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Bipolar organic electroluminescent material and preparation method thereof

An electroluminescent material, bipolar technology, applied in the direction of luminescent materials, chemical instruments and methods, can solve the problems of difficulty in taking into account hole and electron transport efficiency, poor electroluminescence efficiency, etc., to promote transport and injection, The effect of high color purity

Inactive Publication Date: 2020-09-15
万志豪
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The invention provides a bipolar organic electroluminescent material and a preparation method thereof, which solves the technical problem that the existing organic electroluminescent materials are difficult to take into account the transmission efficiency of holes and electrons, and the electroluminescent efficiency is poor

Method used

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  • Bipolar organic electroluminescent material and preparation method thereof
  • Bipolar organic electroluminescent material and preparation method thereof
  • Bipolar organic electroluminescent material and preparation method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0021] Under the protection of argon, add 4,4'-diiodobiphenyl (8.12g, 20mmol) and acetic acid (60ml) into a 150ml two-necked flask, and add the solution dissolved in 30ml acetic acid with a constant pressure dropping funnel under ice bath. Bromine (2.31ml, 45mmol), then the reaction solution was raised to room temperature and reacted for 12 hours. After the reaction, the excess liquid bromine was removed with sodium bisulfite aqueous solution, the product was extracted with dichloromethane (100ml), the organic phase was washed 4 times with saturated sodium chloride aqueous solution, dried, filtered, and the solvent was spin-dried. The crude product was petroleum ether. The eluent was subjected to silica gel column chromatography to obtain 2-bromo-4,4'-diiodo-1,1'-biphenyl (7.56g, yield 78%). The chemical reaction equation is:

[0022]

Embodiment 2

[0024] Under the protection of nitrogen, add 3,6-dioctylcarbazole (3.91g, 10mmol), 5ml of triethylamine, and trimethylamine hydrochloride (1.0g, 10mmol) into a 100ml three-necked flask equipped with a constant pressure dropping funnel. And 30ml dichloromethane. Cool to 0°C in an ice bath, add p-toluenesulfonyl chloride (2.8 g, 15 mmol), and continue to react in an ice bath for 2 hours. After the reaction, extract with dichloromethane, wash the organic phase with water and use anhydrous MgSO 4 dry. The solvent was removed by rotary evaporation under reduced pressure, and the crude product was subjected to silica gel column chromatography using petroleum ether / ethyl acetate (volume ratio = 10:1) as the eluent to obtain the compound represented by formula (III) (8.1 g, yield 93.0 %), the chemical reaction equation is:

[0025]

Embodiment 3

[0027] Under the protection of nitrogen, magnesium chips (4.8 g, 20 mmol), the compound represented by formula (III) (8.03 g, 10 mmol) and 50 ml of THF were added to a 250 ml three-necked flask. Then add 2,7-dibromospiro[fluorene-9,2'-oxirane] (3.52g, 10mmol) dissolved in 20ml THF, while slowly heating to 75℃ to initiate the reaction, and the reaction system is refluxed React for 4 hours. Under the protection of nitrogen, ethyl formate (2.4g, 33mmol) and 100ml of THF were added to another 250ml three-necked flask equipped with a constant pressure dropping funnel and reacted at 25°C. The mixed solution after the reaction was transferred to a constant pressure low liquid funnel with a syringe, and 50 ml of ethyl formate solution was added dropwise. After the addition, the reaction solution was allowed to stand for 12 hours, and then an excess of methanol was added to the reaction solution to quench the reaction, and 100ml of saturated ammonium chloride aqueous solution was poure...

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Abstract

The invention belongs to the technical field of photoelectric display devices, and particularly relates to a bipolar organic electroluminescent material and a preparation method thereof. According tothe bipolar organic electroluminescent material, the structure of the bipolar organic electroluminescent material is shown as a formula (I). The invention also provides the preparation method of the bipolar organic electroluminescent material. The compound shown in the formula (II), 3, 10-dibromo-14-(3-(5-phenyl-1, 3, 4-oxadiazole-2-yl) phenyl)-14H-bis (S, S-dioxo-dibenzothiophene) pyrrole and 2-(3-(3, 10-bis (4, 4, 5, 5-tetramethyl-1, 3, 2-dioxaboridine-2-yl)-14H-bis (S, S-dioxo-dibenzothiophene) pyrrolo-5-phenyl-1, 3, 4-oxadiazole are subjected to Suzuki coupling reaction to obtain the polymer shown in formula (I). The organic electroluminescent material solves the technical problems that the existing organic electroluminescent material is difficult to give consideration to both hole andelectron transport efficiency and the electroluminescent efficiency is poor.

Description

Technical field [0001] The invention belongs to the technical field of photoelectric display devices, and specifically relates to a bipolar organic electroluminescent material and a preparation method thereof. Background technique [0002] The 21st century is called the new "electronic information age". With the development of the Internet, smart phones, watches, and tablet computers have become an indispensable part of people's lives. The arrival of the information age has greatly promoted the development of display technology. People are pursuing thinner, more energy-efficient, larger, and more flexible displays, and organic electroluminescence is the mainstream of the market. Organic electroluminescent diodes have the advantages of low-voltage drive, self-luminescence, fast response, wide viewing angle, thin thickness, etc. Through flexible substrate processing, solid-state full-color displays that cover the entire visible spectrum can be selected. The use of inkjet printing...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12C08G61/10C09K11/06
CPCC08G61/124C08G61/126C08G61/10C09K11/06C08G2261/5222C08G2261/514C08G2261/411C08G2261/124C08G2261/3228C08G2261/3241C08G2261/3243C09K2211/1458C09K2211/1475C09K2211/1466C08G2261/3142C08G2261/143
Inventor 万志豪
Owner 万志豪
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