2007 Fiscal Year Final Research Report Summary
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 |
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| Section | 一般 |
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| Research Field |
Organic chemistry
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| Research Institution | Hiroshima University |
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Principal Investigator |
TAKIMIYA Kazuo Hiroshima University, Graduate School of Engineering, Professor (40263735)
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| Co-Investigator(Kenkyū-buntansha) |
MIYAZAKI Eigo Hiroshima university, Graduate School of Engineering, Assistant Professor (00432683)
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| Project Period (FY) |
2006 – 2007
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| Keywords | Quinoid strcture / Single component organic conductor / Extended π-system / Organic FET / n-Channel semiconductor / Oligomer / Band gap / バンドギャップ |
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| 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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[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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