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Thermal activation delayed fluorescence probe for detecting hydrogen peroxide

A heat-activated delay and fluorescent probe technology, which is applied in fluorescence/phosphorescence, material analysis through optical means, luminescent materials, etc., can solve the problems of necrosis, apoptosis, cell death, etc., and achieve the reduction of energy difference and good Properties of fluorescent probes and effects of long luminescence lifetime

Inactive Publication Date: 2019-07-05
SHANDONG NORMAL UNIV
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  • Abstract
  • Description
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  • Application Information

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Problems solved by technology

However, these fluorescent probes tend to transfer the energy of molecular excited triplet state to surrounding cells and tissues via singlet oxygen, which can lead to apoptosis or necrosis, leading to cell death
Moreover, these fluorescent probes containing heavy metal elements are toxic, which must be considered in practical applications
On the other hand, many existing organic fluorescent probes are non-toxic to cells, but the fluorescence lifetime of these fluorescent probes is short

Method used

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  • Thermal activation delayed fluorescence probe for detecting hydrogen peroxide
  • Thermal activation delayed fluorescence probe for detecting hydrogen peroxide
  • Thermal activation delayed fluorescence probe for detecting hydrogen peroxide

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Embodiment 1

[0037] The present invention will detect H 2 o 2 The probes are named Mol1 and Mol2, which are compatible with H 2 o 2 The products were named Mol1+ and Mol2+, respectively. To study molecular geometry such as figure 1 shown.

[0038] In contrast to the probe Mol1, the fluorophore of Mol2 has two accessory structures. Through Xiong's experiment (DOI:10.1021 / ja502292p), it can be hypothesized that these two side chains may lead to a decrease in the ΔEs-t of the molecule, which is more conducive to the generation of delayed fluorescence. At the same time, with H 2 o 2 After the reaction, a carboxyl group is formed on the upper part of the probes Mol1 and Mol2. The geometric structure of the product molecule is greatly changed, so the present invention can determine that its optical properties are also changed compared with the probe molecule.

[0039]According to the front-line orbital theory, the front-line orbital of a molecular system is the key to determine the chem...

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Abstract

The invention relates to a thermal activation delayed fluorescence probe for detecting hydrogen peroxide. Optical properties of two fluorescent probe molecules Mol 1 and Mol 2 used for detecting hydrogen peroxide are calculated based on the time-dependent density functional theory, and response mechanisms of the two fluorescent probe molecules are explained. The result shows that compared with theexperimental probe molecule Mol 1, the Mol 2 has the characteristics that the absorption peak and the emission peak are obviously subjected to red shift due to the fact that a metal-free side chain is added, and a better fluorescence probe property is exhibited. In addition, through analysis of molecular orbital distribution and charge transfer difference graphs, the photoinduced electron transfer mechanism of the probe is explained. According to the invention, the S-T energy gap of the two probes is calculated through an optimal functional method, the results shows that the energy gap of thedesigned molecule Mol 2 is 0.31 eV, and the Mol 2 is a probe molecule with a delayed fluorescence effect.

Description

technical field [0001] The invention belongs to the field of design and preparation of fluorescent probes, and in particular relates to combining delayed fluorescence with fluorescent probes to prolong the luminescent time of probe molecules. Background technique [0002] The information disclosed in this background section is only intended to increase the understanding of the general background of the present invention, and is not necessarily taken as an acknowledgment or any form of suggestion that the information constitutes the prior art already known to those skilled in the art. [0003] Active oxygen is a by-product of biological aerobic metabolism, which has high biomolecular reactivity. However, too much reactive oxygen species can lead to cancer, apoptosis, etc. Hydrogen peroxide (H 2 o 2 ) is a type of reactive oxygen species that has attracted much attention since it is involved in the signal transduction of reversibly oxidized proteins such as thioredoxin. Ac...

Claims

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Application Information

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IPC IPC(8): C07D407/14C07D311/82C09K11/06G01N21/64
CPCC07D311/82C07D407/14C09K11/06C09K2211/1007C09K2211/1088G01N21/6408G01N21/6428G01N21/6458G01N2021/6413G01N2021/6432
Inventor 刘旗王晓菲周勇
Owner SHANDONG NORMAL UNIV
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