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Development of highly dichroic fluorescent dyes for less energy-consuming passive-type guest/host liquid crystal display systems

Research Project

Project/Area Number 14350469
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Research Field 有機工業化学
Research InstitutionKyushu University

Principal Investigator

MATAKA Shuntaro  Kyushu University, Institute of Materials Chemistry and Engineering, Division of Applied Molecular Chemistry, Professor, 先導物質化学研究所, 教授 (10038599)

Co-Investigator(Kenkyū-buntansha) THIEMANN Thies  Kyushu University, Institute of Materials Chemistry and Engineering, Division of Applied Molecular Chemistry, Associate Professor, 先導物質化学研究所, 助教授 (80253540)
MORI Akira  Kyushu University, Institute of Materials Chemistry and Engineering, Davison of Fundamental Organic Chemistry, Professor, 先導物質化学研究所, 教授 (70038602)
古賀 淑哲  産業技術総合研究所, 九州センター, 研究院
Project Period (FY) 2002 – 2003
Project Status Completed (Fiscal Year 2003)
Budget Amount *help
¥12,600,000 (Direct Cost: ¥12,600,000)
Fiscal Year 2003: ¥3,000,000 (Direct Cost: ¥3,000,000)
Fiscal Year 2002: ¥9,600,000 (Direct Cost: ¥9,600,000)
KeywordsLIQUID CRYSTAL / EMISSIVEE / LESS ENERGY-CONSUMING / DICHROIC / FLUORESCENCT DYE / ROD-LIKE MOLECULAR STRUCTURE / DISPLAY / 2,1,3-BENZOTHIADIAZOLE / 蛍光2色性 / 蛍光色素 / ベンゾー2,1,3-チアジアゾール
Research Abstract

Passive-type full-color liquid crystal displays(LCDs) consume a large part of the electric power, usually supplied by batteries of limited capacity, for the back light system. The development of less energy-consuming displays is required for their utilization in mobile communication tools. Within this context, fluorescent dye(guest)/LC(host) systems in such displays seem attractive. For their realization it is crucial to develop strongly fluorescent dyes with highly dichroic properties.
In this study, various types of symmetric and unsymmetric 4,7-diaryl-2,1,3-benzothiadiazoles having alkoxy, alkoxymethyl, alkoxycarbonyl, ethenyl-and ethynyl groups have been prepared from 4,7-dibrpmo-2,1,3-benzothiazole. All compounds emit strong fluorescence in a solution and in solid state, covering the full color range from blue to red. Their dichroic properties have been evaluated in commercial liquid crystalline media and The dyes show practical dichroic ratios of N>8.0 and possess good solubility in commercial LC media, without destabilisation of the LC phase. With 4,7-bis(p-octyloxyphenyl)-2,1,3-benzothiadiazole as guest dye, a high dichroic ratio in fluorescence of up to 9.1 has been observed in MLC-2039 as the LC matrix.
An LCD working model could be fabricated with a mixture of fluorescent dyes in MLC-2039 at a total concentration of 3%(w/w).

Report

(3 results)
  • 2003 Annual Research Report   Final Research Report Summary
  • 2002 Annual Research Report
  • Research Products

    (25 results)

All Other

All Publications (25 results)

  • [Publications] Xuelong Zhang, Shuntaro Mataka 他: "Benzo-2,1,3-thiadiazole based, highly dichroic fluorescent dyes for fluorescent host-guest liquid crystal displays"Journal of Materials Chemistry. (印刷中). (2004)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Wang, Rong, Mataka, Shuntaro 他: "Electrochemical behavior of conjugated quinoxaline derivatives"Journal of Electroanalytical Chemistry. 567. 85-94 (2004)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Wang, Rong, Mataka, Shuntaro 他: "Catalytic Reduction of O2 by Pyrazine Derivatives"Journal of Physical Chemistry A. 108. 1891-1899 (2004)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Saitoh, Akihito, Mataka, Shuntaro 他: "Site-selective formation of N-arylmethylimidazoles and C-arylimines in the reaction of 4,5-diamino-2,1,3-benzothiadiazole with aromatic aldehydes"Tetrahedron. 60. 2953-2956 (2004)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Wang, Rong, Mataka, Shuntaro 他: "Cyclic and Normal Pulse Voltammetric Studies of 2,3,6,7,10,11-Hexaphenylhexazatriphenylene Using a Benzonitrile Thin Layer-Coated Glassy Carbon Electrode"Journal of Physical Chemistry B. 107. 9452-9458 (2003)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Bu, Lequan, Mataka, Shuntaro 他: "Crystallographic structures and solid fluorescence behaviors of crystals of a 2-(9-anthryl) phenanthroimidazole-type clathrate host"Dyes and Pigments. 57. 181-195 (2003)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Zhang, Xuelong, Gorohmaru, Hideki, Kadowaki, Masami, Kobayashi, Takako, Ishi-i, Tsutomu, Thiemann, Thies, Shuntaro Mataka: "Benzo-2,1,3-thiadiazole based, highly dichroic fluorescent dyes for fluorescent host-guest liquid crystal displays"Journal of Materials Chemistry. (in press). (2004)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Wang, Rong, Ramaraj, Ramasamy, Okajima, Takeyoshi, Kitamura, Fusao, Matsumoto, Naoki, Thiemann, Thies, Mataka, Shuntaro, Ohsaka, Takeo: "Electrochemical behavior of conjugated quinoxaline derivatives"Journal of Electroahalytical Chemistry. 567. 85-94 (2004)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Wang, Rong, Okajima, Takeyoshi, Kitamura, Fusao, Kawauchi, Susumu, Matsumoto, Naoki, Thiemann, Thies, Mataka, Shuntaro, Ohsaka, Takeo: "Catalytic Reductions of 02 by Pyrazine Derivative"Journal of Physical Chemistry A. 108. 1891-1899 (2004)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Saitoh, Akihito, Okinaka, Keiji, Suzuki, Koichi, Seno, Akihiro, Kasahara, Maki, Ueno, Kazunori, Matsumoto, Taisuke, Mataka, Shuntaro: "Site-selective formation of N-arylmethyl-imidazoles and C-arylimines in the reaction of 4,5-diamino-2,1,3-benzothiadiazole with aromatic aldehydes"Tetrahedron. 60. 2953-2956 (2004)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Wang, Rong, Okajima, Takeyoshi, Kitamura, Fusao, Matsumoto, Naoki, Thiemann, Thies, Mataka, Shuntaro, Ohsaka, Takeo: "Cyclic and Normal Pulse Voltammetric Studies of 2,3,6,7,10,11-Hexaphenylhexaza-triphenylene Using a Benzonitrile Thin Layer-Coated Glassy Carbon Electrode"Journal of Physical Chemistry B. 107. 9452-9458 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Bu, Lequan, Sawada, Tsuyoshi, Shosenji, Hideto, Yoshida, Katsuhira, Mataka, Shuntaro: "Crystallographic structures and solid fluorescence behaviors of crystals of a 2-(9-anthryl)phenanthro-imidazole-type clathrate host"Dyes and Pigments. 57. 181-195 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Mataka, Shuntaro, Thiemann, Thies, Ishi-I, Tsutomu, Kato, Shinichiro, Gorohmaru, Hideki, Shigeiwa, Maeda, Shuuichi: "Organic Non-linear Optical Materials"Tokkyo Shutsugan. 032223 (2004)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Masashi Hashimoto, Seiji Ujiie, Akira Mori: "Low Molecular Weight Gelators with hexagonal Order in Their Liquid-Crystal Phases and Gel States : 5-Cyano-2-(3,4,5-trialkoxybenzoylamino) tropones"Advanced Materials. 15. 797-800 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] Akira Mori, Masahiro Yokoo, Masashi Hashimoto, Seiji Ujiie, Siegmar Diele, Ute Baumeister, Carsten Tschierske: "A Novel Biaxial Smectic Liquid Crystalline Phase Formed by Rodlike Molecules with a 1,3-Diazaazulene Skeleton"Journal of the American Chemical Society. 125. 6620-6621 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] S.Kato, T.Ishi-i, T.Thiemann, H.Sato, Y.Sato, S.Mataka: "Preparation of Novel Red Fluorescent Materials Based on a 2,1,3-Benzothiadiazole Unit and Their Application to Organic Electroluminescent Devices"Proceedings of IDW' 03. 1335-1338 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] Toshiaki Koga, Akira Takase, Seiji Yasuda, Shoji Yamashita, Hideki Gorohmaru, Thies Thiemann, Shuntaro Mataka, Kazufumi Takahashi: "Fluorescence spectroscopic characterization of 4,7-bis(2-thienyl)-1,2,5-oxadiazolo[3,4-c]pyridine ; lead structure of new red-emitting EL materials Toshiaki"Chemical Physics Letters. 354・1,2. 173-178 (2002)

    • Related Report
      2003 Annual Research Report
  • [Publications] Hideki Gorohmaru, Thies Thiemann, Tsuyoshi Sawada, Kazufumi Takahashi, Katsumi Nishi, Naoko Ochi, Yoshio Kosugi, Shuntaro Mataka: "Preparation of 4,7-dihetaryl-1,2,5-oxadiazolo[3,4-c]pyridines as red fluorescent materials"Heterocycles. 56・1-2. 421-431 (2002)

    • Related Report
      2003 Annual Research Report
  • [Publications] 又賀駿太郎: "自発光省エネルギー蛍光液晶素子"九州大学研究紹介Koga. No.19. 81-82 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] 又賀駿太郎, 五郎丸英貴, 門脇雅実: "高2色性蛍光液晶ディスプレイ"化学と工業. 55・3. 243-245 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] Toshiaki Koga, Akira Takase, Seiji Yasuda, Shoji Yamashita, Hideki Gorohmaru, Thies Thiemann, Shuntaro Mataka, Kazufumi Takahasi: "Fluorescence spectroscopic characterization of 4,7-bis(2-thienyl)-1,2,5-oxadiazolo[3,4-c]pyridine ; lead structure of new red-emitting EL materialsToshiaki"Chemical Physics Letters. 354・1,2. 173-178 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] Hideki Gorohmaru, Thies Thiemann, Tsuyoshi Sawada, Kazufumi Takahashi, Katsumi Nishi, Naoko Ochi, Yoshio Kosugi, Shuntaro Mataka: "Preparation of 4,7-dihetaryl-1,2,5-oxadiazolo[3,4-c]pyridines as red fluorescent materials"Heterocycles. 56・1-2. 421-431 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] Akira Mori, Katsuyuki Uno, Hitoshi Takeshita, Yasuo Kakihara, Seiji Ujiie: "Mesomorphic Properties of 2-Acyloxy-5-(4-alkoxyphenylazo)tropones, 2-Acyloxy-5-(4-alkylphenylazo)tropones, and 2-Acyloxy-5-(4-alkoxycarbonylphenylazo)tropones"Liquid Crystals. 29. 1539-1545 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] Akira Mori, Hitoshi Takeshita, Kouki Kitahara, Katsuhiko Kida, Chihiro Jin, Seiji Ujiie: "Liquid Crystals with a 5-Phenyltropone Core"Liquid Crystals. 29. 1235-1241 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] Manabu Takemoto, Akira Mori, Seiji Ujiie, Volkmar Vill: "Dimeric Liquid Crystals with Two Troponoid Mesogenic Moieties : Effect of the Direction of the Carbonyl Group on the Mesomorphic Properties"Liquid Crystals. 29. 687-695 (2002)

    • Related Report
      2002 Annual Research Report

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Published: 2002-04-01   Modified: 2021-04-07  

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