Development of single component organic conductors with oligothienoquinoid derivatives
Project/Area Number |
18350024
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Research Category |
Grant-in-Aid for Scientific Research (B)
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Allocation Type | Single-year Grants |
Section | 一般 |
Research Field |
Organic chemistry
|
Research Institution | Hiroshima University |
Principal Investigator |
TAKIMIYA Kazuo Hiroshima University, Graduate School of Engineering, Professor (40263735)
|
Co-Investigator(Kenkyū-buntansha) |
MIYAZAKI Eigo Hiroshima university, Graduate School of Engineering, Assistant Professor (00432683)
|
Project Period (FY) |
2006 – 2007
|
Project Status |
Completed (Fiscal Year 2007)
|
Budget Amount *help |
¥15,870,000 (Direct Cost: ¥15,000,000、Indirect Cost: ¥870,000)
Fiscal Year 2007: ¥3,770,000 (Direct Cost: ¥2,900,000、Indirect Cost: ¥870,000)
Fiscal Year 2006: ¥12,100,000 (Direct Cost: ¥12,100,000)
|
Keywords | Quinoid strcture / Single component organic conductor / Extended π-system / Organic FET / n-Channel semiconductor / Oligomer / Band gap / 電子受容体 |
Research Abstract |
In order to develop novel electronic materials based on extended thienoquinoide structure, following two molecular design approaches were tested: 1. Substitution of the bulky solublizing groups with smaller methyl groups for enhancing the intermolecular interaction/ 2. Hybridization of highly soluble thiophene sits and unsubstituted thiophene or selenophene units in order to compromise high solubility and ability of intermolecular interaction. With the first approach, dicyanomethylene-substituted oligomers up to the pentamer were successfully synthesized. Owing to the poor solubility with the elongation of the oligomer chain further longer homologues can not be Slated and purified. However, the conductivity at the solid state measured by two-probe technique using the compaction pellet samples was improved by two orders of magnitude than those with bulky ether substituents possessing the same oligothiophene chain length The second approach was also useful for develop new electronic materials. The longest oligomer obtained by the approach was the hexamer, and the conductivity of the series of compounds was also impinged by two orders of magnitude. In addition, we found that the trimers are very useful as highly soluble n-channel or ambipolar organic semiconductor that gives air stable, solution processible n-channel OFETs.
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Report
(3 results)
Research Products
(99 results)
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[Journal Article] On the Biradicaloid Nature of Long Quinoidal Oligothiophenes : New Experimental Evidences Guided by Theoretical Studies2007
Author(s)
R. P., Ortiz, J., Casado, V., Hernandez, J. T. L., Navarrete, P. M., Viruela, E., Ortl, K., Takimiya, T., Otsubo
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Journal Title
Angew. Chem. Int. Ed 46
Pages: 9057-9061
Description
「研究成果報告書概要(欧文)」より
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[Journal Article] Synthesis, Properties, and Structure of Benzo [1,2-b:4,5-b']bis[b] benzothiophene and Benzo[1,2-b:4,5-b']bis [b] benzoselenophene2007
Author(s)
H., Ebata, T., Yamamoto, E., Miyazaki, K., Takimiya
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Journal Title
Org. Lett 9(22)
Pages: 4449-4502
Description
「研究成果報告書概要(欧文)」より
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[Journal Article] Highly Soluble [1] Benzothieno [3,2-b] benzothiophene (BTBT) Derivatives for High-Performance, Solution-Processed Organic Field-Effect Transistors2007
Author(s)
H., Ebata, T., Izawa, E., Miyazaki, K., Takimiya, M., Ikeda, H., Kuwabara, T., Yui
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Journal Title
J. Am. Chem. Soc 129(51)
Pages: 15732-15733
Description
「研究成果報告書概要(欧文)」より
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[Journal Article] 2,7-Diphenyl [1] benzothieno [3,2-b] benzothiophene, New Organic Semiconductor for Air-Stable Organic Field-Effect Transistors with Mobilities up to 2.0 cm^2 V^<-1> s^<-1>2006
Author(s)
K., Takimiya, H., Ebata, K., Sakamoto, T., Izawa, T., Otsubo, Y., Kunugi
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Journal Title
J. Am. Chem. Soc 128(39)
Pages: 12604-12605
Description
「研究成果報告書概要(欧文)」より
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[Journal Article] Molecular Modification of 2,6-Diphenylbenzo [1,2-6:4,5-b'] dichalcogenophenes by Introduction of Strong Electron Withdrawing Groups : Conversion from p-to n-Channel OFET Materials2006
Author(s)
K., Takimiya, Y., Kunugi, H., Ebata, T., Otsubo
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Journal Title
Chem. Lett 35(10)
Pages: 1200-1201
Description
「研究成果報告書概要(欧文)」より
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[Presentation] 有機TFT材料の新展開2008
Author(s)
瀧宮 和男
Organizer
プラスチックエレクトロニクス研究会講演会
Place of Presentation
東京大学
Year and Date
2008-03-13
Description
「研究成果報告書概要(和文)」より
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[Presentation] 高移動度有機半導体材料の探索2008
Author(s)
瀧宮 和男
Organizer
学振第142委員会 学術講演会
Place of Presentation
東京理科大学
Year and Date
2008-03-11
Description
「研究成果報告書概要(和文)」より
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[Presentation] 低分子系有機半導体材料の開発2007
Author(s)
瀧宮和男
Organizer
東北大金研研究会「有機トランジスタの学理と応用」
Place of Presentation
東北大学
Year and Date
2007-06-29
Description
「研究成果報告書概要(和文)」より
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[Presentation] 高移動度,高安定性材料の探索2006
Author(s)
瀧宮 和男
Organizer
有機光エレクトロニクス部会第14回研究会
Place of Presentation
九州大学
Year and Date
2006-07-07
Description
「研究成果報告書概要(和文)」より
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