CN103732587A - 双中心联吡啶阳离子类离子液体及其制备方法和应用 - Google Patents
双中心联吡啶阳离子类离子液体及其制备方法和应用 Download PDFInfo
- Publication number
- CN103732587A CN103732587A CN201180072278.4A CN201180072278A CN103732587A CN 103732587 A CN103732587 A CN 103732587A CN 201180072278 A CN201180072278 A CN 201180072278A CN 103732587 A CN103732587 A CN 103732587A
- Authority
- CN
- China
- Prior art keywords
- double
- center
- bipyridyl
- ionic liquid
- class ionic
- 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
- 238000002360 preparation method Methods 0.000 title claims abstract description 22
- 239000007788 liquid Substances 0.000 title abstract description 27
- -1 bipyridyl cationic ion Chemical class 0.000 claims abstract description 98
- 239000002608 ionic liquid Substances 0.000 claims abstract description 63
- 238000006243 chemical reaction Methods 0.000 claims abstract description 41
- 239000005486 organic electrolyte Substances 0.000 claims abstract description 38
- ROFVEXUMMXZLPA-UHFFFAOYSA-N Bipyridyl Chemical group N1=CC=CC=C1C1=CC=CC=N1 ROFVEXUMMXZLPA-UHFFFAOYSA-N 0.000 claims abstract description 21
- 238000005342 ion exchange Methods 0.000 claims abstract description 13
- 230000015572 biosynthetic process Effects 0.000 claims abstract description 12
- 229910003002 lithium salt Inorganic materials 0.000 claims description 50
- 159000000002 lithium salts Chemical class 0.000 claims description 50
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 42
- 238000003756 stirring Methods 0.000 claims description 39
- IEJIGPNLZYLLBP-UHFFFAOYSA-N dimethyl carbonate Chemical compound COC(=O)OC IEJIGPNLZYLLBP-UHFFFAOYSA-N 0.000 claims description 32
- 239000003960 organic solvent Substances 0.000 claims description 30
- FKRCODPIKNYEAC-UHFFFAOYSA-N ethyl propionate Chemical compound CCOC(=O)CC FKRCODPIKNYEAC-UHFFFAOYSA-N 0.000 claims description 22
- 239000012298 atmosphere Substances 0.000 claims description 20
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 18
- 239000007789 gas Substances 0.000 claims description 15
- 150000001335 aliphatic alkanes Chemical class 0.000 claims description 13
- 238000002156 mixing Methods 0.000 claims description 12
- KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical compound O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 claims description 11
- JBTWLSYIZRCDFO-UHFFFAOYSA-N ethyl methyl carbonate Chemical compound CCOC(=O)OC JBTWLSYIZRCDFO-UHFFFAOYSA-N 0.000 claims description 11
- 150000002466 imines Chemical class 0.000 claims description 10
- 230000001681 protective effect Effects 0.000 claims description 10
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims description 8
- 239000008346 aqueous phase Substances 0.000 claims description 8
- 239000007864 aqueous solution Substances 0.000 claims description 8
- 229910052744 lithium Inorganic materials 0.000 claims description 8
- 229910001496 lithium tetrafluoroborate Inorganic materials 0.000 claims description 8
- 238000001556 precipitation Methods 0.000 claims description 8
- KQEKZVSGPGHHLH-UHFFFAOYSA-N [bromo(methoxy)methoxy]ethane Chemical compound CCOC(Br)OC KQEKZVSGPGHHLH-UHFFFAOYSA-N 0.000 claims description 7
- 229910052731 fluorine Inorganic materials 0.000 claims description 7
- 239000011737 fluorine Substances 0.000 claims description 7
- 125000001889 triflyl group Chemical group FC(F)(F)S(*)(=O)=O 0.000 claims description 7
- 238000001816 cooling Methods 0.000 claims description 6
- 239000008367 deionised water Substances 0.000 claims description 6
- 229910021641 deionized water Inorganic materials 0.000 claims description 6
- 230000035484 reaction time Effects 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- BNFMNDYWEVGUMM-UHFFFAOYSA-N [chloro(methoxy)methoxy]ethane Chemical group CCOC(Cl)OC BNFMNDYWEVGUMM-UHFFFAOYSA-N 0.000 claims description 5
- QGHDLJAZIIFENW-UHFFFAOYSA-N 4-[1,1,1,3,3,3-hexafluoro-2-(4-hydroxy-3-prop-2-enylphenyl)propan-2-yl]-2-prop-2-enylphenol Chemical group C1=C(CC=C)C(O)=CC=C1C(C(F)(F)F)(C(F)(F)F)C1=CC=C(O)C(CC=C)=C1 QGHDLJAZIIFENW-UHFFFAOYSA-N 0.000 claims description 4
- 229910019142 PO4 Inorganic materials 0.000 claims description 4
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 claims description 4
- 238000001704 evaporation Methods 0.000 claims description 4
- 230000008020 evaporation Effects 0.000 claims description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 4
- 239000010452 phosphate Substances 0.000 claims description 4
- 238000000746 purification Methods 0.000 claims description 4
- 239000000243 solution Substances 0.000 claims description 4
- 238000004448 titration Methods 0.000 claims description 4
- 238000005406 washing Methods 0.000 claims description 4
- 239000012300 argon atmosphere Substances 0.000 claims description 2
- 239000002027 dichloromethane extract Substances 0.000 claims description 2
- 239000012299 nitrogen atmosphere Substances 0.000 claims description 2
- 150000004820 halides Chemical class 0.000 claims 1
- 150000001350 alkyl halides Chemical class 0.000 abstract description 7
- 238000003786 synthesis reaction Methods 0.000 abstract description 6
- 150000001450 anions Chemical class 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 239000012046 mixed solvent Substances 0.000 description 14
- 239000012074 organic phase Substances 0.000 description 14
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 10
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 10
- CSCPPACGZOOCGX-WFGJKAKNSA-N acetone d6 Chemical compound [2H]C([2H])([2H])C(=O)C([2H])([2H])[2H] CSCPPACGZOOCGX-WFGJKAKNSA-N 0.000 description 10
- 150000002500 ions Chemical class 0.000 description 9
- 239000003643 water by type Substances 0.000 description 8
- 238000012360 testing method Methods 0.000 description 7
- 229910003473 lithium bis(trifluoromethanesulfonyl)imide Inorganic materials 0.000 description 6
- QSZMZKBZAYQGRS-UHFFFAOYSA-N lithium;bis(trifluoromethylsulfonyl)azanide Chemical compound [Li+].FC(F)(F)S(=O)(=O)[N-]S(=O)(=O)C(F)(F)F QSZMZKBZAYQGRS-UHFFFAOYSA-N 0.000 description 6
- 239000007787 solid Substances 0.000 description 6
- 229910001290 LiPF6 Inorganic materials 0.000 description 5
- 229910052786 argon Inorganic materials 0.000 description 5
- 239000003792 electrolyte Substances 0.000 description 5
- 229910052757 nitrogen Inorganic materials 0.000 description 5
- 238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 5
- 229910010941 LiFSI Inorganic materials 0.000 description 4
- HBBGRARXTFLTSG-UHFFFAOYSA-N Lithium ion Chemical compound [Li+] HBBGRARXTFLTSG-UHFFFAOYSA-N 0.000 description 4
- 238000000605 extraction Methods 0.000 description 4
- 239000011261 inert gas Substances 0.000 description 4
- 229910001416 lithium ion Inorganic materials 0.000 description 4
- VDVLPSWVDYJFRW-UHFFFAOYSA-N lithium;bis(fluorosulfonyl)azanide Chemical compound [Li+].FS(=O)(=O)[N-]S(F)(=O)=O VDVLPSWVDYJFRW-UHFFFAOYSA-N 0.000 description 4
- XPDWGBQVDMORPB-UHFFFAOYSA-N trifluoromethane acid Natural products FC(F)F XPDWGBQVDMORPB-UHFFFAOYSA-N 0.000 description 4
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 3
- 239000003990 capacitor Substances 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 238000011160 research Methods 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 238000001291 vacuum drying Methods 0.000 description 3
- 241001468684 Diplocardia Species 0.000 description 2
- 125000002252 acyl group Chemical group 0.000 description 2
- 238000002242 deionisation method Methods 0.000 description 2
- 238000007599 discharging Methods 0.000 description 2
- 239000007772 electrode material Substances 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 2
- 238000010792 warming Methods 0.000 description 2
- NJMWOUFKYKNWDW-UHFFFAOYSA-N 1-ethyl-3-methylimidazolium Chemical compound CCN1C=C[N+](C)=C1 NJMWOUFKYKNWDW-UHFFFAOYSA-N 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229910020808 NaBF Inorganic materials 0.000 description 1
- 150000004703 alkoxides Chemical class 0.000 description 1
- 150000001449 anionic compounds Chemical class 0.000 description 1
- JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 230000000536 complexating effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 229910021389 graphene Inorganic materials 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 229910001412 inorganic anion Inorganic materials 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 230000009965 odorless effect Effects 0.000 description 1
- 150000002891 organic anions Chemical class 0.000 description 1
- 150000002892 organic cations Chemical class 0.000 description 1
- 239000005416 organic matter Substances 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 150000002926 oxygen Chemical class 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- KVFIZLDWRFTUEM-UHFFFAOYSA-N potassium;bis(trifluoromethylsulfonyl)azanide Chemical compound [K+].FC(F)(F)S(=O)(=O)[N-]S(=O)(=O)C(F)(F)F KVFIZLDWRFTUEM-UHFFFAOYSA-N 0.000 description 1
- 150000003233 pyrroles Chemical class 0.000 description 1
- 229910001495 sodium tetrafluoroborate Inorganic materials 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
Classifications
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01G—CAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES, LIGHT-SENSITIVE OR TEMPERATURE-SENSITIVE DEVICES OF THE ELECTROLYTIC TYPE
- H01G9/00—Electrolytic capacitors, rectifiers, detectors, switching devices, light-sensitive or temperature-sensitive devices; Processes of their manufacture
- H01G9/004—Details
- H01G9/022—Electrolytes; Absorbents
- H01G9/035—Liquid electrolytes, e.g. impregnating materials
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/06—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom containing only hydrogen and carbon atoms in addition to the ring nitrogen atom
- C07D213/22—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom containing only hydrogen and carbon atoms in addition to the ring nitrogen atom containing two or more pyridine rings directly linked together, e.g. bipyridyl
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01G—CAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES, LIGHT-SENSITIVE OR TEMPERATURE-SENSITIVE DEVICES OF THE ELECTROLYTIC TYPE
- H01G11/00—Hybrid capacitors, i.e. capacitors having different positive and negative electrodes; Electric double-layer [EDL] capacitors; Processes for the manufacture thereof or of parts thereof
- H01G11/54—Electrolytes
- H01G11/58—Liquid electrolytes
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01G—CAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES, LIGHT-SENSITIVE OR TEMPERATURE-SENSITIVE DEVICES OF THE ELECTROLYTIC TYPE
- H01G11/00—Hybrid capacitors, i.e. capacitors having different positive and negative electrodes; Electric double-layer [EDL] capacitors; Processes for the manufacture thereof or of parts thereof
- H01G11/54—Electrolytes
- H01G11/58—Liquid electrolytes
- H01G11/60—Liquid electrolytes characterised by the solvent
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M10/00—Secondary cells; Manufacture thereof
- H01M10/05—Accumulators with non-aqueous electrolyte
- H01M10/052—Li-accumulators
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M10/00—Secondary cells; Manufacture thereof
- H01M10/05—Accumulators with non-aqueous electrolyte
- H01M10/056—Accumulators with non-aqueous electrolyte characterised by the materials used as electrolytes, e.g. mixed inorganic/organic electrolytes
- H01M10/0564—Accumulators with non-aqueous electrolyte characterised by the materials used as electrolytes, e.g. mixed inorganic/organic electrolytes the electrolyte being constituted of organic materials only
- H01M10/0566—Liquid materials
- H01M10/0569—Liquid materials characterised by the solvents
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
- C08K5/3412—Heterocyclic compounds having nitrogen in the ring having one nitrogen atom in the ring
- C08K5/3432—Six-membered rings
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M2300/00—Electrolytes
- H01M2300/0017—Non-aqueous electrolytes
- H01M2300/0025—Organic electrolyte
- H01M2300/0028—Organic electrolyte characterised by the solvent
- H01M2300/0037—Mixture of solvents
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M2300/00—Electrolytes
- H01M2300/0017—Non-aqueous electrolytes
- H01M2300/0025—Organic electrolyte
- H01M2300/0045—Room temperature molten salts comprising at least one organic ion
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E60/00—Enabling technologies; Technologies with a potential or indirect contribution to GHG emissions mitigation
- Y02E60/10—Energy storage using batteries
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E60/00—Enabling technologies; Technologies with a potential or indirect contribution to GHG emissions mitigation
- Y02E60/13—Energy storage using capacitors
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P70/00—Climate change mitigation technologies in the production process for final industrial or consumer products
- Y02P70/50—Manufacturing or production processes characterised by the final manufactured product
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Electrochemistry (AREA)
- Power Engineering (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Manufacturing & Machinery (AREA)
- Microelectronics & Electronic Packaging (AREA)
- Physics & Mathematics (AREA)
- Condensed Matter Physics & Semiconductors (AREA)
- General Physics & Mathematics (AREA)
- Inorganic Chemistry (AREA)
- Pyridine Compounds (AREA)
- Secondary Cells (AREA)
Abstract
本发明公开了一种双中心联吡啶阳离子类离子液体，通过联吡啶与卤代烷反应合成二烷基联吡啶卤化物，再通过离子交换反应将二烷基吡啶卤化物中的卤素离子转换为目标阴离子，最终得到目标离子液体。本发明还公开了一种包含有上述双中心联吡啶阳离子类离子液体的有机电解液及其制备方法。
Description
PCT国内申请，说明书已公开。
Claims (1)
- PCT国内申请，权利要求书已公开。
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PCT/CN2011/079118 WO2013029237A1 (zh) | 2011-08-30 | 2011-08-30 | 双中心联吡啶阳离子类离子液体及其制备方法和应用 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN103732587A true CN103732587A (zh) | 2014-04-16 |
| CN103732587B CN103732587B (zh) | 2015-09-16 |
Family
ID=47755196
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201180072278.4A Active CN103732587B (zh) | 2011-08-30 | 2011-08-30 | 双中心联吡啶阳离子类离子液体及其制备方法和应用 |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US9196424B2 (zh) |
| EP (1) | EP2752409B1 (zh) |
| JP (1) | JP5796128B2 (zh) |
| CN (1) | CN103732587B (zh) |
| WO (1) | WO2013029237A1 (zh) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109012043A (zh) * | 2018-09-19 | 2018-12-18 | 河南师范大学 | 一种双功能螯合型离子液体吸收二氧化硫气体的方法 |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110204473B (zh) * | 2019-05-22 | 2023-03-10 | 常州乾艺智能制造科技有限公司 | 一种用于锂电池的双中心阳离子液体及其制备方法 |
| CN114105907A (zh) * | 2021-12-14 | 2022-03-01 | 河北工业大学 | 一种吡咯烷类离子液体及其制备方法和应用 |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS54143783A (en) * | 1978-04-28 | 1979-11-09 | Canon Inc | Image display device |
| CN1326936A (zh) * | 2000-05-30 | 2001-12-19 | 默克专利股份有限公司 | 离子液体 |
| CN1838469A (zh) * | 2006-04-20 | 2006-09-27 | 武汉大学 | 锂－硫电池电解液及其可充锂－硫电池 |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE793156A (fr) * | 1971-12-23 | 1973-06-21 | Philips Nv | Cellule reproductrice d'images |
| DE2811803A1 (de) * | 1978-03-15 | 1979-09-27 | Schering Ag | Verfahren zur herstellung von 4.4'-bipyridyl und dessen alkylderivaten |
| JPH0233702B2 (ja) * | 1986-01-29 | 1990-07-30 | Nippon Mining Co | Shinkijipirijiniumuenjudotai |
| JP4583582B2 (ja) * | 2000-11-08 | 2010-11-17 | 株式会社クラレ | 電気二重層キャパシタ |
| CA2454305A1 (en) * | 2002-04-24 | 2003-11-06 | Nisshinbo Industries, Inc. | Ionic liquid and method of dehydration thereof, electrical double-layer capacitor, and secondary cell |
| JP2003321425A (ja) * | 2002-05-02 | 2003-11-11 | Daikin Ind Ltd | フッ素化合物の製造方法、及びフッ素化剤前駆体の回収又は再生方法 |
| CN101293900A (zh) * | 2002-06-21 | 2008-10-29 | 洛斯阿拉莫斯国家安全股份有限公司 | 含有离子液体的电光装置、电光汽车镜及其所用的电解液 |
| JP2004029433A (ja) * | 2002-06-26 | 2004-01-29 | Nippon Oil Corp | エレクトロクロミック素子 |
| US7875732B2 (en) * | 2005-01-12 | 2011-01-25 | Otsuka Chemical Co., Ltd. | Quaternary ammonium salt, electrolyte, electrolyte, solution and electrochemical device |
| JP4499594B2 (ja) * | 2005-03-29 | 2010-07-07 | 第一工業製薬株式会社 | 超高純度イオン性液体 |
-
2011
- 2011-08-30 CN CN201180072278.4A patent/CN103732587B/zh active Active
- 2011-08-30 EP EP11871780.0A patent/EP2752409B1/en active Active
- 2011-08-30 JP JP2014527454A patent/JP5796128B2/ja active Active
- 2011-08-30 US US14/234,384 patent/US9196424B2/en not_active Expired - Fee Related
- 2011-08-30 WO PCT/CN2011/079118 patent/WO2013029237A1/zh active Application Filing
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS54143783A (en) * | 1978-04-28 | 1979-11-09 | Canon Inc | Image display device |
| CN1326936A (zh) * | 2000-05-30 | 2001-12-19 | 默克专利股份有限公司 | 离子液体 |
| CN1838469A (zh) * | 2006-04-20 | 2006-09-27 | 武汉大学 | 锂－硫电池电解液及其可充锂－硫电池 |
Non-Patent Citations (1)
| Title |
|---|
| K. CHANDRASEKARAN, ET.AL.: "Photoelectrochemical cells based on hydrogen-atom abstraction and electron-transfer reactions in solution: systems based on benzophenone, 2-propanol, trialkylamines, and methylviologen", 《J. AM. CHEM. SOC.》, vol. 103, no. 24, 31 December 1981 (1981-12-31), pages 7270 - 7275, XP055140819, DOI: doi:10.1021/ja00414a038 * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109012043A (zh) * | 2018-09-19 | 2018-12-18 | 河南师范大学 | 一种双功能螯合型离子液体吸收二氧化硫气体的方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2014525419A (ja) | 2014-09-29 |
| WO2013029237A1 (zh) | 2013-03-07 |
| EP2752409A1 (en) | 2014-07-09 |
| US9196424B2 (en) | 2015-11-24 |
| JP5796128B2 (ja) | 2015-10-21 |
| CN103732587B (zh) | 2015-09-16 |
| EP2752409B1 (en) | 2017-01-11 |
| US20140166921A1 (en) | 2014-06-19 |
| EP2752409A4 (en) | 2015-04-29 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN103688326A (zh) | 双中心季铵盐离子液体及其制备方法和应用 | |
| CN103787996A (zh) | 三氮唑类离子液体、离子液体电解液及制备方法和应用 | |
| CN102952099B (zh) | 吡咯类离子液体及其制备方法和应用 | |
| CN103732587A (zh) | 双中心联吡啶阳离子类离子液体及其制备方法和应用 | |
| CN102952097A (zh) | 双中心哌嗪离子液体及其制备方法和应用 | |
| CN103896828B (zh) | 双中心联吡啶类离子液体及其制备方法与电解液及锂离子电池 | |
| CN103794818A (zh) | 吡咯类离子液体、离子液体电解液及制备方法和应用 | |
| CN103450610B (zh) | 一种凝胶聚合物电解质膜及其制备方法和用途 | |
| CN102993118A (zh) | 含哌啶离子液体及其制备方法、电解液及其应用 | |
| CN102952058B (zh) | 马来酰亚胺类离子液体及其制备方法和应用 | |
| CN103896785A (zh) | 双中心季铵盐类离子液体及其制备方法与电解液及锂离子电池 | |
| CN102956917B (zh) | 三氮唑离子液体及其制备方法和应用 | |
| CN102952092B (zh) | 唑烷类离子液体及其制备方法和应用 | |
| CN103130786B (zh) | 含碳酸酯基团的唑烷类离子液体及其制备方法和应用 | |
| CN103130783B (zh) | 含碳酸酯基团的四氢噻吩类离子液体及其制备方法和应用 | |
| CN103896876A (zh) | 双中心哌嗪类离子液体及其制备方法与电解液及锂离子电池 | |
| CN102952116B (zh) | 双中心烟碱离子液体及其制备方法和应用 | |
| CN103788017A (zh) | 哌啶类离子液体及其制备方法和应用 | |
| CN103130778B (zh) | 含碳酸酯基团的吡嗪类离子液体及其制备方法和应用 | |
| CN103130779B (zh) | 含碳酸酯基团的马来酰亚胺类离子液体及其制备方法和应用 | |
| CN103138003A (zh) | 含碳酸酯基团的吡咯类离子液体及其制备方法和应用 | |
| CN103787957A (zh) | 吡啶类离子液体、离子液体电解液及制备方法和应用 | |
| CN103896914B (zh) | 双中心烟碱类离子液体及其制备方法与电解液及锂离子电池 | |
| CN102952098B (zh) | 吡嗪类离子液体及其制备方法和应用 | |
| CN103787899A (zh) | 季铵盐类离子液体及其制备方法和应用 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant |