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Preparation of Monocyclic Liquid Crystals

Research Project

Project/Area Number 02453025
Research Category

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

Allocation TypeSingle-year Grants
Research Field 有機化学一般
Research InstitutionKyushu University

Principal Investigator

MORI Akira  Inst. Adv. Mater. Study Associate Professor, 機能物質科学研究所, 助教授 (70038602)

Project Period (FY) 1990 – 1991
Project Status Completed (Fiscal Year 1991)
Budget Amount *help
¥6,800,000 (Direct Cost: ¥6,800,000)
Fiscal Year 1991: ¥1,800,000 (Direct Cost: ¥1,800,000)
Fiscal Year 1990: ¥5,000,000 (Direct Cost: ¥5,000,000)
KeywordsMonocyclic Liquid Crystals / [1, 9] Sigmatropy / Troponoid / Enlargement of Core / Low Viscous Liquid Crystals / 単環性液晶 / トロポノイド液晶 / 分子運動
Research Abstract

Generally, the core structure of liquid crystals consists of at least two ring systems. Six-membered rings are used as a core moiety and a wider troponoid is less favored.
An acyl group of 2-acyloxytropones can migrate between the two oxygen atoms of C-1 and C-2, so-called [1, 9] sigmatropy, which assisted to be mesogenic. The [1, 9] sigmatropy made molecules orientated along the longer molecular axis to exhibit the mesophase. A monocyclic troponoid (1) showed a monotropic smectic A phase. A pseudo five-membered ring was formed to assist the appearance of the mesophase by the [1, 9] sigmatropy. It is anticipated that monocyclic liquid crystals have low viscosity.
The second monocyclic liquid crystals 2 also showed a monotropic smectic A phase. In order to increase the thermal stability of the monocyclic liquid crystals, a double bond was introduced into an alkyl side chain. The thermal stability of 3 was similar to that of 2. While compounds 3 (m=15, n=11 and m=18, n=11) showed a mesophase, corresponding 2 (m=15, n=13 and m=18, n=13) did not. The double bond in the side chain extended the core part of 3. Compounds with double bond (s) such as 4 and 5, therefore, would be more mesogenic than 13. Thus, the characteristic dynamic property of the seven-membered cross conjugated compounds, which does not observe in benzenoids, worked on the appearance of the mesophase.
It is noteworthy to succeed the preparation of monocyclic liquid crystals in terms of not only preparing low viscous liquid crystals, but revising that the core part of liquid crystals has to have at least two rings.
<<chemical formula>>

Report

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

    (30 results)

All Other

All Publications (30 results)

  • [Publications] A.Mori,H.Takeshita K.Kita,M.Uchida: "Synthesis of 2-(Alkanoyloxy)-5-alkoxytropones.Novel Monocyclic Rod-Type Liquid Crystals" Journal of American Chemical Society. 112. 8635-8636 (1990)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] A.Mori,R.Nimura,H.Takeshita: "Assistance of the Intermolecular Hydrogen Bonding on the Appearance of the Smectic C Phase in 2-(4-Alkoxybenzoyloxy)-5-alkoxyaminotropone Liquid Crystals" Chemistry Letters. 1991. 77-80 (1991)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] A.Mori,H.Taya,H.Takeshita: "New Liquid Crystals with a Flexible Benzyloxytropone Core" Chemistry Letters. 1991. 579-580 (1991)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] K.Kida,M.Uchida,N.Kato,A.Mori,H.Takeshita: "The 〔1,9〕Sigmatropy and Liquid Crystalline Properties of 5-Alkoxy-2-(fluorobenzoyloxy)tropone Derivatives.Display of the Smectic A Phase" Chemistry Express. 6. 503-503 (1991)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] K.Kida,A.Mori,H.Takeshita: "The First Synthesis of the Rod-Type Monocyclic Liquid Crystals with 2-Acyloxytropone Structure" Molecular Crystals and Liquid Crystals. 199. 387-391 (1991)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] A.Mori,N.Kato,H.Takeshita,M.Uchida,H.Taya,R.Nimura: "Preparation and Thermal Properties of New Liquid Crystals with a 2-Benzoyloxy-2,4-6cycloheptatrien-1-one Core" Journal of Materials Chemistry. 1. 799-801 (1991)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] A.Mori,R.Mori,H.Takeshita: "Monocyclic Rod-Type Liquid Crystals,2-(2-Alkenyloxy)-5-alkoxy-tropones" Chemistry Letters. 1991. 1795-1796 (1991)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] 竹下 齊,森 章,長尾 知浩: "非べンゼン系牙香族化合物の機能物質への展開" 九州大学機能物質科学研究報告. 3. 145-166 (1990)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] A.Mori,R.Nimura,M.Isobe,H.Takeshita: "Crucial Role of the Tropone C=O Group in Preferential Exhibition of Smectic C Phase through Intermolecular Hydrogen Bonding" Chemistry Letters. 1992. (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] A. Mori, H. Takeshita, K. Kida, M. Uchida: "Synthesis of 2- (Alkanoyloxy) -5-alkoxytropones. Novel Monocyclic Rod-Type Liquid Crystals" Journal of American Chemical Society. 112. 8635-8636 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] A. Mori, R. Nimura, H. Takeshita: "Assistance of the Intermolecular Hydrogen Bonding on the Appearance of the Smectic C Phase in 2- (4-Alkoxybenzoyloxy) -5-alkoxyaminotropone Liquid Crystals" Chemistry Letters. 77-80 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] A. Mori, H. Taya, H. Takeshita: "New Liquid Crystals with a Flexible Benzyloxytropone Core" Chemistry Letters. 579-580 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] K. Kida, M. Uchida, N. Kato, A. Mori, H. Takeshita: "The [1, 9] Sigmatropy and Liquid Crystalline Properties of 5-Alkoxy-2- (fluorobenzoyloxy) tropone Derivatives. Display of the Smectic A Phase" Chemistry Express. 6. 503-506 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] K. Kida, A. Mori, H. Takeshita: "The First Synthesis of the Rod-Type Liquid Crystals with 2-Acyloxytropone Structure" Molecular Crystals and Liquid Crystals. 199. 387-391 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] A. Mori, N. Kato, H. Takeshita, M. Uchida, H. Taya, R. Nimura: "Preparation and Thermal Properties of New Liquid Crystals with a 2-Benzoyloxy-2, 4, 6-cycloheptatrien-1-one Core" Journal Materials Chemistry. 1. 799-801 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] A. Mori, R. Mori, H. Takeshita: "Monocyclic Rod-Type Liquid Crystals, 2- (2-Alkenyloxy) -5-alkoxytropones" Chemistry Letters. 1795-1796 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] H. Takeshita, A. Mori, T. Nagao: "Recent Process in the Functional Material Syntheses from Novel Aromatic Compounds" The Reports of Institute of Advanced Material Study Kyushu University. 3. 145-166 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] A. Mori, R. Nimura, M. Isobe, H. Takeshita: "Crucial Role of the Tropne C=O Group in Preferential Exhibition of Smectic C Phase through Intermolecular Hydrogen Bonding" Chemistry Letters.

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] A.Mori,H.Takeshita,K.Kida,M.Uchida: "Synthesis of 2ー(Alkanoyloxy)ー5ーalkoxytropones.Novel Monocyclic RodーType Liquid Crystals" Journal of American Chemical Society. 112. 8635-8636 (1990)

    • Related Report
      1991 Annual Research Report
  • [Publications] A.Mori,R.Nimura,H.Takeshita: "Assistance of the Intermolecular Hydrogen Bonding on the Appearance of the Smectic C Phase in 2ー(4ーAlkoxybenzoyloxy)5ーalkoxyaminotropone Liquid Crystals" Chemistry Letters. 1991. 77-80 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] A.Mori,H.Taya,H.Takeshita: "New Liquid Grystals with a Flexible Benzyloxytropone Core" Chemistry Letters. 1991. 579-580 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] K.Kida,M.Uchida,N.Kato,A.Mori,H.Takeshita: "The〔1,9〕Sigmatropy and Liquid Crystalline properties properties of 5ーAlkoxyー2ー(fluorobenzoyloxy)tropone Derivatives.Display of the Smectic A phase" Chemistry Express. 6. 503-506 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] K.Kida,A.Mori,H.Takeshita: "The First Synthesis of the RodーType Monocyclic Liquid Crystals with 2ーAcyloxytropone Structure" Molecular Crystals Liquid Crystals. 199. 387-391 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] A.Mori,N.Kato,H.Takeshita,M.Uchida,H.Taya,R.Nimura: "Preparation and Thermal Properties of New Liquid Crystals with a 2ーBenzoyloxyー2,4ー6ーcycloheptatrienー1ーone Core" Journal of Materials Chemistry. 1. 799-801 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] A.Mori,R.Mori,H.Takeshita: "Monocyclic RodーType Liquid Crystals,2ー(2ーAlkenyloxy)ー5ーalkoxytropones" Chemistry Letters. 1991. 1795-1796 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] 竹下 齊・森 章・長尾 知浩: "非ベンゼン系芳香族化合物の機能物質への展開" 九州大学機能物質科学研究所報告. 3. 145-166 (1990)

    • Related Report
      1991 Annual Research Report
  • [Publications] A.Mori,R.Nimura,M.Isobe,H.Takeshita: "Crucial Role of the Tropone C=O Group in Preferential Exhibition of Smectic C Phase through Intermolecular Hydrogen Bonding" Chemistry Letters. 1992. (1992)

    • Related Report
      1991 Annual Research Report
  • [Publications] A.Mori,R.Nimura,H.Takeshita: "Assistance of the Intermolecular Hydrogen bonding on the Appearance of the Smectic C Phase in 2ー(4ーAlkoxybenzoylーoxy)ー5ーalkylaminotropone Liquid Crystals" Chemistry Letters. 77-80 (1991)

    • Related Report
      1990 Annual Research Report
  • [Publications] K.Kida,A.Mori,H.Takeshita: "The First Synthesis of the RodーType Monocyclic Liquid Crystals with 2ーAcyloxytropone Structure" Molecular Crystals and Liquid Crystals. (1991)

    • Related Report
      1990 Annual Research Report
  • [Publications] A.Mori,H.Taya,H.Takeshita: "New Liquid Crystals with a Flexible Benzyloxytropone Core" Chemistry Letters. (1991)

    • Related Report
      1990 Annual Research Report

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

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