2-bromo-5-[2-(carbazol-9-yl)-9,9-bis-n-hexylfluoren-7-yl]thiophene | 946854-04-2

• 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: 2-bromo-5-[2-(carbazol-9-yl)-9,9-bis-n-hexylfluoren-7-yl]thiophene
• CAS: 946854-04-2
• 化学式: C₄₁H₄₂BrNS
• 分子量: 660.761
• InChiKey: PLCCEQJCHOQMFL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.48
• 重原子数：
  44.0
• 可旋转键数：
  12.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  4.93
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-bromo-5-[2-(carbazol-9-yl)-9,9-bis-n-hexylfluoren-7-yl]thiophene 在 四(三苯基膦)钯 、 1,1'-bipyridyl N-溴代丁二酰亚胺(NBS) 、 sodium carbonate 、 三苯基膦 、 nickel dichloride 、 锌 作用下， 以 四氢呋喃 、 氯仿 、 N,N-二甲基乙酰胺 、 溶剂黄146 为溶剂， 反应 45.0h， 生成 5,5'''-bis[2-(carbazol-9-yl)-9,9-bis-n-hexylfluoren-7-yl]-2,2';5',2'';5'',2'''-quaterthiophene
  参考文献：
  名称：

  Synthesis and characterization of N-carbazole end-capped oligofluorene-thiophenes

  摘要：

  A series of novel N-carbazole end-capped oligofluorene-thiophenes with one, two, three, and four thiophene rings were synthesized using either palladium catalyzed cross-coupling reaction or nickel-catalyzed reductive dimerization. All the oligomers have been characterized by H-1, C-13 NMR, FTIR, UV-vis, PL spectroscopy and mass spectrometry. It has been demonstrated that the optical, thermal, and electrochemical properties of these materials can be tuned by varying the conjugation length of the oligothiophene segment. The terminal carbazole and fluorene moieties of the resulting materials are beneficial for their morphology, conjugation length, and solubility. These bright fluorescent, thermally and electrochemically stable compounds have potential applications as light-emitting and hole-transporting layers in organic light-emitting devices. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.06.017
• 作为产物：
  描述：

  2-[2-(carbazol-9-yl)-9,9-bis-n-hexylfluoren-7-yl]thiophene 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 氯仿 、 溶剂黄146 为溶剂， 反应 3.0h， 以96%的产率得到2-bromo-5-[2-(carbazol-9-yl)-9,9-bis-n-hexylfluoren-7-yl]thiophene
  参考文献：
  名称：

  Synthesis and characterization of N-carbazole end-capped oligofluorene-thiophenes

  摘要：

  A series of novel N-carbazole end-capped oligofluorene-thiophenes with one, two, three, and four thiophene rings were synthesized using either palladium catalyzed cross-coupling reaction or nickel-catalyzed reductive dimerization. All the oligomers have been characterized by H-1, C-13 NMR, FTIR, UV-vis, PL spectroscopy and mass spectrometry. It has been demonstrated that the optical, thermal, and electrochemical properties of these materials can be tuned by varying the conjugation length of the oligothiophene segment. The terminal carbazole and fluorene moieties of the resulting materials are beneficial for their morphology, conjugation length, and solubility. These bright fluorescent, thermally and electrochemically stable compounds have potential applications as light-emitting and hole-transporting layers in organic light-emitting devices. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.06.017