p-hexyloxy-p'-(ω-bromodecyloxy)azobenzene | 99643-56-8

• 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: p-hexyloxy-p'-(ω-bromodecyloxy)azobenzene
• 英文别名: 1-[4-(n-bromodecyloxy)phenyl]-2-(4'-hexyloxyphenyl)diazene；[4-(10-bromodecoxy)phenyl]-(4-hexoxyphenyl)diazene
• CAS: 99643-56-8
• 化学式: C₂₈H₄₁BrN₂O₂
• 分子量: 517.55
• InChiKey: PPSNCCMKNIWYDR-UHFFFAOYSA-N

物化性质

• 沸点：
  595.9±25.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.96
• 重原子数：
  33.0
• 可旋转键数：
  19.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  43.18
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  p-hexyloxy-p'-(ω-bromodecyloxy)azobenzene 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 为溶剂， 生成 10-[4-[(4-Hexoxyphenyl)diazenyl]phenoxy]decane-1-thiol
  参考文献：
  名称：

  含偶氮苯的硫醇银中持久有序层状中间相的形成及其在银纳米材料的可控合成中的应用†

  摘要：

  金属硫醇盐引起了广泛的关注，这主要是由于其基于前体的纳米结构金属或金属硫属化物的制备。在本文中，一系列具有不同长度烷氧基尾基的含偶氮苯的硫醇配体及其相应的硫醇银AgS–C 10 H 20 –Ph–N N–Ph–OC n H 2 n +1其中n已成功合成了1、6、8、12个化合物，并通过差示扫描量热法（DSC），可变温度SAXS / WAXS和温度相关的FTIR系统研究了它们的热性质和相行为。通过将偶氮苯液晶元首次引入硫醇银中，从其特定的正交晶态晶体结构获得了在整个高温下持续存在的有序层状液晶中间相，这与烷烃银的胶束或六角柱状中间相形成鲜明对比。具有较长脂肪族烷基链的硫醇盐AgSC m H 2 m +1（m≥12）是由于偶氮苯液晶元π-π堆积和Ag-S平板的无机骨架结合的相互作用。此外，原则上已经证明了通过基于这样的介晶前体的原位热解反应形成中间纳米颗粒和制备银纳米盘。作为一种功能性金属致裂

  DOI：

  10.1039/c3tc32380c
• 作为产物：
  描述：

  4-庚氧基苯胺 在 盐酸 、 氢氧化钾 、 sodium carbonate 、 sodium nitrite 作用下， 以 乙醇 为溶剂， 反应 6.0h， 生成 p-hexyloxy-p'-(ω-bromodecyloxy)azobenzene
  参考文献：
  名称：

  Orientation and Spectral Characteristics of the Azobenzene Chromophore in the Ammonium Bilayer Assembly

  摘要：

  AbstractAzobenzene‐containing, single‐chain ammonium amphiphiles in which the alkyl chain length in the tail and spacer portions was systematically varied were prepared, and their aggregation behavior in water was studied by electron microscopy, differential scanning calorimetry and absorption spectroscopy. These amphiphiles exist as molecular dispersions, hydrated microcrystals, micelles, or bilayers. The formation of stable bilayers was deduced on the basis of three criteria which include the spectral agreement between aqueous dispersions and the corresponding cast films. Stable bilayers were obtainable when the sum of tail and spacer is not smaller than C14 to C16, and the tail is at least C8. Double‐chain ammonium amphiphiles which possess an octadecyl chain in addition to the azobenzene‐containing chain were prepared and shown to form stable bilayers. The absorption spectrum reflected the aggregate structure. In particular, the bilayer spectra were classified into four types: type A (λmax ca. 300 nm) for the parallel chromophore orientation (H aggregate), type B (330 – 340 nm) for the dimeric chromophore, type C (ca. 355 nm) for the isolated chromophore, and type D (360–390 nm) for the head‐to‐tail chromophore orientation (J‐like aggregate). Liquid‐crystalline bilayers gave type B spectra, while crystalline bilayers gave either of types A, B, and D, depending on the alkyl chain length. Finally, various examples of spectral control were discussed in relation to the present results.

  DOI：

  10.1002/bbpc.19830871211

文献信息

• New para-substituted non-symmetric isoflavones for their fast photo-switching ability: Synthesis and their liquid crystal characterization
  作者：A.R. Yuvaraj、Wan Sinn Yam、Tze Nee Chan、Yit Peng Goh、Gurumurthy Hegde

  DOI：10.1016/j.saa.2014.08.009

  日期：2015.1

  The first example of non-symmetric isoflavone-based fast photo-switchable liquid crystals with different functional groups at the terminal position were synthesized and characterized. Polarizing optical microscopy study revealed that the compounds showed least ordered nematic phase. Optical photo switching study exhibited very fast photoisomerization effect in solution. The E-Z and Z-E conversion occurred around 3-5 s and 40-700 s respectively. This is also the first example of para-substituted non-symmetric isoflavone liquid crystals exhibiting very fast photo switching property in solution. Argument based on non-symmetrical behaviour might be the reason for the observed behaviour. (C) 2014 Elsevier B.V. All rights reserved.
• Interactions of ions with the surface receptor of the azobenzene-containing bilayer membrane. Discrimination, transduction, and amplification of chemical signals
  作者：M. Shimomura、T. Kunitake

  DOI：10.1021/ja00370a061

  日期：1982.3