9-{3-[3,5-bis(pyridin-2-yl)-1H-1,2,4-triazol-1-yl]phenyl}-9H-carbazole | 1361953-33-4

• 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-{3-[3,5-bis(pyridin-2-yl)-1H-1,2,4-triazol-1-yl]phenyl}-9H-carbazole
• 英文别名: 9-[3-(3,5-dipyridin-2-yl-1,2,4-triazol-1-yl)phenyl]carbazole
• CAS: 1361953-33-4
• 化学式: C₃₀H₂₀N₆
• 分子量: 464.529
• InChiKey: ACGMKCJBLVIBNC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  36
• 可旋转键数：
  4
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  61.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,3-二碘苯 、 咔唑 在 copper(l) iodide 、 1,10-菲罗啉 、 potassium carbonate 作用下， 以 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 36.0h， 生成 9-{3-[3,5-bis(pyridin-2-yl)-1H-1,2,4-triazol-1-yl]phenyl}-9H-carbazole
  参考文献：
  名称：

  Phenylcarbazole-dipyridyl triazole hybrid as bipolar host material for phosphorescent OLEDs

  摘要：

  合成并测试了同时具有苯基咔唑和 3,5-双（2-吡啶基）-1,2,4-三唑分子的两种双极主材料 p-cbtz 和 m-cbtz，用于制造各种磷光 OLED。1,2,4-三唑片段的sp3杂化氮原子破坏了电子捐赠的9-苯基咔唑和电子接受的3,5-双（2-吡啶基）-1,2,4-三唑之间的π-共轭，因此表现出良好的特性，如双极电荷传输特性（10-5-10-6 cm2V-1s-1）和相对较高的三重能隙（ET = 2.82-2.75 eV）。因此，它们被用作各种磷光 OLED 的通用宿主，显示出较高的效率和较低的效率衰减。例如，m-cbtz 承载的器件在蓝色、绿色、黄色和红色发光 OLED 中的最大外部量子效率（ηext）分别为 8.8%、16.7%、17.5% 和 16.7%。此外，我们还制备了具有共掺杂单发射层的双发射极 WOLED，其器件效率令人满意（12.4%，25 cd A-1，17 lm W-1），并且在 8 至 11 V 的外加电压下具有高度稳定的色度（CIEx = 0.26-0.27 和 CIEy = 0.38）。

  DOI：

  10.1039/c2jm15963e

文献信息

• NITROGEN-CONTAINING CONDENSED CYCLIC COMPOUNDS, FLUORESCENCE EMITTERS, ORGANIC ELECTROLUMINESCENT DEVICES, AND MATERIALS FOR ORGANIC ELECTROLUMINESCENT DEVICES
  申请人：Samsung Electronics Co., Ltd.

  公开号：US20220213113A1

  公开（公告）日：2022-07-07

  The present disclosure relates to a nitrogen-containing condensed cyclic compound having a particular structure and satisfying a particular condition. The present disclosure also relates to a fluorescence emitter that includes the nitrogen-containing condensed cyclic compound having a particular structure and is used together with a phosphorescent complex. In addition, the present disclosure relates to a material for the organic electroluminescent device, including the nitrogen-containing condensed cyclic compound having a particular structure and a phosphorescent complex. Moreover, the present disclosure relates to an organic electroluminescent device including the nitrogen-containing condensed cyclic compound, the fluorescence emitter, and the material for an organic electroluminescent device.
• Phenylcarbazole-dipyridyl triazole hybrid as bipolar host material for phosphorescent OLEDs
  作者：Wen-Yi Hung、Guan-Min Tu、Shou-Wei Chen、Yun Chi

  DOI：10.1039/c2jm15963e

  日期：——

  Two bipolar host materials p-cbtz and m-cbtz, with both phenylcarbazole and 3,5-bis(2-pyridyl)-1,2,4-triazole moieties, were synthesized and tested for fabrication of various phosphorescent OLEDs. The sp3-hybridized nitrogen atom of the 1,2,4-triazole fragment disrupted the π-conjugation between the electron donating 9-phenylcarbazole and the electron accepting 3,5-bis(2-pyridyl)-1,2,4-triazole and, thus, exhibited promising properties such as bipolar charge transport feature (10−5–10−6 cm2V−1s−1) and with relatively high triplet energy gaps (ET = 2.82–2.75 eV). As a result, they were utilized as universal hosts for various phosphorescent OLEDs, showing high efficiencies and low efficiency roll-off. For example, the devices hosted by m-cbtz achieve maximum external quantum efficiencies (ηext) of 8.8% for blue, 16.7% for green, 17.5% for yellow and 16.7% for red-emitting OLEDs. In addition, we also fabricated dual-emitter WOLEDs with a co-doped single emissive layer, exhibiting satisfactory device efficiencies (12.4%, 25 cd A−1, 17 lm W−1) and with highly stable chromaticity (CIEx = 0.26–0.27 and CIEy = 0.38) at an applied voltage of 8 to 11 V. These results demonstrated that the newly synthesized, phenylcarbazole-dipyridyl triazole host materials are advantageous for fabrication of various highly efficient phosphorescent OLEDs.

  合成并测试了同时具有苯基咔唑和 3,5-双（2-吡啶基）-1,2,4-三唑分子的两种双极主材料 p-cbtz 和 m-cbtz，用于制造各种磷光 OLED。1,2,4-三唑片段的sp3杂化氮原子破坏了电子捐赠的9-苯基咔唑和电子接受的3,5-双（2-吡啶基）-1,2,4-三唑之间的π-共轭，因此表现出良好的特性，如双极电荷传输特性（10-5-10-6 cm2V-1s-1）和相对较高的三重能隙（ET = 2.82-2.75 eV）。因此，它们被用作各种磷光 OLED 的通用宿主，显示出较高的效率和较低的效率衰减。例如，m-cbtz 承载的器件在蓝色、绿色、黄色和红色发光 OLED 中的最大外部量子效率（ηext）分别为 8.8%、16.7%、17.5% 和 16.7%。此外，我们还制备了具有共掺杂单发射层的双发射极 WOLED，其器件效率令人满意（12.4%，25 cd A-1，17 lm W-1），并且在 8 至 11 V 的外加电压下具有高度稳定的色度（CIEx = 0.26-0.27 和 CIEy = 0.38）。