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Organic electroluminescence compound and its preparation method and application

A compound and luminescent technology, applied in organic chemistry, preparation of amino compounds from amines, luminescent materials, etc., can solve the problems of high driving voltage, reduced lifespan, low glass transition temperature, etc., achieve high power efficiency and simple preparation method , the effect of high yield

Active Publication Date: 2022-06-17
JILIN OPTICAL & ELECTRONICS MATERIALS
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although these materials provide good light emitting characteristics, they have the following disadvantages: (1) Reduced lifetime of the device due to their low glass transition temperature and poor thermal stability
(2) Organic electroluminescent devices containing phosphorescent host materials require higher driving voltages
However, organic electroluminescent devices using these materials are not yet ideal in terms of quantum efficiency and lifetime

Method used

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  • Organic electroluminescence compound and its preparation method and application
  • Organic electroluminescence compound and its preparation method and application
  • Organic electroluminescence compound and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0057] Example 1: Preparation of Compound 1

[0058]

[0059] Synthesis of intermediate C-1: bromobenzene (B-1) (15.7 g, 100 mmol) was stirred in 250 mL of dry THF, cooled to -78°C, and 44 mL of n-butyllithium solution was added dropwise under the protection of nitrogen atmosphere. , continue to react for 3h. Then compound A-1 (34.4 g, 100 mmol) was added, the temperature was slowly raised to room temperature, and the reaction was carried out for 16 h. After the reaction, 200 mL of saturated ammonium chloride aqueous solution was slowly added dropwise, stirred for 0.5 h, 300 mL of ethyl acetate was added for layering and extraction, the obtained organic phase was dried over anhydrous magnesium sulfate, and separated and purified by silica gel column chromatography to obtain 31.6 g of intermediate C-1, yield 75%.

[0060] Synthesis of compound 1: Intermediate C-1 (31.6 g, 75 mmol) and intermediate D-1 (31.8, 80 mmol) were placed in 300 mL of dry THF, methanesulfonic acid (...

Embodiment 2

[0061] Example 2: Preparation of Compound 12

[0062]

[0063] Compound 12 was prepared according to the method of Example 1 (yield: 70%, MW: 957.97). The difference from Example 1 is that Intermediate B-12 is used instead of Intermediate B-1 and Intermediate D-12 is used instead of Intermediate D-1.

Embodiment 3

[0064] Example 3: Preparation of Compound 19

[0065]

[0066] Compound 19 was prepared according to the method of Example 1 (yield: 79%, MW: 940.33). The difference from Example 1 is that Intermediate B-19 is used instead of Intermediate B-1 and Intermediate D-19 is used instead of Intermediate D-1.

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PUM

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Abstract

The invention belongs to the technical field of organic luminescent materials, and in particular relates to an organic electroluminescence compound and its preparation method and application. The structural formula of the organic electroluminescent compound of the present invention is shown in Chemical Formula 1: the present invention proposes a solution by introducing an arylamine and a spiro ring with a rigid structure. Through the introduction of arylamine, the hole injection ability / transport ability, high power efficiency, and long life are obtained; through the introduction of the spiro ring, an appropriate glass transition temperature is obtained, thereby obtaining a high-quality organic electroluminescent material. The preparation method of the organic electroluminescent compound provided by the invention is simple and the yield is high. The organic electroluminescence device prepared by the compound provided by the invention has excellent current efficiency and power efficiency and long life.

Description

technical field [0001] The invention belongs to the technical field of organic light-emitting materials, and in particular relates to an organic electroluminescent compound and a preparation method and application thereof. Background technique [0002] The organic electroluminescence element is a self-luminous element using the principle that by applying an electric field, a fluorescent substance can emit light by the recombination of holes injected from the anode and electrons injected from the cathode. It has the following structure: an anode, a cathode, and a layer of organic material in between. In order to improve the efficiency and stability of the organic electroluminescent element, the organic material layer includes multiple layers having different materials, such as a hole injection layer, a hole transport layer, a light emitting layer, an electron transport layer, an electron injection layer, and the like. When a voltage is applied between the anode and the catho...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C211/55C07C211/58C07C211/61C07C209/68C07D209/80C07D209/86C07D209/88C07D213/38C07D213/74C07D219/02C07D235/04C07D239/84C07D241/46C07D265/38C07D279/22C07D307/77C07D307/81C07D307/91C07D311/82C07D327/08C07D333/76C07D335/12C07D401/14C07D405/12C07D407/12C07D409/12C07D487/04C07D491/048C07D493/04C07D495/04C09K11/06H01L51/50H01L51/54
CPCC07C211/55C07C211/58C07C211/61C07D209/86C07D405/12C07D213/38C07D307/91C07D209/88C07D209/80C07D401/14C07D333/76C07D307/77C07D487/04C07D493/04C07D495/04C07D491/048C07D407/12C07D219/02C07D239/84C07D265/38C07D279/22C07D311/82C07D335/12C07D327/08C07D241/46C07D409/12C07D307/81C07D235/04C07D213/74C09K11/06C09K2211/1007C09K2211/1011C09K2211/1014C09K2211/1029C09K2211/1033C09K2211/1037C09K2211/1044C09K2211/1088C09K2211/1092C07C2603/18C07C2603/40C07C2603/52C07C2603/94H10K85/623H10K85/624H10K85/622H10K85/626H10K85/633H10K85/615H10K85/6576H10K85/6574H10K85/657H10K85/6572H10K50/15H10K50/11
Inventor 马晓宇王永光汪康姚明明李文军李贺毕岩王进政
Owner JILIN OPTICAL & ELECTRONICS MATERIALS