(E)-3-(4-(bis(4-((E)-2-(9-octyl-9H-carbazol-2-yl)vinyl)phenyl)amino)phenyl)-2-cyanoacrylic acid

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (E)-3-(4-(bis(4-((E)-2-(9-octyl-9H-carbazol-2-yl)vinyl)phenyl)amino)phenyl)-2-cyanoacrylic acid
• 英文别名: (E)-2-cyano-3-[4-[4-[(E)-2-(9-octylcarbazol-2-yl)ethenyl]-N-[4-[(E)-2-(9-octylcarbazol-2-yl)ethenyl]phenyl]anilino]phenyl]prop-2-enoic acid
• 化学式: C₆₆H₆₆N₄O₂
• 分子量: 947.276
• InChiKey: BPGVADSHZJOTGV-YEKGSFRBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  19.1
• 重原子数：
  72
• 可旋转键数：
  23
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  74.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  9-octyl-9H-carbazole-3-carbaldehyde 在 potassium tert-butylate 、 ammonium acetate 、 四丁基溴化铵 、 palladium diacetate 、 potassium carbonate 、 溶剂黄146 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 39.0h， 生成 (E)-3-(4-(bis(4-((E)-2-(9-octyl-9H-carbazol-2-yl)vinyl)phenyl)amino)phenyl)-2-cyanoacrylic acid
  参考文献：
  名称：

  Y-shaped dyes based on triphenylamine for efficient dye-sensitized solar cells

  摘要：

  Three new triphenylamine-based dyes with Y-shaped conformation bearing triphenylamino-vinyl, 10-octy1-10H-phenothiazine-vinyl and 9-octy1-9H-carbazole-vinyl as arms (TT, TP, and TC) have been synthesized. From electrochemical investigations it is found that they can be employed in DSSCs due to the balanced HOMO and LUMO energy levels. Notably, the photo-to-electrical conversion efficiency of the DSSCs sensitized with branched TT, TP, and TC reach 5.12%, 4.84%, and 3.63%, which are higher than that sensitized with T (2.79%), and the DSSC sensitized with TT shows higher IPCE response and better photovoltaic performances (J(sc)=12.37 mA/cm(,)(2) V-oc=0.72 V and ff=0.58) than others. These results reveal that the introduction of branched Y-shaped extended pi-conjugated donors to D-pi-A dyes cannot only enlarge the spectral response range, but also suppress the molecular aggregation on TiO2 films to a certain extent, which would enhance the performance of DSSCs. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.02.077

文献信息

• Y-shaped dyes based on triphenylamine for efficient dye-sensitized solar cells
  作者：Junhui Jia、Kaiyu Cao、Pengchong Xue、Yuan Zhang、Huipeng Zhou、Ran Lu

  DOI：10.1016/j.tet.2012.02.077

  日期：2012.5

  Three new triphenylamine-based dyes with Y-shaped conformation bearing triphenylamino-vinyl, 10-octy1-10H-phenothiazine-vinyl and 9-octy1-9H-carbazole-vinyl as arms (TT, TP, and TC) have been synthesized. From electrochemical investigations it is found that they can be employed in DSSCs due to the balanced HOMO and LUMO energy levels. Notably, the photo-to-electrical conversion efficiency of the DSSCs sensitized with branched TT, TP, and TC reach 5.12%, 4.84%, and 3.63%, which are higher than that sensitized with T (2.79%), and the DSSC sensitized with TT shows higher IPCE response and better photovoltaic performances (J(sc)=12.37 mA/cm(,)(2) V-oc=0.72 V and ff=0.58) than others. These results reveal that the introduction of branched Y-shaped extended pi-conjugated donors to D-pi-A dyes cannot only enlarge the spectral response range, but also suppress the molecular aggregation on TiO2 films to a certain extent, which would enhance the performance of DSSCs. (C) 2012 Elsevier Ltd. All rights reserved.