title: Low-cost synthesis and physical characterization of thieno[3,4-c]pyrrole-4,6-dione-based polymers.
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.
authors.affiliation: Canada Research Chair on Electroactive and Photoactive Polymers, Département de Chimie, Université Laval, Québec City, Québec, Canada G1V 0A6.
authors.forename: Philippe
authors.initials: P
authors.lastname: Berrouard
authors.forename: Stéphane
authors.initials: S
authors.lastname: Dufresne
authors.forename: Agnieszka
authors.initials: A
authors.lastname: Pron
authors.forename: Justine
authors.initials: J
authors.lastname: Veilleux
authors.forename: Mario
authors.initials: M
authors.lastname: Leclerc