4-(benzophenone-4-yloxycarbonyl)phenyl acrylate

• 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: 4-(benzophenone-4-yloxycarbonyl)phenyl acrylate
• 英文别名: BPOCPA；(4-Benzoylphenyl) 4-prop-2-enoyloxybenzoate；(4-benzoylphenyl) 4-prop-2-enoyloxybenzoate
• 化学式: C₂₃H₁₆O₅
• 分子量: 372.377
• InChiKey: AFWQOMODNJDJIJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  69.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  对羟基苯甲酸 在 氯化亚砜 、 N,N-二甲基甲酰胺 、 sodium hydroxide 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 为溶剂， 反应 10.0h， 生成 4-(benzophenone-4-yloxycarbonyl)phenyl acrylate
  参考文献：
  名称：

  Synthesis and characterization of p-benzophenoneoxycarbonylphenyl acrylate by means of experimental measurements and theoretical approaches, and bulk melt polymerization

  摘要：

  This multidisciplinary study deals with not only the synthesis of p-benzophenoneoxycarbonylphenyl acrylate (BPOCPA) in the xylene solvent and production of Poly(BPOCPA) by bulk melt polymerization and solution methods but also the characterization of BPOCPA experimentally (by DCS, UV, IR, H-1 NMR and PL) and theoretically (with DFT method, B3LYP) method for the first time. The FTIR and H-1 NMR measurement results verify that the synthesis of the BPOCPA is performed in the yield of 57 wt% without any impurities. Moreover, DSC melting point belonging to the monomer is found to be about 131.1 degrees C when the C and H contents are noted to be 71.397% and 3.554%, respectively. As for the UV-vis spectrometer findings, the absorption wavelength lambda(max) is observed at 344 nm due to the effective pi-pi* conjugated segments in the title compound. The optical band gap energy is observed to be about 3.22 eV, confirming the presence of the strong electronic donating groups in the monomer. Furthermore, PL spectrum shows that the compound exhibits strong fluorescence centered at 464.4 nm with a large Stokes shift of 120.4 nm. Moreover, the theoretical calculation results indicate that the structure is quite stable but obtains high electronic donor ability for the electrophilic attack (intermolecular interactions), favored by the experimental findings of UV-vis and PL measurements. Theoretical electronic absorption spectra values are also discussed clearly. (c) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2013.07.003