2-(4-tert-butylphenyl)-5-(4-(1-ethyl-1H-imidazo[4,5-f][1,10]phenanthrolin-2-yl)phenyl)-1,3,4-oxadiazole | 1033761-64-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 2-(4-tert-butylphenyl)-5-(4-(1-ethyl-1H-imidazo[4,5-f][1,10]phenanthrolin-2-yl)phenyl)-1,3,4-oxadiazole
• 英文别名: 2-(4-Tert-butylphenyl)-5-[4-(3-ethylimidazo[4,5-f][1,10]phenanthrolin-2-yl)phenyl]-1,3,4-oxadiazole；2-(4-tert-butylphenyl)-5-[4-(3-ethylimidazo[4,5-f][1,10]phenanthrolin-2-yl)phenyl]-1,3,4-oxadiazole
• CAS: 1033761-64-6
• 化学式: C₃₃H₂₈N₆O
• 分子量: 524.625
• InChiKey: CUKVEALCJRWAMN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  40
• 可旋转键数：
  5
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  82.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ammonium hexafluorophosphate 、 (npy)2Ir(μ-Cl)2Ir(npy)2 、 2-(4-tert-butylphenyl)-5-(4-(1-ethyl-1H-imidazo[4,5-f][1,10]phenanthrolin-2-yl)phenyl)-1,3,4-oxadiazole 以 乙二醇 、 水 为溶剂， 反应 16.0h， 以90.3%的产率得到[(npy)₂Ir(o-phen)]PF₆
  参考文献：
  名称：

  Two novel orange cationic iridium(III) complexes with multifunctional ancillary ligands used for polymer light-emitting diodes

  摘要：

  Two novel orange cationic iridium complexes [(npy)(2)Ir(o-phen)]PF6 and [(npy)(2)Ir(c-phen)] PF6 were synthesized. Hnpy: 2-(naphthalen-1-yl) pyridine; o-phen: a 1,10-phenanthroline derivative containing an electron-transporting functional group of 2,5-diphenyl-1,3,4-oxadiazole and a crystallization-resistant tert-butyl functional group; c-phen: a 1,10-phenanthroline derivative containing a hole-transporting functional group of carbazole and a crystallization-resistant 2-ethylhexyl functional group. Both of them are amorphous and possess high thermal stability with 5% weight-reduction temperatures (Delta T-5%) of 386 degrees C and 383 degrees C, and glass-transition temperatures (T-g) of 267 degrees C and 195 degrees C respectively. They were used as phosphorescent dopants in polymer light-emitting diodes (PLEDs) fabricated by solution-processed technology with configuration of ITO/PEDOT:PSS/PVK:PBD:iridium complex/TPBI/CsF/Al. At the optimal doping concentration of 2.0 wt%, the corresponding PLEDs exhibited the maximum current efficiencies of 9.1 cd A(-1) and 10.0 cd A(-1), the maximum external quantum efficiencies of 6.5% and 7.1%, and the maximum luminance of 2314 cd m(-2) and 3157 cd m(-2) respectively, with the same CIE coordinates of (0.57, 0.40). The results indicate that cationic iridium complexes are promising candidates for PLED applications when they are designed reasonably. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.orgel.2012.09.035

文献信息

• Three cationic iridium(III) complexes with 1,10-phenanthroline or compounds containing 1,10-phenanthroline unit as auxiliary ligands: Synthesis and application in polymer light-emitting diodes
  作者：Huaijun Tang、Zeyu Chen、Liying Wei、Jingsheng Miao、Guoyun Meng、Yonghui He、Hongbin Wu

  DOI：10.1016/j.dyepig.2016.04.029

  日期：2016.8

  Three yellow-green phosphorescent cationic iridium(III) complexes [(CBT)2Ir(phen)]PF6, [(CBT)2Ir(BCP)]PF6 and [(CBT)2Ir(o-phen)]PF6 were synthesized (phen: 1,10-phenanthroline, BCP: bathocuproine, o-phen: 2-(4-tert-butylphenyl)-5-(4-(1-ethyl-H-imidazo[4,5-f][1,10]phenanthrolin-2-yl)phenyl)-1,3,4-oxadiazole, CBT: 2-(9-(2-ethylhexyl)-9H-carbazol-3-yl)benzo[d]thiazole). All of them were successfully applied

  三种黄绿色磷光阳离子铱（III）络合物[（CBT）2 Ir（phen）] PF 6，[（CBT）2 Ir（BCP）] PF 6和[（CBT）2 Ir（o-phen）] PF 6合成（苯：1,10-菲咯啉，BCP：浴铜灵，邻苯：2-（4-叔丁基苯基）-5-（4-（1-乙基- ħ -咪唑并[4,5- ˚F ] [1,10]菲咯啉-2-基）苯基）-1,3,4-恶二唑，CBT：2-（9-（2-乙基己基）-9 H-咔唑-3-基）苯并[ d]噻唑）。它们全部成功应用于聚合物发光二极管：ITO / PEDOT：PSS（40 nm）/ PVK：PBD：复合物（质量比100：40：x，x  = 1.0、3.0和5.0）（80 nm） / CsF（1.5 nm）/ Al（100 nm）。最大亮度为8733 CD米-2，8878 CD米-2和13019 CD米-2，最大发光效率分别为13.7光盘-1，12.5光盘-1和17
• Efficient yellow–green light-emitting cationic iridium complexes based on 1,10-phenanthroline derivatives containing oxadiazole-triphenylamine unit
  作者：Huaijun Tang、Yanhu Li、Qiliang Chen、Bing Chen、Qiquan Qiao、Wei Yang、Hongbin Wu、Yong Cao

  DOI：10.1016/j.dyepig.2013.07.029

  日期：2014.1

  Cationic iridium(III) complexes with 1,10-phenanthroline (phen) derivatives containing oxadiazole-triphenylamine, oxadiazole or triphenylamine unit used as neutral auxiliary ligands, with the formula of [Ir(ppy)(2)(op-phen)][PF6] (C1), [Ir(ppy)(2)(o-phen)][PF6] (C2), and [Ir(ppy)(2)(p-phen)][PE6] (C3) (ppy = 2-phenylpyridine) were synthesized, respectively. The complexes exhibit high thermal stability and were used as phosphorescent dopants in polymer light-emitting diodes (PLEDs) with the configuration of ITO/PEDOT: PSS/PVK (70): PBD (30): complex (x, wt.%)/TPBI/CsF/Al. The complexes C1, C2 and C3 exhibit high electroluminescent performances with the maximum luminance efficiencies of 30.6 cd/A, 28.4 cd/A and 26.3 cd/A, respectively. The Commission Internationale de L'Eclairage (CIE) color coordinates of all complexes are (0.41, 0.55) corresponding to the yellow-green region. The complex C1 containing bipolar unit of oxadiazole-triphenylamine exhibits higher efficiency due to its balance of hole and electron fluxes. (C) 2013 Elsevier Ltd. All rights reserved.