A Chemically Doped Naphthalenediimide-Bithiazole Polymer for n-Type Organic Thermoelectrics

Suhao Wang, Hengda Sun, Tim Erdmann, Gang Wang, Daniele Fazzi, Uwe Lappan, Yuttapoom Puttisong, Zhihua Chen, Magnus Berggren, Xavier Crispin, Anton Kiriy, Brigitte Voit, Tobin J. Marks, Simone Fabiano, Antonio Facchetti

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Abstract

The synthesis of a novel naphthalenediimide (NDI)-bithiazole (Tz2)-based polymer [P(NDI2OD-Tz2)] is reported, and structural, thin-film morphological, as well as charge transport and thermoelectric properties are compared to the parent and widely investigated NDI-bithiophene (T2) polymer [P(NDI2OD-T2)]. Since the steric repulsions in Tz2 are far lower than in T2, P(NDI2OD-Tz2) exhibits a more planar and rigid backbone, enhancing π–π chain stacking and intermolecular interactions. In addition, the electron-deficient nature of Tz2 enhances the polymer electron affinity, thus reducing the polymer donor–acceptor character. When n-doped with amines, P(NDI2OD-Tz2) achieves electrical conductivity (≈0.1 S cm−1) and a power factor (1.5 µW m−1 K−2) far greater than those of P(NDI2OD-T2) (0.003 S cm−1 and 0.012 µW m−1 K−2, respectively). These results demonstrate that planarized NDI-based polymers with reduced donor–acceptor character can achieve substantial electrical conductivity and thermoelectric response.

Original languageEnglish
Article number1801898
JournalAdvanced Materials
Volume30
Issue number31
DOIs
Publication statusPublished - Aug 2 2018

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Keywords

  • NDI-based polymers
  • donor–acceptor polymers
  • doping
  • n-type polymers
  • organic thermoelectrics

ASJC Scopus subject areas

  • Materials Science(all)
  • Mechanics of Materials
  • Mechanical Engineering

Cite this

Wang, S., Sun, H., Erdmann, T., Wang, G., Fazzi, D., Lappan, U., Puttisong, Y., Chen, Z., Berggren, M., Crispin, X., Kiriy, A., Voit, B., Marks, T. J., Fabiano, S., & Facchetti, A. (2018). A Chemically Doped Naphthalenediimide-Bithiazole Polymer for n-Type Organic Thermoelectrics. Advanced Materials, 30(31), [1801898]. https://doi.org/10.1002/adma.201801898