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A fluorescent probe for recognizing thiocyanate and its preparation and recognition method

A thiocyanate and fluorescent probe technology, applied in the field of fluorescent probes and their preparation and identification, can solve the problems of secondary environmental pollution, low sensitivity, inconvenient popularization, etc., and achieves low identification cost, strong anti-interference performance, low-cost effects

Active Publication Date: 2022-05-17
GUIZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] At present, there are many methods to realize the determination of thiocyanate, the common ones are electrode method, chromatography, photometry, polarography, voltammetry, etc. Although some of these methods are sensitive, the operation is cumbersome, and some are simple but cumbersome. The sensitivity is not high, and some even need to use toxic substances, which will cause secondary pollution to the environment. Some instruments are expensive and inconvenient to popularize

Method used

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  • A fluorescent probe for recognizing thiocyanate and its preparation and recognition method
  • A fluorescent probe for recognizing thiocyanate and its preparation and recognition method
  • A fluorescent probe for recognizing thiocyanate and its preparation and recognition method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0042] Embodiment 1: the preparation method of the fluorescent probe of recognition thiocyanate, the steps are as follows:

[0043] (1) First, tris(4-iodophenyl)amine and 4-pyridineboronic acid are mixed in a mass ratio of 1:1, and then dissolved in a mixed solution of dioxane and water mixed in a volume ratio of 2:1 to obtain A product;

[0044] (2) Product A is placed in a nitrogen-protected environment, and 20% of the Pd(PPh) of tris(4-iodophenyl)amine quality is added 3 ) 4 and 60% of the mass of tris(4-iodophenyl)amine Na 2 CO 3 , stirred at 90°C for 15 hours, cooled to 25°C after the end, diluted with water, then extracted 3 times with dichloromethane, and then extracted 3 times with saturated brine to obtain product B;

[0045] (3) with anhydrous Na 2 SO 4 Dry B product, then the solvent is spin-dried, and column chromatography (SiO 2 ) purification (EtOAc / MeOH 4:1) to obtain product C as a yellow solid;

[0046] (4) Dissolve product C in N,N-dimethylformamide, ...

Embodiment 2

[0047] Embodiment 2: the preparation method of the fluorescent probe of recognition thiocyanate, the steps are as follows:

[0048] (1) First, tris(4-iodophenyl)amine and 4-pyridineboronic acid are mixed in a mass ratio of 1:0.5, and then dissolved in a mixed solution of dioxane and water mixed in a volume ratio of 4:1 to obtain A product;

[0049] (2) A product is placed in a nitrogen-protected environment, and 10% of the Pd (PPh) of tris (4-iodophenyl) amine mass is added 3 ) 4 and 50% of the mass of tris(4-iodophenyl)amine Na 2 CO 3 , stirred at 80°C for 10 hours, cooled to 20°C after the end, diluted with water, then extracted twice with dichloromethane, and then extracted twice with saturated brine to obtain product B;

[0050] (3) with anhydrous Na 2 SO 4 Dry B product, then the solvent is spin-dried, and column chromatography (SiO 2 ) purification (EtOAc / MeOH 4:1) to obtain product C as a yellow solid;

[0051] (4) Dissolve product C in N,N-dimethylformamide, th...

Embodiment 3

[0052] Embodiment 3: the preparation method of the fluorescent probe of recognition thiocyanate, the steps are as follows:

[0053] (1) first tris(4-iodophenyl)amine and 4-pyridine boric acid are mixed in a mass ratio of 1:1.5, and then dissolved in a mixed solution of dioxane and water mixed in a volume ratio of 4:3 to obtain A product;

[0054] (2) A product is placed in a nitrogen-protected environment, and 30% of the Pd (PPh) of tris (4-iodophenyl) amine quality is added 3 ) 4 and 70% of the mass of tris(4-iodophenyl)amine Na 2 CO 3 , stirred at 100°C for 20 hours, cooled to 30°C after the end, diluted with water, then extracted 4 times with dichloromethane, and then extracted 4 times with saturated saline to obtain product B;

[0055] (3) with anhydrous Na 2 SO 4 Dry B product, then the solvent is spin-dried, and column chromatography (SiO 2 ) purification (EtOAc / MeOH 4:1) to obtain product C as a yellow solid;

[0056] (4) Dissolve product C in N,N-dimethylformam...

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Abstract

The invention discloses a fluorescent probe for identifying thiocyanate and its preparation and identification method. The molecular formula of the probe is C 57 h 75 Br 3 N 4 . Its preparation method is to first mix tris(4-iodophenyl)amine and 4-pyridine boronic acid, then be dissolved in the mixed solution of dioxane and water to obtain product A; product A is placed in a nitrogen-protected environment, Add Pd(PPh 3 ) 4 and Na 2 CO 3 , stirred at 80-100°C for 10-20h, cooled to 20-30°C after the end, diluted with water, and then extracted to obtain product B; with anhydrous Na 2 SO 4 Dry product B, then spin dry the solvent, and purify by column chromatography to obtain product C as a yellow solid; dissolve product C in N,N-dimethylformamide, then add bromooctane, heat to 75-85°C, After reacting for 30-40 hours, diethyl ether was added to the reaction solution until it was completely precipitated, filtered with suction, the solid was washed with diethyl ether, and dried to obtain a fluorescent probe for recognizing thiocyanate. The probe of the invention can identify thiocyanate, and has the characteristics of sensitive identification, high selectivity, simple operation, no pollution and low cost.

Description

technical field [0001] The invention relates to a fluorescent probe and its preparation and recognition method, in particular to a fluorescent probe for recognizing thiocyanate and its preparation and recognition method. Background technique [0002] Thiocyanate is a toxic chemical raw material. Sodium thiocyanate is used as a chemical analysis reagent for the manufacture of thiourea, mustard oil, configuration of electroplating solutions, refrigerants, steel analysis reagents, and the production of dyes, drugs, etc. . [0003] Free thiocyanate is a negatively charged polyatomic ion. In environmental monitoring, thiocyanate is potentially harmful to aquatic organisms and humans. Thiocyanate inhibits the thyroid function of the human body, and also inhibits the nervous system, leading to many health problems such as metabolic acidosis and cardiovascular system instability. In the wastewater environment, thiocyanate is easily chlorinated into a volatile highly toxic substanc...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C09K11/06C07D213/38G01N21/64
CPCC09K11/06C07D213/38G01N21/643C09K2211/1029C09K2211/1007C09K2211/1014
Inventor 郑子麒周桂林李孟轩倪新龙
Owner GUIZHOU UNIV
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