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Method for removing nitrosamine from dinitroaniline herbicides

A technology of dinitroaniline and herbicide, applied in the field of chemistry, can solve the problems of low nitrosamine content, failure to meet the export requirements of nitrosamines, etc.

Inactive Publication Date: 2012-10-03
山东华阳农药化工集团有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Invention patent "CN 101070287A" titled "Method for removing N-nitroso pendimethalin from pendimethalin", only removes nitrosamines of pendimethalin, but nitroso pendimethalin The content of amine is less than 100ppm, which cannot meet the export requirement of nitrosamine content ≤ 1.0ppm. The method used is hydrochloric acid and FeCl 2 4H 2 O for removal

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0016] Put 100g of trifluralin (containing nitrosamine 150ppm), 200g of toluene, 43g of hydrofluoric acid, and 0.3g of methanesulfonic acid in a 500mL reaction bottle, raise the temperature to 90-95°C, and react for 5 hours. Layering, the water phase was applied mechanically, the oil phase was washed with water, and desolvated under reduced pressure to obtain the original drug, and the content of nitrosamines was 0.79ppm by sampling.

Embodiment 2

[0018] Put 150g of dichloramine (containing nitrosamine 250ppm), 200g of dichloroethane, 9g of hydrobromic acid, and 0.6g of methanesulfonic acid in a 500mL reaction bottle, raise the temperature to 70-75°C, and react for 4 hours. After the completion of the separation, the water phase layer was applied mechanically, the oil phase layer was washed with water, and desolvated under reduced pressure to obtain the original drug, and the content of nitrosamine was analyzed by sampling to 0.18ppm.

Embodiment 3

[0020] Put 250g of dimethamine (containing nitrosamine 180ppm), 750g of trichloroethane, 15g of hydroiodic acid, and 1.3g of methanesulfonic acid in a 1000mL reaction flask, raise the temperature to 100-110°C, and react for 8 hours. After the completion of the separation, the aqueous layer was applied mechanically, the oily layer was washed with water, and desolvated under reduced pressure to obtain the original drug, and the content of nitrosamine was sampled and analyzed to 0.46ppm.

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PUM

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Abstract

The invention discloses a method for removing nitrosamine from dinitroaniline herbicides. The method comprises the steps of: adding a solvent, haloid acid and a remover methylsulfonic acid in the production synthesis process of raw dinitroaniline herbicide or a raw dinitroaniline herbicide product, and carrying out nitrous removal reaction to convert byproduct nitrosamine into a target product, such as trifluralin, pendimethalin, Amex820, oryzalin, dinitramine, isopropalin, bulab-37 and fluchloralin, so that the nitrosamine content is not more than 1.0ppm and achieves the export standard.

Description

technical field [0001] The invention relates to a method for removing nitrosamines in dinitroaniline herbicides, belonging to the field of chemistry. Background technique [0002] Dinitroaniline herbicides usually refer to 4-substituted (or 3,4-disubstituted) 2,6-dinitroaniline, which is a new class of herbicides, since the Trifluralin of Eli Lilly Company in 1960 Since its inception, after more than ten years of development, it has become a herbicide with many varieties and high yields. Dinitroaniline herbicides are soil treatment agents, mainly absorbed through the germinating shoots, and the root absorption is secondary. These herbicides bind to tubulin and inhibit microtubule polymerization at the growing end of tubules, resulting in loss of microtubules and inhibition of cell mitosis. Apply before sowing, before transplanting, or before seedlings after sowing. Widely used in crop fields such as rice, sugarcane, corn, potato, soybean, peanut, cotton, sunflower, tobac...

Claims

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Application Information

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IPC IPC(8): C07C209/84C07C211/52C07C311/39C07C303/44
Inventor 王同涛宋东升孙景文马洪艳刘勇孔斌赵林东薛红伟李少华
Owner 山东华阳农药化工集团有限公司
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