Beilstein Journal of Organic Chemistry (Mar 2015)

Functionalized branched EDOT-terthiophene copolymer films by electropolymerization and post-polymerization “click”-reactions

  • Miriam Goll,
  • Adrian Ruff,
  • Erna Muks,
  • Felix Goerigk,
  • Beatrice Omiecienski,
  • Ines Ruff,
  • Rafael C. González-Cano,
  • Juan T. Lopez Navarrete,
  • M. Carmen Ruiz Delgado,
  • Sabine Ludwigs

DOI
https://doi.org/10.3762/bjoc.11.39
Journal volume & issue
Vol. 11, no. 1
pp. 335 – 347

Abstract

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The electrocopolymerization of 3,4-ethylenedioxythiophene (EDOT) with the branched thiophene building block 2,2′:3′,2″-terthiophene (3T) is presented as a versatile route to functional polymer films. Comparisons to blend systems of the respective homopolymers PEDOT and P3T by in situ spectroelectrochemistry and Raman spectroscopy prove the successful copolymer formation and the access to tailored redox properties and energy levels. The use of EDOT-N3 as co-monomer furthermore allows modifications of the films by polymer analogous reactions. Here, we exemplarily describe the post-functionalization with ionic moieties by 1,3-dipolar cycloaddition (“click”-chemistry) which allows to tune the surface polarity of the copolymer films from water contact angles of 140° down to 40°.

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