| Project/Area Number |
14350464
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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 |
有機工業化学
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| Research Institution | Chiba University |
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Principal Investigator |
OGURA Katsuyuki Chiba University, Faculty of Engineering, Professor, 工学部, 教授 (60114253)
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| Co-Investigator(Kenkyū-buntansha) |
MATSUMOTO Shoji Chiba University, Faculty of Engineering, Assistant Professor, 工学部, 助手 (50302534)
AKAZOME Motohiro Chiba University, Faculty of Engineering, Associate Professor, 工学部, 助教授 (10261934)
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| Project Period (FY) |
2002 – 2003
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| Project Status |
Completed (Fiscal Year 2003)
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| Budget Amount *help |
¥16,000,000 (Direct Cost: ¥16,000,000)
Fiscal Year 2003: ¥4,100,000 (Direct Cost: ¥4,100,000)
Fiscal Year 2002: ¥11,900,000 (Direct Cost: ¥11,900,000)
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| Keywords | 2,5-dithienylpyrrole / tricyanoethenyl / metal-lustrous crystal / π-electron system / electric conductivity / organic pigment / dope / metallic colored film |
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| Research Abstract |
The compound (1) that is made by introducing a tricyanoethenyl group into a novel π-electron system, 1-aryl-2,5-di(2-thienyl)pyrrole, gave stable crystals with gold-like metallic luster. We investigated this phenomenon from a point of basic view that the metallic luster is based on the effective condensation of organic π-electron systems in crystal. We also made its practical application and, as a result, the following results have been gained.
1)Basic and Theoretical Investigation of the Origin of the Metallic Luster : Starting from the parent π-systems, 1-aryl-2-(2-thienyl)-5-(5-tricyanoethenyl-2-thienyl)pyrroles and 1-aryl-2,5-bis(5-tricyanoethenyl-2-thienyl)-pyrroles, their derivative that have an arene ring or a furan ring instead of the thiophene were synthesized. These derivatives were found to form crystals with gold-like or greenish metallic luster. The relationship between metallic color and crystal structure was investigated in detail to show that the kind of metallic color is attributable to how the π-systems interact to each other.
2)Utilization of the Present π-System for Nanoscopic Materials : It was found that introduction of a long alkyl chain into the parent π-system changes artificially the arrangement of the π-molecules in the crystal under keeping the condensation of the π-systems, which is important to the emergence of metallic luster, to develop a novel nanoscopic materials.
3)The Application to Electron-conducting Materials : It had been shown that the compounds (1) exhibit electric conductivity under doping with an electron acceptor. In the present research, the introduction of an electron-donating group such as methoxyl or diphenylamino group at their terminal thiophene increases electric conductivity.
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