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

Organic electroluminescent material and preparation method thereof

An electroluminescent material and luminescent technology, applied in the direction of luminescent materials, organic chemistry, chemical instruments and methods, etc., can solve the problems that the luminous efficiency of luminescent materials cannot meet the requirements of OLEDs, etc., and achieve the improvement of luminous efficiency, simple synthesis and purification , the effect of high purity

Active Publication Date: 2014-02-19
JILIN OPTICAL & ELECTRONICS MATERIALS
View PDF2 Cites 22 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] In order to solve the technical problem that the luminous efficiency of existing luminescent materials still cannot meet the requirements of OLEDs, the present invention provides a benzoacridine-based organic electroluminescent material with high luminous efficiency and a preparation method thereof

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 electroluminescent material and preparation method thereof
  • Organic electroluminescent material and preparation method thereof
  • Organic electroluminescent material and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] Example 1: Synthesis of compound 001

[0028] The specific synthesis route is as follows:

[0029]

[0030] Weigh 21.72g of 7H-benzoacridine, 42.47g of 2-bromopyrene, 13.46g of potassium tert-butoxide, 0.41g of palladium (II) acetate, 0.45g of tri-tert-butylphosphorus, and dissolve with 250ml of toluene, and under nitrogen protection , React at 80°C for 10 hours. The reaction solution was filtered, the obtained crude product was purified by silica gel chromatography, and the obtained solid was recrystallized with toluene and dried to obtain 35.48 g of yellow-white solid compound 001 with a yield of over 85% and an HPLC purity of over 98%. Mass spectrum: calculated value is 417.50; test value is 417.52. Elemental analysis: calculated value is C: 92.06%; H: 4.59%; N: 3.35%; test value is C: 92.07%; H: 4.60%; N: 3.33%.

Embodiment 2

[0031] Example 2: Synthesis of Compound 002

[0032] The specific synthesis route is as follows:

[0033]

[0034] Weigh 21.72g of 7H-benzoacridine, 51.87g of 4-bromotriphenylamine, 14.36g of potassium tert-butoxide, 0.48g of palladium (II) acetate, and 0.54g of tri-tert-butylphosphorus, and dissolve it with 250ml of toluene, at 82°C React for 11 hours. The reaction solution was filtered, the crude product obtained was purified by silica gel chromatography, and the obtained solid was recrystallized with toluene and dried to obtain 39.15 g of yellow-white solid compound 002 with a yield of over 85% and an HPLC purity of over 98%. Mass spectrum: calculated value is 460.57; test value is 460.56. Elemental analysis: calculated value is C: 88.67%; H: 5.25%; N: 6.08%; test value is C: 88.69%; H: 5.24%; N: 6.07%.

Embodiment 3

[0035] Example 3: Synthesis of Compound 003

[0036] The specific synthesis route is as follows:

[0037]

[0038] Weigh 21.72g of 7H-benzoacridine, 43.71g of 2-bromoanthracene, 15.26g of potassium tert-butoxide, 0.56g of palladium(II) acetate, 0.63g of tri-tert-butylphosphorus, dissolve it with 250ml of toluene, and react at 84℃ 12 hours. The reaction solution was filtered, the obtained crude product was purified by silica gel chromatography, and the obtained solid was recrystallized with toluene and dried to obtain 33.84 g of yellow-white solid compound 003 with a yield of over 86% and an HPLC purity of over 98%. Mass spectrum: calculated value is 397.51; tested value is 397.52. Elemental analysis: calculated value is C: 90.64%; H: 5.83%; N: 3.52%; test value is C: 90.62%; H: 5.84%; N: 3.53%.

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 electroluminescent material and a preparation method thereof, and solves the technical problem that the luminous efficiency of the conventional luminescent material cannot meet requirements of an OLED (Organic Light Emitting Diode). The organic electroluminescent material is a novel material which is synthesized by introducing C14-C20 condensed ring aryl group, triarylated amine or N-phenyl-3-carbazolyl based on 7H-benzacridine. Compared with 7H-benzacridine, the synthesized green organic electroluminescent material has a bigger plane structure and a conjugated system, and can change electron transition energy level, thereby changing luminescent spectrum and obviously improving luminous efficiency. The preparation method of the organic electroluminescent material is simple in synthesis and purification, low in cost, and can meet requirements of industrial development.

Description

Technical field [0001] The invention relates to the field of organic photoelectric materials, in particular to a benzoacridine organic electroluminescent material and a preparation method thereof. Background technique [0002] Organic electroluminescence refers to the phenomenon that organic materials emit light under the action of electric field and are excited by electric current and electric field. Organic electroluminescent diode (OLED) is a new generation of display technology that uses this phenomenon to achieve display. Since Tang C.W. and Vanslyke S.A. of Kodak Company of the United States produced the first organic electroluminescence device with excellent performance in 1987, organic electroluminescence display has attracted great interest due to its advantages. [0003] In OLED research, the choice of organic materials plays a decisive role. The organic materials used in OLED mainly include hole injection materials, hole transport materials, luminescent materials, elec...

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): C09K11/06C07D221/18C07D401/04
Inventor 马晓宇李文军李明彭勃
Owner JILIN OPTICAL & ELECTRONICS MATERIALS
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