9-bromo-2-(naphthalene-2-yl)-9H-fluorene | 1311165-28-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 9-bromo-2-(naphthalene-2-yl)-9H-fluorene
• 英文别名: 9-bromo-2-naphthalen-2-yl-9H-fluorene
• CAS: 1311165-28-2
• 化学式: C₂₃H₁₅Br
• 分子量: 371.276
• InChiKey: ICCPVBVDNDOBFB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  蒽 、 9-bromo-2-(naphthalene-2-yl)-9H-fluorene 在 锌 作用下， 以 二硫化碳 为溶剂， 以57%的产率得到9-(2-(naphthalene-2-yl)-9H-fluoren-9-yl)anthracene
  参考文献：
  名称：

  Novel blue luminescent materials for organic light-emitting diodes based on C9-fluorenyl anthracenes

  摘要：

  A series of twisted fluorenyl anthracenes linked by a rigid sp(3)-hybridized carbon atom, containing an end-capping aryl substituent at either the C2-position of fluorene or at the C10-position of anthracene, have been synthesized and characterized. These materials exhibited good thermal stabilities and amorphous properties. Theoretical calculations and X-ray diffraction studies revealed that the six blue emitters possess non-coplanar structures to suppress intermolecular interactions. The relationship between the chemical structures with different end-capping groups and the electroluminescent properties has been investigated. Organic light-emitting diodes utilizing 9-(2-phenyl-9H-fluoren-9-yl) anthracene as the emitter exhibited deep-blue emissions CIE x, y (0.166, 0.153) with a current efficiency of 1.47 cd/A, external quantum efficiency of 1.84% at 20 mA/cm(2) and a maximum brightness of 3013 cd/m(2) at 11 V. It was found that the introduction of the aryl substituents to the C2 position of fluorene could improve the performance of OLEDs based on C9-fluorenyl anthracenes. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2012.10.013
• 作为产物：
  描述：

  2-溴-9-芴酮 在 sodium tetrahydroborate 、 四丁基溴化铵 、 palladium diacetate 、 三溴化磷 、 potassium carbonate 作用下， 以 乙醇 、 二氯甲烷 、 水 为溶剂， 生成 9-bromo-2-(naphthalene-2-yl)-9H-fluorene
  参考文献：
  名称：

  Novel blue luminescent materials for organic light-emitting diodes based on C9-fluorenyl anthracenes

  摘要：

  A series of twisted fluorenyl anthracenes linked by a rigid sp(3)-hybridized carbon atom, containing an end-capping aryl substituent at either the C2-position of fluorene or at the C10-position of anthracene, have been synthesized and characterized. These materials exhibited good thermal stabilities and amorphous properties. Theoretical calculations and X-ray diffraction studies revealed that the six blue emitters possess non-coplanar structures to suppress intermolecular interactions. The relationship between the chemical structures with different end-capping groups and the electroluminescent properties has been investigated. Organic light-emitting diodes utilizing 9-(2-phenyl-9H-fluoren-9-yl) anthracene as the emitter exhibited deep-blue emissions CIE x, y (0.166, 0.153) with a current efficiency of 1.47 cd/A, external quantum efficiency of 1.84% at 20 mA/cm(2) and a maximum brightness of 3013 cd/m(2) at 11 V. It was found that the introduction of the aryl substituents to the C2 position of fluorene could improve the performance of OLEDs based on C9-fluorenyl anthracenes. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2012.10.013

文献信息

• Novel blue luminescent materials for organic light-emitting diodes based on C9-fluorenyl anthracenes
  作者：Wen Wan、Heliang Du、Jing Wang、Yuping Le、Haizhen Jiang、Hua Chen、Shizheng Zhu、Jian Hao

  DOI：10.1016/j.dyepig.2012.10.013

  日期：2013.3

  A series of twisted fluorenyl anthracenes linked by a rigid sp(3)-hybridized carbon atom, containing an end-capping aryl substituent at either the C2-position of fluorene or at the C10-position of anthracene, have been synthesized and characterized. These materials exhibited good thermal stabilities and amorphous properties. Theoretical calculations and X-ray diffraction studies revealed that the six blue emitters possess non-coplanar structures to suppress intermolecular interactions. The relationship between the chemical structures with different end-capping groups and the electroluminescent properties has been investigated. Organic light-emitting diodes utilizing 9-(2-phenyl-9H-fluoren-9-yl) anthracene as the emitter exhibited deep-blue emissions CIE x, y (0.166, 0.153) with a current efficiency of 1.47 cd/A, external quantum efficiency of 1.84% at 20 mA/cm(2) and a maximum brightness of 3013 cd/m(2) at 11 V. It was found that the introduction of the aryl substituents to the C2 position of fluorene could improve the performance of OLEDs based on C9-fluorenyl anthracenes. (C) 2012 Elsevier Ltd. All rights reserved.