N-octadecyl-3,6-dibromocarbazole | 151173-18-1

• 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: N-octadecyl-3,6-dibromocarbazole
• 英文别名: 3,6-Dibromo-9-octadecylcarbazole；3,6-dibromo-9-octadecylcarbazole
• CAS: 151173-18-1
• 化学式: C₃₀H₄₃Br₂N
• 分子量: 577.486
• InChiKey: XCXMKOQFRVPSJG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.5
• 重原子数：
  33
• 可旋转键数：
  17
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.6
• 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：

  N-octadecyl-3,6-dibromocarbazole 在 bis-triphenylphosphine-palladium(II) chloride copper(l) iodide 、 四丁基氟化铵 、 二异丙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 N-octadecyl-3,6-diethynylcarbazole
  参考文献：
  名称：

  Synthesis and Properties of Carbazole-Containing Poly(aryleneethynylenes) and Poly(aryleneimines)

  摘要：

  Novel poly(aryleneethynylenes) and poly(aryleneimines) containing carbazole units in the main chain were synthesized by polycondensation of diethynylcarbazoles with dihaloarenes, or diformyl-carbazole with phenylenediamines, and their general properties were studied. The polymers with M-w = 2700-33700 were obtained in 60-100% yields. Compared to carbazole, the UV-vis absorption of the polymers was red-shifted, which indicates the extension of conjugation length. Excited at the absorption maxima, the polymers containing ethynylene moieties showed blue or green emission with high fluorescence quantum yields (6-86%) in the solution state, while in the film state, they exhibited fluorescence at longer wavelength, which suggests the formation of excimers. On the contrary, the polymers having imine moieties showed emission with low fluorescence quantum yields (<1%).

  DOI：

  10.1021/ma049391i
• 作为产物：
  描述：

  3,6-二溴咔唑 、 硬脂基溴 在 sodium hydride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 N-octadecyl-3,6-dibromocarbazole
  参考文献：
  名称：

  Synthesis and Properties of Carbazole-Containing Poly(aryleneethynylenes) and Poly(aryleneimines)

  摘要：

  Novel poly(aryleneethynylenes) and poly(aryleneimines) containing carbazole units in the main chain were synthesized by polycondensation of diethynylcarbazoles with dihaloarenes, or diformyl-carbazole with phenylenediamines, and their general properties were studied. The polymers with M-w = 2700-33700 were obtained in 60-100% yields. Compared to carbazole, the UV-vis absorption of the polymers was red-shifted, which indicates the extension of conjugation length. Excited at the absorption maxima, the polymers containing ethynylene moieties showed blue or green emission with high fluorescence quantum yields (6-86%) in the solution state, while in the film state, they exhibited fluorescence at longer wavelength, which suggests the formation of excimers. On the contrary, the polymers having imine moieties showed emission with low fluorescence quantum yields (<1%).

  DOI：

  10.1021/ma049391i

文献信息

• Synthesis and Properties of Carbazole-Containing Poly(aryleneethynylenes) and Poly(aryleneimines)
  作者：Yoshihiro Takihana、Masashi Shiotsuki、Fumio Sanda、Toshio Masuda

  DOI：10.1021/ma049391i

  日期：2004.10.1

  Novel poly(aryleneethynylenes) and poly(aryleneimines) containing carbazole units in the main chain were synthesized by polycondensation of diethynylcarbazoles with dihaloarenes, or diformyl-carbazole with phenylenediamines, and their general properties were studied. The polymers with M-w = 2700-33700 were obtained in 60-100% yields. Compared to carbazole, the UV-vis absorption of the polymers was red-shifted, which indicates the extension of conjugation length. Excited at the absorption maxima, the polymers containing ethynylene moieties showed blue or green emission with high fluorescence quantum yields (6-86%) in the solution state, while in the film state, they exhibited fluorescence at longer wavelength, which suggests the formation of excimers. On the contrary, the polymers having imine moieties showed emission with low fluorescence quantum yields (<1%).