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Purine-vanillin-based palladium and copper ion detection fluorescent probe and preparation method and application thereof

A technology for copper ion detection and fluorescent probes, which is applied in the field of fluorescent probes, can solve the problems of purine-based fluorescent probes, and achieve the effects of no need for pretreatment, simple and convenient preparation methods, and simple operations

Active Publication Date: 2021-10-15
JIANGSU UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] In recent years, a variety of fluorescent probes for detecting Pd2+ and Cu2+ have been reported, However, there are few purine fluorescent probes for simultaneous detection of Pd2+ and Cu2+

Method used

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  • Purine-vanillin-based palladium and copper ion detection fluorescent probe and preparation method and application thereof
  • Purine-vanillin-based palladium and copper ion detection fluorescent probe and preparation method and application thereof
  • Purine-vanillin-based palladium and copper ion detection fluorescent probe and preparation method and application thereof

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Experimental program
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Effect test

Embodiment 1

[0055] Purine-vanillin-based palladium and copper ion detection fluorescent probes are prepared by the following method:

[0056] (1) Preparation of intermediate Ⅱ (6-chloro-N 4 -(naphthalen-1-yl)pyrimidine-4,5-diamine)

[0057] In a 50mL round bottom flask, add 4,6-dichloro-5-aminopyrimidine (2.50g, 15mmol) and 1-naphthylamine (4.29g, 30mmol), and dissolve in methanol (25mL), and slowly Concentrated HCl (98%, 2.5 mL, 30 mmol) was added, and the mixture was stirred under reflux at 65° C. for 5 days. After the reaction solution was cooled to room temperature, the solid matter precipitated in the reaction solution was first filtered off, and then the solvent was removed by distillation under reduced pressure to obtain a dark purple crude product. The crude product was dissolved by adding 1M NaOH solution (25 mL), and extracted with ethyl acetate (3×25 mL). After combining and drying the organic phases, the crude product was obtained by distillation under reduced pressure. Fin...

Embodiment 2

[0077] The palladium and copper ion detection fluorescent probe that embodiment 1 is prepared is configured into the probe stock solution of 1mM with dimethyl sulfoxide, and each metal ion is configured into the metal ion stock solution of 3mM with deionized water, to the blank of 3mL SolutionDMSO / H 230 μL of probe stock solution and 50 μL of metal ion stock solution were added to O (v / v=9:1) and detected by fluorescence spectrometer and ultraviolet spectrophotometer. The emission wavelength is 425nm, and the specific test results are as follows:

[0078] To 3mL blank stock solution (DMSO / H 2 O solution (9 / 1, v / v, pH 7.4, HEPES buffer, 0.2mM)) first add 30 μL of probe stock solution, and then add 50 μL of Cu 2+ or Pd 2+ The stock solution was left to stand for half an hour to carry out the ultraviolet spectrum test. Such as figure 1 As shown, the absorbance of the probe at 352nm is strong, continue to add Cu to the probe solution 2+ or Pd 2+ Finally, the wavelength corr...

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Abstract

The invention discloses a purine-vanillin-based palladium and copper ion detection fluorescent probe and a preparation method and application thereof. The structural formula of the fluorescent probe is shown as a formula I in the specification. The purine derivative and vanillin are used as fluorophores, hydrazine hydrate is used as a linking group, and the prepared fluorescent probe shows high selectivity and sensitivity to Pd < 2 + > and Cu < 2 + > in a solution; the preparation method of the fluorescent probe is simple in steps, raw materials are easy to obtain, and the obtained product is solid powder, is easy to store, has wide application prospects and can be produced and applied on a large scale.

Description

technical field [0001] The invention belongs to the technical field of fluorescent probes, and in particular relates to a purine-vanillin-based fluorescent probe for detecting palladium and copper ions and its preparation method and application. Background technique [0002] Copper element widely exists in nature, and because of its good electrical conductivity and corrosion resistance, it is widely used in industry and emerging industries. The consumption of copper in China is second only to aluminum. At the same time, copper is the third most abundant metal element in the human body, and it is also an essential trace element for the human body. A lack of copper in the human body can cause anemia, and even abnormal hair and arteries grow. But once the human body takes in too much copper, it will cause metabolic disorders and even sensory nerve disorders. According to the World Health Organization standard, Cu in drinking water 2+ The maximum limit should be less than 2pp...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D473/34C09K11/06G01N21/64
CPCC07D473/34C09K11/06G01N21/6428G01N2021/6439C09K2211/1007C09K2211/1011C09K2211/1074Y02P20/55
Inventor 沈贤锋陆鸿飞鞠立鑫邵琦王震霄张可敬庹鹏
Owner JIANGSU UNIV OF SCI & TECH
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