3-di(4-methylphenyl)amino-9-ethylcarbazole | 1415750-12-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 3-di(4-methylphenyl)amino-9-ethylcarbazole
• 英文别名: 9-ethyl-N,N-bis(4-methylphenyl)carbazol-3-amine
• CAS: 1415750-12-7
• 化学式: C₂₈H₂₆N₂
• 分子量: 390.528
• InChiKey: MJPXCMAAGZJAPO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  8.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  3-氨基-9-乙基咔唑 、 4-碘甲苯 在 铜 、 potassium carbonate 作用下， 以 邻二氯苯 为溶剂， 反应 5.0h， 以76%的产率得到3-di(4-methylphenyl)amino-9-ethylcarbazole
  参考文献：
  名称：

  エレクトロクロミック化合物、エレクトロクロミック組成物、及びエレクトロクロミック素子

  摘要：

  提供具有良好色彩且具有优异重复耐久性的电致变色化合物、电致变色组合物和电致变色元件。所述电致变色化合物如下式（I）所示。[其中，X为C、N、O或S；R1至R4各自独立地为H、卤素原子、一价有机基（烷基、芳基、杂芳基、烷氧基、芳氧基或杂芳基）或聚合性官能基；w为0至3的整数；p、y和z各自独立地为0至4的整数]【选择图】无

  公开号：

  JP2018070475A

文献信息

• Dimethyldiphenylamino-substituted carbazoles as electronically active molecular materials
  作者：A. Tomkeviciene、G. Puckyte、J.V. Grazulevicius、K. Kazlauskas、S. Jursenas、V. Jankauskas

  DOI：10.1016/j.dyepig.2012.09.021

  日期：2013.2

  Synthesis and properties of new dimethyldiphenylamino-substituted carbazoles are reported. A comparative experimental analysis of 2-, 2,7-substituted carbazole derivatives and 3-, 3,6-substituted analogues is performed. Disubstituted carbazole derivatives exhibit more than 2-fold higher glass transition temperatures (99-100 degrees C) as compared to the monosubstituted compounds (38-40 degrees C). Dilute solutions of the dimethyldiphenylamino-substituted carbazole compounds are found to emit in the blue region with the fluorescence quantum yield of up to 0.45. More symmetrical molecular geometry of the 2-, 2,7-substituted carbazole compounds favors closer molecular packing in the neat films thereby facilitating exciton migration and migration induced exciton quenching, which results in the significantly reduced excited state decay times (down to sub-nanoseconds) and fluorescence quantum yields (down to 0.04). The 2-, 2,7-substituted carbazole compounds are shown to demonstrate the superiority over 3-, 3,6-substituted compounds by giving rise to extended pi-conjugation and expressing over one order of magnitude higher radiative decay rates. The synthesized compounds are electrochemically stable: their cyclic voltammograms show reversible oxidation behavior. The ionization energies of the synthesized compounds are in the range of 5.16-5.28 eV. Hole drift mobilities of the molecular mixtures of dimethyldiphenylamino-substituted carbazoles with bisphenol Z polycarbonate reach 10(-5) cm(2) V-1 s(-1) at high electric fields. (C) 2012 Elsevier Ltd. All rights reserved.