JP2015522521A5 - - Google Patents
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- Publication number
- JP2015522521A5 JP2015522521A5 JP2014559014A JP2014559014A JP2015522521A5 JP 2015522521 A5 JP2015522521 A5 JP 2015522521A5 JP 2014559014 A JP2014559014 A JP 2014559014A JP 2014559014 A JP2014559014 A JP 2014559014A JP 2015522521 A5 JP2015522521 A5 JP 2015522521A5
- Authority
- JP
- Japan
- Prior art keywords
- producing
- trifluoropropene
- chloro
- tetrafluoropropene
- product
- 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
Links
- 238000000034 method Methods 0.000 claims description 40
- 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 description 25
- FXRLMCRCYDHQFW-UHFFFAOYSA-N 2,3,3,3-tetrafluoropropene Chemical compound FC(=C)C(F)(F)F FXRLMCRCYDHQFW-UHFFFAOYSA-N 0.000 claims description 22
- 238000003303 reheating Methods 0.000 claims description 12
- 238000004519 manufacturing process Methods 0.000 claims description 11
- 239000003054 catalyst Substances 0.000 claims description 10
- 238000003682 fluorination reaction Methods 0.000 claims description 10
- 238000006243 chemical reaction Methods 0.000 claims description 8
- WGLPBDUCMAPZCE-UHFFFAOYSA-N Trioxochromium Chemical compound O=[Cr](=O)=O WGLPBDUCMAPZCE-UHFFFAOYSA-N 0.000 claims description 5
- 229910000423 chromium oxide Inorganic materials 0.000 claims description 5
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 claims description 4
- 239000007789 gas Substances 0.000 claims description 4
- 238000010438 heat treatment Methods 0.000 claims description 4
- 229910000040 hydrogen fluoride Inorganic materials 0.000 claims description 4
- PGJHURKAWUJHLJ-UHFFFAOYSA-N 1,1,2,3-tetrafluoroprop-1-ene Chemical compound FCC(F)=C(F)F PGJHURKAWUJHLJ-UHFFFAOYSA-N 0.000 claims description 3
- ZXPCCXXSNUIVNK-UHFFFAOYSA-N 1,1,1,2,3-pentachloropropane Chemical compound ClCC(Cl)C(Cl)(Cl)Cl ZXPCCXXSNUIVNK-UHFFFAOYSA-N 0.000 claims description 2
- UMGQVBVEWTXECF-UHFFFAOYSA-N 1,1,2,3-tetrachloroprop-1-ene Chemical compound ClCC(Cl)=C(Cl)Cl UMGQVBVEWTXECF-UHFFFAOYSA-N 0.000 claims description 2
- VJGCZWVJDRIHNC-UHFFFAOYSA-N 1-fluoroprop-1-ene Chemical compound CC=CF VJGCZWVJDRIHNC-UHFFFAOYSA-N 0.000 claims description 2
- IRPGOXJVTQTAAN-UHFFFAOYSA-N 2,2,3,3,3-pentafluoropropanal Chemical compound FC(F)(F)C(F)(F)C=O IRPGOXJVTQTAAN-UHFFFAOYSA-N 0.000 claims description 2
- QJMGASHUZRHZBT-UHFFFAOYSA-N 2,3-dichloro-1,1,1-trifluoropropane Chemical compound FC(F)(F)C(Cl)CCl QJMGASHUZRHZBT-UHFFFAOYSA-N 0.000 claims description 2
- KLZUFWVZNOTSEM-UHFFFAOYSA-K Aluminum fluoride Inorganic materials F[Al](F)F KLZUFWVZNOTSEM-UHFFFAOYSA-K 0.000 claims description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 2
- 239000000460 chlorine Substances 0.000 claims description 2
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- 229910021563 chromium fluoride Inorganic materials 0.000 claims description 2
- UOUJSJZBMCDAEU-UHFFFAOYSA-N chromium(3+);oxygen(2-) Chemical class [O-2].[O-2].[O-2].[Cr+3].[Cr+3] UOUJSJZBMCDAEU-UHFFFAOYSA-N 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- 238000004821 distillation Methods 0.000 claims description 2
- 239000000203 mixture Substances 0.000 claims description 2
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 claims description 2
- 239000002994 raw material Substances 0.000 claims description 2
- 238000000926 separation method Methods 0.000 claims description 2
- FTBATIJJKIIOTP-UHFFFAOYSA-K trifluorochromium Chemical compound F[Cr](F)F FTBATIJJKIIOTP-UHFFFAOYSA-K 0.000 claims description 2
- FDMFUZHCIRHGRG-UHFFFAOYSA-N 3,3,3-trifluoroprop-1-ene Chemical compound FC(F)(F)C=C FDMFUZHCIRHGRG-UHFFFAOYSA-N 0.000 claims 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims 1
- 229910052804 chromium Inorganic materials 0.000 claims 1
- 239000011651 chromium Substances 0.000 claims 1
- 230000003647 oxidation Effects 0.000 claims 1
- 238000007254 oxidation reaction Methods 0.000 claims 1
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2014559014A JP5930077B2 (ja) | 2012-08-08 | 2013-08-07 | 2,3,3,3−テトラフルオロプロペンの製造方法 |
Applications Claiming Priority (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201261680768P | 2012-08-08 | 2012-08-08 | |
| US61/680,768 | 2012-08-08 | ||
| JP2013117657 | 2013-06-04 | ||
| JP2013117657 | 2013-06-04 | ||
| PCT/JP2013/071897 WO2014025065A1 (en) | 2012-08-08 | 2013-08-07 | Process for producing 2,3,3,3-tetrafluoropropene |
| JP2014559014A JP5930077B2 (ja) | 2012-08-08 | 2013-08-07 | 2,3,3,3−テトラフルオロプロペンの製造方法 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2015522521A JP2015522521A (ja) | 2015-08-06 |
| JP2015522521A5 true JP2015522521A5 (enExample) | 2016-01-28 |
| JP5930077B2 JP5930077B2 (ja) | 2016-06-08 |
Family
ID=50068278
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014559014A Active JP5930077B2 (ja) | 2012-08-08 | 2013-08-07 | 2,3,3,3−テトラフルオロプロペンの製造方法 |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US9422211B2 (enExample) |
| EP (1) | EP2882704B1 (enExample) |
| JP (1) | JP5930077B2 (enExample) |
| CN (1) | CN104520259B (enExample) |
| WO (1) | WO2014025065A1 (enExample) |
Families Citing this family (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR3023286B1 (fr) * | 2014-07-02 | 2018-02-16 | Arkema France | Procede de fabrication de tetrafluoropropene |
| JP5939283B2 (ja) * | 2014-07-15 | 2016-06-22 | ダイキン工業株式会社 | クロロプロペンの製造方法及び2,3,3,3−テトラフルオロプロペンの製造方法 |
| CN104151131B (zh) * | 2014-08-08 | 2015-11-18 | 浙江衢化氟化学有限公司 | 一种2,3,3,3-四氟丙烯的制备方法 |
| US9975824B2 (en) * | 2014-09-30 | 2018-05-22 | Daikin Industries, Ltd. | Method for producing 2,3,3,3-tetrafluoropropene |
| JP6098608B2 (ja) | 2014-10-07 | 2017-03-22 | ダイキン工業株式会社 | フッ素基を含有するハロオレフィン化合物の製造方法及び組成物 |
| JP6210073B2 (ja) * | 2015-01-21 | 2017-10-11 | ダイキン工業株式会社 | フルオロプロペンの製造方法 |
| MX395316B (es) | 2015-05-21 | 2025-03-25 | Chemours Co Fc Llc | Hidrofluoracion de 1233xf a 244bb por sbf5. |
| GB2559056B (en) | 2015-07-17 | 2019-09-11 | Mexichem Fluor Sa De Cv | Process for preparing 245cb and 1234yf from 243db |
| JP2017122063A (ja) * | 2016-01-06 | 2017-07-13 | 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造方法 |
| FR3047240B1 (fr) * | 2016-01-28 | 2019-09-27 | Arkema France | Procede de fabrication du 2-chloro-3,3,3-trifluoropropene |
| FR3051468B1 (fr) | 2016-05-19 | 2019-07-26 | Arkema France | Procede de fabrication de tetrafluoropropene. |
| CN106278810B (zh) * | 2016-08-04 | 2017-08-08 | 淄博澳宏化工科技有限公司 | 联产1,3,3,3‑四氟丙烯和1‑氯‑3,3,3‑三氟丙烯的方法 |
| CN106380369B (zh) * | 2016-08-17 | 2019-02-15 | 巨化集团技术中心 | 一种2,3,3,3-四氟丙烯的合成方法 |
| JP6388016B2 (ja) * | 2016-11-24 | 2018-09-12 | ダイキン工業株式会社 | 組成物 |
| FR3068969B1 (fr) * | 2017-07-17 | 2019-07-26 | Arkema France | Procede de production du 2,3,3,3-tetrafluoropropene. |
| FR3073516B1 (fr) * | 2017-11-13 | 2019-10-18 | Arkema France | Procede de production du 2,3,3,3-tetrafluoropropene. |
| FR3078699B1 (fr) * | 2018-03-07 | 2020-02-21 | Arkema France | Procede de production du 2,3,3,3-tetrafluoropropene |
| FR3078700B1 (fr) * | 2018-03-07 | 2020-07-10 | Arkema France | Procede de production du 2,3,3,3-tetrafluoropropene |
| FR3082200B1 (fr) * | 2018-06-12 | 2020-08-28 | Arkema France | Procede de production de 2,3,3,3-tetrafluoropropene et reacteur pour la mise en oeuvre de celui-ci. |
| FR3098127B1 (fr) * | 2018-06-12 | 2022-10-21 | Arkema France | Procédé de production de 2,3,3,3-tétrafluoropropène et réacteur pour la mise en œuvre de celui-ci |
| FR3082203B1 (fr) * | 2018-06-12 | 2020-08-14 | Arkema France | Procede de production de 2,3,3,3-tetrafluoropropene et installation pour la mise en oeuvre de celui-ci. |
| FR3082202B1 (fr) * | 2018-06-12 | 2020-08-28 | Arkema France | Procede de production de 2,3,3,3-tetrafluoropropene et installation pour la mise en oeuvre de celui-ci. |
| FR3082201A1 (fr) * | 2018-06-12 | 2019-12-13 | Arkema France | Procede de production de 2,3,3,3-tetrafluoropropene, reacteur et installation pour la mise en oeuvre de celui-ci. |
| FR3082204B1 (fr) * | 2018-06-12 | 2020-08-14 | Arkema France | Procede de production de 2-chloro-3,3,3-trifluoropropene et installation pour la mise en oeuvre de celui-ci. |
| WO2020247423A1 (en) * | 2019-06-04 | 2020-12-10 | The Chemours Company Fc, Llc | 2-chloro-3,3,3-trifluoropropene (1233xf) compositions and methods for making and using the compositions |
| FR3098216B1 (fr) * | 2020-07-03 | 2023-01-13 | Arkema France | Procédé de production de 2,3,3,3-tétrafluoropropène et installation pour la mise en œuvre de celui-ci |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5744658A (en) | 1990-03-29 | 1998-04-28 | Imperial Chemical Industries Plc | Chemical process |
| GB9007029D0 (en) | 1990-03-29 | 1990-05-30 | Ici Plc | Chemical process |
| GB9325756D0 (en) | 1993-12-16 | 1994-02-16 | Ici Plc | Production of pentafluoroethane |
| US8058486B2 (en) | 2004-04-29 | 2011-11-15 | Honeywell International Inc. | Integrated process to produce 2,3,3,3-tetrafluoropropene |
| FI3336074T3 (fi) | 2006-01-03 | 2025-08-22 | Honeywell Int Inc | Menetelmä fluorattujen orgaanisten yhdisteiden tuottamiseksi |
| EP2158176A4 (en) * | 2007-06-27 | 2011-11-09 | Arkema Inc | TWO-STAGE PROCESS FOR THE PREPARATION OF HYDROFLUOROLEFINES |
| CN101597209A (zh) * | 2008-03-20 | 2009-12-09 | 霍尼韦尔国际公司 | 用于制备2,3,3,3-四氟丙烯的一体式方法 |
| KR101374000B1 (ko) | 2009-04-23 | 2014-03-12 | 다이킨 고교 가부시키가이샤 | 2,3,3,3-테트라플루오로프로펜의 제조 방법 |
| WO2011077191A1 (en) * | 2009-12-23 | 2011-06-30 | Arkema France | Catalytic gas phase fluorination of 1230xa to 1234yf |
| WO2011077192A1 (en) * | 2009-12-23 | 2011-06-30 | Arkema France | CATALYTIC GAS PHASE FLUORINATION OF 1233xf TO 1234yf |
| MX347872B (es) | 2010-10-22 | 2017-05-16 | Arkema France | Proceso para la preparacion de 2,3,3,3-tetrafluoropropeno. |
| EP2963005B1 (en) * | 2010-10-27 | 2020-02-12 | Daikin Industries, Ltd. | Process for producing 2,3,3,3-tetrafluoropropene |
| JP5817373B2 (ja) * | 2010-11-10 | 2015-11-18 | セントラル硝子株式会社 | トランス−1,3,3,3−テトラフルオロプロペンの製造方法 |
| MX344006B (es) | 2011-09-30 | 2016-12-02 | Honeywell Int Inc | Proceso para producir 2,3,3,3 - tetrafluoropropeno. |
| US10266464B2 (en) | 2011-10-31 | 2019-04-23 | Daikin Industries, Ltd. | Process for producing 2-chloro-3,3,3-trifluoropropene |
| PL2791093T3 (pl) * | 2011-12-14 | 2018-01-31 | Arkema France | Sposób wytwarzania 2,3,3,3-tetrafluoropropenu |
-
2013
- 2013-08-07 US US14/408,339 patent/US9422211B2/en active Active
- 2013-08-07 EP EP13770976.2A patent/EP2882704B1/en not_active Revoked
- 2013-08-07 JP JP2014559014A patent/JP5930077B2/ja active Active
- 2013-08-07 CN CN201380041577.0A patent/CN104520259B/zh active Active
- 2013-08-07 WO PCT/JP2013/071897 patent/WO2014025065A1/en not_active Ceased
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