9-(5,3'-bis(methoxy)biphenyl-2-yl)-2-bromofluoren-9-ol | 1034472-28-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 9-(5,3'-bis(methoxy)biphenyl-2-yl)-2-bromofluoren-9-ol
• 英文别名: 2-Bromo-9-[4-methoxy-2-(3-methoxyphenyl)phenyl]fluoren-9-ol；2-bromo-9-[4-methoxy-2-(3-methoxyphenyl)phenyl]fluoren-9-ol
• CAS: 1034472-28-0
• 化学式: C₂₇H₂₁BrO₃
• 分子量: 473.366
• InChiKey: JQPNFSOVTYCKHA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  9-(5,3'-bis(methoxy)biphenyl-2-yl)-2-bromofluoren-9-ol 在 盐酸 、 溶剂黄146 作用下， 反应 36.0h， 生成 2-bromo-3',6'-bis(methoxy)-9,9'-spirobi[fluorene]
  参考文献：
  名称：

  Synthesis and Electrochemical Properties of Peripheral Carbazole Functional Ter(9,9-spirobifluorene)s

  摘要：

  [GRAPHICS]A facile approach for synthesis of spirobifluorene trimers with peripheral carbazole functional groups by utilizing Suzuki coupling as the key reaction has been developed. These novel compounds exhibit blue emission with high quantum yields in solution and thin films, and excellent spectral stability upon photoirradiati on and annealing in air. By the introduction of carbazole groups, the oxidation potentials of spirobifluorene trimers STCPC-6 and STCPC-4 were significantly lower than that of model compound STHPH without peripheral carbazole groups, which reflect that the title compounds process higher HOMO energy level and better hole-injection ability. Highly luminescent films were obtained by electrochemical coupling between carbazole units. Pure blue-emission single-layer LEDs based on electrochemical deposition films as light emitting layers were achieved.

  DOI：

  10.1021/jo8006094
• 作为产物：
  描述：

  2-溴-9-芴酮 、 1-溴-4-甲氧基-2-(3-甲氧基苯基)苯 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 25.0h， 生成 9-(5,3'-bis(methoxy)biphenyl-2-yl)-2-bromofluoren-9-ol
  参考文献：
  名称：

  Synthesis and Electrochemical Properties of Peripheral Carbazole Functional Ter(9,9-spirobifluorene)s

  摘要：

  [GRAPHICS]A facile approach for synthesis of spirobifluorene trimers with peripheral carbazole functional groups by utilizing Suzuki coupling as the key reaction has been developed. These novel compounds exhibit blue emission with high quantum yields in solution and thin films, and excellent spectral stability upon photoirradiati on and annealing in air. By the introduction of carbazole groups, the oxidation potentials of spirobifluorene trimers STCPC-6 and STCPC-4 were significantly lower than that of model compound STHPH without peripheral carbazole groups, which reflect that the title compounds process higher HOMO energy level and better hole-injection ability. Highly luminescent films were obtained by electrochemical coupling between carbazole units. Pure blue-emission single-layer LEDs based on electrochemical deposition films as light emitting layers were achieved.

  DOI：

  10.1021/jo8006094

文献信息

• Synthesis and Electrochemical Properties of Peripheral Carbazole Functional Ter(9,9-spirobifluorene)s
  作者：Shi Tang、Meirong Liu、Cheng Gu、Yang Zhao、Ping Lu、Dan Lu、Linlin Liu、Fangzhong Shen、Bing Yang、Yuguang Ma

  DOI：10.1021/jo8006094

  日期：2008.6.1

  [GRAPHICS]A facile approach for synthesis of spirobifluorene trimers with peripheral carbazole functional groups by utilizing Suzuki coupling as the key reaction has been developed. These novel compounds exhibit blue emission with high quantum yields in solution and thin films, and excellent spectral stability upon photoirradiati on and annealing in air. By the introduction of carbazole groups, the oxidation potentials of spirobifluorene trimers STCPC-6 and STCPC-4 were significantly lower than that of model compound STHPH without peripheral carbazole groups, which reflect that the title compounds process higher HOMO energy level and better hole-injection ability. Highly luminescent films were obtained by electrochemical coupling between carbazole units. Pure blue-emission single-layer LEDs based on electrochemical deposition films as light emitting layers were achieved.