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Self-assembly of a functional oligo(aniline)-based amphiphile into helical conductive nanowires

Research output: Contribution to journalArticle

Original languageEnglish
Pages (from-to)14288–14294
Number of pages7
JournalJournal of the American Chemical Society
Volume137
Issue number45
Early online date5 Nov 2015
DOIs
DateAccepted/In press - 23 Oct 2015
DateE-pub ahead of print - 5 Nov 2015
DatePublished (current) - 18 Nov 2015

Abstract

A tetra(aniline)-based cationic amphiphile, TANI-NHC(O)C5H10N(CH3)3+Br (TANI-PTAB) was synthesized, and its emeraldine base (EB) state was found to self-assemble into nanowires in aqueous solution. The observed self-assembly is described by an isodesmic model, as shown by temperature-dependent UV–vis investigations. Linear dichroism (LD) studies, combined with computational modeling using time-dependent density functional theory (TD-DFT), suggests that TANI-PTAB molecules are ordered in an antiparallel arrangement within nanowires, with the long axis of TANI-PTAB arranged perpendicular to the nanowire long axis. Addition of either S- or R- camphorsulfonic acid (CSA) to TANI-PTAB converted TANI to the emeraldine salt (ES), which retained the ability to form nanowires. Acid doping of TANI-PTAB had a profound effect on the nanowire morphology, as the CSA counterions’ chirality translated into helical twisting of the nanowires, as observed by circular dichroism (CD). Finally, the electrical conductivity of CSA-doped helical nanowire thin films processed from aqueous solution was 2.7 mS cm–1. The conductivity, control over self-assembled 1D structure and water-solubility demonstrate these materials’ promise as processable and addressable functional materials for molecular electronics, redox-controlled materials and sensing.

    Research areas

  • Oligo(aniline)s, Conducting nanowires, Redox-active materials, functional nanomaterials

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  • Bell_etaL_JACS_JustAccepted_23102015

    Rights statement: This document is the Accepted Manuscript version of a Published Work that appeared in final form in the Journal of Physical Chemistry A, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see http://pubs.acs.org/doi/10.1021/jacs.5b06892

    Accepted author manuscript, 106 MB, PDF document

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