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A kind of benzothiazole solid-state luminescent material and its preparation method and application

A technology of benzothiazole and luminescent materials, applied in luminescent materials, chemical instruments and methods, sustainable architecture, etc., can solve problems such as poor spectral stability of devices

Active Publication Date: 2022-06-21
NANJING TECH UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

This type of material is prone to phase separation under the action of light, heat, electricity and other factors during the operation of the device, resulting in poor spectral stability of the device.

Method used

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  • A kind of benzothiazole solid-state luminescent material and its preparation method and application
  • A kind of benzothiazole solid-state luminescent material and its preparation method and application
  • A kind of benzothiazole solid-state luminescent material and its preparation method and application

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preparation example Construction

[0057] The present invention provides a method for preparing the benzothiazole solid-state light-emitting material according to the technical solution, comprising the following steps:

[0058] Aromatic amine, organic base, benzoyl chloride and chlorinated alkane solvent are mixed, and a condensation reaction is carried out to obtain intermediate II; the aromatic amine includes aniline, naphthylamine or anthraceneamine;

[0059] Under a protective atmosphere, the intermediate II, the Lawesson reagent and the cyclic organic solvent are mixed to carry out a thiolation reaction to obtain the intermediate III;

[0060] Under an oxygen atmosphere, the intermediate III, 2,2,6,6-tetramethylpiperidine oxide and a chlorinated alkane solvent are mixed, and the cyclization reaction is carried out under blue light irradiation to obtain the structure shown in formula I benzothiazole solid-state light-emitting materials;

[0061] The structural formulas of intermediate II and intermediate I...

Embodiment 1

[0092]

[0093] Aniline (1.00 g, 10.75 mmol), triethylamine (1.41 g, 13.98 mmol) and dichloromethane (20.0 mL) were stirred and mixed uniformly, and benzoyl chloride (1.66 g, 11.83mmol), condensation reaction 3h at room temperature after the dropwise addition, then utilize the mixed solvent of dichloromethane and water (the volume ratio of dichloromethane and water is 2:1) to extract the obtained reaction solution, the organic phase of the obtained After washing and drying with saturated sodium chloride solution, dichloromethane was distilled off, and the obtained concentrated solution was separated and purified by column chromatography. The eluent was a mixed eluent of petroleum ether and ethyl acetate, petroleum ether and ethyl acetate. The volume ratio of esters was 15:1 to give Intermediate II (white solid, 98% yield).

[0094] NMR data of intermediate II: 1 H NMR (400MHz, D-DMSO): δ10.16(s,1H), 8.04-7.85(m,2H), 7.76-7.63(m,2H), 7.63-7.46(m,3H), 7.05-6.91( m,2H),3.75(...

Embodiment 2

[0112]

[0113] 1-Naphthylamine (1.00g, 6.99mmol), triethylamine (0.92g, 9.09mmol) and dichloromethane (20.0mL) were stirred and mixed uniformly, and benzoyl chloride ( 1.08g, 7.69mmol), condensation reaction 3h at room temperature after the addition was completed, then the mixed solvent of dichloromethane and water (the volume ratio of dichloromethane and water was 2:1) was used to extract the obtained reaction solution, and the obtained After the organic phase was washed with saturated sodium chloride solution and dried successively, dichloromethane was distilled off, and the obtained concentrated solution was separated and purified by column chromatography. The eluent was a mixed eluent of petroleum ether and ethyl acetate, and petroleum ether The volume ratio of ethyl acetate and ethyl acetate was 15:1 to obtain intermediate II (white solid, 98% yield).

[0114] NMR data of intermediate II: 1H NMR (400MHz, D-DMSO): δ=10.41 (s, 1H), 8.07 (d, J=7.6Hz, 2H), 7.96 (t, J=7.9...

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Abstract

The invention provides a benzothiazole-based solid-state luminescent material, a preparation method and application thereof, and relates to the technical field of solid-state luminescent materials. The benzothiazole-based solid-state luminescent material provided by the present invention has a structure shown in formula I: in formula I, Ar is phenyl, naphthyl or anthracenyl. The benzothiazole-based solid-state luminescent material provided by the invention has good color hue, saturation and color rendering, high luminous efficiency, and strong photostability and chemical stability. As shown in the results of the examples of the present invention, the chromaticity coordinates of the benzothiazole-based solid-state light-emitting materials provided by the present invention are (0.27-0.28, 0.34-0.38), the color rendering index is 64-73, and the color temperature is 8089-8341. The efficiency is 4.8~5.68lm / W.

Description

technical field [0001] The invention relates to the technical field of solid-state light-emitting materials, in particular to a benzothiazole-based solid-state light-emitting material and a preparation method and application thereof. Background technique [0002] Compared with traditional light sources, solid-state lighting based on white LEDs (WLEDs) has the significant advantages of low energy consumption, safe use, and high efficiency, and has become the mainstream light source. Solid-state luminescent materials have made great progress in recent years. White light is obtained by mixing red, green and blue light in a certain proportion. At present, organic white light materials are usually made by simply blending materials with three luminescent colors of red, green and blue in a certain proportion, or mixing a certain light. The luminescent material of one color is simply blended with its corresponding luminescent material emitting complementary color light, and then wh...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D277/66C09K11/06H01L33/50
CPCC07D277/66C09K11/06H01L33/502C09K2211/1007C09K2211/1011C09K2211/1037Y02B20/00
Inventor 刘睿宋宇韡朱森强涂熠坤宋广亮朱红军
Owner NANJING TECH UNIV
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