1,3,5-Tris(4-methylphenylphenylamino)benzene | 126717-25-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1,3,5-Tris(4-methylphenylphenylamino)benzene
• 英文别名: N~1~,N~3~,N~5~-Tris(4-methylphenyl)-N~1~,N~3~,N~5~-triphenylbenzene-1,3,5-triamine；1-N,3-N,5-N-tris(4-methylphenyl)-1-N,3-N,5-N-triphenylbenzene-1,3,5-triamine
• CAS: 126717-25-7
• 化学式: C₄₅H₃₉N₃
• 分子量: 621.825
• InChiKey: RHXRMCCXZZIHDQ-UHFFFAOYSA-N

物化性质

• 沸点：
  753.1±60.0 °C(Predicted)
• 密度：
  1.169±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  12.7
• 重原子数：
  48
• 可旋转键数：
  9
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  9.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  间苯三酚 在 铜 盐酸 、 氢氧化钾 作用下， 以 癸烷 为溶剂， 反应 26.0h， 生成 1,3,5-Tris(4-methylphenylphenylamino)benzene
  参考文献：
  名称：

  1,3,5-三[4-（二芳基氨基）苯基]苯和1,3,5-三（二芳基氨基）苯衍生物的合成

  摘要：

  通过铜催化的Ullmann偶联制备标题化合物。 芳香胺与芳族碘化物。报告了完整的光谱细节。1,3,5-三（二芳基氨基）苯衍生物在氘代氯仿中的溶液在中心环上进行氢-氘交换，由于部分环化而容易变绿氧化作用通过微量的溶解氧。通过添加绿色来淬灭绿色抗坏血酸。解决方案在以下方面更稳定氯仿 通过基本过滤 氧化铝去除痕量酸。N-芳基苯磺酰胺可通过以下方法转化为二芳基胺：钠盐 的 苯胺。

  DOI：

  10.1039/b002928i

文献信息

• Methyl-substituted Derivatives of 1,3,5-Tris(diphenylamino)benzene as a Novel Class of Amorphous Molecular Materials
  作者：Wataru Ishikawa、Hiroshi Inada、Hideyuki Nakano、Yasuhiko Shirota

  DOI：10.1246/cl.1991.1731

  日期：1991.10

  Methyl-substituted derivatives of 1,3,5-tris(diphenylamino)benzene (TDAB) are found to show unique solid-state morphology, as characterized by differential scanning calorimetry and X-ray diffraction. These compounds readily form stable amorphous glasses having glass-transition temperatures of ca. 50 °C. p-Methyl-substituted TDAB exhibits polymorphism.

  1,3,5-三(二苯基氨基)苯（TDAB）的甲基取代衍生物显示出独特的固态形态，经过差示扫描量热法和X射线衍射的表征。这些化合物可以形成稳定的无定形玻璃，玻璃转变温度约为50 °C。对位甲基取代的TDAB表现出多晶型。
• Ishikawa, Wataru; Inada, Hiroshi; Nakano, Hideyuki, Molecular Crystals and Liquid Crystals Science and Technology, Section A: Molecular Crystals and Liquid Crystals, 1992, vol. 211, p. 431 - 438
  作者：Ishikawa, Wataru、Inada, Hiroshi、Nakano, Hideyuki、Shirota, Yasuhiko

  DOI：——

  日期：——
• Hole-transporting materials for low donor content organic solar cells: Charge transport and device performance
  作者：Wei Jiang、Chen Tao、Martin Stolterfoht、Hui Jin、Meera Stephen、Qianqian Lin、Ravi C.R. Nagiri、Paul L. Burn、Ian R. Gentle

  DOI：10.1016/j.orgel.2019.105480

  日期：2020.1

  Low donor content solar cells are an intriguing class of photovoltaic device about which there is still considerable discussion with respect to their mode of operation. We have synthesized a series of triphenylamine-based materials for use in low donor content devices with the electron accepting [6,6]-phenyl-C71-butyric acid methyl ester (PC(7)0BM). The triphenylamine-based materials absorb light in the near UV enabling the PC(7)0BM to be be the main light absorbing organic semiconducting material in the solar cell. It was found that the devices did not operate as classical Schottky junctions but rather photocurrent was generated by hole transfer from the photo-excited PC(7)0BM to the triphenylamine-based donors. We found that replacing the methoxy surface groups with methyl groups on the donor material led to a decrease in hole mobility for the neat films, which was due to the methyl substituted materials having the propensity to aggregate. The thermodynamic drive to aggregate was advantageous for the performance of the low donor content (6 wt%) films. It was found that the 6 wt% donor devices generally gave higher performance than devices containing 50 wt% of the donor.