2,7-dibromo-9-nonylcarbazole | 1322761-76-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,7-dibromo-9-nonylcarbazole
• 英文别名: 2,7-dibromo-N-nonylcarbazole；2,7-Dibromo-9-nonylcarbazole
• CAS: 1322761-76-1
• 化学式: C₂₁H₂₅Br₂N
• 分子量: 451.244
• InChiKey: IBWJATMHPFWQNH-UHFFFAOYSA-N

物化性质

• 沸点：
  518.1±43.0 °C(Predicted)
• 密度：
  1.40±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.6
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  4,4,5,5-四甲基-2-(硒吩-2-基)-1,3,2-二氧杂硼烷 、 2,7-dibromo-9-nonylcarbazole 在 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 水 、 甲苯 为溶剂， 反应 72.0h， 以70%的产率得到2,7-bis(selenophen-2-yl)-N-nonylcarbazole
  参考文献：
  名称：

  Unusual properties of electropolymerized 2,7- and 3,6- carbazole derivatives

  摘要：

  Differently linked carbazole derivatives possessing pyrene and selenophene moieties were electrochemically investigated. Cyclic voltammetric as well as differential pulse voltammetric studies demonstrated that they display comparatively low oxidation potentials. One-step cyclic voltammetric process was used for the preparation of their highly dimensional, stable and electroactive polymers. The electrodeposited polymers displayed unusual properties upon electrochemical doping that may help tailoring the dimensional features of these polymers. The electrodeposited polymers were investigated by electrochemical and optical tools and correlation between different parameters such as oxidation characteristics or absorption behavior and the effective conjugation length was established. Spectroelectrochemical investigations showed the polaronic and bipoloronic features of the electropolymers. Multielectrochromic properties of electrodeposited polymers on successive doping suggested their application as electroactive layers in electrochromic devices. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.electacta.2013.12.108
• 作为产物：
  描述：

  1-溴壬烷 、 2,7-二溴咔唑 在 苄基三乙基氯化铵 、 sodium hydroxide 作用下， 以 水 、 甲苯 为溶剂， 反应 20.0h， 以98%的产率得到2,7-dibromo-9-nonylcarbazole
  参考文献：
  名称：

  Unusual properties of electropolymerized 2,7- and 3,6- carbazole derivatives

  摘要：

  Differently linked carbazole derivatives possessing pyrene and selenophene moieties were electrochemically investigated. Cyclic voltammetric as well as differential pulse voltammetric studies demonstrated that they display comparatively low oxidation potentials. One-step cyclic voltammetric process was used for the preparation of their highly dimensional, stable and electroactive polymers. The electrodeposited polymers displayed unusual properties upon electrochemical doping that may help tailoring the dimensional features of these polymers. The electrodeposited polymers were investigated by electrochemical and optical tools and correlation between different parameters such as oxidation characteristics or absorption behavior and the effective conjugation length was established. Spectroelectrochemical investigations showed the polaronic and bipoloronic features of the electropolymers. Multielectrochromic properties of electrodeposited polymers on successive doping suggested their application as electroactive layers in electrochromic devices. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.electacta.2013.12.108

文献信息

• Synthesis and Optical Properties of Heteroaromatic Ring Compounds Containing EDOT
  作者：Sun-Woo Hwang、Eun-Rang Park、Yeon-Joon Chung、Young-Ju Bae、In-Tae Kim

  DOI：10.5012/bkcs.2011.32.7.2446

  日期：2011.7.20

  optical and electronic properties of the active material depend on the energy levels of the HOMO and LUMO. In order to control the levels, extensive studies aiming at the modification of the oligothiophene backbone have been carried out. As an electronic material, 3,4-ethylenedioxythiophene (EDOT) is an important versatile building block for the molecular engineering of functional π-conjugated systems

  基于噻吩的共轭聚合物和低聚物已被广泛用作制造光电器件（如场效应晶体管、发光器件和光伏电池）的活性材料。活性材料的光学和电子特性取决于 HOMO 和 LUMO 的能级。为了控制水平，已经进行了旨在修饰低聚噻吩骨架的广泛研究。作为一种电子材料，3,4-乙烯二氧噻吩 (EDOT) 是功能性 π 共轭系统分子工程的重要通用构件，具有专门为发光器件、非线性光学发色团应用而定制的电子和光学特性，低能隙系统或最近的有机半导体。已经合成了各种低聚 EDOT，对其结构和电子特性的分析表明，明智地使用 EDOT 作为构建块可以微调 π 共轭系统的电子特性。这种对基于 EDOT 的系统的日益关注反过来又引起了对 EDOT 分子本身的化学和/或对其结构的修改的强烈兴趣。将吸电子基团引入 EDOT 代表了调整共轭系统的 HOMO 和 LUMO 能级的最直接方法。如先前的工作所示，在噻吩单元的 3 位引入受体基团（如
• US9944756B1
  申请人：——

  公开号：US9944756B1

  公开（公告）日：2018-04-17
• Unusual properties of electropolymerized 2,7- and 3,6- carbazole derivatives
  作者：P. Data、P. Pander、M. Lapkowski、A. Swist、J. Soloducho、R.R. Reghu、J.V. Grazulevicius

  DOI：10.1016/j.electacta.2013.12.108

  日期：2014.5

  Differently linked carbazole derivatives possessing pyrene and selenophene moieties were electrochemically investigated. Cyclic voltammetric as well as differential pulse voltammetric studies demonstrated that they display comparatively low oxidation potentials. One-step cyclic voltammetric process was used for the preparation of their highly dimensional, stable and electroactive polymers. The electrodeposited polymers displayed unusual properties upon electrochemical doping that may help tailoring the dimensional features of these polymers. The electrodeposited polymers were investigated by electrochemical and optical tools and correlation between different parameters such as oxidation characteristics or absorption behavior and the effective conjugation length was established. Spectroelectrochemical investigations showed the polaronic and bipoloronic features of the electropolymers. Multielectrochromic properties of electrodeposited polymers on successive doping suggested their application as electroactive layers in electrochromic devices. (C) 2013 Elsevier Ltd. All rights reserved.