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New Synthesis of Electrically Conducting PiーConjugated Heterocyclic Polymers

Research Project

Project/Area Number 01470110
Research Category

Grant-in-Aid for General Scientific Research (B)

Allocation TypeSingle-year Grants
Research Field 高分子合成
Research InstitutionTokyo Institute of Technology

Principal Investigator

YAMAMOTO Takakazu  Research Laboratory of Resources Utilization, Tokyo Institute of Technology, Professor, 資源化学研究所, 教授 (10016743)

Project Period (FY) 1989 – 1990
Project Status Completed (Fiscal Year 1990)
Budget Amount *help
¥6,600,000 (Direct Cost: ¥6,600,000)
Fiscal Year 1990: ¥2,100,000 (Direct Cost: ¥2,100,000)
Fiscal Year 1989: ¥4,500,000 (Direct Cost: ¥4,500,000)
KeywordsElectrically conducting polymers / piーConjugated polymer / Nickel complex / Polyaromatics / Coupling reaction / Doping / π共役高分子 / ニッケル錯体 / π共役複素環ポリマ- / 有機金属錯体 / 導電性新素材 / 偏光フィルム
Research Abstract

As a new synthetic method of electrically conducting heterocyclic polymers having piーconjugation system along the polymer chain, we have developed dehalogenation polycondensation of dihaloaromatic compounds with zeroーvalent nickel complexes. (n X-ArーX + n Ni(0)Lm ーーーーー> (Ar)_n + n NiX_2Lm ; Ar : heteroaromatic unit).
For example, reactions of zeroーvalent nickel complexes ( e. g., a mixture of dis (1, 5ーcyclooctadiene) nickel(0), Ni(cod)_2, and 2, 2'ーbipyridine ) with 3-alkylー2-, 5-diiodothiophene led to polycodensation to give poly (3-alkyー2, 5-thienylene) (PRTh) with molecular weight of about 15000 - 150000. PRTH was soluble in chloroform and took a random coil conformation in chloroform solution. The film of PRTh was cast on a platinum plate electrode from the chloroform solution. The electrochemical oxidation (anion doping) of PRTh in a solution containing electrolytes was accompanied by color change of the film from yellow to blue, and the color change was reversible. This observation indicates that PRTh can be used in an electronic devise.
PiーConjugated copolymer, which was constituted of electronーaccepting 2, 5-thienylene ring and electronーdonating 2.5ーpyridine ring, was prepared by using zeroーvalent nickel complexes. Owing to its unique electronic structure, the copolymer shows stabilized electrochemically oxidized state. Besides the above mentioned polymers, we have studied preparation of other electrically conducting piーconjugated polymers, redox behavior of the polymers, and the electron change transfer phenomena of the polymers. Furthermore, we investigated basic basic aspects of coordination chemistry the preparation of polymers.

Report

(3 results)
  • 1990 Annual Research Report   Final Research Report Summary
  • 1989 Annual Research Report
  • Research Products

    (30 results)

All Other

All Publications (30 results)

  • [Publications] Takakazu Yamamoto,Akio Kashiwazaki,Kazunori Kato,: "Polymers and Oligomers with Substituted 2,5ーThienylene Units,Preparation and Electrical Conducting Properties" Makromol.Chem.190. 1649-1655 (1989)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Kohtaro Osakada,Tsunehisa Chiba,Yoshiyuki Nakamura,etc: "Synthesis,Characteriazation and Isomerization Behavior of synー(μーη^3ー1ーMethylallyl)(μーbenzenethiolato)bis(tricyclohexylphosphine)ーdipalladium(I),((C_4H_<11>)_3P)_2Pd_2ー(synーμーη^3ーCH_2CHCHCH_3)(μーSC_6H_5),and Anti Isomer" Organometlics. 8. 2602-2605 (1989)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Takakazu Yamamoto,Kenichi Sanechika,Hiroshi Sakai: "Mossbauer Spectroscopic Study of FeCl_3 Complexes of Poly(Nーmethylー2,5ーpyrrolylene),Poly(2,5ーthienylene),and Polyー(3ーmethylー2,5ーthienylene) Prepared by NiーCatalyzed Polycondonsation" J.Macromol.Sci.ーChem.A27. 1147-1154 (1990)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Takakazu Yamamoto,Atsushi Morita,T.Kanbara,Shintaro Sasaki: "Formation of a New Structure of Iodineーdoped Poly(2,5ーthienylene) and Reversible Doping and Undoping Behavior of Poly(2,5ーthienylene) Studied by XーRay Diffractometry" Synth.Metals.39. 269-273 (1990)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Takakazu Yamamoto,Tsukasa Maruyama,Tomiki Ikeda,Masahiko Shisido: "Excimerーlike Emission from Linear πーConjugated Polyー(2,5ーpyridinediyl)" J.Chem.Soc.,Chem.Commun.1306-1307 (1990)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] K. Seki,H.Tanaka,T.Ohta,K.Sanechika,T.Yamamoto: "UV Photoelectron Spectroscopy of Poly(1,1'ーferrocenylene)" J.Chem.Phys.Lett.

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] 山本 隆一,松永 孜: "ポリマ-バッテリ-;高分子新素材 One Point" 共立出版, (1990)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] 山本 隆一: "高分子錯体の導電機能;高分子錯体ー機能と応用" 学会出版センタ-, (1990)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Takakazu Yamamoto, Akio Kashiwazaki, Kazunori Kato,: "Polymers and Oligomers with Substituted 2, 5-Thienylene Units, Preparation and Electrical Conducting Properties." Makromol. Chem.,. 190,. 1649-1655 (1989)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Kohtaro Osakada, Tsunehisa Chiba, Yoshiyuki Nakamura, etc: "Synthesis, Characterization and Isomerization Behavior of synー(muーeta^3ー1-Methylallyl) (muーbenzenethiolato) bis (tricyclohexylphosphine)-dipalladium (I), ((c_4H_<11>)_3Pd_2(synーmuーeta^3-CH_2CHCHCH_3) (muーSC_6H_5), and Its Anti Isomer" Organometallic,. 8,. 2602-2605 (1989)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Takakazu Yamamoto, Kenichi Sanechika, Hiroshi Sakai,: "Mossbauer Spectroscopic Study of FeCl_3 Complexes of Poly (N-methyiー2, 5ーpyrrolylene), Poly (2, 5-thienylene), and Poly (3-methylー2, 5ーthienylene) Prepared by NiーCatalyzed Polycondensation" J. Macromol. Sci. -Chem.,. A27,. 1147-1154, (1990)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Takakazu Yamamoto, Atsushi Morita, T. Kanbara, Shintaro Sasaki,: "Formation of a New Structure of Iodineーdoped Poly (2, 5ーthienylene) and Reversible Doping and Undoping Behavior Poly (2, 5ーthienylene) Studied by X-Ray Diffractometry" Synth. Metals,. 39,. 269-273 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Takakazu Yamamoto, Tsukasa Maruyama, Tomiki Ikeda, Masahiko Sisido: "Excimerーlike Emission from Liner piーConjugated Poly (2, 5ーpyridinediyl)" J. Chem. Soc., Chem. Commun.1990. 1360-1307, (1990)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] K. Seki, H. Tanaka, T. Ohta, K. Sanechika, T. Yamamoto: "UV Photoelectron Spectroscopy of Poly (1, 1'ーferrocenykene)" J. Chem. Phys. Lett.,.

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Takakazu Yamamoto,Akio Kashiwazaki,Kazunori Kato,: "Polymers and Oligomers with Substituted 2,5ーThienylene Units,Preparation and Electrical Conducting Properties" Makromol.Chem.190. 1649-1655 (1989)

    • Related Report
      1990 Annual Research Report
  • [Publications] Kohtaro Osakada,Tsunehisa Chiba,Yoshiyuki Nakamura,et al.: "Synthesis,Characterization and Isomerization Behavior of synー(μーη^3ーlーMethylallyl)(μーbenzenethiolato)bis(tricyclohexylphosphine)ーdipalladium(I),((C_4H_<11>)_3P)_2Pd_2ー(synーμーη^3ーCH_2CHCHCH_3)(μーSC_6H_5),and Its Anti Isomer" Organometallic. 8. 2602-2605 (1989)

    • Related Report
      1990 Annual Research Report
  • [Publications] Takakazu Yamamoto,Kenichi Sanechika,Hiroshi Sakai: "Mo^^¨ssbauer Spectroscopic Study of FeCl_3 Complexes of Poly(Nーmethylー2,5ーpyrrolylene),Poly(2,5ーthienylene),and Poly(3ーmethylー2,5ーthienylene) Prepared by NiーCatalyzed Polycondensation" J.Macromol.Sci.ーChem.A27. 1147-1154 (1990)

    • Related Report
      1990 Annual Research Report
  • [Publications] Takakazu Yamamoto,Atsushi Morita,T.Kanbara,Shintaro Sasaki: "Formation of a New Structure of Iodineーdoped Poly(2,5ーthienylene) and Reversible Doping and Undoping Behavior of Poly(2,5ーthienylene) Studied by XーRay Diffractometry" Synth.Metals. 39. 269-273 (1990)

    • Related Report
      1990 Annual Research Report
  • [Publications] Takakazu Yamamoto,Tsukasa Maruyama,Tomiki Ikeda,Masahiko Sisido: "Excimerーlike Emission from Linear ーConjugated Polyー(2,5ーpyridinediyl)" M.Chem.Soc.,Chem.Commun.1306-1307 (1990)

    • Related Report
      1990 Annual Research Report
  • [Publications] K.Seki,H.Tanaka,T.Ohta,K.Sanechika,T.Yamamoto: "UV Photoelectron Spectroscopy of Poly(1,1'ーferrocenylene)" J.Chem.Phys.Lett.

    • Related Report
      1990 Annual Research Report
  • [Publications] 山本 隆一,松永 孜: "ポリマ-バッテリ-;高分子新素材One Point" 共立出版, 97 (1990)

    • Related Report
      1990 Annual Research Report
  • [Publications] 山本 隆一: "高分子錯体の導電機能;高分子錯体ー機能と応用" 学会出版センタ-, 38 (1990)

    • Related Report
      1990 Annual Research Report
  • [Publications] Takakazu Yamamoto: "Alkaline Metal Secondary Batteries Using Poly(2,5-pyridinediyl)as an Active Electrode Material" Jpn.J.Appl.phys.28. L875-L876 (1988)

    • Related Report
      1989 Annual Research Report
  • [Publications] Takakazu Yamamoto,Akio Kashiwazaki,Kazunori Kato: "Polymers and Oligomers with Substituted 2,5-Thienylene Units.Preparation and Electrical Conducting Properties" Makromol.Chem.190. 1649-1655 (1989)

    • Related Report
      1989 Annual Research Report
  • [Publications] Takakazu Yamamoto,Tsukasa Maruyama,Kenji Kubota: "Polarizing Film Prepared by Using Linear Poly(2,5-pyridinediyl)" Chem.Lett.1951-1952 (1989)

    • Related Report
      1989 Annual Research Report
  • [Publications] Takakazu Yamamoto,Ken-ichi Sanechika,Masakazu Hishinuma: "Conductive Polymer Materials" MRS Meeting Report. 1. 57-60 (1989)

    • Related Report
      1989 Annual Research Report
  • [Publications] Takakazu Yamamoto,Atsushi Morita,Tsukasa Maruyama,Z.-H.Zhou,Takaki Kanbara,Ken-ichi Sanechika: "New Method for Preparation of Poly(2,5-Thienylene),Poly(p-phenylene)and Related Polymers" Polym.J.22. 187-196 (1990)

    • Related Report
      1989 Annual Research Report
  • [Publications] Ken-ichi Sanechika,Takakazu Yamamoto,Hiroshi Sakai: "Mossbauer Spectroscopic Stidy of FeCl_3 Complexes of Poly(N-methyl-2,5-pyrrolylene),Poly(2,5-thienylene),Poly(3-methy-2,5-thienylene)Prepared by Ni-catalyzed Polycondensation" J.Macromol.Sci.-Chem.

    • Related Report
      1989 Annual Research Report
  • [Publications] 山本隆一(分担): "高分子錯体" 学会出版センタ-, (1990)

    • Related Report
      1989 Annual Research Report
  • [Publications] 山本隆一(分担): "ポリマ-バッテリ-" 共立出版, 110ペ-ジ (1990)

    • Related Report
      1989 Annual Research Report

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Published: 1989-04-01   Modified: 2016-04-21  

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