5',5''-(9,9-dihexyl-9H-fluorene-2,7-diyl)-di-2,2':5',2''-terthiophene-5''-carbaldehyde | 1265622-27-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 5',5''-(9,9-dihexyl-9H-fluorene-2,7-diyl)-di-2,2':5',2''-terthiophene-5''-carbaldehyde
• CAS: 1265622-27-2
• 化学式: C₅₁H₄₆O₂S₆
• 分子量: 883.321
• InChiKey: ZMLDHGSCJDEXMN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  17.89
• 重原子数：
  59.0
• 可旋转键数：
  18.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  34.14
• 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''-(9,9-dihexyl-9H-fluorene-2,7-diyl)-di-2,2':5',2''-terthiophene-5''-carbaldehyde 、 氰乙酸 在 ammonium acetate 、 溶剂黄146 作用下， 反应 36.0h， 以82%的产率得到5',5''-(9,9-dihexyl-9H-fluorene-2,7-diyl)-di-[2,2':5',2''-terthiophene-5''-(2-cyanoacrylic acid)]
  参考文献：
  名称：

  Synthesis and applications of novel acceptor–donor–acceptor organic dyes with dithienopyrrole- and fluorene-cores for dye-sensitized solar cells

  摘要：

  Four novel symmetrical organic dyes (S1-S4) configured with acceptor-donor-acceptor (A-D-A) structures containing electron donating fluorene (S1 and S2) and N-alkyl dithieno[3,2-b:2',3'-d]pyrrole (DTP) (S3 and S4) cores terminated with two anchoring cyanoacrylic acids (as electron acceptors) were synthesized and applied to dye-sensitized solar cells (DSSCs). The DSSC device based on S2 dye showed the best photovoltaic performance among S1-S4 dyes: a maximum monochromatic incident photon-to-current conversion efficiency (IPCE) of 76%, a short circuit current (J(SC)) of 12.27 mA/cm(2), an open circuit voltage (V-OC) of 0.61 V. a fill factor (FF) of 0.63, and an overall power conversion efficiency (eta) of 4.73%. Besides, the utilization of chenodoxycholic acid (CDCA) as a co-adsorbent in the DSSC device based on S3 dye showed a significant improvement in its eta value (from 3.70% to 4.31%), which is attributed to the suppression of dye aggregation on TiO2 surface and thus to increase the J(SC) value eventually. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.11.044
• 作为产物：
  描述：

  5-溴-5'-甲酰基-2,2':5'2'-三噻吩 、 2,7-二(4,4,5,5-四甲基-1,3,2-二氧硼戊环-2-基)-9,9-十二烷芴 在 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 36.0h， 以75%的产率得到5',5''-(9,9-dihexyl-9H-fluorene-2,7-diyl)-di-2,2':5',2''-terthiophene-5''-carbaldehyde
  参考文献：
  名称：

  Synthesis and applications of novel acceptor–donor–acceptor organic dyes with dithienopyrrole- and fluorene-cores for dye-sensitized solar cells

  摘要：

  Four novel symmetrical organic dyes (S1-S4) configured with acceptor-donor-acceptor (A-D-A) structures containing electron donating fluorene (S1 and S2) and N-alkyl dithieno[3,2-b:2',3'-d]pyrrole (DTP) (S3 and S4) cores terminated with two anchoring cyanoacrylic acids (as electron acceptors) were synthesized and applied to dye-sensitized solar cells (DSSCs). The DSSC device based on S2 dye showed the best photovoltaic performance among S1-S4 dyes: a maximum monochromatic incident photon-to-current conversion efficiency (IPCE) of 76%, a short circuit current (J(SC)) of 12.27 mA/cm(2), an open circuit voltage (V-OC) of 0.61 V. a fill factor (FF) of 0.63, and an overall power conversion efficiency (eta) of 4.73%. Besides, the utilization of chenodoxycholic acid (CDCA) as a co-adsorbent in the DSSC device based on S3 dye showed a significant improvement in its eta value (from 3.70% to 4.31%), which is attributed to the suppression of dye aggregation on TiO2 surface and thus to increase the J(SC) value eventually. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.11.044