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

Tarek H. El-Assaad, Manuel Auer, Raul Castañeda, Kassem M. Hallal, Fadi M. Jradi, Lorenzo Mosca, Rony S. Khnayzer, Digambara Patra, Tatiana V. Timofeeva, Jean-Luc Bredas, Emil J. W. List-Kratochvil, Brigitte Wex, Bilal R. Kaafarani

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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.
Original languageEnglish (US)
Pages (from-to)3041-3058
Number of pages18
JournalJ. Mater. Chem. C
Volume4
Issue number14
DOIs
StatePublished - 2016

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  • CCDC 1011330: Experimental Crystal Structure Determination : 1,3,6,8-tetrakis(4-fluorophenyl)pyrene

    El-Assaad, T. H. (Creator), Auer, M. (Creator), Castañeda, R. (Creator), Hallal, K. M. (Creator), Jradi, F. M. (Creator), Mosca, L. (Creator), Khnayzer, R. S. (Creator), Patra, D. (Creator), Timofeeva, T. V. (Creator), Bredas, J. (Creator), List-Kratochvil, E. J. W. (Creator), Wex, B. (Creator), Kaafarani, B. R. (Creator), El-Assaad, T. H. (Creator), Auer, M. (Creator), Castañeda, R. (Creator), Hallal, K. M. (Creator), Jradi, F. M. (Creator), Mosca, L. (Creator), Khnayzer, R. S. (Creator), Patra, D. (Creator), Timofeeva, T. V. (Creator), List-Kratochvil, E. J. W. (Creator), Wex, B. (Creator) & Kaafarani, B. R. (Creator), Cambridge Crystallographic Data Centre, Oct 15 2015

    Dataset

  • CCDC 1015953: Experimental Crystal Structure Determination : 1,3,6,8-tetrakis(4-phenoxyphenyl)pyrene

    El-Assaad, T. H. (Creator), Auer, M. (Creator), Castañeda, R. (Creator), Hallal, K. M. (Creator), Jradi, F. M. (Creator), Mosca, L. (Creator), Khnayzer, R. S. (Creator), Patra, D. (Creator), Timofeeva, T. V. (Creator), Bredas, J. (Creator), List-Kratochvil, E. J. W. (Creator), Wex, B. (Creator), Kaafarani, B. R. (Creator), El-Assaad, T. H. (Creator), Auer, M. (Creator), Castañeda, R. (Creator), Hallal, K. M. (Creator), Jradi, F. M. (Creator), Mosca, L. (Creator), Khnayzer, R. S. (Creator), Patra, D. (Creator), Timofeeva, T. V. (Creator), List-Kratochvil, E. J. W. (Creator), Wex, B. (Creator) & Kaafarani, B. R. (Creator), Cambridge Crystallographic Data Centre, Oct 15 2015

    Dataset

  • CCDC 1039264: Experimental Crystal Structure Determination : 2,2',2'',2'''-pyrene-1,3,6,8-tetrayltetrathiophene

    El-Assaad, T. H. (Creator), Auer, M. (Creator), Castañeda, R. (Creator), Hallal, K. M. (Creator), Jradi, F. M. (Creator), Mosca, L. (Creator), Khnayzer, R. S. (Creator), Patra, D. (Creator), Timofeeva, T. V. (Creator), Bredas, J. (Creator), List-Kratochvil, E. J. W. (Creator), Wex, B. (Creator), Kaafarani, B. R. (Creator), El-Assaad, T. H. (Creator), Auer, M. (Creator), Castañeda, R. (Creator), Hallal, K. M. (Creator), Jradi, F. M. (Creator), Mosca, L. (Creator), Khnayzer, R. S. (Creator), Patra, D. (Creator), Timofeeva, T. V. (Creator), List-Kratochvil, E. J. W. (Creator), Wex, B. (Creator) & Kaafarani, B. R. (Creator), Cambridge Crystallographic Data Centre, Oct 15 2015

    Dataset

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