2-(3-(3,6-di-tert-butyl-9H-carbazol-9-yl)phenyl)-5-(9,9-dioctyl-9H-fluoren-2-yl)-1,3,4-oxadiazole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 2-(3-(3,6-di-tert-butyl-9H-carbazol-9-yl)phenyl)-5-(9,9-dioctyl-9H-fluoren-2-yl)-1,3,4-oxadiazole
• 化学式: C₅₇H₆₉N₃O
• 分子量: 812.194
• InChiKey: BJJITKWGDOICNY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  16.86
• 重原子数：
  61.0
• 可旋转键数：
  17.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  43.85
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  3,6-二叔丁基咔唑 、 2-(3-bromophenyl)-5-(9,9-dioctyl-9H-fluoren-2-yl)-1,3,4-oxadiazole 在 三叔丁基膦 、 palladium diacetate 、 caesium carbonate 作用下， 以 甲苯 为溶剂， 反应 26.0h， 以79%的产率得到2-(3-(3,6-di-tert-butyl-9H-carbazol-9-yl)phenyl)-5-(9,9-dioctyl-9H-fluoren-2-yl)-1,3,4-oxadiazole
  参考文献：
  名称：

  Simple solution processable carbazole-oxadiazole hybrids for un-doped deep-blue OLEDs

  摘要：

  Development of new efficient luminescent materials is one of the active research areas of interest due to its promising optoelectronic applications including in organic light emitting devices (OLEDs). Among the various luminescent systems, emitters of deep blue electroluminescence with excellent color purity have great deal of importance as these are one of the important components for fabricating white OLEDs. In this context, we have designed and synthesized novel solution processable organic donor-acceptor dyads 1 and 2 having electron donating carbazole and accepting oxadiazole groups. The substitution pattern at the phenylene linker has been changed to understand the intramolecular electron communication between the donor and acceptor moieties of these dyads. The photophysical properties of these dyads were studied in both solution and film state. The emission maxima of the dyads red shifted with the increase in solvent polarity, which could be attributed to the intramolecular charge transfer (ICT) process. In the film state, dyads 1 and 2 showed deep blue emission having lambda(max) at 415 nm and 409 nm, respectively. To understand the structure and band gap of these dyads, density functional theory (DFT) calculations have been performed. In line with the design strategy adopted, high thermal stability and formation of solution processed homogeneous film were obtained. Furthermore, we have fabricated the solution processed un-doped devices based on these dyads 1 and 2, which exhibited deep blue electroluminescence in near ultraviolet (NUV) region having lambda(max) at 410 and 408 nm with a narrow full width at half maximum (FWHM) of 54 and 49 nm and CIE coordinates of (0.16, 0.07) and (0.16, 0.05), respectively, indicating thereby their potential in possible optoelectronic applications. (C) 2018 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jphotochem.2018.03.012