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Pyrenylpyridines: Sky-Blue Emitters for Organic Light-Emitting Diodes
| Content Provider | Semantic Scholar |
|---|---|
| Author | Silva, Thenahandi Prasanthi Deepthika De Youm, Sang Gil Tamas, George G. Yang, Boqian Wang, Chun-Han Fronczek, Frank R. Sahasrabudhe, Girija Sterling, Sierra Quarels, Rashanique D. Chhotaray, Pratap K. Nesterov, Evgueni E. Warner, Isiah M. |
| Copyright Year | 2019 |
| Abstract | A novel sky-blue-emitting tripyrenylpyridine derivative, 2,4,6-tri(1-pyrenyl)pyridine (2,4,6-TPP), has been synthesized using a Suzuki coupling reaction and compared with three previously reported isomeric dipyrenylpyridine (DPP) analogues (2,4-di(1-pyrenyl)pyridine (2,4-DPP), 2,6-di(1-pyrenyl)pyridine (2,6-DPP), and 3,5-di(1-pyrenyl)pyridine (3,5-DPP)). As revealed by single-crystal X-ray analysis and computational simulations, all compounds possess highly twisted conformations in the solid state with interpyrene torsional angles of 42.3°-57.2°. These solid-state conformations and packing variations of pyrenylpyridines could be correlated to observed variations in physical characteristics such as photo/thermal stability and spectral properties, but showed only marginal influence on electrochemical properties. The novel derivative, 2,4,6-TPP, exhibited the lowest degree of crystallinity as revealed by powder X-ray diffraction analysis and formed amorphous thin films as verified using grazing-incidence wide-angle X-ray scattering. This compound also showed high thermal/photo stability relative to its disubstituted analogues (DPPs). Thus, a nondoped organic light-emitting diode (OLED) prototype was fabricated using 2,4,6-TPP as the emissive layer, which displayed a sky-blue electroluminescence with Commission Internationale de L'Eclairage (CIE) coordinates of (0.18, 0.34). This OLED prototype achieved a maximum external quantum efficiency of 6.0 ± 1.2% at 5 V. The relatively high efficiency for this simple-architecture device reflects a good balance of electron and hole transporting ability of 2,4,6-TPP along with efficient exciton formation in this material and indicates its promise as an emitting material for design of blue OLED devices. |
| Starting Page | 16867 |
| Ending Page | 16877 |
| Page Count | 11 |
| File Format | PDF HTM / HTML |
| DOI | 10.1021/acsomega.9b01948 |
| PubMed reference number | 31646233 |
| Journal | Medline |
| Volume Number | 4 |
| Alternate Webpage(s) | https://digitalcommons.lsu.edu/cgi/viewcontent.cgi?article=1046&context=chemistry_pubs |
| Alternate Webpage(s) | https://digitalcommons.lsu.edu/cgi/viewcontent.cgi?article=1042&context=chemistry_pubs |
| Alternate Webpage(s) | https://doi.org/10.1021/acsomega.9b01948 |
| Journal | ACS omega |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |