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Fluorescent probe containing N, N-diethyl p-thylaminophenol and application thereof in thiophenol detection

A fluorescent probe and rhodol technology, which is applied in the fields of fluorescence/phosphorescence, luminescent materials, organic chemistry, etc., can solve the problems of inability to apply thiophenol rapid detection, inconvenient popularization and application, high price, etc., and achieve high accuracy , high sensitivity and simple operation

Inactive Publication Date: 2015-04-15
陕西省计量科学研究院
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The GC method has high sensitivity and good reproducibility. However, due to the high price and cumbersome operation of the GC instrument, it is not convenient for the popularization and application of basic production and scientific research units.
In addition, due to the limitation of equipment conditions, the national standard method cannot be applied to the on-site rapid detection of thiophenol

Method used

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  • Fluorescent probe containing N, N-diethyl p-thylaminophenol and application thereof in thiophenol detection
  • Fluorescent probe containing N, N-diethyl p-thylaminophenol and application thereof in thiophenol detection
  • Fluorescent probe containing N, N-diethyl p-thylaminophenol and application thereof in thiophenol detection

Examples

Experimental program
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Effect test

Embodiment 1

[0018] Synthesis of Fluorescent Probes Containing N,N-Diethyl-p-rhodol

[0019] 1. Synthesis of 3-(N,N-diethyl)-6-hydroxy-fluoran

[0020] Add 2.0g of 3-diethylaminophenol, 1.5g of phthalic anhydride and 15mL of toluene into a 25mL round bottom flask, heat up to 120°C, stir and reflux for 10 hours, cool to 50°C, and use 36% NaOH aqueous solution Adjust the pH value of the reaction system to 11, then raise the temperature to 90°C, stir and reflux for 6 hours, cool and filter, dissolve the filter cake in 50mL distilled water, adjust the pH value to 6 with 20% HCl aqueous solution, filter, and dry , recrystallized with absolute ethanol to obtain the pink product 2'-carboxy-4'-diethylamino-2'-hydroxybenzophenone; add 4.120 mg of 2'-carboxy-4'-di Ethylamino-2'-hydroxybenzophenone, 42mg resorcinol, 3mL methanesulfonic acid, stirred at 90°C for 24 hours, cooled to room temperature, poured the reaction solution into 15mL ice water, filtered, washed with 20mL distilled water, and drie...

Embodiment 2

[0027] The use of the fluorescent probe containing N,N-diethyl-p-rhodol prepared in Example 1 in the detection of thiophenol, its specific detection method is as follows:

[0028] Add 4.0mL absolute ethanol, 2.0mL phosphate buffer solution with a pH value of 7.4, 0.02mL ethyl acetate solution of 1.0mmol / L fluorescent probe, and the sample solution to be tested to a 10mL colorimetric tube, and set Let it stand at room temperature for 25 minutes, and use a fluorescence spectrophotometer to detect the fluorescence intensity of the reaction system at a wavelength of 543nm. According to the formula F=173.65681C+7.89118, calculate the concentration of thiophenol in the sample solution to be tested, where F is the fluorescence intensity of the reaction system at 543nm, and C is the concentration of thiophenol in the reaction system, in μmol / L.

[0029] In order to prove the beneficial effects of the present invention, the inventor has carried out a large amount of laboratory research...

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Abstract

The invention discloses a fluorescent probe containing N, N-diethyl paramethylaminophenol and application thereof in the thiophenol detection. The structural formula of the fluorescent probe is as follows: in a phosphate buffered solution with pH value of 7.4, the compound can be in nucleophilic substitution reaction with thiophenol for releasing out the strong fluorescent material 3-(N, N-diethyl)-6-hydroxy-fluorane, so that the reaction system has a strong fluorescent signal at the wavelength of 543 nm; experimental results show that the fluorescent probe is used to detect the thiophenol; the detection limit of the thiophenol is 6.0*10<-9>mol / L; the relative standard deviation is 2.6%; the qualitative and quantitative detection of the thiophenol can be realized. The detecting method is simple in operation, high in accuracy and sensitivity and good in selectivity; different thiol compounds have no disturbance to the system of the fluorescent probe detecting the thiophenol; the fluorescent probe can be used for detecting the content of the thiophenol in a water sample.

Description

technical field [0001] The invention belongs to the technical field of thiophenol detection, and in particular relates to a fluorescent probe containing N,N-diethyl-p-rhodol and a method for measuring thiophenol with the fluorescent probe by means of fluorescence photometry. Background technique [0002] Thiophenol is a colorless liquid with a special odor and is not easily soluble in water. It is an important reaction intermediate in organic synthesis and can be used to synthesize various drugs, catalysts, polymerization inhibitors, fuels, etc., such as the production of medicine chloramphenicol Thiamphenicol, local anesthetics, pesticide Kewensan, rubber regeneration agent, petroleum additives, etc. Thiophenol has a strong irritating effect on the eyes, mucous membranes, respiratory tract and skin. It is easy to cause poisoning after inhalation, with symptoms such as burning sensation, coughing, wheezing, nausea, and vomiting. It is transmitted to the kidneys and liver thr...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D493/10C09K11/06G01N21/64
Inventor 吴永顺李域杨小峰孙喜荣郭毅于得水
Owner 陕西省计量科学研究院
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