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One-Pot Synthesis and Characterization of All-Conjugated Poly(3-alkylthiophene)-block-poly(dialkylthieno[3,4-b]pyrazine)

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Laboratory for Polymer Synthesis, Department of Chemistry and Laboratory for Photochemistry & Spectroscopy, Department of Chemistry, KU Leuven, Celestijnenlaan 200F, 3001 Heverlee, Belgium
§ Laboratory for Chemistry of Novel Materials, Center of Innovation and Research in Materials & Polymers (CIRMAP), University of Mons − UMONS/Materia Nova, Place du Parc 20, B7000 Mons, Belgium
*E-mail [email protected] (G.K.).
Cite this: Macromolecules 2014, 47, 19, 6671–6678
Publication Date (Web):October 3, 2014
https://doi.org/10.1021/ma501757e
Copyright © 2014 American Chemical Society
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Abstract

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The Kumada catalyst transfer polymerization (KCTP) was applied on dialkyl-substituted thieno[3,4-b]pyrazine monomer systems—a low-bandgap system consisting of a thiophene ring with a fused pyrazine ring which displays promising properties for use in electronic applications. The poly(thieno[3,4-b]pyrazine)s were synthesized through a chain-growth mechanism with best results using an external o-tolyl initiator. A block copolymer with poly(3-hexylthiophene) was successfully formed without impurities. It is shown by UV–vis, fluorescence, DSC, and AFM measurements that the electronically fundamentally different blocks influence each other substantially in terms of the self-assembly and the optical properties, generating materials with significantly different properties than the constituting homopolymers.

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Used instrumentation and experimental details as well as 1H NMR, GPC, fluorescence, DSC, and CV spectra. This material is available free of charge via the Internet at http://pubs.acs.org.

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