di-tert-butyl 2,2'-(benzo[d][2,1,3]thiadiazole-4,7-diyl)bis(5-iodothiophene-3-carboxylate) | 1268883-81-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻二唑类
• 英文名称: di-tert-butyl 2,2'-(benzo[d][2,1,3]thiadiazole-4,7-diyl)bis(5-iodothiophene-3-carboxylate)
• CAS: 1268883-81-3
• 化学式: C₂₄H₂₂I₂N₂O₄S₃
• 分子量: 752.457
• InChiKey: DTFNFAPABGOSMG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.27
• 重原子数：
  35.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  78.38
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为产物：
  描述：

  tert-butyl thiophene-3-carboxylate 在 N-碘代丁二酰亚胺 、 lithium diisopropyl amide 作用下， 以 乙醚 、 氯仿 、 溶剂黄146 为溶剂， 生成 di-tert-butyl 2,2'-(benzo[d][2,1,3]thiadiazole-4,7-diyl)bis(5-iodothiophene-3-carboxylate)
  参考文献：
  名称：

  Low-Bandgap Donor−Acceptor Conjugated Polymer Sensitizers for Dye-Sensitized Solar Cells

  摘要：

  A set of two donor acceptor-type conjugated polymers with carboxylic acid side groups have been synthesized and utilized as active materials for dye-sensitized solar cells (DSSCs). The polymers feature a pi-conjugated backbone consisting of an electron-poor 2,1,3-benzothiadiazole (BTD, acceptor) unit, alternating with either a thiophene-fluorene-thiophene triad (2a) or a terthiophene (3a) segment as the donor. The donor-acceptor polymers absorb broadly throughout the visible region, with terthiophene-BTD polymer 3a exhibiting an absorption onset at approximately 625 nm corresponding to a similar to 1.9 eV bandgap. The polymers adsorb onto the surface of nanostructured TiO2 due to interaction of the polar carboxylic acid units with the metal oxide surface. The resulting films absorb visible light strongly, and their spectra approximately mirror the polymers' solution absorption. Interestingly, a series of samples of 3a with different molecular weight (M-n) adsorb to TiO2 to an extent that varies inversely with M-n. DSSCs that utilize the donor acceptor polymers as sensitizers were tested using an I-/I-3(-) electrolyte. Importantly, for the set of polymer sensitizers 3a with varying M, the DSSC efficiency varies inversely with NI, a result that reflects the difference in adsorption efficiency observed in the film absorption experiments. The best DSSC cell tested is based on a sample of 3a with M-n similar to 4000, and it exhibits a similar to 65% peak IPCE with J(sc) similar to 12.6 mA cm-2 under AM 1.5 illumination and an overall power conversion efficiency of similar to 3%.

  DOI：

  10.1021/ja109926k