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

Spirobenzofluorenone derivative and electronic device

A technology of spirobenzofluorenone and electronic devices, which is applied in the field of organic photoelectric materials, and achieves the effects of simple preparation method, wide industrialization prospect, and reduced driving voltage

Inactive Publication Date: 2020-02-21
SUZHOU JOYSUN ADVANCED MATERIALS CO LTD
View PDF4 Cites 3 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
  • Spirobenzofluorenone derivative and electronic device
  • Spirobenzofluorenone derivative and electronic device
  • Spirobenzofluorenone derivative and electronic device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0162] Embodiment 1: the synthesis of compound 3

[0163] (Synthesis of Intermediate 1-1)

[0164] The synthetic route of intermediate 1-1 is as follows:

[0165]

[0166] Under nitrogen protection, the intermediate acridone (820 mg, 4.2 mmol), N-([1,1'-biphenyl]-4-yl)-N-(4-bromophenyl )-[1,1'-biphenyl]-4-amine (2.4g, 5mmol), palladium acetate (18mg, 0.08mmol), tri-tert-butylphosphine tetrafluoroborate (73mg, 0.25mmol), tert Sodium butoxide (806mg, 8.4mmol) and 120mL of 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 After chromatographic separation (petroleum ether:dichloromethane=1:1 (V / V)), the solvent was evaporated and dried to obtain 1.4 g of li...

Embodiment 2

[0172] Embodiment 2: the synthesis of compound 63

[0173] (Synthesis of Intermediate 1-2)

[0174] The synthetic route of intermediate 1-2 is shown below:

[0175]

[0176] Under the protection of nitrogen, 2.9 g (8.9 mmol) of 2-bromotriphenylamine and 150 mL of anhydrous tetrahydrofuran were added to a dry and clean 250 mL three-necked flask, and stirred and dissolved at room temperature. The system was cooled to -78°C, and 3.9 mL (2.5 M, 9.8 mmol) of n-butyllithium was added dropwise at this temperature, and stirring was continued at this temperature for 1.5 h after the addition was completed. Subsequently, 2.5 g (8.1 mmol) of 9-bromobenzofluorenone was added in one batch, and the cooling bath was removed after the addition, and the reaction was warmed to room temperature by itself and continued to stir overnight. After the reaction, it was washed with water, dried, and spin-dried to obtain a white solid.

[0177] The above white solid was transferred to a 250mL one-n...

Embodiment 3

[0182] Embodiment 3: the synthesis of compound 93

[0183] (Synthesis of Intermediates 1-3)

[0184] The synthetic routes of intermediates 1-3 are shown below:

[0185]

[0186] Under the protection of nitrogen, 2.9 g (8.9 mmol) of 2-bromotriphenylamine and 150 mL of anhydrous tetrahydrofuran were added to a dry and clean 250 mL three-necked flask, and stirred and dissolved at room temperature. The system was cooled to -78°C, and 3.9 mL (2.5 M, 9.8 mmol) of n-butyllithium was added dropwise at this temperature, and stirring was continued at this temperature for 1.5 h after the addition was completed. Subsequently, 2.5 g (8.1 mmol) of 5-bromobenzofluorenone was added in one batch, and the cooling bath was removed after the addition, and the reaction was warmed to room temperature by itself and continued to stir overnight. After the reaction, it was washed with water, dried, and spin-dried to obtain a white solid.

[0187] The above white solid was transferred to a 250mL o...

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 spirobenzofluorenone derivative and an electronic device. Through introduction of a spirobenzofluorenone rigid structure, the spirobenzofluorenone derivative provided by theinvention has excellent film-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 spirobenzofluorenone derivative provided by the invention 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 a driving voltage, improve efficiency and brightness, prolong the service life and the like. Meanwhile, the preparationmethod for the spirobenzofluorenone derivative provided by the invention is simple, has easily-available raw materials, and can meet industrial development requirements.

Description

technical field [0001] The invention belongs to the technical field of organic photoelectric materials, and relates to spirobenzofluorenone derivatives and electronic devices containing the spirobenzofluorenone derivatives. More specifically, the present invention relates to spirobenzofluorenone derivatives suitable for electronic devices, especially organic electroluminescent devices, organic field effect transistors and organic solar cells, and electronic devices using the spirobenzofluorenone derivatives. device. 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 ...

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): C07D221/20C07D401/10C07D413/10C07D417/10C07D487/04C07D491/048C07D495/04C07D405/12C07D409/12C07F9/576C07F7/08C07D471/04C07D401/04C07D417/04C07D413/04C07D471/10C07D519/00C07D498/10C07F5/02C07F9/6561C07D513/10C09K11/06H01L51/30H01L51/46H01L51/54
CPCC07D221/20C07D401/10C07D413/10C07D417/10C07D487/04C07D491/048C07D495/04C07D405/12C07D409/12C07F9/5765C07F7/0812C07D471/04C07D401/04C07D417/04C07D413/04C07F7/0814C07D471/10C07D519/00C07D498/10C07F5/027C07F9/65616C07D513/10C07F7/0816C09K11/06C09K2211/1011C09K2211/1014C09K2211/1022C09K2211/1029C09K2211/1033C09K2211/1037C09K2211/104C09K2211/1044C09K2211/1059C09K2211/1048C09K2211/1051C09K2211/1088C09K2211/1092C09K2211/1096H10K85/624H10K85/625H10K85/615H10K85/622H10K85/631H10K85/636H10K85/626H10K85/633H10K85/654H10K85/657H10K85/6576H10K85/6574H10K85/6572H10K85/40Y02E10/549Y02P70/50
Inventor 崔林松刘向阳张业欣陈华
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