2-(7-bromobenzo[c][1,2,5]thiadiazol-4-yl)acetonitrile | 1375475-55-0

• 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: 2-(7-bromobenzo[c][1,2,5]thiadiazol-4-yl)acetonitrile
• 英文别名: 2-(4-Bromo-2,1,3-benzothiadiazol-7-yl)acetonitrile
• CAS: 1375475-55-0
• 化学式: C₈H₄BrN₃S
• 分子量: 254.11
• InChiKey: LNDCFYTZZBHQQF-UHFFFAOYSA-N

物化性质

• 沸点：
  390.9±27.0 °C(Predicted)
• 密度：
  1.791±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  77.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(7-bromobenzo[c][1,2,5]thiadiazol-4-yl)acetonitrile 在 哌啶 、 bis-triphenylphosphine-palladium(II) chloride 、 溶剂黄146 作用下， 以 四氢呋喃 、 氯仿 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 38.0h， 生成 2-cyano-3-[5'-(1,1,6,6-tetramethyl-10-oxo-2,3,5,6-tetrahydro-1H,4H,10H-11-oxa-3a-aza-benzo[de]anthracen-9-yl)-[2,1,3-benzothiadiazole]-4-thiophen-2-yl]acrylic acid
  参考文献：
  名称：

  Novel D–A–π–A coumarin dyes containing low band-gap chromophores for dye-sensitised solar cells

  摘要：

  Coumarin dyes containing a low band-gap chromophore of benzothiadiazole, which comprises a coumarin moiety as the electron donor and a cyanoacrylic acid moiety as electron acceptor in D-A-pi-A system, were developed to use in dye-sensitised solar cells (DSSCs). The introduction of the benzothiadiazole unit into the molecular framve distinctly narrowed the band-gap between the highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO), so that the absorption peak was red-shifted. As a result, a solar cell based on the HKK-CM4 sensitiser showed better photovoltaic performance with a J(SC) of 14.3 mA cm(-2), a V-OC of 0.58 V, and an FF of 0.72, corresponding to an overall conversion efficiency eta of 5.97% under standard AM 1.5 irradiation. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2012.02.015