JPS6211734A - Production of electrically conductive film - Google Patents
Production of electrically conductive filmInfo
- Publication number
- JPS6211734A JPS6211734A JP14995585A JP14995585A JPS6211734A JP S6211734 A JPS6211734 A JP S6211734A JP 14995585 A JP14995585 A JP 14995585A JP 14995585 A JP14995585 A JP 14995585A JP S6211734 A JPS6211734 A JP S6211734A
- Authority
- JP
- Japan
- Prior art keywords
- solution
- membered heterocyclic
- heterocyclic compound
- solvent
- oxidizing agent
- 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
Landscapes
- Non-Insulated Conductors (AREA)
- Manufacturing Of Electric Cables (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Moulding By Coating Moulds (AREA)
- Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は導電性膜の製造方法に関する。詳しくは特定の
方法で複素５員環式化合物重合体の膜を製造する方法に
関する。DETAILED DESCRIPTION OF THE INVENTION [Field of Industrial Application] The present invention relates to a method for manufacturing a conductive film. Specifically, the present invention relates to a method for producing a membrane of a five-membered heterocyclic compound polymer using a specific method.
複素５員環式化合物が酸化剤によって重合体を生成する
ことはすでに知られている（アトパンシス・イン・ヘテ
ロサイクリック・ケミストリー１５巻 ６７ページ （
１９７５））。又、電解重合法によって複素５員環式化
合物の膜を製造する方法もすでに知られている（例えば
、ジャーナル・オブ・ケミカル・ソサエティ・ケミカル
・コミュニケーション（１９７９）６３５ページ、ジャ
パン・ジャーナル・オプ・アプライド・フィジックス２
１ 、巻 Ｌ５６２（１９８２）及び同誌２３巻 Ｌ５
２７（１９８４））。It is already known that five-membered heterocyclic compounds form polymers by oxidizing agents (Atopansis in Heterocyclic Chemistry, Vol. 15, p. 67).
1975)). In addition, a method for producing membranes of five-membered heterocyclic compounds by electrolytic polymerization is already known (for example, Journal of Chemical Society Chemical Communication (1979) p. 635, Japan Journal Op. Applied Physics 2
1, volume L562 (1982) and the same magazine volume 23 L5
27 (1984)).
しかしながら、電解重合法では特別な装置及び電解質が
必要であるという問題がある。本発明者らは特定の方法
で酸化剤を用いて複素５員環式化合物の重合体の膜を製
造する方法を先に提案した（特願昭５９−１７１４３０
号）。However, the electrolytic polymerization method has the problem of requiring special equipment and electrolytes. The present inventors have previously proposed a method for producing a film of a polymer of a five-membered heterocyclic compound using an oxidizing agent by a specific method (Japanese Patent Application No. 171430/1989).
issue).
この方法は高価な電解質とか特別の電解反応用の装置を
必要としないなど優れた方法ではあるが、均一の膜を製
造するためにはかなりの熟練を必要とする上に、反応に
一定の時間を要するという問題があった。Although this method is excellent as it does not require expensive electrolytes or special electrolytic reaction equipment, it requires considerable skill to produce a uniform membrane and requires a certain amount of time for the reaction. There was a problem that it required
本発明者らは上記問題点を解決して、簡便に導電性膜ｗ
Ｈ造する方法について鋭意検討し、本発明を完成した。The present inventors have solved the above-mentioned problems and have simply made a conductive film w.
The present invention was completed after intensive study on the method of H-building.
即ち、本発明は酸化剤を溶、解した溶液と複素５員環式
化合物を混合した後、不溶分を分離して得た溶液を基材
上に流延あるいは塗布した後、溶媒を除去することを特
徴とする導電性膜の製造方法である。That is, in the present invention, a solution in which an oxidizing agent is dissolved and dissolved is mixed with a five-membered heterocyclic compound, the insoluble components are separated, the obtained solution is cast or coated on a substrate, and then the solvent is removed. This is a method for manufacturing a conductive film characterized by the following.
硝酸、クロルスルホン酸などが無機酸の具体例として挙
げられ、金属化合物としてはルイス酸として知られる化
合物が好ましく用いられ、アルミニウム、錫、チタン、
ジルコニウム、クロム、マンガン、鉄、銅、モリブデン
、タングステン、ルテニウム、パラジウム、白金などの
金属の塩化物、硫酸塩、硝酸塩、アセチルアセトナート
化合物などが具体例として挙げられる。又、ベルオキソ
、二値酸あるいは過炭酸の塩なども好ましく使用できる
。さらに、ベンゾキノン、ジアゾニウム塩などの有機化
合物も使用可能である。これらの酸化剤は２種以上混合
して用いることも可能である。Specific examples of inorganic acids include nitric acid, chlorosulfonic acid, etc. Compounds known as Lewis acids are preferably used as metal compounds, and aluminum, tin, titanium,
Specific examples include chlorides, sulfates, nitrates, and acetylacetonate compounds of metals such as zirconium, chromium, manganese, iron, copper, molybdenum, tungsten, ruthenium, palladium, and platinum. Further, salts of beroxo, divalent acids, or percarbonates can also be preferably used. Furthermore, organic compounds such as benzoquinone and diazonium salts can also be used. It is also possible to use a mixture of two or more of these oxidizing agents.
上記酸化剤を溶解せしめる溶媒としては、アルコール類
、ハロゲン化炭化水素類、芳香族炭化水素類、エーテル
類、水などが使用でき、好ましくは、１ｔに対し上記酸
化剤を０．０１ｆ以上、溶解し得るものである。As the solvent for dissolving the oxidizing agent, alcohols, halogenated hydrocarbons, aromatic hydrocarbons, ethers, water, etc. can be used. Preferably, 0.01f or more of the oxidizing agent is dissolved per 1 t. It is possible.
本発明において複素５員環式化合物としては、ピロール
類、チオフェン類、フラン類、セレノフェン類、テルロ
フェン類が具体例として挙げられる。中でもピロール、
Ｎ−置換ピロール、３−及び／又は４−置換ピロール類
が反応性も高く好ましい。In the present invention, specific examples of the five-membered heterocyclic compound include pyrroles, thiophenes, furans, selenophenes, and tellurophenes. Among them, pyrrole
N-substituted pyrroles and 3- and/or 4-substituted pyrroles have high reactivity and are therefore preferred.
複素５員環式化合物の使用量は酸化剤１モルに対し０．
１〜１００モル、通常１〜１０モルが適当である。The amount of the 5-membered heterocyclic compound to be used is 0.0% per mole of the oxidizing agent.
A suitable amount is 1 to 100 mol, usually 1 to 10 mol.
酸化剤溶液と複素５員環式化合物の混合は、温度、時間
、方法については特に限定はな（、室温で数分〜数十分
行えば充分である。混合後年溶分は分離除去される。分
離法としてはデカンテーションあるいはろ別なと通常の
方法が採用できる。There are no particular limitations on the temperature, time, or method for mixing the oxidizing agent solution and the five-membered heterocyclic compound (it is sufficient to mix it at room temperature for several minutes to several tens of minutes. After mixing, the dissolved components are separated and removed. As a separation method, usual methods such as decantation or filtration can be used.
こうして得られた均一溶液は、適当な基材上に塗布ある
いは流延することで一定の形状とし、次いで溶媒を除去
することで導電性の膜とすることができる。The homogeneous solution thus obtained can be formed into a certain shape by coating or casting on a suitable base material, and then a conductive film can be obtained by removing the solvent.
ここで溶媒の除去法としては特に制限はなく、加熱して
蒸発除去する方法あるいは窒素などの不活性気流下で処
理する方法などが採用できる。There is no particular restriction on the method for removing the solvent, and methods such as heating and evaporation removal or treatment under an inert gas stream such as nitrogen gas may be employed.
本発明の方法を実施することによって、複素５員環式化
合物重合体からなる導電性膜を簡便に製造することが可
能であり工業的に極めて価値がある。By carrying out the method of the present invention, it is possible to easily produce a conductive film made of a five-membered heterocyclic compound polymer, and it is extremely valuable industrially.
以下、実施例を挙げ本発明をさらに説明する。 The present invention will be further explained below with reference to Examples.
実施例１
酸化剤として塩化第二鉄・六水和物１０１をメタノール
４０−に溶解した溶液をピロール４−をメタノール４０
−に溶解した溶液に攪拌しながらゆっくり加えた。約１
時間後に濾過して不溶分を除き均一溶液を得た。この溶
液をガラス板上に塗布し、窒素気流下で溶媒を除去しポ
リピロール簿膜を得た。この薄膜の厚みは約０．１龍で
あり、比抵抗を四探釘法によって測定したところ４．０
Ｘ１０２０儒であった。Example 1 As an oxidizing agent, a solution of ferric chloride hexahydrate 101 dissolved in methanol 40% was added to pyrrole 40% methanol 40%.
- was slowly added to the solution with stirring. Approximately 1
After a period of time, the mixture was filtered to remove insoluble matter to obtain a homogeneous solution. This solution was applied onto a glass plate, and the solvent was removed under a nitrogen stream to obtain a polypyrrole film. The thickness of this thin film was approximately 0.1 mm, and the resistivity was measured using the four-probe method and was 4.0.
It was X1020 Confucianism.
実施例２
実施例１と同様の操作をピロールのかわりにＮ−メチル
ピロールを用いて行った。得られた薄膜の比抵抗は７．
６Ｘ１０７Ω国であった。Example 2 The same operation as in Example 1 was carried out using N-methylpyrrole instead of pyrrole. The specific resistance of the obtained thin film was 7.
It was a 6X107Ω country.
Claims (1)
した後、不溶分を分離して得た溶液を、基材上に流延あ
るいは塗布した後、溶媒を除去することを特徴とする導
電性膜の製造方法。1. After mixing a solution in which an oxidizing agent is dissolved and a five-membered heterocyclic compound, the insoluble matter is separated and the resulting solution is cast or coated onto a substrate, and then the solvent is removed. A method for manufacturing a conductive film.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP14995585A JPH0684440B2 (en) | 1985-07-10 | 1985-07-10 | Method for manufacturing conductive film |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP14995585A JPH0684440B2 (en) | 1985-07-10 | 1985-07-10 | Method for manufacturing conductive film |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6211734A true JPS6211734A (en) | 1987-01-20 |
| JPH0684440B2 JPH0684440B2 (en) | 1994-10-26 |
Family
ID=15486248
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP14995585A Expired - Lifetime JPH0684440B2 (en) | 1985-07-10 | 1985-07-10 | Method for manufacturing conductive film |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0684440B2 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63284219A (en) * | 1987-05-18 | 1988-11-21 | Hoechst Gosei Kk | Manufacture of pyrrole polymer |
-
1985
- 1985-07-10 JP JP14995585A patent/JPH0684440B2/en not_active Expired - Lifetime
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63284219A (en) * | 1987-05-18 | 1988-11-21 | Hoechst Gosei Kk | Manufacture of pyrrole polymer |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0684440B2 (en) | 1994-10-26 |
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