JPWO2011087029A1 - 高分子電解質ゲル組成物 - Google Patents
高分子電解質ゲル組成物 Download PDFInfo
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- JPWO2011087029A1 JPWO2011087029A1 JP2011517535A JP2011517535A JPWO2011087029A1 JP WO2011087029 A1 JPWO2011087029 A1 JP WO2011087029A1 JP 2011517535 A JP2011517535 A JP 2011517535A JP 2011517535 A JP2011517535 A JP 2011517535A JP WO2011087029 A1 JPWO2011087029 A1 JP WO2011087029A1
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- Prior art keywords
- polymer
- group
- functional group
- cationic functional
- vinyl
- 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.)
- Granted
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- 239000005518 polymer electrolyte Substances 0.000 title claims abstract description 93
- 239000000203 mixture Substances 0.000 title claims abstract description 71
- 125000002091 cationic group Chemical group 0.000 claims abstract description 119
- 125000000524 functional group Chemical group 0.000 claims abstract description 118
- 229920002554 vinyl polymer Polymers 0.000 claims abstract description 109
- 229920006324 polyoxymethylene Polymers 0.000 claims abstract description 91
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims abstract description 82
- 239000008151 electrolyte solution Substances 0.000 claims abstract description 52
- -1 aliphatic aldehyde Chemical class 0.000 claims description 100
- 150000001875 compounds Chemical class 0.000 claims description 83
- 238000006359 acetalization reaction Methods 0.000 claims description 43
- 150000001299 aldehydes Chemical class 0.000 claims description 35
- 229920002451 polyvinyl alcohol Polymers 0.000 claims description 33
- 238000004519 manufacturing process Methods 0.000 claims description 30
- 239000000178 monomer Substances 0.000 claims description 26
- 125000004432 carbon atom Chemical group C* 0.000 claims description 24
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 17
- RWSOTUBLDIXVET-UHFFFAOYSA-O sulfonium group Chemical group [SH3+] RWSOTUBLDIXVET-UHFFFAOYSA-O 0.000 claims description 16
- 125000005496 phosphonium group Chemical group 0.000 claims description 15
- 125000001453 quaternary ammonium group Chemical group 0.000 claims description 15
- 229920001567 vinyl ester resin Polymers 0.000 claims description 15
- 150000003934 aromatic aldehydes Chemical class 0.000 claims description 12
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- 238000002156 mixing Methods 0.000 claims description 5
- RAXXELZNTBOGNW-UHFFFAOYSA-N 1H-imidazole Chemical group C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims description 2
- 238000004132 cross linking Methods 0.000 abstract description 17
- 230000014759 maintenance of location Effects 0.000 abstract description 17
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- 229910001416 lithium ion Inorganic materials 0.000 description 23
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- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 6
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 6
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- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 4
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- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 4
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 4
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- 239000003990 capacitor Substances 0.000 description 4
- JBTWLSYIZRCDFO-UHFFFAOYSA-N ethyl methyl carbonate Chemical compound CCOC(=O)OC JBTWLSYIZRCDFO-UHFFFAOYSA-N 0.000 description 4
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- XMBWDFGMSWQBCA-UHFFFAOYSA-M iodide Chemical compound [I-] XMBWDFGMSWQBCA-UHFFFAOYSA-M 0.000 description 4
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- 239000000463 material Substances 0.000 description 4
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- VLTRZXGMWDSKGL-UHFFFAOYSA-M perchlorate Chemical compound [O-]Cl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-M 0.000 description 4
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- TULDQRCOAASWBH-UHFFFAOYSA-N triethyl(4-oxobutyl)phosphanium Chemical compound CC[P+](CC)(CC)CCCC=O TULDQRCOAASWBH-UHFFFAOYSA-N 0.000 description 1
- UDDGCPMRVYLGCU-UHFFFAOYSA-N triethyl(oxiran-2-ylmethyl)azanium Chemical compound CC[N+](CC)(CC)CC1CO1 UDDGCPMRVYLGCU-UHFFFAOYSA-N 0.000 description 1
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- AVFZVMYFIDYECF-UHFFFAOYSA-N triethyl-(3-formylphenyl)azanium Chemical compound CC[N+](CC)(CC)C1=CC=CC(C=O)=C1 AVFZVMYFIDYECF-UHFFFAOYSA-N 0.000 description 1
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- LSXGQVLFHJHCMB-UHFFFAOYSA-N trimethyl(2-oxoethyl)phosphanium Chemical compound C[P+](C)(C)CC=O LSXGQVLFHJHCMB-UHFFFAOYSA-N 0.000 description 1
- JEPPDLSMVMVRAR-UHFFFAOYSA-N trimethyl(3-oxopropyl)azanium Chemical compound C[N+](C)(C)CCC=O JEPPDLSMVMVRAR-UHFFFAOYSA-N 0.000 description 1
- PUVAFTRIIUSGLK-UHFFFAOYSA-M trimethyl(oxiran-2-ylmethyl)azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CC1CO1 PUVAFTRIIUSGLK-UHFFFAOYSA-M 0.000 description 1
- IVEPSMCYCVMNFH-UHFFFAOYSA-N trimethyl(oxiran-2-ylmethyl)phosphanium Chemical compound C[P+](C)(C)CC1CO1 IVEPSMCYCVMNFH-UHFFFAOYSA-N 0.000 description 1
- KGVWWFCEYXERAE-UHFFFAOYSA-N trimethyl(prop-2-enyl)azanium Chemical compound C[N+](C)(C)CC=C KGVWWFCEYXERAE-UHFFFAOYSA-N 0.000 description 1
- YXODCVWXSKXLRI-UHFFFAOYSA-O trimethyl-[3-(prop-2-enoylamino)propyl]phosphanium Chemical compound C[P+](C)(C)CCCNC(=O)C=C YXODCVWXSKXLRI-UHFFFAOYSA-O 0.000 description 1
- VUEZMURBIBNRIB-UHFFFAOYSA-O trimethyl-[3-methyl-3-(prop-2-enoylamino)butyl]azanium Chemical compound C[N+](C)(C)CCC(C)(C)NC(=O)C=C VUEZMURBIBNRIB-UHFFFAOYSA-O 0.000 description 1
- YMKNRRBSCUITFC-UHFFFAOYSA-O trimethyl-[4-methyl-4-(2-methylprop-2-enoylamino)pentan-2-yl]azanium Chemical compound CC(CC(C)(C)NC(=O)C(C)=C)[N+](C)(C)C YMKNRRBSCUITFC-UHFFFAOYSA-O 0.000 description 1
- VLVCPYCLJRZNFA-UHFFFAOYSA-O trimethyl-[4-methyl-4-(prop-2-enoylamino)pentan-2-yl]azanium Chemical compound C[N+](C)(C)C(C)CC(C)(C)NC(=O)C=C VLVCPYCLJRZNFA-UHFFFAOYSA-O 0.000 description 1
- YWWDBCBWQNCYNR-UHFFFAOYSA-O trimethylphosphanium Chemical compound C[PH+](C)C YWWDBCBWQNCYNR-UHFFFAOYSA-O 0.000 description 1
- 229910001930 tungsten oxide Inorganic materials 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N urea group Chemical group NC(=O)N XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
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- VWQVUPCCIRVNHF-UHFFFAOYSA-N yttrium atom Chemical compound [Y] VWQVUPCCIRVNHF-UHFFFAOYSA-N 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 1
Classifications
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Abstract
Description
上記の高分子化合物において各繰り返し単位の配列順序は特に限定されず、ランダムに配列されていてもよいし、ブロック状に配列されていてもよい。
(1)酢酸ビニルに代表されるビニルエステル系単量体とカチオン性官能基を含む重合性単量体とを共重合して得られる共重合体をケン化した後、アセタール化する方法、
(2)ビニルアルコール系重合体を、カチオン性官能基を含むアルデヒド、カチオン性官能基を含むアルデヒドのヘミアセタール化物、および、カチオン性官能基を含むアルデヒドの完全アセタール化物からなる群より選ばれる少なくとも1種を用いてアセタール化する方法、
(3)ビニルアルコール系重合体にカチオン性官能基を含むアルコールまたはカチオン性官能基を含むエポキシ化合物を反応させて、エーテル結合を介してカチオン性官能基を導入した後、アセタール化する方法、
(4)ビニルアルコール系重合体にカチオン性官能基を含むカルボン酸またはその誘導体を反応させて、エステル結合を介してカチオン性官能基を導入した後、アセタール化する方法、
(5)ビニルアセタール系重合体にカチオン性官能基を含むアルコールまたはカチオン性官能基を含むエポキシ化合物を反応させて、エーテル結合を介してカチオン性官能基を導入する方法、
(6)ビニルアセタール系重合体にカチオン性官能基を含むカルボン酸またはその誘導体を反応させて、エステル結合を介してカチオン性官能基を導入する方法、
あるいは、上記の方法の2種以上を組み合わせた方法などが挙げられる。これらの中でも、特に方法(1)および(2)が好適に採用される。
アセタール化する際の条件としては、例えば、ポリビニルアルコールにn−ブチルアルデヒドを酸触媒の存在下反応させてポリビニルブチラールを製造する際に採用されるような公知の条件を採用できる。
アセタール化する際の条件としては、例えば、ポリビニルアルコールにn−ブチルアルデヒドを酸触媒の存在下反応させてポリビニルブチラールを製造する際に採用されるような公知の条件を採用できる。
ビニルアルコール系重合体のアセタール化に用いられる化合物としては、方法(1)において、アセタール化に用いられる化合物の例として上記した化合物が挙げられる。また、当該アセタール化に用いられる化合物の一部または全部は、方法(2)において、カチオン性官能基を含むアルデヒド、カチオン性官能基を含むアルデヒドのヘミアセタール化物、および、カチオン性官能基を含むアルデヒドの完全アセタール化物の例として上記した化合物であってもよい。
アセタール化する際の条件としては、例えば、ポリビニルアルコールにn−ブチルアルデヒドを酸触媒の存在下反応させてポリビニルブチラールを製造する際に採用されるような公知の条件を採用できる。
アセタール化度(モル%)=100×[nI×2]/[nI×2 + nII + nIII]
ブチラール化度(モル%)=100×[nI(Bu)×2]/[nI(Bu)×2 + nI(Ac)×2 + nII + nIII]
アセトアセタール化度(モル%)=100×[nI(Ac)×2]/[nI(Bu)×2 + nI(Ac)×2 + nII + nIII]
上記のリチウムと合金を形成可能な金属元素もしくは半金属元素の単体としては、例えば、マグネシウム、ホウ素、ヒ素、アルミニウム、ガリウム、インジウム、ケイ素、ゲルマニウム、スズ、鉛、アンチモン、ビスマス、カドミウム、銀、亜鉛、ハフニウム、ジルコニウム、イットリウム、パラジウム、白金等が挙げられる。また、上記のリチウムと合金を形成可能な金属元素もしくは半金属元素の合金または化合物としては、例えば、LiAl、AlSb、CuMgSb、SiB4、SiB6、Mg2Si、Mg2Sn、Ni2Si、TiSi2、MoSi2、CoSi2、NiSi2、CaSi2、CrSi2、Cu5Si、FeSi2、MnSi2、NbSi2、TaSi2、VSi2、WSi2、ZnSi2、SiC、Si3N4、Si2N2O、SiO、SiO2、SnO、SnO2、SnSiO3、LiSiO、LiSnO等が挙げられる。
高分子電解質ゲル組成物を用いた二次電池の場合、容量の大きなリチウム金属を負極に利用できる利点がある。負極活物質としてリチウム金属を使用すると、黒鉛粉末などの炭素材料を使用した場合に比べて二次電池の電池容量を飛躍的に向上させることができる。
負極活物質は粉末の状態で用いてもよいし、フィルムやシートの状態で用いてもよいし、負極集電体上に薄膜を形成して用いてもよいが、粉末の状態で用いられるのが好ましい。
撹拌機、温度計、滴下ロートおよび還流冷却器を付したフラスコ中に、酢酸ビニル2500g(29モル)、メタノール697gおよび(3−メタクリルアミドプロピル)トリメチルアンモニウムクロリド4.5g(0.020モル)を仕込んだ。次いで当該フラスコを恒温槽内に据えて撹拌しながら系内を窒素置換し、内温を60℃まで昇温した。その後、2,2’−アゾビスイソブチロニトリル3.5g(0.021モル)をメタノール50gと共に添加して重合を開始した。重合時間3時間の間に(3−メタクリルアミドプロピル)トリメチルアンモニウムクロリドの50重量%メタノール溶液340g((3−メタクリルアミドプロピル)トリメチルアンモニウムクロリドを0.77モル含む)を一定速度で滴下した。重合停止時の系内の固形分濃度は49.8重量%であった。
上記のフラスコにガス導入管および減圧蒸留装置を取り付け、減圧下に重合反応液中にメタノール蒸気を吹きこみながら未反応の酢酸ビニルモノマーを追い出して、共重合体の44.3重量%メタノール溶液を得た。
得られた重合体Pは、(3−メタクリルアミドプロピル)トリメチルアンモニウムクロリドに由来する構成単位を4モル%、酢酸ビニル単位を1モル%、ビニルアルコール単位を95モル%含有していた。また、4%水溶液の20℃におけるブルックフィールド粘度は、34.1センチポアズであった。
得られた重合体Aのブチラール化度は78モル%、酢酸ビニル単位の含有量は1モル%、ビニルアルコール単位の含有量は17モル%、カチオン変性単位の含有量は4モル%(カチオン性官能基含有量は4モル%)であった。
製造例1において、使用するn−ブチルアルデヒド75g(1.0モル)の代わりに、n−ブチルアルデヒド37g(0.51モル)およびアセトアルデヒド23g(0.52モル)の混合物を用いて、製造例1と同様の方法により、カチオン変性ポリビニルアセタール(重合体B)を得た。
得られた重合体Bのブチラール化度は39モル%、アセトアセタール化度は39モル%、酢酸ビニル単位の含有量は1モル%、ビニルアルコール単位の含有量は17モル%、カチオン変性単位の含有量は4モル%(カチオン性官能基含有量は4モル%)であった。
製造例1において、使用する重合体P110gの代わりに、ポリビニルアルコール(株式会社クラレ製「ポバール」PVA−117)110gを用い、また、使用するn−ブチルアルデヒド75g(1.0モル)の代わりに、n−ブチルアルデヒド37g(0.51モル)および六フッ化リン酸3−(2,2−ジメトキシエチル)−1−メチル−1H−イミダゾール−3−イウム163g(0.52モル)の混合物を用いて、製造例1と同様の方法により、カチオン変性ポリビニルアセタール(重合体C)を得た。
得られた重合体Cのブチラール化度は39モル%、酢酸ビニル単位の含有量は1モル%、ビニルアルコール単位の含有量は21モル%、カチオン変性単位の含有量は39モル%(カチオン性官能基含有量は19.5モル%)であった。
製造例3において、使用するn−ブチルアルデヒド37g(0.51モル)および六フッ化リン酸3−(2,2−ジメトキシエチル)−1−メチル−1H−イミダゾール−3−イウム163g(0.52モル)の混合物の代わりに、n−ブチルアルデヒド25g(0.35モル)、アセトアルデヒド15g(0.34モル)および六フッ化リン酸3−(2,2−ジメトキシエチル)−1−メチル−1H−イミダゾール−3−イウム109g(0.34モル)の混合物を用いて、製造例3と同様の方法により、カチオン変性ポリビニルアセタール(重合体D)を得た。
得られた重合体Dのブチラール化度は26モル%、アセトアセタール化度は26モル%、酢酸ビニル単位の含有量は1モル%、ビニルアルコール単位の含有量は21モル%、カチオン変性単位の含有量は26モル%(カチオン性官能基含有量は13モル%)であった。
還流冷却器、温度計、イカリ型攪拌翼を備えた2リットルガラス製容器に、イオン交換水1350g、ポリビニルアルコール(株式会社クラレ製「ポバール」PVA−117)110gを仕込み、120rpmで攪拌しながら、95℃で、60分かけてポリビニルアルコールを完全に溶解した(ポリビニルアルコールの濃度7.5重量%)。この水溶液を120rpmで攪拌下、10℃まで約30分かけて徐々に冷却した後、ホルマリン(37重量%ホルムアルデヒド水溶液)84g(ホルムアルデヒドを1.0モル含む)と20重量%の塩酸131mLを添加し、アセタール化反応を25分間行った。その後、150分かけて45℃まで昇温し、240分間保持後、室温まで冷却した。析出した樹脂をイオン交換水で洗浄後、水酸化ナトリウム水溶液を添加して中和を行い、イオン交換水で再度洗浄し、乾燥して、無変性ポリビニルホルマール(重合体Y)を得た。
得られた重合体Yのホルマール化度は78モル%、酢酸ビニル単位の含有量は1モル%、ビニルアルコール単位の含有量は21モル%であった。
製造例5において、使用するホルマリン(37重量%ホルムアルデヒド水溶液)84g(ホルムアルデヒドを1.0モル含む)の代わりに、n−ブチルアルデヒド37g(0.51モル)およびアセトアルデヒド23g(0.52モル)の混合物を用いて、製造例5と同様の方法により、無変性ポリビニルアセタール(重合体Z)を得た。
得られた重合体Zのブチラール化度は39モル%、アセトアセタール化度は39モル%、酢酸ビニル単位の含有量は1モル%、ビニルアルコール単位の含有量は21モル%であった。
重合体A 5重量部(但し、カウンターアニオンの重量を含まない)とエタノール95重量部とを混合し、1時間攪拌して重合体溶液を調製した。また、別途、炭酸エチレンと炭酸エチルメチルとを炭酸エチレン:炭酸エチルメチル=3:7の重量比で混合した非水系溶媒に、電解質として六フッ化リン酸リチウムを1.0モル/Lの濃度で溶解した電解液を調製した。調製した電解液95重量部を上記の重合体溶液と混合し、均一になるまで充分攪拌して混合液とした。次に、あらかじめ準備した「テフロン」製のトレー状の容器中にこの混合液の全量を注ぎ込み、50℃で5時間加熱乾燥し、その後、真空乾燥機中で70℃で3時間減圧乾燥してエタノールを取り除き、「テフロン」製の容器に密着した状態の厚さ約200μmの薄膜状の高分子電解質ゲル組成物を作製した。
実施例1において、重合体Aの代わりに重合体Bを使用したこと以外は実施例1と同様の方法により、高分子電解質ゲル組成物を作製した。
実施例1において、重合体Aの代わりに重合体Cを使用したこと以外は実施例1と同様の方法により、高分子電解質ゲル組成物を作製した。
実施例1において、重合体Aの代わりに重合体Dを使用したこと以外は実施例1と同様の方法により、高分子電解質ゲル組成物を作製した。
実施例1において、重合体Aの代わりに重合体Yを使用し、エタノールの代わりにテトラヒドロフランを使用したこと以外は実施例1と同様の方法により、高分子電解質ゲル組成物を作製した。
実施例1において、重合体Aの代わりにポリビニルブチラール(クラレイ ユーロップ ゲゼルシャフト ミット ベシュレンクテル ハフツング製「モビタール」B60H)(重合体W)を使用したこと以外は実施例1と同様の方法により、高分子電解質ゲル組成物を作製した。
実施例1において、重合体Aの代わりに重合体Zを使用したこと以外は実施例1と同様の方法により、高分子電解質ゲル組成物を作製した。
実施例3において、重合体Cの使用量を5重量部から10重量部に変更し、調製した電解液の使用量を95重量部から90重量部に変更したこと以外は実施例3と同様の方法により、高分子電解質ゲル組成物を作製した。
実施例3において、重合体Cの使用量を5重量部から0.4重量部に変更し、調製した電解液の使用量を95重量部から99.6重量部に変更したこと以外は実施例3と同様の方法により、高分子電解質ゲル組成物を作製した。
前述の真空乾燥機中における減圧乾燥の後、高分子電解質ゲル組成物の表面が湿潤していなかったものを液漏れ「なし」、湿潤していたものを液漏れ「あり」と評価した。
高分子電解質ゲル組成物を「テフロン」製の容器から剥離するときに、破断しなかったものを機械的強度「充分」、破断したものを機械的強度「不充分」と評価した。
高分子電解質ゲル組成物の入った「テフロン」製の容器をアルゴンガスで充満させたグローブボックス内に移し入れ、高分子電解質ゲル組成物を「テフロン」製の容器から剥離した後、直径1cmの円状に切断し、測定用試料片を得た。この測定用試料片をステンレス電極に挟みこみセルを作製した。このセルをリード線でインピーダンスアナライザーにつなぎ、交流インピーダンス法により20℃にて試料の抵抗値を測定した。測定は、アルゴン雰囲気中で行い、測定用試料片の抵抗値、厚み(約200μm)および、ステンレス電極の面積からイオン伝導度σを算出した。
正極集電体に厚み20μmのアルミニウム箔、正極活物質にコバルト酸リチウム(LiCoO2)、セパレータに厚み25μmの微孔性ポリエチレンフィルム、負極活物質に黒鉛粉末、負極集電体に厚み15μmの銅箔を用い、外装部材にアルミラミネートフィルムを用い、さらに高分子電解質ゲルとして上記の各実施例または比較例における高分子電解質ゲル組成物と同様の組成を有する高分子電解質ゲル組成物を用いたリチウムイオン二次電池を作製した。
上記のリチウムイオン二次電池を用いて充放電を行い、サイクル特性を調べた。サイクル特性は、23℃で500mAの定電流定電圧充電を上限4.2Vまで2時間行った後、500mAの定電流放電を終止電圧3.0Vまで行うという充放電を100サイクル繰返し、1サイクル目の放電容量を100%としたときの100サイクル目の放電容量維持率、すなわち、〔500mA放電における100サイクル目の放電容量〕/〔500mA放電における1サイクル目の放電容量〕×100(%)により求められる値から評価した。
Claims (7)
- 高分子電解質ゲル組成物用のビニルアセタール系重合体であって、カチオン性官能基を含むビニルアセタール系重合体。
- ビニルエステル系単量体とカチオン性官能基を含む重合性単量体との共重合体をケン化した後、アセタール化することによって得られる、請求項1に記載のビニルアセタール系重合体。
- 前記アセタール化に用いられる化合物が、炭素数1〜15の脂肪族アルデヒド、炭素数1〜15の脂肪族アルデヒドのヘミアセタール化物、炭素数1〜15の脂肪族アルデヒドの完全アセタール化物、炭素数7〜20の芳香族アルデヒド、炭素数7〜20の芳香族アルデヒドのヘミアセタール化物、および、炭素数7〜20の芳香族アルデヒドの完全アセタール化物からなる群より選ばれる少なくとも1種である、請求項2に記載のビニルアセタール系重合体。
- ビニルアルコール系重合体を、カチオン性官能基を含むアルデヒド、カチオン性官能基を含むアルデヒドのヘミアセタール化物、および、カチオン性官能基を含むアルデヒドの完全アセタール化物からなる群より選ばれる少なくとも1種を用いてアセタール化することによって得られる、請求項1に記載のビニルアセタール系重合体。
- 前記カチオン性官能基が、第四級アンモニウム基、イミダゾリウム基、ピリジニウム基、ホスホニウム基およびスルホニウム基からなる群より選ばれる少なくとも1種である、請求項1〜4のいずれか1項に記載のビニルアセタール系重合体。
- 請求項1〜5のいずれか1項に記載のビニルアセタール系重合体と電解液とを含有し、当該ビニルアセタール系重合体と当該電解液との重量比が0.5:99.5〜9:91である高分子電解質ゲル組成物。
- 請求項1〜5のいずれか1項に記載のビニルアセタール系重合体と電解液とを0.5:99.5〜9:91の割合で混合する工程を含む、高分子電解質ゲル組成物の製造方法。
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JP6190575B2 (ja) * | 2012-06-22 | 2017-08-30 | 日本ケミコン株式会社 | ゲル電解質、コンデンサ用ゲル電解質及びゲル電解質コンデンサ |
JP6802062B2 (ja) * | 2015-03-20 | 2020-12-16 | 積水化学工業株式会社 | リチウム二次電池電極用組成物 |
JP6842821B2 (ja) * | 2015-04-02 | 2021-03-17 | 株式会社トーキン | 固体電解コンデンサ |
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WO2017170898A1 (ja) | 2016-04-01 | 2017-10-05 | 積水化学工業株式会社 | リチウム二次電池電極用組成物 |
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US20180241081A1 (en) * | 2017-02-21 | 2018-08-23 | National Synchrotron Radiation Research Center | Electrolyte, flexible electrode and flexible electronic device |
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