2,5-bis(4-nitrophenyl)-3,4-diphenylcyclopenta-2,4-dienone | 121264-20-8

• 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: 2,5-bis(4-nitrophenyl)-3,4-diphenylcyclopenta-2,4-dienone
• 英文别名: 2,5-Bis(4-nitrophenyl)-3,4-diphenylcyclopenta-2,4-dien-1-one
• CAS: 121264-20-8
• 化学式: C₂₉H₁₈N₂O₅
• 分子量: 474.472
• InChiKey: BTZANYLTONPGRC-UHFFFAOYSA-N

物化性质

• 熔点：
  245 °C
• 沸点：
  735.3±60.0 °C(Predicted)
• 密度：
  1.378±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  36
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  109
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  苯乙炔 、 2,5-bis(4-nitrophenyl)-3,4-diphenylcyclopenta-2,4-dienone 、 、 邻二氯苯 在 1,4-Bis(4-nitrophenyl)-2,3,5-triphenylbenzene 作用下， 以 正己烷 为溶剂， 反应 2.0h， 以The reaction yielded 22.9 grams of 1,4-bis(4-nitrophenyl)-2,3,5-triphenylbenzene的产率得到1,4-Bis(4-nitrophenyl)-2,3,5-triphenylbenzene
  参考文献：
  名称：

  Poly-phenylated diamines and their use as polycondensation monomers in

  摘要：

  本发明涉及新型的多酚化多核芳香二胺，例如1,3-双[4-氨基苯基]-2,3,5-三苯基苯，以及其制备方法和用作聚合物化合物的聚缩合组分以制备聚酰胺、聚酰胺亚胺和聚酰亚胺。根据本发明使用芳香二胺获得的聚合物是易溶的刚性棒状聚合物，并以优异的模量、拉伸压缩强度、能量吸收、膨胀系数和电学性能而著称。

  公开号：

  US05087691A1
• 作为产物：
  描述：

  1,3-bis-(4-nitrophenyl)-propan-2-one 、 联苯甲酰 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以81%的产率得到2,5-bis(4-nitrophenyl)-3,4-diphenylcyclopenta-2,4-dienone
  参考文献：
  名称：

  Predicting the UV−Vis Spectra of Tetraarylcyclopentadienones:  Using DFT Molecular Orbital Energies to Model Electronic Transitions of Organic Materials

  摘要：

  Tetraphenylcyclopentadienone, due to its intrinsically low HOMO-LUMO gap, has been suggested as a valuable repeat unit in conducting polymers for nanoscale electronics. The HOMO and LUMO of tetraphenylcyclopentadienone appear to be associated with the relevant pi orbitals of unsubstituted cyclopentadienone. Using previously developed carbonylative coupling reactions, a series of tetraarylcyclopentadienones was synthesized, accessing a range of substituents not previously available. The UV-vis spectra of these molecules were compared to their calculated wave functions and predicted transitions. A quantitative structure-activity relationship was discovered that may greatly simplify prediction of band gaps for oligomers and polymers built from these tetraarylcyclopentadienones.

  DOI：

  10.1021/jo701676x

文献信息

• US5087691A
  申请人：——

  公开号：US5087691A

  公开（公告）日：1992-02-11
• Predicting the UV−Vis Spectra of Tetraarylcyclopentadienones:  Using DFT Molecular Orbital Energies to Model Electronic Transitions of Organic Materials
  作者：Robert G. Potter、Thomas S. Hughes

  DOI：10.1021/jo701676x

  日期：2008.4.1

  Tetraphenylcyclopentadienone, due to its intrinsically low HOMO-LUMO gap, has been suggested as a valuable repeat unit in conducting polymers for nanoscale electronics. The HOMO and LUMO of tetraphenylcyclopentadienone appear to be associated with the relevant pi orbitals of unsubstituted cyclopentadienone. Using previously developed carbonylative coupling reactions, a series of tetraarylcyclopentadienones was synthesized, accessing a range of substituents not previously available. The UV-vis spectra of these molecules were compared to their calculated wave functions and predicted transitions. A quantitative structure-activity relationship was discovered that may greatly simplify prediction of band gaps for oligomers and polymers built from these tetraarylcyclopentadienones.
• Poly-phenylated diamines and their use as polycondensation monomers in
  申请人：University of Akron

  公开号：US05087691A1

  公开（公告）日：1992-02-11

  New polyphenylated polynuclear aromatic diamines, such as 1,3-bis[4-aminophenyl]-2,3,5-triphenylbenzene, a process for their manufacture and their use as polycondensation components for the manufacture of polyamide, polyamide-imide and polyimide polymers are described. The polymers obtained with the aromatic diamines according to the invention are readily soluble, rigid-rod polymers and are distinguished by outstanding modulus, tensile compression strength, energy absorption, coefficient of expansion and electrical properties.

  本发明涉及新型的多酚化多核芳香二胺，例如1,3-双[4-氨基苯基]-2,3,5-三苯基苯，以及其制备方法和用作聚合物化合物的聚缩合组分以制备聚酰胺、聚酰胺亚胺和聚酰亚胺。根据本发明使用芳香二胺获得的聚合物是易溶的刚性棒状聚合物，并以优异的模量、拉伸压缩强度、能量吸收、膨胀系数和电学性能而著称。