Synthesis, self-assembly, and characterization of supramolecular polymers from electroactive dendron rodcoil molecules

Benjamin W. Messmore, James F. Hulvat, Eli D. Sone, Samuel I. Stupp

Research output: Contribution to journalArticle

233 Citations (Scopus)

Abstract

We report here the synthesis and self-assembly of a series of three molecules with dendron rodcoil architecture that contain conjugated segments of oligo(thiophene), oligo(phenylene-vinylene), and oligo(phenylene). Despite their structural differences, all three molecules yield similar self-assembled structures. Electron and atomic force microscopy reveals the self-assembly of the molecules into high aspect ratio ribbon-like nanostructures which at low concentrations induce gelation in nonpolar solvent. Self-assembly results in a blue-shifted absorption spectrum and a red-shifted, quenched fluorescence spectrum, indicating aggregation of the conjugated segments within the ribbon-like structures. The assembly of these molecules into one-dimensional nanostructures is a route to π-π stacked supramolecular polymers for organic electronic functions. In the oligo(thiophene) derivative, self-assembly leads to a 3 orders of magnitude increase in the conductivity of iodine-doped films due to self-assembly. We also found that electric field alignment of these supramolecular assemblies can be used to create arrays of self-assembled nanowires on a device substrate.

Original languageEnglish
Pages (from-to)14452-14458
Number of pages7
JournalJournal of the American Chemical Society
Volume126
Issue number44
DOIs
Publication statusPublished - Nov 10 2004

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ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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