Organic electroluminescent material and synthesis and application thereof

A technology of electroluminescent materials and organic light-emitting layers, which is applied in the direction of luminescent materials, organic compound preparation, organic chemistry, etc., can solve the problems of affecting the service life of materials, the destruction of film uniformity, and low glass transition temperature, so as to reduce the stacking The probability of improving OLED yield and the effect of high hole mobility

Inactive Publication Date: 2018-10-16
北京燕化集联光电技术有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] The organic hole transport materials currently reported are generally small in molecular weight and have a low glass transition temperature. During the use of the material, repeated charging and discharging will easily crystallize the material and destroy the uniformity of the film, thus affecting the service life of the material.

Method used

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  • Organic electroluminescent material and synthesis and application thereof
  • Organic electroluminescent material and synthesis and application thereof
  • Organic electroluminescent material and synthesis and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0069] Synthesis

[0070] The synthetic route is as follows:

[0071]

[0072] 1) Synthesis of compound 1-1

[0073]1000 milliliter three-necked flask, equipped with magnetic stirring, after argon replacement, add sodium tert-butoxide 46.1g (0.48mol), 2-methylaniline 32.1g (purity 99%, 0.3mol), 41.4g 1-bromonaphthalene (purity 99 %, 0.2mol) and toluene 400ml. After argon replacement again, 3 ml of tri-tert-butylphosphine and 0.46 g of tris(diphenylbenzylacetone)dipalladium were added in sequence. After the addition, start stirring and heat up to 100°C, and control the temperature at 100-110°C for 5 hours. After cooling down to 30°C, the filtrate was obtained by suction filtration through a silica gel column, and the filtrate was rotary evaporated, dissolved in dichloromethane, washed twice with 4mol / L hydrochloric acid solution, separated, dried with anhydrous sodium sulfate, suction filtered, and rotary evaporated The filtrate obtained 41.5 g of a yellow product with...

Embodiment 2

[0078] Synthesis

[0079] The synthetic route is as follows:

[0080]

[0081] 1) Synthesis of Compound 2-1

[0082] 1000 milliliter three-necked flask, equipped with magnetic stirring, after argon replacement, add sodium tert-butoxide 46.1g (0.48mol), 2-methylaniline 32.1g (purity 99%, 0.3mol), 41.4g 1-bromonaphthalene (purity 99 %, 0.2mol) and toluene 400ml. After argon replacement again, 3 ml of tri-tert-butylphosphine and 0.46 g of tris(diphenylbenzylacetone)dipalladium were added in sequence. After the addition, start stirring and heat up to 100°C, and control the temperature at 100-110°C for 5 hours. After cooling down to 30°C, the filtrate was obtained by suction filtration through a silica gel column, and the filtrate was rotary evaporated, dissolved in dichloromethane, washed twice with 4mol / L hydrochloric acid solution, separated, dried with anhydrous sodium sulfate, suction filtered, and rotary evaporated The filtrate obtained 40.5 g of a yellow product wit...

Embodiment 3

[0087] Synthesis

[0088] The synthetic route is as follows:

[0089]

[0090] 1) Synthesis of compound 3-1

[0091] 1000 milliliter three-necked flask, equipped with magnetic stirring, after argon replacement, add sodium tert-butoxide 46.1g (0.48mol), 2-methylaniline 32.1g (purity 99%, 0.3mol), 41.4g 1-bromonaphthalene (purity 99 %, 0.2mol) and toluene 400ml. After argon replacement again, 3 ml of tri-tert-butylphosphine and 0.46 g of tris(diphenylbenzylacetone)dipalladium were added in sequence. After the addition, start stirring and heat up to 100°C, and control the temperature at 100-110°C for 5 hours. After cooling down to 30°C, the filtrate was obtained by suction filtration through a silica gel column, and the filtrate was rotary evaporated, dissolved in dichloromethane, washed twice with 4mol / L hydrochloric acid solution, separated, dried with anhydrous sodium sulfate, suction filtered, and rotary evaporated The filtrate obtained 42 g of a yellow product with ...

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Abstract

The invention relates to the field of organic light-emitting diode (OLED) display, and particularly relates to an organic electroluminescent material and synthesis and application thereof. A general structure formula of the organic electroluminescent material is showed in the specification. According to the organic electroluminescent material provided by the invention, the distance between molecules can be increased, the association between compounds can be prevented and the probability of molecular stacking can be reduced because of methyl groups contained on a specific benzene ring. The organic electroluminescent material is not prone to crystallization during evaporation plating, and has high hole mobility, relatively good film stability and suitable molecular energy levels, so that theorganic electroluminescent material can be applied in OLED field. The organic electroluminescent material can effectively improve the rate of finished products of OLED, reduce the driving voltage, improve the luminescent efficiency and increase the service life when applied to OLED devices. The organic electroluminescent material has broad application prospects.

Description

technical field [0001] The invention belongs to the technical field of organic electroluminescent display, and in particular relates to an organic electroluminescent material and its synthesis and application in organic electroluminescent devices. Background technique [0002] The application of organic electroluminescent (OLED) materials in information display materials, organic optoelectronic materials and other fields has great research value and bright application prospects. With the development of multimedia information technology, the performance requirements of flat panel display devices are getting higher and higher. At present, the main display technologies include plasma display devices, field emission display devices and organic electroluminescent display devices (OLED). Among them, OLED has a series of advantages such as self-luminescence, low-voltage DC drive, full curing, wide viewing angle, and rich colors. Compared with liquid crystal display devices, OLED d...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C211/61C07C209/10C07D471/04C09K11/06H01L51/54
CPCC09K11/06C07C211/61C07D471/04C07C2603/94C09K2211/1029C09K2211/1014H10K85/615H10K85/622H10K85/624H10K85/626H10K85/636H10K85/633H10K85/6572
Inventor 曹占广班全志李继响杭德余段陆萌纪秦思程丹丹王敬丽马天凯
Owner 北京燕化集联光电技术有限公司
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