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.