JP2009067774A - イオン性化合物 - Google Patents
イオン性化合物 Download PDFInfo
- Publication number
- JP2009067774A JP2009067774A JP2008178789A JP2008178789A JP2009067774A JP 2009067774 A JP2009067774 A JP 2009067774A JP 2008178789 A JP2008178789 A JP 2008178789A JP 2008178789 A JP2008178789 A JP 2008178789A JP 2009067774 A JP2009067774 A JP 2009067774A
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- Prior art keywords
- group
- electrolyte
- ionic
- ionic compound
- preferable
- Prior art date
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- 150000008040 ionic compounds Chemical class 0.000 title claims abstract description 79
- 150000001450 anions Chemical class 0.000 claims abstract description 59
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 36
- 229910052799 carbon Inorganic materials 0.000 claims abstract description 31
- 239000002001 electrolyte material Substances 0.000 claims abstract description 22
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 22
- 229910052717 sulfur Inorganic materials 0.000 claims abstract description 22
- 229910052698 phosphorus Inorganic materials 0.000 claims abstract description 17
- 125000000962 organic group Chemical group 0.000 claims abstract description 15
- 229910052710 silicon Inorganic materials 0.000 claims abstract description 14
- 125000000524 functional group Chemical group 0.000 claims abstract description 10
- 239000011159 matrix material Substances 0.000 claims description 5
- 239000003990 capacitor Substances 0.000 abstract description 97
- 239000003792 electrolyte Substances 0.000 abstract description 46
- 150000001768 cations Chemical class 0.000 abstract description 34
- 229910052744 lithium Inorganic materials 0.000 abstract description 33
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 abstract description 28
- 150000002500 ions Chemical class 0.000 abstract description 24
- -1 organometallic cation Chemical class 0.000 description 111
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 72
- 239000008151 electrolyte solution Substances 0.000 description 49
- 229910052782 aluminium Inorganic materials 0.000 description 48
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 42
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 41
- 150000001875 compounds Chemical class 0.000 description 34
- 239000011888 foil Substances 0.000 description 31
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 30
- 238000000034 method Methods 0.000 description 30
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- 125000004432 carbon atom Chemical group C* 0.000 description 19
- 229910052783 alkali metal Inorganic materials 0.000 description 18
- 238000006243 chemical reaction Methods 0.000 description 18
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- 229910052784 alkaline earth metal Inorganic materials 0.000 description 15
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- 239000002184 metal Substances 0.000 description 15
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- 229910003002 lithium salt Inorganic materials 0.000 description 8
- 159000000002 lithium salts Chemical class 0.000 description 8
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- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 6
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- 238000009835 boiling Methods 0.000 description 6
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- 125000004093 cyano group Chemical group *C#N 0.000 description 6
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- SQGYOTSLMSWVJD-UHFFFAOYSA-N silver(1+) nitrate Chemical compound [Ag+].[O-]N(=O)=O SQGYOTSLMSWVJD-UHFFFAOYSA-N 0.000 description 6
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 5
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- HBBGRARXTFLTSG-UHFFFAOYSA-N Lithium ion Chemical compound [Li+] HBBGRARXTFLTSG-UHFFFAOYSA-N 0.000 description 5
- 239000004743 Polypropylene Substances 0.000 description 5
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 5
- 230000004913 activation Effects 0.000 description 5
- 239000000010 aprotic solvent Substances 0.000 description 5
- 239000012298 atmosphere Substances 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 5
- 239000004327 boric acid Substances 0.000 description 5
- 229910052796 boron Inorganic materials 0.000 description 5
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- 239000003795 chemical substances by application Substances 0.000 description 5
- 229920001940 conductive polymer Polymers 0.000 description 5
- 208000028659 discharge Diseases 0.000 description 5
- 238000007599 discharging Methods 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 150000002170 ethers Chemical class 0.000 description 5
- 229910002804 graphite Inorganic materials 0.000 description 5
- 239000010439 graphite Substances 0.000 description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 5
- 229910001416 lithium ion Inorganic materials 0.000 description 5
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 5
- 229910052759 nickel Inorganic materials 0.000 description 5
- 229920001155 polypropylene Polymers 0.000 description 5
- 239000004810 polytetrafluoroethylene Substances 0.000 description 5
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 5
- 239000010936 titanium Substances 0.000 description 5
- 229910052719 titanium Inorganic materials 0.000 description 5
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 5
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 4
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
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- 229910013870 LiPF 6 Inorganic materials 0.000 description 4
- JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 description 4
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 4
- 239000004698 Polyethylene Substances 0.000 description 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
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- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 4
- 125000004429 atom Chemical group 0.000 description 4
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- 238000010586 diagram Methods 0.000 description 4
- JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 description 4
- 239000011883 electrode binding agent Substances 0.000 description 4
- 125000001153 fluoro group Chemical group F* 0.000 description 4
- GAEKPEKOJKCEMS-UHFFFAOYSA-N gamma-valerolactone Chemical compound CC1CCC(=O)O1 GAEKPEKOJKCEMS-UHFFFAOYSA-N 0.000 description 4
- WABPQHHGFIMREM-UHFFFAOYSA-N lead(0) Chemical compound [Pb] WABPQHHGFIMREM-UHFFFAOYSA-N 0.000 description 4
- 238000000691 measurement method Methods 0.000 description 4
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- LYGJENNIWJXYER-UHFFFAOYSA-N nitromethane Chemical compound C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 description 1
- 150000002832 nitroso derivatives Chemical class 0.000 description 1
- 239000011255 nonaqueous electrolyte Substances 0.000 description 1
- 229910052755 nonmetal Inorganic materials 0.000 description 1
- 150000002843 nonmetals Chemical group 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- NOUWNNABOUGTDQ-UHFFFAOYSA-N octane Chemical compound CCCCCCC[CH2+] NOUWNNABOUGTDQ-UHFFFAOYSA-N 0.000 description 1
- 150000002892 organic cations Chemical class 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 229920000620 organic polymer Polymers 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- 125000005010 perfluoroalkyl group Chemical group 0.000 description 1
- JGTNAGYHADQMCM-UHFFFAOYSA-N perfluorobutanesulfonic acid Chemical compound OS(=O)(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F JGTNAGYHADQMCM-UHFFFAOYSA-N 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 239000012466 permeate Substances 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 229940085991 phosphate ion Drugs 0.000 description 1
- ACVYVLVWPXVTIT-UHFFFAOYSA-N phosphinic acid Chemical compound O[PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-N 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- VRUJCFSQHOLHRM-UHFFFAOYSA-L phthalate;tetramethylazanium Chemical compound C[N+](C)(C)C.C[N+](C)(C)C.[O-]C(=O)C1=CC=CC=C1C([O-])=O VRUJCFSQHOLHRM-UHFFFAOYSA-L 0.000 description 1
- OXNIZHLAWKMVMX-UHFFFAOYSA-N picric acid Chemical compound OC1=C([N+]([O-])=O)C=C([N+]([O-])=O)C=C1[N+]([O-])=O OXNIZHLAWKMVMX-UHFFFAOYSA-N 0.000 description 1
- 239000006253 pitch coke Substances 0.000 description 1
- 238000005268 plasma chemical vapour deposition Methods 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 239000002574 poison Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 231100000572 poisoning Toxicity 0.000 description 1
- 230000000607 poisoning effect Effects 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920002493 poly(chlorotrifluoroethylene) Polymers 0.000 description 1
- 229920002627 poly(phosphazenes) Polymers 0.000 description 1
- 229920000548 poly(silane) polymer Polymers 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 229920006122 polyamide resin Polymers 0.000 description 1
- 229920000767 polyaniline Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000005023 polychlorotrifluoroethylene (PCTFE) polymer Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 239000009719 polyimide resin Substances 0.000 description 1
- 229920000193 polymethacrylate Polymers 0.000 description 1
- 229920006324 polyoxymethylene Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 1
- 239000005033 polyvinylidene chloride Substances 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- OTYBMLCTZGSZBG-UHFFFAOYSA-L potassium sulfate Chemical compound [K+].[K+].[O-]S([O-])(=O)=O OTYBMLCTZGSZBG-UHFFFAOYSA-L 0.000 description 1
- 229910052939 potassium sulfate Inorganic materials 0.000 description 1
- DPLVEEXVKBWGHE-UHFFFAOYSA-N potassium sulfide Chemical compound [S-2].[K+].[K+] DPLVEEXVKBWGHE-UHFFFAOYSA-N 0.000 description 1
- 235000011151 potassium sulphates Nutrition 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- FVSKHRXBFJPNKK-UHFFFAOYSA-N propionitrile Chemical compound CCC#N FVSKHRXBFJPNKK-UHFFFAOYSA-N 0.000 description 1
- 229940090181 propyl acetate Drugs 0.000 description 1
- LLHKCFNBLRBOGN-UHFFFAOYSA-N propylene glycol methyl ether acetate Chemical compound COCC(C)OC(C)=O LLHKCFNBLRBOGN-UHFFFAOYSA-N 0.000 description 1
- JUJWROOIHBZHMG-UHFFFAOYSA-O pyridinium Chemical compound C1=CC=[NH+]C=C1 JUJWROOIHBZHMG-UHFFFAOYSA-O 0.000 description 1
- 239000002296 pyrolytic carbon Substances 0.000 description 1
- QEIQICVPDMCDHG-UHFFFAOYSA-N pyrrolo[2,3-d]triazole Chemical class N1=NC2=CC=NC2=N1 QEIQICVPDMCDHG-UHFFFAOYSA-N 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- MCJGNVYPOGVAJF-UHFFFAOYSA-N quinolin-8-ol Chemical compound C1=CN=C2C(O)=CC=CC2=C1 MCJGNVYPOGVAJF-UHFFFAOYSA-N 0.000 description 1
- 229910052761 rare earth metal Inorganic materials 0.000 description 1
- 150000002910 rare earth metals Chemical group 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 230000003014 reinforcing effect Effects 0.000 description 1
- 229910001925 ruthenium oxide Inorganic materials 0.000 description 1
- WOCIAKWEIIZHES-UHFFFAOYSA-N ruthenium(iv) oxide Chemical compound O=[Ru]=O WOCIAKWEIIZHES-UHFFFAOYSA-N 0.000 description 1
- YGSDEFSMJLZEOE-UHFFFAOYSA-M salicylate Chemical compound OC1=CC=CC=C1C([O-])=O YGSDEFSMJLZEOE-UHFFFAOYSA-M 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 229910052706 scandium Inorganic materials 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical class O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 238000005245 sintering Methods 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 description 1
- 239000001488 sodium phosphate Substances 0.000 description 1
- 229910000162 sodium phosphate Inorganic materials 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- PNGLEYLFMHGIQO-UHFFFAOYSA-M sodium;3-(n-ethyl-3-methoxyanilino)-2-hydroxypropane-1-sulfonate;dihydrate Chemical compound O.O.[Na+].[O-]S(=O)(=O)CC(O)CN(CC)C1=CC=CC(OC)=C1 PNGLEYLFMHGIQO-UHFFFAOYSA-M 0.000 description 1
- IXBPPZBJIFNGJJ-UHFFFAOYSA-N sodium;cyanoiminomethylideneazanide Chemical compound [Na+].N#C[N-]C#N IXBPPZBJIFNGJJ-UHFFFAOYSA-N 0.000 description 1
- 229910000679 solder Inorganic materials 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 239000004334 sorbic acid Substances 0.000 description 1
- 235000010199 sorbic acid Nutrition 0.000 description 1
- 229940075582 sorbic acid Drugs 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 238000002336 sorption--desorption measurement Methods 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 150000003457 sulfones Chemical class 0.000 description 1
- 150000003462 sulfoxides Chemical class 0.000 description 1
- 150000003464 sulfur compounds Chemical class 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- MZLGASXMSKOWSE-UHFFFAOYSA-N tantalum nitride Chemical compound [Ta]#N MZLGASXMSKOWSE-UHFFFAOYSA-N 0.000 description 1
- 239000011269 tar Substances 0.000 description 1
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 1
- CBXCPBUEXACCNR-UHFFFAOYSA-N tetraethylammonium Chemical compound CC[N+](CC)(CC)CC CBXCPBUEXACCNR-UHFFFAOYSA-N 0.000 description 1
- TXEYQDLBPFQVAA-UHFFFAOYSA-N tetrafluoromethane Chemical compound FC(F)(F)F TXEYQDLBPFQVAA-UHFFFAOYSA-N 0.000 description 1
- 239000006234 thermal black Substances 0.000 description 1
- HNKJADCVZUBCPG-UHFFFAOYSA-N thioanisole Chemical compound CSC1=CC=CC=C1 HNKJADCVZUBCPG-UHFFFAOYSA-N 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- 150000003609 titanium compounds Chemical class 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 229910000314 transition metal oxide Inorganic materials 0.000 description 1
- 150000003852 triazoles Chemical class 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- DQWPFSLDHJDLRL-UHFFFAOYSA-N triethyl phosphate Chemical compound CCOP(=O)(OCC)OCC DQWPFSLDHJDLRL-UHFFFAOYSA-N 0.000 description 1
- ZMANZCXQSJIPKH-UHFFFAOYSA-O triethylammonium ion Chemical compound CC[NH+](CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-O 0.000 description 1
- JLGLQAWTXXGVEM-UHFFFAOYSA-N triethylene glycol monomethyl ether Chemical compound COCCOCCOCCO JLGLQAWTXXGVEM-UHFFFAOYSA-N 0.000 description 1
- ITMCEJHCFYSIIV-UHFFFAOYSA-N triflic acid Chemical class OS(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-N 0.000 description 1
- YFTHZRPMJXBUME-UHFFFAOYSA-N tripropylamine Chemical compound CCCN(CCC)CCC YFTHZRPMJXBUME-UHFFFAOYSA-N 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- CMPGARWFYBADJI-UHFFFAOYSA-L tungstic acid Chemical compound O[W](O)(=O)=O CMPGARWFYBADJI-UHFFFAOYSA-L 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 1
- 229910001935 vanadium oxide Inorganic materials 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 239000010920 waste tyre Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 229910052724 xenon Inorganic materials 0.000 description 1
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 229910052727 yttrium Inorganic materials 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
- ZVWKZXLXHLZXLS-UHFFFAOYSA-N zirconium nitride Chemical compound [Zr]#N ZVWKZXLXHLZXLS-UHFFFAOYSA-N 0.000 description 1
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- 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
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- 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
- H01G11/62—Liquid electrolytes characterised by the solute, e.g. salts, anions or cations therein
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- 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
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Abstract
【解決手段】本発明のイオン性化合物は、一般式(2);
【化1】
(一般式(2)中、Lは、C、Si、N、P、S及びOからなる群より選ばれる1種類の元素を表す。Rは、同一又は異なって、1価の元素、官能基又は有機基であり、互いに結合した元素となっていてもよい。sは、2、3又は4の整数であり、Lの元素の価数によって決まる値である。)で表されるカチオンと対アニオンを有し、
25℃でのイオン伝導度が10mS/cm以上である。
【選択図】なし
Description
一般式(2);
25℃でのイオン伝導度が10mS/cm以上である。
本発明のイオン性化合物は、上述した一般式(1)で表されるカチオン(AH+)とアニオンとを必須とすることにより、イオン伝導度により優れるとともに、沸点250℃以下の化合物であることから、液漏れを充分に抑制し、電極等への腐食性が充分に抑制され、経時的に安定な材料とすることが可能となる。上記一般式(1)で表される化合物の沸点として好ましくは、200℃以下であり、より好ましくは、150℃以下である。
(1)ICP(銀イオン、鉄イオン等陽イオン類測定)
機器:ICP発光分光分析装置SPS4000(セイコー電子工業社製)
方法:サンプル0.3gをイオン交換水で10倍に希釈し、その溶液を測定
(2)イオンクロマト(硝酸イオン、臭素イオン、塩素イオン、硫酸イオン等陰イオン類測定)
機器:イオンクロマトグラフシステムDX−500(日本ダイオネクス社製)
分離モード:イオン交換
検出器:電気伝導度検出器CD−20
カラム:AS4A−SC
方法:サンプル0.3gをイオン交換水で100倍に希釈し、その溶液を測定
(水分測定方法)
サンプル調整においては、露点−80℃以下のグローボックス中で測定サンプル0.25g、脱水アセトニトリル0.75gを混合し、グローボックス中で充分乾燥したテルモシリンジ(商品名、2.5ml)で混合溶液0.5gを採取することにより行う。その後、カールフィッシャー水分計AQ−7(商品名、平沼産業社製)にて水分測定を行う。
本発明のイオン性化合物は、上記一般式(2)で表されるカチオンと対アニオンを有し、25℃でのイオン伝導度が10mS/cm以上である。
上記対アニオンとしては、任意の適切なアニオンが採用され得る。好ましくは、項目A−1において説明した一般式(6)で表されるアニオン、項目A−1において説明したその他のアニオンが挙げられる。
上記イオン性化合物において、前述の項目A−1で示される一般式(1)で示されるカチオン(AH+)を含むことが、液漏れ抑制、電極への腐食抑制等の点から好ましい。
本発明はまた、上記イオン性化合物を含有する電解質材料でもある。上記イオン性化合物は、上述したような特性を発揮することができるため、様々な用途に好適に適用することが可能であり、中でも、一次電池、リチウム(イオン)二次電池や燃料電池等の充電/放電機構を有する電池、電解コンデンサ用電解液、電解コンデンサ、電気二重層キャパシタ、太陽電池・エレクトロクロミック表示素子等の電気化学デバイスを構成する電解質、及び、このような電解質の材料として特に好適なものである。このような本発明の電解質を用いてなるリチウム二次電池、電解コンデンサ用電解液、電解コンデンサ又は電気二重層キャパシタもまた、本発明の好ましい形態の一つである。なお、上記イオン性化合物としては、電解質として用いることが好ましいが、電解質以外の材料に用いることも可能である。
本発明の電解コンデンサの駆動用電解液は、
一般式(1);
以下に本発明の電解質を用いてなる(1)リチウム二次電池、(2)電解コンデンサ、及び、(3)電気二重層キャパシタについてより詳しく説明する。
リチウム二次電池は、正極、負極、正極と負極との間に介在するセパレータ及び本発明の電解質を用いてなるイオン伝導体を基本構成要素として構成されるものである。この場合、本発明の電解質にはイオン伝導性を示す物質としてリチウム塩が含有されていることになる。このようなリチウム二次電池としては、水電解質以外のリチウム二次電池である非水電解質リチウム二次電池であることが好ましい。リチウム二次電池の一形態の断面模式図を図1に示す。このリチウム二次電池は、後述する負極活物質としてコークスを用い、正極活物質としてCoを含有する化合物を用いたものであるが、このようなリチウム二次電池おいて、充電時には、負極においてC6Li→6C+Li+e−の反応が起こり、負極表面で発生した電子(e−)は、電解液中をイオン伝導して正極表面に移動し、正極表面では、CoO2+Li+e−→LiCoO2の反応が起こり、負極から正極へ電流が流れることになる。放電時には、充電時の逆反応が起こり、正極から負極へ電流が流れることになる。このように、イオンによる化学反応により電気を蓄えたり、供給したりすることとなる。
電解コンデンサとしては、上記電解液を用いることか好適であるが、中でも、上述した電解コンデンサの駆動用電解液を用いてなる電解コンデンサが好ましく、このような形態は、本発明の好ましい形態の一つである。
電気二重層キャパシタは、負極、正極及び本発明の電解質を用いてなるイオン伝導体を基本構成要素として構成されているものであり、好ましい形態としては、対向配置した正極及び負極からなる電極素子に、イオン伝導体である電解液を含ませたものである。このような電気二重層キャパシタの一形態の断面模式図及び電極表面の拡大模式図を図6に示す。
温度計、窒素ガス導入管、還流冷却管、攪拌装置、及び、滴下漏斗を備えたフラスコに硝酸銀41.2g(0.24mol)、イオン交換水250mlを加え攪拌し、硝酸銀を完全に溶解させた。次いで滴下漏斗にカリウムトリシアノメチド(以下、KTCMと記す)26.1g(0.20mol)の30%水溶液を入れ、硝酸銀溶液に対し室温、1時間で滴下した。得られた白色固体を濾別し、イオン交換水300mlで洗浄した。この洗浄工程を5回繰り返した。
次いで白色固体にイオン交換水300mlを加え、セパラブルフラスコに入れ攪拌することでスラリー状にし、ここに滴下漏斗に入れたトリエチルアンモニウムブロミド27.3g(0.15mol)50%水溶液を室温で1時間かけて滴下した。更に室温で1時間攪拌した後、得られた反応液をメンブレンフィルター(親水タイプ、孔径0.2μm)でろ過を行った。得られた水溶液をエバポレーターで濃縮することで、トリエチルアンモニウムトリシアノメチド(以下、TEATCMと記す)27.0g(0.14mol)を得た。収率は94%であった。
イオン交換水で十分に洗浄したイオン交換樹脂(製品名:アンバーライトIR120−H(120ml)をカラム管に充填し、ここにKTCM19.3g(0.15mol)0.2mol/l水溶液を4時間かけて通液させた。得られた水溶液をビーカーに入れ、そこへトリエチルアミン30.2g(0.30mol)の50%メタノール溶液を室温で加えた。30分攪拌した後、得られた水溶液をエバポレーターで濃縮することでTEATCM28.5g(0.15mol)を得た。収率は99%であった。
実施例2におけるトリエチルアミンをピリジンに変更した以外、同様の方法を用いてピリジニウムトリシアノメチドを得た。収率は93%であった。
実施例2におけるトリエチルアミンをメチルピロリジンに変更した以外は、同様の方法を用いて1−メチルピロリジウムトリシアノメチドを得た。収率は95%であった。
実施例2におけるトリエチルアミンをN,N−ジメチルヘキシルアミンに変更した以外は、同様の方法を用いてN,N−ジメチルヘキシルアンモニウムトリシアノメチドを得た。収率は93%であった。
実施例2におけるトリエチルアミンをジメチルフェニルアミンに変更した以外、同様の方法を用いてジメチルフェニルアンモニウムトリシアノメチドを得た。収率は95%であった。
実施例2におけるトリエチルアミンをN−メチルイミダゾールに変更した以外、同様の方法を用いてN−メチルイミダゾリウムトリシアノメチドを得た。収率は98%であった。
実施例2におけるトリエチルアミンをトリメチルアミンに変更した以外、同様の方法を用いてトリメチルアンモニウムトリシアノメチドを得た。収率は97%であった。
実施例2におけるトリエチルアミンをジメチルエチルアミンに変更した以外、同様の方法を用いてジメチルエチルアンモニウムトリシアノメチドを得た。収率は97%であった。
実施例2におけるトリエチルアミンを1−ブチルピロリジンに変更した以外、同様の方法を用いて1−ブチルピロリジニウムトリシアノメチドを得た。収率は90%であった。
実施例1におけるトリエチルアンモニウムブロミドをジエチルアンモニウムブロミドに変更した以外、同様の方穂を用いてジエチルアンモニウムトリシアノメチドを得た。収率は90%であった。
実施例2におけるトリエチルアミンをジブチルアミンに変更した以外、同様の方法を用いてジブチルアンモニウムトリシアノメチドを得た。収率は95%であった。
実施例2におけるトリエチルアミンをn−オクチルアミンに変更した以外、同様の方法を用いてn−オクチルアンモニウムトリシアノメチドを得た。収率は97%であった。
実施例1におけるカリウムトリシアノメチドをナトリウムジシアノアミドに変更した以外、同様の方法を用いてトリエチルアンモニウムジシアノアミドを得た。収率は88%であった。
実施例2〜14の25℃におけるイオン伝導度、1H−NMR、13C−NMRのスペクトルデータ及び沸点(b.p.)を表1に示す。また比較例1としてトリエチルアンモニウムフタレート、比較例2としてイミダゾリウムトリシアノメチドの25℃におけるイオン伝導度、1H−NMR、13C−NMRのスペクトルデータ及び沸点(b.p.)を表1に示す。なお、イオン伝導度、1H−NMR及び13C−NMRの測定条件は、以下のとおりである。
測定装置:インピーダンスアナライザーSI1260(ソーラトロン社製)
方法:SUS電極、複素インピーダンス法
溶媒:DMSO
温度:室温
装置:GEMINI−200BB gemini2000
パルスシークエンス:
リラクゼーションディレイ:1.254秒
パルス:45.4度
取り込み時間:2.741秒
スペクトル範囲:3000.3Hz
積算回数:16回
観測 H1,199.9329029MHz
データプロセッシング
データポイント数 32768
測定時間 1分
溶媒:DMSO
温度:室温
装置:GEMINI−200BB gemini2000
パルスシークエンス:
リラクゼーションディレイ:1.000秒
パルス:44.6度
取り込み時間:1.498秒
スペクトル範囲:12500.0Hz
積算回数:13712回
観測 C13, 50.2732453MHz
デカップル H1,199.9339080MHz
power 41dB
continuously on
WALTZ−16 modulated
データプロセッシング
線幅:1.0Hz
データポイント数 65536
測定時間 9.5時間
以下、本発明の実施例として、前記実施例2及び7で示した物質を供したアルミニウム電解コンデンサに用いる電解液を表2及び3に示す配合で調製し、30℃における比抵抗を測定した。比抵抗の測定条件は、以下のとおりである。結果を表2及び3に示す。
装置:HIOKI 3522 LCR HiTESTER
測定周波数:1kHz
測定温度:30℃
エッチング処理及び酸化皮膜形成処理をした陰極箔と陰極箔とをマニラ麻系のセパレータを介して巻回したコンデンサ素子を形成し、このコンデンサ素子は前記電解液に含浸した後、アルミニウムよりなる有底筒状の外装ケースに収納する。陽極及び陰極引き出しリードをブチルゴムからなる弾性封口体に形成した貫通孔に押入して引き出し、外装ケースの開口部には、ブチルゴムからなる弾性封口体を装着し、絞り加工により密閉して、アルミニウム電解コンデンサを作製した。
撹拌装置、滴下漏斗を備えたフラスコに、トリフルオロメチルスルホンイミド3.7g(13mmol)、メタノール15mlを室温で加えて撹拌し、ここに室温でトリエチルアミン1.6g(16mmol)の20mlメタノール溶液を1時間かけて滴下した。滴下終了後、さらに1時間撹拌した後、溶液を濃縮、乾燥し、肌色固体4.9g(トリエチルアンモニウム(ビス(トリフルオロメタンスルホンイミド)):TEATFSI)を得た。収率は98%であった。
次いで、TEATFSI35部をγ−ブチロラクトン65部に溶解させ、イオン伝導度を測定したところ、29.8mS/cmであった。
TEATFSIの1H−NMRは下記の通りであった。
1H−NMR(溶媒:d6−DMSO):δ8.82(bs、1H)、δ3.10(q、ΔJ=5.2Hz、6H)、δ1.17(t、ΔJ=5.2Hz、9H)
2 陰極箔
3 セパレータ
4 陽極引き出しリード
5 陰極引き出しリード
6 コンデンサ素子
7 弾性封口体
8 外装ケース
9 封口体
10 加締め(又は溶接)
11 陽極タブ端子
12 陰極タブ端子
13 陽極端子
14 陰極端子
15 陽極内部端子
16 陰極内部端子
17 素子固定剤
18 リード端子
19 絶縁板
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WO2012105307A1 (ja) * | 2011-02-03 | 2012-08-09 | Jsr株式会社 | リチウムイオンキャパシタ |
JP2014093454A (ja) * | 2012-11-05 | 2014-05-19 | Ngk Insulators Ltd | 全固体型電気二重層コンデンサ |
WO2014083951A1 (ja) * | 2012-11-28 | 2014-06-05 | 住友電気工業株式会社 | 溶融塩電池およびその製造方法 |
WO2016159078A1 (ja) * | 2015-03-31 | 2016-10-06 | 株式会社大阪ソーダ | 電気化学キャパシタ |
WO2016159083A1 (ja) * | 2015-03-31 | 2016-10-06 | 株式会社大阪ソーダ | 電気化学キャパシタ |
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