H‐bonding Assisted Self‐Assembled One‐Dimensional Nanotubes of Redox Active Triphenylamine‐Benzothiadiazole Derivative

Abstract

AbstractControl over the one‐dimensional (1D) nanotubular structures significant in organic electronics. Although, p‐ and n‐type derivatives have shown diverse nanostructures, however very few ambipolar derivatives reported until now because of constrained structural properties. By considering this issue, three triphenylamine‐benzothiadiazole based ambipolar derivatives (TBE, TBAc and TBAm) synthesized and TBAm forms 1D nanotubes exclusively. DFT and spectroelectrochemical studies displayed the formation of stable cation and anion radicals of TBAm under controlled potential of 1.30 V. UV‐vis, emission (steady‐state and TCSPC) and microscopic analyses revealed TBAm exists as J‐aggregates and further leads to nanotubes by utilizing directional amide H‐bonding, together with π‐π stacking and van der Waals interactions. Consequently, these properties aid to design novel materials, which pave the way towards efficient organic field effect transistors.