Thermally Excited Delayed Fluorescent Host Material Based on Phosphine Heteroaryl Derivatives and Its Preparation Method and Application

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: 2019-04-05
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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  • Thermally Excited Delayed Fluorescent Host Material Based on Phosphine Heteroaryl Derivatives and Its Preparation Method and Application
  • Thermally Excited Delayed Fluorescent Host Material Based on Phosphine Heteroaryl Derivatives and Its Preparation Method and Application
  • Thermally Excited Delayed Fluorescent Host Material Based on Phosphine Heteroaryl Derivatives and Its Preparation Method and Application

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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

A thermally excited delayed fluorescent host material based on phosphine heteroaryl derivatives and its preparation method and application, which relate to a thermally excited delayed fluorescent host material and its preparation method and application. It aims to solve the technical problem that the existing planar heat-excited delayed fluorescent dye molecules are prone to quenching, resulting in low device efficiency. The structural formula of the thermally excited delayed fluorescence host material of the present invention is: Preparation method: react the derivatives of o-dibromobenzene, phenylphosphine dichloride, and n-butyllithium in tetrahydrofuran, and then extract and dry, then directly purify or vulcanize / and purification after oxidation to obtain the product; or the derivatives of o-dibromobenzene, phenyl phosphine dichloride, and n-butyllithium react with diphenyl phosphine chloride in tetrahydrofuran and then react with diphenyl phosphine chloride. After reoxidation, carry out Purification affords the product. The fluorescent host material based on the phosphine heteroaryl derivative is used in thermal excitation delayed fluorescence electroluminescent devices.

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 Patents(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 许辉韩春苗
Owner HEILONGJIANG UNIV
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