Electron-transporting phenazinothiadiazoles with engineered microstructure

Abstract

Novel triisopropylsilyl-(TIPS)-alkynylated phenazinothiadiazoles were prepared by condensation of ortho-quinones and an alkynylated 5,6-diamino-2,1,3-benzothiadiazole. The targets show head-to-head dimerisation in the solid state, which, according to calculated transfer integrals should favor charge transport. The compounds form polycrystalline thin films when spin cast from solution. Two derivatives are attractive electron transporting materials with an average electron mobility μ_e in thin film transistors (TFT) of 0.07 cm² V⁻¹ s⁻¹.