JP2010513517A5 - - Google Patents
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- Publication number
- JP2010513517A5 JP2010513517A5 JP2009542912A JP2009542912A JP2010513517A5 JP 2010513517 A5 JP2010513517 A5 JP 2010513517A5 JP 2009542912 A JP2009542912 A JP 2009542912A JP 2009542912 A JP2009542912 A JP 2009542912A JP 2010513517 A5 JP2010513517 A5 JP 2010513517A5
- Authority
- JP
- Japan
- Prior art keywords
- propene
- catalyst
- pentafluoro
- tetrafluoro
- dichloro
- 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
- 239000003054 catalyst Substances 0.000 claims description 20
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 18
- HCDGVLDPFQMKDK-UHFFFAOYSA-N hexafluoropropylene Chemical compound FC(F)=C(F)C(F)(F)F HCDGVLDPFQMKDK-UHFFFAOYSA-N 0.000 claims description 18
- 229910000041 hydrogen chloride Inorganic materials 0.000 claims description 18
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 claims description 18
- 238000000034 method Methods 0.000 claims description 17
- 239000000203 mixture Substances 0.000 claims description 11
- QGYLHZMNVGBXDQ-UHFFFAOYSA-N 1,1-dichloro-2,3,3,3-tetrafluoroprop-1-ene Chemical compound ClC(Cl)=C(F)C(F)(F)F QGYLHZMNVGBXDQ-UHFFFAOYSA-N 0.000 claims description 10
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 claims description 10
- 229910000040 hydrogen fluoride Inorganic materials 0.000 claims description 10
- NJLPMHLSZDVUMV-UHFFFAOYSA-N 1-chloro-1,2,3,3,3-pentafluoroprop-1-ene Chemical compound FC(Cl)=C(F)C(F)(F)F NJLPMHLSZDVUMV-UHFFFAOYSA-N 0.000 claims description 8
- 238000005984 hydrogenation reaction Methods 0.000 claims description 5
- 238000004821 distillation Methods 0.000 claims description 4
- 239000007789 gas Substances 0.000 claims description 4
- FXRLMCRCYDHQFW-UHFFFAOYSA-N 2,3,3,3-tetrafluoropropene Chemical compound FC(=C)C(F)(F)F FXRLMCRCYDHQFW-UHFFFAOYSA-N 0.000 claims description 2
- 150000001336 alkenes Chemical class 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 2
- 238000001308 synthesis method Methods 0.000 claims description 2
- 230000002194 synthesizing effect Effects 0.000 claims description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims 4
- IRPGOXJVTQTAAN-UHFFFAOYSA-N 2,2,3,3,3-pentafluoropropanal Chemical compound FC(F)(F)C(F)(F)C=O IRPGOXJVTQTAAN-UHFFFAOYSA-N 0.000 description 7
- KLZUFWVZNOTSEM-UHFFFAOYSA-K Aluminum fluoride Inorganic materials F[Al](F)F KLZUFWVZNOTSEM-UHFFFAOYSA-K 0.000 description 7
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 7
- WGLPBDUCMAPZCE-UHFFFAOYSA-N Trioxochromium Chemical compound O=[Cr](=O)=O WGLPBDUCMAPZCE-UHFFFAOYSA-N 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 6
- 229910000423 chromium oxide Inorganic materials 0.000 description 6
- 239000002184 metal Substances 0.000 description 6
- 239000004332 silver Substances 0.000 description 6
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 5
- 230000008901 benefit Effects 0.000 description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
- MRELNEQAGSRDBK-UHFFFAOYSA-N lanthanum(3+);oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[La+3].[La+3] MRELNEQAGSRDBK-UHFFFAOYSA-N 0.000 description 4
- 150000004706 metal oxides Chemical class 0.000 description 4
- 229910052709 silver Inorganic materials 0.000 description 4
- 229910052751 metal Inorganic materials 0.000 description 3
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
- RHBRWKIPYGZNMP-UHFFFAOYSA-N [O--].[O--].[O--].[Al+3].[Cr+3] Chemical compound [O--].[O--].[O--].[Al+3].[Cr+3] RHBRWKIPYGZNMP-UHFFFAOYSA-N 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 229910052749 magnesium Inorganic materials 0.000 description 2
- 239000011777 magnesium Substances 0.000 description 2
- 229910044991 metal oxide Inorganic materials 0.000 description 2
- 229910052763 palladium Inorganic materials 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 229910001923 silver oxide Inorganic materials 0.000 description 2
- 229910052725 zinc Inorganic materials 0.000 description 2
- 239000011701 zinc Substances 0.000 description 2
- 229910021564 Chromium(III) fluoride Inorganic materials 0.000 description 1
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 239000003575 carbonaceous material Substances 0.000 description 1
- 238000007033 dehydrochlorination reaction Methods 0.000 description 1
- 150000002222 fluorine compounds Chemical class 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 150000002736 metal compounds Chemical class 0.000 description 1
- 229910001512 metal fluoride Inorganic materials 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 229910052703 rhodium Inorganic materials 0.000 description 1
- 239000010948 rhodium Substances 0.000 description 1
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 1
- 229910052707 ruthenium Inorganic materials 0.000 description 1
- FTBATIJJKIIOTP-UHFFFAOYSA-K trifluorochromium Chemical compound F[Cr](F)F FTBATIJJKIIOTP-UHFFFAOYSA-K 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US87593006P | 2006-12-20 | 2006-12-20 | |
| US87593106P | 2006-12-20 | 2006-12-20 | |
| PCT/US2007/026001 WO2008079265A1 (en) | 2006-12-20 | 2007-12-20 | Process for the synthesis and separation of hydrofluoroolefins |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2010513517A JP2010513517A (ja) | 2010-04-30 |
| JP2010513517A5 true JP2010513517A5 (cg-RX-API-DMAC7.html) | 2011-02-03 |
Family
ID=39326964
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009542912A Pending JP2010513517A (ja) | 2006-12-20 | 2007-12-20 | ハイドロフルオロオレフィンの合成および分離方法 |
Country Status (3)
| Country | Link |
|---|---|
| EP (1) | EP2099733B1 (cg-RX-API-DMAC7.html) |
| JP (1) | JP2010513517A (cg-RX-API-DMAC7.html) |
| WO (1) | WO2008079265A1 (cg-RX-API-DMAC7.html) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101479218B (zh) * | 2006-06-27 | 2013-08-21 | 纳幕尔杜邦公司 | 1,2,3,3,3-五氟丙烯制备方法 |
| PT2634232T (pt) | 2008-05-07 | 2022-06-02 | Chemours Co Fc Llc | Composições |
| AU2009244263B2 (en) | 2008-05-07 | 2014-05-22 | The Chemours Company Fc, Llc. | Compositions comprising 1,1,1,2,3-pentafluoropropane or 2,3,3,3- tetrafluoropropene |
| WO2010013576A1 (en) * | 2008-07-30 | 2010-02-04 | Daikin Industries, Ltd. | Process for producing fluorine-containing propene compound |
| RU2011130904A (ru) * | 2008-12-25 | 2013-01-27 | Асахи Гласс Компани, Лимитед | Способы получения 1,1-дихлор-2,3,3,3-тетрафторпропена и 2,3,3,3-тетрафторпропена |
| MX359549B (es) * | 2009-12-22 | 2018-10-02 | Du Pont | Composiciones que comprenden 2,3,3,3-tetrafluoropropeno, 1,1,2,3-tetracloropropeno, 2-cloro-3,3,3-trifluoropropeno, o 2-cloro-1,1,1,2-tetrafluoropropano. |
| CN102947254A (zh) | 2010-06-23 | 2013-02-27 | 旭硝子株式会社 | 2,3,3,3-四氟丙烯的制造方法 |
| CN102947253B (zh) * | 2010-06-23 | 2015-12-16 | 旭硝子株式会社 | 2,3,3,3-四氟丙烯的制造方法 |
| US8530711B2 (en) * | 2010-06-23 | 2013-09-10 | Asahi Glass Company, Limited | Process for producing 2,3,3,3-tetrafluoropropene |
| JP5713017B2 (ja) * | 2010-06-23 | 2015-05-07 | 旭硝子株式会社 | ２，３，３，３−テトラフルオロプロペンの製造方法 |
| US8569553B2 (en) * | 2010-06-23 | 2013-10-29 | Asahi Glass Company, Limited | Process for producing 2,3,3,3-tetrafluoropropene |
| TW201247315A (en) * | 2011-05-16 | 2012-12-01 | Du Pont | Catalytic hydrogenation of fluoroolefins, alpha-alumina supported palladium compositions and their use as hydrogenation catalysts |
| AU2012325962B2 (en) * | 2011-10-20 | 2016-05-19 | The Chemours Company Fc, Llc. | Azeotrope-like compositions of E-1-chloro-2,3,3,3-tetrafluoropropene and uses thereof |
| JP2014094978A (ja) * | 2012-11-07 | 2014-05-22 | Asahi Glass Co Ltd | 潜熱輸送装置用作動液および潜熱輸送装置の作動方法 |
| WO2015160532A1 (en) * | 2014-04-16 | 2015-10-22 | The Chemours Company Fc, Llc | Conversion of chlorofluororopanes and chlorofluropropenes to more desirable fluoropropanes and fluororopenes |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1139831B (de) * | 1960-04-27 | 1962-11-22 | Allied Chem | Verfahren zur Herstellung von Hexafluorpropen und 1, 1-Dichlortetrafluorpropen-(1) |
| JP2526661B2 (ja) * | 1989-04-27 | 1996-08-21 | ダイキン工業株式会社 | フルオロアルキルビニル化合物の製造法 |
| JP2748722B2 (ja) * | 1991-05-24 | 1998-05-13 | ダイキン工業株式会社 | クロロトリフルオロエチレンの製造方法 |
| CA2137279C (en) * | 1992-06-05 | 2001-08-21 | Hirokazu Aoyama | Method for manufacturing 1,1,1,2,3-pentafluoropropene 1,1,1,2,3-pentafluoropropane |
| JP3778298B2 (ja) * | 1995-01-13 | 2006-05-24 | ダイキン工業株式会社 | ヘキサフルオロプロペンの製造方法 |
-
2007
- 2007-12-20 WO PCT/US2007/026001 patent/WO2008079265A1/en not_active Ceased
- 2007-12-20 EP EP07867853A patent/EP2099733B1/en not_active Not-in-force
- 2007-12-20 JP JP2009542912A patent/JP2010513517A/ja active Pending
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