Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

A kind of anthracene luminescent material and its preparation method and application

A luminescent material, anthracene-based technology, applied in the field of new-type anthracene-based luminescent materials and its preparation, can solve the problem of quantum efficiency less than 1%, and achieve the effect of increasing luminous intensity

Active Publication Date: 2021-07-09
GUANGDONG UNIV OF TECH
View PDF6 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Since Pope first discovered that anthracene single crystal has organic electroluminescence, although its driving voltage is as high as 400V and its quantum efficiency is less than 1%, it has opened up a road to the development of blue fluorescent materials.

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • A kind of anthracene luminescent material and its preparation method and application
  • A kind of anthracene luminescent material and its preparation method and application
  • A kind of anthracene luminescent material and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0053] Example 1 Preparation of 2,3,6,7,9,10-hexa-bromoanthracene

[0054] Under the condition of nitrogen protection, 1 part of anthracene was dissolved in dichloromethane, and iron powder (the molar ratio of iron powder:anthracene was 1:1~10), bromine water (the molar ratio of bromine water:anthracene was 1:1) ~10) respectively add to a single-neck bottle, stir vigorously at room temperature for 6h, filter to obtain insoluble matter, and further wash with dilute hydrochloric acid, purified water and acetone to obtain 2,3,6,7,9,10-hexa-bromoanthracene (shown by 1 in formula (1)), its synthetic route is shown in formula (1), and the yield of 2,3,6,7,9,10-hexa-bromoanthracene is about 70%.

[0055]

Embodiment 2

[0057] Under the condition of nitrogen protection, 1 part of 9-anthracene was dissolved in dichloromethane, and iron powder (the molar ratio of iron powder: 9-bromoanthracene was 1:1~10), bromine water (bromine water: 9-bromine The molar ratio of anthracene is 1:1~10) were added into single-neck flasks, stirred vigorously at room temperature for 6h, filtered to obtain insoluble matter, and further washed with dilute hydrochloric acid, purified water and acetone to obtain mixtures 2, 3, 6, 7,9,10-hexa-bromoanthracene (shown by 1 in formula (2)) and 2,3,6,7,9-penta-bromoanthracene (shown by 1' in formula (2)), its synthetic route As shown in formula (2), the yield of 2,3,6,7,9,10-hexa-bromoanthracene is about 65%.

[0058]

Embodiment 3

[0059] Example 3 Preparation of 2,3,6,7,9,10-hexa-(4-methoxyphenyl)anthracene

[0060] 1. Under the condition of nitrogen protection, the 2,3,6,7,9,10-hexa-bromoanthracene and 4-methoxyphenyl borate (molar ratio is 1:7) in step 1, Add tetrakis(triphenylphosphine)palladium and potassium carbonate into a single-neck bottle, then 10-20mL of toluene and ethanol, stir vigorously, keep the temperature at 90°C, reflux for 24h, extract, wash and filter to obtain the initial product, and then go through column chromatography Chromatography or recrystallization, obtain 2,3,6,7,9,10-hexa-(4-methoxyphenyl) anthracene, its molecular structure is as shown in 2a in formula (3), and its synthetic route is as formula ( 3), the yield is about 60%.

[0061]

[0062] figure 1 For the 2,3,6,7,9,10-sixa-(4-methoxyphenyl)-anthracene obtained in this example 1 H CNMR diagram. figure 2 For the 2,3,6,7,9,10-sixa-(4-methoxyphenyl)-anthracene obtained in this example 13 C NMR image. image 3 In...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

PropertyMeasurementUnit
porosityaaaaaaaaaa
Login to View More

Abstract

The invention belongs to the field of organic semiconductor materials, and discloses a novel anthracene light-emitting material, a preparation method and an application thereof. The anthracene-based luminescent material is in an inert atmosphere, using anthracene, 9-bromoanthracene or 9,10-dibromoanthracene as a raw material, adding a brominating agent, catalyzed by a metal or a Lewis acid, and performing a bromination reaction. Catalyzed coupling reaction, prepared by introducing substituent groups at the 2,3,6,7,9,10 or 2,3,6,7,9 positions of anthracene. The luminescent material prepared by the present invention has the molecular structure of symmetrical functionalized anthracene, which can improve its luminous intensity, color purity and stability. , The introduction of substituent groups at the 7 and 9 sites destroys the fairness of the molecule, inhibits π-π stacking, and then improves the luminous efficiency and quantum yield performance of the material, regulates the luminous range of the material and inhibits its crystallization process, and improves its composition. Membrane, improve its charge transport performance.

Description

technical field [0001] The invention belongs to the technical field of organic semiconductors, and more specifically relates to a novel anthracene-based luminescent material and its preparation method and application. Background technique [0002] Organic light-emitting diodes (Organic Light-Emitting Diodes, OLED) devices have excellent characteristics such as high efficiency, high brightness, ultra-thin, ultra-light, and flexibility, and have broad application prospects in the fields of information display and lighting. As the next generation flat panel display technology, [0003] Organic light-emitting diodes have attracted extensive attention from academia and industry. According to the latest report, BOE has successfully realized the mass production of the 6th generation flexible AMOLED production line. To realize the full-color display of OLEDs, high-efficiency three-color organic light-emitting materials—red, green and blue materials are essential. Especially blue-...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Patents(China)
IPC IPC(8): C07D319/02C07C25/22C07C17/12C07C41/30C07C43/205C07C45/68C07C47/546C07D209/86C09K11/06
CPCC07C17/12C07C25/22C07C41/30C07C43/2055C07C45/68C07C47/546C07D209/86C07D319/02C09K11/06C09K2211/1011C09K2211/1029C09K2211/1088
Inventor 冯星吴荣东姚家杰牟中飞李京波
Owner GUANGDONG UNIV OF TECH
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com