KR20190095492A - 고전압 배터리용 전해질 성분으로서 피리딘 황 트라이옥사이드 착물 - Google Patents
고전압 배터리용 전해질 성분으로서 피리딘 황 트라이옥사이드 착물 Download PDFInfo
- Publication number
- KR20190095492A KR20190095492A KR1020197022273A KR20197022273A KR20190095492A KR 20190095492 A KR20190095492 A KR 20190095492A KR 1020197022273 A KR1020197022273 A KR 1020197022273A KR 20197022273 A KR20197022273 A KR 20197022273A KR 20190095492 A KR20190095492 A KR 20190095492A
- Authority
- KR
- South Korea
- Prior art keywords
- electrolyte composition
- pyridine
- sulfur trioxide
- optionally fluorinated
- alkyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
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- 239000003792 electrolyte Substances 0.000 title claims abstract description 101
- FBPINGSGHKXIQA-UHFFFAOYSA-N 2-amino-3-(2-carboxyethylsulfanyl)propanoic acid Chemical compound OC(=O)C(N)CSCCC(O)=O FBPINGSGHKXIQA-UHFFFAOYSA-N 0.000 title description 4
- 239000000203 mixture Substances 0.000 claims abstract description 89
- 239000000654 additive Substances 0.000 claims abstract description 47
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 35
- 150000003839 salts Chemical class 0.000 claims abstract description 26
- 125000001424 substituent group Chemical group 0.000 claims abstract description 25
- 239000003960 organic solvent Substances 0.000 claims abstract description 18
- 125000006374 C2-C10 alkenyl group Chemical group 0.000 claims abstract description 14
- 125000005865 C2-C10alkynyl group Chemical group 0.000 claims abstract description 14
- 125000003342 alkenyl group Chemical group 0.000 claims abstract description 12
- 229910052799 carbon Inorganic materials 0.000 claims abstract description 12
- 125000000304 alkynyl group Chemical group 0.000 claims abstract description 11
- -1 2-propargyl pyridine sulfur Chemical compound 0.000 claims description 63
- 230000000996 additive effect Effects 0.000 claims description 18
- 150000002148 esters Chemical class 0.000 claims description 17
- 238000000034 method Methods 0.000 claims description 17
- 239000002253 acid Substances 0.000 claims description 12
- 229910013870 LiPF 6 Inorganic materials 0.000 claims description 9
- 229910019142 PO4 Inorganic materials 0.000 claims description 9
- 235000021317 phosphate Nutrition 0.000 claims description 9
- 239000003063 flame retardant Substances 0.000 claims description 8
- 150000002170 ethers Chemical class 0.000 claims description 7
- 229920000570 polyether Polymers 0.000 claims description 6
- 239000003349 gelling agent Substances 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 230000007797 corrosion Effects 0.000 claims description 3
- 238000005260 corrosion Methods 0.000 claims description 3
- 150000005690 diesters Chemical class 0.000 claims description 3
- 239000003112 inhibitor Substances 0.000 claims description 3
- 239000003381 stabilizer Substances 0.000 claims description 3
- 239000000080 wetting agent Substances 0.000 claims description 3
- DPWFJWOXPGPKSY-UHFFFAOYSA-N 2-ethenylpyridine sulfur trioxide Chemical compound S(=O)(=O)=O.C(=C)C1=NC=CC=C1 DPWFJWOXPGPKSY-UHFFFAOYSA-N 0.000 claims description 2
- WVRZCHFLVAZOPP-UHFFFAOYSA-N 2-fluoropyridine sulfur trioxide Chemical compound S(=O)(=O)=O.FC1=NC=CC=C1 WVRZCHFLVAZOPP-UHFFFAOYSA-N 0.000 claims description 2
- AKUZQNODALUPAV-UHFFFAOYSA-N 3-ethenylpyridine sulfur trioxide Chemical compound S(=O)(=O)=O.C(=C)C=1C=NC=CC1 AKUZQNODALUPAV-UHFFFAOYSA-N 0.000 claims description 2
- WFJUXYQSYCOLOQ-UHFFFAOYSA-N 3-fluoropyridine sulfur trioxide Chemical compound S(=O)(=O)=O.FC=1C=NC=CC1 WFJUXYQSYCOLOQ-UHFFFAOYSA-N 0.000 claims description 2
- MHQZYKIGFBLGOF-UHFFFAOYSA-N 3-prop-2-ynylpyridine sulfur trioxide Chemical compound S(=O)(=O)=O.C(C#C)C=1C=NC=CC1 MHQZYKIGFBLGOF-UHFFFAOYSA-N 0.000 claims description 2
- UCXWHABIXJNJTH-UHFFFAOYSA-N 4-fluoropyridine sulfur trioxide Chemical compound S(=O)(=O)=O.FC1=CC=NC=C1 UCXWHABIXJNJTH-UHFFFAOYSA-N 0.000 claims description 2
- QFLLYPLBVVYBCO-UHFFFAOYSA-N 4-prop-2-ynylpyridine sulfur trioxide Chemical compound S(=O)(=O)=O.C(C#C)C1=CC=NC=C1 QFLLYPLBVVYBCO-UHFFFAOYSA-N 0.000 claims description 2
- NHXNFZIDNCLMJF-UHFFFAOYSA-N O=S(=O)=O.C=Cc1ccncc1 Chemical compound O=S(=O)=O.C=Cc1ccncc1 NHXNFZIDNCLMJF-UHFFFAOYSA-N 0.000 claims description 2
- 125000004122 cyclic group Chemical group 0.000 claims description 2
- 229910003002 lithium salt Inorganic materials 0.000 claims description 2
- 159000000002 lithium salts Chemical class 0.000 claims description 2
- VBROWVMPDHEBEF-UHFFFAOYSA-N sulfur trioxide 2-(trifluoromethyl)pyridine Chemical compound S(=O)(=O)=O.FC(C1=NC=CC=C1)(F)F VBROWVMPDHEBEF-UHFFFAOYSA-N 0.000 claims description 2
- BNZMTPQGZXUPPI-UHFFFAOYSA-N sulfur trioxide 4-(trifluoromethyl)pyridine Chemical compound S(=O)(=O)=O.FC(C1=CC=NC=C1)(F)F BNZMTPQGZXUPPI-UHFFFAOYSA-N 0.000 claims description 2
- 150000005215 alkyl ethers Chemical class 0.000 claims 1
- AOPQKRZOWVQJCC-UHFFFAOYSA-N sulfur trioxide 3-(trifluoromethyl)pyridine Chemical compound S(=O)(=O)=O.FC(C=1C=NC=CC1)(F)F AOPQKRZOWVQJCC-UHFFFAOYSA-N 0.000 claims 1
- 229910052744 lithium Inorganic materials 0.000 description 41
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 33
- HBBGRARXTFLTSG-UHFFFAOYSA-N Lithium ion Chemical compound [Li+] HBBGRARXTFLTSG-UHFFFAOYSA-N 0.000 description 29
- 229910001416 lithium ion Inorganic materials 0.000 description 29
- 239000011572 manganese Substances 0.000 description 29
- 229910052751 metal Inorganic materials 0.000 description 23
- 239000002184 metal Substances 0.000 description 23
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 21
- 229910052710 silicon Inorganic materials 0.000 description 21
- 239000010703 silicon Substances 0.000 description 21
- 229910013716 LiNi Inorganic materials 0.000 description 20
- 229910002804 graphite Inorganic materials 0.000 description 19
- 239000010439 graphite Substances 0.000 description 19
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 18
- 230000000903 blocking effect Effects 0.000 description 18
- 239000003575 carbonaceous material Substances 0.000 description 15
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 15
- 239000007774 positive electrode material Substances 0.000 description 13
- PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Substances [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 12
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 11
- 229910045601 alloy Inorganic materials 0.000 description 11
- 239000000956 alloy Substances 0.000 description 11
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 11
- 150000001875 compounds Chemical class 0.000 description 11
- 229910052717 sulfur Inorganic materials 0.000 description 11
- 239000011593 sulfur Substances 0.000 description 11
- 150000007513 acids Chemical class 0.000 description 10
- 230000001351 cycling effect Effects 0.000 description 10
- 230000002687 intercalation Effects 0.000 description 10
- 238000009830 intercalation Methods 0.000 description 10
- 239000000463 material Substances 0.000 description 10
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 9
- 239000010408 film Substances 0.000 description 9
- 239000010410 layer Substances 0.000 description 9
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 description 8
- KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical compound O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 description 8
- 229910052759 nickel Inorganic materials 0.000 description 7
- 239000010936 titanium Substances 0.000 description 7
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 6
- 229920001577 copolymer Polymers 0.000 description 6
- 230000006866 deterioration Effects 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- JBTWLSYIZRCDFO-UHFFFAOYSA-N ethyl methyl carbonate Chemical compound CCOC(=O)OC JBTWLSYIZRCDFO-UHFFFAOYSA-N 0.000 description 6
- 239000011888 foil Substances 0.000 description 6
- 229910052748 manganese Inorganic materials 0.000 description 6
- 150000002739 metals Chemical class 0.000 description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- 229910052723 transition metal Inorganic materials 0.000 description 6
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 5
- 239000004743 Polypropylene Substances 0.000 description 5
- 229910052782 aluminium Inorganic materials 0.000 description 5
- 229920001515 polyalkylene glycol Polymers 0.000 description 5
- 229920001223 polyethylene glycol Polymers 0.000 description 5
- 239000011135 tin Substances 0.000 description 5
- 150000003624 transition metals Chemical class 0.000 description 5
- VAYTZRYEBVHVLE-UHFFFAOYSA-N 1,3-dioxol-2-one Chemical compound O=C1OC=CO1 VAYTZRYEBVHVLE-UHFFFAOYSA-N 0.000 description 4
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 4
- OIFBSDVPJOWBCH-UHFFFAOYSA-N Diethyl carbonate Chemical compound CCOC(=O)OCC OIFBSDVPJOWBCH-UHFFFAOYSA-N 0.000 description 4
- 229910013063 LiBF 4 Inorganic materials 0.000 description 4
- 239000002033 PVDF binder Substances 0.000 description 4
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 4
- 238000007792 addition Methods 0.000 description 4
- 239000011230 binding agent Substances 0.000 description 4
- 239000003990 capacitor Substances 0.000 description 4
- 239000011651 chromium Substances 0.000 description 4
- 239000007770 graphite material Substances 0.000 description 4
- 150000002430 hydrocarbons Chemical group 0.000 description 4
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 4
- 229910021437 lithium-transition metal oxide Inorganic materials 0.000 description 4
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 4
- 229920002981 polyvinylidene fluoride Polymers 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 229910052718 tin Inorganic materials 0.000 description 4
- 229910052719 titanium Inorganic materials 0.000 description 4
- 229920002554 vinyl polymer Polymers 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 125000006656 (C2-C4) alkenyl group Chemical group 0.000 description 3
- 125000006650 (C2-C4) alkynyl group Chemical group 0.000 description 3
- WDXYVJKNSMILOQ-UHFFFAOYSA-N 1,3,2-dioxathiolane 2-oxide Chemical compound O=S1OCCO1 WDXYVJKNSMILOQ-UHFFFAOYSA-N 0.000 description 3
- FSSPGSAQUIYDCN-UHFFFAOYSA-N 1,3-Propane sultone Chemical compound O=S1(=O)CCCO1 FSSPGSAQUIYDCN-UHFFFAOYSA-N 0.000 description 3
- 150000000185 1,3-diols Chemical class 0.000 description 3
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 description 3
- SBLRHMKNNHXPHG-UHFFFAOYSA-N 4-fluoro-1,3-dioxolan-2-one Chemical compound FC1COC(=O)O1 SBLRHMKNNHXPHG-UHFFFAOYSA-N 0.000 description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 description 3
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 description 3
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 3
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical class OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 3
- 239000004698 Polyethylene Substances 0.000 description 3
- 239000002202 Polyethylene glycol Substances 0.000 description 3
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 3
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 3
- 125000002015 acyclic group Chemical group 0.000 description 3
- 125000001931 aliphatic group Chemical group 0.000 description 3
- 229910052787 antimony Inorganic materials 0.000 description 3
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- 229910052797 bismuth Inorganic materials 0.000 description 3
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 229910052804 chromium Inorganic materials 0.000 description 3
- 239000000571 coke Substances 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 239000002131 composite material Substances 0.000 description 3
- 239000004020 conductor Substances 0.000 description 3
- 238000000354 decomposition reaction Methods 0.000 description 3
- IEJIGPNLZYLLBP-UHFFFAOYSA-N dimethyl carbonate Chemical compound COC(=O)OC IEJIGPNLZYLLBP-UHFFFAOYSA-N 0.000 description 3
- 238000003487 electrochemical reaction Methods 0.000 description 3
- 230000005713 exacerbation Effects 0.000 description 3
- 229910052732 germanium Inorganic materials 0.000 description 3
- GNPVGFCGXDBREM-UHFFFAOYSA-N germanium atom Chemical compound [Ge] GNPVGFCGXDBREM-UHFFFAOYSA-N 0.000 description 3
- 229910052738 indium Inorganic materials 0.000 description 3
- APFVFJFRJDLVQX-UHFFFAOYSA-N indium atom Chemical compound [In] APFVFJFRJDLVQX-UHFFFAOYSA-N 0.000 description 3
- 150000002500 ions Chemical class 0.000 description 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 3
- 239000011244 liquid electrolyte Substances 0.000 description 3
- 239000011777 magnesium Substances 0.000 description 3
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 3
- 239000002931 mesocarbon microbead Substances 0.000 description 3
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- 239000007773 negative electrode material Substances 0.000 description 3
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 3
- 239000010452 phosphate Substances 0.000 description 3
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 3
- 229920002239 polyacrylonitrile Polymers 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 229920001155 polypropylene Polymers 0.000 description 3
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 3
- 229910052709 silver Inorganic materials 0.000 description 3
- 239000004332 silver Substances 0.000 description 3
- 239000007784 solid electrolyte Substances 0.000 description 3
- 229910052596 spinel Inorganic materials 0.000 description 3
- 239000011029 spinel Substances 0.000 description 3
- 238000003860 storage Methods 0.000 description 3
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Inorganic materials O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 description 3
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 3
- ZUHZGEOKBKGPSW-UHFFFAOYSA-N tetraglyme Chemical compound COCCOCCOCCOCCOC ZUHZGEOKBKGPSW-UHFFFAOYSA-N 0.000 description 3
- 238000004448 titration Methods 0.000 description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
- 229910052725 zinc Inorganic materials 0.000 description 3
- 239000011701 zinc Substances 0.000 description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 description 2
- 125000006376 (C3-C10) cycloalkyl group Chemical group 0.000 description 2
- ZNBGTBKGFZMWKR-UHFFFAOYSA-N 1,1,2,2,3,3,4,4-octafluoro-5-(1,1,2,2-tetrafluoroethoxy)pentane Chemical compound FC(F)C(F)(F)OCC(F)(F)C(F)(F)C(F)(F)C(F)F ZNBGTBKGFZMWKR-UHFFFAOYSA-N 0.000 description 2
- HCBRSIIGBBDDCD-UHFFFAOYSA-N 1,1,2,2-tetrafluoro-3-(1,1,2,2-tetrafluoroethoxy)propane Chemical compound FC(F)C(F)(F)COC(F)(F)C(F)F HCBRSIIGBBDDCD-UHFFFAOYSA-N 0.000 description 2
- ZZXUZKXVROWEIF-UHFFFAOYSA-N 1,2-butylene carbonate Chemical compound CCC1COC(=O)O1 ZZXUZKXVROWEIF-UHFFFAOYSA-N 0.000 description 2
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- CBTAIOOTRCAMBD-UHFFFAOYSA-N 2-ethoxy-2,4,4,6,6-pentafluoro-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound CCOP1(F)=NP(F)(F)=NP(F)(F)=N1 CBTAIOOTRCAMBD-UHFFFAOYSA-N 0.000 description 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 2
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- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
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- 229920000049 Carbon (fiber) Polymers 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 2
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 2
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 2
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 2
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 2
- 229910015015 LiAsF 6 Inorganic materials 0.000 description 2
- 229910013684 LiClO 4 Inorganic materials 0.000 description 2
- 229910014689 LiMnO Inorganic materials 0.000 description 2
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- 229910012513 LiSbF 6 Inorganic materials 0.000 description 2
- 101150058243 Lipf gene Proteins 0.000 description 2
- UUIQMZJEGPQKFD-UHFFFAOYSA-N Methyl butyrate Chemical compound CCCC(=O)OC UUIQMZJEGPQKFD-UHFFFAOYSA-N 0.000 description 2
- 238000005481 NMR spectroscopy Methods 0.000 description 2
- 239000005062 Polybutadiene Substances 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
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- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000004917 carbon fiber Substances 0.000 description 2
- SVTMLGIQJHGGFK-UHFFFAOYSA-N carbonic acid;propa-1,2-diene Chemical compound C=C=C.OC(O)=O SVTMLGIQJHGGFK-UHFFFAOYSA-N 0.000 description 2
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 229910017052 cobalt Inorganic materials 0.000 description 2
- 239000010941 cobalt Substances 0.000 description 2
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- 238000010276 construction Methods 0.000 description 2
- 229910052802 copper Inorganic materials 0.000 description 2
- 239000010949 copper Substances 0.000 description 2
- 239000011889 copper foil Substances 0.000 description 2
- 125000000753 cycloalkyl group Chemical group 0.000 description 2
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- 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
- 229940017219 methyl propionate Drugs 0.000 description 1
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- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 description 1
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- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
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- ACVYVLVWPXVTIT-UHFFFAOYSA-M phosphinate Chemical compound [O-][PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-M 0.000 description 1
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- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
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- 241000894007 species Species 0.000 description 1
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- 230000002459 sustained effect Effects 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- JBQYATWDVHIOAR-UHFFFAOYSA-N tellanylidenegermanium Chemical compound [Te]=[Ge] JBQYATWDVHIOAR-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 229910000314 transition metal oxide Inorganic materials 0.000 description 1
- GKASDNZWUGIAMG-UHFFFAOYSA-N triethyl orthoformate Chemical compound CCOC(OCC)OCC GKASDNZWUGIAMG-UHFFFAOYSA-N 0.000 description 1
- DQWPFSLDHJDLRL-UHFFFAOYSA-N triethyl phosphate Chemical compound CCOP(=O)(OCC)OCC DQWPFSLDHJDLRL-UHFFFAOYSA-N 0.000 description 1
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 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
- CBIQXUBDNNXYJM-UHFFFAOYSA-N tris(2,2,2-trifluoroethyl) phosphite Chemical group FC(F)(F)COP(OCC(F)(F)F)OCC(F)(F)F CBIQXUBDNNXYJM-UHFFFAOYSA-N 0.000 description 1
- 229910052721 tungsten Inorganic materials 0.000 description 1
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- 229910052727 yttrium Inorganic materials 0.000 description 1
- VWQVUPCCIRVNHF-UHFFFAOYSA-N yttrium atom Chemical compound [Y] VWQVUPCCIRVNHF-UHFFFAOYSA-N 0.000 description 1
- 229910052726 zirconium Inorganic materials 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
-
- 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
-
- 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
- H01M10/0568—Liquid materials characterised by the solutes
-
- 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
-
- 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
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E60/00—Enabling technologies; Technologies with a potential or indirect contribution to GHG emissions mitigation
- Y02E60/10—Energy storage using batteries
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- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Manufacturing & Machinery (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Electrochemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Physics & Mathematics (AREA)
- Condensed Matter Physics & Semiconductors (AREA)
- General Physics & Mathematics (AREA)
- Inorganic Chemistry (AREA)
- Materials Engineering (AREA)
- Secondary Cells (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP17150187.7 | 2017-01-03 | ||
| EP17150187 | 2017-01-03 | ||
| PCT/EP2018/050067 WO2018127492A1 (en) | 2017-01-03 | 2018-01-02 | Pyridine sulfur trioxide complexes as electrolyte component for high voltage batteries |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR20190095492A true KR20190095492A (ko) | 2019-08-14 |
Family
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Family Applications (1)
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| KR1020197022273A Withdrawn KR20190095492A (ko) | 2017-01-03 | 2018-01-02 | 고전압 배터리용 전해질 성분으로서 피리딘 황 트라이옥사이드 착물 |
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| Country | Link |
|---|---|
| US (1) | US11177505B2 (enExample) |
| EP (1) | EP3566258B1 (enExample) |
| JP (1) | JP6991471B2 (enExample) |
| KR (1) | KR20190095492A (enExample) |
| CN (1) | CN110291673A (enExample) |
| WO (1) | WO2018127492A1 (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20210146520A (ko) | 2020-05-27 | 2021-12-06 | 주식회사 엘지에너지솔루션 | 이차전지용 전해액 첨가제, 이를 포함하는 리튬 이차전지용 비수 전해액 및 리튬 이차전지 |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111048839A (zh) * | 2019-12-25 | 2020-04-21 | 湖州昆仑动力电池材料有限公司 | 具有良好低温放电特性的锂离子电池电解液和锂离子电池 |
| CN111313091B (zh) * | 2020-03-03 | 2021-08-06 | 宁德新能源科技有限公司 | 电解液、电化学装置及电子装置 |
| JP7556056B2 (ja) * | 2020-10-30 | 2024-09-25 | エルジー エナジー ソリューション リミテッド | リチウム-硫黄二次電池用電解液及びこれを含むリチウム-硫黄二次電池 |
| EP4239746A4 (en) * | 2021-03-16 | 2025-05-14 | LG Energy Solution, Ltd. | Non-aqueous electrolyte for lithium secondary battery and lithium secondary battery comprising same |
| CN113851717A (zh) * | 2021-10-14 | 2021-12-28 | 湖南法恩莱特新能源科技有限公司 | 一种锂离子电池用电解液添加剂、电解液及其应用 |
| EP4521507A4 (en) * | 2022-06-20 | 2025-10-01 | Contemporary Amperex Technology Hong Kong Ltd | ELECTROLYTE, SODIUM-ION SECONDARY BATTERY, BATTERY MODULE, BATTERY PACK AND ELECTRICAL APPLIANCE |
| CN119812461B (zh) * | 2025-02-12 | 2025-12-05 | 宁德新能源科技有限公司 | 电解液以及包含该电解液的电化学装置 |
| CN119812462B (zh) * | 2025-02-12 | 2025-12-05 | 宁德新能源科技有限公司 | 电解液以及包含该电解液的电化学装置 |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DK155560C (da) * | 1985-06-17 | 1989-09-18 | Hellesens As | Elektrisk batteri |
| JP2001525597A (ja) * | 1997-12-02 | 2001-12-11 | エス・アール・アイ・インターナシヨナル | 耐火性ガス発生バッテリ電解質 |
| GB2335073A (en) * | 1998-03-07 | 1999-09-08 | Lexcel Technology Ltd | Non-aqueous electrochemical cell containing conjugated polyimine functionality coupled to sulphur trioxide |
| JP2962360B1 (ja) * | 1998-09-03 | 1999-10-12 | 日本電気株式会社 | シングルイオンおよびプロトン伝導性高分子体 |
| US7282291B2 (en) * | 2002-11-25 | 2007-10-16 | California Institute Of Technology | Water free proton conducting membranes based on poly-4-vinylpyridinebisulfate for fuel cells |
| JP4952693B2 (ja) * | 2008-09-25 | 2012-06-13 | ソニー株式会社 | リチウムイオン二次電池用正極及びリチウムイオン二次電池 |
| TWI470002B (zh) * | 2010-10-20 | 2015-01-21 | Sanyo Chemical Ind Ltd | And a method for producing a conductive film and a conductive film |
| US9748605B2 (en) | 2011-08-24 | 2017-08-29 | Basf Se | Sulfur-containing additives for electrochemical or optoelectronic devices |
| WO2013149073A1 (en) | 2012-03-28 | 2013-10-03 | A123 Systems, LLC | Electrolyte additive with improved cycle life |
| CN103904329B (zh) * | 2012-12-27 | 2016-12-28 | 清华大学 | 锂离子电池 |
| CN104051787B (zh) * | 2014-07-02 | 2016-04-27 | 东莞市凯欣电池材料有限公司 | 一种非水电解液及其制备方法以及一种高电压锂离子电池 |
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2018
- 2018-01-02 CN CN201880011763.2A patent/CN110291673A/zh active Pending
- 2018-01-02 US US16/475,563 patent/US11177505B2/en active Active
- 2018-01-02 EP EP18700525.1A patent/EP3566258B1/en active Active
- 2018-01-02 KR KR1020197022273A patent/KR20190095492A/ko not_active Withdrawn
- 2018-01-02 WO PCT/EP2018/050067 patent/WO2018127492A1/en not_active Ceased
- 2018-01-02 JP JP2019556738A patent/JP6991471B2/ja active Active
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20210146520A (ko) | 2020-05-27 | 2021-12-06 | 주식회사 엘지에너지솔루션 | 이차전지용 전해액 첨가제, 이를 포함하는 리튬 이차전지용 비수 전해액 및 리튬 이차전지 |
| US12315882B2 (en) | 2020-05-27 | 2025-05-27 | Lg Energy Solution, Ltd. | Electrolyte solution additive for secondary battery, and non-aqueous electrolyte solution for lithium secondary battery and lithium secondary battery which include the same |
Also Published As
| Publication number | Publication date |
|---|---|
| JP6991471B2 (ja) | 2022-02-03 |
| CN110291673A (zh) | 2019-09-27 |
| EP3566258A1 (en) | 2019-11-13 |
| US20190326642A1 (en) | 2019-10-24 |
| WO2018127492A1 (en) | 2018-07-12 |
| EP3566258B1 (en) | 2020-10-21 |
| US11177505B2 (en) | 2021-11-16 |
| JP2020504434A (ja) | 2020-02-06 |
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