Organic luminescent material and preparation method thereof

A luminescent material and organic technology, applied in the directions of luminescent materials, organic chemistry, chemical instruments and methods, etc., can solve the problem of low quantum yield, and achieve the effects of high quantum dot yield, good heat resistance, and easy synthesis

Pending Publication Date: 2022-05-13
EAST CHINA UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, most organic long-sustained light-emitting systems suffer from the problem of low quantum yield

Method used

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  • Organic luminescent material and preparation method thereof
  • Organic luminescent material and preparation method thereof
  • Organic luminescent material and preparation method thereof

Examples

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preparation example Construction

[0053] In some embodiments of the present application, the preparation method of the compound of formula 2 comprises: providing the compound of formula 3 (phenothiazine) and the compound of formula 4, and obtaining the compound of formula 2 after heating and reacting;

[0054]

[0055] Wherein, R is selected from -H, -F, -CF 3 or -OCH 3 .

[0056] Further, the molar ratio of the compound of formula 3 to the compound of formula 4 may be (1-2):1, (1.1-1.9):1, or (1.2-1.8):1.

[0057] During specific implementation, the compound of formula 3 and the compound of formula 4, bis(dibenzylideneacetone) palladium (0), and tri-tert-butylphosphine tetrafluoroborate are dissolved in 1,4-dioxane solvent, Heat the reaction at 100°C for 7-12 hours to obtain the compound of formula 2.

[0058] In addition, the embodiment of the present application also provides an application of the above-mentioned organic light-emitting material or the organic light-emitting material prepared by the ab...

Embodiment 1

[0061] The organic light-emitting material with high quantum yield provided in this example includes xanthone, and is adjuvanted with 10-(4-fluorophenyl)phenothiazine. The steps for preparing the organic light-emitting material by the solvent method in this example are as follows:

[0062] 1) Weigh 10-(4-fluorophenyl)phenothiazine and xanthone (purchased directly from the reagent company) respectively (1.6mg+1.071g, 3.96mg+265mg, 4.33mg+144.97mg, 10.26mg+137.4mg ), based on the total moles of xanthone and adjuvant, the molar percentage of 10-(4-fluorophenyl)phenothiazine is 0.1%, 1%, 2%, 5%, dissolved in dichloromethane solution;

[0063] 2) Spin the solution to obtain an organic luminescent material with green luminescence.

[0064] The preparation method of 10-(4-fluorophenyl) phenothiazine in step 1) is as follows:

[0065] (1) Phenothiazine (362mg, 1.82mmol), p-bromofluorobenzene (289mg, 1.65mmol), bis(dibenzylideneacetone) palladium (0) (48mg, 0.085mmol), tri-tert-butylp...

Embodiment 2

[0071] The light-emitting and high-temperature-resistant organic light-emitting material provided in this embodiment includes xanthone, and 10-(4-methoxyphenyl)phenothiazine is used as an adjuvant. In this embodiment, the steps of preparing organic luminescent materials by melting method are as follows:

[0072] 1) Weigh 3.28 mg 10-(4-methoxyphenyl) phenothiazine and 211 mg xanthone (purchased directly from a reagent company) in a sealed reaction bottle filled with argon;

[0073] 2) heating to 120° C. to melt and stir evenly, and cooling to room temperature to prepare an organic luminescent material.

[0074] The preparation method of 10-(4-methoxyphenyl) phenothiazine in step 1) is as follows:

[0075] (1) Phenothiazine (177mg, 0.89mmol), p-bromoanisole (166mg, 0.89mmol), bis(dibenzylideneacetone) palladium (0) (40mg, 0.067mmol), tri-tert-butylphosphine Tetrafluoroborate (20mg, 0.067mmol) was dissolved in 15ml of 1,4-dioxane solvent, and heated at 100°C for 12 hours.

[0...

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Abstract

The invention discloses an organic luminescent material and a preparation method thereof. The organic luminescent material comprises xanthone and a phenyl phenothiazine adjuvant. The organic luminescent material is prepared by a solvent method, a grinding method or a melting method. The organic light-emitting material provided by the invention has the advantages that the highest long-lasting light-emitting quantum yield reaches 46.3%, the light-emitting duration in air can reach 10ms, and the preparation method is simple and efficient.

Description

technical field [0001] The present application relates to the technical field of luminescent materials, in particular to an organic luminescent material and a preparation method thereof. Background technique [0002] There are currently three types of organic photoluminescent materials that can exhibit long-lasting luminescence: one is thermally activated delayed fluorescence, one is room-temperature phosphorescence, and the other is organic long-lasting luminescence. Thermally activated delayed fluorescence has a relatively short lifetime, mostly in the microsecond range. Pure organic room-temperature phosphorescent materials have the advantages of long emission lifetime, large Stokes shift, and low manufacturing cost, and have broad application prospects in the fields of optical sensing, light-emitting diodes, imaging probes, and information anti-counterfeiting. Its serious disadvantage is that it is easily quenched by oxygen and difficult to obtain at high temperature. ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D311/86C07D279/22C09K11/06H01L51/50H01L51/54
CPCC07D311/86C07D279/22C09K11/06C09K2211/1037C09K2211/1088H10K85/6574H10K85/657H10K50/11
Inventor 马骧赵蕴涵田禾
Owner EAST CHINA UNIV OF SCI & TECH
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