Get access

Perylene diimide copolymers with dithienothiophene and dithienopyrrole: Use in n-channel and ambipolar field-effect transistors

Authors

  • Shiming Zhang,

    1. Beijing National Laboratory for Molecular Sciences and CAS Key Laboratory of Organic Solids, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China
    Search for more papers by this author
  • Yugeng Wen,

    1. Beijing National Laboratory for Molecular Sciences and CAS Key Laboratory of Organic Solids, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China
    Search for more papers by this author
  • Weiyi Zhou,

    1. Beijing National Laboratory for Molecular Sciences and CAS Key Laboratory of Organic Solids, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China
    Search for more papers by this author
  • Yunlong Guo,

    1. Beijing National Laboratory for Molecular Sciences and CAS Key Laboratory of Organic Solids, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China
    Search for more papers by this author
  • Lanchao Ma,

    1. Beijing National Laboratory for Molecular Sciences and CAS Key Laboratory of Organic Solids, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China
    Search for more papers by this author
  • Xingang Zhao,

    1. Beijing National Laboratory for Molecular Sciences and CAS Key Laboratory of Organic Solids, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China
    Search for more papers by this author
  • Zhen Zhao,

    1. Beijing National Laboratory for Molecular Sciences and CAS Key Laboratory of Organic Solids, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China
    Search for more papers by this author
  • Stephen Barlow,

    1. School of Chemistry and Biochemistry, Georgia Institute of Technology, Atlanta, Georgia 30332
    2. Center for Organic Photonics and Electronics, Georgia Institute of Technology, Atlanta, Georgia 30332
    Search for more papers by this author
  • Seth R. Marder,

    1. School of Chemistry and Biochemistry, Georgia Institute of Technology, Atlanta, Georgia 30332
    2. Center for Organic Photonics and Electronics, Georgia Institute of Technology, Atlanta, Georgia 30332
    Search for more papers by this author
  • Yunqi Liu,

    1. Beijing National Laboratory for Molecular Sciences and CAS Key Laboratory of Organic Solids, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China
    Search for more papers by this author
  • Xiaowei Zhan

    Corresponding author
    1. Beijing National Laboratory for Molecular Sciences and CAS Key Laboratory of Organic Solids, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China
    2. Department of Materials Science and Engineering, College of Engineering, Peking University, Beijing 100871, China
    • Beijing National Laboratory for Molecular Sciences and CAS Key Laboratory of Organic Solids, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China
    Search for more papers by this author

Abstract

Solution-processable polymers consisting of perylene diimide (PDI) acceptor moieties alternating with dithienothiophene (DTT), N-dodecyl-dithienopyrrole (DTP), or oligomers of these donor groups have been synthesized. We have, in addition to varying the donor, varied the N,N′ substituents of the PDIs. The thermal, optical, electrochemical, and charge-transport properties of the polymers have been investigated. The polymers show broad absorption extending from 300 to 1000 nm with optical band gaps as low as 1.2 eV; the band gap decreases with increasing the conjugation length of donor block, or by replacement of DTT by DTP. The electron affinities of the polymers, estimated from electrochemical data, range from −3.87 to −4.01 eV and are slightly affected by the specific choice of donor moiety, while the estimated ionization potentials (−5.31 to −5.92 eV) are more sensitive to the choice of donor. Bottom-gate top-contact organic field-effect transistors based on the polymers generally exhibit n-channel behavior with electron mobilities as high as 1.7 × 10–2 cm2/V/s and on/off ratios as high as 106; one PDI-DTP polymer is an ambipolar transport material with electron mobility of 4 × 10–4 cm2/V/s and hole mobility of 4 × 10–5 cm2/V/s in air. There is considerable variation in the charge transport properties of the polymers with the chemical structures. © 2013 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2013

Get access to the full text of this article

Ancillary