Efficient red delayed fluorescent material and preparation method thereof

A delayed fluorescence and red technology, applied in luminescent materials, chemical instruments and methods, organic chemistry, etc., can solve the problem of low efficiency of TADF small molecule red light materials

Inactive Publication Date: 2021-08-17
广州万物物联科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] The invention provides a high-efficiency red delayed fluorescent material and its preparation method, which solves the technical problem that the efficiency of the existing TADF small molecule red light material is not high

Method used

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  • Efficient red delayed fluorescent material and preparation method thereof
  • Efficient red delayed fluorescent material and preparation method thereof
  • Efficient red delayed fluorescent material and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] 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:

[0023]

Embodiment 2

[0025] 1-Bromopyrene (2.81g, 10mmol), isopropanol pinacol borate (3.46g, 20mmol), 100ml of anhydrous tetrahydrofuran and butyllithium (40mmol) were added to a 250ml three-necked flask, and argon was introduced After 10 minutes, the temperature was lowered to -78°C and the reaction was carried out for 18 hours. After the reaction was completed, extraction and purification were carried out to obtain the product 1-pyrene borate (2.33 g, yield 71%). The chemical reaction equation was:

[0026]

Embodiment 3

[0028] At room temperature, the compound (2.69g, 10mmol) shown in the formula (IV) was added in a 100ml single-port reaction flask, and then an appropriate amount of solvent THF was added until the compound shown in the formula (IV) was completely dissolved (about 80ml), and the liquid bromine ( 2ml, 40mmol) was dissolved in 3ml of THF solution, added dropwise to the reaction system, and reacted in the dark for 8 hours. Add water to stop the reaction, extract with DCM, wash several times with a large amount of deionized water, collect the organic liquid, and concentrate. The crude product is separated and purified by column chromatography to obtain a compound (2.089g, yield 60%) shown in formula (III), and its chemical reaction equation is:

[0029]

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Abstract

The invention belongs to the technical field of photoelectric display devices, and particularly relates to an efficient red delayed fluorescent material and a preparation method thereof. The invention provides an efficient red delayed fluorescent material. The structural formula of the efficient red delayed fluorescent material is shown as a formula (I). The invention also provides a preparation method of the efficient red delayed fluorescent material. The preparation method comprises the step of reacting tris (4-aminophenyl) amine with a compound shown in the formula (II) to prepare a compound shown in the formula (I). The invention provides the efficient red delayed fluorescent material and the preparation method thereof, and solves the technical problem of low efficiency of the existing TADF micromolecular red light material.

Description

technical field [0001] The invention belongs to the technical field of photoelectric display devices, and in particular relates to a high-efficiency red 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 the existing TADF materials, the current TADF small molecule red light devices still need breakthroughs in the aspects of turn-on voltage, maximum external quantum efficiency and efficiency attenuation, and the device structure i...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D519/00C09K11/06
CPCC07D519/00C09K11/06C09K2211/1011C09K2211/1014C09K2211/1048
Inventor 樊嘉政
Owner 广州万物物联科技有限公司
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