CA2237705C - Electrolytes polymeriques gelifies a base d'ethylene et d'acetate de vinyle - Google Patents

Electrolytes polymeriques gelifies a base d'ethylene et d'acetate de vinyle Download PDF

Info

Publication number: CA2237705C
Authority: CA; Canada
Prior art keywords: lithium; electrolyte; polymer; gel polymer; polymer electrolyte
Prior art date: 1997-05-15
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.): Expired - Fee Related

Application number

CA002237705A

Other languages

English (en)

Other versions

CA2237705A1 (fr

Inventor

Boo-Keun Oh

Young-Roak Kim

Dong-Won Kim

Chang-Woo Baek

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Cheil Industries Inc

Original Assignee

Cheil Industries Inc

Priority date (The priority date 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 date listed.)

1997-05-15

Filing date

1998-05-14

Publication date

2003-04-15

1997-05-15 Priority claimed from KR1019970018703A external-priority patent/KR100229987B1/ko

1997-09-12 Priority claimed from KR1019970047048A external-priority patent/KR100244162B1/ko

1998-05-14 Application filed by Cheil Industries Inc filed Critical Cheil Industries Inc

1998-11-15 Publication of CA2237705A1 publication Critical patent/CA2237705A1/fr

2003-04-15 Application granted granted Critical

2003-04-15 Publication of CA2237705C publication Critical patent/CA2237705C/fr

2018-05-14 Anticipated expiration legal-status Critical

Status Expired - Fee Related legal-status Critical Current

Links

239000005518 polymer electrolyte Substances 0.000 title claims abstract description 66
DQXBYHZEEUGOBF-UHFFFAOYSA-N but-3-enoic acid;ethene Chemical compound C=C.OC(=O)CC=C DQXBYHZEEUGOBF-UHFFFAOYSA-N 0.000 title 1
239000005038 ethylene vinyl acetate Substances 0.000 title 1
229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 title 1
229920000642 polymer Polymers 0.000 claims abstract description 81
229920001577 copolymer Polymers 0.000 claims abstract description 23
239000000010 aprotic solvent Substances 0.000 claims abstract description 11
229910003002 lithium salt Inorganic materials 0.000 claims abstract description 10
159000000002 lithium salts Chemical class 0.000 claims abstract description 10
239000011256 inorganic filler Substances 0.000 claims abstract description 7
229910003475 inorganic filler Inorganic materials 0.000 claims abstract description 7
FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims abstract description 6
239000000203 mixture Substances 0.000 claims description 33
229910052744 lithium Inorganic materials 0.000 claims description 30
WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims description 25
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical group O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 12
MHCFAGZWMAWTNR-UHFFFAOYSA-M lithium perchlorate Chemical compound [Li+].[O-]Cl(=O)(=O)=O MHCFAGZWMAWTNR-UHFFFAOYSA-M 0.000 claims description 10
229910001486 lithium perchlorate Inorganic materials 0.000 claims description 10
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 10
NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 claims description 8
-1 lithium hexafluorophosphate Chemical compound 0.000 claims description 7
229910001496 lithium tetrafluoroborate Inorganic materials 0.000 claims description 6
239000000377 silicon dioxide Substances 0.000 claims description 6
IEJIGPNLZYLLBP-UHFFFAOYSA-N dimethyl carbonate Chemical compound COC(=O)OC IEJIGPNLZYLLBP-UHFFFAOYSA-N 0.000 claims description 5
ZZXUZKXVROWEIF-UHFFFAOYSA-N 1,2-butylene carbonate Chemical compound CCC1COC(=O)O1 ZZXUZKXVROWEIF-UHFFFAOYSA-N 0.000 claims description 4
VIESAWGOYVNHLV-UHFFFAOYSA-N 1,3-dihydropyrrol-2-one Chemical group O=C1CC=CN1 VIESAWGOYVNHLV-UHFFFAOYSA-N 0.000 claims description 4
OIFBSDVPJOWBCH-UHFFFAOYSA-N Diethyl carbonate Chemical compound CCOC(=O)OCC OIFBSDVPJOWBCH-UHFFFAOYSA-N 0.000 claims description 4
KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical compound O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 claims description 4
229910001290 LiPF6 Inorganic materials 0.000 claims description 4
PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 4
FLYAAOLBBVHFJZ-UHFFFAOYSA-N lithium;trifluoromethanesulfonamide Chemical compound [Li].NS(=O)(=O)C(F)(F)F FLYAAOLBBVHFJZ-UHFFFAOYSA-N 0.000 claims description 4
RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 claims description 4
YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 claims description 3
125000000217 alkyl group Chemical group 0.000 claims description 3
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 3
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 3
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 3
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 3
MCVFFRWZNYZUIJ-UHFFFAOYSA-M lithium;trifluoromethanesulfonate Chemical compound [Li+].[O-]S(=O)(=O)C(F)(F)F MCVFFRWZNYZUIJ-UHFFFAOYSA-M 0.000 claims description 3
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 3
PPDFQRAASCRJAH-UHFFFAOYSA-N 2-methylthiolane 1,1-dioxide Chemical compound CC1CCCS1(=O)=O PPDFQRAASCRJAH-UHFFFAOYSA-N 0.000 claims 2
239000008151 electrolyte solution Substances 0.000 claims 2
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 claims 2
HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 claims 2
XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 abstract description 30
229940117958 vinyl acetate Drugs 0.000 abstract description 29
239000003792 electrolyte Substances 0.000 abstract description 28
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 abstract description 19
239000005977 Ethylene Substances 0.000 abstract description 19
239000002861 polymer material Substances 0.000 abstract description 13
239000011244 liquid electrolyte Substances 0.000 abstract description 10
229910001416 lithium ion Inorganic materials 0.000 abstract description 10
HBBGRARXTFLTSG-UHFFFAOYSA-N Lithium ion Chemical compound [Li+] HBBGRARXTFLTSG-UHFFFAOYSA-N 0.000 abstract description 6
229910010272 inorganic material Inorganic materials 0.000 abstract description 6
239000011147 inorganic material Substances 0.000 abstract description 6
239000000463 material Substances 0.000 abstract description 6
239000000945 filler Substances 0.000 abstract description 4
125000000524 functional group Chemical group 0.000 abstract description 3
CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 abstract description 2
229910002090 carbon oxide Inorganic materials 0.000 abstract description 2
239000011245 gel electrolyte Substances 0.000 description 27
239000011159 matrix material Substances 0.000 description 25
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 12
238000000034 method Methods 0.000 description 11
239000005486 organic electrolyte Substances 0.000 description 11
239000007788 liquid Substances 0.000 description 8
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 7
239000002904 solvent Substances 0.000 description 7
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 6
229910052799 carbon Inorganic materials 0.000 description 6
229910021450 lithium metal oxide Inorganic materials 0.000 description 6
238000002360 preparation method Methods 0.000 description 6
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 6
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 5
UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 5
229910002091 carbon monoxide Inorganic materials 0.000 description 5
238000002156 mixing Methods 0.000 description 5
239000002002 slurry Substances 0.000 description 5
NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 4
KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 4
239000000178 monomer Substances 0.000 description 4
NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 3
150000008064 anhydrides Chemical class 0.000 description 3
238000005259 measurement Methods 0.000 description 3
229920002689 polyvinyl acetate Polymers 0.000 description 3
239000011118 polyvinyl acetate Substances 0.000 description 3
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
229920000459 Nitrile rubber Polymers 0.000 description 2
WAKTWVHWRCNIKU-UHFFFAOYSA-N S(=O)(=O)(O)O.[AlH3] Chemical compound S(=O)(=O)(O)O.[AlH3] WAKTWVHWRCNIKU-UHFFFAOYSA-N 0.000 description 2
MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 description 2
150000008065 acid anhydrides Chemical class 0.000 description 2
239000003795 chemical substances by application Substances 0.000 description 2
239000002131 composite material Substances 0.000 description 2
238000011161 development Methods 0.000 description 2
239000000839 emulsion Substances 0.000 description 2
230000003993 interaction Effects 0.000 description 2
229910021645 metal ion Inorganic materials 0.000 description 2
229910052757 nitrogen Inorganic materials 0.000 description 2
239000000843 powder Substances 0.000 description 2
239000007787 solid Substances 0.000 description 2
239000000243 solution Substances 0.000 description 2
SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
239000006245 Carbon black Super-P Substances 0.000 description 1
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
IMROMDMJAWUWLK-UHFFFAOYSA-N Ethenol Chemical compound OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 description 1
101000969770 Homo sapiens Myelin protein zero-like protein 2 Proteins 0.000 description 1
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 1
229910014549 LiMn204 Inorganic materials 0.000 description 1
102100021272 Myelin protein zero-like protein 2 Human genes 0.000 description 1
WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 1
MKYBYDHXWVHEJW-UHFFFAOYSA-N N-[1-oxo-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propan-2-yl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(C(C)NC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 MKYBYDHXWVHEJW-UHFFFAOYSA-N 0.000 description 1
239000002033 PVDF binder Substances 0.000 description 1
BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
239000011149 active material Substances 0.000 description 1
230000001070 adhesive effect Effects 0.000 description 1
239000005030 aluminium foil Substances 0.000 description 1
239000007864 aqueous solution Substances 0.000 description 1
238000000498 ball milling Methods 0.000 description 1
OJIJEKBXJYRIBZ-UHFFFAOYSA-N cadmium nickel Chemical compound [Ni].[Cd] OJIJEKBXJYRIBZ-UHFFFAOYSA-N 0.000 description 1
238000005266 casting Methods 0.000 description 1
238000001816 cooling Methods 0.000 description 1
230000003292 diminished effect Effects 0.000 description 1
229910001873 dinitrogen Inorganic materials 0.000 description 1
238000004090 dissolution Methods 0.000 description 1
239000012153 distilled water Substances 0.000 description 1
239000007772 electrode material Substances 0.000 description 1
238000007720 emulsion polymerization reaction Methods 0.000 description 1
VFDYKPARTDCDCU-UHFFFAOYSA-N hexachloropropene Chemical group ClC(Cl)=C(Cl)C(Cl)(Cl)Cl VFDYKPARTDCDCU-UHFFFAOYSA-N 0.000 description 1
239000001257 hydrogen Substances 0.000 description 1
229910052739 hydrogen Inorganic materials 0.000 description 1
150000002500 ions Chemical class 0.000 description 1
238000004502 linear sweep voltammetry Methods 0.000 description 1
239000002931 mesocarbon microbead Substances 0.000 description 1
229910052751 metal Inorganic materials 0.000 description 1
239000002184 metal Substances 0.000 description 1
125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 description 1
238000012986 modification Methods 0.000 description 1
230000004048 modification Effects 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
229920003023 plastic Polymers 0.000 description 1
239000004033 plastic Substances 0.000 description 1
229920002239 polyacrylonitrile Polymers 0.000 description 1
238000006116 polymerization reaction Methods 0.000 description 1
229920002981 polyvinylidene fluoride Polymers 0.000 description 1
239000011591 potassium Substances 0.000 description 1
229910052700 potassium Inorganic materials 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
239000011734 sodium Substances 0.000 description 1
239000007784 solid electrolyte Substances 0.000 description 1
238000013112 stability test Methods 0.000 description 1
229920001897 terpolymer Polymers 0.000 description 1
238000012360 testing method 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
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1

Classifications

- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E60/00—Enabling technologies; Technologies with a potential or indirect contribution to GHG emissions mitigation
- Y02E60/10—Energy storage using batteries

Landscapes

Compositions Of Macromolecular Compounds (AREA)
Secondary Cells (AREA)
Polyethers (AREA)
Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Primary Cells (AREA)

CA002237705A 1997-05-15 1998-05-14 Electrolytes polymeriques gelifies a base d'ethylene et d'acetate de vinyle Expired - Fee Related CA2237705C (fr)

Applications Claiming Priority (4)

Application Number	Priority Date	Filing Date	Title
KR97-18703		1997-05-15
KR1019970018703A KR100229987B1 (ko)	1997-05-15	1997-05-15	비닐 아세테이트계 고체 고분자 전해질
KR97-48048		1997-09-12
KR1019970047048A KR100244162B1 (ko)	1997-09-12	1997-09-12	에틸렌 비닐 아세테이트계 고체 고분자 전해질 조성물

Publications (2)

Publication Number	Publication Date
CA2237705A1 CA2237705A1 (fr)	1998-11-15
CA2237705C true CA2237705C (fr)	2003-04-15

Family

ID=26632731

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA002237705A Expired - Fee Related CA2237705C (fr)	1997-05-15	1998-05-14	Electrolytes polymeriques gelifies a base d'ethylene et d'acetate de vinyle

Country Status (2)

Country	Link
JP (1)	JP2872223B2 (fr)
CA (1)	CA2237705C (fr)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JP2002226719A (ja) *	2001-02-01	2002-08-14	Unitika Chem Co Ltd	有機溶媒系ゲル状物
JP2002226720A (ja) *	2001-02-01	2002-08-14	Unitika Chem Co Ltd	有機溶媒系ゲル状物
JP4902884B2 (ja) *	2006-09-11	2012-03-21	旭化成株式会社	高分子電解質及びその製造方法、並びに電気化学素子
JP6045162B2 (ja) *	2011-03-25	2016-12-14	株式会社半導体エネルギー研究所	二次電池の作製方法
CN109722239B (zh) *	2017-10-28	2022-07-12	中国石油化工股份有限公司	一种荧光组合物和荧光粉及其制备方法和应用
CN111613832B (zh) *	2020-04-21	2023-06-02	浙江锋锂新能源科技有限公司	一种五元单体共聚聚合物锂二次电池及其制备方法
CN114361582B (zh) *	2021-12-08	2024-08-20	佛山(华南)新材料研究院	一种聚合物电解质膜及其制备方法和电池

1998
- 1998-05-14 CA CA002237705A patent/CA2237705C/fr not_active Expired - Fee Related
- 1998-05-14 JP JP10150721A patent/JP2872223B2/ja not_active Expired - Fee Related

Also Published As

Publication number	Publication date
JP2872223B2 (ja)	1999-03-17
JPH10324719A (ja)	1998-12-08
CA2237705A1 (fr)	1998-11-15

Legal Events

Date	Code	Title	Description
1998-05-14	EEER	Examination request
2010-05-14	MKLA	Lapsed

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ITMI981151A1 (it)	1999-11-25	Elettroliti polimerici in gel di acetato di viniletilene
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KR0179723B1 (ko)	1999-05-15	고분자 전해질을 사용한 리튬 또는 리튬이온 이차전지
KR100324714B1 (ko)	2002-02-16	신규한 젤 고분자 전해질 조성물(ⅱ) 및 그의 제조방법