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N heterocyclic benzophenone derivative with substituted hydrogenated acridine group and preparation method of derivative

A technology for hydrogenating acridine and benzophenone, applied in chemical instruments and methods, organic chemistry, luminescent materials, etc., can solve problems such as poor solubility, low luminous intensity, and insufficient thermal stability, and achieve good application prospects , high fluorescence quantum yield, unique AIE effect

Active Publication Date: 2019-09-27
GUANGDONG UNIV OF TECH
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  • Claims
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Problems solved by technology

[0004] In order to overcome the defects of low luminous intensity, insufficient thermal stability and poor solubility described in the above prior art, the present invention provides a N-heterocyclic benzophenone derivative containing a substituted hydrogenated acridine group, providing 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 with substituted hydrogenated acridine group and preparation method of derivative
  • N heterocyclic benzophenone derivative with substituted hydrogenated acridine group and preparation method of derivative
  • N heterocyclic benzophenone derivative with substituted hydrogenated acridine group and preparation method of derivative

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Embodiment 1

[0044] A kind of N-heterocyclic benzophenone derivatives containing a substituted hydrogenated acridine group, i.e. a compound of formula (I), prepared by the following method:

[0045] (1) Preparation of (4-bromophenyl)(3-phenylimidazo[1,2-a]pyridin-2-yl)methanone:

[0046]

[0047] 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)(3-phenylimidazo[1,2-a]pyridin-2-yl)methanone after treatment;

[0048] (2) Preparation of formula (I) compound:

[0049]

[0050]Weigh (4-bromophenyl)(3-phenylimidazo[1,2-a]pyridin-2-yl)methanone 180mg, 9,9-dimethyl-9,10-dihydroacridine 110mg , 80 mg of potassium tert-butoxide, 4 mg of tri-tert-butylphosphine, 5.5 mg of palladium acetate and 5 mL of toluene in a sealed tube, stirred to remove the air in the device and filled with nitrogen protection...

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Abstract

The invention discloses an N heterocyclic benzophenone derivative with a substituted hydrogenated acridine group and a preparation method of the derivative. The N heterocyclic benzophenone derivative is of a chemical structure shown in a formula (I). The N heterocyclic benzophenone derivative has a unique AIE effect, high luminescence intensity and good heat stability and solubility and can be used as a novel soluble luminescence molecule with good performance, low cost and a highly-distorted space structure. The N heterocyclic benzophenone derivative has obvious economic value in the application aspects of preparation of a luminescence material or a luminescence device or an intelligent material and the like and has good application prospects in the fields of all-color display and solid-state lighting.

Description

technical field [0001] The invention relates to the field of organic luminescent materials, more specifically, to a N-heterocyclic benzophenone derivative containing a substituted hydrogenated acridine group and a preparation method thereof. Background technique [0002] In 1987, Tang and Van Slyke firstly reported organic small molecule ultra-thin multi-layer electroluminescent diodes, which triggered an upsurge in the research and development of organic light-emitting diodes (OLEDs) in academia and industry. 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 flexible electronics applications. Fields such as flat panel displays, smart phones, and solid-state lighting have great application potential, and have attracted widespread attention from academia and industry around the world. [0003] Howev...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D471/04C09K11/06
CPCC07D471/04C09K11/06C09K2211/1007C09K2211/1029C09K2211/1044
Inventor 霍延平詹迎迎杨智文谭继华李先纬籍少敏杨庆旦
Owner GUANGDONG UNIV OF TECH
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