2-([1,1'-biphenyl]-4-yl)-3,3-diphenylacrylonitrile

• 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: 2-([1,1'-biphenyl]-4-yl)-3,3-diphenylacrylonitrile
• 英文别名: 3,3-Diphenyl-2-(4-phenylphenyl)prop-2-enenitrile
• 化学式: C₂₇H₁₉N
• 分子量: 357.455
• InChiKey: AUCMVTRCGJUKBL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  二苯甲酮 在 四(三苯基膦)钯 、 potassium acetate 、 sodium hydride 作用下， 以 水 、 甲苯 为溶剂， 反应 33.17h， 生成 2-([1,1'-biphenyl]-4-yl)-3,3-diphenylacrylonitrile
  参考文献：
  名称：

  Exploration of Highly Efficient Blue–Violet Light Conversion Agents for an Agricultural Film Based on Structure Optimization of Triphenylacrylonitrile

  摘要：

  To obtain highly efficient blue-violet light conversion agents used for an agricultural film, six triarylacrylonitrile derivatives and their doping films were prepared. Further, the luminogens have the ability to convert ultraviolet light into blue-violet light and exhibit aggregation-dependent fluorescence emission and high-contrast fluorescence quantum yields from 0.004 to 0.833. On the basis of X-ray single-crystal diffraction analysis and aggregation-induced emission activity tests, the variant fluorescence quantum yields are attributed to intermolecular pi-pi stacking and phase transition between the crystalline state and amorphous state. In a simulated greenhouse environment, the luminogens exhibit excellent photostability. However, their fluorescence intensity drops to 17-40% of the prime intensity after outdoor radiation for 1 month as a result of the ring-closing oxidation reaction (in the summer). By comprehensively considering the above photophysical properties and mechanical properties of the doping film, 2-([1,1'-biphenyl]-4-yl)-3,3-diphenylacrylonitrile is a potential light conversion agent for an agricultural film in the winter. More importantly, the results indicate that the properties of the light conversion films are expected to be further improved by molecular design, inhibiting the ring-closing oxidation reaction and dispersion of crystalline nanoparticles in the doping film.

  DOI：

  10.1021/acs.jafc.8b05453

文献信息

• Exploration of Highly Efficient Blue–Violet Light Conversion Agents for an Agricultural Film Based on Structure Optimization of Triphenylacrylonitrile
  作者：Yongtao Wang、Yongjiang Yu、Wenjing Liu、Litong Ren、Guixian Ge

  DOI：10.1021/acs.jafc.8b05453

  日期：2018.12.19

  To obtain highly efficient blue-violet light conversion agents used for an agricultural film, six triarylacrylonitrile derivatives and their doping films were prepared. Further, the luminogens have the ability to convert ultraviolet light into blue-violet light and exhibit aggregation-dependent fluorescence emission and high-contrast fluorescence quantum yields from 0.004 to 0.833. On the basis of X-ray single-crystal diffraction analysis and aggregation-induced emission activity tests, the variant fluorescence quantum yields are attributed to intermolecular pi-pi stacking and phase transition between the crystalline state and amorphous state. In a simulated greenhouse environment, the luminogens exhibit excellent photostability. However, their fluorescence intensity drops to 17-40% of the prime intensity after outdoor radiation for 1 month as a result of the ring-closing oxidation reaction (in the summer). By comprehensively considering the above photophysical properties and mechanical properties of the doping film, 2-([1,1'-biphenyl]-4-yl)-3,3-diphenylacrylonitrile is a potential light conversion agent for an agricultural film in the winter. More importantly, the results indicate that the properties of the light conversion films are expected to be further improved by molecular design, inhibiting the ring-closing oxidation reaction and dispersion of crystalline nanoparticles in the doping film.