6-Bromo-1-[4-(4-nitrophenylazo)phenoxy]hexane | 131691-92-4

• 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: 6-Bromo-1-[4-(4-nitrophenylazo)phenoxy]hexane
• 英文别名: 1-bromo-(4-(4-nitrophenylazo)phenoxy)hexane；Diazene, [4-[(6-bromohexyl)oxy]phenyl](4-nitrophenyl)-；[4-(6-bromohexoxy)phenyl]-(4-nitrophenyl)diazene
• CAS: 131691-92-4
• 化学式: C₁₈H₂₀BrN₃O₃
• 分子量: 406.279
• InChiKey: IMDNDUBBIZLGLA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  25
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  79.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-Bromo-1-[4-(4-nitrophenylazo)phenoxy]hexane 以 异丙醇 、 甲苯 为溶剂， 反应 49.0h， 生成 2-[6-[4-[(4-nitrophenyl)diazenyl]phenoxy]hexyl-[2-(phenylcarbamoyloxy)ethyl]amino]ethyl N-phenylcarbamate
  参考文献：
  名称：

  Thermal Properties of Liquid-Crystalline Diols and Corresponding Bis-Urethanes with Mesogenic Groups of Various Structures in Side Chains

  摘要：

  The liquid-crystalline diols with mesogenic groups of different structures were synthetized and their temperature behavior and existence of mesophases were determined. These compounds were also reacted with phenylisocyanate to form bis-urethanes at the ratio of reactive groups [OH]/[NCO] = 1/1. The changes of phase transition temperatures due to the change of H-O-H to H-N-H interactions have been investigated. Generally, the introduction of a phenylurethane group into the molecule suppresses the occurence of mesophases; in the case of simple mesogens the mesophases disappear completely. Stiff substituents bound to mesogen as end groups (such as the phenyl group, alkoxy group, etc.) stabilize the mesophases to such a degree that the negative influence of urethane group is compensated and the LC properties are recovered.

  DOI：

  10.1080/15421400390193954
• 作为产物：
  描述：

  苯酚 在 盐酸 、 potassium carbonate 、 potassium iodide 、 sodium nitrite 作用下， 以 甲醇 、 水 、 丙酮 为溶剂， 反应 27.0h， 生成 6-Bromo-1-[4-(4-nitrophenylazo)phenoxy]hexane
  参考文献：
  名称：

  偶氮苯类金纳米粒子的光开关性能及其合成与表征

  摘要：

  合成了一系列用金纳米粒子改性的新型基于偶氮苯的硫醇化液晶，并使用不同的委托工具模式（例如FTIR，NMR和FESEM-EDX测量）对合成化合物的结构特性进行了表征。偏振光学显微镜研究已经揭示了所有具有液晶性质的研究化合物，作为典型的向列相。这些液晶覆盖的金纳米颗粒的尺寸通过TEM实验确定。另外，含有柔性间隔基的基于偶氮苯的金纳米颗粒在紫外线照射下表现出光致变色行为。这些分子在溶液中表现出很强的光异构化行为，并且可以反式转化为顺式 异构化大约需要44 s，而反向过程几乎发生了82至125分钟。

  DOI：

  10.1016/j.molliq.2015.12.078

文献信息

• Thermotropic and lyotropic behavior of novel amphiphilic liquid crystals having hydrophilic poly(ethyleneimine) units
  作者：Seiji Ujiie、Yumi Yano

  DOI：10.1039/a907765k

  日期：——

  Novel ionic amphotropic liquid crystals, in which a hydrophilic poly(ethyleneimine) chain with hydroxy side-groups was attached to an azobenzene mesogenic core through an alkylene chain, showed a thermotropic smectic A mesophase and lyotropic smectic A and C mesophases.

  新型离子型两性液晶，其中具有羟基侧基的亲水性聚（乙烯亚胺）链通过亚烷基链连接到偶氮苯介晶核，显示出热致近晶 A 中间相和易溶近晶 A 和 C 中间相。
• Phase Transitions of Side Chain Liquid Crystal Polyamines
  作者：Yumi Yano、Seiji Ujiie、Akira Mori

  DOI：10.1080/10587250108025302

  日期：2001.7.1
• Synthesis and liquid crystalline properties of a disc-shaped molecule with azobenzene at the periphery
  作者：Md Lutfor Rahman、Carsten Tschierske、Mashitah Yusoff,、Sidik Silong

  DOI：10.1016/j.tetlet.2005.02.005

  日期：2005.3

  triphenylene-based novel liquid crystal was synthesised whose peripheral cores are six rod-like azobenzene moieties linked through alkyl chains. A disc-shaped molecule 2,3,6,7,10,11-hexakis-[4-(4-nitrophenylazo)phenoxy}hexyloxy]triphenylene was prepared by using a ferric chloride oxidative trimerisation of 1,2-bis-[4-(4-nitrophenylazo)phenoxy}hexyloxy]benzene. Differential scanning calorimetry and polarising optical microscopy analysis revealed the existence of a nematic mesophase. (c) 2005 Elsevier Ltd. All rights reserved.
• Liquid Crystalline Properties and Orientational Structure of Binary Systems Built from Poly(Vinylalcohol) and Amphiphilic Compound
  作者：Seiji Ujiie、Yumi Yano

  DOI：10.1080/10587250008024848

  日期：2000.7