3-iodo-9-(2-ethylhexyl)carbazole | 912654-84-3

• 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: 3-iodo-9-(2-ethylhexyl)carbazole
• 英文别名: 9-(2-ethylhexyl)-3-iodocarbazole
• CAS: 912654-84-3
• 化学式: C₂₀H₂₄IN
• 分子量: 405.322
• InChiKey: XHOSVKRWXCAVHZ-UHFFFAOYSA-N

物化性质

• 沸点：
  479.9±27.0 °C(Predicted)
• 密度：
  1.37±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 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：

  3-iodo-9-(2-ethylhexyl)carbazole 在 18-冠醚-6 、 三溴化硼 、 苄基三甲基氯化铵 、 铜 、 potassium carbonate 作用下， 以 二氯甲烷 、 邻二氯苯 为溶剂， 反应 21.0h， 生成 N-[4-(2,3-epoxypropyl)oxyphenyl]-N,N-di[9-(2-ethylhexyl)carbazol-3-yl]amine
  参考文献：
  名称：

  Di(9-alkylcarbazol-3-yl)arylamines as Electroactive Amorphous Materials for Optoelectronics

  摘要：

  Star-shaped molecules of di(9-alkylcarbazol-3-yl)arylamines were synthesized and found to constitute new glass-forming materials with glass transition temperatures ranging from 40 to 147 degrees C. The electron photoemission spectra of the molecular glasses were recorded and ionisation potentials of 4.9-5.0 eV were established. Room temperature time of flight hole drift mobilities of the di(9-alkylcarbazol-3-yl)phenylamines molecularly dispersed in polycarbonate-Z approached 5.10(-6) cm(2)/Vs at high electric fields. Some of the compounds were converted to cross-linkable derivatives, which are potential components for insoluble charge transport layers.

  DOI：

  10.1007/s00706-006-0509-x
• 作为产物：
  描述：

  咔唑 在 potassium iodate 、 溶剂黄146 、 sodium sulfate 、 potassium iodide 、 potassium hydroxide 作用下， 生成 3-iodo-9-(2-ethylhexyl)carbazole
  参考文献：
  名称：

  咔唑与5 H -dibenz（b，f）azepine及其10,11-dihydro衍生物的侧基加合物的单体和低聚物

  摘要：

  报道了在3位上掺入二苯并enza庚因的一系列咔唑类单体的合成。介绍了其结构的完整特征。使用BF 3 ·O（C 2 H 5）2作为引发剂对单体进行阳离子聚合。通过差示扫描量热法，紫外光谱，电子光发射和飞行时间技术检查了合成的低摩尔质量化合物和低聚物。合成材料薄膜的电子发射光谱显示出5.12–5.34 eV的电离势。分子分散在双酚Z聚碳酸酯中的低摩尔质量化合物的空穴迁移率范围为2.6×10 -8至1.7×10 -6通过静电复印飞行时间技术确定的高电场下的 cm 2 / V s。

  DOI：

  10.1016/j.reactfunctpolym.2011.05.001

文献信息

• New solution-processable carbazole derivatives as deep blue emitters for organic light-emitting diodes
  作者：Marta Reig、Giedre Bubniene、Werther Cambarau、Vygintas Jankauskas、Vytautas Getautis、Emilio Palomares、Eugenia Martínez-Ferrero、Dolores Velasco

  DOI：10.1039/c5ra21959k

  日期：——

  have been developed as deep blue emitters for organic light-emitting diodes (OLEDs). Their optical and electrochemical properties were examined and their charge carrier transport properties were investigated by means of the xerographic time-of-flight (XTOF) technique. The prepared diodes demonstrate the feasibility of the new molecules as effective emitters in the deep blue region yielding devices

  已经开发了基于通过三键连接的三个咔唑单元作为π间隔基的两种新化合物，作为有机发光二极管（OLED）的深蓝色发射体。通过静电复印飞行时间（XTOF）技术检查了它们的光学和电化学性质，并研究了其电荷载流子传输性质。所制备的二极管证明了新分子在深蓝色区域中作为有效发射极的可行性，从而产生了具有低导通电压的器件。
• Sn- and Pd-Free Synthesis of D-π-A Organic Sensitizers for Dye-Sensitized Solar Cells by Cu-Catalyzed Direct Arylation
  作者：Jiung-Huai Huang、Po-Han Lin、Wei-Ming Li、Kun-Mu Lee、Ching-Yuan Liu

  DOI：10.1002/cssc.201700421

  日期：2017.5.22

  Abstract<A variety of D–π–A‐type functional organic dyes are facilely synthesized by direct C−H arylation catalyzed by inexpensive copper salts. Under optimized reaction conditions, a broad substrate scope with good functional group compatibility was demonstrated. Based on this synthetic strategy, three new dye sensitizers (CYL‐5–7) were designed and fabricated for use in dye‐sensitized solar cells (DSSCs). Photovoltaic characterization showed that these devices gave open‐circuit voltages of 0.65–0.75 V, short‐circuit currents of 5.90–12.60 mA cm−2, and fill factors of 65.6–76.9 %, corresponding to power conversion efficiencies (PCEs) of 2.95–6.20 %. This work represents the first use of Cu‐catalyzed C−H arylation for a step‐saving, Sn‐free synthesis of precursor dyes for DSSC applications.
• Triazine-Based Aromatic Amines as New Glass-Forming Charge Transport Materials
  作者：V. Vaitkeviciene、J. V. Grazulevicius、V. Peciuraite、S. Grigalevicius、V. Jankauskas

  DOI：10.1080/15421400701229776

  日期：2007.6.11