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Synfacts 2010(10): 1129-1129
DOI: 10.1055/s-0030-1258639
DOI: 10.1055/s-0030-1258639
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag
Stuttgart ˙ New York
An Extended Polythiophene with Interesting Core Synthesis
Contributor(s):Timothy M. Swager, Stefanie A. SydlikR. Rieger, D. Beckmann, W. Pisula, M. Kastler, K. Müllen*
Max Planck Institute for Polymer Research, Mainz, Germany
Tetrathiahexacene as Building Block for Solution-Processable Semiconducting Polymers: Exploring the Monomer Size Limit
Macromolecules 2010, 43: 6264-6267
Max Planck Institute for Polymer Research, Mainz, Germany
Tetrathiahexacene as Building Block for Solution-Processable Semiconducting Polymers: Exploring the Monomer Size Limit
Macromolecules 2010, 43: 6264-6267
Further Information
Publication History
Publication Date:
22 September 2010 (online)
Key words
conjugated polymers - base-induced cyclization - polythiophenes
Significance
A novel extended polythiophene derivative 4 was synthesized (M n = 18 kDa, PDI = 2.3). The key step in the monomer synthesis (1 → 2) is accomplished in 78% yield by a novel base-induced cyclization.
Comment
The authors attempted to synthesize a homopolymer of the brominated analogue of 3 via a nickel-catalyzed dehalogenation, but a soluble polymer could not be obtained. The optical and electronic properties of 4 were found to be very similar to those of poly(3-hexylthiophene).