H‐bonding Assisted Self‐Assembled One‐Dimensional Nanotubes of Redox Active Triphenylamine‐Benzothiadiazole Derivative. Issue 16 (1st June 2017)

• Record Type: Journal Article
• Authors: Mrinalini, Madoori; Krishna, Narra Vamsi; Suman Krishna, Jonnadula Venkata; Ramya, A. R.; Prasanthkumar, Seelam; Giribabu, Lingamallu
• Is Part Of: ChemistrySelect. Volume 2:Issue 16(2017)
• Page Start: 4320
• Page End: 4324
• Publication Date: 2017-06-01
• Subjects: ambipolar -- H-bonding -- J-aggregates -- nanotube -- self-assembly; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/slct.201700750
• Languages: English
• ISSNs: 2365-6549

Abstract

Abstract: Control 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 andTBAm ) synthesized andTBAm forms 1D nanotubes exclusively. DFT and spectroelectrochemical studies displayed the formation of stable cation and anion radicals ofTBAm under controlled potential of 1.30 V. UV‐vis, emission (steady‐state and TCSPC) and microscopic analyses revealedTBAm 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. Abstract : 1D nanostructures: Triphenylamine‐benzothiadiazole appended amide derivative synthesized using Suzuki and peptide coupling reactions and exhibits ambipolar nature via stable cation and anion radicals at controlled potential of 1.30 V and subsequently self‐organized to form self assembled 1D nanotubular morphology with average diameter of 200 – 700 nm and length of 3 – 4 micrometers via J ‐aggregates facilitated by directional amide H‐bonding, π‐π stacking and van der Waals interactions