2-cyano-3-(4-nitrophenyl)-N-phenylacrylamide

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 2-cyano-3-(4-nitrophenyl)-N-phenylacrylamide
• 英文别名: 2-cyano-3-(4-nitrophenyl)-N-phenylprop-2-enamide
• 化学式: C₁₆H₁₁N₃O₃
• 分子量: 293.282
• InChiKey: XPEWNSSXRIBUBO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  98.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl (phenylhydrazono)chloroacetate 、 2-cyano-3-(4-nitrophenyl)-N-phenylacrylamide 在 三乙胺 作用下， 以 苯 为溶剂， 生成 3-ethoxycarbonyl-4-(4-nitrophenyl)-1-phenyl-5-phenylcarbamoylpyrazole
  参考文献：
  名称：

  Hassaneen, Hamdi M.; Algharib, Mohammed S.; Farag, Ahmed M., Journal fur praktische Chemie (Leipzig 1954), 1988, vol. 330, # 4, p. 558 - 562

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氰基乙酰苯胺 、 对硝基苯甲醛 在 哌啶 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以85%的产率得到2-cyano-3-(4-nitrophenyl)-N-phenylacrylamide
  参考文献：
  名称：

  Molecular geometry, synthesis and photovoltaic performance studies over 2-cyanoacetanilides as sensitizers and effective co-sensitizers for DSSCs loaded with HD-2

  摘要：

  The design, synthesis and photovoltaic performance of metal-free 2-cyanoacetanilide based organic dyes, SA1-6 have been reported as sensitizers/co-sensitizers in dye sensitized solar cells (DSSCs). All dyes possess the thermodynamic requirements to be applied in DSSCs. The DFT and TD-DFT calculations were completed using Guassian09 package software. The obtained results showed appropriate charge separation between the ground state oxidation potential (GSOP) and excited state oxidation potential (ESOP) levels of the dyes. In addition, there was a good a greement between the theoretical and experimental data. Over co-sensitization, SA1-6 exhibited better efficiency than the main sensitizer HD-2. Among the dyes we synthesized, SA1 displayed improved PCE of 8.02 % with increasing in both V-OC value of 0.682 V and J(SC) value of 20.33 mA/cm(2), whereas the DSSC fabricated with dye HD-2 alone showed PCE of 7.49 % with J(SC) of 19.01 mA/cm(2) and V-OC of 0.63 V. Finally, Electrochemical impedance spectroscopy measurements, beside electron lifetimes of SA1-6 and HD-2, were obtained and are in good agreements with the experimental photovoltaic parameters.

  DOI：

  10.1016/j.jphotochem.2019.112239

文献信息

• Hassaneen, Hamdi M.; Algharib, Mohammed S.; Farag, Ahmed M., Journal fur praktische Chemie (Leipzig 1954), 1988, vol. 330, # 4, p. 558 - 562
  作者：Hassaneen, Hamdi M.、Algharib, Mohammed S.、Farag, Ahmed M.、Shawali, Ahmed S.

  DOI：——

  日期：——
• Molecular geometry, synthesis and photovoltaic performance studies over 2-cyanoacetanilides as sensitizers and effective co-sensitizers for DSSCs loaded with HD-2
  作者：Mohamed R. Elmorsy、Ehab Abdel-Latif、Safa A. Badawy、Ahmed A. Fadda

  DOI：10.1016/j.jphotochem.2019.112239

  日期：2020.2

  The design, synthesis and photovoltaic performance of metal-free 2-cyanoacetanilide based organic dyes, SA1-6 have been reported as sensitizers/co-sensitizers in dye sensitized solar cells (DSSCs). All dyes possess the thermodynamic requirements to be applied in DSSCs. The DFT and TD-DFT calculations were completed using Guassian09 package software. The obtained results showed appropriate charge separation between the ground state oxidation potential (GSOP) and excited state oxidation potential (ESOP) levels of the dyes. In addition, there was a good a greement between the theoretical and experimental data. Over co-sensitization, SA1-6 exhibited better efficiency than the main sensitizer HD-2. Among the dyes we synthesized, SA1 displayed improved PCE of 8.02 % with increasing in both V-OC value of 0.682 V and J(SC) value of 20.33 mA/cm(2), whereas the DSSC fabricated with dye HD-2 alone showed PCE of 7.49 % with J(SC) of 19.01 mA/cm(2) and V-OC of 0.63 V. Finally, Electrochemical impedance spectroscopy measurements, beside electron lifetimes of SA1-6 and HD-2, were obtained and are in good agreements with the experimental photovoltaic parameters.