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Probe molecule based on 1,8-naphthalimide derivative, preparation method and application

A technology of naphthalimide and probe molecules, which is applied in chemical instruments and methods, analytical materials, material excitation analysis, etc., can solve the problems of strict test conditions, complex molecular structure, cumbersome synthesis process of fluorescent probes, etc., and achieve anti- Strong interference ability, simple synthesis method, high sensitivity and selectivity

Inactive Publication Date: 2018-05-29
SUZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, some existing Cu 2+ Fluorescent probes have defects such as cumbersome synthesis process, complex molecular structure and strict test conditions, which limit their further application in the environment.

Method used

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  • Probe molecule based on 1,8-naphthalimide derivative, preparation method and application
  • Probe molecule based on 1,8-naphthalimide derivative, preparation method and application
  • Probe molecule based on 1,8-naphthalimide derivative, preparation method and application

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Embodiment 1

[0031] This embodiment provides a Cu based on 1,8-naphthalimide derivatives 2+ Probe molecule, its synthetic route is as follows:

[0032] .

[0033] The concrete steps of synthetic method are as follows:

[0034] 1. Add 10mmol 4-bromo-1,8-naphthalene dicarboxylic anhydride to 100ml ethanol, then add dropwise 12mmol ethanolamine dissolved in 10ml ethanol, stir and reflux the mixture at 80°C for 4 hours, after the reaction, The reaction solution was cooled to room temperature, filtered and washed with water to obtain a white solid (4-bromo-N-2-aminoethanol-1,8-naphthalimide), which was designated as product Ⅰ.

[0035] 2. Add 5 mmol of white solid I and 10 mmol of hydrazine hydrate obtained in step 1 into 150 ml of ethylene glycol monomethyl ether, stir and reflux at 125°C for 10 hours, after the reaction is completed, cool the reaction solution to room temperature, and dissolve the reaction solution Pour into water, filter, wash with water, and dry to obtain a yellow soli...

Embodiment 2

[0040] In this embodiment, the probe molecules prepared in Example 1 are applied to detect Cu 2+ , its properties and experimental methods are as follows:

[0041] 1. Separately prepare Ag with deionized water + , Ca 2+ , Co 2+ , Cu 2+ , Fe 2+ , Fe 3+ , K + , Li + , Mg 2+ , Na + , Ni 3 + , and Zn 2+ Aqueous solutions (24 μM) of various metal salts.

[0042] 2. Weigh 0.0035 g of the probe molecule prepared in Example 1 of the present invention, and dissolve it in 100 ml of acetonitrile (CH 3 CN) prepared in 1.0×10 -4 M's solution. Dilute the acetonitrile solution of the probe molecule to 10 μM of the probe molecule CH 3 CN-H 2 O (V / V=3:7, pH=7.0) solution for use.

[0043] 3. Add the probe molecule solutions provided in step (2) to the aqueous solutions of various metal salts provided in step (1), and use 442 nm as the excitation wavelength to measure their fluorescence emission wavelengths and intensities. For the results, see the attached figure 2 . fig...

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Abstract

The invention discloses a probe molecule based on a 1,8-naphthalimide derivative, a preparation method and an application. The schiff base modified 4-naphthalimide derivative is prepared as the probemolecule by allowing 4-bromine-1,8-naphthalic anhydride and ethanolamine to give a condensation reaction to form 4-bromine-N-2-aminoethyl alcohol-1,8-naphthalimide to react with hydrazine hydrate to form 4-hydrazino-N-2-aminoethyl alcohol-1,8-naphthalimide and allowing pyrrole-2-methanal and primary amine of 4-hydrazino-N-2-aminoethyl alcohol-1,8-naphthalimide to give a condensation reaction; andthe probe molecule takes a pyrrole heterocyclic ring as a receptor and naphthalimide as fluorescent chromophore and achieves specific identification and concentration response of Cu<2+> via changes inabsorbance, fluorescence and a color. The probe molecule has the advantages of simple synthesis method, low cost, easiness and simplicity in operation, good selectivity, high sensitivity, low detection limit and the like, and can be used for real-time and quick detection of a complicated sample.

Description

technical field [0001] The present invention relates to a kind of for Cu 2+ The detection probe molecule, preparation method and application belong to the technical field of metal ion detection probes. Background technique [0002] Copper (Cu) is one of the third trace elements essential to the human body and plays an integral and important role in the circulation of the human body and the environment. However, high concentrations of copper are harmful to humans and the environment. Therefore, with high sensitivity and high selectivity for copper ions (Cu 2+ ) is becoming more and more urgent. A large number of traditional methods are suitable for Cu 2+ Qualitative and quantitative detection, such as inductively coupled plasma mass spectrometry, atomic emission and absorption spectrometry, and electrochemical methods. However, most of these methods require expensive instruments and equipment, tedious sample preparation process and complicated detection process, which li...

Claims

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Application Information

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IPC IPC(8): C07D401/12C09K11/06G01N21/64
CPCC07D401/12C09K11/06C09K2211/1029G01N21/643
Inventor 秦传香鲍志敏陈国强戴礼兴梅锋
Owner SUZHOU UNIV
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