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Rhodamine 6G-based Cu<2+> fluorescence probe molecule and preparation method thereof

A technology of fluorescent probe and rhodamine hydrazide, which is applied in the field of metal ion analysis and detection, achieves the effects of simple preparation method, strong selectivity and high reaction efficiency

Inactive Publication Date: 2013-08-14
ZHENGZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there are no relevant literature reports on rhodamine-like fluorescent molecules that can realize naked-eye recognition, reversible operation, and recyclability.

Method used

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  • Rhodamine 6G-based Cu&lt;2+&gt; fluorescence probe molecule and preparation method thereof
  • Rhodamine 6G-based Cu&lt;2+&gt; fluorescence probe molecule and preparation method thereof
  • Rhodamine 6G-based Cu&lt;2+&gt; fluorescence probe molecule and preparation method thereof

Examples

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Embodiment 1

[0029] Example 1 Fluorescent probe molecule of the present invention L Synthetic method:

[0030] Step 1: Rhodamine 6G hydrazide is synthesized according to the method of document J. AM. CHEM. SOC. 2005, 127, 16760-16761.

[0031]Step 2: Add rhodamine hydrazide (214.0mg, 0.5mmol) and methyl 3-formyl-2-hydroxybenzoate (90.1mg, 0.5mmol) into 10ml methanol solution, mix well, then add a few drops of glacial acetic acid . Stir and reflux at 68°C for 2 hours, cool to room temperature, a light pink precipitate is formed, filter, wash the precipitate several times with a 1:1 mixture of methanol and ether, and then dry it in vacuum. The obtained solid was 253.8 mg, and the yield was 86%.

[0032]

Embodiment 2

[0033] Example 2 Fluorescent probe molecule of the present invention L in Application experiments in the detection of copper ions:

[0034] Prepare 5mM aqueous solutions of various metal salts with deionized water. Weigh 2.95mg fluorescent probe molecule of the present invention L， It was dissolved in 25 ml of N,N-2-methylformamide solution (DMF) to prepare a 0.2 mM solution. Add 3ml of N,N-2-methylformamide to the cuvette, and then add 75 μL of 0.2mM fluorescent probe molecules of the present invention configured above L solution, which was diluted to 5 μM. After mixing evenly, use 521nm as the excitation wavelength to measure the fluorescence value in the range of 538nm-700nm.

[0035] Fluorescent probe molecule of the present invention L Selectivity: 5 μM fluorescent probe molecules of the present invention L There is only weak fluorescence at 559nm, add 10 equivalents of various metal ions to the system, as attached figure 1 As shown, only the addition of copper io...

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Abstract

The invention belongs to the technical field of metal ion detection and in particular relates to a rhodamine 6G-based Cu<2+> fluorescence probe molecule as well as a preparation method and an application thereof. The fluorescence probe molecule which takes rhodamine hydrazide as a matrix and has a form of modifying Schiff base by using 3-formyl methylsalicylate has a structure as follows: the probe molecule has no florescence in an N,N-2-methylformanamide solution; the fluorescence intensity is rapidly enhanced and can reach an effect of identification by naked eyes along with the visible color change after Cu<2+> is added; and after sulfur anions are added, sulfur ions are combined with copper ions, coordinate copper ions are released, the rhodamine hydrazide returns to a closed-loop state again, the fluorescence intensity of the system is rapidly reduced, and therefore the reversible operation of the fluorescence probe molecule is achieved. The probe molecule exerts the characteristic of strong anti-jamming capability in the system with coexistence of copper ions and other multiple metal ions and is high in sensitivity and sensitivity and can be well applied to copper ion detection in environment pollution.

Description

technical field [0001] The invention belongs to the technical field of metal ion analysis and detection, and in particular relates to a 2+ The detected fluorescent ion probe molecule and its preparation method and application. Background technique [0002] Fluorescent molecular probes are widely used in industry, agriculture, medicine, environmental detection, etc. It has a wide range of applications and has attracted extensive attention from researchers in the field of chemistry. In recent years, designing and synthesizing highly selective fluorescent probes for detecting transition and heavy metal ions is one of the important research directions in the field of chemical research. [0003] Copper is an important trace element and essential nutrient in living systems. Among various transition and heavy metal ions, copper ranks third in the human body except zinc and iron. It plays a key role in biological systems as a catalyst for a variety of metalloenzyme cofactors. C...

Claims

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Application Information

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IPC IPC(8): C09K11/06C07D491/107G01N21/64
Inventor 臧双全扶燕董喜燕姜秀娟
Owner ZHENGZHOU UNIV
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