A fluorescent probe for detecting cyanide ions and its preparation method and application

A fluorescent probe, cyanide ion technology, applied in the field of fluorescent probes, can solve the problems of difficult to identify anions, complex probe synthesis, non-repeatable identification, etc., and achieve high selectivity and sensitivity, good application prospects, and response speed. quick effect

Active Publication Date: 2021-07-20
SHANGHAI INST OF TECH
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

At present, people have designed and synthesized many anion fluorescent probes with potential application value, but most of the probes are complicated to synthesize, high in cost, cannot be reproducibly identified, and it is difficult to identify anions in aqueous solution.

Method used

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  • A fluorescent probe for detecting cyanide ions and its preparation method and application
  • A fluorescent probe for detecting cyanide ions and its preparation method and application
  • A fluorescent probe for detecting cyanide ions and its preparation method and application

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Embodiment 1

[0055] 1. Synthesis of BODIPY 1 molecule, a fluorescent probe for detecting cyanide ions

[0056] The synthesis of the fluorescent probe molecule for detecting cyanide ion in the present invention is obtained by using pyrrole and benzaldehyde as raw materials through condensation, bromination, oxidation, fluoroboration, and nucleophilic substitution reaction with benzyl nitrile.

[0057] (1) Synthesis:

[0058] Benzaldehyde (5.00g, 47.20mmol), pyrrole (20mL, 289mmol) and anhydrous CH 2 Cl 2 (250 mL) was added into a 500 mL round-bottomed flask, which was replaced with a nitrogen system, then trifluoroacetic acid (200 mg, 2.60 mmol) was added to the mixture, and the reaction was stirred at room temperature for 2 h. After the reaction was complete, it was washed with saturated sodium bicarbonate solution. The organic layer was dried over anhydrous sodium sulfate, the filtrate was collected, concentrated, and purified by silica gel column chromatography (petroleum ether: eth...

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Abstract

The invention relates to a fluorescent probe for detecting cyanide ions and its preparation method and application. The fluorescent probe uses boron fluoride dipyrrole (BODIPY) as a fluorescent signal group and an activated CH group in a phenylacetonitrile group. A cyanide ion fluorescent probe for the recognition site, which is obtained by nucleophilic substitution reaction of 3,5-dibromo-8-phenylboron fluoride dipyrrole and benzyl nitrile. Through the study of ultraviolet absorption and fluorescence emission spectroscopy, it is found that the probe can uniquely recognize cyanide ion, and the lowest detection limit in 70% aqueous solution can reach 148nM, and the recognition process is not interfered by other anions. Compared with the prior art, the synthetic method of the fluorescent probe of the present invention is simple, the raw material is easy to obtain, the cost is low, the selectivity to cyanide ion is good, the sensitivity is high, has reversibility and can be detected in aqueous solution, so in the It has a good application prospect in the detection of cyanide ion.

Description

technical field [0001] The invention relates to the field of fluorescent probes, in particular to a fluorescent probe for detecting cyanide ions, a preparation method and application thereof. Background technique [0002] Anions widely exist in nature and organisms, and play an important role in environmental science, clinical medicine, chemistry, biology and other fields. Among the many anions, cyanide ion has extremely high toxicity to the human body. The poisoning mechanism is that the cyanide ion can complex with the ferric ion of cytochrome oxidase, resulting in the loss of the ability of the ferric iron to transfer electrons, making the respiratory chain Interruption, eventually leading to human death due to lack of oxygen. In addition, cyanide ion also plays a very important role in synthetic fibers, leather products, metallurgical industry and electroplating technology, but the extensive use of cyanide in industrial production will inevitably cause harm to organisms...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F5/02C09K11/06G01N21/64
CPCC07F5/022C09K11/06C09K2211/1007C09K2211/1029C09K2211/1055G01N21/643G01N2021/6432
Inventor 刘传祥付超李喆垚饶才辉陈璐朱婷婷
Owner SHANGHAI INST OF TECH
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