Anthracene derivative-based excimer luminescent material as well as preparation method and application thereof

A technology of excimer associations and luminescent materials, which is applied in the direction of luminescent materials, chemical instruments and methods, semiconductor/solid-state device manufacturing, etc., can solve problems such as limiting the practical application of luminescence, and achieve mild reaction conditions and high reaction yields Effect

Active Publication Date: 2021-12-03
WUHAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] However, such side-substituted anthracene derivatives often show a high concentration dependence, and only in high concentrations or in the crystalline state can they exhibit the properties of excimer associations, which greatly limits the practical application of this type of luminescence.

Method used

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  • Anthracene derivative-based excimer luminescent material as well as preparation method and application thereof
  • Anthracene derivative-based excimer luminescent material as well as preparation method and application thereof
  • Anthracene derivative-based excimer luminescent material as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0051] Example 1: Synthesis of excimate luminescent material compound X2A based on anthracene derivatives

[0052] The synthetic route is as follows:

[0053]

[0054] Step 1): Synthesis of compound shown in formula 1

[0055] The synthetic route is as follows:

[0056]

[0057] The specific steps are as follows: 9,9-dimethylxanthene (3.00 g, 14.30 mmol) and anhydrous ferric chloride (0.12 g, 0.72 mmol) were dissolved in 15 mL of dichloromethane under an ice bath, Then dilute tert-butane chloride (3.68mL, 35.75mmol) with 15mL of dichloromethane in a constant pressure dropping funnel, add it dropwise to the above 9,9-dimethylxanthene solution under ice-cooling, and add dropwise After completion, the reaction solution was stirred at 15-35 degrees Celsius for 15 hours. After the reaction was completed, water was added to the reaction solution to quench the reaction, extracted with dichloromethane, and the organic phase was collected and dried with anhydrous sodium sulfate...

Embodiment 2

[0071] Example 2: Performance test of excimate luminescent material compound X2A based on anthracene derivatives

[0072] The compound represented by the formula X2A obtained in Example 1 and anthracene were respectively dissolved in an appropriate amount of dichloromethane to prepare 1×10 -5 mol / L solution, test its fluorescence emission spectrum, the results are as follows figure 2 As shown, among them, figure 2 The left is the fluorescence emission spectrum of anthracene monomer solution, figure 2 The right is the fluorescence emission spectrum of the solution of the compound represented by formula X2A. Fluorescence spectrum and fluorescence lifetime of compound single crystal shown in test formula X2A under solid state, the result is as follows image 3 As shown, among them, image 3 The left is the fluorescence spectrum of the single crystal of the compound shown in the test formula X2A under solid state, image 3The right is the fluorescence lifetime diagram of t...

Embodiment 3

[0073] Example 3: Application of excimate luminescent materials based on anthracene derivatives in the field of anti-counterfeiting

[0074] The white powder of the compound represented by formula X2A was spread on white filter paper to form the abbreviation "WHU" of Wuhan University, and the bright green "WHU" appeared on the filter paper under the irradiation of 365nm ultraviolet light. The result is as Figure 5 As shown, the results can show that the compound can be used to prepare anti-counterfeiting marks, and can be used in fields such as information storage and information transmission.

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PUM

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Abstract

The invention provides an excimer luminescent material based on an anthracene derivative. The structural formula of the excimer luminescent material based on the anthracene derivative is as shown in the following formula X2A. Compared with a common excimer material, the material has no dependence on concentration, and excimer luminescence can be realized in a dilute solution. The invention also provides a preparation method of the excimer luminescent material based on the anthracene derivative, and the preparation method has the advantages of mild reaction conditions and high yield. The invention also provides application of the excimer luminescent material based on the anthracene derivative.

Description

technical field [0001] The patent of the present invention relates to the field of organic optoelectronic materials, in particular to excimer light-emitting materials based on anthracene derivatives and their preparation methods and applications. Background technique [0002] Anthracene derivatives have the characteristics of simple structure, easy synthesis, and excellent luminescent properties of excigroups. Excimate luminescence refers to the interaction between an excited state molecule and another same type of ground state molecule to form an energy-relative The stable dimer emits light through radiative transitions. Compared with single-molecule luminescence, it shows the characteristics of spectral red shift and broadening. and other fields have been widely used. However, when bimolecules form excimer associations, they often cause fluorescence quenching due to severe intermolecular π-π interactions, thereby affecting their luminous efficiency. High luminescence qua...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D311/82C09K11/02C09K11/06H01L51/54
CPCC07D311/82C09K11/025C09K11/06C09K2211/1088H10K85/626H10K85/615H10K85/6574Y02B20/00
Inventor 李倩倩廖秋艳李振李贺华姚鹏飞
Owner WUHAN UNIV
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