Fluorescent probe based on BINOL, synthetic method of fluorescent probe and application of fluorescent probe in detection of cadmium ions

A technology for fluorescent probes and synthesis methods, applied in the field of fluorescent probes, can solve the problems of poor selectivity and sensitivity of fluorescent probes, complex molecular structure, unstable properties, etc., and achieve improved selectivity and sensitivity and high yield , fast response and recognition effect

Pending Publication Date: 2022-06-07
LANZHOU UNIVERSITY +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] Existing fluorescent probes capable of detecting cadmium ions usually have complex molecular structures, unstable properties in complex environments, cumbersome operation, long response time for recognition, and poor selectivity and sensitivity of fluorescent probes

Method used

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  • Fluorescent probe based on BINOL, synthetic method of fluorescent probe and application of fluorescent probe in detection of cadmium ions
  • Fluorescent probe based on BINOL, synthetic method of fluorescent probe and application of fluorescent probe in detection of cadmium ions
  • Fluorescent probe based on BINOL, synthetic method of fluorescent probe and application of fluorescent probe in detection of cadmium ions

Examples

Experimental program
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Embodiment 1

[0033] This example provides a BINOL-based fluorescent probe whose chemical name is (E)-2-((2,2'-dihydroxy-[1,1'-binaphthyl]-3-yl)methylene base) hydrazine methyl thioamide, its chemical structural formula is:

[0034]

[0035] This embodiment also provides a method for synthesizing the above-mentioned BINOL-based fluorescent probe. The synthetic route is as follows: figure 1 shown, the specific steps are as follows:

[0036] Synthesis of compound N1: under argon protection, add 20-80 mL of anhydrous THF to a 100-mL three-necked flask, then add 0.5-1.0 g of NaH, stir in an ice bath at 0°C, and then add to the three-necked flask 1~5g binaphthyl-2,2'-diphenol, continue to stir for 10-30min under ice bath at 0℃, slowly add 1~5mL MOMCl to the three-necked flask through a syringe, and finish the dropwise addition for half an hour, remove the ice bath and let it cool down overnight. After the reaction, water was added to the reaction solution to quench the reaction, and ethyl ...

Embodiment 2

[0042] This embodiment provides a method for synthesizing a BINOL-based fluorescent probe BC1. The synthetic route is as follows: figure 1 shown, the specific steps are as follows:

[0043] Synthesis of compound N1: under argon protection, add 40 mL of anhydrously treated THF to a 100 mL three-necked flask, then add 0.76 g (31.5 mmol) of NaH, stir under an ice bath at 0°C, and then add to the three-necked flask Add 3.75g (13.1mmol) of binaphthyl-2,2'-diphenol, continue to stir for 20min under ice bath at 0°C, slowly add 2.4mL of MOMCl into the three-necked flask through a syringe, dropwise for half an hour, remove the ice bath temperature next night. The treatment steps after the reaction are the same as those in Example 1, and 2.48 g of colorless solid 2,2'-methoxymethoxy-1,1'-binaphthyl, that is, compound N1, can be obtained through silica gel chromatographic column separation.

[0044] Synthesis of compound N2: under the protection of nitrogen or argon, dissolve 1.24g (3....

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Abstract

The invention relates to the technical field of fluorescent probes, in particular to a BINOL-based fluorescent probe, a synthesis method thereof and application of the BINOL-based fluorescent probe in rapid detection of cadmium ions. The chemical name of the BINOL-based fluorescent probe is (E)-2-((2, 2 '-dihydroxy-[1, 1'-dinaphthalene]-3-yl) methylene) hydrazine methylthioamide, and the synthetic method of the BINOL-based fluorescent probe comprises the following specific steps: synthesizing a compound N1, a compound N2, a compound N3 and a fluorescent probe BC1. Only when the fluorescent probe BC1 provided by the invention detects cadmium ions, a new emission peak appears in a fluorescence spectrum at 565nm, the phenomenon is obvious and easy to observe, and the detection accuracy is high. In the environment of coexistence of interfering substances, the fluorescent probe BC1 can also realize rapid response and recognition of cadmium ions, and has good selectivity and anti-interference capability.

Description

technical field [0001] The invention relates to the technical field of fluorescent probes, in particular to a BINOL-based fluorescent probe, a synthesis method thereof, and an application in detecting cadmium ions. Background technique [0002] Cadmium is a metal element in the earth's crust. It mainly exists in minerals in the form of cadmium chloride, cadmium sulfide, cadmium oxide and cadmium sulfate, and generally does not exist in the form of elemental substances. Almost all rocks and soils contain a certain amount of cadmium compounds. [0003] The absorption of cadmium is relatively difficult, but the intake of cadmium will lead to the lack of calcium and iron in the body. Numerous studies have shown that ingesting even small amounts of cadmium can lead to various diseases. Jiang's group studied human cells exposed to low concentrations of cadmium and found that both the methylated DNA concentration and the activity of transferase increased, suggesting that this is ...

Claims

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Application Information

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IPC IPC(8): C07C335/40C09K11/06G01N21/64
CPCC07C335/40C09K11/06G01N21/6428G01N21/643C09K2211/1011G01N2021/6432
Inventor 刘相王蓓于桂琴刘莉君魏一星邱鹏鹏李静
Owner LANZHOU UNIVERSITY
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