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

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

82 Scopus citations

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 (US)
Article number1801898
JournalAdvanced Materials
Volume30
Issue number31
DOIs
StatePublished - Aug 2 2018

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

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