5-(5'-bromo-4,4'-dinonyl-2,2'-bithiazol-5-yl)thiophene-2-carbaldehyde | 1416172-50-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-(5'-bromo-4,4'-dinonyl-2,2'-bithiazol-5-yl)thiophene-2-carbaldehyde
• CAS: 1416172-50-3
• 化学式: C₂₉H₄₁BrN₂OS₃
• 分子量: 609.759
• InChiKey: WTTNTPWIYLFCJP-UHFFFAOYSA-N

物化性质

• 沸点：
  697.4±65.0 °C(Predicted)
• 密度：
  1.220±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  11.16
• 重原子数：
  36.0
• 可旋转键数：
  19.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  42.85
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  5-(5'-bromo-4,4'-dinonyl-2,2'-bithiazol-5-yl)thiophene-2-carbaldehyde 在 哌啶 、 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 四氢呋喃 、 氯仿 、 水 为溶剂， 生成
  参考文献：
  名称：

  New bithiazole-functionalized organic photosensitizers for dye-sensitized solar cells

  摘要：

  Five bithiazole-based organic dyes D-1-D-5 containing different electron donor moieties (thiophene, fluorene, carbazole, and triarylamine) in the molecular frameworks were synthesized, characterized and applied in dye-sensitized solar cells (DSSCs). The effects of electron-donating moieties of the organic dyes on their photophysical, electrochemical, and photovoltaic properties have been investigated in detail. These dyes exhibit strong charge transfer absorption bands in the visible region. Their redox potential levels were estimated by cyclic voltammetry and found to match well with the charge flow in DSSCs. The combination of broad absorption bands with fairly high extinction coefficients and appropriate redox properties makes these bithiazole-based molecules promising dyes for DSSCs. For solar cell device based on D-4, the maximal monochromatic incident photon-to-current conversion efficiency (IPCE) can reach up to 68.5%, with a short-circuit photocurrent density (J(sc)) of 9.61 mA cm(-2), an open-circuit photovoltage (V-oc) of 0.70 V and a fill factor (FF) of 0.70, which results in a power conversion efficiency (PCE) of 4.65% under illumination of an AM 1.5 solar cell simulator. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2012.10.002
• 作为产物：
  描述：

  2-(2-噻吩基)-1,3-二氧戊环 在 盐酸 、 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 、 正丁基锂 、 硼酸三甲酯 、 sodium carbonate 、 溶剂黄146 作用下， 以 四氢呋喃 、 氯仿 、 水 为溶剂， 反应 48.0h， 生成 5-(5'-bromo-4,4'-dinonyl-2,2'-bithiazol-5-yl)thiophene-2-carbaldehyde
  参考文献：
  名称：

  New bithiazole-functionalized organic photosensitizers for dye-sensitized solar cells

  摘要：

  Five bithiazole-based organic dyes D-1-D-5 containing different electron donor moieties (thiophene, fluorene, carbazole, and triarylamine) in the molecular frameworks were synthesized, characterized and applied in dye-sensitized solar cells (DSSCs). The effects of electron-donating moieties of the organic dyes on their photophysical, electrochemical, and photovoltaic properties have been investigated in detail. These dyes exhibit strong charge transfer absorption bands in the visible region. Their redox potential levels were estimated by cyclic voltammetry and found to match well with the charge flow in DSSCs. The combination of broad absorption bands with fairly high extinction coefficients and appropriate redox properties makes these bithiazole-based molecules promising dyes for DSSCs. For solar cell device based on D-4, the maximal monochromatic incident photon-to-current conversion efficiency (IPCE) can reach up to 68.5%, with a short-circuit photocurrent density (J(sc)) of 9.61 mA cm(-2), an open-circuit photovoltage (V-oc) of 0.70 V and a fill factor (FF) of 0.70, which results in a power conversion efficiency (PCE) of 4.65% under illumination of an AM 1.5 solar cell simulator. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2012.10.002