4-(11-mercaptoundecanoxy)azobenzene | 1259106-69-8

• 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-(11-mercaptoundecanoxy)azobenzene
• 英文别名: 11-(4-Phenyldiazenylphenoxy)undecane-1-thiol；11-(4-phenyldiazenylphenoxy)undecane-1-thiol
• CAS: 1259106-69-8
• 化学式: C₂₃H₃₂N₂OS
• 分子量: 384.586
• InChiKey: CDQZNOJMHCNKQH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  27
• 可旋转键数：
  14
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  35
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-N-苯基苯酰胺 在 盐酸 、 偶氮二异丁腈 、 potassium tert-butylate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 9.01h， 生成 4-(11-mercaptoundecanoxy)azobenzene
  参考文献：
  名称：

  Photoisomerisation and ligand-controlled reversible aggregation of azobenzene-functionalised gold nanoparticles

  摘要：

  功能化金纳米颗粒（AuNPs）携带偶氮苯硫醇-烷基硫醇单层的光化学行为被研究。在所有情况下，高效的重复反式-顺式和顺式-反式异构化循环均可实现。当具有长烷基间隔基（≥C7）的偶氮硫醇与短（C5）烷基硫醇配体结合时，观察到可逆的光诱导聚集现象。因此，配体的选择为纳米粒子的聚集性质提供了控制手段。

  DOI：

  10.1039/c4cc02250e

文献信息

• Dynamically Self-Assembling Carriers Enable Guiding of Diamagnetic Particles by Weak Magnets
  作者：Olga Chovnik、Renata Balgley、Joel R. Goldman、Rafal Klajn

  DOI：10.1021/ja309633v

  日期：2012.12.5

  We show that diamagnetic particles can be remotely manipulated by a magnet by the reversible adsorption of dual-responsive, light-switchable/superparamagnetic nanoparticles down to their surface. Adsorption occurs upon exposure to UV light, and can be reversed thermally or by ambient light. The dynamic self-assembly of thin films of the dual-responsive nanoparticles induces attractive interactions between diamagnetic particles. We demonstrate that catalytic amounts of the dual-responsive nanoparticles are sufficient to magnetically guide and deliver the diamagnetic particles to desired locations, where they can then be released by disassembling the dynamic layers of superparamagnetic nanoparticles with visible light.
• Photoisomerisation and ligand-controlled reversible aggregation of azobenzene-functionalised gold nanoparticles
  作者：Anja Köhntopp、Alexandra Dabrowski、Michal Malicki、Friedrich Temps

  DOI：10.1039/c4cc02250e

  日期：——

  The photochemical behaviour of functionalised gold nanoparticles (AuNPs) carrying azobenzenethiolate–alkylthiolate monolayers was investigated. Repeated trans–cis and cis–trans isomerisation cycles could be performed in all cases with high efficiency. Reversible photoinduced aggregation was observed when azothiolates with long alkyl spacers (≥C7) were combined with short (C5) alkylthiolate coligands. The choice of a coligand thus offers control over the aggregation properties of the nanoparticles.

  功能化金纳米颗粒（AuNPs）携带偶氮苯硫醇-烷基硫醇单层的光化学行为被研究。在所有情况下，高效的重复反式-顺式和顺式-反式异构化循环均可实现。当具有长烷基间隔基（≥C7）的偶氮硫醇与短（C5）烷基硫醇配体结合时，观察到可逆的光诱导聚集现象。因此，配体的选择为纳米粒子的聚集性质提供了控制手段。