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A non-aromatic amine high exciton utilization rate small molecule material and its application

A kind of aromatic amine, high exciton technology, applied in the direction of light-emitting materials, organic chemistry, chemical instruments and methods, etc., to achieve the effect of improving exciton utilization rate, molecular weight determination, and simple structure

Active Publication Date: 2022-05-24
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, no organic light-emitting system with high exciton utilization efficiency based on single-molecule non-aromatic amines has been reported so far.

Method used

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  • A non-aromatic amine high exciton utilization rate small molecule material and its application
  • A non-aromatic amine high exciton utilization rate small molecule material and its application
  • A non-aromatic amine high exciton utilization rate small molecule material and its application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] The reaction formula of the non-aromatic amine-based high exciton utilization small molecule material of structure 1 in this example is as follows:

[0036]

[0037] The specific reaction steps are as follows: thianthrene-1-boronic acid (3.84mmol, 1.00g), 2-chloro-4,6-diphenylpyrimidine (4.22 mmol, 1.13g), potassium phosphate (19.20mmol, 4.07g), Tricyclohexylphosphine (0.31 mmol, 86 mg), Pd 2 (dba) 3 (0.192 mmol, 176 mg) and 100 mL of 1,4-dioxane were successively added to the reactor, and after passing nitrogen for 15 min, the reaction was heated at 110° C. for 18 h. After the reaction was completed, when the system was returned to room temperature, extraction was performed with dichloromethane and saturated brine, the organic phase was recovered, and the solvent was distilled off under reduced pressure. The crude product was isolated and purified by column chromatography with petroleum ether / dichloromethane 5:1 as the eluent to obtain the product of structure 1 i...

Embodiment 2

[0040] The reaction formula of the non-aromatic amine-based high exciton utilization small molecule material of structure 2 in this example is as follows:

[0041]

[0042] The specific reaction steps are as follows: compared with structure 1, the difference is that thianthene-1-boronic acid is replaced with an equivalent amount of phenoxthi-4-boronic acid, and other raw materials and steps are the same as structure 1. The product of structure 2 was finally obtained in 67% yield. Structure 2 Molecular formula: C 28 H 18 N 2 OS; molecular weight: m / z: 430.53; elemental analysis results: C, 78.12; H, 4.21; N, 6.51; O, 3.72; S, 7.45.

Embodiment 3

[0044] The reaction formula of the non-aromatic amine-based high exciton utilization small molecule material of structure 3 in this example is as follows:

[0045]

[0046] The specific reaction steps are as follows: compared with structure 1, the difference is that thianthene-1-boronic acid is replaced with an equivalent amount of phenoxthi-1-boronic acid, and other raw materials and steps are the same as structure 1. The product of structure 3 was finally obtained in 67% yield. Structure 3 Molecular formula: C 28 H 18 N2 OS; molecular weight: m / z: 430.53; elemental analysis results: C, 78.12; H, 4.21; N, 6.51; O, 3.72; S, 7.45.

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PUM

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Abstract

The invention belongs to the field of organic photoelectric materials, and discloses a non-aromatic amine small molecule material with high exciton utilization rate and its application. The non-aromatic amine high exciton utilization rate small molecule material has a general structural formula shown in formula (I), wherein R 1 , R 2 and R 3 It is the donor unit of thioxanthene, dibenzothiophene or dibenzofuran derivatives. The material obtained by the invention has a single structure, clear molecular weight, does not contain traditional aromatic amine units, and is used in the light-emitting layer of an organic light-emitting device, reflecting a greatly improved exciton utilization rate.

Description

technical field [0001] The invention belongs to the field of organic optoelectronic materials, and in particular relates to a non-aromatic amine type small molecule material with high exciton utilization rate and its application. Background technique [0002] Organic light-emitting diode (OLED) devices show great application prospects in the field of flat panel displays and solid-state light sources due to their characteristics of self-luminescence, wide color gamut, wide viewing angle, and low energy consumption. Compared with polymer materials, small molecular materials are more conducive to improving the efficiency of organic optoelectronic devices due to their advantages of simple synthesis and purification, determination of molecular weight, and stable structure, and have simpler device preparation processes, thereby realizing the commercialization of organic light-emitting diodes application. Thermally Activated Delayed Fluorescence (TADF) materials have an intrinsica...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D405/04C07D405/14C07D409/04C07D409/14C07D411/04C07D411/14C09K11/06H01L51/54
CPCY02E10/549
Inventor 苏仕健乔振洋蔡欣佚
Owner SOUTH CHINA UNIV OF TECH
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