Syntheses and accumulation of novel hydrogen-bonded electron-donor molecules including a nitrogen-heterocycle
| Project/Area Number |
16350074
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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 |
Functional materials chemistry
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| Research Institution | Osaka University |
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Principal Investigator |
MORITA Yasushi Osaka University, Graduate School of Science, Associate Professor, 理学研究科, 助教授 (70230133)
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| Project Period (FY) |
2004 – 2005
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| Project Status |
Completed (Fiscal Year 2005)
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| Budget Amount *help |
¥16,000,000 (Direct Cost: ¥16,000,000)
Fiscal Year 2005: ¥4,600,000 (Direct Cost: ¥4,600,000)
Fiscal Year 2004: ¥11,400,000 (Direct Cost: ¥11,400,000)
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| Keywords | hydrogen bond / charge transfer / electrical conductivity / benzoquinone / tetrathiafulvalene / metal |
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| Research Abstract |
In order to explore novel molecular conductors based on hydrogen-bonding (H-bonding) interaction, we have been much interested in an imidazole-ring system as redox-active molecule and as an intriguing functionality of H-bond. In addition to the strong and directional feature of H-bond to accumulate and order molecular aggregation, we focus on realization of an exotic electronic modulation effect of H-bond in purely organic charge-transfer (CT) complexes and salts. We designed and synthesized novel H-bonded CT salts of TCNQ with mono- and di-protonated 4,4'-biimidazolium, and demonstrated high potential of 4,4'-biimidazole system in molecular conductors from the viewpoint of crystal engineering and electronic modulation. Crystal structure analyses of these CT salts unambiguously turned out an an importance of H-bonding modes depending on the protpnated states for stacking partially ionized TCNQ molecules to gain high electrical conductivity. Recently, we designed a TTF-imidazole (TTF-Im) dyad as a simple modification of TTF with H-bonding functionality. The p-chloranil CT complex of TTF-Im was obtained as black needle-like crystals and possessed a H-bonded D-A-D triad, realizing a control of D-A ratio and a partially ionized state of TTF-Im molecule. Together with these structural and electronic properties, side-by-side S…S contacts on TTF moiety gives a three-dimensional network of intermolecular interactions. The static paramagnetic susceptibility of the polycrystalline sample and temperature dependence of electrical conductivity for single crystal along the π-stacking direction confirms the metallic behavior down to 180 K with room temperature conductivity of 124 Scm^<-1>, demonstrating the first disclosure of a purely organic molecular metal based on the H-bonded CT complex.
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Report
(3 results)
Research Products
(47 results)
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[Journal Article] Ethylenedithio-TTF-Imidazole : Construction of Pluri-Dimensional Network by Hydrogen-Bonding and S・・・S Interactions2006
Author(s)
Murata, T.
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Journal Title
Multifunctional Conducting Molecular Materials(Saito, G., Wudl, F., Haddon, R.C., Tanigaki, K., Enoki, T., Katz, H.E., Eds)(Royal Society of Chemistry), London, U.K. (in press)(印刷中)
Description
「研究成果報告書概要(和文)」より
Related Report
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[Journal Article] Ethylenedithio-TTF-Imidazole : Construction of Pluri-Dimensional Network by Hydrogen-Bonding and S…S Interactions
Author(s)
Murata, T.
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Journal Title
Multifunctional Conducting Molecular Materials (Saito, G., Wudl, F., Haddon, R.C., Tanigaki, K., Enoki, T., Katz, H.E., Eds.) (Royal Society of Chemistry, London, U.K.) (in press)
Description
「研究成果報告書概要(欧文)」より
Related Report
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