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Pyrenylpyridines: Sky-Blue Emitters for Organic Light-Emitting Diodes

DOI:10.1021/acsomega.9b01948 期刊:ACS Omega 出版年份:2019 更新时间:2025-09-16 10:30:52
摘要: 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.
作者: Thenahandi Prasanthi Deepthika De Silva,Chun-Han Wang,Rashanique D. Quarels,George G. Tamas,Sierra Sterling,Sang Gil Youm,Girija Sahasrabudhe,Pratap K. Chhotaray,Evgueni E. Nesterov,Frank R. Fronczek,Boqian Yang,Isiah M. Warner
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Investigating the synthesis and characterization of a novel sky-blue-emitting tripyrenylpyridine derivative for application in organic light-emitting diodes (OLEDs).

The novel 2,4,6-TPP derivative exhibits promising characteristics for blue OLED emission, including high thermal/photo stability and efficient exciton formation. The OLED prototype demonstrated sky-blue electroluminescence with good efficiency, indicating potential for future OLED applications.

The study focuses on a specific class of compounds and their application in OLEDs. The OLED prototype's performance is compared to theoretical limits but may not account for all practical device challenges.

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