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Developmental Study of New Functionality Materials For Energy Storage and Transport.

Research Project

Project/Area Number 61850151
Research Category

Grant-in-Aid for Developmental Scientific Research

Allocation TypeSingle-year Grants
Research Field 有機工業化学
Research InstitutionKyoto University

Principal Investigator

YOSHIDA Zen-ichi  Department of Synthetic Chemistry,Kyoto University ; Professor, 工学部, 教授 (60025814)

Co-Investigator(Kenkyū-buntansha) MIKI Sadao  Department of Synthetic Chemistry, Kyoto University ; Instructor, 工学部, 助手 (30135537)
KOBAYASHI Tsunetoshi  Institute of Physical and Chemical Research., 研究員 (30109798)
MARUYAMA Toshiro  Department of Chemical Engineering, Kyoto University ; Instructor, 工学部, 助手 (40026282)
SUGIMOTO Toyonari  Department of Synthetic Chemistry, Kyoto University ; Instructor (, 工学部, 助手 (30093256)
TAMARU Yoshinao  Department of Synthetic Chemistry, Kyoto University ; Assistant Professor (, 工学部, 助教授 (80026319)
Project Period (FY) 1986 – 1987
Project Status Completed (Fiscal Year 1987)
Budget Amount *help
¥22,000,000 (Direct Cost: ¥22,000,000)
Fiscal Year 1987: ¥9,000,000 (Direct Cost: ¥9,000,000)
Fiscal Year 1986: ¥13,000,000 (Direct Cost: ¥13,000,000)
KeywordsSynthetic metal / Electron donor / CT complex / Lectric conductivity / Solar energy storage Donor-acceptor norbornadiene / Heterogeneous catalyst / Energy-releasing / エネルギー放出 / 光エネルギー / 変換貯蔵 / ドナー・アクセプター / ノルボルナジエン / 放熱過程 / 導電有機材料
Research Abstract

As new electron donors for organic metals, vinylogues of TTF and radialenes possessing 1,3-dithiol-2-ylidene moieties have been synthesized, and electric propeties of their CT-complexes have been studied. Among their CT-complexes with several electon acceptors, the 1 : 1 complex of bis( 1,3-dithiafulvenyl ) with TCNQ revealed high electric aonductivity of <sigma> 300゜K = 16 S/cm. Additionally, the electric conductivity of the complex showed a temperature dependence ressmbling that of metal, indicating that the complex is undoubtedly " organic metal ". The new radialenes, in particular (3)radialene, are expected as desirable electron donors for new types of organic metals, because of their high electron-donating ability and of their high co-planarity.
The electlric properties of (4)radialene-TCNQ ( or TCNQE_4 ) CT complex and of the PF6 and C10_4 salts of (4)radialene cation radical were investigated in compressed pellet or crystal state, and their results suggested the possiblility of o … More rganic metals. A possibility preparing the mixed valency state was also suggested.
A number of the donor-acceptor norbornadienes has been prepared, and their efficiencies of storing light energy under solar insolation have been assessed experimentally.
2,3-Dicyano-4,5,6-trimethylnorbornadiene showed the fighest efficiency. The chemical conversion of the norbornadiene to the corresponding quadricyclane under insolation was 5 mol/m^2 day for a typical run which was close to the theoretical one, 6 mol/m^2 day. The development study of the heterogeneous catalyst for the energy-releasing process has been performed begining with a series of fundamental studies including screening of metal elements, reaction mechanisms of metal catalysed cycloreversion, methods for immobilization of catalyst and so forth. Consequently, an excellent heterogeneous catalyst for the cycloreversion of trimethyldicyanoquadricyclane has been found, which revealed many prominent properties, high activity, small deactivation rate and moreover ability of restoration of activity by heating the used catalyst under vacuo. Less

Report

(2 results)
  • 1987 Final Research Report Summary
  • 1986 Annual Research Report
  • Research Products

    (36 results)

All Other

All Publications (36 results)

  • [Publications] 杉本 豊成: Journal of the American Chemical Society. 107. 5792-5793 (1985)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] 吉田 善一: Angewandte Chemie, International Edition, English. 24. 60-61 (1985)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] 三木 定雄: Tetrahedron Letters. 26. 3487-3490 (1985)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] 丸山 敏朗: Uournal of Chemical Engineering of Japan. 18. 515-519 (1985)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] 小林 常利: Chemical Physics Letters. 125. 586-588 (1986)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] 杉本 豊成: Journal of the American Chemical Society. 108. 7032-7038 (1986)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] 三木 定雄: Tetrahedron Letters. 27. 3669-3672 (1986)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] 三木 定雄: Chemistry Letters. 195-198 (1987)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] 杉本 豊成: Heterocycles. 25. 83-88 (1987)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] 杉本 豊成: Synthetic Metals. 569-572 (1987)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] 小林 常利: Journal of the American Chemical Society. 9. 5103-5108 (1987)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] 杉本 豊成: Journal of the American Chemical Society. 110. 628-629 (1988)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] 三木 定雄: Tetrahedron. 44. 55-61 (1988)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] 三木 定雄: Bullethin of the Chemical Society of Japan. 61. 973-981 (1988)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] 淡路 弘: Journal of Physical Organic Chemistry. 1. XXX-XXX (1988)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] Sugimoto,Toyonari: "Tetrakis(1,3-dithiol-2-ylidene)cyclobutane : A novel and Promising Lectron Donor for Organic Metals." Journal of the American Chemical Society. 107. 5792-5793 (1985)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] Yoshida, Zen-ichi: "A Novel Transformation of a Calicene to an Azulenofulvene." Angewandte Chemie, International Edition, English. 24. 60-61 (1985)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] Miki,Sadao: "Tetraphenylporphyrin-Catalyzed Isomerization of Electronegative Substituted quadricyclanes." Tetrahedron Letters. 26. 3487-3490 (1985)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] Maruyama, Toshiro: "Laboratory Liquid-solid Reactor in Heterogeneous Catalysis" Journal of Chemical Engineering of Japan. 18. 515-519 (1985)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] Kobayashi, Tsunetoshi: "Avoided Crossing Between the Ground and First Excited^2 A' Cation States of Dicyanobicycloalkadiene Series Revealed by Photoelectron Spectgroscopy" Chemical Physics Letters. 125. 586-588 (1986)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] Sugimoto, Toyonari: "Electronic Structure of Cyclic Bicalicenes." Jouranl of the Maerican Chemical Society. 108. 7032-7038 (1986)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] Miki,Sadao: "Photochromic Solid Films Prepared by Dopling With Donor-Acceptor Norbornadienes." Chemistry Letters. 195-198 (1987)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] Sugimoto, Toyorari: "Synthesis and Electrochemical Behavior of 1,4 -Dithiin Ring Condensed Systems." Heterocycles. 25. 83-88 (1987)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] Sugimoto, Toyonari: "New Donors for Organic Metals." Synthetic Metals. 19. 569-572 (1987)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] Kobayashi, Tsunetoshi: "Electronic Structures of Dicyanobicycloalkadienes." Journal of the Maerican Chemical Society. 109. 5103-5108 (1987)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] Sugimoto, Toyonari: "Tetrakis(1,3-dithiol-2-ylidene)cyclopentanone: A New Electron Donor With Remarkably Low Oxidation Potential." Jornal of the Maerican Chemical Society. 110. 628-629 (1988)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] Miki, Sadao: "Catalysis of Cyclopropenylidene Palladium(II) Complexes for the Isomerization of Quadricyclane to Norbornadiene." Tetrahedron. 44. 55- (1988)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] Miki, Sadao: "Alumina-Nachored Cobaltg Porphine Catalysts for the Conversion of Quadricyclane to Norbornadiene." Bulletin of the Chemical Society of Japan. 61. 973-981 (1988)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] Awaji, Hiroshi: "Ethenediylidene-2,2'-Bis(1,3-dithiol) and Butatriene-1,4-diylidene- 2,2'-bis(1,3-dithiole)." Journal of Physical Organic Chemistry. 1. (1988)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] Miki, Sadao: "Co(II)porphyrin Catalyzed Isomerication of Bicyclobutanecarbonitrile." Teranhedron Letters. 27. 3669-3672 (1986)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] Toyonari Sugimoto: Journal of the American Chemical Society. 107. 5792-5793 (1985)

    • Related Report
      1986 Annual Research Report
  • [Publications] Toshiro Maruyama: J.Chem.Engn.Jpn.18. 515-519 (1985)

    • Related Report
      1986 Annual Research Report
  • [Publications] Sadao Miki: Tetrahedron Lett.26. 3487-3490 (1985)

    • Related Report
      1986 Annual Research Report
  • [Publications] Tsunetoshi Kobayashi: Chem.Phys.Lett.125. 586-588 (1986)

    • Related Report
      1986 Annual Research Report
  • [Publications] Toyonari Sugimoto: Heterocycles. 25. 83-88 (1987)

    • Related Report
      1986 Annual Research Report
  • [Publications] Toyonari Sugimoto: Synth.Metals. 19. 569-572 (1987)

    • Related Report
      1986 Annual Research Report

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Published: 1987-03-31   Modified: 2016-04-21  

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