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

Diphenyl ether azole derivative bioelectronic transmission material, and its new preparing method and use

A technology of electron transport materials and azole derivatives, which can be used in light-emitting materials, chemical instruments and methods, organic chemistry, etc., and can solve problems such as shortage of materials that emit blue light.

Inactive Publication Date: 2006-05-24
郭鹏
View PDF0 Cites 16 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Luminescent materials in this band, especially those that emit blue light, are currently in short supply.

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
  • Diphenyl ether azole derivative bioelectronic transmission material, and its new preparing method and use
  • Diphenyl ether azole derivative bioelectronic transmission material, and its new preparing method and use
  • Diphenyl ether azole derivative bioelectronic transmission material, and its new preparing method and use

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0104] In a three-necked flask equipped with a stirrer, a nitrogen inlet tube, and a reflux condenser, add o-aminophenol (24mmol) and anhydrous tetrahydrofuran (THF) (30ml) in sequence, stir, and add 4,4'-oxygen in 50 minutes. Heterodibenzoyl chloride (10mmol), reacted at room temperature for 4 hours, then poured the reaction solution into 150ml deionized water, a white solid was precipitated, filtered, dried, and washed with THF / H 2 O was recrystallized to give white crystals 4,4″-oxabis[2′-hydroxy-benzoanilide]. Put 4,4″-oxabis[2′-hydroxy-benzoanilide] into the quartz tube , evacuated to 1 mmHg, heated to 250-270 ° C for 4 hours, cooled, and recrystallized with toluene to obtain 2,2'-(oxabi-p-phenylene)bisbenzoxazole, the compound ( A), the yield is 85%, and the melting point is 246-247°C.

Embodiment 2

[0106] In a three-necked flask equipped with a stirrer, a nitrogen inlet tube, and a reflux condenser, add o-aminothiophenol (22mmol), 1,4-dioxane (30ml) successively, stir, and add 4 in 30 minutes, 4'-Oxadibenzoyl chloride (10mmol), reacted at room temperature for 8 hours, then poured the reaction solution into 250ml deionized water, a white solid was precipitated, filtered, dried, and washed with 1,4-dioxane / h 2 O recrystallized to obtain white crystal 4,4″-oxabis[2′-mercapto-benzoanilide]. Put 4,4″-oxabis[2′-mercapto-benzoanilide] into the quartz tube , vacuumize to 1mmHg, heat to 260-280°C for 8 hours, cool, and recrystallize with xylene to obtain 2,2'-(oxabi-p-phenylene)bisbenzothiazole, the compound ( B), yield 80%, melting point>280°C.

Embodiment 3

[0108] In a three-necked flask equipped with a stirrer, a nitrogen inlet tube, and a reflux condenser, N-phenyl-1,2-phenylenediamine (20mmol), N,N-dimethylformamide (DMF) (30ml ), stirred, and added 4,4'-oxadibenzoyl chloride (10mmol) in 15 minutes, reacted for 1 hour at room temperature, then poured the reaction solution into 200ml deionized water, white solids were precipitated, filtered, and dried , with DMF / H 2 O was recrystallized to give 4,4'-oxabis[N-[2-(anilino)phenyl]benzamide as white crystals. Put 4,4'-oxabis[N-[2-(anilino)phenyl]benzamide into a quartz tube, evacuate to 1mmHg, heat to 280-300°C for 6 hours, cool, use for solid Sublimation purification yielded 2,2'-(oxabi-p-phenylene)bis(3-phenylbenzimidazole), compound (L), with a yield of 75% and a melting point of 237-239°C.

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
photoluminescenceaaaaaaaaaa
luminanceaaaaaaaaaa
Login to View More

Abstract

The invention belongs to the technical field of organic luminous material, concretely relating to a diphenyl ether azole ramification electronic transmission material and its new preparing method and application. It uses diphenyl ester as the center in structure, containing nitrogen, sulfur and oxygen heteroaromatic cycles; and it is made by acylation and condensation reactions of aromatic amine; and it has very good thermal stability and film forming property, widely used as electronic transmission material for organic light emitting devices and doping material.

Description

technical field [0001] The invention belongs to the field of organic light-emitting materials, and in particular relates to a diphenyl ether-type azole derivative electron transport material and a new preparation method and application thereof. Background technique [0002] Since Tang et al. (Tang C.W., Vanslyke S A.Appl Phys Lett, 1987, 51 (12), 913.) reported low driving voltage, high brightness, high luminous efficiency organic small molecule thin film electroluminescent device and Burroughes etc. ( Since Burroughes J.H., Bradlyd O.C., Brown A.R., et al. Nature, 1990, 347, 539.) reported the first polymer electroluminescent device, research on organic / polymer electroluminescent devices has made great progress. Among them, efficient carrier transport materials play an important role. In particular, the development of efficient electron-transporting materials is considered to be the key to further improving the performance of organic electroluminescent devices. Because, c...

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): C07D413/12C07D403/12C07D417/12C09K11/06
Inventor 吕银祥郭鹏
Owner 郭鹏
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