Development of pi-extended aromatic compounds based on precursor approach

2022 Fiscal Year Final Research Report

• Project/Area Number: 20H00379
• Research Category: Grant-in-Aid for Scientific Research (A)
• Allocation Type: Single-year Grants
• Section: 一般
• Review Section: Medium-sized Section 33:Organic chemistry and related fields
• Research Institution: Nara Institute of Science and Technology
• Principal Investigator: Yamada Hiroko 奈良先端科学技術大学院大学, 先端科学技術研究科, 教授 (20372724)
• Co-Investigator(Kenkyū-buntansha): 林 宏暢 奈良先端科学技術大学院大学, 先端科学技術研究科, 助教 (00736936) ; 松尾 恭平 奈良先端科学技術大学院大学, 先端科学技術研究科, 助教 (00778904)
• Project Period (FY): 2020-04-01 – 2023-03-31
• Keywords: 前駆体 / アセン / ポルフィリン / 光反応 / 結晶構造 / FET / 走査型トンネル顕微鏡

Outline of Final Research Achievements

The aim of this project was to contribute to the field of organic electronics by promoting the synthesis of π-conjugated extended aromatic compounds, which are difficult to synthesise by conventional methods, the elucidation of their electronic structure and the control of their crystal structure, based on the "precursor method". As a result, knowledge on the reactivity of the precursors on the substrate surface was obtained, and undecacenes and tetraazaundecacenes were successfully synthesised. They also succeeded in developing methods for the synthesis of azacyclacene precursors and acene oligomers, as well as a new porphyrin framework synthesis. Furthermore, thermally stable 5,15-substituted benzoporphyrins were synthesised and the structure of thin films deposited by a simple solution process was analysed, and the correlation between substituent structure and thermal stability was investigated.

Free Research Field

機能性有機材料

Academic Significance and Societal Importance of the Research Achievements

走査型トンネル顕微鏡や原子間力顕微鏡の進歩と時を同じくした、溶媒に難溶で不安定なπ共役拡張芳香族化合物の合成法が確立は、これまで理論的な予測にとどまっていた芳香族化合物の電子構造を明らかにするなど、学術的に極めて重要な意味を持つ。また優れた低分子有機半導体材料はまだ限定的である現状において、新しい骨格を有する材料と簡便な薄膜構造制御プロセスの開発、高い電荷移動度の達成は、これら化合物の有機エレクトロニクス材料としての有用性を著しく高めるものである。