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Preparation method of alkyl zinc sulfinate series compound

A technology of zinc hydrocarbyl sulfinate and compound, which is applied in the fields of plastics, rubber, lubricating oil additives, and pesticide intermediates, can solve the problems of many equipments, high cost of raw materials, and low product yield, etc., and achieves chemical oxygen demand. The effect of reducing the amount, improving the product yield, and simplifying the process

Active Publication Date: 2020-05-05
HEBI YUANHAO CHEM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Weaknesses are: 1. benzenesulfonyl chloride is easily hydrolyzed under alkaline conditions, and the product yield is only 85% and the quality is relatively poor; the separation and treatment of a large amount of hydrolysis and inorganic salt by-products is very difficult, and it is even more difficult to resource utilization
②This route is a multi-step reaction, using a lot of equipment and complicated operation steps
Disadvantages ① The reduction activity of zinc powder is low, and an excess of more than 50% is required, resulting in high raw material costs
② Excessive zinc powder is difficult to separate from the product, which affects product quality
③This route also uses a solvent medium. Obviously, there is a greater safety risk when zinc powder and organic solvents coexist

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] Put 100mL of water, 44.4g of anhydrous sodium sulfite, and 22.8g of zinc oxide into a 500mL flask at room temperature, stir, add 50.0g of benzenesulfonyl chloride dropwise at room temperature, raise the temperature to reflux and keep for 3h after the addition. Separate and collect the mother liquor, wash the filter cake with water, and dry to obtain zinc benzenesulfinate. The yield was 99.8%, and the purity detected by liquid chromatography was 99.21%.

[0024] At room temperature, add the collected mother liquor, 31.41 g of 40% dimethylamine aqueous solution, and 34.85 g of 32% sodium hydroxide solution to a 1L flask and mix evenly. Continue to add 21.78 g of carbon disulfide dropwise for 2-3 hours and keep warm for 2 hours. Raise the temperature to 60-70°C until the reaction ends. Separate, wash with water and dry to obtain a white powder product. The yield is 98.5% based on dimethylamine.

Embodiment 2

[0026] Put 2000kg of water, 296.0kg of anhydrous sodium sulfite and 182.4kg of zinc oxide into 5 m 3 Stir the reaction kettle, add 400.0kg of benzenesulfonyl chloride dropwise at 35-40°C, raise the temperature to reflux after the addition, and keep it for 10h. The mother liquor was separated and collected, the filter cake was washed with water and dried to obtain zinc benzenesulfinate with a yield of 99.2% and a purity of 98.9% by liquid chromatography.

[0027] At room temperature, the collected mother liquor 2m 3 , 63.44 kg of 40% dimethylamine aqueous solution, and 70.36 kg of 32% sodium hydroxide solution were mixed evenly, and 43.96 kg of carbon disulfide was continued to be added dropwise, and the addition was completed in 4-5 hours, and the temperature was kept for 2 hours. Raise the temperature to 60-70°C until the reaction ends. Separate, wash with water and dry to obtain a white powder product. The yield is 98.9% based on dimethylamine.

Embodiment 3

[0029] Put 2000kg water, 444.0kg anhydrous sodium sulfite, 202.8kg zinc oxide into 5m 3 Stir the reaction kettle, slowly add 431.76kg of p-toluenesulfonyl chloride at 40-50°C, raise the temperature to reflux after the addition, and keep it for 10h. Separating and collecting the mother liquor, washing the filter cake with water, and drying to obtain a white powder of zinc p-toluenesulfinate with a yield of 99.9% and a purity of 99.4% as detected by liquid chromatography.

[0030] At room temperature, the collected mother liquor 2m 3 , 70.54 kg of 40% dimethylamine aqueous solution, and 79.02 kg of 32% sodium hydroxide solution were mixed evenly, and 49.37 kg of carbon disulfide was continued to be added dropwise for 4 to 5 hours, and kept for 2 hours. Raise the temperature to 60-70°C until the reaction ends. Separate, wash with water and dry to obtain a white powder product. The yield is 99.0% based on dimethylamine.

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PUM

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Abstract

The invention relates to a preparation method of an alkyl zinc sulfinate series compound. Alkyl sulfonyl chloride is added into a mixed system of sodium sulfite, zinc oxide and water, an alkyl zinc sulfinate series product is obtained by a one-pot method, and salt-containing mother liquor provides a zinc source for zinc dialkyl dithiocarbamate. The method can be carried out on conventional equipment, no organic solvent is used, the operation is simple and convenient, and the safety is high; hydrolysis of alkyl sulfonyl chloride is effectively controlled, and the product yield is remarkably increased; and recycling of by-products is achieved.

Description

technical field [0001] The invention relates to a method for synthesizing zinc hydrocarbyl sulfinate compounds, which are mainly used for pesticide intermediates, plastics, rubber, and lubricating oil additives. Background technique [0002] At present, in the production technology of zinc hydrocarbyl sulfinate, there are mainly the following two routes: [0003] One route is to use hydrocarbyl sulfonyl chloride, sodium sulfite, and sodium hydroxide to react in water to generate sodium hydrocarbyl sulfinate, and then react with zinc chloride to produce zinc hydrocarbyl sulfinate. This method reacts quickly and is one of the most commonly used production routes for zinc benzenesulfinate. The disadvantages are: 1. benzenesulfonyl chloride is easily hydrolyzed under alkaline conditions, and the yield of the product is only 85% and the quality is poor; the separation and treatment of a large amount of hydrolysis and inorganic salt by-products is very difficult, and it is even m...

Claims

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Application Information

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IPC IPC(8): C07C313/04C07C333/16
CPCC07C313/04C07C333/16
Inventor 李红良丁炳伟刘俊勇张智亮常帅军崔向辉焦瑞艳
Owner HEBI YUANHAO CHEM CO LTD