Title Carbazolyl electron donor and pyridinyl electron acceptor containing derivatives as potential host materials for green organic light-emitting diodes
Authors Beresneviciute, Raminta ; Kumar, Anil ; Blazevicius, Dovydas ; Lenka, Sushanta ; Hsieh, Song-Ting ; Tsai, Ming-Feng ; Krucaite, Gintare ; Tavgeniene, Daiva ; Jou, Jwo-Huei ; Grigalevicius, Saulius
DOI 10.3390/molecules30091911
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Is Part of Molecules.. Basel : MDPI. 2025, vol. 30, iss. 9, art. no. 1911, p. 1-16.. ISSN 1420-3049
Keywords [eng] bipolar derivative ; thermal stability ; green emission ; glass transition temperature ; organic light-emitting diode ; efficiency
Abstract [eng] Here, we present two series of new electroactive compounds containing electron donors (carbazolyl) and electron acceptor (pyridinyl) fragments as potential host materials. The objective compounds 9-(2-ethylhexyl)-3,6-di [3-(methoxypyridin-3-yl)carbazol- 9-yl]carbazoles RB71 and RB74 were synthesized by an Ullmann coupling reaction between the intermediate derivatives: 9-(2-ethylhexyl)-3,6-diiodocarbazole and corresponding 3-(methoxypyridin-3-yl)-9H-carbazole. Other target derivatives, 9-alkyl-3-[N-(9- alkylcarbazol-3-yl)-N-(4-methylpyridin-2-yl)amino]carbazoles RB70 and RB75, were also prepared, according to the Ullmann reaction method, from 2-amino-4-methylpyridine and the corresponding 3-iodo-9-alkylcarbazole. Thermogravimetric analysis confirmed that the new derivatives are highly thermally stable compounds, with 5% weight loss in the temperature range of 349 ◦C to 488 ◦C. According to differential scanning calorimetry results, some amorphous materials exhibit very high glass transition temperatures exceeding 150 ◦C in some cases, which is a significant advantage for compounds with potential applications in organic light-emitting devices. The electroluminescent properties of devices utilizing the new hosts RB71 or RB70 with 5.0, 10.0, 15.0, and 20.0 wt.% concentrations of the dopant tris(2-phenylpyridine)iridium(III), Ir(ppy)3, were demonstrated. All the PhOLEDs emitted light at approximately 515 nm with CIE coordinates of (0.30, 0.61) due to Ir(ppy)3 emissions. The most efficient device with RB71 host demonstrated a maximum power efficacy of 8.0 lm/W, maximum current efficiency of 12.7 cd/A, and maximal external quantum efficiency of 5.4% with a relatively low turn-on voltage of 4.3 eV, as well as luminance exceeding 4000 cd/m2. Additionally, 15 wt.% Ir(ppy)3 emitter-based PhOLED with RB70 host outperformed the other devices by displaying a maximum power efficacy of 9.6 lm/W, maximum current efficiency of 16.0 cd/A, and maximal external quantum efficiency of 6.7% with a relatively low turn-on voltage of 3.7 eV, as well as luminance reaching 11,200 cd/m2. Some devices seem to exhibit higher efficiencies than those previously reported for OLEDs that utilize a 4,4′-bis(9-carbazolyl)-2,2′-biphenyl (CBP) host.
Published Basel : MDPI
Type Journal article
Language English
Publication date 2025
CC license CC license description