5-[7-(4-diphenylaminophenyl)benzo[1,2,5]selenadiazol-4-yl]thiophene-2-carbaldehyde | 854516-38-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 5-[7-(4-diphenylaminophenyl)benzo[1,2,5]selenadiazol-4-yl]thiophene-2-carbaldehyde
• 英文别名: 5-[7-[4-(N-phenylanilino)phenyl]-2,1,3-benzoselenadiazol-4-yl]thiophene-2-carbaldehyde
• CAS: 854516-38-4
• 化学式: C₂₉H₁₉N₃OSSe
• 分子量: 536.515
• InChiKey: MMXOSMRHUMDJPB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.36
• 重原子数：
  35
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  74.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-[7-(4-diphenylaminophenyl)benzo[1,2,5]selenadiazol-4-yl]thiophene-2-carbaldehyde 、 氰乙酸 在 ammonium acetate 、 溶剂黄146 作用下， 反应 8.0h， 以87%的产率得到2-cyano-3-{5-[7-(4-diphenylaminophenyl)benzo[1,2,5]selenadiazol-4-yl]thiophen-2-yl}acrylic acid
  参考文献：
  名称：

  Organic Dyes Incorporating Low-Band-Gap Chromophores for Dye-Sensitized Solar Cells

  摘要：

  [GRAPHICS]Versatile dyes based on benzothiadiazole and benzoselenadiazole chromophores have been developed that perform efficiently in dye-sensitized solar cells. Power conversion efficiency of 3.77% is realized for a dye in which charge recombination is probably hindered by the nonplanar charge-separated structure.

  DOI：

  10.1021/ol050417f
• 作为产物：
  描述：

  {4-[7-(5-[1,3]Dioxolan-2-yl-thiophen-2-yl)-benzo[1,2,5]selenadiazol-4-yl]-phenyl}-diphenyl-amine 在 溶剂黄146 作用下， 反应 4.0h， 生成 5-[7-(4-diphenylaminophenyl)benzo[1,2,5]selenadiazol-4-yl]thiophene-2-carbaldehyde
  参考文献：
  名称：

  Organic Dyes Incorporating Low-Band-Gap Chromophores for Dye-Sensitized Solar Cells

  摘要：

  [GRAPHICS]Versatile dyes based on benzothiadiazole and benzoselenadiazole chromophores have been developed that perform efficiently in dye-sensitized solar cells. Power conversion efficiency of 3.77% is realized for a dye in which charge recombination is probably hindered by the nonplanar charge-separated structure.

  DOI：

  10.1021/ol050417f

文献信息

• New benzoselenadiazole-based D–A–π–A type triarylamine sensitizers for highly efficient dye-sensitized solar cells
  作者：Futai Lu、Shibo Qi、Jie Zhang、Guang Yang、Bao Zhang、Yaqing Feng

  DOI：10.1016/j.dyepig.2017.02.013

  日期：2017.6

  based on triphenylamine as the electron donor, benzoselenadiazole (BSD) as the auxiliary acceptor, either thiophene or benzene as the π spacer and cyanoacetic acid as the anchoring group have been designed and synthesized for dye-sensitized solar cells (DSCs). Introduction of octyloxy chain on the triphenylamine unit was found to be able to redshift the absorption spectra and suppress the charge recombination

  三种新的D–A–π–A构型有机染料（LC-6，LC-7和LC-8），基于三苯胺作为电子供体，苯并硒二唑（BSD）作为辅助受体，噻吩或苯作为π间隔基染料敏化太阳能电池（DSC）的设计和合成是氰基乙酸作为锚定基团。发现在三苯胺单元上引入辛氧基链能够使吸收光谱红移并抑制电荷重组。还发现使用苯代替噻吩作为π间隔基并使用CDCA共吸附剂可以帮助改善J sc和V oc单元格的值。在标准的全球AM 1.5太阳光条件下，采用带有1,4-亚苯基单元和CDCA的染料的DSC可获得最佳的光伏性能，J sc为13.21 mA cm -2，V oc为734 mV，FF为0.69，总体PCE为6.72％。这些结果表明，在进一步研究DSC的D–A–π–A型敏化剂中，BSD单元可以成为有希望的吸电子候选者。