3,5-双（3-（9H-咔唑-9-基）苯基）吡啶 | 1013405-25-8

• 物质功能分类: 医药中间体 - 吡啶类化合物
• 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: 3,5-双（3-（9H-咔唑-9-基）苯基）吡啶
• 中文别名: 9,9'-(3,5-吡啶二基二-3,1-亚苯)双-9H-咔唑；3,5-双(3-(9H-咔唑-9-基)苯基)吡啶；3,5-双((9H-咔唑-9-基)-3,1-亚苯基)吡啶
• 英文名称: 3,5-bis[3-(9H-carbazol-9-yl)phenyl]pyridine
• 英文别名: 3,5-Bis(3-(9H-carbazol-9-yl)phenyl)pyridine；9-[3-[5-(3-carbazol-9-ylphenyl)pyridin-3-yl]phenyl]carbazole
• CAS: 1013405-25-8
• 化学式: C₄₁H₂₇N₃
• 分子量: 561.685
• InChiKey: VDHOGVHFPFGPIP-UHFFFAOYSA-N

物化性质

• 熔点：
  237 °C
• 密度：
  1.21

计算性质

• 辛醇/水分配系数(LogP)：
  10.3
• 重原子数：
  44
• 可旋转键数：
  4
• 环数：
  9.0
• 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

安全信息

• 危险性防范说明：
  P261,P280,P301+P312,P302+P352,P305+P351+P338
• 危险性描述：
  H302,H315,H320,H335

反应信息

• 作为反应物：
  描述：

  3,5-双（3-（9H-咔唑-9-基）苯基）吡啶 、 对氟苯甲酰氯 在 aluminum (III) chloride 作用下， 以 二氯甲烷 为溶剂， 反应 3.25h， 以24.4%的产率得到(9-(3-(5-(3-(9H-carbazol-9-yl)phenyl)pyridin-3-yl)phenyl)-9H-carbazol-3-yl)(4-fluorophenyl)methanone
  参考文献：
  名称：

  基于双极载流子传输材料的高效聚集诱导的延迟荧光材料，用于制造具有非常低效率滚降的高性能非掺杂OLED

  摘要：

  热激活延迟荧光发射器通常需要复杂的掺杂技术才能应用于有机发光二极管（OLED），并且在高亮度下会出现效率急剧下降的问题。为了解决此问题，本文中使用了两种新化合物35DCPP-BP-PXZ和26DCPP-BP-PXZ通过将官能团与聚集诱导的延迟荧光（AIDF）接枝到双极性载流子传输材料上来合成。系统地研究了所生成化合物的电子结构，电化学性质，热稳定性和光物理性质，并描述了其结构与性质之间的关系。两种化合物都具有很高的热稳定性和电化学稳定性，并且在纯净的薄膜中显示出显着的AIDF特性，强烈的延迟荧光和高的光致发光效率。此外，它们具有出色的双极载流子传输能力，在纯净薄膜中具有几乎相同的空穴和电子迁移率。制备了使用两种化合物作为发光层的高效非掺杂OLED，可提供高达17.3％和16.1％的高外部量子效率。值得注意的是35DCPP-BP-PXZ在1000 cd m -2时具有很小的0.6％效率下降，即使在10000

  DOI：

  10.1039/d0tc02016h
• 作为产物：
  描述：

  1-溴-3-碘苯 在 tris-(dibenzylideneacetone)dipalladium(0) 、 四(三苯基膦)钯 、 potassium acetate 、 铜 、 potassium carbonate 、 三环己基膦 作用下， 以 1,4-二氧六环 、 乙醇 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 生成 3,5-双（3-（9H-咔唑-9-基）苯基）吡啶
  参考文献：
  名称：

  RGB Phosphorescent Organic Light-Emitting Diodes by Using Host Materials with Heterocyclic Cores: Effect of Nitrogen Atom Orientations

  摘要：

  A series of host materials 1-7 containing various heterocyclic cores, like pyridine, pyrimidine, and pyrazine, were developed for RGB phosphorescent organic light-emitting diodes (OLEDs). Their energy levels can be tuned by the change of heterocyclic cores and their nitrogen atom orientations, and decrease of singlet-triplet exchange energy (Delta E-ST) was achieved with introducing one or two nitrogen atoms into the central arylene; this is also consistent with density functional theory calculations. Their carrier mobilities can also be tuned by the choice of heterocyclic cores, giving improved bipolarity compared with that without any heterocyclic cores. Due to the high triplet energy level of the developed host materials, well confinement of triplet excitons of blue emitter iridium(III) bis(4,6-(difluorophenyl)pyridinato-N,C-2') picolinate (FIrpic) was achieved except for 7 due to its low E-T. In contrast, triplet energy can be well confined on green emitter fac-tris-(2-phenylpyridine) iridium (Ir(PPy)(3)) and red emitter tris(1-phenylisoquinolinolato-C-2,N)iridium(III) (Ir(piq)(3)) for all the hosts, giving comparable lifetime (tau), photoluminescent quantum efficiency (eta(PL)), and radiative and nonradiative rate constants (k(r) and k(nr)). Highly efficient blue and green phosphorescent OLEDs were achieved for 2, exhibiting one of the highest ever efficiencies to date, especially at much brighter luminance for lighting applications. In comparison, the highest efficiencies hitherto were achieved for the red phosphorescent OLED based on 6, which can be attributed to its lower-lying LUMO level and the smallest Delta E-ST, giving improved electron injection and carrier balance. Different from the blue and green phosphorescent OLEDs based on FIrpic and Ir(PPy)(3), the host materials with lower-lying LUMO levels seem to be better hosts for a red emitter Ir(piq)(3), achieving improved efficiency and reduced efficiency roll-off at high current density.

  DOI：

  10.1021/cm102975d

文献信息

• Organic Compound, Light-Emitting Element, Display Module, Lighting Module, Light-Emitting Device, Display Device, Electronic Device, and Lighting Device
  申请人：Semiconductor Energy Laboratory Co., Ltd.

  公开号：US20150243892A1

  公开（公告）日：2015-08-27

  A light-emitting element with high emission efficiency. The light-emitting element includes a pair of electrodes and an EL layer between the pair of electrodes. In the light-emitting element, the EL layer contains at least a light-emitting material, the light-emitting material is a 1,6-bis(diphenylamino)pyrene derivative, and a structural change between an excited state and a ground state in the 1,6-bis(diphenylamino)pyrene derivative is smaller than that in a 1,6-bis(diphenylamino)pyrene derivative in which hydrogen is bonded to ortho positions of two phenyl groups of each of two diphenylamino groups.

  一个发光效率高的发光元件。该发光元件包括一对电极和一对电极之间的EL层。在发光元件中，EL层包含至少一种发光材料，发光材料为1,6-双(二苯基氨基)芘衍生物，且1,6-双(二苯基氨基)芘衍生物在激发态和基态之间的结构变化小于在每个二苯基氨基组的两个苯基的邻位上连接氢的1,6-双(二苯基氨基)芘衍生物。
• COMPOUND AND ORGANIC LIGHT-EMITTING DEVICE INCLUDING THE SAME
  申请人：SAMSUNG DISPLAY CO., LTD.

  公开号：US20200270283A1

  公开（公告）日：2020-08-27

  Provided is a compound represented by Formula 1 and an organic light-emitting device including the same. The organic light-emitting device includes: a first electrode; a second electrode facing the first electrode; and an organic layer between the first electrode and the second electrode, the organic layer including an emission layer and the compound represented by Formula 1.

  提供的是由公式1表示的化合物以及包括该化合物的有机发光设备。所述有机发光设备包括：第一电极；与第一电极相对的第二电极；以及位于第一电极和第二电极之间的有机层，所述有机层包括发射层和由公式1表示的化合物。
• Heterocyclic Compound, Light-Emitting Element, Light-Emitting Device, Electronic Device, and Lighting Device
  申请人：Semiconductor Energy Laboratory Co., Ltd.

  公开号：US20170117487A1

  公开（公告）日：2017-04-27

  A novel heterocyclic compound is provided. In particular, a novel heterocyclic compound which can improve the element characteristics of a light-emitting element is provided. A novel light-emitting element with high emission efficiency and high heat resistance is provided. A heterocyclic compound represented by General Formula (G1). A represents any of a dibenzothiophenyl group, a dibenzofuranyl group, and a carbazolyl group. DBq represents a dibenzo[f,h]quinoxalinyl group. In addition, n is 0 or 1. Each of Ar1 to Ar4 independently represents a substituted or unsubstituted arylene group having 6 to 10 carbon atoms. In Ar1 to Ar4, the adjacent arylene groups may be bonded to each other to form a ring. When the adjacent arylene groups in Ar1 to Ar4 form a fluorene skeleton, the fluorene skeleton may have a substituent.

  提供了一种新的杂环化合物。具体来说，提供了一种可以改善发光元件特性的新型杂环化合物。提供了一种具有高发射效率和高耐热性的新型发光元件。由通用式（G1）表示的杂环化合物。A代表二苯并噻吩基团、二苯并呋喃基团和咔唑基团中的任意一种。DBq代表二苯并[f,h]喹喔啉基团。此外，n为0或1。Ar1至Ar4中的每一个独立地表示具有6到10个碳原子的取代或未取代芳基基团。在Ar1至Ar4中，相邻的芳基基团可以相互连接形成环。当Ar1至Ar4中的相邻芳基基团形成芴骨架时，芴骨架可以有取代基。
• Light-Emitting Element, Lighting Device, Light-Emitting Device, and Electronic Device
  申请人：Semiconductor Energy Laboratory Co., Ltd.

  公开号：US20160343968A1

  公开（公告）日：2016-11-24

  A light-emitting element includes a first electrode; a first light-emitting layer over the first electrode, containing a first phosphorescent compound and a first host material; a second light-emitting layer over the first light-emitting layer, containing a second phosphorescent compound and a second host material; a third light-emitting layer over the second light-emitting layer, containing a third phosphorescent compound and a third host material; and a second electrode over the third light-emitting layer. Between peaks of emission spectra of the first, second, and third phosphorescent compounds, the peak of the emission spectrum of the second phosphorescent compound is on the longest wavelength side and that of the emission spectrum of the third phosphorescent compound is on the shortest wavelength side. The third host material has higher triplet excitation energy than the first host material and the second host material.

  一个发光元件包括：第一电极；设置在第一电极上的第一发光层，包含第一磷光化合物和第一主体材料；设置在第一发光层上的第二发光层，包含第二磷光化合物和第二主体材料；设置在第二发光层上的第三发光层，包含第三磷光化合物和第三主体材料；以及设置在第三发光层上的第二电极。在第一、第二和第三磷光化合物的发射光谱的峰值之间，第二磷光化合物的发射光谱峰值位于最长波长侧，而第三磷光化合物的发射光谱峰值位于最短波长侧。第三主体材料具有高于第一主体材料和第二主体材料的三重态激发能。
• Phosphorescent organometallic iridium complex, light-emitting element, light-emitting device, electronic device, and lighting device
  申请人：Semiconductor Energy Laboratory Co., Ltd.

  公开号：US10141524B2

  公开（公告）日：2018-11-27

  A novel phosphorescent organometallic iridium complex is provided in which a coordination position of a ligand with respect to a metal can be controlled in synthesis. A novel phosphorescent organometallic iridium complex is provided which can keep high quantum efficiency and can emit phosphorescence in the blue to green wavelength region. A phosphorescent organometallic iridium complex which includes a structure represented by General Formula (G1) and whose ligand is a 4H-1,2,4-triazole compound which has an unsubstituted phenyl group at the 3-position, a substituted or unsubstituted phenyl group at the 4-position, and a phenyl group at the 5-position. In the phenyl group at the 5-position, an alkyl group is bonded to at least one of the ortho-positions, and the other of the ortho-positions, the meta-positions, and the para-position are substituted or unsubstituted.

  提供了一种新型的磷光有机金属铱配合物，其中可以在合成中控制配体相对于金属的配位位置。提供了一种新型的磷光有机金属铱配合物，它可以保持高量子效率和在蓝到绿波长区域发射磷光。所述磷光有机金属铱配合物包括具有通用公式（G1）表示的结构，其配体为4H-1,2,4-三唑化合物，在3位具有未取代的苯基，在4位具有取代的或未取代的苯基，在5位具有苯基。在5位的苯基中，至少一个邻位上键合有烷基，而另一个邻位、间位和对位被取代或未取代。