JPH03207711A - Solid polyelectrolyte - Google Patents
Solid polyelectrolyteInfo
- Publication number
- JPH03207711A JPH03207711A JP2001965A JP196590A JPH03207711A JP H03207711 A JPH03207711 A JP H03207711A JP 2001965 A JP2001965 A JP 2001965A JP 196590 A JP196590 A JP 196590A JP H03207711 A JPH03207711 A JP H03207711A
- Authority
- JP
- Japan
- Prior art keywords
- polypropylene glycol
- molecular weight
- ester
- ionic salt
- solid electrolyte
- 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
Links
- 229920000867 polyelectrolyte Polymers 0.000 title abstract 3
- 239000007787 solid Substances 0.000 title 1
- 229920001451 polypropylene glycol Polymers 0.000 claims abstract description 12
- 150000003839 salts Chemical class 0.000 claims abstract description 10
- 150000002148 esters Chemical class 0.000 claims abstract description 8
- -1 acrylic ester Chemical class 0.000 claims abstract description 6
- 229920001187 thermosetting polymer Polymers 0.000 claims abstract description 4
- 239000007784 solid electrolyte Substances 0.000 claims description 11
- 229920000642 polymer Polymers 0.000 claims description 10
- 150000001875 compounds Chemical class 0.000 claims description 4
- 230000005865 ionizing radiation Effects 0.000 claims 1
- 229920006037 cross link polymer Polymers 0.000 abstract 1
- 230000001678 irradiating effect Effects 0.000 abstract 1
- 239000002253 acid Substances 0.000 description 4
- 238000005452 bending Methods 0.000 description 4
- 238000010894 electron beam technology Methods 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 239000004721 Polyphenylene oxide Substances 0.000 description 3
- 239000012528 membrane Substances 0.000 description 3
- 229920000570 polyether Polymers 0.000 description 3
- 230000007423 decrease Effects 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 239000011259 mixed solution Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 2
- JHJLBTNAGRQEKS-UHFFFAOYSA-M sodium bromide Chemical compound [Na+].[Br-] JHJLBTNAGRQEKS-UHFFFAOYSA-M 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- ZZXUZKXVROWEIF-UHFFFAOYSA-N 1,2-butylene carbonate Chemical compound CCC1COC(=O)O1 ZZXUZKXVROWEIF-UHFFFAOYSA-N 0.000 description 1
- LZDKZFUFMNSQCJ-UHFFFAOYSA-N 1,2-diethoxyethane Chemical compound CCOCCOCC LZDKZFUFMNSQCJ-UHFFFAOYSA-N 0.000 description 1
- YZWVMKLQNYGKLJ-UHFFFAOYSA-N 1-[2-[2-(2-ethoxyethoxy)ethoxy]ethoxy]-2-methoxyethane Chemical compound CCOCCOCCOCCOCCOC YZWVMKLQNYGKLJ-UHFFFAOYSA-N 0.000 description 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
- KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical compound O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 description 1
- 229910000552 LiCF3SO3 Inorganic materials 0.000 description 1
- 229910001290 LiPF6 Inorganic materials 0.000 description 1
- XOBKSJJDNFUZPF-UHFFFAOYSA-N Methoxyethane Chemical compound CCOC XOBKSJJDNFUZPF-UHFFFAOYSA-N 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-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
- 239000003990 capacitor Substances 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 125000004386 diacrylate group Chemical group 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 229910001496 lithium tetrafluoroborate Inorganic materials 0.000 description 1
- HSFDLPWPRRSVSM-UHFFFAOYSA-M lithium;2,2,2-trifluoroacetate Chemical compound [Li+].[O-]C(=O)C(F)(F)F HSFDLPWPRRSVSM-UHFFFAOYSA-M 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920005651 polypropylene glycol dimethacrylate Polymers 0.000 description 1
- YFNKIDBQEZZDLK-UHFFFAOYSA-N triglyme Chemical compound COCCOCCOCCOC YFNKIDBQEZZDLK-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
Abstract
Description
【発明の詳細な説明】
産業上の利用分野
本発明は一次電池、二次電池、エレクトロクロミックデ
イスプレィ、電気化学センサー、イオントフォレークス
、コンデンサーその他の電気化学的デバイスに用いるポ
リマー固体電解質に関するものである。DETAILED DESCRIPTION OF THE INVENTION Field of Industrial Application The present invention relates to polymer solid electrolytes used in primary batteries, secondary batteries, electrochromic displays, electrochemical sensors, iontophores, capacitors, and other electrochemical devices. It is.
従来技術とその問題点
従来のポリマー固体電解質は分子量が２．０００より低
いボリエーテ〜の架橋ネットワークが主であった口特に
ジアクリル酸エステル又はジメタクリル酸エステルに変
性したポリエーテルを架橋したものは柔軟性が低いとい
う欠点があった。このため電池等に使用した場合、外部
からの力によって破壊しゃすくショート等の原因となっ
ていた。Conventional technology and its problems Conventional polymer solid electrolytes mainly consist of a crosslinked network of polyether with a molecular weight lower than 2.000.In particular, those made by crosslinking polyether modified to diacrylate or dimethacrylate are flexible. It had the disadvantage of being of low quality. For this reason, when used in batteries, etc., external forces cause breakage and short circuits.
発明の目的
本発明は上記従来の問題点に鑑みなされたものであり、
機械的強度に優れた、イオン伝導度の高い、ポリマー固
体電解質を提供することを目的とするものである。Purpose of the Invention The present invention has been made in view of the above-mentioned conventional problems.
The purpose of this invention is to provide a polymer solid electrolyte with excellent mechanical strength and high ionic conductivity.
発明の構成
本発明は上記目的を達成するべく）
ポリプロピレングリコールのシアクリｙ酸工ステ〜又は
／及びゾメタクリＡ’酸エステルの架橋ネットワーク高
分子がイオン性塩を含み、該ポリプロピレングリコール
の分子量が２，０００ 乃至ｓａ、ａａａであることを
特徴とするポリマー固体電解質である。Structure of the Invention The present invention aims to achieve the above objects.) A crosslinked network polymer of polypropylene glycol cyacrylic acid ester and/or methacrylic A' acid ester contains an ionic salt, and the polypropylene glycol has a molecular weight of 2, 000 to sa, aaa.
又、イオン性塩を相溶することができる化合物を該イオ
ン性塩と共に含有する前記のポリマー固体電解質である
Ｇ
又、架橋ネットワークの形成は熱的、活性光線又は電離
性放射線の照射による前記のポリマー固体電解質である
。Further, the above-mentioned polymer solid electrolyte G contains a compound capable of dissolving an ionic salt together with the ionic salt. It is a polymer solid electrolyte.
実施例 以下、本発明の詳細について実施例により説明する。Example Hereinafter, the details of the present invention will be explained with reference to Examples.
実施例１
ポリプロピレングリコールのジメタクリル酸エステ／１
／（分子量４．０００ ） １００重量部１ｃ Ｌｉ０
Ｆ５ＪＯ５１１，５重量％のプロピレンカーボネート溶
液を１００重量部加えて、均一に混合した。この混合液
をガラス板にキャストし、１０Ｍｒａｄの電子線を照射
した。この膜の厚みは１１００ｐであり１複素インピー
ダンス法でイオン伝導度を測定した結果、２５℃で５ｘ
１ｏ−’ Ｓｅ？１１−’ Ｔニアツタ。Example 1 Dimethacrylic acid ester of polypropylene glycol/1
/(molecular weight 4.000) 100 parts by weight 1c Li0
100 parts by weight of a propylene carbonate solution containing 11.5% by weight of F5JO5 was added and mixed uniformly. This mixed solution was cast on a glass plate and irradiated with an electron beam of 10 Mrad. The thickness of this film is 1100p, and the ionic conductivity was measured using the 1-complex impedance method.
1o-' Se? 11-' Tnia ivy.
又・柔軟性テストとして９０°折り曲げテストをおこな
った結果、この膜は割れを生じなかった。Also, as a result of a 90° bending test as a flexibility test, this film did not crack.
別にポリプロピレングリコールのジメタクリル酸エステ
ルの分子量が４００．１，０００．２．０００と１０．
０００のものを用いて、同様の組成比で厚み１００μｍ
のフィルムを得た。これらのイオン伝導度及び柔軟性テ
ストの結果を表１に示した。Separately, the molecular weight of dimethacrylate ester of polypropylene glycol is 400.1,000.2.000 and 10.
000, the thickness was 100 μm with the same composition ratio.
obtained the film. The results of these ionic conductivity and flexibility tests are shown in Table 1.
表 １
実施例２
ポリプロピレングリコールのジメタクリ／ｌ’［エステ
／％／（分子量４．０００ ） １００重１部にＬｉ０
Ｆ３Ｓ０３Ｎ、５ｉ量幅のジメトキンエタン溶液を１０
０重量部加えて、均一に混合した。この混合液をガラス
板にキャストし、ジメトキＶエタンを蒸発させた。次１
ｃ １０ Ｍｒａｄの電子線を照射した。Table 1 Example 2 Polypropylene glycol dimethacrylic/l' [esthetics/%/(molecular weight 4.000) 100 parts by weight and Li0
F3S03N, dimethquine ethane solution with 5i amount range 10
0 parts by weight was added and mixed uniformly. This mixed solution was cast on a glass plate, and dimethoxyV-ethane was evaporated. Next 1
It was irradiated with an electron beam of c 10 Mrad.
得られた膜の厚みは１００声解であり、複葉インピーダ
ンス法でイオン伝導度を測定した結果、２５℃で５Ｘ１
０−’Ｓ備−１であった。The thickness of the obtained membrane was 100 mm, and the ionic conductivity was measured using the biplane impedance method, and the thickness was 5×1 at 25°C.
It was 0-'S-1.
又、柔軟性テストとして、９０°折り曲げテストをおこ
なった結果、割れを生じなかった。ポリプロピレングリ
コールのジメタクリル酸エステルの分子量が４００ 、
１．ｏｏｏ 、 ２．０００と１ｏ、ｏｏ。Further, as a flexibility test, a 90° bending test was performed, and no cracks were found. The molecular weight of polypropylene glycol dimethacrylate ester is 400,
1. ooo, 2.000 and 1o, oo.
のものを用いて、同様の組成比で厚み１００μ解のフィ
ルムを得た。これらのイオン伝導度及び柔軟性テストの
結果を表２に示した。A film with a thickness of about 100 μm was obtained using the same composition ratio. The results of these ionic conductivity and flexibility tests are shown in Table 2.
以下余白
！１２
実施例３
実施例２１ｃおいて、電子線照射に代えて５重量部のア
ゾイソブチロニトリ〜を加えて、８０℃で１時間反応す
る。これ以外はすべて、実施例２と同様とした。Margin below! 12 Example 3 In Example 21c, 5 parts by weight of azoisobutyronitrile ~ is added instead of electron beam irradiation, and the reaction is carried out at 80°C for 1 hour. Everything else was the same as in Example 2.
分子量４．０００で厚さ１００声解の農は、イオン伝導
度が２５℃で２ Ｘ １Ｏ−６８ｏｎ−ｆであり、９０
゜折り曲げテストにおいて割れは生じなかった。A material with a molecular weight of 4.000 and a thickness of 100 mm has an ionic conductivity of 2 x 1O-68 on-f at 25°C, and is 90
゜No cracks occurred in the bending test.
実施例４
実施例２１Ｃおいて、電子線照射に代えて２重量部のベ
ンゾフェノンと２重量部のトリエチμアミンを加えて、
１Ｋｗの水銀フンデで１５ｃｍ１の距離から５０秒間、
紫外線を照射した。これ以外はすべて実施例２と同様と
した。Example 4 In Example 21C, 2 parts by weight of benzophenone and 2 parts by weight of triethyl μamine were added instead of electron beam irradiation,
For 50 seconds from a distance of 15 cm with a 1Kw mercury funde,
Irradiated with ultraviolet light. Everything else was the same as in Example 2.
分子量４．０００で厚さ１００μｍの膜は、イオン伝導
度が２５℃でｚｘｌｏ−６ｓｃ南−１であり、９０゜折
り曲げテストにおいて割れは生じなかった。A membrane with a molecular weight of 4.000 and a thickness of 100 μm had an ionic conductivity of zxlo-6scminami-1 at 25° C. and did not crack in the 90° bending test.
実施例５
実施例１において、ポリプロピレングリコールのジメタ
クリｙ酸エステルに代えて、ジアクリル酸エステル（分
子量４，０００）を用いた。Example 5 In Example 1, diacrylic acid ester (molecular weight 4,000) was used instead of dimethacrylic acid ester of polypropylene glycol.
これ以外はすべて、実施例１と同様とした◇得られた厚
み１００声肩の膜は、イオン伝導度が５Ｘ １０−’
５ａｎ−１であり（２５℃）、９０’折’ｌ Ｅｌｔｌ
げテストにおいても割れを生じなかった。Everything else was the same as in Example 1 ◇The obtained membrane with a thickness of 100 mm had an ionic conductivity of 5X 10-'
5an-1 (25°C), 90'l Eltl
No cracking occurred in the peeling test.
又、イオン性塩を相溶することができる化合物（溶剤）
をポリマー固体電解質は含有する。Also, a compound (solvent) that can dissolve ionic salts.
The polymer solid electrolyte contains.
必要に応じて、溶剤を固体電解質に含ませることによっ
て、イオン伝導性を高めることが可能である。この場合
、ポリエーテ〜の分子量が高くなると、多くの溶剤を含
ませることができ、イオン伝導性についても有利になり
、さらに溶剤によって膨潤した架橋ネットワーク高分子
の強度を改善できる。Ionic conductivity can be increased by including a solvent in the solid electrolyte, if necessary. In this case, when the molecular weight of the polyether is high, it can contain a large amount of solvent, which is advantageous in terms of ionic conductivity, and further improves the strength of the crosslinked network polymer swollen by the solvent.
尚、イオン性塩としては、Ｌｉｃｇｏ４． ＬｉＢＦ４
゜ＬｉＡＳＦ６． ＬｉＣＦ３ＳＯ３，ＬｉＰＦ６．
ＬｉＩ ＬｉＢｒＬｉ５ＧＮ ＮａＩ、 Ｌｉ２Ｂ
ｌ（１０１１０，ＬｉＣＦ３ＣＯ２，ＮａＢｒ。In addition, as an ionic salt, Licgo4. LiBF4
゜LiASF6. LiCF3SO3, LiPF6.
LiI LiBrLi5GN NaI, Li2B
l(10110, LiCF3CO2, NaBr.
Ｎａ５ＯＮ、ＫＳＯＮ、Ｍｇ０１ｚ、Ｍｇ（Ｃ１０４）
２゜（（Ｈ５）４ＮＢＦ４． （Ｃ１１５）４ＮＢｒ、
（０２Ｈ５）４ＮＯＩＯ４゜（０２Ｈ５）４ＮＩ、
（Ｃ３Ｈ７）４ＮＢｒ （ｎ−０４Ｈｐ）４Ｎ工（ｎ
−０５Ｈ１１）４）ｆＩが好ましいが限定しない。Na5ON, KSON, Mg01z, Mg(C104)
2゜((H5)4NBF4.(C115)4NBr,
(02H5)4NOIO4゜(02H5)4NI,
(C3H7)4NBr (n-04Hp)4N Engineering (n
-05H11) 4) fI is preferred but not limited.
イオン性塩を溶解することができる化合物とはテトフヒ
ドロフラン、２−メチ〜テトフヒドロ７フン、１．５−
ジオキソラン、４，４−ジメチ／％／−Ｌ３−！／オキ
ソラン、ｒ−プチロヲクトン、エチレンカーボネート、
プロピレンカーボネート、ブチレンカーボネート１．Ｘ
μホツンＳ ５−メチ〜ス〃ホフン、ｔ６ｒｔ、−ブチ
〜エーテ〃、ｉｇｏ−ブチ１ｖｘ−テ＃％１，２−＄’
メトキｙエタン、１，２−エトキシメトキシエタン、メ
チμジグライム、メチＮトリグツイム、メチルテトラグ
ライム、エチルグツイム、エチμノグツイム等があるが
限定はしない。Compounds that can dissolve ionic salts include tetofhydrofuran, 2-methy~tetofhydrofuran, 1.5-
Dioxolane, 4,4-dimethy/%/-L3-! /Oxolane, r-butyrolocton, ethylene carbonate,
Propylene carbonate, butylene carbonate 1. X
μ Hotsun S 5-Methi~S〃Hofun, t6rt, -buti~ete〃,igo-buti1vx-te#%1,2-$'
Examples include, but are not limited to, methoxyethane, 1,2-ethoxymethoxyethane, methyμdiglyme, methyN triglyme, methyltetraglyme, ethylglyme, ethyμnoglyme, and the like.
ポリプロピレングリコ−μの分子量を上げることによっ
て、柔軟性と強度をさらに上げることができる。しかし
分子量を上げすぎると叉応速度が低下し、生産性が悪く
なることと、結晶化し易くなるために、伝導度の低下を
招き問題である。従って分子量は２．［）００乃至！ｌ
ｏ、ｃｌｏｏが好ましい。By increasing the molecular weight of polypropylene glyco-μ, flexibility and strength can be further increased. However, if the molecular weight is increased too much, the reaction rate decreases, productivity deteriorates, and crystallization tends to occur, resulting in a decrease in conductivity, which is a problem. Therefore, the molecular weight is 2. [)00~! l
o, cloo are preferred.
発明の効果
上述した如く、本発明は機械的強度に優れた）イオン伝
導度の高いポリマー固体電解質を提供することができる
ので、その工業的価値は極めて大である。Effects of the Invention As described above, the present invention can provide a polymer solid electrolyte with excellent mechanical strength and high ionic conductivity, and therefore has extremely great industrial value.
Claims (1)
ル又は／及びジメタクリル酸エステルの架橋ネットワー
ク高分子がイオン性塩を含み、該ポリプロピレングリコ
ールの分子量が２，０００乃至３０，０００であること
を特徴とするポリマー固体電解質。 （２）イオン性塩を相溶することができる化合物を該イ
オン性塩と共に含有する請求項１記載のポリマー固体電
解質。 （５）架橋ネットワークの形成は熱的、活性光線又は電
離性放射線の照射による請求項１記載のポリマー固体電
解質。Scope of Claims: (1) The crosslinked network polymer of diacrylic ester and/or dimethacrylic ester of polypropylene glycol contains an ionic salt, and the molecular weight of the polypropylene glycol is from 2,000 to 30,000. A polymer solid electrolyte featuring: (2) The polymer solid electrolyte according to claim 1, which contains, together with the ionic salt, a compound that is compatible with the ionic salt. (5) The polymer solid electrolyte according to claim 1, wherein the crosslinked network is formed thermally, by irradiation with actinic rays or ionizing radiation.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2001965A JPH07101564B2 (en) | 1990-01-09 | 1990-01-09 | Polymer solid electrolyte |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2001965A JPH07101564B2 (en) | 1990-01-09 | 1990-01-09 | Polymer solid electrolyte |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH03207711A true JPH03207711A (en) | 1991-09-11 |
| JPH07101564B2 JPH07101564B2 (en) | 1995-11-01 |
Family
ID=11516297
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2001965A Expired - Lifetime JPH07101564B2 (en) | 1990-01-09 | 1990-01-09 | Polymer solid electrolyte |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH07101564B2 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5516339A (en) * | 1993-02-05 | 1996-05-14 | Eveready Battery Company, Inc. | Process for making electrochemical cells using a polymer electrolyte |
-
1990
- 1990-01-09 JP JP2001965A patent/JPH07101564B2/en not_active Expired - Lifetime
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5516339A (en) * | 1993-02-05 | 1996-05-14 | Eveready Battery Company, Inc. | Process for making electrochemical cells using a polymer electrolyte |
| US5660950A (en) * | 1993-02-05 | 1997-08-26 | Eveready Battery Company | Electrochemical cells using a polymer electrolyte |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH07101564B2 (en) | 1995-11-01 |
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