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Dark red/near-infrared multifunctional aggregation-induced light-emitting material, preparation method and application thereof

An aggregation-induced luminescence and near-infrared technology, which is applied in the field of deep red/near-infrared multifunctional aggregation-induced luminescence materials and their preparation, can solve the problems of complex synthesis methods of aggregation-induced luminescence materials, and achieve good biocompatibility and high production efficiency , highly selective effect

Active Publication Date: 2020-02-14
SHENZHEN UNIV
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Problems solved by technology

[0007] In view of the above-mentioned deficiencies in the prior art, the object of the present invention is to provide an aggregation-induced luminescent material with deep red / near-infrared emission and its preparation method and its application in Gram-positive bacteria imaging and photodynamic sterilization, aiming at Solve the problem of complex synthetic pathways of existing near-infrared emitting aggregation-induced luminescent materials

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  • Dark red/near-infrared multifunctional aggregation-induced light-emitting material, preparation method and application thereof
  • Dark red/near-infrared multifunctional aggregation-induced light-emitting material, preparation method and application thereof
  • Dark red/near-infrared multifunctional aggregation-induced light-emitting material, preparation method and application thereof

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preparation example Construction

[0052] Based on the same inventive concept, the present invention also provides a method for preparing the above-mentioned deep red / near-infrared multifunctional aggregation-induced luminescent material, including the following preparation steps:

[0053] Step 11. Add 4-(diphenylamino)benzaldehyde and 1,4-lutidine-1-iodide into the reaction vessel, add absolute ethanol and piperidine as a catalyst under nitrogen protection , reflux reaction under the first reaction condition, overnight, pour the reaction solution into anhydrous ether to obtain orange solid powder; the first reaction condition is a temperature of 70-85°C

[0054] Step 12. Dissolving the orange solid powder in acetone and mixing it with saturated potassium hexafluorophosphate aqueous solution, stirring at 25° C. for 0.5-2 hours, and filtering to obtain orange solid TPy.

[0055] The synthetic route is as follows:

[0056]

[0057] Specifically, weigh 4-(diphenylamino)benzaldehyde (54.6mg, 0.20mmol) and 1,4-l...

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Abstract

The invention relates to a dark red / near-infrared multifunctional aggregation-induced light-emitting material, a preparation method and application thereof. According to the dark red / near-infrared multifunctional aggregation-induced light-emitting material, a pyridine ring in the molecular structure endows the molecule with electropositivity, and meanwhile, the molecule has appropriate lipo-hydropartition coefficient (with ClogP being greater than 3 and less than 5) and space structure, and is beneficial to combination with gram-positive bacteria. During co-culture of the molecule with bacteria, specific "lightening" imaging of gram-positive bacteria can be realized; the strong electron donating (D)-electron withdrawing (A) effect of the molecule itself causes absorption and emission wavelength red shift of the molecule, thus having dark red / near-infrared fluorescence emission and strong ROS generation capacity. Meanwhile, the aggregation-induced light-emitting material provided by the invention can efficiently kill gram-positive bacteria.

Description

technical field [0001] The invention relates to the technical field of multifunctional organic small molecule synthesis, in particular to a deep red / near-infrared multifunctional aggregation-induced luminescent material and its preparation method and application. Background technique [0002] Fluorescence imaging technology has become an indispensable tool in disease research, medical practice and clinical experiments due to its advantages of high sensitivity, fast response, high temporal and spatial resolution, simple operation and non-invasiveness. More importantly, fluorescence imaging technology can be used as a visualization tool for non-destructive in-situ real-time tracking of research targets, which has natural advantages for timely and rapid detection and identification of pathogenic bacteria such as bacteria. [0003] The development of a simple and fast new antibacterial system that is not affected by bacterial resistance is of great significance for overcoming ba...

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D213/38C07D409/06C07D409/14C09K11/06A61K49/00
CPCC07D213/38C07D409/06C07D409/14C09K11/06A61K49/0021A61K41/0057A61P31/04C09K2211/1029C09K2211/1092C09K2211/1007C09K2211/1014
Inventor 王东康苗苗
Owner SHENZHEN UNIV
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