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Industrial production method of alkylbenzene sulfonyl chloride

A technology for the production of alkylbenzenesulfonyl chloride and its production method, which is applied in the fields of sulfonic acid preparation and organic chemistry, and can solve problems such as difficult separation of materials and waste acid, poor safety of production equipment, lack of competitiveness in production, etc., and achieve good intrinsic safety , production cost reduction, and the effect of reducing the amount of hazardous chemicals

Active Publication Date: 2010-12-08
浙江嘉福新材料科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Process flow of traditional crafts ( figure 1 ) adopt alkylbenzene to directly react with excess chlorosulfonic acid, a large amount of waste sulfuric acid and waste hydrochloric acid will be produced, which are difficult to handle, and the pollution of the three wastes is large; The cost is too high and the production is not competitive; in the large-scale production process, due to the use of a large amount of chlorosulfonic acid in the batch reaction system, the safety of the production unit is very poor

Method used

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  • Industrial production method of alkylbenzene sulfonyl chloride
  • Industrial production method of alkylbenzene sulfonyl chloride
  • Industrial production method of alkylbenzene sulfonyl chloride

Examples

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Embodiment 1

[0026] Through the metering pump, the benzene (liquid paraffin) solution with a flow rate of 39 kg / h and a concentration of 20% is cooled and the liquid sulfur trioxide (liquid paraffin) solution with a flow rate of 16 kg / h and a concentration of 50% through pre-cooling is injected simultaneously with stirring In a 500ml four-neck flask continuous sulfonation pipeline reactor with a device, a thermometer and a feeding port, the reaction is controlled at a temperature of 50-60°C. The reacted feed liquid enters the continuous chlorination pipeline reactor together with the chlorosulfonic acid with a flow rate of 11.6kg / h. The reaction temperature is controlled at 60-70°C. After the reaction, it enters the continuous precipitation system. The benzenesulfonyl chloride product is 16.4kg / h, the product purity is 97%, and the yield is 90.1%.

Embodiment 2

[0028] Add 920kg of toluene and 500kg of chloroform into a 3000L reaction kettle with a stirrer, a thermometer and a feeding port, start stirring, and add 1600kg of liquid sulfur trioxide / chloroform solution dropwise at a temperature of 60-70°C (wherein the concentration of sulfur trioxide is 50% ), after dripping and keeping warm for 1 hour, then add 1160kg chlorosulfonic acid at 60-70°C, and after dropping, heat up to 70-80°C and keep warm for 1 hour. Cool to 20°C, add a small amount of water to wash, separate the layers, and desolventize the solvent layer to obtain 1860 kg of toluenesulfonyl chloride product with a purity of 95% and a yield of 92.8%.

Embodiment 3

[0030] Add 10 grams of liquid paraffin in a 500 ml four-necked flask with a stirrer, a thermometer and a feed port, start stirring, then dropwise add 0.1 mol of benzene and 0.05 mol of liquid sulfur trioxide (wherein containing 10 grams of liquid paraffin), controlled at React at a temperature of -20-0°C, keep the temperature for 2 hours after dropping, then add 0.35mol chlorosulfonic acid at -20°C, raise the temperature to 60-70°C and keep warm for 2 hours after dropping. Cool to 20°C, add a small amount of water to wash, separate layers, and desolventize the solvent layer to obtain 16.4 g of benzenesulfonyl chloride product with a purity of 97% and a yield of 90.1%.

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Abstract

The invention relates to an industrialized production process of alkyl benzenesulfonyl chloridebenzene sulfonyl chloride, which uses tubular reactor to continuously or kettle-type intermittently sulfonate alkyl benzene and liquid sulfur trioxide in the solvent as liquid sulfur dioxide, liquid wax, ligarine, and halohydrocarbon of C1-C4, 90-120# solvent oil and alkane of C4-C8 or the like, directly treats the reaction product and chlorosulfonic acid with acyl chlorination via a tubular reactor continuously or a kettle intermittently, to generate alkyl benzenesulfonyl chloridebenzene sulfonyl chloride, washes alkyl benzenesulfonyl chloridebenzene sulfonyl chloride, removes acid, and desolventizes to generate product alkyl benzenesulfonyl chloridebenzene sulfonyl chloride. The invention avoids generating hydrochloride gas, to support tube continuous production, reduce dangerous chemical in production system, reduce equipment investment, and improve economic benefit, which replaces chlorosulfonic acid with sulfur trioxide to process sulphonation to realize clean production and reduce material cost.

Description

technical field [0001] The present invention relates to an industrialized production method of alkylbenzenesulfonyl chloride, more specifically to a new process for continuously or intermittently producing alkylbenzenesulfonyl chloride by utilizing liquid sulfur trioxide and chlorosulfonic acid in a solvent. Background technique [0002] Alkylbenzenesulfonyl chloride produced by chlorosulfonation of alkylbenzene (benzene, toluene, ethylbenzene, etc.) is an important fine chemical product, an important intermediate in the pharmaceutical, dye, pigment, and plastic additive industries, and has a wide range of uses . [0003] At present, there are several methods for producing alkylbenzenesulfonyl chloride in industry, but most of them are produced by reacting alkylbenzene with excess chlorosulfonic acid and then hydrolyzing the excess chlorosulfonic acid. When adding different additives, such as phosphorus oxychloride, inorganic ammonium salt, alkali metal or alkaline earth me...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C309/30C07C303/02
Inventor 王宏亮邓建军屠力冬陈奇文余锡恒胡文俊顾群峰
Owner 浙江嘉福新材料科技有限公司
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