2-(naphthalen-2-yl)-9H-fluoren-9-one | 1254574-70-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 2-(naphthalen-2-yl)-9H-fluoren-9-one
• 英文别名: 2-Naphthalen-2-ylfluoren-9-one；2-naphthalen-2-ylfluoren-9-one
• CAS: 1254574-70-3
• 化学式: C₂₃H₁₄O
• 分子量: 306.364
• InChiKey: TZFLXZBCXCPQJC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-(naphthalen-2-yl)-9H-fluoren-9-one 在 sodium tetrahydroborate 、 三溴化磷 、 锌 作用下， 以 二硫化碳 、 二氯甲烷 为溶剂， 生成 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：

  9-芴酮 在 四丁基溴化铵 、 溴 、 palladium diacetate 、 potassium carbonate 作用下， 以 乙醇 、 水 为溶剂， 生成 2-(naphthalen-2-yl)-9H-fluoren-9-one
  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

• [EN] MATERIALS FOR ORGANIC ELECTROLUMINESCENT DEVICES<br/>[FR] MATIÈRES POUR DISPOSITIFS ÉLECTROLUMINESCENTS ORGANIQUES
  申请人：MERCK PATENT GMBH

  公开号：WO2017102063A1

  公开（公告）日：2017-06-22

  The present invention relates to compounds of the formula (1) which are suitable for use in electronic devices, in particular organic electroluminescent devices, and to electronic devices which comprise these compounds.

  本发明涉及式（1）的化合物，其适用于电子设备，特别是有机电致发光设备，并且涉及包含这些化合物的电子设备。
• MATERIALS FOR ORGANIC ELECTROLUMINESCENT DEVICES
  申请人：Merck Patent GmbH

  公开号：EP3390365B1

  公开（公告）日：2021-04-14
• 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.