| 1616461-40-5

• 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: 1616461-40-5
• 化学式: C₂₂H₂₃FN₂OS₃
• 分子量: 446.634
• InChiKey: QVLQFJYJHALWEX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.03
• 重原子数：
  29.0
• 可旋转键数：
  10.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  35.01
• 氢给体数：
  0.0
• 氢受体数：
  6.0

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 氯仿 为溶剂， 生成 4,7-bis(5-bromothiophen-2-yl)-5-fluoro-6-(octyloxy)benzo[c][1,2,5]thiadiazole
  参考文献：
  名称：

  5-Alkyloxy-6-fluorobenzo[c][1,2,5]thiadiazole- and Silafluorene-Based D–A Alternating Conjugated Polymers: Synthesis and Application in Polymer Photovoltaic Cells

  摘要：

  Three donor acceptor (D-A) alternating conjugated polymers with silafluorene as the donor unit, 5-alkyloxy-6-fluorobenzothiadiazole as the acceptor unit, and thiophene as the spacer has been synthesized and used as donor materials for polymer solar cells (PSCs). The introduction of a fluorine atom on the benzothiadiazole unit can lower the HOMO and LUMO energy level of the resulted polymers to afford higher open circuit voltage 7 (V-oc); whereas the introduction of a flexible alkyloxy chain on benzothiadiazole unit can increase the solubility of the resulted polymers without interfering the close packing of polymer chains in the solid state. High molecular weight polymers P-la, P-1b, and P-1c, which are fully soluble in 1,2-dichorobenzene (DCB) at elevated temperature, have been prepared by Suzuki polycondensation. Among these polymers, P-1c exhibited the highest hole mobility up to 1.36 X 10(-2) cm(2) V-1 s(-1). PSCs based P-1b:PC71BM demonstrated the highest V-oc to 0.98 V.P-1a:PC71BM based PSCs gave the highest power conversion efficiency (PCE) of 6.4196, which is the highest value among solar cells with benzothiadiazole- and silafluorene-containing polymers as the donor material.

  DOI：

  10.1021/ma500417r
• 作为产物：
  描述：

  5,6-二氟-4,7-二碘-2,1,3-苯并噻二唑 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 、 potassium tert-butylate 、 碳酸氢钠 、 三(邻甲基苯基)磷 作用下， 以 四氢呋喃 、 水 为溶剂， 生成
  参考文献：
  名称：

  5-Alkyloxy-6-fluorobenzo[c][1,2,5]thiadiazole- and Silafluorene-Based D–A Alternating Conjugated Polymers: Synthesis and Application in Polymer Photovoltaic Cells

  摘要：

  Three donor acceptor (D-A) alternating conjugated polymers with silafluorene as the donor unit, 5-alkyloxy-6-fluorobenzothiadiazole as the acceptor unit, and thiophene as the spacer has been synthesized and used as donor materials for polymer solar cells (PSCs). The introduction of a fluorine atom on the benzothiadiazole unit can lower the HOMO and LUMO energy level of the resulted polymers to afford higher open circuit voltage 7 (V-oc); whereas the introduction of a flexible alkyloxy chain on benzothiadiazole unit can increase the solubility of the resulted polymers without interfering the close packing of polymer chains in the solid state. High molecular weight polymers P-la, P-1b, and P-1c, which are fully soluble in 1,2-dichorobenzene (DCB) at elevated temperature, have been prepared by Suzuki polycondensation. Among these polymers, P-1c exhibited the highest hole mobility up to 1.36 X 10(-2) cm(2) V-1 s(-1). PSCs based P-1b:PC71BM demonstrated the highest V-oc to 0.98 V.P-1a:PC71BM based PSCs gave the highest power conversion efficiency (PCE) of 6.4196, which is the highest value among solar cells with benzothiadiazole- and silafluorene-containing polymers as the donor material.

  DOI：

  10.1021/ma500417r