• Login
    View Item 
    •   Home
    • Research
    • Articles
    • View Item
    •   Home
    • Research
    • Articles
    • View Item
    JavaScript is disabled for your browser. Some features of this site may not work without it.

    Browse

    All of KAUSTCommunitiesIssue DateSubmit DateThis CollectionIssue DateSubmit Date

    My Account

    Login

    Quick Links

    Open Access PolicyORCID LibguideTheses and Dissertations LibguideSubmit an Item

    Statistics

    Display statistics

    Thermally Induced Formation of HF4TCNQ- in F4TCNQ-Doped Regioregular P3HT

    • CSV
    • RefMan
    • EndNote
    • BibTex
    • RefWorks
    Thumbnail
    Name:
    Thermally induced.pdf
    Size:
    569.7Kb
    Format:
    PDF
    Description:
    Accepted article
    Download
    Type
    Article
    Authors
    Watts, Kristen E
    Neelamraju, Bharati
    Moser, Maximilian
    McCulloch, Iain cc
    Ratcliff, Erin L.
    Pemberton, Jeanne E
    KAUST Department
    Chemical Science Program
    KAUST Solar Center (KSC)
    Physical Science and Engineering (PSE) Division
    Date
    2020-07-23
    Online Publication Date
    2020-07-23
    Print Publication Date
    2020-08-20
    Embargo End Date
    2021-07-23
    Permanent link to this record
    http://hdl.handle.net/10754/664488
    
    Metadata
    Show full item record
    Abstract
    The prototypical system for understanding doping in solution-processed organic electronics has been poly(3-hexylthiophene) (P3HT) p-doped with 2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane (F4TCNQ). Multiple charge transfer states, defined by the fraction of electron transfer to F4TCNQ, are known to coexist and are dependent on polymer molecular weight, crystallinity, and processing. Less well understood is the loss of conductivity after thermal annealing of these materials. Specifically, in thermoelectrics, F4TCNQ-doped regioregular (rr) P3HT exhibits significant conductivity losses at temperatures lower than other thiophene-based polymers. Through detailed spectroscopic investigation of progressively heated P3HT films co-processed with F4TCNQ, we demonstrate that this diminished conductivity is due to formation of the non-chromophoric, weak dopant HF4TCNQ-. This species is likely formed through hydrogen abstraction from the alpha aliphatic carbon of the hexyl chain at the 3-position of thiophene rings of rr-P3HT. This reaction is eliminated for polymers with ethylene glycol-containing side chains, which retain conductivity at higher operating temperatures. In total, these results provide a critical materials design guideline for organic electronics.
    Citation
    Watts, K. E., Neelamraju, B., Moser, M., McCulloch, I., Ratcliff, E. L., & Pemberton, J. E. (2020). Thermally Induced Formation of HF4TCNQ- in F4TCNQ-Doped Regioregular P3HT. The Journal of Physical Chemistry Letters. doi:10.1021/acs.jpclett.0c01673
    Sponsors
    The authors acknowledge support of this research by the National Science Foundation under award DMR-1608289. K.E.W. acknowledges financial support through an ARCS Foundation Scholarship and an ACS Division of Analytical Chemistry Fellowship sponsored by Eli Lilly and Company. M.M and I.M. acknowledge generous funding from KAUST for financial support. The authors also acknowledge very useful discussions with Professor Richard S. Glass regarding mechanistic aspects of this work. Use of the Stanford Synchrotron Radiation Lightsource, SLAC National Accelerator Laboratory is supported by the U.S. Department of Energy, Office of Science, Office of Basic Energy Sciences under Contract No. DE-AC02-76SF00515.
    Publisher
    American Chemical Society (ACS)
    Journal
    The Journal of Physical Chemistry Letters
    DOI
    10.1021/acs.jpclett.0c01673
    Additional Links
    https://pubs.acs.org/doi/10.1021/acs.jpclett.0c01673
    ae974a485f413a2113503eed53cd6c53
    10.1021/acs.jpclett.0c01673
    Scopus Count
    Collections
    Articles; Physical Science and Engineering (PSE) Division; Chemical Science Program; KAUST Solar Center (KSC)

    entitlement

     
    DSpace software copyright © 2002-2023  DuraSpace
    Quick Guide | Contact Us | KAUST University Library
    Open Repository is a service hosted by 
    Atmire NV
     

    Export search results

    The export option will allow you to export the current search results of the entered query to a file. Different formats are available for download. To export the items, click on the button corresponding with the preferred download format.

    By default, clicking on the export buttons will result in a download of the allowed maximum amount of items. For anonymous users the allowed maximum amount is 50 search results.

    To select a subset of the search results, click "Selective Export" button and make a selection of the items you want to export. The amount of items that can be exported at once is similarly restricted as the full export.

    After making a selection, click one of the export format buttons. The amount of items that will be exported is indicated in the bubble next to export format.