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

Metatriazine derivative, electronic device and application

A technology of electronic devices and partial triazines, applied in the field of partial triazine derivatives and electronic devices

Pending Publication Date: 2020-10-30
SUZHOU JOYSUN ADVANCED MATERIALS CO LTD
View PDF3 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Overall, the future direction of organic electroluminescent devices is to develop high-efficiency, long-life, low-cost white light devices and full-color display devices, but the industrialization process of this technology still faces many key problems

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
  • Metatriazine derivative, electronic device and application
  • Metatriazine derivative, electronic device and application
  • Metatriazine derivative, electronic device and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0109] Embodiment 1: the synthesis of compound 1-1

[0110] (Synthesis of intermediate M1)

[0111] The synthetic route of intermediate M1 is as follows:

[0112]

[0113] Add p-bromobenzimidic acid hydrazide hydrochloride (5.0g, 20mmol), 4-bromophenylglyoxal hydrate (4.6g, 20mmol) and 120mL absolute ethanol successively in a 250mL single-necked flask, and stir the reaction under reflux 12 hours. After the reaction was complete, the solid was collected by suction filtration and washed with a small amount of absolute ethanol. The crude product was further purified by column chromatography (petroleum ether:dichloromethane=3:1 (V / V)). The solvent was evaporated, and after drying, 5.1 g of a light yellow solid was obtained, with a yield of 65%. MS (EI): m / z: 390.88 [M + ]. Anal.calcdforC 15 h 9 Br 2 N 3 (%): C 46.07, H 2.32, N 10.75; found: C 46.03, H 2.36, N 10.74.

[0114] (Synthesis of compound 1-1)

[0115] The synthetic route of compound 1-1 is as follows:

[...

Embodiment 2

[0118] Embodiment 2: the synthesis of compound 1-17

[0119] (Synthesis of Intermediate M2)

[0120] The synthetic route of intermediate M2 is as follows:

[0121]

[0122] In a 250mL single-necked flask, p-bromobenzimidic acid hydrazide hydrochloride (5.0g, 20mmol), phenylglyoxal hydrate (2.7g, 20mmol) and 120mL absolute ethanol were successively added, and the reaction was stirred under reflux for 12 hours. After the reaction was complete, the solid was collected by suction filtration and washed with a small amount of absolute ethanol. The crude product was further purified by column chromatography (petroleum ether:dichloromethane=3:1 (V / V)). The solvent was evaporated, and after drying, 3.7 g of a light yellow solid was obtained, with a yield of 60%. MS(EI): m / z: 312.02[M + ]. Anal.calcd for C 15 h 10 BrN3 (%): C 57.71, H 3.23, N 13.46; found: C 57.69, H 3.25, N 13.43.

[0123] (Synthesis of Compound 1-17)

[0124] The synthetic route of compound 1-17 is as foll...

Embodiment 3

[0127] Embodiment 3: the synthesis of compound 1-58

[0128] (Synthesis of Compound 1-58)

[0129] The synthetic route of compound 1-58 is as follows:

[0130]

[0131] Under nitrogen protection, intermediate M2 (1.6g, 5mmol), bis(4-biphenyl)amine (1.7g, 5.2mmol), palladium acetate (11mg, 0.05mmol), tritert-tert. Butylphosphinetetrafluoroborate (29mg, 0.1mmol), sodium tert-butoxide (960mg, 10mmol) and 120mL toluene were stirred under reflux for 12 hours. After the reaction is complete, evaporate the solvent, dissolve the residue with 200 mL of dichloromethane and 50 mL of water, wash with water, separate the organic layer, extract the aqueous layer twice with 15 mL of dichloromethane, combine the organic layers, evaporate the solvent, and pass the residue through the column Chromatographic separation (petroleum ether:dichloromethane=3:1 (V / V)). The solvent was evaporated, and after drying, 1.8 g of a yellow solid was obtained with a yield of 65%. MS(EI): m / z: 552.34[M ...

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
thicknessaaaaaaaaaa
thicknessaaaaaaaaaa
Login to View More

Abstract

The invention relates to a metatriazine derivative, an electronic device and application. According to the metatriazine derivative disclosed by the invention, a metatriazine rigid structure is introduced, so that the obtained metatriazine derivative is excellent in membrane-forming property and thermal stability, and can be used for preparing an organic light-emitting device, an organic field effect transistor and an organic solar cell. In addition, the metatriazine derivative can be used as a constituent material of a hole injection layer, a hole transport layer, a light emitting layer, an electron blocking layer, a hole blocking layer or an electron transport layer, and can reduce the driving voltage, improve the efficiency, improve the brightness, prolong the service life and the like.In addition, the preparation method of the metatriazine derivative is simple, raw materials are easy to obtain, and the industrial development requirement can be met.

Description

technical field [0001] The invention belongs to the technical field of organic photoelectric materials, and relates to a partial triazine derivative and an electronic device containing the partial triazine derivative. More specifically, the present invention relates to a partial triazine derivative suitable for electronic devices, especially organic electroluminescent devices, organic field effect transistors and organic solar cells, and an electronic device using the partial triazine derivative. Background technique [0002] Organic electroluminescent devices have a series of advantages such as self-luminescence, low-voltage drive, full curing, wide viewing angle, simple composition and process, etc. Compared with liquid crystal displays, organic electroluminescent devices do not need a backlight. Therefore, organic electroluminescent devices have broad application prospects. [0003] An organic electroluminescent device generally includes an anode, a metal cathode, and an...

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): C07D403/14C07D413/14C07D417/14C07D401/14C07D403/10C07D409/14C07D405/14C07D491/048C07D495/04C07D487/04C07D487/14C09K11/06H01L51/50H01L51/54H01L51/42H01L51/05
CPCC07D403/14C07D413/14C07D417/14C07D401/14C07D403/10C07D409/14C07D405/14C07D491/048C07D495/04C07D487/04C07D487/14C09K11/06C09K2211/1029C09K2211/1059C09K2211/1037C09K2211/1033C09K2211/1044C09K2211/1088C09K2211/1092H10K85/615H10K85/631H10K85/654H10K85/6576H10K85/6572H10K85/6574H10K85/657H10K10/46H10K30/00H10K50/11H10K50/18H10K50/16H10K50/17H10K50/15Y02E10/549
Inventor 张业欣朱向东刘向阳崔林松陈华
Owner SUZHOU JOYSUN ADVANCED MATERIALS 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