WO2019187545A1 - 非水電解液用添加剤、非水電解液及び蓄電デバイス - Google Patents
非水電解液用添加剤、非水電解液及び蓄電デバイス Download PDFInfo
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- WO2019187545A1 WO2019187545A1 PCT/JP2019/001880 JP2019001880W WO2019187545A1 WO 2019187545 A1 WO2019187545 A1 WO 2019187545A1 JP 2019001880 W JP2019001880 W JP 2019001880W WO 2019187545 A1 WO2019187545 A1 WO 2019187545A1
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- carbon atoms
- dioxide
- aqueous electrolyte
- additive
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- 238000001816 cooling Methods 0.000 description 1
- DFJYZCUIKPGCSG-UHFFFAOYSA-N decanedinitrile Chemical compound N#CCCCCCCCCC#N DFJYZCUIKPGCSG-UHFFFAOYSA-N 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- OJBGGLLCYJYHPG-UHFFFAOYSA-N diethyl(difluoro)silane Chemical compound CC[Si](F)(F)CC OJBGGLLCYJYHPG-UHFFFAOYSA-N 0.000 description 1
- XRRDNAZMVAXXQP-UHFFFAOYSA-N difluoro(dimethyl)silane Chemical compound C[Si](C)(F)F XRRDNAZMVAXXQP-UHFFFAOYSA-N 0.000 description 1
- JJQZDUKDJDQPMQ-UHFFFAOYSA-N dimethoxy(dimethyl)silane Chemical compound CO[Si](C)(C)OC JJQZDUKDJDQPMQ-UHFFFAOYSA-N 0.000 description 1
- AXDCOWAMLFDLEP-UHFFFAOYSA-N dimethoxyphosphoryl dimethyl phosphate Chemical compound COP(=O)(OC)OP(=O)(OC)OC AXDCOWAMLFDLEP-UHFFFAOYSA-N 0.000 description 1
- IEJIGPNLZYLLBP-UHFFFAOYSA-N dimethyl carbonate Chemical compound COC(=O)OC IEJIGPNLZYLLBP-UHFFFAOYSA-N 0.000 description 1
- XPPKVPWEQAFLFU-UHFFFAOYSA-J diphosphate(4-) Chemical compound [O-]P([O-])(=O)OP([O-])([O-])=O XPPKVPWEQAFLFU-UHFFFAOYSA-J 0.000 description 1
- 235000011180 diphosphates Nutrition 0.000 description 1
- 238000010494 dissociation reaction Methods 0.000 description 1
- 230000005593 dissociations Effects 0.000 description 1
- AFOSIXZFDONLBT-UHFFFAOYSA-N divinyl sulfone Chemical compound C=CS(=O)(=O)C=C AFOSIXZFDONLBT-UHFFFAOYSA-N 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
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- GYWIDSZAIGIHMH-UHFFFAOYSA-N ethenyl-fluoro-dimethylsilane Chemical compound C[Si](C)(F)C=C GYWIDSZAIGIHMH-UHFFFAOYSA-N 0.000 description 1
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- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
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- HUNISAHOCCASGM-UHFFFAOYSA-N ethyl 2-dimethoxyphosphorylacetate Chemical compound CCOC(=O)CP(=O)(OC)OC HUNISAHOCCASGM-UHFFFAOYSA-N 0.000 description 1
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- 238000001704 evaporation Methods 0.000 description 1
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- 239000010419 fine particle Substances 0.000 description 1
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- UBGXLEFOIVWVRP-UHFFFAOYSA-N fluoro(triphenyl)silane Chemical compound C=1C=CC=CC=1[Si](C=1C=CC=CC=1)(F)C1=CC=CC=C1 UBGXLEFOIVWVRP-UHFFFAOYSA-N 0.000 description 1
- DMTSDXQHAYTVGH-UHFFFAOYSA-N fluoro(tripropyl)silane Chemical compound CCC[Si](F)(CCC)CCC DMTSDXQHAYTVGH-UHFFFAOYSA-N 0.000 description 1
- OCKMVMKNCKNCMZ-UHFFFAOYSA-N fluoro-dimethyl-phenylsilane Chemical compound C[Si](C)(F)C1=CC=CC=C1 OCKMVMKNCKNCMZ-UHFFFAOYSA-N 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- VANNPISTIUFMLH-UHFFFAOYSA-N glutaric anhydride Chemical compound O=C1CCCC(=O)O1 VANNPISTIUFMLH-UHFFFAOYSA-N 0.000 description 1
- ZTOMUSMDRMJOTH-UHFFFAOYSA-N glutaronitrile Chemical compound N#CCCCC#N ZTOMUSMDRMJOTH-UHFFFAOYSA-N 0.000 description 1
- LLEVMYXEJUDBTA-UHFFFAOYSA-N heptanedinitrile Chemical compound N#CCCCCCC#N LLEVMYXEJUDBTA-UHFFFAOYSA-N 0.000 description 1
- VYGSBJRJKHQEMH-UHFFFAOYSA-N hex-3-yne-1,6-disulfonic acid Chemical compound OS(=O)(=O)CCC#CCCS(O)(=O)=O VYGSBJRJKHQEMH-UHFFFAOYSA-N 0.000 description 1
- AMSLCAXTKHXISX-UHFFFAOYSA-N hex-3-ynedioic acid Chemical compound OC(=O)CC#CCC(O)=O AMSLCAXTKHXISX-UHFFFAOYSA-N 0.000 description 1
- HTDJPCNNEPUOOQ-UHFFFAOYSA-N hexamethylcyclotrisiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O1 HTDJPCNNEPUOOQ-UHFFFAOYSA-N 0.000 description 1
- UQEAIHBTYFGYIE-UHFFFAOYSA-N hexamethyldisiloxane Chemical compound C[Si](C)(C)O[Si](C)(C)C UQEAIHBTYFGYIE-UHFFFAOYSA-N 0.000 description 1
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 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
- 229910052740 iodine Inorganic materials 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- WDAXFOBOLVPGLV-UHFFFAOYSA-N isobutyric acid ethyl ester Natural products CCOC(=O)C(C)C WDAXFOBOLVPGLV-UHFFFAOYSA-N 0.000 description 1
- 125000000555 isopropenyl group Chemical group [H]\C([H])=C(\*)C([H])([H])[H] 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000003273 ketjen black Substances 0.000 description 1
- 239000005001 laminate film Substances 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
- 229910001496 lithium tetrafluoroborate Inorganic materials 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 239000007769 metal material Substances 0.000 description 1
- 125000005948 methanesulfonyloxy group Chemical group 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- POPACFLNWGUDSR-UHFFFAOYSA-N methoxy(trimethyl)silane Chemical compound CO[Si](C)(C)C POPACFLNWGUDSR-UHFFFAOYSA-N 0.000 description 1
- CTSAXXHOGZNKJR-UHFFFAOYSA-N methyl 2-diethoxyphosphorylacetate Chemical compound CCOP(=O)(OCC)CC(=O)OC CTSAXXHOGZNKJR-UHFFFAOYSA-N 0.000 description 1
- SIGOIUCRXKUEIG-UHFFFAOYSA-N methyl 2-dimethoxyphosphorylacetate Chemical compound COC(=O)CP(=O)(OC)OC SIGOIUCRXKUEIG-UHFFFAOYSA-N 0.000 description 1
- QPXDTULTYTZDQM-UHFFFAOYSA-N methyl bis(2,2,2-trifluoroethyl) phosphate Chemical compound FC(F)(F)COP(=O)(OC)OCC(F)(F)F QPXDTULTYTZDQM-UHFFFAOYSA-N 0.000 description 1
- HAMGRBXTJNITHG-UHFFFAOYSA-N methyl isocyanate Chemical compound CN=C=O HAMGRBXTJNITHG-UHFFFAOYSA-N 0.000 description 1
- 229940017219 methyl propionate Drugs 0.000 description 1
- BFXIKLCIZHOAAZ-UHFFFAOYSA-N methyltrimethoxysilane Chemical compound CO[Si](C)(OC)OC BFXIKLCIZHOAAZ-UHFFFAOYSA-N 0.000 description 1
- 125000006606 n-butoxy group Chemical group 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- HNHVTXYLRVGMHD-UHFFFAOYSA-N n-butyl isocyanate Chemical compound CCCCN=C=O HNHVTXYLRVGMHD-UHFFFAOYSA-N 0.000 description 1
- UUIQMZJEGPQKFD-UHFFFAOYSA-N n-butyric acid methyl ester Natural products CCCC(=O)OC UUIQMZJEGPQKFD-UHFFFAOYSA-N 0.000 description 1
- 125000003506 n-propoxy group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])O* 0.000 description 1
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- 125000001624 naphthyl group Chemical group 0.000 description 1
- 229910021382 natural graphite Inorganic materials 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 229910052758 niobium Inorganic materials 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- RBHYMPPLSZNUGF-UHFFFAOYSA-N octa-3,5-diyne-1,8-disulfonic acid Chemical compound OS(=O)(=O)CCC#CC#CCCS(O)(=O)=O RBHYMPPLSZNUGF-UHFFFAOYSA-N 0.000 description 1
- HMMGMWAXVFQUOA-UHFFFAOYSA-N octamethylcyclotetrasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 HMMGMWAXVFQUOA-UHFFFAOYSA-N 0.000 description 1
- CXQXSVUQTKDNFP-UHFFFAOYSA-N octamethyltrisiloxane Chemical compound C[Si](C)(C)O[Si](C)(C)O[Si](C)(C)C CXQXSVUQTKDNFP-UHFFFAOYSA-N 0.000 description 1
- BTNXBLUGMAMSSH-UHFFFAOYSA-N octanedinitrile Chemical compound N#CCCCCCCC#N BTNXBLUGMAMSSH-UHFFFAOYSA-N 0.000 description 1
- MHYFEEDKONKGEB-UHFFFAOYSA-N oxathiane 2,2-dioxide Chemical compound O=S1(=O)CCCCO1 MHYFEEDKONKGEB-UHFFFAOYSA-N 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 230000033116 oxidation-reduction process Effects 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- DGTNSSLYPYDJGL-UHFFFAOYSA-N phenyl isocyanate Chemical compound O=C=NC1=CC=CC=C1 DGTNSSLYPYDJGL-UHFFFAOYSA-N 0.000 description 1
- 125000002467 phosphate group Chemical group [H]OP(=O)(O[H])O[*] 0.000 description 1
- RKEWSXXUOLRFBX-UHFFFAOYSA-N pimavanserin Chemical compound C1=CC(OCC(C)C)=CC=C1CNC(=O)N(C1CCN(C)CC1)CC1=CC=C(F)C=C1 RKEWSXXUOLRFBX-UHFFFAOYSA-N 0.000 description 1
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- 239000004584 polyacrylic acid Substances 0.000 description 1
- 229920002239 polyacrylonitrile Polymers 0.000 description 1
- 229920002312 polyamide-imide Polymers 0.000 description 1
- 229920001721 polyimide Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- BYXGTJQWDSWRAG-UHFFFAOYSA-N prop-2-ynyl 2-diethoxyphosphorylacetate Chemical compound CCOP(=O)(OCC)CC(=O)OCC#C BYXGTJQWDSWRAG-UHFFFAOYSA-N 0.000 description 1
- PZAWASVJOPLHCJ-UHFFFAOYSA-N prop-2-ynyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC#C PZAWASVJOPLHCJ-UHFFFAOYSA-N 0.000 description 1
- RIZZXCJMFIGMON-UHFFFAOYSA-N prop-2-ynyl acetate Chemical compound CC(=O)OCC#C RIZZXCJMFIGMON-UHFFFAOYSA-N 0.000 description 1
- FVYZLSAWDWDVLA-UHFFFAOYSA-N prop-2-ynyl ethenesulfonate Chemical compound C=CS(=O)(=O)OCC#C FVYZLSAWDWDVLA-UHFFFAOYSA-N 0.000 description 1
- KDIDLLIMHZHOHO-UHFFFAOYSA-N prop-2-ynyl formate Chemical compound O=COCC#C KDIDLLIMHZHOHO-UHFFFAOYSA-N 0.000 description 1
- OWAHJGWVERXJMI-UHFFFAOYSA-N prop-2-ynyl methanesulfonate Chemical compound CS(=O)(=O)OCC#C OWAHJGWVERXJMI-UHFFFAOYSA-N 0.000 description 1
- WYVAMUWZEOHJOQ-UHFFFAOYSA-N propionic anhydride Chemical compound CCC(=O)OC(=O)CC WYVAMUWZEOHJOQ-UHFFFAOYSA-N 0.000 description 1
- FVSKHRXBFJPNKK-UHFFFAOYSA-N propionitrile Chemical compound CCC#N FVSKHRXBFJPNKK-UHFFFAOYSA-N 0.000 description 1
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- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- XPQLUHYRXBWTNL-UHFFFAOYSA-N s-(1,1-dioxothiolan-3-yl) ethanethioate Chemical compound CC(=O)SC1CCS(=O)(=O)C1 XPQLUHYRXBWTNL-UHFFFAOYSA-N 0.000 description 1
- 229910052814 silicon oxide Inorganic materials 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000002356 single layer Substances 0.000 description 1
- 239000007784 solid electrolyte Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 229940014800 succinic anhydride Drugs 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical class ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- LFQCEHFDDXELDD-UHFFFAOYSA-N tetramethyl orthosilicate Chemical compound CO[Si](OC)(OC)OC LFQCEHFDDXELDD-UHFFFAOYSA-N 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- ZUZPOSNHFCUOMQ-UHFFFAOYSA-N thiolan-2-amine Chemical compound NC1CCCS1 ZUZPOSNHFCUOMQ-UHFFFAOYSA-N 0.000 description 1
- UMHFSEWKWORSLP-UHFFFAOYSA-N thiophene 1,1-dioxide Chemical compound O=S1(=O)C=CC=C1 UMHFSEWKWORSLP-UHFFFAOYSA-N 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
- 125000003944 tolyl group Chemical group 0.000 description 1
- STCOOQWBFONSKY-UHFFFAOYSA-N tributyl phosphate Chemical compound CCCCOP(=O)(OCCCC)OCCCC STCOOQWBFONSKY-UHFFFAOYSA-N 0.000 description 1
- XVYIJOWQJOQFBG-UHFFFAOYSA-N triethoxy(fluoro)silane Chemical compound CCO[Si](F)(OCC)OCC XVYIJOWQJOQFBG-UHFFFAOYSA-N 0.000 description 1
- QVMRVWAOMIXFFW-UHFFFAOYSA-N triethyl(fluoro)silane Chemical compound CC[Si](F)(CC)CC QVMRVWAOMIXFFW-UHFFFAOYSA-N 0.000 description 1
- WILBTFWIBAOWLN-UHFFFAOYSA-N triethyl(triethylsilyloxy)silane Chemical compound CC[Si](CC)(CC)O[Si](CC)(CC)CC WILBTFWIBAOWLN-UHFFFAOYSA-N 0.000 description 1
- AAURKQPZJJMXER-UHFFFAOYSA-N triethylsilyl acetate Chemical compound CC[Si](CC)(CC)OC(C)=O AAURKQPZJJMXER-UHFFFAOYSA-N 0.000 description 1
- YFSQOQQWMKPPMF-UHFFFAOYSA-N triethylsilyl methanesulfonate Chemical compound CC[Si](CC)(CC)OS(C)(=O)=O YFSQOQQWMKPPMF-UHFFFAOYSA-N 0.000 description 1
- BHOCBLDBJFCBQS-UHFFFAOYSA-N trifluoro(methyl)silane Chemical compound C[Si](F)(F)F BHOCBLDBJFCBQS-UHFFFAOYSA-N 0.000 description 1
- GRGCWBWNLSTIEN-UHFFFAOYSA-N trifluoromethanesulfonyl chloride Chemical compound FC(F)(F)S(Cl)(=O)=O GRGCWBWNLSTIEN-UHFFFAOYSA-N 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- 125000001889 triflyl group Chemical group FC(F)(F)S(*)(=O)=O 0.000 description 1
- WVLBCYQITXONBZ-UHFFFAOYSA-N trimethyl phosphate Chemical compound COP(=O)(OC)OC WVLBCYQITXONBZ-UHFFFAOYSA-N 0.000 description 1
- XPEMYYBBHOILIJ-UHFFFAOYSA-N trimethyl(trimethylsilylperoxy)silane Chemical compound C[Si](C)(C)OO[Si](C)(C)C XPEMYYBBHOILIJ-UHFFFAOYSA-N 0.000 description 1
- VIYXXANHGYSBLY-UHFFFAOYSA-N trimethylsilyl 2,2,2-trifluoroacetate Chemical compound C[Si](C)(C)OC(=O)C(F)(F)F VIYXXANHGYSBLY-UHFFFAOYSA-N 0.000 description 1
- PGQNYIRJCLTTOJ-UHFFFAOYSA-N trimethylsilyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)O[Si](C)(C)C PGQNYIRJCLTTOJ-UHFFFAOYSA-N 0.000 description 1
- QHUNJMXHQHHWQP-UHFFFAOYSA-N trimethylsilyl acetate Chemical compound CC(=O)O[Si](C)(C)C QHUNJMXHQHHWQP-UHFFFAOYSA-N 0.000 description 1
- KOKCIRSTRRIYCH-UHFFFAOYSA-N trimethylsilyl ethanesulfonate Chemical compound CCS(=O)(=O)O[Si](C)(C)C KOKCIRSTRRIYCH-UHFFFAOYSA-N 0.000 description 1
- HMBPRCCUFZTWRS-UHFFFAOYSA-N trimethylsilyl fluoromethanesulfonate Chemical compound C[Si](C)(C)OS(=O)(=O)CF HMBPRCCUFZTWRS-UHFFFAOYSA-N 0.000 description 1
- QVSRWXFOZLIWJS-UHFFFAOYSA-N trimethylsilyl propanoate Chemical compound CCC(=O)O[Si](C)(C)C QVSRWXFOZLIWJS-UHFFFAOYSA-N 0.000 description 1
- NTJPIRDYMVYFNP-UHFFFAOYSA-M trimethylsilylmethanesulfonate Chemical compound C[Si](C)(C)CS([O-])(=O)=O NTJPIRDYMVYFNP-UHFFFAOYSA-M 0.000 description 1
- RNMIZTZHXJRWFT-UHFFFAOYSA-N trimethylsilyloxyboron Chemical compound [B]O[Si](C)(C)C RNMIZTZHXJRWFT-UHFFFAOYSA-N 0.000 description 1
- QJMMCGKXBZVAEI-UHFFFAOYSA-N tris(trimethylsilyl) phosphate Chemical compound C[Si](C)(C)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C QJMMCGKXBZVAEI-UHFFFAOYSA-N 0.000 description 1
- VMZOBROUFBEGAR-UHFFFAOYSA-N tris(trimethylsilyl) phosphite Chemical compound C[Si](C)(C)OP(O[Si](C)(C)C)O[Si](C)(C)C VMZOBROUFBEGAR-UHFFFAOYSA-N 0.000 description 1
- 229910052720 vanadium Inorganic materials 0.000 description 1
- 239000002759 woven fabric Substances 0.000 description 1
- 125000005023 xylyl group Chemical group 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- XLOMVQKBTHCTTD-UHFFFAOYSA-N zinc oxide Inorganic materials [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 1
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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/46—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings substituted on the ring sulfur atom
- C07D333/48—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings substituted on the ring sulfur atom by oxygen atoms
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01G—CAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES, LIGHT-SENSITIVE OR TEMPERATURE-SENSITIVE DEVICES OF THE ELECTROLYTIC TYPE
- H01G11/00—Hybrid capacitors, i.e. capacitors having different positive and negative electrodes; Electric double-layer [EDL] capacitors; Processes for the manufacture thereof or of parts thereof
- H01G11/04—Hybrid capacitors
- H01G11/06—Hybrid capacitors with one of the electrodes allowing ions to be reversibly doped thereinto, e.g. lithium ion capacitors [LIC]
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- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01G—CAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES, LIGHT-SENSITIVE OR TEMPERATURE-SENSITIVE DEVICES OF THE ELECTROLYTIC TYPE
- H01G11/00—Hybrid capacitors, i.e. capacitors having different positive and negative electrodes; Electric double-layer [EDL] capacitors; Processes for the manufacture thereof or of parts thereof
- H01G11/54—Electrolytes
- H01G11/58—Liquid electrolytes
- H01G11/64—Liquid electrolytes characterised by additives
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- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M10/00—Secondary cells; Manufacture thereof
- H01M10/05—Accumulators with non-aqueous electrolyte
- H01M10/052—Li-accumulators
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- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M10/00—Secondary cells; Manufacture thereof
- H01M10/05—Accumulators with non-aqueous electrolyte
- H01M10/052—Li-accumulators
- H01M10/0525—Rocking-chair batteries, i.e. batteries with lithium insertion or intercalation in both electrodes; Lithium-ion batteries
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- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M10/00—Secondary cells; Manufacture thereof
- H01M10/05—Accumulators with non-aqueous electrolyte
- H01M10/056—Accumulators with non-aqueous electrolyte characterised by the materials used as electrolytes, e.g. mixed inorganic/organic electrolytes
- H01M10/0564—Accumulators with non-aqueous electrolyte characterised by the materials used as electrolytes, e.g. mixed inorganic/organic electrolytes the electrolyte being constituted of organic materials only
- H01M10/0566—Liquid materials
- H01M10/0569—Liquid materials characterised by the solvents
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- 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
- H01M10/42—Methods or arrangements for servicing or maintenance of secondary cells or secondary half-cells
- H01M10/4235—Safety or regulating additives or arrangements in electrodes, separators or electrolyte
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- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M2300/00—Electrolytes
- H01M2300/0017—Non-aqueous electrolytes
- H01M2300/0025—Organic electrolyte
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- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M2300/00—Electrolytes
- H01M2300/0017—Non-aqueous electrolytes
- H01M2300/0025—Organic electrolyte
- H01M2300/0028—Organic electrolyte characterised by the solvent
- H01M2300/0037—Mixture of solvents
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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
Definitions
- the present invention relates to an additive for non-aqueous electrolyte.
- the present invention also relates to a non-aqueous electrolyte containing the non-aqueous electrolyte additive and an electricity storage device using the non-aqueous electrolyte.
- lithium ion batteries are used as power sources for notebook computers, mobile phones and the like because of their high operating voltage and energy density.
- These lithium ion batteries have high energy density compared to lead batteries and nickel cadmium batteries, and are expected to be a new power source because of their high capacity.
- the lithium ion battery has a problem that the capacity of the battery decreases with the progress of the charge / discharge cycle.
- a method of adding various additives to an electrolytic solution has been studied as a method of suppressing a decrease in battery capacity with the progress of a charge / discharge cycle.
- the additive is decomposed during the first charge and discharge to form a film called a solid electrolyte interface (SEI) on the electrode surface. Since the SEI is formed in the first cycle of the charge / discharge cycle, electricity is not consumed for the decomposition of the solvent or the like in the electrolytic solution, and lithium ions can move back and forth through the SEI. That is, the formation of SEI prevents deterioration of a power storage device such as a non-aqueous electrolyte secondary battery when a charge / discharge cycle is repeated, and contributes to improving battery characteristics, storage characteristics, load characteristics, and the like.
- SEI solid electrolyte interface
- Patent Document 1 discloses that by adding 1,3-propane sultone (PS) that forms SEI as an additive in an electrolytic solution, the charge / discharge cycle characteristics of a lithium secondary battery can be improved. It is disclosed. Patent Document 2 discloses that the self-discharge rate of a non-aqueous electrolyte secondary battery is reduced by adding 1,3,2-dioxaphosphorane-2-dioxide derivative or PS as an additive to an electrolytic solution. It is disclosed. Patent Document 3 discloses that a discharge property of a lithium secondary battery is improved by adding a vinylene carbonate (VC) derivative as an additive.
- VC vinylene carbonate
- JP 63-102173 A Japanese Patent Laid-Open No. 10-50342 Japanese Patent Laid-Open No. 05-074486
- the present invention provides an additive for a non-aqueous electrolyte that can suppress initial resistance, improve cycle characteristics over a long period of time, and suppress gas generation when used in a power storage device such as a non-aqueous electrolyte secondary battery.
- the purpose is to provide.
- Another object of the present invention is to provide a non-aqueous electrolyte using the non-aqueous electrolyte additive and an electricity storage device using the non-aqueous electrolyte.
- One aspect of the present invention provides an additive for a non-aqueous electrolyte containing a compound represented by the following formula (1a) or (1b).
- X represents an optionally substituted alkylene group having 3 to 7 carbon atoms or an optionally substituted carbon group that constitutes a cyclic structure together with the sulfur atom of the sulfonyl group.
- n represents an integer of 1 to 7
- Z represents a monovalent group represented by the following formula (2a), (2b) or (2c)
- m represents 0 or 1 Indicates.
- R 2a , R 2b and R 2c in formulas (2a), (2b) and (2c) are each independently an optionally substituted alkyl group having 1 to 4 carbon atoms, which may be substituted An alkenyl group having 2 to 4 carbon atoms, an alkynyl group having 2 to 4 carbon atoms which may be substituted, an aryl group which may be substituted, an alkoxy group having 1 to 4 carbon atoms which may be substituted, An optionally substituted alkenyloxy group having 2 to 4 carbon atoms, an optionally substituted alkynyloxy group having 2 to 4 carbon atoms, an optionally substituted aryloxy group, a hydroxyl group, a lithium alcoholate group, or a lithium atom
- two R 2c in the same molecule may be the same or different.
- Another aspect of the present invention relates to a non-aqueous electrolyte containing the non-aqueous electrolyte additive, a non-aqueous solvent, and an electrolyte.
- Still another aspect of the present invention relates to an electricity storage device, a lithium ion battery, and a lithium ion capacitor including the nonaqueous electrolyte solution, a positive electrode, and a negative electrode.
- the electricity storage device using the non-aqueous electrolyte containing the additive for non-aqueous electrolyte exhibits sufficiently low initial resistance and can exhibit excellent cycle characteristics. In addition, generation of gas after long-term use of the electricity storage device can be suppressed.
- the addition for a non-aqueous electrolyte that enables suppression of initial resistance, improvement of cycle characteristics over a long period, and suppression of gas generation An agent can be provided.
- a non-aqueous electrolyte using the non-aqueous electrolyte additive and an electricity storage device using the non-aqueous electrolyte can also be provided.
- the additive for non-aqueous electrolyte includes a compound represented by the formula (1a), a compound represented by the formula (1b), or a combination thereof.
- X in the formulas (1a) and (1b) is an optionally substituted alkylene group having 3 to 7 carbon atoms or an optionally substituted carbon atom constituting a cyclic structure together with the sulfur atom of the sulfonyl group. 3 to 7 alkenylene groups are shown. When X is an alkenylene group, the carbon atom adjacent to the sulfur atom of the sulfonyl group may form a double bond with the adjacent carbon atom. From the viewpoint of further reducing the initial resistance, X may be an optionally substituted alkylene group having 3 to 7 carbon atoms.
- X may be an alkylene group having 4 to 6 carbon atoms or an alkylene group having 4 carbon atoms (for example, n-butane-1,4-diyl group).
- the alkylene group having 3 to 7 carbon atoms or the optionally substituted alkenylene group having 3 to 7 carbon atoms as X may be further substituted with a substituent other than the substituent containing Z.
- substituents include a halogen atom.
- N in the formulas (1a) and (1b) represents an integer of 1 to 7.
- n sulfur atoms or nitrogen atoms may be bonded to n carbon atoms in the cyclic sulfone composed of the sulfonyl group and X, respectively. From the viewpoint of cycle characteristics, n may be an integer of 1 to 3.
- Z represents a monovalent group represented by the formula (2a), (2b) or (2c).
- a plurality of Z in the same molecule may be the same or different.
- Z may be a monovalent group represented by the formula (2a) including a sulfonyl group.
- R 2a , R 2b and R 2c in formulas (2a), (2b) and (2c) are each independently an optionally substituted alkyl group having 1 to 4 carbon atoms, which may be substituted An alkenyl group having 2 to 4 carbon atoms, an alkynyl group having 2 to 4 carbon atoms which may be substituted, an aryl group which may be substituted, an alkoxy group having 1 to 4 carbon atoms which may be substituted, An optionally substituted alkenyloxy group having 2 to 4 carbon atoms, an optionally substituted alkynyloxy group having 2 to 4 carbon atoms, an optionally substituted aryloxy group, a hydroxyl group, a lithium alcoholate group, or a lithium atom
- two R 2c in the same molecule may be the same or different.
- R 2a , R 2b and R 2c when an alkyl group having 1 to 4 carbon atoms is substituted, the substituent may be, for example, a halogen atom.
- the alkyl group having 1 to 4 carbon atoms which may be substituted with a halogen atom include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a tert-butyl group, and A trifluoromethyl group etc. are mentioned.
- R 2a , R 2b and R 2c may be a methyl group, an ethyl group or a t-butyl group, or may be a methyl group.
- R 2a , R 2b and R 2c are substituted with an alkenyl group having 2 to 4 carbon atoms
- the substituent may be, for example, a halogen atom.
- the alkenyl group having 2 to 4 carbon atoms which may be substituted with a halogen atom include a vinyl group, allyl group, isopropenyl group, 1-butenyl group, 2-butenyl group, 3-butenyl group, isobutenyl group, And 1,1-difluoro-1-propenyl group and the like.
- R 2a , R 2b and R 2c may be vinyl groups or allyl groups.
- R 2a , R 2b and R 2c are substituted with an alkynyl group having 2 to 4 carbon atoms
- the substituent may be, for example, a halogen atom.
- the alkynyl group having 2 to 4 carbon atoms which may be substituted with a halogen atom include 1-propynyl group, 2-propynyl group, 1-butynyl group, 2-butynyl group and 3-butynyl group. It is done.
- the substituent when the aryl group is substituted, the substituent may be, for example, a halogen atom or an alkyl group having 1 to 3 carbon atoms (such as a methyl group).
- the aryl group which may be substituted with a halogen atom or an alkyl group having 1 to 3 carbon atoms include a phenyl group, a tolyl group, a xylyl group, and a naphthyl group.
- the substituent when an alkoxy group having 1 to 4 carbon atoms is substituted, the substituent may be, for example, a halogen atom.
- the alkoxy group that may be substituted with a halogen atom include a methoxy group, an ethoxy group, an n-propoxy group, and an n-butoxy group.
- R 2a , R 2b and R 2c are substituted with an alkenyloxy group having 2 to 4 carbon atoms
- the substituent may be, for example, a halogen atom.
- the alkenyloxy group having 2 to 4 carbon atoms which may be substituted with a halogen atom include a 2-propenyloxy group, a 1-methyl-2-propenyloxy group, a 2-methyl-2-propenyloxy group, 2 -Butenyloxy group, 3-butenyloxy group and the like can be mentioned.
- R 2a , R 2b and R 2c are substituted with an alkynyloxy group having 2 to 4 carbon atoms
- the substituent may be, for example, a halogen atom.
- the alkynyloxy group having 2 to 4 carbon atoms which may be substituted with a halogen atom include a 2-propynyloxy group, a 1-methyl-2-propynyloxy group, a 2-methyl-2-propynyloxy group, 2 -Butynyloxy group, 3-butynyloxy group and the like.
- the substituent when the aryloxy group is substituted, the substituent may be, for example, an alkyl group having 1 to 3 carbon atoms, an alkoxy group having 1 to 3 carbon atoms, or a halogen atom. Good.
- Examples of the alkyloxy group having 1 to 3 carbon atoms, the alkoxy group having 1 to 3 carbon atoms, or the aryloxy group optionally substituted with a halogen atom include a phenoxy group, a 2-methylphenoxy group, a 3-methylphenoxy group, Examples include 4-methylphenoxy group, 2-ethylphenoxy group, 3-ethylphenoxy group, 4-ethylphenoxy group, 2-methoxyphenoxy group, 3-methoxyphenoxy group, and 4-methoxyphenoxy group.
- the halogen atom that can substitute the alkenyloxy group having 2 to 4 carbon atoms, the alkynyloxy group having 2 to 4 carbon atoms, or the aryloxy group include an iodine atom, a bromine atom, and a fluorine atom. From the viewpoint of easily lowering the battery resistance, the halogen atom may be a fluorine atom.
- R 2a , R 2b and R 2c are particularly substituted with a C 1-4 alkyl group which may be substituted with a halogen atom or a halogen atom, from the viewpoint that the battery resistance tends to be lower. It may be an aryl group or an alkyl group having 1 to 3 carbon atoms which may be substituted with a halogen atom.
- Formula (1a) may be, for example, the following formula (1a-1) when X is an alkylene group having 4 carbon atoms (n-butane-1,4-diyl group). Z in the formula (1a-1) is the same as Z in the formula (1a).
- Examples of the compound represented by the formula (1a-1) wherein Z is a monovalent group represented by the formula (2a) include 3-methylsulfonylthiotetrahydrothiophene-1,1-di Oxide, 3-ethylsulfonylthiotetrahydrothiophene-1,1-dioxide, 3-phenylsulfonylthiotetrahydrothiophene-1,1-dioxide, 3-trifluoromethylsulfonylthiotetrahydrothiophene-1,1-dioxide, 3 -Tert-butylsulfonylthiotetrahydrothiophene-1,1-dioxide, 3-methoxysulfonylthiotetrahydrothiophene-1,1-dioxide, 3-trifluoroethoxysulfonylthiotetrahydrothiophene-1,1-dioxide, 3- Allyl
- Examples of the compound represented by the formula (1a-1) in which Z is a monovalent group represented by the formula (2b) include 3-methylcarbonylthiotetrahydrothiophene-1,1-di Oxide, 3-ethylcarbonylthiotetrahydrothiophene-1,1-dioxide, 3-phenylcarbonylthiotetrahydrothiophene-1,1-dioxide, 3-trifluoromethylcarbonylthiotetrahydrothiophene-1,1-dioxide, 3 -Tert-butylcarbonylthiotetrahydrothiophene-1,1-dioxide, 3-methoxycarbonylthiotetrahydrothiophene-1,1-dioxide, 3-trifluoroethoxycarbonylthiotetrahydrothiophene-1,1-dioxide, etc. Can be mentioned.
- Examples of the compound represented by the formula (1a-1) in which Z is a monovalent group represented by the formula (2c) include 3-dimethylphosphinylthiotetrahydrothiophene-1,1- Dioxide, 3-diethylphosphinylthiotetrahydrothiophene-1,1-dioxide, 3-bis-trifluoromethylphosphinylthiotetrahydrothiophene-1,1-dioxide, 3-diphenylphosphinylthiotetrahydrothiophene-1, 1-dioxide, 3-diallylphosphinylthiotetrahydrothiophene-1,1-dioxide, 3-divinylphosphinylthiotetrahydrothiophene-1,1-dioxide, 3-dipropargylphosphinylthiotetrahydrothiophene-1,1 -Dioxide, 3-dimethoxyphosphini Thiote
- Formula (1a) may be, for example, the following formula (1a-2) when X is an alkenylene group having 4 carbon atoms (1-butene-1,4-diyl group). Z in the formula (1a-2) is the same as Z in the formula (1a).
- Examples of the compound represented by the formula (1a-2) in which Z is a monovalent group represented by the formula (2a) include 4-methylsulfonylthiotetrahydrothiophene-1,1-di Oxide-2-ene, 4-ethylsulfonylthiotetrahydrothiophene-1,1-dioxide-2-ene, 4-phenylsulfonylthiotetrahydrothiophene-1,1-dioxide-2-ene, 4-trifluoromethylsulfonyl Thiotetrahydrothiophene-1,1-dioxide-2-ene, 4-tert-butylsulfonylthiotetrahydrothiophene-1,1-dioxide-2-ene, 4-methoxysulfonylthiotetrahydrothiophene-1,1-dioxide -2-ene, 4-trifluoroethoxysulfonylthio
- Examples of the compound represented by the formula (1a-2), wherein Z is a monovalent group represented by the formula (2b), include 4-methylcarbonylthiotetrahydrothiophene-1,1-di Oxide-2-ene, 4-ethylcarbonylthiotetrahydrothiophene-1,1-dioxide-2-ene, 4-phenylcarbonylthiotetrahydrothiophene-1,1-dioxide-2-ene, 4-trifluoromethylcarbonyl Thiotetrahydrothiophene-1,1-dioxide-2-ene, 4-tert-butylcarbonylthiotetrahydrothiophene-1,1-dioxide-2-ene, 4-methoxycarbonylthiotetrahydrothiophene-1,1-dioxide -2-ene and 4-trifluoroethoxycarbonylthiotetrahydrothiol Down-1,1-dioxide-2-ene
- Examples of the compound represented by the formula (1a-2), wherein Z is a monovalent group represented by the formula (2c), include 4-dimethylphosphinylthiotetrahydrothiophene-1,1- Dioxide-2-ene, 4-diethylphosphinylthiotetrahydrothiophene-1,1-dioxide-2-ene, 4-bis-trifluoromethylphosphinylthiotetrahydrothiophene-1,1-dioxide-2-ene 4-diphenylphosphinylthiotetrahydrothiophene-1,1-dioxide-2-ene, 4-diallylphosphinylthiotetrahydrothiophene-1,1-dioxide-2-ene, 4-divinylphosphinylthiotetrahydrothiophene 1,1-dioxide-2-ene, 4-dipropargylphosphinylthiotetrahydride Thiophene
- Formula (1b) may be, for example, the following formula (1b-1) when X is an alkylene group having 4 carbon atoms (n-butane-1,4-diyl group). Z and m in the formula (1b-1) are the same as Z and m in the formula (1b).
- Examples of the compound represented by the formula (1b-1), wherein Z is a monovalent group represented by the formula (2a) and m is 1, include 3- (N- (methylsulfonyl) ) Aminotetrahydrothiophene-1,1-dioxide, 3- (N- (ethylsulfonyl) aminotetrahydrothiophene-1,1-dioxide, 3- (N- (phenylsulfonyl) tetrahydrothiophene-1,1-dioxide) 3- (N- (trifluoromethylsulfonyl) aminotetrahydrothiophene-1,1-dioxide, 3- (N- (allylsulfonyl) aminotetrahydrothiophene-1,1-dioxide), and the like.
- Examples of the compound represented by the formula (1b-1), wherein Z is a monovalent group represented by the formula (2b) and m is 1, include 3- (N- (methylcarbonyl ) Aminotetrahydrothiophene-1,1-dioxide, 3- (N- (ethylcarbonyl) aminotetrahydrothiophene-1,1-dioxide, 3- (N- (phenylcarbonyl) aminotetrahydrothiophene-1,1-di) Examples thereof include oxide, 3- (N- (trifluoromethylcarbonyl) aminotetrahydrothiophene-1,1-dioxide, and 3- (N- (methylcarbonyl) aminotetrahydrothiophene-1,1-dioxide).
- Examples of the compound represented by the formula (1b-1), wherein Z is a monovalent group represented by the formula (2c) and m is 1, include 3- (N- (dimethylphosphine). Finyl) aminotetrahydrothiophene-1,1-dioxide, 3- (N- (diphenylphosphinyl) aminotetrahydrothiophene-1,1-dioxide, 3- (N- (vinylphosphinyl) aminotetrahydrothiophene) 1,1-dioxide, 3- (N- (allylphosphinyl) aminotetrahydrothiophene-1,1-dioxide, 3- (N- (methoxyphosphinyl) aminotetrahydrothiophene-1,1-di Oxide, and 3- (N- (lithiumoxyphosphinyl) aminotetrahydrothiophene-1,1-dioxide, and the like.
- Examples of the compound represented by the formula (1b-1), wherein Z is a monovalent group represented by the formula (2a) and m is 0, include 3- (N, N-bis (Methylsulfonyl) aminotetrahydrothiophene-1,1-dioxide, 3- (N, N-bis- (methylsulfonyl) aminotetrahydrothiophene-1,1-dioxide, 3- (N, N-bis- (ethyl) Sulfonyl) aminotetrahydrothiophene-1,1-dioxide, 3- (N, N-bis- (phenylsulfonyl) tetrahydrothiophene-1,1-dioxide, 3- (N, N-bis- (trifluoromethylsulfonyl) ) Aminotetrahydrothiophene-1,1-dioxide, 3- (N, N-bis- (allylsulfonyl) aminotetrahydrothioph
- Examples of the compound represented by the formula (1b-1), wherein Z is a monovalent group represented by the formula (2b) and m is 0, include 3- (N, N-bis -(Ethylcarbonyl) aminotetrahydrothiophene-1,1-dioxide, 3- (N, N-bis- (phenylcarbonyl) aminotetrahydrothiophene-1,1-dioxide, 3- (N, N-bis- ( Examples thereof include trifluoromethylcarbonyl) aminotetrahydrothiophene-1,1-dioxide, 3- (N, N-bis- (methylcarbonyl) aminotetrahydrothiophene-1,1-dioxide, and the like.
- Examples of the compound represented by the formula (1b-1), wherein Z is a monovalent group represented by the formula (2c) and m is 0, include 3- (N, N-bis -(Dimethylphosphinyl) aminotetrahydrothiophene-1,1-dioxide, 3- (N, N-bis- (diphenylphosphinyl) aminotetrahydrothiophene-1,1-dioxide, 3- (N, N -Bis- (vinylphosphinyl) aminotetrahydrothiophene-1,1-dioxide, 3- (N, N-bis- (allylphosphinyl) aminotetrahydrothiophene-1,1-dioxide, and 3- ( Examples thereof include N, N-bis- (methoxyphosphinyl) aminotetrahydrothiophene-1,1-dioxide.
- Formula (1b) may be, for example, the following formula (1b-2) when X is an alkenylene group having 4 carbon atoms (1-butene-1,4-diyl group).
- Z and m in the formula (1b-2) are the same as Z and m in the formula (1b).
- Examples of the compound represented by the formula (1b-2), wherein Z is a monovalent group represented by the formula (2a) and m is 1, include 4- (N- (methylsulfonyl) ) Aminotetrahydrothiophene-1,1-dioxide-2-ene, 4- (N- (methylsulfonyl) aminotetrahydrothiophene-1,1-dioxide-2-ene, 4- (N- (ethylsulfonyl) amino Tetrahydrothiophene-1,1-dioxide-2-ene, 4- (N- (phenylsulfonyl) aminotetrahydrothiophene-1,1-dioxide-2-ene, 4- (N- (trifluoromethylsulfonyl) amino Tetrahydrothiophene-1,1-dioxide-2-ene and 4- (N- (allylsulfonyl) aminotetrahydrothiophene-1,1-dio
- Examples of the compound represented by the formula (1b-2), wherein Z is a monovalent group represented by the formula (2b) and m is 1, include 4- (N- (methylcarbonyl ) Aminotetrahydrothiophene-1,1-dioxide-2-ene, 4- (N- (ethylcarbonyl) aminotetrahydrothiophene-1,1-dioxide-2-ene, 4- (N- (phenylcarbonyl) amino Tetrahydrothiophene-1,1-dioxide-2-ene, 4- (N- (trifluoromethylcarbonyl) aminotetrahydrothiophene-1,1-dioxide-2-ene, and 4- (N- (methylcarbonyl) And aminotetrahydrothiophene-1,1-dioxide-2-ene.
- Examples of the compound represented by the formula (1b-2), wherein Z is a monovalent group represented by the formula (2c) and m is 1, include 4- (N- (dimethylphosphine). Finyl) aminotetrahydrothiophene-1,1-dioxide-2-ene, 4- (N- (diphenylphosphinyl) aminotetrahydrothiophene-1,1-dioxide-2-ene, 4- (N- ( Vinylphosphinyl) aminotetrahydrothiophene-1,1-dioxide-2-ene, 4- (N- (allylphosphinyl) aminotetrahydrothiophene-1,1-dioxide-2-ene, 4- (N -(Methoxyphosphinyl) aminotetrahydrothiophene-1,1-dioxide-2-ene, and 4- (N- (lithiumoxyphosphinyl) aminotetrahydrothiophene-1, - dioxide-2-en
- Examples of the compound represented by the formula (1b-2), wherein Z is a monovalent group represented by the formula (2a) and m is 0, include 4- (N, N-bis). -(Methylsulfonyl) aminotetrahydrothiophene-1,1-dioxide-2-ene, 4- (N, N-bis- (methylsulfonyl) aminotetrahydrothiophene-1,1-dioxide-2-ene, 4- (N, N-bis- (ethylsulfonyl) aminotetrahydrothiophene-1,1-dioxide-2-ene, 4- (N, N-bis- (phenylsulfonyl) aminotetrahydrothiophene-1,1-dioxide- 2-ene, 4- (N, N-bis- (trifluoromethylsulfonyl) aminotetrahydrothiophene-1,1-dioxide-2-ene, and 4- (N, N
- Examples of the compound represented by the formula (1b-2), wherein Z is a monovalent group represented by the formula (2b) and m is 0, include 4- (N, N-bis -(Methylcarbonyl) aminotetrahydrothiophene-1,1-dioxide-2-ene, 4- (N, N-bis- (ethylcarbonyl) aminotetrahydrothiophene-1,1-dioxide-2-ene, 4- (N, N-bis- (phenylcarbonyl) aminotetrahydrothiophene-1,1-dioxide-2-ene, 4- (N, N-bis- (trifluoromethylcarbonyl) aminotetrahydrothiophene-1,1-di Examples include oxide-2-ene, 4- (N, N-bis- (methylcarbonyl) aminotetrahydrothiophene-1,1-dioxide-2-ene, and the like.
- Examples of the compound represented by the formula (1b-2), wherein Z is a monovalent group represented by the formula (2c) and m is 0, include 4- (N, N-bis -(Dimethylphosphinyl) aminotetrahydrothiophene-1,1-dioxide-2-ene, 4- (N, N-bis- (diphenylphosphinyl) aminotetrahydrothiophene-1,1-dioxide-2- Ene, 4- (N, N-bis- (vinylphosphinyl) aminotetrahydrothiophene-1,1-dioxide-2-ene, 4- (N, N-bis- (allylphosphinyl) aminotetrahydrothiophene 1,1-dioxide-2-ene, 4- (N, N-bis- (methoxyphosphinyl) aminotetrahydrothiophene-1,1-dioxide-2-ene, and 4- (N, N- Screw (Re Um oxy pho
- the compound represented by the formula (1a) or (1b) can be synthesized by combining ordinary reactions using available raw materials.
- X is an alkylene group having 4 carbon atoms (n-butane-1,4-diyl group)
- Z is a monovalent group represented by the formula (2a)
- n is 1.
- a certain compound can be synthesized, for example, by reacting 3-mercaptosulfolane with a sulfonyl chloride derivative such as methanesulfonyl chloride, paratoluenesulfonyl chloride, benzenesulfonyl chloride, trifluoromethanesulfonyl chloride or the like.
- X is an alkylene group having 4 carbon atoms (n-butane-1,4-diyl group)
- Z is a monovalent group represented by the formula (2a)
- m is 1.
- the compound wherein n is 1 can be synthesized by the same method as described above except that 3-aminosulfolane is used instead of 3-mercaptosulfolane.
- a non-aqueous electrolyte contains the compound represented by the formula (1a) or (1b) as an additive for a non-aqueous electrolyte, a non-aqueous solvent, and an electrolyte.
- This additive for non-aqueous electrolyte is prepared by, for example, dissolving the compound represented by the formula (1a) or (1b) together with an electrolyte in a non-aqueous solvent.
- the additive for non-aqueous electrolyte according to this embodiment may contain one kind of the compound represented by the formula (1a) or (1b) alone, or may contain two or more kinds.
- the additive for non-aqueous electrolyte according to the present embodiment includes, as necessary, a cyclic carbonate compound, a nitrile compound, an isocyanate compound, a C ⁇ C group-containing compound, an S ⁇ O group or an S ( ⁇ O) 2 group-containing compound. (Other than the compounds represented by the formula (1a) or (1b)), phosphorus-containing compounds, acid anhydrides, cyclic phosphazene compounds, boron-containing compounds, silicon-containing compounds and the like may further be included.
- cyclic carbonate compound examples include 4-fluoro-1,3-dioxolan-2-one (FEC), trans or cis-4,5-difluoro-1,3-dioxolan-2-one (DFEC), vinylene carbonate ( VC), vinyl ethylene carbonate (VEC), 4-ethynyl-1,3-dioxolan-2-one (EEC), and the like.
- FEC 4-fluoro-1,3-dioxolan-2-one
- DFEC trans or cis-4,5-difluoro-1,3-dioxolan-2-one
- VC vinylene carbonate
- VEC vinyl ethylene carbonate
- EEC 4-ethynyl-1,3-dioxolan-2-one
- nitrile compound examples include acetonitrile, propionitrile, succinonitrile, glutaronitrile, adiponitrile, pimelonitrile, suberonitrile, and sebaconitrile.
- succinonitrile, adiponitrile, or a combination thereof may be used.
- isocyanate compound examples include methyl isocyanate, ethyl isocyanate, butyl isocyanate, phenyl isocyanate, tetramethylene diisocyanate, hexamethylene diisocyanate, octamethylene diisocyanate, 1,4-phenylene diisocyanate, 2-isocyanatoethyl acrylate, and 2-isocyanatoethyl. And methacrylate.
- Examples of the C ⁇ C group-containing compound include 2-propynyl methyl carbonate, 2-propynyl acetate, 2-propynyl formate, 2-propynyl methacrylate, 2-propynyl methanesulfonate, and 2-propynyl vinyl sulfonate.
- Examples include 2-butyne-1,4-diyldimethanesulfonate, 2-butyne-1,4-diyldiformate, and 2,4-hexadiyne-1,6-diyldimethanesulfonate.
- Examples of the compound containing S ⁇ O group or S ( ⁇ O) 2 group include 1,3-propane sultone (PS), 1,3-butane sultone, 2,4-butane sultone, 1,4-butane sultone, 1,3- Sultone such as propene sultone, 2,2-dioxide-1,2-oxathiolan-4-yl acetate, and 5,5-dimethyl-1,2-oxathiolan-4-one 2,2-dioxide, ethylene sulfite, ethylene Sulfate, hexahydrobenzo [1,3,2] dioxathiolane-2-oxide (also called 1,2-cyclohexanediol cyclic sulfite), and 5-vinyl-hexahydro-1,3,2-benzodioxathiol -2-Cyclic sulfite such as oxide, butane-2,3-diyldimethanesulfonate
- Examples of the phosphorus-containing compound include trimethyl phosphate, tributyl phosphate, trioctyl phosphate, tris (2,2,2-trifluoroethyl phosphate), bis (2,2,2-trifluoroethyl) methyl phosphate, phosphorus Bis (2,2,2-trifluoroethyl) ethyl phosphate, bis (2,2,2-trifluoroethyl phosphate) 2,2-difluoroethyl phosphate, bis (2,2,2-trifluoroethyl phosphate) 2,2,3,3-tetrafluoropropyl, bis (2,2-difluoroethyl) phosphate 2,2,2-trifluoroethyl, bis (2,2,3,3-tetrafluoropropyl) phosphate 2 , 2,2-trifluoroethyl and phosphoric acid (2,2,2-trifluoroethyl) (2,2,3,3-tetrafluoro
- acid anhydride examples include acetic anhydride, propionic anhydride, succinic anhydride, maleic anhydride, 3-allyl succinic anhydride, glutaric anhydride, itaconic anhydride, and 3-sulfo-propionic anhydride.
- Examples of the cyclic phosphazene compound include methoxypentafluorocyclotriphosphazene, ethoxypentafluorocyclotriphosphazene, phenoxypentafluorocyclotriphosphazene, and ethoxyheptafluorocyclotetraphosphazene.
- silicon-containing compound examples include hexamethylcyclotrisiloxane, hexaethylcyclotrisiloxane, hexaphenylcyclotrisiloxane, 1,3,5-trimethyl-1,3,5-trivinylcyclotrisiloxane, and octamethylcyclotetrasiloxane.
- Decamethylcyclopentasiloxane trimethylfluorosilane, triethylfluorosilane, tripropylfluorosilane, phenyldimethylfluorosilane, triphenylfluorosilane, vinyldimethylfluorosilane, vinyldiethylfluorosilane, vinyldiphenylfluorosilane, trimethoxyfluorosilane, Triethoxyfluorosilane, dimethyldifluorosilane, diethyldifluorosilane, divinyldifluorosilane, ethylvinyldifluorosila , Methyltrifluorosilane, ethyltrifluorosilane, hexamethyldisiloxane, 1,3-diethyltetramethyldisiloxane, hexaethyldisiloxane, octamethyltrisiloxane, methoxytrimethyl
- boron-containing compound examples include boroxine, trimethylboroxine, trimethoxyboroxine, triethylboroxine, triethoxyboroxine, triisopropylboroxine, triisopropoxyboroxine, tri-n-propylboroxine, tri-n-propoxyboro Xin, tri-n-butylboroxine, tri-n-butyloxyboroxine, triphenylboroxine, triphenoxyboroxine, tricyclohexylboroxine, and tricyclohexoxyboroxine.
- the non-aqueous electrolyte according to the present embodiment contains the additive for non-aqueous electrolyte, a non-aqueous solvent, and an electrolyte.
- the content of the non-aqueous electrolyte additive (or the compound represented by (1a) or (1b)) in the non-aqueous electrolyte is 0.005 to 10 in total based on the total mass of the non-aqueous electrolyte. It may be mass%.
- the content of the additive for non-aqueous electrolyte is 0.005% by mass or more, more excellent battery characteristics can be obtained, and when the content is 10% by mass or less, the viscosity of the non-aqueous electrolyte increases. Since it is difficult, sufficient ion mobility can be secured.
- the content of the additive for non-aqueous electrolyte (or the compound represented by (1a) or (1b)) is 0.01 to 10 in total based on the total mass of the non-aqueous electrolyte.
- the range of mass% may be sufficient.
- the content of the cyclic carbonate compound is 0. 0 based on the total mass of the non-aqueous electrolyte. It may be 001 to 10% by mass. When the content of the cyclic carbonate compound is within this range, the SEI does not become too thick, and the stability of the SEI at higher temperatures increases.
- the content of the cyclic carbonate compound may be 0.01% by mass or more, or 0.5% by mass or more based on the total mass of the nonaqueous electrolytic solution.
- the content of the nitrile compound is 0.001 to on the basis of the total mass of the nonaqueous electrolytic solution. It may be 10% by mass. When the content of the nitrile compound is within this range, the SEI does not become too thick, and the stability of the SEI at higher temperatures increases.
- the content of the nitrile compound may be 0.01% by mass or more, or 0.5% by mass or more based on the total mass of the nonaqueous electrolytic solution.
- the content of the isocyanate compound is 0.01 to based on the total mass of the nonaqueous electrolytic solution. It may be 5% by mass. When the content of the isocyanate compound is within this range, the SEI does not become too thick, and the stability of the SEI at higher temperatures increases.
- the content of the isocyanate compound may be 0.5% by mass or more or 3% by mass or less based on the total mass of the nonaqueous electrolytic solution.
- the content of the C ⁇ C group-containing compound is the total mass of the non-aqueous electrolyte. May be from 0.01 to 5 mass%. When the content of the C ⁇ C group-containing compound is within this range, the SEI does not become too thick, and the stability of the SEI at higher temperatures increases.
- the content of the C ⁇ C group-containing compound may be 0.1% by mass or more based on the total mass of the nonaqueous electrolytic solution.
- the S ⁇ O group or S ( ⁇ O) 2 group-containing compound When the compound represented by the formula (1a) or (1b) and the S ⁇ O group or S ( ⁇ O) 2 group-containing compound are used as additives, the S ⁇ O group or S ( ⁇ O).
- the content of the two- group-containing compound may be 0.001 to 5% by mass based on the total mass of the nonaqueous electrolytic solution.
- the content of the S ⁇ O group or S ( ⁇ O) 2 group-containing compound is within this range, the SEI does not become too thick, and the stability of the SEI at higher temperatures increases.
- the content of the S ⁇ O group or S ( ⁇ O) 2 group-containing compound may be 0.01% by mass or more, or 0.1% by mass or more based on the total mass of the nonaqueous electrolytic solution. .
- the content of the phosphorus-containing compound is 0. 0 based on the total mass of the non-aqueous electrolyte. It may be 001 to 5% by mass. When the content of the phosphorus-containing compound is within this range, the SEI does not become too thick, and the stability of the SEI at higher temperatures increases.
- the content of the phosphorus-containing compound may be 0.01% by mass or more, or 0.1% by mass or more based on the total mass of the nonaqueous electrolytic solution.
- the content of the cyclic phosphazene compound is 0. 0 based on the total mass of the nonaqueous electrolytic solution. It may be 001 to 5% by mass. When the content of the cyclic phosphazene compound is within this range, the SEI does not become too thick, and the stability of the SEI at higher temperatures increases.
- the content of the cyclic phosphazene compound may be 0.01% by mass or more, or 0.1% by mass or more based on the total mass of the nonaqueous electrolytic solution.
- the content of the acid anhydride is 0.00 on the basis of the total mass of the nonaqueous electrolytic solution. It may be 001 to 5% by mass. When the content of the acid anhydride is within this range, the SEI does not become too thick, and the stability of the SEI at higher temperatures increases.
- the content of the acid anhydride may be 0.01% by mass or more, or 0.5% by mass or more based on the total mass of the nonaqueous electrolytic solution.
- the content of the boron-containing compound is 0. 0 based on the total mass of the non-aqueous electrolyte. It may be 001 to 5% by mass. In this range, the SEI does not become too thick, and the stability of the SEI at higher temperatures increases.
- the content of the boron-containing compound may be 0.01% by mass or more, or 0.1% by mass or more based on the total mass of the nonaqueous electrolytic solution.
- the content of the silicon-containing compound is 0. 0 based on the total mass of the nonaqueous electrolytic solution. It may be from 01 to 5% by mass. When the content of the silicon-containing compound is within this range, the SEI does not become too thick, and the stability of the SEI at higher temperatures increases.
- the content of the silicon-containing compound may be 0.1% by mass or more, or 0.5% by mass or more based on the total mass of the nonaqueous electrolytic solution.
- an aprotic solvent can be selected from the viewpoint of keeping the viscosity of the obtained non-aqueous electrolyte low.
- the aprotic solvent is at least one selected from the group consisting of cyclic carbonate, chain carbonate, aliphatic carboxylic acid ester, lactone, lactam, cyclic ether, chain ether, sulfone, nitrile, and halogen derivatives thereof. May be.
- a cyclic carbonate or a chain carbonate can be selected, and a combination of a cyclic carbonate and a chain carbonate can also be selected.
- cyclic carbonate examples include ethylene carbonate, propylene carbonate, butylene carbonate, and the like.
- 4-Fluoro-1,3-dioxolan-2-one (FEC) exemplified as an additive cyclic carbonate may be used as a non-aqueous solvent.
- chain carbonate examples include dimethyl carbonate, diethyl carbonate, and ethyl methyl carbonate.
- aliphatic carboxylic acid ester examples include methyl acetate, ethyl acetate, methyl propionate, ethyl propionate, methyl butyrate, methyl isobutyrate, and methyl trimethyl acetate.
- lactone examples include ⁇ -butyrolactone.
- lactam examples include ⁇ -caprolactam and N-methylpyrrolidone.
- examples of the cyclic ether include tetrahydrofuran, 2-methyltetrahydrofuran, tetrahydropyran, 1,3-dioxolane and the like.
- Examples of the chain ether include 1,2-diethoxyethane, ethoxymethoxyethane, and the like.
- examples of the sulfone examples include sulfolane.
- the nitrile examples include acetonitrile. Acetonitrile may be used as an additive or a non-aqueous solvent.
- halogen derivative examples include 4-chloro-1,3-dioxolane-2-one, 4,5-difluoro-1,3-dioxolane-2-one, and the like. These non-aqueous solvents may be used alone or in combination of two or more.
- the electrolyte may be a lithium salt that serves as a source of lithium ions.
- Electrolyte LiAlCl 4, LiBF 4, LiPF 6, LiClO 4, LiAsF 6 and may be at least one selected from the group consisting of LiSbF 6. From the viewpoint of having a high degree of dissociation and an ability to increase the ionic conductivity of the electrolytic solution and further suppressing the performance deterioration of the electricity storage device due to long-term use due to the oxidation-reduction characteristics, LiBF 4 and / or LiPF are used as the electrolyte. 6 may be selected. These electrolytes may be used alone or in combination of two or more.
- LiBF 4 and / or LiPF 6 When the electrolyte is LiBF 4 and / or LiPF 6 , one or more cyclic carbonates and chain carbonates may be combined as the non-aqueous solvent. In particular, LiBF 4 and / or LiPF 6 may be combined with ethylene carbonate and diethyl carbonate.
- the concentration of the electrolyte in the non-aqueous electrolyte may be 0.1 to 2.0 mol / L based on the volume of the non-aqueous electrolyte.
- concentration of the electrolyte is 0.1 mol / L or more, more excellent discharge characteristics or charge characteristics can be obtained.
- concentration of the electrolyte is 2.0 mol / L or less, the viscosity of the nonaqueous electrolytic solution is difficult to increase, and thus ion mobility can be secured at a higher level.
- the concentration of the electrolyte may be 0.5 to 1.5 mol / L.
- the electrolyte (first lithium salt) and a second lithium salt different from the electrolyte may be used in combination.
- the second lithium salt include lithium difluorophosphate, lithium bisoxalatoborate (LiBOB), lithium tetrafluoro (oxalato) phosphate (LiTFOP), lithium difluorooxalatoborate (LiDFOB), and lithium difluorobisoxalatophosphate.
- LiDFOP lithium tetrafluoroborate
- lithium bisfluorosulfonylimide lithium bisfluorosulfonylimide
- lithium tetrafluoro (oxalato) phosphate lithium salt having a phosphate skeleton such as Li 2 PO 3 F
- lithium trifluoro ((methanesulfonyl) Oxy) borate lithium pentafluoro ((methanesulfonyl) oxy) phosphate, lithium methyl sulfate, lithium ethyl sulfate, lithium 2,2,
- Examples thereof include lithium salts having an S ( ⁇ O) group such as 2-trifluoroethyl sulfate and lithium fluorosulfonate.
- the second lithium salt is lithium difluorophosphate, lithium bisoxalatoborate, lithium tetrafluoro (oxalato) phosphate, lithium difluorooxalatoborate, lithium difluorobisoxalate phosphate, lithium methyl sulfate, lithium ethyl sulfate, and fluorosulfone
- One or more lithium salts selected from the group consisting of lithium acid may be included.
- the concentration of the second lithium salt in the non-aqueous electrolyte may be 0.001 to 1.0 mol / L based on the volume of the non-aqueous electrolyte.
- concentration of the second lithium salt is 0.001 mol / L or more, more excellent charge / discharge characteristics can be obtained under high temperature conditions.
- concentration of the second lithium salt is 1.0 mol / L or less, the viscosity of the non-aqueous electrolyte is difficult to increase, and thus ion mobility can be sufficiently ensured.
- the concentration of the second lithium salt may be 0.01 to 0.8 mol / L or 0.01 to 0.5 mol / L.
- an additive for a non-aqueous electrolyte containing the compound represented by the formula (1a) or (1b) is dissolved in an electrolyte and a general additive that is added as necessary. It is prepared by adding to a non-aqueous solvent.
- the nonaqueous electrolytic solution according to the present embodiment can be used as an electrolytic solution for an electricity storage device including a positive electrode and a negative electrode.
- the non-aqueous electrolyte containing the additive for non-aqueous electrolyte according to the present embodiment is a non-aqueous electrolyte secondary battery such as a lithium ion battery, or an electric storage device such as an electric double layer capacitor such as a lithium ion capacitor.
- the non-aqueous electrolyte additive can also suppress gas generation when the electricity storage device is stored at a high temperature for a long period of time.
- FIG. 1 is a schematic cross-sectional view showing an embodiment of a non-aqueous electrolyte secondary battery as an example of an electricity storage device.
- a nonaqueous electrolyte secondary battery 1 shown in FIG. 1 includes a positive electrode plate 4 (positive electrode) and a negative electrode plate 7 (negative electrode), and a nonaqueous electrolyte solution 8 disposed between the positive electrode plate 4 and the negative electrode plate 7. And a separator 9 provided in the non-aqueous electrolyte 8.
- the positive electrode plate 4 includes a positive electrode current collector 2 and a positive electrode active material layer 3 provided on the nonaqueous electrolyte solution 8 side.
- the negative electrode plate 7 includes a negative electrode current collector 5 and a negative electrode active material layer 6 provided on the nonaqueous electrolyte solution 8 side.
- the nonaqueous electrolytic solution 8 the nonaqueous electrolytic solution according to the above-described embodiment can be used.
- FIG. 1 a non-aqueous electrolyte secondary battery is shown as the electricity storage device, but the electricity storage device to which the non-aqueous electrolyte can be applied is not limited to this, and other electricity storage devices such as an electric double layer capacitor. It may be.
- the positive electrode current collector 2 and the negative electrode current collector 5 for example, a metal foil made of a metal such as aluminum, copper, nickel, stainless steel or the like can be used.
- the positive electrode active material layer 3 contains a positive electrode active material.
- the positive electrode active material may be a lithium-containing composite oxide.
- Lithium-containing composite oxide for example, LiMnO 2, LiFeO 2, LiCoO 2, LiMn 2 O 4, Li 2 FeSiO 4, LiNi 1/3 Co 1/3 Mn 1/3 O 2, LiNi 0.5 Co 0.
- a lithium-containing composite oxide such as LiFePO 4, LiNi 0.8 Co 0.15 Al 0.05 O 2 .
- the negative electrode active material layer 6 contains a negative electrode active material.
- a negative electrode active material the material which can occlude and discharge
- Such materials include carbon materials such as crystalline carbon (natural graphite and artificial graphite), amorphous carbon, carbon-coated graphite and resin-coated graphite, indium oxide, silicon oxide, tin oxide, lithium titanate, oxidation Examples thereof include oxide materials such as zinc and lithium oxide, metal materials such as lithium metal, and metals that can form an alloy with lithium.
- the metal capable of forming an alloy with lithium include Cu, Sn, Si, Co, Mn, Fe, Sb, Ag, and the like. From the binary or ternary containing these metals and lithium Such an alloy can also be used as the negative electrode active material.
- These negative electrode active materials may be used alone or in combination of two or more.
- a carbon material such as graphite and a Si-based active material such as Si, Si alloy, or Si oxide may be combined as the negative electrode active material.
- graphite and a Si-based active material may be combined as the negative electrode active material.
- the ratio of the mass of the Si-based active material to the total mass of the carbon material and the Si-based active material is 0.5% by mass to 95% by mass, 1% by mass to 50% by mass, or 2 It may be not less than 40% by mass.
- the positive electrode active material layer 3 and the negative electrode active material layer 6 may further contain a binder.
- the binder include polyvinylidene fluoride (PVdF), vinylidene fluoride-hexafluoropropylene copolymer, vinylidene fluoride-tetrafluoroethylene copolymer, styrene-butadiene copolymer rubber, carboxymethyl cellulose, polytetrafluoro Examples thereof include ethylene, polypropylene, polyethylene, polyimide, polyamideimide, polyacrylic acid, polyvinyl alcohol, acrylic acid-polyacrylonitrile, polyacrylamide, polymethacrylic acid, and copolymers thereof.
- the binder may be the same or different between the positive electrode active material layer and the negative electrode active material layer.
- the positive electrode active material layer 3 and the negative electrode active material layer 6 may further include a conductive auxiliary material for the purpose of reducing resistance.
- a conductive auxiliary material include carbonaceous fine particles such as graphite, carbon black, acetylene black, and ketjen black, and carbon fibers.
- separator 9 for example, a single layer or laminated microporous film, woven fabric, or non-woven porous film made of polyethylene, polypropylene, fluororesin, or the like can be used.
- each member constituting the electricity storage device can be appropriately set by those skilled in the art.
- the configuration of the power storage device is not limited to the form shown in FIG. 1 and can be changed as appropriate.
- LiPF 6 as an electrolyte was dissolved in this mixed non-aqueous solvent so as to have a concentration of 1.0 mol / L.
- the nonaqueous electrolyte solution of Example 1 was prepared by adding Compound 1 as an additive for nonaqueous electrolyte solution to the obtained solution.
- the concentration of the non-aqueous electrolyte additive (Compound 1) was 1.0% by mass with respect to the total mass of the non-aqueous electrolyte.
- Nonaqueous electrolytes of Examples 2 to 4 were prepared in the same manner except that Compound 2, 3 or 4 was used instead of Compound 1.
- Example 1 A nonaqueous electrolytic solution was prepared in the same manner as in Example 1 except that Compound 1 was not used.
- Example 2 A nonaqueous electrolytic solution was prepared in the same manner as in Example 1 except that 1,3-propane sultone (PS) (manufactured by Tokyo Chemical Industry Co., Ltd.) was used instead of Compound 1.
- PS 1,3-propane sultone
- Example 3 A non-aqueous electrolyte was prepared in the same manner as in Example 1 except that vinylene carbonate (VC) (manufactured by Tokyo Chemical Industry Co., Ltd.) was used instead of Compound 1.
- VC vinylene carbonate
- Example 4 A nonaqueous electrolytic solution was prepared in the same manner as in Example 1 except that fluoroethylene carbonate (FEC) (manufactured by Tokyo Chemical Industry Co., Ltd.) was used instead of Compound 1.
- FEC fluoroethylene carbonate
- Non-aqueous electrolyte secondary battery production of non-aqueous electrolyte secondary battery
- LiNi 1/3 Co 1/3 Mn 1/3 O 2 as a positive electrode active material and carbon black as a conductivity imparting agent were dry mixed.
- the obtained mixture was uniformly dispersed in N-methyl-2-pyrrolidone (NMP) in which polyvinylidene fluoride (PVDF) as a binder was dissolved to prepare a slurry.
- NMP N-methyl-2-pyrrolidone
- PVDF polyvinylidene fluoride
- the obtained slurry was applied to both sides of an aluminum metal foil (square shape, thickness 20 ⁇ m), removed by evaporating NMP from the coating film, and then the whole was pressed to form an aluminum metal foil as a positive electrode current collector.
- the graphite powder as the negative electrode active material was uniformly dispersed in water containing styrene butadiene rubber (SBR) as a binder and carboxymethyl cellulose (CMC) as a thickener to prepare a slurry.
- SBR styrene butadiene rubber
- CMC carboxymethyl cellulose
- the obtained slurry was applied to one side of a copper foil (square shape, thickness 10 ⁇ m). After removing water from the coating film, the whole was pressed to obtain a negative electrode sheet having a copper foil as a negative electrode current collector and a negative electrode active material layer formed on one surface thereof.
- the produced positive electrode sheet and negative electrode sheet were laminated together with a separator in the order of a negative electrode sheet, a separator, a positive electrode sheet, a separator, and a negative electrode sheet to produce a battery element.
- a polyethylene film was used as a separator.
- This battery element was inserted into a bag formed of a laminate film having an aluminum foil (thickness: 40 ⁇ m) and a resin layer covering both sides thereof so that the ends of the positive electrode sheet and the negative electrode sheet protruded from the bag. Subsequently, each nonaqueous electrolyte solution obtained by the Example and the comparative example was inject
- the discharge capacity of the nonaqueous electrolyte secondary battery was measured, and this was defined as “initial capacity”.
- the AC impedance was measured at 25 ° C., and this was defined as the initial resistance ( ⁇ ).
- the “initial resistance ratio” is a relative value of the resistance of each non-aqueous electrolyte secondary battery when the initial resistance ( ⁇ ) of Comparative Example 1 is 1.
- Cycle characteristics discharge capacity maintenance rate and resistance increase rate
- charge rate is 1C
- discharge rate is 1C
- charge end voltage is 4.2V
- discharge end voltage is 3V.
- charging / discharging was performed at 1 C, and the discharge capacity of the nonaqueous electrolyte secondary battery was measured, and this was defined as “discharge capacity after 200 cycle test”.
- non-aqueous electrolyte secondary batteries having the same configuration including the electrolytes of Examples and Comparative Examples are prepared. did.
- This non-aqueous electrolyte secondary battery was aged by charging it to 4.2 V at 25 ° C. with a current corresponding to 0.2 C, and holding it at 45 ° C. for 24 hours. Thereafter, the battery was discharged to 3 V at 25 ° C. with a current corresponding to 0.2 C.
- Table 1 shows the evaluation results of each non-aqueous electrolyte secondary battery.
- the initial resistance is suppressed, and excellent cycle characteristics over a long period of time are exhibited. It was confirmed that gas generation was suppressed.
- SYMBOLS 1 Power storage device (nonaqueous electrolyte secondary battery), 2 ... Positive electrode current collector, 3 ... Positive electrode active material layer, 4 ... Positive electrode plate, 5 ... Negative electrode current collector, 6 ... Negative electrode active material layer, 7 ... Negative electrode Plate, 8 ... non-aqueous electrolyte, 9 ... separator.
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Abstract
Description
化合物1(3-メチルスルホニルチオテトラヒドロチオフェン-1,1-ジオキサイド)の合成
(実施例1~4)
炭酸エチレン(EC)と炭酸ジエチル(DEC)とを、EC:DEC=30:70の体積組成比で混合して、混合非水溶媒を調製した。この混合非水溶媒に、電解質としてLiPF6を1.0mol/Lの濃度となるように溶解させた。得られた溶液に、非水電解液用添加剤としての化合物1を添加して、実施例1の非水電解液を調製した。非水電解液用添加剤(化合物1)の濃度は、非水電解液の全質量に対して1.0質量%とした。化合物1に代えて化合物2、3又は4を用いたこと以外は同様にして、実施例2~4の非水電解液を調製した。
化合物1を用いなかったこと以外は、実施例1と同様にして非水電解液を調製した。
化合物1に代えて1,3-プロパンスルトン(PS)(東京化成工業株式会社製)を用いたこと以外は、実施例1と同様にして非水電解液を調製した。
化合物1に代えてビニレンカーボネート(VC)(東京化成工業株式会社製)を用いたこと以外は、実施例1と同様にして非水電解液を調製した。
化合物1に代えてフルオロエチレンカーボネート(FEC)(東京化成工業株式会社製)を用いたこと以外は、実施例1と同様にして非水電解液を調製した。
(非水電解液二次電池の作製)
正極活物質としてのLiNi1/3Co1/3Mn1/3O2及び導電性付与剤としてのカーボンブラックを乾式混合した。得られた混合物を、バインダーとしてのポリフッ化ビニリデン(PVDF)が溶解したN-メチル-2-ピロリドン(NMP)中に均一に分散させ、スラリーを調製した。得られたスラリーをアルミ金属箔(角型、厚さ20μm)の両面に塗布し、塗膜からNMPを蒸発させることにより除去した後、全体をプレスして、正極集電体としてのアルミ金属箔と、その両面上に形成された正極活物質層とを有する正極シートを作製した。得られた正極シート中の固形分比率は、質量比で正極活物質:導電性付与剤:PVDF=92:5:3であった。
初期抵抗比
得られた非水電解液二次電池を、25℃において、0.2Cに相当する電流で4.2Vまで充電した後、非水電解液二次電池を45℃において24時間保持した。その後、25℃において、0.2Cに相当する電流で3Vまで放電した。引き続き、0.2Cに相当する電流による4.2Vまでの充電と、0.2Cに相当する電流による3Vまでの放電とを交互に3サイクル繰り返すエージングにより、非水電解液二次電池を安定させた。その後、1Cで初期の充放電を行なってから、非水電解液二次電池の放電容量を測定し、これを「初期容量」とした。
初期の充放電後に、初期容量の50%の容量を充電した非水電解液二次電池について、25℃において交流インピーダンスを測定し、これを初期抵抗(Ω)とした。ここで、「初期抵抗比」とは、比較例1の初期抵抗(Ω)を1としたときの、各非水電解液二次電池の抵抗の相対値である。
初期充放電後の各非水電解液二次電池について、充電レートを1C、放電レートを1C、充電終止電圧を4.2V、及び、放電終止電圧を3Vとする条件の200サイクルの充放電サイクル試験を行った。その後、1Cで充放電を行なって、非水電解液二次電池の放電容量を測定し、これを「200サイクル試験後の放電容量」とした。
サイクル試験後に、200サイクル試験後の放電容量の50%容量まで充電した非水電解液二次電池について、25℃の環境下で交流インピーダンスを測定し、これを「200サイクル試験後の抵抗(Ω)」とした。ここで「放電容量維持率」及び「抵抗増加率」は、以下の式により算出される値である。
放電容量維持率(%)=(200サイクル試験後の放電容量/初期容量)×100
抵抗増加率(%)=(200サイクル試験後の抵抗/初期抵抗)×100
初期抵抗の評価、放電容量維持率及び抵抗増加率の評価に用いた電池とは別に、実施例及び比較例の各電解液を含む同様の構成の非水電解液二次電池を準備した。この非水電解液二次電池を、25℃において、0.2Cに相当する電流で4.2Vまで充電した後、45℃において24時間保持することでエージングした。その後、25℃において、0.2Cに相当する電流で3Vまで放電した。引き続き、0.2Cに相当する電流で4.2Vまで充電し、0.2Cに相当する電流で3Vまで放電する操作を3サイクル繰り返して、初期充放電を行い、非水電解液電池を安定させた。
ガス発生量=(高温保存後体積)-(初期体積)
Claims (11)
- 下記式(1a)又は(1b)で表される化合物を含む、非水電解液用添加剤。
- 式(2a)、(2b)及び(2c)中のR2a、R2b及びR2cが、それぞれ独立して、ハロゲン原子で置換されていてもよい炭素数1~4のアルキル基、ハロゲン原子で置換されていてもよい炭素数2~4のアルケニル基、ハロゲン原子で置換されていてもよい炭素数2~4のアルキニル基、ハロゲン原子で置換されていてもよいアリール基、ハロゲン原子で置換されていてもよい炭素数1~4のアルコキシ基、ハロゲン原子で置換されていてもよい炭素数2~4のアルケニルオキシ基、ハロゲン原子で置換されていてもよい炭素数2~4のアルキニルオキシ基、ハロゲン原子で置換されていてもよいアリールオキシ基、ヒドロキシル基、リチウムアルコラート基、又はリチウム原子を示し、同一分子中の2つのR2cは同一でも異なってもよい、請求項1に記載の非水電解液用添加剤。
- 式(1a)及び(1b)中のXが炭素数3~7のアルキレン基である、請求項1又は2に記載の非水電解液用添加剤。
- 式(1a)及び(1b)中のXが炭素数4のアルキレン基である、請求項3に記載の非水電解液用添加剤。
- 式(1a)及び(1b)中のZが、式(2a)で表される1価の基である、請求項1~4のいずれか一項に記載の非水電解液用添加剤。
- 請求項1~5のいずれか一項に記載の非水電解液用添加剤、非水溶媒、及び電解質を含有する、非水電解液。
- 前記非水溶媒が環状カーボネート及び鎖状カーボネートを含む、請求項6に記載の非水電解液。
- 前記電解質がリチウム塩を含む、請求項6又は7に記載の非水電解液。
- 請求項6~8のいずれか一項に記載の非水電解液と、正極及び負極と、を備える、蓄電デバイス。
- 請求項6~8のいずれか一項に記載の非水電解液と、正極及び負極と、を備える、リチウムイオン電池。
- 請求項6~8のいずれか一項に記載の非水電解液と、正極及び負極と、を備える、リチウムイオンキャパシタ。
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Publication number | Priority date | Publication date | Assignee | Title |
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US20210036365A1 (en) * | 2018-07-02 | 2021-02-04 | Lg Chem, Ltd. | Lithium Secondary Battery Having Improved High-Temperature Characteristics |
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Citations (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS63102173A (ja) | 1986-10-16 | 1988-05-07 | Hitachi Maxell Ltd | リチウム二次電池 |
JPH0574486A (ja) | 1991-09-10 | 1993-03-26 | Sanyo Electric Co Ltd | 非水系電解液電池 |
JPH1050342A (ja) | 1996-08-01 | 1998-02-20 | Sony Corp | 非水電解質二次電池 |
JP2012106987A (ja) * | 2010-10-20 | 2012-06-07 | Daikin Industries Ltd | 含フッ素スルホラン、及び、含フッ素スルホランの製造方法 |
JP2016192360A (ja) * | 2015-03-31 | 2016-11-10 | 住友精化株式会社 | 非水電解液用添加剤、非水電解液、及び、蓄電デバイス |
JP2016192358A (ja) * | 2015-03-31 | 2016-11-10 | 住友精化株式会社 | 非水電解液用添加剤、非水電解液、及び、蓄電デバイス |
JP2017208322A (ja) * | 2016-05-16 | 2017-11-24 | 宇部興産株式会社 | 非水電解液及びそれを用いた蓄電デバイス |
WO2018016195A1 (ja) * | 2016-07-19 | 2018-01-25 | 住友精化株式会社 | 非水電解液用添加剤、非水電解液、及び、蓄電デバイス |
Family Cites Families (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3106565A (en) * | 1960-05-02 | 1963-10-08 | Monsanto Chemicals | Organophosphorus esters |
BE626912A (ja) * | 1962-01-08 | |||
US3357996A (en) * | 1964-06-18 | 1967-12-12 | Phillips Petroleum Co | Sulfolane compounds |
GB1204426A (en) * | 1967-11-11 | 1970-09-09 | Bayer Ag | Process for the continuous dyeing of articles made of polyacrylonitrile or copolymers containing acrylonitrile |
JPS5821914B2 (ja) * | 1974-08-05 | 1983-05-04 | テイコクカガクサンギヨウ カブシキガイシヤ | イミダゾ−ルユウドウタイノ セイホウ |
GB1473757A (en) * | 1974-08-05 | 1977-05-18 | Teikoku Chem Ind Co Ltd | Ureylenethiophanes and their related compounds and production thereof |
US4619924A (en) * | 1984-05-18 | 1986-10-28 | Pfizer Inc. | 2-alkylthiopenem derivatives |
JP5674390B2 (ja) * | 2010-09-13 | 2015-02-25 | 住友精化株式会社 | スルホン化合物及びそれを用いた非水電解液 |
KR101424188B1 (ko) * | 2012-04-25 | 2014-07-28 | 이원실 | 음이온 수용체와 이를 포함한 전해질 및 이를 함유한 리튬 이온 전지 및 리튬 이온 캐패시터 |
JP6151501B2 (ja) * | 2012-10-01 | 2017-06-21 | 旭化成株式会社 | 高分子電解質含有溶液及び固体高分子電解質膜の製造方法 |
JP6411270B2 (ja) * | 2015-03-31 | 2018-10-24 | 住友精化株式会社 | 非水電解液用添加剤、非水電解液、及び、蓄電デバイス |
US20180358655A1 (en) * | 2015-03-31 | 2018-12-13 | Sumitomo Seika Chemicals Co., Ltd. | Additive for non-aqueous electrolyte, non-aqueous electrolyte, and power storage device |
JP6411268B2 (ja) * | 2015-03-31 | 2018-10-24 | 住友精化株式会社 | 非水電解液用添加剤、非水電解液、及び、蓄電デバイス |
KR102571760B1 (ko) * | 2015-09-09 | 2023-08-28 | 스미토모 세이카 가부시키가이샤 | 비수 전해액용 첨가제, 비수 전해액, 및 축전 디바이스 |
KR102547064B1 (ko) * | 2016-03-18 | 2023-06-23 | 삼성에스디아이 주식회사 | 유기전해액 및 상기 전해액을 채용한 리튬 전지 |
-
2019
- 2019-01-22 CN CN201980023321.4A patent/CN111937216A/zh active Pending
- 2019-01-22 WO PCT/JP2019/001880 patent/WO2019187545A1/ja active Application Filing
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- 2019-01-22 JP JP2020509716A patent/JP7258012B2/ja active Active
- 2019-02-26 TW TW108106586A patent/TWI793269B/zh active
Patent Citations (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS63102173A (ja) | 1986-10-16 | 1988-05-07 | Hitachi Maxell Ltd | リチウム二次電池 |
JPH0574486A (ja) | 1991-09-10 | 1993-03-26 | Sanyo Electric Co Ltd | 非水系電解液電池 |
JPH1050342A (ja) | 1996-08-01 | 1998-02-20 | Sony Corp | 非水電解質二次電池 |
JP2012106987A (ja) * | 2010-10-20 | 2012-06-07 | Daikin Industries Ltd | 含フッ素スルホラン、及び、含フッ素スルホランの製造方法 |
JP2016192360A (ja) * | 2015-03-31 | 2016-11-10 | 住友精化株式会社 | 非水電解液用添加剤、非水電解液、及び、蓄電デバイス |
JP2016192358A (ja) * | 2015-03-31 | 2016-11-10 | 住友精化株式会社 | 非水電解液用添加剤、非水電解液、及び、蓄電デバイス |
JP2017208322A (ja) * | 2016-05-16 | 2017-11-24 | 宇部興産株式会社 | 非水電解液及びそれを用いた蓄電デバイス |
WO2018016195A1 (ja) * | 2016-07-19 | 2018-01-25 | 住友精化株式会社 | 非水電解液用添加剤、非水電解液、及び、蓄電デバイス |
Non-Patent Citations (1)
Title |
---|
See also references of EP3772130A4 |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20210036365A1 (en) * | 2018-07-02 | 2021-02-04 | Lg Chem, Ltd. | Lithium Secondary Battery Having Improved High-Temperature Characteristics |
US11870036B2 (en) * | 2018-07-02 | 2024-01-09 | Lg Energy Solution, Ltd. | Lithium secondary battery having improved high-temperature characteristics |
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