作为主材料的 9-(9-烷基咔唑-3-基)-3-(甲氧基吡啶-3-基)咔唑,用于制造非常高效的有机发光二极管

IF 3.8 3区 材料科学 Q2 MATERIALS SCIENCE, MULTIDISCIPLINARY Optical Materials Pub Date : 2024-10-15 DOI:10.1016/j.optmat.2024.116273
Raminta Beresneviciute , Daiva Tavgeniene , Dovydas Blazevicius , Kuan-Wei Chen , Yu-Hsuan Chen , Saulius Grigalevicius , Chih-Hao Chang
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引用次数: 0

摘要

利用关键起始化合物合成了四种 9-(9-烷基咔唑-3-基)-3-(甲氧基吡啶-3-基)咔唑衍生物 (HM1-HM4):通过乌尔曼偶联反应,从关键起始化合物:9-烷基-3-碘咔唑和相应的 3-(甲氧基吡啶-3-基)-9H-咔唑合成了 HM1-HM4。这些目标材料具有极高的热稳定性(失重 5% 的温度为 371-387 ℃),可形成无定形层,同时具有相当高的玻璃化转变温度(89-97 ℃)。这四种化合物的三重能隙约为 2.7-2.8 eV,因此适合用作含有 Ir(ppy)3 客体的绿色磷光 OLED 的主材料。此外,还开发了一种复合宿主系统,其中包含一种合成的 HM 系列化合物和双-4,6-(3,5-二-3-吡啶基苯基)-2-甲基嘧啶。无论发光层是单一宿主还是共宿主系统,使用 HM2 或 HM4 的器件都表现出最佳特性,这表明这两种化合物都能促进理想的能量转移,并在器件结构中实现载流子平衡。值得注意的是,使用 9-(9-丁基咔唑-3-基)-3-(2-甲氧基吡啶-3-基)咔唑(HM2)宿主的器件性能优于其他器件,峰值效率达到 16.9 %(58.3 cd/A 和 65.0 lm/W),最大亮度超过 241100 cd/m2。
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9-(9-Alkylcarbazol-3-yl)-3-(methoxypyridin-3-yl)carbazoles as host materials for very efficient OLEDs
Four derivatives of 9-(9-alkylcarbazol-3-yl)-3-(methoxypyridin-3-yl)carbazoles (HM1-HM4) have been synthesized from key starting compounds: 9-alkyl-3-iodocarbazoles and corresponding 3-(methoxypyridin-3-yl)-9H-carbazoles by using Ullmann coupling reactions. The objective materials have very high thermal stabilities (temperatures of 5 % weight loss 371–387 °C) and can form amorphous layers, also having rather high glass transition temperatures in the region of 89–97 °C. Triplet energy gaps of the four compounds were about 2.7–2.8 eV, making them appropriate for use as host materials in green phosphorescent OLEDs with Ir(ppy)3 guest. Additionally, a composite host system incorporating a synthesized compound of HM series and bis-4,6-(3,5-di-3-pyridylphenyl)-2-methylpyrimidine was developed. The devices with HM2 or HM4 demonstrated the best characteristics whether the emitting layer was a single host or a co-host system, indicating that both compounds could facilitate ideal energy transfer and achieve carrier balance in the device architectures. Notably, the device using 9-(9-butylcarbazol-3-yl)-3-(2-methoxypyridin-3-yl)carbazole (HM2) host outperformed the other devices, achieving peak efficiencies of 16.9 % (58.3 cd/A and 65.0 lm/W) with maximum luminance exceeding 241100 cd/m2.
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来源期刊
Optical Materials
Optical Materials 工程技术-材料科学:综合
CiteScore
6.60
自引率
12.80%
发文量
1265
审稿时长
38 days
期刊介绍: Optical Materials has an open access mirror journal Optical Materials: X, sharing the same aims and scope, editorial team, submission system and rigorous peer review. The purpose of Optical Materials is to provide a means of communication and technology transfer between researchers who are interested in materials for potential device applications. The journal publishes original papers and review articles on the design, synthesis, characterisation and applications of optical materials. OPTICAL MATERIALS focuses on: • Optical Properties of Material Systems; • The Materials Aspects of Optical Phenomena; • The Materials Aspects of Devices and Applications. Authors can submit separate research elements describing their data to Data in Brief and methods to Methods X.
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