Carbazole-thiophene pyrazine derivative, and preparation method, application and device thereof

A derivative and thiophene technology, applied in the field of carbazole-thienopyrazine derivatives and their preparation, can solve problems affecting the color purity of green light and device functions, device instability, and self-quenching of green light-emitting materials

Active Publication Date: 2019-05-28
WUHAN SUNSHINE OPTOELECTRONICS TECH CO LTD
View PDF3 Cites 2 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] At present, due to the shortcomings of self-quenching effect and relatively weak charge transport performance of green light-emitting materials, doping technology is often used to prepare light-emitting devices.
In doped devices, due to insufficient energy transfer, phase separation between the host and the guest, the host and the guest

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
  • Carbazole-thiophene pyrazine derivative, and preparation method, application and device thereof
  • Carbazole-thiophene pyrazine derivative, and preparation method, application and device thereof
  • Carbazole-thiophene pyrazine derivative, and preparation method, application and device thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0109] Compound (2) according to the present invention can be synthesized by the following method.

[0110] 1) In a 500ml three-necked flask, add 2,7-dibromo-9H-carbazole (32.50g, 100mmol), [1,1′:4,1″-terphenyl]-4-boronate (35.60g , 100mmol), potassium carbonate (27.64g, 200mmol), 150g toluene, 75g ethanol, 75g water, in N 2 Tetrakis(triphenylphosphine)palladium was added under protection, and reacted at 85° C. for 12 hours. The completion of the reaction was monitored by TLC, and the temperature began to drop. After cooling down to room temperature, [1,1′-biphenyl]-3-boronate (29.62 g, 100 mmol) was added into the three-necked flask, and reacted at 85° C. for 12 h, and the reaction was detected by TLC. After cooling to room temperature, the reaction solution was washed twice with water (200ml), separated to obtain the organic phase, added activated carbon for decolorization, filtered, and evaporated under reduced pressure to remove the solvent, dissolved and recrystallized t...

Embodiment 2

[0114] The compound (6) described in the present invention can be synthesized by the following method.

[0115] 1) Add 3,5-dibromo-9H-carbazole (32.50g, 100mmol), [1,1′-biphenyl]-4-boronate (29.62g, 100mmol), potassium carbonate into a 500ml three-necked flask (27.64g, 200mmol), 150g toluene, 75g ethanol, 75g water, in N 2 Tetrakis(triphenylphosphine)palladium was added under protection, and reacted at 85° C. for 12 hours. The completion of the reaction was monitored by TLC, and the temperature began to drop.

[0116] After cooling down to room temperature, 4-(1-phenyl-1H-benzimidazol-2-yl)phenylboronate (39.63 g, 100 mmol) was added into the three-necked flask, and reacted at 85° C. for 12 h. TLC detected that the reaction was complete. After cooling to room temperature, the reaction solution was washed twice with water (200ml), separated to obtain the organic phase, added activated carbon for decolorization, filtered, and evaporated under reduced pressure to remove the solv...

Embodiment 3

[0120] (44) described in the present invention can be synthesized by the following method.

[0121] 1) In a 500ml three-necked flask, add 3,7-dibromo-9H-carbazole (32.50g, 100mmol), 3-(9H-carbazol-9-yl)phenylboronate (36.93g, 100mmol), Potassium carbonate (27.64g, 200mmol), 150g toluene, 75g ethanol, 75g water, in N 2 Tetrakis(triphenylphosphine)palladium was added under protection, and reacted at 85° C. for 12 hours. The completion of the reaction was monitored by TLC, and the temperature began to drop. After cooling down to room temperature, anthracenyl-2-boronate (30.42 g, 100 mmol) was added into the three-necked flask, and reacted at 85° C. for 12 h, and the reaction was detected by TLC. After cooling to room temperature, the reaction solution was washed twice with water (200ml), separated to obtain the organic phase, added activated carbon for decolorization, filtered, and evaporated under reduced pressure to remove the solvent, dissolved and recrystallized twice with e...

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 a carbazole-thiophene pyrazine derivative, and a preparation method, application and a device thereof. The carbazole-thiophene pyrazine derivative provided by the invention uses carbazole-thiophene pyrazine as basic structural units, uses cavity groups for modification and then obtains an ambipolar structure. The high glass transition temperature is realized; good stability is realized. Compared with the conventional green light doping material in common use in the prior art, the carbazole-thiophene pyrazine derivative has the advantages that when the carbazole-thiophene pyrazine derivative is used as a green light illumination material to be applied to an organic electroluminescence device, the energy transmission insufficiency and the separation between a main body and an object can be effectively avoided; the device driving voltage, illumination brightness, external quantum efficiency, rolling falling and the like are obviously improved; the material belongsto an ideal green light emitting material.

Description

technical field [0001] The invention belongs to the technical field of photoelectric material application technology, and specifically relates to a derivative of carbazole-thienopyrazine and its preparation method, application and device. Background technique [0002] Organic Light-emitting Diode (Organic Light-emitting Diode), also known as organic electroluminescent device or organic light-emitting display (Organic Light-emitting Display, OLED), is a new display technology with ultra-thin, fast response, light weight , high brightness, wide viewing angle, self-illumination, low power consumption, low cost, flexible and able to work normally under low temperature conditions and other superior performance, it is praised by the industry as the ideal and most promising display and lighting product after LCD . An OLED is a sandwich-type basic structure that includes an anode, a cathode, and a layer of organic material placed in between. The organic material layer can be forme...

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): C07D495/04C07F7/08C07D513/04C09K11/06H01L51/50H01L51/54
Inventor 穆广园庄少卿任春婷
Owner WUHAN SUNSHINE OPTOELECTRONICS TECH 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