Organic compound and organic electroluminescent device

An organic compound and compound technology, applied in the field of organic electroluminescent devices, can solve the problems of high driving voltage and low current efficiency, and achieve the effects of reducing driving voltage, increasing steric resistance, and high energy level matching

Pending Publication Date: 2022-04-05
江苏绿人半导体有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] The purpose of the present invention is to overcome the above-mentioned defects of high driving voltage and low current efficiency, and provide a novel organic compound and an organic electroluminescent device containing the organic compound

Method used

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  • Organic compound and organic electroluminescent device
  • Organic compound and organic electroluminescent device
  • Organic compound and organic electroluminescent device

Examples

Experimental program
Comparison scheme
Effect test

preparation example 1

[0091] Preparation Example 1: Synthesis of Compound 7

[0092]

[0093]Synthesis of intermediate 7-1: In a 1L three-neck flask, add intermediate M1 (15g, 68.2mmol), N-phenyl-3-carbazole boronic acid (23.5g, 82mmol), 150ml isopropanol, 80ml water , anhydrous potassium carbonate (26.2g, 0.19mol) and bis (triphenylphosphine) palladium dichloride (0.5g, 0.7mmol), under the protection of nitrogen, heated and stirred, heated to reflux for 5h, and the reaction was reduced to Carry out liquid separation at room temperature, get the organic phase and add saturated sodium chloride and wash to neutrality, pass the organic phase through silica gel, the eluent is toluene, rinse with 500ml toluene, and the organic phase after the column is spin-dried under reduced pressure to obtain a white solid ( Yield: 75%).

[0094] Synthesis of Intermediate 7-2: In a 1L three-neck flask, add Intermediate 7-1 (21.4g, 50mmol), pyridine (10g, 0.126mol) and 250ml of dichloromethane, and start stirring....

preparation example 2

[0097] Preparation Example 2: Synthesis of Compound 22

[0098]

[0099] Synthesis of Intermediate 22-1: In a 1L three-necked flask, add 2-chloro-4,6-diphenylpyrimidine (15g, 56.4mmol), biborpinacol ester (17.1g, 67.2mmol), acetic acid Potassium (16.5 g, 0.168 mol), [1,1'-bis(diphenylphosphino)ferrocene]palladium dichloride (0.41 g, 0.56 mmol) and 220 ml of 1,4-dioxane solvent , under the protection of nitrogen, heated and stirred, heated to reflux for 5.5h, after the reaction solution was lowered to room temperature, the reaction solution was spin-dried under reduced pressure to obtain the crude product, which was dissolved in chlorobenzene solvent, heated and stirred, heated to reflux, heated Pass through a silica gel column for decolorization, spin dry the filtrate under reduced pressure until there is a small amount of solvent, then add 200ml of ethanol for slurry, and recrystallize with toluene / ethanol to obtain a yellow solid (yield: 71%).

[0100] Synthesis of inter...

preparation example 3

[0104] Preparation Example 3: Synthesis of Compound 38

[0105]

[0106] Synthesis of Intermediate 38-1: The synthesis method was the same as that of Intermediate 22-1 to obtain a yellow-brown solid (yield: 76%).

[0107] Synthesis of Intermediate 38-2: The synthesis method was the same as that of Intermediate 7-1 to obtain an off-white solid (yield: 78%).

[0108] Synthesis of Intermediate 38-3: The synthesis method was the same as that of Intermediate 7-2 to obtain a white solid (yield: 90%).

[0109] Synthesis of compound 38: the synthesis method was the same as that of compound 7 to obtain a yellow solid (yield: 69%).

[0110] Mass spectrum: C43H26N6O, theoretical value: 642.22, measured value: 642.1. 1H-NMR (400MHz, CDCl3) (ppm) δ=7.10~7.21 (4H, m), 7.38~7.42 (1H, m), 7.48~7.53 (7H , m), 7.57~7.68 (2H, m), 7.92~7.96 (1H, d), 8.17~8.21 (2H, m), 8.27~8.29 (1H, s), 8.33~8.39 (4H, m), 8.47 ~8.51 (1H, d), 8.53~8.57 (1H, m), 8.59~8.61 (1H, m), 9.18~9.19 (1H, s).

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Abstract

The invention discloses an organic compound and an organic electroluminescent device thereof. The organic compound is shown as a formula I, wherein X is oxygen or sulfur; a1 and A2 are respectively and independently selected from hydrogen, alkyl with 1 to 10 carbon atoms, aryl with 6 to 20 carbon atoms or heteroaryl with 5 to 20 carbon atoms; r1 and R2 are respectively and independently selected from carbazolyl containing a substituent group or not containing a substituent group, triazinyl containing a substituent group or not containing a substituent group, pyrimidinyl containing a substituent group or not containing a substituent group, and a group formed by removing one hydrogen from a structure shown in a formula 1 to a formula 9; l1 is absent or selected from an arylene group or a heteroarylene group; l2 is absent or selected from an arylene group or a heteroarylene group. The organic compound provided by the invention has the advantages of low driving voltage and high current efficiency when applied to the organic electroluminescent device.

Description

technical field [0001] The invention belongs to the field of organic electroluminescence, and in particular relates to an organic compound and an organic electroluminescent device containing the organic compound. Background technique [0002] Today is an era of rapid development of information technology. As a new generation of display technology, OLED has gradually entered people's field of vision. The wide application prospects and rapid technological advancement make OLED one of the most popular researches in the field of display and scientific research product development. Compared with liquid crystal display technology, OLED has the advantages of active light emission, wide viewing angle, fast response, high contrast, high brightness, low power consumption and flexibility. [0003] Common OLEDs generally include the structure of the cathode and anode and the organic layer between them. The materials of the organic layer mainly include hole injection materials, hole tran...

Claims

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Application Information

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IPC IPC(8): C07D491/147C07D495/14C07D519/00H01L51/54H01L51/50
Inventor 吕瑶冯美娟
Owner 江苏绿人半导体有限公司
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