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

Phenanthrene-containing compound and organic light-emitting device thereof

A technology of electroluminescent devices and compounds, applied in the field of phenanthrene-containing compounds and organic electroluminescent devices

Inactive Publication Date: 2018-11-30
CHANGCHUN HYPERIONS TECH CO LTD
View PDF0 Cites 16 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Organic electroluminescent materials have continuously achieved breakthroughs in recent years, and have made remarkable progress, posing a strong challenge to traditional display 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
  • Phenanthrene-containing compound and organic light-emitting device thereof
  • Phenanthrene-containing compound and organic light-emitting device thereof
  • Phenanthrene-containing compound and organic light-emitting device thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0073] Preparation of compound 1

[0074]

[0075] Preparation of compound 1-3

[0076] Under argon atmosphere, compound 1-1 (5.39g, 15mmol), p-bromoiodobenzene (4.05g, 14.3mmol), tetrakis(triphenylphosphine)palladium (0.35g, 0.3mmol), toluene (43ml), carbonic acid Sodium aqueous solution (2M, 21ml) was added to the flask, refluxed for 8 hours, cooled to room temperature, extracted with toluene, the organic phase was washed with saturated brine, and the organic phase was dried and purified by column chromatography to obtain bromide 1-3 4.76g, yield 82%.

[0077] Preparation of compound 1

[0078] The obtained bromide 1-3 (7.74g, 20mmol), pinacol biborate (6.22g, 24mmol), 1,1'-bis(diphenylphosphine)-ferrocene-palladium dichloride (II ) Dichloromethane complex (0.49g, 0.6mmol), potassium acetate (5.90g, 60mmol) and 79ml of toluene were reacted under reflux for 16 hours. After cooling, 26ml of water was added and stirred for 30 minutes. The organic phase was separated and passed throug...

Embodiment 2

[0080] Preparation of compound 20

[0081]

[0082] Preparation of compound 20

[0083] Replace 1-4 in Example 1 with 20-4 as shown above to obtain compound 20. Mass spectrum m / z: 757.35 (calculated value: 757.36). Theoretical element content (%) C 56 H 43 N 3 : C, 88.74; H, 5.72; N, 5.54 Measured element content (%): C, 88.75; H, 5.73; N, 5.55 The above confirmed product is the target product 20.

Embodiment 3

[0085] Preparation of compound 36

[0086]

[0087] Preparation of compound 36

[0088] Replace 1-4 in Example 1 with 36-4 as shown above to obtain compound 36. Mass spectrum m / z: 703.30 (calculated value: 703.31). Theoretical element content (%) C 52 H 37 N 3 : C, 88.73; H, 5.30; N, 5.97 Measured element content (%): C, 88.72; H, 5.31; N, 5.98. The above confirmed that the obtained product is the target product 36.

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 present invention provides a phenanthrene-containing compound and an organic light-emitting device thereof, and belongs to the technical field of organic photoelectric materials. The compound hasa structure represented by a formula (I); A moiety of the compound has an ability to easily accept holes; a bridging structure is introduced; on the one hand, the molecular weight of the compound canbe increased, so that the obtained material has a high glass transition temperature and can prevent crystallization; and on the other hand, the compound has a certain distortion in the spatial three-dimensional structure to improve film forming property. The other end introduces a class B structure that is easy to accept electrons at a specific position to increase transportability of carriers. Inaddition, the compound localizes the two parts and controls flow of a conjugated system, so that the compound has bipolarity; L also interrupts the interaction of the two parts, so that diffusion ofexcitons to adjacent other organic layers is minimized; and the compound is used as a main body material or a hole barrier layer material in a light-emitting layer to prepare the organic light-emitting device, presents advantages of low driving voltage and high light-emitting efficiency, and is the organic light-emitting material excellent in performance.

Description

Technical field [0001] The invention relates to the technical field of organic photoelectric materials, in particular to a phenanthrene-containing compound and an organic electroluminescence device thereof. Background technique [0002] With the advancement of the information industry, traditional displays can no longer meet people's requirements. For example, cathode ray tube (CRT) displays are large in size and high in driving voltage; liquid crystal displays (LCD) have low brightness, narrow viewing angles, and The working temperature range is small; the plasma display panel (PDP) is expensive, low resolution, and high power consumption. [0003] Organic light-emitting diodes (OLEDs) are new types of electroluminescent devices that use organics as light-emitting materials. As a brand-new display technology, it has unparalleled advantages over existing display technologies in various performances. With its simple preparation process, all-solid-state, autonomous light-emitting, h...

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): C07D251/24C07D401/04C07D405/04C07D403/04C07D409/04C07D401/14C07D405/14C07D409/14C07D403/14C07D239/26C07D213/16C09K11/06H01L51/50H01L51/54
CPCC09K11/06C07D213/16C07D239/26C07D251/24C07D401/04C07D401/14C07D403/04C07D403/14C07D405/04C07D405/14C07D409/04C07D409/14C09K2211/1044C09K2211/1059C09K2211/1088C09K2211/1092C09K2211/1007C09K2211/1011C09K2211/1029H10K85/622H10K85/626H10K85/615H10K85/654H10K85/6576H10K85/6574H10K85/6572H10K50/12H10K50/18
Inventor 张弘蔡辉
Owner CHANGCHUN HYPERIONS TECH 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