CN113851655A - Negative pole piece and lithium ion battery comprising same - Google Patents
Negative pole piece and lithium ion battery comprising same Download PDFInfo
- Publication number
- CN113851655A CN113851655A CN202111130485.2A CN202111130485A CN113851655A CN 113851655 A CN113851655 A CN 113851655A CN 202111130485 A CN202111130485 A CN 202111130485A CN 113851655 A CN113851655 A CN 113851655A
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- China
- Prior art keywords
- substituted
- unsubstituted
- polymer
- isocyanate
- silicon
- Prior art date
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- Pending
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- HBBGRARXTFLTSG-UHFFFAOYSA-N Lithium ion Chemical compound [Li+] HBBGRARXTFLTSG-UHFFFAOYSA-N 0.000 title claims abstract description 41
- 229910001416 lithium ion Inorganic materials 0.000 title claims abstract description 41
- -1 olefin compound Chemical class 0.000 claims abstract description 93
- 229920000642 polymer Polymers 0.000 claims abstract description 93
- 239000002210 silicon-based material Substances 0.000 claims abstract description 61
- 125000001951 carbamoylamino group Chemical group C(N)(=O)N* 0.000 claims abstract description 33
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims abstract description 29
- 238000000034 method Methods 0.000 claims abstract description 19
- 239000012948 isocyanate Substances 0.000 claims description 31
- 229910052736 halogen Inorganic materials 0.000 claims description 27
- 150000002367 halogens Chemical class 0.000 claims description 27
- 125000003118 aryl group Chemical group 0.000 claims description 18
- 125000005842 heteroatom Chemical group 0.000 claims description 17
- 239000002904 solvent Substances 0.000 claims description 16
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 13
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 11
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 11
- 125000002252 acyl group Chemical group 0.000 claims description 10
- 150000002148 esters Chemical class 0.000 claims description 10
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 9
- 239000000126 substance Chemical group 0.000 claims description 9
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 8
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 5
- 239000001257 hydrogen Substances 0.000 claims description 5
- 125000004414 alkyl thio group Chemical group 0.000 claims description 4
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 4
- 125000000623 heterocyclic group Chemical group 0.000 claims description 4
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims 1
- 238000007599 discharging Methods 0.000 abstract description 17
- 239000000203 mixture Substances 0.000 abstract description 4
- 239000010410 layer Substances 0.000 description 34
- 239000000178 monomer Substances 0.000 description 31
- 238000002360 preparation method Methods 0.000 description 22
- 125000001424 substituent group Chemical group 0.000 description 20
- 239000002002 slurry Substances 0.000 description 14
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 13
- 238000006116 polymerization reaction Methods 0.000 description 13
- 230000000052 comparative effect Effects 0.000 description 12
- 238000002156 mixing Methods 0.000 description 12
- 238000012360 testing method Methods 0.000 description 12
- 239000011248 coating agent Substances 0.000 description 9
- 238000000576 coating method Methods 0.000 description 9
- 150000001875 compounds Chemical class 0.000 description 9
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 8
- 239000011230 binding agent Substances 0.000 description 8
- 239000006258 conductive agent Substances 0.000 description 8
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 7
- 238000001035 drying Methods 0.000 description 7
- 239000007773 negative electrode material Substances 0.000 description 7
- 125000004433 nitrogen atom Chemical group N* 0.000 description 7
- 229910000676 Si alloy Inorganic materials 0.000 description 6
- 239000003999 initiator Substances 0.000 description 6
- 150000002513 isocyanates Chemical class 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 6
- 238000005096 rolling process Methods 0.000 description 6
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
- 125000005466 alkylenyl group Chemical group 0.000 description 5
- 239000003792 electrolyte Substances 0.000 description 5
- 229910002804 graphite Inorganic materials 0.000 description 5
- 239000010439 graphite Substances 0.000 description 5
- 150000003141 primary amines Chemical class 0.000 description 5
- 238000007086 side reaction Methods 0.000 description 5
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 125000004185 ester group Chemical group 0.000 description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 4
- 150000003335 secondary amines Chemical class 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- XSQUKJJJFZCRTK-UHFFFAOYSA-N urea group Chemical group NC(=O)N XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- NPDBDJFLKKQMCM-SCSAIBSYSA-N (2s)-2-amino-3,3-dimethylbutanoic acid Chemical compound CC(C)(C)[C@H](N)C(O)=O NPDBDJFLKKQMCM-SCSAIBSYSA-N 0.000 description 3
- DYQFCTCUULUMTQ-UHFFFAOYSA-N 1-isocyanatooctane Chemical compound CCCCCCCCN=C=O DYQFCTCUULUMTQ-UHFFFAOYSA-N 0.000 description 3
- OQURWGJAWSLGQG-UHFFFAOYSA-N 1-isocyanatopropane Chemical compound CCCN=C=O OQURWGJAWSLGQG-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- 239000004342 Benzoyl peroxide Substances 0.000 description 3
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 3
- 239000002033 PVDF binder Substances 0.000 description 3
- 239000005062 Polybutadiene Substances 0.000 description 3
- 239000004793 Polystyrene Substances 0.000 description 3
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- KFDQGLPGKXUTMZ-UHFFFAOYSA-N [Mn].[Co].[Ni] Chemical compound [Mn].[Co].[Ni] KFDQGLPGKXUTMZ-UHFFFAOYSA-N 0.000 description 3
- 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 3
- 239000002253 acid Substances 0.000 description 3
- 125000003342 alkenyl group Chemical group 0.000 description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 3
- 229910052782 aluminium Inorganic materials 0.000 description 3
- 235000019400 benzoyl peroxide Nutrition 0.000 description 3
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 150000001721 carbon Chemical group 0.000 description 3
- 239000002041 carbon nanotube Substances 0.000 description 3
- 229910021393 carbon nanotube Inorganic materials 0.000 description 3
- 239000001768 carboxy methyl cellulose Substances 0.000 description 3
- 239000011889 copper foil Substances 0.000 description 3
- 238000005520 cutting process Methods 0.000 description 3
- 239000011888 foil Substances 0.000 description 3
- ANJPRQPHZGHVQB-UHFFFAOYSA-N hexyl isocyanate Chemical compound CCCCCCN=C=O ANJPRQPHZGHVQB-UHFFFAOYSA-N 0.000 description 3
- 238000003475 lamination Methods 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 229910052744 lithium Inorganic materials 0.000 description 3
- 239000011572 manganese Substances 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Substances [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 3
- 238000004806 packaging method and process Methods 0.000 description 3
- 229920002857 polybutadiene Polymers 0.000 description 3
- 239000002861 polymer material Substances 0.000 description 3
- 229920002223 polystyrene Polymers 0.000 description 3
- 229920002981 polyvinylidene fluoride Polymers 0.000 description 3
- 229910052710 silicon Inorganic materials 0.000 description 3
- 239000010703 silicon Substances 0.000 description 3
- 229910052814 silicon oxide Inorganic materials 0.000 description 3
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 3
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 3
- YVBLQCANYSFEBN-GOSISDBHSA-N (2r)-2-(9h-fluoren-9-ylmethoxycarbonylamino)pent-4-enoic acid Chemical compound C1=CC=C2C(COC(=O)N[C@H](CC=C)C(=O)O)C3=CC=CC=C3C2=C1 YVBLQCANYSFEBN-GOSISDBHSA-N 0.000 description 2
- YVBLQCANYSFEBN-SFHVURJKSA-N (2s)-2-(9h-fluoren-9-ylmethoxycarbonylamino)pent-4-enoic acid Chemical compound C1=CC=C2C(COC(=O)N[C@@H](CC=C)C(=O)O)C3=CC=CC=C3C2=C1 YVBLQCANYSFEBN-SFHVURJKSA-N 0.000 description 2
- WNNNWFKQCKFSDK-BYPYZUCNSA-N (2s)-2-aminopent-4-enoic acid Chemical compound OC(=O)[C@@H](N)CC=C WNNNWFKQCKFSDK-BYPYZUCNSA-N 0.000 description 2
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
- QRBHVARIMDDOOV-UHFFFAOYSA-N 1-(isocyanatomethyl)-4-methoxybenzene Chemical compound COC1=CC=C(CN=C=O)C=C1 QRBHVARIMDDOOV-UHFFFAOYSA-N 0.000 description 2
- XFEWMFDVBLLXFE-UHFFFAOYSA-N 1-isocyanatodecane Chemical compound CCCCCCCCCCN=C=O XFEWMFDVBLLXFE-UHFFFAOYSA-N 0.000 description 2
- YIDSTEJLDQMWBR-UHFFFAOYSA-N 1-isocyanatododecane Chemical compound CCCCCCCCCCCCN=C=O YIDSTEJLDQMWBR-UHFFFAOYSA-N 0.000 description 2
- GFLXBRUGMACJLQ-UHFFFAOYSA-N 1-isocyanatohexadecane Chemical compound CCCCCCCCCCCCCCCCN=C=O GFLXBRUGMACJLQ-UHFFFAOYSA-N 0.000 description 2
- QWDQYHPOSSHSAW-UHFFFAOYSA-N 1-isocyanatooctadecane Chemical compound CCCCCCCCCCCCCCCCCCN=C=O QWDQYHPOSSHSAW-UHFFFAOYSA-N 0.000 description 2
- XTCXPTOMXXOPLA-UHFFFAOYSA-N 2-isocyanato-2-methylbutane Chemical compound CCC(C)(C)N=C=O XTCXPTOMXXOPLA-UHFFFAOYSA-N 0.000 description 2
- GSLTVFIVJMCNBH-UHFFFAOYSA-N 2-isocyanatopropane Chemical compound CC(C)N=C=O GSLTVFIVJMCNBH-UHFFFAOYSA-N 0.000 description 2
- RHGKLRLOHDJJDR-BYPYZUCNSA-N L-citrulline Chemical compound NC(=O)NCCC[C@H]([NH3+])C([O-])=O RHGKLRLOHDJJDR-BYPYZUCNSA-N 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 238000000333 X-ray scattering Methods 0.000 description 2
- MKPXGEVFQSIKGE-UHFFFAOYSA-N [Mg].[Si] Chemical compound [Mg].[Si] MKPXGEVFQSIKGE-UHFFFAOYSA-N 0.000 description 2
- WNNNWFKQCKFSDK-UHFFFAOYSA-N allylglycine Chemical compound OC(=O)C(N)CC=C WNNNWFKQCKFSDK-UHFFFAOYSA-N 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- 230000002238 attenuated effect Effects 0.000 description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 2
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- WUDNUHPRLBTKOJ-UHFFFAOYSA-N ethyl isocyanate Chemical compound CCN=C=O WUDNUHPRLBTKOJ-UHFFFAOYSA-N 0.000 description 2
- VPASWAQPISSKJP-UHFFFAOYSA-N ethyl prop-2-enoate;isocyanic acid Chemical compound N=C=O.CCOC(=O)C=C VPASWAQPISSKJP-UHFFFAOYSA-N 0.000 description 2
- NIZHERJWXFHGGU-UHFFFAOYSA-N isocyanato(trimethyl)silane Chemical compound C[Si](C)(C)N=C=O NIZHERJWXFHGGU-UHFFFAOYSA-N 0.000 description 2
- WARQUFORVQESFF-UHFFFAOYSA-N isocyanatoethene Chemical compound C=CN=C=O WARQUFORVQESFF-UHFFFAOYSA-N 0.000 description 2
- RBQRWNWVPQDTJJ-UHFFFAOYSA-N methacryloyloxyethyl isocyanate Chemical compound CC(=C)C(=O)OCCN=C=O RBQRWNWVPQDTJJ-UHFFFAOYSA-N 0.000 description 2
- 239000005543 nano-size silicon particle Substances 0.000 description 2
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 239000011257 shell material Substances 0.000 description 2
- 239000007784 solid electrolyte Substances 0.000 description 2
- 238000010998 test method Methods 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- 238000009736 wetting Methods 0.000 description 2
- FEIACFYXEWBKHU-UHFFFAOYSA-N (2-aminopyridin-3-yl)methanol Chemical compound NC1=NC=CC=C1CO FEIACFYXEWBKHU-UHFFFAOYSA-N 0.000 description 1
- SWVVHSGIBDWCDD-UHFFFAOYSA-N (2-nitrophenyl) 2-methylpropanoate Chemical compound CC(C)C(=O)OC1=CC=CC=C1[N+]([O-])=O SWVVHSGIBDWCDD-UHFFFAOYSA-N 0.000 description 1
- LCPNYLRZLNERIG-ZETCQYMHSA-N (2S)-6-amino-2-[2-(oxomethylidene)hydrazinyl]hexanoyl isocyanate Chemical compound NCCCC[C@H](NN=C=O)C(=O)N=C=O LCPNYLRZLNERIG-ZETCQYMHSA-N 0.000 description 1
- UCSWKSXDJYECKQ-ZCFIWIBFSA-N (2r)-2-isocyanato-3-methylbutane Chemical compound CC(C)[C@@H](C)N=C=O UCSWKSXDJYECKQ-ZCFIWIBFSA-N 0.000 description 1
- UCSWKSXDJYECKQ-LURJTMIESA-N (2s)-2-isocyanato-3-methylbutane Chemical compound CC(C)[C@H](C)N=C=O UCSWKSXDJYECKQ-LURJTMIESA-N 0.000 description 1
- PIVVYCUAIZAGPB-QMMMGPOBSA-N (2s)-2-isocyanatoheptane Chemical compound CCCCC[C@H](C)N=C=O PIVVYCUAIZAGPB-QMMMGPOBSA-N 0.000 description 1
- LQAUXDMGRBWDIU-UHFFFAOYSA-N (3-chloro-4-fluorophenyl)methanamine Chemical compound NCC1=CC=C(F)C(Cl)=C1 LQAUXDMGRBWDIU-UHFFFAOYSA-N 0.000 description 1
- JMMVHMOAIMOMOF-UHFFFAOYSA-N (4-prop-2-enoyloxyphenyl) prop-2-enoate Chemical compound C=CC(=O)OC1=CC=C(OC(=O)C=C)C=C1 JMMVHMOAIMOMOF-UHFFFAOYSA-N 0.000 description 1
- YBUPWRYTXGAWJX-RXMQYKEDSA-N (4s)-4-propan-2-yl-1,3-oxazolidin-2-one Chemical compound CC(C)[C@H]1COC(=O)N1 YBUPWRYTXGAWJX-RXMQYKEDSA-N 0.000 description 1
- YTLYLLTVENPWFT-UPHRSURJSA-N (Z)-3-aminoacrylic acid Chemical compound N\C=C/C(O)=O YTLYLLTVENPWFT-UPHRSURJSA-N 0.000 description 1
- ARHYWWAJZDAYDJ-UHFFFAOYSA-N 1,2-dimethylpiperazine Chemical compound CC1CNCCN1C ARHYWWAJZDAYDJ-UHFFFAOYSA-N 0.000 description 1
- CVCYZCBJCQXUCN-UHFFFAOYSA-N 1,2-oxazol-4-amine Chemical compound NC=1C=NOC=1 CVCYZCBJCQXUCN-UHFFFAOYSA-N 0.000 description 1
- UJZYHMZRXGNDFB-UHFFFAOYSA-N 1,3-benzothiazol-5-amine Chemical compound NC1=CC=C2SC=NC2=C1 UJZYHMZRXGNDFB-UHFFFAOYSA-N 0.000 description 1
- SNHIIFOXCRYGGY-UHFFFAOYSA-N 1,4-difluoro-2-isocyanatobenzene Chemical compound FC1=CC=C(F)C(N=C=O)=C1 SNHIIFOXCRYGGY-UHFFFAOYSA-N 0.000 description 1
- VZXPHDGHQXLXJC-UHFFFAOYSA-N 1,6-diisocyanato-5,6-dimethylheptane Chemical compound O=C=NC(C)(C)C(C)CCCCN=C=O VZXPHDGHQXLXJC-UHFFFAOYSA-N 0.000 description 1
- 229940008841 1,6-hexamethylene diisocyanate Drugs 0.000 description 1
- ZVEMLYIXBCTVOF-UHFFFAOYSA-N 1-(2-isocyanatopropan-2-yl)-3-prop-1-en-2-ylbenzene Chemical compound CC(=C)C1=CC=CC(C(C)(C)N=C=O)=C1 ZVEMLYIXBCTVOF-UHFFFAOYSA-N 0.000 description 1
- DYIJPGHSYAIMTR-UHFFFAOYSA-N 1-bromo-2-isocyanato-4-methylbenzene Chemical compound CC1=CC=C(Br)C(N=C=O)=C1 DYIJPGHSYAIMTR-UHFFFAOYSA-N 0.000 description 1
- VQVBCZQTXSHJGF-UHFFFAOYSA-N 1-bromo-3-isocyanatobenzene Chemical compound BrC1=CC=CC(N=C=O)=C1 VQVBCZQTXSHJGF-UHFFFAOYSA-N 0.000 description 1
- WEPYOPYMWSHRIW-UHFFFAOYSA-N 1-chloro-2-isocyanato-4-(trifluoromethyl)benzene Chemical compound FC(F)(F)C1=CC=C(Cl)C(N=C=O)=C1 WEPYOPYMWSHRIW-UHFFFAOYSA-N 0.000 description 1
- RQAVSDINDRNIKL-UHFFFAOYSA-N 1-chloro-3-isocyanatopropane Chemical compound ClCCCN=C=O RQAVSDINDRNIKL-UHFFFAOYSA-N 0.000 description 1
- NNZVKALEGZPYKL-UHFFFAOYSA-N 1-isocyanato-2-methylpropane Chemical compound CC(C)CN=C=O NNZVKALEGZPYKL-UHFFFAOYSA-N 0.000 description 1
- DZSGDHNHQAJZCO-UHFFFAOYSA-N 1-isocyanato-3,5-dimethylbenzene Chemical compound CC1=CC(C)=CC(N=C=O)=C1 DZSGDHNHQAJZCO-UHFFFAOYSA-N 0.000 description 1
- NYQSIHZNEJCZKX-UHFFFAOYSA-N 1-isocyanato-4-(trifluoromethylsulfanyl)benzene Chemical compound FC(F)(F)SC1=CC=C(N=C=O)C=C1 NYQSIHZNEJCZKX-UHFFFAOYSA-N 0.000 description 1
- QNKQBDZVEKZFBN-UHFFFAOYSA-N 1-isocyanato-4-methylsulfanylbenzene Chemical compound CSC1=CC=C(N=C=O)C=C1 QNKQBDZVEKZFBN-UHFFFAOYSA-N 0.000 description 1
- VRVUKQWNRPNACD-UHFFFAOYSA-N 1-isocyanatopentane Chemical compound CCCCCN=C=O VRVUKQWNRPNACD-UHFFFAOYSA-N 0.000 description 1
- CSMJMAQKBKGDQX-UHFFFAOYSA-N 1-isocyanatotetradecane Chemical compound CCCCCCCCCCCCCCN=C=O CSMJMAQKBKGDQX-UHFFFAOYSA-N 0.000 description 1
- JXAYHHMVMJVFPQ-UHFFFAOYSA-N 1-isocyanatoundecane Chemical compound CCCCCCCCCCCN=C=O JXAYHHMVMJVFPQ-UHFFFAOYSA-N 0.000 description 1
- DVVGIUUJYPYENY-UHFFFAOYSA-N 1-methylpyridin-2-one Chemical compound CN1C=CC=CC1=O DVVGIUUJYPYENY-UHFFFAOYSA-N 0.000 description 1
- GRNOZCCBOFGDCL-UHFFFAOYSA-N 2,2,2-trichloroacetyl isocyanate Chemical compound ClC(Cl)(Cl)C(=O)N=C=O GRNOZCCBOFGDCL-UHFFFAOYSA-N 0.000 description 1
- TVPVPCIFAVVLAU-UHFFFAOYSA-N 2,2-dichloroacetyl isocyanate Chemical compound ClC(Cl)C(=O)N=C=O TVPVPCIFAVVLAU-UHFFFAOYSA-N 0.000 description 1
- KQCMTOWTPBNWDB-UHFFFAOYSA-N 2,4-dichloroaniline Chemical compound NC1=CC=C(Cl)C=C1Cl KQCMTOWTPBNWDB-UHFFFAOYSA-N 0.000 description 1
- CBRLWSXYXSFYSP-UHFFFAOYSA-N 2-aminopyrimidine-5-carboxylic acid Chemical compound NC1=NC=C(C(O)=O)C=N1 CBRLWSXYXSFYSP-UHFFFAOYSA-N 0.000 description 1
- RQGNAHOAQQVKDE-UHFFFAOYSA-N 2-bromo-4-methylpyridin-3-amine Chemical compound CC1=CC=NC(Br)=C1N RQGNAHOAQQVKDE-UHFFFAOYSA-N 0.000 description 1
- XYRDQHNCDBDNSF-UHFFFAOYSA-N 2-chloro-4-isocyanato-1-methoxybenzene Chemical compound COC1=CC=C(N=C=O)C=C1Cl XYRDQHNCDBDNSF-UHFFFAOYSA-N 0.000 description 1
- MOVMEFHWBOWMFU-UHFFFAOYSA-N 2-chloroacetyl isocyanate Chemical compound ClCC(=O)N=C=O MOVMEFHWBOWMFU-UHFFFAOYSA-N 0.000 description 1
- FSSWSWKARIEXDN-UHFFFAOYSA-N 2-fluoro-4-isocyanato-1-methoxybenzene Chemical compound COC1=CC=C(N=C=O)C=C1F FSSWSWKARIEXDN-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- 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
- 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
- H01M10/42—Methods or arrangements for servicing or maintenance of secondary cells or secondary half-cells
- H01M10/4235—Safety or regulating additives or arrangements in electrodes, separators or electrolyte
-
- 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
- H01M4/13—Electrodes for accumulators with non-aqueous electrolyte, e.g. for lithium-accumulators; Processes of manufacture thereof
- H01M4/134—Electrodes based on metals, Si or alloys
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Electrochemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Materials Engineering (AREA)
- Manufacturing & Machinery (AREA)
- Battery Electrode And Active Subsutance (AREA)
Abstract
The invention provides a negative pole piece and a lithium ion battery comprising the same. The negative pole piece comprises a current collector and a negative active layer arranged on at least one functional surface of the current collector; the negative electrode active layer includes a silicon-based material and a polymer including a first structural unit derived from an olefin compound having a substituted or unsubstituted ureido group. According to the negative pole piece disclosed by the invention, the negative pole piece comprises the silicon-based material and the polymer, and the composition of the polymer is limited, so that the interface stability of the silicon-based material can be effectively improved, and the cycle performance of the silicon-based material in the charging and discharging processes of the battery is improved.
Description
Technical Field
The invention belongs to the field of lithium ion batteries, and relates to a negative pole piece and a lithium ion battery comprising the same.
Background
The lithium ion battery has the characteristics of high energy density, long cycle life and environmental friendliness, and therefore, the lithium ion battery is widely applied. At present, graphite is used as the most commonly used negative electrode material in a lithium ion battery, the theoretical specific capacity of the graphite is 372mAh/g, the development of the lithium ion battery towards higher energy density is limited, the theoretical specific capacity of a silicon-based material can reach 4200mAh/g, the actual specific capacity is more than 3000mAh/g, when the graphite is used as the negative electrode material of the lithium ion battery instead of the graphite, the energy density of the lithium ion battery can be remarkably improved, and the graphite is a next-generation negative electrode material with a good application prospect.
However, the silicon-based material undergoes a large volume change during the process of lithium intercalation and deintercalation, so that the SEI film on the surface of the negative electrode material is continuously cracked, regrown, which results in poor first-effect and cycle performance of the lithium ion battery using the silicon-based material as the negative electrode material. Therefore, how to improve the interface stability of the silicon-based material and improve the cycle performance of the silicon-based material in the battery charging and discharging process is an urgent problem to be solved in the field.
Disclosure of Invention
The invention provides a negative pole piece, which comprises a silicon-based material and a polymer, and the composition of the polymer is limited, so that the interface stability of the silicon-based material can be effectively improved, and the cycle performance of the silicon-based material in the charging and discharging process of a battery is improved.
The invention also provides a lithium ion battery which comprises the negative pole piece, and the lithium ion battery has good cycle performance because the side reaction of the SEI film on the surface of the silicon-based material is less in the charge and discharge process of the negative pole piece.
The invention provides a negative pole piece, which comprises a current collector and a negative active layer arranged on at least one functional surface of the current collector;
the negative active layer includes a silicon-based material and a polymer including a first structural unit derived from an olefin compound having a substituted or unsubstituted ureido group.
The negative electrode sheet as described above, wherein the olefin compound containing a substituted or unsubstituted ureido group has a structure represented by formula 1:
wherein R is1、R3、R4Each independently selected from H, halogen, nitro, cyano, substituted or unsubstituted C1～12Alkyl, substituted or unsubstituted C1～12Alkoxy, substituted or unsubstituted amino of (a); r2Selected from the group consisting of carbonyl, substituted or unsubstituted (hetero) aryl, ester, substituted or unsubstituted C1～12Alkylene, carboxyl, or a chemical bond; m1Selected from H, carbonyl, substituted or unsubstituted C1～20Alkyl, substituted or unsubstituted C1～20Alkoxy, hydroxy, halogen, amino, nitro, trifluoromethyl, alkylthio, substituted or unsubstituted (hetero) aryl; m2、M3Each independently selected from hydrogen, substituted or unsubstituted C4～60(hetero) aryl, substituted or unsubstituted C1～20Alkyl, substituted or unsubstituted C1～20Alkoxy, carbonyl, substituted or unsubstituted C containing a heterocyclic atom2～12Cycloalkyl, acyl, carboxyl, ester, or M2、M3Bonded to form a ring.
The negative electrode plate as described above, wherein the molecular weight of the olefin compound containing a substituted or unsubstituted ureido group is 120-2500.
The negative electrode plate is characterized in that the number average molecular weight of the polymer is 3000-60000, and the mass ratio of the first structural unit in the polymer is not less than 25%.
The negative pole piece is characterized in that the crystallinity of the polymer is less than or equal to 42%.
The negative electrode sheet as described above, wherein the olefin compound containing a substituted or unsubstituted ureido group is prepared according to a method comprising:
comprising a first isocyanate compound and a first isocyanateReacting an amine compound solvent system or a solvent system containing a second isocyanate compound and a second amine compound to obtain the substituted or unsubstituted ureido group-containing olefin compound; wherein the first isocyanate compound satisfies the structure shown in formula 2a, the first amine compound satisfies the structure shown in formula 3a, the second amine compound satisfies the structure shown in formula 2b, and the first amine compound is a primary amine or a secondary amine compound; the second isocyanate compound satisfies the structure shown in formula 3b, wherein in the formula 3b, MxIs M2Or M3，
The negative pole piece is characterized in that the mass ratio of the silicon-based material to the polymer is (100-10000): 1.
the negative electrode plate as described above, wherein the polymer is distributed inside and/or on the surface of the negative electrode active layer.
The negative electrode plate as described above, wherein at least a part of the surface of the silicon-based material is coated with the polymer.
The invention provides a lithium ion battery, which comprises the negative pole piece.
The negative pole piece comprises the polymer containing the carbamido group, and the polymer is matched with the silicon-based material to prepare the negative active layer, so that the interface stability of the silicon-based material can be effectively improved, the surface side reaction of the silicon-based material in the charging and discharging process is reduced, and the cycle performance of the silicon-based battery is improved.
The lithium ion battery comprises the negative pole piece, so that the lithium ion battery has good first effect and cycle performance in the application process.
Detailed Description
In order to make the objects, technical solutions and advantages of the present invention clearer, the technical solutions in the embodiments of the present invention will be clearly and completely described below with reference to the embodiments of the present invention. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
The invention provides a negative pole piece, which comprises a current collector and a negative active layer arranged on at least one functional surface of the current collector; the negative electrode active layer comprises a silicon-based material and a polymer, wherein the polymer comprises a first structural unit, and the first structural unit is derived from an olefin compound containing a substituted or unsubstituted ureido group.
The polymer in the negative pole piece comprises substituted or unsubstituted ureido groups, wherein the structure of the ureido groups which are not substituted by the substituent groups is as follows:
substituted ureido groups refer to ureido groups in which one hydrogen is substituted with a substituent R or both hydrogens are substituted with a substituent R and have the formula:
the substituent of the ureido group in the present invention is not limited, and for example, R may be acyl, carboxyl, substituted or unsubstituted C1-C36Alkyl, substituted or unsubstituted C6-C30Aryl, substituted or unsubstituted C3-C30And when substituents are present in these groups, the substituents are each independently selected from halogen, cyano, nitro, amino, C1-C10Alkyl of (C)2-C6Alkenyl of, C1-C6Alkoxy or thioalkoxy of C6-C30Aryl of (C)3-C30One or more of the heteroaryl groups of (a).
Specifically, the polymer is obtained by polymerizing monomers, and the present invention is not limited to a specific form of polymerization, and for example, the polymer may be obtained by homopolymerization of one monomer, or the polymer may be obtained by copolymerization of two or more different monomers. Of course, when the monomers participating in the polymerization are two or more, the present invention is not limited to the number of the olefin compounds including a substituted or unsubstituted ureido group as the monomers, and all the monomers participating in the polymerization may be the olefin compounds including a substituted or unsubstituted ureido group, or a part of the monomers may be the olefin compounds including a substituted or unsubstituted ureido group.
In addition, the polymer may be mixed with other substances (for example, a silicon-based material, a binder, a conductive agent, and the like) in the negative electrode active layer to form the negative electrode active layer, or a functional layer of the polymer may be formed on the surface of the negative electrode active layer including the silicon-based material, the binder, the conductive agent, and the like, or the polymer may be coated on a part of the surface of the silicon-based material as a shell material to form a core-shell material, and then mixed with the conductive agent, the binder, and the like to form the negative electrode active layer, or at least two cases may be simultaneously provided.
The inventor researches and discovers that the interface stability of the silicon-based material can be effectively improved by mixing the silicon-based material with the polymer, and the interface side reaction of the silicon-based material in the charging and discharging processes of the lithium ion battery can be effectively improved, because the olefin compound containing the ureido group is beneficial to forming a stable SEI film on the surface of the silicon-based material, and the surface of the SEI film is not easy to break in the charging and discharging processes, so that the interface stability of the silicon-based material is improved, and the interface side reaction of the silicon-based material in the charging and discharging processes of the lithium ion battery is reduced.
The invention does not limit the selection range of the silicon-based materials, and the silicon-based materials are silicon-based materials commonly used in the field, including but not limited to nano silicon and SiOx(0<x<2) At least one of aluminum-silicon alloy, magnesium-silicon alloy, boron-silicon alloy, phosphorus-silicon alloy, iron-silicon alloy and lithium-silicon alloyOne kind of the medicine.
In one particular embodiment, the olefin compound containing a substituted or unsubstituted ureido group has the structure shown in formula 1:
wherein R is1、R3、R4Each independently selected from H, halogen, nitro, cyano, substituted or unsubstituted C1～12Alkyl, substituted or unsubstituted C1～12Alkoxy, substituted or unsubstituted amino of (a); r2Selected from the group consisting of carbonyl, substituted or unsubstituted (hetero) aryl, ester, substituted or unsubstituted C1～12Alkylene, carboxyl, or a chemical bond; m1Selected from H, carbonyl, substituted or unsubstituted C1～20Alkyl, substituted or unsubstituted C1～20Alkoxy, hydroxy, halogen, amino, nitro, trifluoromethyl, alkylthio, substituted or unsubstituted (hetero) aryl; m2、M3Each independently selected from hydrogen, substituted or unsubstituted C4～60(hetero) aryl, substituted or unsubstituted C1～20Alkyl, substituted or unsubstituted C1～20Alkoxy, carbonyl, substituted or unsubstituted C containing a heterocyclic atom2～12Cycloalkyl, acyl, carboxyl, ester, or M2、M3Bonded to form a ring.
Specifically, when R is1、R3、R4When substituted, the substituent may be selected from the group consisting of halogen, nitro, cyano, hydroxy, trifluoromethyl, C1～12Hydrocarbon sulfur groups, etc.;
R2is carbonyl RCO- (. R is substituted or unsubstituted C)1～12Alkyl of (A), substituted or unsubstituted C3～12Cycloalkyl, substituted or unsubstituted C1～12Alkoxy, substituted or unsubstituted C4～60(hetero) aryl, substituted or unsubstituted hydroxy, the substituent being C4～60(hetero) aryl, halogen, nitro, amino, cyano, etc.), substituted or unsubstituted (hetero) aryl ((hetero) aryl-carbogenThe substituent C on the (hetero) aryl and the N atom of the ureido group being bonded directly1～12Alkyl of (C)1～12Alkoxy, nitro, halogen, amino, carboxyl, ester group, acyl, etc.), ester group-COOR (R is substituted or unsubstituted C1～12Alkyl of (A), substituted or unsubstituted C3～12The substituent of the cycloalkyl group is cyano, nitro, amino, halogen, etc.), a chemical bond (i.e., a direct bond between a double-bonded carbon atom and a nitrogen atom in the urea group), and substituted or unsubstituted C1～12Alkylene (the substituent is cyano, nitro, amino, halogen, etc.), carboxyl RCOOH (R is substituted or unsubstituted C)1～12Alkyl or alkenyl radicals directly bonded to both the N atom and the doubly-bound carbon atom of the ureido radical, the substituent being C1～12Alkoxy, halogen, cyano, nitro, amino, halogen, etc.). Wherein "-" represents a chemical bond directly bonded to the N atom in the urea group, and "-" represents a chemical bond directly bonded to the double-bonded carbon atom;
M1selected from H, substituted or unsubstituted C1～20Alkyl (substituent is C)1～12Alkoxy group of (C)4～30Hetero (aryl) group of (a), halogen, amino group, carboxyl group, ester group, acyl group, etc.), substituted or unsubstituted C1～20Alkoxy (substituent is C)1～12Alkyl of (C)4～30Hetero (aryl) group of (a), nitro, halogen, amino, carboxyl, ester, acyl, etc.), hydroxyl, halogen, amino, nitro, trifluoromethyl, alkylthio, substituted or unsubstituted (hetero) aryl (as defined with R)2Wherein the same), carbonyl RCO- (R is defined as R)2Wherein "-" represents a chemical bond directly bonded to the N atom in the urea group;
M2、M3each independently selected from hydrogen, substituted or unsubstituted C4～60(hetero) aryl (as defined for R)2Same as in (1), substituted or unsubstituted C1～20Alkyl (definition and M)1Same as in (1), substituted or unsubstituted C1～20Alkoxy (definition of and M)1Wherein the same), carbonyl RCO- (R is as defined for M)1Same as in (1), substituted or notWith C containing a heterocyclic atom2～12Cycloalkyl (substituent is C)1～12Alkoxy group of (C)4～30Hetero (aryl) group of (a), halogen, amino group, carboxyl group, ester group, acyl group, etc.), acyl group RCO- (R is substituted or unsubstituted C1～12Alkyl or alkenyl, halogen, amino, etc., the substituent being C1～12Alkoxy, halogen, cyano, nitro, amino, etc.), carboxyl RCOOH (R is substituted or unsubstituted C1～12Alkyl or alkenyl radicals directly bonded to the N atom of the ureido radical, the substituents being C1～12Alkoxy, halogen, cyano, nitro, amino, halogen, etc.), ester group RCOOR- (R is substituted or unsubstituted C1～12Alkyl or alkenyl, the substituents being C1～12Alkoxy, halogen, cyano, nitro, amino, halogen, etc.), ester group-RCOOR- (R is substituted or unsubstituted C1～12Alkyl or alkenyl, the substituents being C1～12Alkoxy, halogen, cyano, nitro, amino, halogen, etc.) or M2、M3Bonded to form a ring (e.g. substituted or unsubstituted C4～30Cycloalkyl, substituted or unsubstituted C4～30Cycloalkenyl, substituted or unsubstituted C4～30Aryl, etc., further, the ring-forming atoms further include hetero atoms, and the substituent is C1～12Alkyl of (C)1～12Alkoxy, nitro, halogen, trifluoromethyl, amino, hydroxyl, methylthio, carboxyl, ester, acyl, carbonyl, etc.), wherein "-" and "-" each represent a bond directly bonded to the N atom in the urea group.
Further, the molecular weight of the olefin compound having a substituted or unsubstituted ureido group is 120-2500. The molecular weight is in a proper range, so that the phenomena that the boiling point of an olefin compound is low and the olefin compound is easy to volatilize in the processing process due to too low molecular weight can be avoided, and the phenomena that the polymerization difficulty is high and a sample with stable performance cannot be prepared due to too high molecular weight can be avoided. The molecular weight of the olefin compound having a substituted or unsubstituted ureido group is more preferably 150 to 1500.
In a specific embodiment, the polymer has a number average molecular weight of 3000-60000, wherein the first structural units comprise no less than 25% by weight of the polymer. When the polymer has the number average molecular weight and the first structural unit occupies the mass ratio as above in the polymer, a more stable SEI film is formed on the surface of the negative electrode material, and the interfacial stability of the silicon-based material is further enhanced.
The inventors have also found that the crystallinity of the polymer also has a role in improving the interfacial stability of silicon-based materials. When the crystallinity is less than or equal to 42 percent, the interface stability of the silicon-based material is improved more obviously. Specifically, the crystallinity of the polymer can be controlled by controlling the type of the added monomer, the quality of the monomer, the type of the initiator, the temperature, the time and the like, so as to meet the requirement on the crystallinity.
The method for detecting the crystallinity comprises the steps of testing the crystallinity of the polymer by adopting an X-ray diffraction technology, and separating crystalline scattering from non-crystalline scattering on a diffraction diagram based on the fact that the X-ray scattering intensity is in direct proportion to the mass of a scattering substance, wherein the crystallinity Xc is A/(A + B), wherein A is the crystalline phase scattering intensity, and B is the amorphous phase scattering intensity.
The polymer in the solid electrolyte of the present invention may include, in addition to the first structural unit containing a substituted or unsubstituted ureido group, other structural units not containing a substituted or unsubstituted ureido group, and such structural units not containing a substituted or unsubstituted ureido group are referred to herein as second structural units, which are different from the first structural units. The second structural unit is derived from an olefin compound having an olefinic bond capable of participating in polymerization, more specifically, an olefin compound not containing a substituted or unsubstituted ureido group. The second structural unit referred to in the present invention means a unit containing no substituted or unsubstituted ureido group, and therefore, the polymer may contain a plurality of different second structural units. For example, the olefin compound not containing a substituted or unsubstituted ureido group may be selected from at least one of acrylic acid, acrylic acid ester, polyethylene glycol methacrylate, methyl methacrylate, acrylonitrile, divinylbenzene, polyethylene glycol diacrylate, amino acrylate, trimethylolpropane trimethacrylate, p-phenylene diacrylate, and vinyl silicone material.
In a specific embodiment, the polymer represented by the above formula 1 may be obtained according to a preparation method comprising the following processes:
reacting a solvent system containing a first isocyanate compound and a first amine compound (primary amine or secondary amine) to obtain an olefin compound containing a substituted or unsubstituted ureido group, i.e., a compound represented by formula 1. Wherein the first isocyanate compound satisfies the structure shown in formula 2a, and the first amine compound satisfies the structure shown in formula 3 a. For the groups in the structures of formula 2a and formula 3a, reference is made to the foregoing.
In the compound represented by the formula 1 prepared by the preparation method, M1Is a hydrogen atom.
The first isocyanate-based compound satisfying formula 2a may be, for example, at least one selected from among acryl-based isocyanate, and acryl-based isocyanate and derivatives thereof. Specifically, at least one selected from the group consisting of methacryloyl isocyanate, 3-isopropenyl- α, α -dimethylbenzyl isocyanate, isocyanate ethyl acrylate, isocyanoethyl methacrylate, vinyl isocyanate, 3-isocyantopropene, and 3-ethoxy-2-acryloyl isocyanate.
The first amine compound satisfying formula 3a may be selected from, for example, 2-aminopyrimidine-5-carboxylic acid, 2-amino-3-iodo-5-methylpyridine, N- (4-picolyl) ethylamine, 3-methylthiophene-2-carboxamide, 2-bromo-3-amino-4-methylpyridine, 6-azauracil, 3-chloro-4-fluorobenzylamine, 2-amino-5, 7-difluorobenzothiazole, 3, 4-pyridinediimide, morpholine, 2, 4-dichloroaniline, 3-aminophthalic anhydride, 2-amino-3-hydroxymethylpyridine, 3-amino-4-chloropyridine, triphenylmethylamine, 1, 3-benzothiazol-5-amine, 1-amino-4-chloropyridine, and mixtures thereof, 2-amino-5-cyanopyridine, 4-aminoisoxazole, ethyl 2-aminoisonicotinate, dimethylpyridinamine, 1, 2-dimethylpiperazine, L-prolinamide, propylthiouracil, 5-fluoro-2- (3H) -benzothiazolone, 5-bromopyrimidin-4-one, N-acetyl-D-alanine, (S) -4-isopropyl-2-oxazolidinone, 1- (2-piperazin-1-ylacetyl) pyrrolidine, 2-methyl-4-acetamidopyridine, 2-chloromethyl-6-methyl-thieno [2,3-D ] pyrimidin-4- (3H) -one, 2-hydroxy-4-methylpyridine, N-methyl-pyridimine, N-methyl-2-methyl-pyridimine, N-acetyl-D-aminothiazoline, N-methyl-2-methyl-pyridone, N-methyl-4-oxazolidinone, N-methyl-thieno [2,3-D ] pyrimidin-4- (3H) -one, N-methyl-2-4-pyridines, N-methyl-one, N-methyl-pyridone, N-methyl-2-methyl-4-one, N-methyl-2-one, N-methyl-4-one, N-methyl-one, N-one, N-one, N-, Trithiocyanic acid, 2-methylthio-4, 6-dihydroxypyrimidine, 4-hydroxy-6-trifluoromethylpyrimidine, (1,4,7, 10-tetraaza-cyclododec-1-yl) -allyl acetate, (S) - (-) -2-amino-4-pentenoic acid, Fmoc-L-allylglycine, Fmoc-D-allylglycine, DL-2-amino-4-pentenoic acid, D-2-amino-4-bromopentenoic acid, L-citrulline, N-diethylethylenediamine, cyclopentylamine, 5- (diethylamino) pentylamine, (2-morpholin-4-ethyl) -hydrazine, N-butylamine, L-tert-leucine, alpha-hydroxy-4-trifluoromethylpyrimidine, At least one of isobutylamines.
In another specific embodiment, the compound represented by the above formula 1 may be further prepared according to a method comprising the following steps:
reacting a solvent system comprising a second isocyanate compound and a second amine compound to obtain the olefin compound containing a substituted or unsubstituted ureido group; wherein the second amine compound satisfies the structure shown in formula 2b, the second isocyanate compound satisfies the structure shown in formula 3b, and in the formula 3b, M isxIs M2Or M3. For the groups in the structures of formula 2b and formula 3b, reference is made to the foregoing.
In the compound represented by the formula 1 prepared by the preparation method, M2Or M3Is a hydrogen atom.
The second amine-based compound satisfying formula 2b may be, for example, at least one selected from the group consisting of pentenoic-acid-type primary or secondary amine group-containing olefin compounds, glycine-type primary or secondary amine group-containing olefin compounds, and carboxylic acid ester-type primary or secondary amine group-containing olefin compounds. Specifically, the compound is at least one selected from the group consisting of (1,4,7, 10-tetraaza-cyclododec-1-yl) -allyl acetate, (S) - (-) -2-amino-4-pentenoic acid, Fmoc-L-allylglycine, Fmoc-D-allylglycine, DL-2-amino-4-pentenoic acid and D-2-amino-4-bromopentenoic acid.
The second isocyanate-based compound satisfying the formula 3b may be selected from, for example, p-methoxybenzyl isocyanate, 3, 4-dichlorobenzene isocyanate, 4-methoxybenzyl isocyanate, 2-phenethyl isocyanate, 4-bromo-3-tolyl isocyanate, 2- (methoxycarbonyl) phenyl isocyanate, 4-bromo-2-chlorophenyl isocyanate, 2,3, 5-dimethylphenyl isocyanate, 2-methoxy-4-nitrobenzene isocyanate, 4-chloro-3-nitrobenzene isocyanate, 2-chloro-5- (trifluoromethyl) phenyl isocyanate, 2, 5-difluorophenyl isocyanate, 4-cyanobenzene isocyanate, 6-fluoro-1H-1, 3-benzodioxin-8-yl isocyanate, 4-isocyano-3-methyl-5-phenylisoxazole, benzyl α -methylisocyanate, nitrobenzene 2-methyl-3-isocyanate, 4-trifluoromethylthiophenyl isocyanate, 2-nitrophenol isobutyrate, methyl 4-isocyanatobenzoate, benzyl 4-isothiocyanato-1- (2H) -picolinate, 2-thiophenylisocyanate, 3-chloro-4-methoxyphenyl isocyanate, 2, 3-dihydro-1-benzofuran-5-yl isocyanate, 2-fluoro-4-isocyanato-1-methoxybenzene, methyl 3-isocyanatothiophene-2-carboxylate, methyl 4-isocyanato-5-isocyanate, methyl 2-isocyanato-2-carboxylate, methyl 2-isocyanato-2-isocyanate, and mixtures thereof, 3-bromophenyl isocyanate, 4- (methylthio) phenyl isocyanate, L-lysine diisocyanate, octadecyl isocyanate, trimethylhexamethylene diisocyanate, 3-isocyanatopropyltrimethoxysilane, dodecyl isocyanate, t-octyl isocyanate, ethyl 2- (perfluorooctyl) isocyanate, 3-chloropropyl isocyanate, propyl 3-bromoisocyanate, 2-hexyl isocyanate, (R) - (-) -2-nonyl isocyanate, (R) - (-) -3-methyl-2-butyl isocyanate, (S) - (+) -2-heptyl isocyanate, (S) - (+) -2-nonyl isocyanate, (S) - (+) -3-methyl-2-butyl isocyanate, methyl-3-propyl-isocyanate, propyl-3-bromoisocyanate, propyl-2-hexyl isocyanate, hexyl-2-isocyanate, propyl-3-methyl-2-butyl isocyanate, hexyl-isocyanate, octyl-2-ethyl-isocyanate, octyl-2-nonyl-isocyanate, ethyl-3-propyl-methyl-isocyanate, hexyl-2-isocyanate, hexyl-isocyanate, octyl-2-isocyanate, octyl isocyanate, ethyl-2-isocyanate, ethyl-methyl-2-nonyl isocyanate, ethyl-3-methyl-2-butyl isocyanate, propyl-2-isocyanate, propyl-isocyanate, hexyl-2-isocyanate, hexyl isocyanate, and methyl-2-isocyanate, Tribromomethyl isocyanate, trichloroacetyl isocyanate, trimethylsilyl isocyanate, hexadecyl isocyanate, N-octyl isocyanate, dodecyl isocyanate, decyl isocyanate, hexadecyl isocyanate, trimethylsilyl isocyanate, methyl-D3 isocyanate, N-octyl isocyanate, 1, 6-hexamethylene diisocyanate, polyhexamethylene diisocyanate, ethyl acrylate isocyanate, ethyl isocyanate formate, 3-ethoxy-2-acryloyl isocyanate, N- (chloroformyl) isocyanate, (R) - (-) -2-heptyl isocyanate, chloroacetyl isocyanate, dichloroacetyl isocyanate, 4-N-butoxyphenol isocyanate, 2-ethylhexyl isocyanate, methyl ethyl isocyanate, ethyl methyl ethyl isocyanate, ethyl methyl propyl isocyanate, ethyl methyl ethyl isocyanate, ethyl methyl isocyanate, ethyl isocyanate, At least one of isopropyl isocyanate, ethyl isocyanate, tributyltin acetonitrile, vinyl isocyanate, n-butyl isocyanate acetate, ethyl 2-isocyanatopropionate, tetradecyl isocyanate, octadecyl isocyanate, propyl isocyanate, propylene 3-isocyanate, ethyl isocyanatoacetate, undecyl isocyanate, isobutyl isocyanate, pentyl isocyanate and isocyanatoethyl methacrylate.
In the above two preparation embodiments, the reaction system includes a solvent in addition to the isocyanate compound and the amine compound. The reaction solvent can be at least one of water, N-methyl pyrrolidone, acetonitrile, hydrofluoroether, acetone, tetrahydrofuran, dichloromethane, pyridine, xylene and toluene.
In the reaction process, in order to fully perform the reaction and avoid the generation of other impurities, the molar ratio of the isocyanate compound to the amine compound is controlled to be 1: 1.
It is understood that, in order to increase the efficiency of the preparation of the compound represented by formula 1, the reaction may be carried out after the two raw materials are sufficiently mixed by controlling the stirring speed. The mixing can be carried out at a rotating speed of 200-1000 r/min, the mixing can be carried out at a constant temperature of 50-100 ℃, the mixing time can be controlled to be 20-400 min, and the mixing can be carried out in an inert atmosphere.
The mass ratio of the silicon-based material to the polymer can be (50-100000): 1, the inventor researches and discovers that when the mass ratio of the silicon-based material to the polymer is more preferably (100-10000): 1, the interface stability of the silicon-based material is improved more obviously.
The present invention is not limited to the distribution form of the polymer in the negative electrode active layer, and the polymer may be distributed in the negative electrode active layer, may be distributed on the surface of the negative electrode active layer, or may be distributed on both the surface and the inside of the negative electrode active layer.
When a negative active paste is prepared by mixing a polymer, a silicon-based material, a binder and a conductive agent in a solvent, coated on a negative current collector and dried to obtain a negative active layer, the polymer is mainly distributed inside the negative active layer. It is inevitable that the polymer is also distributed a little on the surface of the negative electrode active layer.
When the silicon-based material, the binder and the conductive agent are mixed in the solvent to prepare the negative active slurry, the negative active slurry is coated on the negative current collector and dried to obtain the negative active layer, the polymer solution is coated on the negative active layer and dried to obtain the polymer layer, and the polymer is mainly distributed on the surface of the negative active layer.
Furthermore, besides mixing the polymer with the silicon-based material, the polymer can also be used as a shell material to coat at least part of the surface of the silicon-based material. The specific coating mode is the same as the prior coating technical means in the field, and the invention is not specially limited.
The invention is not limited to the preparation method of the negative electrode plate, and in a specific embodiment, the polymerization of a polymer monomer into a polymer is promoted under the initiation of an initiator, then the polymer, a silicon-based material, a conductive agent, a binder and other components are mixed in a solvent to prepare a negative electrode active layer slurry, and the slurry is coated on a negative electrode current collector and dried and cut to obtain the negative electrode plate.
In another specific embodiment, a polymer is prepared, silicon-based materials, a conductive agent, a binder and other components are mixed in a solvent to prepare negative active layer slurry, the negative active layer slurry is coated on a negative current collector and dried to obtain a negative active layer, and the prepared polymer is prepared into a solution, coated on the negative active layer, dried and cut to obtain the negative pole piece.
In another specific embodiment, the polymer monomer, the initiator, the silicon-based material, the conductive agent, the binder and other components are mixed in the solvent to prepare the negative active layer slurry, and then the negative active layer slurry is coated on the negative current collector, dried, initiated and cut to obtain the negative pole piece.
In a second aspect of the present invention, a lithium ion battery is provided, which includes the solid electrolyte according to the present invention, and thus has the advantages of excellent first-effect and cycle performance.
The present invention will be described in further detail with reference to specific examples. The experimental procedures used in the following examples are all conventional procedures unless otherwise specified.
Reagents, materials and the like used in the following examples are commercially available unless otherwise specified.
Example 1
The preparation method of the lithium ion battery comprises the following steps:
1. preparation of negative pole piece
S1: adding 3-isocyanic acid propylene and L-tertiary leucine into dimethylbenzene under inert atmosphere, stirring at 70 ℃ at the rotating speed of 1000r/min for 400min, and removing the solvent to obtain a first monomer.
S2: and (3) under an inert atmosphere, keeping the temperature of the first monomer, acrylic acid (a second monomer) and benzoyl peroxide tert-butyl ester (an initiator) at the temperature of 70 ℃ at 600r/min for 36 hours to perform polymerization reaction, thereby obtaining the polymer.
S3: uniformly mixing 150g of water, 91.9g of silicon oxide, 2g of conductive carbon black, 2g of carbon nano tube, 2g of poly styrene butadiene rubber, 2g of sodium carboxymethyl cellulose and 0.1g of polymer to obtain negative active slurry, coating the negative active slurry on two functional surfaces of copper foil, rolling, drying and slitting to obtain the negative pole piece.
2. Preparation of positive pole piece
97g of nickel cobalt manganese ternary material (Li [ Ni ]0.6Co0.2Mn0.2]O2) 2g of conductive carbon black, 1g of polyvinylidene fluoride (dissolved in 100g of NMP) and 50g of NMP, uniformly mixing, coating on the surface of an aluminum foil current collector, drying for 24 hours at 100 ℃, rolling and cutting to obtain the positive pole piece.
3. Assembly of lithium ion batteries
And (3) preparing the obtained positive pole piece, diaphragm and negative pole piece in a lamination mode to obtain a lithium ion battery cell, injecting electrolyte (Siwei type CZWL21), and packaging and forming to obtain the lithium ion battery.
Comparative example 1.1
Comparative example 1.1 corresponds essentially to example 1, except that in the preparation of the S2 polymer, the first monomer was replaced with an equal mass of the second monomer (i.e., the mass of the second monomer is equal to the sum of the masses of the first and second monomers in example 1), and the other steps correspond to example 1.
Comparative example 1.2
Comparative example 1.2 is substantially the same as example 1 except that the polymer added in the preparation of the negative electrode tab is polyethylene oxide of the same number average molecular weight as the polymer in example 1 (without S1 and S2), and the mass of the added polyethylene oxide is the same as that of the polymer in example 1.
Examples 2 to 9
The lithium ion batteries of examples 2-9 were prepared in substantially the same manner as in example 1, except that the polymers were different.
Example 2a
Example 2a is essentially identical to example 2, the only difference being the mass ratio of polymer to silicon-based material. In this example, the mass of the polymer was 2g, and the mass of the silicon-based material was 90 g.
Example 3a
Example 3a is essentially identical to example 3, the only difference being the mass ratio of polymer to silicon-based material. In this example, the mass of the polymer was 5g, and the mass of the silicon-based material was 87 g.
Comparative examples 2.1 to 8.1
The lithium ion batteries of comparative examples 2.1 to 8.1 were prepared in one-to-one correspondence with examples 2 to 8, respectively, except that the first monomer in the examples was replaced with a second monomer of equal mass.
Example 10
This example is substantially the same as example 1, except that the silicon-based material of this example is different from the silicon-based material of example 1, and the silicon-based material of this example is nano silicon.
Example 11
This example is substantially the same as example 3, except that the silicon-based material of this example is a magnesium-silicon alloy.
Example 12
The preparation method of the lithium ion battery comprises the following steps:
1. preparation of negative pole piece
S1: adding 3-isocyanic acid propylene and L-tertiary leucine into dimethylbenzene under inert atmosphere, stirring at the temperature of 70 ℃ at the rotating speed of 600r/min for 400min, and removing the solvent to obtain a first monomer.
S2: in an inert atmosphere, 0.083g of a first monomer, 0.017g of acrylic acid (a second monomer), 0.0002g of benzoyl peroxide tert-butyl ester (an initiator), 91.9g of silica, 2g of conductive carbon black, 2g of carbon nano tubes, 2g of poly styrene butadiene rubber, 2g of sodium carboxymethyl cellulose, 0.1g of a polymer and 150g of water are mixed to obtain anode active layer slurry, the anode active layer slurry is coated on two functional surfaces of a copper foil, polymerization is initiated at 70 ℃ and is polymerized for 36 hours, then polymerization is completed, and the anode pole piece is obtained by drying and slitting.
2. Preparation of positive pole piece
97g of nickel cobalt manganese ternary material (Li [ Ni ]0.6Co0.2Mn0.2]O2) 2g of conductive carbon black, 1g of polyvinylidene fluoride (dissolved in 100g of NMP) and 50g of NMP, uniformly mixing, coating on the surface of an aluminum foil current collector, drying for 24 hours at 100 ℃, rolling and cutting to obtain the positive pole piece.
3. Assembly of lithium ion batteries
And (3) preparing the obtained positive pole piece, diaphragm and negative pole piece in a lamination mode to obtain a lithium ion battery cell, injecting electrolyte (Siwei type CZWL21), and packaging and forming to obtain the lithium ion battery.
Example 13
The preparation method of the negative pole piece comprises the following steps:
s1: adding 3-isocyanic acid propylene and L-tertiary leucine into dimethylbenzene under inert atmosphere, stirring at the temperature of 70 ℃ at the rotating speed of 600r/min for 400min, and removing the solvent to obtain a first monomer.
S2: in an inert atmosphere, the first monomer, acrylic acid (second monomer) and benzoyl peroxide tert-butyl ester (initiator) are kept at 70 ℃ for 36 hours at 600r/min for polymerization reaction, and the solvent is removed to obtain the polymer.
S3: uniformly mixing 150g of water, 91.9g of silicon oxide, 2g of conductive carbon black, 2g of carbon nano tube, 2g of poly styrene butadiene rubber and 2g of sodium carboxymethyl cellulose to obtain negative active slurry, coating the negative active slurry on two functional surfaces of a copper foil, rolling, drying and slitting to obtain a negative active layer.
S4: and preparing 0.1g of polymer into dispersion liquid, coating the dispersion liquid on the surface of the negative active layer, drying, rolling and slitting to obtain the negative pole piece.
2. Preparation of positive pole piece
97g of nickel cobalt manganese ternary material (Li [ Ni ]0.6Co0.2Mn0.2]O2) 2g of conductive carbon black, 1g of polyvinylidene fluoride (dissolved in 100g of NMP) and 50g of NMP, uniformly mixing, coating on the surface of an aluminum foil current collector, drying for 24 hours at 100 ℃, rolling and cutting to obtain the positive pole piece.
3. Assembly of lithium ion batteries
And (3) preparing the obtained positive pole piece, diaphragm and negative pole piece in a lamination mode to obtain a lithium ion battery cell, injecting electrolyte (Siwei type CZWL21), and packaging and forming to obtain the lithium ion battery.
Examples 1-9 the starting materials used in the preparation of the polymers and first monomers are set forth in table 1;
examples 1-9 conditions for first monomer and polymer preparation are set forth in table 2;
examples 1-9 the structural formula of the first monomer is set forth in table 3;
information on the polymers of examples 1 to 9 is shown in table 4, and the monomers and polymerization conditions used in the preparation of the polymers of examples 12 and 13 are identical to those of example 1, so that the polymer produced during the preparation of the negative electrode sheet is identical to that of example 1, and information on the polymers of examples 12 and 13 is not shown in table 4.
TABLE 1
TABLE 2
TABLE 3
TABLE 4
| First structural unit mass fraction% | Number average molecular weight of polymer | Degree of crystallinity/% of polymer | |
| Example 1 | 83.3 | 15000 | 37 |
| Example 2 | 47.3 | 7000 | 35 |
| Example 3 | 86.5 | 12000 | 30 |
| Example 4 | 36.8 | 15000 | 25 |
| Example 5 | 65.3 | 6900 | 16 |
| Example 6 | 43.4 | 60000 | 10 |
| Example 7 | 80.7 | 5200 | 40 |
| Example 8 | 92.6 | 50000 | 32 |
| Example 9 | 100 | 32000 | 42 |
The methods for the relevant characterization of the polymers in table 5 are as follows:
polymer number average molecular weight test: dissolving a polymer in tetrahydrofuran to form a uniform liquid system, carrying out suction filtration on the system through an organic membrane, taking a sample, detecting the sample in a Nippon Shimadzu GPC-20A gel chromatograph, and collecting molecular weight information;
polymer crystallinity test: the polymer is ground into powder, an Shimadzu XRD-7000 type X-ray diffractometer is adopted, a theta/theta scanning mode is adopted, a sample is horizontally placed, and the crystallinity of the polymer is tested. The crystallinity of a polymer, based on the X-ray scattering intensity being proportional to the mass of the scattering material, separates crystalline scattering from amorphous scattering on the diffraction diagram, with the crystallinity Xc ═ a/(a + B), where a is the crystalline phase scattering intensity and B is the amorphous phase scattering intensity.
Test examples
The above examples and comparative examples were tested for cycle performance and first-order performance of lithium ion batteries, and the test results are shown in table 5, the test methods are as follows:
the method for testing the cycle performance of the lithium ion battery comprises the following steps: and (3) placing the lithium ion battery on a blue battery charging and discharging test cabinet to carry out charging and discharging cycle test, wherein the test conditions are 30 ℃, 0.5C/0.5C charging and discharging, the charging and discharging starting and stopping voltage is 3.0-4.30V, and the cycle times when the capacity is attenuated to 80% of the first discharging capacity are recorded.
The first-effect test method of the lithium ion battery comprises the following steps: and (3) placing the lithium ion battery on a blue battery charging and discharging test cabinet to carry out charging and discharging cycle test, wherein the test conditions are 30 ℃, 0.05C/0.05C charging and discharging, the charging and discharging starting and stopping voltage is 3.0-4.30V, and recording and comparing the charging and discharging electric quantity of the first circle of the battery to obtain the first effect of the battery.
TABLE 5
As can be seen from the data in table 5, the lithium ion silicon-based batteries assembled using the polymer of the present invention have better cycle performance and higher first-pass efficiency. Taking example 1 and comparative examples 1.1 to 1.2 as examples, compared with example 1, comparative example 1.1 adopts only the second monomer for polymerization, and lacks an alkenyl ureido structure and a branched lithium conducting structure, and an interfacial film formed by coating on the surface of a silicon-based material has poor lithium conducting performance, so that the battery has too fast attenuation and low first efficiency. In the comparative example 1.2, polyethylene oxide is used as a polymer contrast sample, the electrochemical stability of the polyethylene oxide is relatively stable relative to silicon base, the polyethylene oxide mainly has a long-chain structure, the wrapping effect is poor, the relative conductivity is low, and the assembled battery has more side reactions at a negative electrode interface, so that the performance of the battery is attenuated too fast and the first efficiency is low. In the embodiments 2a and 3a, the ratio of the silicon-based material to the polymer material is mainly a problem, the content of the polymer material is not too high, and the too high content of the polymer material can cause the content of the negative active material to be lower, affect the compaction density of the pole piece and the wetting property of the electrolyte, and affect the wetting property of the electrolyte, so the first effect and the cycle performance are slightly poor. Example 1, example 12, and example 13 compare, in example 12, the polymer polymerization process and the pole piece preparation process are mixed, and a part of unreacted active groups in the preparation process can affect the performance of a silicon-based material, so that the battery performance of example 12 is slightly poor; in example 13, a polymer layer is coated on the surface of the pole piece, and the polymer layer can only improve the interface stability of a part of the silicon-based material located on the surface of the negative pole piece, but cannot improve the interface stability of the silicon-based material located inside the negative pole piece, so that the first efficiency and the cycle performance of the lithium ion battery are poorer than those of example 1.
The comparison between examples 2 to 8 and their corresponding comparative examples is identical to that between example 1 and comparative example 1.1, and no further analysis is carried out here.
Finally, it should be noted that: the above embodiments are only used to illustrate the technical solution of the present invention, and not to limit the same; while the invention has been described in detail and with reference to the foregoing embodiments, it will be understood by those skilled in the art that: the technical solutions described in the foregoing embodiments may still be modified, or some or all of the technical features may be equivalently replaced; and the modifications or the substitutions do not make the essence of the corresponding technical solutions depart from the scope of the technical solutions of the embodiments of the present invention.
Claims (10)
1. The negative pole piece is characterized by comprising a current collector and a negative active layer arranged on at least one functional surface of the current collector;
the negative active layer includes a silicon-based material and a polymer including a first structural unit derived from an olefin compound having a substituted or unsubstituted ureido group.
2. The negative electrode sheet of claim 1, wherein the olefin compound containing a substituted or unsubstituted ureido group has a structure represented by formula 1:
wherein R is1、R3、R4Each independently selected from H, halogen, nitro, cyano, substituted or unsubstituted C1～12Alkyl, substituted or unsubstituted C1～12Alkoxy, substituted or unsubstituted amino of (a); r2Selected from the group consisting of carbonyl, substituted or unsubstituted (hetero) aryl, ester, substituted or unsubstituted C1～12Alkylene, carboxyl, or a chemical bond; m1Selected from H, carbonyl, substituted or unsubstituted C1～20Alkyl, substituted or unsubstituted C1～20Alkoxy, hydroxy, halogen, amino, nitro, trifluoromethyl, alkylthio, substituted or unsubstituted (hetero) aryl; m2、M3Each independently selected from hydrogen, substituted or unsubstituted C4～60(hetero) aryl, substituted or unsubstituted C1～20Alkyl, substituted or unsubstituted C1～20Alkoxy, carbonyl, substituted or unsubstituted C containing a heterocyclic atom2～12Cycloalkyl, acyl, carboxyl, ester, or M2、M3Bonded to form a ring.
3. The negative electrode tab of claim 1 or 2, wherein the molecular weight of the olefin compound containing substituted or unsubstituted ureido groups is 120-2500.
4. The negative electrode tab as claimed in any one of claims 1 to 3, wherein the number average molecular weight of the polymer is 3000-60000, and the mass ratio of the first structural unit in the polymer is not less than 25%.
5. The negative electrode tab of any one of claims 1-4, wherein the polymer has a crystallinity of 42% or less.
6. The negative electrode sheet according to claim 2 or 3, wherein the olefin compound containing a substituted or unsubstituted ureido group is prepared according to a method comprising:
reacting a solvent system comprising a first isocyanate compound and a first amine compound, or a solvent system comprising a second isocyanate compound and a second amine compound to obtain the olefin compound containing a substituted or unsubstituted ureido group; wherein the first isocyanate compound satisfies the structure shown in formula 2a, the first amine compound satisfies the structure shown in formula 3a, the second amine compound satisfies the structure shown in formula 2b, and the first amine compound is a primary amine or a secondary amine compound; the second isocyanate compound satisfies the structure shown in formula 3b, wherein in the formula 3b, MxIs M2Or M3，
7. The negative electrode plate as claimed in any one of claims 1 to 6, wherein the mass ratio of the silicon-based material to the polymer is (100-10000): 1.
8. the negative electrode tab of any one of claims 1 to 7, wherein the polymer is distributed in the interior and/or on the surface of the negative active layer.
9. The negative electrode tab of any one of claims 1 to 8, wherein at least a portion of the surface of the silicon-based material is coated with the polymer.
10. A lithium ion battery comprising the negative electrode sheet according to any one of claims 1 to 9.
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