Visual probe 3aa for detecting copper ions and synthesis path of visual probe 3aa

A copper ion and probe technology, applied in the field of visual probe 3aa and its synthesis path, can solve the problems of being unable to become a target compound analysis tool, expensive maintenance of the instrument, long detection time, etc., and achieve high practical value, low detection limit, highly selective effect

Inactive Publication Date: 2022-07-12
YUNNAN MINZU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although these detection methods have higher accuracy, the instruments are expensive and often require maintenance, cumbersome operation, time-consuming calculation, and long detection time, so they cannot be used as analytical tools for real-time and on-site detection of target compounds

Method used

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  • Visual probe 3aa for detecting copper ions and synthesis path of visual probe 3aa
  • Visual probe 3aa for detecting copper ions and synthesis path of visual probe 3aa
  • Visual probe 3aa for detecting copper ions and synthesis path of visual probe 3aa

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Experimental program
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Effect test

Embodiment 1

[0034] see Figure 1 to Figure 15 As shown, a visual probe 3aa for rapid detection of copper ions, its chemical name is 2-amino-5-anilino-[1,4]benzoquinone-4-phenylimine, and its molecular formula is: C18H15N3O , the structure is as follows:

[0035]

[0036] A synthetic route of a visualized probe 3aa for rapid detection of copper ions, the method is carried out according to the following steps:

[0037]

[0038] The reaction uses compounds 2-aminophenol and aniline as template substrates, NH 4 I is the medium, LiClO 4 As the electrolyte, acetonitrile as the solvent, and carbon rods as the electrode cathode and anode at room temperature, the reaction mixture was stirred for 5-20 minutes, and then reacted in an undivided electrolytic cell at a constant current of 5-15 mA for 3-12 h. After the reaction was completed, the resulting mixture was diluted with water and extracted with ethyl acetate, and the combined organic layers were washed with saturated sodium chloride,...

Embodiment 2

[0045] A visual probe 3aa UV absorption and visual assay for rapid detection of copper ions is as follows:

[0046] Preparation of a visual probe 3aa test solution for rapid detection of copper ions: The copper ion visual probe 3aa was dissolved in absolute ethanol to obtain a concentration of 1 × 10 -3 mol / L copper ion visualization probe 3aa stock solution. Precisely pipette 1.0ml of the copper ion visual probe 3aa stock solution into a 100ml volumetric flask, dilute it to the mark with ethanol-Tris-HCl solution (ethanol:Tris-HCl=2:8), and shake well to obtain a concentration of 1×10 -5 mol / L copper ion visualization probe 3aa solution.

[0047] The preparation method of the Tris-HCl buffer solution is as follows: take 1.21 g of tris-hydroxymethylaminomethane and 2.92 g of sodium chloride and dissolve in water, and adjust the pH to 7.05 with hydrochloric acid, so as to obtain Tris with a concentration of 20 mmol and a pH of 7.05. -HCl buffer.

[0048] The ethanol-Tris-HCl...

Embodiment 3

[0051] The stability of a visual probe 3aa for rapid detection of copper ions under different pH conditions is investigated as follows:

[0052] The pH value of the copper ion visualization probe 3aa solution was adjusted by hydrochloric acid and sodium hydroxide solution, and the solutions with pH values ​​of 2.47, 3.59, 4.17, 5.03, 6.59, 7.76, 8.59, 9.40, 10.32, and 11.14 were obtained, respectively. The solution of copper ion visualization probe 3aa in this pH range was measured under UV-Vis spectrophotometer to measure the change of UV spectrum. Through the UV spectrum test of the copper ion visualization probe 3aa solution under different pH conditions, such as Figure 4 As shown, in the pH range of 3-12, the copper ion visualization probe 3aa all absorbs at 352nm, and the color is light pink. As the pH decreases from 3.59 to 2.47, compound 3aa shows a wider absorption at 352nm. peak, the color of the solution changed from light pink to light green, it is speculated that...

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Abstract

The invention discloses a visual probe 3aa for detecting copper ions, which is characterized in that the chemical name of the visual probe 3aa is 2-amino-5-anilino-[1, 4] benzoquinone-4-phenyleneimine, the molecular formula of the visual probe 3aa is C18H15N3O, compounds 2-aminophenol and aniline are used as template substrates, NH4I is used as a medium, LiClO4 is used as an electrolyte, acetonitrile is used as a solvent, the reaction is carried out under the condition of room temperature, and the reaction is carried out under the conditions of high temperature and low temperature, so that the visual probe 3aa is obtained. Carbon rods are used as an electrode cathode and an electrode anode, a reaction mixture is stirred firstly and then reacts in an unseparated electrolytic tank at the constant current of 5-15 mA, and the electrode is prepared. The synthesis method of the required 2-amino-5-anilino-[1, 4] benzoquinone-4-phenyl imine is simple, easy to operate, mild in reaction condition and relatively high in yield. In the presence of cupric ions, an absorption spectrum is obviously changed, the selectivity is strong, the specificity is realized, the interference of other metal cations is avoided, the biocompatibility is good, the real-time property is realized, the visual reaction of the filter paper can be instantly realized, the detection limit is 2.8-7mol/L, and the sensitivity is higher.

Description

technical field [0001] The invention belongs to the technical field of organic chemistry and analytical chemistry detection, and in particular relates to a visual probe 3aa for detecting copper ions and a synthesis path thereof. Background technique [0002] Copper is the 29th element in the periodic table and the third most abundant soft transition metal element in the human body after iron ions and zinc ions. played an important role. Studies have shown that the imbalance of copper ions in the body can lead to severe damage such as vitiligo, anemia, liver and kidney damage, as well as Menkes syndrome, Wilson disease, Alzheimer's disease, Parkinson's disease, prions and Alzheimer's disease. A range of neurodegenerative diseases. In recent years, with the acceleration of industrialization, a large amount of industrial wastewater has been discharged into the environment, which not only affects the ecological environment, but also poses a huge threat to human health. As a h...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C251/20C07C249/02C09K11/06G01N21/64
CPCC07C251/20C07C249/02C09K11/06G01N21/6428G01N21/643G01N21/6447C09K2211/1007C07C2601/16Y02P10/20
Inventor 何永辉谢富兰李干鹏张丽珠李文义赵琦海梁瑞
Owner YUNNAN MINZU UNIV
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