JP2011513228A5 - - Google Patents
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- JP2011513228A5 JP2011513228A5 JP2010547742A JP2010547742A JP2011513228A5 JP 2011513228 A5 JP2011513228 A5 JP 2011513228A5 JP 2010547742 A JP2010547742 A JP 2010547742A JP 2010547742 A JP2010547742 A JP 2010547742A JP 2011513228 A5 JP2011513228 A5 JP 2011513228A5
- Authority
- JP
- Japan
- Prior art keywords
- hfc
- mixture
- composition
- rich phase
- distillate
- 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.)
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- 239000000203 mixture Substances 0.000 claims description 101
- 239000012071 phase Substances 0.000 claims description 49
- 238000004821 distillation Methods 0.000 claims description 48
- 238000000034 method Methods 0.000 claims description 30
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 claims description 27
- 229910000040 hydrogen fluoride Inorganic materials 0.000 claims description 27
- 239000007791 liquid phase Substances 0.000 claims description 21
- 238000004064 recycling Methods 0.000 claims description 15
- ZDCWZRQSHBQRGN-UHFFFAOYSA-N 1,1,1,2,3-pentafluoropropane Chemical compound FCC(F)C(F)(F)F ZDCWZRQSHBQRGN-UHFFFAOYSA-N 0.000 claims description 14
- MSSNHSVIGIHOJA-UHFFFAOYSA-N pentafluoropropane Chemical compound FC(F)CC(F)(F)F MSSNHSVIGIHOJA-UHFFFAOYSA-N 0.000 claims description 14
- FXRLMCRCYDHQFW-UHFFFAOYSA-N 2,3,3,3-tetrafluoropropene Chemical compound FC(=C)C(F)(F)F FXRLMCRCYDHQFW-UHFFFAOYSA-N 0.000 claims description 10
- 150000001875 compounds Chemical class 0.000 claims description 10
- FDOPVENYMZRARC-UHFFFAOYSA-N 1,1,1,2,2-pentafluoropropane Chemical compound CC(F)(F)C(F)(F)F FDOPVENYMZRARC-UHFFFAOYSA-N 0.000 claims description 4
- -1 HFC-1234ze Chemical compound 0.000 claims description 3
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 8
- MIZLGWKEZAPEFJ-UHFFFAOYSA-N 1,1,2-trifluoroethene Chemical group FC=C(F)F MIZLGWKEZAPEFJ-UHFFFAOYSA-N 0.000 description 4
- WUMVZXWBOFOYAW-UHFFFAOYSA-N 1,2,3,3,4,4,4-heptafluoro-1-(1,2,3,3,4,4,4-heptafluorobut-1-enoxy)but-1-ene Chemical compound FC(F)(F)C(F)(F)C(F)=C(F)OC(F)=C(F)C(F)(F)C(F)(F)F WUMVZXWBOFOYAW-UHFFFAOYSA-N 0.000 description 4
- DDMOUSALMHHKOS-UHFFFAOYSA-N 1,2-dichloro-1,1,2,2-tetrafluoroethane Chemical compound FC(F)(Cl)C(F)(F)Cl DDMOUSALMHHKOS-UHFFFAOYSA-N 0.000 description 4
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 4
- RFCAUADVODFSLZ-UHFFFAOYSA-N 1-Chloro-1,1,2,2,2-pentafluoroethane Chemical compound FC(F)(F)C(F)(F)Cl RFCAUADVODFSLZ-UHFFFAOYSA-N 0.000 description 4
- JQZFYIGAYWLRCC-UHFFFAOYSA-N 1-chloro-1,1,2,2-tetrafluoroethane Chemical compound FC(F)C(F)(F)Cl JQZFYIGAYWLRCC-UHFFFAOYSA-N 0.000 description 4
- BOUGCJDAQLKBQH-UHFFFAOYSA-N 1-chloro-1,2,2,2-tetrafluoroethane Chemical compound FC(Cl)C(F)(F)F BOUGCJDAQLKBQH-UHFFFAOYSA-N 0.000 description 4
- OHMHBGPWCHTMQE-UHFFFAOYSA-N 2,2-dichloro-1,1,1-trifluoroethane Chemical compound FC(F)(F)C(Cl)Cl OHMHBGPWCHTMQE-UHFFFAOYSA-N 0.000 description 4
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 4
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 4
- KDKYADYSIPSCCQ-UHFFFAOYSA-N but-1-yne Chemical compound CCC#C KDKYADYSIPSCCQ-UHFFFAOYSA-N 0.000 description 4
- 235000019406 chloropentafluoroethane Nutrition 0.000 description 4
- UMNKXPULIDJLSU-UHFFFAOYSA-N dichlorofluoromethane Chemical compound FC(Cl)Cl UMNKXPULIDJLSU-UHFFFAOYSA-N 0.000 description 4
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 4
- CRSOQBOWXPBRES-UHFFFAOYSA-N neopentane Chemical compound CC(C)(C)C CRSOQBOWXPBRES-UHFFFAOYSA-N 0.000 description 4
- QYSGYZVSCZSLHT-UHFFFAOYSA-N octafluoropropane Chemical compound FC(F)(F)C(F)(F)C(F)(F)F QYSGYZVSCZSLHT-UHFFFAOYSA-N 0.000 description 4
- BLTXWCKMNMYXEA-UHFFFAOYSA-N 1,1,2-trifluoro-2-(trifluoromethoxy)ethene Chemical compound FC(F)=C(F)OC(F)(F)F BLTXWCKMNMYXEA-UHFFFAOYSA-N 0.000 description 3
- BAMUEXIPKSRTBS-UHFFFAOYSA-N 1,1-dichloro-1,2,2,2-tetrafluoroethane Chemical compound FC(F)(F)C(F)(Cl)Cl BAMUEXIPKSRTBS-UHFFFAOYSA-N 0.000 description 3
- BHNZEZWIUMJCGF-UHFFFAOYSA-N 1-chloro-1,1-difluoroethane Chemical compound CC(F)(F)Cl BHNZEZWIUMJCGF-UHFFFAOYSA-N 0.000 description 3
- CYXIKYKBLDZZNW-UHFFFAOYSA-N 2-Chloro-1,1,1-trifluoroethane Chemical compound FC(F)(F)CCl CYXIKYKBLDZZNW-UHFFFAOYSA-N 0.000 description 3
- HTHNTJCVPNKCPZ-UHFFFAOYSA-N 2-chloro-1,1-difluoroethene Chemical group FC(F)=CCl HTHNTJCVPNKCPZ-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 3
- 239000000460 chlorine Substances 0.000 description 3
- CGZAMBNIGLUBRY-UHFFFAOYSA-N difluoro(methoxy)methane Chemical compound COC(F)F CGZAMBNIGLUBRY-UHFFFAOYSA-N 0.000 description 3
- HCDGVLDPFQMKDK-UHFFFAOYSA-N hexafluoropropylene Chemical group FC(F)=C(F)C(F)(F)F HCDGVLDPFQMKDK-UHFFFAOYSA-N 0.000 description 3
- KAVGMUDTWQVPDF-UHFFFAOYSA-N perflubutane Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)F KAVGMUDTWQVPDF-UHFFFAOYSA-N 0.000 description 3
- 239000001294 propane Substances 0.000 description 3
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 3
- WSJULBMCKQTTIG-OWOJBTEDSA-N (e)-1,1,1,2,3,4,4,4-octafluorobut-2-ene Chemical compound FC(F)(F)C(/F)=C(\F)C(F)(F)F WSJULBMCKQTTIG-OWOJBTEDSA-N 0.000 description 2
- DMUPYMORYHFFCT-UPHRSURJSA-N (z)-1,2,3,3,3-pentafluoroprop-1-ene Chemical compound F\C=C(/F)C(F)(F)F DMUPYMORYHFFCT-UPHRSURJSA-N 0.000 description 2
- BOSAWIQFTJIYIS-UHFFFAOYSA-N 1,1,1-trichloro-2,2,2-trifluoroethane Chemical compound FC(F)(F)C(Cl)(Cl)Cl BOSAWIQFTJIYIS-UHFFFAOYSA-N 0.000 description 2
- GQUXQQYWQKRCPL-UHFFFAOYSA-N 1,1,2,2,3,3-hexafluorocyclopropane Chemical compound FC1(F)C(F)(F)C1(F)F GQUXQQYWQKRCPL-UHFFFAOYSA-N 0.000 description 2
- LGPPATCNSOSOQH-UHFFFAOYSA-N 1,1,2,3,4,4-hexafluorobuta-1,3-diene Chemical compound FC(F)=C(F)C(F)=C(F)F LGPPATCNSOSOQH-UHFFFAOYSA-N 0.000 description 2
- QAERDLQYXMEHEB-UHFFFAOYSA-N 1,1,3,3,3-pentafluoroprop-1-ene Chemical compound FC(F)=CC(F)(F)F QAERDLQYXMEHEB-UHFFFAOYSA-N 0.000 description 2
- FRCHKSNAZZFGCA-UHFFFAOYSA-N 1,1-dichloro-1-fluoroethane Chemical compound CC(F)(Cl)Cl FRCHKSNAZZFGCA-UHFFFAOYSA-N 0.000 description 2
- YVOASHYXFVSAQN-UHFFFAOYSA-N 2,2-dichloro-1,1,1,3,3,3-hexafluoropropane Chemical compound FC(F)(F)C(Cl)(Cl)C(F)(F)F YVOASHYXFVSAQN-UHFFFAOYSA-N 0.000 description 2
- KJGXPVLCSICDQG-UHFFFAOYSA-N 2-chloro-1,1,1,2,3,3,3-heptafluoropropane Chemical compound FC(F)(F)C(F)(Cl)C(F)(F)F KJGXPVLCSICDQG-UHFFFAOYSA-N 0.000 description 2
- FDMFUZHCIRHGRG-UHFFFAOYSA-N 3,3,3-trifluoroprop-1-ene Chemical compound FC(F)(F)C=C FDMFUZHCIRHGRG-UHFFFAOYSA-N 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- 239000004340 Chloropentafluoroethane Substances 0.000 description 2
- RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 2
- LVZWSLJZHVFIQJ-UHFFFAOYSA-N Cyclopropane Chemical compound C1CC1 LVZWSLJZHVFIQJ-UHFFFAOYSA-N 0.000 description 2
- 239000004341 Octafluorocyclobutane Substances 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- WFYPICNXBKQZGB-UHFFFAOYSA-N butenyne Chemical group C=CC#C WFYPICNXBKQZGB-UHFFFAOYSA-N 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- IAQRGUVFOMOMEM-ARJAWSKDSA-N cis-but-2-ene Chemical compound C\C=C/C IAQRGUVFOMOMEM-ARJAWSKDSA-N 0.000 description 2
- PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical compound FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 description 2
- 235000019404 dichlorodifluoromethane Nutrition 0.000 description 2
- 229940099364 dichlorofluoromethane Drugs 0.000 description 2
- VBZWSGALLODQNC-UHFFFAOYSA-N hexafluoroacetone Chemical compound FC(F)(F)C(=O)C(F)(F)F VBZWSGALLODQNC-UHFFFAOYSA-N 0.000 description 2
- 239000001282 iso-butane Substances 0.000 description 2
- QWTDNUCVQCZILF-UHFFFAOYSA-N isopentane Chemical compound CCC(C)C QWTDNUCVQCZILF-UHFFFAOYSA-N 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 2
- 235000019407 octafluorocyclobutane Nutrition 0.000 description 2
- BCCOBQSFUDVTJQ-UHFFFAOYSA-N octafluorocyclobutane Chemical compound FC1(F)C(F)(F)C(F)(F)C1(F)F BCCOBQSFUDVTJQ-UHFFFAOYSA-N 0.000 description 2
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 2
- QMMOXUPEWRXHJS-UHFFFAOYSA-N pentene-2 Natural products CCC=CC QMMOXUPEWRXHJS-UHFFFAOYSA-N 0.000 description 2
- 229950003332 perflubutane Drugs 0.000 description 2
- 229960004065 perflutren Drugs 0.000 description 2
- IAQRGUVFOMOMEM-ONEGZZNKSA-N trans-but-2-ene Chemical compound C\C=C\C IAQRGUVFOMOMEM-ONEGZZNKSA-N 0.000 description 2
- LCWWNOJPOGPGQK-UHFFFAOYSA-N trifluoro(fluoromethoxy)methane Chemical compound FCOC(F)(F)F LCWWNOJPOGPGQK-UHFFFAOYSA-N 0.000 description 2
- ORNGPPZBMMHKPM-UHFFFAOYSA-N 1,1,1,2,2-pentafluoro-2-(1,1,2,2,2-pentafluoroethoxy)ethane Chemical compound FC(F)(F)C(F)(F)OC(F)(F)C(F)(F)F ORNGPPZBMMHKPM-UHFFFAOYSA-N 0.000 description 1
- GCDWNCOAODIANN-UHFFFAOYSA-N 1,1,1,2,2-pentafluoro-2-methoxyethane Chemical compound COC(F)(F)C(F)(F)F GCDWNCOAODIANN-UHFFFAOYSA-N 0.000 description 1
- AJDIZQLSFPQPEY-UHFFFAOYSA-N 1,1,2-Trichlorotrifluoroethane Chemical compound FC(F)(Cl)C(F)(Cl)Cl AJDIZQLSFPQPEY-UHFFFAOYSA-N 0.000 description 1
- BIPNYHXPHOUMCL-UHFFFAOYSA-N 1,1,2-trichloro-1,2,3,3,3-pentafluoropropane Chemical compound FC(F)(F)C(F)(Cl)C(F)(Cl)Cl BIPNYHXPHOUMCL-UHFFFAOYSA-N 0.000 description 1
- WFHFXEYKXJKYMG-UHFFFAOYSA-N 1,1,2-trichloro-1,3,3,3-tetrafluoropropane Chemical compound FC(F)(F)C(Cl)C(F)(Cl)Cl WFHFXEYKXJKYMG-UHFFFAOYSA-N 0.000 description 1
- BQCIDUSAKPWEOX-UHFFFAOYSA-N 1,1-Difluoroethene Chemical group FC(F)=C BQCIDUSAKPWEOX-UHFFFAOYSA-N 0.000 description 1
- CSJWOWRPMBXQLD-UHFFFAOYSA-N 1,2,3,3,3-pentafluoro-1-(1,2,3,3,3-pentafluoroprop-1-enoxy)prop-1-ene Chemical compound FC(F)(F)C(F)=C(F)OC(F)=C(F)C(F)(F)F CSJWOWRPMBXQLD-UHFFFAOYSA-N 0.000 description 1
- JSEUKVSKOHVLOV-UHFFFAOYSA-N 1,2-dichloro-1,1,2,3,3,3-hexafluoropropane Chemical compound FC(F)(F)C(F)(Cl)C(F)(F)Cl JSEUKVSKOHVLOV-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 239000004338 Dichlorodifluoromethane Substances 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 229920001774 Perfluoroether Polymers 0.000 description 1
- 229910018503 SF6 Inorganic materials 0.000 description 1
- IYABWNGZIDDRAK-UHFFFAOYSA-N allene Chemical compound C=C=C IYABWNGZIDDRAK-UHFFFAOYSA-N 0.000 description 1
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 description 1
- NEHMKBQYUWJMIP-NJFSPNSNSA-N chloro(114C)methane Chemical compound [14CH3]Cl NEHMKBQYUWJMIP-NJFSPNSNSA-N 0.000 description 1
- KYKAJFCTULSVSH-UHFFFAOYSA-N chloro(fluoro)methane Chemical compound F[C]Cl KYKAJFCTULSVSH-UHFFFAOYSA-N 0.000 description 1
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 1
- UUAGAQFQZIEFAH-UHFFFAOYSA-N chlorotrifluoroethylene Chemical group FC(F)=C(F)Cl UUAGAQFQZIEFAH-UHFFFAOYSA-N 0.000 description 1
- OOXWYYGXTJLWHA-UHFFFAOYSA-N cyclopropene Chemical compound C1C=C1 OOXWYYGXTJLWHA-UHFFFAOYSA-N 0.000 description 1
- AFABGHUZZDYHJO-UHFFFAOYSA-N dimethyl butane Natural products CCCC(C)C AFABGHUZZDYHJO-UHFFFAOYSA-N 0.000 description 1
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 1
- DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 description 1
- WBCLXFIDEDJGCC-UHFFFAOYSA-N hexafluoro-2-butyne Chemical compound FC(F)(F)C#CC(F)(F)F WBCLXFIDEDJGCC-UHFFFAOYSA-N 0.000 description 1
- WMIYKQLTONQJES-UHFFFAOYSA-N hexafluoroethane Chemical compound FC(F)(F)C(F)(F)F WMIYKQLTONQJES-UHFFFAOYSA-N 0.000 description 1
- PGFXOWRDDHCDTE-UHFFFAOYSA-N hexafluoropropylene oxide Chemical compound FC(F)(F)C1(F)OC1(F)F PGFXOWRDDHCDTE-UHFFFAOYSA-N 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- MWWATHDPGQKSAR-UHFFFAOYSA-N propyne Chemical compound CC#C MWWATHDPGQKSAR-UHFFFAOYSA-N 0.000 description 1
- SFZCNBIFKDRMGX-UHFFFAOYSA-N sulfur hexafluoride Chemical compound FS(F)(F)(F)(F)F SFZCNBIFKDRMGX-UHFFFAOYSA-N 0.000 description 1
- 229960000909 sulfur hexafluoride Drugs 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US3037108P | 2008-02-21 | 2008-02-21 | |
| PCT/US2009/034492 WO2009105521A1 (en) | 2008-02-21 | 2009-02-19 | Processes for separation of 1,3,3,3-tetrafluoropropene from hydrogen fluoride by azeotropic distillation |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014138832A Division JP5809331B2 (ja) | 2008-02-21 | 2014-07-04 | 共沸蒸留によるフッ化水素からの１，３，３，３−テトラフルオロプロペンの分離方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2011513228A JP2011513228A (ja) | 2011-04-28 |
| JP2011513228A5 true JP2011513228A5 (https=) | 2012-04-05 |
Family
ID=40512351
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2010547742A Pending JP2011513228A (ja) | 2008-02-21 | 2009-02-19 | 共沸蒸留によるフッ化水素からの１，３，３，３−テトラフルオロプロペンの分離方法 |
| JP2014138832A Active JP5809331B2 (ja) | 2008-02-21 | 2014-07-04 | 共沸蒸留によるフッ化水素からの１，３，３，３−テトラフルオロプロペンの分離方法 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014138832A Active JP5809331B2 (ja) | 2008-02-21 | 2014-07-04 | 共沸蒸留によるフッ化水素からの１，３，３，３−テトラフルオロプロペンの分離方法 |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US8658846B2 (https=) |
| EP (1) | EP2247560B1 (https=) |
| JP (2) | JP2011513228A (https=) |
| KR (5) | KR102136117B1 (https=) |
| CN (1) | CN101952229B (https=) |
| BR (1) | BRPI0906015A2 (https=) |
| CA (1) | CA2712616A1 (https=) |
| ES (1) | ES2483995T3 (https=) |
| MX (1) | MX2010009081A (https=) |
| RU (1) | RU2474569C2 (https=) |
| WO (1) | WO2009105521A1 (https=) |
Families Citing this family (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR102136117B1 (ko) | 2008-02-21 | 2020-07-22 | 더 케무어스 컴퍼니 에프씨, 엘엘씨 | 공비 증류에 의한 플루오르화수소로부터의 1,3,3,3-테트라플루오로프로펜의 분리 방법 |
| CN104164214B (zh) * | 2008-05-07 | 2018-04-24 | 科慕埃弗西有限公司 | 可用作热传递组合物的组合物 |
| CN105062427A (zh) | 2009-12-22 | 2015-11-18 | 纳幕尔杜邦公司 | 包含2,3,3,3-四氟丙烯、1,1,2,3-四氯丙烯、2-氯-3,3,3-三氟丙烯、或2-氯-1,1,1,2-四氟丙烷的组合物 |
| US8747691B2 (en) * | 2010-05-06 | 2014-06-10 | Honeywell International Inc. | Azeotrope-like compositions of tetrafluoropropene and water |
| US8518293B2 (en) * | 2010-09-03 | 2013-08-27 | Honeywell International Inc. | 1,3,3,3-tetrafluoropropene process azeotropes with HF |
| 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 |
| CN104024189B (zh) * | 2011-12-28 | 2016-01-13 | 旭硝子株式会社 | 2,3,3,3-四氟丙烯的纯化方法，纯化装置及制造方法 |
| JP6011008B2 (ja) * | 2012-04-27 | 2016-10-19 | 旭硝子株式会社 | 共沸または共沸様組成物、および２，３，３，３−テトラフルオロプロペンまたはヘキサフルオロプロペンの製造方法 |
| FR3000093B1 (fr) * | 2012-12-26 | 2015-07-17 | Arkema France | Composition azeotropique ou quasi-azeotropique de chloromethane |
| FR3003569B1 (fr) * | 2013-03-20 | 2015-12-25 | Arkema France | Composition comprenant hf et 1,3,3,3-tetrafluoropropene |
| FR3003565B1 (fr) | 2013-03-20 | 2018-06-29 | Arkema France | Composition comprenant hf et 2,3,3,3-tetrafluoropropene |
| FR3003567B1 (fr) * | 2013-03-20 | 2015-03-06 | Arkema France | Composition comprenant hf et 3,3,3-trifluoropropene |
| CN103288589A (zh) * | 2013-06-04 | 2013-09-11 | 同济大学 | 一种生产三氟乙烯联产氟化氢的方法 |
| CN103673503A (zh) * | 2013-12-27 | 2014-03-26 | 上海磊诺工业气体有限公司 | 一种七氟丙烷的回收系统 |
| JP6102984B2 (ja) * | 2015-05-29 | 2017-03-29 | ダイキン工業株式会社 | 含フッ素化合物の製造方法 |
| WO2017104829A1 (ja) * | 2015-12-16 | 2017-06-22 | 旭硝子株式会社 | ハイドロフルオロオレフィンの製造方法 |
| FR3046165B1 (fr) * | 2015-12-23 | 2019-12-13 | Arkema France | Procede de production et de purification du 2,3,3,3-tetrafluoro-1-propene |
| FR3046159B1 (fr) * | 2015-12-23 | 2019-12-13 | Arkema France | Procede de preparation du 2,3,3,3-tetrafluoropropene et recyclage du 1,1,1,2,2-pentafluoropropane exempt d'impuretes. |
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2009
- 2009-02-19 KR KR1020187037961A patent/KR102136117B1/ko active Active
- 2009-02-19 ES ES09712619.7T patent/ES2483995T3/es active Active
- 2009-02-19 RU RU2010138730/04A patent/RU2474569C2/ru not_active IP Right Cessation
- 2009-02-19 KR KR1020187010791A patent/KR101937117B1/ko active Active
- 2009-02-19 JP JP2010547742A patent/JP2011513228A/ja active Pending
- 2009-02-19 US US12/918,137 patent/US8658846B2/en not_active Expired - Fee Related
- 2009-02-19 MX MX2010009081A patent/MX2010009081A/es active IP Right Grant
- 2009-02-19 EP EP09712619.7A patent/EP2247560B1/en active Active
- 2009-02-19 KR KR1020107020745A patent/KR20100138932A/ko not_active Ceased
- 2009-02-19 KR KR1020167027804A patent/KR101851887B1/ko active Active
- 2009-02-19 WO PCT/US2009/034492 patent/WO2009105521A1/en not_active Ceased
- 2009-02-19 BR BRPI0906015-4A patent/BRPI0906015A2/pt not_active IP Right Cessation
- 2009-02-19 CN CN200980105856.2A patent/CN101952229B/zh active Active
- 2009-02-19 KR KR1020207010230A patent/KR20200039844A/ko not_active Withdrawn
- 2009-02-19 CA CA2712616A patent/CA2712616A1/en not_active Abandoned
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2014
- 2014-07-04 JP JP2014138832A patent/JP5809331B2/ja active Active
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