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Air-Stable Benzo[ c]thiophene Diimide n-Type π-Electron Core
Craig P Yu1, Ryoya Kimura2, Tadanori Kurosawa1
1Department of Advanced Materials Science, School of Frontier Sciences , The University of Tokyo , 5-1-5 Kashiwanoha, Kashiwa , Chiba 277-8561 , Japan.
Abstract:
In this paper, the molecular design of the first deep-lowest unoccupied molecular orbital (LUMO) level diimide π-electron core, benzo[ c]thiophene diimide (BTDI), as a novel n-type organic semiconductor was determined. An original synthetic sequence was devised to obtain the target cyclohexyl-BTDI (Cy6-BTDI) derivative. Cy6-BTDI demonstrated completely reversible reduction waves and a stable radical anionic state. Favorable brickwork molecular assembly and two-dimensional charge transport properties of Cy6-BTDI were exhibited in the solid state. As a result, air-stable electron mobilities were obtained from the BTDI organic field-effect transistors under ambient conditions.
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