Compound containing SO2 multi-heterocyclic structure and application thereof

A compound and heterocyclic technology, applied in the field of organic electroluminescent materials, can solve problems such as poor performance, reduced lifespan, and high operating voltage of devices

Active Publication Date: 2020-09-22
北京燕化集联光电技术有限公司
View PDF3 Cites 9 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Since the development of organic charge transport materials, there are many kinds of hole transport materials and good performance, while there are few varieties of electron transport materials and poor performance.
For example, the currently commonly used electron transport material Alq3 has a low electron mobility, which leads to a high operating voltage of the device and serious power consumption; some electron transport materials such as LG

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
  • Compound containing SO2 multi-heterocyclic structure and application thereof
  • Compound containing SO2 multi-heterocyclic structure and application thereof
  • Compound containing SO2 multi-heterocyclic structure and application thereof

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0056] According to the preparation method provided by the present invention, those skilled in the art can use known common means to realize, such as further selecting suitable catalysts, solvents, determining suitable reaction temperature, time, material ratio, etc., the present invention is not particularly limited to this . Unless otherwise specified, the solvents, catalysts, bases and other raw materials used in the preparation process can be synthesized through open commercial channels or methods known in the art.

[0057] Synthetic intermediates M1~M10

[0058] Synthesis of Intermediate M1

[0059]

[0060] The synthetic route is as follows:

[0061]

[0062] The specific operation steps are:

[0063] (1) In a 2L three-necked flask equipped with mechanical stirring, add 4-chloro-1-fluoro-2-nitrobenzene (17.5g, 0.1mol), 2-bromo-4-chloroaniline (30.8g, 0.15mol ), stirred, protected by argon, heated up to 180°C, and kept warm for more than 30 hours. During the react...

Embodiment 1

[0115]

[0116] The synthetic route is as follows:

[0117]

[0118] The synthesis of compound 1-6 comprises the following specific steps:

[0119] Take a 2L three-neck flask, equip it with magnetic stirring, add M1 (43.4g, 0.1mol), (4-phenylquinazolin-2-yl) boric acid (75.0g, 0.3mol), cesium carbonate (117g, 0.36mol) and 800ml of dioxane, start stirring. After nitrogen replacement again, (2.2 g, 11 mmol) tri-tert-butylphosphine and (4.1 g, 4.5 mmol) tris(dibenzylideneacetone) dipalladium were added. After the addition, heat up to raise the temperature, control the temperature at 80-90°C for 4 hours, and cool down after the reaction. Adjust to neutrality, separate the organic phase, extract, dry, perform column chromatography, and spin dry the solvent to obtain 71.7 g of light yellow solid with a yield of about 76%.

[0120] Product MS (m / e): 944.27; Elemental analysis (C 61 h 36 N 8 o 2 S): theoretical value C: 77.53%, H: 3.84%, N: 11.85%; measured value C: 77.26...

Embodiment 2

[0122]

[0123] The synthetic route is as follows:

[0124]

[0125] Synthesis of compound I-14: replace M1 with M2, (benzo [d] thiazol-2-yl) boronic acid replaces (4-phenylquinazolin-2-yl) boronic acid, select the appropriate material ratio, other raw materials and The steps were all the same as in Example 1 to obtain 47.2 g of a light yellow solid with a yield of about 79%.

[0126] Product MS (m / e): 598.06; Elemental analysis (C 33 h 18 N 4 o 2 S 3 ): theoretical value C: 66.20%, H: 3.03%, N: 9.36%; measured value C: 66.01%, H: 2.83%, N: 9.14%.

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 the technical field of organic electroluminescence display, particularly discloses an organic material of a compound containing an SO2 multi-heterocyclic structure, and also discloses application of the organic material in an organic electroluminescence device. The compound containing the SO2 multi-heterocyclic structure provided by the invention is shown as a general formula (I), can be applied to the field of organic electroluminescence, and is used as an electron transport material. The compound with the structure provided by the invention is applied to an OLED device, the driving voltage of the device can be reduced, and the light emitting efficiency of the device is improved.

Description

technical field [0001] The invention relates to the technical field of organic electroluminescence materials, and specifically discloses a novel SO-containing 2 The compound with polyheterocyclic structure also discloses its application in organic electroluminescent devices. Background technique [0002] The application of organic electroluminescent (OLED) materials in information display materials, organic optoelectronic materials and other fields has great research value and bright application prospects. With the development of multimedia information technology, the performance requirements of flat panel display devices are getting higher and higher. At present, the main display technologies include plasma display devices, field emission display devices and organic electroluminescence display devices (OLEDs). Among them, OLEDs have a series of advantages such as self-luminescence, low-voltage DC drive, light and thin power saving, full curing, wide viewing angle, and ric...

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): C07D495/04C07D519/00H01L51/54H01L51/50
CPCC07D495/04C07D519/00H10K85/615H10K85/626H10K85/654H10K85/657H10K85/6574H10K85/6572H10K50/16
Inventor 梁现丽程丹丹范洪涛段陆萌杭德余曹占广班全志陈婷
Owner 北京燕化集联光电技术有限公司
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