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Benzimidazole fluorescent probe for trifluralin detection and synthesis method thereof

A benzimidazole, fluorescent probe technology, applied in fluorescence/phosphorescence, chemical instruments and methods, luminescent materials, etc., can solve the problem of few fluorescence detection methods, and achieve the effect of high selectivity and high sensitivity

Active Publication Date: 2021-03-23
GUILIN UNIVERSITY OF TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Among many detections, fluorescence detection is simple, fast and widely used. However, there are very few fluorescence detection methods for trifluralin

Method used

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  • Benzimidazole fluorescent probe for trifluralin detection and synthesis method thereof
  • Benzimidazole fluorescent probe for trifluralin detection and synthesis method thereof
  • Benzimidazole fluorescent probe for trifluralin detection and synthesis method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0018] Preparation of compound 1

[0019]

[0020] In a 100mL round bottom flask, add 3.12g of vanillin, 1.08g of o-phenylenediamine and 25mL of anhydrous methanol, heat to reflux for 6h, cool down to room temperature, the system precipitates a solid, filter, the filter cake is washed with anhydrous methanol, and dried. 1.88 g of white solid (namely compound 1) was obtained with a yield of 50%.

[0021] HRMS (ESI) C 22 h 20 N 2 o 4 calcd.for[M+H] + 377.1501; found 377.1482.

[0022] Preparation of compound 2

[0023]

[0024] In a 50 mL round bottom flask, add 0.37 g of compound (1), 0.69 g of N,N-diphenyl chloride formamide and 20 mL of pyridine, stir at 60°C for 12 h, and monitor the reaction with a TLC plate. After the reaction was completed, the mixture was washed successively with dilute HCl and saturated NaCl solution, and then extracted three times with dichloromethane. The organic layers were combined, and the organic phase was dried with anhydrous sodiu...

example 2

[0027] In compound 2 10 -5 10 equivalents of hypochlorous acid, hydrogen peroxide, formaldehyde, pyridine and trifluralin were respectively added to the methanol solution of M, and the changes in fluorescence emission intensity at 292 nm were measured. It was found that after adding 10 equivalents of different organic substances, compound 2 had good selectivity to trifluralin, and the fluorescence was quenched at 350 nm, such as figure 1 and figure 2 shown.

[0028] In compound 2 10 -5 The methanol solution of M was added different concentrations of trifluralin standard solution and the soil sample solution was obtained by leaching the trifluralin soil sample solution for fluorescence titration experiments. It was found by comparison that compound 2 was practical and feasible as a fluorescent probe for trifluralin detection. ,Such as figure 2 and image 3 shown.

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Abstract

The invention discloses a benzimidazole fluorescent probe for trifluralin detection. The chemical structural formula is described in the specifications. O-phenylenediamine reacts with vanillic aldehyde to generate a benzimidazole ring, and N, N-diphenyl chloroformamide reacts with phenolic hydroxyl to synthesize the benzimidazole fluorescent probe for trifluralin detection. The benzimidazole fluorescent probe disclosed by the invention has high selectivity, high sensitivity and relatively low detection limit on trifluralin herbicides, and has a wide application prospect.

Description

technical field [0001] The invention relates to the field of small organic molecule fluorescent probes, in particular to a synthesis method of a benzimidazole fluorescent probe used for trifluralin detection. Background technique [0002] Trifluralin is a cheap and effective dinitro herbicide widely used in soybean, cotton, peanut and sunflower and other crops. Its herbicidal mechanism is to control germination by inhibiting weed root and bud cell division and development. The structure of trifluralin herbicide is shown below. On October 27, 2017, the list of carcinogens released by the International Agency for Research on Cancer of the World Health Organization was initially compiled for reference, and trifluralin was included in the list of 3 types of carcinogens. Therefore, it is of great significance to develop effective trifluralin monitoring methods. Among many tests, fluorescence detection is simple, fast and widely used. However, there are very few fluorescence de...

Claims

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Application Information

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IPC IPC(8): C07D235/18C09K11/06G01N21/64
CPCC07D235/18C09K11/06G01N21/643C09K2211/1014C09K2211/1044G01N2021/6432
Inventor 侯士立王俊杰夏天姿蓝珍妮
Owner GUILIN UNIVERSITY OF TECHNOLOGY
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