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Method for preparing p-toluenesulfonic acid through toluene sulfonation

A technology of p-toluenesulfonic acid and toluene, which is applied in the preparation of sulfonic acid and organic chemistry, can solve the problems of low sulfonation activity of concentrated sulfuric acid, energy consumption of Jiaotong University, and a large amount of waste acid, so as to suppress other side reactions, save resources, The effect of increasing the conversion rate

Inactive Publication Date: 2019-01-18
浙江工业大学上虞研究院有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, the concentrated sulfuric acid sulfonation method is mainly used in the industry. The advantage is that the process route is proficient, and p-toluenesulfonic acid can be obtained stably. Low, requires excessive concentrated sulfuric acid and high energy consumption, the reaction process will produce a large amount of waste acid, energy consumption is large, and time-consuming

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] The method for preparing p-toluenesulfonic acid by toluene sulfonation, the specific operation method comprises the following steps:

[0026] (1), in N 2 Under protection, heat toluene to 50°C, add positioning agent to it for mixing, and stir for 20 minutes to obtain a mixture;

[0027] (2), put the mixture into the multi-tube membrane sulfonation reactor, and pass SO into it 3 / Nitrogen mixed gas for continuous sulfonation reaction;

[0028] (3) Place the product flowing down from the sulfonation reactor in an aging tank, keep it warm at 70°C for 40 minutes, then distill off the toluene, add water to extract p-toluenesulfonic acid, and distill under reduced pressure to obtain p-toluenesulfonic acid;

[0029] (4), the sulfonation reaction can be carried out for the second time after the evaporated toluene is condensed.

[0030] The positioning agent is N-fluorobisbenzenesulfonamide, acetic acid and dimethyl sulfone in a molar ratio of 1:6:5; toluene and SO 3 The mol...

Embodiment 2

[0034] The method for preparing p-toluenesulfonic acid by toluene sulfonation, the specific operation method comprises the following steps:

[0035] (1), in N 2 Under protection, heat toluene to 70°C, add positioning agent to it for mixing, and stir for 40 minutes to obtain a mixture;

[0036] (2), put the mixture into the multi-tube membrane sulfonation reactor, and pass SO into it 3 / Nitrogen mixed gas for continuous sulfonation reaction;

[0037] (3) Place the product flowing down from the sulfonation reactor in an aging tank, keep it warm at 90°C for 60 minutes, then steam out toluene, add water to extract p-toluenesulfonic acid, and distill under reduced pressure to obtain p-toluenesulfonic acid;

[0038] (4), the sulfonation reaction can be carried out for the second time after the evaporated toluene is condensed.

[0039] The positioning agent is N-fluorobisbenzenesulfonamide, acetic acid and dimethyl sulfone in a molar ratio of 1:6:5; toluene and SO 3 The molar rat...

Embodiment 3

[0043] The method for preparing p-toluenesulfonic acid by toluene sulfonation, the specific operation method comprises the following steps:

[0044] (1), in N 2 Under protection, heat toluene to 50°C, add positioning agent to it for mixing, and stir for 40 minutes to obtain a mixture;

[0045] (2), put the mixture into the multi-tube membrane sulfonation reactor, and pass SO into it 3 / Nitrogen mixed gas for continuous sulfonation reaction;

[0046] (3) Place the product flowing down from the sulfonation reactor in an aging tank, keep it warm at 70°C for 60 minutes, then distill off the toluene, add water to extract p-toluenesulfonic acid, and distill under reduced pressure to obtain p-toluenesulfonic acid;

[0047] (4), the sulfonation reaction can be carried out for the second time after the evaporated toluene is condensed.

[0048] The positioning agent is N-fluorobisbenzenesulfonamide, acetic acid and dimethyl sulfone in a molar ratio of 1:6:5; toluene and SO 3 The mol...

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PUM

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Abstract

The invention discloses a method for preparing p-toluenesulfonic acid through toluene sulfonation. The method comprises the following steps of using methylbenzene as raw materials; using a multitubular membrane sulfonation reactor; introducing mixed gas of SO3 / nitrogen gas into the reactor for sulfonation reaction; obtaining the p-toluenesulfonic acid, wherein positioning agents are mixed in the methylbenzene, and are mixtures of N-fluorobenzenesulfonimide, acetic acid and xylene sulfone. The preparation method provided by the invention has the advantages that the positioning agents are added;the conversion rate from methylbenzene to p-toluenesulfonic acid is effectively improved; meanwhile, unreacted methylbenzene can be reused; the resource use rate is improved.

Description

technical field [0001] The invention relates to the technical field of chemical synthesis, in particular to a method for preparing p-toluenesulfonic acid by sulfonating toluene. Background technique [0002] In modern chemical industry, the sulfonation reaction occupies an important position and is an important step in the synthesis of various organic products. It has been widely used in pesticides, medicines, detergents, dyes, plastics, mineral processing and petroleum industries. The sulfonation reaction is a kind of reaction that introduces sulfonic acid groups into aromatic hydrocarbon compounds. After the introduction of sulfonic acid groups, the organic compounds have the characteristics of easy transformation and hydrolysis. Moreover, the product of the sulfonation reaction can be directly used as a surfactant product; or it can be used as an intermediate to continue the reaction and be converted into a product containing groups such as hydroxyl, amino, and chlorine g...

Claims

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Application Information

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IPC IPC(8): C07C303/06C07C309/30
CPCC07C303/06C07C309/30
Inventor 叶青许萌罗书平王哲
Owner 浙江工业大学上虞研究院有限公司
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