Novel SO2-containing polyheterocyclic compound and application thereof

A compound and five-membered heterocycle technology, applied in the field of organic electroluminescence display, to achieve the effects of high thermal stability, improved optoelectronic performance, and good carrier mobility

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

AI Technical Summary

Problems solved by technology

However, the lifetime of the excited state of phosphorescent materials is long, and triplet-triplet annihilation and triplet-polaron inter-annihilation are easy to form when the triplet exciton concentration is high.

Method used

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  • Novel SO2-containing polyheterocyclic compound and application thereof
  • Novel SO2-containing polyheterocyclic compound and application thereof
  • Novel SO2-containing polyheterocyclic compound and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0041] The synthesis of embodiment 1 intermediate M1

[0042]

[0043] The synthetic route is as follows:

[0044]

[0045] Including the following specific steps:

[0046](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 reaction, the color of the reaction solution gradually turned red, and finally dark red. After the reaction, the organic phase was separated, extracted, dried, column chromatographed, and the solvent was spin-dried to obtain 30 g of orange-red solid M-01 with a yield of 83%.

[0047] (2) In a 1L three-necked flask equipped with mechanical stirring, add M-01 (36.0g, 0.1mol), sodium sulfide nonahydrate (96g, 0.4mol), ethanol (200mL), water (100mL), nitrogen protection, Heat to reflux, reflux reaction for 3 hours, and end the reaction. The organ...

Embodiment 2

[0053] The synthesis of embodiment 2 intermediate M2

[0054]

[0055] use replace respectively Selecting a suitable material ratio, other raw materials and steps are the same as in Example 1 to obtain intermediate M2.

[0056] Product MS (m / e): 399.98; Elemental analysis (C 19 h 10 Cl 2 N 2 O2S): theoretical value C: 56.87%, H: 2.51%, N: 6.98%; actual value C: 56.66%, H: 2.27%, N: 6.74%.

Embodiment 3

[0057] The synthesis of embodiment 3 intermediate M3

[0058]

[0059] use replace Selecting a suitable material ratio, other raw materials and steps are the same as in Example 1 to obtain intermediate M3.

[0060] Product MS (m / e): 399.98; Elemental analysis (C 19 h 10 Cl 2 N 2 O2S): theoretical value C: 56.87%, H: 2.51%, N: 6.98%; actual value C: 56.63%, H: 2.28%, N: 6.72%.

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Abstract

The invention belongs to the technical field of organic electroluminescent display, and particularly relates to a novel SO2-containing polyheterocyclic compound and application thereof in an organic electroluminescent device. The structure of the novel SO2-containing polyheterocyclic compound provided by the invention is shown as formula (I). The compound has good thermal stability, and when the compound is applied to an OLED device and used as a green light host material, the photoelectric properties of the device can be effectively improved. The OLED device of the SO2-containing polyheterocyclic compound can be applied to the field of display or illumination.

Description

technical field [0001] The invention belongs to the technical field of organic electroluminescence display, and in particular relates to a novel SO-containing 2 Organic materials with polyheterocyclic structures and their applications in organic electroluminescent (OLED) 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 electroluminescent display devices (OLED). Among them, OLED has a series of advantages such as self-luminescence, low-voltage DC drive, full curing, wide viewing angle, and rich colors. Compared with liqu...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D513/04C07D519/00C09K11/06H01L51/50H01L51/54
CPCC07D513/04C07D519/00C09K11/06C09K2211/1029C09K2211/1051C09K2211/1044C09K2211/1037C09K2211/1088C09K2211/1092C09K2211/1033H10K85/615H10K85/626H10K85/657H10K85/6572H10K85/6574H10K85/6576H10K50/11
Inventor 梁现丽李仲庆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
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