An addressable packing parameter approach for reversibly tuning the assembly of oligo(aniline)-based supra-amphiphiles

Wei Lyu, Maha Alotaibi, Alex Bell, Kazuyoshi Watanabe, Robert Harniman, Benjamin M. Mills, Annela Seddon, Sarah E. Rogers, Stephen M. King, Wei Yan, Charl FJ Faul

Research output: Contribution to journalArticle (Academic Journal)peer-review

11 Citations (Scopus)
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Abstract

We present a newly developed approach to non-covalently address the packing parameter of an electroactive amphiphile. The pH-responsive reversible switching of a tetra(aniline)-based cationic amphiphile, TANI-pentyl trimethylammonium bromide (TANI-PTAB), between self-assembled vesicles and nanowires by acid/base chemistry in aqueous solution is used to exemplify this approach. Trifluoroacetic acid (TFA) was selected as a prototypical acid to form emeraldine salt (ES) state (TANI(TFA)2-PTAB) vesicles for this new class of small-molecule supramolecular amphiphiles. UV-Vis-NIR spectroscopy, transmission electron microscopy (TEM), tapping-mode atomic force microscopy (AFM), and fluorescence spectroscopy were used to investigate the reversible structural transformation from vesicles to nanowires. We show that utilising different protonic acid-dopants for TANI-PTAB can regulate the packing parameter, and thus the final self-assembled structures, in a predictable fashion. We envisage potential application of this concept as smart and switchable delivery systems.
Original languageEnglish
JournalChemical Science
Early online date2 Apr 2018
DOIs
Publication statusE-pub ahead of print - 2 Apr 2018

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