5-(9-carbazolyl)-2-phenyl-1,2,3-benzotriazole | 1403621-53-3

• 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: 5-(9-carbazolyl)-2-phenyl-1,2,3-benzotriazole
• 英文别名: 9-(2-Phenylbenzotriazol-5-yl)carbazole
• CAS: 1403621-53-3
• 化学式: C₂₄H₁₆N₄
• 分子量: 360.418
• InChiKey: BBYDDLZVCKDUEW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  28
• 可旋转键数：
  2
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  35.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  乙酰丙酮 、 iridium(III) chloride trihydrate 、 5-(9-carbazolyl)-2-phenyl-1,2,3-benzotriazole 在 sodium carbonate 作用下， 以 乙二醇乙醚 、 水 为溶剂， 反应 25.0h， 以0.61 g的产率得到Iridium(III)-bis{5-(9-carbazolyl)-2-phenyl-1,2,3-benzotriazolato-N,C2'}acetylacetonate
  参考文献：
  名称：

  2-Phenyl-1,2,3-benzotriazole Ir(III) complexes with additional donor fragment for single-layer PhOLED devices

  摘要：

  Phosphorescent bis-cyclometallated iridium (III) complexes based on 2-phenyl-1,2,3-benzotriazole with additional donoric diphenylamine or carbazole moieties were synthesized, studied and tested as phosphorescent materials in the single-layer phosphorescent organic light emitting diodes. These single-layer devices were fabricated employing a simple technological approach, based upon the simultaneous vacuum deposition from one crucible of host material and the corresponding phosphorescent 1,2,3-triazole-based iridium complexes. Red and orange electrophosphorescent single-layer devices with current efficiencies of 5.3 cd/A and 6.8 cd/A respectively are reported. Results of the impedance spectroscopy suggest that the proposed method of formation of the working layer provides homogeneous distribution of molecular guest in the matrix of host. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2012.08.012
• 作为产物：
  描述：

  2-phenyl-5-iodo-1,2,3-benzotriazole 、 咔唑 在 CuBr(PPh₃)₃ 、 caesium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 8.0h， 以65%的产率得到5-(9-carbazolyl)-2-phenyl-1,2,3-benzotriazole
  参考文献：
  名称：

  2-Phenyl-1,2,3-benzotriazole Ir(III) complexes with additional donor fragment for single-layer PhOLED devices

  摘要：

  Phosphorescent bis-cyclometallated iridium (III) complexes based on 2-phenyl-1,2,3-benzotriazole with additional donoric diphenylamine or carbazole moieties were synthesized, studied and tested as phosphorescent materials in the single-layer phosphorescent organic light emitting diodes. These single-layer devices were fabricated employing a simple technological approach, based upon the simultaneous vacuum deposition from one crucible of host material and the corresponding phosphorescent 1,2,3-triazole-based iridium complexes. Red and orange electrophosphorescent single-layer devices with current efficiencies of 5.3 cd/A and 6.8 cd/A respectively are reported. Results of the impedance spectroscopy suggest that the proposed method of formation of the working layer provides homogeneous distribution of molecular guest in the matrix of host. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2012.08.012

文献信息

• Fluorescent Organic Light Emitting Elements Having High Efficiency
  申请人：UDC IRELAND LIMITED

  公开号：US20170186976A1

  公开（公告）日：2017-06-29

  The present invention relates to organic light emitting elements, comprising thermally activated delayed fluorescence (TADF) emitters and/or hosts on basis of benzotriazoles, which have a sufficiently small energy gap between S 1 and T 1 (ΔE ST ) to enable up-conversion of the triplet exciton from T 1 to S 1 . The organic light emitting elements show high electroluminescent efficiency.
• FLUORESCENT ORGANIC LIGHT EMITTING ELEMENTS HAVING HIGH EFFICIENCY
  申请人：UDC IRELAND LIMITED

  公开号：US20180114925A1

  公开（公告）日：2018-04-26

  The present invention relates to organic light emitting elements, comprising thermally activated delayed fluorescence (TADF) emitters and/or hosts on basis of benzotriazoles, which have a sufficiently small energy gap between S 1 and T 1 (ΔE ST ) to enable up-conversion of the triplet exciton from T 1 to S 1 . The organic light emitting elements show high electroluminescent efficiency.
• ORGANIC ELECTROLUMINESCENT COMPOUND AND ORGANIC ELECTROLUMINESCENT DEVICE COMPRISING THE SAME
  申请人：ROHM AND HAAS ELECTRONIC MATERIALS KOREA LTD.

  公开号：US20220123230A1

  公开（公告）日：2022-04-21

  The present disclosure relates to an organic electroluminescent compound, and an organic electroluminescent device comprising the same. By comprising the organic electroluminescent compound according to the present disclosure in a light-emitting layer, it is possible to produce an organic electroluminescent device having an improved driving voltage, luminous efficiency and/or lifetime properties.
• US9853224B2
  申请人：——

  公开号：US9853224B2

  公开（公告）日：2017-12-26
• [EN] FLUORESCENT ORGANIC LIGHT EMITTING ELEMENTS HAVING HIGH EFFICIENCY<br/>[FR] ÉLÉMENTS PHOTOÉMETTEURS ORGANIQUES FLUORESCENTS AYANT UNE EFFICACITÉ ÉLEVÉE
  申请人：BASF SE

  公开号：WO2015150324A1

  公开（公告）日：2015-10-08

  The present invention relates to organic light emitting elements, comprising thermally activated delayed fluorescence (TADF) emitters and/or hosts on basis of benzotriazoles, which have a sufficiently small energy gap between S1 and T1 (ΔEST) to enable up-conversion of the triplet exciton from T1 to S1. The organic light emitting elements show high electroluminescent efficiency.