JP2008517749A5 - - Google Patents
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- Publication number
- JP2008517749A5 JP2008517749A5 JP2007538309A JP2007538309A JP2008517749A5 JP 2008517749 A5 JP2008517749 A5 JP 2008517749A5 JP 2007538309 A JP2007538309 A JP 2007538309A JP 2007538309 A JP2007538309 A JP 2007538309A JP 2008517749 A5 JP2008517749 A5 JP 2008517749A5
- Authority
- JP
- Japan
- Prior art keywords
- mixture
- tosylate
- ionic liquid
- anion
- hcl
- 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
- 239000002608 ionic liquid Substances 0.000 claims description 52
- 239000000203 mixture Substances 0.000 claims description 49
- 238000000034 method Methods 0.000 claims description 48
- -1 carboxylic acid fluoride Chemical class 0.000 claims description 43
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 27
- 150000001768 cations Chemical class 0.000 claims description 12
- 150000001450 anions Chemical class 0.000 claims description 11
- RAXXELZNTBOGNW-UHFFFAOYSA-O Imidazolium Chemical compound C1=C[NH+]=CN1 RAXXELZNTBOGNW-UHFFFAOYSA-O 0.000 claims description 7
- 229910052731 fluorine Inorganic materials 0.000 claims description 7
- JUJWROOIHBZHMG-UHFFFAOYSA-O pyridinium Chemical compound C1=CC=[NH+]C=C1 JUJWROOIHBZHMG-UHFFFAOYSA-O 0.000 claims description 6
- KYQCOXFCLRTKLS-UHFFFAOYSA-N Pyrazine Chemical class C1=CN=CC=N1 KYQCOXFCLRTKLS-UHFFFAOYSA-N 0.000 claims description 5
- WTKZEGDFNFYCGP-UHFFFAOYSA-O Pyrazolium Chemical compound C1=CN[NH+]=C1 WTKZEGDFNFYCGP-UHFFFAOYSA-O 0.000 claims description 5
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 5
- 239000007789 gas Substances 0.000 claims description 5
- CZPWVGJYEJSRLH-UHFFFAOYSA-O hydron;pyrimidine Chemical compound C1=CN=C[NH+]=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-O 0.000 claims description 5
- MTNDZQHUAFNZQY-UHFFFAOYSA-N imidazoline Chemical compound C1CN=CN1 MTNDZQHUAFNZQY-UHFFFAOYSA-N 0.000 claims description 5
- CQDAMYNQINDRQC-UHFFFAOYSA-N oxatriazole Chemical compound C1=NN=NO1 CQDAMYNQINDRQC-UHFFFAOYSA-N 0.000 claims description 5
- 229910052799 carbon Inorganic materials 0.000 claims description 4
- 238000003682 fluorination reaction Methods 0.000 claims description 4
- 238000007539 photo-oxidation reaction Methods 0.000 claims description 4
- ITMCEJHCFYSIIV-UHFFFAOYSA-M triflate Chemical compound [O-]S(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-M 0.000 claims description 4
- HVVRUQBMAZRKPJ-UHFFFAOYSA-N 1,3-dimethylimidazolium Chemical compound CN1C=C[N+](C)=C1 HVVRUQBMAZRKPJ-UHFFFAOYSA-N 0.000 claims description 3
- IQQRAVYLUAZUGX-UHFFFAOYSA-N 1-butyl-3-methylimidazolium Chemical compound CCCCN1C=C[N+](C)=C1 IQQRAVYLUAZUGX-UHFFFAOYSA-N 0.000 claims description 3
- NJMWOUFKYKNWDW-UHFFFAOYSA-N 1-ethyl-3-methylimidazolium Chemical compound CCN1C=C[N+](C)=C1 NJMWOUFKYKNWDW-UHFFFAOYSA-N 0.000 claims description 3
- WVDDUSFOSWWJJH-UHFFFAOYSA-N 1-methyl-3-propylimidazol-1-ium Chemical compound CCCN1C=C[N+](C)=C1 WVDDUSFOSWWJJH-UHFFFAOYSA-N 0.000 claims description 3
- 229910019142 PO4 Inorganic materials 0.000 claims description 3
- 125000003118 aryl group Chemical group 0.000 claims description 3
- 125000001424 substituent group Chemical group 0.000 claims description 3
- HXMUPILCYSJMLQ-UHFFFAOYSA-M 1-ethyl-3-methylimidazol-3-ium;4-methylbenzenesulfonate Chemical compound CC[N+]=1C=CN(C)C=1.CC1=CC=C(S([O-])(=O)=O)C=C1 HXMUPILCYSJMLQ-UHFFFAOYSA-M 0.000 claims description 2
- VRFOKYHDLYBVAL-UHFFFAOYSA-M 1-ethyl-3-methylimidazol-3-ium;ethyl sulfate Chemical compound CCOS([O-])(=O)=O.CCN1C=C[N+](C)=C1 VRFOKYHDLYBVAL-UHFFFAOYSA-M 0.000 claims description 2
- ZPTRYWVRCNOTAS-UHFFFAOYSA-M 1-ethyl-3-methylimidazol-3-ium;trifluoromethanesulfonate Chemical compound CC[N+]=1C=CN(C)C=1.[O-]S(=O)(=O)C(F)(F)F ZPTRYWVRCNOTAS-UHFFFAOYSA-M 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 239000000460 chlorine Substances 0.000 claims description 2
- 125000004773 chlorofluoromethyl group Chemical group [H]C(F)(Cl)* 0.000 claims description 2
- 238000003795 desorption Methods 0.000 claims description 2
- 125000004185 ester group Chemical group 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 239000011261 inert gas Substances 0.000 claims description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 2
- 239000010452 phosphate Substances 0.000 claims description 2
- OBCUTHMOOONNBS-UHFFFAOYSA-N phosphorus pentafluoride Chemical compound FP(F)(F)(F)F OBCUTHMOOONNBS-UHFFFAOYSA-N 0.000 claims description 2
- FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 claims description 2
- 235000021317 phosphate Nutrition 0.000 claims 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims 1
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 claims 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims 1
- 125000000129 anionic group Chemical group 0.000 claims 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 1
- 150000001805 chlorine compounds Chemical class 0.000 claims 1
- 230000007423 decrease Effects 0.000 claims 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 claims 1
- 229910052698 phosphorus Inorganic materials 0.000 claims 1
- 239000011574 phosphorus Substances 0.000 claims 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- GJMMXPXHXFHBPK-UHFFFAOYSA-N [P].[Cl] Chemical compound [P].[Cl] GJMMXPXHXFHBPK-UHFFFAOYSA-N 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical compound [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- UHZYTMXLRWXGPK-UHFFFAOYSA-N phosphorus pentachloride Chemical compound ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 description 1
- 150000007519 polyprotic acids Polymers 0.000 description 1
- 229940124530 sulfonamide Drugs 0.000 description 1
- 150000003456 sulfonamides Chemical class 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP04025509.3 | 2004-10-27 | ||
| EP04025509A EP1652814A1 (de) | 2004-10-27 | 2004-10-27 | Verfahren zur Gastrennung |
| DE102004061780.5 | 2004-12-22 | ||
| DE102004061780A DE102004061780A1 (de) | 2004-10-27 | 2004-12-22 | Verfahren zur Gastrennung |
| PCT/EP2005/011267 WO2006045518A1 (de) | 2004-10-27 | 2005-10-20 | Verfahren zur gastrennung |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2008517749A JP2008517749A (ja) | 2008-05-29 |
| JP2008517749A5 true JP2008517749A5 (enExample) | 2011-06-30 |
| JP5473222B2 JP5473222B2 (ja) | 2014-04-16 |
Family
ID=34927132
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2007538309A Expired - Fee Related JP5473222B2 (ja) | 2004-10-27 | 2005-10-20 | ガスの分離方法 |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US8308850B2 (enExample) |
| EP (2) | EP1652814A1 (enExample) |
| JP (1) | JP5473222B2 (enExample) |
| KR (1) | KR101237101B1 (enExample) |
| CN (1) | CN101048340B (enExample) |
| AT (1) | ATE440801T1 (enExample) |
| DE (2) | DE102004061780A1 (enExample) |
| RU (1) | RU2396205C2 (enExample) |
| TW (1) | TWI375590B (enExample) |
| WO (1) | WO2006045518A1 (enExample) |
Families Citing this family (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2006198512A (ja) * | 2005-01-20 | 2006-08-03 | Nisshinbo Ind Inc | 有害物質含有ガスの処理方法 |
| TW200808656A (en) * | 2006-04-27 | 2008-02-16 | Solvay Fluor Gmbh | Reversible water-free process for the separation of acid-containing gas mixtures |
| US7807074B2 (en) * | 2006-12-12 | 2010-10-05 | Honeywell International Inc. | Gaseous dielectrics with low global warming potentials |
| DE102007002511A1 (de) | 2007-01-17 | 2008-07-24 | Jess, Andreas, Prof.Dr.-Ing. | Verfahren zur Entschwefelung von Fluiden |
| US20110237830A1 (en) * | 2010-03-26 | 2011-09-29 | Dioxide Materials Inc | Novel catalyst mixtures |
| US9815021B2 (en) | 2010-03-26 | 2017-11-14 | Dioxide Materials, Inc. | Electrocatalytic process for carbon dioxide conversion |
| US9957624B2 (en) | 2010-03-26 | 2018-05-01 | Dioxide Materials, Inc. | Electrochemical devices comprising novel catalyst mixtures |
| US10173169B2 (en) | 2010-03-26 | 2019-01-08 | Dioxide Materials, Inc | Devices for electrocatalytic conversion of carbon dioxide |
| US8815058B2 (en) * | 2010-06-30 | 2014-08-26 | Honeywell International Inc. | Extractive distillation of AsF5 and PF5 using HF |
| US8883707B2 (en) * | 2010-06-30 | 2014-11-11 | Honeywell International Inc. | Azeotrope-like composition of PF5 and HF |
| US8906135B1 (en) * | 2011-09-01 | 2014-12-09 | U.S. Department Of Energy | Method of purifying a gas stream using 1,2,3-triazolium ionic liquids |
| KR101885255B1 (ko) * | 2012-03-30 | 2018-08-03 | 코오롱인더스트리 주식회사 | 다공성 막 및 그 제조방법 |
| EP2705893A1 (en) | 2012-09-05 | 2014-03-12 | Solvay SA | Process for separating acid-containing gas mixtures |
| US10647652B2 (en) | 2013-02-24 | 2020-05-12 | Dioxide Materials, Inc. | Process for the sustainable production of acrylic acid |
| US20150093316A1 (en) * | 2013-09-30 | 2015-04-02 | Honeywell International, Inc. | Purification of pf5 |
| JP6386464B2 (ja) | 2013-10-04 | 2018-09-05 | 関東電化工業株式会社 | 五フッ化リンの精製方法 |
| MA41688A (fr) * | 2014-10-16 | 2017-08-22 | Honeywell Int Inc | Procédé de séparation de fluorure d'hydrogène de mélanges fluorure d'hydrogène/hydrocarbures halogénés au moyen de liquides ioniques |
| RU2758916C2 (ru) * | 2015-12-15 | 2021-11-03 | Те Борд Оф Трастиз Оф Те Лилэнд Стэнфорд Джуниор Юниверсити | Усовершенствованные электролиты, токосборники и связующие для перезаряжаемых металл-ионных батарей |
| CN107651651A (zh) * | 2017-09-29 | 2018-02-02 | 浙江工业大学 | 一种吸附HCl气体的多孔固体负载离子液体 |
| CN108689797B (zh) * | 2018-06-04 | 2023-11-28 | 阿科玛（常熟）氟化工有限公司 | 一种离子液体用于脱除氟代化合物中HCl的方法 |
| CN108911946B (zh) * | 2018-06-04 | 2024-05-07 | 阿科玛（常熟）氟化工有限公司 | 一种离子液体用于脱除氟代化合物中hf的方法 |
| CN110683513B (zh) * | 2019-11-12 | 2021-01-05 | 浙江博瑞电子科技有限公司 | 一种高纯氯气的制备方法 |
| WO2021149788A1 (ja) | 2020-01-22 | 2021-07-29 | 関東電化工業株式会社 | カルボン酸フルオリドの精製方法 |
| CN113636535A (zh) * | 2021-09-05 | 2021-11-12 | 会昌宏氟高新材料有限责任公司 | 一种二氟磷酸锂合成尾气回收利用的方法 |
| WO2024125338A1 (zh) * | 2022-12-12 | 2024-06-20 | 深圳新宙邦科技股份有限公司 | 一种液态六氟磷酸锂的制备方法、电解液及锂离子电池 |
Family Cites Families (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SU1667911A1 (ru) * | 1989-01-10 | 1991-08-07 | Институт Физической Химии Им.Л.В.Писаржевского | Способ очистки отход щих газов от хлористого водорода и хлористого этила |
| JP3715677B2 (ja) * | 1994-05-26 | 2005-11-09 | 多摩化学工業株式会社 | 酸性排ガスの処理方法 |
| DE19650212A1 (de) | 1996-12-04 | 1998-06-18 | Solvay Fluor & Derivate | Herstellung von Carbonsäurefluoriden |
| GB0029208D0 (en) * | 2000-11-30 | 2001-01-17 | Ici Plc | Hydrogen halide separation |
| BR0208176B1 (pt) * | 2001-03-20 | 2011-09-20 | processo para separar lìquidos ou gases condensáveis no estado condensado. | |
| DE10114565A1 (de) | 2001-03-24 | 2002-09-26 | Solvay Fluor & Derivate | Verbesserte Esterherstellung |
| US6579343B2 (en) * | 2001-03-30 | 2003-06-17 | University Of Notre Dame Du Lac | Purification of gas with liquid ionic compounds |
| JP4264689B2 (ja) * | 2001-06-05 | 2009-05-20 | ダイキン工業株式会社 | 酸の分離方法 |
| WO2003086605A2 (en) * | 2002-04-05 | 2003-10-23 | University Of South Alabama | Functionalized ionic liquids, and methods of use thereof |
| DE10219227A1 (de) | 2002-04-30 | 2003-11-13 | Bayer Ag | Ionische Flüssigkeiten |
| WO2005007657A2 (de) | 2003-07-11 | 2005-01-27 | Solvay Fluor Gmbh | Verwendung von dbn und dbu-salzen als ionische flüssigkeiten |
| EP1574478A1 (de) | 2004-03-08 | 2005-09-14 | Solvay Fluor GmbH | Herstellung von Carbonylfluorid |
| US7396381B2 (en) * | 2004-07-08 | 2008-07-08 | Air Products And Chemicals, Inc. | Storage and delivery systems for gases held in liquid medium |
| US20060049102A1 (en) * | 2004-09-03 | 2006-03-09 | Miller Jeffrey T | Ionic polymer membranes |
| DE102004044592A1 (de) * | 2004-09-13 | 2006-03-30 | Basf Ag | Verfahren zur Trennung von Chlorwasserstoff und Phosgen |
| US7404845B2 (en) * | 2004-09-23 | 2008-07-29 | Air Products And Chemicals, Inc. | Ionic liquid based mixtures for gas storage and delivery |
| TW200808656A (en) | 2006-04-27 | 2008-02-16 | Solvay Fluor Gmbh | Reversible water-free process for the separation of acid-containing gas mixtures |
-
2004
- 2004-10-27 EP EP04025509A patent/EP1652814A1/de not_active Withdrawn
- 2004-12-22 DE DE102004061780A patent/DE102004061780A1/de not_active Withdrawn
-
2005
- 2005-10-14 TW TW094135804A patent/TWI375590B/zh not_active IP Right Cessation
- 2005-10-20 KR KR1020077011788A patent/KR101237101B1/ko not_active Expired - Fee Related
- 2005-10-20 AT AT05795058T patent/ATE440801T1/de not_active IP Right Cessation
- 2005-10-20 JP JP2007538309A patent/JP5473222B2/ja not_active Expired - Fee Related
- 2005-10-20 DE DE502005008016T patent/DE502005008016D1/de not_active Expired - Lifetime
- 2005-10-20 EP EP05795058A patent/EP1833758B1/de not_active Expired - Lifetime
- 2005-10-20 WO PCT/EP2005/011267 patent/WO2006045518A1/de not_active Ceased
- 2005-10-20 RU RU2007119566/15A patent/RU2396205C2/ru not_active IP Right Cessation
- 2005-10-20 US US11/666,581 patent/US8308850B2/en not_active Expired - Fee Related
- 2005-10-20 CN CN200580036758XA patent/CN101048340B/zh not_active Expired - Fee Related
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