JPH01139783A - Preparation of highly conductive polymer - Google Patents
Preparation of highly conductive polymerInfo
- Publication number
- JPH01139783A JPH01139783A JP62296793A JP29679387A JPH01139783A JP H01139783 A JPH01139783 A JP H01139783A JP 62296793 A JP62296793 A JP 62296793A JP 29679387 A JP29679387 A JP 29679387A JP H01139783 A JPH01139783 A JP H01139783A
- Authority
- JP
- Japan
- Prior art keywords
- conductive polymer
- electrolytic polymerization
- cylinder
- polymerization
- page
- 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.)
- Pending
Links
- 229920001940 conductive polymer Polymers 0.000 title claims abstract description 21
- 238000002360 preparation method Methods 0.000 title description 6
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 29
- 238000000034 method Methods 0.000 claims description 10
- 229920000642 polymer Polymers 0.000 abstract description 4
- 238000010008 shearing Methods 0.000 abstract 2
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 6
- 229920006254 polymer film Polymers 0.000 description 6
- 229920000128 polypyrrole Polymers 0.000 description 4
- 239000003115 supporting electrolyte Substances 0.000 description 4
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 description 2
- 238000002441 X-ray diffraction Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 229920000123 polythiophene Polymers 0.000 description 2
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- DZLFLBLQUQXARW-UHFFFAOYSA-N tetrabutylammonium Chemical compound CCCC[N+](CCCC)(CCCC)CCCC DZLFLBLQUQXARW-UHFFFAOYSA-N 0.000 description 2
- CBXCPBUEXACCNR-UHFFFAOYSA-N tetraethylammonium Chemical compound CC[N+](CC)(CC)CC CBXCPBUEXACCNR-UHFFFAOYSA-N 0.000 description 2
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 239000007772 electrode material Substances 0.000 description 1
- 239000003446 ligand Substances 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 229930192474 thiophene Natural products 0.000 description 1
Abstract
Description
【発明の詳細な説明】
［産業上の利用分野］
本発明は高導電性高分子の調製法に関し、特に有機二次
電池の電極材に適用されるものである。DETAILED DESCRIPTION OF THE INVENTION [Industrial Field of Application] The present invention relates to a method for preparing highly conductive polymers, and is particularly applicable to electrode materials for organic secondary batteries.
［従来の技術と問題点］ 周知の如く、従来の電解重合法（文献：Ａ、Ｆ。[Conventional technology and problems] As is well known, conventional electrolytic polymerization methods (References: A, F.
Ｄｌａｚ、Ｊ、 Ｃ，ＬａＣｒ１ｏｘ、高分子、 Ｖ
ｏｌ、３１ｉ。Dlaz, J, C, LaCr1ox, polymer, V
ol, 31i.
２７Ｂ（１９８７）など）では、導電性高分子の合成中
に分子配向をもたらす剪断応力を加えずに電極表面上に
析出させている。この場合、導電性高分子鎖はランダム
配向となっており、導電率を高めるためには分子配向さ
せる必要がある。27B (1987), etc.), conductive polymers are deposited on electrode surfaces without applying shear stress that causes molecular orientation during synthesis. In this case, the conductive polymer chains are randomly oriented, and it is necessary to orient the molecules in order to increase the conductivity.
ところで、電解重合後、導電性高分子を通常の遠心法で
配向させて、配向方向の導電率を数倍高めた例がある。By the way, there is an example in which conductive polymers are oriented by a normal centrifugation method after electropolymerization, and the conductivity in the orientation direction is increased several times.
この場合の導電性高分子として、ポリピロール（文献：
Ｍ、 Ｏｇａｓａｗａｒａ、 Ｋ。In this case, the conductive polymer is polypyrrole (Reference:
M., Ogasawara, K.
Ｆｕｎａｈａｓｈｌ、ａｎｄ Ｋ、 Ｉｖａｔａ、
Ｍｏ１． Ｃｒｙｓｔ。Funahashl, and K. Ivata,
Mo1. Cryst.
ＬＩＱ、 Ｃｒｙｓｔ、、１１８，１５９（１９５８）
）の例があるのみで他にない。LIQ, Cryst, 118, 159 (1958)
), but there are no other examples.
しかるに、導電率を高めるために電解重合試料を電解重
合後に通常の延伸法により配向させた例は、ポリピロー
ルのみであり、他の重合種では延伸できたという報告は
今のところない。この理由は、他の重合種では脆く延伸
の困難さによる。However, polypyrrole is the only example in which an electropolymerized sample was oriented by a normal stretching method after electropolymerization in order to increase electrical conductivity, and there are no reports to date that stretching could be achieved with other polymer species. The reason for this is that other polymeric species are brittle and difficult to stretch.
本発明は上記事情に鑑みてなされたもので、電解重合中
に剪断応力を与えることにより、導電性高分子の電解重
合と分子配向を同時に行い、高導電率で汎用かつ有効な
高導電性高分子の調製法を提供することを目的とする。The present invention was made in view of the above circumstances, and by applying shear stress during electrolytic polymerization, electrolytic polymerization and molecular orientation of conductive polymers are simultaneously performed, and a highly conductive polymer with high conductivity, versatile and effective. The purpose is to provide a method for the preparation of molecules.
［問題点を解決するための手段と作用］本発明は、導電
性高分子の電解重合中剪断応力を与えることにより、前
記導電性高分子の電解ｍ合と分子配向を同時に行うこと
を要旨とする。[Means and effects for solving the problems] The gist of the present invention is to simultaneously perform electrolytic polymerization and molecular orientation of the conductive polymer by applying shear stress during the electrolytic polymerization of the conductive polymer. do.
本発明においては、円筒（作用電極）を高速で回転する
ことによりこの円筒表面付近に剪断応力が働くようにし
た後、円筒に重合電位を印加する。In the present invention, a cylinder (working electrode) is rotated at high speed to apply shear stress near the surface of the cylinder, and then a polymerization potential is applied to the cylinder.
このようにして分子子配合した導電性高分子が前記円筒
表面上に析出する。The conductive polymer molecules mixed in this way are deposited on the cylindrical surface.
［実施例コ
以下、本発明の実施例を第１図を参照して説明する。ま
ず、第１図に示す分子配向−電解重合同時法による高導
電性分子調製装置について説明する。[Embodiment] Hereinafter, an embodiment of the present invention will be described with reference to FIG. First, a highly conductive molecule preparation apparatus using the molecular orientation/electrolytic polymerization joint method shown in FIG. 1 will be explained.
図中の１は、重合容器である。この重合容器１内には、
内側の円筒（作用電極）２．外側の円筒（対極）３が夫
々配置されている。ここで、前記円筒２は例えば直径２
４ｍｍ、高さ３ＣＩＩｌであり、円筒３の直径は３０〜
５０１１でって、いずれもｐｔ製である。また、円筒２
の表面の平均剪断速度は、円筒３の直径と円筒２の回転
数に依存する。電解重合溶液４は、前記円筒２の上面を
越えて円筒２゜３の間に充填する。前記重合容器１の上
方には、固定台５、ブラシ６などが配置されている。な
お、図中の７は参照電極（Ａ ｇ／Ａ ｇ＋主電極、８
は塩橋である。1 in the figure is a polymerization container. Inside this polymerization container 1,
Inner cylinder (working electrode)2. An outer cylinder (counter electrode) 3 is arranged respectively. Here, the cylinder 2 has a diameter of 2, for example.
4mm, height 3CIIl, and the diameter of the cylinder 3 is 30~
5011, all of which are made by PT. Also, cylinder 2
The average shear rate on the surface of depends on the diameter of the cylinder 3 and the rotation speed of the cylinder 2. The electropolymerization solution 4 passes over the upper surface of the cylinder 2 and fills between the cylinders 2.3. A fixing table 5, a brush 6, etc. are arranged above the polymerization container 1. In addition, 7 in the figure is the reference electrode (A g/A g + main electrode, 8
is a salt bridge.
実施例１
次に、配向ポリチオフェンの調製の場合について説明す
る。Example 1 Next, the preparation of oriented polythiophene will be described.
■まず、チオフェン濃度０１０１〜０．３Ｍ。■First, the thiophene concentration is 0101-0.3M.
支持電解質濃度０．０３〜０．２Ｍの電解重合溶液（溶
媒：プロピレンカーボネート又はアセトニトリル）を調
整する。但し、支持電解質としてテトラエチルアンモニ
ウムバークロレート、テトラ−ｎ−ブチルアンモニウム
バークロレートを用いた。つづいて、電解重合溶液を第
１図に示す重合容器１内に充填する。溶液温度はθ〜３
０’Ｃとする。次いで、内側の円筒２を高速（５００〜
１１００００ｒｐ ）で回転させることにより、前記円
筒２の表面の作用電極上に高せん断速度を発生させた。An electrolytic polymerization solution (solvent: propylene carbonate or acetonitrile) with a supporting electrolyte concentration of 0.03 to 0.2 M is prepared. However, tetraethylammonium verchlorate and tetra-n-butylammonium verchlorate were used as supporting electrolytes. Subsequently, the electrolytic polymerization solution is filled into the polymerization container 1 shown in FIG. The solution temperature is θ~3
Let it be 0'C. Next, the inner cylinder 2 is heated at high speed (500~
A high shear rate was generated on the working electrode on the surface of the cylinder 2 by rotating at 110,000 rpm).
ここで、平均剪断速度は、上記円筒２，３の直径（夫々
２４ＩＩｌｆｆｌ、３０〜５０ｆｆ１ｍ）、高速回転（
５００〜１００００ｒｐＩ１１）の条件下で７４〜４７
１０ｓｅｃ−１となる。Here, the average shear rate is the diameter of the cylinders 2 and 3 (24IIlffl, 30 to 50ff1m, respectively), the high speed rotation (
74-47 under the conditions of 500-10000rpI11)
It becomes 10 sec-1.
■次に、このように内側の円筒２を高速で回転した後、
低電流（電流密度０．５〜５ｍＡ／ｃｏ＋２）を印加し
た。なお、重合に要した層重荷量は０．５〜ＩＣ／ｃＩ
１１２とした。ここで、調整した重合膜のＸ線解析によ
りポリチオフェン鎖が配向することを確認した。■Next, after rotating the inner cylinder 2 at high speed like this,
A low current (current density 0.5-5 mA/co+2) was applied. Note that the layer weight required for polymerization is 0.5 to IC/cI.
It was set at 112. Here, it was confirmed by X-ray analysis of the prepared polymer film that the polythiophene chains were oriented.
しかして、内側の円筒２の回転を停止させて調製した無
配向電解重合膜の導電率は１０〜１００ｓ／ｃｍ程度で
あるが、上記の内側の円筒２を回転させて調製した配向
電解重合膜の導電率は配向方向で約１．５〜２倍増加し
た。Therefore, the electrical conductivity of the non-oriented electrolytic polymer film prepared by stopping the rotation of the inner cylinder 2 is about 10 to 100 s/cm, but the oriented electrolytic polymer film prepared by rotating the inner cylinder 2 described above has a conductivity of about 10 to 100 s/cm. The electrical conductivity increased by about 1.5-2 times in the orientation direction.
実施例２
次に、配向ポリピロールの調製の場合について説明する
。Example 2 Next, the preparation of oriented polypyrrole will be described.
まず、ビロール濃度０．０１〜０．３Ｍ、支持電解質濃
度０．０３〜０．２Ｍの電解重合溶液（溶媒：プロピレ
ンカーボネート又はアセトニトリル）を調製する。但し
、支持電解質としてテトラエチルアンモニウムバークロ
レート、テトラ−ｎ−ブチルアンモニウムバークロレー
ト、ホウフッ化リチウムを用いた。つづいて、電解重合
溶液を第１図に示す重合容器１内に充填する。溶液温度
は０〜３０℃とする。次いで、実施例１と同様に、内側
の円筒２を高速（５００〜１０１００００ｒｐで回転さ
せた後、定電流（電流密度０．５〜３ｍＡ／ｃ＋ｎ２）
を印加した。なお、重合に要した層重荷量は０．５〜ｌ
ｃ／Ｃｍ２とした。ここで、調整した重合膜のＸ線解析
によりポリピロール鎖が配向することを確認した。First, an electrolytic polymerization solution (solvent: propylene carbonate or acetonitrile) having a virol concentration of 0.01 to 0.3M and a supporting electrolyte concentration of 0.03 to 0.2M is prepared. However, tetraethylammonium verchlorate, tetra-n-butylammonium verchlorate, and lithium borofluoride were used as supporting electrolytes. Subsequently, the electrolytic polymerization solution is filled into the polymerization container 1 shown in FIG. The solution temperature is 0 to 30°C. Next, as in Example 1, after rotating the inner cylinder 2 at high speed (500 to 1,010,000 rpm), a constant current (current density of 0.5 to 3 mA/c+n2) was applied.
was applied. In addition, the layer weight required for polymerization is 0.5 to 1
c/Cm2. Here, it was confirmed by X-ray analysis of the prepared polymer film that the polypyrrole chains were oriented.
しかして、内側の円筒２の回転を停止させて調製した無
配向電解重合膜の導電率は３０〜１４０ｓ／ｃｆｆｌ程
度であるが、上記の内側の円筒２を回転させて調製した
配向電解重合膜の導電率は配向方向で約１．５〜２．５
倍増加した。Therefore, the conductivity of the non-oriented electrolytic polymer film prepared by stopping the rotation of the inner cylinder 2 is about 30 to 140 s/cffl, but the oriented electrolytic polymer film prepared by rotating the inner cylinder 2 described above has a conductivity of about 30 to 140 s/cffl. The conductivity of is about 1.5-2.5 in the orientation direction.
doubled.
［発明の効果コ
以上詳述した如く本発明によれば、電解重合中に剪断応
力を与えることにより、導電性高分子の電解重合と分子
配向を同時に行い、高導電率で汎用かつ有効な高導電性
高分子の調製法を提供できる。[Effects of the Invention] As detailed above, according to the present invention, by applying shear stress during electrolytic polymerization, electrolytic polymerization and molecular orientation of a conductive polymer are simultaneously performed, and a general-purpose and effective polymer with high conductivity is produced. A method for preparing a conductive polymer can be provided.
第１図は本発明に係る分子配向−電解重合同時法による
高導電性分子調製装置の説明図である。
１・・・重合容器、２，３・・・円筒、４・・・電解重
合溶液、５・・・固定台、６・・・ブラシ、７・・・参
照電極、８・・・塩橋。
出願人代理人 弁理士 鈴江武彦
第１図
手続補正書
平成元年２月１０日
１、事件の表示
特願昭６２−２９６７９３号
イ
ネ
３、補正をする者
５事件との関係 特許出願人
（６２０） Ｅ菱１１業４式会１ 。
４、代理人
東京都千代田区霞が関３丁目７番２号 ４！
？、補正の内容
（ｉ）明細書節２頁２行目において「遠心法」ヒあるを
、「延伸法」と訂正する。
（２）明細書筒２頁６行目においてｒ （１９５ｇ）Ｊ
ヒあるを、ｒ （１９８５）Ｊと訂正する。
（３）明細書節３頁５行目において「分子子配渣」とあ
るを、「分子配合」と訂正する。
（４）明細書第３頁ｌＯ行目及び第７頁３行目に５いて
「高導電性分子」とあるを、「高導電性高子子」と訂正
する。
（５）明細書第３頁１６行目において「でって」ヒある
を、「であって」と訂正する。
（６）明細書節４頁７行目及び第５頁１５行目にＵいて
ｒ Ｏ，０１Ｊとあるを、ｒＯ，ｌ Ｊと訂正する。
（７）明細書節４頁８行目及び第５頁１６行目に固いて
ｒｏ、０３〜０．２ＭＪとあるを、ｒＯ，０２〜０．１
４」と訂正する。
（８）明細書節５頁２行目において「低電流」とあるを
、「定電流」と訂正する。
（９）明細書節５頁３行目及び第６頁６〜７行巳におい
て「層重荷量」とあるを、「総電荷量」と訂ｉＥする。
（ｌＯ）明細書節５頁４行目及び第６頁７行目において
ｒｅ／ｃｍ２Ｊとあるを、ｒＣ／ｃｉ’Ｊと訂正する。
（１１）明細書節５頁９行目及び第６頁１２行目におい
てｒｓ／ｃａ２Ｊとあるを、「Ｓ／ｃ１２」と訂正する
。
（１２）第１図を別紙の如く訂正する。
第１図FIG. 1 is an explanatory diagram of a highly conductive molecule preparation apparatus using the molecular orientation-electropolymerization joint method according to the present invention. DESCRIPTION OF SYMBOLS 1... Polymerization container, 2, 3... Cylinder, 4... Electrolytic polymerization solution, 5... Fixing stand, 6... Brush, 7... Reference electrode, 8... Salt bridge. Applicant's representative Patent attorney Takehiko Suzue Figure 1 Procedural amendment February 10, 1989 1, Indication of case Patent application No. 62-296793 Ine 3, Person making the amendment
Relationship with the 5 cases Patent applicant (620) E Ryo 11 Gyo 4 Shikikai 1. 4. Agent 3-7-2 Kasumigaseki, Chiyoda-ku, Tokyo 4! ? Contents of the amendment (i) In the second line of page 2 of the specification section, "centrifugal method" is corrected to "stretching method." (2) r (195g) J on page 2, line 6 of the specification tube
Correct hi aru to r (1985) J. (3) In the specification section, page 3, line 5, the phrase ``molecular molecule ligand'' is corrected to ``molecular combination.'' (4) "Highly conductive molecules" in page 3, line 10 and page 7, line 3 of the specification are corrected to read "highly conductive polymers." (5) On page 3, line 16 of the specification, "dette" is corrected to "dete". (6) In the specification section, page 4, line 7, and page 5, line 15, the words r O, 01J are corrected to rO, l J. (7) In the specification section, page 4, line 8 and page 5, line 16, it says ro, 03-0.2MJ, rO, 02-0.1
4,” he corrected. (8) In the second line of page 5 of the specification section, the phrase "low current" is corrected to "constant current." (9) In the specification section, page 5, line 3, and page 6, lines 6-7, the term "layer weight" is revised to read "total charge amount." (lO) In the specification section, page 5, line 4 and page 6, line 7, re/cm2J is corrected to rC/ci'J. (11) In the specification section, page 5, line 9 and page 6, line 12, rs/ca2J is corrected to "S/c12". (12) Figure 1 is corrected as shown in the attached sheet. Figure 1
Claims (1)
、前記導電性高分子の電解重合と分子配向を同時に行う
ことを特徴とする高導電性高分子の調製法。A method for preparing a highly conductive polymer, characterized in that electrolytic polymerization and molecular orientation of the conductive polymer are simultaneously performed by applying shear stress during electrolytic polymerization of the conductive polymer.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP62296793A JPH01139783A (en) | 1987-11-25 | 1987-11-25 | Preparation of highly conductive polymer |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP62296793A JPH01139783A (en) | 1987-11-25 | 1987-11-25 | Preparation of highly conductive polymer |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH01139783A true JPH01139783A (en) | 1989-06-01 |
Family
ID=17838206
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP62296793A Pending JPH01139783A (en) | 1987-11-25 | 1987-11-25 | Preparation of highly conductive polymer |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH01139783A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6099756A (en) * | 1996-07-25 | 2000-08-08 | International Business Machines Corporation | Vibrational methods of deaggregation of electrically conductive polymers and precursors thereof |
| WO2007145185A1 (en) * | 2006-06-12 | 2007-12-21 | The Yokohama Rubber Co., Ltd. | Process for producing conductive polymer dispersion and conductive polymer dispersion |
| JP2007332184A (en) * | 2006-06-12 | 2007-12-27 | Yokohama Rubber Co Ltd:The | Method for producing conductive polymer dispersion and conductive polymer dispersion |
| US11118386B2 (en) | 2017-05-11 | 2021-09-14 | Julius Blum Gmbh | Guide carriage for the displaceable mounting of a furniture part |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5923889A (en) * | 1982-07-14 | 1984-02-07 | バスフ アクチェン ゲゼルシャフト | Manufacture of pyrrole filmy polymer |
| JPS62170494A (en) * | 1986-01-23 | 1987-07-27 | Furukawa Electric Co Ltd:The | Production of conductive resin sheet |
-
1987
- 1987-11-25 JP JP62296793A patent/JPH01139783A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5923889A (en) * | 1982-07-14 | 1984-02-07 | バスフ アクチェン ゲゼルシャフト | Manufacture of pyrrole filmy polymer |
| JPS62170494A (en) * | 1986-01-23 | 1987-07-27 | Furukawa Electric Co Ltd:The | Production of conductive resin sheet |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6099756A (en) * | 1996-07-25 | 2000-08-08 | International Business Machines Corporation | Vibrational methods of deaggregation of electrically conductive polymers and precursors thereof |
| WO2007145185A1 (en) * | 2006-06-12 | 2007-12-21 | The Yokohama Rubber Co., Ltd. | Process for producing conductive polymer dispersion and conductive polymer dispersion |
| JP2007332184A (en) * | 2006-06-12 | 2007-12-27 | Yokohama Rubber Co Ltd:The | Method for producing conductive polymer dispersion and conductive polymer dispersion |
| US7960499B2 (en) | 2006-06-12 | 2011-06-14 | The Yokohama Rubber Co., Ltd. | Process for producing conductive polymer dispersion and conductive polymer dispersion |
| US11118386B2 (en) | 2017-05-11 | 2021-09-14 | Julius Blum Gmbh | Guide carriage for the displaceable mounting of a furniture part |
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