4-[(E)-2-(3,5-Bis-dodecyloxy-phenyl)-vinyl]-phenol | 585521-30-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 4-[(E)-2-(3,5-Bis-dodecyloxy-phenyl)-vinyl]-phenol
• 英文别名: 4-[(E)-2-(3,5-didodecoxyphenyl)ethenyl]phenol
• CAS: 585521-30-8
• 化学式: C₃₈H₆₀O₃
• 分子量: 564.893
• InChiKey: OEMUIECYBDAQLH-WCWDXBQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.9
• 重原子数：
  41
• 可旋转键数：
  26
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-[(E)-2-(3,5-Bis-dodecyloxy-phenyl)-vinyl]-phenol 、 methyl 4-[(E)-2-[3,5-bis(11-bromoundecoxy)phenyl]ethenyl]benzoate 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 生成 4-{(E)-2-[3,5-Bis-(11-{4-[(E)-2-(3,5-bis-dodecyloxy-phenyl)-vinyl]-phenoxy}-undecyloxy)-phenyl]-vinyl}-benzoic acid methyl ester
  参考文献：
  名称：

  Liquid Crystalline Octopus: An Alternative Class of Mesomorphic Dendrimers

  摘要：

  The synthesis and the mesomorphic properties of a new series of liquid crystalline dendrimers, referred thereafter as to octopus dendrimers owing to their eight sidearms, are reported. In these dendritic systems, the arborescence is constituted of mesogenic segments and aliphatic spacers, and as such they differ quite substantially from the classical end-functionalized dendrimers whose dentritic core is more flexible. Such a molecular design was adopted in order for the internal mesogenic segments-constituting the skeleton of the dendrimer-to participate at every level of the molecular organization within the mesophases. The dendritic branches, prepared by a mixed convergent/divergent method, were attached to a tetrapodant central core to yield second generation dendrimers via amido linkage. X-ray diffraction studies showed that the acidic dendron precursors and the final dendrimers exhibit a hexagonal columnar mesophase, whose mesophase stability was found to depend on the number and position of the terminal alkoxy chains. The high density of aliphatic chains imposes curved interfaces at all hierarchical levels of the dendrimers, i.e., between the pro-mesogenic units, the aliphatic spacers, and the terminal chains, forcing the molecules to adopt a wedgelike conformation, promoting the self-assembling toward a supramolecular columnar organization. Because of their original molecular structure, the internal columnar "hard" core of the columns is compatible with an onion-type structure, i.e., made up of successive, concentric crowns occupied by aromatic and aliphatic constituents, as deduced from the analysis of the X-ray diffraction data.

  DOI：

  10.1021/ma034038i
• 作为产物：
  描述：

  3,5-二羟基苯甲醛 在 potassium carbonate 作用下， 以 四氢呋喃 、 正己烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 生成 4-[(E)-2-(3,5-Bis-dodecyloxy-phenyl)-vinyl]-phenol
  参考文献：
  名称：

  Fluorous hydrophobic fluorescent (E)-Stilbene derivatives for application on security paper

  摘要：

  （E）式顺式 stilbene 的水不溶性氟光子，通过双立体选择性 Wittig-Schlosser 反应合成，它们拥有长的全氟基团或直链碳氢结合基团。将这些能通过共价修饰连接至纸上时，经过紫外光照后产生荧光标记纸。其水不溶性和脂肪不溶性特性提供了自我清洁性能。这种氟化物在假钞鉴别中的潜在应用被展望。

  DOI：

  10.1016/j.dyepig.2019.107597

文献信息

• Fluorous hydrophobic fluorescent (E)-Stilbene derivatives for application on security paper
  作者：Albert Granados、Adelina Vallribera

  DOI：10.1016/j.dyepig.2019.107597

  日期：2019.11

  (E)-Stilbene hydrophobic fluorophores possessing long perfluorinated or hydrocarbonated chains have been prepared through a stereoselective Wittig-Schlosser reaction. When covalently grafted upon paper, they give rise to a fluorescent-labeled paper upon irradiation with UV light. The hydrophobicity and oleophobicity of the fluorous (E)-stilbene derivative furnish self-cleaning properties. Application in the detection of money counterfeiting is envisioned.

  （E）式顺式 stilbene 的水不溶性氟光子，通过双立体选择性 Wittig-Schlosser 反应合成，它们拥有长的全氟基团或直链碳氢结合基团。将这些能通过共价修饰连接至纸上时，经过紫外光照后产生荧光标记纸。其水不溶性和脂肪不溶性特性提供了自我清洁性能。这种氟化物在假钞鉴别中的潜在应用被展望。
• Liquid Crystalline Octopus: An Alternative Class of Mesomorphic Dendrimers
  作者：Lionel Gehringer、Daniel Guillon、Bertrand Donnio

  DOI：10.1021/ma034038i

  日期：2003.7.1

  The synthesis and the mesomorphic properties of a new series of liquid crystalline dendrimers, referred thereafter as to octopus dendrimers owing to their eight sidearms, are reported. In these dendritic systems, the arborescence is constituted of mesogenic segments and aliphatic spacers, and as such they differ quite substantially from the classical end-functionalized dendrimers whose dentritic core is more flexible. Such a molecular design was adopted in order for the internal mesogenic segments-constituting the skeleton of the dendrimer-to participate at every level of the molecular organization within the mesophases. The dendritic branches, prepared by a mixed convergent/divergent method, were attached to a tetrapodant central core to yield second generation dendrimers via amido linkage. X-ray diffraction studies showed that the acidic dendron precursors and the final dendrimers exhibit a hexagonal columnar mesophase, whose mesophase stability was found to depend on the number and position of the terminal alkoxy chains. The high density of aliphatic chains imposes curved interfaces at all hierarchical levels of the dendrimers, i.e., between the pro-mesogenic units, the aliphatic spacers, and the terminal chains, forcing the molecules to adopt a wedgelike conformation, promoting the self-assembling toward a supramolecular columnar organization. Because of their original molecular structure, the internal columnar "hard" core of the columns is compatible with an onion-type structure, i.e., made up of successive, concentric crowns occupied by aromatic and aliphatic constituents, as deduced from the analysis of the X-ray diffraction data.