N-type polymer semiconductors incorporating heteroannulated benzothiadiazole

Xiantao Hu, Aniruddha Basu, Martina Rimmele, Adam V. Marsh, Filip Aniés, Qiao He*, Thomas D. Anthopoulos, Martin Heeney*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

3 Scopus citations


We report four novel n-type polymer semiconductors containing a 2,1,3-benzothiadiazole (BT) based acceptor annulated with a 2-(1,3-dithiol-2-ylidene)malonitrile (DTYM) group. Four copolymers with varying electron donor groups are investigated with regards to optoelectronic properties. Theoretical calculations and optical characterization indicate that the introduction of the DTYM group leads to backbone twisting and blue-shifted absorption in comparison to the unsubstituted BT analogues, but increases the dipole moment and electron affinity. All polymers exhibit n-type semiconducting character in organic field-effect transistors (OFETs) fabricated by blade coating, with the co-polymer containing a fluorinated bithiophene donor demonstrating the best performance. This work highlights the influence of the DTYM group on polymer semiconductors and further demonstrates its potential as a functional group to enhance electron affinity.

Original languageEnglish (US)
Pages (from-to)469-476
Number of pages8
Issue number4
StatePublished - Dec 28 2022

Bibliographical note

Publisher Copyright:
© 2023 The Royal Society of Chemistry.

ASJC Scopus subject areas

  • Bioengineering
  • Biochemistry
  • Polymers and Plastics
  • Organic Chemistry


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