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Synthesis of Cyclic Polymers and Characterization of Their Diffusive Motion in the Melt State at the Single Molecule Level
Published on: September 26, 2016
Low-cost synthesis and physical characterization of thieno[3,4-c]pyrrole-4,6-dione-based polymers
Philippe Berrouard1, Stéphane Dufresne, Agnieszka Pron
1Canada Research Chair on Electroactive and Photoactive Polymers, Département de Chimie, Université Laval, Québec City, Québec, Canada G1V 0A6.
Abstract:
The improved synthesis of thieno[3,4-c]pyrrole-4,6-dione (TPD) monomers, including Gewald thiophene ring formation, a Sandmeyer-type reaction, and neat condensation with an amine, is presented. This protocol enables faster, cheaper, and more efficient preparation of TPD units in comparison to traditional methods. Furthermore, a series of TPD homo- and pseudohomopolymers bearing various alkyl chains was synthesized via a direct heteroarylation polymerization (DHAP) procedure. UV-visible absorption and powder X-ray diffraction measurements revealed the relationship between the ratio of branched to linear alkyl chains and the optoelectronic properties of the polymers as well as their packing in the solid state.
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