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8-hydroxyquinoline mercury ion rate type fluorescent probe and preparation method thereof

A technology of hydroxyquinoline and hydroxyquinaldine, which is applied in the field of metal ion probes, can solve the problems of long response time and low detection sensitivity, and achieve the effect of strong specificity and reliable and stable detection method

Active Publication Date: 2017-03-15
GUANGDONG UNIV OF TECH
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  • Abstract
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Problems solved by technology

[0005] In view of this, the present invention provides a mercury ion ratio fluorescent probe of 8-hydroxyquinolines and a preparation method thereof, which are used to solve the problems of long response time and low detection sensitivity in the detection of mercury ions in the prior art. technical flaw

Method used

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  • 8-hydroxyquinoline mercury ion rate type fluorescent probe and preparation method thereof
  • 8-hydroxyquinoline mercury ion rate type fluorescent probe and preparation method thereof
  • 8-hydroxyquinoline mercury ion rate type fluorescent probe and preparation method thereof

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preparation example Construction

[0032] The synthetic route of the preparation method provided by the present invention is as follows:

[0033]

Embodiment 1

[0035] This embodiment is to prepare C according to the above-mentioned preparation method 20 h 15 Specific examples of ClFNO.

[0036] 9.43mmol of 8-hydroxyquinaldine and 11.32mmol of 2-chloro-6-fluorobenzaldehyde were dissolved in 10ml of acetic anhydride and mixed, heated and stirred at 140°C, condensed and refluxed for 18 hours, and cooled to room temperature. Purified by column chromatography, the eluent was petroleum ether / ethyl acetate, and a yellow-brown solid was isolated, which was the first product 1.

[0037] Dissolve 6.2 mmol of the first product 1 and 10 ml of pyridine, heat and stir at 130° C., add 5 ml of water, stir and heat, continue to condense and reflux for 4 hours, and cool to room temperature. Purified by column chromatography, the eluent was petroleum ether / ethyl acetate, and an off-white solid was obtained, which was the second product 1.

[0038] Mix 5.1 mmol of the second product 1 with 30 ml of acetone, 1 ml of 3-bromopropene and 8 mmol of K 2 C...

Embodiment 2

[0042] This embodiment is to prepare C according to the above-mentioned preparation method 20 h 15 Specific examples of ClFNO.

[0043] 9.43mmol of 8-hydroxyquinaldine and 11.32mmol of 2-chloro-6-fluorobenzaldehyde were dissolved in 10ml of acetic anhydride and mixed, heated and stirred at 145°C, condensed and refluxed for 20 hours, and cooled to room temperature. Purified by column chromatography, the eluent was petroleum ether / ethyl acetate, and a yellow-brown solid was isolated, which was the first product 2.

[0044] Dissolve 6.2 mmol of the first product 2 and 10 ml of pyridine, heat and stir at 135° C., add 10 ml of water, stir and heat, condense and reflux for 4 hours, and cool to room temperature. Purified by column chromatography, the eluent was petroleum ether / ethyl acetate, and an off-white solid was obtained, which was the second product 2.

[0045] Mix 5.1 mmol of the second product 2 with 30 ml of acetone, 1 ml of 3-bromopropene and 8 mmol of K 2 CO 3Mixed, ...

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Abstract

The invention belongs to the field of metal ion probes, and in particular relates to an 8-hydroxyquinoline mercury ion rate type fluorescent probe and a preparation method thereof. The invention provides an 8-hydroxyquinoline derivative, wherein the molecular formula of the 8-hydroxyquinoline derivative is C20H15ClFNO. The invention also provides a preparation method of the 8-hydroxyquinoline derivative; meanwhile, the invention also provides application of the 8-hydroxyquinoline derivative or a product obtained by the preparation method to Hg<2+> detection. According to experimental detection, the compound prepared by the technical scheme provided by the invention only responds to Hg<2+> and has high specificity when serving as a fluorescent probe; when detecting the Hg<2+> at different concentrations, the compound has a good linear relation and can be applied to H<2+> quantitative detection; the compound has high sensitivity on H<2+> detection, interference of other metal ions except for the H<2-+> on the measurement result is low, and the detection method is reliable and stable. The technical defects of long response time and low detection sensitivity of mercury ion detection in the prior art are solved.

Description

technical field [0001] The invention belongs to the field of metal ion probes, in particular to an 8-hydroxyquinoline mercury ion ratio fluorescent probe and a preparation method thereof. Background technique [0002] As we all know, mercury is one of the highly toxic metals, and the problem of mercury pollution has grown into a global problem, posing a serious threat to human beings and the natural environment on which human beings depend. Among them, Hg 2+ As the most common pollutant of mercury pollution, it is widely distributed in air, water and soil, and its pollution comes from coal-fired factories, thermometers, mercury lamps and so on. The food chain has a strong enrichment effect on mercury. Mercury in the environment is enriched by animals and plants, and after biotransformation, it becomes more toxic organic mercury, thus becoming one of the most powerful heavy metal elements that threaten human life. Therefore, it is particularly important to realize the detec...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D215/26C09K11/06G01N21/64
CPCC07D215/26C09K11/06C09K2211/1029G01N21/643
Inventor 霍延平李宗植李俊同孔腾飞梁辉郭国强潘成强汪松英
Owner GUANGDONG UNIV OF TECH
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