9-phenyl-3-(3-(1-phenyl-1H-benzo[d]imidazol-2-yl)phenyl)-9Hcarbazole | 1384321-94-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 9-phenyl-3-(3-(1-phenyl-1H-benzo[d]imidazol-2-yl)phenyl)-9Hcarbazole
• 英文别名: 9-Phenyl-3-[3-(1-phenylbenzimidazol-2-yl)phenyl]carbazole；9-phenyl-3-[3-(1-phenylbenzimidazol-2-yl)phenyl]carbazole
• CAS: 1384321-94-1
• 化学式: C₃₇H₂₅N₃
• 分子量: 511.626
• InChiKey: LWEOIBODAFUVEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.5
• 重原子数：
  40
• 可旋转键数：
  4
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  22.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-(3-溴苯基)-1-苯基-1H-苯并咪唑 、 9-苯基-9H-咔唑-3-硼酸哪醇酯 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92%的产率得到9-phenyl-3-(3-(1-phenyl-1H-benzo[d]imidazol-2-yl)phenyl)-9Hcarbazole
  参考文献：
  名称：

  Benzimidazole–carbazole-based bipolar hosts for high efficiency blue and white electrophosphorescence applications

  摘要：

  设计合成了一系列新型双极蓝色磷光主体材料mBICP、mBINCP和mBIPhCP，其综合性能优于广泛使用的磷光主体1,3-二(9H-咔唑-9-基)苯(mCP)。通过将不同的咔唑部分与苯并咪唑连接，可以对这些主体材料的热、光物理和电化学性能进行微调。与mCP相比，mBICP（Tg=84℃）和mBIPhCP（Tg=103℃）表现出较高的形态稳定性。理论计算表明，这些材料的HOMO/LUMO轨道主要分别分散在给电子基团和受电子基团上。使用 mBICP 作为主体制造的蓝色 PhOLED 器件的最大外量子效率 (ΔEQE,max) 为 18.7%，最大功率效率 (ΔP,max) 为 33.6 lm W-1。有趣的是，在1000 cd m±2的高亮度下，外量子效率（ΔEQE）仍然高达17.1%。此外，mBICP主导的双色、全荧光粉和单发射层白光器件实现了20.5%的最大外量子效率（ΔEQE,max），对应于最大功率效率（ΔP,max） 53.3 lm W-1。

  DOI：

  10.1039/c2jm31765f

文献信息

• OLED devices with improved lifetime using non-crystallizable molecular glass mixture hosts
  申请人：Molecular Glasses, Inc.

  公开号：US10593886B2

  公开（公告）日：2020-03-17

  An OLED multilayer electroluminescent device includes a cathode, an anode, a light-emitting layer (LEL) disposed therebetween, and charge-transporting layers disposed between (A) the cathode and the light-emitting layer, (B) the anode and the light-emitting layer, or (C) both (A) and (B). The light-emitting layer (LEL) includes a host material and an emitter. The host material includes a high-entropy non-crystallizable molecular glass mixture, which includes hole-transporting capabilities, electron-transporting capabilities, or ambipolar capabilities. The ambipolar capabilities include hole-transporting capabilities and electron-transporting capabilities.

  一种 OLED 多层电致发光器件包括一个阴极、一个阳极、一个设置在其间的发光层 (LEL)，以及设置在 (A) 阴极和发光层之间、(B) 阳极和发光层之间或 (C) (A) 和 (B) 之间的电荷传输层。发光层（LEL）包括主材料和发射器。主材料包括高熵非结晶分子玻璃混合物，它具有空穴传输能力、电子传输能力或双极性能力。伏极性能力包括空穴传输能力和电子传输能力。
• OLED DEVICES WITH IMPROVED LIFETIME USING NON-CRYSTALLIZABLE MOLECULAR GLASS MIXTURE HOSTS
  申请人：Molecular Glasses, Inc.

  公开号：US20170237004A1

  公开（公告）日：2017-08-17

  An OLED multilayer electroluminescent device includes a cathode, an anode, a light-emitting layer (LEL) disposed therebetween, and charge-transporting layers disposed between (A) the cathode and the light-emitting layer, (B) the anode and the light-emitting layer, or (C) both (A) and (B). The light-emitting layer (LEL) includes a host material and an emitter. The host material includes a high-entropy non-crystallizable molecular glass mixture, which includes hole-transporting capabilities, electron-transporting capabilities, or ambipolar capabilities. The ambipolar capabilities include hole-transporting capabilities and electron-transporting capabilities.
• SOLVENT COATABLE OLED EMITTER COMPOSITION CONTAINING NON-PLASMONIC MOLECULAR NOBLE METAL NANOPARTICLES AND EMITTER MATERIALS IN NONCRYSTALLIZABLE MOLECULAR ORGANIC SEMICONDUCTORS
  申请人：Molecular Glasses, Inc.

  公开号：US20190074467A1

  公开（公告）日：2019-03-07

  Embodiments of this disclosure includes a solvent coatable emitter composition that includes an emitter material; and noble metal nanoparticles having a median size of less than or equal to 5 nanometers, wherein the size distribution is less than 20%.
• [EN] SOLVENT COATABLE OLED EMITTER COMPOSITION CONTAINING NON-PLASMONIC MOLECULAR NOBLE METAL NANOPARTICLES AND EMITTER MATERIALS IN NONCRYSTALLIZABLE MOLECULAR ORGANIC SEMICONDUCTORS<br/>[FR] COMPOSITION D'ÉMETTEUR OLED POUVANT ÊTRE ENDUITE D'UN SOLVANT CONTENANT DES NANOPARTICULES DE MÉTAL NOBLE MOLÉCULAIRE NON PLASMONIQUE ET DES MATÉRIAUX ÉMETTEURS DANS DES SEMI-CONDUCTEURS ORGANIQUES MOLÉCULAIRES NON CRISTALLISABLES
  申请人：MOLECULAR GLASSES INC

  公开号：WO2019046759A1

  公开（公告）日：2019-03-07

  Embodiments of this disclosure includes a solvent coatable emitter composition that includes an emitter material; and noble metal nanoparticles having a median size of less than or equal to 5 nanometers, wherein the size distribution is less than plus or minus 20%.
• Benzimidazole–carbazole-based bipolar hosts for high efficiency blue and white electrophosphorescence applications
  作者：Hong Huang、Xiao Yang、Biao Pan、Lei Wang、Jiangshan Chen、Dongge Ma、Chuluo Yang

  DOI：10.1039/c2jm31765f

  日期：——

  A series of novel bipolar blue phosphorescent host materials mBICP, mBINCP and mBIPhCP have been designed and synthesized, which comprehensively outperform the widely used phosphorescent host, 1,3-di(9H-carbazol-9-yl)benzene (mCP). The thermal, photophysical and electrochemical properties of these host materials were finely tuned through linking different carbazole moieties to the benzimidazole. mBICP (Tg = 84 °C) and mBIPhCP (Tg = 103 °C) exhibit high morphological stabilities in comparison with mCP. Theoretical calculations show that the HOMO/LUMO orbitals of these materials are mainly dispersed on the electron donating and electron accepting groups, respectively. A blue PhOLED device fabricated using mBICP as the host exhibits a maximum external quantum efficiency (ηEQE,max) of 18.7% and a maximum power efficiency (ηP,max) of 33.6 lm W−1. Interestingly, the external quantum efficiencies (ηEQE) are still as high as 17.1% at a high luminance of 1000 cd m−2. Furthermore, the two-color, all-phosphor and single-emitting-layer white device hosted by mBICP achieved a maximum external quantum efficiency (ηEQE,max) of 20.5% corresponding to a maximum power efficiency (ηP,max) of 53.3 lm W−1.

  设计合成了一系列新型双极蓝色磷光主体材料mBICP、mBINCP和mBIPhCP，其综合性能优于广泛使用的磷光主体1,3-二(9H-咔唑-9-基)苯(mCP)。通过将不同的咔唑部分与苯并咪唑连接，可以对这些主体材料的热、光物理和电化学性能进行微调。与mCP相比，mBICP（Tg=84℃）和mBIPhCP（Tg=103℃）表现出较高的形态稳定性。理论计算表明，这些材料的HOMO/LUMO轨道主要分别分散在给电子基团和受电子基团上。使用 mBICP 作为主体制造的蓝色 PhOLED 器件的最大外量子效率 (ΔEQE,max) 为 18.7%，最大功率效率 (ΔP,max) 为 33.6 lm W-1。有趣的是，在1000 cd m±2的高亮度下，外量子效率（ΔEQE）仍然高达17.1%。此外，mBICP主导的双色、全荧光粉和单发射层白光器件实现了20.5%的最大外量子效率（ΔEQE,max），对应于最大功率效率（ΔP,max） 53.3 lm W-1。