5,7,12,14-Tetraphenyl-Substituted 6,13-Diazapentacenes as Versatile Organic Semiconductors: Characterization in Field Effect Transistors

Abstract

We report the synthesis of 5,7,12,14-tetraphenyl-substituted 6,13-dihydro-6,13-diazapentacene and its fully aromatic 6,13-diazapentacene congener. Both arylated diazapentacenes were characterized by X-ray crystallography to investigate their solid-state structures and by UV-vis spectroscopy and cyclic voltammetry to unveil their electronic properties. The experimental results are complemented with theoretical investigations. The semiconductor properties of both diazapentacene derivatives were assessed in organic field-effect transistors, whereby the fully aromatized compound showed comparably less abundant n-type behavior.