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Method for recovering paratoluensulfonyl chloride from waste water generated by producing aryloxy phenoxy propionic acid herbicide

A technology of aryloxyphenoxypropionic acid and p-toluenesulfonyl chloride is applied in the field of organic chemical wastewater treatment and recovery, and achieves the effects of simple process flow, reduction of COD content, and large process production effect.

Inactive Publication Date: 2012-10-24
JIANGSU FENGSHAN GROUP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0019] Therefore, the purpose of this invention is to exist above-mentioned problem in the existing aryloxyphenoxypropionic acid herbicide production process, to provide a kind of production waste water of aryloxyphenoxypropionic acid herbicide to main raw material The recovery method of p-toluenesulfonyl chloride

Method used

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  • Method for recovering paratoluensulfonyl chloride from waste water generated by producing aryloxy phenoxy propionic acid herbicide
  • Method for recovering paratoluensulfonyl chloride from waste water generated by producing aryloxy phenoxy propionic acid herbicide
  • Method for recovering paratoluensulfonyl chloride from waste water generated by producing aryloxy phenoxy propionic acid herbicide

Examples

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Effect test

Embodiment 1

[0036] Example 1: Taking quizalofop-p-ethyl production wastewater as an example, p-toluenesulfonyl chloride was prepared with chlorine gas as the acid chloride reagent and dimethylformamide (DMF) as the polar solvent.

[0037] Take 200g of waste water containing p-toluenesulfonate from the workshop and put it into a 500ml four-necked bottle, add 19.0g (0.187mol) concentrated hydrochloric acid at room temperature to acidify to pH 1-2, after acidification, add 4.0g of activated carbon to decolorize for 1.0h, Suction filtration, the filtrate was distilled at normal pressure, after 100g of water was distilled off, 100g of toluene was added to the system to carry out normal pressure reflux with water until the system was free of water. 38 g (0.17 mol) of solid were obtained by suction filtration.

[0038] Put the obtained solid into a 250ml four-necked bottle, add 76g of dichloromethane and 2.50g (0.034mol) of DMF at the same time, start to feed chlorine gas into the system for 6-7...

Embodiment 2

[0039] Example 2: Taking quizalofop-p-ethyl production wastewater as an example, p-toluenesulfonyl chloride was prepared using thionyl chloride as the acid chloride reagent and DMF as the reaction solvent.

[0040] Take 200g of waste water containing p-toluenesulfonate from the workshop into a 500ml four-neck bottle, add 19.5g (0.188mol) concentrated hydrochloric acid at room temperature to acidify to pH 1-2, after acidification, add 4.0g of activated carbon for decolorization for 1.0h, Suction filtration, the filtrate was distilled at normal pressure, after 100g of water was distilled off, 100g of toluene was added to the system to carry out normal pressure reflux with water until the system was free of water. Suction filtration yielded 38.2 g (0.171 mol) of solid.

[0041] Put the obtained solid into a 250ml four-necked bottle, add 76g of dichloromethane and 2.50g (0.034mol) of DMF at the same time, add 24.49g (0.204mol) of thionyl chloride dropwise at 20-25 degrees, and the...

Embodiment 3

[0042] Example 3: Taking quizalofop-p-ethyl production wastewater as an example, p-toluenesulfonyl chloride was prepared using chlorosulfonic acid as the acid chloride reagent.

[0043] Take 200g of waste water containing p-toluenesulfonate from the workshop into a 500ml four-necked bottle, add 18.7g (0.186mol) concentrated hydrochloric acid at room temperature to acidify to pH 1-2, after acidification, add 4.0g of activated carbon for decolorization for 1.0h, Suction filtration, the filtrate was distilled at normal pressure, after 100g of water was distilled off, 100g of toluene was added to the system to carry out normal pressure reflux with water until the system was free of water. Suction filtration yielded 38.2 g (0.171 mol) of solid.

[0044] Put the obtained solid into a 250ml four-neck bottle, add 76.4g of dichloroethane at the same time, add 40.80g (0.34mol) of chlorosulfonic acid dropwise at 40-70 degrees, and complete the reaction in 1h, add 100g of ice water to was...

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Abstract

The invention discloses a method for recovering paratoluensulfonyl chloride from waste water generated by producing an aryloxy phenoxy propionic acid herbicide, which comprises the following steps of: adding acid to a solution containing tosylate to be acidized, performing decolorizing treatment, then removing water, dissolving obtained p-toluenesulfonic acid in a polar solvent, and adding an acyl chlorination reagent at a certain temperature to react to obtain the paratoluensulfonyl chloride. The purity of the paratoluensulfonyl chloride obtained by using the recovering method is more than 98%, and the recovery rate is more than 95%. The recovering method is successfully researched, so that the recycling of raw materials is realized, the production cost is reduced, and the COD (Chemical Oxygen Demand) content of the waste water is reduced. The method is suitable for large-scale industrial recycling.

Description

technical field [0001] The invention relates to the technical field of organic chemical wastewater treatment and recovery, in particular to a method for recovering raw material toluenesulfonyl chloride from the production wastewater of an aryloxyphenoxypropionic acid herbicide. Background technique [0002] Aryloxyphenoxypropionic acid herbicides are widely used in broad-leaved crops to control grass weeds, and were further optimized and discovered on the basis of 2,4-D. It was first developed by Hoechst. In 1975, it was reported that dichlorpyr had herbicidal activity. In 1976, Dow Chemical Company discovered dihalaprop-methyl, and then developed several varieties. Such herbicides are widely used in broadleaf crops to control grass weeds, and quizalofop-p-ethyl is one of the representative species. [0003] The basic chemical structures of these herbicides are as follows: [0004] [0005] (R1 is an aromatic group, the carbon atom marked with * is a chiral carbon atom,...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C309/86C07C303/02
Inventor 王俊
Owner JIANGSU FENGSHAN GROUP
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