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Fluorescent probe for recognition of mercury ions based on high selectivity of thiocarbonate

A technology selected from the carboxyl group, applied in the direction of fluorescence/phosphorescence, luminescent materials, material analysis by optical means, etc., can solve the problems of poor pH stability, complex synthesis, poor selectivity, etc., and achieve the effect of good stability and simple synthesis

Inactive Publication Date: 2018-04-13
UNIV OF JINAN
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there are still some problems in the reported fluorescent probes, including poor selectivity, poor pH stability, and complex synthesis.

Method used

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  • Fluorescent probe for recognition of mercury ions based on high selectivity of thiocarbonate
  • Fluorescent probe for recognition of mercury ions based on high selectivity of thiocarbonate
  • Fluorescent probe for recognition of mercury ions based on high selectivity of thiocarbonate

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035]

[0036] (Scheme 1) 438.5 mg (1.0 mmol) of rhodamines (such as the synthesis product of 1,6-dihydroxynaphthalene and 4-diethylaminoketo acid), 172.6 mg (1.0 mmol) of phenyl thiochloroformate and (350 μL) N,N-diisopropylethylamine (DIPEA) was dissolved in 15 mL of dichloromethane, then stirred at room temperature for 12 h, and then rotary-evaporated to obtain the crude product, and finally a dichloromethane:methanol system (30:1, v / v) Carry out column chromatography to obtain 365mg, 63% of pure product.

[0037] (Scheme 2) 438.5 mg (1.0 mmol) of rhodamines (such as the synthesis product of 1,6-dihydroxynaphthalene and 4-diethylaminoketo acid), 258.9 mg (1.5 mmol) of phenyl thiochloroformate and (350 μL) N,N-diisopropylethylamine (DIPEA) was dissolved in 15 mL of dichloromethane, then stirred at room temperature for 12 h, and then rotary-evaporated to obtain the crude product, and finally a dichloromethane:methanol system (30:1, v / v) Column chromatography was carrie...

Embodiment 2

[0042] The inventors of the present invention conducted the following tests: Hg 2+ (20 μM) on the fluorescence spectrum of the probe (5 μM). The above assays were performed in 5 mM HEPES, pH 7.4 in water, the probes used were those prepared in Example 1, and all spectroscopic measurements were at 25°C with Hg 2+ Measured after adding the action for 30min. See the results figure 1 .

[0043] from figure 1 It can be seen that Hg 2+ The fluorescence intensity is greatly enhanced.

Embodiment 3

[0045] Probe (5μM) to Hg 2+ (20 μM) test results of response time. The above assays were performed in 5 mM HEPES, pH 7.4 in water, the probes used were those prepared in Example 1, and all spectroscopic measurements were performed at 25°C. See the results figure 2 .

[0046] from figure 2 It can be seen that with the increase of time, the fluorescence intensity gradually increased and maintained a maximum value after 30 minutes.

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Abstract

The invention relates to a fluorescent probe for the recognition of mercury ions based on high selectivity of thiocarbonate. Specifically, the probe is a rhodamine fluorescent probe taking the thiocarbonate as a recognition receptor, which is used for detecting the mercury ions. The probe can realize at least one of the following technical effects that the highly-selective recognition of the mercury ions is realized; the quantitative detection on the mercury ions can be realized; the long-term preservation and use is realized; the mercury ions can be favorably detected in an actual sample; theanti-interference ability is stronger.

Description

technical field [0001] The present invention relates to a rhodamine compound with thiocarbonate as a recognition receptor as a mercury ion fluorescent probe, which can be applied in high selective recognition of mercury ion under specific conditions, or it can measure the concentration of mercury ion in a sample. Background technique [0002] Mercury is a volatile element that can accumulate in the atmosphere, soil, ocean, etc., and can continuously accumulate in organisms, especially in edible fish, and finally be absorbed by humans through the food chain. Mercury can poison the nerves, can lead to perception, behavioral disorders and nerve damage, causing multi-system damage to the body, mainly neurotoxicity and renal toxicity, which poses a huge threat to human health. [0003] At present, the common detection methods of mercury are mainly atomic absorption / emission spectroscopy, X-ray fluorescence spectroscopy, inductively coupled plasma-mass spectrometry, nuclear magnet...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D311/82C09K11/06G01N21/64
CPCC07D311/82C09K11/06C09K2211/1007C09K2211/1088G01N21/6428
Inventor 张萌吴柳赵子扬袁瑞芳房钊彤王瑞康柳彩云朱宝存
Owner UNIV OF JINAN
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