Organic electroluminescent material and its preparation method and organic electroluminescent device

An electroluminescent material and electroluminescent technology, applied in the fields of luminescent materials, electro-solid devices, organic chemistry, etc., can solve problems such as the influence of the overall performance of the device, achieve a good maximum current efficiency, a wide range of raw material sources, and suitable for large-scale production. Effect

Active Publication Date: 2018-12-11
VALIANT CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Although the host material does not directly emit light, the host material has a significant impact on the overall performance of the device. Usually, the host material needs to have a suitable triplet energy level, a high glass transition temperature, a suitable molecular weight, and good thermal stability. , and has a certain carrier transport ability; however, the existing host materials cannot guarantee that the effects of these characteristics can reach a better value at the same time, and a trade-off must be made when selecting materials

Method used

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  • Organic electroluminescent material and its preparation method and organic electroluminescent device
  • Organic electroluminescent material and its preparation method and organic electroluminescent device
  • Organic electroluminescent material and its preparation method and organic electroluminescent device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0095] An organic electroluminescent material compound C01, which centers on the benzo[g]chrysene structure, introduces the first benzene ring into the g position of the benzo[g]chrysene structure, and then replaces the first benzene ring with a second benzene ring The hydrogen group on the benzene ring, and then replace the hydrogen group on the second benzene ring with a nitrogen-containing heterocycle, which has the following structure:

[0096]

[0097] A preparation method of organic electroluminescence material C01 as above, it comprises the following steps:

[0098] A, preparation of intermediate a

[0099] Under the protection of nitrogen, in a 500mL three-necked flask, dissolve o-bromoiodobenzene (42.4g, 0.15mol) and trimethylsilylacetylene (17.7g, 0.18mol) in 250mL triethylamine, and finally put tetrakistriphenylphosphine Combine palladium (5.1g, 4.5mmol) and cuprous iodide (1.71g, 9mmol), control the temperature at 20-25°C, stir for 48 hours, carry out a substit...

Embodiment 2

[0125] An organic electroluminescent material compound C05, its structure is similar to the compound C01 in Example 1, the difference is that the nitrogen-containing heterocyclic ring is different, and its structural formula is:

[0126]

[0127] A preparation method of organic electroluminescent material compound C05 as described above, its preparation method is similar to the preparation method of compound C01 in Example 1, the difference is:

[0128] In step F, prepare the organic electroluminescent material compound C05:

[0129] Under the protection of nitrogen, the intermediate e2 (1.08g, 2.5mmol) and 3-ThPyDA (1.14g, 2.625mmol) were dissolved in 20mL of toluene, then an aqueous solution of potassium carbonate (50mL, 0.2M), and finally put into 18-C -6 (0.1g, 0.3mmol) and tetrakistriphenylphosphine palladium (0.116g, 0.1mmol), control the temperature of the system to 80-85°C, stir for 48 hours, and perform a substitution reaction under the catalysis of the catalyst, t...

Embodiment 3

[0135] An organic electroluminescent material compound C08, its structure is similar to the compound C01 in Example 1, the difference is that the nitrogen-containing heterocycle is different, and its structural formula is:

[0136]

[0137] A preparation method of organic electroluminescent material compound C08 as described above, its preparation method is similar to the preparation method of compound C01 in Example 1, the difference is:

[0138] In step F, prepare the organic electroluminescent material compound C08:

[0139] Under nitrogen protection, intermediate e2 (1.08g, 2.5mmol) and 4-ThPyDA (1.14g, 2.625mmol) were dissolved in 30mL of toluene, then an aqueous solution of potassium carbonate (50mL, 0.2M) was added, and finally 18- C-6 (0.1g, 0.3mmol) and tetrakistriphenylphosphine palladium (0.116g, 0.1mmol), the temperature of the control system is raised to 80-85°C, stirred for 48 hours, and the substitution reaction is carried out under the catalysis of the catal...

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Abstract

The present invention relates to an organic electroluminescent material and its preparation method and an organic electroluminescent device. The organic electroluminescent material takes the benzo[g]chrysene structure as the center and introduces the first benzene ring into the benzo[g]chrysene structure The g position of the first benzene ring is replaced by a second benzene ring, and then the hydrogen group on the second benzene ring is replaced by a nitrogen-containing heterocycle, which has the following structure: where Ar is an electron-transporting Functional nitrogen-containing heterocyclic ring; compared with the prior art, the organic electroluminescent material in the present invention has a very suitable triplet energy level, and has a higher glass transition temperature, better thermal stability and higher Strong carrier transport capability, and the preparation method is simple, easy to operate, high yield, low cost, use the organic electroluminescent material as the host material instead of CBP to make organic electroluminescent devices, with lower turn-on voltage and more Good maximum current efficiency, the turn-on voltage can be reduced by 0.5‑1.1V, and the maximum current efficiency can be increased by 18%‑24%.

Description

technical field [0001] The invention relates to the technical field of organic photoelectric materials, in particular to an organic electroluminescence material, a preparation method thereof and an application of the material in an organic electroluminescence device. Background technique [0002] In recent years, organic light-emitting diode (OLED) is a very popular emerging technology in the 21st century. Due to its own advantages, such as self-illumination, large viewing angle, low driving voltage, high luminous brightness, ultra-thin, flexible display, etc. , making it expected to become the next-generation mainstream display to replace liquid crystal. According to the different light-emitting mechanisms of the materials used, OLED devices can be divided into fluorescent devices and phosphorescent devices. It is generally considered that the light produced by singlet excitons is fluorescence, and the light produced by triplet excitons is phosphorescence. OLED devices ar...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D213/127C07D213/06C07D213/22C07D239/26C07D251/24C09K11/06H01L51/54
CPCC09K11/06C07D213/06C07D213/127C07D213/22C07D239/26C07D251/24C09K2211/1059C09K2211/1044C09K2211/1029H10K85/623H10K85/654
Inventor 王元勋石宇巨成良高自良王金奎王柏森
Owner VALIANT CO LTD
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