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J Am Chem Soc. 2008 Jul 16;130(28):8886-7. doi: 10.1021/ja802757w. Epub 2008 Jun 18.

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

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  • 1ERATO-SORST Nanospace Project, Japan Science and Technology Agency (JST), National Museum of Emerging Science and Innovation, 2-41 Aomi, Koto-ku, Tokyo 135-0064, Japan. li@nanospace.miraikan.jst.go.jp

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.

PMID:
18558683
[PubMed - indexed for MEDLINE]
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