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H‐bonding Assisted Self‐Assembled One‐Dimensional Nanotubes of Redox Active Triphenylamine‐Benzothiadiazole Derivative
Author(s) -
Mrinalini Madoori,
Krishrra Vamsi,
Suman Krishna Jonnadula Venkata,
Ramya A. R.,
Prasanthkumar Seelam,
Giribabu Lingamallu
Publication year - 2017
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201700750
Subject(s) - triphenylamine , ambipolar diffusion , stacking , van der waals force , amide , materials science , nanotechnology , nanotube , radical , derivative (finance) , chemistry , photochemistry , polymer chemistry , carbon nanotube , molecule , organic chemistry , physics , plasma , quantum mechanics , financial economics , economics
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 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.