Halogenated Phenazinothiadiazoles: Electron‐Transporting Materials

Abstract

AbstractTriisopropylsilyl‐(TIPS)‐alkynylated phenazinothiadiazoles were prepared by the condensation of halogenated ortho‐quinones and TIPS‐alkynylated 5,6‐diamino‐2,1,3‐benzothiadiazole with different combinations of halogen substituents. The compounds pack in brickwall motif of head‐to‐head dimers featuring intermolecular S−N contacts and short π‐π distances, suggesting their suitability as n‐channel materials in organic thin film transistors. The halogenated phenazinothiadiazoles show electron mobilities μmax ranging between 0.14 cm2 V−1 s−1 and 0.76 cm2 V−1 s−1.