9-[4-(2-Phenylbenzimidazol-1-yl)butyl]carbazole | 1359753-36-8

• 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: 9-[4-(2-Phenylbenzimidazol-1-yl)butyl]carbazole
• 英文别名: 9-[4-(2-phenylbenzimidazol-1-yl)butyl]carbazole
• CAS: 1359753-36-8
• 化学式: C₂₉H₂₅N₃
• 分子量: 415.538
• InChiKey: HVGFKSBVTMTGHO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  22.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  9-(4-溴丁基)-9H-咔唑 、 2-苯基苯并咪唑 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 9-[4-(2-Phenylbenzimidazol-1-yl)butyl]carbazole
  参考文献：
  名称：

  Synthesis of cationic iridium(III) complexes with high quantum yield via enhancing the steric hindrance of ligands

  摘要：

  A series of cationic Ir(III) complexes 1a-4a functionalized with carbazole-9-yl-n-butyl group (CZB) were designed and synthesized. An investigation of their photophysical properties showed that the attachment of CZB moiety into the complexes resulted in large improvement in the photoluminescence quantum yield (PLQY) of solid film although the emission spectra and excited-state character presented little change compared with those of the parent complexes. Besides, the functionalized complexes also exhibited good thermal stability and film-forming property. In light of our quantum chemical calculations and X-ray data, these advantages of functionalized complexes mainly derived from the CZB moiety which was superior in reducing the intermolecular interaction and inhibiting the quenching process. Furthermore, to verify our results and design cationic Ir(III) complexes with much higher efficiency, four Ir(III) complexes G0-G3 were synthesized, in which different number of CZB moieties (from 0 to 3) were introduced into the complexes, respectively. Noticeably, in case of G3, the obvious high neat film PLQY of 43% was obtained. In comparison with its dispersed film, a large retaining percentage (90%) was realized, indicating that the CZB moiety could suppress the quenching of luminescence effectively. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2011.12.020

文献信息

• Synthesis of cationic iridium(III) complexes with high quantum yield via enhancing the steric hindrance of ligands
  作者：Guo-Gang Shan、Hai-Bin Li、Zhong-Cheng Mu、Dong-Xia Zhu、Zhong-Min Su、Yi Liao

  DOI：10.1016/j.jorganchem.2011.12.020

  日期：2012.4

  A series of cationic Ir(III) complexes 1a-4a functionalized with carbazole-9-yl-n-butyl group (CZB) were designed and synthesized. An investigation of their photophysical properties showed that the attachment of CZB moiety into the complexes resulted in large improvement in the photoluminescence quantum yield (PLQY) of solid film although the emission spectra and excited-state character presented little change compared with those of the parent complexes. Besides, the functionalized complexes also exhibited good thermal stability and film-forming property. In light of our quantum chemical calculations and X-ray data, these advantages of functionalized complexes mainly derived from the CZB moiety which was superior in reducing the intermolecular interaction and inhibiting the quenching process. Furthermore, to verify our results and design cationic Ir(III) complexes with much higher efficiency, four Ir(III) complexes G0-G3 were synthesized, in which different number of CZB moieties (from 0 to 3) were introduced into the complexes, respectively. Noticeably, in case of G3, the obvious high neat film PLQY of 43% was obtained. In comparison with its dispersed film, a large retaining percentage (90%) was realized, indicating that the CZB moiety could suppress the quenching of luminescence effectively. (C) 2011 Elsevier B.V. All rights reserved.