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Rhodamine B derivative, its preparation and application

A technology of derivatives and pyridine, which is applied in the field of rhodamine B derivatives and its preparation and application, can solve the problems of coexisting ions affecting detection, long response time, poor water solubility of probes, etc., and achieve low raw material cost, short response time, The effect of simple preparation method

Inactive Publication Date: 2013-11-27
SHAANXI XUEQIAN NORMAL UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] At present, there are problems such as poor water solubility of the probe, long response time, and the influence of coexisting ions on the detection. Therefore, the development of new rhodamine B derivatives as Hg 2+ Fluorescent probes for Hg in water 2+ Fluorescence microscopy imaging and detection is of great significance

Method used

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  • Rhodamine B derivative, its preparation and application
  • Rhodamine B derivative, its preparation and application
  • Rhodamine B derivative, its preparation and application

Examples

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Embodiment 1

[0043] Embodiment 1: Preparation of rhodamine B derivatives

[0044] (1) Dissolve 2-chloromethylpyridine and 8-hydroxyquinoline-2-carbaldehyde in the organic solvent acetonitrile at a molar ratio of 1:1, and react under reflux under stirring for 10 hours. After distilling off the solvent, use silica gel column chromatography The intermediate products 8-hydroxyquinoline-2-carbaldehyde and 2-chloromethylpyridine were isolated with a yield of 80wt%.

[0045] (2) Dissolve the obtained intermediate product 8-(pyridine-2-methyleneoxy)-quinoline-2-carbaldehyde and rhodamine B hydrazine in the organic solvent methanol according to the molar ratio of 1:1, and reflux under stirring After reacting for 10 hours, after the solvent was evaporated, the pure rhodamine B derivatives were separated by silica gel column chromatography, and the pure rhodamine B derivatives were obtained by nuclear magnetic resonance (Bruker AVANCE300MHz nuclear magnetic resonance instrument, Bruker Company, Switz...

Embodiment 2

[0052] Example 2: Using rhodamine B derivatives as fluorescent probe molecules to detect mercury ions

[0053] Rhodamine B derivatives were formulated as fluorescent probes into 10 -5 mol / L solution, respectively take 2mL of pure water, tap water, river water and lake water, add the same amount of fluorescent probe solution in turn, react for 1-5 minutes, then detect the fluorescence spectrum, record the fluorescence intensity value at 585nm, experiment It shows that the content of mercury ions in river water and lake water is relatively large, and that in tap water and purified water is relatively low.

[0054] It can be seen from the above experiments that rhodamine B derivatives, as fluorescent probes, have a short response time to mercury ions in water, and have a high response intensity to mercury ions and good selectivity, and can be used for rapid detection of mercury ions in different water sources.

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Abstract

The invention relates to a Rhodamine B derivative. The compound has good water solubility, short response time to metal ions, and is free of coexisting ion affecting detection, thus being a good fluorescent probe and being able to serve as a fluorescent probe for detection of metal ions in aqueous solutions or organic solvents. The invention also relates to a preparation method of the Rhodamine B derivative. The method has the characteristics of simple operation, low raw material cost, and high product purity. When the Rhodamine B derivative provided in the invention is used as a fluorescent probe for detection of mercury ions in water, the response time to mercury ions is only 10 seconds. Application of the Rhodamine B derivative as a fluorescent probe realizes detection of mercury ions in aqueous solutions, and the Rhodamine B derivative also has potential application value in living cell fluorescence imaging detection.

Description

technical field [0001] The invention relates to the technical field of fluorescent molecular probes, and relates to a rhodamine B derivative and its preparation and application. Background technique [0002] Mercury is a highly toxic transition metal, and its high toxicity to humans and the environment has aroused widespread concern around the world. After mercury ions enter the environment, they can be transformed into methylmercury by microorganisms, and accumulate in the body through the food chain to reach the human body, causing severe nausea, vomiting, abdominal pain and kidney function damage, which is extremely harmful. In view of the harm to the environment and human health, mercury ion detection is particularly important. [0003] Fluorescent probe detection technology is more selective than traditional detection methods such as atomic emission spectrometry (AES), atomic absorption spectrometry (AAS), atomic fluorescence spectrometry (AFS), plasma mass spectrometr...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D491/107G01N21/64
Inventor 李连庆孟丽萍
Owner SHAANXI XUEQIAN NORMAL UNIV
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