1-[4-(4'-ethoxyphenylazo)phenoxy]hexan-6-ol | 850706-08-0

• 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: 1-[4-(4'-ethoxyphenylazo)phenoxy]hexan-6-ol
• 英文别名: 4-ethoxy-4’-(6-hydroxyhexyloxy) azobenzene；4-(6-hydroxyhexyloxy)-4'-ethoxyazobenzene；4-ethoxy-4'-(6-hydroxyhex-1-yloxy)azobenzene；4-Ethyloxy-4'-(6-hydroxyhexyloxy)azobenzene；6-[4-[(4-ethoxyphenyl)diazenyl]phenoxy]hexan-1-ol
• CAS: 850706-08-0
• 化学式: C₂₀H₂₆N₂O₃
• 分子量: 342.438
• InChiKey: RBDQPRTWDCCFHU-UHFFFAOYSA-N

物化性质

• 沸点：
  512.0±35.0 °C(Predicted)
• 密度：
  1.08±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  25
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  63.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-[4-(4'-ethoxyphenylazo)phenoxy]hexan-6-ol 、 甲基丙烯酰氯 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 生成 4-[6-(methacryloyloxy)hexyloxy]-4'-ethoxyazobenzene
  参考文献：
  名称：

  与立构中心绝对构型无关的可切换相螺旋：手性液晶聚合物中军士和士兵之间的反常感应

  摘要：

  控制手性液晶（LC）聚合物中的第二相非常重要，因为它将分子信息传递和放大到宏观性质。然而，液晶相的手性超结构完全由母体手性源的固有构型决定。在这里，我们报告了通过普通手性“军士”单元和各种非手性“士兵”单元之间的非传统命令来切换异核结构的超分子手性。对于具有介晶和非介晶士兵单元的共聚物组装体，观察到中士和士兵之间不同的手性诱导途径，证明了独立于立构中心绝对构型的螺旋相的形成。在存在非介晶士兵单位的情况下，观察到非晶相中的经典 SaS（军士和士兵）效应；而在完整的LC系统中，中士的双向命令被激活以响应相变。同时，成功获得了包括球形胶束、蠕虫、纳米线、纺锤体、蝌蚪、各向异性椭圆囊泡和各向同性球形囊泡在内的全谱形态相图。以前很少从手性聚合物系统中获得此类纺锤体、蝌蚪和各向异性椭圆囊泡。

  DOI：

  10.1021/jacs.3c02999
• 作为产物：
  描述：

  对乙氧基苯胺 在 盐酸 、 potassium carbonate 、 potassium iodide 、 sodium nitrite 作用下， 以 乙醇 、 水 为溶剂， 反应 2.0h， 生成 1-[4-(4'-ethoxyphenylazo)phenoxy]hexan-6-ol
  参考文献：
  名称：

  由环状二硫化物的可逆开环级联实现的共价适应性液晶网络

  摘要：

  通过引入动态共价键实现的共价自适应液晶网络 (LCN) 的发展赋予液晶致动器具有自愈特性和可逆形状可编程性，拓宽了它们在各种软机器人设备中的应用。然而，有限分子设计策略限制了这些材料的可回收性和建筑多样性。在这里，首次报道了一种通过环状二硫杂环戊二烯基团的开环聚合制备光响应性聚二硫醚共价适应性 LCN 的策略。基于二硫化物复分解，所得材料具有自愈性、可重塑性和可重新编程性。重要的是，聚合物骨架和二硫杂环戊烷官能化单体之间的平衡能够催化解聚以回收单体，这可以显着削弱光机械设备减材制造的缺点。这项植根于化学的工作将为制造具有出色可编程性和可再生性等功能的软体机器人提供一种经济且环保的策略。

  DOI：

  10.1021/jacs.1c03661

文献信息

• Double “plug and play” templates technology for photo controllable drug release polyelectrolyte multilayers
  作者：Ming Wu、Yiping Cao、Xianzheng Zhang、Yuanfang Zhang、Yong Chen、Liu He、Zhiyong Qian

  DOI：10.1039/c2cc35274e

  日期：——

  An approach for the generation of photo controllable drug release polyelectrolyte multilayers is developed by combining double “plug and play” (PnP) templates technology and host–guest chemistry. These multilayers exhibited a reversible drug loading and release achieved by the photoinduced isomerization.

  通过结合双 "即插即用"（PnP）模板技术和主客体化学，开发出了一种生成光可控药物释放聚电解质多层膜的方法。这些多层膜通过光诱导异构化实现了可逆的药物负载和释放。
• Supramolecular Chirality and Reversible Chiroptical Switching in New Chiral Liquid-Crystal Azopolymers
  作者：Joaquín Barberá、Loris Giorgini、Fabio Paris、Elisabetta Salatelli、Rosa M. Tejedor、Luigi Angiolini

  DOI：10.1002/chem.200801246

  日期：2008.12.8

  achieved by atom transfer radical polymerisation (ATRP) of a new optically active monomer (S)-4-[6-(2-methacryloyloxypropanoyloxy)hexyloxy)]-4'-ethoxyazobenzene [(S)-ML6A], containing the L-lactic residue of one absolute configuration in the side-chain. All the obtained polymeric samples, characterised by differential scanning calorimetry (DSC), X-ray diffraction (XRD) and polarised optical microscopy

  通过一种新型旋光单体的原子转移自由基聚合（ATRP）合成了具有良好控制结构（线性和三臂星形），平均链长明显且多分散性低的手性液晶聚合物-4- [6-（2-（甲基丙烯酸丙烯酰氧基丙酰氧基）己氧基）]-4'-乙氧基偶氮苯[（S）-ML6A]，在侧链中含有一个绝对构型的L-乳酸残基。以差示扫描量热法（DSC），X射线衍射（XRD）和偏振光学显微镜（POM）为特征的所有获得的聚合物样品均表现出近晶A（1/2）（完全相互交叉）液晶相并具有高清洁度转变温度取决于平均聚合度和大分子结构。由L-乳酸残基的不对称官能团在分子水平上引发的手性为聚合物提供了近乎均相的构象，在近晶相中具有与存在的H-聚集体有关的主要手性，该H-聚集体具有一个主要螺杆的构象不对称性-感觉。通过用圆偏振光（CPL）照射，可以光调制这些本征手性聚合物薄膜的手性。在用左手CPL（1-CPL）辐照后，薄膜的圆二色性（CD）光谱显示出椭圆度
• Photocontrolled microphase separation in a nematic liquid–crystalline diblock copolymer
  作者：Haifeng Yu、Takaomi Kobayashi、Guo-Hua Hu

  DOI：10.1016/j.polymer.2011.01.053

  日期：2011.3

  Using a bromo-terminated poly(ethylene oxide) as a macroinitiator, an amphiphilic liquid crystalline (LC) diblock copolymer with an azobenzene moiety as a nematic mesogen was prepared by an atom transfer radical polymerization process. In thin films of the well-defined diblock copolymer with the mesogenic block as a continuous phase upon microphase separation, the influence of supramolecular cooperative motion on the microphase-separated nanocylinders was systematically studied. Although the major phase of the hydrophobic nematic LC block showed only one-dimensional order, it could endow the separated minor phase of the hydrophilic PEO nanocylinders with three-dimensionally ordered structures. Both out-of-plane perpendicular and in-plane parallel patternings of the regularly ordered nanocylinder arrays were successfully fabricated on macroscopic scales by thermal annealing and photoalignment, respectively. The microphase-separated nanostructures with high regularity showed excellent reproducibility and mass production, which might guarantee nanotemplated fabrication processes and would lead to novel industrial applications in macromolecular engineering. (C) 2011 Elsevier Ltd. All rights reserved.
• Photoalignment and Holographic Properties of Azobenzene-Containing Block Copolymers with Oxyethylene and Alkyl Spacers
  作者：Yumiko Naka、Haifeng Yu、Atsushi Shishido、Tomiki Ikeda

  DOI：10.1080/15421400903196120

  日期：2009.11.11

  Two azobenzene-containing block copolymers with an oxyethylene (P1) or an alkyl (P2) spacer in the side chain were prepared by atom transfer radical polymerization (ATRP). Neither of the block copolymers with a low azobenzene content showed a liquid-crystalline phase. However, their glass transition temperatures (T(g)s) were lowered by introducing flexible spacers. In particular, T-g was lowered by about 30 degrees C in P1. Their photoalignment and holographic behavior was investigated at various temperatures in thin films. Rapid changes in refractive index were induced in the P1 films upon irradiation at a temperature below T-g. But the photoinduced birefringence in the P1 film was lower than that in the P2 films. Similar results were obtained in holographic recording. The azobenzene-containing block copolymer with the oxyethylene spacer (P1) used in this study has potential application for dynamic hologram.