Conjugated Copolymers of Vinylene Flanked Naphthalene Diimide

Zhuping Fei, Yang Han, Jaime Martin, Fiona H. Scholes, Mohammed Al-Hashimi, Siham Y. Alqaradawi, Natalie Stingelin, Thomas D. Anthopoulos, Martin Heeney

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29 Citations (Scopus)

Abstract

We report the synthesis of a novel naphthalene diimide (NDI) monomer containing two (tributylstannyl)vinyl groups. The utility of this building block is demonstrated by its copolymerization with five different electron-rich comonomers under Stille conditions. The resulting high molecular weight polymers show red-shifted optical absorptions in comparison to the analogous polymers without the vinylene spacer and a significant increase in the intensity of the low-energy intramolecular charge transfer band. The polymers all exhibit ambipolar behavior in bottom-gate, top-contact organic thin-film transistors. The insertion of a solution-processed barium hydroxide layer between the polymer and the gold electrode led to unipolar behavior with improved electron mobilities.

Original languageEnglish
Pages (from-to)6384-6393
Number of pages10
JournalMacromolecules
Volume49
Issue number17
DOIs
Publication statusPublished - 13 Sep 2016

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ASJC Scopus subject areas

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

Cite this

Fei, Z., Han, Y., Martin, J., Scholes, F. H., Al-Hashimi, M., Alqaradawi, S. Y., Stingelin, N., Anthopoulos, T. D., & Heeney, M. (2016). Conjugated Copolymers of Vinylene Flanked Naphthalene Diimide. Macromolecules, 49(17), 6384-6393. https://doi.org/10.1021/acs.macromol.6b01423