2-flourophenyl 4-{[4-(pent-4-en-1-yloxy)phenyl]diazenyl}benzoate

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: 2-flourophenyl 4-{[4-(pent-4-en-1-yloxy)phenyl]diazenyl}benzoate
• 英文别名: (2-Fluorophenyl) 4-[(4-pent-4-enoxyphenyl)diazenyl]benzoate；(2-fluorophenyl) 4-[(4-pent-4-enoxyphenyl)diazenyl]benzoate
• 化学式: C₂₄H₂₁FN₂O₃
• 分子量: 404.441
• InChiKey: UJTYDGBOKCCCGB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  30
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  60.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-(4-羟基-偶氮苯)苯甲酸乙酯 在 4-二甲氨基吡啶 、 potassium carbonate 、 N,N'-二环己基碳二亚胺 、 potassium iodide 、 potassium hydroxide 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 48.0h， 生成 2-flourophenyl 4-{[4-(pent-4-en-1-yloxy)phenyl]diazenyl}benzoate
  参考文献：
  名称：

  Synthesis and characterization of liquid crystalline azobenzene chromophores with fluorobenzene terminal

  摘要：

  Two series of fluorine-substituted benzoate ester type rod-shaped liquid crystals incorporating the azobenzene as side arm linked with terminal double bonds as polymerizable functional groups were synthesized and characterized by polarized-light optical microscopy (POM), differential scanning calorimetry (DSC) and UV-visible spectroscopy investigations. Thus, rod-shaped monomers, namely 4a and 4b having odd and even number of carbon in the terminal group exhibited nematic phase and SmA type phase was found at lower temperature. Compound 5 showed nematic phase whereas compound 6 showed SmA phase. These rod-shaped molecules exhibit strong photoisomerization behaviour in solution. The photoswitching properties of the compounds showed trans to cis isomerization in about 10 s, whereas the reverse process takes place about 120 min in solutions. Proposed materials may have potential to use it in optical storage devices. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2013.10.004

文献信息

• Synthesis and characterization of liquid crystalline azobenzene chromophores with fluorobenzene terminal
  作者：Md Lutfor Rahman、Gurumurthy Hegde、Mahrokh Azazpour、Mashitah Mohd Yusoff、Sandeep Kumar

  DOI：10.1016/j.jfluchem.2013.10.004

  日期：2013.12

  Two series of fluorine-substituted benzoate ester type rod-shaped liquid crystals incorporating the azobenzene as side arm linked with terminal double bonds as polymerizable functional groups were synthesized and characterized by polarized-light optical microscopy (POM), differential scanning calorimetry (DSC) and UV-visible spectroscopy investigations. Thus, rod-shaped monomers, namely 4a and 4b having odd and even number of carbon in the terminal group exhibited nematic phase and SmA type phase was found at lower temperature. Compound 5 showed nematic phase whereas compound 6 showed SmA phase. These rod-shaped molecules exhibit strong photoisomerization behaviour in solution. The photoswitching properties of the compounds showed trans to cis isomerization in about 10 s, whereas the reverse process takes place about 120 min in solutions. Proposed materials may have potential to use it in optical storage devices. (C) 2013 Elsevier B.V. All rights reserved.