9,9'-(2,6-吡啶二基二-3,1-亚苯)双-9H-咔唑 | 1013405-24-7

• 物质功能分类: 医药中间体 - OLED材料中间体
• 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: 9,9'-(2,6-吡啶二基二-3,1-亚苯)双-9H-咔唑
• 英文名称: 2,6-bis(3-(9H-carbazol-9-yl)phenyl)pyridine
• 英文别名: 9-[3-[6-(3-carbazol-9-ylphenyl)pyridin-2-yl]phenyl]carbazole
• CAS: 1013405-24-7
• 化学式: C₄₁H₂₇N₃
• 分子量: 561.685
• InChiKey: UFWDOFZYKRDHPB-UHFFFAOYSA-N

物化性质

• 熔点：
  228.0 to 232.0 °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

• WGK Germany：
  3
• 危险性防范说明：
  P261,P264,P270,P271,P280,P301+P312,P302+P352,P304+P340,P305+P351+P338,P330,P332+P313,P337+P313,P362,P403+P233,P405,P501
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为反应物：
  描述：

  9,9'-(2,6-吡啶二基二-3,1-亚苯)双-9H-咔唑 、 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22%的产率得到(9-(3-(6-(3-(9H-carbazol-9-yl)phenyl)pyridin-2-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：

  9-(3-溴苯基)-9H-咔唑 在 tris-(dibenzylideneacetone)dipalladium(0) 、 四(三苯基膦)钯 、 potassium acetate 、 potassium carbonate 、 三环己基膦 作用下， 以 1,4-二氧六环 、 乙醇 、 甲苯 为溶剂， 生成 9,9'-(2,6-吡啶二基二-3,1-亚苯)双-9H-咔唑
  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 METAL COMPOUND, ORGANIC LIGHT-EMITTING DEVICE, AND LIGHTING DEVICE EMPLOYING THE SAME
  申请人：INDUSTRIAL TECHNOLOGY RESEARCH INSTITUTE

  公开号：US20160293861A1

  公开（公告）日：2016-10-06

  Organic metal compounds, organic light-emitting devices, and lighting devices employing the same are provided. The organic metal compound has a chemical structure represented by formula (I): wherein each R 1 is independent and can be hydrogen, halogen, C 1-10 alkyl group, C 5-10 cycloalkyl group, or C 5-12 aryl group; R 2 is trialkyl silyl group; and L is a picolinic acid ligand, a 2-(imidazol-2-yl) pyridine ligand, a 2-(4,5-dimethyl-imidazol-2-yl) pyridine ligand, a 3-(trifluoromethyl)-5-(pyridine-2-yl)-1,2,4-triazolate ligand, or a 3-(isobutyl)-5-(pyridine-2-yl)-1,2,4-triazolate ligand.

  有机金属化合物、有机发光器件以及采用这些器件的照明装置。该有机金属化合物具有由式(I)表示的化学结构： 其中每个R 1 是独立的，可以是氢、卤素、C 1-10 烷基、C 5-10 环烷基或C 5-12 芳基；R 2 是三烷基硅基团；L是吡啶甲酸配体、2-(咪唑-2-基)吡啶配体、2-(4,5-二甲基-咪唑-2-基)吡啶配体、3-(三氟甲基)-5-(吡啶-2-基)-1,2,4-三唑配体或3-(异丁基)-5-(吡啶-2-基)-1,2,4-三唑配体。
• ORGANOMETALLIC COMPOUND AND ORGANIC LIGHT-EMITTING DEVICE EMPLOYING THE SAME
  申请人：INDUSTRIAL TECHNOLOGY RESEARCH INSTITUTE

  公开号：US20170162804A1

  公开（公告）日：2017-06-08

  Organometallic compounds and organic electroluminescence devices employing the same are provided. The organometallic compound has a chemical structure represented below: In Formula (I), one of R1 and R2 is trimethylsilyl (TMS) and the other is hydrogen, at least one of R3 and R4 is fluorine or C1-6 alkyl, or one of R3 and R4 is fluorine and the other is C1-6 alkyl, n is 2 or 3, and m is 0 or 1, wherein n+m=3.

  提供了使用有机金属化合物和有机电致发光器件的方法。该有机金属化合物具有以下化学结构：在式（I）中，R1和R2中的一个是三甲基硅基（TMS），另一个是氢，R3和R4中至少一个是氟或C1-6烷基，或者R3和R4中的一个是氟，另一个是C1-6烷基，n为2或3，m为0或1，其中n+m=3。
• SULFONIC ACID ESTER COMPOUND AND USE THEREFOR
  申请人：NISSAN CHEMICAL CORPORATION

  公开号：US20190169120A1

  公开（公告）日：2019-06-06

  Provided is a sulfonic acid ester compound represented by formula (1). (In the formula, R 1 and R 2 each independently represent a hydrogen atom, or a straight-chain or branched monovalent aliphatic hydrocarbon group. R 3 represents a straight-chain or branched monovalent aliphatic hydrocarbon group. The sum of the carbon numbers of R 1 , R 2 and R 3 is 6 or greater. A 1 represents —O— or —S—. A 2 represents an aromatic group having a valence of (n+1). A 3 represents a hydrocarbon group which has a valence of m, and is unsubstituted or has a substituent that contains one or more aromatic rings. m represents an integer satisfying 2≤m≤4. n represents an integer satisfying 1≤n≤4.)

  提供的是由式（1）表示的磺酸酯化合物。（在该式中，R1和R2分别代表氢原子，或直链或支链的一价脂肪族碳氢基团。R3代表直链或支链的一价脂肪族碳氢基团。R1、R2和R3的碳原子数之和为6或更大。A1代表—O—或—S—。A2代表具有（n+1）价的芳香基团。A3代表具有m价的碳氢基团，未取代或具有含有一个或多个芳香环的取代基。m表示满足2≤m≤4的整数。n表示满足1≤n≤4的整数。）
• [EN] NOVEL IRIDIUM COMPLEX, ORGANIC LIGHT-EMITTING DEVICE, AND IMAGE DISPLAY APPARATUS<br/>[FR] NOUVEAU COMPLEXE DE L'IRIDIUM, DISPOSITIF ÉLECTROLUMINESCENT ORGANIQUE ET APPAREIL D'AFFICHAGE D'IMAGES
  申请人：CANON KK

  公开号：WO2011070987A1

  公开（公告）日：2011-06-16

  There is provided a novel iridium complex having a small half-width of an emission spectrum and an organic light-emitting device that contains the iridium complex. There is provided a novel iridium complex that has a phenyl ring and a pyrazole ring as ligands and that has a basic skeleton in which the phenyl ring is bonded to a triazine ring.

  提供了一种新型铱配合物，具有较小的发射光谱半宽度，以及包含该铱配合物的有机发光器件。提供了一种新型铱配合物，其具有苯环和吡唑环作为配体，并且具有一个基本骨架，其中苯环与三嗪环结合。
• ANILINE DERIVATIVE AND USE THEREOF
  申请人：NISSAN CHEMICAL CORPORATION

  公开号：US20210061825A1

  公开（公告）日：2021-03-04

  An aniline derivative represented by formula (1) is provided. [In formula (1), R 1 to R 5 are each independently a hydrogen atom or a group represented by formula (2) or (3) (wherein Ar 1 and Ar 2 each independently represent a C 6-20 aryl group and Ar 3 represents a C 6-20 arylene group, any two of Ar 1 to Ar 3 may be bonded to each other to form a ring in cooperation with the nitrogen atom, R 6 to R 8 each independently represent a C 1-20 alkyl or C 6-20 aryl group optionally substituted by W 1 , and W 1 represents a halogen atom, a nitro group, a C 1-20 alkoxy group, or a cyano group), at least one of R 1 to R 5 being a group represented by formula (3).]

  提供一个由化学式（1）表示的苯胺衍生物。 [在化学式（1）中，R1至R5分别独立地是氢原子或由化学式（2）或（3）表示的基团（其中Ar1和Ar2分别独立地表示C6-20芳基基团，Ar3表示C6-20芳亚基基团，Ar1至Ar3中的任意两个可以与氮原子结合形成环，R6至R8分别独立地表示C1-20烷基或C6-20芳基基团，可选择地被W1取代，W1表示卤素原子、硝基基团、C1-20烷氧基团或氰基），其中至少有一个是由化学式（3）表示的基团。]