N-(4-bromo-2,6-dimethylphenyl)benzamide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(4-bromo-2,6-dimethylphenyl)benzamide
• 英文别名: N-Benzoyl-4-brom-2,6-dimethyl-anilin；4'-Bromo-2',6'-dimethylbenzanilide
• 化学式: C₁₅H₁₄BrNO
• mdl: MFCD00027965
• 分子量: 304.186
• InChiKey: XVYIXCKJQVPYKR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.133
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-(4-bromo-2,6-dimethylphenyl)benzamide 在 copper(l) iodide 、 五氯化磷 、 sodium 、 三溴化硼 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 、 二氯甲烷 、 乙二醇甲醚 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 40.0h， 生成
  参考文献：
  名称：

  Solution processible imidazole-based iridium dendrimers with oligocarbazole for nondoped phosphorescent OLEDs

  摘要：

  By introducing t-butyl- or methoxyl-containing oligocarbazole into the periphery of tris(mesityl-2-phenyl-1H-imidazole)iridium (III) [Ir (mpim)(3)], two novel imidazole-based Ir dendrimers Bu-t-D2-Ir (mpim)(3) and MeO-D2-Ir (mpim)(3) have been designed and synthesized through a convenient post-dendronization route. Due to the effective encapsulation, the intermolecular interactions and thus luminescence quenching in solid states is found to be gradually reduced following a sequence of Ir (mpim)(3) > MeO-D2-Ir (mpim)(3) > Bu-t-D2-Ir (mpim)(3). Compared with the bare Ir (mpim)(3) core (Phi(PL) = 0.38 and tau = 0.26 mu s), accordingly, the film photoluminescence quantum yield and excited state lifetime are improved to 0.54 and 0.39 mu s for MeO-D2-Ir (mpim)(3) and 0.88 and 1.09 mu s for Bu-t-D2-Ir (mpim)(3). When these developed Ir dendrimers are adopted as the emitting layer alone, Bu-t-D2-Ir (mpim)(3) achieves an excellent nondoped device performance, revealing a maximum current efficiency as high as 35.7 cd/A (13.2%, 37.4 lm/W) together with Commission Internationale del_Eclairage coordinates of (0.21, 0.45). Even at a high luminance of 1000, 5000 and 10000 cd/m(2), it still remains to be 27.8, 24.7 and 21.8 cd/A, respectively, indicative of the gentle efficiency roll-off. The result clearly demonstrates the great potential of imidazole-based Ir dendrimers used for efficient nondoped phosphorescent organic light-emitting diodes.

  DOI：

  10.1016/j.orgel.2019.02.017
• 作为产物：
  描述：

  4-溴-2,6-二甲基苯胺 、 苯甲酰氯 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 生成 N-(4-bromo-2,6-dimethylphenyl)benzamide
  参考文献：
  名称：

  Solution processible imidazole-based iridium dendrimers with oligocarbazole for nondoped phosphorescent OLEDs

  摘要：

  By introducing t-butyl- or methoxyl-containing oligocarbazole into the periphery of tris(mesityl-2-phenyl-1H-imidazole)iridium (III) [Ir (mpim)(3)], two novel imidazole-based Ir dendrimers Bu-t-D2-Ir (mpim)(3) and MeO-D2-Ir (mpim)(3) have been designed and synthesized through a convenient post-dendronization route. Due to the effective encapsulation, the intermolecular interactions and thus luminescence quenching in solid states is found to be gradually reduced following a sequence of Ir (mpim)(3) > MeO-D2-Ir (mpim)(3) > Bu-t-D2-Ir (mpim)(3). Compared with the bare Ir (mpim)(3) core (Phi(PL) = 0.38 and tau = 0.26 mu s), accordingly, the film photoluminescence quantum yield and excited state lifetime are improved to 0.54 and 0.39 mu s for MeO-D2-Ir (mpim)(3) and 0.88 and 1.09 mu s for Bu-t-D2-Ir (mpim)(3). When these developed Ir dendrimers are adopted as the emitting layer alone, Bu-t-D2-Ir (mpim)(3) achieves an excellent nondoped device performance, revealing a maximum current efficiency as high as 35.7 cd/A (13.2%, 37.4 lm/W) together with Commission Internationale del_Eclairage coordinates of (0.21, 0.45). Even at a high luminance of 1000, 5000 and 10000 cd/m(2), it still remains to be 27.8, 24.7 and 21.8 cd/A, respectively, indicative of the gentle efficiency roll-off. The result clearly demonstrates the great potential of imidazole-based Ir dendrimers used for efficient nondoped phosphorescent organic light-emitting diodes.

  DOI：

  10.1016/j.orgel.2019.02.017

文献信息

• Solution processible imidazole-based iridium dendrimers with oligocarbazole for nondoped phosphorescent OLEDs
  作者：Mingming Zhang、Xuefei Li、Shumeng Wang、Junqiao Ding、Lixiang Wang

  DOI：10.1016/j.orgel.2019.02.017

  日期：2019.5

  By introducing t-butyl- or methoxyl-containing oligocarbazole into the periphery of tris(mesityl-2-phenyl-1H-imidazole)iridium (III) [Ir (mpim)(3)], two novel imidazole-based Ir dendrimers Bu-t-D2-Ir (mpim)(3) and MeO-D2-Ir (mpim)(3) have been designed and synthesized through a convenient post-dendronization route. Due to the effective encapsulation, the intermolecular interactions and thus luminescence quenching in solid states is found to be gradually reduced following a sequence of Ir (mpim)(3) > MeO-D2-Ir (mpim)(3) > Bu-t-D2-Ir (mpim)(3). Compared with the bare Ir (mpim)(3) core (Phi(PL) = 0.38 and tau = 0.26 mu s), accordingly, the film photoluminescence quantum yield and excited state lifetime are improved to 0.54 and 0.39 mu s for MeO-D2-Ir (mpim)(3) and 0.88 and 1.09 mu s for Bu-t-D2-Ir (mpim)(3). When these developed Ir dendrimers are adopted as the emitting layer alone, Bu-t-D2-Ir (mpim)(3) achieves an excellent nondoped device performance, revealing a maximum current efficiency as high as 35.7 cd/A (13.2%, 37.4 lm/W) together with Commission Internationale del_Eclairage coordinates of (0.21, 0.45). Even at a high luminance of 1000, 5000 and 10000 cd/m(2), it still remains to be 27.8, 24.7 and 21.8 cd/A, respectively, indicative of the gentle efficiency roll-off. The result clearly demonstrates the great potential of imidazole-based Ir dendrimers used for efficient nondoped phosphorescent organic light-emitting diodes.