5'-(4'-(1-(4-butylphenyl)-1H-phenanthro[9,10-d]imidazol-2-yl)biphenyl-4-yl)-2,2'-bithiophene-5-carbaldehyde | 1384124-42-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 5'-(4'-(1-(4-butylphenyl)-1H-phenanthro[9,10-d]imidazol-2-yl)biphenyl-4-yl)-2,2'-bithiophene-5-carbaldehyde
• CAS: 1384124-42-8
• 化学式: C₄₆H₃₄N₂OS₂
• 分子量: 694.921
• InChiKey: OZCGEPONOSPNKQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.28
• 重原子数：
  51.0
• 可旋转键数：
  9.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  34.89
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  5'-(4'-(1-(4-butylphenyl)-1H-phenanthro[9,10-d]imidazol-2-yl)biphenyl-4-yl)-2,2'-bithiophene-5-carbaldehyde 、 氰乙酸 在 哌啶 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 以60%的产率得到(E)-3-(5'-(4'-(1-(4-butylphenyl)-1H-phenanthro[9,10-d]imidazol-2-yl)biphenyl-4-yl)-2,2'-bithiophen-5-yl)-2-cyanoacrylic acid
  参考文献：
  名称：

  Functionalized organic dyes containing a phenanthroimidazole donor for dye-sensitized solar cell applications

  摘要：

  Five functionalized organic dyes (H6-10) containing a phenanthroimidazole unit as an electron donor were synthesized and characterized for use in dye-sensitized solar cell (DSSC) applications. Under standard global AM 1.5 solar conditions, the DSSCs based on dye H6 displayed the best performance, with an incident photon-to-current conversion efficiency (IPCE) exceeding 70% at wavelengths of 400-530 nm, a short-circuit photocurrent density of 10.98 mA cm(-2), an open-circuit voltage of 0.68 V. a fill factor of 0.69, and an overall conversion efficiency of 5.12%. This efficiency is similar to 94% of that for JK2 cells (5.46%) and similar to 72% of that for N719 cells (7.07%) under the same conditions. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.04.074
• 作为产物：
  描述：

  菲醌 在 四(三苯基膦)钯 、 正丁基锂 、 ammonium acetate 、 potassium carbonate 、 溶剂黄146 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 为溶剂， 反应 7.0h， 生成 5'-(4'-(1-(4-butylphenyl)-1H-phenanthro[9,10-d]imidazol-2-yl)biphenyl-4-yl)-2,2'-bithiophene-5-carbaldehyde
  参考文献：
  名称：

  Functionalized organic dyes containing a phenanthroimidazole donor for dye-sensitized solar cell applications

  摘要：

  Five functionalized organic dyes (H6-10) containing a phenanthroimidazole unit as an electron donor were synthesized and characterized for use in dye-sensitized solar cell (DSSC) applications. Under standard global AM 1.5 solar conditions, the DSSCs based on dye H6 displayed the best performance, with an incident photon-to-current conversion efficiency (IPCE) exceeding 70% at wavelengths of 400-530 nm, a short-circuit photocurrent density of 10.98 mA cm(-2), an open-circuit voltage of 0.68 V. a fill factor of 0.69, and an overall conversion efficiency of 5.12%. This efficiency is similar to 94% of that for JK2 cells (5.46%) and similar to 72% of that for N719 cells (7.07%) under the same conditions. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.04.074