JP5645274B2 - 非水系電解液およびそれを備えるリチウムイオン二次電池 - Google Patents
非水系電解液およびそれを備えるリチウムイオン二次電池 Download PDFInfo
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- JP5645274B2 JP5645274B2 JP2011553900A JP2011553900A JP5645274B2 JP 5645274 B2 JP5645274 B2 JP 5645274B2 JP 2011553900 A JP2011553900 A JP 2011553900A JP 2011553900 A JP2011553900 A JP 2011553900A JP 5645274 B2 JP5645274 B2 JP 5645274B2
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- 239000011255 nonaqueous electrolyte Substances 0.000 title claims description 52
- HBBGRARXTFLTSG-UHFFFAOYSA-N Lithium ion Chemical compound [Li+] HBBGRARXTFLTSG-UHFFFAOYSA-N 0.000 title claims description 24
- 229910001416 lithium ion Inorganic materials 0.000 title claims description 24
- 125000004432 carbon atom Chemical group C* 0.000 claims description 63
- -1 oxo acid ester derivative of phosphorus Chemical class 0.000 claims description 51
- 150000001875 compounds Chemical class 0.000 claims description 32
- 125000000217 alkyl group Chemical group 0.000 claims description 30
- 239000008151 electrolyte solution Substances 0.000 claims description 28
- 239000002253 acid Substances 0.000 claims description 27
- 150000002148 esters Chemical class 0.000 claims description 25
- 125000003545 alkoxy group Chemical group 0.000 claims description 15
- 150000005676 cyclic carbonates Chemical class 0.000 claims description 15
- 125000002947 alkylene group Chemical group 0.000 claims description 12
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 12
- 125000005843 halogen group Chemical group 0.000 claims description 12
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 12
- 125000004122 cyclic group Chemical group 0.000 claims description 11
- 229910052736 halogen Inorganic materials 0.000 claims description 11
- 150000002367 halogens Chemical class 0.000 claims description 11
- 229920000642 polymer Polymers 0.000 claims description 11
- 125000003342 alkenyl group Chemical group 0.000 claims description 9
- 125000003277 amino group Chemical group 0.000 claims description 9
- 125000003118 aryl group Chemical group 0.000 claims description 9
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 9
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 9
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 9
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 9
- 125000003709 fluoroalkyl group Chemical group 0.000 claims description 6
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 6
- 125000006551 perfluoro alkylene group Chemical group 0.000 claims description 6
- 239000003990 capacitor Substances 0.000 claims description 4
- 229910003002 lithium salt Inorganic materials 0.000 claims description 4
- 159000000002 lithium salts Chemical class 0.000 claims description 4
- 125000004429 atom Chemical group 0.000 claims description 3
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 3
- 125000004428 fluoroalkoxy group Chemical group 0.000 claims description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 3
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 3
- 125000000475 sulfinyl group Chemical group [*:2]S([*:1])=O 0.000 claims description 3
- 230000000052 comparative effect Effects 0.000 description 22
- 239000007773 negative electrode material Substances 0.000 description 19
- 230000002829 reductive effect Effects 0.000 description 19
- 230000014759 maintenance of location Effects 0.000 description 18
- VAYTZRYEBVHVLE-UHFFFAOYSA-N 1,3-dioxol-2-one Chemical compound O=C1OC=CO1 VAYTZRYEBVHVLE-UHFFFAOYSA-N 0.000 description 17
- 229910052744 lithium Inorganic materials 0.000 description 17
- SBLRHMKNNHXPHG-UHFFFAOYSA-N 4-fluoro-1,3-dioxolan-2-one Chemical compound FC1COC(=O)O1 SBLRHMKNNHXPHG-UHFFFAOYSA-N 0.000 description 16
- 239000000654 additive Substances 0.000 description 16
- 230000000996 additive effect Effects 0.000 description 15
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 14
- 239000007774 positive electrode material Substances 0.000 description 14
- 238000000354 decomposition reaction Methods 0.000 description 13
- 229910052698 phosphorus Inorganic materials 0.000 description 13
- 239000011574 phosphorus Substances 0.000 description 13
- 238000000034 method Methods 0.000 description 12
- 239000002131 composite material Substances 0.000 description 11
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 10
- 229910019142 PO4 Inorganic materials 0.000 description 9
- 239000010452 phosphate Substances 0.000 description 9
- 239000000010 aprotic solvent Substances 0.000 description 7
- 239000003792 electrolyte Substances 0.000 description 7
- 230000007774 longterm Effects 0.000 description 7
- 229910052731 fluorine Inorganic materials 0.000 description 6
- 239000007789 gas Substances 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- FSSPGSAQUIYDCN-UHFFFAOYSA-N 1,3-Propane sultone Chemical compound O=S1(=O)CCCO1 FSSPGSAQUIYDCN-UHFFFAOYSA-N 0.000 description 5
- OIFBSDVPJOWBCH-UHFFFAOYSA-N Diethyl carbonate Chemical compound CCOC(=O)OCC OIFBSDVPJOWBCH-UHFFFAOYSA-N 0.000 description 5
- KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical compound O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 description 5
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 5
- 239000011267 electrode slurry Substances 0.000 description 5
- 239000011737 fluorine Substances 0.000 description 5
- 229910052751 metal Inorganic materials 0.000 description 5
- 239000002184 metal Substances 0.000 description 5
- 150000003014 phosphoric acid esters Chemical class 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- INQDDHNZXOAFFD-UHFFFAOYSA-N 2-[2-(2-prop-2-enoyloxyethoxy)ethoxy]ethyl prop-2-enoate Chemical compound C=CC(=O)OCCOCCOCCOC(=O)C=C INQDDHNZXOAFFD-UHFFFAOYSA-N 0.000 description 4
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 4
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 4
- 229910000733 Li alloy Inorganic materials 0.000 description 4
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 239000003575 carbonaceous material Substances 0.000 description 4
- 229910002804 graphite Inorganic materials 0.000 description 4
- 239000010439 graphite Substances 0.000 description 4
- 238000002347 injection Methods 0.000 description 4
- 239000007924 injection Substances 0.000 description 4
- 239000001989 lithium alloy Substances 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- 239000000178 monomer Substances 0.000 description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N phosphoric acid Substances OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- 238000004804 winding Methods 0.000 description 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- 229910013870 LiPF 6 Inorganic materials 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 239000002033 PVDF binder Substances 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 3
- 239000006230 acetylene black Substances 0.000 description 3
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 3
- 239000011230 binding agent Substances 0.000 description 3
- 150000005678 chain carbonates Chemical class 0.000 description 3
- 238000010586 diagram Methods 0.000 description 3
- 238000007606 doctor blade method Methods 0.000 description 3
- 238000012423 maintenance Methods 0.000 description 3
- 229920002981 polyvinylidene fluoride Polymers 0.000 description 3
- 230000009467 reduction Effects 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 229910052814 silicon oxide Inorganic materials 0.000 description 3
- 125000004205 trifluoroethyl group Chemical group [H]C([H])(*)C(F)(F)F 0.000 description 3
- 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 description 3
- ZZXUZKXVROWEIF-UHFFFAOYSA-N 1,2-butylene carbonate Chemical compound CCC1COC(=O)O1 ZZXUZKXVROWEIF-UHFFFAOYSA-N 0.000 description 2
- WNXJIVFYUVYPPR-UHFFFAOYSA-N 1,3-dioxolane Chemical compound C1COCO1 WNXJIVFYUVYPPR-UHFFFAOYSA-N 0.000 description 2
- DRVMZMGCPWFDBI-UHFFFAOYSA-N 2,2,2-trifluoroethyl dihydrogen phosphate Chemical compound OP(O)(=O)OCC(F)(F)F DRVMZMGCPWFDBI-UHFFFAOYSA-N 0.000 description 2
- LEJBBGNFPAFPKQ-UHFFFAOYSA-N 2-(2-prop-2-enoyloxyethoxy)ethyl prop-2-enoate Chemical compound C=CC(=O)OCCOCCOC(=O)C=C LEJBBGNFPAFPKQ-UHFFFAOYSA-N 0.000 description 2
- HCLJOFJIQIJXHS-UHFFFAOYSA-N 2-[2-[2-(2-prop-2-enoyloxyethoxy)ethoxy]ethoxy]ethyl prop-2-enoate Chemical compound C=CC(=O)OCCOCCOCCOCCOC(=O)C=C HCLJOFJIQIJXHS-UHFFFAOYSA-N 0.000 description 2
- DIWTWCCBDDWZPR-UHFFFAOYSA-N 2-difluorophosphoryloxy-1,1,1-trifluoroethane Chemical compound FC(F)(F)COP(F)(F)=O DIWTWCCBDDWZPR-UHFFFAOYSA-N 0.000 description 2
- KUDUQBURMYMBIJ-UHFFFAOYSA-N 2-prop-2-enoyloxyethyl prop-2-enoate Chemical compound C=CC(=O)OCCOC(=O)C=C KUDUQBURMYMBIJ-UHFFFAOYSA-N 0.000 description 2
- DSMUTQTWFHVVGQ-UHFFFAOYSA-N 4,5-difluoro-1,3-dioxolan-2-one Chemical compound FC1OC(=O)OC1F DSMUTQTWFHVVGQ-UHFFFAOYSA-N 0.000 description 2
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 2
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 2
- KKUKTXOBAWVSHC-UHFFFAOYSA-N Dimethylphosphate Chemical compound COP(O)(=O)OC KKUKTXOBAWVSHC-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 description 2
- 229910015643 LiMn 2 O 4 Inorganic materials 0.000 description 2
- DAKWPKUUDNSNPN-UHFFFAOYSA-N Trimethylolpropane triacrylate Chemical compound C=CC(=O)OCC(CC)(COC(=O)C=C)COC(=O)C=C DAKWPKUUDNSNPN-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- 229910003481 amorphous carbon Inorganic materials 0.000 description 2
- RDOXTESZEPMUJZ-UHFFFAOYSA-N anisole Chemical compound COC1=CC=CC=C1 RDOXTESZEPMUJZ-UHFFFAOYSA-N 0.000 description 2
- 239000012752 auxiliary agent Substances 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
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- 230000007547 defect Effects 0.000 description 2
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- UCQFCFPECQILOL-UHFFFAOYSA-N diethyl hydrogen phosphate Chemical compound CCOP(O)(=O)OCC UCQFCFPECQILOL-UHFFFAOYSA-N 0.000 description 2
- VUPKGFBOKBGHFZ-UHFFFAOYSA-N dipropyl carbonate Chemical compound CCCOC(=O)OCCC VUPKGFBOKBGHFZ-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- KLKFAASOGCDTDT-UHFFFAOYSA-N ethoxymethoxyethane Chemical compound CCOCOCC KLKFAASOGCDTDT-UHFFFAOYSA-N 0.000 description 2
- ZJXZSIYSNXKHEA-UHFFFAOYSA-N ethyl dihydrogen phosphate Chemical compound CCOP(O)(O)=O ZJXZSIYSNXKHEA-UHFFFAOYSA-N 0.000 description 2
- JBTWLSYIZRCDFO-UHFFFAOYSA-N ethyl methyl carbonate Chemical compound CCOC(=O)OC JBTWLSYIZRCDFO-UHFFFAOYSA-N 0.000 description 2
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- CAAULPUQFIIOTL-UHFFFAOYSA-N methyl dihydrogen phosphate Chemical compound COP(O)(O)=O CAAULPUQFIIOTL-UHFFFAOYSA-N 0.000 description 2
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- HXCHZCYPXXLFOK-UHFFFAOYSA-N 1,1,1-trifluoro-2-[fluoro(methoxy)phosphoryl]oxyethane Chemical compound COP(F)(=O)OCC(F)(F)F HXCHZCYPXXLFOK-UHFFFAOYSA-N 0.000 description 1
- VFRGATWKSPNXLT-UHFFFAOYSA-N 1,2-dimethoxybutane Chemical compound CCC(OC)COC VFRGATWKSPNXLT-UHFFFAOYSA-N 0.000 description 1
- CYSGHNMQYZDMIA-UHFFFAOYSA-N 1,3-Dimethyl-2-imidazolidinon Chemical compound CN1CCN(C)C1=O CYSGHNMQYZDMIA-UHFFFAOYSA-N 0.000 description 1
- CXGTZNAKCDDKEN-UHFFFAOYSA-N 1-[butoxy(fluoro)phosphoryl]oxybutane Chemical compound CCCCOP(F)(=O)OCCCC CXGTZNAKCDDKEN-UHFFFAOYSA-N 0.000 description 1
- WXSIQKMFCCUZFJ-UHFFFAOYSA-N 1-[ethoxy(fluoro)phosphoryl]oxyethane Chemical compound CCOP(F)(=O)OCC WXSIQKMFCCUZFJ-UHFFFAOYSA-N 0.000 description 1
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- HBQZTMTUBORMKD-UHFFFAOYSA-N 2-[ethoxy(fluoro)phosphoryl]oxy-1,1,1-trifluoroethane Chemical compound CCOP(F)(=O)OCC(F)(F)F HBQZTMTUBORMKD-UHFFFAOYSA-N 0.000 description 1
- YHWBTXBNNWNHTQ-UHFFFAOYSA-N 2-methylpentan-2-yl dihydrogen phosphate Chemical compound CCCC(C)(C)OP(O)(O)=O YHWBTXBNNWNHTQ-UHFFFAOYSA-N 0.000 description 1
- JWUJQDFVADABEY-UHFFFAOYSA-N 2-methyltetrahydrofuran Chemical compound CC1CCCO1 JWUJQDFVADABEY-UHFFFAOYSA-N 0.000 description 1
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- UCMXNJWJADDOLC-UHFFFAOYSA-N 3-methylhexan-3-yl dihydrogen phosphate Chemical compound CCCC(C)(CC)OP(O)(O)=O UCMXNJWJADDOLC-UHFFFAOYSA-N 0.000 description 1
- UJAMLSXZNQLCDQ-UHFFFAOYSA-N 3-methylpentan-3-yl dihydrogen phosphate Chemical compound CCC(C)(CC)OP(O)(O)=O UJAMLSXZNQLCDQ-UHFFFAOYSA-N 0.000 description 1
- FQMIAEWUVYWVNB-UHFFFAOYSA-N 3-prop-2-enoyloxybutyl prop-2-enoate Chemical compound C=CC(=O)OC(C)CCOC(=O)C=C FQMIAEWUVYWVNB-UHFFFAOYSA-N 0.000 description 1
- ZTTYKFSKZIRTDP-UHFFFAOYSA-N 4,4-difluoro-1,3-dioxolan-2-one Chemical compound FC1(F)COC(=O)O1 ZTTYKFSKZIRTDP-UHFFFAOYSA-N 0.000 description 1
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- JXBBSTRVEICMHF-UHFFFAOYSA-N CCC(CC)OP(=O)(O)F Chemical compound CCC(CC)OP(=O)(O)F JXBBSTRVEICMHF-UHFFFAOYSA-N 0.000 description 1
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- JYFHYPJRHGVZDY-UHFFFAOYSA-N Dibutyl phosphate Chemical compound CCCCOP(O)(=O)OCCCC JYFHYPJRHGVZDY-UHFFFAOYSA-N 0.000 description 1
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- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- 235000000126 Styrax benzoin Nutrition 0.000 description 1
- 244000028419 Styrax benzoin Species 0.000 description 1
- 235000008411 Sumatra benzointree Nutrition 0.000 description 1
- XRMBQHTWUBGQDN-UHFFFAOYSA-N [2-[2,2-bis(prop-2-enoyloxymethyl)butoxymethyl]-2-(prop-2-enoyloxymethyl)butyl] prop-2-enoate Chemical compound C=CC(=O)OCC(COC(=O)C=C)(CC)COCC(CC)(COC(=O)C=C)COC(=O)C=C XRMBQHTWUBGQDN-UHFFFAOYSA-N 0.000 description 1
- KNSXNCFKSZZHEA-UHFFFAOYSA-N [3-prop-2-enoyloxy-2,2-bis(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(COC(=O)C=C)(COC(=O)C=C)COC(=O)C=C KNSXNCFKSZZHEA-UHFFFAOYSA-N 0.000 description 1
- KLARSDUHONHPRF-UHFFFAOYSA-N [Li].[Mn] Chemical compound [Li].[Mn] KLARSDUHONHPRF-UHFFFAOYSA-N 0.000 description 1
- XCTATYNREGBPBO-UHFFFAOYSA-N [fluoro(methoxy)phosphoryl]oxymethane Chemical compound COP(F)(=O)OC XCTATYNREGBPBO-UHFFFAOYSA-N 0.000 description 1
- XFKSLARHPIQBFF-UHFFFAOYSA-N [fluoro(phenoxy)phosphoryl]oxybenzene Chemical compound C=1C=CC=CC=1OP(=O)(F)OC1=CC=CC=C1 XFKSLARHPIQBFF-UHFFFAOYSA-N 0.000 description 1
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 description 1
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 description 1
- 229910045601 alloy Inorganic materials 0.000 description 1
- 239000000956 alloy Substances 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 239000003125 aqueous solvent Substances 0.000 description 1
- 229910052788 barium Inorganic materials 0.000 description 1
- 230000001588 bifunctional effect Effects 0.000 description 1
- 229910002056 binary alloy Inorganic materials 0.000 description 1
- 229910052797 bismuth Inorganic materials 0.000 description 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
- 239000004327 boric acid Substances 0.000 description 1
- FOJLSWAAMLTJNZ-UHFFFAOYSA-N butan-2-yloxy(fluoro)phosphinic acid Chemical compound CCC(C)OP(O)(F)=O FOJLSWAAMLTJNZ-UHFFFAOYSA-N 0.000 description 1
- SDQQVKTYUWWRCJ-UHFFFAOYSA-N butoxy(fluoro)phosphinic acid Chemical compound CCCCOP(O)(F)=O SDQQVKTYUWWRCJ-UHFFFAOYSA-N 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 229910021393 carbon nanotube Inorganic materials 0.000 description 1
- 239000002041 carbon nanotube Substances 0.000 description 1
- 150000001733 carboxylic acid esters Chemical class 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 238000002485 combustion reaction Methods 0.000 description 1
- 238000010281 constant-current constant-voltage charging Methods 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 150000004292 cyclic ethers Chemical class 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000000151 deposition Methods 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- LPRHLAXCXZTKNI-UHFFFAOYSA-N dibutyl methyl phosphate Chemical compound CCCCOP(=O)(OC)OCCCC LPRHLAXCXZTKNI-UHFFFAOYSA-N 0.000 description 1
- UAEWCWCMYQAIDR-UHFFFAOYSA-N diethyl methyl phosphate Chemical compound CCOP(=O)(OC)OCC UAEWCWCMYQAIDR-UHFFFAOYSA-N 0.000 description 1
- VVRKSAMWBNJDTH-UHFFFAOYSA-N difluorophosphane Chemical compound FPF VVRKSAMWBNJDTH-UHFFFAOYSA-N 0.000 description 1
- YRLQYTUFYPUCAE-UHFFFAOYSA-N difluorophosphoryloxybenzene Chemical compound FP(F)(=O)OC1=CC=CC=C1 YRLQYTUFYPUCAE-UHFFFAOYSA-N 0.000 description 1
- ZLTVJTLCEBCPRC-UHFFFAOYSA-N difluorophosphoryloxymethane Chemical compound COP(F)(F)=O ZLTVJTLCEBCPRC-UHFFFAOYSA-N 0.000 description 1
- IEJIGPNLZYLLBP-UHFFFAOYSA-N dimethyl carbonate Chemical compound COC(=O)OC IEJIGPNLZYLLBP-UHFFFAOYSA-N 0.000 description 1
- GMSOIBLTSDGVEX-UHFFFAOYSA-N dimethyl propyl phosphate Chemical compound CCCOP(=O)(OC)OC GMSOIBLTSDGVEX-UHFFFAOYSA-N 0.000 description 1
- 150000004862 dioxolanes Chemical class 0.000 description 1
- QVKQJEWZVQFGIY-UHFFFAOYSA-N dipropyl hydrogen phosphate Chemical compound CCCOP(O)(=O)OCCC QVKQJEWZVQFGIY-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000007772 electrode material Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 229940052303 ethers for general anesthesia Drugs 0.000 description 1
- MHCLJIVVJQQNKQ-UHFFFAOYSA-N ethyl carbamate;2-methylprop-2-enoic acid Chemical compound CCOC(N)=O.CC(=C)C(O)=O MHCLJIVVJQQNKQ-UHFFFAOYSA-N 0.000 description 1
- UHESRSKEBRADOO-UHFFFAOYSA-N ethyl carbamate;prop-2-enoic acid Chemical compound OC(=O)C=C.CCOC(N)=O UHESRSKEBRADOO-UHFFFAOYSA-N 0.000 description 1
- JQVXMIPNQMYRPE-UHFFFAOYSA-N ethyl dimethyl phosphate Chemical compound CCOP(=O)(OC)OC JQVXMIPNQMYRPE-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- VLIWKXVZDFOSIH-UHFFFAOYSA-N fluoro(pentan-2-yloxy)phosphinic acid Chemical compound CCCC(C)OP(O)(F)=O VLIWKXVZDFOSIH-UHFFFAOYSA-N 0.000 description 1
- XQHBIVFSLPTWOF-UHFFFAOYSA-N fluoro(pentoxy)phosphinic acid Chemical compound CCCCCOP(O)(F)=O XQHBIVFSLPTWOF-UHFFFAOYSA-N 0.000 description 1
- DWYMPOCYEZONEA-UHFFFAOYSA-N fluorophosphoric acid Chemical compound OP(O)(F)=O DWYMPOCYEZONEA-UHFFFAOYSA-N 0.000 description 1
- 230000004927 fusion Effects 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 235000019382 gum benzoic Nutrition 0.000 description 1
- QDMDHWSMYFYOTN-UHFFFAOYSA-N heptan-4-yl dihydrogen phosphate Chemical compound CCCC(CCC)OP(O)(O)=O QDMDHWSMYFYOTN-UHFFFAOYSA-N 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 229910052738 indium Inorganic materials 0.000 description 1
- 229910003437 indium oxide Inorganic materials 0.000 description 1
- PJXISJQVUVHSOJ-UHFFFAOYSA-N indium(iii) oxide Chemical compound [O-2].[O-2].[O-2].[In+3].[In+3] PJXISJQVUVHSOJ-UHFFFAOYSA-N 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 230000010220 ion permeability Effects 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 230000002427 irreversible effect Effects 0.000 description 1
- 235000015110 jellies Nutrition 0.000 description 1
- 239000008274 jelly Substances 0.000 description 1
- 229910052746 lanthanum Inorganic materials 0.000 description 1
- 229910052745 lead Inorganic materials 0.000 description 1
- FUJCRWPEOMXPAD-UHFFFAOYSA-N lithium oxide Chemical compound [Li+].[Li+].[O-2] FUJCRWPEOMXPAD-UHFFFAOYSA-N 0.000 description 1
- 229910001947 lithium oxide Inorganic materials 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 238000000048 melt cooling Methods 0.000 description 1
- UZKWTJUDCOPSNM-UHFFFAOYSA-N methoxybenzene Substances CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- LYGJENNIWJXYER-UHFFFAOYSA-N nitromethane Chemical compound C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 238000005268 plasma chemical vapour deposition Methods 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920002239 polyacrylonitrile Polymers 0.000 description 1
- 229920001721 polyimide Polymers 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- KZMLMFZPKSWYMO-UHFFFAOYSA-N prop-1-ene prop-2-enoic acid Chemical compound C(C=C)(=O)O.C(C=C)(=O)O.C=CC.C=CC KZMLMFZPKSWYMO-UHFFFAOYSA-N 0.000 description 1
- FVSKHRXBFJPNKK-UHFFFAOYSA-N propionitrile Chemical compound CCC#N FVSKHRXBFJPNKK-UHFFFAOYSA-N 0.000 description 1
- MHZDONKZSXBOGL-UHFFFAOYSA-N propyl dihydrogen phosphate Chemical compound CCCOP(O)(O)=O MHZDONKZSXBOGL-UHFFFAOYSA-N 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 238000010791 quenching Methods 0.000 description 1
- 230000000171 quenching effect Effects 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 238000003980 solgel method Methods 0.000 description 1
- 239000007784 solid electrolyte Substances 0.000 description 1
- 238000005728 strengthening Methods 0.000 description 1
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 229910052714 tellurium Inorganic materials 0.000 description 1
- 229910002058 ternary alloy Inorganic materials 0.000 description 1
- OPQYOFWUFGEMRZ-UHFFFAOYSA-N tert-butyl 2,2-dimethylpropaneperoxoate Chemical compound CC(C)(C)OOC(=O)C(C)(C)C OPQYOFWUFGEMRZ-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 238000002230 thermal chemical vapour deposition Methods 0.000 description 1
- 238000012719 thermal polymerization Methods 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- XOLBLPGZBRYERU-UHFFFAOYSA-N tin dioxide Chemical compound O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 description 1
- 229910001887 tin oxide Inorganic materials 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- DQWPFSLDHJDLRL-UHFFFAOYSA-N triethyl phosphate Chemical compound CCOP(=O)(OCC)OCC DQWPFSLDHJDLRL-UHFFFAOYSA-N 0.000 description 1
- WVLBCYQITXONBZ-UHFFFAOYSA-N trimethyl phosphate Chemical compound COP(=O)(OC)OC WVLBCYQITXONBZ-UHFFFAOYSA-N 0.000 description 1
- XZZNDPSIHUTMOC-UHFFFAOYSA-N triphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=O)OC1=CC=CC=C1 XZZNDPSIHUTMOC-UHFFFAOYSA-N 0.000 description 1
- ZDOOXJCSVYVMQL-UHFFFAOYSA-N tris(2,2,3,3,3-pentafluoropropyl) phosphate Chemical compound FC(F)(F)C(F)(F)COP(=O)(OCC(F)(F)C(F)(F)F)OCC(F)(F)C(F)(F)F ZDOOXJCSVYVMQL-UHFFFAOYSA-N 0.000 description 1
- 238000001771 vacuum deposition Methods 0.000 description 1
- 238000007740 vapor deposition Methods 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
Images
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- 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
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- H01G11/60—Liquid electrolytes characterised by the solvent
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- 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
- H01G11/64—Liquid electrolytes characterised by additives
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- H01G—CAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES, LIGHT-SENSITIVE OR TEMPERATURE-SENSITIVE DEVICES OF THE ELECTROLYTIC TYPE
- H01G9/00—Electrolytic capacitors, rectifiers, detectors, switching devices, light-sensitive or temperature-sensitive devices; Processes of their manufacture
- H01G9/004—Details
- H01G9/022—Electrolytes; Absorbents
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Description
リチウム塩と、
式(1)〜(3)で示される化合物から選ばれる少なくとも1種からなるリンのオキソ酸エステル誘導体と、
式(4)で示される環状ジスルホン酸エステル及び式(5)で示される鎖状ジスルホン酸エステルから選ばれる少なくとも1種のジスルホン酸エステルと、
を含有する非水系電解液である。
先ず、図1を参照して正極1の作製について説明する。正極活物質としてLiMn2O4を85質量%、導電補助材としてアセチレンブラックを7質量%、バインダーとしてポリフッ化ビニリデンを8質量%として混合したものに、N−メチルピロリドンを加えてさらに混合し、正極スラリーを調製した。この正極スラリーをドクターブレード法により集電体となる厚さ20μmのAl箔2の両面にロールプレス処理後の厚さが160μmになるように塗布し、120℃で5分間乾燥させ、ロールプレス処理工程を施し、正極活物質層14を形成した。なお、両端部にはいずれの面にも正極活物質が塗布されていない正極活物質未塗布部5を設けた。また、そのうち一方の正極活物質未塗布部5には正極導電タブ6を溶接により設けた。正極導電タブ6が設けられた正極活物質非塗布部5の隣りに、片面のみ正極活物質を塗布した正極活物質片面塗布部4を設けた。また、3は正極活物質両面塗布部である。以上の方法により正極1を作製した。
実施例2では、リン酸トリ(2,2,2−トリフルオロエチル)(以下、PTTFEとも称す)を10質量%混合して非水系電解液を調製した以外は、実施例1と同様にして電池を作製し、評価した。
実施例3では、PTTFEを20質量%混合して非水系電解液を調製した以外は、実施例1と同様にして電池を作製し、評価した。
実施例4では、PTTFEを40質量%混合して非水系電解液を調製した以外は、実施例1と同様にして電池を作製し、評価した。
実施例5では、PTTFEをフルオロホスホン酸ジ(トリフルオロエチル)として非水系電解液を調製した以外は、実施例3と同様にして電池を作製し、評価した。
実施例6では、PTTFEをジフルオロホスフィン酸トリフルオロエチルとして非水系電解液を調製した以外は、実施例3と同様にして電池を作製し、評価した。
実施例7では、添加剤として、化合物No.2の代わりに表2の化合物No.101として非水系電解液を調製した以外は、実施例3と同様にして電池を作製し、評価した。
実施例8では、添加剤として、化合物No.2に加えてさらにフルオロエチレンカーボネート(FEC)を3質量%混合して非水系電解液を調製した以外は、実施例3と同様にして電池を作製し、評価した。
実施例9では、添加剤として、化合物No.2の代わりに表2の化合物No.101として非水系電解液を調製した以外は、実施例8と同様にして電池を作製し、評価した。
実施例10では、PTTFEを60質量%として非水系電解液を調製した以外は、実施例8と同様にして電池を作製し、評価した。
比較例1では、添加剤として、化合物No.2の代わりに1,3−プロパンスルトン(PS)を3質量%混合して非水系電解液を調製した以外は、実施例3と同様にして電池を作製し、評価した。
比較例2では、添加剤として、化合物No.2の代わりにビニレンカーボネート(VC)を3質量%混合して非水系電解液を調製した以外は、実施例3と同様にして電池を作製し、評価した。
比較例3では、添加剤として、化合物No.2の代わりにフルオロエチレンカーボネートを3質量%混合して非水系電解液を調製した以外は、実施例3と同様にして電池を作製し、評価した。
比較例4では、添加剤として、化合物No.2の代わりにビニレンカーボネートを3質量%とフルオロエチレンカーボネートを3質量%混合して非水系電解液を調製した以外は、実施例3と同様にして電池を作製し、評価した。
比較例5では、添加剤として、化合物No.2の代わりにビニレンカーボネートを3質量%混合して非水系電解液を調製した以外は、実施例10と同様にして電池を作製し、評価した。
実施例11では、非水系電解液をゲル化成分によりゲル化させてゲル電解質とした例について説明する。以下のプレゲル溶液を用いてゲル電解質を備える二次電池とした以外は実施例1と同様に電池を作製し、評価した。
実施例12では、添加剤として、化合物No.2に加えてさらにフルオロエチレンカーボネートを3質量%混合させてプレゲル溶液を調製した以外は、実施例11と同様にして電池を作製し、評価した。
比較例6では、化合物No.2の代わりに、ビニレンカーボネートを3質量%混合させてプレゲル溶液を調製した以外は、実施例12と同様にして電池を作製し、評価した。
実施例13では、シリコン系の材料を含む負極活物質を用いた例について説明する。以下の負極活物質層を有する負極を備える二次電池とした以外は実施例3と同様に電池を作製し、評価した。
実施例14では、添加剤として、化合物No.2に加えてさらにフルオロエチレンカーボネートを3質量%混合させて非水系電解液を調製した以外は、実施例13と同様にして電池を作製し、評価した。
比較例7では、添加剤として、化合物No.2の代わりにビニレンカーボネートを3質量%混合させて非水系電解液を調製した以外は、実施例14と同様にして電池を作製し、評価した。
2 Al箔
3 正極活物質両面塗布部
4 正極活物質片面塗布部
5 正極活物質未塗布部
6 正極導電タブ
7 負極
8 Cu箔
9 負極活物質両面塗布部
10 負極活物質片面塗布部
11 負極活物質未塗布部
12 負極導電タブ
13 セパレータ
14 正極活物質層
15 負極活物質層
Claims (6)
- リチウムイオン二次電池又はキャパシタに用いる非水系電解液であって、
リチウム塩と、
式(1)乃至(3)で示される化合物から選ばれる少なくとも1種からなるリンのオキソ酸エステル誘導体と、
式(4)で示される環状ジスルホン酸エステル及び式(5)で示される鎖状ジスルホン酸エステルから選ばれる少なくとも1種のジスルホン酸エステルと、
を含有し、
前記リンのオキソ酸エステル誘導体を、5質量%以上60質量%以下含有する非水系電解液;
- 前記ジスルホン酸エステルを、0.05質量%以上10質量%以下含有する請求項1に記載の非水系電解液。
- さらに、ハロゲンを含有する環状炭酸エステルを、0.5質量%以上20質量%以下含有する請求項1又は2に記載の非水系電解液。
- ポリマー成分又はポリマーによりゲル化されている請求項1乃至3のいずれかに記載の非水系電解液。
- 請求項1乃至4のいずれかに記載の非水系電解液を備えるリチウムイオン二次電池。
- 請求項1乃至4のいずれかに記載の非水系電解液を備えるキャパシタ。
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