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A near-infrared fluorescent sensing molecule with naphthalimide as the core

A fluorescent molecule, naphthalimide technology, applied in the field of near-infrared fluorescent sensing molecules, can solve the problems of short excitation wavelength, weak penetrating ability, and cell damage of fluorescent probes, and achieve small background interference and high penetrating ability , the effect of high sensitivity

Inactive Publication Date: 2017-12-26
WUHAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In recent years, there have been many reports on fluorescent probes for detecting mercury ions. However, the excitation wavelength of most fluorescent probes is relatively short, which is easy to cause damage to cells and has weak penetration ability.

Method used

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  • A near-infrared fluorescent sensing molecule with naphthalimide as the core
  • A near-infrared fluorescent sensing molecule with naphthalimide as the core
  • A near-infrared fluorescent sensing molecule with naphthalimide as the core

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] Synthesis of Example 1 Compound 3 and NDI-5

[0028] (1) An aqueous solution (200mL) of sodium dichloroisocyanurate (purchased from Tianjin Xiensi) (22g, 100mmol) was added to an aqueous solution (500mL) of KBr (23.8g, 200mL), and mechanically stirred for 24 Hour. After the reaction was completed, the white filter cake was obtained by suction filtration under reduced pressure, and a white block solid was obtained after drying, DBI (22.8g, 67.9%)

[0029] (2) Dissolve 1,4,5,8-naphthalene tetraic anhydride (5g, 18.6mmol) (purchased from Shanghai Darui) in 60mL of concentrated sulfuric acid, and after heating to 130°C, slowly dissolve DBI (12.1g, 37mmol) added into the concentrated sulfuric acid solution of 1,4,5,8-naphthalene tetraic anhydride to continue the reaction for 20 hours. After the reaction was completed, it was cooled to room temperature, the reactant was slowly poured into ice water, and filtered under reduced pressure to obtain a light yellow solid. Prod...

Embodiment 2

[0033] Example 2 The response time of NDI-5 to mercury ions. Operation method: 2mL NDI-5 (2x10 -5 mol / L) of acetone solution placed in a quartz cuvette (width 10mm). At room temperature, with 605nm as the excitation wavelength, test its emission spectrum. Then add 1 times the amount of mercury ions in the cuvette, while keeping the test method unchanged, record the emission spectrum of NDI-5 at the fluorescence intensity at 651nm as a function of time, as figure 2 shown.

Embodiment 3

[0034] Example 3 Photophysical properties of NDI-5. The operation method is as follows: 2mL NDI-5 (2x10 -5 mol / L) of acetone solution was placed in a quartz cuvette (width 10mm), and at room temperature, its UV-Vis spectrum was measured with a UV-Vis spectrophotometer. After adding 1 times the amount of mercury ions into the cuvette, under the same conditions, measure its UV-visible spectrum with a UV-visible photometer.

[0035] 2mL NDI-5 (2x10 -5 mol / L) of acetone solution placed in a quartz cuvette (width 10mm). At room temperature, with 605nm as the excitation wavelength, the emission spectrum was tested with a fluorescence spectrophotometer. Then add 1 times the amount of mercury ions. At the same time, keep the test method unchanged, and test its emission spectrum with a fluorescence spectrophotometer, such as image 3 shown.

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Abstract

The invention belongs to the field of organic chemistry, and particularly relates to a novel near-infrared fluorescent sensing molecule using naphthalimide as the core. The molecule has the advantages of mild preparation conditions and favorable photoelectric characteristics, can be used for conveniently and quickly detecting mercury ions in the environment, and can be used for detection in cells. The emission wavelength is within the range of the near-infrared spectrum, and the molecule has higher penetrating power and lower background interference. The molecule can be adsorbed on a test paper strip and used repeatedly to detect mercury ions.

Description

technical field [0001] The invention belongs to the field of organic chemistry, and in particular relates to a novel near-infrared fluorescent sensing molecule with naphthalimide as the core. Background technique [0002] Mercury is a heavy metal that seriously endangers human health. It can enter the organism through the skin, breath, stomach and other channels, and pose a threat to the brain, liver, lungs, immune system and central nervous system of the organism. Therefore, mercury has become one of the most concerned pollutants in the world. There are many methods for detecting mercury ions, for example, atomic emission spectrometry, atomic absorption spectrometry, electrochemical methods, etc. Because these methods generally require complex sample processing, expensive instruments and equipment, and are time-consuming, they are not easy to operate. As a new detection method, fluorescence has the advantages of simple operation, good selectivity, fast response and high ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C09K11/06C07D471/06G01N21/64
CPCC07D471/06C09K11/06C09K2211/1029C09K2211/1044G01N21/64
Inventor 李倩倩宗路一李振
Owner WUHAN UNIV