6-methyl-6H-dibenzo[b,h]carbazole | 3557-48-0

• 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: 6-methyl-6H-dibenzo[b,h]carbazole
• 英文别名: 9-Methyl-2,3:6,7-dibenzocarbazol；12-Methyl-12-azapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4,6,8,10,13,15,17,19-decaene
• CAS: 3557-48-0
• 化学式: C₂₁H₁₅N
• 分子量: 281.357
• InChiKey: LKHXYNXSPWEGQZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  22
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  2-氨基-3-溴萘 在 1,1'-双(二苯基膦)二茂铁 、 正丁基锂 、 四丁基碘化铵 、 potassium hydroxide 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 、 sodium t-butanolate 作用下， 以 四氢呋喃 、 乙醚 、 正己烷 、 甲苯 为溶剂， 反应 26.0h， 生成 6-methyl-6H-dibenzo[b,h]carbazole
  参考文献：
  名称：

  Synthesis, Structure, and Properties of a Dinaphthoazaborine

  摘要：

  合成了一种由两个萘环融合而成的 1,4-azaborine 衍生物--二萘并氮硼烷，并通过 X 射线晶体学分析揭示了其分子结构。二萘并唑硼烷的紫外可见吸收光谱和荧光光谱显示，其 HOMO-LUMO 能隙比二苯并唑硼烷的能隙小。电化学测量阐明了二萘并唑硼烷增强的电子接受特性。

  DOI：

  10.1246/cl.2010.612

文献信息

• COMPOUNDS FOR ELECTRONIC DEVICES
  申请人：Merck Patent GmbH

  公开号：US20200199154A1

  公开（公告）日：2020-06-25

  The present application relates to bridged triarylamines conforming to a defined formula. These compounds are suitable for use in electronic devices. The present application further relates to processes for preparing the compounds, and to electronic devices comprising the compounds.

  本申请涉及符合特定公式的桥接三芳胺。这些化合物适用于电子设备。本申请还涉及制备这些化合物的方法，以及包含这些化合物的电子设备。
• Efficient Synthesis, Structural Characterization, and Optical Properties of 6<i>H</i> -Dibenzo[<i>b</i> ,<i>h</i> ]carbazole and Its Derivatives
  作者：Mio Matsumura、Masatoshi Kawahata、Atsuya Muranaka、Miyuki Hiraiwa、Kentaro Yamaguchi、Masanobu Uchiyama、Shuji Yasuike

  DOI：10.1002/ejoc.201900464

  日期：2019.6.23

  We describe a practical method for the preparation of the 6H‐dibenzo‐[b,h]carbazole scaffold by utilizing a Pd‐catalyzed intramolecular amination of 3‐amino‐3′‐bromo‐2,2′‐binaphthyl. This compound showed a greater λmax and λem red‐shift and a smaller HOMO‐LUMO gap than the 9H‐carbazole. Furthermore, derivatization on the nitrogen atom provided a series of compounds.

  我们描述了一种利用Pd催化的3-氨基-3'-溴-2,2'-联萘的分子内胺化制备6H-二苯并[b，h]咔唑支架的实用方法。与9H-咔唑相比，该化合物的λmax和λem红移更大，HOMO-LUMO间隙更小。此外，在氮原子上的衍生化提供了一系列化合物。
• ORGANIC COMPOUND, CHARGE-TRANSPORTING MATERIAL, COMPOSITION FOR CHARGE-TRANSPORTING MATERIAL AND ORGANIC ELECTROLUMINESCENT DEVICE
  申请人：IIDA Koichiro

  公开号：US20090284134A1

  公开（公告）日：2009-11-19

  An organic compound having excellent heat resistance, an excellent amorphous nature, an excellent ability to transport charges, highly excited singlet and triplet states, and excellent solubility in an organic solvent is an organic compound represented by Formula (I): wherein Ar 1 represents an optionally-substituted aromatic hydrocarbon group, an optionally-substituted aromatic heterocyclic group, or an optionally-substituted alkyl group; Ar 2 represents an optionally-substituted aromatic hydrocarbon group or an optionally-substituted aromatic heterocyclic group; R 1 and R 2 each represent a hydrogen atom or a substituent, and R 1 and R 2 may be bonded to each other to form a ring; and Q is represented by Formula (I-1) or (I-2): wherein Ar 3 to Ar 5 each represent an optionally-substituted aromatic hydrocarbon group or an optionally-substituted aromatic heterocyclic group, and Ar 3 and Ar 4 may be bonded to each other to form a ring.

  具有优异热稳定性、优异非晶性、优异电荷传输能力、高度激发单重态和三重态状态、以及在有机溶剂中优异溶解性的有机化合物，可以用公式（I）表示，其中Ar1代表可选取代的芳香烃基、可选取代的芳香杂环基或可选取代的烷基；Ar2代表可选取代的芳香烃基或可选取代的芳香杂环基；R1和R2分别代表氢原子或取代基，R1和R2可相互连接形成环；Q由公式（I-1）或（I-2）表示，其中Ar3至Ar5分别代表可选取代的芳香烃基或可选取代的芳香杂环基，Ar3和Ar4可相互连接形成环。
• AROMATIC AMINE DERIVATIVE AND ORGANIC ELECTROLUMINESCENT DEVICE USING THE SAME
  申请人：Yabunouchi Nobuhiro

  公开号：US20110198581A1

  公开（公告）日：2011-08-18

  Disclosed is a long-life organic EL device having high luminous efficiency even after storage at high temperatures. Also disclosed is an aromatic amine derivative which enables to realize such an organic EL device. The aromatic amine derivative is represented by the following general formula (1). (In the formula (1), Ar1 is represented by the general formula (2) below, and Ar2 is represented by the general formula (3) below.)

  公开了一种长寿命有机EL器件，即使在高温下储存后，其具有高发光效率。还公开了一种芳香胺衍生物，使得可以实现这样的有机EL器件。该芳香胺衍生物由下述通式（1）表示。（在式（1）中，Ar1由下述通式（2）表示，Ar2由下述通式（3）表示。）
• POLYMER COMPOUND, MATERIAL FOR ELECTRONIC ELEMENTS, MATERIAL FOR ORGANIC ELECTROLUMINESCENT ELEMENTS, AND ORGANIC ELECTROLUMINESCENT ELEMENT
  申请人：IDEMITSU KOSAN CO., LTD.

  公开号：US20150249215A1

  公开（公告）日：2015-09-03

  Provided are a polymer compound, which comprises a copolymer containing at least a unit B, and a unit A and/or a unit C referring to repeating units A, B and C, and which has a weight-average molecular weight of from 50,000 to 1,500,000; a material for electronic devices and a material for organic electroluminescent devices comprising the compound; an organic electroluminescent device having an anode, a cathode and an organic thin film layer, wherein at least one organic thin film layer contains the polymer compound; a coating liquid containing the polymer compound and a solvent; and a method for producing an organic electroluminescent device using the coating liquid. Also provided is a polymer compound suitable to a coating method; a material for electronic devices and a material for organic electroluminescent devices comprising the compound; and an organic EL device, a coating liquid and a method for producing an organic EL device using the compound.

  提供了一种聚合物化合物，包括至少含有一个单位B的共聚物，以及重复单元A、B和C所指的单位A和/或单位C，其重量平均分子量为50,000至1,500,000；一种用于电子器件的材料和一种用于有机电致发光器件的材料，包括该化合物；一种有阳极、阴极和有机薄膜层的有机电致发光器件，其中至少一个有机薄膜层含有该聚合物化合物；一种含有该聚合物化合物和溶剂的涂层液；以及使用该涂层液制备有机电致发光器件的方法。还提供了一种适用于涂层方法的聚合物化合物；一种包括该化合物的电子器件材料和有机电致发光器件材料；以及一种有机EL器件、涂层液和使用该化合物制备有机EL器件的方法。