4-[4-(3,6-di-tert-butyl-carbazol-9-yl)-phenyl]-2-methyl-but-3-yn-2-ol | 887950-46-1

• 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: 4-[4-(3,6-di-tert-butyl-carbazol-9-yl)-phenyl]-2-methyl-but-3-yn-2-ol
• 英文别名: 4-[4-(3,6-Ditert-butylcarbazol-9-yl)phenyl]-2-methylbut-3-yn-2-ol；4-[4-(3,6-ditert-butylcarbazol-9-yl)phenyl]-2-methylbut-3-yn-2-ol
• CAS: 887950-46-1
• 化学式: C₃₁H₃₅NO
• 分子量: 437.625
• InChiKey: IRMGYOLLASFGOD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.4
• 重原子数：
  33
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  25.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-[4-(3,6-di-tert-butyl-carbazol-9-yl)-phenyl]-2-methyl-but-3-yn-2-ol 在 potassium hydroxide 作用下， 生成 3,6-di-tert-butyl-9-(4-ethynylphenyl)-9H-carbazole
  参考文献：
  名称：

  基于芳族富马腈核心的供体-受体-受体-供体（D-π-A-π-D）化合物：合成和光物理性质

  摘要：

  已经合成并很好地表征了具有不同供体和连接基的一类新型的基于芳族富马腈核心的化合物。化合物1和2分别具有吲哚和2-苯基吲哚基团作为电子供体。化合物3和4具有二苯基氨基作为电子供体，化合物5具有3,6-二叔丁基-丁基咔唑基团作为电子给体。这些化合物在蓝绿色区域吸收，并在蓝红色区域发射，这取决于电子给体，连接子和溶剂。测量了这些化合物在溶液中的荧光量子产率，结果是中等的，但在固态时则很高。这些化合物显示出很强的发射溶剂变色现象，反映在改变溶剂时其荧光发射最大值发生了很大的变化。这种变化伴随着荧光强度的连续降低。在不同溶剂中测量这些化合物的荧光寿命，发现其<1到7 ns不等。已经研究了这些化合物与溶剂，浓度和激发能的光学转换。官能团和光学性质之间的相关性已经建立到一定程度。加入三氟乙酸后，通过颜色变化和发光转换证明了这些化合物用作比色和发光pH传感器的功能。这些化合物在光电子学中的应用潜力已经通过光学方法进行了评估。

  DOI：

  10.1021/jp9115589
• 作为产物：
  描述：

  3,6-二叔丁基咔唑 在 哌啶 、 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 18-冠醚-6 、 铜 、 potassium carbonate 作用下， 以 邻二氯苯 为溶剂， 反应 22.0h， 生成 4-[4-(3,6-di-tert-butyl-carbazol-9-yl)-phenyl]-2-methyl-but-3-yn-2-ol
  参考文献：
  名称：

  π-Conjugated Aromatic Enynes as a Single-Emitting Component for White Electroluminescence

  摘要：

  By use of the organolanthanide catalysts Me2Si(C5Me4)(NAr)Lu(CH2SiMe3)(THF) and (C5Me5)2LaCH(SiMe3)2, carbazole-substituted phenyl enynes (Z)-CPEY and (E)-CPEY were synthesized, respectively, with excellent regio- and stereoselectivity through the catalytic dimerization of the corresponding terminal alkyne. These new pi-conjugated compounds, in particular, the (E)-enyne isomer (E)-CPEY, act as an excellent single-emitting component for white organic light-emitting devices (WOLEDs), as a result of combination of the blue emission from an isolated molecule with the longer-wavelength emissions (green and orange-red) from excimers. The (E)-CPEY-based double-layer device emitted almost pure white light with CIE coordinates of (0.32, 0.33), maximum brightness of 1395 cd m-2, and maximum current efficiency of 2.07 cd A-1. This is perhaps the purest white emission ever reported for a single-emitting-component WOLED. The quality of the white emission remained almost unchanged under varying driving voltages, demonstrating an advantageous potential of single-emitting-component WOLEDs.

  DOI：

  10.1021/ja058188f

文献信息

• Synthesis and characterization of deep blue emitters from starburst carbazole/fluorene compounds
  作者：Zujin Zhao、Xinjun Xu、Xiaopeng Chen、Xiaoming Wang、Ping Lu、Gui Yu、Yunqi Liu

  DOI：10.1016/j.tet.2007.12.059

  日期：2008.3

  A series of well-defined, highly fluorescent starburst compounds with a carbazole core and oligo(2,7-fluorene ethynylene) arms have been synthesized by Sonogashira coupling reaction and fully characterized. These conjugated compounds exhibit good solubility, high thermal stability, and excellent fluorescence quantum yields (up to 0.99). The incorporation of carbazole core interrupted the main-chain conjugation and resulted in blue-shifted absorption and emission. Moreover, deep blue light has been approached from organic light-emitting diodes (OLEDs) adopting these compounds as emitting layer. (c) 2008 Elsevier Ltd. All rights reserved.
• Aromatic Fumaronitrile Core-Based Donor−Linker−Acceptor−Linker−Donor (D-π-A-π-D) Compounds: Synthesis and Photophysical Properties
  作者：Krishna Panthi、Ravi M. Adhikari、Thomas H. Kinstle

  DOI：10.1021/jp9115589

  日期：2010.4.8

  linker, and solvents. The quantum yields of fluorescence of these compounds in solution are measured and found to be moderate, but in solid states, they are high. These compounds display strong emission solvatochromism that is reflected by a large shift in their fluorescence emission maxima on changing the solvents. This change is accompanied by a successive decrease in fluorescence intensity. The

  已经合成并很好地表征了具有不同供体和连接基的一类新型的基于芳族富马腈核心的化合物。化合物1和2分别具有吲哚和2-苯基吲哚基团作为电子供体。化合物3和4具有二苯基氨基作为电子供体，化合物5具有3,6-二叔丁基-丁基咔唑基团作为电子给体。这些化合物在蓝绿色区域吸收，并在蓝红色区域发射，这取决于电子给体，连接子和溶剂。测量了这些化合物在溶液中的荧光量子产率，结果是中等的，但在固态时则很高。这些化合物显示出很强的发射溶剂变色现象，反映在改变溶剂时其荧光发射最大值发生了很大的变化。这种变化伴随着荧光强度的连续降低。在不同溶剂中测量这些化合物的荧光寿命，发现其<1到7 ns不等。已经研究了这些化合物与溶剂，浓度和激发能的光学转换。官能团和光学性质之间的相关性已经建立到一定程度。加入三氟乙酸后，通过颜色变化和发光转换证明了这些化合物用作比色和发光pH传感器的功能。这些化合物在光电子学中的应用潜力已经通过光学方法进行了评估。
• π-Conjugated Aromatic Enynes as a Single-Emitting Component for White Electroluminescence
  作者：Yu Liu、Masayoshi Nishiura、Yue Wang、Zhaomin Hou

  DOI：10.1021/ja058188f

  日期：2006.5.1

  By use of the organolanthanide catalysts Me2Si(C5Me4)(NAr)Lu(CH2SiMe3)(THF) and (C5Me5)2LaCH(SiMe3)2, carbazole-substituted phenyl enynes (Z)-CPEY and (E)-CPEY were synthesized, respectively, with excellent regio- and stereoselectivity through the catalytic dimerization of the corresponding terminal alkyne. These new pi-conjugated compounds, in particular, the (E)-enyne isomer (E)-CPEY, act as an excellent single-emitting component for white organic light-emitting devices (WOLEDs), as a result of combination of the blue emission from an isolated molecule with the longer-wavelength emissions (green and orange-red) from excimers. The (E)-CPEY-based double-layer device emitted almost pure white light with CIE coordinates of (0.32, 0.33), maximum brightness of 1395 cd m-2, and maximum current efficiency of 2.07 cd A-1. This is perhaps the purest white emission ever reported for a single-emitting-component WOLED. The quality of the white emission remained almost unchanged under varying driving voltages, demonstrating an advantageous potential of single-emitting-component WOLEDs.