Synthesis method of photoelectric material intermediate 9-(4'-chlorobiphenyl-2-yl) carbazole

A synthesis method and technology of chlorinated biphenyls, applied in the direction of organic chemistry, etc., to achieve the effects of facilitating industrial production, simplifying post-processing steps, and reducing production costs

Active Publication Date: 2017-05-17
PUYANG HUICHENG ELECTRONICS MATERIAL
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Problems solved by technology

At present, there is no relevant report on the synthesis method of 9-(4'-chlorobiphenyl-2-yl)carbazole, an intermediate of photoelectric materials

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  • Synthesis method of photoelectric material intermediate 9-(4'-chlorobiphenyl-2-yl) carbazole
  • Synthesis method of photoelectric material intermediate 9-(4'-chlorobiphenyl-2-yl) carbazole

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Embodiment 1

[0015] (1) Put 8.36g (0.05mol) of carbazole, 17.69g (0.075mol) of o-dibromobenzene, and 17.97g (0.13mol) of potassium carbonate in the reactor, stir, replace with nitrogen for 30min, and add cuprous iodide 1.91g, L-lysine 1.46g, heated to 163°C in the system, after 38h, TLC detected no raw materials, added a large amount of water to terminate the reaction, stirred and precipitated solid, filtered and dried to obtain solid 9-(2-bromophenyl ) carbazole 13.37g, yield 83%.

[0016] (2) 9.67g (0.03mol) of 9-(2-bromophenyl) carbazole, 5.01g (0.032mol) of p-chlorophenylboronic acid, 11.20g (0.081mol) of potassium carbonate, and 100mL of solvent (toluene: EtOH: H 2 O=10:2:1) placed in the reactor, stirred, replaced with nitrogen for 30min, added Pd 2 (dba) 3 0.055g, X-phos 0.029g, heat to reflux, after 4h, TLC detects that there is no raw material, add water to terminate the reaction, separate the water layer, filter the organic layer through silica gel adsorption, remove the solve...

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Abstract

The invention discloses a synthesis method of a photoelectric material intermediate 9-(4'-chlorobiphenyl-2-yl) carbazole, and belongs to the field of organic chemical synthesis. According to the method, 9-(2-bromophenyl) carbazole is synthesized from carbazole and o-dibromobenzene as raw materials, and then reacts with 4-chlorophenylboronic acid to synthesize a target compound. In synthesis of the intermediate 9-(2-bromophenyl) carbazole, the o-dibromobenzene is taken as a reaction material and is also taken as a reaction solvent, and L-lysine is taken as a catalyst ligand, so that the reaction rate is improved, the post-treatment step is simplified, the production cost is reduced, and industrial production is facilitated.

Description

technical field [0001] The invention belongs to the field of organic chemical synthesis, and relates to a synthesis method of photoelectric material intermediate 9-(4'-chlorobiphenyl-2-yl)carbazole. Background technique [0002] In organic electroluminescent devices (OLEDs), almost all of the commonly used hole transport materials contain carbazole groups in their main chemical structures. Because the derivatives of the carbazole group have a high glass transition temperature, are easy to evaporate into a film, and also have the characteristics of hole transport, thus becoming the main structure of the commonly used hole transport materials, especially for carbazole The study of the 9-position substituent is more concerned. The 9-position modification of carbazole can not only satisfy the above-mentioned advantages, but also effectively change the wavelength absorption of the main structure, and some substituents include Cl and Br, which can increase the substituent structu...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D209/86
CPCC07D209/86
Inventor 冯海东王永桥吴悲鸿李征张飞飞
Owner PUYANG HUICHENG ELECTRONICS MATERIAL
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