4-[(4-丙氧基苯基)二氮烯基]苯甲酸 | 142747-35-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 偶氮苯
• 中文名称: 4-[(4-丙氧基苯基)二氮烯基]苯甲酸
• 英文名称: 4-[(E)-(4-Propoxyphenyl)diazenyl]benzoic acid
• 英文别名: 4-[(4-propoxyphenyl)diazenyl]benzoic acid
• CAS: 142747-35-1
• 化学式: C₁₆H₁₆N₂O₃
• 分子量: 284.315
• InChiKey: WIALCOGWIIJUPQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  71.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-[(4-丙氧基苯基)二氮烯基]苯甲酸 在 草酰氯 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 生成
  参考文献：
  名称：

  4-（4'-烷氧基苯基偶氮）苯甲酰氯不仅是中间体，而且是用于光开关的光敏液晶元

  摘要：

  本文介绍了我们对4-（4'-烷氧基苯基偶氮）苯甲酰氯的完全同源系列的研究结果。迄今为止，这些化合物仅用作更复杂材料的中间体，尚未研究其性能，因为酰基氯被认为是不稳定的，因此在应用中无用。我们证明它们实际上很耐久，并在很宽的温度范围内具有液晶性能。此外，该系列还证明了顺式-反式异构化的快速切换时间少于一个小时的弛豫时间，这使得这些化合物有望成为光学切换的材料。

  DOI：

  10.1016/j.molliq.2016.11.014
• 作为产物：
  描述：

  4-(4-hydroxy-phenylazo)benzoic acid ethyl ester 在 potassium carbonate 、 sodium hydroxide 作用下， 以 乙醇 、 丙酮 为溶剂， 反应 48.0h， 生成 4-[(4-丙氧基苯基)二氮烯基]苯甲酸
  参考文献：
  名称：

  Monotropic or enantiotropic mesophases? Liquid-crystalline and solid state polymorphism 4-Chloro-1,3-phenylene bis-[4-(4-alkyloxyphenylazo)benzoates

  摘要：

  This article presents a homologous series of bent-core molecules consisting of a 4-chlororesorcinol as a central unit and 4-[(4-alkyloxyphenyl)diazenyl]benzoic acids as wings. With the use of polarizing optical microscopy (POM), thermal analysis (TOA) and differential scanning calorimetry (DSC) the mesogenic properties were detected. Furthermore, the X-ray diffraction (XRD) measurements were also performed for selected samples. Compounds of the above mentioned series form nematic, B-6, and smectic C mesophases. An interesting phenomenon in the solid phase polymorphism was observed in some cases. In our experiment one crystalline form (CrI) melts to nematic phase while the second form (CrII)melts at higher temperature directly to isotropic phase. The solid state modification determines whether a monotropic and an enantiotropic mesophase is observed. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.tca.2014.04.024

文献信息

• Monotropic or enantiotropic mesophases? Liquid-crystalline and solid state polymorphism 4-Chloro-1,3-phenylene bis-[4-(4-alkyloxyphenylazo)benzoates
  作者：Izabela Niezgoda、Damian Pociecha、Zbigniew Galewski

  DOI：10.1016/j.tca.2014.04.024

  日期：2014.7

  This article presents a homologous series of bent-core molecules consisting of a 4-chlororesorcinol as a central unit and 4-[(4-alkyloxyphenyl)diazenyl]benzoic acids as wings. With the use of polarizing optical microscopy (POM), thermal analysis (TOA) and differential scanning calorimetry (DSC) the mesogenic properties were detected. Furthermore, the X-ray diffraction (XRD) measurements were also performed for selected samples. Compounds of the above mentioned series form nematic, B-6, and smectic C mesophases. An interesting phenomenon in the solid phase polymorphism was observed in some cases. In our experiment one crystalline form (CrI) melts to nematic phase while the second form (CrII)melts at higher temperature directly to isotropic phase. The solid state modification determines whether a monotropic and an enantiotropic mesophase is observed. (C) 2014 Elsevier B.V. All rights reserved.
• 4-(4′-Alkyloxyphenylazo)benzoyl chlorides not only intermediates but photosensitive mesogens for optical switching
  作者：Joanna Jaworska、Izabela Korbecka、Andrzej Kochel、Zbigniew Galewski

  DOI：10.1016/j.molliq.2016.11.014

  日期：2017.1

  This paper presents results of our studies of a full homologous series of 4-(4′-alkyloxyphenylazo)benzoyl chlorides. Until now these compounds have been used only as intermediates for more complex materials and their properties were not investigated as acid chlorides are considered unstable and hence useless for applications. We show that they are in fact quite durable and possess liquid-crystalline

  本文介绍了我们对4-（4'-烷氧基苯基偶氮）苯甲酰氯的完全同源系列的研究结果。迄今为止，这些化合物仅用作更复杂材料的中间体，尚未研究其性能，因为酰基氯被认为是不稳定的，因此在应用中无用。我们证明它们实际上很耐久，并在很宽的温度范围内具有液晶性能。此外，该系列还证明了顺式-反式异构化的快速切换时间少于一个小时的弛豫时间，这使得这些化合物有望成为光学切换的材料。