Chalcogen Bridged Thieno- and Selenopheno[2,3- d:5,4- d′]bisthiazole and Their Diketopyrrolopyrrole Based Low-Bandgap Copolymers

Dhananjaya Patra, Jaehyuk Lee, Somnath Dey, Jongbok Lee, Alexander J. Kalin, Anjaneyulu Putta, Zhuping Fei, Thomas McCarthy-Ward, Hassan S. Bazzi, Lei Fang, Martin Heeney, Myung Han Yoon, Mohammed Al-Hashimi

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Abstract

We report the synthesis and characterization of four novel small bandgap copolymers incorporating the electron-deficient thieno[2,3-d:5,4-d′]bisthiazole and selenopheno[2,3-d:5,4-d′]bisthiazole building blocks with a series of electron-deficient diketopyrrolopyrole units. The four resultant copolymers were synthesized via palladium Stille cross-coupling reaction, and their optical, thermal stability, electrochemical, and field-effect charge transport properties were investigated. All copolymers showed low optical bandgaps (1.53-1.56 eV); in addition, X-ray diffraction on solution-cast films revealed that the selenium-containing copolymers exhibit higher crystallinity compared to their thiophene counterparts.

Original languageEnglish
Pages (from-to)6076-6084
Number of pages9
JournalMacromolecules
Volume51
Issue number15
DOIs
Publication statusPublished - 14 Aug 2018

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ASJC Scopus subject areas

  • Organic Chemistry
  • Polymers and Plastics
  • Inorganic Chemistry
  • Materials Chemistry

Cite this

Patra, D., Lee, J., Dey, S., Lee, J., Kalin, A. J., Putta, A., Fei, Z., McCarthy-Ward, T., Bazzi, H. S., Fang, L., Heeney, M., Yoon, M. H., & Al-Hashimi, M. (2018). Chalcogen Bridged Thieno- and Selenopheno[2,3- d:5,4- d′]bisthiazole and Their Diketopyrrolopyrrole Based Low-Bandgap Copolymers. Macromolecules, 51(15), 6076-6084. https://doi.org/10.1021/acs.macromol.8b00826