1-(4-carbazolylbutyl)-2-pyridinylbenzoimidazole | 946436-10-8

• 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: 1-(4-carbazolylbutyl)-2-pyridinylbenzoimidazole
• 英文别名: N-[4-(carbazol-9-yl)butyl]-2-(2-pyridyl)benzimidazole；N-[4-(9-carbazole)butyl]-2-(2-pyridyl)benzimidazole；1-[4-(9-carbazolyl)butyl]-2-(2-pyridyl)benzimidazole；PBC；9-[4-(2-Pyridin-2-ylbenzimidazol-1-yl)butyl]carbazole；9-[4-(2-pyridin-2-ylbenzimidazol-1-yl)butyl]carbazole
• CAS: 946436-10-8
• 化学式: C₂₈H₂₄N₄
• 分子量: 416.525
• InChiKey: YQEYMOBVIRBGDT-UHFFFAOYSA-N

物化性质

• 沸点：
  619.1±65.0 °C(predicted)
• 密度：
  1.21±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  35.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  五羰基溴铼(I) 、 1-(4-carbazolylbutyl)-2-pyridinylbenzoimidazole 以 甲苯 为溶剂， 以80%的产率得到bromotri(carbonyl)(1-(4-carbazolylbutyl)-2-pyridinylbenzoimidazole)rhenium(I)
  参考文献：
  名称：

  含载流子传输基团的rh（I）配合物的合成，结构表征和电致磷光性能。

  摘要：

  两个具有式[Re（CO）（3）（L）Br]的新型二亚胺rh（I）羰基配合物，其中L = 1-（4-5'-苯基-1,3,4-恶二唑基苄基）-2-吡啶基苯并咪唑（1）和1-（4-咔唑基丁基）-2-吡啶基苯并咪唑（2）已成功合成并通过元素分析，（1）NMR和IR光谱进行了表征。还介绍了它们的电化学，光物理和电致发光行为，以及2的X射线晶体结构分析。使用1和2作为发射器制造了白色电致磷光器件。基于结构为ITO / m-MTDATA（30 nm）/ NPB（20 nm）/ 2：CBP（8％，30 nm）/ Bphen（20 nm）/ Alq（3）（20 nm）/ LiF（0.8 nm）/ Al（200 nm）表现出国际照明委员会坐标x = 0.34，y = 0。33在580 mA / cm（2）时的最大亮度为2300 cd / m（2）。当在230 mA / cm（2）处出现1500 cd / m（2）的亮度时，基于10

  DOI：

  10.1021/ic061645o
• 作为产物：
  描述：

  咔唑 在 四丁基溴化铵 、 sodium hydride 、 sodium hydroxide 作用下， 以 水 、 N,N-二甲基甲酰胺 、 甲苯 、 mineral oil 为溶剂， 反应 62.0h， 生成 1-(4-carbazolylbutyl)-2-pyridinylbenzoimidazole
  参考文献：
  名称：

  含空穴传输咔唑基的磷铜（I）配合物的合成，晶体结构和光致发光

  摘要：

  基于2-（2-吡啶基）苯并咪唑基衍生物配体的两种单核Cu（I）配合物，其中包含空穴传输配体1- [4-（9-咔唑基）丁基] -2-（2-吡啶基）苯并咪唑（L） ，[Cu（L）（PPh 3）2]（BF 4）（1）和[Cu（L）（DPEphos）]（BF 4）（2），其中DPEphos是双[2-（二苯基膦基）苯基]醚通过元素分析，1 H NMR和FT-IR光谱进行合成和表征。配合物2的结构通过X射线单晶分析确定。结果表明，配合物中的中心Cu（I）离子具有扭曲的四面体几何形状，并被L配体的两个氮原子和DPEphos辅助配体的两个磷原子四配位。通过使用UV-Vis，光致发光光谱分析检查了复合物的光物理性质。

  DOI：

  10.1016/j.ica.2011.10.049

文献信息

• Synthesis, crystal structure, photophysical property and electropolymerization of Pt(II) complexes with carbazole-grafting 2-(2-pyridyl)benzimidazole
  作者：Dongfang Qiu、Yingchen Guo、Hongwei Wang、Xiaoyu Bao、Yuquan Feng、Qunzeng Huang、Junliang Zeng、Guozeng Qiu

  DOI：10.1016/j.inoche.2011.06.012

  日期：2011.9

  Two neutral-charged Pt(II) complexes, i.e., [(PBC)PtCl(2)] (5) and [(PBC)Pt(C equivalent to CC(6)H(5))(2)] (6) (PBC = N-[4-(9-carbazole)butyl]-2-(2-pyridyl)benzimidazole) have been synthesized and verified by (1)H NMR and X-ray crystallography. In each of them, the coordinate geometry of Pt atom is a distorted square planar configuration with bond distances and angles in the normal range. Complex 6 shows an intense metal-to-ligand charge transfer ((1)MLCT) (d pi(Pt) -> pi*(L)) transition at 412 nm in the UV-Vis absorption spectrum and a strong phosphorescence at 593 nm in CH(2)Cl(2) solution at ambient temperature. By selective optical-stimulation at 320 nm, an incomplete intramolecular energy transfer process from the carbazole unit to the [(PB)Pt (C equivalent to CC(6)H(5))(2)] center results in unbalanced dual-emissive bands of a quenched carbazole-based luminescence in deep blue region and an orange (3)MLCT emission with increasing intensity. The introduction of carbazole unit also triggers the electropolymerization of ligand PBC and complexes 5 and 6. The as-formed polymer film from complex 5 has good conductivity, stability and clear anodic coloration effect. (C) 2011 Elsevier B.V. All rights reserved.
• Synthesis of cationic iridium(III) complexes with high quantum yield via enhancing the steric hindrance of ligands
  作者：Guo-Gang Shan、Hai-Bin Li、Zhong-Cheng Mu、Dong-Xia Zhu、Zhong-Min Su、Yi Liao

  DOI：10.1016/j.jorganchem.2011.12.020

  日期：2012.4

  A series of cationic Ir(III) complexes 1a-4a functionalized with carbazole-9-yl-n-butyl group (CZB) were designed and synthesized. An investigation of their photophysical properties showed that the attachment of CZB moiety into the complexes resulted in large improvement in the photoluminescence quantum yield (PLQY) of solid film although the emission spectra and excited-state character presented little change compared with those of the parent complexes. Besides, the functionalized complexes also exhibited good thermal stability and film-forming property. In light of our quantum chemical calculations and X-ray data, these advantages of functionalized complexes mainly derived from the CZB moiety which was superior in reducing the intermolecular interaction and inhibiting the quenching process. Furthermore, to verify our results and design cationic Ir(III) complexes with much higher efficiency, four Ir(III) complexes G0-G3 were synthesized, in which different number of CZB moieties (from 0 to 3) were introduced into the complexes, respectively. Noticeably, in case of G3, the obvious high neat film PLQY of 43% was obtained. In comparison with its dispersed film, a large retaining percentage (90%) was realized, indicating that the CZB moiety could suppress the quenching of luminescence effectively. (C) 2011 Elsevier B.V. All rights reserved.
• Synthesis, crystal structure and photoluminescence of phosphorescent copper (I) complexes containing hole-transporting carbazolyl group
  作者：Tianzhi Yu、Ziyi Wang、Yuling Zhao、Xiaoguang Wen、Hui Zhang、Duowang Fan

  DOI：10.1016/j.ica.2011.10.049

  日期：2012.3

  containing the hole-transporting ligand 1-[4-(9-carbazolyl)butyl]-2-(2-pyridyl)benzimidazole (L), [Cu(L)(PPh 3 ) 2 ](BF 4 ) ( 1 ) and [Cu(L)(DPEphos)](BF 4 ) ( 2 ), where DPEphos is bis[2-(diphenylphosphino)phenyl]ether, were synthesized and characterized by elemental analysis, 1 H NMR and FT-IR spectra. The structure of complex 2 was determined by X-ray single crystal analysis. It was demonstrated that

  基于2-（2-吡啶基）苯并咪唑基衍生物配体的两种单核Cu（I）配合物，其中包含空穴传输配体1- [4-（9-咔唑基）丁基] -2-（2-吡啶基）苯并咪唑（L） ，[Cu（L）（PPh 3）2]（BF 4）（1）和[Cu（L）（DPEphos）]（BF 4）（2），其中DPEphos是双[2-（二苯基膦基）苯基]醚通过元素分析，1 H NMR和FT-IR光谱进行合成和表征。配合物2的结构通过X射线单晶分析确定。结果表明，配合物中的中心Cu（I）离子具有扭曲的四面体几何形状，并被L配体的两个氮原子和DPEphos辅助配体的两个磷原子四配位。通过使用UV-Vis，光致发光光谱分析检查了复合物的光物理性质。
• Synthesis, Structural Characterization, and Electrophosphorescent Properties of Rhenium(I) Complexes Containing Carrier-Transporting Groups
  作者：Zhenjun Si、Jiang Li、Bin Li、Feifei Zhao、Shiyong Liu、Wenlian Li

  DOI：10.1021/ic061645o

  日期：2007.7.1

  carbonyl complexes with the formula [Re(CO)(3)(L)Br], where L = 1-(4-5'-phenyl-1,3,4-oxadiazolylbenzyl)-2-pyridinylbenzoimidazole (1) and 1-(4-carbazolylbutyl)-2-pyridinylbenzoimidazole (2), have been successfully synthesized and characterized by elemental analysis, (1)H NMR, and IR spectra. Their electrochemical, photophysical, and electroluminescent behaviors, along with the X-ray crystal structure analysis

  两个具有式[Re（CO）（3）（L）Br]的新型二亚胺rh（I）羰基配合物，其中L = 1-（4-5'-苯基-1,3,4-恶二唑基苄基）-2-吡啶基苯并咪唑（1）和1-（4-咔唑基丁基）-2-吡啶基苯并咪唑（2）已成功合成并通过元素分析，（1）NMR和IR光谱进行了表征。还介绍了它们的电化学，光物理和电致发光行为，以及2的X射线晶体结构分析。使用1和2作为发射器制造了白色电致磷光器件。基于结构为ITO / m-MTDATA（30 nm）/ NPB（20 nm）/ 2：CBP（8％，30 nm）/ Bphen（20 nm）/ Alq（3）（20 nm）/ LiF（0.8 nm）/ Al（200 nm）表现出国际照明委员会坐标x = 0.34，y = 0。33在580 mA / cm（2）时的最大亮度为2300 cd / m（2）。当在230 mA / cm（2）处出现1500 cd / m（2）的亮度时，基于10