| 1433218-16-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻二唑类
• CAS: 1433218-16-6
• 化学式: C₃₄H₄₀N₄S₄
• 分子量: 632.982
• InChiKey: JWXGOFCESMWHES-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.82
• 重原子数：
  42.0
• 可旋转键数：
  14.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  51.56
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  在 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以60%的产率得到萘酚[1,2-C:5,6-C']双[1,2,5]噻二唑,5,10-双[5-溴-4-(2-乙基己基)-2-噻吩]-
  参考文献：
  名称：

  Design and Synthesis of Copolymers of Indacenodithiophene and Naphtho[1,2-c:5,6-c]bis(1,2,5-thiadiazole) for Polymer Solar Cells

  摘要：

  Three donor acceptor type of narrow band gap conjugated polymers with enlarged coplanar skeleton were synthesized via Stille copolymerization of indacenodithiophene (IDT) and naphtho[1,2-c:5,6-c]bis(1,2,5-thiadiazole) (NT) based monomers. The energy levels, absorption spectra and band gaps of the resulting polymers were well tuned by utilizing different thiophene derivatives as spacer between IDT and NT units, and polymer PIDT-C12NT which employed bithiophene attached with dodecyl side chain as spacer exhibited superior properties compared to the other two copolymers All polymers exhibited deep highest occupied molecular orbital energy levels and subsequently lead to high open circuit voltages of fabricated solar cell devices. Best performance of the bulk-heterojunction solar cells with a power conversion efficiency of 5.05% was achieved with PIDT-C12NT as donor and (6,6)-phenyl-C-71-butyric acid methyl ester (PC71BM) as acceptor, which can be attributed to its higher charge carrier mobility, the optimized interpenetrating network as well as enhanced absorption coefficient of photoactive layer with respect to the other two polymers. The results demonstrated that the combination of IDT and NT with appropriate spacers was a promising molecular design strategy for the application of solar cells.

  DOI：

  10.1021/ma400355w
• 作为产物：
  描述：

  萘并[1,2-c:5,6-c']双[1,2,5]噻二唑 在 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 、 硫酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 生成
  参考文献：
  名称：

  Design and Synthesis of Copolymers of Indacenodithiophene and Naphtho[1,2-c:5,6-c]bis(1,2,5-thiadiazole) for Polymer Solar Cells

  摘要：

  Three donor acceptor type of narrow band gap conjugated polymers with enlarged coplanar skeleton were synthesized via Stille copolymerization of indacenodithiophene (IDT) and naphtho[1,2-c:5,6-c]bis(1,2,5-thiadiazole) (NT) based monomers. The energy levels, absorption spectra and band gaps of the resulting polymers were well tuned by utilizing different thiophene derivatives as spacer between IDT and NT units, and polymer PIDT-C12NT which employed bithiophene attached with dodecyl side chain as spacer exhibited superior properties compared to the other two copolymers All polymers exhibited deep highest occupied molecular orbital energy levels and subsequently lead to high open circuit voltages of fabricated solar cell devices. Best performance of the bulk-heterojunction solar cells with a power conversion efficiency of 5.05% was achieved with PIDT-C12NT as donor and (6,6)-phenyl-C-71-butyric acid methyl ester (PC71BM) as acceptor, which can be attributed to its higher charge carrier mobility, the optimized interpenetrating network as well as enhanced absorption coefficient of photoactive layer with respect to the other two polymers. The results demonstrated that the combination of IDT and NT with appropriate spacers was a promising molecular design strategy for the application of solar cells.

  DOI：

  10.1021/ma400355w