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Keywords:

  • alkyne;
  • azide;
  • carbazole;
  • click chemistry;
  • copper;
  • fluorescence;
  • photophysics;
  • step-growth polymerization;
  • synthesis;
  • thermogravimetric analysis

Abstract

The synthesis and characterization of a novel family of main-chain carbazole-containing polymers using copper-catalyzed azide-alkyne cycloaddition chemistry is reported. The reactions were performed under mild conditions using readily available copper catalysts and ligands, which afforded polymeric products with Mws up to 18 kDa. Using a range of techniques, the polymers were found to exhibit a glass transition temperature (Tg) of 85 °C, high thermal stability (Td = 274 °C), and high photoluminescent quantum efficiency (ϕf = 0.29; λem = 448 nm), which underscore their potential for use in organic light-emitting diodes or other emissive devices, particularly where efficient blue emission is of value. The approach described offers practical advantages over other synthetic methods used to prepare main-chain carbazole-containing polymers, especially with regard to the lack of need for rigorously inert conditions and the absence of byproducts generated during the polymerization reaction. © 2011 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2011