5-(2-(4-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)phenyl)vinyl)thiophen-2-carbaldehyde | 1360702-45-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 5-(2-(4-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)phenyl)vinyl)thiophen-2-carbaldehyde
• CAS: 1360702-45-9
• 化学式: C₂₇H₂₁NOS
• 分子量: 407.536
• InChiKey: RREKFUJVMFRYTI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  30.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  20.31
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  5-(2-(4-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)phenyl)vinyl)thiophen-2-carbaldehyde 、 氰乙酸 在 哌啶 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以68.7%的产率得到3-(5-(4-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)styryl)thiophene-2-yl)-2-cyanoacrylic acid
  参考文献：
  名称：

  Performance improvement of dye-sensitizing solar cell by semi-rigid triarylamine-based donors

  摘要：

  Novel organic dyes (IDB and ISB dyes), which contain 5-phenyl-iminodibenzyl (IDB) and 5-phenyl-iminostilbene (ISB) as electron donors and a cyanoacrylic acid moiety as an electron acceptor and an anchoring group, connected with a thiophene as a pi-conjugated system, have been synthesized and used as the sensitizers for dye-sensitized solar cells (DSSCs). The photophysical and electrochemical properties of the dyes were investigated by absorption spectrometry, cyclic voltammetry and density functional theory calculations. As demonstrated, the IDB and ISB unit exhibited stronger electron-donating ability and broader absorption spectra when coated onto TiO2. The DSSC based on ISB-2 consisting of ISB unit produced 5.83% of eta (J(sc) = 13.14 mA cm(-2), V-oc = 0.64 V, and ff = 0.68) under 100 mW cm(-2) simulated AM 1.5 G solar irradiation. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2011.11.002
• 作为产物：
  描述：

  5-phenyl-10,11-dihydro-5H-dibenzo[b,f]azepine 在 正丁基锂 、 potassium tert-butylate 、 三氯氧磷 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 38.67h， 生成 5-(2-(4-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)phenyl)vinyl)thiophen-2-carbaldehyde
  参考文献：
  名称：

  Performance improvement of dye-sensitizing solar cell by semi-rigid triarylamine-based donors

  摘要：

  Novel organic dyes (IDB and ISB dyes), which contain 5-phenyl-iminodibenzyl (IDB) and 5-phenyl-iminostilbene (ISB) as electron donors and a cyanoacrylic acid moiety as an electron acceptor and an anchoring group, connected with a thiophene as a pi-conjugated system, have been synthesized and used as the sensitizers for dye-sensitized solar cells (DSSCs). The photophysical and electrochemical properties of the dyes were investigated by absorption spectrometry, cyclic voltammetry and density functional theory calculations. As demonstrated, the IDB and ISB unit exhibited stronger electron-donating ability and broader absorption spectra when coated onto TiO2. The DSSC based on ISB-2 consisting of ISB unit produced 5.83% of eta (J(sc) = 13.14 mA cm(-2), V-oc = 0.64 V, and ff = 0.68) under 100 mW cm(-2) simulated AM 1.5 G solar irradiation. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2011.11.002