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

226 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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Thiophenes
Nanostructures
Self assembly
Polymers
Nanowires
Molecules
Atomic Force Microscopy
Iodine
Self Report
Thiophene
Fluorescence
Electrons
Equipment and Supplies
Gelation
Aspect ratio
Absorption spectra
Atomic force microscopy
Agglomeration
Electric fields
dendron

ASJC Scopus subject areas

  • Chemistry(all)

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Synthesis, self-assembly, and characterization of supramolecular polymers from electroactive dendron rodcoil molecules. / Messmore, Benjamin W.; Hulvat, James F.; Sone, Eli D.; Stupp, Samuel I.

In: Journal of the American Chemical Society, Vol. 126, No. 44, 10.11.2004, p. 14452-14458.

Research output: Contribution to journalArticle

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