Pentacenobis(thiadiazole)dione, an n-type semiconductor for field-effect transistors.

J Org Chem

Department of Chemistry and Centre for Self-Assembled Chemical Structures, McGill University, 801 Sherbrooke Street West, Montreal, Quebec H3A 0B8, Canada.

Published: June 2014

A new heteroacenequinone, pentaceno[2,3-c:9,10-c']bis([1,2,5]thiadiazole)-6,13-dione (PBTDQ), with two peripheral thiadiazole rings was synthesized, and its solid-state properties were characterized. The fused planar structure with a low-lying LUMO and low reorganization energy facilitates electron transport, affording μe values of up to 0.11 cm(2) V(-1) s(-1) in field-effect transistor devices.

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http://dx.doi.org/10.1021/jo500760cDOI Listing

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