JPH04133275A - Secondary battery - Google Patents
Secondary batteryInfo
- Publication number
- JPH04133275A JPH04133275A JP2255720A JP25572090A JPH04133275A JP H04133275 A JPH04133275 A JP H04133275A JP 2255720 A JP2255720 A JP 2255720A JP 25572090 A JP25572090 A JP 25572090A JP H04133275 A JPH04133275 A JP H04133275A
- Authority
- JP
- Japan
- Prior art keywords
- conductive polymer
- electrode
- compound containing
- secondary battery
- electrolytic polymerization
- 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
- 229920001940 conductive polymer Polymers 0.000 claims abstract description 24
- 125000004433 nitrogen atom Chemical group N* 0.000 claims abstract description 16
- 150000001875 compounds Chemical class 0.000 claims abstract description 12
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 10
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 9
- 239000002904 solvent Substances 0.000 claims abstract description 7
- 150000001923 cyclic compounds Chemical class 0.000 claims abstract description 5
- 239000007772 electrode material Substances 0.000 claims abstract description 5
- 125000004430 oxygen atom Chemical group O* 0.000 claims abstract description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 6
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims description 6
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims description 6
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 claims description 4
- 239000008151 electrolyte solution Substances 0.000 claims description 4
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical group O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 claims description 3
- GIWQSPITLQVMSG-UHFFFAOYSA-N 1,2-dimethylimidazole Chemical compound CC1=NC=CN1C GIWQSPITLQVMSG-UHFFFAOYSA-N 0.000 claims description 2
- RSEBUVRVKCANEP-UHFFFAOYSA-N 2-pyrroline Chemical compound C1CC=CN1 RSEBUVRVKCANEP-UHFFFAOYSA-N 0.000 claims description 2
- WTKZEGDFNFYCGP-UHFFFAOYSA-N Pyrazole Chemical compound C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 claims description 2
- 150000003948 formamides Chemical class 0.000 claims description 2
- USPWKWBDZOARPV-UHFFFAOYSA-N pyrazolidine Chemical compound C1CNNC1 USPWKWBDZOARPV-UHFFFAOYSA-N 0.000 claims description 2
- KJUGUADJHNHALS-UHFFFAOYSA-N 1H-tetrazole Chemical compound C=1N=NNN=1 KJUGUADJHNHALS-UHFFFAOYSA-N 0.000 claims 2
- 239000003792 electrolyte Substances 0.000 abstract description 6
- 230000002194 synthesizing effect Effects 0.000 abstract description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- 239000000463 material Substances 0.000 abstract 2
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical class O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 1
- 239000002322 conducting polymer Substances 0.000 abstract 1
- 230000000052 comparative effect Effects 0.000 description 7
- 229920000767 polyaniline Polymers 0.000 description 7
- 238000007599 discharging Methods 0.000 description 4
- -1 polyparaphenylene Polymers 0.000 description 4
- 229920000128 polypyrrole Polymers 0.000 description 4
- 229910052744 lithium Inorganic materials 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 2
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 2
- 150000001450 anions Chemical class 0.000 description 2
- 150000001768 cations Chemical class 0.000 description 2
- 239000002019 doping agent Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000007774 positive electrode material Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 2
- 229910000838 Al alloy Inorganic materials 0.000 description 1
- 229920000265 Polyparaphenylene Polymers 0.000 description 1
- JFBZPFYRPYOZCQ-UHFFFAOYSA-N [Li].[Al] Chemical compound [Li].[Al] JFBZPFYRPYOZCQ-UHFFFAOYSA-N 0.000 description 1
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 description 1
- 239000004020 conductor Substances 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000007773 negative electrode material Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 229920001197 polyacetylene Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920000123 polythiophene Polymers 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
Classifications
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01G—CAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES OR LIGHT-SENSITIVE DEVICES, OF THE ELECTROLYTIC TYPE
- H01G11/00—Hybrid capacitors, i.e. capacitors having different positive and negative electrodes; Electric double-layer [EDL] capacitors; Processes for the manufacture thereof or of parts thereof
- H01G11/22—Electrodes
- H01G11/30—Electrodes characterised by their material
- H01G11/48—Conductive polymers
Abstract
Description
【発明の詳細な説明】 （イ） 産業上の利用分野 本発明は、導電性ポリマーを用いた二次電池に関する。[Detailed description of the invention] (b) Industrial application field The present invention relates to a secondary battery using a conductive polymer.
（ロ） 従来の技術
近年、導電性ポリマーを利用した導電材料が提案されて
いる。この導電性ポリマーは、各種アニオンやカチオン
などをドーパントとしたドーピング並びにアンド−ピン
グ処理が可能であり、ドーピング処理により導電性を飛
躍的に上昇させることが可能である。また、アニオンが
ドーピングされる導電性ポリマーを正極材料として、カ
チオンがドーピングされる導電性ポリマーを負極材料と
して各々使用すると共に、上記ドーパントを含有する溶
液を電解液として用い、ドーピング及びアンド−ピング
を電気化学的に可逆的に行なうことにより充放電可能な
電池が構成される。(b) Prior Art In recent years, conductive materials using conductive polymers have been proposed. This conductive polymer can be subjected to doping and undoping treatment using various anions, cations, etc. as dopants, and the conductivity can be dramatically increased by doping treatment. Further, a conductive polymer doped with anions is used as a positive electrode material, a conductive polymer doped with cations is used as a negative electrode material, and a solution containing the above dopant is used as an electrolytic solution to perform doping and undoping. A battery that can be charged and discharged is constructed by electrochemically performing the process reversibly.
このような導電性ポリマーとしては、従来よりポリアセ
チレン、ポリパラフェニレン、ボリチェニレン、ポリピ
ロール、ポリアニリン、ポリバラフェニレンビニレンな
どのような共役二重結合を有する重合体が知られている
。As such conductive polymers, polymers having conjugated double bonds such as polyacetylene, polyparaphenylene, polychenylene, polypyrrole, polyaniline, polyparaphenylene vinylene, etc. have been known.
これらは粉末状、フィルム状で得られるが、このように
して得られたものは分子量分布がブロードであり、電極
材料として使用した場合、その電極容量が低くなってし
まう。These can be obtained in the form of powder or film, but the ones obtained in this way have a broad molecular weight distribution, and when used as an electrode material, the electrode capacity will be low.
（ハ） 発明が解決しようとする課題
そして特に、電解重合法により得た導電性ポリマーは比
較的有機溶媒に溶解しやすいが、これは低分子量のもの
が多いためであり、電極材料として使用した場合、その
特性が十分ではないという問題点があった。(c) Problems to be Solved by the Invention In particular, conductive polymers obtained by electrolytic polymerization are relatively easy to dissolve in organic solvents, but this is because many of them have low molecular weights, making it difficult to use them as electrode materials. In this case, there was a problem that the characteristics were not sufficient.
そこで本発明は前記問題点に鑑みて成されたものであっ
て、導電性ポリマーを用いた場合に、電極特性が優秀で
あり、高容量まで充電可能な電極を備えた二次電池を提
供するものである。The present invention has been made in view of the above-mentioned problems, and provides a secondary battery equipped with an electrode that has excellent electrode properties and can be charged to a high capacity when using a conductive polymer. It is something.
（ニ） 課題を解決するための手段
本発明の二次電池は、電解重合の電解液溶媒として、窒
素原子を含む化合物を用いて重合した導電性ポリマーを
、電極材料に用いたことを特徴とするものである。(d) Means for Solving the Problems The secondary battery of the present invention is characterized in that a conductive polymer polymerized using a nitrogen atom-containing compound as an electrolytic solution solvent for electrolytic polymerization is used as an electrode material. It is something to do.
またここで前記窒素原子を含む化合物としては、環内に
窒素原子を１原子以上有する環状化合物、環内に窒素原
子と酸素原子をそれぞれ１原子以上有する環状化合物及
びホルムアミド誘導体からなる群より選択された少なく
とも１種を使用することができる。Further, the compound containing a nitrogen atom is selected from the group consisting of a cyclic compound having one or more nitrogen atoms in the ring, a cyclic compound having one or more nitrogen atoms and one or more oxygen atoms each in the ring, and formamide derivatives. At least one type can be used.
そして、前記前記窒素原子を含む化合物としては、ピロ
リドン、Ｎ−メチル−２−ピロリドン、ピロリジン、２
−ピロリン、ピラゾール、ピラゾリジン、１，２−ジメ
チルイミダゾール、ＩＨ−１，２，３−トリアゾール、
ＩＨ−テトラゾール、ホルムアミド、Ｎ、Ｎ−ジメチル
ホルムアミドからなる群より選択された少なくとも１種
が好ましい。The nitrogen atom-containing compounds include pyrrolidone, N-methyl-2-pyrrolidone, pyrrolidine, 2-pyrrolidone,
-pyrroline, pyrazole, pyrazolidine, 1,2-dimethylimidazole, IH-1,2,3-triazole,
At least one selected from the group consisting of IH-tetrazole, formamide, and N,N-dimethylformamide is preferred.
またここで使用する導電性ポリマーとしては、電解重合
可能なものならばその種類を問わないが、具体的には、
ポリアニリン、ポリピロール、ポリチオフェンなどの共
役二重結合を有する導電性ポリマー等が、特に望ましい
。In addition, the conductive polymer used here may be of any type as long as it can be electrolytically polymerized, but specifically,
Particularly desirable are conductive polymers having conjugated double bonds such as polyaniline, polypyrrole, and polythiophene.
（ホ）作用
上記のような窒素原子を含む化合物を含有した電解液溶
媒中で、導電性ポリマーを電解重合して合成することに
より、導電性ポリマーの低分子量成分が溶解し、高分子
量の成分が残る。導電性ポリマーは分子量が高い程、電
池電極として用いた場合の電極特性が優秀となり、高容
量まで充電可能な電極が得られる。(e) Effect By electrolytically polymerizing and synthesizing a conductive polymer in an electrolyte solvent containing a compound containing a nitrogen atom as described above, the low molecular weight component of the conductive polymer is dissolved, and the high molecular weight component remains. The higher the molecular weight of the conductive polymer, the better the electrode properties when used as a battery electrode, and the electrode that can be charged to a high capacity can be obtained.
（へ） 実施例 以下に実施例を挙げ、本発明を具体的に説明する。(f) Examples EXAMPLES The present invention will be specifically described below with reference to Examples.
［実施例１コ
アニリンを、ホウフッ化リチウムのＮ−メチル−２−ピ
ロリドン（窒素原子を含む化合物）溶液に溶解したもの
を電解液として、陽極としてステンレス網、一方、陰極
としてリチウム金属を用いて、１ｍ＾／ｃｍ’の定電流
で電解重合を行った。このようにして陽極上に得られた
ポリアニリンを乾燥して、ポリアニリン粉末を得た。こ
のポリアニリンを加圧成形し、正極として使用した。[Example 1] Coaniline was dissolved in a solution of lithium borofluoride in N-methyl-2-pyrrolidone (a compound containing a nitrogen atom) as the electrolyte, a stainless steel mesh was used as the anode, and lithium metal was used as the cathode. Electrolytic polymerization was performed at a constant current of 1 m^/cm'. The polyaniline thus obtained on the anode was dried to obtain polyaniline powder. This polyaniline was pressure molded and used as a positive electrode.
一方、負極にはリチウム−アルミニウム合金を用い、電
解液としてはホウフッ化リチウム／プロピレンカーボネ
ート溶液を使用して、第１図に示した構造を有する本発
明電池Ａを作製した。On the other hand, a battery A of the present invention having the structure shown in FIG. 1 was prepared using a lithium-aluminum alloy for the negative electrode and a lithium borofluoride/propylene carbonate solution as the electrolyte.
ここで、第１図は本発明電池の縦断面図である。第１図
中、１は正極、２は負極であり、これらはセパレータ３
によって隔離されている。また４は正極缶、５は負極缶
であり、その内底面にはそれぞれ正極集電体６及び負極
集電体７が固定されている。そして前記極缶４及び負極
缶５は、絶縁バッキング８によって、絶縁されている。Here, FIG. 1 is a longitudinal sectional view of the battery of the present invention. In Figure 1, 1 is a positive electrode, 2 is a negative electrode, and these are the separator 3.
isolated by. Further, 4 is a positive electrode can, and 5 is a negative electrode can, each of which has a positive electrode current collector 6 and a negative electrode current collector 7 fixed to its inner bottom surface. The electrode can 4 and the negative electrode can 5 are insulated by an insulating backing 8.
［比較例１コ
比較例として、電解重合の電解液溶媒としてプロピレン
カーボネートを用いて重合して得たポリアニリンを正極
材料とした以外は、前記実施例１と同様にして、比較電
池Ｘを組み立てた。[Comparative Example 1] As a comparative example, Comparative Battery .
［実施例２コ
導電性ポリマーとして、前記同様の方法で、ビロールか
らポリピロールを合成し、ボリアニリンの代わりに用い
た以外は前記実施例１と同様にして、本発明電池Ｂを組
み立てた。[Example 2] Battery B of the present invention was assembled in the same manner as in Example 1 except that polypyrrole was synthesized from pyrrole as a co-conductive polymer in the same manner as above and used in place of polyaniline.
［比較例２］
比較例として、電解重合の電解液溶媒としてプロピレン
カーボネートを用いて重合したポリピロールを正極材料
とした以外は、前記実施例２と同様にして、比較電池Ｙ
を組み立てた。[Comparative Example 2] As a comparative example, a comparative battery Y was prepared in the same manner as in Example 2 except that polypyrrole polymerized using propylene carbonate as the electrolytic solution solvent for electrolytic polymerization was used as the positive electrode material.
assembled.
［実施例３］
電解液溶媒として、２−ピロリン（窒素原子を含む化合
物）を用いてポリアニリンを重合した以外は、前記実施
例１と同様にして、本発明電池Ｃを組み立てた。[Example 3] Battery C of the present invention was assembled in the same manner as in Example 1, except that polyaniline was polymerized using 2-pyrroline (a compound containing a nitrogen atom) as an electrolyte solvent.
これらの電池Ａ、Ｂ、Ｃ，Ｘ、Ｙ、を用いて、電池の充
放電試験を行なった。この時の充電は充電電流１ｍＡで
、３．６Ｖまで、放電は放電電流１ｍＡで２．５Ｖまで
とした。A battery charge/discharge test was conducted using these batteries A, B, C, X, and Y. At this time, charging was carried out to 3.6 V at a charging current of 1 mA, and discharging was carried out to 2.5 V at a discharging current of 1 mA.
第２図に、これらの電池の充放電特性を示す。FIG. 2 shows the charging and discharging characteristics of these batteries.
いずれの電池も充放電効率は１００％を示したが、本発
明電池Ａ、Ｂ、Ｃは６ ｍＡｈ以上充電できるのに対し
、比較電池Ｘ、Ｙは４ ｍＡｈ以下しが充電できない。All of the batteries showed a charge/discharge efficiency of 100%, but the batteries A, B, and C of the present invention could be charged at 6 mAh or more, whereas the comparative batteries X and Y could not be charged at 4 mAh or less.
これは本発明電池Ａ、Ｂ、Ｃに用（また導電性ポリマー
のほうが、比較電池Ｘ、Ｙに用Ｕ）だものと比較して、
重合度が太き１ムためと考えられる。This is compared to that used for batteries A, B, and C of the present invention (and the conductive polymer is used for comparison batteries X and Y).
This is thought to be due to the high degree of polymerization, which is 1mm.
（ト） 発明の効果
以上述べた如く、本発明によれば、導電性ポリマーを用
いた二次電池の放電容量の増大が図られるので、その工
業的価値は極めて大き１）。(G) Effects of the Invention As described above, according to the present invention, the discharge capacity of a secondary battery using a conductive polymer can be increased, so its industrial value is extremely large1).
第１図は本発明電池の縦断面図、第２図は電池の充放電
特性を示す図である。
１・・・・正極、２・・・・負極、３・・・・七ノ（レ
ーク、４・・・・正極缶、５・・・・負極針、６・・・
・正極集電体、７・・・・負極集電体、８・・・・絶縁
）（・ンキング、Ａ、Ｂ、Ｃ・・・・本発明電池、
Ｘ、Ｙ・・・・ 比較電池。FIG. 1 is a longitudinal sectional view of the battery of the present invention, and FIG. 2 is a diagram showing the charging and discharging characteristics of the battery. 1... Positive electrode, 2... Negative electrode, 3... Seven (rake), 4... Positive electrode can, 5... Negative electrode needle, 6...
- Positive electrode current collector, 7... negative electrode current collector, 8... insulation) (-inking, A, B, C... invention battery, X, Y... comparison battery.
Claims (3)
合物を用いて重合した導電性ポリマーを、電極材料に用
いたことを特徴とする二次電池。(1) A secondary battery characterized by using, as an electrode material, a conductive polymer polymerized using a compound containing a nitrogen atom as an electrolytic solution solvent for electrolytic polymerization.
１原子以上有する環状化合物、環内に窒素原子と酸素原
子をそれぞれ１原子以上有する環状化合物及びホルムア
ミド誘導体からなる群より選択された少なくとも１種で
あることを特徴とする請求項１記載の二次電池。(2) The compound containing a nitrogen atom is selected from the group consisting of a cyclic compound having one or more nitrogen atoms in the ring, a cyclic compound having one or more nitrogen atoms and one or more oxygen atoms each in the ring, and a formamide derivative. The secondary battery according to claim 1, characterized in that the secondary battery is at least one type.
Ｎ−メチル−２−ピロリドン、ピロリジン、２−ピロリ
ン、ピラゾール、ピラゾリジン、１、２−ジメチルイミ
ダゾール、ＩＨ−１、２、３−トリアゾール、１Ｈ−テ
トラゾール、ホルムアミド、Ｎ、Ｎ−ジメチルホルムア
ミドからなる群より選択された少なくとも１種であるこ
とを特徴とする請求項（２）記載の二次電池。(3) The compound containing the nitrogen atom is pyrrolidone,
A group consisting of N-methyl-2-pyrrolidone, pyrrolidine, 2-pyrroline, pyrazole, pyrazolidine, 1,2-dimethylimidazole, IH-1,2,3-triazole, 1H-tetrazole, formamide, N,N-dimethylformamide The secondary battery according to claim 2, wherein the secondary battery is at least one selected from the following.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2255720A JP2999813B2 (en) | 1990-09-25 | 1990-09-25 | Rechargeable battery |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2255720A JP2999813B2 (en) | 1990-09-25 | 1990-09-25 | Rechargeable battery |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH04133275A true JPH04133275A (en) | 1992-05-07 |
| JP2999813B2 JP2999813B2 (en) | 2000-01-17 |
Family
ID=17282715
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2255720A Expired - Fee Related JP2999813B2 (en) | 1990-09-25 | 1990-09-25 | Rechargeable battery |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2999813B2 (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2006096975A (en) * | 2004-08-30 | 2006-04-13 | Shin Etsu Polymer Co Ltd | Conductive composition and conductive crosslinked product |
| US8097184B2 (en) | 2004-08-30 | 2012-01-17 | Shin-Etsu Polymer Co., Ltd. | Conductive composition and conductive cross-linked product, capacitor and production method thereof, and antistatic coating material, antistatic coating, antistatic film, optical filter, and optical information recording medium |
-
1990
- 1990-09-25 JP JP2255720A patent/JP2999813B2/en not_active Expired - Fee Related
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2006096975A (en) * | 2004-08-30 | 2006-04-13 | Shin Etsu Polymer Co Ltd | Conductive composition and conductive crosslinked product |
| US8097184B2 (en) | 2004-08-30 | 2012-01-17 | Shin-Etsu Polymer Co., Ltd. | Conductive composition and conductive cross-linked product, capacitor and production method thereof, and antistatic coating material, antistatic coating, antistatic film, optical filter, and optical information recording medium |
| US8388866B2 (en) | 2004-08-30 | 2013-03-05 | Shin-Etsu Polymer Co., Ltd. | Conductive composition and conductive cross-linked product, capacitor and production method thereof, and antistatic coating material, antistatic coating, antistatic film, optical filter, and optical information recording medium |
| US8551366B2 (en) | 2004-08-30 | 2013-10-08 | Shin-Etsu Polymer Co., Ltd. | Conductive composition and conductive cross-linked product, capacitor and production method thereof, and antistatic coating material, antistatic coating, antistatic film, optical filter, and optical information recording medium |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2999813B2 (en) | 2000-01-17 |
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