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Design of functional solids employing pi-electron systems connected with hydrogen-bonds

Research Project

Project/Area Number 02804032
Research Category

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

Allocation TypeSingle-year Grants
Research Field 物理化学一般
Research InstitutionOkazaki National Research Institutes

Principal Investigator

INABE Tamotsu  Okazaki National Research Institutes, Institute for Molecular Science, Research Associate, 分子科学研究所, 助手 (20168412)

Co-Investigator(Kenkyū-buntansha) MITANI Tadaoki  Okazaki National Research Institutes, Institute for Molecular Science, Associate, 分子科学研究所, 助教授 (50010939)
MARUYAMA Yusei  Okazaki National Research Institutes, Institute for Molecular Science, Professor, 分子科学研究所, 教授 (40013479)
Project Period (FY) 1990 – 1991
Project Status Completed (Fiscal Year 1991)
Budget Amount *help
¥1,700,000 (Direct Cost: ¥1,700,000)
Fiscal Year 1991: ¥600,000 (Direct Cost: ¥600,000)
Fiscal Year 1990: ¥1,100,000 (Direct Cost: ¥1,100,000)
KeywordsIntramolecular Hydrogen-bond / Charge-transfer complex / Hydrogen-bond structure / Proton dynamics / Intermolecular Hydrogen-bond
Research Abstract

Hydrogen-bonded systems, in which the proton transfer is coupled with the pi-electron configurational change, are the subject of this study. If the interaction between the molecules is sufficiently strong in the crystalline state, the proton motion is expected to modulate the electronic properties of the crystal. In this research project, structures and physical properties of intra-and inter-molecular hydrogen-bonded systems have been investigated to explore the possibilities of constructing novel functional solids based on the proton transfer.
1. N-Salicylideneaniline derivatives and their charge transfer complexes have been selected for the intramolecular hydrogen-bonded system. From X-ray analyses of the OH・・・N hydrogen-bond structures, it has been confirmed that the equilibrium position of the proton changes by chemical modification of the molecule or by the strength of the charge-transfer interaction operating between molecules. This structural change can also be verified from the … More differences in their thermochromic behavior and in their infrared spectra. From the measurements of the NMR relaxation time of^1H, the proton dynamics has been found to depend strongly on the structural change in the hydrogen bond by chemical modification. Since the coupling between the proton motion and conduction electrons is expected to lead a novel type of electrical properties, various derivatives have been employed as a donor component for preparing charge transfer complexes. Although no highly conducting single crystals have been obtained yet, it has been found that some combinations yield conducting powder. Efforts for the crystal growth will be continued.
2. Some compounds which belong to the intermolecular hydrogen-bonded system, which are composed of aromatic amines and TCNQ type or benzoquinone type acceptors, have been found to be highly conducting. However, most of them have a mixed-type stacking structure, which is quite different from typical conductors. It has also been found that some complexes can be converted from non-conducting to conducting state by heat treatment. Although DAP-TCNQ(DAP; 1,6-pyrenediamine), which is the only complex which has a segregated-type stacking structure, has been found to show high conductivity at room temperature, the activation energy of conduction is anomalously high. Elucidation of the relation between these unique phenomena found and the hydrogen-bonding will be the next step of this study. Less

Report

(3 results)
  • 1991 Annual Research Report   Final Research Report Summary
  • 1990 Annual Research Report
  • Research Products

    (18 results)

All Other

All Publications (18 results)

  • [Publications] T.Inabe他: "Structure and Optical Properties of Thermochromic Schiff Bases.Charge Transfer Interaction and Proton Transfer in the N-Tetrachlorosalicylideneaniline and N-Tetrachlorosalicylidene-l-pyrenylamine Crystals" Bulletin of the Chemical Society of Japan. 64. 801-810 (1991)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] T.Inabe: "Proton Transfer in N-Salicylideneanilines.An Approach to Controlling the Charge Transport in Molecular Materials" New Journal of Chemistry. 15. 129-136 (1991)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] S.Takeda他: "NMR Study of Proton Dynamics in the NHO Hydrogen Bonds in the Thermochromic Crystals of N-Salicylideneanilines" Chemical Physics Letters. 189. 13-17 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] T.Inabe他: "Proton Transfer in N-Salicylideneanilines-Effect of Charge-Transfer Interaction" Molecular Crystals and Liquid Crystals.

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] K.Okaniwa他: "Intra-and Inter-Molecular Charge Transfer Interactions in H-Bonded DTPP Crystals" Molecular Crystals and Liquid Crystals.

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] S.Takeda他: "NMR Study of Proton Dynamics in the Hydrogen Bond in the Thermochromic Crystals of N-Salicylideneaniline Derivatives" Molecular Crystals and Liquid Crystals.

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] T.Inabe他: "Crystal Structure and Transport Properties of a Hydrogen-Bonded 1:1 Charge-Transfer Complex Composed of 1,6-Pyrenediamine and 7,7,8,8-Tetracyanoquinodimethane(DAP-TCNO)"

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] T. INABE, et al.: "Structure and Optical Properties of Thermochromic Schiff Bases. Charge Transfer Interaction and Proton Transfer in the N-Tetrachlorosalicylideneaniline and N-Tetrachlorosalicylidene-1-pyrenylamine Crystals" Bull. Chem. Soc. Jpn.64. 801-810 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] T. INABE,: "Proton Transfer in N-Salicylideneanilines. An Approach to Controlling the Charge Transport in Molecular Materials" New J. Chem. 15. 129-136 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] S. TAKEDA, et al.: "NMR Study of Proton Dynamics in the NHO Hydrogen Bonds in the Thermochromic Crystals of N-Salicylideneanilines" Chem. Phys. Leet.189. 13-17 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] T. INABE, et al.: "Proton Transfer in N-Salicylideneanilines-Effect of Charge-Transfer Interaction" Mol. Cryst. Liq. Cryst.

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] K. OKANIWA, et al.,: "Intra-and Inter-Molecular Charge Transfer Interactions in H-Bonded DTPP Crystals" Mol. Cryst. Liq. Cryst.

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] S. TAKEDA, et al.: "NMR Study of Proton Dynamics in the Hydrogen Bond in the Thermochromic Crystals of N-Salicylideneaniline Derivatives" Mol. Cryst. Liq. Cryst.

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] T. INABE, et al.: "Crystal Structure and Transport Properties of a Hydrogen-Bocnded 1:1 Charge-Transfer Complex Composed of 1,6-Pyrenediamine and 7,7,8,8-Tetracyanoquinodimethane (DAP-TCNQ)" manuscript.

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] T.Inabe: "Proton Transfer in N-Salicylideneanilines.An Approach to Controlling the Charge Transport in Molecuar Materials" New Journal of Chemistry. 15. 129-136 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] S.Takeda他: "NMR Study of Proton Dynamics in the NHO Hydrogen Bonds in the Thermochromic Crystals of NーSalicylideneanilines" Chemical Physics Letters. 189. 13-17 (1992)

    • Related Report
      1991 Annual Research Report
  • [Publications] Tamotsu,INABE,他: "Structure and Optical Properties of Thermochromic Schiff Bases.Charge Transfer Interaction and Proton Transfer in the NーTetraーchlorosalicylideneaniline and NーTetrachlorosalicylideneーlーpyrenylーamine Crystals" Bulletin of the Chemical Society of Japan. 64. 801-810 (1991)

    • Related Report
      1990 Annual Research Report
  • [Publications] Tamotsu INABE: "Proton Transfer in NーSalicylideneanilines.An Approach to Controlling the Charge Transport in Molecular Materials" New Journal of Chemistry. (1991)

    • Related Report
      1990 Annual Research Report

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Published: 1990-04-01   Modified: 2016-04-21  

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