4,4′-bis{1-[2-(N,N-dimethylamino)]ethoxy}azobenzene | 765262-09-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 偶氮苯
• 英文名称: 4,4′-bis{1-[2-(N,N-dimethylamino)]ethoxy}azobenzene
• CAS: 765262-09-7
• 化学式: C₂₀H₂₈N₄O₂
• 分子量: 356.468
• InChiKey: JRLPADJQZAMQGB-QURGRASLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.98
• 重原子数：
  26.0
• 可旋转键数：
  10.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  49.66
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  1-碘庚烷 、 4,4′-bis{1-[2-(N,N-dimethylamino)]ethoxy}azobenzene 以 乙腈 为溶剂， 反应 60.0h， 以85%的产率得到
  参考文献：
  名称：

  Photoinduced Demulsification of Emulsions Using a Photoresponsive Gemini Surfactant

  摘要：

  This Article reports on the influence of light irradiation on the stability of emulsions prepared using a photoresponsive gemini surfactant (C-7-azo-C-7) having an azobenzene skeleton as a spacer. When mixtures of trans C-7-azo-C-7 aqueous solution and n-octane are homogenized, stable emulsions are obtained in a specific region of weight fraction and surfactant concentration. Fluorescence microscopy observations using a small amount of fluorescent probes show that the stable emulsions are oil-in-water (O/W)-type. UV irradiation of stable O/W emulsions promotes the cis isomerization of trans C-7-azo-C-7 and leads to the coalescence of the oil (octane) droplets in the emulsions, that is, demulsification. While the equilibrated interfacial tension (IFT) between aqueous trans C-7-azo-C-7 solution and octane is almost the same as that between aqueous cis C-7-azo-C-7 and octane, the occupied area per molecule for C-7-azo-C-7 at octane/water interface decreases with the cis photoisomerization of trans isomer. Dynamic IFT measurement shows that UV irradiation to the interface between aqueous trans C-7-azo-C-7 solution and octane brings about an increase in the interfacial tension, indicating that the Gibbs free energy at the interface increases. From these results, the cis isomerization of trans C-7-azo-C-7 molecules at the O/W interface due to UV irradiation leads to direct contact between the water and octane phases, because of the reduction of molecular area at the interface, and subsequently makes the emulsions demulsified.

  DOI：

  10.1021/la4034782