CN103259044B - 非水电解液及非水电解质二次电池 - Google Patents
非水电解液及非水电解质二次电池 Download PDFInfo
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- CN103259044B CN103259044B CN201310146959.1A CN201310146959A CN103259044B CN 103259044 B CN103259044 B CN 103259044B CN 201310146959 A CN201310146959 A CN 201310146959A CN 103259044 B CN103259044 B CN 103259044B
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- 239000008151 electrolyte solution Substances 0.000 title claims abstract description 131
- 150000002148 esters Chemical class 0.000 claims abstract description 520
- 150000001875 compounds Chemical class 0.000 claims abstract description 261
- 125000004429 atom Chemical group 0.000 claims abstract description 39
- 239000007773 negative electrode material Substances 0.000 claims abstract description 19
- 229910052710 silicon Inorganic materials 0.000 claims abstract description 13
- 229910052718 tin Inorganic materials 0.000 claims abstract description 12
- 229910052745 lead Inorganic materials 0.000 claims abstract description 11
- -1 sulfenyl oxygen Chemical compound 0.000 claims description 1055
- 229910052731 fluorine Inorganic materials 0.000 claims description 463
- 125000000217 alkyl group Chemical group 0.000 claims description 187
- 125000001153 fluoro group Chemical group F* 0.000 claims description 134
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 127
- 229910052799 carbon Inorganic materials 0.000 claims description 107
- 229910003002 lithium salt Inorganic materials 0.000 claims description 87
- 159000000002 lithium salts Chemical class 0.000 claims description 87
- 125000000524 functional group Chemical group 0.000 claims description 62
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 31
- KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical class O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 claims description 14
- 229910013063 LiBF 4 Inorganic materials 0.000 claims description 13
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical group [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims description 12
- 229910052796 boron Inorganic materials 0.000 claims description 12
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims description 11
- 229910013870 LiPF 6 Inorganic materials 0.000 claims description 11
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 10
- 239000001301 oxygen Substances 0.000 claims description 10
- 229910052760 oxygen Inorganic materials 0.000 claims description 10
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 9
- 125000004437 phosphorous atom Chemical group 0.000 claims description 8
- 125000003545 alkoxy group Chemical group 0.000 claims description 6
- OIFBSDVPJOWBCH-UHFFFAOYSA-N Diethyl carbonate Chemical compound CCOC(=O)OCC OIFBSDVPJOWBCH-UHFFFAOYSA-N 0.000 claims description 5
- HBBGRARXTFLTSG-UHFFFAOYSA-N Lithium ion Chemical compound [Li+] HBBGRARXTFLTSG-UHFFFAOYSA-N 0.000 claims description 5
- IEJIGPNLZYLLBP-UHFFFAOYSA-N dimethyl carbonate Chemical compound COC(=O)OC IEJIGPNLZYLLBP-UHFFFAOYSA-N 0.000 claims description 5
- JBTWLSYIZRCDFO-UHFFFAOYSA-N ethyl methyl carbonate Chemical compound CCOC(=O)OC JBTWLSYIZRCDFO-UHFFFAOYSA-N 0.000 claims description 5
- 229910001416 lithium ion Inorganic materials 0.000 claims description 5
- VAYTZRYEBVHVLE-UHFFFAOYSA-N 1,3-dioxol-2-one Chemical compound O=C1OC=CO1 VAYTZRYEBVHVLE-UHFFFAOYSA-N 0.000 claims description 4
- BJWMSGRKJIOCNR-UHFFFAOYSA-N 4-ethenyl-1,3-dioxolan-2-one Chemical compound C=CC1COC(=O)O1 BJWMSGRKJIOCNR-UHFFFAOYSA-N 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 230000000737 periodic effect Effects 0.000 claims description 3
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 claims description 3
- DSMUTQTWFHVVGQ-UHFFFAOYSA-N 4,5-difluoro-1,3-dioxolan-2-one Chemical compound FC1OC(=O)OC1F DSMUTQTWFHVVGQ-UHFFFAOYSA-N 0.000 claims description 2
- SBLRHMKNNHXPHG-UHFFFAOYSA-N 4-fluoro-1,3-dioxolan-2-one Chemical compound FC1COC(=O)O1 SBLRHMKNNHXPHG-UHFFFAOYSA-N 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 abstract description 98
- 230000007774 longterm Effects 0.000 abstract 1
- 239000011737 fluorine Substances 0.000 description 428
- 239000002585 base Substances 0.000 description 280
- 125000004206 2,2,2-trifluoroethyl group Chemical group [H]C([H])(*)C(F)(F)F 0.000 description 167
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 113
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 108
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 107
- 239000002253 acid Substances 0.000 description 88
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 82
- 150000003568 thioethers Chemical class 0.000 description 82
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 75
- BWGNESOTFCXPMA-UHFFFAOYSA-N Dihydrogen disulfide Chemical compound SS BWGNESOTFCXPMA-UHFFFAOYSA-N 0.000 description 75
- 150000003457 sulfones Chemical class 0.000 description 73
- 150000003462 sulfoxides Chemical class 0.000 description 66
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 64
- 239000000126 substance Substances 0.000 description 63
- 125000003118 aryl group Chemical group 0.000 description 62
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 52
- 150000008065 acid anhydrides Chemical class 0.000 description 52
- 229910052801 chlorine Inorganic materials 0.000 description 49
- 125000004198 2-fluorophenyl group Chemical group [H]C1=C([H])C(F)=C(*)C([H])=C1[H] 0.000 description 48
- 229930195733 hydrocarbon Natural products 0.000 description 47
- ZRNSSRODJSSVEJ-UHFFFAOYSA-N 2-methylpentacosane Chemical compound CCCCCCCCCCCCCCCCCCCCCCCC(C)C ZRNSSRODJSSVEJ-UHFFFAOYSA-N 0.000 description 44
- 239000004215 Carbon black (E152) Substances 0.000 description 44
- NBVXSUQYWXRMNV-UHFFFAOYSA-N monofluoromethane Natural products FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 description 44
- DCKVNWZUADLDEH-UHFFFAOYSA-N sec-butyl acetate Chemical compound CCC(C)OC(C)=O DCKVNWZUADLDEH-UHFFFAOYSA-N 0.000 description 43
- AUVLKYVTAAKSDM-UHFFFAOYSA-N 1,1,2-trifluoro-2-(1,2,2-trifluoroethenylsulfanyl)ethene Chemical compound FC(F)=C(F)SC(F)=C(F)F AUVLKYVTAAKSDM-UHFFFAOYSA-N 0.000 description 42
- 125000001183 hydrocarbyl group Chemical group 0.000 description 39
- AFVFQIVMOAPDHO-UHFFFAOYSA-N methanesulfonic acid Substances CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 37
- 125000004417 unsaturated alkyl group Chemical group 0.000 description 35
- YACKEPLHDIMKIO-UHFFFAOYSA-N methylphosphonic acid Chemical compound CP(O)(O)=O YACKEPLHDIMKIO-UHFFFAOYSA-N 0.000 description 34
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 33
- GATNOFPXSDHULC-UHFFFAOYSA-N ethylphosphonic acid Chemical compound CCP(O)(O)=O GATNOFPXSDHULC-UHFFFAOYSA-N 0.000 description 29
- RZKYDQNMAUSEDZ-UHFFFAOYSA-N prop-2-enylphosphonic acid Chemical compound OP(O)(=O)CC=C RZKYDQNMAUSEDZ-UHFFFAOYSA-N 0.000 description 29
- 125000004122 cyclic group Chemical group 0.000 description 28
- 150000004702 methyl esters Chemical class 0.000 description 27
- 125000001309 chloro group Chemical group Cl* 0.000 description 26
- 239000000460 chlorine Substances 0.000 description 23
- 125000005004 perfluoroethyl group Chemical group FC(F)(F)C(F)(F)* 0.000 description 23
- 229930195734 saturated hydrocarbon Natural products 0.000 description 23
- 229940098779 methanesulfonic acid Drugs 0.000 description 22
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Natural products CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 21
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 21
- 229940092714 benzenesulfonic acid Drugs 0.000 description 21
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 21
- 239000011593 sulfur Substances 0.000 description 20
- 229910052717 sulfur Inorganic materials 0.000 description 20
- 229910052744 lithium Inorganic materials 0.000 description 19
- 239000001294 propane Substances 0.000 description 18
- BQCIDUSAKPWEOX-UHFFFAOYSA-N 1,1-Difluoroethene Chemical group FC(F)=C BQCIDUSAKPWEOX-UHFFFAOYSA-N 0.000 description 17
- MDDUHVRJJAFRAU-YZNNVMRBSA-N tert-butyl-[(1r,3s,5z)-3-[tert-butyl(dimethyl)silyl]oxy-5-(2-diphenylphosphorylethylidene)-4-methylidenecyclohexyl]oxy-dimethylsilane Chemical compound C1[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)C(=C)\C1=C/CP(=O)(C=1C=CC=CC=1)C1=CC=CC=C1 MDDUHVRJJAFRAU-YZNNVMRBSA-N 0.000 description 17
- 229920002554 vinyl polymer Polymers 0.000 description 17
- PCYBDHWNMPLUSI-UHFFFAOYSA-N 2,2,2-trifluoroethylphosphonic acid Chemical class OP(O)(=O)CC(F)(F)F PCYBDHWNMPLUSI-UHFFFAOYSA-N 0.000 description 16
- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 description 16
- 150000001721 carbon Chemical group 0.000 description 16
- 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 16
- ACVYVLVWPXVTIT-UHFFFAOYSA-M phosphinate Chemical compound [O-][PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-M 0.000 description 16
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 16
- 125000004180 3-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(F)=C1[H] 0.000 description 15
- SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 description 15
- 230000000694 effects Effects 0.000 description 15
- CCIVGXIOQKPBKL-UHFFFAOYSA-N ethanesulfonic acid Chemical compound CCS(O)(=O)=O CCIVGXIOQKPBKL-UHFFFAOYSA-N 0.000 description 15
- QLOAVXSYZAJECW-UHFFFAOYSA-N methane;molecular fluorine Chemical compound C.FF QLOAVXSYZAJECW-UHFFFAOYSA-N 0.000 description 15
- ITMCEJHCFYSIIV-UHFFFAOYSA-N triflic acid Chemical compound OS(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-N 0.000 description 15
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 14
- 150000001450 anions Chemical class 0.000 description 14
- 238000000034 method Methods 0.000 description 14
- 125000003261 o-tolyl group Chemical group [H]C1=C([H])C(*)=C(C([H])=C1[H])C([H])([H])[H] 0.000 description 14
- 125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 description 14
- RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 14
- 125000005062 perfluorophenyl group Chemical group FC1=C(C(=C(C(=C1F)F)F)F)* 0.000 description 14
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 14
- OQXMLPWEDVZNPA-UHFFFAOYSA-N 1,2-dicyclohexylbenzene Chemical compound C1CCCCC1C1=CC=CC=C1C1CCCCC1 OQXMLPWEDVZNPA-UHFFFAOYSA-N 0.000 description 13
- 150000002430 hydrocarbons Chemical class 0.000 description 13
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 13
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 12
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 description 12
- 125000003342 alkenyl group Chemical group 0.000 description 12
- 125000001246 bromo group Chemical group Br* 0.000 description 12
- 125000000040 m-tolyl group Chemical group [H]C1=C([H])C(*)=C([H])C(=C1[H])C([H])([H])[H] 0.000 description 12
- QEWYKACRFQMRMB-UHFFFAOYSA-N monofluoroacetic acid Natural products OC(=O)CF QEWYKACRFQMRMB-UHFFFAOYSA-N 0.000 description 12
- 125000005459 perfluorocyclohexyl group Chemical group 0.000 description 12
- 150000003009 phosphonic acids Chemical class 0.000 description 12
- QAEDZJGFFMLHHQ-UHFFFAOYSA-N trifluoroacetic anhydride Chemical compound FC(F)(F)C(=O)OC(=O)C(F)(F)F QAEDZJGFFMLHHQ-UHFFFAOYSA-N 0.000 description 12
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 11
- 150000007513 acids Chemical class 0.000 description 11
- 125000000304 alkynyl group Chemical group 0.000 description 11
- FBSFTJQYCLLGKH-UHFFFAOYSA-N cyclohexylphosphonic acid Chemical class OP(O)(=O)C1CCCCC1 FBSFTJQYCLLGKH-UHFFFAOYSA-N 0.000 description 11
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 11
- 125000004776 1-fluoroethyl group Chemical group [H]C([H])([H])C([H])(F)* 0.000 description 10
- GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 description 10
- 125000004777 2-fluoroethyl group Chemical group [H]C([H])(F)C([H])([H])* 0.000 description 10
- 101150065749 Churc1 gene Proteins 0.000 description 10
- 102100038239 Protein Churchill Human genes 0.000 description 10
- 125000001931 aliphatic group Chemical group 0.000 description 10
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 10
- RWGFKTVRMDUZSP-UHFFFAOYSA-N cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 description 10
- 125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 description 10
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 10
- 238000004519 manufacturing process Methods 0.000 description 10
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical class CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 10
- AUONHKJOIZSQGR-UHFFFAOYSA-N oxophosphane Chemical compound P=O AUONHKJOIZSQGR-UHFFFAOYSA-N 0.000 description 10
- YXTSJMYYIRPSDF-UHFFFAOYSA-N (2-methylphenyl)phosphonic acid Chemical class CC1=CC=CC=C1P(O)(O)=O YXTSJMYYIRPSDF-UHFFFAOYSA-N 0.000 description 9
- LYNDWSARZJHIKU-UHFFFAOYSA-N (4-methylphenyl)phosphonic acid Chemical class CC1=CC=C(P(O)(O)=O)C=C1 LYNDWSARZJHIKU-UHFFFAOYSA-N 0.000 description 9
- 125000004215 2,4-difluorophenyl group Chemical group [H]C1=C([H])C(*)=C(F)C([H])=C1F 0.000 description 9
- QLZHNIAADXEJJP-UHFFFAOYSA-N Phenylphosphonic acid Chemical compound OP(O)(=O)C1=CC=CC=C1 QLZHNIAADXEJJP-UHFFFAOYSA-N 0.000 description 9
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 9
- 239000001273 butane Substances 0.000 description 9
- 235000013844 butane Nutrition 0.000 description 9
- 230000006866 deterioration Effects 0.000 description 9
- YOTZYFSGUCFUKA-UHFFFAOYSA-N dimethylphosphine Chemical compound CPC YOTZYFSGUCFUKA-UHFFFAOYSA-N 0.000 description 9
- HOCOIDRZLNGZMV-UHFFFAOYSA-N ethoxy(oxido)phosphanium Chemical compound CCO[PH2]=O HOCOIDRZLNGZMV-UHFFFAOYSA-N 0.000 description 9
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 9
- RINCXYDBBGOEEQ-UHFFFAOYSA-N succinic anhydride Chemical compound O=C1CCC(=O)O1 RINCXYDBBGOEEQ-UHFFFAOYSA-N 0.000 description 9
- KLECYOQFQXJYBC-UHFFFAOYSA-N 1-fluoro-2-phenylbenzene Chemical compound FC1=CC=CC=C1C1=CC=CC=C1 KLECYOQFQXJYBC-UHFFFAOYSA-N 0.000 description 8
- MRCAAFFMZODJBP-UHFFFAOYSA-N 1-fluoro-3-phenylbenzene Chemical compound FC1=CC=CC(C=2C=CC=CC=2)=C1 MRCAAFFMZODJBP-UHFFFAOYSA-N 0.000 description 8
- RUYZJEIKQYLEGZ-UHFFFAOYSA-N 1-fluoro-4-phenylbenzene Chemical compound C1=CC(F)=CC=C1C1=CC=CC=C1 RUYZJEIKQYLEGZ-UHFFFAOYSA-N 0.000 description 8
- QMMFVYPAHWMCMS-UHFFFAOYSA-N Dimethyl sulfide Chemical compound CSC QMMFVYPAHWMCMS-UHFFFAOYSA-N 0.000 description 8
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 8
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 8
- 239000003792 electrolyte Substances 0.000 description 8
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 8
- UIWOZHBYBSGCOS-UHFFFAOYSA-N methoxy(oxido)phosphanium Chemical compound CO[PH2]=O UIWOZHBYBSGCOS-UHFFFAOYSA-N 0.000 description 8
- CDXVUROVRIFQMV-UHFFFAOYSA-N oxo(diphenoxy)phosphanium Chemical compound C=1C=CC=CC=1O[P+](=O)OC1=CC=CC=C1 CDXVUROVRIFQMV-UHFFFAOYSA-N 0.000 description 8
- LTHAIAJHDPJXLG-UHFFFAOYSA-N pentan-2-ylbenzene Chemical compound CCCC(C)C1=CC=CC=C1 LTHAIAJHDPJXLG-UHFFFAOYSA-N 0.000 description 8
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 8
- ZJMWRROPUADPEA-UHFFFAOYSA-N sec-butylbenzene Chemical compound CCC(C)C1=CC=CC=C1 ZJMWRROPUADPEA-UHFFFAOYSA-N 0.000 description 8
- 125000001973 tert-pentyl group Chemical group [H]C([H])([H])C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 8
- 229920001567 vinyl ester resin Polymers 0.000 description 8
- KYLUAQBYONVMCP-UHFFFAOYSA-N (2-methylphenyl)phosphane Chemical compound CC1=CC=CC=C1P KYLUAQBYONVMCP-UHFFFAOYSA-N 0.000 description 7
- HUCQPHINKBNKRU-UHFFFAOYSA-N (4-methylphenyl)phosphane Chemical compound CC1=CC=C(P)C=C1 HUCQPHINKBNKRU-UHFFFAOYSA-N 0.000 description 7
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 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
- 230000006399 behavior Effects 0.000 description 7
- ZTWTYVWXUKTLCP-UHFFFAOYSA-L ethenyl-dioxido-oxo-$l^{5}-phosphane Chemical compound [O-]P([O-])(=O)C=C ZTWTYVWXUKTLCP-UHFFFAOYSA-L 0.000 description 7
- 230000009257 reactivity Effects 0.000 description 7
- 239000002904 solvent Substances 0.000 description 7
- JZRVIPIRGXFMOC-UHFFFAOYSA-N 1-fluoro-2-pentan-3-ylbenzene Chemical compound CCC(CC)C1=CC=CC=C1F JZRVIPIRGXFMOC-UHFFFAOYSA-N 0.000 description 6
- BTQZKHUEUDPRST-UHFFFAOYSA-N 1-fluoro-3-methylbenzene Chemical compound CC1=CC=CC(F)=C1 BTQZKHUEUDPRST-UHFFFAOYSA-N 0.000 description 6
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical group C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 6
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 6
- KZCDEYFCOOFEIQ-UHFFFAOYSA-N FC(C[PH2]=O)(F)F Chemical compound FC(C[PH2]=O)(F)F KZCDEYFCOOFEIQ-UHFFFAOYSA-N 0.000 description 6
- 239000004305 biphenyl Substances 0.000 description 6
- KSHDLNQYVGBYHZ-UHFFFAOYSA-N dibutylphosphinic acid Chemical class CCCCP(O)(=O)CCCC KSHDLNQYVGBYHZ-UHFFFAOYSA-N 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Chemical group CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- 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 6
- 229910052740 iodine Inorganic materials 0.000 description 6
- 239000011630 iodine Substances 0.000 description 6
- 150000002903 organophosphorus compounds Chemical class 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
- 229910000073 phosphorus hydride Inorganic materials 0.000 description 6
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 6
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 6
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- BMMAMSYHVLNKPY-UHFFFAOYSA-N diphenyl ethane-1,2-disulfonate Chemical compound C=1C=CC=CC=1OS(=O)(=O)CCS(=O)(=O)OC1=CC=CC=C1 BMMAMSYHVLNKPY-UHFFFAOYSA-N 0.000 description 1
- DWNAQMUDCDVSLT-UHFFFAOYSA-N diphenyl phthalate Chemical compound C=1C=CC=C(C(=O)OC=2C=CC=CC=2)C=1C(=O)OC1=CC=CC=C1 DWNAQMUDCDVSLT-UHFFFAOYSA-N 0.000 description 1
- ZUGPRXZCSHTXTE-UHFFFAOYSA-N diphenyl sulfate Chemical compound C=1C=CC=CC=1OS(=O)(=O)OC1=CC=CC=C1 ZUGPRXZCSHTXTE-UHFFFAOYSA-N 0.000 description 1
- 125000005982 diphenylmethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- IIKLEMKAKOISSP-UHFFFAOYSA-N dipropan-2-yl sulfite Chemical compound CC(C)OS(=O)OC(C)C IIKLEMKAKOISSP-UHFFFAOYSA-N 0.000 description 1
- VUPKGFBOKBGHFZ-UHFFFAOYSA-N dipropyl carbonate Chemical compound CCCOC(=O)OCCC VUPKGFBOKBGHFZ-UHFFFAOYSA-N 0.000 description 1
- JYCKNDWZDXGNBW-UHFFFAOYSA-N dipropyl sulfate Chemical compound CCCOS(=O)(=O)OCCC JYCKNDWZDXGNBW-UHFFFAOYSA-N 0.000 description 1
- MAIQPVFXODAAIG-UHFFFAOYSA-N dipropyl sulfite Chemical compound CCCOS(=O)OCCC MAIQPVFXODAAIG-UHFFFAOYSA-N 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- AFAXGSQYZLGZPG-UHFFFAOYSA-N ethanedisulfonic acid Chemical compound OS(=O)(=O)CCS(O)(=O)=O AFAXGSQYZLGZPG-UHFFFAOYSA-N 0.000 description 1
- CHKSESNPMICKQL-UHFFFAOYSA-N ethenyl ethyl sulfite Chemical compound CCOS(=O)OC=C CHKSESNPMICKQL-UHFFFAOYSA-N 0.000 description 1
- AFGACPRTZOCNIW-UHFFFAOYSA-N ethenylsulfanylethane Chemical compound CCSC=C AFGACPRTZOCNIW-UHFFFAOYSA-N 0.000 description 1
- 125000005745 ethoxymethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])* 0.000 description 1
- PCBNBJRDOSOOCU-UHFFFAOYSA-N ethyl (1,2,2,3,3,4,4,5,5,6,6-undecafluorocyclohexyl) sulfite Chemical compound CCOS(=O)OC1(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C1(F)F PCBNBJRDOSOOCU-UHFFFAOYSA-N 0.000 description 1
- WOMMRCMZIFMDSV-UHFFFAOYSA-N ethyl (2,3,4,5,6-pentafluorophenyl) sulfite Chemical compound CCOS(=O)OC1=C(F)C(F)=C(F)C(F)=C1F WOMMRCMZIFMDSV-UHFFFAOYSA-N 0.000 description 1
- AMDVDSFOIDRTNC-UHFFFAOYSA-N ethyl (2,3,4,5,6-pentafluorophenyl)methyl sulfite Chemical compound CCOS(=O)OCC1=C(F)C(F)=C(F)C(F)=C1F AMDVDSFOIDRTNC-UHFFFAOYSA-N 0.000 description 1
- ALOCEDNRJHDGGY-UHFFFAOYSA-N ethyl (2,4,6-trifluorophenyl) sulfite Chemical compound CCOS(=O)OC1=C(F)C=C(F)C=C1F ALOCEDNRJHDGGY-UHFFFAOYSA-N 0.000 description 1
- GNBJBGRTLGXFJT-UHFFFAOYSA-N ethyl (2-fluorophenyl) sulfite Chemical compound CCOS(=O)OC1=CC=CC=C1F GNBJBGRTLGXFJT-UHFFFAOYSA-N 0.000 description 1
- XNQCZWCIYLMMON-UHFFFAOYSA-N ethyl (2-methylphenyl) sulfite Chemical compound CCOS(=O)OC1=CC=CC=C1C XNQCZWCIYLMMON-UHFFFAOYSA-N 0.000 description 1
- LFWVOHSWVBUNQK-UHFFFAOYSA-N ethyl (3-fluorophenyl) sulfite Chemical compound CCOS(=O)OC1=CC=CC(F)=C1 LFWVOHSWVBUNQK-UHFFFAOYSA-N 0.000 description 1
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- JAMFDERGBPOINM-UHFFFAOYSA-N ethyl (3-methylphenyl) sulfite Chemical compound CCOS(=O)OC1=CC=CC(C)=C1 JAMFDERGBPOINM-UHFFFAOYSA-N 0.000 description 1
- TUXNTRINEHNGBO-UHFFFAOYSA-N ethyl (4-fluorophenyl) sulfite Chemical compound CCOS(=O)OC1=CC=C(F)C=C1 TUXNTRINEHNGBO-UHFFFAOYSA-N 0.000 description 1
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- 230000002349 favourable effect Effects 0.000 description 1
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- 230000005764 inhibitory process Effects 0.000 description 1
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- NEDHQDYBHYNBIF-UHFFFAOYSA-N pent-4-enoyl pent-4-enoate Chemical compound C=CCCC(=O)OC(=O)CCC=C NEDHQDYBHYNBIF-UHFFFAOYSA-N 0.000 description 1
- XAOBEUFXHWZZQH-UHFFFAOYSA-N phenyl (1,2,2,3,3,4,4,5,5,6,6-undecafluorocyclohexyl) sulfite Chemical compound FC1(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C1(F)OS(=O)OC1=CC=CC=C1 XAOBEUFXHWZZQH-UHFFFAOYSA-N 0.000 description 1
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- PSCBKUVTKHJNPL-UHFFFAOYSA-N phenyl trifluoromethyl sulfite Chemical compound FC(F)(F)OS(=O)OC1=CC=CC=C1 PSCBKUVTKHJNPL-UHFFFAOYSA-N 0.000 description 1
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- JIEKWWJFWIGHDQ-UHFFFAOYSA-N tert-butyl trifluoromethanesulfonate Chemical compound CC(C)(C)OS(=O)(=O)C(F)(F)F JIEKWWJFWIGHDQ-UHFFFAOYSA-N 0.000 description 1
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- OCOTWWSGPAHHQW-UHFFFAOYSA-N trifluoro(trifluoromethylsulfinyl)methane Chemical compound FC(F)(F)S(=O)C(F)(F)F OCOTWWSGPAHHQW-UHFFFAOYSA-N 0.000 description 1
- AEXDMFVPDVVSQJ-UHFFFAOYSA-N trifluoro(trifluoromethylsulfonyl)methane Chemical compound FC(F)(F)S(=O)(=O)C(F)(F)F AEXDMFVPDVVSQJ-UHFFFAOYSA-N 0.000 description 1
- MFDUILJQUNCMBC-UHFFFAOYSA-N trifluoro-(methyldisulfanyl)methane Chemical compound CSSC(F)(F)F MFDUILJQUNCMBC-UHFFFAOYSA-N 0.000 description 1
- CGMFFOXAQVRUAZ-UHFFFAOYSA-N trifluoro-(trifluoromethyldisulfanyl)methane Chemical compound FC(F)(F)SSC(F)(F)F CGMFFOXAQVRUAZ-UHFFFAOYSA-N 0.000 description 1
- DTQVDTLACAAQTR-UHFFFAOYSA-N trifluoroacetic acid Substances OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 1
- NHBKFPDJMAEDOS-UHFFFAOYSA-N trifluoromethyl 4-methylbenzenesulfonate Chemical compound CC1=CC=C(S(=O)(=O)OC(F)(F)F)C=C1 NHBKFPDJMAEDOS-UHFFFAOYSA-N 0.000 description 1
- UZPUXLRDLVOKTB-UHFFFAOYSA-N trifluoromethyl benzenesulfonate Chemical compound FC(F)(F)OS(=O)(=O)C1=CC=CC=C1 UZPUXLRDLVOKTB-UHFFFAOYSA-N 0.000 description 1
- CGNICWLIDFCJLG-UHFFFAOYSA-N trifluoromethyl ethanesulfonate Chemical compound CCS(=O)(=O)OC(F)(F)F CGNICWLIDFCJLG-UHFFFAOYSA-N 0.000 description 1
- GJOGTGLNIWPDPF-UHFFFAOYSA-N trifluoromethyl hydrogen sulfite Chemical compound OS(=O)OC(F)(F)F GJOGTGLNIWPDPF-UHFFFAOYSA-N 0.000 description 1
- KIFOXEQDAPALIF-UHFFFAOYSA-N trifluoromethyl methanesulfonate Chemical compound CS(=O)(=O)OC(F)(F)F KIFOXEQDAPALIF-UHFFFAOYSA-N 0.000 description 1
- GVZFDPPAJXHNGL-UHFFFAOYSA-N trifluoromethyl trifluoromethanesulfonate Chemical compound FC(F)(F)OS(=O)(=O)C(F)(F)F GVZFDPPAJXHNGL-UHFFFAOYSA-N 0.000 description 1
- XJAAVVLEUZQVNJ-UHFFFAOYSA-N trifluoromethylphosphonic acid Chemical class OP(O)(=O)C(F)(F)F XJAAVVLEUZQVNJ-UHFFFAOYSA-N 0.000 description 1
- YQQKTCBMKQQOSM-UHFFFAOYSA-N trifluoromethylsulfanylbenzene Chemical compound FC(F)(F)SC1=CC=CC=C1 YQQKTCBMKQQOSM-UHFFFAOYSA-N 0.000 description 1
- XXGOXSOUEZAGBR-UHFFFAOYSA-N trifluoromethylsulfanylethane Chemical compound CCSC(F)(F)F XXGOXSOUEZAGBR-UHFFFAOYSA-N 0.000 description 1
- WZAJOJWOOXXUCT-UHFFFAOYSA-N trifluoromethylsulfinylbenzene Chemical compound FC(F)(F)S(=O)C1=CC=CC=C1 WZAJOJWOOXXUCT-UHFFFAOYSA-N 0.000 description 1
- 125000004360 trifluorophenyl group Chemical group 0.000 description 1
- 125000003258 trimethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- MXLDRFIVBLWESA-UHFFFAOYSA-N tris(trifluoromethyl)phosphane Chemical compound FC(F)(F)P(C(F)(F)F)C(F)(F)F MXLDRFIVBLWESA-UHFFFAOYSA-N 0.000 description 1
- 125000002221 trityl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C([*])(C1=C(C(=C(C(=C1[H])[H])[H])[H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- UIYCHXAGWOYNNA-UHFFFAOYSA-N vinyl sulfide Chemical compound C=CSC=C UIYCHXAGWOYNNA-UHFFFAOYSA-N 0.000 description 1
Classifications
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- 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
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- 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
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- 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
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- H01M4/02—Electrodes composed of, or comprising, active material
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- H01M4/02—Electrodes composed of, or comprising, active material
- H01M4/36—Selection of substances as active materials, active masses, active liquids
- H01M4/48—Selection of substances as active materials, active masses, active liquids of inorganic oxides or hydroxides
- H01M4/50—Selection of substances as active materials, active masses, active liquids of inorganic oxides or hydroxides of manganese
- H01M4/505—Selection of substances as active materials, active masses, active liquids of inorganic oxides or hydroxides of manganese of mixed oxides or hydroxides containing manganese for inserting or intercalating light metals, e.g. LiMn2O4 or LiMn2OxFy
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- H01M4/48—Selection of substances as active materials, active masses, active liquids of inorganic oxides or hydroxides
- H01M4/52—Selection of substances as active materials, active masses, active liquids of inorganic oxides or hydroxides of nickel, cobalt or iron
- H01M4/525—Selection of substances as active materials, active masses, active liquids of inorganic oxides or hydroxides of nickel, cobalt or iron of mixed oxides or hydroxides containing iron, cobalt or nickel for inserting or intercalating light metals, e.g. LiNiO2, LiCoO2 or LiCoOxFy
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- H01M4/36—Selection of substances as active materials, active masses, active liquids
- H01M4/58—Selection of substances as active materials, active masses, active liquids of inorganic compounds other than oxides or hydroxides, e.g. sulfides, selenides, tellurides, halogenides or LiCoFy; of polyanionic structures, e.g. phosphates, silicates or borates
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- H01M4/38—Selection of substances as active materials, active masses, active liquids of elements or alloys
- H01M4/387—Tin or alloys based on tin
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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
- Y02E60/10—Energy storage using batteries
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Abstract
Description
Claims (20)
Applications Claiming Priority (11)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2006124045A JP5315594B2 (ja) | 2006-04-27 | 2006-04-27 | 非水系電解液及びそれを用いた非水系電解液二次電池 |
JP2006124043 | 2006-04-27 | ||
JP2006124041 | 2006-04-27 | ||
JP124043/06 | 2006-04-27 | ||
JP124045/06 | 2006-04-27 | ||
JP124042/06 | 2006-04-27 | ||
JP2006124044A JP5315593B2 (ja) | 2006-04-27 | 2006-04-27 | 非水系電解液及びそれを用いた非水系電解液二次電池 |
JP2006124042A JP5412705B2 (ja) | 2006-04-27 | 2006-04-27 | 非水系電解液及びそれを用いた非水系電解液二次電池 |
JP124041/06 | 2006-04-27 | ||
JP124044/06 | 2006-04-27 | ||
CN2007800150083A CN101432923B (zh) | 2006-04-27 | 2007-04-27 | 非水电解液及非水电解质二次电池 |
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CN2007800150083A Division CN101432923B (zh) | 2006-04-27 | 2007-04-27 | 非水电解液及非水电解质二次电池 |
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CN103259044A CN103259044A (zh) | 2013-08-21 |
CN103259044B true CN103259044B (zh) | 2016-02-10 |
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CN2007800150083A Active CN101432923B (zh) | 2006-04-27 | 2007-04-27 | 非水电解液及非水电解质二次电池 |
CN201310146959.1A Active CN103259044B (zh) | 2006-04-27 | 2007-04-27 | 非水电解液及非水电解质二次电池 |
CN201110020077.1A Active CN102097654B (zh) | 2006-04-27 | 2007-04-27 | 非水电解液及非水电解质二次电池 |
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US (8) | US20090325065A1 (zh) |
EP (2) | EP2012386B8 (zh) |
KR (2) | KR101017875B1 (zh) |
CN (3) | CN101432923B (zh) |
WO (1) | WO2007126068A1 (zh) |
Families Citing this family (84)
Publication number | Priority date | Publication date | Assignee | Title |
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CN101432923B (zh) | 2006-04-27 | 2012-04-18 | 三菱化学株式会社 | 非水电解液及非水电解质二次电池 |
US20090253045A1 (en) * | 2006-06-02 | 2009-10-08 | Mitsubishi Chemical Corporation | Nonaqueous electrolytic solutions and nonaqueous-electrolyte batteries |
JP2008066062A (ja) * | 2006-09-06 | 2008-03-21 | Sony Corp | 非水電解質組成物及び非水電解質二次電池 |
KR20160011227A (ko) | 2006-12-06 | 2016-01-29 | 미쓰비시 가가꾸 가부시키가이샤 | 비수계 전해액 및 비수계 전해액 이차 전지 |
US9048508B2 (en) | 2007-04-20 | 2015-06-02 | Mitsubishi Chemical Corporation | Nonaqueous electrolytes and nonaqueous-electrolyte secondary batteries employing the same |
JP5217536B2 (ja) * | 2008-03-17 | 2013-06-19 | ソニー株式会社 | 二次電池および電子機器 |
EP2266159B1 (en) * | 2008-03-18 | 2013-10-23 | Lg Chem, Ltd. | Non-aqueous electrolyte solution for lithium secondary battery and lithium secondary battery comprising the same |
CN102246341A (zh) * | 2008-12-12 | 2011-11-16 | 株式会社村田制作所 | 非水电解液二次电池 |
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- 2007-04-27 US US12/298,440 patent/US20090325065A1/en not_active Abandoned
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CN1435906A (zh) * | 2002-02-01 | 2003-08-13 | 日本电池株式会社 | 非水电解质二次电池 |
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US9608291B2 (en) | 2017-03-28 |
WO2007126068A1 (ja) | 2007-11-08 |
EP3621141A1 (en) | 2020-03-11 |
KR101035220B1 (ko) | 2011-05-18 |
KR20100133455A (ko) | 2010-12-21 |
CN101432923B (zh) | 2012-04-18 |
US20220149436A1 (en) | 2022-05-12 |
US20090325065A1 (en) | 2009-12-31 |
EP2012386B1 (en) | 2020-12-23 |
US9252457B2 (en) | 2016-02-02 |
US20190229372A1 (en) | 2019-07-25 |
CN103259044A (zh) | 2013-08-21 |
US20120070731A1 (en) | 2012-03-22 |
CN101432923A (zh) | 2009-05-13 |
EP2012386A4 (en) | 2017-07-19 |
KR101017875B1 (ko) | 2011-03-04 |
EP2012386A1 (en) | 2009-01-07 |
CN102097654B (zh) | 2014-10-01 |
US11283107B2 (en) | 2022-03-22 |
US20150056503A1 (en) | 2015-02-26 |
US10333172B2 (en) | 2019-06-25 |
US12100809B2 (en) | 2024-09-24 |
US20150188192A1 (en) | 2015-07-02 |
US20170084955A1 (en) | 2017-03-23 |
KR20080111139A (ko) | 2008-12-22 |
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