Preparation method of pure organic phosphorescent material based on dicarbazole pyridine derivative

A technology of biscarbazole pyridine and derivatives, applied in the field of organic smart materials, can solve the problems of rare phosphorescent materials, high cost and toxicity, and high preparation temperature of inorganic materials, and achieve a simple and efficient synthetic route, simple operation, and short time-consuming. Effect

Pending Publication Date: 2021-02-02
BEIJING UNIV OF CHEM TECH
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Problems solved by technology

At present, there have been many reports on phosphorescent materials, but phosphorescent materials with AIE, visible light excitation, and tunable afterglow color properties are still very rare.
[0003] Most of the reported phosphorescent materials are mainly divided into two categories, one is inorganic and metal-organic complexes, however, the high cost and toxicity of this type of materials, and the disadvantages of high preparation temperature of inorganic materials limit their practical applications.

Method used

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  • Preparation method of pure organic phosphorescent material based on dicarbazole pyridine derivative
  • Preparation method of pure organic phosphorescent material based on dicarbazole pyridine derivative
  • Preparation method of pure organic phosphorescent material based on dicarbazole pyridine derivative

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Embodiment Construction

[0039] 1. Synthetic route and specific synthetic steps

[0040]

[0041] Synthesis of pDCzPyCN and pDCzPyAm

[0042] Take a 50mL round bottom flask, weigh carbazole (836.1mg, 5mmol), 3,5-difluoro-4-pyridinecarbonitrile (610.5mg, 5mmol). 20 mL of analytically pure dimethyl sulfoxide was added, and after fully dissolving, potassium carbonate (2.075 g, 15 mmol) was added, and then heated to 150° C. for 12 hours. Cool to room temperature, wash with water, extract, and separate liquids. After the organic phase is dried with anhydrous sodium sulfate, the solvent is removed by rotary evaporation, and purified by silica gel chromatography to obtain a green solid (0.91g, 82.85%), white solid (0.95 g, 84.07%).

[0043] pDCzPyCN H NMR spectrum 1 H NMR (400MHz, Chloroform-d) δ9.10 (s, 2H), 8.19 (d, J = 7.9Hz, 4H), 7.53 (ddd, J = 8.4, 7.3, 1.2Hz, 4H), 7.44–7.33 ( m,8H).

[0044] pDCzPyCN is a triclinic crystal system, and the unit cell parameters are as follows: α=105.516(2)°,...

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Abstract

The invention discloses a preparation method of a pure organic phosphorescent material based on a dicarbazole pyridine derivative, and belongs to the field of organic intelligent materials. The structural formula of the pure organic phosphorescent material is one of the formulas shown in the specification, wherein R is selected from one of -CN and -CONH2. The preparation method comprises the following steps of: under a normal pressure condition, adding reaction raw materials, raising the reaction temperature to 100-180 DEG C, and reacting for 1-12 hours; and after the reaction is finished, carrying out washing, liquid separating, extracting, drying and purifying. According to the invention, a pyridine ring is designed as a core, two carbazolyl groups and one acylamino group or cyano groupare connected with the pyridine ring, and finally the phosphorescent material with AIE, visible light excitation and adjustable afterglow is successfully prepared.

Description

technical field [0001] The invention belongs to the field of organic intelligent materials, and the content of the invention is a phosphorescent material with aggregation emission (AIE), visible light excitation and adjustable afterglow color, its preparation method and application. Background technique [0002] Phosphorescent materials have gradually become a research hotspot in recent years. Such materials can still produce afterglow with a lifetime of more than 100ms after being excited by an external light source. Therefore, they have potential applications in sensors, biological imaging, emergency signs, information storage, security protection, and organic light-emitting diodes. application. At present, there have been many reports on phosphorescent materials, but phosphorescent materials with AIE, visible light excitation, and tunable afterglow color properties are still very rare. [0003] Most of the reported phosphorescent materials are mainly divided into two cat...

Claims

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Application Information

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IPC IPC(8): C09K11/06C07D401/14
CPCC09K11/06C07D401/14C09K2211/1029C07B2200/13Y02E10/549
Inventor 马志勇刘建伟
Owner BEIJING UNIV OF CHEM TECH
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