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Quinacridones-containing organic electroluminescence material and preparation method thereof

A technology of quinacridone and luminescent materials, applied in the field of organic electroluminescent materials, to achieve the effects of high yield, increased planar conjugation, and high luminous efficiency

Active Publication Date: 2015-11-18
JILIN OPTICAL & ELECTRONICS MATERIALS
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, existing materials still have application problems, such as lifespan, brightness, and efficiency. How to develop materials with excellent performance is the top priority.

Method used

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  • Quinacridones-containing organic electroluminescence material and preparation method thereof
  • Quinacridones-containing organic electroluminescence material and preparation method thereof
  • Quinacridones-containing organic electroluminescence material and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] The synthesis of embodiment 1 compound 001

[0023]

[0024] Under nitrogen protection system, weigh 1.5mmol of bromobenzene, add 300ml of freshly steamed tetrahydrofuran solution, add 1.2mmol of n-butyllithium dropwise at -78°C, react for two hours, then add dropwise 200ml of tetrahydrofuran solution Dissolved 1 mmol of 5,12-diphenyl-5,12-dihydroquinoline[2,3-b]acridine-7,14-dione, after the dropwise addition, react at room temperature for 9 hours under nitrogen protection conditions, Add 100ml of 1M dilute hydrochloric acid, extract 3 times with 100ml of diethyl ether, separate the liquid, concentrate, and recrystallize with dichloromethane:petroleum ether=1:3 to obtain a light yellow 0.80mmol intermediate, which is added to 300ml of concentrated sulfuric acid, at room temperature After reacting for 9 hours, hydrolysis, extraction, liquid separation, and recrystallization, 0.75 mmol of a light yellow final product was obtained with a yield of 75% and a purity of mo...

Embodiment 2

[0025] The synthesis of embodiment 2 compound 002

[0026]

[0027] Under nitrogen protection system, weigh 1.6mmol of 2-bromonaphthalene, add 300ml of freshly steamed tetrahydrofuran solution, and add 1.2mmol of n-butyllithium dropwise at -78°C, react for two hours, then add 200ml of 1 mmol of 5,12-diphenyl-5,12-dihydroquinoline[2,3-b]acridine-7,14-dione dissolved in tetrahydrofuran solution, after the dropwise addition, react at room temperature under nitrogen protection conditions 9 After 1 hour, add 100ml of 1M dilute hydrochloric acid, extract 3 times with 100ml of diethyl ether, separate liquid, concentrate, and recrystallize with dichloromethane:petroleum ether=1:3 to obtain a pale yellow 0.82mmol intermediate, which is added to 300ml of concentrated sulfuric acid , reacted at room temperature for 9 hours, after hydrolysis, extraction, liquid separation, and recrystallization, 0.76 mmol of a light yellow final product was obtained with a yield of 76% and a purity of ...

Embodiment 3

[0028] The synthesis of embodiment 3 compound 003

[0029]

[0030] Under nitrogen protection system, weigh 1.7mmol of hexane bromide, add 300ml of freshly distilled tetrahydrofuran solution, and add 1.2mmol of n-butyllithium dropwise at -78°C, react for two hours, and then add 200ml of tetrahydrofuran solution dropwise. 1 mmol of 5,12-diphenyl-5,12-dihydroquinoline[2,3-b]acridine-7,14-dione dissolved in the solution, after the dropwise addition, react at room temperature for 9 hours under nitrogen protection , add 100ml of 1M dilute hydrochloric acid, extract 3 times with 100ml of diethyl ether, separate liquid, concentrate, recrystallize with dichloromethane:petroleum ether=1:3, obtain light yellow 0.82mmol intermediate, add the intermediate to 300ml concentrated sulfuric acid, After reacting at room temperature for 9 hours, after hydrolysis, extraction, liquid separation and recrystallization, 0.73 mmol of a light yellow final product was obtained with a yield of 73% and...

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Abstract

The invention provides a quinacridones-containing organic electroluminescence material, which takes 5,12-dibenzyl-5,12-dihydro-quinoline[2,3-b]acridine-7,14-dione as a base, different substituent groups can be introduced, plane conjugation performance of a molecular structure is enhanced, dissolvability of the organic luminescent materials can be increased, preparation is easier, by strictly controlling the reaction temperature and the reaction time, yield is high, due to introduction of different substituent groups in the organic luminescent material, electron transition can be changed, a luminescence peak is adjusted, the material can emit red light, the luminescence efficiency is high, and a red optical device made by the material can satisfy the requirement of industrial production.

Description

technical field [0001] The invention relates to the field of organic photoelectric materials, in particular to organic electroluminescent materials, which contain novel polycyclic derivatives. Background technique [0002] Organic electroluminescent technology is the latest generation of flat-panel display technology, which can be used for flat-panel displays and lighting sources. At present, commercial flat-panel displays have been put into the market. Due to its own absolute advantages, the lighting source will soon be industrialized. The electroluminescent device has an all-solid structure, and the organic electroluminescent material is the core and basis of the device. The development of new materials is the driving force behind the continuous progress of electroluminescent technology. The preparation of original materials and device optimization are also research hotspots in the organic electroluminescent industry. [0003] At present, the development of OLED (organi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06C07D471/04H01L51/54
CPCC09B15/00C09B48/00C09K11/06H10K85/657
Inventor 王钊姜晓晨胡晓明陈明赵明
Owner JILIN OPTICAL & ELECTRONICS MATERIALS
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