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CN-121974893-A - Novel cadmium ion fluorescent probe and synthetic method and application thereof

CN121974893ACN 121974893 ACN121974893 ACN 121974893ACN-121974893-A

Abstract

The invention discloses a novel cadmium ion fluorescent probe and a synthesis method and application thereof, belonging to the technical fields of environmental analysis and biological analysis detection. The structural formula is as follows: . The specific synthesis steps are that absolute ethyl alcohol is taken as a solvent, 7- (N, N-diethylamino) -4-chlorocoumarin-3-formaldehyde is added, stirring is carried out at room temperature, then 2- (2-aminophenyl) benzimidazole is added, heating reflux reaction is carried out, cooling is carried out to room temperature, the obtained crude product is purified by silica gel column chromatography, and ethyl acetate and petroleum ether are taken as eluent for separation, thus obtaining the product. The invention provides a simple and convenient novel cadmium ion fluorescent probe capable of being synthesized to have specific response, and has the advantages of rapid detection, low detection limit value, good selectivity and strong anti-interference capability in cadmium ion detection.

Inventors

  • LIU JU
  • WANG ZENGJIN
  • ZHANG TIAN

Assignees

  • 山东第一医科大学第一附属医院(山东省千佛山医院)

Dates

Publication Date
20260505
Application Date
20260310

Claims (10)

  1. 1. The novel cadmium ion fluorescent probe is characterized by having the following structural formula: 。
  2. 2. The method for synthesizing a novel cadmium ion fluorescent probe according to claim 1, wherein the reaction formula is: the specific synthesis steps are as follows: Absolute ethyl alcohol is taken as a solvent, 7- (N, N-diethylamino) -4-chlorocoumarin-3-formaldehyde is added, stirring is carried out at room temperature, then 2- (2-aminophenyl) benzimidazole is added, heating reflux reaction is carried out, cooling is carried out to room temperature, the obtained crude product is purified by silica gel column chromatography, and ethyl acetate and petroleum ether are taken as eluent for separation, thus obtaining the product.
  3. 3. The method for synthesizing the novel cadmium ion fluorescent probe according to claim 2, wherein the molar ratio of the 7- (N, N-diethylamino) -4-chlorocoumarin-3-formaldehyde to the 2- (2-aminophenyl) benzimidazole is 1:1-1:1.5.
  4. 4. The method for synthesizing a novel cadmium ion fluorescent probe according to claim 2, wherein the molar volume ratio of the 7- (N, N-diethylamino) -4-chlorocoumarin-3-formaldehyde to the absolute ethanol is 1mmol:15-75 mL.
  5. 5. The method for synthesizing the novel cadmium ion fluorescent probe according to claim 2, wherein the stirring is performed at room temperature for 30-35 min.
  6. 6. The method for synthesizing a novel cadmium ion fluorescent probe according to claim 2, wherein the temperature of the heating reflux reaction is 60-80 ℃.
  7. 7. The method for synthesizing a novel cadmium ion fluorescent probe according to claim 2, wherein the heating reflux reaction time is 0.5-3 h.
  8. 8. The method for synthesizing the novel cadmium ion fluorescent probe according to claim 2, wherein the volume ratio of the ethyl acetate to the petroleum ether is 1:1-1:5.
  9. 9. The use of the novel cadmium ion fluorescent probe according to claim 1 in fluorescence detection.
  10. 10. The use according to claim 9, wherein the novel cadmium ion fluorescent probe is used for cadmium ion sensing detection, analysis and tracing in an aqueous environment system or a biological cell system.

Description

Novel cadmium ion fluorescent probe and synthetic method and application thereof Technical Field The invention relates to the technical field of environmental analysis and biological analysis detection, in particular to a novel cadmium ion fluorescent probe and a synthetic method and application thereof. Background The information disclosed in the background of the invention is only for enhancement of understanding of the general background of the invention and is not necessarily to be taken as an admission or any form of suggestion that this information forms the prior art already known to a person of ordinary skill in the art. Cadmium (cab) is a heavy metal element and is widely used in industrial production, such as electroplating, military industry, pigment production, plastic manufacturing, metallurgy, batteries and the like. With the widespread use of cadmium compounds in recent years, the content thereof in the environment has been markedly increased, and irreversible damage to the environment and organisms has been caused. Cadmium is one of the most easily accumulated toxic substances in the human body, and has slow removal speed, and the metabolism half-life in the human body is as long as 10-30 years. Cadmium-related toxicology studies indicate that low-dose cadmium exposure can reduce bone density, impair renal function, and induce increased calcium excretion. In addition, cadmium is listed by the U.S. environmental protection agency as the 7 th substance that is hazardous to human health and reported by the international cancer research institute as a human carcinogen. Therefore, the research on how to quickly, simply and effectively detect the content of cadmium ions in the ecological environment and organisms has important significance. The method for detecting cadmium ions has been atomic absorption spectrometry and inductively coupled plasma mass spectrometry Analytical methods, ultraviolet spectrophotometry, oscillography, electrochemical analysis, and the like. However, most of the methods have the defects of large and complex instruments, high cost, complicated detection steps, long detection and analysis time, high requirements of professionals and the like, so that the detection environment is very limited and does not meet the requirements of rapid field evaluation and the like required by modern environment monitoring. The fluorescent probe-based detection method has the characteristics of high selectivity, simple and convenient operation, high sensitivity, easy visual recognition, low cytotoxicity and the like, is widely attracting attention, and is very suitable for being applied to cadmium ion detection in environments and organisms. In recent years, probes for detecting cadmium ions have been reported, but the synthesis steps of the probes are complicated, the complexing ability is low, the sensitivity is low, and it is difficult to distinguish Zn 2+ from Cd 2+, so that the applicability of the fluorescent cadmium probes is reduced. Therefore, the development of the novel cadmium ion fluorescent probe has important practical significance and application value for ecological environment and organisms. Disclosure of Invention In view of the above, the invention provides a novel cadmium ion fluorescent probe, and a synthesis method and application thereof. In a first aspect, the invention provides a novel cadmium ion fluorescent probe having the structural formula: 。 in a second aspect, the invention provides a method for synthesizing the novel cadmium ion fluorescent probe, wherein the reaction formula is as follows: the specific synthesis steps are as follows: Absolute ethyl alcohol is taken as a solvent, 7- (N, N-diethylamino) -4-chlorocoumarin-3-formaldehyde is added, stirring is carried out at room temperature, then 2- (2-aminophenyl) benzimidazole is added, heating reflux reaction is carried out, cooling is carried out to room temperature, the obtained crude product is purified by silica gel column chromatography, and ethyl acetate and petroleum ether are taken as eluent for separation, thus obtaining the product. Preferably, the molar ratio of the 7- (N, N-diethylamino) -4-chlorocoumarin-3-formaldehyde to the 2- (2-aminophenyl) benzimidazole is 1:1-1:1.5. Preferably, the molar volume ratio of the 7- (N, N-diethylamino) -4-chlorocoumarin-3-formaldehyde to the absolute ethanol is 1mmol:15-75 mL. Preferably, stirring at room temperature for 30-35 min. Preferably, the temperature of the heating reflux reaction is 60-80 ℃. Preferably, the heating reflux reaction time is 0.5-3 h. Preferably, the volume ratio of the ethyl acetate to the petroleum ether is 1:1-1:5. In a third aspect, the invention provides an application of the novel cadmium ion fluorescent probe in fluorescent detection. Preferably, the novel cadmium ion fluorescent probe is used for cadmium ion sensing detection, analysis and tracing in an aqueous environment system or a biological cell system. Compared with the pri