CN113045593A - 一种含硼有机物及其制备方法和应用 - Google Patents
一种含硼有机物及其制备方法和应用 Download PDFInfo
- Publication number
- CN113045593A CN113045593A CN201911369835.3A CN201911369835A CN113045593A CN 113045593 A CN113045593 A CN 113045593A CN 201911369835 A CN201911369835 A CN 201911369835A CN 113045593 A CN113045593 A CN 113045593A
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- Prior art keywords
- electrolyte
- boron
- alkyl
- containing organic
- lithium
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 title claims abstract description 23
- 229910052796 boron Inorganic materials 0.000 title claims abstract description 23
- 239000005416 organic matter Substances 0.000 title claims abstract description 15
- 238000002360 preparation method Methods 0.000 title abstract description 7
- 239000003792 electrolyte Substances 0.000 claims abstract description 20
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 claims abstract description 10
- 238000006243 chemical reaction Methods 0.000 claims abstract description 8
- 150000005676 cyclic carbonates Chemical class 0.000 claims abstract description 8
- 229910052751 metal Inorganic materials 0.000 claims abstract description 6
- 239000002184 metal Substances 0.000 claims abstract description 6
- 150000001768 cations Chemical class 0.000 claims abstract description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 3
- 229910052744 lithium Inorganic materials 0.000 claims description 10
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims description 9
- 239000002904 solvent Substances 0.000 claims description 9
- 238000001035 drying Methods 0.000 claims description 8
- 239000005518 polymer electrolyte Substances 0.000 claims description 7
- 159000000000 sodium salts Chemical class 0.000 claims description 7
- 230000000996 additive effect Effects 0.000 claims description 6
- 125000003118 aryl group Chemical group 0.000 claims description 6
- 239000012528 membrane Substances 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 5
- 239000003960 organic solvent Substances 0.000 claims description 5
- 239000000126 substance Substances 0.000 claims description 5
- 125000003107 substituted aryl group Chemical group 0.000 claims description 5
- 229920000642 polymer Polymers 0.000 claims description 4
- 239000011256 inorganic filler Substances 0.000 claims description 3
- 229910003475 inorganic filler Inorganic materials 0.000 claims description 3
- 239000002131 composite material Substances 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 239000011368 organic material Substances 0.000 claims description 2
- 239000006259 organic additive Substances 0.000 claims 1
- 159000000002 lithium salts Chemical class 0.000 abstract description 11
- 229910015900 BF3 Inorganic materials 0.000 abstract description 4
- 150000001875 compounds Chemical class 0.000 abstract description 4
- 238000000354 decomposition reaction Methods 0.000 abstract description 4
- 238000004146 energy storage Methods 0.000 abstract description 2
- -1 ethylene carbonate compound Chemical class 0.000 description 18
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 9
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 239000011259 mixed solution Substances 0.000 description 9
- KZMGYPLQYOPHEL-UHFFFAOYSA-N Boron trifluoride etherate Chemical compound FB(F)F.CCOCC KZMGYPLQYOPHEL-UHFFFAOYSA-N 0.000 description 8
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 7
- 229910003002 lithium salt Inorganic materials 0.000 description 7
- 229910052708 sodium Inorganic materials 0.000 description 7
- 239000011734 sodium Substances 0.000 description 7
- DHKHKXVYLBGOIT-UHFFFAOYSA-N 1,1-Diethoxyethane Chemical compound CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 6
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 6
- 229910000552 LiCF3SO3 Inorganic materials 0.000 description 6
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 5
- KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical compound O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 description 5
- 239000000654 additive Substances 0.000 description 5
- 229910001290 LiPF6 Inorganic materials 0.000 description 4
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 4
- VLKZOEOYAKHREP-UHFFFAOYSA-N hexane Substances CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 4
- MHCFAGZWMAWTNR-UHFFFAOYSA-M lithium perchlorate Chemical compound [Li+].[O-]Cl(=O)(=O)=O MHCFAGZWMAWTNR-UHFFFAOYSA-M 0.000 description 4
- 229910001486 lithium perchlorate Inorganic materials 0.000 description 4
- TZIHFWKZFHZASV-UHFFFAOYSA-N methyl formate Chemical compound COC=O TZIHFWKZFHZASV-UHFFFAOYSA-N 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- YTZKOQUCBOVLHL-UHFFFAOYSA-N tert-butylbenzene Chemical compound CC(C)(C)C1=CC=CC=C1 YTZKOQUCBOVLHL-UHFFFAOYSA-N 0.000 description 4
- ZUHZGEOKBKGPSW-UHFFFAOYSA-N tetraglyme Chemical compound COCCOCCOCCOCCOC ZUHZGEOKBKGPSW-UHFFFAOYSA-N 0.000 description 4
- GOYDNIKZWGIXJT-UHFFFAOYSA-N 1,2-difluorobenzene Chemical compound FC1=CC=CC=C1F GOYDNIKZWGIXJT-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 3
- 239000002000 Electrolyte additive Substances 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 3
- 229910013098 LiBF2 Inorganic materials 0.000 description 3
- 229910001559 LiC4F9SO3 Inorganic materials 0.000 description 3
- 229910013164 LiN(FSO2)2 Inorganic materials 0.000 description 3
- 229910013385 LiN(SO2C2F5)2 Inorganic materials 0.000 description 3
- 229910013406 LiN(SO2CF3)2 Inorganic materials 0.000 description 3
- 229910012265 LiPO2F2 Inorganic materials 0.000 description 3
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 3
- 229910019398 NaPF6 Inorganic materials 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 229910001547 lithium hexafluoroantimonate(V) Inorganic materials 0.000 description 3
- 229910001540 lithium hexafluoroarsenate(V) Inorganic materials 0.000 description 3
- 229910001416 lithium ion Inorganic materials 0.000 description 3
- 229910001537 lithium tetrachloroaluminate Inorganic materials 0.000 description 3
- 229910001496 lithium tetrafluoroborate Inorganic materials 0.000 description 3
- 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 3
- 238000002156 mixing Methods 0.000 description 3
- PYLWMHQQBFSUBP-UHFFFAOYSA-N monofluorobenzene Chemical compound FC1=CC=CC=C1 PYLWMHQQBFSUBP-UHFFFAOYSA-N 0.000 description 3
- CHNLPLHJUPMEOI-UHFFFAOYSA-N oxolane;trifluoroborane Chemical compound FB(F)F.C1CCOC1 CHNLPLHJUPMEOI-UHFFFAOYSA-N 0.000 description 3
- 239000004800 polyvinyl chloride Substances 0.000 description 3
- 229920000915 polyvinyl chloride Polymers 0.000 description 3
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 3
- 229910001415 sodium ion Inorganic materials 0.000 description 3
- 229910001488 sodium perchlorate Inorganic materials 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- IAHFWCOBPZCAEA-UHFFFAOYSA-N succinonitrile Chemical compound N#CCCC#N IAHFWCOBPZCAEA-UHFFFAOYSA-N 0.000 description 3
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 3
- YFNKIDBQEZZDLK-UHFFFAOYSA-N triglyme Chemical compound COCCOCCOCCOC YFNKIDBQEZZDLK-UHFFFAOYSA-N 0.000 description 3
- WDXYVJKNSMILOQ-UHFFFAOYSA-N 1,3,2-dioxathiolane 2-oxide Chemical compound O=S1OCCO1 WDXYVJKNSMILOQ-UHFFFAOYSA-N 0.000 description 2
- DZKXDEWNLDOXQH-UHFFFAOYSA-N 1,3,5,2,4,6-triazatriphosphinine Chemical compound N1=PN=PN=P1 DZKXDEWNLDOXQH-UHFFFAOYSA-N 0.000 description 2
- FSSPGSAQUIYDCN-UHFFFAOYSA-N 1,3-Propane sultone Chemical compound O=S1(=O)CCCO1 FSSPGSAQUIYDCN-UHFFFAOYSA-N 0.000 description 2
- VAYTZRYEBVHVLE-UHFFFAOYSA-N 1,3-dioxol-2-one Chemical compound O=C1OC=CO1 VAYTZRYEBVHVLE-UHFFFAOYSA-N 0.000 description 2
- WNXJIVFYUVYPPR-UHFFFAOYSA-N 1,3-dioxolane Chemical compound C1COCO1 WNXJIVFYUVYPPR-UHFFFAOYSA-N 0.000 description 2
- JWUJQDFVADABEY-UHFFFAOYSA-N 2-methyltetrahydrofuran Chemical compound CC1CCCO1 JWUJQDFVADABEY-UHFFFAOYSA-N 0.000 description 2
- RKWPJTYDCKLAGS-UHFFFAOYSA-N 4,5-bis(hydroxymethyl)-1,3-dioxolan-2-one Chemical compound OCC1OC(=O)OC1CO RKWPJTYDCKLAGS-UHFFFAOYSA-N 0.000 description 2
- SBLRHMKNNHXPHG-UHFFFAOYSA-N 4-fluoro-1,3-dioxolan-2-one Chemical compound FC1COC(=O)O1 SBLRHMKNNHXPHG-UHFFFAOYSA-N 0.000 description 2
- OZJPLYNZGCXSJM-UHFFFAOYSA-N 5-valerolactone Chemical compound O=C1CCCCO1 OZJPLYNZGCXSJM-UHFFFAOYSA-N 0.000 description 2
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 description 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- OIFBSDVPJOWBCH-UHFFFAOYSA-N Diethyl carbonate Chemical compound CCOC(=O)OCC OIFBSDVPJOWBCH-UHFFFAOYSA-N 0.000 description 2
- 229910016861 F9SO3 Inorganic materials 0.000 description 2
- FXNMVJXZYJXPOI-UHFFFAOYSA-N FP([N]P(F)(F)=N1)N=P1(F)F Chemical compound FP([N]P(F)(F)=N1)N=P1(F)F FXNMVJXZYJXPOI-UHFFFAOYSA-N 0.000 description 2
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 2
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 description 2
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 2
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- 229910020892 NaBOB Inorganic materials 0.000 description 2
- 229910018905 NaN(FSO2)2 Inorganic materials 0.000 description 2
- 229910018908 NaN(SO2C2F5)2 Inorganic materials 0.000 description 2
- 229910018887 NaN(SO2CF3)2 Inorganic materials 0.000 description 2
- 229910019383 NaPO2F2 Inorganic materials 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 description 2
- 239000012298 atmosphere Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000004305 biphenyl Substances 0.000 description 2
- 235000010290 biphenyl Nutrition 0.000 description 2
- NMJJFJNHVMGPGM-UHFFFAOYSA-N butyl formate Chemical compound CCCCOC=O NMJJFJNHVMGPGM-UHFFFAOYSA-N 0.000 description 2
- HHNHBFLGXIUXCM-GFCCVEGCSA-N cyclohexylbenzene Chemical compound [CH]1CCCC[C@@H]1C1=CC=CC=C1 HHNHBFLGXIUXCM-GFCCVEGCSA-N 0.000 description 2
- IEJIGPNLZYLLBP-UHFFFAOYSA-N dimethyl carbonate Chemical compound COC(=O)OC IEJIGPNLZYLLBP-UHFFFAOYSA-N 0.000 description 2
- 239000008151 electrolyte solution Substances 0.000 description 2
- JBTWLSYIZRCDFO-UHFFFAOYSA-N ethyl methyl carbonate Chemical compound CCOC(=O)OC JBTWLSYIZRCDFO-UHFFFAOYSA-N 0.000 description 2
- FKRCODPIKNYEAC-UHFFFAOYSA-N ethyl propionate Chemical compound CCOC(=O)CC FKRCODPIKNYEAC-UHFFFAOYSA-N 0.000 description 2
- 229910052731 fluorine Inorganic materials 0.000 description 2
- 239000011737 fluorine Substances 0.000 description 2
- WBJINCZRORDGAQ-UHFFFAOYSA-N formic acid ethyl ester Natural products CCOC=O WBJINCZRORDGAQ-UHFFFAOYSA-N 0.000 description 2
- ZTOMUSMDRMJOTH-UHFFFAOYSA-N glutaronitrile Chemical compound N#CCCCC#N ZTOMUSMDRMJOTH-UHFFFAOYSA-N 0.000 description 2
- JILPJDVXYVTZDQ-UHFFFAOYSA-N lithium methoxide Chemical compound [Li+].[O-]C JILPJDVXYVTZDQ-UHFFFAOYSA-N 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- GKTNLYAAZKKMTQ-UHFFFAOYSA-N n-[bis(dimethylamino)phosphinimyl]-n-methylmethanamine Chemical compound CN(C)P(=N)(N(C)C)N(C)C GKTNLYAAZKKMTQ-UHFFFAOYSA-N 0.000 description 2
- 239000012299 nitrogen atmosphere Substances 0.000 description 2
- MHYFEEDKONKGEB-UHFFFAOYSA-N oxathiane 2,2-dioxide Chemical compound O=S1(=O)CCCCO1 MHYFEEDKONKGEB-UHFFFAOYSA-N 0.000 description 2
- 229920005569 poly(vinylidene fluoride-co-hexafluoropropylene) Polymers 0.000 description 2
- 229920002239 polyacrylonitrile Polymers 0.000 description 2
- 229920000139 polyethylene terephthalate Polymers 0.000 description 2
- 239000005020 polyethylene terephthalate Substances 0.000 description 2
- 239000004810 polytetrafluoroethylene Substances 0.000 description 2
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 2
- 229910001545 sodium hexafluoroantimonate(V) Inorganic materials 0.000 description 2
- 229910001542 sodium hexafluoroarsenate(V) Inorganic materials 0.000 description 2
- BAZAXWOYCMUHIX-UHFFFAOYSA-M sodium perchlorate Chemical compound [Na+].[O-]Cl(=O)(=O)=O BAZAXWOYCMUHIX-UHFFFAOYSA-M 0.000 description 2
- 229910001538 sodium tetrachloroaluminate Inorganic materials 0.000 description 2
- 229910001495 sodium tetrafluoroborate Inorganic materials 0.000 description 2
- VGTPCRGMBIAPIM-UHFFFAOYSA-M sodium thiocyanate Chemical compound [Na+].[S-]C#N VGTPCRGMBIAPIM-UHFFFAOYSA-M 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- DQWPFSLDHJDLRL-UHFFFAOYSA-N triethyl phosphate Chemical compound CCOP(=O)(OCC)OCC DQWPFSLDHJDLRL-UHFFFAOYSA-N 0.000 description 2
- WVLBCYQITXONBZ-UHFFFAOYSA-N trimethyl phosphate Chemical compound COP(=O)(OC)OC WVLBCYQITXONBZ-UHFFFAOYSA-N 0.000 description 2
- XZZNDPSIHUTMOC-UHFFFAOYSA-N triphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=O)OC1=CC=CC=C1 XZZNDPSIHUTMOC-UHFFFAOYSA-N 0.000 description 2
- ZZXUZKXVROWEIF-UHFFFAOYSA-N 1,2-butylene carbonate Chemical compound CCC1COC(=O)O1 ZZXUZKXVROWEIF-UHFFFAOYSA-N 0.000 description 1
- HNAGHMKIPMKKBB-UHFFFAOYSA-N 1-benzylpyrrolidine-3-carboxamide Chemical compound C1C(C(=O)N)CCN1CC1=CC=CC=C1 HNAGHMKIPMKKBB-UHFFFAOYSA-N 0.000 description 1
- PVKVBDZRILNPJY-UHFFFAOYSA-N 1-butoxybutane;trifluoroborane Chemical compound FB(F)F.CCCCOCCCC PVKVBDZRILNPJY-UHFFFAOYSA-N 0.000 description 1
- HFZLSTDPRQSZCQ-UHFFFAOYSA-N 1-pyrrolidin-3-ylpyrrolidine Chemical compound C1CCCN1C1CNCC1 HFZLSTDPRQSZCQ-UHFFFAOYSA-N 0.000 description 1
- DRQFBCMQBWNTNV-UHFFFAOYSA-N 2-[bis(2-hydroxyethyl)amino]ethanol;trifluoroborane Chemical compound FB(F)F.OCCN(CCO)CCO DRQFBCMQBWNTNV-UHFFFAOYSA-N 0.000 description 1
- HTWIZMNMTWYQRN-UHFFFAOYSA-N 2-methyl-1,3-dioxolane Chemical compound CC1OCCO1 HTWIZMNMTWYQRN-UHFFFAOYSA-N 0.000 description 1
- JFMGYULNQJPJCY-UHFFFAOYSA-N 4-(hydroxymethyl)-1,3-dioxolan-2-one Chemical compound OCC1COC(=O)O1 JFMGYULNQJPJCY-UHFFFAOYSA-N 0.000 description 1
- BJWMSGRKJIOCNR-UHFFFAOYSA-N 4-ethenyl-1,3-dioxolan-2-one Chemical compound C=CC1COC(=O)O1 BJWMSGRKJIOCNR-UHFFFAOYSA-N 0.000 description 1
- SBUOHGKIOVRDKY-UHFFFAOYSA-N 4-methyl-1,3-dioxolane Chemical compound CC1COCO1 SBUOHGKIOVRDKY-UHFFFAOYSA-N 0.000 description 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- FERIUCNNQQJTOY-UHFFFAOYSA-M Butyrate Chemical compound CCCC([O-])=O FERIUCNNQQJTOY-UHFFFAOYSA-M 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 1
- JGFBQFKZKSSODQ-UHFFFAOYSA-N Isothiocyanatocyclopropane Chemical compound S=C=NC1CC1 JGFBQFKZKSSODQ-UHFFFAOYSA-N 0.000 description 1
- 239000005279 LLTO - Lithium Lanthanum Titanium Oxide Substances 0.000 description 1
- 229910000733 Li alloy Inorganic materials 0.000 description 1
- 229910013188 LiBOB Inorganic materials 0.000 description 1
- 229910000572 Lithium Nickel Cobalt Manganese Oxide (NCM) Inorganic materials 0.000 description 1
- 229910012226 MBF4 Inorganic materials 0.000 description 1
- RJUFJBKOKNCXHH-UHFFFAOYSA-N Methyl propionate Chemical compound CCC(=O)OC RJUFJBKOKNCXHH-UHFFFAOYSA-N 0.000 description 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
- 229910000528 Na alloy Inorganic materials 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- NMZGBYNVGKBOAK-UHFFFAOYSA-N OCC(C(O1)F)OC1=O Chemical compound OCC(C(O1)F)OC1=O NMZGBYNVGKBOAK-UHFFFAOYSA-N 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- ADKPKEZZYOUGBZ-UHFFFAOYSA-N [C].[O].[Si] Chemical compound [C].[O].[Si] ADKPKEZZYOUGBZ-UHFFFAOYSA-N 0.000 description 1
- ZMVMBTZRIMAUPN-UHFFFAOYSA-H [Na+].[V+5].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O Chemical compound [Na+].[V+5].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O ZMVMBTZRIMAUPN-UHFFFAOYSA-H 0.000 description 1
- FBDMTTNVIIVBKI-UHFFFAOYSA-N [O-2].[Mn+2].[Co+2].[Ni+2].[Li+] Chemical compound [O-2].[Mn+2].[Co+2].[Ni+2].[Li+] FBDMTTNVIIVBKI-UHFFFAOYSA-N 0.000 description 1
- LVZGQWKTUCVPBQ-UHFFFAOYSA-N acetic acid;trifluoroborane Chemical compound CC(O)=O.FB(F)F LVZGQWKTUCVPBQ-UHFFFAOYSA-N 0.000 description 1
- MEMUCXUKCBNISQ-UHFFFAOYSA-N acetonitrile;trifluoroborane Chemical compound CC#N.FB(F)F MEMUCXUKCBNISQ-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
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- 229940093499 ethyl acetate Drugs 0.000 description 1
- CYEDOLFRAIXARV-UHFFFAOYSA-N ethyl propyl carbonate Chemical compound CCCOC(=O)OCC CYEDOLFRAIXARV-UHFFFAOYSA-N 0.000 description 1
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- DCYOBGZUOMKFPA-UHFFFAOYSA-N iron(2+);iron(3+);octadecacyanide Chemical compound [Fe+2].[Fe+2].[Fe+2].[Fe+3].[Fe+3].[Fe+3].[Fe+3].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-] DCYOBGZUOMKFPA-UHFFFAOYSA-N 0.000 description 1
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- 229910002102 lithium manganese oxide Inorganic materials 0.000 description 1
- FRMOHNDAXZZWQI-UHFFFAOYSA-N lithium manganese(2+) nickel(2+) oxygen(2-) Chemical compound [O-2].[Mn+2].[Ni+2].[Li+] FRMOHNDAXZZWQI-UHFFFAOYSA-N 0.000 description 1
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- VLXXBCXTUVRROQ-UHFFFAOYSA-N lithium;oxido-oxo-(oxomanganiooxy)manganese Chemical compound [Li+].[O-][Mn](=O)O[Mn]=O VLXXBCXTUVRROQ-UHFFFAOYSA-N 0.000 description 1
- MCVFFRWZNYZUIJ-UHFFFAOYSA-M lithium;trifluoromethanesulfonate Chemical compound [Li+].[O-]S(=O)(=O)C(F)(F)F MCVFFRWZNYZUIJ-UHFFFAOYSA-M 0.000 description 1
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- 229940017219 methyl propionate Drugs 0.000 description 1
- KKQAVHGECIBFRQ-UHFFFAOYSA-N methyl propyl carbonate Chemical compound CCCOC(=O)OC KKQAVHGECIBFRQ-UHFFFAOYSA-N 0.000 description 1
- 229910052901 montmorillonite Inorganic materials 0.000 description 1
- YKYONYBAUNKHLG-UHFFFAOYSA-N n-Propyl acetate Natural products CCCOC(C)=O YKYONYBAUNKHLG-UHFFFAOYSA-N 0.000 description 1
- UUIQMZJEGPQKFD-UHFFFAOYSA-N n-butyric acid methyl ester Natural products CCCC(=O)OC UUIQMZJEGPQKFD-UHFFFAOYSA-N 0.000 description 1
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- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
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- 229910052905 tridymite Inorganic materials 0.000 description 1
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/02—Boron compounds
- C07F5/022—Boron compounds without C-boron linkages
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- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M10/00—Secondary cells; Manufacture thereof
- H01M10/05—Accumulators with non-aqueous electrolyte
- H01M10/052—Li-accumulators
- H01M10/0525—Rocking-chair batteries, i.e. batteries with lithium insertion or intercalation in both electrodes; Lithium-ion batteries
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- 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
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Abstract
本发明涉及一种含硼有机物及其制备方法和应用，该有机物的结构为：
是由含羟基的环状碳酸酯基小分子、三氟化硼络合物、金属阳离子源反应得到。本发明所提供的含硼有机物，其结构同时含有环状碳酸酯基团和—[BF3]‑M+基团，兼顾耐高电压和离子电导率高的特点，既可作为电解液添加剂在二次电池的电极表面形成更稳定的钝化膜，阻碍电解液的进一步分解，又可作为新型锂/钠盐，在动力电池和储能电池等领域具有广阔的应用前景。
Description
技术领域
本发明属于化合物合成及应用技术领域，具体涉及一种含硼有机物及其制备方法和应用。
背景技术
二次电池作为一种绿色环保新能源，因其具有自放电率低、无记忆效应及对环境友好等优点，被广泛应用于手机、摄像机、笔记本电脑、无人机等便携设备、电动汽车、无线电动工具及军事上等领域。二次电池中常用的锂、钠盐成本较高且都有着各自的缺点，如LiPF6/NaPF6易分解、LiClO4/NaClO4安全性低、LiSO3CF3/NaSO3CF3腐蚀集流体等。
碳酸乙烯酯(EC)可耐高温、耐高电压；—[BF3]-M+离域性较强，有利于金属阳离子的解离，离子电导率较高，且分解后形成的氟化物可形成稳定的SEI膜。如果能通过碳酸乙烯酯类化合物开发一种兼具耐高温、耐高电压和离子电导率高的新型含硼化合物，无疑可以拓展含硼化合物在电解质、膜、二次电池等领域的应用，并且还可能开发其它工业用途。
发明内容
本发明的目的是提供一种含硼有机物及其制备方法和应用，以拓展其在电解质、电池等领域的应用范围。本发明的技术方案为：
第一个方面，本发明提供一种含硼有机物，该有机物的结构如通式I所示：
其中，所述R为空白、氢化未取代芳基、取代芳基、氢化未取代的C1-C10烷基、部分或全部卤素取代的C1-C10烷基、氢化未取代的-[C-C-O]m-Cn-、或者部分或全部被卤素取代的-[C-C-O]m-Cn-；
所述R1为H、卤素原子、氢化未取代芳基、取代芳基、氢化未取代的C1-C10烷基、部分或全部卤素取代的C1-C10烷基或者-R2-OBF3Li，其中，R2为空白、氢化未取代芳基、取代芳基、氢化未取代的C1-C10烷基、部分或全部卤素取代的C1-C10烷基、氢化未取代的-[C-C-O]m-Cn-、或者部分或全部被卤素取代的-[C-C-O]m-Cn-，其中m＝1-5，n＝1-5；
所述M+为Li+或Na+。
第二个方面，本发明提供上述含硼有机物的制备方法，包括如下步骤：
将含羟基的环状碳酸酯基小分子、三氟化硼络合物、金属阳离子源在溶剂中进行反应；反应结束后浓缩并干燥，既得。
进一步的，所述三氟化硼络合物为三氟化硼乙醚络合物、三氟化硼乙腈络合物、三氟化硼乙酸络合物、三氟化硼单乙胺络合物、三氟化硼甲醚络合物、三氟化硼三乙醇胺络合物、三氟化硼四氢呋喃络合物、三氟化硼甲醇络合物、三氟化硼碳酸二甲酯络合物、三氟化硼二甲醚络合物、三氟化硼磷酸络合物、三氟化硼丁醚络合物中的一种或几种。
进一步的，所述金属阳离子源为氢氧化锂、氢氧化钠、金属锂、金属钠、烷氧基锂、烷氧基钠、烷基锂、烷基钠、羧酸锂、羧酸钠中的一种或几种。
进一步的，所述溶剂为正己烷、环己烷、庚烷、辛烷、乙醚、四氢呋喃、乙腈、丙酮、乙二醇二甲醚、甲醇、乙醇、1,3-二氧戊环、1,4-丁内酯、甲苯、二甲苯、二甲基亚砜、N，N-二甲基甲酰胺、N，N-二甲基乙酰胺甲酰胺、乙酰胺中的一种或几种。
进一步的，所述反应的反应温度在0～200℃，所述反应的反应氛围为氧气、氩气、氢气、氮气、干燥空气、氟气中的至少一种，利用这些气氛来维持反应环境的干燥。
可选的，所述反应加入氟气辅助氟化反应。
第三个方面，本发明提供一种电解液，所述电解液包括上述的含硼有机物、有机溶剂一。
进一步的，所述含硼有机物在该电解液中的质量分数为5％-90％。
进一步的，所述有机溶剂一包括但不限于碳酸亚乙酯，碳酸亚丙酯，碳酸甲乙酯，碳酸甲丙酯，碳酸乙丙酯，碳酸丙烯酯，碳酸二甲酯，碳酸二乙酯，碳酸甲丁酯，四氢呋喃，2-甲基四氢呋喃，N,N-二甲基甲酰胺，二甲基亚砜，丙酮，乙腈，甲酸甲酯，甲酸乙酯，二乙氧基乙烷，三甘醇二甲醚，四甘醇二甲醚，氟苯，二氟苯，γ-丁内酯中的一种或几种。
进一步的，所述电解液还包括添加剂一，所述添加剂一包括但不限于碳酸亚乙烯酯、氟代碳酸乙烯酯、γ-丁内酯、亚硫酸乙烯酯、碳酸乙烯亚乙酯、联苯、环己基苯、叔丁基苯、丁二腈、戊二腈、1-3丙磺内酯、1-4丁磺内酯、磷酸三甲酯、磷酸三乙酯、磷酸三苯酯、环三磷腈、五氟环三磷腈、六甲基磷腈、氟苯、二氟苯、二乙氧基乙烷、三甘醇二甲醚、四甘醇二甲醚中的一种或几种。
进一步的，所述电解液还包括其它锂盐，所述其它锂盐包括但不限于LiPF6、LiClO4、LiAlCl4、LiBF4、LiCF3SO3、LiAsF6、LiN(SO2CF3)2、LiC4F9SO3、LiN(SO2C2F5)2、LiB(C2O4)2、LiC(CF3SO2)3、LiC(CH3)(CF3SO2)2、LiCH(CF3SO2)2、LiCH2(CF3SO2)、LiC2F5SO3、LiN(CF3SO2)、LiB(CF3SO2)、LiCF3SO3、LiN(FSO2)2、LiSbF6、LiSCN、LiPO2F2、LiBF2(C2O4)中的一种或几种。
第四个方面，本发明提供另一种电解液，所述电解液包括锂盐或者钠盐、上述的含硼有机物、有机溶剂二和添加剂二。
进一步的，所述含硼有机物在该电解液中的质量分数为0.01％-20％。
进一步的，所述锂盐包括但不限于LiPF6、LiPO2F2、LiClO4、LiAlCl4、LiBF4、LiB(C2O4)2、LiBF2(C2O4)、LiB(CF3SO2)、LiCF3SO3、LiAsF6、LiN(SO2CF3)2、LiN(FSO2)2、LiN(CF3SO2)、LiN(SO2C2F5)2、LiC4F9SO3、LiC(CF3SO2)3、LiC(CH3)(CF3SO2)2、LiCH(CF3SO2)2、LiCH2(CF3SO2)、LiC2F5SO3、LiCF3SO3、LiSbF6、LiSCN中的一种或几种。
进一步的，所述钠盐包括但不限于NaPF6、NaPO2F2、NaClO4、NaAlCl4、NaBF4、NaB(C2O4)2、NaBF2(C2O4)、NaB(CF3SO2)、NaCF3SO3、NaAsF6、NaN(SO2CF3)2、NaN(FSO2)2、NaN(CF3SO2)、NaN(SO2C2F5)2、NaC4F9SO3、NaC(CF3SO2)3、NaC(CH3)(CF3SO2)2、NaCH(CF3SO2)2、NaCH2(CF3SO2)、NaC2F5SO3、NaCF3SO3、NaSbF6、NaSCN、NaBOB、NaODFB中的一种或几种。
进一步的，所述有机溶剂二包括但不限于碳酸乙烯酯、碳酸丙烯酯、碳酸丁烯酯、碳酸二甲酯、碳酸二乙酯、碳酸甲乙酯、碳酸甲丙酯、甲酸甲酯、甲酸乙酯、甲酸丙酯、甲酸丁酯、乙酸乙酯、乙酸丙酯、乙酸丁酯、丙酸甲酯、丙酸乙酯、丙酸丁酯、丁酸甲酯、丁酸乙酯、丁酸丙酯、δ-戊内酯、四氢呋喃、2-甲基四氢呋喃、1,3-二氧戊环、4-甲基-1,3-二氧戊环、2-甲基-1,3-二氧戊环、乙二醇二甲醚、环丁砜、二甲基亚砜中的一种或几种。
进一步的，所述添加剂二包括但不限于碳酸亚乙烯酯、氟代碳酸乙烯酯、γ-丁内酯、亚硫酸乙烯酯、碳酸乙烯亚乙酯、联苯、环己基苯、叔丁基苯、丁二腈、戊二腈、1-3丙磺内酯、1-4丁磺内酯、磷酸三甲酯、磷酸三乙酯、磷酸三苯酯、环三磷腈、五氟环三磷腈、六甲基磷腈、氟苯、二氟苯、二乙氧基乙烷、三甘醇二甲醚、四甘醇二甲醚中的一种或几种。
第五个方面，本发明提供另一种聚合物电解质，所述聚合物电解质包括上述的含硼有机物和聚合物。
进一步的，所述含硼有机物在该聚合物电解质中的质量分数为0.1％-80％。
进一步的，所述聚合物包括但不限于以下：PAN、PPC、PVC、PVEC、PPS、PEC、PEO、PET、PE、mPEG、PI、PMMA 、PPC、PS、PSA、PTFE、PVA、PVC、PVDF、PVDF-HFP、PTMC、聚硅氧烷、前述聚合物的共聚衍生聚合物中的一种或多种，或者至少两种前述聚合物及其聚合物共聚衍生物的混合物。
可选的，所述聚合物电解质中还含有无机填料。
进一步的，所述无机填料包括但不限于勃姆石、Al2O3、ZrO2、SiO2、MgO、ZnO、TiO2、BaTiO3、La2O5、Ta2O5、LPS、LGPS、LATP、LLZO、LLTO、LSTZ、琥珀腈、蒙脱土及其掺杂改性后的衍生物中的至少一种。
可选的，所述聚合物电解质中还含有其它锂盐或者钠盐。
进一步的，所述其他锂盐包括但不限于LiPF6、LiClO4、LiAlCl4、LiBF4、LiCF3SO3、LiAsF6、LiN(SO2CF3)2、LiC4F9SO3、LiN(SO2C2F5)2、LiB(C2O4)2、LiC(CF3SO2)3、LiC(CH3)(CF3SO2)2、LiCH(CF3SO2)2、LiCH2(CF3SO2)、LiC2F5SO3、LiN(CF3SO2)、LiB(CF3SO2)、LiCF3SO3、LiN(FSO2)2、LiSbF6、LiSCN、LiPO2F2、LiBF2(C2O4)、LiBOB、LiODFB中的一种或几种。
进一步的，所述其它钠盐包括但不限于NaPF6、NaPO2F2、NaClO4、NaAlCl4、NaBF4、NaB(C2O4)2、NaBF2(C2O4)、NaB(CF3SO2)、NaCF3SO3、NaAsF6、NaN(SO2CF3)2、NaN(FSO2)2、NaN(CF3SO2)、NaN(SO2C2F5)2、NaC4F9SO3、NaC(CF3SO2)3、NaC(CH3)(CF3SO2)2、NaCH(CF3SO2)2、NaCH2(CF3SO2)、NaC2F5SO3、NaCF3SO3、NaSbF6、NaSCN、NaBOB、NaODFB中的一种或几种。
第六个方面，本发明提供一种聚合物电解质复合膜，该复合膜由第五个方面所述的聚合物电解质和多孔膜复合而成。
进一步的，所述多孔膜为聚乙烯、聚丙烯、聚对苯二甲酸乙二酯、聚对苯二甲酸丁二酯、改性有机玻璃纤维、聚苯乙烯、聚氯乙烯、芳纶、聚乙二醇、聚偏氟乙烯、聚偏氟乙烯-六氟丙烯、聚四氟乙烯、聚丙烯腈和聚酰胺中的一种或几种。
第七个方面，本发明提供一种电池，包括第三个方面所述的电解液、隔膜一、正极一、负极一和封装外壳。
第八个方面，本发明提供另一种电池，包括第四个方面所述的电解液、隔膜二、正极二、负极二和封装外壳。
第九个方面，本发明提供另一种电池，包括第五个方面所述的电解质、正极三、负极三和封装外壳。
在上述的几种电池中，正极材料包括但不限于含钴酸锂、磷酸铁锂、镍钴锰酸锂、镍铬铝酸锂、锰酸锂、镍锰酸锂、磷酸铁钠、磷酸钒钠、普鲁士蓝、锰酸钠、铁酸钠、钒酸钠、钴酸钠，及对这些材料改性后的材料中的至少一种。负极材料包括但不限于含石墨、硅、硬碳、软碳、多孔碳、硅氧碳、硅碳复合材料、钛酸锂、中间相碳微球、锂、钠、钠合金、锂合金中的至少一种。封装外壳包括但不限于铝塑膜或钢壳。
本发明的优势和有益效果是：
1.本发明所提供的含硼有机物，其结构同时含有环状碳酸酯基团和—[BF3]-M+基团，兼顾耐高电压和离子电导率高的特点，既可作为电解液添加剂在二次电池的电极表面形成更稳定的钝化膜，阻碍电解液的进一步分解，又可作为新型锂/钠盐传输锂/钠离子。
2.本发明所提供的含硼有机物制备方法简单、成本较低、耐高温、高电压、合成过程安全环保。
3.本发明所提供的含硼有机物作为锂盐、钠盐或电解液/电解质添加剂，适合工业应用，在动力电池和储能电池等领域具有广阔的应用前景。
具体实施方式
在本发明的描述中，需要说明的是，实施例中未注明具体条件者，按照常规条件或制造商建议的条件进行。所用试剂或仪器未注明生产厂商者，均为可以通过市售购买获得的常规产品。
下面结合具体的实施例对本发明做进一步详细说明，所述是对本发明的解释而不是限定。
实施例1
手套箱内取一定量的丙三醇1,2-碳酸酯和甲醇锂(摩尔比1:1)加入一定量的甲醇中并混合均匀，室温下反应8h，所得混合溶液，40℃下减压干燥除去溶剂，得到中间体。将三氟化硼乙醚加入到中间体中(摩尔比1:1)，加入少量的乙二醇二甲醚溶剂，室温下搅拌12h，将所得混合液40℃下减压干燥，得到产物M1。M1的结构式如下：
实施例2
氮气气氛下，取一定量的4-羟甲基-5-氟-1,3-二氧杂环戊烷-2-酮和三氟化硼四氢呋喃(摩尔比1:1)混合均匀，室温下反应12h，所得混合溶液，30℃下减压干燥除去溶剂，得到中间体。将乙醇锂溶解在一定量的乙醇中并加入到中间体中(摩尔比1:1)，室温下搅拌8h，将所得混合液40℃下减压干燥，得到产物M2。M2的结构式如下：
实施例3
手套箱内取一定量的4，5-二羟甲基-1,3-二氧杂环戊烷-2-酮和三氟化硼乙醚(摩尔比1:2)混合均匀，室温下反应12h，所得混合溶液，30℃下减压干燥除去溶剂，得到中间体。将丁基锂的己烷溶液加入到中间体中(摩尔比2:1)，室温下搅拌6h，将所得混合液40℃下减压干燥，得到产物M3。M3的结构式如下：
实施例4
氮气气氛下，取一定量的4-乙氧基乙醇-1,3-二氧杂环戊烷-2-酮和甲醇锂的甲醇溶液(摩尔比1:1)混合均匀，室温下反应8h，所得混合溶液，40℃下减压干燥除去溶剂，得到中间体。将三氟化硼四氢呋喃加入到中间体中(摩尔比1:1)，室温下搅拌6h，将所得混合液40℃下减压干燥，得到产物M4。M4的结构式如下：
实施例5
手套箱内取一定量的4，5-二羟甲基-1,3-二氧杂环戊烷-2-酮和三氟化硼乙醚(摩尔比1:2)混合均匀，室温下反应12h，所得混合溶液，30℃下减压干燥除去溶剂，得到中间体。将乙醇钠的乙醇溶液加入到中间体中(摩尔比2:1)，室温下搅拌6h，将所得混合液40℃下减压干燥，得到产物M5。M5的结构式如下：
综上，我们开发的环状碳酸酯基三氟硼酸锂/钠在MBF4和环状碳酸酯基础上进行了基团修饰，既可作为电解液添加剂形成稳定SEI膜，又可作为新型锂盐传导锂/钠离子或其它用途，和现有的锂/钠盐或添加剂相比，其具有制备工艺简单、成本低、耐高温、合成过程环保、安全等诸多优点。
以上所述实施例仅表达了本发明的几种实施方式，其描述较为具体和详细，但并不能因此而理解为对本发明专利范围的限制。应当指出的是，对于本领域的普通技术人员来说，在不脱离本发明构思的前提下，还可以做出若干变形和改进，这些都属于本发明的保护范围。因此，本发明专利的保护范围应以所附权利要求为准。
Claims (9)
1.一种含硼有机物，其特征在于：该有机物的结构如通式I所示：
其中，所述R为空白、氢化未取代芳基、取代芳基、氢化未取代的C1-C10烷基、部分或全部卤素取代的C1-C10烷基、氢化未取代的-[C-C-O]m-Cn-、或者部分或全部被卤素取代的-[C-C-O]m-Cn-；
所述R1为H、卤素原子、氢化未取代芳基、取代芳基、氢化未取代的C1-C10烷基、部分或全部卤素取代的C1-C10烷基或者-R2-OBF3Li，其中，R2为空白、氢化未取代芳基、取代芳基、氢化未取代的C1-C10烷基、部分或全部卤素取代的C1-C10烷基、氢化未取代的-[C-C-O]m-Cn-、或者部分或全部被卤素取代的-[C-C-O]m-Cn-，其中m＝1-5，n＝1-5；
所述M+为Li+或Na+。
2.权利要求1所述的一种含硼有机物的制备方法，其特征在于：包括如下步骤：
将含羟基的环状碳酸酯基小分子、三氟化硼络合物、金属阳离子源在溶剂中进行反应；反应结束后浓缩并干燥，既得。
3.一种电解质，其特征在于：包括权利要求1所述的含硼有机物。
4.根据权利要求3所述的一种电解质，其特征在于：还包括有机溶剂和添加剂。
5.根据权利要求3所述的一种电解质，其特征在于：还包括聚合物。
6.根据权利要求4或5所述的一种电解质，其特征在于：还包括其他锂盐或钠盐。
7.根据权利要求5所述的一种电解质，其特征在于：还包括无机填料。
8.一种聚合物电解质复合膜，其特征在于：由权利要求5所述的电解质和多孔膜复合而成。
9.一种电池，其特征在于：包括权利要求3～7任意一项所述的电解质、正极和负极。
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20120295156A1 (en) * | 2011-05-18 | 2012-11-22 | Akira Yano | Non-aqueous secondary battery |
| CN105789701A (zh) * | 2016-03-31 | 2016-07-20 | 宁德时代新能源科技股份有限公司 | 电解液以及包括该电解液的锂离子电池 |
| CN107069084A (zh) * | 2017-03-31 | 2017-08-18 | 中国科学院青岛生物能源与过程研究所 | 一种固态锂电池聚合物电解质及制备和应用 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20120295156A1 (en) * | 2011-05-18 | 2012-11-22 | Akira Yano | Non-aqueous secondary battery |
| CN105789701A (zh) * | 2016-03-31 | 2016-07-20 | 宁德时代新能源科技股份有限公司 | 电解液以及包括该电解液的锂离子电池 |
| CN107069084A (zh) * | 2017-03-31 | 2017-08-18 | 中国科学院青岛生物能源与过程研究所 | 一种固态锂电池聚合物电解质及制备和应用 |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2022528056A (ja) * | 2019-04-03 | 2022-06-08 | エルジー エナジー ソリューション リミテッド | リチウム二次電池用電解質及びこれを含むリチウム二次電池 |
| JP7171124B2 (ja) | 2019-04-03 | 2022-11-15 | エルジー エナジー ソリューション リミテッド | リチウム二次電池用電解質及びこれを含むリチウム二次電池 |
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