Aryl ketone compound as well as preparation method and application thereof

An aryl ketone and compound technology, applied in the field of aryl ketone compounds and their preparation, can solve the problems of low photoluminescence quantum yield and the like, and achieve the effects of improving photoluminescence quantum yield and high luminous intensity

Active Publication Date: 2021-06-25
GUANGDONG UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] In order to overcome the defect of low photoluminescence qu

Method used

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  • Aryl ketone compound as well as preparation method and application thereof
  • Aryl ketone compound as well as preparation method and application thereof
  • Aryl ketone compound as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0046] This example provides an aryl ketone compound, the structural formula of which is shown in A1,

[0047]

[0048] The preparation method of this compound is as follows:

[0049]

[0050] S1. Weigh binaphthol, cesium carbonate, 4,4-difluorobenzophenone and dissolve them in N,N-dimethylformamide in a 100mL round bottom flask at a molar ratio of 1:2:1. Under the condition of nitrogen protection, the above reactant was heated to 100° C. and reacted for 10 h. After the reaction was completed, the reaction liquid was cooled to room temperature, and extracted three times with ethyl acetate and saturated brine. The organic phase was taken, and the crude product was obtained after evaporating ethyl acetate under reduced pressure. Then, through silica gel column chromatography, using ethyl acetate / n-hexane as eluent, separation and purification are carried out to obtain intermediate 1, the structural formula of which is as follows

[0051]

[0052] S2. In a 100mL round...

Embodiment 2

[0054] This embodiment provides a kind of aryl ketone compound, its preparation Example 1 is the same, the difference is that, unlike Example 1, the groups of R1 and R2 are all. . The aryl ketone compound A2 is obtained, and the structural formula of A2 is shown below.

[0055]

Embodiment 3

[0057] This example provides an aryl ketone compound, the preparation method of which is the same as that of Example 1, the difference being that, unlike Example 1, the groups of R1 and R2 are The aryl ketone compound A3 is obtained, and the structural formula of A3 is shown below.

[0058]

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Abstract

The invention discloses an aryl ketone compound as well as a preparation method and application thereof. According to the compound, a chiral group binaphthol is used as a modification group, so that a luminescent molecule based on the group has a circularly polarized luminescent property; Benzophenone is an electron acceptor (A), and a proper electron donor (D) is introduced into the electron acceptor (A) to form a charge transfer state compound with a D-A structure. The compound has high luminous intensity, the photoluminescence quantum yield is increased, and the minimum value of the photoluminescence quantum yield is 92%. The compound can be applied to anti-counterfeiting marks, light-emitting devices or biological imaging.

Description

technical field [0001] The present invention relates to the technical field of organic luminescent materials, and more specifically, to an aryl ketone compound and its preparation method and application. Background technique [0002] Chiral molecules are structurally mirror-symmetrical, but not completely coincident. At present, chiral molecules have been widely used in asymmetric synthesis, chiral recognition, enantiomer separation and other fields. In particular, materials that display polarized light have potential applications in liquid crystal display panels, 3D imaging systems, information storage, nonlinear optics, spintronic devices, and biological probes. [0003] Circularly polarized luminescence (CPL) refers to the differential emission of left-handed and right-handed circularly polarized light from excited chiral emitters. According to related studies, circularly polarized light can improve the quality of image contrast and protect vision health. Generally, fl...

Claims

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Application Information

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IPC IPC(8): C07D265/38C07D279/22C07D219/02C07D209/86C07C225/22C07C221/00C07C49/84C07C45/68C07D209/88C07D413/12C07D417/12C09K11/06
CPCC07D265/38C07D279/22C07D219/02C07D209/86C07C225/22C07C49/84C07D209/88C07D413/12C07D417/12C09K11/06C09K2211/1033C09K2211/1029C09K2211/1037C09K2211/1014C07C2603/18
Inventor 霍延平陈丽芬邓明佳穆英啸罗许伟
Owner GUANGDONG UNIV OF TECH
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