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A kind of multifunctional fluorescent probe and preparation method and application

A fluorescent probe, multifunctional technology, applied in the field of analytical chemistry for metal ion detection, can solve the problems of high cost, complicated synthesis, low efficiency, etc., and achieve the effect of strong anti-interference ability, good selectivity and mild reaction conditions

Active Publication Date: 2022-05-17
TAIYUAN UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Most of the probes reported so far focus on Cu 2+ , Fe 3+ and Zn 2+ The identification and detection of a single ion in a single probe has problems such as cumbersome synthesis, low efficiency, and high cost.

Method used

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  • A kind of multifunctional fluorescent probe and preparation method and application
  • A kind of multifunctional fluorescent probe and preparation method and application
  • A kind of multifunctional fluorescent probe and preparation method and application

Examples

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preparation example Construction

[0034] A method for preparing a multifunctional fluorescent probe, the specific steps are as follows: in anhydrous ethanol solution, 4-formyl triphenylamine and 2-hydrazinobenzothiazole are heated and refluxed in anhydrous ethanol to generate an aldoamine condensation reaction; After the reaction was completed, it was cooled to room temperature, and the precipitate was filtered, washed with absolute ethanol for several times, and dried for purification to obtain a multifunctional fluorescent probe.

[0035] The synthetic route of the fluorescent probe is as follows:

[0036]

[0037] Further, the molar ratio of the 4-formyl triphenylamine to the 2-hydrazinobenzothiazole is 1:1.2.

[0038] Further, the heating and refluxing time is 3h.

[0039] Application of a multifunctional fluorescent probe, the fluorescent probe can detect Cu in an acetonitrile solution system 2+ , Fe 3+ identified applications.

[0040] Further, the identification method is specifically as follows:...

Embodiment 1

[0043] Example 1: Identification of Cu 2+ , Fe 3+ and Zn 2+ The preparation method of the multifunctional fluorescent probe

[0044]The specific steps are as follows: 4-formyl triphenylamine (100 mg, 0.366 mmol) was dissolved in absolute ethanol (15 mL), 2-hydrazinobenzothiazole (73 mg, 0.439 mmol) was added, and the reflux was stirred for 3 h. After the reaction was completed, After cooling to room temperature, the precipitate was filtered and washed with absolute ethanol several times to obtain a pale yellow product with a yield of 73% after drying.

[0045] 1 H NMR (600MHz, DMSO-d 6 )δ8.06(s,1H),7.71(s,1H),7.59–7.55(m,2H),7.38–7.32(m,5H),7.28(t,J=7.7Hz,1H),7.14–7.05 (m,8H),6.99–6.95(m,2H).

Embodiment 2

[0046] Example 2: Probe to Cu in acetonitrile solution system 2+ , Fe 3+ identification applications

[0047] Prepare the concentration of 10 -2 M's Al 3+ , Fe 3+ ,Co 2+ ,Mg 2+ , Ni 2+ , Ag + ,Cu 2+ ,Pb 2+ ,Mn 2+ , Zn 2+ ,K + , Cd 2 + ,Hg 2+ ,Cr 3+ ,Ca 2+ ,Na + aqueous solution.

[0048] Prepare the acetonitrile solution of the probe prepared in Example 1: Dilute the probe solution (2.5 mM, 100 μL) with acetonitrile to a total volume of 10 mL, add the above prepared metal ion solution (10 -2 M, 10 μL), mix well. Use UV spectrophotometer and fluorescence spectrophotometer to measure the effect of the addition of different ions on the solution, such as figure 1 and figure 2 shown. exist figure 1 , it can be seen that only Cu 2+ The addition of , can make the probe solution appear a new absorption peak at 505nm, and the solution changes from colorless to red; figure 2 , it can be seen that only Fe 3+ The addition of , can make the probe solution appea...

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Abstract

The invention belongs to the technical field of chemical analysis, and in particular relates to a multifunctional fluorescent probe and its preparation method and application. It is formed by aldehyde-amine condensation reaction. The synthesis process only needs one step, the reaction conditions are mild, and the post-treatment is relatively simple. The synthesized molecular probe can recognize Cu under three conditions respectively 2+ , Fe 3+ and Zn 2+ . They are: the use of colorimetric method to identify Cu 2+ ; Recognition of Fe in acetonitrile solution using blue fluorescence 3+ ; Use green fluorescence to identify Zn in aqueous solution 2+ . The molecular probe has good selectivity for identifying these three ions under different conditions, strong anti-interference ability, and low detection limit, which can solve the cumbersome synthesis, low efficiency and cost of synthesizing a probe for identifying an ion. It is an expensive problem and has good application prospects in the fields of environmental engineering and ion detection.

Description

technical field [0001] The invention belongs to the technical field of analytical chemistry for metal ion detection, and in particular relates to a multifunctional fluorescent probe and a preparation method and application. Background technique [0002] Copper is a trace heavy metal element necessary for living organisms and plays an important role in basic physiological processes, such as acting as an essential cofactor for various enzymes, promoting erythropoiesis, maintaining the health of the central nervous system, etc. Copper damages the liver and kidneys, causes neurodegenerative diseases, and is biohazardous. As the most abundant transition metal in biological systems, iron is involved in many physiological processes, such as cell metabolism, oxygen transport, enzymatic reactions and protein transport. question. Zinc is the second most abundant transition metal element in the human body. It is widely distributed in the cells and body fluids of the human body and pa...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D277/82C09K11/06G01N21/64
CPCC07D277/82C09K11/06G01N21/6428C09K2211/1037Y02A50/30
Inventor 郭鹍鹏李达张芳梁效中李洁李斌徐洪张征王思静
Owner TAIYUAN UNIV OF TECH