9-(4-nitrophenyl)-2,7-di-2-thienyl-9H-carbazole | 1365544-14-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 9-(4-nitrophenyl)-2,7-di-2-thienyl-9H-carbazole
• 英文别名: 9-(4-Nitrophenyl)-2,7-dithiophen-2-ylcarbazole；9-(4-nitrophenyl)-2,7-dithiophen-2-ylcarbazole
• CAS: 1365544-14-4
• 化学式: C₂₆H₁₆N₂O₂S₂
• 分子量: 452.557
• InChiKey: BSUFSFKGZZVNOK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  32
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  107
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4,4’-二硝基-2-联苯胺 在 四(三苯基膦)钯 、 硫酸 、 palladium on activated charcoal 、 三氟化硼乙醚 、 铜 、 sodium carbonate 、 potassium carbonate 、 一水合肼 、 溶剂黄146 、 sodium nitrite 作用下， 以 四氢呋喃 、 乙醇 、 水 、 硝基苯 、 kerosene 为溶剂， 反应 167.0h， 生成 9-(4-nitrophenyl)-2,7-di-2-thienyl-9H-carbazole
  参考文献：
  名称：

  A new multi-electrochromic 2,7 linked polycarbazole derivative: Effect of the nitro subunit

  摘要：

  A new poly-2,7-di-2-thienyl-9H-carbazole derivative (poly(TCT-N)) bearing nitro (-NO2) subunit has been reported. The electrochemical and optical properties of TCT-N monomer and its polymer have been compared to the 9-phenyl-2,7-di-2-thienyl-9H-carbazole (TCT) standard molecule. Cyclic voltammetry revealed that TCT-N and TCT have excellent polymerization activity; due to extended conjugation with the attached thiophene unit and also their low oxidation potentials. The oxidation potential of TCT-N is higher than that of TCT, because of electro-withdrawing effect of -NO2 moiety. Besides, the TCT-N polymeric film prepared via electrochemical process exhibits a multi-electrochromic behavior compared with TCT standard molecule. The electroactive orange color of poly-TCT-N film converted respectively to green, turquoise and dark blue upon applied positive potentials. Consequently, the polymeric electrochrome exhibits multi-electrochromic behavior, high redox stability, high coloration efficiency and reasonable response time for electrochromic applications. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.orgel.2011.06.023

文献信息

• A new multi-electrochromic 2,7 linked polycarbazole derivative: Effect of the nitro subunit
  作者：Fatma Baycan Koyuncu、Sermet Koyuncu、Eyup Ozdemir

  DOI：10.1016/j.orgel.2011.06.023

  日期：2011.10

  A new poly-2,7-di-2-thienyl-9H-carbazole derivative (poly(TCT-N)) bearing nitro (-NO2) subunit has been reported. The electrochemical and optical properties of TCT-N monomer and its polymer have been compared to the 9-phenyl-2,7-di-2-thienyl-9H-carbazole (TCT) standard molecule. Cyclic voltammetry revealed that TCT-N and TCT have excellent polymerization activity; due to extended conjugation with the attached thiophene unit and also their low oxidation potentials. The oxidation potential of TCT-N is higher than that of TCT, because of electro-withdrawing effect of -NO2 moiety. Besides, the TCT-N polymeric film prepared via electrochemical process exhibits a multi-electrochromic behavior compared with TCT standard molecule. The electroactive orange color of poly-TCT-N film converted respectively to green, turquoise and dark blue upon applied positive potentials. Consequently, the polymeric electrochrome exhibits multi-electrochromic behavior, high redox stability, high coloration efficiency and reasonable response time for electrochromic applications. (C) 2011 Elsevier B.V. All rights reserved.