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    Tetraaryl pyrenes: photophysical properties, computational studies, crystal structures, and application in OLEDs

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    Type
    Article
    Authors
    El-Assaad, Tarek H.
    Auer, Manuel
    Castañeda, Raul
    Hallal, Kassem M.
    Jradi, Fadi M.
    Mosca, Lorenzo
    Khnayzer, Rony S.
    Patra, Digambara
    Timofeeva, Tatiana V. cc
    Bredas, Jean-Luc cc
    List-Kratochvil, Emil J. W.
    Wex, Brigitte
    Kaafarani, Bilal R.
    KAUST Department
    KAUST Solar Center (KSC)
    Laboratory for Computational and Theoretical Chemistry of Advanced Materials
    Material Science and Engineering Program
    Physical Science and Engineering (PSE) Division
    Date
    2016
    Permanent link to this record
    http://hdl.handle.net/10754/621615
    
    Metadata
    Show full item record
    Abstract
    Pyrene was derivatized in positions 1, 3, 6, and 8 to yield a series of nine tetraarylpyrenes for which absorption, emission, emission lifetimes and solvatochromism in solution were determined. The fluorescence quantum yields in thin films and crystalline state, electrochemistry, and quantum-chemical calculations were completed for the series along with the X-ray crystal structure analysis of compounds 1, 2, 4, 5, 7, and 9. Compounds 2, 3, 4 as well as 7 were identified as the most suitable candidates for OLED application. Notably, in an unoptimized single-layer device geometry, these compounds exhibited blue electroluminescence coupled with impressively low turn-on voltages and high maximum luminances such as 2.8 V and 13 542 cd m-2 at 8.2 V for compound 2, respectively. © The Royal Society of Chemistry 2016.
    Citation
    El-Assaad TH, Auer M, Castañeda R, Hallal KM, Jradi FM, et al. (2016) Tetraaryl pyrenes: photophysical properties, computational studies, crystal structures, and application in OLEDs. J Mater Chem C 4: 3041–3058. Available: http://dx.doi.org/10.1039/C5TC02849C.
    Sponsors
    This work was supported by the Petroleum Research Fund (PRF) of the American Chemical Society (grant #: 47343-B10). The authors are grateful to this support. B.R.K. and B.W. acknowledge the Arab Fund Scholarship Program for financial support. The authors thank Dr. Veaceslav Coropceanu, Mr. Alexandr Fonari and Mr. Stephen B. Shirring for fruitful discussions. M.A. gratefully acknowledges the financial support of the Klima- und Energiefonds Project PLASMOLED 3726090. TVT and RC were supported by NSF PREM grants DMR-0934212 and DMR-1523611.
    Publisher
    Royal Society of Chemistry (RSC)
    Journal
    J. Mater. Chem. C
    DOI
    10.1039/C5TC02849C
    10.1039/c6tc90031c
    Relations
    Is Supplemented By:
    • [Dataset]
      El-Assaad, T. H., Auer, M., Castañeda, R., Hallal, K. M., Jradi, F. M., Mosca, L., … Kaafarani, B. R. (2015). CCDC 1011328: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/cc12ychw. DOI: 10.5517/cc12ychw HANDLE: 10754/624351
    • [Dataset]
      El-Assaad, T. H., Auer, M., Castañeda, R., Hallal, K. M., Jradi, F. M., Mosca, L., … Kaafarani, B. R. (2015). CCDC 1011330: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/cc12ycky. DOI: 10.5517/cc12ycky HANDLE: 10754/624352
    • [Dataset]
      El-Assaad, T. H., Auer, M., Castañeda, R., Hallal, K. M., Jradi, F. M., Mosca, L., … Kaafarani, B. R. (2015). CCDC 1015949: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/cc1335ky. DOI: 10.5517/cc1335ky HANDLE: 10754/624354
    • [Dataset]
      El-Assaad, T. H., Auer, M., Castañeda, R., Hallal, K. M., Jradi, F. M., Mosca, L., … Kaafarani, B. R. (2015). CCDC 1015953: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/cc1335p2. DOI: 10.5517/cc1335p2 HANDLE: 10754/624355
    • [Dataset]
      El-Assaad, T. H., Auer, M., Castañeda, R., Hallal, K. M., Jradi, F. M., Mosca, L., … Kaafarani, B. R. (2015). CCDC 1039264: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/cc13wfn2. DOI: 10.5517/cc13wfn2 HANDLE: 10754/624393
    • [Dataset]
      El-Assaad, T. H., Auer, M., Castañeda, R., Hallal, K. M., Jradi, F. M., Mosca, L., … Kaafarani, B. R. (2015). CCDC 1044326: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/cc141pyt. DOI: 10.5517/cc141pyt HANDLE: 10754/624397
    ae974a485f413a2113503eed53cd6c53
    10.1039/C5TC02849C
    Scopus Count
    Collections
    Articles; Physical Science and Engineering (PSE) Division; Material Science and Engineering Program; KAUST Solar Center (KSC)

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