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An aromatic heteromacrocycle, selenium bridged neutral annulene 5,16‐diphenyltetraselenolo[22]annulene[2,1,2,1] (DPTSA) was synthesized through a convenient four‐step procedure. DPTSA is a symmetrical macrocyclic architecture consisting of four selenophene units linked with unsaturated carbon–carbon bonds. DPTSA was shown to have high aromaticity by 1H NMR and UV/vis absorption spectra. Its electrochemical properties and thermostability were studied. A thin‐film transistor based on DPTSA was fabricated to evaluate the possibility of its application in organic field‐effect transistors (OFETs). DPTSA performed as a p‐type semiconductor with the best hole mobility of 2.8×10−3 cm2 V−1 S−1 and the on/off ratio of 1.0×105. The thin‐film morphology of devices based on DPTSA was also characterized to preliminarily reveal the structure‐property relationships.
Asian Journal of Organic Chemistry – Wiley
Published: Dec 1, 2014
Keywords: ; ; ; ;
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