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1987 Fiscal Year Final Research Report Summary

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
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
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

  • Research Products

    (30 results)

All Other

All Publications (30 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
  • [Publications] 吉田 善一: Angewandte Chemie, International Edition, English. 24. 60-61 (1985)

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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      「研究成果報告書概要(欧文)」より
  • [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
  • [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)

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

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      「研究成果報告書概要(欧文)」より
  • [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
  • [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
  • [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
  • [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
  • [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)

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

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      「研究成果報告書概要(欧文)」より
  • [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)

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      「研究成果報告書概要(欧文)」より
  • [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)

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  • [Publications] Miki, Sadao: "Co(II)porphyrin Catalyzed Isomerication of Bicyclobutanecarbonitrile." Teranhedron Letters. 27. 3669-3672 (1986)

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Published: 1989-03-30  

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