Direct Heteroarylation versus Stille Polycondensation Reaction for the Synthesis of TQ1 Conjugated Polymer

Alexander V. Akkuratov, Fedor A. Prudnov, Alexander V. Chernyak, Petr M. Kuznetsov, Alexander S. Peregudov, Pavel A. Troshin

Research output: Contribution to journalArticlepeer-review

1 Citation (Scopus)

Abstract

We report a facile synthesis of the well-known and highly promising conjugated polymer TQ1 using eco-friendly direct heteroarylation reaction. Optimization of the reaction conditions yielded the target polymer with good optoelectronic and charge-transport characteristics. The TQ1 polymer obtained in the direct heteroarylation reaction delivered power conversion efficiency of ∼5% in organic bulk heterojunction solar cells, which matches well the characteristics of the reference devices assembled using TQ1 batch synthesized via conventional Stille polycondensation reaction. The obtained results highlight the potential of the direct heteroarylation reaction as an efficient and environment-friendly alternative to Stille cross-coupling in the design of high-quality semiconductor materials for organic electronics.

Original languageEnglish
Pages (from-to)776-782
Number of pages7
JournalJournal of Polymer Science, Part A: Polymer Chemistry
Volume57
Issue number7
DOIs
Publication statusPublished - 1 Apr 2019

Keywords

  • conjugated polymers
  • diodes
  • direct heteroarylation reaction
  • photophysics
  • polycondensation
  • quinoxaline
  • Stille polycondensation reaction
  • thiophene

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