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Organic phosphorus luminescent material and preparation method and application thereof

A technology of luminescent materials and organic phosphorus, applied in the fields of luminescent materials, organic chemistry, indium organic compounds, etc., can solve the problems of insufficient luminous efficiency and thermal stability, and achieve extended durability, improved current efficiency, excellent color purity and brightness. Effect

Inactive Publication Date: 2020-02-14
JILIN OPTICAL & ELECTRONICS MATERIALS
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] However, currently disclosed luminescent materials, especially red luminescent materials, have certain deficiencies in luminous efficiency and thermal stability.

Method used

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  • Organic phosphorus luminescent material and preparation method and application thereof
  • Organic phosphorus luminescent material and preparation method and application thereof
  • Organic phosphorus luminescent material and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] Preparation of compound I-1, its specific synthesis steps are as follows:

[0039]

[0040] Under nitrogen protection system, weigh ligand Ⅱ-1 24mmol, IrCl 3 ·3H 2 O 10mmol was put into the reaction system, a mixed solution of 180ml ethylene glycol ether and 60ml ultrapure water was added, refluxed under nitrogen protection system for 25 hours, then cooled to room temperature, a precipitate was precipitated, the precipitate was suction filtered, water, absolute ethanol and petroleum ether were washed and dried sequentially to obtain a dark red powder of bridging ligand IV-1 with a mass of 4.26 g and a yield of 59%.

[0041] Then weigh 2.5mmol of bridging ligand IV-1, add 25mmol of anhydrous potassium carbonate, then add 72ml of ethylene glycol ether to the system, replace nitrogen three times, add 3,7-diethyl-4 , 7.5 mmol of 6-nonanedione, reflux for 24 hours, cool down, filter with suction, wash with alcohol, and dry. Using dichloromethane as a solvent, using neu...

Embodiment 2

[0045] Preparation of compound I-21, its specific synthesis steps are as follows:

[0046]

[0047] Under nitrogen protection system, weigh ligand Ⅱ-21 25mmol, IrCl 3 ·3H 2 O 10mmol was put into the reaction system, a mixed solution of 210ml ethylene glycol ether and 70ml ultrapure water was added, refluxed for 30 hours under the nitrogen protection system, then cooled to room temperature, a precipitate was precipitated, the precipitate was suction filtered, water, absolute ethanol , Petroleum ether were rinsed and dried in turn. The weight of bridging ligand Ⅳ-21 obtained as dark red powder was 5.6g, and the yield was 63%.

[0048]Then weigh 3 mmol of bridging ligand IV-21, add 30 mmol of anhydrous potassium carbonate, then add 60 ml of ethylene glycol ether to the system, replace nitrogen three times, add 3,7-diethyl-4 under nitrogen protection system, 12 mmol of 6-nonanedione, reflux for 24 hours, cool down, filter with suction, wash with alcohol, and dry. Using dich...

Embodiment 3

[0052] Preparation of compound Ⅰ-27, its specific synthesis steps are as follows:

[0053]

[0054] Under nitrogen protection system, weigh 24 mmol of ligand II-27, IrCl 3 ·3H 2 O 10mmol was put into the reaction system, a mixed solution of 210ml ethylene glycol ether and 70ml ultrapure water was added, refluxed for 30 hours under the nitrogen protection system, then cooled to room temperature, a precipitate was precipitated, the precipitate was suction filtered, water, absolute ethanol , Petroleum ether were rinsed and dried in turn. The weight of bridging ligand Ⅳ-27 obtained as dark red powder was 5.5g, and the yield was 66%.

[0055] Then weigh 3mmol of bridging ligand IV-27, add 30mmol of anhydrous potassium carbonate, add 60ml of ethylene glycol ether to the system, replace nitrogen three times, add 3,7-diethyl-4 under nitrogen protection system, 12 mmol of 6-nonanedione, reflux for 24 hours, cool down, filter with suction, wash with alcohol, and dry. Using dichlo...

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Abstract

The invention discloses an organic phosphorus luminescent material. The molecular structure general formula of the organic phosphorus luminescent material is shown in the specification, wherein R1, R2, R3, R4, R5 and R6 are any selected from hydrogen, deuterium, halogen, cyano, nitro, hydroxyl, amino, sulfonyl, sulfonyl, phosphoryl, substituted or unsubstituted C1-C60 alkyl, substituted or unsubstituted C6-C60 aryl, substituted or unsubstituted C3-C30 cycloalkyl, substituted or unsubstituted C1-C60 alkoxy, substituted or unsubstituted C1-C60 alkylamino, substituted or unsubstituted C2-C60 alkenyl, substituted or unsubstituted C2-C60 alkynyl, substituted or unsubstituted C5-C60 heterocyclyl, substituted or unsubstituted C10-C60 fused ring, substituted or unsubstituted C5-C60 spiro; and X isO or S. Organic electroluminescent devices prepared from the organic phosphorus luminescent material has excellent color purity and brightness and prolonged durability.

Description

technical field [0001] The invention relates to the technical field of organic photoelectric materials, and more specifically relates to an organic phosphorescent material and its preparation method and application. Background technique [0002] Organic light-emitting diodes (OLEDs) have the advantages of thinness and lightness, active light emission, wide viewing angle, fast response, low energy consumption, excellent low temperature and shock resistance, and potential flexible design. In addition, OLED can also be used as a flat backlight in the display field Due to its potential excellent performance in the field of display technology, it can become the most competitive technology in the third-generation flat panel display. Therefore, OLED has a good development prospect. [0003] The light-emitting materials of organic light-emitting diodes are mainly phosphorescent light-emitting materials, and the three primary colors of red, blue, and green are currently the most wide...

Claims

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Application Information

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IPC IPC(8): C07F15/00C09K11/06H01L51/50H01L51/54
CPCC07F15/0033C09K11/06C09K2211/185H10K85/342H10K50/11
Inventor 王辉李明陈明李小龙段伟伟李猛李国强马晓宇
Owner JILIN OPTICAL & ELECTRONICS MATERIALS