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Novel compound, and preparation method and application thereof

A compound and a new type of technology, applied in chemical instruments and methods, organic chemistry, semiconductor/solid-state device manufacturing, etc., can solve the problems of shortened device life, low glass transition temperature, small molecular weight, etc., to reduce the turn-on voltage and improve Luminous efficiency, the effect of increasing the service life

Active Publication Date: 2015-06-03
GUAN ETERNAL MATERIAL TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This material has a higher triplet energy level, which can be well matched with phosphorescent dyes. However, due to the low molecular weight of the material (molecular weight 484), the glass transition temperature is low (Tg below about 1100 ° C), and it is easy to use during use. Crystallization, forming an island shape, causing no bright spots, and shortening the life of the device

Method used

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  • Novel compound, and preparation method and application thereof
  • Novel compound, and preparation method and application thereof
  • Novel compound, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] Synthesis of parent 5,5'-dibromo-2,2'-bibenzo[d]thiazole (reference: Org.Biomol.Chem., 2010, 8, 326-330)

[0038]

[0039]Add 5-bromobenzo[d]thiazole 10.7g (molecular weight 214, 0.05mol), 200ml xylene, copper acetate 1.8g (molecular weight 181, 0.01mol) in a 500ml three-necked flask, install an air duct, and have air during the reflux Slowly pass through, pay attention to adding xylene solvent, reflux and stir, monitor the reaction with TLC, the reaction is completed in about 12hrs, and cool to room temperature. The xylene was distilled off and purified by column chromatography to obtain 9.5 g of a solid product with a molecular weight of 426 and a yield of 89.2%.

Embodiment 2

[0041] Synthesis of parent 5,5'-dibromo-2,2'-bibenzo[d]oxazole

[0042] The synthesis steps are the same as the previous 1, except that 5-bromobenzo[d]thiazole is changed to 5-bromo-1H-benzo[d]oxazole, and other reagents remain unchanged to obtain the target parent 5,5'-dibromo- 2,2'-Bibenzo[d]oxazole. The reaction pathway is as follows:

[0043]

Embodiment 3

[0045] Synthesis of parent 5-bromo-2-(5-bromobenzo[d]thiazol-2-yl)benzo[d]oxazole

[0046] The synthesis steps are the same as the previous 1 and 2, except that in the first step, 1H-benzo[d]imidazole is changed to 5-bromo-1H-benzo[d]imidazole, p-bromoiodobenzene is changed to iodoethane, Other reagents are unchanged, obtain monobromide; In the second step, use the monobromide synthesized in the first step here, other reagents and reaction conditions are constant, and the reaction ends to obtain the target parent 5-bromo-2-(5- Bromobenzo [d] thiazol-2-yl) benzo [d] oxazole-based mixture, the target parent was separated by column chromatography. The reaction pathway is as follows:

[0047]

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Abstract

The invention relates to a novel compound which is characterized in that the structure of the novel compound is shown in formula (1) in the specification; when the phosphorescent host material and / or electron transport material of an electroluminescent device is prepared from the novel compound, the turn-on voltage of the device can be lowered, the luminous efficiency of the device is improved and the service life of the device is prolonged.

Description

technical field [0001] The invention belongs to the field of organic electroluminescence, in particular to a bibenzothiazole derivative, a bibenzoxazole derivative or a 2-(benzo[d]thiazol-2-yl)benzo[d]oxazole derivative compounds, their preparation methods, and their applications in electron transport materials. Background technique [0002] After years of research and development, electroluminescent materials and devices have reached the practical level, and various materials, such as hole materials, electronic materials, light-emitting materials, and display device preparation technologies, have made great progress. With the deepening of research work and the requirements for materials in the process of practical application, the advantages of using phosphorescence as a light-emitting material are becoming more and more obvious. The luminous efficiency of phosphorescent materials is 3 to 4 times higher than that of fluorescent materials. For many display products that req...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D417/14C07D277/62C07D519/00C07D413/14C07D263/54C07D413/04C09K11/06H01L51/54
CPCC09K11/06C07D263/54C07D277/62C07D413/14C07D417/04C07D417/14C07D519/00C09K2211/1037C09K2211/1033C09K2211/1092C09K2211/1088H10K85/631H10K85/653H10K85/633H10K85/656H10K85/654H10K85/655H10K85/657H10K50/00
Inventor 范洪涛李银奎李艳蕊任雪艳
Owner GUAN ETERNAL MATERIAL TECH
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