Facile Synthesis of Highly π-Extended Heteroarenes, Dinaphtho[2,3-b:2‘,3‘-f]chalcogenopheno[3,2-b]chalcogenophenes, and Their Application to Field-Effect Transistors

A facile three-step synthetic procedure for highly π-extended heteroarenes, dinaphtho[2,3-b:2‘,3‘-f]thieno[3,2-b]thiophene (DNTT) and dinaphtho[2,3-b:2‘,3‘-f]selenopheno[3,2-b]selenophene (DNSS), was established. Solution UV−vis spectra and electrochemistry indicated that they have relatively low-lying HOMO levels and large HOMO−LUMO energy gaps. OFET devices fabricated with evaporated thin-films of DNTT and DNSS showed excellent FET characteristics in air, and the highest field-effect mobility of DNTT- and DNSS-based OFETs is 2.9 and 1.9 cm² V^-1 s^-1, respectively.