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Organic electroluminescent compound, and preparation method and application thereof

A technology of electroluminescent devices and compounds, applied in organic chemistry, chemical instruments and methods, luminescent materials, etc., can solve the problems of quantum efficiency and service life, and achieve stable three-dimensional space, high quantum efficiency, and mild reaction Effect

Inactive Publication Date: 2020-09-18
JILIN OPTICAL & ELECTRONICS MATERIALS
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Organic EL devices using these materials have problems in quantum efficiency and service life, and quantum efficiency and service life need to be further improved

Method used

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  • Organic electroluminescent compound, and preparation method and application thereof
  • Organic electroluminescent compound, and preparation method and application thereof
  • Organic electroluminescent compound, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0056] Embodiment 1: preparation compound 1

[0057]

[0058] (1) Add compound 1-1 (210mmol) and compound 2-1 (210mmol) in the reaction vessel, add 300ml of toluene solution and place it in the reaction vessel, replace the gas in the reaction vessel with nitrogen for 3 times, under nitrogen atmosphere Add tris(dibenzylideneacetone)dipalladium (2.1mmol), tri-tert-butylphosphine (10.5mmol) and sodium tert-butoxide (420mmol), heat up to reflux, stir at 80r / min for 5h, the reaction is complete, the reaction is over Afterwards, after the reaction solution was cooled to room temperature, ammonium chloride aqueous solution was added to the reaction solution to complete the reaction, the molar ratio of compound 1 to ammonium chloride was 1:10, and the reaction solution was extracted with ethyl acetate, and then magnesium sulfate was used to The extracted organic layer was dried, and the solvent was removed by heating with a rotary evaporator at 70°C in a water bath, and the remaini...

Embodiment 2

[0061] Embodiment 2: preparation compound 27

[0062]

[0063] (1) Add compound 1-27 (210mmol) and compound 2-27 (210mmol) in the reaction vessel, add 300ml of toluene solution and place it in the reaction vessel, replace the gas in the reaction vessel with nitrogen for 3 times, under nitrogen atmosphere Add tris(dibenzylideneacetone)dipalladium (2.1 mmol), tri-tert-butylphosphine (10.5 mmol) and sodium tert-butoxide (420 mmol), heat up to reflux, stir at 80 r / min for 5 h, and the reaction is complete. After the reaction, the reaction solution was cooled to room temperature, ammonium chloride aqueous solution was added to the reaction solution to complete the reaction, the molar ratio of compound 1 to ammonium chloride was 1:10, and the reaction solution was extracted with ethyl acetate. The extracted organic layer was dried using magnesium sulfate, and the solvent was removed by heating in a 70° C. water bath using a rotary evaporator. The remaining material was purified ...

Embodiment 3

[0065] Embodiment 3: preparation compound 41

[0066]

[0067] (1) Add compound 1-41 (210mmol) and compound 2-41 (210mmol) to the reaction vessel, add 300ml of toluene solution and place it in the reaction vessel, replace the gas in the reaction vessel with nitrogen for 3 times, and add Tris(dibenzylideneacetone)dipalladium (2.1mmol), tri-tert-butylphosphine (10.5mmol) and sodium tert-butoxide (420mmol) were heated to reflux, stirred at 80r / min for 5h, and the reaction was complete. After the reaction, the reaction solution was cooled to room temperature, ammonium chloride aqueous solution was added to the reaction solution to complete the reaction, the molar ratio of compound 1 to ammonium chloride was 1:10, and the reaction solution was extracted with ethyl acetate. The extracted organic layer was dried using magnesium sulfate, and the solvent was removed by heating in a 70° C. water bath using a rotary evaporator. The remaining material was purified by column chromatogr...

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Abstract

The invention discloses an organic electroluminescent compound. The structural general formula of the organic electroluminescent compound is represented by chemical formula 1. In the formula 1, A is located at any two adjacent positions on a benzene ring or does not exist on the benzene ring; X is S or O; R1 to R9 are independently selected from a substituted or unsubstituted C1-C30 alkyl group, asubstituted or unsubstituted C6-C30 aryl group, a substituted or unsubstituted heteroaryl group and a substituted or unsubstituted C6-C30 arylamino group respectively, and are connected with adjacentsubstituent groups to form a monocycle or a polycycle; Ar1 and Ar2 are respectively and independently selected from a substituted or unsubstituted C1-C30 alkyl group, a substituted or unsubstituted C6-C30 aryl group and a substituted or unsubstituted heteroaryl group, and are connected with adjacent substituent groups to form a monocycle or a polycycle; and L is a chemical bond, or a substitutedor unsubstituted C6-C30 aryl group. The organic electroluminescent compound is short in synthetic route, simple in process, available in raw materials, low in cost and suitable for industrial production.

Description

technical field [0001] The invention relates to the technical field of luminescent materials, in particular to an organic electroluminescence compound, a preparation method thereof and an organic electroluminescence device. Background technique [0002] Electroluminescent devices (EL devices) are self-luminescent devices that are advantageous in that they provide a wider viewing angle, greater contrast ratio, and faster response time. [0003] In such an organic EL device, when a voltage is applied between the anode and the cathode, holes from the anode and electrons from the cathode are injected into the organic material layer. The generated excitons generate light with a specific wavelength when they transition to the ground state. In order to improve the efficiency and stability of an organic EL device, it is required to have a multilayer structure including a hole injection layer, a hole transport layer, a light emitting layer, an electron transport layer, and an electr...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D311/78C07D335/04C07D335/12C07D405/04C07D405/14C09K11/06H01L51/50H01L51/54
CPCC07D311/78C07D335/04C07D335/12C07D405/04C07D405/14C09K11/06C09K2211/1029C09K2211/1011C09K2211/1088C09K2211/1092C09K2211/1014C09K2211/1044H10K85/615H10K85/626H10K85/6576H10K85/6574H10K50/11H10K50/15
Inventor 王士凯汪康李贺杨冰曹淼白金凤马晓宇
Owner JILIN OPTICAL & ELECTRONICS MATERIALS
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