2-Butenoic acid, 4-oxo-4-[[4-(2-phenyldiazenyl)phenyl]amino]- | 168094-56-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 偶氮苯
• 英文名称: 2-Butenoic acid, 4-oxo-4-[[4-(2-phenyldiazenyl)phenyl]amino]-
• 英文别名: 4-oxo-4-(4-phenyldiazenylanilino)but-2-enoic acid
• CAS: 168094-56-2
• 化学式: C₁₆H₁₃N₃O₃
• 分子量: 295.298
• InChiKey: SUHCFASZEVEUDG-UHFFFAOYSA-N

物化性质

• 沸点：
  569.8±50.0 °C(Predicted)
• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  91.1
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-Butenoic acid, 4-oxo-4-[[4-(2-phenyldiazenyl)phenyl]amino]- 在 sodium acetate 、 乙酸酐 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以20.7 g的产率得到4-苯氮霉素
  参考文献：
  名称：

  Synthesis and photoresponsive behavior of the high-Tg azobenzene polymers via RAFT polymerization

  摘要：

  Well-defined photo-responsive alternating copolymers, poly(4-(N-maleimido)azobenzene-alt-styrene)s (PMSts), were successfully synthesized via reversible addition-fragmentation chain transfer (RAFT) polymerization. A divinyl monomer was used in this polymerization to prepare high molecular weight azobenzene polymers. These polymers had good solubility in most organic solvents, formed films well, and had high glass transition temperatures (T-g = 174-250 degrees C) and were heat resistant (T-d >320 degrees C). The photo-induced trans-cis isomerization of the copolymers was examined in chloroform solution. Surface-relief-gratings (SRGs) formed on the polymer films were also investigated using illumination from a linearly polarized Kr+ laser beam. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.reactfunctpolym.2010.04.006
• 作为产物：
  描述：

  马来酸酐 、 对氮蒽蓝 以 丙酮 为溶剂， 反应 3.33h， 生成 2-Butenoic acid, 4-oxo-4-[[4-(2-phenyldiazenyl)phenyl]amino]-
  参考文献：
  名称：

  Responsive behavior of 4-(N-maleimido)azobenzene in polymers with aromatic main chain and side chain linked units

  摘要：

  Polymer matrices with aromatic main chain and side chain linked units (polystyrene, polysulfone) were employed to construct thin films containing maleimidoazobenzene molecules in order to develop new materials with responsive properties. The photochromic behavior of the active compound was studied both in the solid and solution state for comparison. The thermal cis-trans isomerization of azobenzene chromophores in polymer films follows two different kinetic pathways. A double-exponential relaxation process (fast and slow) took place in polystyrene matrix under 70 degrees C while the thermal isomerization at 70 degrees C and higher follows a first-order kinetics. The cis isomer content corresponding to the photostationary state was found to be lower in polymer films than in solution.

  DOI：

  10.1590/s0103-50532010000300014

文献信息

• Synthesis and photoresponsive behavior of the high-Tg azobenzene polymers via RAFT polymerization
  作者：Xiaoqiang Xue、Jian Zhu、Zhengbiao Zhang、Nianchen Zhou、Xiulin Zhu

  DOI：10.1016/j.reactfunctpolym.2010.04.006

  日期：2010.7

  Well-defined photo-responsive alternating copolymers, poly(4-(N-maleimido)azobenzene-alt-styrene)s (PMSts), were successfully synthesized via reversible addition-fragmentation chain transfer (RAFT) polymerization. A divinyl monomer was used in this polymerization to prepare high molecular weight azobenzene polymers. These polymers had good solubility in most organic solvents, formed films well, and had high glass transition temperatures (T-g = 174-250 degrees C) and were heat resistant (T-d >320 degrees C). The photo-induced trans-cis isomerization of the copolymers was examined in chloroform solution. Surface-relief-gratings (SRGs) formed on the polymer films were also investigated using illumination from a linearly polarized Kr+ laser beam. (C) 2010 Elsevier Ltd. All rights reserved.
• Responsive behavior of 4-(N-maleimido)azobenzene in polymers with aromatic main chain and side chain linked units
  作者：Anton Airinei、Elena Rusu、Virgil Barboiu

  DOI：10.1590/s0103-50532010000300014

  日期：——

  Polymer matrices with aromatic main chain and side chain linked units (polystyrene, polysulfone) were employed to construct thin films containing maleimidoazobenzene molecules in order to develop new materials with responsive properties. The photochromic behavior of the active compound was studied both in the solid and solution state for comparison. The thermal cis-trans isomerization of azobenzene chromophores in polymer films follows two different kinetic pathways. A double-exponential relaxation process (fast and slow) took place in polystyrene matrix under 70 degrees C while the thermal isomerization at 70 degrees C and higher follows a first-order kinetics. The cis isomer content corresponding to the photostationary state was found to be lower in polymer films than in solution.