4,7-dibromo-5,6-dinitro-2-(3,4,5-trifluorophenyl)-2H-benzotriazole | 1293342-25-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4,7-dibromo-5,6-dinitro-2-(3,4,5-trifluorophenyl)-2H-benzotriazole
• 英文别名: 4,7-Dibromo-5,6-dinitro-2-(3,4,5-trifluorophenyl)benzotriazole；4,7-dibromo-5,6-dinitro-2-(3,4,5-trifluorophenyl)benzotriazole
• CAS: 1293342-25-2
• 化学式: C₁₂H₂Br₂F₃N₅O₄
• 分子量: 496.982
• InChiKey: MMOMYEDJHICSDD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  26
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  122
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  4,7-dibromo-5,6-dinitro-2-(3,4,5-trifluorophenyl)-2H-benzotriazole 在 铁粉 、 溶剂黄146 作用下， 以 溶剂黄146 为溶剂， 反应 4.5h， 生成 4,9-dibromo-6,7-bis(3-methoxyphenyl)-2-(3,4,5-trifluorophenyl)-2H-triazolo[4,5-g]quinoxaline
  参考文献：
  名称：

  Thiophene-2-aryl-2H-benzotriazole-thiophene Oligomers with Adjustable Electronic Properties

  摘要：

  The synthesis and the optical and electrochemical properties of 2-aryl-2H-benzotriazole based thiophene oligomers with chemical modifications either on the phenyl side group or on the backbone are presented. All data, supported by DFT calculations, show that modification on the backbone has a major impact on the electronic properties while the side groups can fine-tune the electronic properties. In addition, one compound exhibits a thermotropic mesophase.

  DOI：

  10.1021/ol2005853
• 作为产物：
  描述：

  4,7-dibromo-2-(3,4,5-trifluorophenyl)-2H-benzotriazole 在 sodium nitrate 、 硫酸 作用下， 反应 3.0h， 以53%的产率得到4,7-dibromo-5-nitro-2-(3,4,5-trifluorophenyl)-2H-benzotriazole
  参考文献：
  名称：

  Thiophene-2-aryl-2H-benzotriazole-thiophene Oligomers with Adjustable Electronic Properties

  摘要：

  The synthesis and the optical and electrochemical properties of 2-aryl-2H-benzotriazole based thiophene oligomers with chemical modifications either on the phenyl side group or on the backbone are presented. All data, supported by DFT calculations, show that modification on the backbone has a major impact on the electronic properties while the side groups can fine-tune the electronic properties. In addition, one compound exhibits a thermotropic mesophase.

  DOI：

  10.1021/ol2005853

文献信息

• Introducing a new triazoloquinoxaline‐based fluorene copolymer for organic photovoltaics: Synthesis, characterization, and photovoltaic properties
  作者：Derya Baran、Felix M. Pasker、Stephan Le Blanc、Gregor Schnakenburg、Tayebeh Ameri、Sigurd Höger、Christoph J. Brabec

  DOI：10.1002/pola.26465

  日期：2013.2.15

  A new donor‐acceptor copolymer consisting of triazoloquinoxaline and 9,9‐dialkylfluorene units on the main chain has been synthesized, characterized and evaluated as donor material in bulk heterojunction solar cells using PC61BM as an acceptor. The resulting polymer PTQF showed good thermal stability and solubility in common organic solvents. Cyclic Voltammetry measurements showed that the PTQF has

  合成了一种新的供体-受体共聚物，该共聚物由三唑并喹喔啉和主链上的9,9-二烷基芴单元组成，使用PC 61 BM作为受体，对其进行了表征和评估，作为整体异质结太阳能电池中的供体材料。所得的聚合物PTQF显示出良好的热稳定性和在普通有机溶剂中的溶解性。循环伏安法测量表明PTQF的HOMO-LUMO能级分别为-5.13和-3.62 eV。DFT计算显示，HOMO在整个噻吩和芴单元上均发生了离域化，而LUMO主要在三唑和吡嗪单元上进行了离域化。PTQF在可见光区域广泛吸收，并显示1.4 eV的带隙。光伏器件在PTQF：PC 61：1上显示出1.7％的效率使用Ca / Ag电极的BM混合比。©2012 Wiley Periodicals，Inc. J Polym Sci A部分：Polym Chem，2013年