ES2560406T3 - Copolímeros de bloque que incluyen un polianiónico basado en un monómero anión de tipo TFSILi como electrolito de batería - Google Patents
Copolímeros de bloque que incluyen un polianiónico basado en un monómero anión de tipo TFSILi como electrolito de batería Download PDFInfo
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- ES2560406T3 ES2560406T3 ES12773016.6T ES12773016T ES2560406T3 ES 2560406 T3 ES2560406 T3 ES 2560406T3 ES 12773016 T ES12773016 T ES 12773016T ES 2560406 T3 ES2560406 T3 ES 2560406T3
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- 239000000178 monomer Substances 0.000 title claims abstract description 33
- 150000001450 anions Chemical class 0.000 title claims abstract description 18
- 239000003792 electrolyte Substances 0.000 title claims description 29
- 229920001400 block copolymer Polymers 0.000 title description 17
- 229920001577 copolymer Polymers 0.000 claims abstract description 62
- 125000001889 triflyl group Chemical group FC(F)(F)S(*)(=O)=O 0.000 claims abstract description 24
- 150000003949 imides Chemical class 0.000 claims abstract description 22
- -1 polyoxyethylene chain Polymers 0.000 claims abstract description 20
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims abstract description 7
- 229920002554 vinyl polymer Polymers 0.000 claims abstract description 7
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 5
- 229920006318 anionic polymer Polymers 0.000 claims abstract 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 65
- 229910052744 lithium Inorganic materials 0.000 claims description 33
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims description 25
- 239000000203 mixture Substances 0.000 claims description 24
- 239000007787 solid Substances 0.000 claims description 16
- 239000007784 solid electrolyte Substances 0.000 claims description 16
- 229910001416 lithium ion Inorganic materials 0.000 claims description 11
- HBBGRARXTFLTSG-UHFFFAOYSA-N Lithium ion Chemical compound [Li+] HBBGRARXTFLTSG-UHFFFAOYSA-N 0.000 claims description 9
- 229920001223 polyethylene glycol Polymers 0.000 claims description 9
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical group C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 8
- 229910052751 metal Inorganic materials 0.000 claims description 8
- 239000002184 metal Substances 0.000 claims description 8
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 7
- 229910052493 LiFePO4 Inorganic materials 0.000 claims description 7
- 239000002202 Polyethylene glycol Substances 0.000 claims description 7
- 150000001875 compounds Chemical class 0.000 claims description 7
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims description 6
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 6
- 239000005518 polymer electrolyte Substances 0.000 claims description 5
- 229920000428 triblock copolymer Polymers 0.000 claims description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 4
- 239000007774 positive electrode material Substances 0.000 claims description 4
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims description 4
- 239000011149 active material Substances 0.000 claims description 3
- 229910052799 carbon Inorganic materials 0.000 claims description 3
- 229920000359 diblock copolymer Polymers 0.000 claims description 3
- 239000004014 plasticizer Substances 0.000 claims description 3
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 2
- KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical compound O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 claims description 2
- 125000005250 alkyl acrylate group Chemical group 0.000 claims description 2
- 150000004649 carbonic acid derivatives Chemical class 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 238000007334 copolymerization reaction Methods 0.000 claims description 2
- IEJIGPNLZYLLBP-UHFFFAOYSA-N dimethyl carbonate Chemical compound COC(=O)OC IEJIGPNLZYLLBP-UHFFFAOYSA-N 0.000 claims description 2
- 238000003780 insertion Methods 0.000 claims description 2
- 230000037431 insertion Effects 0.000 claims description 2
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 claims description 2
- IAHFWCOBPZCAEA-UHFFFAOYSA-N succinonitrile Chemical compound N#CCCC#N IAHFWCOBPZCAEA-UHFFFAOYSA-N 0.000 claims description 2
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 39
- 230000015572 biosynthetic process Effects 0.000 description 21
- 150000001768 cations Chemical class 0.000 description 16
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 15
- 238000003786 synthesis reaction Methods 0.000 description 15
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 12
- IAZDPXIOMUYVGZ-WFGJKAKNSA-N Dimethyl sulfoxide Chemical compound [2H]C([2H])([2H])S(=O)C([2H])([2H])[2H] IAZDPXIOMUYVGZ-WFGJKAKNSA-N 0.000 description 12
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 12
- KWGKDLIKAYFUFQ-UHFFFAOYSA-M lithium chloride Chemical compound [Li+].[Cl-] KWGKDLIKAYFUFQ-UHFFFAOYSA-M 0.000 description 12
- 239000000243 solution Substances 0.000 description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
- 239000012528 membrane Substances 0.000 description 9
- 238000000034 method Methods 0.000 description 9
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 8
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 8
- 229920000642 polymer Polymers 0.000 description 8
- 238000005481 NMR spectroscopy Methods 0.000 description 7
- 229910003002 lithium salt Inorganic materials 0.000 description 7
- 159000000002 lithium salts Chemical class 0.000 description 7
- CTSLXHKWHWQRSH-UHFFFAOYSA-N oxalyl chloride Substances ClC(=O)C(Cl)=O CTSLXHKWHWQRSH-UHFFFAOYSA-N 0.000 description 7
- 239000012429 reaction media Substances 0.000 description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- 230000005587 bubbling Effects 0.000 description 6
- 230000004927 fusion Effects 0.000 description 6
- 239000011541 reaction mixture Substances 0.000 description 6
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical class ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 5
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 5
- 238000000502 dialysis Methods 0.000 description 5
- 239000001301 oxygen Substances 0.000 description 5
- 229910052760 oxygen Inorganic materials 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 4
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 4
- 229910052786 argon Inorganic materials 0.000 description 4
- 239000002826 coolant Substances 0.000 description 4
- 230000007423 decrease Effects 0.000 description 4
- 239000008367 deionised water Substances 0.000 description 4
- 229910021641 deionized water Inorganic materials 0.000 description 4
- 230000014759 maintenance of location Effects 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 238000006116 polymerization reaction Methods 0.000 description 4
- 229920001451 polypropylene glycol Polymers 0.000 description 4
- 229910052700 potassium Inorganic materials 0.000 description 4
- 239000011591 potassium Substances 0.000 description 4
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 4
- 238000005160 1H NMR spectroscopy Methods 0.000 description 3
- JPQZDNPIPZHPGU-UHFFFAOYSA-N 2-ethenyl-5-sulfonylcyclohexa-1,3-diene hydrochloride Chemical compound Cl.C=CC1=CCC(=S(=O)=O)C=C1 JPQZDNPIPZHPGU-UHFFFAOYSA-N 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 3
- 239000004793 Polystyrene Substances 0.000 description 3
- 125000000129 anionic group Chemical group 0.000 description 3
- 125000002091 cationic group Chemical group 0.000 description 3
- 210000004027 cell Anatomy 0.000 description 3
- 125000004386 diacrylate group Chemical group 0.000 description 3
- 238000005516 engineering process Methods 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
- 239000000463 material Substances 0.000 description 3
- 238000012705 nitroxide-mediated radical polymerization Methods 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 238000000746 purification Methods 0.000 description 3
- 238000010526 radical polymerization reaction Methods 0.000 description 3
- 238000000926 separation method Methods 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- KAKQVSNHTBLJCH-UHFFFAOYSA-N trifluoromethanesulfonimidic acid Chemical compound NS(=O)(=O)C(F)(F)F KAKQVSNHTBLJCH-UHFFFAOYSA-N 0.000 description 3
- LSRPLKNLQGMCNR-UHFFFAOYSA-N 2-methyl-6-sulfohex-2-enoic acid Chemical compound OC(=O)C(C)=CCCCS(O)(=O)=O LSRPLKNLQGMCNR-UHFFFAOYSA-N 0.000 description 2
- 241000288673 Chiroptera Species 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 229910011304 Li3V2 Inorganic materials 0.000 description 2
- 229910032387 LiCoO2 Inorganic materials 0.000 description 2
- 229910002097 Lithium manganese(III,IV) oxide Inorganic materials 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- HFBMWMNUJJDEQZ-UHFFFAOYSA-N acryloyl chloride Chemical compound ClC(=O)C=C HFBMWMNUJJDEQZ-UHFFFAOYSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 239000006229 carbon black Substances 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 230000001351 cycling effect Effects 0.000 description 2
- 210000001787 dendrite Anatomy 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 230000018109 developmental process Effects 0.000 description 2
- 238000010494 dissociation reaction Methods 0.000 description 2
- 230000005593 dissociations Effects 0.000 description 2
- 238000004146 energy storage Methods 0.000 description 2
- 230000009477 glass transition Effects 0.000 description 2
- 238000005342 ion exchange Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 229920000196 poly(lauryl methacrylate) Polymers 0.000 description 2
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 2
- 229920001467 poly(styrenesulfonates) Polymers 0.000 description 2
- 239000004926 polymethyl methacrylate Substances 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 235000017557 sodium bicarbonate Nutrition 0.000 description 2
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- OVSKIKFHRZPJSS-UHFFFAOYSA-N 2,4-D Chemical compound OC(=O)COC1=CC=C(Cl)C=C1Cl OVSKIKFHRZPJSS-UHFFFAOYSA-N 0.000 description 1
- VZSRBBMJRBPUNF-UHFFFAOYSA-N 2-(2,3-dihydro-1H-inden-2-ylamino)-N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]pyrimidine-5-carboxamide Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C(=O)NCCC(N1CC2=C(CC1)NN=N2)=O VZSRBBMJRBPUNF-UHFFFAOYSA-N 0.000 description 1
- AGBXYHCHUYARJY-UHFFFAOYSA-N 2-phenylethenesulfonic acid Chemical compound OS(=O)(=O)C=CC1=CC=CC=C1 AGBXYHCHUYARJY-UHFFFAOYSA-N 0.000 description 1
- MAGFQRLKWCCTQJ-UHFFFAOYSA-N 4-ethenylbenzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=C(C=C)C=C1 MAGFQRLKWCCTQJ-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- 229920000049 Carbon (fiber) Polymers 0.000 description 1
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 1
- 241000928160 Isomyia electa Species 0.000 description 1
- 229910000733 Li alloy Inorganic materials 0.000 description 1
- 229910000552 LiCF3SO3 Inorganic materials 0.000 description 1
- 229910011279 LiCoPO4 Inorganic materials 0.000 description 1
- 229910000668 LiMnPO4 Inorganic materials 0.000 description 1
- 229910013084 LiNiPO4 Inorganic materials 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical class OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 1
- 239000005062 Polybutadiene Substances 0.000 description 1
- 238000005874 Vilsmeier-Haack formylation reaction Methods 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 239000003708 ampul Substances 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 239000012300 argon atmosphere Substances 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 238000010560 atom transfer radical polymerization reaction Methods 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 239000004917 carbon fiber Substances 0.000 description 1
- 239000002041 carbon nanotube Substances 0.000 description 1
- 229910021393 carbon nanotube Inorganic materials 0.000 description 1
- 239000003575 carbonaceous material Substances 0.000 description 1
- 150000007942 carboxylates Chemical class 0.000 description 1
- 239000010406 cathode material Substances 0.000 description 1
- 238000005341 cation exchange Methods 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- 238000007385 chemical modification Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000010668 complexation reaction Methods 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 238000007872 degassing Methods 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- 238000000113 differential scanning calorimetry Methods 0.000 description 1
- 238000004455 differential thermal analysis Methods 0.000 description 1
- 239000004205 dimethyl polysiloxane Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 125000001033 ether group Chemical group 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 230000004907 flux Effects 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 238000013467 fragmentation Methods 0.000 description 1
- 238000006062 fragmentation reaction Methods 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 238000007306 functionalization reaction Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000001566 impedance spectroscopy Methods 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 239000010416 ion conductor Substances 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- JWZCKIBZGMIRSW-UHFFFAOYSA-N lead lithium Chemical compound [Li].[Pb] JWZCKIBZGMIRSW-UHFFFAOYSA-N 0.000 description 1
- 239000001989 lithium alloy Substances 0.000 description 1
- 229910003473 lithium bis(trifluoromethanesulfonyl)imide Inorganic materials 0.000 description 1
- FUJCRWPEOMXPAD-UHFFFAOYSA-N lithium oxide Chemical class [Li+].[Li+].[O-2] FUJCRWPEOMXPAD-UHFFFAOYSA-N 0.000 description 1
- 229910001947 lithium oxide Inorganic materials 0.000 description 1
- MHCFAGZWMAWTNR-UHFFFAOYSA-M lithium perchlorate Chemical compound [Li+].[O-]Cl(=O)(=O)=O MHCFAGZWMAWTNR-UHFFFAOYSA-M 0.000 description 1
- 229910001486 lithium perchlorate Inorganic materials 0.000 description 1
- 229910052748 manganese Inorganic materials 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 230000010287 polarization Effects 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 229920000447 polyanionic polymer Polymers 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 229920001195 polyisoprene Polymers 0.000 description 1
- 229920000193 polymethacrylate Polymers 0.000 description 1
- 235000015320 potassium carbonate Nutrition 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000004088 simulation Methods 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 229940006186 sodium polystyrene sulfonate Drugs 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 238000010257 thawing Methods 0.000 description 1
- 238000001757 thermogravimetry curve Methods 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- ILWRPSCZWQJDMK-UHFFFAOYSA-N triethylazanium;chloride Chemical compound Cl.CCN(CC)CC ILWRPSCZWQJDMK-UHFFFAOYSA-N 0.000 description 1
- TWQULNDIKKJZPH-UHFFFAOYSA-K trilithium;phosphate Chemical class [Li+].[Li+].[Li+].[O-]P([O-])([O-])=O TWQULNDIKKJZPH-UHFFFAOYSA-K 0.000 description 1
- 125000002348 vinylic group Chemical group 0.000 description 1
- 238000004804 winding Methods 0.000 description 1
Classifications
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M10/00—Secondary cells; Manufacture thereof
- H01M10/05—Accumulators with non-aqueous electrolyte
- H01M10/056—Accumulators with non-aqueous electrolyte characterised by the materials used as electrolytes, e.g. mixed inorganic/organic electrolytes
- H01M10/0564—Accumulators with non-aqueous electrolyte characterised by the materials used as electrolytes, e.g. mixed inorganic/organic electrolytes the electrolyte being constituted of organic materials only
- H01M10/0565—Polymeric materials, e.g. gel-type or solid-type
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F293/00—Macromolecular compounds obtained by polymerisation on to a macromolecule having groups capable of inducing the formation of new polymer chains bound exclusively at one or both ends of the starting macromolecule
- C08F293/005—Macromolecular compounds obtained by polymerisation on to a macromolecule having groups capable of inducing the formation of new polymer chains bound exclusively at one or both ends of the starting macromolecule using free radical "living" or "controlled" polymerisation, e.g. using a complexing agent
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/20—Manufacture of shaped structures of ion-exchange resins
- C08J5/22—Films, membranes or diaphragms
- C08J5/2206—Films, membranes or diaphragms based on organic and/or inorganic macromolecular compounds
- C08J5/2218—Synthetic macromolecular compounds
- C08J5/2231—Synthetic macromolecular compounds based on macromolecular compounds obtained by reactions involving unsaturated carbon-to-carbon bonds
- C08J5/2243—Synthetic macromolecular compounds based on macromolecular compounds obtained by reactions involving unsaturated carbon-to-carbon bonds obtained by introduction of active groups capable of ion-exchange into compounds of the type C08J5/2231
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- H01M10/05—Accumulators with non-aqueous electrolyte
- H01M10/056—Accumulators with non-aqueous electrolyte characterised by the materials used as electrolytes, e.g. mixed inorganic/organic electrolytes
- H01M10/0561—Accumulators with non-aqueous electrolyte characterised by the materials used as electrolytes, e.g. mixed inorganic/organic electrolytes the electrolyte being constituted of inorganic materials only
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- H01M4/38—Selection of substances as active materials, active masses, active liquids of elements or alloys
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- H01M4/36—Selection of substances as active materials, active masses, active liquids
- H01M4/58—Selection of substances as active materials, active masses, active liquids of inorganic compounds other than oxides or hydroxides, e.g. sulfides, selenides, tellurides, halogenides or LiCoFy; of polyanionic structures, e.g. phosphates, silicates or borates
- H01M4/5825—Oxygenated metallic salts or polyanionic structures, e.g. borates, phosphates, silicates, olivines
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2438/00—Living radical polymerisation
- C08F2438/02—Stable Free Radical Polymerisation [SFRP]; Nitroxide Mediated Polymerisation [NMP] for, e.g. using 2,2,6,6-tetramethylpiperidine-1-oxyl [TEMPO]
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- C—CHEMISTRY; METALLURGY
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- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2353/00—Characterised by the use of block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Derivatives of such polymers
- C08J2353/02—Characterised by the use of block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Derivatives of such polymers of vinyl aromatic monomers and conjugated dienes
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
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- H—ELECTRICITY
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- H01M2300/00—Electrolytes
- H01M2300/0017—Non-aqueous electrolytes
- H01M2300/0065—Solid electrolytes
- H01M2300/0082—Organic polymers
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E60/00—Enabling technologies; Technologies with a potential or indirect contribution to GHG emissions mitigation
- Y02E60/10—Energy storage using batteries
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- Condensed Matter Physics & Semiconductors (AREA)
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Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR1157841A FR2979630B1 (fr) | 2011-09-05 | 2011-09-05 | Copolymeres a blocs dont un polyanionique base sur un monomere anion de type tfsili comme electrolyte de batterie. |
| FR1157841 | 2011-09-05 | ||
| PCT/FR2012/051982 WO2013034848A1 (fr) | 2011-09-05 | 2012-09-05 | COPOLYMERES A BLOCS DONT UN POLYANIONIQUE BASE SUR UN MONOMERE ANION DE TYPE TFSILi COMME ELECTROLYTE DE BATTERIE |
Publications (1)
| Publication Number | Publication Date |
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| ES2560406T3 true ES2560406T3 (es) | 2016-02-18 |
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Family Applications (1)
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| ES12773016.6T Active ES2560406T3 (es) | 2011-09-05 | 2012-09-05 | Copolímeros de bloque que incluyen un polianiónico basado en un monómero anión de tipo TFSILi como electrolito de batería |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US9431677B2 (enExample) |
| EP (1) | EP2753656B1 (enExample) |
| JP (1) | JP6243842B2 (enExample) |
| KR (1) | KR101927267B1 (enExample) |
| CN (1) | CN103874724B (enExample) |
| CA (1) | CA2846267C (enExample) |
| ES (1) | ES2560406T3 (enExample) |
| FR (1) | FR2979630B1 (enExample) |
| WO (1) | WO2013034848A1 (enExample) |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| EP3003539B1 (en) * | 2013-05-24 | 2020-04-22 | Regents Of The University Of Minnesota | Polymer electrolyte membranes |
| FR3012461B1 (fr) | 2013-10-31 | 2016-01-01 | Arkema France | Compositions stables de nanotubes de carbone - polymeres electrolytes |
| FR3012462B1 (fr) * | 2013-10-31 | 2016-01-01 | Arkema France | Compositions stables de poly (3,4-ethylenedioxythiophene) et de stabilisants anioniques a acidite limitee |
| EP3084863B1 (en) * | 2013-12-19 | 2017-10-11 | Basf Se | Polymer for use as protective layers and other components in electrochemical cells |
| FR3024145B1 (fr) * | 2014-07-23 | 2018-03-16 | Cdp Innovation | Nouveaux polymeres contenant des sels de lithium ou de sodium de sulfonamides, leurs procedes de preparation et leurs utilisations comme electrolytes pour batteries |
| FR3024146B1 (fr) | 2014-07-23 | 2018-02-16 | Cdp Innovation | Nouveaux polymeres contenant des sels de lithium ou de sodium de bis(sulfonyl)imides greffes, leurs procedes de preparation et leurs utilisations comme electrolytes pour batteries |
| EP3031798B1 (en) | 2014-12-10 | 2017-09-27 | Belenos Clean Power Holding AG | A novel cross-linker for the preparation of a new family of single ion conduction polymers for electrochemical devices and such polymers |
| JP6459485B2 (ja) * | 2014-12-19 | 2019-01-30 | 東洋インキＳｃホールディングス株式会社 | カラーフィルタ用着色組成物、およびカラーフィルタ |
| KR102386841B1 (ko) | 2014-12-19 | 2022-04-14 | 삼성전자주식회사 | 복합전해질 및 이를 포함하는 리튬전지 |
| KR102303831B1 (ko) | 2014-12-26 | 2021-09-17 | 삼성전자주식회사 | 고분자, 이를 포함하는 전해질 및 리튬이차전지 |
| DE102015208438A1 (de) * | 2015-05-06 | 2016-11-10 | Robert Bosch Gmbh | Temperierungsvorrichtung für eine Batterie und einen Fahrzeuginnenraum, Verfahren zur Temperierung einer Batterie und eines Fahrzeuginnenraumes mit einer solchen Temperierungsvorrichtung und Verwendung einer solchen Temperierungsvorrichtung |
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| WO2016200559A1 (en) | 2015-06-09 | 2016-12-15 | Seeo, Inc. | Peo-based graft copolymers with pendant fluorinated groups for use as electrolytes |
| FR3040550B1 (fr) * | 2015-08-25 | 2017-08-11 | Commissariat Energie Atomique | Batterie au lithium-ion gelifiee |
| FR3041350B1 (fr) | 2015-09-21 | 2019-05-10 | Commissariat A L'energie Atomique Et Aux Energies Alternatives | Electrolyte solide pour generateur electrochimique |
| FR3041358B1 (fr) | 2015-09-21 | 2017-11-24 | Commissariat Energie Atomique | Electrolyte pour generateur electrochimique |
| DE102015224345A1 (de) * | 2015-12-04 | 2017-06-08 | Robert Bosch Gmbh | SIC-Separator und SIC-Zelle |
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| CN105801768B (zh) * | 2016-04-19 | 2018-06-29 | 武汉纺织大学 | 一种用于苎麻织物液氨溶剂染色中的匀染剂及其制备方法与应用方法 |
| CN107459647B (zh) * | 2016-06-02 | 2020-04-14 | 杭州聚力氢能科技有限公司 | 侧链接枝双磺酰亚胺的聚酰亚胺型单离子传导聚合物及其应用 |
| KR102003306B1 (ko) * | 2016-10-31 | 2019-07-24 | 주식회사 엘지화학 | 리튬 전극 및 이를 포함하는 리튬 이차전지 |
| US11072689B2 (en) | 2016-10-31 | 2021-07-27 | Lg Chem, Ltd. | Gel polymer electrolyte, electrochromic device comprising the same and production method thereof |
| WO2018107263A1 (en) | 2016-12-14 | 2018-06-21 | Blue Solutions Canada Inc. | Lithium metal battery containing electrolyte grafted with immobilized anions |
| US10854919B2 (en) | 2017-03-09 | 2020-12-01 | Blue Solutions Canada Inc. | Block copolymer electrolyte for lithium batteries |
| ES3037383T3 (en) * | 2017-11-02 | 2025-10-01 | Commw Scient Ind Res Org | Electrolyte composition |
| CN109851703B (zh) * | 2017-11-30 | 2020-10-23 | 比亚迪股份有限公司 | 适用于粘结剂的偏二氟乙烯类共聚物及其制备方法和应用 |
| CN109851704B (zh) * | 2017-11-30 | 2020-06-19 | 比亚迪股份有限公司 | 聚合物隔膜及其制备方法和应用及锂电池 |
| TWI630748B (zh) * | 2017-12-28 | 2018-07-21 | 財團法人工業技術研究院 | 負極及包含其之鋰離子電池 |
| KR102682124B1 (ko) * | 2018-11-30 | 2024-07-08 | 삼성전자주식회사 | 고분자 화합물, 이를 포함하는 고체 전해질막, 및 상기 고체 전해질막을 포함하는 리튬공기전지 |
| KR102135218B1 (ko) * | 2018-08-09 | 2020-07-17 | 건국대학교 글로컬산학협력단 | 수계 리튬이온전지용 전해질 및 그를 포함하는 수계 리튬이온전지 |
| KR102427345B1 (ko) * | 2018-09-21 | 2022-08-01 | 주식회사 엘지에너지솔루션 | 겔 폴리머 전해질용 조성물 및 이로부터 형성된 겔 폴리머 전해질을 포함하는 리튬 이차전지 |
| FR3088932B1 (fr) * | 2018-11-27 | 2020-11-20 | Blue Solutions | Électrolyte polymère pour batterie lithium métal polymère à performances ameliorées |
| CN109776709B (zh) * | 2018-12-25 | 2021-09-07 | 广东工业大学 | 一种聚对苯乙烯磺酰(三氟甲基磺酰)亚胺锂-聚碳酸亚乙烯基酯共聚物及其应用 |
| KR102188558B1 (ko) | 2019-09-06 | 2020-12-08 | 건국대학교 글로컬산학협력단 | PEALiFSI 고분자 화합물, 이의 제조방법 및 이의 고체 전해질 용도 |
| CN112552438B (zh) * | 2019-09-10 | 2022-05-27 | 北京紫藤医创医药信息技术有限公司 | 一种用于柔性锂电池的高分子聚合物电解质的制备方法 |
| KR102311173B1 (ko) * | 2019-10-18 | 2021-10-12 | 건국대학교 글로컬산학협력단 | LiFSI를 활용한 자립형 겔화 고분자 화합물 및 이의 유연한 리튬 이온 배터리용 겔 고분자 전해질 용도 |
| KR102779843B1 (ko) | 2019-11-15 | 2025-03-10 | 주식회사 엘지에너지솔루션 | 전고체 전지용 전해질막 및 이를 포함하는 전고체 전지 |
| EP3832757A1 (en) * | 2019-12-03 | 2021-06-09 | Belenos Clean Power Holding AG | Single-ion conductive polymers for electrochemical devices |
| KR102531686B1 (ko) * | 2020-01-23 | 2023-05-10 | 삼성에스디아이 주식회사 | 첨가제, 이를 포함하는 리튬 이차 전지용 전해액 및 리튬 이차 전지 |
| KR102394800B1 (ko) * | 2020-02-03 | 2022-05-06 | 서울대학교산학협력단 | 가교 고분자 전해질 겔 및 이를 포함하는 배터리 |
| CN115667332B (zh) * | 2020-03-30 | 2024-08-16 | 3M创新有限公司 | 包含具有离子双(磺酰基)酰亚胺部分和全氟醚末端基团的侧基的含氟聚合物 |
| US12021186B2 (en) * | 2020-04-27 | 2024-06-25 | The Hong Kong University Of Science And Technology | Framework supported solid-state electrolyte composites for all-solid-state batteries |
| CN112185712B (zh) * | 2020-09-28 | 2021-10-15 | 浙江工业大学 | 一种咪唑类聚离子液体凝胶电解质及其制备方法 |
| GB202015440D0 (en) * | 2020-09-30 | 2020-11-11 | Fujifilm Mfg Europe Bv | Compounds, compositions and polymer films |
| EP4243149A4 (en) * | 2021-11-16 | 2024-08-14 | LG Energy Solution, Ltd. | NEW ADDITIVE FOR ANHYDROUS ELECTROLYTE AND LITHIUM SECONDARY BATTERIES |
| JP7716965B2 (ja) * | 2021-11-24 | 2025-08-01 | 住友化学株式会社 | 電解質組成物、及び電池 |
| CA3216042A1 (en) * | 2022-03-17 | 2023-09-21 | Lg Energy Solution, Ltd. | Lithium secondary battery |
| CN118248936B (zh) * | 2023-02-13 | 2025-07-22 | 深圳市固易能科技有限责任公司 | 包含离子型聚合物的凝胶电解质锂离子电池及制备方法 |
| WO2024232342A1 (ja) * | 2023-05-08 | 2024-11-14 | 住友化学株式会社 | 有機リチウム塩の製造方法、当該有機リチウム塩を含む組成物、及び重合体 |
| WO2024249183A1 (en) * | 2023-05-26 | 2024-12-05 | Energy Exploration Technologies, Inc. | Compositions and methods for solid-state electrochemical cells |
| WO2025033311A1 (ja) * | 2023-08-04 | 2025-02-13 | キヤノン株式会社 | ポリマー電解質及び二次電池 |
| WO2025033324A1 (ja) * | 2023-08-04 | 2025-02-13 | キヤノン株式会社 | ポリマー電解質及び二次電池 |
| WO2025057907A1 (ja) * | 2023-09-12 | 2025-03-20 | 住友化学株式会社 | 電解質組成物、及び電池 |
| WO2025057818A1 (ja) * | 2023-09-12 | 2025-03-20 | 住友化学株式会社 | 電解質組成物及び電池 |
| CN117497842B (zh) * | 2023-12-27 | 2024-03-12 | 江苏蓝固新能源科技有限公司 | 一种聚合物电解质和制备方法及其在二次电池中的应用 |
| WO2025183003A1 (ja) * | 2024-02-29 | 2025-09-04 | 住友化学株式会社 | 電解質組成物、電極組成物、及び電池 |
| WO2025197682A1 (ja) * | 2024-03-18 | 2025-09-25 | 住友化学株式会社 | 電池 |
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| US5521025A (en) * | 1993-10-20 | 1996-05-28 | Chaloner-Gill; Benjamin | Electro chemical cell comprising non-radiation curable solid polymer electrolytes |
| EP0889936B1 (en) * | 1996-03-26 | 2001-12-12 | Minnesota Mining And Manufacturing Company | Cationically polymerizable compositions capable of being applied by electrostatic assistance |
| CA2704986C (fr) * | 1996-12-30 | 2013-04-09 | Hydro-Quebec | Utilisation d'un compose ionique derive du malononitrile comme photoinitiateur, amorceur radicalaire ou catalyseur dans les procedes de polymerisation, ou comme colorant cationique |
| US6063522A (en) | 1998-03-24 | 2000-05-16 | 3M Innovative Properties Company | Electrolytes containing mixed fluorochemical/hydrocarbon imide and methide salts |
| US6361901B1 (en) * | 1998-07-23 | 2002-03-26 | Massachusetts Institute Of Technology | Self-doped microphase separated block copolymer electrolyte |
| JP2000082494A (ja) | 1998-09-03 | 2000-03-21 | Sanyo Chem Ind Ltd | 難燃性非水電解液およびそれを用いた二次電池 |
| CN100551944C (zh) | 2002-07-23 | 2009-10-21 | 日本曹达株式会社 | 高分子固体电解质 |
| WO2006059794A2 (en) * | 2004-12-02 | 2006-06-08 | Kabushiki Kaisha Ohara | All solid lithium ion secondary battery and a solid electrolyte therefor |
| US9666862B2 (en) * | 2005-02-23 | 2017-05-30 | Lg Chem, Ltd. | Secondary battery of improved lithium ion mobility and cell capacity |
| FR2899235B1 (fr) | 2006-03-31 | 2012-10-05 | Arkema | Electrolytes polymeres solides a base de copolymeres triblocs notamment polystyrene-poly(oxyethylene)-polystyrene |
| WO2007145015A1 (ja) | 2006-06-16 | 2007-12-21 | Sharp Kabushiki Kaisha | 正極、その製造方法及びその正極を用いたリチウム二次電池 |
| KR100892048B1 (ko) * | 2006-09-18 | 2009-04-06 | 주식회사 엘지화학 | 고율 방전 특성이 향상된 이차전지 |
| US9252456B2 (en) * | 2009-02-27 | 2016-02-02 | University Of Maryland, College Park | Polymer solid electrolyte for flexible batteries |
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Also Published As
| Publication number | Publication date |
|---|---|
| WO2013034848A1 (fr) | 2013-03-14 |
| CA2846267A1 (fr) | 2013-03-14 |
| CN103874724A (zh) | 2014-06-18 |
| EP2753656B1 (fr) | 2015-11-04 |
| KR101927267B1 (ko) | 2018-12-10 |
| JP2014529863A (ja) | 2014-11-13 |
| JP6243842B2 (ja) | 2017-12-06 |
| KR20140061501A (ko) | 2014-05-21 |
| US9431677B2 (en) | 2016-08-30 |
| FR2979630A1 (fr) | 2013-03-08 |
| CN103874724B (zh) | 2016-10-19 |
| FR2979630B1 (fr) | 2013-10-04 |
| EP2753656A1 (fr) | 2014-07-16 |
| CA2846267C (fr) | 2019-10-29 |
| US20140272600A1 (en) | 2014-09-18 |
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