1,1,2-tris(4-phenylcarbonyl)-2-phenylethylene | 1221822-85-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 1,1,2-tris(4-phenylcarbonyl)-2-phenylethylene
• 英文别名: [4-[2,2-Bis(4-benzoylphenyl)-1-phenylethenyl]phenyl]-phenylmethanone；[4-[2,2-bis(4-benzoylphenyl)-1-phenylethenyl]phenyl]-phenylmethanone
• CAS: 1221822-85-0
• 化学式: C₄₇H₃₂O₃
• 分子量: 644.769
• InChiKey: PFNXZNYKQWQFBP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12
• 重原子数：
  50
• 可旋转键数：
  10
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  51.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  二苯基甲烷 、 1,1,2-tris(4-phenylcarbonyl)-2-phenylethylene 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 6.5h， 生成
  参考文献：
  名称：

  Aggregation Emission Properties of Oligomers Based on Tetraphenylethylene

  摘要：

  A series of eight derivatives based on tetraphenylethylene were prepared, and two of these, i.e., 1,1-bis(4-phenylcarbony1)-2,2-diphenylethylene (2), 1,1,2,2-tetrakis(4-phenylcarbonyl)phenylethylene (4), were characterized crystallographically. Because the rigidity and steric hindrance in the molecular structure enhanced regularly from sample 5 to 8, UV-visible absorption and PL spectra of 5-8 show the transition from aggregation-induced emission (AIE) to aggregation-induced emission enhancement (AIEE) behavior. Solid fluorescence lifetime characterization shows that samples with less steric hindrance and more interaction in or between molecules will result in a short fluorescence lifetime. All samples 5-8 become more emissive when their chains are induced to aggregate by adding water into their acetonitrile solutions. Cyclic voltammetry measurements taken give the band gap of sample 5-8 as 2.88, 2.70, 2.56, and 2.43 eV, and theoretical calculations also support these bad gap results. Conformational simulations also suggest that the origin of transition from AIE to AIEE behavior is due to the restricted intramolecular rotations of the aromatic rings in samples.

  DOI：

  10.1021/jp911311j
• 作为产物：
  描述：

  苯甲酰氯 、 1,1,2,2-四苯乙烯 在 aluminum (III) chloride 作用下， 以 硝基苯 为溶剂， 反应 12.0h， 以46%的产率得到1,1,2-tris(4-phenylcarbonyl)-2-phenylethylene
  参考文献：
  名称：

  Aggregation Emission Properties of Oligomers Based on Tetraphenylethylene

  摘要：

  A series of eight derivatives based on tetraphenylethylene were prepared, and two of these, i.e., 1,1-bis(4-phenylcarbony1)-2,2-diphenylethylene (2), 1,1,2,2-tetrakis(4-phenylcarbonyl)phenylethylene (4), were characterized crystallographically. Because the rigidity and steric hindrance in the molecular structure enhanced regularly from sample 5 to 8, UV-visible absorption and PL spectra of 5-8 show the transition from aggregation-induced emission (AIE) to aggregation-induced emission enhancement (AIEE) behavior. Solid fluorescence lifetime characterization shows that samples with less steric hindrance and more interaction in or between molecules will result in a short fluorescence lifetime. All samples 5-8 become more emissive when their chains are induced to aggregate by adding water into their acetonitrile solutions. Cyclic voltammetry measurements taken give the band gap of sample 5-8 as 2.88, 2.70, 2.56, and 2.43 eV, and theoretical calculations also support these bad gap results. Conformational simulations also suggest that the origin of transition from AIE to AIEE behavior is due to the restricted intramolecular rotations of the aromatic rings in samples.

  DOI：

  10.1021/jp911311j

文献信息

• Aggregation Emission Properties of Oligomers Based on Tetraphenylethylene
  作者：Weizhi Wang、Tingting Lin、Min Wang、Tian-Xi Liu、Lulu Ren、Dan Chen、Shu Huang

  DOI：10.1021/jp911311j

  日期：2010.5.13

  A series of eight derivatives based on tetraphenylethylene were prepared, and two of these, i.e., 1,1-bis(4-phenylcarbony1)-2,2-diphenylethylene (2), 1,1,2,2-tetrakis(4-phenylcarbonyl)phenylethylene (4), were characterized crystallographically. Because the rigidity and steric hindrance in the molecular structure enhanced regularly from sample 5 to 8, UV-visible absorption and PL spectra of 5-8 show the transition from aggregation-induced emission (AIE) to aggregation-induced emission enhancement (AIEE) behavior. Solid fluorescence lifetime characterization shows that samples with less steric hindrance and more interaction in or between molecules will result in a short fluorescence lifetime. All samples 5-8 become more emissive when their chains are induced to aggregate by adding water into their acetonitrile solutions. Cyclic voltammetry measurements taken give the band gap of sample 5-8 as 2.88, 2.70, 2.56, and 2.43 eV, and theoretical calculations also support these bad gap results. Conformational simulations also suggest that the origin of transition from AIE to AIEE behavior is due to the restricted intramolecular rotations of the aromatic rings in samples.