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

1,2,4-triazole derivative, preparation method and application thereof and organic electroluminescent device

一种三氮唑类、衍生物的技术，应用在有机电致发光领域，能够解决发光效率不高、发展滞后等问题

Active Publication Date: 2013-08-14
BOE TECH GRP CO LTD +1
View PDF1 Cites 9 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] At present, the red and green light-emitting materials used to make organic electroluminescent devices with excellent performance can basically meet the requirements of commercialization and practicality due to their long life, high luminous efficiency, and stable performance. However, the blue-light materials produced at this stage There is also the problem of low luminous efficiency, and the development is relatively lagging behind compared with the former two

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
  • 1,2,4-triazole derivative, preparation method and application thereof and organic electroluminescent device
  • 1,2,4-triazole derivative, preparation method and application thereof and organic electroluminescent device
  • 1,2,4-triazole derivative, preparation method and application thereof and organic electroluminescent device

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0045] Corresponding to the above-mentioned 1,2,4-triazole derivatives, the embodiment of the present invention also provides a preparation method of 1,2,4-triazole derivatives, the reaction principle of this method is Suzuki (Suzuki) coupling reaction. Specifically, this method includes the following steps:

[0046] Step 1: Add 3-(4-bromophenyl)-4-naphthyl-5-phenyl-1,2,4-triazole and boronic acid containing the A group into the reaction vessel. In this step, weigh an appropriate amount of reactant 3-(4-bromophenyl)-4-naphthyl-5-phenyl-1,2,4-triazole and boronic acid containing the A group. Preferably, the mole fraction of 3-(4-bromophenyl)-4-naphthyl-5-phenyl-1,2,4-triazole and the boric acid containing the A group selected in this step They are: 3-(4-bromophenyl)-4-naphthyl-5-phenyl-1,2,4-triazole: 1 part; boric acid containing the A group: 1.5-2.5 parts. Further preferably, the molar fraction of 3-(4-bromophenyl)-4-naphthyl-5-phenyl-1,2,4-triazole and boronic acid contai...

Embodiment 1

[0069] Synthesis of compound 001:

[0070] Under nitrogen atmosphere, first add 21.32g (50mmol) of 3-(4-bromophenyl)-4-naphthyl-5-phenyl-1,2,4-triazole, N-phenyl-3-carbazole Add 21.53g (75mmol) of boronic acid into a three-necked flask equipped with a heating device, a reflux device and a stirring device, then add 15.90g (150mmol) of sodium carbonate, 250ml of toluene and 125ml of water, and finally add tetrakis(triphenylphosphine) Palladium 0.57g (0.5mmol) was added, the temperature was raised to 70°C, refluxed for 24 hours, cooled to room temperature, after the solid was precipitated, suction filtered, and the obtained filter cake was washed with water, ethanol and ether in sequence, and then subjected to column chromatography (Petroleum ether: ethyl acetate = 1:8) was purified, the mixed solvent was recovered, and dried to obtain 27.37g of off-white compound 001, with a yield of over 93%.

[0071] The specific synthetic route of compound 001 is as follows:

[0072]

[...

Embodiment 2

[0076] Synthesis of compound 002:

[0077] Under a nitrogen atmosphere, 21.32 g (50 mmol) of 3-(4-bromophenyl)-4-naphthyl-5-phenyl-1,2,4-triazole, 4-(4-triphenylamine)naphthalene Add 31.52g (90mmol) of boronic acid into a three-necked flask equipped with a heating device, a reflux device and a stirring device, then add 16.56g (160mmol) of sodium carbonate, 250ml of toluene and 125ml of water, and finally add tetrakis (triphenylphosphine) Palladium 0.69g (0.6mmol) was added, the temperature was raised to 75°C, refluxed for 25 hours, cooled to room temperature, after the solid was precipitated, suction filtered, and the obtained filter cake was washed with water, ethanol and ether in sequence, and then subjected to column chromatography (Petroleum ether: ethyl acetate = 1:8) was purified, the mixed solvent was recovered, and dried to obtain 27.47g of off-white compound 002, with a yield of over 93%.

[0078] The specific synthetic route of compound 002 is as follows:

[0079] ...

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
fluorescence quantum yieldaaaaaaaaaa
fluorescence quantum yieldaaaaaaaaaa
fluorescence quantum yieldaaaaaaaaaa
Login to View More

Abstract

The embodiment of the invention provides a 1,2,4-triazole derivative, a preparation method and application thereof and an organic electroluminescent device, belonging to the technical field of organic electroluminescence. A blue-ray material having high luminescence efficiency can be obtained. The molecular structural general formula of the 1,2,4-triazole derivative is shown in the specification, wherein the A group represents C8-18 aromatic heterocyclyl and C9-15 condensed cycloaryl, fluorenyl or triarylamino. The invention can be used in an organic electroluminescent device.

Description

technical field [0001] The invention relates to the technical field of organic electroluminescence, in particular to a 1,2,4-triazole derivative, a preparation method and application thereof, and an organic electroluminescence device. Background technique [0002] Organic electroluminescence is a phenomenon in which organic materials are excited to emit light by electrical energy. Organic electroluminescent technology is considered as a new generation of flat panel display technology because of its low driving voltage, wide viewing angle, low cost, high brightness, and large-area display. Especially since Tang et al. successfully prepared a low-voltage driven small molecule light-emitting device in 1987, organic light-emitting diodes have made great progress and have begun to enter the process of industrialization. [0003] One of the most critical technologies in the field of organic light-emitting diodes is the selection of organic electroluminescent materials. At presen...

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 Applications(China)
IPC IPC(8): C07D403/10C07D249/08C09K11/06H01L51/54
CPCC07D403/10C07D249/08H10K85/615H10K85/622H10K85/626H10K85/654H10K85/6572H10K50/11H10K85/636
Inventor 李娜李彦松马晓宇王辉
Owner BOE TECH GRP CO LTD
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