(2E,2'E)-3,3'-(5,5'-(4-(heptadecan-9-yl)-4H-dithieno[3,2-b:2',3'-d]pyrrole-2,6-diyl)bis(thiophene-5,2-diyl))bis(2-cyanoacrylic acid) | 1265622-21-6

• 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: (2E,2'E)-3,3'-(5,5'-(4-(heptadecan-9-yl)-4H-dithieno[3,2-b:2',3'-d]pyrrole-2,6-diyl)bis(thiophene-5,2-diyl))bis(2-cyanoacrylic acid)
• 英文别名: (E)-3-[5-[10-[5-[(E)-2-carboxy-2-cyanoethenyl]thiophen-2-yl]-7-heptadecan-9-yl-3,11-dithia-7-azatricyclo[6.3.0.02,6]undeca-1(8),2(6),4,9-tetraen-4-yl]thiophen-2-yl]-2-cyanoprop-2-enoic acid
• CAS: 1265622-21-6
• 化学式: C₄₁H₄₅N₃O₄S₄
• 分子量: 772.09
• InChiKey: FHLMXZBYQSPULZ-GPAWKIAZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.4
• 重原子数：
  52
• 可旋转键数：
  21
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  240
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  4-(heptadecan-9-yl)-2,6-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4H-dithieno[3,2-b:2',3'-d]pyrrole 在 四(三苯基膦)钯 、 ammonium acetate 、 potassium carbonate 、 溶剂黄146 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 72.0h， 生成 (2E,2'E)-3,3'-(5,5'-(4-(heptadecan-9-yl)-4H-dithieno[3,2-b:2',3'-d]pyrrole-2,6-diyl)bis(thiophene-5,2-diyl))bis(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