔马·贝克特什维克 | 用于制造2,3,3,3-四氟丙烯的方法 |
| ES2752461T3 (es) | 2011-11-04 | 2020-04-06 | Honeywell Int Inc | Proceso para producir 2,3,3,3-tetrafluoropropeno |
| CN103998405B (zh) * | 2011-12-14 | 2016-06-08 | 阿克马法国公司 | 2,3,3,3-四氟丙烯的制备方法 |
| EP4098644A1 (en) | 2012-02-29 | 2022-12-07 | Honeywell International Inc. | Process for producing 2,3,3,3-tetrafluoropropene |
| GB201207666D0 (en) | 2012-05-02 | 2012-06-13 | Mexichem Amanco Holding Sa | Process |
| WO2013184865A1 (en) | 2012-06-06 | 2013-12-12 | E.I. Du Pont De Nemours And Company | PROCESS FOR THE REDUCTION OF RfCCX IMPURITIES IN FLUOROOLEFINS |
| CN103055643A (zh) | 2012-12-11 | 2013-04-24 | 上海巴安水务股份有限公司 | 一种多管微旋流过滤分离器 |
-
2015
- 2015-07-17 GB GB1512593.3A patent/GB2540427B/en active Active
-
2016
- 2016-07-14 KR KR1020187004683A patent/KR102676107B1/ko active Active
- 2016-07-14 WO PCT/GB2016/052145 patent/WO2017013406A1/en not_active Ceased
- 2016-07-14 US US15/745,505 patent/US10899686B2/en active Active
- 2016-07-14 CN CN201680041643.8A patent/CN107848916B/zh active Active
- 2016-07-14 JP JP2018502143A patent/JP6688383B2/ja active Active
- 2016-07-14 EP EP16750478.6A patent/EP3325435B1/en active Active
- 2016-07-14 ES ES16750478T patent/ES2864023T3/es active Active
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