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Organic electroluminescent material as well as synthetic method and application thereof

An electroluminescent material and electroluminescent technology, applied in the fields of luminescent materials, organic chemistry, chemical instruments and methods, etc., can solve problems such as changes in luminescent properties and poor device performance.

Active Publication Date: 2014-01-08
TECHNICAL INST OF PHYSICS & CHEMISTRY - CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to its strong intramolecular interactions (such as ∏-∏ overlap), exciplexes are easily formed in the film, which changes its luminescent properties
Therefore, the device performance is poor
So far rarely used in organic electroluminescent devices

Method used

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  • Organic electroluminescent material as well as synthetic method and application thereof
  • Organic electroluminescent material as well as synthetic method and application thereof
  • Organic electroluminescent material as well as synthetic method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 14

[0058] Embodiment 1.4, the preparation of 4'-(naphthyl-1,5-diyl) bis(6-(4-tert-butylbenzene)-2-phenylpyridinecarbonitrile) (NBTNN)

[0059]

[0060] The first step: get 4-(2-bromoacetyl) benzonitrile with a molar ratio of 1, pyridine is a raw material, stir at room temperature for 10 hours, filter, and wash with a large amount of water to obtain the corresponding pyridinium bromide, with a yield of about 85%;

[0061] The second step: under the condition of nitrogen protection, the first step product, 1,5-dialdehyde naphthalene and p-tert-butylacetophenone (molar ratio is 2:1:2) are added in the three-necked flask, and then Add an appropriate amount of glacial acetic acid and ammonium acetate, stir vigorously, keep the temperature at 120°C-140°C, reflux for 24 hours, filter the product, and obtain the high-purity target product through column chromatography or recrystallization, with a yield of about 55%. .

[0062] m / z: 748.36 (100.0%), 749.36 (58.9%), 750.36 (17.6%), 75...

Embodiment 21

[0072] Example 2.1, Preparation of 5-bis(6-(4-tert-butylbenzene)-2-phenyl-3-trifluoromethylpyridin-4-yl)naphthalene (BBTPN)

[0073]

[0074] The first step: take 2-bromo-1-(4-trifluoromethylphenyl)ethanone and pyridine with a molar ratio of 1 as raw materials, stir at room temperature for 10 hours, filter, and wash with a large amount of water to obtain the corresponding pyridine Bromide, the yield is about 90%;

[0075] The second step: under the condition of nitrogen protection, the first step product, 1,5-dialdehyde naphthalene and p-tert-butylacetophenone (molar ratio is 2:1:2) are added in the three-necked flask, and then Add an appropriate amount of glacial acetic acid and ammonium acetate, stir vigorously, keep the temperature at 120°C-140°C, reflux for 24 hours, filter the product, and obtain the target product with high purity through column chromatography or recrystallization, with a yield of about 60%. .

[0076] m / z: 834.34 (100.0%), 835.34 (59.1%), 836.35 (1...

Embodiment 34

[0077] The preparation of embodiment 3.4,4'-(naphthyl-1,5-diyl)bis(6-(4-tert-butylphenyl)-2-phenylpyridine diethyl ester) (NBBNN)

[0078]

[0079] The first step: get 4-(2-bromoacetyl)ethyl benzoate with a molar ratio of 1, pyridine is a raw material, stir at room temperature for 9 hours, filter, and wash with a large amount of water to obtain the corresponding pyridinium bromide, producing The rate is about 80%;

[0080] The second step: under the condition of nitrogen protection, the first step product, 1,5-dialdehyde naphthalene and p-tert-butylacetophenone (molar ratio is 2:1:2) are added in the three-necked flask, and then Add an appropriate amount of glacial acetic acid and ammonium acetate, stir vigorously, keep the temperature at 120°C-140°C, reflux for 24 hours, filter the product, and obtain the target product with high purity through column chromatography or recrystallization, with a yield of about 50%. .

[0081] m / z: 842.41 (100.0%), 843.41 (64.2%), 844.42 (...

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Abstract

The invention particularly relates to polyaryl-substituted pyridine derivative, a synthetic method thereof and the application of the polyaryl-substituted pyridine derivative to preparation of organic electroluminescent devices, belonging to the field of electroluminescent material. According to molecular design, large substitutional groups with rigid structures are introduced, so that the derivative has small possibility of forming the exciplex, the crystallization process of the derivative is inhibited, the film forming property of the derivative is improved, and the electric charge transmission property of the derivative is improved. Meanwhile, the modular coplanarity is damaged to cause emission peak hypochromatic shift, and the purpose of improving device property is achieved. The polyaryl-substituted pyridine derivative comprises the following structure.

Description

[0001] related application [0002] This application is an application number: 200710176007.9, application date: October 17, 2007, and is a divisional application of the Chinese invention patent application titled "Organic Electroluminescence Material and Its Synthesis Method and Application". technical field [0003] The invention belongs to the field of organic electroluminescent materials, and in particular relates to a class of polyaryl-substituted pyridine derivatives and a synthesis method thereof, as well as the use of the polyaryl-substituted pyridine derivative materials in preparing organic electroluminescent devices. Background technique [0004] With the development of multimedia technology and the advent of the information society, the performance requirements of flat panel displays are getting higher and higher. Three new display technologies emerging in recent years: plasma display, field emission display and organic electroluminescent display (OLED), all make...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C09K11/06C07D213/85C07D213/26C07D213/80C07D213/803H01L51/50H01L51/54
Inventor 汪鹏飞李娜刘卫敏李述汤
Owner TECHNICAL INST OF PHYSICS & CHEMISTRY - CHINESE ACAD OF SCI
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