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Electroluminescent organic material, synthetic method and use thereof

An electroluminescent material and electroluminescent technology, which can be used in luminescent materials, electroluminescent light sources, electric light sources, etc., and can solve problems such as poor device performance and changes in luminescent properties.

Inactive Publication Date: 2009-04-22
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 Π—Π overlapping), it is easy to form exciplexes 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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  • Electroluminescent organic material, synthetic method and use thereof
  • Electroluminescent organic material, synthetic method and use thereof
  • Electroluminescent organic material, synthetic method and use thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0061] Embodiment 1.4,4'-(naphthyl-1,5-diyl) two (6-(4-tert-butylphenyl)-2-phenylpyridinecarbonitrile) (NBTNN) preparation

[0062]

[0063] 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%;

[0064] 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%. .

[0065] m / z: 748.36 (100.0%), 749.36 (58.9%), 750.36 (17.6%), 751.37 (3....

Embodiment 2

[0075] Example 2. Preparation of 1,5-bis(6-(4-tert-butylbenzene)-2-phenyl-3-trifluoromethylpyridin-4-yl)naphthalene (BBTPN)

[0076]

[0077] 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%;

[0078] 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%. .

[0079] m / z: 834.34 (100.0%), 835.34 (59.1%), 836.35 (1...

Embodiment 3

[0080] Embodiment 3.4, the preparation of 4'-(naphthyl-1,5-diyl) bis(6-(4-tert-butylphenyl)-2-phenylpyridine diethyl ester) (NBBNN)

[0081]

[0082] 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 in a large amount of water to obtain the corresponding pyridinium bromide, producing The rate is about 80%;

[0083] 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%. .

[0084] m / z: 842.41 (100.0%), 843.41 (64.2%), 844.42 (...

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Abstract

The invention belongs to the field of organic electroluminescent material, and in particular relates to polyaryl substituted pyridine derivatives and a synthetic method thereof, as well as application to preparing organic electroluminescent devices by using materials of the polyaryl substituted pyridine derivatives. Through molecular design, the synthetic method introduces large substituting groups which have rigid structures to ensure that the large substituting groups are not easy to form a group excited compound, inhibits the crystallization processes of the large substituting groups, improves the film forming properties of the large substituting groups, and increases charge transfer performances of the large substituting groups; at the same time, destroy of molecular co-planarity makes the large substituting groups emit peak blue shift, so as to achieve the aim of improving the properties of the devices. The polyaryl substituted pyridine derivatives comprise a structural formula as above.

Description

technical field [0001] 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 [0002] 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 up for the shortcomings of cathode ray tube (CRT) and liquid crystal display (LCD) to a certain extent. Among them, OLED has a series of advantages such as self-illumination, low-voltage DC drive, full curing, wide viewing angle, and rich colors. Compared with liquid crystal displays, OLED does ...

Claims

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Application Information

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IPC IPC(8): C09K11/06H05B33/14H01L51/54H01L31/00
CPCY02E10/549H10K85/615H10K85/654
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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