KR100634382B1 - 환형 실록산계 화합물과 이 화합물을 가교제로 함유하는고체 고분자 전해질 조성물 - Google Patents
환형 실록산계 화합물과 이 화합물을 가교제로 함유하는고체 고분자 전해질 조성물 Download PDFInfo
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- KR100634382B1 KR100634382B1 KR1020050024250A KR20050024250A KR100634382B1 KR 100634382 B1 KR100634382 B1 KR 100634382B1 KR 1020050024250 A KR1020050024250 A KR 1020050024250A KR 20050024250 A KR20050024250 A KR 20050024250A KR 100634382 B1 KR100634382 B1 KR 100634382B1
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- South Korea
- Prior art keywords
- polymer electrolyte
- formula
- cyclic siloxane
- solid polymer
- crosslinking agent
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- 239000005518 polymer electrolyte Substances 0.000 title claims abstract description 65
- -1 Cyclic siloxane Chemical class 0.000 title claims abstract description 59
- 239000007787 solid Substances 0.000 title claims abstract description 32
- 150000001875 compounds Chemical class 0.000 title abstract description 8
- 239000002131 composite material Substances 0.000 title 1
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 44
- 239000000203 mixture Substances 0.000 claims abstract description 34
- 239000004014 plasticizer Substances 0.000 claims abstract description 34
- 229910003002 lithium salt Inorganic materials 0.000 claims abstract description 26
- 159000000002 lithium salts Chemical class 0.000 claims abstract description 26
- 239000003999 initiator Substances 0.000 claims abstract description 25
- 229920000233 poly(alkylene oxides) Polymers 0.000 claims abstract description 24
- 229920000642 polymer Polymers 0.000 claims abstract description 23
- 239000010409 thin film Substances 0.000 claims abstract description 13
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 6
- 239000000126 substance Substances 0.000 claims description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- 229920001515 polyalkylene glycol Polymers 0.000 claims description 4
- 150000001983 dialkylethers Chemical class 0.000 claims description 3
- 239000002798 polar solvent Substances 0.000 claims description 3
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 claims description 2
- 239000007864 aqueous solution Substances 0.000 claims 1
- 239000011248 coating agent Substances 0.000 claims 1
- 238000000576 coating method Methods 0.000 claims 1
- 239000003792 electrolyte Substances 0.000 abstract description 26
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 abstract description 5
- 230000000704 physical effect Effects 0.000 abstract description 5
- 238000002789 length control Methods 0.000 abstract description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 36
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 31
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 18
- 229920001223 polyethylene glycol Polymers 0.000 description 15
- 238000005160 1H NMR spectroscopy Methods 0.000 description 14
- 239000004342 Benzoyl peroxide Substances 0.000 description 14
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 14
- 235000019400 benzoyl peroxide Nutrition 0.000 description 14
- 230000015572 biosynthetic process Effects 0.000 description 12
- 238000003786 synthesis reaction Methods 0.000 description 12
- 238000001723 curing Methods 0.000 description 11
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 9
- 238000000034 method Methods 0.000 description 9
- 239000002202 Polyethylene glycol Substances 0.000 description 8
- 150000002500 ions Chemical class 0.000 description 8
- 238000002360 preparation method Methods 0.000 description 8
- ZXRALKHSEIPCLN-UHFFFAOYSA-N methyl 2-ethoxyprop-2-enoate 1,3,5,7,2,4,6,8-tetraoxatetrasilocane Chemical compound O1[SiH2]O[SiH2]O[SiH2]O[SiH2]1.CCOC(=C)C(=O)OC.CCOC(=C)C(=O)OC.CCOC(=C)C(=O)OC.CCOC(=C)C(=O)OC ZXRALKHSEIPCLN-UHFFFAOYSA-N 0.000 description 7
- WZJUBBHODHNQPW-UHFFFAOYSA-N 2,4,6,8-tetramethyl-1,3,5,7,2$l^{3},4$l^{3},6$l^{3},8$l^{3}-tetraoxatetrasilocane Chemical compound C[Si]1O[Si](C)O[Si](C)O[Si](C)O1 WZJUBBHODHNQPW-UHFFFAOYSA-N 0.000 description 6
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 6
- KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical compound O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 description 6
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 229910052744 lithium Inorganic materials 0.000 description 6
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 5
- HFBMWMNUJJDEQZ-UHFFFAOYSA-N acryloyl chloride Chemical compound ClC(=O)C=C HFBMWMNUJJDEQZ-UHFFFAOYSA-N 0.000 description 5
- BHELZAPQIKSEDF-UHFFFAOYSA-N allyl bromide Chemical compound BrCC=C BHELZAPQIKSEDF-UHFFFAOYSA-N 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 238000004132 cross linking Methods 0.000 description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 description 4
- 239000010408 film Substances 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 229920001451 polypropylene glycol Polymers 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- UWHCKJMYHZGTIT-UHFFFAOYSA-N tetraethylene glycol Chemical compound OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- BHBYBZDCLGQMJM-UHFFFAOYSA-N O1[SiH2]O[SiH2]O[SiH2]O[SiH2]1.C(C)OC(C(=O)O)=C.C(C)OC(C(=O)O)=C.C(C)OC(C(=O)O)=C.C(C)OC(C(=O)O)=C Chemical compound O1[SiH2]O[SiH2]O[SiH2]O[SiH2]1.C(C)OC(C(=O)O)=C.C(C)OC(C(=O)O)=C.C(C)OC(C(=O)O)=C.C(C)OC(C(=O)O)=C BHBYBZDCLGQMJM-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 3
- 229920001296 polysiloxane Polymers 0.000 description 3
- 230000008569 process Effects 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 125000003698 tetramethyl group Chemical group [H]C([H])([H])* 0.000 description 3
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 2
- AOBIOSPNXBMOAT-UHFFFAOYSA-N 2-[2-(oxiran-2-ylmethoxy)ethoxymethyl]oxirane Chemical compound C1OC1COCCOCC1CO1 AOBIOSPNXBMOAT-UHFFFAOYSA-N 0.000 description 2
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 2
- OWYWGLHRNBIFJP-UHFFFAOYSA-N Ipazine Chemical compound CCN(CC)C1=NC(Cl)=NC(NC(C)C)=N1 OWYWGLHRNBIFJP-UHFFFAOYSA-N 0.000 description 2
- 229910013870 LiPF 6 Inorganic materials 0.000 description 2
- HBBGRARXTFLTSG-UHFFFAOYSA-N Lithium ion Chemical compound [Li+] HBBGRARXTFLTSG-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- SESFRYSPDFLNCH-UHFFFAOYSA-N benzyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC1=CC=CC=C1 SESFRYSPDFLNCH-UHFFFAOYSA-N 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 229920006037 cross link polymer Polymers 0.000 description 2
- 238000010894 electron beam technology Methods 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 239000010410 layer Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000011244 liquid electrolyte Substances 0.000 description 2
- 229910001416 lithium ion Inorganic materials 0.000 description 2
- 239000012528 membrane Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 239000012299 nitrogen atmosphere Substances 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 239000002861 polymer material Substances 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- JHJLBTNAGRQEKS-UHFFFAOYSA-M sodium bromide Chemical compound [Na+].[Br-] JHJLBTNAGRQEKS-UHFFFAOYSA-M 0.000 description 2
- 125000006850 spacer group Chemical group 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- 229920001187 thermosetting polymer Polymers 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- QNODIIQQMGDSEF-UHFFFAOYSA-N (1-hydroxycyclohexyl)-phenylmethanone Chemical compound C=1C=CC=CC=1C(=O)C1(O)CCCCC1 QNODIIQQMGDSEF-UHFFFAOYSA-N 0.000 description 1
- ZZXUZKXVROWEIF-UHFFFAOYSA-N 1,2-butylene carbonate Chemical compound CCC1COC(=O)O1 ZZXUZKXVROWEIF-UHFFFAOYSA-N 0.000 description 1
- LEEANUDEDHYDTG-UHFFFAOYSA-N 1,2-dimethoxypropane Chemical compound COCC(C)OC LEEANUDEDHYDTG-UHFFFAOYSA-N 0.000 description 1
- GDXHBFHOEYVPED-UHFFFAOYSA-N 1-(2-butoxyethoxy)butane Chemical compound CCCCOCCOCCCC GDXHBFHOEYVPED-UHFFFAOYSA-N 0.000 description 1
- YNSNJGRCQCDRDM-UHFFFAOYSA-N 1-chlorothioxanthen-9-one Chemical compound S1C2=CC=CC=C2C(=O)C2=C1C=CC=C2Cl YNSNJGRCQCDRDM-UHFFFAOYSA-N 0.000 description 1
- 239000012956 1-hydroxycyclohexylphenyl-ketone Substances 0.000 description 1
- FCBZNZYQLJTCKR-UHFFFAOYSA-N 1-prop-2-enoxyethanol Chemical compound CC(O)OCC=C FCBZNZYQLJTCKR-UHFFFAOYSA-N 0.000 description 1
- YIKSHDNOAYSSPX-UHFFFAOYSA-N 1-propan-2-ylthioxanthen-9-one Chemical compound S1C2=CC=CC=C2C(=O)C2=C1C=CC=C2C(C)C YIKSHDNOAYSSPX-UHFFFAOYSA-N 0.000 description 1
- CERJZAHSUZVMCH-UHFFFAOYSA-N 2,2-dichloro-1-phenylethanone Chemical compound ClC(Cl)C(=O)C1=CC=CC=C1 CERJZAHSUZVMCH-UHFFFAOYSA-N 0.000 description 1
- PIZHFBODNLEQBL-UHFFFAOYSA-N 2,2-diethoxy-1-phenylethanone Chemical compound CCOC(OCC)C(=O)C1=CC=CC=C1 PIZHFBODNLEQBL-UHFFFAOYSA-N 0.000 description 1
- FPKCTSIVDAWGFA-UHFFFAOYSA-N 2-chloroanthracene-9,10-dione Chemical compound C1=CC=C2C(=O)C3=CC(Cl)=CC=C3C(=O)C2=C1 FPKCTSIVDAWGFA-UHFFFAOYSA-N 0.000 description 1
- KMNCBSZOIQAUFX-UHFFFAOYSA-N 2-ethoxy-1,2-diphenylethanone Chemical compound C=1C=CC=CC=1C(OCC)C(=O)C1=CC=CC=C1 KMNCBSZOIQAUFX-UHFFFAOYSA-N 0.000 description 1
- SPWXXNSKCOGDRY-UHFFFAOYSA-N 2-ethoxy-1,2-diphenylpropan-1-one Chemical compound C=1C=CC=CC=1C(C)(OCC)C(=O)C1=CC=CC=C1 SPWXXNSKCOGDRY-UHFFFAOYSA-N 0.000 description 1
- SJEBAWHUJDUKQK-UHFFFAOYSA-N 2-ethylanthraquinone Chemical compound C1=CC=C2C(=O)C3=CC(CC)=CC=C3C(=O)C2=C1 SJEBAWHUJDUKQK-UHFFFAOYSA-N 0.000 description 1
- XMLYCEVDHLAQEL-UHFFFAOYSA-N 2-hydroxy-2-methyl-1-phenylpropan-1-one Chemical compound CC(C)(O)C(=O)C1=CC=CC=C1 XMLYCEVDHLAQEL-UHFFFAOYSA-N 0.000 description 1
- NACPTFCBIGBTSJ-UHFFFAOYSA-N 2-hydroxy-2-phenyl-1-(2-propan-2-ylphenyl)ethanone Chemical compound CC(C)C1=CC=CC=C1C(=O)C(O)C1=CC=CC=C1 NACPTFCBIGBTSJ-UHFFFAOYSA-N 0.000 description 1
- RIWRBSMFKVOJMN-UHFFFAOYSA-N 2-methyl-1-phenylpropan-2-ol Chemical compound CC(C)(O)CC1=CC=CC=C1 RIWRBSMFKVOJMN-UHFFFAOYSA-N 0.000 description 1
- JWUJQDFVADABEY-UHFFFAOYSA-N 2-methyltetrahydrofuran Chemical compound CC1CCCO1 JWUJQDFVADABEY-UHFFFAOYSA-N 0.000 description 1
- AXYQEGMSGMXGGK-UHFFFAOYSA-N 2-phenoxy-1,2-diphenylethanone Chemical compound C=1C=CC=CC=1C(=O)C(C=1C=CC=CC=1)OC1=CC=CC=C1 AXYQEGMSGMXGGK-UHFFFAOYSA-N 0.000 description 1
- UGVRJVHOJNYEHR-UHFFFAOYSA-N 4-chlorobenzophenone Chemical compound C1=CC(Cl)=CC=C1C(=O)C1=CC=CC=C1 UGVRJVHOJNYEHR-UHFFFAOYSA-N 0.000 description 1
- 229920002799 BoPET Polymers 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 239000004971 Cross linker Substances 0.000 description 1
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 1
- 229910015015 LiAsF 6 Inorganic materials 0.000 description 1
- 229910013063 LiBF 4 Inorganic materials 0.000 description 1
- 229910013684 LiClO 4 Inorganic materials 0.000 description 1
- 229910012851 LiCoO 2 Inorganic materials 0.000 description 1
- 229910013290 LiNiO 2 Inorganic materials 0.000 description 1
- 239000005041 Mylar™ Substances 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 241000981595 Zoysia japonica Species 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 1
- 150000004056 anthraquinones Chemical class 0.000 description 1
- 239000012300 argon atmosphere Substances 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- CHIHQLCVLOXUJW-UHFFFAOYSA-N benzoic anhydride Chemical compound C=1C=CC=CC=1C(=O)OC(=O)C1=CC=CC=C1 CHIHQLCVLOXUJW-UHFFFAOYSA-N 0.000 description 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 1
- 239000012965 benzophenone Substances 0.000 description 1
- 229960002903 benzyl benzoate Drugs 0.000 description 1
- MQDJYUACMFCOFT-UHFFFAOYSA-N bis[2-(1-hydroxycyclohexyl)phenyl]methanone Chemical compound C=1C=CC=C(C(=O)C=2C(=CC=CC=2)C2(O)CCCCC2)C=1C1(O)CCCCC1 MQDJYUACMFCOFT-UHFFFAOYSA-N 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000000571 coke Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000011889 copper foil Substances 0.000 description 1
- OPHUWKNKFYBPDR-UHFFFAOYSA-N copper lithium Chemical compound [Li].[Cu] OPHUWKNKFYBPDR-UHFFFAOYSA-N 0.000 description 1
- IEJIGPNLZYLLBP-UHFFFAOYSA-N dimethyl carbonate Chemical compound COC(=O)OC IEJIGPNLZYLLBP-UHFFFAOYSA-N 0.000 description 1
- ASQQEOXYFGEFKQ-UHFFFAOYSA-N dioxirane Chemical compound C1OO1 ASQQEOXYFGEFKQ-UHFFFAOYSA-N 0.000 description 1
- POLCUAVZOMRGSN-UHFFFAOYSA-N dipropyl ether Chemical compound CCCOCCC POLCUAVZOMRGSN-UHFFFAOYSA-N 0.000 description 1
- 238000007599 discharging Methods 0.000 description 1
- 238000010494 dissociation reaction Methods 0.000 description 1
- 230000005593 dissociations Effects 0.000 description 1
- 239000008151 electrolyte solution Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000005530 etching Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 238000004880 explosion Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 230000005251 gamma ray Effects 0.000 description 1
- 230000009477 glass transition Effects 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000012263 liquid product Substances 0.000 description 1
- 229910021450 lithium metal oxide Inorganic materials 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
- 229920002521 macromolecule Polymers 0.000 description 1
- 230000000873 masking effect Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000002931 mesocarbon microbead Substances 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 238000001029 thermal curing Methods 0.000 description 1
- YRHRIQCWCFGUEQ-UHFFFAOYSA-N thioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3SC2=C1 YRHRIQCWCFGUEQ-UHFFFAOYSA-N 0.000 description 1
- 238000009461 vacuum packaging Methods 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
Images
Classifications
-
- 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
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic System
- C07F7/02—Silicon compounds
- C07F7/21—Cyclic compounds having at least one ring containing silicon, but no carbon in the ring
Abstract
Description
가교제(g) D4A(n=4) | 가소제(g) PEGDMe250 | 리튬염(g) LiCF3SO3 | 경화형개시제(g) BPO | 이온 전도도(S/cm) σ×10-4 |
0.2 | 0.2 | 0.0352 | 0.006 | 0.96 |
0.2 | 0.2 | 0.0441 | 0.006 | 1.3 |
0.2 | 0.2 | 0.0588 | 0.006 | 2.0 |
0.2 | 0.2 | 0.0882 | 0.006 | 3.9 |
0.2 | 0.2 | 0.1764 | 0.006 | 2.8 |
가교제(g) D4A(n=4) | 가소제(g) | 리튬염(g) LiCF3SO3 | 경화형개시제 BPO (g) | 이온 전도도(S/cm) | |
0.1 | PEGDMe 250 | 0.1 | 0.022 | 0.003 | 3.76×10-4 |
0.1 | 0.29 | 0.042 | 0.003 | 5.11×10-4 | |
0.1 | 0.49 | 0.065 | 0.003 | 6.35×10-4 |
가교제(g) D4A(n=4) | 가소제(g) | 리튬염(g) LiPF6 | 경화형개시제 BPO (g) | 이온 전도도(S/cm) | |
0.70 | EC/PC=1:1 | 0.30 | 0.045 | 0.021 | 5.90×10-4 |
0.50 | 0.50 | 0.076 | 0.015 | 33.0×10-4 | |
0.30 | 0.70 | 0.106 | 0.009 | 52.3×10-4 |
가교제(g) D4A(n=4) | 가소제(g) | 리튬염(g) LiCF3SO3 | 경화형개시제 BPO (g) | 이온 전도도(S/cm) | |
0.1 | PSi-PEG (p=3) | 0.1 | 0.025 | 0.003 | 2.1×10-5 |
0.1 | 0.29 | 0.049 | 0.003 | 3.2×10-5 | |
0.1 | 0.49 | 0.074 | 0.003 | 5.0×10-5 |
가교제(g) D4A(n=4) | 가소제(g) | 리튬염(g) LiCF3SO3 | 경화형개시제 BPO (g) | 이온 전도도(S/cm) | |
0.1 | D4-PEG (p=5) | 0.1 | 0.022 | 0.003 | 4.8×10-5 |
0.1 | 0.29 | 0.042 | 0.003 | 5.6×10-5 | |
0.1 | 0.49 | 0.065 | 0.003 | 6.5×10-5 |
가교제(g) D4A(n=1) | 가소제(g) PEGDMe 250 | 리튬염(g) LiCF3SO3 | 경화형개시제 BPO (g) | 이온 전도도(S/cm) |
0.1 g | 0.1 g | 0.0179 | 0.003 g | 2.72×10-4 |
0.1 g | 0.29 g | 0.0380 | 0.003 g | 3.60×10-4 |
0.1 g | 0.49 g | 0.0610 | 0.003 g | 6.55×10-4 |
가교제(g) D4A(n=2) | 가소제(g) PEGDMe 250 | 리튬염(g) LiCF3SO3 | 경화형개시제 BPO (g) | 이온 전도도(S/cm) |
0.1 g | 0.1 g | 0.020 | 0.003 g | 1.96×10-4 |
0.1 g | 0.29 g | 0.040 | 0.003 g | 4.38×10-4 |
0.1 g | 0.49 g | 0.063 | 0.003 g | 9.11×10-4 |
가교제(g) D4A(n=3) | 가소제(g) PEGDMe 250 | 리튬염(g) LiCF3SO3 | 경화형개시제 BPO (g) | 이온 전도도(S/cm) |
0.1 g | 0.1 g | 0.023 | 0.003 g | 3.14×10-4 |
0.1 g | 0.29 g | 0.043 | 0.003 g | 5.17×10-4 |
0.1 g | 0.49 g | 0.066 | 0.003 g | 7.20×10-4 |
가교제(g) D4A(n=5) | 가소제(g) PEGDMe 250 | 리튬염(g) LiCF3SO3 | 경화형개시제 BPO (g) | 이온 전도도(S/cm) |
0.1 g | 0.1 g | 0.024 | 0.003 g | 3.1×10-4 |
0.1 g | 0.29 g | 0.044 | 0.003 g | 5.8×10-4 |
0.1 g | 0.49 g | 0.067 | 0.003 g | 7.5×10-4 |
Claims (6)
- 다음 화학식 1로 표시되는 환형 실록산계 가교제 0.1 ∼ 95 중량%,다음 화학식 2로 표시되는 폴리알킬렌글리콜 디알킬에테르, 다음 화학식 3으로 표시되는 폴리메틸(폴리알킬렌옥시드) 실록산, 다음 화학식 4로 표시되는 메틸(폴리알킬렌옥시드) 사이클릭 실록산, 및 비수용액계 극성 용매로 이루어진 그룹에서 선택된 1 종 또는 2 종 이상의 가소제 0.1 ∼ 96.8 중량%,리튬염 3 ∼ 40 중량%, 그리고경화형 개시제 0.1 ∼ 5 중량%가 포함된 것을 특징으로 하는 고체 고분자 전해질 조성물 :[화학식 1][화학식 2][화학식 3][화학식 4]상기 화학식에서, R1, R2 및 R3는 각각 수소원자 또는 탄소수 1 내지 6의 알킬기이고; R4 및 R5는 각각 탄소수 1 내지 10의 사슬형 또는 분지형 알킬기이고; R6, R7 및 R8은 각각 수소원자 또는 메틸기이며; n 및 m은 0 내지 20의 정수(단, n 및 m이 동시에 0인 경우는 제외)이고; o, p 및 q는 각각 0 내지 20의 정수(단, p 및 q가 동시에 0인 경우는 제외)이고; x는 1 내지 1000 의 정수이다.
- 상기 청구항 3의 고체 고분자 전해질 조성물을 코팅하여 제조된 것을 특징으로 하는 고체 고분자 전해질 박막.
- 상기 청구항 3의 고체 고분자 전해질 조성물을 포함하여 제조된 것을 특징으로 하는 소형 리튬-폴리머 이차전지용 고체 고분자 전해질.
- 상기 청구항 3의 고체 고분자 전해질 조성물을 포함하여 제조된 것을 특징으로 하는 대용량 리튬-폴리머 이차전지용 고체 고분자 전해질.
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US11/886,211 US8124283B2 (en) | 2005-03-23 | 2006-03-20 | Cyclic siloxane-based compounds and solid polymer electrolyte composition containing the same as a crosslinking agent |
JP2008502900A JP4995185B2 (ja) | 2005-03-23 | 2006-03-20 | 環状シロキサン系化合物の架橋剤とこの架橋剤を含有する固体高分子電解質組成物及び小型リチウム高分子二次電池用固体高分子電解質 |
PCT/KR2006/001011 WO2006101328A1 (en) | 2005-03-23 | 2006-03-20 | Cyclic siloxane-based compounds and solid polymer electrolyte composition containing the same as a crosslinking agent |
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JP4873666B2 (ja) * | 2009-06-10 | 2012-02-08 | 信越化学工業株式会社 | パーフルオロポリエーテル基を有するアクリレート化合物 |
EP2714951A4 (en) * | 2011-05-27 | 2014-12-17 | Empire Technology Dev Llc | EFFECTIVE RECOVERY OF LITHIUM FROM LITHIUM ION BATTERY WASTE |
EP3203564B1 (en) | 2014-10-02 | 2018-02-14 | LG Chem, Ltd. | Gel polymer electrolyte and lithium secondary battery comprising same |
CN106797048B (zh) * | 2014-10-02 | 2019-05-21 | 株式会社Lg化学 | 凝胶聚合物电解质和包括该凝胶聚合物电解质的锂二次电池 |
CN104733778B (zh) * | 2015-03-24 | 2017-11-24 | 中南大学 | 一种多臂星形网络状固体聚合物电解质 |
FR3035545B1 (fr) * | 2015-04-21 | 2019-09-13 | Rhodia Operations | Electrolyte polymere et dispositifs electrochimiques le comprenant |
JP6602170B2 (ja) * | 2015-11-16 | 2019-11-06 | 日本化薬株式会社 | 多価カルボン酸樹脂およびそれを含有する多価カルボン酸樹脂組成物、エポキシ樹脂組成物、熱硬化性樹脂組成物、それらの硬化物並びに半導体装置 |
DE112018001059T5 (de) * | 2017-02-28 | 2019-11-14 | Seeo, Inc. | Polare cyclosiloxane als hochspannungsstabile elektrolyte für lithium-batterien |
KR101995836B1 (ko) * | 2017-11-21 | 2019-07-03 | 한국생산기술연구원 | 우레탄 결합을 포함하는 폴리실세스퀴옥산(polysilsesquioxane) 폴리알킬렌글리콜(polyalkylene glycol, PAG) 및 이를 포함하는 고체 고분자 전해질 조성물 및 그의 제조방법 |
WO2019135624A1 (ko) | 2018-01-03 | 2019-07-11 | 주식회사 엘지화학 | 겔 폴리머 전해질 조성물, 이에 의해 제조된 겔 폴리머 전해질 및 이를 포함하는 리튬 이차전지 |
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