Indolo-naphthyridine-6,13-dione thiophene building block for conjugated polymer electronics: Molecular origin of ultrahigh n-type mobility

Kealan J. Fallon, Nilushi Wijeyasinghe, Eric F. Manley, Stoichko D. Dimitrov, Syeda A. Yousaf, Raja S. Ashraf, Warren Duffy, Anne A.Y. Guilbert, David M.E. Freeman, Mohammed Al-Hashimi, Jenny Nelson, James R. Durrant, Lin X. Chen, Iain McCulloch, Tobin J. Marks, Tracey M. Clarke, Thomas D. Anthopoulos, Hugo Bronstein

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Abstract

Herein, we present the synthesis and characterization of four conjugated polymers containing a novel chromophore for organic electronics based on an indigoid structure. These polymers exhibit extremely small band gaps of ∼1.2 eV, impressive crystallinity, and extremely high n-type mobility exceeding 3 cm2 V s-1. The n-type charge carrier mobility can be correlated with the remarkably high crystallinity along the polymer backbone having a correlation length in excess of 20 nm. Theoretical analysis reveals that the novel polymers have highly rigid nonplanar geometries demonstrating that backbone planarity is not a prerequisite for either narrow band gap materials or ultrahigh mobilities. Furthermore, the variation in backbone crystallinity is dependent on the choice of comonomer. OPV device efficiencies up to 4.1% and charge photogeneration up to 1000 nm are demonstrated, highlighting the potential of this novel chromophore class in high-performance organic electronics.

Original languageEnglish
Pages (from-to)8366-8378
Number of pages13
JournalChemistry of Materials
Volume28
Issue number22
DOIs
Publication statusPublished - 22 Nov 2016

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ASJC Scopus subject areas

  • Chemistry(all)
  • Chemical Engineering(all)
  • Materials Chemistry

Cite this

Fallon, K. J., Wijeyasinghe, N., Manley, E. F., Dimitrov, S. D., Yousaf, S. A., Ashraf, R. S., Duffy, W., Guilbert, A. A. Y., Freeman, D. M. E., Al-Hashimi, M., Nelson, J., Durrant, J. R., Chen, L. X., McCulloch, I., Marks, T. J., Clarke, T. M., Anthopoulos, T. D., & Bronstein, H. (2016). Indolo-naphthyridine-6,13-dione thiophene building block for conjugated polymer electronics: Molecular origin of ultrahigh n-type mobility. Chemistry of Materials, 28(22), 8366-8378. https://doi.org/10.1021/acs.chemmater.6b03671