研究課題/領域番号 |
16J11545
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研究機関 | 京都大学 |
研究代表者 |
朝 魯門 京都大学, 工学研究科, 特別研究員(DC2)
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研究期間 (年度) |
2016-04-22 – 2018-03-31
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キーワード | CP-PAHs / the Scholl reaction / tetracene |
研究実績の概要 |
In the past one year, my research work mainly focused on synthesis, mechanism, and properties of CP-PAHs. (1) 5,11-dinaphthyltetracene underwent the twofold Scholl cyclization and gave unsymmetrically cyclized naphthalene-fused tetracene with one pentagonal and hexagonal ring. Mechanistic study for this unique selectivity disclosed the dication pathway of the Scholl reaction. (2) This unsymmetrically cyclized naphthalene-fused tetracene reacts with benzyne to give emissive mono-and bisadducts with unique 3D structures. (3) Similarly, dithieno-fused CP-PAH was synthesized. Experimental and theoretical studies demonstrated that this molecule exhibits strong antiaromatic character on its pentagonal rings.
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現在までの達成度 (区分) |
現在までの達成度 (区分)
2: おおむね順調に進展している
理由
Cyclic voltammetry showed that CP-PAHs like tetrabenzo-fused pyracylene and dithieno-fused CP-PAH can easily and reversibly accept up to two electrons. To gain insight into the solid-state properties and structural changes upon accepting one and two electron, lithium reduction was conducted to these compounds. The corresponding radical anion and dianion were obtained and their structures were determined by XRD analysis. For these materials and their reduced species, additional studies such as photophysical and magnetic properties as well as the solid-state packing are under investigations.
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今後の研究の推進方策 |
(1) Due to the high redox activity, the CP-PAHs may have potential applications in the rechargeable battery field as electrode-active materials. In the near future, I will focus on design and synthesis of a series of CP-PAHs with larger π-system and more redox abilities. Furthermore, the solid-state properties of their reduced and oxidized species will be investigated for battery applications. (2) Based on original plan, the reactivity of these molecules will be explored for the understanding of the unique reactivity of CP-PAHs. More importantly, the thus obtained products are likely to be potential emissive materials and can be applied in the OLED field.
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