10-{4-[(4-dodecyloxyphenyl)azo]phenoxy}decyl bromide | 141510-21-6

• 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: 10-{4-[(4-dodecyloxyphenyl)azo]phenoxy}decyl bromide
• 英文别名: [4-(10-bromodecoxy)phenyl]-(4-dodecoxyphenyl)diazene
• CAS: 141510-21-6
• 化学式: C₃₄H₅₃BrN₂O₂
• 分子量: 601.711
• InChiKey: OPXKGSVNWBWMJK-UHFFFAOYSA-N

物化性质

• 沸点：
  656.7±30.0 °C(Predicted)
• 密度：
  1.08±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  12.3
• 重原子数：
  39.0
• 可旋转键数：
  25.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.65
• 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：

  10-{4-[(4-dodecyloxyphenyl)azo]phenoxy}decyl bromide 在 sodium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 65.5h， 生成 N-[4-(dihydroxyboryl)benzyl]-N-(10-{4-[(4-dodecyloxyphenyl)azo]phenoxy}decyl)-N,N-dimethylammonium bromide
  参考文献：
  名称：

  Saccharide Induction of Chiral Orientation of the Aggregate Formed from Boronic-Acid-Appended Amphiphiles

  摘要：

  我们合成了一种硼酸双亲化合物，其链中心含有偶氮苯发色团，即 N-[4-(二羟基苄基)]-N-(10-{4-[(4-十二烷氧基苯基)偶氮]苯氧基}癸基)-N,N-二甲基溴化铵（4）。在水介质中，如果没有糖类物质，化合物 4 几乎不形成定向聚集体，但在有糖类物质存在的情况下，硼酸基团形成糖类络合物，由此产生的双亲化合物形成有序的聚集体。DSC 中的ΔH 值取决于所添加糖类的固有结构。虽然 d-葡萄糖和甲基 α-d-吡喃葡萄糖苷只能形成不太有序的聚集体，但 d-果糖和 d-木糖却能形成有序的聚集体。随着糖类固有的激子偶联带的出现，糖类与 4 的复合物变得具有 CD 活性。CD 带强度随着糖类浓度的增加而增加，但随着糖类浓度的进一步增加而降低。这些结果表明，硼酸-糖的可逆相互作用有助于诱导有序聚合体结构中的手性，其中糖被用作手性诱导的触发器。

  DOI：

  10.1246/bcsj.71.2197
• 作为产物：
  描述：

  4-十二烷氧基苯胺 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 10-{4-[(4-dodecyloxyphenyl)azo]phenoxy}decyl bromide
  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

• Formation of persistent ordered lamellar mesophases in azobenzene-containing silver thiolates and their application in the controlled synthesis of silver nanomaterials
  作者：Junfei Duan、Jie Ma、Bin Wu、Qian Li、Jianglin Fang、Dongzhong Chen

  DOI：10.1039/c3tc32380c

  日期：——

  such mesogenic precursors have been demonstrated in principle. As a kind of functional metallomesogen precursor the silver mesogenic thiolates with persistent ordered lamellar mesophases provide an ideal two-dimensional (2D) confined environment for the investigation of a layered-precursor-to-lamellar-nanomaterial (LPLM) mechanism of solventless thermolysis and the fascinating controlled preparation of

  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