Amphiphilic molecular design as a rational strategy for tailoring bicontinuous electron donor and acceptor arrays: Photoconductive liquid crystalline oligothiophene-C60 dyads

Wei Shi Li, Yohei Yamamoto, Takanori Fukushima, Akinori Saeki, Shu Seki, Seiichi Tagawa, Hiroyasu Masunaga, Sono Sasaki, Masaki Takata, Takuzo Aida

Research output: Contribution to journalArticlepeer-review

159 Citations (Scopus)

Abstract

For tailoring solution-processable optoelectronic thin films, a rational strategy with amphiphilic molecular design is proposed. A donor-acceptor dyad consisting of an oligothiophene and C60, when modified with a hydrophilic wedge on one side and a paraffinic wedge on the other (1Amphi), forms over a wide temperature range a photoconducting smectic A liquid crystal having bicontinuous arrays of densely packed donor and acceptor units. In contrast, when modified with only paraffinic wedges (1Lipo), the dyad forms a smectic A liquid crystalline mesophase, which however is poorly conductive. As indicated by an absorption spectral feature along with a synchrotron radiation small-angle X-ray scattering profile, 1Lipo in the lamellar structure does not adopt a uniform head/tail orientation. Such defective donor and acceptor arrays likely contain a large number of trapping sites, leading to short-lived charge carriers, as observed by a flash photolysis time-resolved microwave conductivity study.

Original languageEnglish
Pages (from-to)8886-8887
Number of pages2
JournalJournal of the American Chemical Society
Volume130
Issue number28
DOIs
Publication statusPublished - 2008 Jul 16
Externally publishedYes

ASJC Scopus subject areas

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

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