9-(4-苯基苯基)咔唑 | 6299-16-7

• 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-(4-苯基苯基)咔唑
• 中文别名: 9-联苯咔唑；9-(4-联苯)咔唑；联苯咔唑；N-(4-联苯基)咔唑
• 英文名称: 9-([1,1'-biphenyl]-4-yl)-9H-carbazole
• 英文别名: 9-(4-Biphenylyl)carbazole；9-(4-phenylphenyl)carbazole
• CAS: 6299-16-7
• 化学式: C₂₄H₁₇N
• 分子量: 319.406
• InChiKey: DQMMBEPJQZXXGK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• 储存条件：
  室温且干燥环境下

反应信息

• 作为反应物：
  描述：

  9-(4-苯基苯基)咔唑 在 N-溴代丁二酰亚胺(NBS) 、 正丁基锂 作用下， 以 二氯甲烷 为溶剂， 生成 (9-[1,1'-联苯]-4-基-9H-咔唑-3-基)硼酸
  参考文献：
  名称：

  Blue fluorescence from the ligand and yellow phosphorescence from the iridium complex: High-efficiency wet-processed white organic light-emitting device

  摘要：

  We synthesized four carbazole modified blue-emitting fluorescent ligands. These ligands coordinated with Ir3+ and four yellow-emitting phosphorescent complexes were obtained. A high-efficiency (current efficiency 20.6 cd/A) yellow electrophosphorescence device was wet-fabricated using the complex as a guest. The ligands can harvest and transfer energy to the complexes and a high efficiency (similar to 18 cd/A) white-light emitting device (CIE 0.31, 0.39) was obtained using the ligand as the blue-fluorescence emitter and the complex as the yellow-phosphorescence emitter. Therefore, the ligand can be a coordinator, an emitter and partly, a host. This is beneficial to device efficiency and saving cost for large-scale manufacturing. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2012.04.013
• 作为产物：
  描述：

  2-碘联苯 在 palladium diacetate 、 caesium carbonate 、 间氯过氧苯甲酸 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 作用下， 以 二氯甲烷 、 对二甲苯 为溶剂， 反应 3.0h， 生成 9-(4-苯基苯基)咔唑
  参考文献：
  名称：

  Palladium-catalyzed synthesis of N-arylated carbazoles using anilines and cyclic diaryliodonium salts

  摘要：

  通过钯催化的环碘酸盐与苯胺的氨基化反应，描述了N-芳基化咔唑的直接合成。特别是，电子贫富的苯胺衍生物与仅5 mol％的Pd(OAc)₂作为催化剂反应，产率可高达71％。此外，比较了环碘酸盐的活性与相应的环溴酸盐类似物的活性。

  DOI：

  10.3762/bjoc.9.136

文献信息

• [EN] MATERIALS FOR ORGANIC ELECTROLUMINESCENT DEVICES<br/>[FR] MATÉRIAUX POUR DISPOSITIFS ÉLECTROLUMINESCENTS ORGANIQUES
  申请人：MERCK PATENT GMBH

  公开号：WO2018091435A1

  公开（公告）日：2018-05-24

  The present invention relates to compounds of the formula (1) which are suitable for use in electronic devices, in particular organic electroluminescent devices, and to electronic devices, which comprise these compounds.

  本发明涉及适用于电子设备，特别是有机电致发光器件的化合物的公式（1），以及包含这些化合物的电子设备。
• [EN] CARBAZOLE DERIVATIVE, AND LIGHT-EMITTING ELEMENT, LIGHT-EMITTING DEVICE, AND ELECTRONIC DEVICE USING CARBAZOLE DERIVATIVE<br/>[FR] DÉRIVÉ CARBAZOLE, ET ÉLÉMENT ÉMETTANT DE LA LUMIÈRE, DISPOSITIF ÉMETTANT DE LA LUMIÈRE, ET DISPOSITIF ÉLECTRONIQUE UTILISANT LE DÉRIVÉ CARBAZOLE
  申请人：SEMICONDUCTOR ENERGY LAB

  公开号：WO2009072587A1

  公开（公告）日：2009-06-11

  To provide a light-emitting element having high luminous efficiency and to provide a light-emitting device and an electronic device which consumes low power and is driven at low voltage, a carbazole derivative represented by the general formula (1) is provided. In the formula, α1, α2, α3, and α4 each represent an arylene group having less than or equal to 13 carbon atoms; Ar1 and Ar2 each represent an aryl group having less than or equal to 13 carbon atoms; R1 represents any of a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted phenyl group, and a substituted or unsubstituted biphenyl group; and R2 represents any of an alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted phenyl group, and a substituted or unsubstituted biphenyl group. In addition, l, m, and n are each independenly 0 or 1.

  为提供具有高发光效率的发光元件，并提供一种低功耗、低电压驱动的发光装置和电子设备，提供了由通式（1）表示的咔唑衍生物。在该式中，α1、α2、α3 和 α4 分别表示具有小于或等于 13 个碳原子的芳基基团；Ar1 和 Ar2 分别表示具有小于或等于 13 个碳原子的芳基基团；R1 表示氢原子、具有 1 到 6 个碳原子的烷基基团、取代或未取代的苯基团，以及取代或未取代的联苯基团中的任意一种；R2 表示具有 1 到 6 个碳原子的烷基基团、取代或未取代的苯基团，以及取代或未取代的联苯基团中的任意一种。此外，l、m 和 n 分别独立地为 0 或 1。
• The Suzuki–Miyaura Coupling of Nitroarenes
  作者：M. Ramu Yadav、Masahiro Nagaoka、Myuto Kashihara、Rong-Lin Zhong、Takanori Miyazaki、Shigeyoshi Sakaki、Yoshiaki Nakao

  DOI：10.1021/jacs.7b03159

  日期：2017.7.19

  Synthesis of biaryls via the Suzuki-Miyaura coupling (SMC) reaction using nitroarenes as an electrophilic coupling partners is described. Mechanistic studies have revealed that the catalytic cycle of this reaction is initiated by the cleavage of the aryl-nitro (Ar-NO2) bond by palladium, which represents an unprecedented elemental reaction.

  描述了通过 Suzuki-Miyaura 偶联 (SMC) 反应使用硝基芳烃作为亲电偶联伙伴合成联芳基化合物。机理研究表明，该反应的催化循环是由钯对芳基-硝基 (Ar-NO2) 键的裂解引发的，这是一种前所未有的元素反应。
• BLUE-LIGHT-EMITTING IRIDIUM COMPLEX, IRIDIUM COMPLEX MONOMER, PHOSPHORUS POLYMER, AND ORGANIC ELECTROLUMINESCENCE DEVICE USING SAME
  申请人：Lee Jae-Suk

  公开号：US20120138917A1

  公开（公告）日：2012-06-07

  Provided are a blue-light-emitting iridium complex, an iridium complex monomer, a phosphorescent polymer, and an organic electroluminescent device using same. The blue-light-emitting iridium complex contains a ligand having a low electron density structure, such as triazole or tetrazole. The iridium complex monomer containing a ligand having a polymerizable vinyl group produces a blue phosphorescent polymer through the polymerization with carbazole derivatives. The organic electroluminescent device comprises a first electrode, a second electrode, and a light-emitting layer interposed between the first electrode and the second electrode, wherein the light-emitting layer contains the above-described iridium complex or polymer containing the iridium complex.

  提供了一种蓝光发射的铱配合物、一种含有可聚合乙烯基团的铱配合物单体、一种磷光聚合物，以及一种使用上述铱配合物或含有铱配合物的聚合物的有机电致发光器件。所述蓝光发射的铱配合物包含具有低电子密度结构的配体，例如三唑或四唑。所述含有可聚合乙烯基团的铱配合物单体通过与咔唑衍生物的聚合产生一种蓝色磷光聚合物。所述有机电致发光器件包括第一电极、第二电极，以及设置在第一电极和第二电极之间的发光层，其中发光层含有上述铱配合物或含有铱配合物的聚合物。
• Rh(III)-Catalyzed C–H Activation of Boronic Acid with Aryl Azide
  作者：Shiyang Xu、Baoliang Huang、Guanyu Qiao、Ziyue Huang、Zhen Zhang、Zongyang Li、Peng Wang、Zhenhua Zhang

  DOI：10.1021/acs.orglett.8b02247

  日期：2018.9.21

  A Rh(III)-catalyzed C–H activation of boronic acid with aryl azide to obtain unsymmetric carbazoles, 1H-indoles, or indolines has been developed. The reaction constructs dual distinct C–N bonds via sp2/sp3 C–H activation and rhodium nitrene insertion. Synthetically, this approach represents an access to widely used carbazole derivatives. The practical application to CBP and unsymmetric TCTA derivatives

  已开发出一种Rh（III）催化的芳基叠氮化物对硼酸的CHH活化，从而获得不对称的咔唑，1 H吲哚或二氢吲哚。该反应通过sp 2 / sp 3 C-H活化和铑氮烯插入构建了两个不同的C–N键。综合而言，这种方法代表了广泛使用咔唑衍生物的途径。还已经对CBP和不对称TCTA衍生物进行了实际应用。力学实验和DFT计算表明，五元rhodocycle物种是关键的中间体。