Tetraaryl pyrenes: photophysical properties, computational studies, crystal structures, and application in OLEDs
Type
ArticleAuthors
El-Assaad, Tarek H.Auer, Manuel
Castañeda, Raul
Hallal, Kassem M.
Jradi, Fadi M.
Mosca, Lorenzo
Khnayzer, Rony S.
Patra, Digambara
Timofeeva, Tatiana V.

Bredas, Jean-Luc

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
2016Permanent link to this record
http://hdl.handle.net/10754/621615
Metadata
Show full item recordAbstract
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. CRelations
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