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    Naphthalene flanked diketopyrrolopyrrole based organic semiconductors for high performance organic field effect transistors

    267757.pdf (1.934Mb)
    Access Status
    Open access
    Authors
    Liu, Q.
    Sun, H.
    Blaikie, C.
    Caporale, C.
    Manzhos, S.
    Feron, K.
    Macleod, J.
    Massi, Massimiliano
    Bottle, S.
    Bell, J.
    Noh, Y.
    Sonar, P.
    Date
    2018
    Type
    Journal Article
    
    Metadata
    Show full item record
    Citation
    Liu, Q. and Sun, H. and Blaikie, C. and Caporale, C. and Manzhos, S. and Feron, K. and Macleod, J. et al. 2018. Naphthalene flanked diketopyrrolopyrrole based organic semiconductors for high performance organic field effect transistors. New Journal of Chemistry. 42 (15): pp. 12374-12385.
    Source Title
    New Journal of Chemistry
    DOI
    10.1039/c8nj01453a
    ISSN
    1144-0546
    School
    School of Molecular and Life Sciences (MLS)
    URI
    http://hdl.handle.net/20.500.11937/69666
    Collection
    • Curtin Research Publications
    Abstract

    Here, we design and synthesize three new diketopyrrolopyrrole (DPP) derivatives with naphthalene, possessing large-scaled p-delocalized electronic structure, as the flanking groups and both linear (n-decyl and n-dodecyl) and branched (2-hexyldecyl)alkyl chains as substitutions as active layer for high performance organic field-effect transistors (OFETs). The thermal, photophysical properties, energy levels and solid state molecular stacking have been studied in detail. All the materials show excellent thermal stability with a decomposition temperature of 400 °C, high semi-crystallinity feature, suitable HOMO & LUMO energy levels, and varying crystalline domain sizes in thin films. Bottom-contact/top-gate transistor devices are thus fabricated to investigate the mobility. Encouragingly, all compounds function well in OFET devices and show significant potential as p-type semiconducting materials. The monomer with the n-decyl alkyl chain (D-DPPN) shows the highest mobility of 0.019 cm2V-1s-1, with the Ion/Ioffratio reaching 106. We for the first time synthesize naphthalene flanked DPP monomers and achieve high mobility in OFET devices when using these monomers without any further functionalization as semiconductors directly. The primary result that high mobility is observed for monomers only opens a new way for further DPP application and provides more possibilities for constructing high performance polymeric and small molecular semiconductors based on this new DPP dye.

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