9-ethyl-3,6-bis(2-phenylethynyl)-9H-carbazole | 62913-25-1

• 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: 9-ethyl-3,6-bis(2-phenylethynyl)-9H-carbazole
• 英文别名: 9-ethyl-3,6-bis(phenylethynyl)-9H-carbazole；3,6-di(phenylethynyl)-9-ethylcarbazole；9-ethyl-3,6-bis-phenylethynyl-carbazole；3,6-Diphenylethinyl-9-ethylcarbazol；9-ethyl-3,6-bis(2-phenylethynyl)carbazole
• CAS: 62913-25-1
• 化学式: C₃₀H₂₁N
• 分子量: 395.503
• InChiKey: XKPJKVHCKXBQPJ-UHFFFAOYSA-N

物化性质

• 熔点：
  159-160 °C
• 沸点：
  572.4±43.0 °C(Predicted)
• 密度：
  1.03±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.07
• 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：

  9-ethyl-3,6-bis(2-phenylethynyl)-9H-carbazole 在 potassium permanganate 、 溶剂黄146 作用下， 以 丙酮 为溶剂， 以96%的产率得到2,2'-diphenyl-1,1'-(9-ethyl-carbazole-3,6-diyl)-bis-ethanedione
  参考文献：
  名称：

  Synthesis and spectral characteristics of novel bis(tetraarylcyclopentadienones)

  摘要：

  DOI：

  10.1134/s0012500807010053
• 作为产物：
  描述：

  3,6-二碘咔唑 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 sodium hydride 、 三乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 0.75h， 生成 9-ethyl-3,6-bis(2-phenylethynyl)-9H-carbazole
  参考文献：
  名称：

  Easy accessible blue luminescent carbazole-based materials for organic light-emitting diodes

  摘要：

  The thermal, optical, electrochemical and charge transport properties of a series of nine straightforward carbazole-based compounds have been analysed and interpreted according to their molecular structure by means of the X-ray analysis of single crystals. A non-doped OLED device with low turn-on voltage and maximum luminance up to 1.4 x 10(4) cd m(-2) was achieved. DFT calculations have been performed to explain the high efficiency of radiative exciton production. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2016.09.062

文献信息

• Palladium-Catalyzed Multialkynyl Cross-Coupling Reactions with Tetraalkynylindates
  作者：Dongjin Kang、Dahan Eom、Hyunseok Kim、Phil Ho Lee

  DOI：10.1002/ejoc.201000027

  日期：2010.4

  Pd-catalyzed multialkynyl cross-coupling reaction performed with tetraalkynylindates generated in situ from the reaction of 1 equiv. of indium trichloride with 4 equiv. of organometallic reagents has been developed to produce symmetric as well as unsymmetric multialkynyl-substituted aromatic compounds in good-to-excellent yields. In these reactions, the four acetylide groups in the tetraalkynylindates transferred

  一种有效的 Pd 催化的多炔基交叉偶联反应，由 1 当量的反应原位生成的四炔基进行。三氯化铟与 4 当量。已开发出有机金属试剂，以生产对称和不对称的多炔基取代的芳族化合物，产率非常好。在这些反应中，四炔基化合物中的四个乙炔基有效地转移到各种芳基溴化物上。
• Kovaleva, L. F.; Reutova, O. I.; Sarycheva, T. A., Journal of Organic Chemistry USSR (English Translation), 1988, vol. 24, # 3, p. 583 - 585
  作者：Kovaleva, L. F.、Reutova, O. I.、Sarycheva, T. A.、Sheludyakov, O. A.、Novikov, A. N.、Filimonov, V. D.

  DOI：——

  日期：——
• KOVALEVA, L. F.;REUTOVA, O. I.;SARYCHEVA, T. A.;SHELUDYAKOV, O. A.;NOVIKO+, ZH. ORGAN. XIMII, 24,(1988) N 3, 650-653
  作者：KOVALEVA, L. F.、REUTOVA, O. I.、SARYCHEVA, T. A.、SHELUDYAKOV, O. A.、NOVIKO+

  DOI：——

  日期：——
• Easy accessible blue luminescent carbazole-based materials for organic light-emitting diodes
  作者：Marta Reig、Cristian Gozálvez、Roger Bujaldón、Gintautas Bagdziunas、Khrystyna Ivaniuk、Nataliya Kostiv、Dmytro Volyniuk、Juozas V. Grazulevicius、Dolores Velasco

  DOI：10.1016/j.dyepig.2016.09.062

  日期：2017.2

  The thermal, optical, electrochemical and charge transport properties of a series of nine straightforward carbazole-based compounds have been analysed and interpreted according to their molecular structure by means of the X-ray analysis of single crystals. A non-doped OLED device with low turn-on voltage and maximum luminance up to 1.4 x 10(4) cd m(-2) was achieved. DFT calculations have been performed to explain the high efficiency of radiative exciton production. (C) 2016 Elsevier Ltd. All rights reserved.
• Synthesis and spectral characteristics of novel bis(tetraarylcyclopentadienones)
  作者：M. L. Keshtov、N. M. Belomoina、A. S. Peregudov、A. L. Rusanov、A. R. Khokhlov

  DOI：10.1134/s0012500807010053

  日期：2007.1