2005 Fiscal Year Final Research Report Summary
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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| 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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Research Products
(29 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
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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
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