Organic electroluminescence material with heterocyclic ring structure as well as preparation method and application thereof

A luminescent and electromechanical technology, applied in the direction of luminescent materials, organic chemistry, chemical instruments and methods, etc., can solve the problems of immature blue light-emitting devices, low device life and efficiency

Inactive Publication Date: 2018-12-18
VALIANT CO LTD
View PDF0 Cites 6 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] In order to realize full-color display, light-emitting devices of red, green, and blue colors are required respectively. Compared wi

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
  • Organic electroluminescence material with heterocyclic ring structure as well as preparation method and application thereof
  • Organic electroluminescence material with heterocyclic ring structure as well as preparation method and application thereof
  • Organic electroluminescence material with heterocyclic ring structure as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0054] Example 1 Preparation of Compound I

[0055]

[0056] (1) Preparation of Intermediate I: In a 1L three-necked flask, add 3-bromofluoranthene (56.2g, 0.20mol), o-chloroaniline (26.8g, 0.21mol), sodium tert-butoxide (28.8g, 0.30mol ), palladium acetate (0.45g, 2.0mmol), P(t-Bu) 3 HBF 4 (1.16g, 4.0mmol) and 500mL of toluene, under the protection of nitrogen, react at 100-110°C for 6h, after the reaction, add 200g of water to the reaction system to quench the reaction, filter, the filtrate is decompressed to remove the solvent, and purified by column chromatography, Intermediate I was obtained by recrystallization from toluene and absolute ethanol, with a yield of 88.25%;

[0057] (2) Preparation of Intermediate II: In a 1L three-neck flask, add Intermediate I (49.2g, 0.15mol), potassium carbonate (41.4g, 0.30mol), palladium acetate (0.67g, 3.0mmol), P(t -Bu) 3 HBF 4 (1.74g, 6.0mmol) and 300g DMF, under the protection of nitrogen, react at 140-150°C for 4h, after th...

Embodiment 2

[0062] Example 2 Preparation of Compound II

[0063]

[0064] In a 500mL three-neck flask, add intermediate IV (11.0g, 0.03mol), 150g dichloroethane, protect with nitrogen, cool the temperature in the low-temperature bath to an internal temperature of 0-5°C, and slowly add bromine (10.5g, 0.066mol) of dichloroethane solution (40g), the dropwise addition process controls the temperature in the there-necked flask to 0-5°C, after the dropwise addition, under the protection of nitrogen, react at 0-5°C for 4h, after the reaction is completed, add to the reaction system The reaction was quenched with 100 g of saturated sodium bisulfite solution, separated, washed with water, the organic phase was desolvated under reduced pressure, purified by column chromatography, and then recrystallized from toluene and petroleum ether to obtain compound II with a yield of 75.89%.

[0065] High resolution mass spectrometry, molecular formula C 28 h 13 Br 2 N, theoretical value 520.9415, test...

Embodiment 3

[0066] The preparation of embodiment 3 compound C03

[0067]

[0068] In a 250ml three-neck flask, under the protection of nitrogen, add compound I (4.44g, 0.01mol), 2-naphthylboronic acid (1.89g, 0.011mol), potassium carbonate (2.76g, 0.02mol), tetrakistriphenylphosphine Palladium (116mg, 0.1mmol), 8mL of water and 50mL of toluene were reacted at 80-85°C for 8 hours. After the reaction, filtered, the filtrate was desolvated under reduced pressure, purified by column chromatography, and then recrystallized from toluene and absolute ethanol to obtain the target product C03, yield 88.76%.

[0069] High resolution mass spectrometry, molecular formula C 38 h 21 N, theoretical value 491.1674, test value 491.1688.

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

No PUM Login to view more

Abstract

The invention relates to an organic electroluminescence material with a heterocyclic ring structure as well as a preparation method and application thereof. The structure formula of the organic electroluminescence material with the heterocyclic ring structure is shown in the description, wherein the R1 and the R2 are any one kind of materials from hydrogen, aromatic heterocyclic groups with the carbon atom number being 5 to 60 and polycyclic aromatic group conjugated structure groups with the carbon atom number being 5 to 60; the R1 and the R2 are identical or different. The organic electroluminescence material with the heterocyclic ring structure is obtained by using 3-bromofluoranthene, o-chloroaniline, o-chlorobromobenzene, halogenated reagents and boric acid compounds as raw materialsthrough coupling reaction under the effects of catalysts and basic substances. The material is applied to a luminescence layer in an organic electroluminescence device; crystallization and gathering cannot easily occur between material molecules; good film stability is realized. The organic electroluminescence material device prepared by the material has lower driving voltage and high current efficiency; good photoelectric performance is realized.

Description

technical field [0001] The invention relates to an organic electroluminescence material, a preparation method and application thereof, in particular to an organic electroluminescence material with a heterocyclic structure, a preparation method and application thereof, and belongs to the field of organic electroluminescence. Background technique [0002] Organic electroluminescent diodes (OLEDs) were produced in the 1980s. They have many advantages such as self-illumination, wide viewing angle, fast response speed, and flexible display, which make them the most favorable competitors for the next generation of flat panel display technology. , has received great attention from people, and after more than 20 years of development, the technology has gradually matured. [0003] At present, organic electroluminescent technology is mainly used in two fields, namely full-color display and white lighting. Commodities based on OLED display technology have gradually realized industriali...

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
IPC IPC(8): C07D487/06C09K11/06H01L51/50H01L51/54
CPCC09K11/06C07D487/06C09K2211/1059C09K2211/1044C09K2211/1029C09K2211/1011C09K2211/1014C09K2211/1007C09K2211/1092C09K2211/1088H10K85/624H10K85/615H10K85/622H10K85/631H10K85/654H10K85/6576H10K85/6574H10K85/6572H10K50/11
Inventor 高自良张学衡石宇周银波胡葆华
Owner VALIANT CO LTD
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

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

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap