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Fluorescent material, preparation method and application

A technology of fluorescent materials and electron-donating groups, which is applied in the field of electroluminescent materials, can solve the problems of low luminous efficiency of luminescent materials, and achieve the effects of reducing luminescence quenching process, increasing yield, and improving luminous efficiency

Active Publication Date: 2019-06-21
SHENZHEN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] In view of the above deficiencies in the prior art, the object of the present invention is to provide a fluorescent material, a preparation method and an application, aiming at solving the problem of low luminous efficiency of the existing luminescent materials

Method used

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  • Fluorescent material, preparation method and application
  • Fluorescent material, preparation method and application
  • Fluorescent material, preparation method and application

Examples

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preparation example Construction

[0044] The present invention also provides a preparation method for the above-mentioned fluorescent material, including:

[0045] Step A, preparation of intermediate E containing naphthyridine unit:

[0046] Specifically, intermediate E can adopt the following synthetic route.

[0047]

[0048] In the formula, X and Y are not H at the same time, and the synthesis steps are: disperse compound A and compound B in an organic solvent, for example, using toluene as a solvent, reflux for more than 10 minutes under a protective atmosphere (argon can be used), and separate the compound C; then compound C is placed in diphenyl ether, refluxed for 4-8 hours, separated and purified to obtain compound D; then compound D is placed in phosphorus oxychloride, and the catalyst N,N-dimethylaniline is added to protect Reflux under atmosphere for 1-4 hours, separate and purify to obtain the intermediate E.

[0049]Step B, step B, under anhydrous and oxygen-free conditions, disperse the in...

Embodiment 1

[0061] Compound of Example 1 preparation.

[0062] (1) Synthesis of intermediate 8-A

[0063]

[0064] In a 250 mL two necked round bottom flask, 3-amino-4 chloropyridine (2.56 g, 20 mmol), dibutyl maleate (2.88 g, 20 mmol) and 100 mL of toluene were added. The mixture was refluxed and stirred for 15 minutes under an argon atmosphere, cooled to room temperature, and 250 mL of petroleum ether was added, resulting in a large amount of precipitation, which was filtered by suction and dried to obtain 4.16 g of a light yellow solid with a yield of 92%.

[0065] (2) Synthesis of Intermediate 8-B

[0066] In a 250mL round bottom flask, add Intermediate 8-A (4.07g, 18mmol) and 130mL of diphenyl ether, the mixture is refluxed at 255°C for 5 hours under argon atmosphere, filtered with suction, and the solid is washed with dichloromethane to obtain a brown Crude product 1.62g, yield 50%.

[0067] (3) Synthesis of intermediate ND-2Cl

[0068] In a 50mL two-necked round-bottomed f...

Embodiment 2

[0081] Example 2: Compounds preparation.

[0082] (1) Synthesis of Intermediate 9-A

[0083]

[0084] In a 250 mL two necked round bottom flask, 3-fluoro-5-amino-4 chloropyridine (2.92 g, 20 mmol), ethyl ethoxymethylene fluoroacetate (3.24 g, 20 mmol) and 100 mL of toluene were added. The mixture was refluxed and stirred for 15 minutes under an argon atmosphere, cooled to room temperature, and 250 mL of petroleum ether was added, resulting in a large amount of precipitation, which was filtered by suction and dried to obtain 4.82 g of a light yellow solid with a yield of 92%.

[0085] (2) Synthesis of Intermediate 9-B

[0086] In a 250mL round bottom flask, add Intermediate 9-A (4.71g, 18mmol) and 130mL of diphenyl ether, the mixture is refluxed at 260°C for 5 hours under argon atmosphere, filtered with suction, and the solid is washed with dichloromethane to obtain brown Crude product 1.94g, yield 50%.

[0087] (3) Synthesis of intermediate FND-2Cl

[0088] In a 50mL ...

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Abstract

The invention discloses a fluorescent material, a preparation method and application. According to the fluorescent material, R1-R10 are respectively independently selected from one of H atoms, deuterium atoms, electron-donating groups or electron-withdrawing groups. The fluorescent material disclosed by the invention is of a twisted D-A structure, two naphthyridine receptors are directly connectedto form double-emitter molecules, then steric hindrance can be increased, the yield of photoluminescence quantum can be increased, and the light emission efficiency of an electroluminescence device can be improved. In addition, the material has thermal activation delayed fluorescence and accumulated induced light emission properties, and both the 100% internal quantum efficiency can be achieved,and the luminescence qnenching process caused by accumulation can be reduced. When the material is applied to an organic electroluminescence device, the efficiency can be compared favorably with thatof phosphorescence, and the problem that a conventional fluorescent material generally needs expensive heavy metals such as iridium and platinum can be avoided.

Description

technical field [0001] The invention relates to the field of electroluminescent materials, in particular to a fluorescent material, a preparation method and an application. Background technique [0002] Organic light-emitting diodes (OLEDs) have many advantages such as active light emission, fast response, flexible display, wide viewing angle, and low energy consumption. With the deepening of research and the maturity of preparation technology, especially the reduction of production cost, OLED has shown great application prospects in flat panel display and solid state lighting. [0003] Photoelectric conversion efficiency is an important parameter for evaluating OLEDs. Since the advent of organic light-emitting diodes, in order to improve the luminous efficiency of organic light-emitting diodes, various light-emitting material systems based on fluorescence and phosphorescence have been developed. OLEDs based on fluorescent materials have the characteristics of high stabilit...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06C07D519/00C07F7/10H01L51/50H01L51/54G01N21/64
Inventor 杨楚罗周雪
Owner SHENZHEN UNIV
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