Development and function evaluation of tetracene derivatives having extremely high light-durability

2022 Fiscal Year Final Research Report

• Project/Area Number: 20K05465
• Research Category: Grant-in-Aid for Scientific Research (C)
• Allocation Type: Multi-year Fund
• Section: 一般
• Review Section: Basic Section 33010:Structural organic chemistry and physical organic chemistry-related
• Research Institution: The University of Shiga Prefecture
• Principal Investigator: Kitamura Chitoshi 滋賀県立大学, 工学部, 教授 (60295748)
• Project Period (FY): 2020-04-01 – 2023-03-31
• Keywords: 有機合成 / 多環式芳香族分子 / アセン / テトラセン / 光物性 / 光耐久性 / 有機半導体

Outline of Final Research Achievements

We demonstrated that the molecules to which five-membered rings (indene or cyclopenetene) are fused had extraordinarily high photo-durability. To survey the effect of the position and number of the five-membered rings, new tetracene derivatives possessing five-membered rings were prepared, and their physical properites were measured. We found that the molecules having two five-membered rings were more stable than those having one five-membered ring, that cyclopentene-fused molecules were sperior to indene-fused ones, and that, in cyclopentene-fused familiy, the introduction of an electron-donating substituent on phenyl group brought about slight instability.

Free Research Field

有機化学

Academic Significance and Societal Importance of the Research Achievements

有機分子を電子デバイスへ実装する上で製品を長く使うため、材料の長寿命化が重要な課題である。ベンゼン環が直線方向に４個縮環した骨格のテトラセンは有機半導体として有望な分子と見なされてきたが、薄膜形成時に溶液処理法を用いることを想定した場合、溶液状態では、光と空気の共存下では酸化が速く進む問題があり、溶液処理法に適していなかった。今回調査を行った５員環縮環を施したテトラセン誘導体は、溶液状態でも光酸化の速度がかなり遅く（４週間で３％程度）、ｐ型半導体特性を示すものもあったことから、有機半導体として有望な物質であることを示すことができた。