(E)-4-[(E)-cinnamoyloxy]cinnamic acid | 620173-17-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-4-[(E)-cinnamoyloxy]cinnamic acid
• 英文别名: (E)-3-[4-[(E)-3-phenylprop-2-enoyl]oxyphenyl]prop-2-enoic acid
• CAS: 620173-17-3
• 化学式: C₁₈H₁₄O₄
• 分子量: 294.307
• InChiKey: QQSQVZKGODBCFI-QHKWOANTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E)-4-[(E)-cinnamoyloxy]cinnamic acid 在 氯化亚砜 、 N,N-二甲基甲酰胺 作用下， 反应 12.0h， 以67%的产率得到(E)-4-[(E)-cinnamoyloxy]cinnamoyl chloride
  参考文献：
  名称：

  Self-Organizing Polycondensation of (E)-4-Acetoxycinnamic Acid for Preparation of Poly(p-oxycinnamoyl) Microspheres

  摘要：

  Preparation of poly(p-oxycinnamoyl) (POC) microspheres was examined by the reaction-induced phase separation of oligomers during the polycondensation of (E)-4-acetoxycinnamic acid in various solvents. Polymerization in liquid paraffin yielded the microspheres having a smooth surface at 270330 degreesC, of which the average diameter was 4.6 mum. In contrast to this, the morphology of the products was drastically changed in Therm S 800 (TS8) and Therm S 900 (TS9) by polymerization temperature. When the polymerization was carried out at 310 degreesC in TS8 and 300 degreesC in TS9, the microspheres were obtained, of which the average diameter was 3.9 and 3.3 mum, respectively. The platelike crystals were formed under these temperatures, of which thickness was approximately 0.1 mum. The formation of the microspheres was highly related to the miscibility between the oligomers and the solvents. The average diameter of the microspheres increased with the decrease of the miscibility, and this tendency could be accounted for by the interfacial tension between two immiscible liquid phases. The microspheres were formed through the formation of the microdroplets by the liquid-liquid phase separation of the oligomers and the subsequent solidification of the microdroplets due to the further polymerization in them.

  DOI：

  10.1021/ma030197q
• 作为产物：
  描述：

  对羟基肉桂酸 、 3-苯基-2-丙烯酰氯 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 14.0h， 以76%的产率得到(E)-4-[(E)-cinnamoyloxy]cinnamic acid
  参考文献：
  名称：

  Self-Organizing Polycondensation of (E)-4-Acetoxycinnamic Acid for Preparation of Poly(p-oxycinnamoyl) Microspheres

  摘要：

  Preparation of poly(p-oxycinnamoyl) (POC) microspheres was examined by the reaction-induced phase separation of oligomers during the polycondensation of (E)-4-acetoxycinnamic acid in various solvents. Polymerization in liquid paraffin yielded the microspheres having a smooth surface at 270330 degreesC, of which the average diameter was 4.6 mum. In contrast to this, the morphology of the products was drastically changed in Therm S 800 (TS8) and Therm S 900 (TS9) by polymerization temperature. When the polymerization was carried out at 310 degreesC in TS8 and 300 degreesC in TS9, the microspheres were obtained, of which the average diameter was 3.9 and 3.3 mum, respectively. The platelike crystals were formed under these temperatures, of which thickness was approximately 0.1 mum. The formation of the microspheres was highly related to the miscibility between the oligomers and the solvents. The average diameter of the microspheres increased with the decrease of the miscibility, and this tendency could be accounted for by the interfacial tension between two immiscible liquid phases. The microspheres were formed through the formation of the microdroplets by the liquid-liquid phase separation of the oligomers and the subsequent solidification of the microdroplets due to the further polymerization in them.

  DOI：

  10.1021/ma030197q