3,3'-(2,7-dibromo-9H-fluorene-9,9-diyl)bis(9-phenyl-9H-carbazole) | 1207299-19-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3,3'-(2,7-dibromo-9H-fluorene-9,9-diyl)bis(9-phenyl-9H-carbazole)
• 英文别名: 3-[2,7-Dibromo-9-(9-phenylcarbazol-3-yl)fluoren-9-yl]-9-phenylcarbazole；3-[2,7-dibromo-9-(9-phenylcarbazol-3-yl)fluoren-9-yl]-9-phenylcarbazole
• CAS: 1207299-19-1
• 化学式: C₄₉H₃₀Br₂N₂
• 分子量: 806.599
• InChiKey: ONEBVMMCXZHFAV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.2
• 重原子数：
  53
• 可旋转键数：
  4
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.02
• 拓扑面积：
  9.9
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  3,3'-(2,7-dibromo-9H-fluorene-9,9-diyl)bis(9-phenyl-9H-carbazole) 、 1-芘硼酸 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 乙醇 、 水 、 甲苯 为溶剂， 反应 24.0h， 以77%的产率得到9-Phenyl-3-[9-(9-phenylcarbazol-3-yl)-2,7-di(pyren-1-yl)fluoren-9-yl]carbazole
  参考文献：
  名称：

  High-Efficiency Nondoped Deep-Blue-Emitting Organic Electroluminescent Device

  摘要：

  A new blue emitter, 9,9-bis-(3- (9-phenyl-carbazoyl))-2,7-dipryenylfluorene (DCDPF), has been synthesized and characterized. Organic light-emitting devices (OLEDs) using DCDPF as a non-doped emitter exhibits deep-blue emission with a peak at 458 nm and CIE coordinates of (0.15, 0.15). The maximum efficiency of the device is 4.4 cd/A (3.1 lm/W). The results suggest that the introduction of carbazole units at the 9-position of fluorene provides an effective way to suppress molecular aggregation which would cause red shift in emission.

  DOI：

  10.1021/cm100100w
• 作为产物：
  描述：

  N-苯基咔唑 、 2,7-二溴-9-芴酮 在 甲烷磺酸 作用下， 反应 10.0h， 以72%的产率得到3,3'-(2,7-dibromo-9H-fluorene-9,9-diyl)bis(9-phenyl-9H-carbazole)
  参考文献：
  名称：

  基于具有咔唑-芴基杂化体的基质材料的高效橙色和暖白色磷光OLED

  摘要：

  一种新的咔唑-芴杂化物3,3'（2,7-二（萘-2-基）-9H-芴-9,9-二基）双（9-苯基-9H-咔唑）（NFBC）为合成和表征。该化合物在溶液和薄膜中均显示蓝紫色发射，峰中心位于404和420 nm。除了用作蓝光发射器之外，还证明了NFBC是磷光掺杂剂的良好基质。通过在NFBC中掺杂Ir（2-phq）3，可获得最大效率为32 cd A -1（26.5 Lm W -1）的高效橙色有机发光二极管（OLED）。与大多数磷光OLED不同，我们研究中制备的器件在高亮度下几乎没有效率下降，并且保持了31.9和26.8 cd A -1的电流效率分别在1000和10000 cd m -2的亮度下。通过同时使用NFBC作为蓝色荧光发射体和磷光掺杂剂的主体，还获得了最大效率为22.9 Lm W -1（21.9 cd A -1）的暖白色OLED 。

  DOI：

  10.1002/asia.201400129

文献信息

• A new multifunctional fluorenyl carbazole hybrid for high performance deep blue fluorescence, orange phosphorescent host and fluorescence/phosphorescence white OLEDs
  作者：Chuan Wu、Silu Tao、Mingming Chen、Hin-Wai Mo、Tsz Wai Ng、Xiaoke Liu、Xiaohong Zhang、Weiming Zhao、Chun-Sing Lee

  DOI：10.1016/j.dyepig.2012.12.028

  日期：2013.5

  A new multifunctional host material, 3,3'-(2,7-di(quinolin-8-yl)-9H-fluorene-9,9-diyl)bis(9-phenyl-9H-carbazole) has been designed, synthesized and used in high performance OLEDs. This tetrasubstituted fluorene was found to have good morphological and thermal stability with a high glass transition temperature of 192 degrees C and a decomposition temperature of 480 degrees C. A non-doped tri-layer blue fluorescent device based on this tetrasubstituted fluorene shows a deep blue emission with a Commission Internationale de L'Eclairage coordinates of (0.16, 0.10) and a maximum power efficiency of 1.1 lm/W. An orange phosphorescent device using this tetrasubstituted fluorene as a host in conjunction with an iridium complex as dopant exhibits a maximum power efficiency of 21.0 lm/W, which is much higher than that of a biscarbazolylbiphenyl-based control device (11.5 lm/W) with the same device structure. Furthermore, by using the tetrasubstituted fluorene as a blue florescent emitter and a host for phosphorescent dopant, a white emitting OLED with a maximum power efficiency of 22.5 lm/W and CIE coordinates of (0.38, 0.33) were obtained. These results show that this tetrasubstituted fluorene is a versatile multifunctional material for OLED applications. (C) 2013 Elsevier Ltd. All rights reserved.
• High-Efficiency Nondoped Deep-Blue-Emitting Organic Electroluminescent Device
  作者：Silu Tao、Yechun Zhou、Chun-Sing Lee、Xiaohong Zhang、Shuit-Tong Lee

  DOI：10.1021/cm100100w

  日期：2010.3.23

  A new blue emitter, 9,9-bis-(3- (9-phenyl-carbazoyl))-2,7-dipryenylfluorene (DCDPF), has been synthesized and characterized. Organic light-emitting devices (OLEDs) using DCDPF as a non-doped emitter exhibits deep-blue emission with a peak at 458 nm and CIE coordinates of (0.15, 0.15). The maximum efficiency of the device is 4.4 cd/A (3.1 lm/W). The results suggest that the introduction of carbazole units at the 9-position of fluorene provides an effective way to suppress molecular aggregation which would cause red shift in emission.
• Highly Efficient Orange and Warm White Phosphorescent OLEDs Based on a Host Material with a Carbazole-Fluorenyl Hybrid
  作者：Xiaoyang Du、Yun Huang、Silu Tao、Xiaoxia Yang、Chuan Wu、Huaixin Wei、Mei-Yee Chan、Vivian Wing-Wah Yam、Chun-Sing Lee

  DOI：10.1002/asia.201400129

  日期：2014.6

  420 nm. In addition to the application as a blue emitter, NFBC is demonstrated to be a good host for phosphorescent dopants. By doping Ir(2‐phq)3 in NFBC, a highly efficient orange organic light‐emitting diode (OLED) with a maximum efficiency of 32 cd A−1 (26.5 Lm W−1) was obtained. Unlike most phosphorescent OLEDs, the device prepared in our study shows little efficiency roll‐off at high brightness and

  一种新的咔唑-芴杂化物3,3'（2,7-二（萘-2-基）-9H-芴-9,9-二基）双（9-苯基-9H-咔唑）（NFBC）为合成和表征。该化合物在溶液和薄膜中均显示蓝紫色发射，峰中心位于404和420 nm。除了用作蓝光发射器之外，还证明了NFBC是磷光掺杂剂的良好基质。通过在NFBC中掺杂Ir（2-phq）3，可获得最大效率为32 cd A -1（26.5 Lm W -1）的高效橙色有机发光二极管（OLED）。与大多数磷光OLED不同，我们研究中制备的器件在高亮度下几乎没有效率下降，并且保持了31.9和26.8 cd A -1的电流效率分别在1000和10000 cd m -2的亮度下。通过同时使用NFBC作为蓝色荧光发射体和磷光掺杂剂的主体，还获得了最大效率为22.9 Lm W -1（21.9 cd A -1）的暖白色OLED 。