JP2017004947A - 二次電池用非水電解液及びそれを備えた二次電池 - Google Patents
二次電池用非水電解液及びそれを備えた二次電池 Download PDFInfo
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- JP2017004947A JP2017004947A JP2016114390A JP2016114390A JP2017004947A JP 2017004947 A JP2017004947 A JP 2017004947A JP 2016114390 A JP2016114390 A JP 2016114390A JP 2016114390 A JP2016114390 A JP 2016114390A JP 2017004947 A JP2017004947 A JP 2017004947A
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- carbon atoms
- halogen atom
- unsaturated bond
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- 239000011255 nonaqueous electrolyte Substances 0.000 title claims abstract description 83
- -1 phosphorus compound Chemical class 0.000 claims abstract description 563
- 229910052698 phosphorus Inorganic materials 0.000 claims abstract description 25
- 239000011574 phosphorus Substances 0.000 claims abstract description 24
- 229910019142 PO4 Inorganic materials 0.000 claims abstract description 12
- 239000010452 phosphate Substances 0.000 claims abstract description 12
- 125000005843 halogen group Chemical group 0.000 claims description 154
- 125000000217 alkyl group Chemical group 0.000 claims description 102
- 125000004432 carbon atom Chemical group C* 0.000 claims description 96
- 125000005842 heteroatom Chemical group 0.000 claims description 85
- 125000003545 alkoxy group Chemical group 0.000 claims description 61
- 125000004414 alkyl thio group Chemical group 0.000 claims description 48
- 125000004122 cyclic group Chemical group 0.000 claims description 45
- 229910052744 lithium Inorganic materials 0.000 claims description 33
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims description 31
- 239000008151 electrolyte solution Substances 0.000 claims description 31
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 25
- 229910052799 carbon Inorganic materials 0.000 claims description 20
- 150000005676 cyclic carbonates Chemical class 0.000 claims description 16
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 claims description 13
- 229910052782 aluminium Inorganic materials 0.000 claims description 13
- IGILRSKEFZLPKG-UHFFFAOYSA-M lithium;difluorophosphinate Chemical compound [Li+].[O-]P(F)(F)=O IGILRSKEFZLPKG-UHFFFAOYSA-M 0.000 claims description 13
- PVOWTAQQZWKGQI-UHFFFAOYSA-M lithium;diethyl phosphate Chemical compound [Li+].CCOP([O-])(=O)OCC PVOWTAQQZWKGQI-UHFFFAOYSA-M 0.000 claims description 11
- 229910001413 alkali metal ion Inorganic materials 0.000 claims description 10
- 229910001420 alkaline earth metal ion Inorganic materials 0.000 claims description 10
- 125000004429 atom Chemical group 0.000 claims description 10
- 239000004327 boric acid Substances 0.000 claims description 10
- 150000001875 compounds Chemical class 0.000 claims description 10
- 150000004010 onium ions Chemical class 0.000 claims description 10
- 150000003839 salts Chemical class 0.000 claims description 10
- 229910052717 sulfur Inorganic materials 0.000 claims description 10
- 229910001428 transition metal ion Inorganic materials 0.000 claims description 10
- 150000008065 acid anhydrides Chemical class 0.000 claims description 9
- 229910052796 boron Inorganic materials 0.000 claims description 9
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims description 8
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical group O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 8
- 229910052760 oxygen Inorganic materials 0.000 claims description 8
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 8
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 8
- 125000004434 sulfur atom Chemical group 0.000 claims description 8
- 125000002339 acetoacetyl group Chemical group O=C([*])C([H])([H])C(=O)C([H])([H])[H] 0.000 claims description 7
- 150000001412 amines Chemical class 0.000 claims description 7
- VAYTZRYEBVHVLE-UHFFFAOYSA-N 1,3-dioxol-2-one Chemical compound O=C1OC=CO1 VAYTZRYEBVHVLE-UHFFFAOYSA-N 0.000 claims description 6
- BUGBHKTXTAQXES-UHFFFAOYSA-N Selenium Chemical compound [Se] BUGBHKTXTAQXES-UHFFFAOYSA-N 0.000 claims description 6
- 229910052711 selenium Inorganic materials 0.000 claims description 6
- YWWDBCBWQNCYNR-UHFFFAOYSA-N trimethylphosphine Chemical compound CP(C)C YWWDBCBWQNCYNR-UHFFFAOYSA-N 0.000 claims description 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 5
- WVLBCYQITXONBZ-UHFFFAOYSA-N trimethyl phosphate Chemical compound COP(=O)(OC)OC WVLBCYQITXONBZ-UHFFFAOYSA-N 0.000 claims description 5
- FSSPGSAQUIYDCN-UHFFFAOYSA-N 1,3-Propane sultone Chemical group O=S1(=O)CCCO1 FSSPGSAQUIYDCN-UHFFFAOYSA-N 0.000 claims description 4
- SBLRHMKNNHXPHG-UHFFFAOYSA-N 4-fluoro-1,3-dioxolan-2-one Chemical group FC1COC(=O)O1 SBLRHMKNNHXPHG-UHFFFAOYSA-N 0.000 claims description 4
- YPEWWOUWRRQBAX-UHFFFAOYSA-N n,n-dimethyl-3-oxobutanamide Chemical compound CN(C)C(=O)CC(C)=O YPEWWOUWRRQBAX-UHFFFAOYSA-N 0.000 claims description 4
- DQWPFSLDHJDLRL-UHFFFAOYSA-N triethyl phosphate Chemical compound CCOP(=O)(OCC)OCC DQWPFSLDHJDLRL-UHFFFAOYSA-N 0.000 claims description 4
- WRECIMRULFAWHA-UHFFFAOYSA-N trimethyl borate Chemical group COB(OC)OC WRECIMRULFAWHA-UHFFFAOYSA-N 0.000 claims description 4
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 3
- AUBNQVSSTJZVMY-UHFFFAOYSA-M P(=O)([O-])(O)O.C(C(=O)O)(=O)F.C(C(=O)O)(=O)F.C(C(=O)O)(=O)F.C(C(=O)O)(=O)F.[Li+] Chemical compound P(=O)([O-])(O)O.C(C(=O)O)(=O)F.C(C(=O)O)(=O)F.C(C(=O)O)(=O)F.C(C(=O)O)(=O)F.[Li+] AUBNQVSSTJZVMY-UHFFFAOYSA-M 0.000 claims description 3
- OJOUOVMLFBIHRQ-UHFFFAOYSA-M P(=O)([O-])(O)O.C(C(=O)O)(=O)F.C(C(=O)O)(=O)F.C(C(=O)O)(=O)F.C(C(=O)O)(=O)F.[Na+] Chemical compound P(=O)([O-])(O)O.C(C(=O)O)(=O)F.C(C(=O)O)(=O)F.C(C(=O)O)(=O)F.C(C(=O)O)(=O)F.[Na+] OJOUOVMLFBIHRQ-UHFFFAOYSA-M 0.000 claims description 3
- UJNZOIKQAUQOCN-UHFFFAOYSA-N methyl(diphenyl)phosphane Chemical compound C=1C=CC=CC=1P(C)C1=CC=CC=C1 UJNZOIKQAUQOCN-UHFFFAOYSA-N 0.000 claims description 3
- 229910052708 sodium Inorganic materials 0.000 claims description 3
- 239000011734 sodium Substances 0.000 claims description 3
- KBVUALKOHTZCGR-UHFFFAOYSA-M sodium;difluorophosphinate Chemical compound [Na+].[O-]P(F)(F)=O KBVUALKOHTZCGR-UHFFFAOYSA-M 0.000 claims description 3
- YIHJHUKZTHCQMN-UHFFFAOYSA-N P(=O)(O)(O)O.FC(C[Li])(F)F Chemical compound P(=O)(O)(O)O.FC(C[Li])(F)F YIHJHUKZTHCQMN-UHFFFAOYSA-N 0.000 claims description 2
- DTARXWGVBSGUFX-UHFFFAOYSA-N lithium;dihydrogen borate;2-hydroxybenzoic acid Chemical compound [Li+].OB(O)[O-].OC(=O)C1=CC=CC=C1O.OC(=O)C1=CC=CC=C1O DTARXWGVBSGUFX-UHFFFAOYSA-N 0.000 claims description 2
- 229920006395 saturated elastomer Polymers 0.000 claims description 2
- 239000011669 selenium Substances 0.000 claims description 2
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 10
- NYQKUVUXMIHXEA-UHFFFAOYSA-N 1,1,1-trifluoro-2-(2,2,2-trifluoroethoxyphosphonoyloxy)ethane Chemical compound FC(F)(F)COP(=O)OCC(F)(F)F NYQKUVUXMIHXEA-UHFFFAOYSA-N 0.000 claims 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-N phosphoric acid Substances OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims 1
- ZMQDTYVODWKHNT-UHFFFAOYSA-N tris(2,2,2-trifluoroethyl) phosphate Chemical compound FC(F)(F)COP(=O)(OCC(F)(F)F)OCC(F)(F)F ZMQDTYVODWKHNT-UHFFFAOYSA-N 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
- 238000003860 storage Methods 0.000 abstract description 7
- 230000006866 deterioration Effects 0.000 abstract description 2
- 239000000243 solution Substances 0.000 abstract description 2
- 229910052736 halogen Inorganic materials 0.000 description 43
- 150000002430 hydrocarbons Chemical group 0.000 description 34
- 230000000052 comparative effect Effects 0.000 description 29
- 150000002367 halogens Chemical class 0.000 description 29
- 229910001416 lithium ion Inorganic materials 0.000 description 19
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 19
- HBBGRARXTFLTSG-UHFFFAOYSA-N Lithium ion Chemical compound [Li+] HBBGRARXTFLTSG-UHFFFAOYSA-N 0.000 description 18
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 18
- 239000003792 electrolyte Substances 0.000 description 15
- 239000003960 organic solvent Substances 0.000 description 13
- 125000003342 alkenyl group Chemical group 0.000 description 12
- 125000002947 alkylene group Chemical group 0.000 description 12
- 150000008064 anhydrides Chemical class 0.000 description 12
- 229910013870 LiPF 6 Inorganic materials 0.000 description 11
- 238000011156 evaluation Methods 0.000 description 11
- 239000012046 mixed solvent Substances 0.000 description 11
- 125000000304 alkynyl group Chemical group 0.000 description 10
- 229910052731 fluorine Inorganic materials 0.000 description 9
- 125000003253 isopropoxy group Chemical group [H]C([H])([H])C([H])(O*)C([H])([H])[H] 0.000 description 9
- 239000000463 material Substances 0.000 description 9
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 9
- 125000004800 4-bromophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Br 0.000 description 8
- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 description 8
- 125000006306 4-iodophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1I 0.000 description 8
- 125000005819 alkenylalkoxy group Chemical group 0.000 description 8
- GHXZPUGJZVBLGC-UHFFFAOYSA-N iodoethene Chemical group IC=C GHXZPUGJZVBLGC-UHFFFAOYSA-N 0.000 description 8
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 8
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 description 8
- 125000004972 1-butynyl group Chemical group [H]C([H])([H])C([H])([H])C#C* 0.000 description 7
- 125000000453 2,2,2-trichloroethyl group Chemical group [H]C([H])(*)C(Cl)(Cl)Cl 0.000 description 7
- 125000004778 2,2-difluoroethyl group Chemical group [H]C([H])(*)C([H])(F)F 0.000 description 7
- 125000005999 2-bromoethyl group Chemical group 0.000 description 7
- 125000006276 2-bromophenyl group Chemical group [H]C1=C([H])C(Br)=C(*)C([H])=C1[H] 0.000 description 7
- 125000004974 2-butenyl group Chemical group C(C=CC)* 0.000 description 7
- 125000000069 2-butynyl group Chemical group [H]C([H])([H])C#CC([H])([H])* 0.000 description 7
- 125000001340 2-chloroethyl group Chemical group [H]C([H])(Cl)C([H])([H])* 0.000 description 7
- 125000004182 2-chlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(*)C([H])=C1[H] 0.000 description 7
- 125000004777 2-fluoroethyl group Chemical group [H]C([H])(F)C([H])([H])* 0.000 description 7
- 125000004198 2-fluorophenyl group Chemical group [H]C1=C([H])C(F)=C(*)C([H])=C1[H] 0.000 description 7
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 description 7
- 125000004211 3,5-difluorophenyl group Chemical group [H]C1=C(F)C([H])=C(*)C([H])=C1F 0.000 description 7
- 125000006275 3-bromophenyl group Chemical group [H]C1=C([H])C(Br)=C([H])C(*)=C1[H] 0.000 description 7
- 125000000474 3-butynyl group Chemical group [H]C#CC([H])([H])C([H])([H])* 0.000 description 7
- 125000004179 3-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(Cl)=C1[H] 0.000 description 7
- 125000004180 3-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(F)=C1[H] 0.000 description 7
- 125000006305 3-iodophenyl group Chemical group [H]C1=C([H])C(I)=C([H])C(*)=C1[H] 0.000 description 7
- 125000004207 3-methoxyphenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(OC([H])([H])[H])=C1[H] 0.000 description 7
- 125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 description 7
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 7
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 7
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 7
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 7
- 239000011737 fluorine Substances 0.000 description 7
- 125000000524 functional group Chemical group 0.000 description 7
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 7
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 7
- 125000000555 isopropenyl group Chemical group [H]\C([H])=C(\*)C([H])([H])[H] 0.000 description 7
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 7
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 7
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 7
- 125000004115 pentoxy group Chemical group [*]OC([H])([H])C([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 7
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 7
- UKDOTCFNLHHKOF-FGRDZWBJSA-N (z)-1-chloroprop-1-ene;(z)-1,2-dichloroethene Chemical group C\C=C/Cl.Cl\C=C/Cl UKDOTCFNLHHKOF-FGRDZWBJSA-N 0.000 description 6
- ZGQURDGVBSSDNF-UHFFFAOYSA-N 1,1,2,2-tetraiodoethene Chemical group IC(I)=C(I)I ZGQURDGVBSSDNF-UHFFFAOYSA-N 0.000 description 6
- MIZLGWKEZAPEFJ-UHFFFAOYSA-N 1,1,2-trifluoroethene Chemical group FC=C(F)F MIZLGWKEZAPEFJ-UHFFFAOYSA-N 0.000 description 6
- PGHPMTSIGHDLEG-UHFFFAOYSA-N 1,1,2-triiodoethene Chemical group IC=C(I)I PGHPMTSIGHDLEG-UHFFFAOYSA-N 0.000 description 6
- BQCIDUSAKPWEOX-UHFFFAOYSA-N 1,1-Difluoroethene Chemical group FC(F)=C BQCIDUSAKPWEOX-UHFFFAOYSA-N 0.000 description 6
- LGXVIGDEPROXKC-UHFFFAOYSA-N 1,1-dichloroethene Chemical group ClC(Cl)=C LGXVIGDEPROXKC-UHFFFAOYSA-N 0.000 description 6
- VFRMAHVDXYSEON-UHFFFAOYSA-N 1,1-diiodoethene Chemical group IC(I)=C VFRMAHVDXYSEON-UHFFFAOYSA-N 0.000 description 6
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical group CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 6
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 6
- 125000004975 3-butenyl group Chemical group C(CC=C)* 0.000 description 6
- KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical compound O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 6
- CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical group ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 description 6
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 6
- 239000007983 Tris buffer Substances 0.000 description 6
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical group ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 6
- 125000006165 cyclic alkyl group Chemical group 0.000 description 6
- 125000004956 cyclohexylene group Chemical group 0.000 description 6
- QUKMZPNIOHBKDU-UHFFFAOYSA-N disilanyl(silylidenesilyl)silane Chemical group [SiH3][SiH2][SiH2][SiH]=[SiH2] QUKMZPNIOHBKDU-UHFFFAOYSA-N 0.000 description 6
- 239000007772 electrode material Substances 0.000 description 6
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 6
- XUCNUKMRBVNAPB-UHFFFAOYSA-N fluoroethene Chemical group FC=C XUCNUKMRBVNAPB-UHFFFAOYSA-N 0.000 description 6
- 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 6
- 239000001257 hydrogen Substances 0.000 description 6
- 229910052739 hydrogen Inorganic materials 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 125000004957 naphthylene group Chemical group 0.000 description 6
- 125000004817 pentamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 6
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 6
- 239000007774 positive electrode material Substances 0.000 description 6
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 6
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 6
- WFLOTYSKFUPZQB-OWOJBTEDSA-N (e)-1,2-difluoroethene Chemical group F\C=C\F WFLOTYSKFUPZQB-OWOJBTEDSA-N 0.000 description 5
- 125000004206 2,2,2-trifluoroethyl group Chemical group [H]C([H])(*)C(F)(F)F 0.000 description 5
- 125000006304 2-iodophenyl group Chemical group [H]C1=C([H])C(I)=C(*)C([H])=C1[H] 0.000 description 5
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 5
- 239000000654 additive Substances 0.000 description 5
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 5
- 229910052801 chlorine Inorganic materials 0.000 description 5
- 239000011521 glass Substances 0.000 description 5
- CVOGMKGEVNGRSK-OWOJBTEDSA-N (e)-1,2-diiodoethene Chemical group I\C=C\I CVOGMKGEVNGRSK-OWOJBTEDSA-N 0.000 description 4
- 125000004797 2,2,2-trichloroethoxy group Chemical group ClC(CO*)(Cl)Cl 0.000 description 4
- 125000004793 2,2,2-trifluoroethoxy group Chemical group FC(CO*)(F)F 0.000 description 4
- 125000006016 2-bromoethoxy group Chemical group 0.000 description 4
- 125000006012 2-chloroethoxy group Chemical group 0.000 description 4
- 125000004791 2-fluoroethoxy group Chemical group FCCO* 0.000 description 4
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 4
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 239000004809 Teflon Substances 0.000 description 4
- 229920006362 Teflon® Polymers 0.000 description 4
- 239000011230 binding agent Substances 0.000 description 4
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 4
- 125000005997 bromomethyl group Chemical group 0.000 description 4
- 125000004106 butoxy group Chemical group [*]OC([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 4
- 125000004218 chloromethyl group Chemical group [H]C([H])(Cl)* 0.000 description 4
- 125000000753 cycloalkyl group Chemical group 0.000 description 4
- 125000002933 cyclohexyloxy group Chemical group C1(CCCCC1)O* 0.000 description 4
- 125000001887 cyclopentyloxy group Chemical group C1(CCCC1)O* 0.000 description 4
- 125000004772 dichloromethyl group Chemical group [H]C(Cl)(Cl)* 0.000 description 4
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- NHGXDBSUJJNIRV-UHFFFAOYSA-M tetrabutylammonium chloride Chemical compound [Cl-].CCCC[N+](CCCC)(CCCC)CCCC NHGXDBSUJJNIRV-UHFFFAOYSA-M 0.000 description 1
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- LGQXXHMEBUOXRP-UHFFFAOYSA-N tributyl borate Chemical compound CCCCOB(OCCCC)OCCCC LGQXXHMEBUOXRP-UHFFFAOYSA-N 0.000 description 1
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- TWQULNDIKKJZPH-UHFFFAOYSA-K trilithium;phosphate Chemical compound [Li+].[Li+].[Li+].[O-]P([O-])([O-])=O TWQULNDIKKJZPH-UHFFFAOYSA-K 0.000 description 1
- ACZOGADOAZWANS-UHFFFAOYSA-N trimethyl(pentyl)azanium Chemical compound CCCCC[N+](C)(C)C ACZOGADOAZWANS-UHFFFAOYSA-N 0.000 description 1
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- NRZWQKGABZFFKE-UHFFFAOYSA-N trimethylsulfonium Chemical compound C[S+](C)C NRZWQKGABZFFKE-UHFFFAOYSA-N 0.000 description 1
- JLPJTCGUKOBWRJ-UHFFFAOYSA-N tripentyl borate Chemical compound CCCCCOB(OCCCCC)OCCCCC JLPJTCGUKOBWRJ-UHFFFAOYSA-N 0.000 description 1
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- NHDIQVFFNDKAQU-UHFFFAOYSA-N tripropan-2-yl borate Chemical compound CC(C)OB(OC(C)C)OC(C)C NHDIQVFFNDKAQU-UHFFFAOYSA-N 0.000 description 1
- JLEXUIVKURIPFI-UHFFFAOYSA-N tris phosphate Chemical compound OP(O)(O)=O.OCC(N)(CO)CO JLEXUIVKURIPFI-UHFFFAOYSA-N 0.000 description 1
- DIEXQJFSUBBIRP-UHFFFAOYSA-N tris(2,2,2-trifluoroethyl) borate Chemical compound FC(F)(F)COB(OCC(F)(F)F)OCC(F)(F)F DIEXQJFSUBBIRP-UHFFFAOYSA-N 0.000 description 1
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Images
Classifications
-
- 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
- H01M10/0567—Liquid materials characterised by the additives
-
- 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
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Abstract
【解決手段】二次電池に用いられる二次電池用非水電解液であって、一般式(1)〜(4)の何れかで表される、少なくとも1種のリン化合物である成分(A)と、一般式(5)で表される、少なくとも1種のリン酸ジエステル塩である成分(B)とを含むことを特徴とする。
【選択図】 図1
Description
成分(A):下記一般式(1)〜(4)の何れかで表される、少なくとも1種のリン化合物;
成分(B):下記一般式(5)で表される、少なくとも1種のリン酸ジエステル塩
成分(C):下記一般式(6)で表されるホウ素錯体塩、ホウ酸エステル、酸無水物、不飽和結合を有する環状カーボネート、ハロゲン原子を有する環状カーボネート、環状スルホン酸エステル及び下記一般式(7)で表され、かつ、アセトアセチル基を有するアミン類からなる群より選ばれる少なくとも1種の化合物
本実施の形態に係る二次電池用非水電解液(以下、「非水電解液」という。)は、電解質を溶解させた有機溶媒(非水溶媒)に、後述の成分(A)及び成分(B)を添加剤として添加したものである。
前記成分(A)は、非水電解液中に少なくとも1種含まれており、具体的には、下記一般式(1)〜(4)の何れかで表されるリン化合物である。
前記成分(B)は、非水電解液中に少なくとも1種含まれており、具体的には、下記一般式(5)で表されるリン酸ジエステル塩である。
本実施の形態の非水電解液においては、さらに少なくとも1種の下記成分(C)を含んでいてもよい。
前記電解質としては、従来公知のものを採用することができる。例えば、リチウムイオン電池用の場合はリチウム塩が用いられ、ナトリウムイオン電池用の場合はナトリウム塩が用いられる。従って、二次電池の種類に応じて電解質の種類は適宜選択すればよい。
前記非水電解液に用いられる前記有機溶媒(非水溶媒)としては特に限定されず、例えば、環状炭酸エステル、鎖状炭酸エステル、リン酸エステル、環状エーテル、鎖状エーテル、ラクトン化合物、鎖状エステル、ニトリル化合物、アミド化合物、スルホン化合物等が挙げられる。これらの有機溶媒のうち、リチウム二次電池用有機溶媒として一般的に使用される点からは、炭酸エステルが好ましい。
本実施の形態の非水電解液は、例えば、前記の有機溶媒(非水溶媒)に前記電解質の塩を加えた後に、前記一般式(1)で表される、少なくとも1種類の成分(A)を添加する。更に、成分(B)を一種類以上添加する。また、さらに前記成分(C)を含有させる場合には、前記成分(B)の添加後に添加する。
本実施の形態に係る非水電解液には、従来公知のその他の添加剤が添加されていてもよい。
次に、本実施の形態の二次電池として、リチウムイオン二次電池を例にして以下に説明する。図1は、前記非水電解液を備えたリチウムイオン二次電池の概略を示す断面模式図である。
<非水電解液の作製>
露点が−70℃以下のアルゴン雰囲気ドライボックス内で、エチレンカーボネート(EC)及びジメチルカーボネート(DMC)からなる混合溶媒(体積比率でEC:DMC=1:1、キシダ化学株式会社製、リチウムバッテリーグレード)に対し、LiPF6の濃度が1.0モル/リットルとなる様に調製した。
本実施例に於いては、LiPF6添加後の前記混合溶媒に対し、ジフルオロリン酸リチウム及びジエチルリン酸リチウムの添加後に、さらにリチウムビス(オキサラト)ボレートを添加した。また、リチウムビス(オキサラト)ボレートの添加濃度は、0.5質量%とした。それ以外は、実施例1と同様にして、本実施例に係る非水電解液を調製した。
本実施例においては、実施例1におけるLiPF6添加後の前記混合溶媒に対し、さらにホウ酸トリメチルを添加濃度が0.5質量%となる様に混合した。それ以外は、実施例1と同様にして、本実施例に係る非水電解液を調製した。
本実施例においては、実施例1におけるLiPF6添加後の前記混合溶媒に対し、さらにビニレンカーボネートを添加濃度が0.5質量%となる様に混合した。それ以外は、実施例1と同様にして、本実施例に係る非水電解液を調製した。
本実施例においては、実施例1におけるLiPF6添加後の前記混合溶媒に対し、さらにフルオロエチレンカーボネートを添加濃度が0.5質量%となる様に混合した。それ以外は、実施例1と同様にして、本実施例に係る非水電解液を調製した。
本実施例においては、実施例1におけるLiPF6添加後の前記混合溶媒に対し、さらに1,3−プロパンスルトンを添加濃度が0.5質量%となる様に混合した。それ以外は、実施例1と同様にして、本実施例に係る非水電解液を調製した。
本実施例においては、実施例1におけるLiPF6添加後の前記混合溶媒に対し、さらにN,N−ジメチルアセトアセトアミドを添加濃度が0.5質量%となる様に混合した。それ以外は、実施例1と同様にして、本実施例に係る非水電解液を調製した。
本実施例においては、実施例2におけるジフルオロリン酸リチウムに代えて、リチウムジフルオロビスオキサレートホスフェートを添加濃度が0.5質量%となる様に混合した。それ以外は、実施例2と同様にして、本実施例に係る非水電解液を調製した。
本実施例においては、実施例2におけるジフルオロリン酸リチウムに代えて、リン酸トリメチルを添加濃度が0.5質量%となる様に混合した。それ以外は、実施例2と同様にして、本実施例に係る非水電解液を調製した。
本実施例においては、実施例2におけるジフルオロリン酸リチウムの添加濃度を2.5質量%に変更し、ジエチルリン酸リチウムの添加濃度を5.0質量%に変更した。それ以外は、実施例2と同様にして、本実施例に係る非水電解液を調製した。
本実施例においては、実施例2におけるジフルオロリン酸リチウムの添加濃度を0.05質量%に変更し、ジエチルリン酸リチウムの添加濃度を0.05質量%に変更した。それ以外は、実施例2と同様にして、本実施例に係る非水電解液を調製した。
本実施例においては、実施例2におけるリチウムビス(オキサラト)ボレートの添加濃度を0.05重量%に変更した。それ以外は、実施例2と同様にして、本実施例に係る非水電解液を調製した。
本実施例においては、実施例2におけるリチウムビス(オキサラト)ボレートの添加濃度を2.5重量%に変更した。それ以外は、実施例2と同様にして、本実施例に係る非水電解液を調製した。
本実施例に於いては、実施例2におけるLiPF6添加後の前記混合溶媒に対し、さらに無水マレイン酸を添加濃度が0.5質量%となる様に混合した。それ以外は、実施例2と同様にして、本実施例に係る非水電解液を調製した。
本実施例においては、実施例2におけるジフルオロリン酸リチウムの添加濃度を0.2質量%に変更した。また、LiPF6添加後の前記混合溶媒に対し、さらにリチウムジフルオロビスオキサレートホスフェートを添加濃度が0.05質量%になる様に混合し、無水マレイン酸を添加濃度が0.5重量%となる様に混合した。それ以外は、実施例2と同様にして、本実施例に係る非水電解液を調製した。
本比較例に於いては、実施例1のジエチルリン酸リチウムを添加せず、ジフルオロリン酸リチウムを添加濃度が1.0質量%となる様に混合したこと以外は、実施例1と同様にして、本比較例に係る非水電解液を調製した。
本比較例に於いては、実施例1のジエチルリン酸リチウムを混合せず、ジフルオロリン酸リチウムを添加濃度が1.0質量%、リチウムオキサラトボレートを0.5質量%となる様に混合したこと以外は、実施例1と同様にして、本比較例に係る非水電解液を調製した。
本比較例においては、実施例2のジエチルリン酸リチウムを混合せず、ジフルオロリン酸リチウムを添加濃度が1.0重量%、無水マレイン酸を0.5重量%となる様に混合したこと以外は、実施例2と同様にして、本比較例に係る非水電解液を調製した。
本比較例においては、実施例8のジエチルリン酸リチウムを混合しなかったこと以外は、実施例8と同様にして、本比較例に係る非水電解液を調製した。
本比較例においては、実施例15のジエチルリン酸リチウム、リチウムビス(オキサラト)ボレート及び無水マレイン酸を混合しなかったこと以外は、実施例15と同様にして、本比較例に係る非水電解液を調製した。
本比較例においては、実施例15のリン酸ジエステルリチウム及び無水マレイン酸を混合しなかったこと以外は、実施例15と同様にして、本比較例に係る非水電解液を調製した。
続いて、各実施例及び比較例の非水電解液の電気化学特性の評価を行った。当該評価においては、図2に示す3電極式の評価セルを用いた。同図に示す評価セルにおけるテフロン(登録商標)製蓋14を備えたガラス製容器15には、各実施例及び比較例で得られた非水電解液を満たした。作用極17は作用極用のステンレス製支持棒11、参照極18は参照極用のステンレス製支持棒12、対極19は対極用のステンレス製支持棒13によって支持させた。
<コインセルの作製>
図1に示すようなコイン型のリチウム二次電池を作製し、各実施例及び比較例の非水電解液の電気化学特性を評価した。
作製したコインセルは、25℃の恒温槽内で充電終止電圧4.2V、放電終止電圧3.0V、0.2C(定格容量を1時間で充電もしくは放電する電流値を1Cとする)の定電流定電圧法にて5サイクル充放電した。
慣らし充放電の終了したコインセルを、25℃の環境下で、0.2Cの電流値で4.2Vまで充電させたのち、60℃の恒温槽内で18日間保持した。18日経過後、コインセルを25℃の恒温槽へ移し替え、充電終止電圧4.2V、放電終止電圧3.0V、0.2Cの定電流定電圧法にて2サイクル充放電した。2サイクル目の放電容量を比較評価した。下記表3及び表4に、比較例3を100としたときの、実施例1〜15および比較例3〜6の放電容量の比率を示す。
2 負極
3 セパレータ
4 正極缶
5 負極缶
6 ガスケット
7 スペーサー
8 スプリング
10 アルミニウム製ブロック
11 作用極用のステンレス製支持棒
12 参照極用のステンレス製支持棒
13 対極用のステンレス製支持棒
14 テフロン製蓋
15 ガラス製容器
16 非水電解液
17 作用極
18 参照極
19 対極
Claims (17)
- 二次電池に用いられる二次電池用非水電解液であって、下記成分(A)及び成分(B)を含む二次電池用非水電解液。
成分(A):下記一般式(1)〜(4)の何れかで表される、少なくとも1種のリン化合物;
成分(B):下記一般式(5)で表される、少なくとも1種のリン酸ジエステル塩
- さらに少なくとも1種の下記成分(C)を含む請求項1に記載の二次電池用非水電解液。
成分(C):下記一般式(6)で表されるホウ素錯体塩、ホウ酸エステル、酸無水物、不飽和結合を有する環状カーボネート、ハロゲン原子を有する環状カーボネート、環状スルホン酸エステル及び下記一般式(7)で表され、かつ、アセトアセチル基を有するアミン類からなる群より選ばれる少なくとも1種の化合物
- 前記成分(A)の添加量は、前記二次電池用非水電解液の全質量に対し、0.05質量%〜5質量%であり、
前記成分(B)の添加量は、前記二次電池用非水電解液の全質量に対し、0.05質量%〜5質量%である請求項1又は2に記載の二次電池用非水電解液。 - 前記成分(C)の添加量は、前記二次電池用非水電解液の全質量に対し、0.05質量%〜5質量%である請求項2に記載の二次電池用非水電解液。
- 前記一般式(1)で表されるリン化合物がジフルオロリン酸リチウム又はジフルオロリン酸ナトリウムである請求項1〜4の何れか1項に記載の二次電池用非水電解液。
- 前記一般式(2)で表されるリン化合物がリチウムジフルオロビスオキサレートホスフェート、ナトリウムジフルオロビスオキサレートホスフェート、リチウムテトラフルオロオキサレートホスフェート又はナトリウムテトラフルオロオキサレートホスフェートである請求項1〜5の何れか1項に記載の二次電池用非水電解液。
- 前記一般式(3)で表されるリン化合物がリン酸トリメチル、リン酸トリエチル、リン酸トリス(2,2,2−トリフルオロエチル)又はビス(2,2,2−トリフルオロエチル)ホスホン酸である請求項1〜6の何れか1項に記載の二次電池用非水電解液。
- 前記一般式(4)で表されるリン化合物がトリメチルホスフィン又はメチルジフェニルホスフィンである請求項1〜7の何れか1項に記載の二次電池用非水電解液。
- 前記一般式(5)で表されるリン酸ジエステル塩が、ジエチルリン酸リチウム又はビス(2,2,2−トリフルオロエチル)リン酸リチウムである請求項1〜8の何れか1項に記載の二次電池用非水電解液。
- 前記一般式(6)で表されるホウ素錯体塩がリチウムビス[1,2’−ベンジオラート(2)−O,O’]ボレート、リチウムビスサリチラートボレート又はリチウムビス(オキサラト)ボレート、リチウムテトラフルオロボレートである請求項2又は4に記載の二次電池用非水電解液。
- 前記ホウ酸エステルがホウ酸トリメチルである請求項2、4又は10に記載の二次電池用非水電解液。
- 前記酸無水物が無水マレイン酸である請求項2、4、10又は11に記載の二次電池用非水電解液。
- 前記不飽和結合を有する環状カーボネートがビニレンカーボネートである請求項2、4、10〜12の何れか1項に記載の二次電池用非水電解液。
- 前記ハロゲン原子を有する環状カーボネートがフルオロエチレンカーボネートである請求項2、4、10〜13の何れか1項に記載の二次電池用非水電解液。
- 前記環状スルホン酸エステルが1,3−プロパンスルトンである請求項2、4、10〜14の何れか1項に記載の二次電池用非水電解液。
- 前記一般式(3)で表されるアセトアセチル基を有するアミン類がN,N−ジメチルアセトアセトアミドである請求項2、4、10〜15の何れか1項に記載の二次電池用非水電解液。
- 請求項1〜16の何れか1項に記載の二次電池用非水電解液、正極及び負極を少なくとも備えた二次電池。
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EP (1) | EP3309890A1 (ja) |
JP (1) | JP6941335B2 (ja) |
KR (1) | KR20180016486A (ja) |
CN (1) | CN107615555A (ja) |
WO (1) | WO2016199823A1 (ja) |
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Citations (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH08138733A (ja) * | 1994-11-07 | 1996-05-31 | Mitsui Petrochem Ind Ltd | 非水電解液 |
JPH08321313A (ja) * | 1995-05-24 | 1996-12-03 | Sanyo Electric Co Ltd | 非水電解液電池 |
JP2007165125A (ja) * | 2005-12-14 | 2007-06-28 | Central Glass Co Ltd | 非水電解液電池用電解液及び非水電解液電池 |
WO2010079565A1 (ja) * | 2009-01-06 | 2010-07-15 | 株式会社村田製作所 | 非水電解液二次電池 |
WO2010092815A1 (ja) * | 2009-02-13 | 2010-08-19 | パナソニック株式会社 | 非水電解質二次電池用負極及び非水電解質二次電池 |
WO2013002186A1 (ja) * | 2011-06-27 | 2013-01-03 | 三洋化成工業株式会社 | 電極保護膜形成剤、電極、電解液、リチウム二次電池、リチウムイオンキャパシタ、及び、電極保護膜の形成方法 |
JP2014022332A (ja) * | 2012-07-23 | 2014-02-03 | Asahi Kasei Corp | 非水蓄電デバイス用電解液 |
JP2014022333A (ja) * | 2012-07-23 | 2014-02-03 | Asahi Kasei Corp | 非水蓄電デバイス用電解液 |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP3439085B2 (ja) * | 1997-08-21 | 2003-08-25 | 三洋電機株式会社 | 非水系電解液二次電池 |
KR20080031151A (ko) * | 2005-07-21 | 2008-04-08 | 마츠시타 덴끼 산교 가부시키가이샤 | 비수전해질 2차 전지 및 그의 제조방법 |
KR101930558B1 (ko) * | 2010-05-12 | 2018-12-18 | 미쯔비시 케미컬 주식회사 | 비수계 전해액 및 비수계 전해액 2차 전지 |
WO2014128940A1 (ja) * | 2013-02-22 | 2014-08-28 | 旭硝子株式会社 | 二次電池用非水電解液およびリチウムイオン二次電池 |
JP6115370B2 (ja) * | 2013-07-22 | 2017-04-19 | 日立化成株式会社 | リチウムイオン二次電池用電解液、リチウムイオン二次電池用電解液の製造方法、その電解液を用いたリチウムイオン二次電池、およびリチウムイオン二次電池を用いた電源装置 |
JP6235313B2 (ja) * | 2013-11-18 | 2017-11-22 | 旭化成株式会社 | 非水電解液及び当該非水電解液を用いたリチウムイオン二次電池 |
-
2016
- 2016-06-08 US US15/735,155 patent/US20180301756A1/en not_active Abandoned
- 2016-06-08 CN CN201680033409.0A patent/CN107615555A/zh active Pending
- 2016-06-08 KR KR1020187000259A patent/KR20180016486A/ko unknown
- 2016-06-08 JP JP2016114390A patent/JP6941335B2/ja active Active
- 2016-06-08 EP EP16807529.9A patent/EP3309890A1/en not_active Withdrawn
- 2016-06-08 WO PCT/JP2016/067110 patent/WO2016199823A1/ja active Application Filing
Patent Citations (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH08138733A (ja) * | 1994-11-07 | 1996-05-31 | Mitsui Petrochem Ind Ltd | 非水電解液 |
JPH08321313A (ja) * | 1995-05-24 | 1996-12-03 | Sanyo Electric Co Ltd | 非水電解液電池 |
JP2007165125A (ja) * | 2005-12-14 | 2007-06-28 | Central Glass Co Ltd | 非水電解液電池用電解液及び非水電解液電池 |
WO2010079565A1 (ja) * | 2009-01-06 | 2010-07-15 | 株式会社村田製作所 | 非水電解液二次電池 |
WO2010092815A1 (ja) * | 2009-02-13 | 2010-08-19 | パナソニック株式会社 | 非水電解質二次電池用負極及び非水電解質二次電池 |
WO2013002186A1 (ja) * | 2011-06-27 | 2013-01-03 | 三洋化成工業株式会社 | 電極保護膜形成剤、電極、電解液、リチウム二次電池、リチウムイオンキャパシタ、及び、電極保護膜の形成方法 |
JP2014022332A (ja) * | 2012-07-23 | 2014-02-03 | Asahi Kasei Corp | 非水蓄電デバイス用電解液 |
JP2014022333A (ja) * | 2012-07-23 | 2014-02-03 | Asahi Kasei Corp | 非水蓄電デバイス用電解液 |
Non-Patent Citations (1)
Title |
---|
電気化学会電池技術委員会 編集, 電池ハンドブック, vol. 第一版第一刷, JPN6015047925, 10 February 2010 (2010-02-10), pages 533 - 546, ISSN: 0004453879 * |
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US11605509B2 (en) * | 2017-04-04 | 2023-03-14 | Daikin Industries, Ltd. | Electrolytic solution, electrochemical device, lithium-ion secondary cell, and module |
US10727536B2 (en) | 2017-12-27 | 2020-07-28 | Samsung Electronics Co., Ltd. | Organic electrolyte solution and lithium battery including the same |
WO2019189414A1 (ja) * | 2018-03-27 | 2019-10-03 | 三菱ケミカル株式会社 | 非水系電解液及びそれを用いた蓄電デバイス |
JPWO2019189414A1 (ja) * | 2018-03-27 | 2021-04-15 | 三菱ケミカル株式会社 | 非水系電解液及びそれを用いた蓄電デバイス |
JP7187126B2 (ja) | 2018-03-27 | 2022-12-12 | 三菱ケミカル株式会社 | 非水系電解液及びそれを用いた蓄電デバイス |
US12009482B2 (en) | 2018-03-27 | 2024-06-11 | Mitsubishi Chemical Corporation | Nonaqueous electrolytic solution and electrical storage device including the same |
JP2019215961A (ja) * | 2018-06-11 | 2019-12-19 | エルジー・ケム・リミテッド | 特定添加剤を含んだ二次電池用非水系電解質及びこれを用いた二次電池 |
JP7224787B2 (ja) | 2018-06-11 | 2023-02-20 | エルジー エナジー ソリューション リミテッド | 特定添加剤を含んだ二次電池用非水系電解質及びこれを用いた二次電池 |
JP2021128856A (ja) * | 2020-02-13 | 2021-09-02 | トヨタ自動車株式会社 | 非水系二次電池の非水電解液 |
JP7265714B2 (ja) | 2020-02-13 | 2023-04-27 | トヨタ自動車株式会社 | 非水系二次電池の非水電解液 |
WO2021205750A1 (ja) * | 2020-04-07 | 2021-10-14 | 太陽誘電株式会社 | 電気化学デバイス用電解液および電気化学デバイス |
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EP3309890A1 (en) | 2018-04-18 |
CN107615555A (zh) | 2018-01-19 |
US20180301756A1 (en) | 2018-10-18 |
KR20180016486A (ko) | 2018-02-14 |
JP6941335B2 (ja) | 2021-09-29 |
WO2016199823A1 (ja) | 2016-12-15 |
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