[4-(8-bromooctoxy)phenyl]-(4-methoxyphenyl)diazene | 149474-78-2

• 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-(8-bromooctoxy)phenyl]-(4-methoxyphenyl)diazene
• CAS: 149474-78-2
• 化学式: C₂₁H₂₇BrN₂O₂
• 分子量: 419.362
• InChiKey: UAOJYTSEYRNKFO-WCWDXBQESA-N

物化性质

• 沸点：
  528.4±35.0 °C(Predicted)
• 密度：
  1.20±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.22
• 重原子数：
  26.0
• 可旋转键数：
  12.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 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：

  [4-(8-bromooctoxy)phenyl]-(4-methoxyphenyl)diazene 在 lithium aluminium tetrahydride 、 氯化亚砜 、 potassium carbonate 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 (1E,1'E,1''E)-2,2',2''-(((((5-(chloromethyl)benzene-1,2,3-triyl)tris(oxy))tris(octane-8,1-diyl))tris(oxy))tris(benzene-4,1-diyl))tris(1-(4-methoxyphenyl)diazene)
  参考文献：
  名称：

  Macroscopic Photocontrol of Ion-Transporting Pathways of a Nanostructured Imidazolium-Based Photoresponsive Liquid Crystal

  摘要：

  The photocontrol of the macroscopic alignment of nanostructured 2D ion-transporting pathways is described. The uniplanar homogeneous alignment of the thermotropic smectic (Sm) liquid-crystalline (LC) phase has been successfully achieved via photoinduced reorientation of the azobenzene groups of the imidazolium-based LC material. The ionic layers of the Sm LC phase are macroscopically oriented perpendicular to the surface of the glass substrate. The oriented films show anisotropic ion conduction in the Sm phase. This is the first example of the macroscopic photoalignment of ion-conductive LC arrays. Reversible switching of homeotropic and homogeneous alignments has also been achieved for the LC material. These materials and the alignment methodology may be useful in the development of ion-based circuits and memory devices.

  DOI：

  10.1021/ja5041573
• 作为产物：
  描述：

  8-溴-1-辛醇 在 三溴化磷 、 potassium carbonate 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 14.0h， 生成 [4-(8-bromooctoxy)phenyl]-(4-methoxyphenyl)diazene
  参考文献：
  名称：

  Macroscopic Photocontrol of Ion-Transporting Pathways of a Nanostructured Imidazolium-Based Photoresponsive Liquid Crystal

  摘要：

  The photocontrol of the macroscopic alignment of nanostructured 2D ion-transporting pathways is described. The uniplanar homogeneous alignment of the thermotropic smectic (Sm) liquid-crystalline (LC) phase has been successfully achieved via photoinduced reorientation of the azobenzene groups of the imidazolium-based LC material. The ionic layers of the Sm LC phase are macroscopically oriented perpendicular to the surface of the glass substrate. The oriented films show anisotropic ion conduction in the Sm phase. This is the first example of the macroscopic photoalignment of ion-conductive LC arrays. Reversible switching of homeotropic and homogeneous alignments has also been achieved for the LC material. These materials and the alignment methodology may be useful in the development of ion-based circuits and memory devices.

  DOI：

  10.1021/ja5041573

文献信息

• Impact of terminal group on azobenzene liquid crystal dimers for photo-responsive optical storage devices
  作者：B.S. Ranjitha、D. Sandhya Kumari、Apoorva Shetty、G. Shanker、Mohamed Alaasar、Rami Pashameah、Gurumurthy Hegde

  DOI：10.1016/j.molliq.2023.121985

  日期：2023.8

  new series of photo responsive dimers bearing different terminal functional groups (-CN, -COOEt, -OMe) and variable aliphatic spacers have been synthesized and investigated in detail. The molecular structures of the new materials were proved using different spectroscopic techniques and their liquid crystal self-assembly was characterized using differential scanning calorimetry (DSC), polarized light

  已经合成并详细研究了三个新系列的具有不同末端官能团（-CN、-COOEt、-OMe）和可变脂肪族间隔物的光响应二聚体。使用不同的光谱技术证明了新材料的分子结构，并使用差示扫描量热法 (DSC)、偏光显微镜 (POM) 和 X 射线衍射 (XRD) 表征了它们的液晶自组装。此外，在溶液中详细研究了它们的光开关行为。结果表明，几乎所有的二聚体材料都是介晶的，要么表现出向列相，要么同时表现出近晶 A 相和向列相。在紫外线照射下，材料显示出有趣的光开关特性，在 40 秒内达到光静止状态，在溶液中达到约 35 小时的热背弛豫时间。最后，制造的设备验证了所报告的光存储设备材料的潜力。