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| Petrov, R. H. | Madrid |
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Fey, Natalie
University of Bristol
in Cooperation with on an Cooperation-Score of 37%
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article
Self-assembly of a functional oligo(aniline)-based amphiphile into helical conductive nanowires
Abstract
A tetra(aniline)-based cationic amphiphile, TANI-NHC(O)C<sub>5</sub>H<sub>10</sub>N(CH<sub>3</sub>)<sub>3</sub><sup>+</sup>Br<sup>–</sup>(TANI-PTAB) was synthesized, and its emeraldine base (EB) state wasfound to self-assemble into nanowires in aqueous solution. The observedself-assembly is described by an isodesmic model, as shown bytemperature-dependent UV–vis investigations. Linear dichroism (LD)studies, combined with computational modeling using time-dependentdensity functional theory (TD-DFT), suggests that TANI-PTAB moleculesare ordered in an antiparallel arrangement within nanowires, with thelong axis of TANI-PTAB arranged perpendicular to the nanowire long axis.Addition of either <i>S</i>- or <i>R</i>- camphorsulfonic acid (CSA) toTANI-PTAB converted TANI to the emeraldine salt (ES), which retainedthe ability to form nanowires. Acid doping of TANI-PTAB had a profoundeffect on the nanowire morphology, as the CSA counterions’ chiralitytranslated into helical twisting of the nanowires, as observed bycircular dichroism (CD). Finally, the electrical conductivity ofCSA-doped helical nanowire thin films processed from aqueous solutionwas 2.7 mS cm<sup>–1</sup>. The conductivity, control overself-assembled 1D structure and water-solubility demonstrate thesematerials’ promise as processable and addressable functional materialsfor molecular electronics, redox-controlled materials and sensing.