| 1440066-24-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• CAS: 1440066-24-9
• 化学式: C₂₉H₃₂BrNO₄
• 分子量: 538.481
• InChiKey: ISJZLMILFQKWND-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.51
• 重原子数：
  35.0
• 可旋转键数：
  11.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  73.21
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4-methoxy-N-(4-methoxyphenyl)-N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)aniline 、 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 乙醇 、 水 、 甲苯 为溶剂， 反应 6.0h， 以56%的产率得到N-(1-hexylheptyl)-6-[4-[bis(4-methoxyphenyl)amino]phenyl]anthraquinone-2,3-dicarboxylic imide
  参考文献：
  名称：

  Near-infrared and multicolored electrochromism of solution processable triphenylamine-anthraquinone imide hybrid systems

  摘要：

  A series of novel donor-acceptor molecules (TPA-AQI, TPA-AQI2 and TPA-AQI3) with various number of electron-accepting anthraquinone imide (AQI) arms connected to the electron-donating triphenylamine (TPA) core were synthesized and characterized by UV-vis absorption spectroscopy, cyclic voltammetry and spectroelectrochemical measurements. The geometries of these molecules in ground-state as well as the electronic absorption properties on the basis of the optimized geometries were investigated by theoretical calculations. For all the three molecules, there are two main absorptions in the range of 300-450 nm and 450-700 nm, respectively. The former corresponds to pi-pi transitions and the latter a nature of intramolecular charge transfer (IC!'). Hypsochromic shift of the IC!' absorption was observed from the single armed molecule TPA-AQI to the tribranched molecule TPA-AQI3, which may result from the increased steric hindrance between the donor and acceptor segments. Electrochemical studies revealed the ambipolar properties of these molecules and three redox couples, with two quasi-reversible redox couples appearing in the cathodic regime and one redox couple in the anodic regime, on CV curves. CV results also indicated the stabilization of the HOMO levels by increasing AQI arms. Spectroelectrochemical measurements demonstrated the near-infrared (NIR) and multicolor electrochromism of these molecules. When reduced to radical anions or oxidized to radical cations, intense NIR absorptions were observed accompanied with color changes of the solutions. As for TPA-AQI, there existed four different colors at different redox states: Indian-red at the neutral state, bluish green at the radical cationic state, olive green at the radical anionic state, and dark blue at the dianion state. The detailed transitions of the observed NIR absorptions were also discussed. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.electacta.2013.03.067