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Thermally activated delayed fluorescent material and preparation method thereof

A technology of thermally activated delayed and fluorescent materials, applied in the fields of luminescent materials, chemical instruments and methods, organic chemistry, etc., can solve the problems of difficult synthesis of red TADF materials and low device efficiency, etc.

Inactive Publication Date: 2021-07-30
南昌万季科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] The invention provides a thermally activated delayed fluorescent material and a preparation method thereof, which solves the technical problems that the synthesis of the existing red TADF material is difficult and the device efficiency is not high

Method used

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  • Thermally activated delayed fluorescent material and preparation method thereof
  • Thermally activated delayed fluorescent material and preparation method thereof
  • Thermally activated delayed fluorescent material and preparation method thereof

Examples

Experimental program
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Embodiment 1

[0018] Pyrene (2.02g, 10mmol) was dissolved in 50ml of hydrogen peroxide, and hydrogen bromide (1.21g, 15mmol), a mixed solution of ether and methanol (volume ratio=1:2) was added to the above solution, at 0°C After stirring for 8h, the obtained product was recrystallized in ethanol to obtain the product 1-bromopyrene (2.38g, yield 85%), and its chemical reaction equation was:

[0019]

Embodiment 2

[0021] 1-bromopyrene (2.81g, 10mmol), 2-(dimethyl-13-oxyoxyalkyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborin (3.46gg, 20mmol), 100ml of anhydrous tetrahydrofuran and butyllithium (40mmol) were added to a 250ml three-necked flask, and after argon was introduced for 10 minutes, the temperature was lowered to -78°C for 28 hours of reaction. After the reaction was completed, extraction and purification were performed to obtain The product 4,4,5,5-tetramethyl-2-(pyran-1-yl)-1,3,2-dioxaborolane (2.33g, yield 71%), its chemical reaction equation is :

[0022]

Embodiment 3

[0024] Anthracene-9,10-dione (1.36g, 10mmol), liquid bromine (4.795g, 30mmol), and 50ml of acetic acid were added to a 100mL three-necked round-bottomed flask, heated to reflux and stirred in an argon atmosphere, and reacted at 80°C 10h. Stop the reaction and cool to room temperature, wash the reaction solution with water 2 to 3 times, concentrate the reaction solution and purify it through a chromatographic column, silica gel 200 to 300 mesh, and the eluent is petroleum ether / ethyl acetate (1:4), to obtain the product 2,7-dibromoanthracene-9,10-dione (2.85g, yield 78%), its chemical reaction equation is:

[0025]

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Abstract

The invention relates to the technical field of electroluminescence, in particular to a thermally activated delayed fluorescent material and a preparation method thereof. The invention provides a thermally activated delayed fluorescent material. The structural formula of the thermally activated delayed fluorescent material is shown as a formula (I). The invention also provides a preparation method of the thermally activated delayed fluorescent material, and the preparation method comprises the following step: carrying out substitution reaction on 2-bromo-7-(pyran-1-yl) anthracene-9, 10-diketone and the compound shown in the formula (II) to prepare the compound shown in the formula (I). The invention provides the thermally activated delayed fluorescent material and the preparation method thereof, and solves the technical problems that the existing red TADF material is relatively difficult to synthesize and the device efficiency is not high.

Description

technical field [0001] The invention relates to the technical field of electroluminescence, in particular to a thermally activated delayed fluorescent material and a preparation method thereof. Background technique [0002] In recent years, due to the low efficiency of conventional fluorescent OLEDs and the high cost of phosphorescent OLEDs, scientists have become interested in the development of a new generation of delayed organic electroluminescent materials based on the conversion of triplet excitons to singlet excitons. , such as new organic electroluminescent materials with triplet-triplet delayed fluorescence effect and thermally activated delayed fluorescence effect. Among them, TADF material develops the fastest. Among electroluminescent three-primary color materials, it is difficult to synthesize red TADF material molecules. Therefore, there are relatively few types of red light molecules, and their device efficiency is not high. Contents of the invention [00...

Claims

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Application Information

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IPC IPC(8): C07D491/107C09K11/06
CPCC07D491/107C09K11/06C09K2211/1011C09K2211/1033
Inventor 方一文
Owner 南昌万季科技有限公司
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