Solubilizing Benzodifuranone-Based Conjugated Copolymers with Single-Oxygen-Containing Branched Side Chains.

Journal: ACS applied polymer materials
Published Date: Dec 7, 2023

Abstract

Single-oxygen-containing branched side chains are designed and used to solubilize n-type copolymers consisting of BDF (benzodifuranone), isatin, and thiophene-based units. We present a simple synthetic approach to side chains with varying linker distances between the backbone and the branching point. The synthetic pathway is straightforward and modular and starts with commercially available reagents. The side chains give rise to excellent solubilities of BDF-thiophene copolymers of up to 90 mg/mL, while still being moderate in size (26-34 atoms large). The excellent solubility furthermore allows high molar mass materials. BDF-thiophene copolymers are characterized in terms of optoelectronic and thermoelectric properties. The electrical conductivity of chemically doped polymers is found to scale with molar mass, reaching ∼1 S/cm for the highest molar mass and longest backbone-branching point distance.

Authors

  • Diego R Hinojosa
    Institut für Chemie, Technische Universität Chemnitz, Straße der Nationen 62, 09111 Chemnitz, Germany.
  • Nathan J Pataki
    Center for Nano Science and Technology, Via Rubattino 81, 20134 Milano, Italy.
  • Pietro Rossi
    Center for Nano Science and Technology, Via Rubattino 81, 20134 Milano, Italy.
  • Andreas Erhardt
    Department of Materials Science and Engineering, Monash University, Clayton, Victoria 3800, Australia.
  • Shubhradip Guchait
    Institute Charles Sadron, Université de Strasbourg, Strasbourg F-67000, France.
  • Francesca Pallini
    Department of Materials Science, Università di Milano-Bicocca, via Cozzi 55, 20125 Milan, Italy.
  • Christopher McNeill
    Department of Materials Science and Engineering, Monash University, Clayton, Victoria 3800, Australia.
  • Christian Müller
    Department of Chemistry and Chemical Engineering Chalmers University of Technology Göteborg 412 96, Sweden.
  • Mario Caironi
    Center for Nano Science and Technology, Via Rubattino 81, 20134 Milano, Italy.
  • Michael Sommer
    Institut für Chemie, Technische Universität Chemnitz, Straße der Nationen 62, 09111 Chemnitz, Germany.

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