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A coumarin tris(2-aminoethyl)amine Schiff base fluorescent probe and its application

An aminoethyl, fluorescent probe technology, used in fluorescence/phosphorescence, luminescent materials, organic chemistry, etc., can solve problems such as poor selectivity, and achieve the effects of low detection limit, high anti-interference ability, and high sensitivity

Active Publication Date: 2019-06-25
东营睿港招商服务有限责任公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Fluorescent probe assay in Cd 2+ Detection has also been favored by the majority of analysts, but for Cd 2+ The identified fluorescence recognition is often affected by the Zn 2+ interference, but there is a defect of poor selectivity

Method used

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  • A coumarin tris(2-aminoethyl)amine Schiff base fluorescent probe and its application
  • A coumarin tris(2-aminoethyl)amine Schiff base fluorescent probe and its application
  • A coumarin tris(2-aminoethyl)amine Schiff base fluorescent probe and its application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0019] (1), the reaction formula of synthetic 7-hydroxyl-8-coumarin aldehyde:

[0020]

[0021] (2), the specific steps of synthetic 7-hydroxyl-8-coumarin aldehyde:

[0022] Weigh 10g of 7-hydroxycoumarin and 20g of hexamethylenetetramine and dissolve in 75mL of glacial acetic acid, stir and heat to 90°C and react for 8h, then add hydrochloric acid (150mL, conc.HCl / H 2 O=84:100, v / v) and stirred at 70° C. for 30 min. Cool, add ice water, extract with ethyl acetate, then dry the organic phase with anhydrous sodium sulfate, filter under reduced pressure, and remove the solvent by rotary evaporation of the filtrate under reduced pressure to obtain a yellow solid. Then recrystallize with absolute ethanol to obtain 7-hydroxyl-8-coumarin aldehyde. The yield is 18%.

Embodiment 2

[0024] (3), the reaction formula of synthesizing coumarin tris (2-aminoethyl) amine Schiff base fluorescent probe:

[0025]

[0026] (4), the specific steps of synthesizing coumarin tris (2-aminoethyl) amine Schiff base fluorescent probe:

[0027] Weigh 1g of 7-hydroxy-8-coumarin aldehyde in 50mL absolute ethanol, fill with N 2 Protection, when heating to reflux, dropwise add 0.22g of tris(2-aminoethyl)amine dissolved in 20mL of dehydrated ethanol, react for 13.5h, the crimson solid obtained by suction filtration under reduced pressure, then recrystallized from dehydrated ethanol to obtain deep The yellow solid is the target coumarin tris(2-aminoethyl)amine Schiff base fluorescent probe. The yield is 53%.

[0028] (5) Selective detection of Cd2+ by coumarin tris(2-aminoethyl)amine Schiff base fluorescent probe:

[0029] 10μmol / L of CH 3 CN-H 2 O (90:10, v / v, HEPES20mmol / L, pH=7.20) solution, add 100μmol / L metal ion (Zn 2+ , Pb 2+ , Ni + , Na + , Mn 2+ , Mg 2+ , L...

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Abstract

The invention relates to a coumarin tri(2-aminoethyl)amine Schiff base fluorescent probe and an application thereof. The fluorescent probe is represented as the following structure formula. The fluorescent probe can recognize Cd<2+> in a CH3CN-H2O solution (90:10, v / v, HEPES 20 mmol / L, pH = 7.20). The fluorescent probe is good in selectivity on the Cd<2+> but basically has no change on fluorescentintensity when being interacted with other metal ions. The fluorescent probe has high anti-interference capability and excellent fluorescent sensing features, is low in detection limit and high in detection sensitivity, and is high in fluorescence quantum yield.

Description

Technical field: [0001] The present invention designs a kind of coumarin three (2-aminoethyl) amine Schiff base fluorescence probe and its application Background technique: [0002] Cadmium usually exists as compounds in nature. Cadmium is widely used in industrial and agricultural production, such as batteries, electroplating, fertilizers, pigments and other fields. However, more and more attention has been paid to the threat of cadmium ions to people's health. Excessive cadmium ions enriched in the human body will cause damage to bones, lungs, kidneys and nervous system, causing renal dysfunction, calcium dysfunction, and even cancer. Therefore, it is necessary to develop a low-cost, fast-response method that can be used to detect Cd in natural environments and biological systems. 2+ detection methods are particularly important. [0003] traditional for cd 2+ The detection methods include atomic absorption method, plasma emission spectrometry, electrochemical analysis m...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D311/16C09K11/06G01N21/64
Inventor 汤艳峰施安霁史传国黄洋孙同明王淼张宇唤万永兴
Owner 东营睿港招商服务有限责任公司