N-(7-bromo-9,9-dibutylfluoren-2-yl)-2-(7-bromo-9,9-dibutylfluoren-2-yl)isoindole-1-carboxamide | 1608155-13-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: N-(7-bromo-9,9-dibutylfluoren-2-yl)-2-(7-bromo-9,9-dibutylfluoren-2-yl)isoindole-1-carboxamide
• 英文别名: N,2-bis(7-bromo-9,9-dibutylfluoren-2-yl)isoindole-1-carboxamide
• CAS: 1608155-13-0
• 化学式: C₅₁H₅₄Br₂N₂O
• 分子量: 870.811
• InChiKey: YFGWCLWTXHURBI-UHFFFAOYSA-N

物化性质

• 沸点：
  840.5±65.0 °C(predicted)
• 密度：
  1.30±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  17.6
• 重原子数：
  56
• 可旋转键数：
  15
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  34
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  N-(7-bromo-9,9-dibutyl-9H-fluoren-2-yl)formamide 在 sodium hydrogen sulfate 、 二异丙胺 、 三氯氧磷 作用下， 以 二氯甲烷 、 水 、 二甲基亚砜 为溶剂， 反应 5.5h， 生成 N-(7-bromo-9,9-dibutylfluoren-2-yl)-2-(7-bromo-9,9-dibutylfluoren-2-yl)isoindole-1-carboxamide
  参考文献：
  名称：

  Synthesis of fluorescent fluorene–isoindole-containing mono- and oligomers

  摘要：

  Novel fluorene-isoindole-containing light-emitting mono- and oligomers were prepared. The synthesis of the monomers N-(4-bromo-phenyl)-2-(7-bromo-9,9-diethylfluoren-2-yl)-isoindole-1-carboxamide, N-(7-bromo-9,9-dibutylfluoren-2-yl)-2-(7-bromo-9,9-dibutylfluoren-2-yl)-isoindole-1-carboxamide, and N-[7-bromo-9,9-bis(2-ethylhexyl)-fluoren-2-yl]-2-[7-bromo-9,9-bis(2-ethylhexyl)-fluoren-2-yl]-isoindole -1-carboxamide was carried out by a three-component reaction of ortho-phthalaldehyde with the corresponding amine and isocyanide partners. The Ni(0) mediated polymerization reactions of the obtained monomers gave the corresponding mixture of oligomers from two up to twelve repeat units. The optical properties were also studied and it was found that the phenylene-containing oligomer emitted green light in dichloromethane solution, while both difluorene-containing oligomers, under the same conditions, proved to be blue light-emitters with good quantum efficiency. (C) 2014 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2014.04.018

文献信息

• Synthesis of fluorescent fluorene–isoindole-containing mono- and oligomers
  作者：László Lázár、Miklós Nagy、Dávid Rácz、Miklós Zsuga、Sándor Kéki

  DOI：10.1016/j.tet.2014.04.018

  日期：2014.6

  Novel fluorene-isoindole-containing light-emitting mono- and oligomers were prepared. The synthesis of the monomers N-(4-bromo-phenyl)-2-(7-bromo-9,9-diethylfluoren-2-yl)-isoindole-1-carboxamide, N-(7-bromo-9,9-dibutylfluoren-2-yl)-2-(7-bromo-9,9-dibutylfluoren-2-yl)-isoindole-1-carboxamide, and N-[7-bromo-9,9-bis(2-ethylhexyl)-fluoren-2-yl]-2-[7-bromo-9,9-bis(2-ethylhexyl)-fluoren-2-yl]-isoindole -1-carboxamide was carried out by a three-component reaction of ortho-phthalaldehyde with the corresponding amine and isocyanide partners. The Ni(0) mediated polymerization reactions of the obtained monomers gave the corresponding mixture of oligomers from two up to twelve repeat units. The optical properties were also studied and it was found that the phenylene-containing oligomer emitted green light in dichloromethane solution, while both difluorene-containing oligomers, under the same conditions, proved to be blue light-emitters with good quantum efficiency. (C) 2014 Published by Elsevier Ltd.