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Design, Synthesis, and Evaluation of New Ferroelectric Liquid Crystals

Research Project

Project/Area Number 05555238
Research Category

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

Allocation TypeSingle-year Grants
Research Field 有機工業化学
Research InstitutionTokyo Institute of Technology

Principal Investigator

HIYAMA Tamejiro  Tokyo Institute of Technology, Research Laboratory of Resources Utilization, Professor, 資源化学研究所, 教授 (90026295)

Co-Investigator(Kenkyū-buntansha) TAKEHARA Sadao  Central Research Laboratories, Dainippon Ink and Chemicals, Inc., Maneager, 記録材料技術1グループ, 上席主事主任研究員
KUSUMOTO Tetsuo  Sagami Chemical Research Center, Research Fellow, 副主任研究員
黒星 学  東京工業大学, 資源化学研究所, 助手 (30242316)
Project Period (FY) 1993 – 1995
Project Status Completed (Fiscal Year 1995)
Budget Amount *help
¥16,500,000 (Direct Cost: ¥16,500,000)
Fiscal Year 1995: ¥3,000,000 (Direct Cost: ¥3,000,000)
Fiscal Year 1994: ¥5,000,000 (Direct Cost: ¥5,000,000)
Fiscal Year 1993: ¥8,500,000 (Direct Cost: ¥8,500,000)
KeywordsFerroelectric Liquid Crystal / Chiral Dopant / Fluorine-substituted Liquid Crystal / Spontaneous Polarization / Dimeric Liquid Crystal / Oxidative Desulfurization-fluorination / Cross-coupling Reaction / Fast Switching / ジヒドロベンゾフラン / 二次の非線形感受率 / 非線形光学材料 / 反強誘電性液晶 / 偶奇則 / ドーパント / 含ケイ素液晶化合物
Research Abstract

Synthetic studies of ferroelectric liquid crystals (FLCs) have been extensively carried out, since FLC materials are expected to be applicable to displays with high speed switching. Synthetic design of FLCs with a large spontaneous polarization (Ps) and a short response time led to optically active compounds having a chiral center and a polar group at benzylic position. FLC mixtures doped with a cyanocyclopropane, fluorocyclopropane, gamma-lactone, tetrahydrofuran, or 1,3-dioxane derivative exhibited large Ps. The sign of Ps was found to well correlate to the absolute configuration of the chiral center of the compound. Design and synthesis of FLCs for fast switching led to optically active fluorine-substituted compounds like fluoroalkyl ethers, fluoroalkyl esters, fluoroalkanoic acid esters, and 1-arylfluoroalkanes. Especially phenylpyrimidines having 2-fluoroalkoxyl, 3-fluoroalkoxyl, or 3-fluoroalkyl group as a chiral chain realized short response time. Compounds containing 2,3-difluoroalkoxyl or 2-fluoro-2-methylalkanoyloxy group also were found to exhibit large Ps'.

Report

(4 results)
  • 1995 Annual Research Report   Final Research Report Summary
  • 1994 Annual Research Report
  • 1993 Annual Research Report
  • Research Products

    (36 results)

All Other

All Publications (36 results)

  • [Publications] 楠本 哲生: "ベンジル位に不斉中心と極性基を持つ強誘電性液晶化合物のデザインと合成" 染料と薬品. 58. 57-71 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Tetsuo KUSUMOTO: "Synthesis and Properties of Optically Active 1,3-Diols and their Derivatives and Chiral Dopants for Ferroelectric Liquid Crystals" Liquid Crystals. 14. 727-732 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Tetsuo KUSUMOTO: "Fluoroalkyl-Substituted Phenylpyrimidines as Chiral Dopants for Ferroelectric Liquid Crystals" Ferroelectrics. 148. 147-152 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Tetsuo KUSUMOTO: "Design Synthesis and Properties of New Chiral Dopants for Ferroelectric Liquid Crystals" Ferroelectrics. 148. 153-160 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] 楠本 哲生: "フッ素を極性基に持つ強誘電性液晶" 染料と薬品. 39. 6-17 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Hiroshi MATSUTANI: "Synthesis of Ferroelectric Liquid Crystals Having Chiral Nitrodihydrobenzofuran Structure" Mol.Cryst.Liq.Cryst.263. 131-138 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Tetsuo KUSUMOTO: "Synthesis and Electro-Optical Properties of Dihydrobenzofurans and Dihydrofuropyridines as Chiral Dopants for Ferroelectric Liquid Crystals" Chem.Lett.537-358 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Yoshiichi SUZUKI: "Synthesis and Properties of Dimeric Antiferroelectric Liquid Crystals21GC08:Chem.Lett." 719-720 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] 楠本 哲生: "光学活性オキシランを用いる強誘電性および反強誘電性液晶化合物の合成" 染料と薬品. 40. 227-241 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Tetsuo KUSUMOTO: "Design and Synthesis of Ferroelectric Liquid Crystalline Compounds Having a Chiral Center and a Polar Group at the Benzylic Position" Dyestuffs & Chemicals. 38. 57-71 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Tetsuo KUSUMOTO: "Synthesis and Properties of Optically Active 1,3-Diols and their Derivatives and Chiral Dopants for Ferroelectric Liquid Crystals" Liquid Crystals. 14. 727-732 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Tetsuo KUSUMOTO: "Fluoroalkyl-Substituted Phenylpyrimidines as Chiral Dopants for Ferroelectric Liquid Crystals" Ferroelectrics. 148. 147-152 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Tetsuo KUSUMOTO: "Design Synthesis and Properties of New Chiral Dopants for Ferroelectric Liquid Crystals" Ferroelectrics. 148. 153-160 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Tetsuo KUSUMOTO: "Ferroelectric Liquid Crystals Having a Fluorinated Polar Group" Dyestuffs & Chemicals. 39. 6-17 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Hiroshi MATSUTANI: "Synthesis of Ferroelectric Liquid Crystals Having Chiral Nitrodihydrobenzofuran Structure" Mol.Cryst.Liq.Cryst.263. 131-138 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Tetsuo KUSUMOTO: "Synthesis and Electro-Optical Properties of Dihydrobenzofurans and Dihydrofuropyridines as Chiral Dopants for Ferroelectric Liquid Crystals" Chem.Lett.537-358 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Yoshiichi SUZUKI: "Synthesis and Properties of Dimeric Antiferroelectric Liquid Crystals" Chem.Lett.719-720 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Tetsuo KUSUMOTO: "Synthesis of Ferroelectric and Antiferroelectric Liquid Crystalline Materials using Optically Active Oxiranes" Dyestuffs & Chemicals. 40. 227-241 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Tetsuo KUSUMOTO: "Anti-Selective Alkylation of Carboxylate Enolates with 2-Sulfonyloxyalkanes: A New Route to Optically Active 2-Arylalkanoic Acids" Tetrahedron Lett. ,. 36. 1071-1074 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] Hiroshi MATSUTANI: "Synthesis of Ferroelectric Liquid Crystals Having Chiral Nitrodihydrobenzofuran Structure" Mol. Cryst. Liq. Cryst. ,. 263. 131-138 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] Tetsuo KUSUMOTO: "The Importance of the Electric Interaction for Stabilizing the Antiferroelectric Smectic Liquid-Crystalline Phase" Jpn. J. Appl. Phys. ,. 34,Part 2,. L830-L832 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] Tetsuo KUSUMOTO: "Synthesis and Electro-Optical Properties of Dihydrobenzofurans and Dihydrofuropyridines as Chiral Dopants for Ferroelectric Liquid Crystals" Chem. Lett. ,. 537-358 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] Yoshiichi SUZUKI: "Synthesis and Properties of Dimeric Antiferroelectric Liquid Crystals" Chem. Lett. ,. 719-720 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] 楠本 哲生: "光学活性オキシランを用いる強誘電性および反強誘電性液晶化合物の合成" 染料と薬品. 40. 227-241 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] Tetsuo KUSUMOTO: "Fluoroalkyl-Substituted Phenylpyrimidines as Chiral Dopants for Ferroelectric Liquid Crystals" Ferroelectrics. 148. 147-152 (1993)

    • Related Report
      1994 Annual Research Report
  • [Publications] Tetsuo KUSUMOTO: "Design Synthesis and Properties of New Chiral Dopants for Ferroelectric Liquid Crystals" Ferroelectrics. 148. 153-160 (1993)

    • Related Report
      1994 Annual Research Report
  • [Publications] Sadao TAKEHARA: "New Chiral Dopants for FLC Materials : Optically Active Cyclic Ethers" Ferroelectrics. 148. 195-202 (1993)

    • Related Report
      1994 Annual Research Report
  • [Publications] Manabu KUROBOSHI: "A Facile Synthesis of α,α-Difluoroalkyl Ethers and Carbonyl Fluoride Acetals by Oxidative Desulfurization-Fluorination" Synlett. 251-252 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] Manabu KUROBOSHI: "A Convenient Synthesis of Perfluoroalkylated Amines by Oxidative Desulfurization-Fluorination" Tetrahedron Letters. 35. 3983-3984 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] Manabu KUROBOSHI: "Synthesis of Perfluoroalkyl-Substituted Arenes by Oxidative Desulfurization-Fluorination" J.Fluorine Chem.69. 127-128 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] Tamejiro HIYAMA: "Palladium-Catalyzed Cross-Coupling Reaction of Organometalloids Through Activation with Fluoride Ion" Pure & Appl.Chem.66. 1471-1478 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] 桧山爲次郎: "フッ化水素を基盤とするフッ素化反応" 化学. 50. 66-67 (1995)

    • Related Report
      1994 Annual Research Report
  • [Publications] T.Kusumoto: "Synthesis and Electro-Optical Properties of 3-Fluoroalkyl-Substituted Phenylpyrimidines as Chiral Dopants for Ferroelectric Liquid Crystals" Chemistry Letters. 1243-1246 (1993)

    • Related Report
      1993 Annual Research Report
  • [Publications] T.Kusumoto: "Synthesis and Properties of Optically Active 1,3-Diols and Their Derivatives as Chiral Doants for Ferroelectric Liquid Crystals" Liquid Crystal. 14. 727-732 (1993)

    • Related Report
      1993 Annual Research Report
  • [Publications] T.Fujita: "Second-Harmonic Generation in Antiferroelectric Liquid Crystals" Jpn.J.Appl.Phys.32. 4589-4593 (1993)

    • Related Report
      1993 Annual Research Report
  • [Publications] 楠本哲生: "フッ素を極性基に持つ強誘電性液晶" 染料と薬品. 39. 6-18 (1994)

    • Related Report
      1993 Annual Research Report

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

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