JP2011523957A5 - - Google Patents
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- Publication number
- JP2011523957A5 JP2011523957A5 JP2011513575A JP2011513575A JP2011523957A5 JP 2011523957 A5 JP2011523957 A5 JP 2011523957A5 JP 2011513575 A JP2011513575 A JP 2011513575A JP 2011513575 A JP2011513575 A JP 2011513575A JP 2011523957 A5 JP2011523957 A5 JP 2011523957A5
- Authority
- JP
- Japan
- Prior art keywords
- catalyst
- hexafluoroisopropanol
- hydrogen
- hexafluoroacetone
- feed stream
- 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
- 239000003054 catalyst Substances 0.000 claims description 25
- 238000000034 method Methods 0.000 claims description 22
- BYEAHWXPCBROCE-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound FC(F)(F)C(O)C(F)(F)F BYEAHWXPCBROCE-UHFFFAOYSA-N 0.000 claims description 14
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 10
- 229910052739 hydrogen Inorganic materials 0.000 claims description 10
- 239000001257 hydrogen Substances 0.000 claims description 10
- 229910052751 metal Inorganic materials 0.000 claims description 9
- 239000002184 metal Substances 0.000 claims description 9
- VBZWSGALLODQNC-UHFFFAOYSA-N hexafluoroacetone Chemical compound FC(F)(F)C(=O)C(F)(F)F VBZWSGALLODQNC-UHFFFAOYSA-N 0.000 claims description 8
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 6
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 4
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims description 4
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims description 4
- MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 claims description 4
- 238000005984 hydrogenation reaction Methods 0.000 claims description 4
- 239000007788 liquid Substances 0.000 claims description 4
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 2
- 239000005909 Kieselgur Substances 0.000 claims description 2
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 claims description 2
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 claims description 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 2
- 239000000378 calcium silicate Substances 0.000 claims description 2
- 229910052918 calcium silicate Inorganic materials 0.000 claims description 2
- OYACROKNLOSFPA-UHFFFAOYSA-N calcium;dioxido(oxo)silane Chemical compound [Ca+2].[O-][Si]([O-])=O OYACROKNLOSFPA-UHFFFAOYSA-N 0.000 claims description 2
- 229910052804 chromium Inorganic materials 0.000 claims description 2
- 239000011651 chromium Substances 0.000 claims description 2
- 229910017052 cobalt Inorganic materials 0.000 claims description 2
- 239000010941 cobalt Substances 0.000 claims description 2
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims description 2
- 238000010924 continuous production Methods 0.000 claims description 2
- 229910052802 copper Inorganic materials 0.000 claims description 2
- 239000010949 copper Substances 0.000 claims description 2
- 229910002804 graphite Inorganic materials 0.000 claims description 2
- 239000010439 graphite Substances 0.000 claims description 2
- 229910052741 iridium Inorganic materials 0.000 claims description 2
- GKOZUEZYRPOHIO-UHFFFAOYSA-N iridium atom Chemical compound [Ir] GKOZUEZYRPOHIO-UHFFFAOYSA-N 0.000 claims description 2
- 229910052742 iron Inorganic materials 0.000 claims description 2
- 229910052750 molybdenum Inorganic materials 0.000 claims description 2
- 239000011733 molybdenum Substances 0.000 claims description 2
- 229910052759 nickel Inorganic materials 0.000 claims description 2
- 229910052762 osmium Inorganic materials 0.000 claims description 2
- SYQBFIAQOQZEGI-UHFFFAOYSA-N osmium atom Chemical compound [Os] SYQBFIAQOQZEGI-UHFFFAOYSA-N 0.000 claims description 2
- 229910052763 palladium Inorganic materials 0.000 claims description 2
- 229910052703 rhodium Inorganic materials 0.000 claims description 2
- 239000010948 rhodium Substances 0.000 claims description 2
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 claims description 2
- 229910052707 ruthenium Inorganic materials 0.000 claims description 2
- 229920006395 saturated elastomer Polymers 0.000 claims description 2
- 239000000377 silicon dioxide Substances 0.000 claims description 2
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 claims description 2
- 229910052721 tungsten Inorganic materials 0.000 claims description 2
- 239000010937 tungsten Substances 0.000 claims description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims 2
- 229910052697 platinum Inorganic materials 0.000 claims 1
- 238000004064 recycling Methods 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US12/138,002 | 2008-06-12 | ||
| US12/138,002 US7524995B1 (en) | 2008-06-12 | 2008-06-12 | Continuous process to produce hexafluoroisopropanol |
| PCT/US2009/046078 WO2009152006A2 (en) | 2008-06-12 | 2009-06-24 | Continuous process to produce hexafluoroisopropanol |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2011523957A JP2011523957A (ja) | 2011-08-25 |
| JP2011523957A5 true JP2011523957A5 (enExample) | 2012-07-26 |
| JP5400148B2 JP5400148B2 (ja) | 2014-01-29 |
Family
ID=40568899
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2011513575A Expired - Fee Related JP5400148B2 (ja) | 2008-06-12 | 2009-06-24 | ヘキサフルオロイソプロパノールを生成する連続方法 |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US7524995B1 (enExample) |
| EP (1) | EP2398754B1 (enExample) |
| JP (1) | JP5400148B2 (enExample) |
| CN (1) | CN102056879B (enExample) |
| WO (1) | WO2009152006A2 (enExample) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102716761B (zh) * | 2012-07-03 | 2013-10-23 | 浙江师范大学 | 用于三水六氟丙酮气相加氢生产六氟异丙醇的催化剂 |
| CN106187691B (zh) * | 2015-05-05 | 2019-01-18 | 浙江蓝天环保高科技股份有限公司 | 一种从含六氟异丙醇和氢气的混合气中回收六氟异丙醇的方法 |
| JP2021066674A (ja) * | 2019-10-18 | 2021-04-30 | セントラル硝子株式会社 | ヘキサフルオロイソプロパノールの統合再利用システムおよびヘキサフルオロイソプロパノールの統合再利用方法 |
| CN111960429B (zh) * | 2020-08-26 | 2022-07-12 | 万华化学集团股份有限公司 | 一种多级孔磷酸铝分子筛催化剂的制备方法、由其制备的催化剂及其在烯烃异构中的应用 |
| CN119661320B (zh) * | 2025-02-19 | 2025-06-27 | 淄博飞源化工有限公司 | 六氟异丙醇的合成方法 |
Family Cites Families (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3607952A (en) | 1969-03-28 | 1971-09-21 | Du Pont | Process for preparation of hexafluoroisopropanol |
| JPS6036411B2 (ja) | 1980-04-03 | 1985-08-20 | セントラル硝子株式会社 | 1,1,1,3,3,3−ヘキサフルオロ−プロパン−2−オ−ルの製造法 |
| JPS6054931B2 (ja) | 1981-11-24 | 1985-12-03 | 旭硝子株式会社 | 1,1,1,3,3,3‐ヘキサフルオロ‐2‐プロパノールの製法 |
| JPS59204142A (ja) | 1983-04-28 | 1984-11-19 | Nippon Mektron Ltd | ヘキサフルオロイソプロピルアルコ−ルの製造法 |
| JPS6069047A (ja) * | 1983-09-27 | 1985-04-19 | Central Glass Co Ltd | 1.1.1.3.3.3−ヘキサフルオロプロパン−2−オ−ルの製造法 |
| JPH01301631A (ja) | 1988-05-31 | 1989-12-05 | Central Glass Co Ltd | 1,1,1,3,3,3−ヘキサフルオロプロパン−2−オールの製造法 |
| JP2834495B2 (ja) * | 1989-10-20 | 1998-12-09 | 三井化学株式会社 | イソプロパノールの製造方法及び装置 |
| US5256163A (en) * | 1991-09-11 | 1993-10-26 | Philip Morris Incorporated | Flow liquid-phase chemical reaction process |
| JP2638727B2 (ja) | 1992-12-21 | 1997-08-06 | セントラル硝子株式会社 | 1,1,1,3,3,3−ヘキサフルオロプロパン−2−オ−ルの製造法 |
| NL1004961C2 (nl) | 1997-01-09 | 1998-07-13 | Dsm Nv | Monolietreactor. |
| US7291257B2 (en) | 1997-06-24 | 2007-11-06 | Process Dynamics, Inc. | Two phase hydroprocessing |
| ES2227852T3 (es) | 1997-06-24 | 2005-04-01 | Process Dynamics, Inc. | Hidroprocesado en dos fases. |
| US6005143A (en) | 1998-08-07 | 1999-12-21 | Air Products And Chemicals, Inc. | Use of a monolith catalyst for the hydrogenation of dinitrotoluene to toluenediamine |
| EP1121976A1 (en) * | 2000-02-03 | 2001-08-08 | Engelhard Corporation | Chemical process in reactor with structured catalyst |
| US6506361B1 (en) | 2000-05-18 | 2003-01-14 | Air Products And Chemicals, Inc. | Gas-liquid reaction process including ejector and monolith catalyst |
| WO2002026679A1 (fr) | 2000-09-27 | 2002-04-04 | Asahi Glass Company, Limited | Procede de production d'alcool fluore |
| JP4288451B2 (ja) | 2001-03-23 | 2009-07-01 | ダイキン工業株式会社 | 1,1,1,3,3,3−ヘキサフルオロプロパン−2−オールの製造方法 |
| US6479704B1 (en) | 2001-04-20 | 2002-11-12 | Air Products And Chemicals, Inc. | Hydrogenation with monolith reactor under conditions of immiscible liquid phases |
| JP5028731B2 (ja) | 2001-09-18 | 2012-09-19 | 旭硝子株式会社 | ハロゲン化アルコ−ルの製造方法 |
| BRPI0507454B1 (pt) | 2004-02-04 | 2014-07-29 | Halocarbon Prod Corp | Purificação de 1,1,1,3,3,3-hexafluoroisopropanol |
| US7041857B1 (en) * | 2005-09-07 | 2006-05-09 | Air Products And Chemicals, Inc. | Hydrogenation of acetone |
| CN100420661C (zh) | 2006-11-28 | 2008-09-24 | 上海三爱富新材料股份有限公司 | 1,1,1,3,3,3-六氟异丙醇的合成方法 |
-
2008
- 2008-06-12 US US12/138,002 patent/US7524995B1/en not_active Expired - Fee Related
-
2009
- 2009-06-24 JP JP2011513575A patent/JP5400148B2/ja not_active Expired - Fee Related
- 2009-06-24 CN CN200980121726.8A patent/CN102056879B/zh not_active Expired - Fee Related
- 2009-06-24 WO PCT/US2009/046078 patent/WO2009152006A2/en not_active Ceased
- 2009-06-24 EP EP09763297.0A patent/EP2398754B1/en not_active Not-in-force
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