Copper ion/mercury ion fluorescence molecular probe, and preparation method and application thereof

A technology of fluorescent molecular probes and copper ions, applied in chemical instruments and methods, fluorescence/phosphorescence, luminescent materials, etc., can solve the problems of single detection ions, sensitivity to pH value, low sensitivity, etc., and achieve high fluorescence quantum yield , small detection interference, good chemical/light stability

Inactive Publication Date: 2011-07-20
SHANXI DATONG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] The present invention mainly aims at the problems of single detection ion, low sensitivity, poor selectivity and sensitivity to pH value of the fluorescent molecular probes for detecting copper ions or mercury ions in the prior art, and provides a simultaneous detection Copper ion and mercury ion, high sensitivity, high selectivity and pH insensitive copper ion and mercury ion fluorescent molecular probe

Method used

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  • Copper ion/mercury ion fluorescence molecular probe, and preparation method and application thereof
  • Copper ion/mercury ion fluorescence molecular probe, and preparation method and application thereof
  • Copper ion/mercury ion fluorescence molecular probe, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0041] 1) Dissolve 1 kg of rhodamine B in 30 kg of ethanol, add 2 kg of hydrazine hydrate at room temperature, stir and reflux for 1 hour, cool, and filter the precipitate;

[0042] 2) Get 1 kilogram of precipitate and add 50 kilograms of the mixed solvent of methanol / dichloromethane with a volume ratio of 3:1, then add 2 kilograms of formaldehyde solution with a mass fraction of 40%, and stir at room temperature for 6 hours under nitrogen protection. The solvent was evaporated under pressure, and the fluorescent molecular probe was obtained by silica gel chromatography.

[0043] Elemental Analysis C 29 h 32 N 4 o 2 C, 74.33; N, 11.96; Experimentally measured: H, 6.93; C, 74.26; N, 11.63; In deuterated chloroform, proton nuclear magnetic resonance spectrum signal is (chemical shift, unit ppm): 7.91 ( d, J=7.2Hz, 1H), 7.46-7.49(m, 2H), 7.05(d, J=7.6Hz, 1H), 6.48-6.52(m, 4H), 6.25(s, 2H), 3.68(s , 2H), 3.37(q, J=7.2Hz, 8H), 1.13(t, J=7.2Hz, 12H); the electrospray soft ioniz...

Embodiment 2

[0048] 1) Dissolve 1 kg of rhodamine B in 40 kg of ethanol, add 4 kg of hydrazine hydrate at room temperature, stir and reflux for 1.5 hours, cool, and filter the precipitate;

[0049] 2) Take 1 kg of precipitate and add 200 kg of methanol / dichloromethane with a volume ratio of 3:1 in a mixed solvent, then add 4 kg of formaldehyde solution with a mass fraction of 50%, and stir at room temperature for 7 hours under nitrogen protection. The solvent was evaporated under pressure, and the fluorescent molecular probe was obtained by silica gel chromatography.

[0050] application:

[0051] Copper ion content detection: Mix water and acetonitrile evenly according to the volume ratio of 3:1, let stand at room temperature for 30 minutes, then add the molecular probe of this example into the above mixed solution, and make the concentration 1 μM to make a standard Solvent, and then use the prepared standard solvent to prepare copper ion standard solutions with concentrations of 0, 5, 1...

Embodiment 3

[0054] 1) Dissolve 1 kg of rhodamine B in 50 kg of ethanol, add 5 kg of hydrazine hydrate at room temperature, stir and reflux for 2 hours, cool, and filter the precipitate;

[0055] 2) Take 1 kilogram of precipitate and add 500 dry grams of methanol / dichloromethane in a mixed solvent with a volume ratio of 3:1, then add 6 kilograms of formaldehyde solution with a mass fraction of 60%, and stir at room temperature for 8 hours under nitrogen protection. The solvent was evaporated under reduced pressure, and the fluorescent molecular probe was obtained by silica gel chromatography.

[0056] application:

[0057] Copper ion content detection: Mix water and acetonitrile evenly according to the volume ratio of 9:1, let stand at room temperature for 60 minutes, then add the molecular probe of this example into the above mixed solution, and make the concentration 1 μM to make a standard Solvent, and then use the prepared standard solvent to prepare copper ion standard solutions with...

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Abstract

The invention relates to a copper ion/mercury ion fluorescence molecular probe, and a preparation method and application thereof. The invention mainly aims to solve the problem of single detection ion in the fluorescence molecular probe for detecting copper ions or mercury ions in the prior art, and the problems of low sensitivity, poor selectivity, high sensitivity to pH value, and the like in most fluorescence molecular probes. The preparation method of the fluorescence molecular probe comprises the following steps: (1) dissolving 1 part of rhodamine B in ethanol, adding 2-5 parts of hydrazine hydrate at room temperature, stirring under reflux for 1-2 hours, cooling, and filtering to obtain a precipitate; and (2) adding 1 part of precipitate into 50-500 parts of mixed solvent composed of methanol and dichloromethane in a volume ratio of 3:1, adding 2-6 parts of 40-60wt% formalin, stirring at room temperature in a nitrogen atmosphere for 6-8 hours, evaporating under reduced pressure to remove the solvent, and carrying out silica gel chromatographic separation to obtain the fluorescence molecular probe. The invention has the advantages of high fluorescence quantum yield, low sensitivity to solvent polarity, high chemical/light stability and the like.

Description

technical field [0001] The present invention relates to a fluorescent molecular probe of copper ion and mercury ion, in particular to a fluorescent molecular probe of copper ion and mercury ion based on rhodamine dye and its preparation method and the identification and recognition of the fluorescent molecular probe in the field of fine chemical industry application in detection. Background technique [0002] Copper is one of the basic trace elements in living organisms. Copper plays an important role as a catalytic cofactor in different physiological processes, such as mitochondrial respiration, iron absorption, redox processes of a large number of enzymes (including superoxide dismutation enzymes, tyrosinase, etc.), etc. However, excessive copper intake in organisms can also be toxic and can cause neurological diseases such as Wilson's, Menkes and Alzheimer's. Due to the long-term excessive use of copper by humans, copper has also become an important pollutant in the env...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06C07D491/107G01N21/64
Inventor 袁跃华田茂忠朱永军白云峰冯锋郭永孟双明
Owner SHANXI DATONG UNIV
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