Preparation method of sodium p-styrenesulfonate

A technology of sodium styrene sulfonate and sulfonic acid, applied in the preparation of sulfonate, organic chemistry, etc., can solve the problems of difficult preparation and easy polymerization of β-bromophenylethane, and achieve difficult polymerization, reduced pollution, and unit consumption low effect

Active Publication Date: 2019-06-04
XZL BIO TECHNOLOGY CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Its reason is that raw material β-bromophenylethane is more difficult to prepare, and another reason is that sodium p-styrene sulfonate is easy to polymerize in the production process, even if produce qualified product, still may polymerize in placing or dissolving use process, therefore difficult for production

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] 1>Add 281kg of β-chlorophenylethane into a 2000L glass-lined reactor, add 560L of dichloroethane while stirring, add 2.8kg of glacial acetic acid, control the temperature at 20-90°C, and keep it for 6 hours, then pass in trioxide Sulfur gas 168kg, temperature control below 0°C, drop 439L of deionized water, let it stand for 20 minutes to separate layers, the lower layer of dichloroethane is purified and reused, the upper layer of water layer is added to the concentration tank, and the vacuum is kept above 0.08MPa, Concentrate 292 kg of water to obtain 585.6 kg of p-sulfonic acid-β-chlorophenylethane aqueous solution, wherein the content of p-sulfonic acid-β-chlorophenylethane is 75%. Transfer the p-sulfonic acid-β-chlorophenylethane solution into a glass-lined high-level tank, and add 200 mL of 40% diethylhydroxylamine aqueous solution.

[0039] 2>Add 400kg of 50% NaOH solution to the neutralization kettle, add 171kg of deionized water under stirring, dilute to 35% conc...

Embodiment 2

[0043] Carry out sulfonation according to the feeding amount of Example 1, 265 kg of water is concentrated from the sulfonation solution, and 600 kg of p-sulfonic acid-β-chlorophenylethane aqueous solution is obtained, wherein the content of p-sulfonic acid-β-chlorophenylethane is 70%. Then process in the same manner as in Example 1 to obtain 350kg of sodium p-styrenesulfonate, yield 76.92%, sampling analysis, dry basis content 92%, moisture content 9.5%, pH value 9.5, then according to Example 1 to centrifuged The mother liquor was treated once to obtain 82.25kg of recovered product, with a yield of 18.08%, a dry basis content of 78%, and a combined yield of 95%.

Embodiment 3

[0045]Sulfonate according to the amount of feeding in Example 1, concentrate and neutralize using 40% NaOH solution, neutralize according to the method of Example 1, get 395kg of sodium p-styrenesulfonate, yield 86.81%, sampling analysis, dry basis content 91% , Moisture content 11%, pH value 10.5, then the primary mother liquor after centrifugation is processed according to embodiment 1, obtains 38.5kg of reclaimed product, dry basis content 82%, yield 8.46%, combined yield is 95.27%.

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Abstract

The invention belongs to the field of organic synthesis and specifically relates to a preparation method of sodium p-styrenesulfonate. The preparation method comprises the following steps: (1) (2-chloroethyl)benzene and SO3 react to generate p-sulfonic acid-(2-chloroethyl)benzene; and (2) the p-sulfonic acid-(2-chloroethyl)benzene prepared in the step (1) reacts with NaOH to generate sodium p-styrenesulfonate. The invention has the following advantages: (2-chloroethyl)benzene adopted in the invention is cheap and easily available and its unit consumption and cost are lower. In addition, motherliquor produced by the method can be subjected to centrifugal separation to obtain pure sodium p-styrenesulfonate. Part of sodium p-styrenesulfonate dissolved in the primary mother liquor can be recovered to obtain a recycled product. Recovered secondary mother liquor almost contains no sodium p-styrenesulfonate, and concentrated secondary mother liquor can recover industrial sodium chloride. Thereby, the pollution of ''three wastes (waste gas, waste water and industrial residue)'' to the environment is reduced. In addition, the sodium p-styrenesulfonate prepared by the method is not easy topolymerize. The prepared product is not easy to polymerize when being placed or dissolved for use, and the property is stable.

Description

technical field [0001] The invention belongs to the field of organic synthesis, and in particular relates to a preparation method of sodium p-styrenesulfonate. Background technique [0002] Sodium p-styrene sulfonate is a widely used surfactant used in the manufacture of acrylic fibers (DuPont process). Sodium p-styrene sulfonate can be copolymerized with other substances to produce products with multiple uses, such as adhesives, food preservation films and conductive films (PEDOT), etc. The report on the synthesis of sodium p-styrene sulfonate began in 1976 with the patents JP51-4140 and JP55-31059 of Toyoko Corporation of Japan. Toyoko Corporation of Japan has also applied for a patent US5898083. This patent provides protection for the stability of the product. It is pointed out in the patent that water makes sodium p-styrene sulfonate exist stably at normal temperature, and it will quickly polymerize when it loses water, and the activity of the vinyl group disappears. ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C303/32C07C309/29
Inventor 胡莉萍孟庆荣胡冠丰
Owner XZL BIO TECHNOLOGY CO LTD
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