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    Acene Ring Size Optimization in Fused Lactam Polymers Enabling High n-Type Organic Thermoelectric Performance

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    Name:
    Acene Ring Size Optimization in Fused Lactam Polymers Enabling High n-Type Organic Thermoelectric Performance .pdf
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    1.357Mb
    Format:
    PDF
    Description:
    Accepted manuscript
    Embargo End Date:
    2021-12-22
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    Type
    Article
    Authors
    Chen, Hu cc
    Moser, Maximilian cc
    Wang, Suhao cc
    Jellett, Cameron cc
    Thorley, Karl cc
    Harrison, George T.
    Jiao, Xuechen cc
    Xiao, Mingfei
    Purushothaman, Balaji
    Alsufyani, Maryam cc
    Bristow, Helen
    De Wolf, Stefaan cc
    Gasparini, Nicola cc
    Wadsworth, Andrew cc
    McNeill, Christopher R. cc
    Sirringhaus, Henning cc
    Fabiano, Simone cc
    McCulloch, Iain cc
    KAUST Department
    KAUST Solar Center (KSC)
    Physical Science and Engineering (PSE) Division
    Physical Science and Engineering Division, King Abdullah University of Science and Technology (KAUST), Thuwal 23955-6900, Saudi Arabia
    Chemical Science Program
    Material Science and Engineering Program
    KAUST Grant Number
    OSR-2015-CRG4-2572
    OSR-2018-CARF/CCF-3079
    OSR-4106 CPF2019
    Date
    2020-12-22
    Embargo End Date
    2021-12-22
    Submitted Date
    2020-09-28
    Permanent link to this record
    http://hdl.handle.net/10754/666616
    
    Metadata
    Show full item record
    Abstract
    Three n-type fused lactam semiconducting polymers were synthesized for thermoelectric and transistor applications via a cheap, highly atom-efficient, and nontoxic transition-metal free aldol polycondensation. Energy level analysis of the three polymers demonstrated that reducing the central acene core size from two anthracenes (A-A), to mixed naphthalene–anthracene (A-N), and two naphthalene cores (N-N) resulted in progressively larger electron affinities, thereby suggesting an increasingly more favorable and efficient solution doping process when employing 4-(2,3-dihydro-1,3-dimethyl-1H-benzimidazol-2-yl)-N,N-dimethylbenzenamine (N-DMBI) as the dopant. Meanwhile, organic field effect transistor (OFET) mobility data showed the N-N and A-N polymers to feature the highest charge carrier mobilities, further highlighting the benefits of aryl core contraction to the electronic performance of the materials. Ultimately, the combination of these two factors resulted in N-N, A-N, and A-A to display power factors (PFs) of 3.2 μW m–1 K–2, 1.6 μW m–1 K–2, and 0.3 μW m–1 K–2, respectively, when doped with N-DMBI, whereby the PFs recorded for N-N and A-N are among the highest reported in the literature for n-type polymers. Importantly, the results reported in this study highlight that modulating the size of the central acene ring is a highly effective molecular design strategy to optimize the thermoelectric performance of conjugated polymers, thus also providing new insights into the molecular design guidelines for the next generation of high-performance n-type materials for thermoelectric applications.
    Citation
    Chen, H., Moser, M., Wang, S., Jellett, C., Thorley, K., Harrison, G. T., … McCulloch, I. (2020). Acene Ring Size Optimization in Fused Lactam Polymers Enabling High n-Type Organic Thermoelectric Performance. Journal of the American Chemical Society. doi:10.1021/jacs.0c10365
    Sponsors
    The authors acknowledge generous funding from KAUST for financial support. The research reported in this publication was sponsored by funding from King Abdullah University of Science and Technology Office of Sponsored Research (OSR) under Awards OSR-2018-CARF/CCF-3079, OSR-2015-CRG4-2572, and OSR-4106 CPF2019. We acknowledge EC FP7 Project SC2 (610115), EC H2020 (643791), and EPSRC Projects EP/G037515/1, EP/M005143/1, and EP/L016702/1. This work was performed in part at the SAXS/WAXS beamline at the Australian Synchrotron, part of ANSTO.36 S.F.acknowledges financial support from the Swedish Research Council (Grant 2016-03979), ÅForsk (Grants 18-313, 19-310), Olle Engkvists Stiftelse (Grant 204-0256), and the Advanced Functional Materials Center at Linköping University (Grant 2009-00971).
    Publisher
    American Chemical Society (ACS)
    Journal
    Journal of the American Chemical Society
    DOI
    10.1021/jacs.0c10365
    Additional Links
    https://pubs.acs.org/doi/10.1021/jacs.0c10365
    ae974a485f413a2113503eed53cd6c53
    10.1021/jacs.0c10365
    Scopus Count
    Collections
    Articles; Physical Science and Engineering (PSE) Division; Chemical Science Program; Material Science and Engineering Program; KAUST Solar Center (KSC)

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