Synthesis and physical evaluation of polyazulene-doping graphene-nano-ribbons

2020 Fiscal Year Final Research Report

• Project/Area Number: 19K22185
• Research Category: Grant-in-Aid for Challenging Research (Exploratory)
• Allocation Type: Multi-year Fund
• Review Section: Medium-sized Section 33:Organic chemistry and related fields
• Research Institution: Kyoto University
• Principal Investigator: Takasu Kiyosei 京都大学, 薬学研究科, 教授 (10302168)
• Project Period (FY): 2019-06-28 – 2021-03-31
• Keywords: 多環芳香族炭化水素 / 精密有機合成 / アズレン / 蛍光 / ナノグラフェン

Outline of Final Research Achievements

Polycyclic aromatic hydrocarbons (PAHs) have unique properties such as luminescence in the visible region and electrical conductivity in the solid state, which are derived from delocalized π-electrons in a broadly conjugated system. In this study, we have developed new synthetic methods for PAHs based on the strategy of utilizing distorted molecules. In particular, we have shown that heteroproperanes can be converted into non-alternative hydrocarbons, heteroaromatic compounds, and spirocyclic PAHs by inducing reactions involving the release of strain under appropriate reaction conditions. Through multi-step transformations, nanographene with continuous azulene ring structure was synthesized and its properties were successfully elucidated.

Free Research Field

有機化学

Academic Significance and Societal Importance of the Research Achievements

格子欠陥を高密度にグラフェンやグラフェンナノリボン（ＧＮＲ）に導入する技術は、それらの機能を劇的に向上もしくは変化させることに直結する。我々が創製したアズレン含有ＧＮＲの基礎的性質を調べたかぎり、ベンゼン環のみからなるＧＮＲと様々な点で異なる性質が明らかとなった。我々が開発した「10π電子環状反応による新たなアズレン環構築法」は簡便であることから、今後は原料の種類を変えて、幅・長さ・エッジ構造の異なる連結アズレンを格子欠陥とするＧＮＲを合成し機能を明らかにするとともに、医薬利用を含めたナノデバイスへの応用が期待される。