5,5''''-bis(diphenylamino)-2,2':5',2'':3'',2''':5''',2''''-quinquethiophene-5''-carbaldehyde | 1210877-90-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 双噻吩和低聚噻吩
• 英文名称: 5,5''''-bis(diphenylamino)-2,2':5',2'':3'',2''':5''',2''''-quinquethiophene-5''-carbaldehyde
• 英文别名: 5,5""-bis(diphenylamino)-2,2':5',2":3",2''':5''',2""-quinquethiophene-5"-carbaldehyde
• CAS: 1210877-90-9
• 化学式: C₄₅H₃₀N₂OS₅
• 分子量: 775.076
• InChiKey: BLTMSIILWBZBQM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15.41
• 重原子数：
  53.0
• 可旋转键数：
  11.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  23.55
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  5,5''''-bis(diphenylamino)-2,2':5',2'':3'',2''':5''',2''''-quinquethiophene-5''-carbaldehyde 、 氰乙酸 在 ammonium acetate 作用下， 以 溶剂黄146 为溶剂， 反应 5.0h， 以79%的产率得到2-cyano-3-[5,5''''-bis(diphenylamino)-2,2':5',2'':3'',2''':5''',2''''-quinquethien-5''-yl]acrylic acid
  参考文献：
  名称：

  D-π-A Sensitizers for Dye-Sensitized Solar Cells: Linear vs Branched Oligothiophenes

  摘要：

  Two donor-pi-acceptor (D-pi-A) dyes, coded as L-3T-DPA 1 and B-5T-DPA 2, were synthesized for application in dye-sensitized solar cells. These D-pi-A sensitizers use diphenylamine donor, an oligothrophene as pi-bridge, and cyonoacrylic acid as an acceptor group that can be anchored to the surface of TiO2. While the two dyes comprise the same donor and acceptor units, the bridging oligothiophene is linear in one case and branched in the other case. Photophysical and electrochemical properties of the dyes were investigated by UV-vis spectrometry and cyclic voltammetry. The dyes were subsequently implemented as sensitizers in dye-sensitized solar cells. Photovoltaic devices with dye 1 showed a maximum monochromatic incident photon to current efficiency (IPCE) of 80% and an overall conversation efficiency of 6.8% under full sunlight (AM 1 5G, 100 mW cm(-2)) irradiation. The photovoltaic performance of branched dye 2 was lower because of less dye loading on the TiO2 surface. The dyes were also tested in ionic liquid and solid-state devices and showed good efficiencies. Long-term stability measurements were performed over 1000 h at full sunlight and at 60 degrees C in ionic liquid devices. Branched dye 2 thereby showed excellent stability retaining 96% of its initial efficiency, while linear dye 1 retained 73% after 1000 h of irradiation.

  DOI：

  10.1021/cm903542v
• 作为产物：
  描述：

  N,N-diphenyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-amine 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 、 potassium phosphate 、 正丁基锂 、 tri tert-butylphosphoniumtetrafluoroborate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 6.0h， 生成 5,5''''-bis(diphenylamino)-2,2':5',2'':3'',2''':5''',2''''-quinquethiophene-5''-carbaldehyde
  参考文献：
  名称：

  D-π-A Sensitizers for Dye-Sensitized Solar Cells: Linear vs Branched Oligothiophenes

  摘要：

  Two donor-pi-acceptor (D-pi-A) dyes, coded as L-3T-DPA 1 and B-5T-DPA 2, were synthesized for application in dye-sensitized solar cells. These D-pi-A sensitizers use diphenylamine donor, an oligothrophene as pi-bridge, and cyonoacrylic acid as an acceptor group that can be anchored to the surface of TiO2. While the two dyes comprise the same donor and acceptor units, the bridging oligothiophene is linear in one case and branched in the other case. Photophysical and electrochemical properties of the dyes were investigated by UV-vis spectrometry and cyclic voltammetry. The dyes were subsequently implemented as sensitizers in dye-sensitized solar cells. Photovoltaic devices with dye 1 showed a maximum monochromatic incident photon to current efficiency (IPCE) of 80% and an overall conversation efficiency of 6.8% under full sunlight (AM 1 5G, 100 mW cm(-2)) irradiation. The photovoltaic performance of branched dye 2 was lower because of less dye loading on the TiO2 surface. The dyes were also tested in ionic liquid and solid-state devices and showed good efficiencies. Long-term stability measurements were performed over 1000 h at full sunlight and at 60 degrees C in ionic liquid devices. Branched dye 2 thereby showed excellent stability retaining 96% of its initial efficiency, while linear dye 1 retained 73% after 1000 h of irradiation.

  DOI：

  10.1021/cm903542v