9-(4-(dimesitylboryl)phenyl)-9H-carbazole | 332350-52-4

• 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: 9-(4-(dimesitylboryl)phenyl)-9H-carbazole
• 英文别名: (4-Carbazol-9-ylphenyl)-bis(2,4,6-trimethylphenyl)borane
• CAS: 332350-52-4
• 化学式: C₃₆H₃₄BN
• 分子量: 491.484
• InChiKey: YJLIUTVOCYUGBO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.15
• 重原子数：
  38
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  9-(4-(dimesitylboryl)phenyl)-9H-carbazole 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 以62%的产率得到3,6-dibromo-9-(4-(dimesitylboryl)phenyl)-9H-carbazole
  参考文献：
  名称：

  Carbazole/fluorene copolymers with dimesitylboron pendants for blue light-emitting diodes

  摘要：

  A series of random and alternating carbazole/fluorene copolymers with various dimesitylboron-containing carbazole derivative contents were synthesized by Suzuki polymerization for use as a light-emitting layer in blue light-emitting diodes. Two carbazole derivatives, CzPhB and CzPhThB consisted of a carbazoyl group as the donor and a dimesitylboron group as the acceptor group, separated by phenyl and phenyl-thiophene groups pi-conjugated systems, respectively. The copolymers exhibited good thermal stability and blue emission in both solution and the solid state. Moreover, the CzPhB/fluorene and CzPhThB/fluorene copolymers exhibited a higher PL quantum efficiency than the fluorene-based homopolymer (POF). Higher brightness and larger current efficiency were observed for the CzPhB/fluorene and CzPhThB/fluorene copolymer-based devices compared to the POF-based device. Additionally, the CzPhThB/fluorene copolymer-based devices had better EL performances than the CzPhB/fluorene copolymer-based devices. The turn-on voltage, maximal brightness, and highest luminescence efficiency of the carbazole/fluorene copolymer-based devices were found to be 4.5-8.5 V. 436 cd/m(2), and 0.51 cd/A, respectively. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2010.12.060
• 作为产物：
  描述：

  1,4-二溴苯 在 正丁基锂 、 18-冠醚-6 、 potassium carbonate 作用下， 以 四氢呋喃 、 正己烷 、 邻二氯苯 为溶剂， 反应 29.0h， 生成 9-(4-(dimesitylboryl)phenyl)-9H-carbazole
  参考文献：
  名称：

  Carbazole/fluorene copolymers with dimesitylboron pendants for blue light-emitting diodes

  摘要：

  A series of random and alternating carbazole/fluorene copolymers with various dimesitylboron-containing carbazole derivative contents were synthesized by Suzuki polymerization for use as a light-emitting layer in blue light-emitting diodes. Two carbazole derivatives, CzPhB and CzPhThB consisted of a carbazoyl group as the donor and a dimesitylboron group as the acceptor group, separated by phenyl and phenyl-thiophene groups pi-conjugated systems, respectively. The copolymers exhibited good thermal stability and blue emission in both solution and the solid state. Moreover, the CzPhB/fluorene and CzPhThB/fluorene copolymers exhibited a higher PL quantum efficiency than the fluorene-based homopolymer (POF). Higher brightness and larger current efficiency were observed for the CzPhB/fluorene and CzPhThB/fluorene copolymer-based devices compared to the POF-based device. Additionally, the CzPhThB/fluorene copolymer-based devices had better EL performances than the CzPhB/fluorene copolymer-based devices. The turn-on voltage, maximal brightness, and highest luminescence efficiency of the carbazole/fluorene copolymer-based devices were found to be 4.5-8.5 V. 436 cd/m(2), and 0.51 cd/A, respectively. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2010.12.060

文献信息

• Synthesis of dimesitylborane-substituted phenylcarbazoles as bipolar host materials and the variation of the green PHOLED performance with the substituent position of the boron atom
  作者：Hong-Gu Jang、Bo Seong Kim、Jun Yeob Lee、Seok-Ho Hwang

  DOI：10.1039/c4dt00101j

  日期：——

  Two structural isomers of bipolar host materials containing the dimesitylborane moiety were synthesized and the quantum efficiency of their devices depends on the substituent position of the dimesitylborane moiety.

  含有二甲基苯硼酸酯基团的双极主体材料的两种结构异构体已合成，其器件的量子效率取决于二甲基苯硼酸酯基团的取代位置。
• Dimesitylarylborane-based luminescent emitters exhibiting highly-efficient thermally activated delayed fluorescence for organic light-emitting diodes
  作者：Yuichi Kitamoto、Taketo Namikawa、Takatsugu Suzuki、Yasuo Miyata、Hiroshi Kita、Tetsuo Sato、Shuichi Oi

  DOI：10.1016/j.orgel.2016.04.030

  日期：2016.7

  Triarylboranes are widely used as luminescent molecules. However, there are few reports focused on thermally activated delayed fluorescence (TADF) characteristics. In this study, new donor-acceptor triarylboranes exhibiting TADF characteristics are designed, synthesized, and applied to organic light-emitting diodes (OLEDs) as an emitter. Electro-accepting dimesitylphenylborane connected with carbazole

  三芳基硼烷被广泛用作发光分子。但是，很少有报道关注热活化延迟荧光（TADF）特性。在这项研究中，设计，合成具有TADF特性的新型供体-受体三芳基硼烷，并将其作为发射体应用于有机发光二极管（OLED）。仅用两步就可以合成与咔唑（7），9,9-二甲基ac啶（8）和吩恶嗪（9）连接的电子接受二甲苯乙烯基苯基硼烷，收率很好。化合物8和9表现出浅蓝色和绿色TADF，在甲苯中的PL量子产率分别为89％和87％。另一方面，化合物7显示正常的深蓝色荧光，没有TADF特征。密度泛函理论和随时间变化的密度泛函理论研究表明，施主单元的高电子供电能力以及交联亚苯基与施主单元之间的大二面角是由于HOMO和LUMO在空间上分开，从而降低了能隙在最低的单重态（S 1）和三重态（T 1）激发态之间，激子从T 1到S 1态的反向系统间交叉加速。使用化合物8和9作为发射体的OLED呈现浅蓝色和绿色发射，具有非常好的外部量子效率，分别为16
• Carbazole/fluorene copolymers with dimesitylboron pendants for blue light-emitting diodes
  作者：Ying-Hsiao Chen、Yu-Ying Lin、Yung-Chung Chen、Jiann T. Lin、Rong-Ho Lee、Wen-Jang Kuo、Ru-Jong Jeng

  DOI：10.1016/j.polymer.2010.12.060

  日期：2011.2

  A series of random and alternating carbazole/fluorene copolymers with various dimesitylboron-containing carbazole derivative contents were synthesized by Suzuki polymerization for use as a light-emitting layer in blue light-emitting diodes. Two carbazole derivatives, CzPhB and CzPhThB consisted of a carbazoyl group as the donor and a dimesitylboron group as the acceptor group, separated by phenyl and phenyl-thiophene groups pi-conjugated systems, respectively. The copolymers exhibited good thermal stability and blue emission in both solution and the solid state. Moreover, the CzPhB/fluorene and CzPhThB/fluorene copolymers exhibited a higher PL quantum efficiency than the fluorene-based homopolymer (POF). Higher brightness and larger current efficiency were observed for the CzPhB/fluorene and CzPhThB/fluorene copolymer-based devices compared to the POF-based device. Additionally, the CzPhThB/fluorene copolymer-based devices had better EL performances than the CzPhB/fluorene copolymer-based devices. The turn-on voltage, maximal brightness, and highest luminescence efficiency of the carbazole/fluorene copolymer-based devices were found to be 4.5-8.5 V. 436 cd/m(2), and 0.51 cd/A, respectively. (C) 2011 Elsevier Ltd. All rights reserved.