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

Research output: Contribution to journalArticle

2 Citations (Scopus)

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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Chalcogens
Energy gap
Copolymers
Thiophenes
Electrons
Optical band gaps
Selenium
Palladium
Thiophene
Transport properties
Charge transfer
Thermodynamic stability
X ray diffraction

ASJC Scopus subject areas

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

Cite this

Chalcogen Bridged Thieno- and Selenopheno[2,3- d:5,4- d′]bisthiazole and Their Diketopyrrolopyrrole Based Low-Bandgap Copolymers. / Patra, Dhananjaya; Lee, Jaehyuk; Dey, Somnath; Lee, Jongbok; Kalin, Alexander J.; Putta, Anjaneyulu; Fei, Zhuping; McCarthy-Ward, Thomas; Bazzi, Hassan S.; Fang, Lei; Heeney, Martin; Yoon, Myung Han; Al-Hashimi, Mohammed.

In: Macromolecules, Vol. 51, No. 15, 14.08.2018, p. 6076-6084.

Research output: Contribution to journalArticle

Patra, D, Lee, J, Dey, S, Lee, J, Kalin, AJ, Putta, A, Fei, Z, McCarthy-Ward, T, Bazzi, HS, Fang, L, Heeney, M, Yoon, MH & Al-Hashimi, M 2018, 'Chalcogen Bridged Thieno- and Selenopheno[2,3- d:5,4- d′]bisthiazole and Their Diketopyrrolopyrrole Based Low-Bandgap Copolymers', Macromolecules, vol. 51, no. 15, pp. 6076-6084. https://doi.org/10.1021/acs.macromol.8b00826
Patra, Dhananjaya ; Lee, Jaehyuk ; Dey, Somnath ; Lee, Jongbok ; Kalin, Alexander J. ; Putta, Anjaneyulu ; Fei, Zhuping ; McCarthy-Ward, Thomas ; Bazzi, Hassan S. ; Fang, Lei ; Heeney, Martin ; Yoon, Myung Han ; Al-Hashimi, Mohammed. / Chalcogen Bridged Thieno- and Selenopheno[2,3- d:5,4- d′]bisthiazole and Their Diketopyrrolopyrrole Based Low-Bandgap Copolymers. In: Macromolecules. 2018 ; Vol. 51, No. 15. pp. 6076-6084.
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