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Organic compound and application thereof in preparation of organic electroluminescence element

An organic compound, electroluminescence technology, applied in electrical components, organic chemistry, light-emitting materials, etc., can solve the limitations of OLED technology development, the luminous efficiency and service life of light-emitting components cannot meet the practical requirements, and the blue light materials cannot meet the use requirements. And other issues

Active Publication Date: 2019-06-21
SHIJIAZHUANG CHENGZHI YONGHUA DISPLAY MATERIALS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] In recent years, organic electroluminescence display technology has become mature, and some products have entered the market, but there are still many problems to be solved in the process of industrialization, especially the various organic materials used to make components, their current-carrying Injection, transport performance, material electroluminescence performance, service life, color purity, matching between various materials and electrodes, etc., there are still many problems that have not yet been resolved.
In particular, the luminous efficiency and service life of light-emitting elements have not yet met the practical requirements, which greatly limits the development of OLED technology.
Metal complex phosphorescent materials that use triplet light emission have high luminous efficiency, and their green and red light materials have met the requirements for use, but the special electronic structure characteristics of metal complexes make their blue light materials unable to meet the use requirements.

Method used

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  • Organic compound and application thereof in preparation of organic electroluminescence element
  • Organic compound and application thereof in preparation of organic electroluminescence element
  • Organic compound and application thereof in preparation of organic electroluminescence element

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0116] The preparation method of compound P01, comprises the steps:

[0117] The first step: preparation of compound Int-1

[0118]

[0119] At room temperature, 0.10mol of acetophenone was dissolved in 300mL of absolute ethanol, and slowly added dropwise to a solution of 0.10mol of 3-bromosalaldehyde or 3-bromo-2-mercaptobenzaldehyde dissolved in absolute ethanol and 0.20mol of The mixed solution of sodium hydroxide dissolved in ethanol, after the addition, was kept and stirred for 4 hours, then concentrated hydrochloric acid was added dropwise to adjust the pH of the reaction solution to 2, concentrated under reduced pressure to dryness, separated and purified by silica gel column to obtain a yellow solid.

[0120] The second step: the preparation of compound Int-2

[0121]

[0122] 90.0mmol of 2-bromoacetophenone and 75.0mmol of the intermediate Int-1 prepared in the first step were dissolved in 150mL of anhydrous THF, and at room temperature, 5.3g (112.5mmol, 85%) o...

Embodiment 2

[0127] The preparation method of compound P05, comprises the steps:

[0128] The first step: preparation of compound Int-3

[0129]

[0130] Referring to the preparation method of the first step in Example 1, replace SM-0 in the first step in Example 1 with salicylaldehyde or o-mercaptobenzaldehyde to prepare intermediate Int-3, a yellow solid.

[0131] The second step: the preparation of compound Int-4

[0132]

[0133] Referring to the preparation method of the second step of Example 1, the intermediate Int-3 prepared in the first step was used to replace the Int-1 in the second step of Example 1 to prepare the intermediate Int-4 as a yellow oil.

[0134] The third step: preparation of compound Int-5

[0135]

[0136] 10.0mmol of the intermediate Int.-4 prepared in the second step was stirred and dissolved with 50ml of acetic acid, 835.0mg (3.9mmol) of potassium iodate and 1.1g (6.6mmol) of potassium iodide were added, the temperature was raised to reflux for 2 ho...

Embodiment 3

[0141] Preparation of compound P31:

[0142]

[0143] Under nitrogen protection, 15.6g (44.8mmol) of (3-(2-triphenylene) phenyl) boronic acid, 37.3mmol of Int-5 prepared in the third step of Example 2, 18.0g (0.17mol) of Water and sodium carbonate were mixed, and then 15.0 mg of Pd (PPh 3 ) 4 Catalyst and 100mL of toluene, 50mL of ethanol and 50mL of water, heated to reflux, stirred for 12 hours, cooled to room temperature, diluted with 50mL of water, extracted with toluene, collected organic phase, dried, filtered, and the filtrate was concentrated under reduced pressure. , separated and purified by silica gel column to obtain compound P31, a white solid, the compound where Z is oxygen, HRMS: 624.2346[M+H]; the compound where Z is sulfur, HRMS: 640.2119[M+H]. 1 H-NMR (CDCl 3 , TMS, Z is sulfur compound P31) δ7.16~7.20(m,1H),7.31~7.63(m,14H),7.84~7.98(m,4H),8.18~8.52(m,7H),8.71( s,2H), 9.03(s,1H).

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PUM

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Abstract

The invention discloses an organic compound. The structural formula of the organic compound is shown in a formula I. When being used as a material of an organic electroluminescence element, the organic compound is capable of reducing starting voltage and improving luminescence efficiency and luminance. The invention further discloses application of the organic compound.

Description

technical field [0001] The invention relates to the technical field of materials for organic electroluminescent elements. More specifically, it relates to an organic compound and its application in the preparation of organic electroluminescent elements. Background technique [0002] Organic electroluminescence (referred to as OLED) and related research As early as 1963, pope et al. first discovered the electroluminescence phenomenon of organic compound single crystal anthracene. After more than 20 years of development, organic EL materials have fully realized red, blue, and green luminescence, and the application field has also expanded from small molecules to polymers and metal complexes. [0003] In recent years, organic electroluminescence display technology has become mature, and some products have entered the market, but there are still many problems to be solved in the process of industrialization, especially the various organic materials used to make components, thei...

Claims

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Application Information

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IPC IPC(8): C07D491/048C07D495/04C07D519/00C09K11/06H01L51/50H01L51/54
Inventor 曹建华邵哲温世文董梁王士波唐永顺
Owner SHIJIAZHUANG CHENGZHI YONGHUA DISPLAY MATERIALS CO LTD
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