Thermal excitation delayed fluorescence main material based on phosphonic aryl derivatives, preparation method and application thereof

An aryl derivative and delayed fluorescence technology, which is applied in the fields of light-emitting materials, materials of organic semiconductor devices, chemical instruments and methods, etc., can solve the problems of easy quenching of molecules and low device efficiency, and achieve improved carrier injection. and transmission capacity, improve efficiency, and ensure the effect of effective transmission

Active Publication Date: 2017-06-13
HEILONGJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] The present invention aims to solve the technical problem that existing planar thermally excited delayed fluorescent dye molecules are prone to quenching, resulting in low device efficiency, and provides a thermally excited delayed fluorescent host material based on phosphine heteroaryl derivatives and its preparation method and application

Method used

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  • Thermal excitation delayed fluorescence main material based on phosphonic aryl derivatives, preparation method and application thereof
  • Thermal excitation delayed fluorescence main material based on phosphonic aryl derivatives, preparation method and application thereof
  • Thermal excitation delayed fluorescence main material based on phosphonic aryl derivatives, preparation method and application thereof

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specific Embodiment approach 1

[0084] Embodiment 1: The structural formula of the thermally excited delayed fluorescence host material based on phosphine heteroaryl derivatives in this embodiment is Wherein R=Cz or t-Cz;

[0085] When R=Cz, it is recorded as 4CzDPDPA;

[0086] When R=t-Cz, it is recorded as 4tCzDPDPA;

[0087] or the structural formula is Wherein R=Cz or t-Cz;

[0088] When R=Cz, it is recorded as 4CzDPDPSA;

[0089] When R=t-Cz, it is recorded as 4tCzDPDPSA;

[0090] or the structural formula is Wherein R=Cz or t-Cz; X=S or O; Y=S or O;

[0091] When R=Cz, X=Y=S, it is recorded as 4CzDPDPS 2 A; When R=t-Cz, X=Y=S, it is recorded as 4tCzDPDPS 2 A;

[0092] When R=Cz, X=S, Y=O, it is recorded as 4CzDPDPSOA; when R=t-Cz, X=S, Y=O, it is recorded as 4tCzDPDPSOA;

[0093] When R=Cz, X=Y=O, it is recorded as 4CzDPDPO 2 A; When R=t-Cz, X=Y=O, it is recorded as 4tCzDPDPO 2 A;

[0094] The above Cz is a group t-Cz is a group

specific Embodiment approach 2

[0095] Specific embodiment two: The preparation method of the thermally excited delayed fluorescence host material based on phosphine heteroaryl derivatives described in specific embodiment one is as follows:

[0096] Add o-dibromobenzene derivatives, phenylphosphine dichloride, and n-butyllithium into tetrahydrofuran at a molar ratio of 1:(1~1.5):(2~4), under the protection of argon, React at a temperature of -60 to -85°C for 1 to 3 hours, then pour into water, extract with dichloromethane to obtain an organic layer, dry the liquid in the organic layer, and then directly purify or sulfide / oxidize and then purify , to obtain thermally excited delayed fluorescence host materials based on phosphine heteroaryl derivatives; wherein the derivatives of ortho-dibromobenzene are 1,2-dibromo-4,5-dicarbazolebenzene or 1,2-dibromo-4 ,5-Di-tert-butylcarbazolebenzene.

specific Embodiment approach 3

[0097] Specific embodiment three: the difference between this embodiment and specific embodiment two is that the vulcanization process is: adding sulfur powder to the organic layer liquid, stirring and reacting at a temperature of 15-30°C for 0.5-2 hours, Complete vulcanization. Others are the same as in the second embodiment.

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Abstract

The invention provides a thermal excitation delayed fluorescence main material based on phosphonic aryl derivatives, a preparation method and an application thereof and relates to the thermal excitation delayed fluorescence main material, the preparation method and the application thereof. The invention aims to solve the technical problem of low device efficiency caused by the easiness in quenching of the molecules of the present planar thermal excitation delayed fluorescence dye. The structural formula of the thermal excitation delayed fluorescence main material provided by the invention is as shown in the specification. The preparation method comprises the following steps: adding an o-dibromo-benzene derivative, dichlorophenyl phosphine and n-butyllithium into tetrahydrofuran and reacting; extracting and drying, and then directly purifying or vulcanizing / and oxidizing and then re-purifying, thereby acquiring the product; or adding o-dibromo-benzene derivative, dichlorophenyl phosphine and n-butyllithium into tetrahydrofuran and reacting and then reacting with chlorodiphenylphosphine, re-oxidizing and purifying, thereby acquiring the product. The thermal excitation delayed fluorescence main material based on phosphonic aryl derivatives is applied to a thermal excitation delayed fluorescence electrofluorescence device.

Description

technical field [0001] The invention relates to a heat-excited delayed fluorescent host material and a preparation method and application thereof. Background technique [0002] Due to its low starting voltage and high luminous efficiency, organic light-emitting diodes have attracted extensive research. As the third-generation flat-panel display and lighting technology, organic light-emitting diodes generally use phosphorescent dyes to construct phosphorescent electroluminescence. , but because the construction of phosphorescent dyes is often accompanied by the presence of noble metals, this increases the cost of preparation and is not environmentally friendly. Therefore, there is an urgent need for other types of dyes to replace phosphorescent dyes. Recently, thermally excited delayed fluorescence technology, known as the third generation of organic electroluminescent technology, has made great research progress. Thermally excited delayed fluorescent dyes can jump from thei...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F9/6568C07F9/572C09K11/06H01L51/50H01L51/54H01L51/56
CPCC09K11/06C07F9/5728C07F9/65683C07F9/65685C09K2211/1096C09K2211/1029H10K71/164H10K85/6572H10K85/657H10K50/156H10K50/11H10K50/00H10K71/00H10K2102/00
Inventor 许辉杨鹤韩春苗
Owner HEILONGJIANG UNIV
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