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Polymerization of Diacetylenes in Orderd Reaction Medium

Research Project

Project/Area Number05640666
Research Category

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

Allocation TypeSingle-year Grants
Research Field 物質変換
Research InstitutionThe University of Tokyo

Principal Investigator

SUGAWARA Tadashi  The University of Tokyo, College of Arts and Sciences, Professor, 教養学部, 教授 (50124219)

Project Period (FY) 1993 – 1994
Project Status Completed(Fiscal Year 1994)
Budget Amount *help
¥1,900,000 (Direct Cost : ¥1,900,000)
Fiscal Year 1994 : ¥800,000 (Direct Cost : ¥800,000)
Fiscal Year 1993 : ¥1,100,000 (Direct Cost : ¥1,100,000)
KeywordsLiquid Crystal Phase Polymerization / Polydiacetylenes / Nematic Phase / Design of Reaction Environment / ネマチック液晶 / 反応性中間体 / ビラジカル / リビングオリゴマー
Research Abstract

Diacethylene derivative carrying a mesogenic core has been prepared and its kinetic behavior of the nematic phase polymerization has been investigated. The obtained results are as follows.
1) Diacethylene trimer carrying cyclopropene rings was isolated. The trimer generates a biradical, which has a thermally accessible tripler state (D=0.00253 cm^<-1>, E=0.00041 cm^<-1>), through the ring cleavage by UV irradiation or by heating at temperatures higher than 90゚C.
2) The molecular and electronic structure of the biradical was calculated by GVB method in collaboration with Prof.S.Nagase (Yokohoma National Univ.). The calculated result is consistent with the experimental result.
3) Template effect of the trimer or the pentamer on the oligomerization process of diacethlenes was discovered.
These kinetic features can be well rationalized by the flexibility and orderness of the reaction environment of the nematic phase.

Report

(3results)
  • 1994 Annual Research Report   Final Research Report Summary
  • 1993 Annual Research Report

Research Products

(24results)

All Other

All Publications

  • [Publications] T.Okuno et al.: "Crystal Structure and Solid State Reactivity of Unsymmetrically Aryl-substituted Diacetylene" Mol. Cryst. Liq. Cryst.225. 393-398 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] A.Izuoka et al.: "Kinetic Feature of Nematic Phase Polymerization of Diacethylenes" Mol. Liq. Cryst. Mol. Cryst.226. 201-205 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] A.Izuoka et al.: "Magnetically Coupled Molecular System Composed of Organic Radicals with Different Spin Multiplicities" J. Am. Chem. Soc.116. 2609-2610 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] R.Kumai et al.: "Intramolecular Exchange Interaction in a Novel Cross-Conjugated Spin System Composed of π-Ion Radical and Nitronyl Nitroxide" J. Am. Chem. Soc.116. 4523-4524 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] T. Mochida et al.: "Dielectric relaxtion Derived from Collective Molecular Reorientation of 9-Hydroxyphenalenone in the Solid-State" J. Chem. Phys.100. 6646-6648 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] T.Sugawara et al.: "An Organic Ferromagnet : α-Phase Crystal of 2-(2',5'-Dihydroxyphenyl)-4,4,5,5-tetramethyl 1-4,5-dihydro-1H-imidazolyl-1-oxy-3-oxide(α-HQNN)" J. Chem. Soc.,Chem. Commun.1723-1724 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] T.Sugawara: "How Can Crystalline Environment Provide Outstanding Stability and Chemistry in Molecular Crystals" "Reactivity in Molecular Crystals" Kodansha,Tokyo and VCH,Weinheim eds. Y.Ohashi, 12 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] T.Okuno et al.: "Crystal Structure and Solid State Reactivity of Unsymmetrically Aryl-substituted Diacetylene" Mol.Cryst.Liq.Cryst.225. 393-398 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] A.Izuoka et al.: "Kinetic Feature of Nematic Phase Polymerization of Diacethylenes" Mol.Liq.Cryst.Mol.Cryst.226. 201-205 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] A.Izuoka et al.: "Magnetically Conpled Molecular System Composed of Organic Radicals with Different Spin Multiplicities" J.Am.Chem.Soc.116. 2609-2610 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] R.Kumai et al.: "Intramolecular Exchange Interaction in a Novel Cross-Conjugated Spin System Composed of pi-Ion Radical and Nitronyl Nitroxide" J.Am.Chem.Soc.116. 4523-4524 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] T.Mochida et al.: "Dielectric relaxation Derived from Collective Molecular Reorientation of 9-Hydroxyphenalenone in the Solid-State" J.Chem.Phys.100. 6646-6648 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] T.Sugawara et al.: "An Organic Ferromagnet : alpha-Phase Crystal of 2- (2', 5'-Dihydroxyphenyl) -4,4,5,5-tetramethyl 1-4,5-dihydro-1H-imidazolyl-1-oxy-3-oxide (alpha-HQNN)" J.Chem.Soc., Chem.Commun.1723-1724 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] T.Sugawara: "Reactivity in Molecular Crystals", How Can Crystalline Environment Provide Outstanding Stability and Chemistry in Molecular Crystals. Kodansha, Tokyo and VCH,Weinheim eds. Y.Ohashi, 12 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] A.Izuoka et al.: "Magnetically Compled Molecular System Composed of Organic Radicals with Different Spin Multiplicities" J.Am.Chem.Soc.116. 2609-2610 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] R.Kumai et al.: "Intramolecular Exchange Interaction in Novel Cross-Conjugated Spin System Composed of π-Ion Radical and Nitronyl Nitroxide" J.Am.Chem.Soc.116. 4523-4524 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] R.Kumai et al.: "Characteristics of Molecular-Based Corductors repared by Twin Donors with a Hydroger-Bonded Counter Ion System" Mol.Cryst. Liq.Cryst.255. 17-26 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] T.Mochida et al.: "Dielectricrelaxation Derived from Collective Molecular Reorientation of 9-Hydroxyphenalenone in the Solid-State" J.Chem.Phys.100. 6646-6648 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] T.Sugawara et al.: "α-Phase Crystal of 2-(2′,5′-Dihydroxyphenyl)-4,4,5,5-tetramethyl 1-4,5-diphydro-1H-imidazolyl-1-oxy-3-oxide(α-HQNN)" J.Chem.Soc,Chem.Commun. 1723-1724 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] T.Mochida et al.: "Quantus Paraeletricity Based on Tautomerization of 9-Hydroxyphenalenone Derivatives" J.Chem.Phys.101. 7971-7974 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] Tadashi Sugawara: "Crystal structure and solid state reactivity of unsymmetrically aryl-substituted diacetylene" Mol.Cryst.Liq.Cryst.225. 393-398 (1993)

    • Related Report
      1993 Annual Research Report
  • [Publications] Tadashi Sugawara: "Kinetic feature of nematic phase polymerization of diacetylenes" Mol.Cryst.Liq.Cryst.226. 201-205 (1993)

    • Related Report
      1993 Annual Research Report
  • [Publications] Tadashi Sugawara: "Structure and properties of overcrowed condensed polycyclic aromatic hydrocarbons" Toyota Kenkyu Hokoku. 46. 165-173 (1993)

    • Related Report
      1993 Annual Research Report
  • [Publications] Tadashi Sugawara: "How can crystalline environment provide outstanding stability and chemistry in molecular crystals" “Chemical Reaction in Molecular Crystals"Kodansha,Tokyo and VCH,Weinheim eds.Y.Ohashi, 12 (1993)

    • Related Report
      1993 Annual Research Report

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Published : 1993-04-01   Modified : 2016-04-21  

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