4,4'-bis[4-(1,1-dicyano-2-phenyl)buta-1,3-dienyl]triphenylamine | 1426818-26-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4,4'-bis[4-(1,1-dicyano-2-phenyl)buta-1,3-dienyl]triphenylamine
• 英文别名: 2-[(E)-3-[4-(N-[4-[(1E)-4,4-dicyano-3-phenylbuta-1,3-dienyl]phenyl]anilino)phenyl]-1-phenylprop-2-enylidene]propanedinitrile
• CAS: 1426818-26-9
• 化学式: C₄₂H₂₇N₅
• 分子量: 601.71
• InChiKey: RVBYKDZWFIXOAE-CRYYDKFDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.4
• 重原子数：
  47
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  98.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  三苯胺 在 哌啶 、 三氯氧磷 作用下， 以 乙醇 为溶剂， 反应 8.0h， 生成 4,4'-bis[4-(1,1-dicyano-2-phenyl)buta-1,3-dienyl]triphenylamine
  参考文献：
  名称：

  Red emitting solid state fluorescent triphenylamine dyes: Synthesis, photo-physical property and DFT study

  摘要：

  In this work, four red-emitting push-pull chromophoric dyes containing triphenylamine are reported. The synthesis and solvatochromic behavior of novel triphenylamine based Y-shaped dyes obtained by the condensation of 4-(diphenylamino) benzaldehyde and 4,4'-diformyltriphenylamine with (1-phenylethylidene) propanedinitrile and ethyl-2-cyano-3-phenyl-2-butenoate are reported. The UV-Visible absorption and fluorescence emission spectra of these dyes were studied in solvents of different polarities. The photophysical behavior and the relation between structure and properties of the chromophores were investigated experimentally. These dyes exhibited positive solvatochromism and solvatofluorism in solution. The dyes were characterized by FT-IR, H-1 NMR and Mass spectral analysis. Thermal analysis showed that, these dyes are thermally stable up to 300 degrees C. Density Functional Theory [B3LYP/6-31G(d)] computations have been used to have more understanding of structural, molecular, electronic and photophysical parameters of push-pull dyes. The absorption wavelength values are found to be in good agreement with the experimental results. Non-linear properties (beta(omicron)) were calculated by theoretical method and found in the range of 196.45 x 10(-30) to 222.18 x 10(-30) e.s.u. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2012.12.024

文献信息

• Red emitting solid state fluorescent triphenylamine dyes: Synthesis, photo-physical property and DFT study
  作者：Vinod D. Gupta、Abhinav B. Tathe、Vikas S. Padalkar、Prashant G. Umape、Nagaiyan Sekar

  DOI：10.1016/j.dyepig.2012.12.024

  日期：2013.6

  In this work, four red-emitting push-pull chromophoric dyes containing triphenylamine are reported. The synthesis and solvatochromic behavior of novel triphenylamine based Y-shaped dyes obtained by the condensation of 4-(diphenylamino) benzaldehyde and 4,4'-diformyltriphenylamine with (1-phenylethylidene) propanedinitrile and ethyl-2-cyano-3-phenyl-2-butenoate are reported. The UV-Visible absorption and fluorescence emission spectra of these dyes were studied in solvents of different polarities. The photophysical behavior and the relation between structure and properties of the chromophores were investigated experimentally. These dyes exhibited positive solvatochromism and solvatofluorism in solution. The dyes were characterized by FT-IR, H-1 NMR and Mass spectral analysis. Thermal analysis showed that, these dyes are thermally stable up to 300 degrees C. Density Functional Theory [B3LYP/6-31G(d)] computations have been used to have more understanding of structural, molecular, electronic and photophysical parameters of push-pull dyes. The absorption wavelength values are found to be in good agreement with the experimental results. Non-linear properties (beta(omicron)) were calculated by theoretical method and found in the range of 196.45 x 10(-30) to 222.18 x 10(-30) e.s.u. (c) 2013 Elsevier Ltd. All rights reserved.