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Effect of Cyano Substitution on Conjugated Polymers for Bulk Heterojunction Solar Cells
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    Effect of Cyano Substitution on Conjugated Polymers for Bulk Heterojunction Solar Cells
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    • Qianqian Zhang
      Qianqian Zhang
      Department of Chemistry, University of North Carolina at Chapel Hill, Chapel Hill, North Carolina 27599, United States
    • Jeromy James Rech
      Jeromy James Rech
      Department of Chemistry, University of North Carolina at Chapel Hill, Chapel Hill, North Carolina 27599, United States
    • Liang Yan
      Liang Yan
      Department of Chemistry, University of North Carolina at Chapel Hill, Chapel Hill, North Carolina 27599, United States
      More by Liang Yan
    • Quanbin Liang
      Quanbin Liang
      Institute of Polymer Optoelectronic Materials and Devices, State Key Laboratory of Luminescent Materials and Devices, South China University of Technology, Guangzhou 510640, P. R. China
    • Zhengxing Peng
      Zhengxing Peng
      Department of Physics and Organic and Carbon Electronics Lab (ORaCEL), North Carolina State University, Raleigh, North Carolina 27695, United States
    • Harald Ade
      Harald Ade
      Department of Physics and Organic and Carbon Electronics Lab (ORaCEL), North Carolina State University, Raleigh, North Carolina 27695, United States
      More by Harald Ade
    • Hongbin Wu
      Hongbin Wu
      Institute of Polymer Optoelectronic Materials and Devices, State Key Laboratory of Luminescent Materials and Devices, South China University of Technology, Guangzhou 510640, P. R. China
      More by Hongbin Wu
    • Wei You*
      Wei You
      Department of Chemistry, University of North Carolina at Chapel Hill, Chapel Hill, North Carolina 27599, United States
      *E-mail: [email protected]
      More by Wei You
    Other Access OptionsSupporting Information (1)

    ACS Applied Polymer Materials

    Cite this: ACS Appl. Polym. Mater. 2019, 1, 12, 3313–3322
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    https://doi.org/10.1021/acsapm.9b00767
    Published October 28, 2019
    Copyright © 2019 American Chemical Society

    Abstract

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    The design of polymer structures has played a vital role in improving the efficiency of organic solar cells (OSCs). A common approach to increase solar cell efficiency is to add a specific substituent to the polymer backbone; yet, the cyano substituent, a strong electron-withdrawing group, has not received much attention as such substituents with conjugated polymers. In this study, we systematically explore the impact of cyano substitution on conjugated polymers by varying the amount of cyano groups, from zero to two per repeat unit, on the benzotriazole acceptor moiety of our polymers. We find that cyano substitution effectively decreases the energy levels of the polymer, leading to high VOC values; however, the impact of additional cyano groups offer diminishing returns. Moreover, cyano substitution also decreases the band gap of the polymers, inducing a shift of polymer absorption to longer wavelength. Along with the optical and electrochemical differences, the cyano effect was also thoroughly characterized by changes in morphology, charge transfer state energy, charge carrier density, lifetime, and nongeminate recombination rate. The champion polymer (efficiency of 8.6%) has a single cyano substituent, monoCNTAZ, which affords high VOC, JSC, and FF due to deep energy level, red-shifted absorption, and efficient charge transport properties, respectively. However, further additions of cyano groups degrade the performance. Overall, this work highlights the benefits and limitations of cyano functionalization on conjugated polymers for OSCs.

    Copyright © 2019 American Chemical Society

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    Supporting Information

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    The Supporting Information is available free of charge on the ACS Publications website at DOI: 10.1021/acsapm.9b00767.

    • Synthetic details for monomers and polymer, 1H and 13C NMR spectra, characterization methods and device fabrication, PL and CT state measurements, GIWAXS, RSoXS profiles, and line fitting for GIWAXS blends (PDF)

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    Cited By

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    This article is cited by 18 publications.

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    ACS Applied Polymer Materials

    Cite this: ACS Appl. Polym. Mater. 2019, 1, 12, 3313–3322
    Click to copy citationCitation copied!
    https://doi.org/10.1021/acsapm.9b00767
    Published October 28, 2019
    Copyright © 2019 American Chemical Society

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