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Palladium ion fluorescence probe compound and preparation method and application thereof

A fluorescent probe and compound technology, applied in the field of palladium ion fluorescent probe compound and its preparation, can solve the problems of poor water solubility, harsh test conditions and complicated synthesis steps of palladium ion fluorescent probe, and achieve strong anti-interference ability and convenient Preparation, high sensitivity effect

Active Publication Date: 2019-04-26
JIANGSU UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] However, many reported palladium ion fluorescent probes still have problems such as poor water solubility, complicated synthesis steps, poor selectivity, and harsh test conditions.

Method used

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  • Palladium ion fluorescence probe compound and preparation method and application thereof
  • Palladium ion fluorescence probe compound and preparation method and application thereof
  • Palladium ion fluorescence probe compound and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0046] (1) Preparation of rhodamine amide

[0047] Add ethanol (30mL) and rhodamine B (2g, 4.5mmol) into a 100mL round bottom flask, preheat for 20min, add ethylenediamine (3.0mL, 44.98mmol), reflux at 78-80°C for 15-18h, cool, Ethanol was distilled off at 50°C, the reaction system was extracted with 200mL of dichloromethane and 50mL of water, the organic phase was collected, 5g of desiccant anhydrous sodium sulfate was added, and the filtrate was obtained by filtration. The solvent in the filtrate was evaporated at 50°C to obtain a crude product. Deagent methanol / dichloromethane (volume ratio is V 甲醇 :V 二氯甲烷 =1:100) to carry out column chromatography separation to obtain rhodamine amide.

[0048] (2) Preparation of 6-chloro-8-methyl-9-(naphthalene-1-yl)-9H-purine

[0049]Add 5-amino-4,6-dichloropyrimidine (5g, 30mmol) and 1-naphthylamine (8.584g, 60mmol) into a 100mL round bottom flask, dissolve in ethanol (50mL), and add concentrated hydrochloric acid ( 5mL, 60mmol), ref...

Embodiment 2

[0054] The palladium ion fluorescent probe compound described in Example 1 was used for testing.

[0055] The palladium ion fluorescent probe compound was dissolved in an ethanol solution at a concentration of 20 μM, and the concentration of other metal ions was 100 μM, and tested with a fluorescence spectrometer and an ultraviolet spectrophotometer.

[0056] Such as figure 1 , for the palladium ion fluorescent probe compound of the present invention before and after adding palladium ions, the ultraviolet change spectrum, the probe compound itself has no ultraviolet absorption peak at 550-580nm, after the probe compound molecules are complexed with palladium ions, a new one appears at 562nm the absorption peak.

[0057] Such as figure 2 , is the fluorescence change spectrum of the palladium ion fluorescent probe compound of the present invention before and after adding palladium ions, the results show that the probe itself has no absorption in ethanol solution, but with the...

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Abstract

The invention discloses a palladium ion fluorescence probe compound and a preparation method thereof. The preparation method of the compound includes the steps that rhodamine B is dissolved in an organic solvent and reacted with ethylenediamine to obtain a rhodamine amide; 5-amino-4,6-dichloropyrimidine and 1-naphthylamine are added to the organic solvent, 6-chlorine-N4-(naphthalene-1-yl)pyrimidine-4,5-diamine is obtained after a reaction, the 6-chlorine-N4-(naphthalene-1-yl)pyrimidine-4,5-diamine, acetic acid, polyphosphoric acid and dodecyl trimethyl ammonium chloride are dissolved in phosphorus oxychloride, and 6-chlorine-8-methyl-9-(naphthalene-1-yl)-9H-purine is obtained after a reaction; and the rhodamine amide, the 6-chlorine-8-methyl-9-(naphthalene-1-yl)-9H-purine and sodium bicarbonate are added to the organic solvent, and the palladium ion fluorescence probe compound is obtained after a reaction. The palladium ion fluorescence probe compound has high sensitivity, high anti-interference performance, and can be widely used in detection of palladium ions.

Description

technical field [0001] The invention belongs to the technical field of fluorescent probes for detecting metal ions, and in particular relates to a palladium ion fluorescent probe compound and its preparation method and application. technical background [0002] Palladium (Pd), one of the most important platinum group elements, plays a vital role due to its widespread use in many catalytic reactions and industrial applications. Due to its inertness, biocompatibility, and versatility as a catalyst, it is widely used in organic synthesis, drug design, and pharmaceuticals, such as fuel cells, dental crowns, medical devices, catalytic converters, etc. A certain amount of palladium may remain in the final product as an impurity which may have adverse effects on our health. After the human body ingests a certain amount of palladium, palladium will combine with protein, DNA, RNA and other biological macromolecules in the human body to interfere with the normal metabolism of the hum...

Claims

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Application Information

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IPC IPC(8): C07D519/00C09K11/06G01N21/64
CPCC07D519/00C09K11/06C09K2211/1011C09K2211/1044C09K2211/1088G01N21/6428
Inventor 王碧怡陆鸿飞金鑫鑫张维霞陈葳朱凌青王正义
Owner JIANGSU UNIV OF SCI & TECH
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