9,9'-(5'-(3-(9H-carbazol-9-yl)phenyl)-[1,1':3',1''-terphenyl]-3,3''-diyl)bis(9H-carbazole) | 942222-99-3

• 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: 9,9'-(5'-(3-(9H-carbazol-9-yl)phenyl)-[1,1':3',1''-terphenyl]-3,3''-diyl)bis(9H-carbazole)
• 英文别名: 1,3,5-tris(3-(carbazol-9-yl)phenyl)benzene；9-[3-[3,5-Bis(3-carbazol-9-ylphenyl)phenyl]phenyl]carbazole
• CAS: 942222-99-3
• 化学式: C₆₀H₃₉N₃
• 分子量: 801.99
• InChiKey: MKDJDFHPCLLLPH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  16
• 重原子数：
  63
• 可旋转键数：
  6
• 环数：
  13.0
• 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

反应信息

• 作为产物：
  描述：

  1,3,5-三(3-溴苯基)苯 、 咔唑 在 copper(l) iodide 、 18-冠醚-6 、 potassium carbonate 作用下， 反应 12.0h， 以80%的产率得到9,9'-(5'-(3-(9H-carbazol-9-yl)phenyl)-[1,1':3',1''-terphenyl]-3,3''-diyl)bis(9H-carbazole)
  参考文献：
  名称：

  1,3,5-三苯苯基星爆基质材料的D / A比对蓝色电致磷光器件的影响：对比研究

  摘要：

  通过调节p型咔唑单元与n型二苯基氧化膦（DPPO）的比例，有目的地设计和合成了一系列由不同的周边修饰组成的中心1,3,5-三苯苯（TPB）骨架组成的一系列爆炸形主体材料。从0：3到3：0的单位。系统地研究了它们的光学，电化学和热学性质。通过逐渐调节D：外围基团的比率，DCzPOPB和CzDPOPB实现了所需的双极性特性。结果，用掺杂有FIrpic的主体制造的蓝色磷光有机发光二极管（PhOLED）达到了3.3 V的低启动电压，最大电流效率为32.2 cd A -1，最大外部量子效率为16.5％，最大发光度为22 440 cd m -2，并且效率较低。与单极性类似物相比，该器件的性能得到了显着改善。此外，对DPPO和咔唑单元的不同比例的系统研究揭示了这些爆炸形分子的结构与性质之间的关系，并为设计用于蓝色PhOLED的双极性主体提出了一条新途径。

  DOI：

  10.1039/c6ra07952k

文献信息

• Three-carbazole-armed host materials with various cores for RGB phosphorescent organic light-emitting diodes
  作者：Shi-Jian Su、Chao Cai、Junji Kido

  DOI：10.1039/c2jm14151e

  日期：——

  A series of three-carbazole-armed host materials containing various arylene cores, like benzene (1,3,5-tris(3-(carbazol-9-yl)phenyl)-benzene, TCPB), pyridine (2,4,6-tris(3-(carbazol-9-yl)phenyl)-pyridine, TCPY), and pyrimidine (2,4,6-tris(3-(carbazol-9-yl)phenyl)-pyrimidine, TCPM), were developed for red, green, and blue phosphorescent organic light-emitting diodes (OLEDs). An intramolecular charge transfer was observed for TCPY and TCPM with heterocyclic cores of pyridine and pyrimidine, giving bathochromic shifts in the photoluminescent spectrum and reduced energy band gaps in comparison with TCPB with a benzene core. In addition, lower energy singlet and triplet excited states, reduced lowest unoccupied molecular orbital (LUMO) energy level, smaller singlet–triplet exchange energy (ΔEST), and improved bipolarity were also achieved with introducing heterocycles of pyridine and pyrimidine instead of benzene. In contrast to the slightly decreased triplet energy (ET), a significantly decreased ΔEST was achieved by introducing heterocycles of pyridine and pyrimidine as the core, and the more nitrogen atoms in the central heterocycle, the smaller ΔEST is achieved. Reduced driving voltages were achieved for the green and red phosphorescent OLEDs by utilizing TCPY and TCPM as the host due to their decreased ΔEST and lower-lying LUMO energy level, proving that more carriers must be injected into the emitting layer through the host molecules rather than direct carrier trapping by the dopant. Moreover, improved efficiency and suppressed efficiency roll-off were also achieved for the green and red phosphorescent OLEDs based on TCPY and TCPM due to their improved bipolarity and thus improved carrier balance.

  一系列含有各种芳基核心的三咔唑臂主材料，如苯（1,3,5-三(3-(咔唑-9-基)苯基)-苯，TCPB）、吡啶（2,4,6-三(3-(咔唑-9-基)苯基)-吡啶，TCPY）和嘧啶（2,4,6-三(3-(咔唑-9-基)苯基)-嘧啶，TCPM）、TCPY）和嘧啶（2,4,6-三(3-(咔唑-9-基)苯基)-嘧啶，TCPM），开发出了红色、绿色和蓝色磷光有机发光二极管（OLED）。与以苯为核心的 TCPB 相比，以吡啶和嘧啶为杂环核心的 TCPY 和 TCPM 观察到了分子内电荷转移，从而在光致发光光谱中产生了浴色偏移，能带隙也有所减小。此外，引入吡啶和嘧啶杂环而不是苯，还可获得更低能量的单线和三线激发态、更低的最低未占分子轨道（LUMO）能级、更小的单线-三线交换能（ΔEST）以及更好的双极性。与三重态能量（ET）略有降低相反，引入吡啶和嘧啶杂环作为核心可显著降低ΔEST，而且中心杂环中的氮原子越多，ΔEST 越小。利用 TCPY 和 TCPM 作为宿主，绿色和红色磷光 OLED 的驱动电压降低了，这是因为它们的ΔEST 减小了，LUMO 能级降低了，这证明必须通过宿主分子将更多的载流子注入发光层，而不是通过掺杂剂直接捕获载流子。此外，基于 TCPY 和 TCPM 的绿色和红色磷光 OLED 还提高了效率并抑制了效率衰减，这是因为它们提高了双极性，从而改善了载流子平衡。
• M-CARBAZOLYLPHENYL COMPOUNDS
  申请人：Miki Tetsuzo

  公开号：US20090045726A1

  公开（公告）日：2009-02-19

  An object of the present invention is to provide a host compound in an emission layer, which has a high excited triplet level and completely confines triplet excitons of an phosphorescence-emitting substance. The invention relates to a compound containing an m-carbazolylphenyl group, which is represented by the following general formula (1): wherein A represents a nitrogen atom, an amino group to which a substituted or unsubstituted aromatic hydrocarbon group is bonded, a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted aromatic heterocyclic group, or a substituted or unsubstituted condensed polycyclic aromatic group; n represents an integer of 2 to 4; R 1 and R 2 may be the same or different and represent each an arbitrary substituent; and m and o represent each an integer of 0 to 4.

  本发明的目的是提供一种主体化合物，其在发射层中具有高激发三重态能级，并完全限制磷光发射物质的三重态激子。该发明涉及一种含有m-咔唑基苯基基团的化合物，其由以下通式（1）表示： 其中，A表示氮原子、连接有取代或未取代芳香烃基团的氨基基团、取代或未取代芳香烃基团、取代或未取代芳香杂环基团或取代或未取代的紧缩多环芳香基团；n表示2至4的整数；R1和R2可以相同也可以不同，分别表示任意的取代基；m和o分别表示0至4的整数。
• M-carbazolylphenyl compound
  申请人：Hodogaya Chemical Co., Ltd.

  公开号：EP2505582A1

  公开（公告）日：2012-10-03

  An object of the present invention is to provide a host compound in an emission layer, which has a high excited triplet level and completely confines triplet excitons of an phosphorescence-emitting substance. The invention relates to a compound containing an m-carbazolylphenyl group, which is represented by the following general formula (1): wherein A represents a substituted or unsubstituted bephenylene group; n represents an integer of 2 to 4; R1 and R2 may be the same or different and represent each an arbitrary substituent; and m and o represent each an integer of 0 to 4.

  本发明的目的是在发射层中提供一种宿主化合物，它具有较高的激发三重态水平，并能完全限制磷光发射物质的三重态激子。本发明涉及一种含有间咔唑基苯基的化合物，其通式如下（1）： 其中 A 代表取代或未取代的联苯基团；n 代表 2 至 4 的整数；R1 和 R2 可以相同或不同，且各自代表一个任意取代基；m 和 o 各自代表 0 至 4 的整数。
• ORGANIC ELECTROLUMINESCENT ELEMENT
  申请人：Nippon Steel & Sumikin Chemical Co., Ltd.

  公开号：EP2757608A1

  公开（公告）日：2014-07-23

  Provided is an organic electroluminescent device (organic EL device) that is improved in luminous efficiency, sufficiently secures driving stability, and has a simple construction. The organic electroluminescent device includes an organic layer including a light-emitting layer between an anode and cathode laminated on a substrate, and at least one layer of the organic layer contains a carbazole compound represented by the following formula (1). It is advantageous to incorporate the carbazole compound as a host material into the light-emitting layer. In the formula (1), A represents a direct bond or an n-valent group, E represents oxygen or sulfur, and n represents an integer of 2 to 4.

  本发明提供了一种有机电致发光器件（organic EL device），其发光效率更高，充分保证了驱动稳定性，且结构简单。该有机电致发光器件包括有机层，有机层包括层叠在基底上的阳极和阴极之间的发光层，有机层的至少一层含有下式（1）表示的咔唑化合物。将咔唑化合物作为主材料掺入发光层是有利的。式（1）中，A 代表直接键或 n 价基团，E 代表氧或硫，n 代表 2 至 4 的整数。
• m-CARBAZOLYLPHENYL COMPOUNDS
  申请人：Hodogaya Chemical Co., Ltd.

  公开号：EP1961741B1

  公开（公告）日：2013-10-16