9-苯基-9H-369-三咔唑 | 211685-96-0

• 物质功能分类: 医药中间体 - 杂环化合物
• 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
• 中文名称: 9-苯基-9H-369-三咔唑
• 英文名称: 3,6-di(9H-carbazol-9-yl)-9-phenyl-9H-carbazole
• 英文别名: 9'-phenyl-9'H-9,3':6',9''-tercarbazole；N-phenyl-3,6-di(N-carbazolyl)carbazole；3,6-bis(N-carbazolyl)-N-phenylcarbazole；N-phenyl-3,6-bis(carbazol-9-yl)-carbazole；3,6-di(carbazol-9-yl)-9-phenylcarbazole
• CAS: 211685-96-0
• 化学式: C₄₂H₂₇N₃
• 分子量: 573.696
• InChiKey: ZEGYQBGJQMTXKA-UHFFFAOYSA-N

物化性质

• 熔点：
  281-286°C
• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  11.1
• 重原子数：
  45
• 可旋转键数：
  3
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  14.8
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• WGK Germany：
  3
• 危险性防范说明：
  P264,P280,P302+P352,P337+P313,P305+P351+P338,P362+P364,P332+P313
• 危险性描述：
  H315,H319

反应信息

• 作为产物：
  描述：

  碘苯 在 tris-(dibenzylideneacetone)dipalladium(0) 、 N-溴代丁二酰亚胺(NBS) 、 copper(l) iodide 、 1,10-菲罗啉 、 三叔丁基膦 、 potassium carbonate 、 sodium t-butanolate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 60.0h， 生成 9-苯基-9H-369-三咔唑
  参考文献：
  名称：

  High-triplet-energy tri-carbazole derivatives as host materials for efficient solution-processed blue phosphorescent devices

  摘要：

  一种新型的可溶液加工的基于咔唑的主材料，包括3,6-bis(N-carbazolyl)-N-phenylcarbazole (BCC-36)、3,6-bis(3,6-di-tert-butyl-9-carbazolyl)-N-phenylcarbazole (BTCC-36)、2,7-bis(N-carbazolyl)-N-phenylcarbazole (BCC-27)和2,7-bis(3,6-di-tert-butyl-9-carbazolyl)-N-phenylcarbazole (BTCC-27)，被设计和合成。由于高度扭曲的构型，这些主材料展现出高的三重态能级（2.90–3.02 eV）和高的玻璃转变温度（147–210 °C）。它们还表现出合适的HOMO能级（−5.21–−5.36 eV），从而改善了载流子的注入特性。这些新化合物用于制造磷光有机发光二极管（OLED），作为与铱(III) bis(4,6-difluorophenylpyridinato)-picolinate（FIrpic）和铱(III) bis(4′,6′-difluorophenylpyridinato)tetrakis(1-pyrazolyl)borate（FIr6）掺杂的主材料，通过旋涂工艺制备。基于FIrpic的蓝光发射器件的最佳性能具有较低的开启电压为3.9 V，最高效率为27.2 cd A−1（11.8 lm W−1），以及最大外量子效率为14.0%。此外，基于FIr6的深蓝光发射器件的最佳性能表现为启动电压4.9 V，最高效率为11.5 cd A−1（4.9 lm W−1），以及最大外量子效率为6.8%。这些性能数据在溶液加工的蓝色磷光OLED中表现突出。

  DOI：

  10.1039/c0jm03365k

文献信息

• N-phenyl triscarbazole
  申请人：Solvay SA

  公开号：EP2433928A1

  公开（公告）日：2012-03-28

  The present invention relates to a novel triscarbazole compound having substituent on N-phenyl, which can be represented by Formula (I). wherein R1 is selected from the group consisting of halogen or alkyl or alkoxy group having 1 to 20 carbon atoms wherein one or more hydrogen atom may be replaced by halogen; RA, RB, Rc, RD and RE are any of substituents; and i, j, k, l and m are same or different at each occurrence and represent an integer from 0 to 4. By introduction of the substituent on N-phenyl, the device efficiency, stability and lifetime can be increased while maintaining the solubility. These compounds can be used in various organic devices such as organic light emitting diodes, photovoltaic cells or organic semiconductor devices.

  本发明涉及一种在N-苯基上具有取代基的新型三咔唑化合物，其可以用式（I）表示。其中R1选自卤素、烷基或含有1至20个碳原子的烷氧基团，其中一个或多个氢原子可被卤素取代；RA、RB、Rc、RD和RE是任意的取代基；i、j、k、l和m在每次出现时相同或不同，并表示从0到4的整数。通过在N-苯基上引入取代基，可以提高器件的效率、稳定性和寿命，同时保持溶解性。这些化合物可用于各种有机器件，如有机发光二极管、光伏电池或有机半导体器件。
• [EN] N-PHENYL TRISCARBAZOLE<br/>[FR] N-PHÉNYL TRISCARBAZOLE
  申请人：SOLVAY

  公开号：WO2012025510A1

  公开（公告）日：2012-03-01

  The present invention relates to a novel triscarbazole compound having substituent on N-phenyl, which can be represented by Formula (I). wherein R1 is selected from the group consisting of hydrogen, halogen or alkyl or alkoxy group having 1 to 20 carbon atoms wherein at least one hydrogen atom is optionally replaced by halogen; RA, RB, RC, RD and RE are any of substituents other than hydrogen wherein at least two of R1 and RA may further form a fused ring; and i, j, k, l and m are same or different at each occurrence and represent an integer from 0 to 4, with the proviso that when R1 is hydrogen, i is not 0. By introduction of the substituent on N-phenyl, the device efficiency, stability and lifetime can be increased while maintaining the solubility. These compounds can be used in various organic devices such as organic light emitting diodes, photovoltaic cells or organic semiconductor devices.

  本发明涉及一种具有N-苯基上取代基的新型三咔唑化合物，可以用化学式（I）表示。其中R1选自氢、卤素或具有1至20个碳原子的烷基或烷氧基组成的基团，其中至少有一个氢原子可以被卤素取代；RA、RB、RC、RD和RE是除氢之外的任何取代基，其中至少有两个R1和RA可以进一步形成融合环；i、j、k、l和m在每次出现时相同或不同，并表示0至4的整数，但当R1为氢时，i不为0。通过在N-苯基上引入取代基，可以增加器件的效率、稳定性和寿命，同时保持溶解性。这些化合物可用于各种有机器件，如有机发光二极管、光伏电池或有机半导体器件。
• Light-Emitting Element, Display Device, Electronic Device, and Lighting Device
  申请人：Semiconductor Energy Laboratory Co., Ltd.

  公开号：US20170025615A1

  公开（公告）日：2017-01-26

  Provided is a light-emitting element including a first organic compound, a second organic compound, and a guest material. The LUMO level of the first organic compound is lower than that of the second organic compound. The HOMO level of the first organic compound is lower than that of the second organic compound. The LUMO level of the guest material is higher than that of the first organic compound. The HOMO level of the guest material is higher than that of the second organic compound. An energy difference between the LUMO level and the HOMO level of the guest material is larger than an energy difference between the LUMO level of the first organic compound and the HOMO level of the second organic compound. The guest material can convert triplet excitation energy into light emission. The combination of first organic compound and the second organic compound can form an exciplex.

  提供的是一个包括第一有机化合物、第二有机化合物和客体材料的发光元件。第一有机化合物的LUMO能级低于第二有机化合物的LUMO能级。第一有机化合物的HOMO能级低于第二有机化合物的HOMO能级。客体材料的LUMO能级高于第一有机化合物的LUMO能级。客体材料的HOMO能级高于第二有机化合物的HOMO能级。客体材料的LUMO能级和HOMO能级之间的能量差大于第一有机化合物的LUMO能级和第二有机化合物的HOMO能级之间的能量差。客体材料可以将三重激发能量转化为光发射。第一有机化合物和第二有机化合物的组合可以形成一个激基复合物。
• ORGANIC COMPOUND, ORGANIC LIGHT EMITTING DIODE AND ORGANIC LIGHT EMITTING DEVICE HAVING THE COMPOUND
  申请人：LG Display Co., Ltd.

  公开号：US20200199149A1

  公开（公告）日：2020-06-25

  Disclosed is an organic compound that includes a fused hetero aromatic moiety of a spiro structure as an electron donor and a triazine moiety as an electron acceptor that is linked to the electron donor via an arylene linker substituted with at least one electron withdrawing group, an organic light emitting diode and an organic light emitting device each of which applies the organic compound into at least one emitting unit. The organic compound enables the organic light emitting diode to increase its luminous efficiency and to improve its color purity.

  公开的是一种有机化合物，其中包括一个螺环结构的螺合杂环芳香基作为电子给体，以及一个三嗪基团作为电子受体，该三嗪基团通过含有至少一个电子吸引基团的芳基连接物与电子给体连接，以及应用该有机化合物到至少一个发光单元的有机发光二极管和有机发光器件。这种有机化合物使得有机发光二极管能够提高其发光效率并改善其色彩纯度。
• [EN] IRIDIUM COMPLEX, LIGHT-EMITTING ELEMENT, DISPLAY DEVICE, ELECTRONIC DEVICE, AND LIGHTING DEVICE<br/>[FR] COMPLEXE D'IRIDIUM, ÉLÉMENT ÉLECTROLUMINESCENT, DISPOSITIF D'AFFICHAGE, DISPOSITIF ÉLECTRONIQUE ET DISPOSITIF D'ÉCLAIRAGE
  申请人：SEMICONDUCTOR ENERGY LAB

  公开号：WO2016203350A1

  公开（公告）日：2016-12-22

  Provided is a light-emitting element with high emission efficiency. The light-emitting element includes a first organic compound, a second organic compound, and a guest material. The LUMO level of the first organic compound is lower than that of the second organic compound, and the HOMO level of the first organic compound is lower than that of the second organic compound. The LUMO level of a guest material is higher than that of the first organic compound, and the HOMO level of the guest material is lower than that of the second organic compound. The guest material has a function of converting triplet excitation energy into light emission. The first organic compound and the second organic compound form an exciplex.

  提供的是具有高发光效率的发光元件。该发光元件包括第一有机化合物、第二有机化合物和客体材料。第一有机化合物的LUMO能级低于第二有机化合物，第一有机化合物的HOMO能级低于第二有机化合物。客体材料的LUMO能级高于第一有机化合物，客体材料的HOMO能级低于第二有机化合物。客体材料具有将三重激发能量转化为光发射的功能。第一有机化合物和第二有机化合物形成一个激基复合物。