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N-heterocyclic benzophenone derivative containing hydrogenated phenothiazine group and preparation method and application thereof

A technology based on phenothiazine and benzophenone, which is applied in the field of N-heterocyclic benzophenone derivatives and its preparation, can solve problems such as poor solubility, low luminous intensity, and insufficient thermal stability, and achieve good Application prospect, high fluorescence quantum yield, effect of unique AIE effect

Inactive Publication Date: 2019-06-07
GUANGDONG UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The present invention provides a kind of N-heterocyclic benzophenone derivatives containing a hydrophenothiazine group in order to overcome the defects of low luminous intensity, insufficient thermal stability and poor solubility described in the prior art. The N-heterocyclic benzophenone derivatives can be used as organic light-emitting materials, with unique AIE effect, high luminous intensity, good thermal stability and good solubility

Method used

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  • N-heterocyclic benzophenone derivative containing hydrogenated phenothiazine group and preparation method and application thereof
  • N-heterocyclic benzophenone derivative containing hydrogenated phenothiazine group and preparation method and application thereof
  • N-heterocyclic benzophenone derivative containing hydrogenated phenothiazine group and preparation method and application thereof

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Embodiment 1

[0048] A N-heterocyclic benzophenone derivative containing a hydrophenothiazine group, i.e. a compound of formula (I), prepared by the following method:

[0049] (1) Preparation of (4-bromophenyl)(2-phenylimidazo[1,2-a]pyridin-3-yl)methanone:

[0050]

[0051]Weigh 43 mg of (E)-1-(4-bromophenyl)-3-phenylprop-2-en-1-one, 30 mg of 2-aminopyridine iodine 60 mg and 2 mL of dichloroethane in a 10 mL sealed tube, Carry out a Michael ring closure reaction at a temperature of 120°C to obtain (4-bromophenyl)(2-phenylimidazo[1,2-a]pyridin-3-yl)methanone after treatment;

[0052] (2) Preparation of formula (I) compound:

[0053]

[0054] Weigh (4-bromophenyl)(2-phenylimidazo[1,2-a]pyridin-3-yl)methanone 180mg, 10-hydro-phenothiazine 115mg, potassium tert-butoxide 80mg, tri-tert Put 4mg of butylphosphine, 5.5mg of palladium acetate and 5mL of toluene in a sealed tube, stir to remove the air in the device and fill it with nitrogen protection, heat, stir and reflux at 130°C for 15h ...

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Abstract

The invention discloses a N-heterocyclic benzophenone derivative containing a hydrogenated phenothiazine group and a preparation method and application thereof. The N-heterocyclic benzophenone derivative has the chemical structure shown in formula (I). The N-heterocyclic benzophenone derivative has the unique AIE effect, high luminescence intensity, good thermal stability and good solubility, andcan be used as a novel luminescent molecule with good performance, relatively low cost and a highly distorted spatial structure. The N-heterocyclic benzophenone derivative has significant economic value in the application aspects of the preparation of luminescent materials, luminescent devices, intelligent materials and the like, and has good application prospects in the fields of full-color display and solid-state lighting.

Description

technical field [0001] The present invention relates to the field of organic luminescent materials, more specifically, to a N-heterocyclic benzophenone derivative containing a hydrophenothiazine group, a preparation method and application thereof. Background technique [0002] With the rise of high-tech technologies such as large-screen smartphones, tablet computers, and wearable devices, Organic Light-Emitting Diodes (OLEDs) have self-illumination, wide viewing angles, low power consumption, fast response time, and thin thickness. , can realize the advantages of flexibility, etc., it is regarded as a new generation of display products with great development prospects in the diversified flat panel display market, and is known as "dream display". Compared with traditional LED technology, organic light-emitting diode (OLED) technology has significant advantages in realizing large-area high-quality display and lighting, ultra-high resolution, ultra-fast response speed, and flex...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D471/04C09K11/06H01L51/00H01L51/54H10K99/00
CPCC07D471/04C09K11/06C09K2211/1044H10K85/6572H10K85/657
Inventor 詹迎迎霍延平杨智文谭继华李先纬籍少敏杨庆旦
Owner GUANGDONG UNIV OF TECH
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