WO2016067843A1 - Composition de liant pour électrode négative de batterie secondaire au lithium-ion, composition de bouillie pour électrode négative de batterie secondaire au lithium-ion, électrode négative de batterie secondaire au lithium-ion, et batterie secondaire au lithium-ion la comprenant - Google Patents
Composition de liant pour électrode négative de batterie secondaire au lithium-ion, composition de bouillie pour électrode négative de batterie secondaire au lithium-ion, électrode négative de batterie secondaire au lithium-ion, et batterie secondaire au lithium-ion la comprenant Download PDFInfo
- Publication number
- WO2016067843A1 WO2016067843A1 PCT/JP2015/078238 JP2015078238W WO2016067843A1 WO 2016067843 A1 WO2016067843 A1 WO 2016067843A1 JP 2015078238 W JP2015078238 W JP 2015078238W WO 2016067843 A1 WO2016067843 A1 WO 2016067843A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- negative electrode
- secondary battery
- lithium ion
- ion secondary
- binder composition
- Prior art date
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- 239000011230 binding agent Substances 0.000 title claims abstract description 58
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- 229910001416 lithium ion Inorganic materials 0.000 title claims abstract description 50
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- 150000003839 salts Chemical class 0.000 claims abstract description 16
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- 239000011883 electrode binding agent Substances 0.000 claims abstract description 9
- 239000002904 solvent Substances 0.000 claims description 20
- 239000007773 negative electrode material Substances 0.000 claims description 19
- 238000006386 neutralization reaction Methods 0.000 claims description 17
- 238000007142 ring opening reaction Methods 0.000 claims description 12
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- FXNDIJDIPNCZQJ-UHFFFAOYSA-N 2,4,4-trimethylpent-1-ene Chemical compound CC(=C)CC(C)(C)C FXNDIJDIPNCZQJ-UHFFFAOYSA-N 0.000 description 1
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 1
- WOFPPJOZXUTRAU-UHFFFAOYSA-N 2-Ethyl-1-hexanol Natural products CCCCC(O)CCC WOFPPJOZXUTRAU-UHFFFAOYSA-N 0.000 description 1
- IZXIZTKNFFYFOF-UHFFFAOYSA-N 2-Oxazolidone Chemical class O=C1NCCO1 IZXIZTKNFFYFOF-UHFFFAOYSA-N 0.000 description 1
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 1
- NJMGRJLQRLFQQX-HYXAFXHYSA-N 2-isopropylmaleic acid Chemical compound CC(C)C(\C(O)=O)=C\C(O)=O NJMGRJLQRLFQQX-HYXAFXHYSA-N 0.000 description 1
- MHNNAWXXUZQSNM-UHFFFAOYSA-N 2-methylbut-1-ene Chemical compound CCC(C)=C MHNNAWXXUZQSNM-UHFFFAOYSA-N 0.000 description 1
- JWUJQDFVADABEY-UHFFFAOYSA-N 2-methyltetrahydrofuran Chemical compound CC1CCCO1 JWUJQDFVADABEY-UHFFFAOYSA-N 0.000 description 1
- GQZXRLWUYONVCP-UHFFFAOYSA-N 3-[1-(dimethylamino)ethyl]phenol Chemical compound CN(C)C(C)C1=CC=CC(O)=C1 GQZXRLWUYONVCP-UHFFFAOYSA-N 0.000 description 1
- IVGGIBCLIRGTRS-UHFFFAOYSA-N 3-methoxy-4-phenylpyrrole-2,5-dione Chemical compound O=C1NC(=O)C(OC)=C1C1=CC=CC=C1 IVGGIBCLIRGTRS-UHFFFAOYSA-N 0.000 description 1
- VWIIJDNADIEEDB-UHFFFAOYSA-N 3-methyl-1,3-oxazolidin-2-one Chemical compound CN1CCOC1=O VWIIJDNADIEEDB-UHFFFAOYSA-N 0.000 description 1
- QAVUFFJVZGZJMO-UHFFFAOYSA-N 3-methyl-1-phenylpyrrole-2,5-dione Chemical compound O=C1C(C)=CC(=O)N1C1=CC=CC=C1 QAVUFFJVZGZJMO-UHFFFAOYSA-N 0.000 description 1
- OGXQVYHPYCXKJX-UHFFFAOYSA-N 3-methyl-1-propylpyrrole-2,5-dione Chemical compound CCCN1C(=O)C=C(C)C1=O OGXQVYHPYCXKJX-UHFFFAOYSA-N 0.000 description 1
- YHQXBTXEYZIYOV-UHFFFAOYSA-N 3-methylbut-1-ene Chemical compound CC(C)C=C YHQXBTXEYZIYOV-UHFFFAOYSA-N 0.000 description 1
- RYKZRKKEYSRDNF-UHFFFAOYSA-N 3-methylidenepentane Chemical compound CCC(=C)CC RYKZRKKEYSRDNF-UHFFFAOYSA-N 0.000 description 1
- LDTAOIUHUHHCMU-UHFFFAOYSA-N 3-methylpent-1-ene Chemical compound CCC(C)C=C LDTAOIUHUHHCMU-UHFFFAOYSA-N 0.000 description 1
- SBUOHGKIOVRDKY-UHFFFAOYSA-N 4-methyl-1,3-dioxolane Chemical compound CC1COCO1 SBUOHGKIOVRDKY-UHFFFAOYSA-N 0.000 description 1
- LPEKGGXMPWTOCB-UHFFFAOYSA-N 8beta-(2,3-epoxy-2-methylbutyryloxy)-14-acetoxytithifolin Natural products COC(=O)C(C)O LPEKGGXMPWTOCB-UHFFFAOYSA-N 0.000 description 1
- 229920003026 Acene Polymers 0.000 description 1
- USFZMSVCRYTOJT-UHFFFAOYSA-N Ammonium acetate Chemical compound N.CC(O)=O USFZMSVCRYTOJT-UHFFFAOYSA-N 0.000 description 1
- 239000005695 Ammonium acetate Substances 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- 239000001856 Ethyl cellulose Substances 0.000 description 1
- ZZSNKZQZMQGXPY-UHFFFAOYSA-N Ethyl cellulose Chemical compound CCOCC1OC(OC)C(OCC)C(OCC)C1OC1C(O)C(O)C(OC)C(CO)O1 ZZSNKZQZMQGXPY-UHFFFAOYSA-N 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- 229910000733 Li alloy Inorganic materials 0.000 description 1
- 229910010238 LiAlCl 4 Inorganic materials 0.000 description 1
- 229910015015 LiAsF 6 Inorganic materials 0.000 description 1
- 229910013075 LiBF Inorganic materials 0.000 description 1
- 229910013063 LiBF 4 Inorganic materials 0.000 description 1
- 229910013372 LiC 4 Inorganic materials 0.000 description 1
- 229910013684 LiClO 4 Inorganic materials 0.000 description 1
- 229910010941 LiFSI Inorganic materials 0.000 description 1
- 229910015643 LiMn 2 O 4 Inorganic materials 0.000 description 1
- 229910014689 LiMnO Inorganic materials 0.000 description 1
- 229910013290 LiNiO 2 Inorganic materials 0.000 description 1
- 229910012513 LiSbF 6 Inorganic materials 0.000 description 1
- 229910012672 LiTiO Inorganic materials 0.000 description 1
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 1
- RJUFJBKOKNCXHH-UHFFFAOYSA-N Methyl propionate Chemical compound CCC(=O)OC RJUFJBKOKNCXHH-UHFFFAOYSA-N 0.000 description 1
- HDFGOPSGAURCEO-UHFFFAOYSA-N N-ethylmaleimide Chemical compound CCN1C(=O)C=CC1=O HDFGOPSGAURCEO-UHFFFAOYSA-N 0.000 description 1
- 229920000459 Nitrile rubber Polymers 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 239000002033 PVDF binder Substances 0.000 description 1
- SCKXCAADGDQQCS-UHFFFAOYSA-N Performic acid Chemical compound OOC=O SCKXCAADGDQQCS-UHFFFAOYSA-N 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 229920002125 Sokalan® Polymers 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 description 1
- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 description 1
- CGBYBGVMDAPUIH-UHFFFAOYSA-N acide dimethylmaleique Natural products OC(=O)C(C)=C(C)C(O)=O CGBYBGVMDAPUIH-UHFFFAOYSA-N 0.000 description 1
- 229920000800 acrylic rubber Polymers 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 238000005273 aeration Methods 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 235000019257 ammonium acetate Nutrition 0.000 description 1
- 229940043376 ammonium acetate Drugs 0.000 description 1
- 229910003481 amorphous carbon Inorganic materials 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 238000000149 argon plasma sintering Methods 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- CREMABGTGYGIQB-UHFFFAOYSA-N carbon carbon Chemical compound C.C CREMABGTGYGIQB-UHFFFAOYSA-N 0.000 description 1
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 229940105329 carboxymethylcellulose Drugs 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 235000010980 cellulose Nutrition 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000006255 coating slurry Substances 0.000 description 1
- 239000006258 conductive agent Substances 0.000 description 1
- 239000004020 conductor Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 239000011889 copper foil Substances 0.000 description 1
- 150000003950 cyclic amides Chemical class 0.000 description 1
- 150000004292 cyclic ethers Chemical class 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- 229960004132 diethyl ether Drugs 0.000 description 1
- LDCRTTXIJACKKU-ARJAWSKDSA-N dimethyl maleate Chemical compound COC(=O)\C=C/C(=O)OC LDCRTTXIJACKKU-ARJAWSKDSA-N 0.000 description 1
- WTIFDVLCDRBEJK-VAWYXSNFSA-N diphenyl (e)-but-2-enedioate Chemical compound C=1C=CC=CC=1OC(=O)/C=C/C(=O)OC1=CC=CC=C1 WTIFDVLCDRBEJK-VAWYXSNFSA-N 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- DSTWFRCNXMNXTR-WAYWQWQTSA-N dipropyl (z)-but-2-enedioate Chemical compound CCCOC(=O)\C=C/C(=O)OCCC DSTWFRCNXMNXTR-WAYWQWQTSA-N 0.000 description 1
- 238000007599 discharging Methods 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000007606 doctor blade method Methods 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N dodecane Chemical compound CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- ODQWQRRAPPTVAG-GZTJUZNOSA-N doxepin Chemical compound C1OC2=CC=CC=C2C(=C/CCN(C)C)/C2=CC=CC=C21 ODQWQRRAPPTVAG-GZTJUZNOSA-N 0.000 description 1
- 238000010894 electron beam technology Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 125000001033 ether group Chemical group 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 229940052303 ethers for general anesthesia Drugs 0.000 description 1
- 229920001249 ethyl cellulose Polymers 0.000 description 1
- 235000019325 ethyl cellulose Nutrition 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000011245 gel electrolyte Substances 0.000 description 1
- 239000003349 gelling agent Substances 0.000 description 1
- 150000004676 glycans Chemical class 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000002329 infrared spectrum Methods 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 230000002427 irreversible effect Effects 0.000 description 1
- 150000002596 lactones Chemical class 0.000 description 1
- 239000001989 lithium alloy Substances 0.000 description 1
- 229910003473 lithium bis(trifluoromethanesulfonyl)imide Inorganic materials 0.000 description 1
- 229910003002 lithium salt Inorganic materials 0.000 description 1
- 159000000002 lithium salts Chemical class 0.000 description 1
- VDVLPSWVDYJFRW-UHFFFAOYSA-N lithium;bis(fluorosulfonyl)azanide Chemical compound [Li+].FS(=O)(=O)[N-]S(F)(=O)=O VDVLPSWVDYJFRW-UHFFFAOYSA-N 0.000 description 1
- QSZMZKBZAYQGRS-UHFFFAOYSA-N lithium;bis(trifluoromethylsulfonyl)azanide Chemical compound [Li+].FC(F)(F)S(=O)(=O)[N-]S(=O)(=O)C(F)(F)F QSZMZKBZAYQGRS-UHFFFAOYSA-N 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 150000002736 metal compounds Chemical class 0.000 description 1
- 239000007769 metal material Substances 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 229940057867 methyl lactate Drugs 0.000 description 1
- 229940017219 methyl propionate Drugs 0.000 description 1
- XJRBAMWJDBPFIM-UHFFFAOYSA-N methyl vinyl ether Chemical compound COC=C XJRBAMWJDBPFIM-UHFFFAOYSA-N 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical group CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 1
- 229940094933 n-dodecane Drugs 0.000 description 1
- SEEYREPSKCQBBF-UHFFFAOYSA-N n-methylmaleimide Chemical compound CN1C(=O)C=CC1=O SEEYREPSKCQBBF-UHFFFAOYSA-N 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 229910017464 nitrogen compound Inorganic materials 0.000 description 1
- 150000002830 nitrogen compounds Chemical class 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- LYGJENNIWJXYER-UHFFFAOYSA-N nitromethane Chemical compound C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 description 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
- 150000001451 organic peroxides Chemical class 0.000 description 1
- MHYFEEDKONKGEB-UHFFFAOYSA-N oxathiane 2,2-dioxide Chemical compound O=S1(=O)CCCCO1 MHYFEEDKONKGEB-UHFFFAOYSA-N 0.000 description 1
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- PMJHHCWVYXUKFD-UHFFFAOYSA-N piperylene Natural products CC=CC=C PMJHHCWVYXUKFD-UHFFFAOYSA-N 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 229920001495 poly(sodium acrylate) polymer Polymers 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 229920002981 polyvinylidene fluoride Polymers 0.000 description 1
- 235000011056 potassium acetate Nutrition 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 1
- 238000004080 punching Methods 0.000 description 1
- 150000004040 pyrrolidinones Chemical class 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 229920005604 random copolymer Polymers 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 238000004904 shortening Methods 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000001488 sodium phosphate Substances 0.000 description 1
- NNMHYFLPFNGQFZ-UHFFFAOYSA-M sodium polyacrylate Chemical compound [Na+].[O-]C(=O)C=C NNMHYFLPFNGQFZ-UHFFFAOYSA-M 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 229920001909 styrene-acrylic polymer Polymers 0.000 description 1
- 150000003457 sulfones Chemical class 0.000 description 1
- 229910052715 tantalum Inorganic materials 0.000 description 1
- GUVRBAGPIYLISA-UHFFFAOYSA-N tantalum atom Chemical compound [Ta] GUVRBAGPIYLISA-UHFFFAOYSA-N 0.000 description 1
- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 1
- 150000007984 tetrahydrofuranes Chemical class 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 229910000314 transition metal oxide Inorganic materials 0.000 description 1
- DQWPFSLDHJDLRL-UHFFFAOYSA-N triethyl phosphate Chemical compound CCOP(=O)(OCC)OCC DQWPFSLDHJDLRL-UHFFFAOYSA-N 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- 229910000406 trisodium phosphate Inorganic materials 0.000 description 1
- 235000019801 trisodium phosphate Nutrition 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
- 230000004580 weight loss Effects 0.000 description 1
- 239000013585 weight reducing agent Substances 0.000 description 1
Classifications
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M4/00—Electrodes
- H01M4/02—Electrodes composed of, or comprising, active material
- H01M4/62—Selection of inactive substances as ingredients for active masses, e.g. binders, fillers
-
- 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
-
- 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
-
- 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 a binder composition for a negative electrode of a lithium ion secondary battery, a slurry composition for a negative electrode of a lithium ion secondary battery using the binder composition, a negative electrode of a lithium ion secondary battery, and a lithium ion secondary battery.
- Lithium ion secondary batteries are frequently used as secondary batteries used for the power sources of these portable terminals. Since portable terminals are required to have more comfortable portability, miniaturization, thinning, weight reduction, and high performance have rapidly progressed, and have come to be used in various places. This trend continues today, and batteries used in mobile terminals are further required to be smaller, thinner, lighter, and higher in performance.
- Lithium ion secondary batteries have a positive electrode and a negative electrode installed via a separator, and lithium such as LiPF 6 , LiBF 4 LiTFSI (lithium (bistrifluoromethylsulfonylimide)), LiFSI (lithium (bisfluorosulfonylimide)). It has a structure in which a salt is stored in a container together with an electrolytic solution in which a salt is dissolved in an organic liquid such as ethylene carbonate.
- the negative electrode and the positive electrode are usually an electrode slurry obtained by dissolving or dispersing a binder and a thickener in water and mixing this with an active material and, if necessary, a conductivity-imparting agent (hereinafter simply referred to as a slurry). Is applied to the current collector, and water is dried to form a mixed layer. More specifically, for example, the negative electrode is made of a carbonaceous material that can store and release lithium ions, which is an active material, and acetylene black, which is a conductivity-imparting agent, if necessary. They are bound together by a binder for battery electrodes.
- LiCoO 2 that is an active material, and if necessary, the same conductivity-imparting agent as that for the negative electrode were bonded to a current collector such as aluminum using a binder for a secondary battery electrode. Is.
- diene rubbers such as styrene-butadiene rubber and acrylics such as polyacrylic acid have been used as binders for aqueous media (for example, Patent Documents 1 and 2).
- the thickener include methylcellulose, ethylcellulose, hydroxyethylcellulose, hydroxypropoxycellulose, carboxymethylcellulose sodium salt (CMC-Na), sodium polyacrylate, etc.
- CMC-Na is often used.
- diene rubbers such as styrene-butadiene rubber have low adhesion to metal collectors such as copper, and there is a problem that the amount used cannot be reduced to increase the adhesion between the collector and the electrode material. . Therefore, recently, demands for extending the usage time of mobile terminals and shortening the charging time have increased, and it has become an obstacle especially as the urgent need is to increase the battery capacity and improve the charging speed (rate characteristics). Yes.
- Battery capacity is strongly influenced by the amount of active material, and rate characteristics are affected by the ease of electron movement.
- it is effective to suppress the amount of binder and thickener, but if the amount of binder and thickener is decreased, the binding of the active material is impaired. So there is a limit to weight loss.
- the binder and thickener are non-conductive and prevent the movement of electrons. Therefore, if an attempt is made to improve the rate characteristics by increasing the conductivity-imparting agent, the amount of active material used is limited accordingly, and therefore it is difficult to improve the battery capacity. Thus, it has been difficult to achieve both high battery capacity and improved rate characteristics.
- the present invention has been made in view of the above-described problems, and an object of the present invention is to achieve both high battery capacity and improved rate characteristics without impairing the binding properties of the negative electrode binder.
- the present inventors have used a copolymer obtained by polymerizing a specific monomer as a salt that can be dissolved in a solvent, as a binder for a negative electrode slurry.
- the present invention has been completed by finding that the above-mentioned object is achieved and further studying based on this finding.
- the binder composition for a negative electrode of a lithium ion secondary battery according to one aspect of the present invention (hereinafter also simply referred to as a binder composition) is an ⁇ -olefin-maleic acid copolymer obtained by copolymerizing an ⁇ -olefin and a maleic acid. It contains a neutralized salt of a polymer.
- the present invention it is possible to obtain a binder composition for a negative electrode of a lithium ion secondary battery having excellent binding properties, and further using it, the resistance of the lithium ion secondary electrode can be reduced, and the battery It is possible to achieve both higher capacity and improved rate characteristics.
- the binder composition for a negative electrode of a lithium ion secondary battery of the present embodiment is a binder composition for a negative electrode of a lithium ion secondary battery (hereinafter also simply referred to as a binder composition) in which an ⁇ -olefin and maleic acid are copolymerized. It contains a neutralized salt of an ⁇ -olefin-maleic acid copolymer.
- an ⁇ -olefin-maleic acid copolymer obtained by copolymerizing an ⁇ -olefin and maleic acid is composed of a unit (A) based on ⁇ -olefin and a unit (B) based on maleic acid,
- a linear random copolymer having a weight average molecular weight of 1,000 to 200,000 is preferable.
- the unit (A) based on ⁇ -olefins is represented by the general formula —CH 2 CR 1 R 2 — (wherein R 1 and R 2 may be the same or different from each other, hydrogen Represents an alkyl group having 1 to 10 carbon atoms, an alkenyl group, an aryl group, or an ether group.
- the ⁇ -olefin used in the present embodiment is a linear or branched olefin having a carbon-carbon unsaturated double bond at the ⁇ -position. In particular, olefins having 2 to 12 carbon atoms, particularly 2 to 8 carbon atoms are preferred.
- Representative examples that can be used include ethylene, propylene, n-butylene, isobutylene, n-pentene, isoprene, 2-methyl-1-butene, 3-methyl-1-butene, n-hexene, 2-methyl- 1-pentene, 3-methyl-1-pentene, 4-methyl-1-pentene, 2-ethyl-1-butene, 1,3-pentadiene, 1,3-hexadiene, 2,3-dimethylbutadiene, 2,5 -Pentadiene, 1,4-hexadiene, 2,2,4-trimethyl-1-pentene, methyl vinyl ether, styrene and the like.
- isobutylene is particularly preferable from the viewpoints of availability, polysynthesis, and product stability.
- the isobutylene includes a mixture containing isobutylene as a main component, for example, a BB fraction (C4 fraction).
- BB fraction C4 fraction
- These olefins may be used alone or in combination of two or more.
- maleic anhydride maleic acid, maleic acid monoester (for example, methyl maleate, ethyl maleate, propyl maleate, phenyl maleate, etc.), maleic acid, as the unit (B) based on maleic acids
- Maleic anhydride derivatives such as diesters (eg dimethyl maleate, diethyl maleate, dipropyl maleate, diphenyl maleate etc.), maleic imides or N-substituted derivatives thereof (eg maleic imide, N-methylmaleimide, N N-substituted alkylmaleimides such as ethylmaleimide, N-propylmaleimide, Nn-butylmaleimide, Nt-butylmaleimide, N-cyclohexylmaleimide, N-phenylmaleimide, N-ethyl Phenyl male N-substituted alkylphenylmaleimide such as imide, or N-substi
- the content ratio of each structural unit in the copolymer of the present embodiment is preferably such that (A) / (B) is in the range of 1/1 to 1/3 in terms of molar ratio. This is because the advantages of hydrophilicity, water solubility, and affinity for metals and ions as a high molecular weight substance that dissolves in water can be obtained. Particularly, it is desirable that the molar ratio of (A) / (B) is 1/1 or a value close thereto, in which case the unit based on ⁇ -olefin, that is, —CH 2 CR 1 R 2 — A copolymer having a structure in which the units shown and units based on maleic acids are alternately repeated is obtained.
- the mixing ratio of ⁇ -olefins and maleic acids to obtain the copolymer of the present embodiment varies depending on the composition of the target copolymer, but ⁇ -olefin having 1 to 3 times the number of moles of maleic acids.
- Use of olefin is effective for increasing the reaction rate of maleic acids.
- the method for producing the copolymer of the present embodiment is not particularly limited, and for example, the copolymer can be obtained by radical polymerization.
- the polymerization catalyst used is an azo catalyst such as azobisisobutyronitrile, 1,1-azobiscyclohexane-1-carbonitrile, or an organic peroxide catalyst such as benzoyl peroxide or dicumyl peroxide. preferable.
- the amount of the polymerization catalyst used is required to be in the range of 0.1 to 5 mol%, preferably 0.5 to 3 mol% with respect to maleic acids.
- As a method for adding the polymerization catalyst and the monomer they may be added all at the beginning of the polymerization, but it is desirable to add them sequentially as the polymerization proceeds.
- the molecular weight can be appropriately adjusted mainly depending on the monomer concentration, the amount of catalyst used, and the polymerization temperature.
- a nitrogen compound such as ammonium acetate or urea, or a mercaptan
- the polymerization temperature is preferably in the range of 40 ° C. to 150 ° C., particularly 60 ° C. to 120 ° C. If the polymerization temperature is too high, the resulting copolymer tends to be in the form of blocks and the polymerization pressure may be significantly increased. is there.
- the polymerization time is usually 1 to 24 hours, preferably 2 to 10 hours.
- the amount of the polymerization solvent used is desirably adjusted so that the concentration of the obtained copolymer is 5 to 40% by weight, preferably 10 to 30% by weight.
- the copolymer of the present embodiment usually has a weight average molecular weight of 1,000 to 500,000.
- a more preferred weight average molecular weight is 5,000 to 450,000.
- the weight average molecular weight of the copolymer of this embodiment is less than 1,000, the crystallinity is high and the adhesive strength between particles may be low.
- it exceeds 500,000 the solubility in water or a solvent becomes small, and it may precipitate easily.
- the weight average molecular weight of the copolymer of the present embodiment can be measured by, for example, a light scattering method or a viscosity method.
- the copolymer of this embodiment has an intrinsic viscosity in the range of 0.05 to 1.5.
- the copolymer of the present embodiment is usually obtained in the form of a powder having about 16 to 60 mesh grains.
- the neutralized salt of the copolymer is a neutralized product in which active hydrogen of carbonyl acid generated from maleic acid reacts with a basic substance to form a salt.
- a basic substance containing a monovalent metal and / or ammonia is used as the basic substance from the viewpoint of binding properties as a binder. Is preferably used.
- the degree of neutralization is not particularly limited, but when used as a binder, considering the reactivity with the electrolytic solution, it is usually 0.5 to 1 mol per carboxylic acid produced from maleic acids. It is preferable to use those neutralized in the range of 1 mol, more preferably in the range of 0.6 to 1 mol. Such a neutralization degree has the advantage of low acidity and suppression of electrolyte decomposition.
- the degree of neutralization can be determined by a method such as titration with a base, an infrared spectrum, or an NMR spectrum.
- titration with a base can be performed.
- the specific titration method is not particularly limited, but it can be dissolved in water with little impurities such as ion-exchanged water, and a basic substance such as lithium hydroxide, sodium hydroxide, potassium hydroxide, It can be carried out by neutralization.
- the indicator for the neutralization point is not particularly limited, but an indicator such as phenylphthalein whose pH is indicated by a base can be used.
- the amount of the basic substance containing monovalent metal and / or ammonia is not particularly limited and is appropriately selected depending on the purpose of use and the like, but usually in the maleic acid copolymer.
- the amount is 0.1 to 2 moles per mole of maleic acid unit.
- the amount of the basic substance containing a monovalent metal is 0.6 to 2.0 mol, preferably 0.7 to 2 mol per mol of maleic acid unit in the maleic acid copolymer. Then, a water-soluble copolymer salt with little residual alkali can be obtained.
- the reaction of the ⁇ -olefin-maleic acid copolymer with the basic substance containing monovalent metal and / or ammonia can be carried out according to a conventional method, but is carried out in the presence of water, and the ⁇ -olefin-maleic acid is obtained.
- a method for obtaining a neutralized copolymer as an aqueous solution is simple and preferable.
- Examples of basic substances containing monovalent metals that can be used in the present embodiment include hydroxides of alkali metals such as sodium hydroxide, potassium hydroxide, and lithium hydroxide; alkali metals such as sodium carbonate and potassium carbonate. Carbonates of alkali metals such as sodium acetate and potassium acetate; phosphates of alkali metals such as trisodium phosphate, and the like.
- ammonia, lithium hydroxide, sodium hydroxide, and potassium hydroxide are preferable.
- ammonia or lithium hydroxide as a binder for a lithium ion secondary battery.
- the basic substance containing monovalent metal and / or ammonia may be used alone or in combination of two or more.
- a neutralized product of an ⁇ -olefin-maleic acid copolymer using a basic substance containing an alkali metal hydroxide such as sodium hydroxide as long as the battery performance is not adversely affected. May be prepared.
- the ring-opening rate of the copolymer represents the hydrolysis rate of the site of maleic anhydride that polymerizes with ⁇ -olefins when maleic anhydride is used as the maleic acid.
- a preferable ring opening rate is 60 to 100%, more preferably 70% to 100%, and still more preferably 80 to 100%. If the ring-opening rate is too low, the structural freedom of the copolymer becomes small and the stretchability becomes poor, so that the force for adhering the electrode material particles to be bonded may be small, which is not preferable. Furthermore, there is a possibility that problems such as low affinity for water and poor solubility may occur.
- the ring-opening rate can be determined, for example, by measuring the hydrogen at the ⁇ -position of the maleic acid opened by 1H-NMR with reference to the hydrogen at the ⁇ -position of maleic anhydride.
- the ratio of the carbonyl group derived from the carbonyl group and the ring-opened maleic anhydride can also be determined by IR measurement.
- the neutralized salt of the copolymer means that the active hydrogen of the carbonyl acid generated by the ring opening of maleic anhydride is a basic substance as described above. It forms a salt by forming a salt.
- the degree of neutralization in this case is not particularly limited. However, when used as a binder, in consideration of reactivity with the electrolytic solution, usually with respect to 1 mol of carbonyl acid generated by ring opening, It is preferable to use those neutralized in the range of 0.5 to 1 mol, more preferably in the range of 0.6 to 1 mol. Such a neutralization degree has the advantage of low acidity and suppression of electrolyte decomposition.
- the degree of neutralization of the copolymer when maleic anhydride is used can be measured by the same method as described above.
- the binder composition of the present embodiment contains polyethers, polyamines, polyvinyl alcohols, pyrrolidones, maleic acids, and the like that can impart viscosity, toughness, adhesion, and the like to the binder composition. Also good. These may be contained singly or in combination of two or more.
- the mass reduction rate at 150 ° C. is preferably less than 7%. If the mass reduction rate is 7% or more, there is a possibility that the capacity is reduced by heat generated when charging and discharging are repeated.
- the lithium ion secondary battery negative electrode binder composition of the present embodiment usually contains a negative electrode active material and a solvent in addition to the above-described ⁇ -olefin-maleic acid copolymer, and further contains a negative electrode active material and a solvent. It is used as a composition (hereinafter also simply referred to as a negative electrode slurry composition).
- the lithium ion secondary battery negative electrode is formed by binding a current collector to a mixed layer containing at least the lithium ion secondary battery negative electrode binder composition of the present embodiment and the negative electrode active material.
- This negative electrode can be formed by applying the above slurry composition for a lithium ion secondary battery negative electrode to a current collector and then removing the solvent by a method such as drying. If necessary, a thickener, a conductivity-imparting agent, and the like can be added to the mixed layer (that is, the negative electrode slurry composition).
- the amount of the neutralized salt of ⁇ -olefin-maleic acid copolymer used is usually 0.1 to 4 parts by weight, preferably 100 parts by weight of the negative electrode active material. Is 0.3 to 3 parts by weight, more preferably 0.5 to 2 parts by weight. If the amount of the copolymer is too small, the viscosity of the slurry for secondary battery negative electrode may be too low and the thickness of the mixed layer may be reduced. Conversely, if the amount of the copolymer is excessive, the discharge capacity may be reduced. There is sex.
- the amount of the solvent in the negative electrode slurry composition is usually 40 to 130 parts by weight, preferably 70 to 150 parts by weight with respect to 100 parts by weight of the negative electrode active material.
- Examples of the solvent in the negative electrode slurry composition of the present embodiment include water, alcohols such as methanol, ethanol, propanol, and 2-propanol, cyclic ethers such as tetrahydrofuran and 1,4-dioxane, N, N-dimethyl, and the like.
- Examples include amides such as formamide and N, N-dimethylacetamide, cyclic amides such as N-methylpyrrolidone and N-ethylpyrrolidone, and sulfoxides such as dimethylsulfoxide. In these, use of water is preferable from a viewpoint of safety.
- the organic solvent described below may be used in combination within a range of preferably 20% by weight or less of the total solvent.
- Such an organic solvent preferably has a boiling point at normal pressure of 100 ° C. or higher and 300 ° C. or lower, for example, hydrocarbons such as n-dodecane; alcohols such as 2-ethyl-1-hexanol and 1-nonanol.
- Esters such as ⁇ -butyrolactone and methyl lactate; amides such as N-methylpyrrolidone, N, N-dimethylacetamide and dimethylformamide; and organic dispersion media such as sulfoxides and sulfones such as dimethyl sulfoxide and sulfolane.
- Examples of the negative electrode active material (sometimes abbreviated as active material) added to the negative electrode slurry composition of the present embodiment include amorphous carbon, graphite, natural graphite, mesocarbon microbeads (MCMB), and pitch-based carbon.
- Carbonaceous materials such as fibers; conductive polymers such as polyacene; lithium-based metals such as composite metal oxides represented by SiO x , SnO x , LiTiO x , other metal oxides, lithium metal, and lithium alloys; TiS 2 , metal compounds such as LiTiS 2 are exemplified.
- a thickener can be further added to the negative electrode slurry composition as necessary.
- the thickener that can be added is not particularly limited, and various alcohols, in particular, polyvinyl alcohol and modified products thereof, celluloses, starches, and other polysaccharides can be used.
- the use amount of the thickener blended in the negative electrode slurry composition as necessary is 0.1 to 4 parts by weight, preferably 0.3 to 3 parts by weight, more preferably 0 to 100 parts by weight of the negative electrode active material. .5 to 2 parts by weight. If the thickener is too small, the viscosity of the secondary battery negative electrode slurry may be too low and the thickness of the mixed layer may be reduced. Conversely, if the thickener is excessively large, the discharge capacity may be reduced. .
- examples of the conductivity-imparting agent blended into the negative electrode slurry composition as needed include metal powder, conductive polymer, and acetylene black.
- the amount of the conductive agent used is usually 1 to 10 parts by weight, preferably 2 to 7 parts by weight, with respect to 100 parts by weight of the negative electrode active material.
- the current collector used for the lithium ion secondary battery negative electrode of this embodiment is not particularly limited as long as it is made of a conductive material.
- a conductive material For example, iron, copper, aluminum, nickel, stainless steel, titanium, tantalum, gold Metal materials such as platinum can be used. One of these may be used alone, or two or more of these may be used in combination at any ratio.
- the shape of the current collector is not particularly limited, but usually it is preferably a sheet having a thickness of about 0.001 to 0.5 mm.
- the method for applying the negative electrode slurry to the current collector is not particularly limited. Examples thereof include a doctor blade method, a dip method, a reverse roll method, a direct roll method, a gravure method, an extrusion method, a dipping method, and a brush coating method.
- the amount to be applied is not particularly limited, but the thickness of the mixed layer containing an active material, a conductivity-imparting agent, a binder and a thickener formed after removing the solvent or dispersion medium by a method such as drying is 0.005 to 5 mm. An amount of 0.01 to 2 mm is preferable.
- the drying method of the solvent such as water contained in the negative electrode slurry composition is not particularly limited, and examples thereof include aeration drying with hot air, hot air, and low-humidity air; vacuum drying; irradiation radiation drying such as infrared rays, far infrared rays, and electron beams. Can be mentioned.
- the drying conditions are preferably adjusted so that the solvent can be removed as soon as possible while the active material layer is cracked by stress concentration or the active material layer does not peel from the current collector.
- the pressing method include a die press and a roll press.
- the present invention includes a lithium secondary battery including the above-described negative electrode for a lithium ion secondary battery, a positive electrode, and an electrolytic solution.
- a positive electrode normally used for a lithium ion secondary battery is used without any particular limitation.
- the positive electrode active material TiS 2 , TiS 3 , amorphous MoS 3 , Cu 2 V 2 O 3 , amorphous V 2 O—P 2 O 5 , MoO 3 , V 2 O 5 , V 6 O Transition metal oxides such as 13 and lithium-containing composite metal oxides such as LiCoO 2 , LiNiO 2 , LiMnO 2 , and LiMn 2 O 4 are used.
- the positive electrode active material is made of a conductivity-imparting agent similar to that of the negative electrode, and a binder such as SBR, NBR, acrylic rubber, hydroxyethyl cellulose, carboxymethyl cellulose, and polyvinylidene fluoride.
- a binder such as SBR, NBR, acrylic rubber, hydroxyethyl cellulose, carboxymethyl cellulose, and polyvinylidene fluoride.
- an electrolytic solution in which an electrolyte is dissolved in a solvent is used.
- the electrolyte solution may be liquid or gel as long as it is used for a normal lithium ion secondary battery, and an electrolyte solution that functions as a battery can be appropriately selected according to the type of the negative electrode active material and the positive electrode active material. That's fine.
- lithium salt for example, also known lithium salt is any conventionally available, LiClO 4, LiBF 6, LiPF 6, LiCF 3 SO 3, LiCF 3 CO 2, LiAsF 6, LiSbF 6, LiB 10 Cl 10 LiAlCl 4 , LiCl, LiBr, LiB (C 2 H 5 ) 4 , CF 3 SO 3 Li, CH 3 SO 3 Li, LiCF 3 SO 3 , LiC 4 F 9 SO 3 , Li (CF 3 SO 2 ) 2 N And lower aliphatic lithium carboxylates.
- the solvent for dissolving such an electrolyte is not particularly limited. Specific examples include carbonates such as propylene carbonate, ethylene carbonate, butylene carbonate, dimethyl carbonate, and diethyl carbonate; lactones such as ⁇ -butyllactone; trimethoxymethane, 1,2-dimethoxyethane, diethyl ether, and 2-ethoxyethane.
- Ethers such as tetrahydrofuran, 2-methyltetrahydrofuran; sulfoxides such as dimethyl sulfoxide; oxolanes such as 1,3-dioxolane, 4-methyl-1,3-dioxolane; nitrogen-containing compounds such as acetonitrile and nitromethane; formic acid Organic acid esters such as methyl, methyl acetate, ethyl acetate, butyl acetate, methyl propionate and ethyl propionate; inorganic acid esters such as triethyl phosphate, dimethyl carbonate and diethyl carbonate Terigres; diglymes; triglymes; sulfolanes; oxazolidinones such as 3-methyl-2-oxazolidinone; sultones such as 1,3-propane sultone, 1,4-butane sultone, naphtha sultone, etc.
- a gel electrolyte a nitrile polymer, an acrylic polymer, a fluorine polymer, an alkylene oxide polymer, or the like can be added as a gelling agent.
- the method for producing the lithium ion secondary battery of the present embodiment is not particularly limited, and for example, the following production method is exemplified. That is, the negative electrode and the positive electrode are overlapped via a separator such as a polypropylene porous membrane, wound or folded according to the shape of the battery, put into a battery container, injected with an electrolyte, and sealed.
- the shape of the battery may be any known coin type, button type, sheet type, cylindrical type, square type, flat type, and the like.
- the lithium ion secondary battery of this embodiment is a battery that achieves both high capacity and improved rate characteristics, and is useful for various applications.
- the battery is very useful as a battery used in a portable terminal that is required to be small, thin, light, and have high performance.
- the binder composition for a negative electrode of a lithium ion secondary battery according to one aspect of the present invention (hereinafter also simply referred to as a binder composition) is an ⁇ -olefin-maleic acid copolymer obtained by copolymerizing an ⁇ -olefin and a maleic acid. It contains a neutralized salt of a polymer.
- the degree of neutralization of the ⁇ -olefin-maleic acid copolymer with respect to the carboxylic acid generated from the maleic acid is 0.5 to 1, from the viewpoint of reactivity with the electrolytic solution. To preferred.
- the constituent ratio of the ⁇ -olefin and the maleic acid in the ⁇ -olefin-maleic acid copolymer is 1: 1 to 1: 3.
- reaction rate of maleic acids can be increased thereby, and the effects as described above can be obtained more reliably.
- the maleic acid is preferably maleic anhydride. This is because it is advantageous in terms of availability, polymerization rate, and ease of molecular weight adjustment.
- the ⁇ -olefin-maleic anhydride copolymer preferably has a ring opening rate of 60 to 100%.
- the thickener has the advantage that it is not necessary to use a dispersant or the like.
- a slurry composition for a negative electrode of a lithium ion secondary battery is characterized by including the binder composition, a negative electrode active material, and a solvent.
- a lithium ion secondary battery negative electrode includes a current collector and a mixed layer containing at least the lithium ion secondary battery negative electrode binder composition and a negative electrode active material. It is characterized by becoming.
- a lithium ion secondary battery according to still another aspect of the present invention is characterized by including the above lithium ion secondary battery negative electrode, a positive electrode, and an electrolytic solution.
- Example 1 ⁇ Preparation of slurry for negative electrode>
- a water-soluble ammonia-modified isobutene-maleic anhydride copolymer resin (weight average molecular weight 60000, ring opening rate 100%, neutralization degree 1 manufactured by Kuraray Co., Ltd.) was used to prepare a 10 wt% aqueous solution. Used.
- the slurry for negative electrode is charged into a special container for 40 parts by weight of the 10 wt% aqueous solution (4 parts by weight as a solid content) with respect to 96 parts by weight of spherical graphite (CGB-10, manufactured by Nippon Graphite Industries) used as the negative electrode active material.
- CGB-10 spherical graphite
- an electrode coating slurry was prepared by adding water at the time of kneading and kneading again.
- the composition ratio of the active material and the binder composition in the slurry was 96: 4 as a solid content.
- the weight and thickness (active material layer thickness of about 40 ⁇ m, active material weight of about 10 mg) of the battery coated negative electrode obtained above were measured and transferred to a glove box (Miwa Seisakusho) under an argon gas atmosphere.
- a metal lithium foil (thickness 0.2 mm, ⁇ 15 mm) was used as the positive electrode.
- LiPF 6 lithium hexafluorophosphate
- EC / DEC 1/1 vol%)
- ⁇ Evaluation method charge / discharge characteristic test> With the produced coin battery, a charge / discharge test was performed using a commercially available charge / discharge tester (TOSCAT3100, manufactured by Toyo System). The coin battery is placed in a constant temperature bath at 25 ° C., and charging is performed at a constant current of 0.5 mA / cm 2 with respect to the amount of active material until it reaches 2 mV with respect to the lithium potential, and further 0.02 mA with respect to the lithium potential. The constant voltage charge of 2 mV was carried out up to the current of. The capacity at this time was defined as a charging capacity (mAh / g).
- TOSCAT3100 commercially available charge / discharge tester
- a constant current discharge of 0.5 mA / cm 2 was performed up to 1.5 V with respect to the lithium potential, and the capacity at this time was defined as a discharge capacity (mAh / g).
- the difference between the initial discharge capacity and the charge capacity was taken as the irreversible capacity (mAh / g), and the percentage of the discharge capacity / charge capacity was taken as the charge / discharge efficiency (%).
- the direct current resistance ( ⁇ ) of the coin battery a resistance value when a constant current of 0.5 mA was applied for 3 seconds before the start of charging was adopted.
- the discharge capacity maintenance rate (%) of the coin battery was defined as the ratio of the 100th discharge capacity to the first discharge capacity using the charge / discharge conditions described above. The results are shown in Table 1 below.
- Example 2 In order to reduce the amount of the binder composition added, a water-soluble ammonia-modified isobutene-maleic anhydride co-polymer is used as the binder composition with respect to 97 parts by weight of spherical graphite (CGB-10, manufactured by Nippon Graphite Industries) as the negative electrode active material.
- CGB-10 spherical graphite
- composition ratio of the active material and the binder composition in the slurry was 97: 3 as a solid content.
- the coating negative electrode was produced by the method similar to the said Example 1, the coin battery was obtained, and the charge / discharge characteristic test was done. The results are shown in Table 1 below.
- a water-soluble ammonia-modified isobutene-maleic anhydride co-polymer is used as the binder composition with respect to 97 parts by weight of spherical graphite (CGB-10, manufactured by Nippon Graphite Industries) as the negative electrode active material.
- CGB-10 spherical graphite
- the composition ratio of the active material and the binder composition in the slurry was 97: 3 as a solid content.
- the coating negative electrode was produced by the method similar to the said Example 1, the coin battery was obtained, and the charge / discharge characteristic test was done. The results are shown in Table 1 below. Further, as in Example 1, the thermogravimetric measurement of the ammonia-modified isobutene-maleic anhydride copolymer resin was performed. The results are shown in Table 1 below.
- the negative electrode active material is 95 parts by weight of natural graphite (DMGS, manufactured by BYD), and the binder composition is a water-soluble lithium-modified methyl vinyl ether-maleic anhydride copolymer resin (average molecular weight 630,000, ring opening rate 96%, Neutralization degree 0.5, Kuraray Co., Ltd.) 10 wt% aqueous solution 40 parts by weight (4 parts by weight as solid content), and 1 part by weight of Super-P (manufactured by Timcal) as a conductive auxiliary agent (conductivity imparting agent)
- the negative electrode slurry used was prepared in the same manner as in Example 1 above.
- the composition ratio of the active material, the conductive additive and the binder composition in the slurry was 95: 1: 4 as a solid content.
- the coating negative electrode was produced by the method similar to the said Example 1, the coin battery was obtained, and the charge / discharge characteristic test was done. The results are shown in Table 1 below. Further, in the same manner as in Example 1, thermogravimetric measurement of lithium-modified methyl vinyl ether-maleic anhydride copolymer resin was performed. The results are shown in Table 1 below.
- the negative electrode active material is 95 parts by weight of natural graphite (DMGS, manufactured by BYD), and the binder composition is a water-soluble lithium-modified ethylene-maleic anhydride copolymer resin (average molecular weight average molecular weight 100,000 to 600,000, Ring ratio 96%, neutralization degree 0.5, manufactured by Kuraray Co., Ltd. 10 wt% aqueous solution 40 parts by weight (4 parts by weight as solid content), and Super-P (manufactured by Timcal Co., Ltd.) as a conductive aid (conducting agent)
- a negative electrode slurry using 1 part by weight of) was prepared in the same manner as in Example 1.
- the composition ratio of the active material, the conductive additive and the binder composition in the slurry was 95: 1: 4 as a solid content.
- the coating negative electrode was produced by the method similar to the said Example 1, the coin battery was obtained, and the charge / discharge characteristic test was done. The results are shown in Table 1 below. Further, in the same manner as in Example 1, thermogravimetric measurement of the lithium-modified ethylene-maleic anhydride copolymer resin was performed. The results are shown in Table 1 below.
- the binder composition is a water-soluble lithium-modified styrene-maleic anhydride copolymer resin (average molecular weight average molecular weight 1,000 to 15,000, open) with respect to 95 parts by weight of natural graphite (DMGS, manufactured by BYD) as the negative electrode active material. Ring ratio 96%, neutralization degree 0.5, manufactured by Kuraray Co., Ltd. 10 wt% aqueous solution 40 parts by weight (4 parts by weight as solid content), and Super-P (manufactured by Timcal Co., Ltd.) as a conductive aid (conducting agent) A negative electrode slurry using 1 part by weight of) was prepared in the same manner as in Example 1.
- the composition ratio of the active material, the conductive additive and the binder composition in the slurry was 95: 1: 4 as a solid content.
- the coating negative electrode was produced by the method similar to the said Example 1, the coin battery was obtained, and the charge / discharge characteristic test was done. The results are shown in Table 1 below. Further, in the same manner as in Example 1, thermogravimetric measurement of the lithium-modified styrene-maleic anhydride copolymer resin was performed. The results are shown in Table 1 below.
- Example 1 A conventional aqueous negative electrode binder composition SBR emulsion aqueous solution (TRD2001, 48.3 wt%) and CMC-Na (cellogen BSH-6, 10 wt%) as a thickener were used in the same manner as in Example 1 above.
- a slurry for negative electrode coating was prepared.
- the coating negative electrode was produced by the method similar to the said Example 1, the coin battery was obtained, and the charge / discharge characteristic test was done. The results are shown in Table 1 below. Further, the thermogravimetric measurement of CMC-Na was performed in the same manner as in Example 1. The results are shown in Table 1 below.
- the present invention has wide industrial applicability in the technical field of secondary batteries.
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Abstract
La présente invention vise à obtenir à la fois une augmentation dans la capacité d'une batterie et une amélioration des caractéristiques de fréquence sans compromettre la propriété de liaison d'un liant d'électrode négative. La présente invention porte sur une composition de liant, pour une électrode négative de batterie secondaire au lithium-ion, contenant un sel neutralisé d'un copolymère α-oléfine-acide maléique obtenu par copolymérisation d'une α-oléfine et d'un acide maléique, et une électrode négative de batterie secondaire au lithium-ion et une batterie secondaire au lithium-ion utilisant la composition de liant.
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
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CN201580059082.XA CN107112541A (zh) | 2014-10-31 | 2015-10-05 | 锂离子二次电池负极用粘合剂组合物、以及使用其的锂离子二次电池负极用浆料组合物、锂离子二次电池负极以及锂离子二次电池 |
JP2016556462A JPWO2016067843A1 (ja) | 2014-10-31 | 2015-10-05 | リチウムイオン二次電池負極用バインダー組成物、並びにそれを用いたリチウムイオン二次電池負極用スラリー組成物、リチウムイオン二次電池負極及びリチウムイオン二次電池 |
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JP2016189253A (ja) * | 2015-03-30 | 2016-11-04 | 株式会社クラレ | リチウムイオン二次電池電極用バインダー組成物、並びにそれを用いたリチウムイオン二次電池電極用スラリー組成物、リチウムイオン二次電池負極及びリチウムイオン二次電池 |
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WO2018131572A1 (fr) * | 2017-01-16 | 2018-07-19 | 株式会社クラレ | Agent d'épaississement/stabilisation pour électrode de batterie à électrolyte non aqueux, et composition de liant, composition de bouillie pour électrode de batterie à électrolyte non aqueux, électrode de batterie à électrolyte non aqueux ainsi que batterie à électrolyte non aqueux contenant cet agent d'épaississement/stabilisation |
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Also Published As
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JPWO2016067843A1 (ja) | 2017-08-10 |
TW201633589A (zh) | 2016-09-16 |
TWI580102B (zh) | 2017-04-21 |
CN107112541A (zh) | 2017-08-29 |
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