Method for preparing cyclohexyl formic acid sulfonic acid by using bipolar membrane method

A technology of cyclohexyl formic acid sulfonic acid and cyclohexyl formic acid sulfonate, applied in the direction of sulfonate preparation, chemical instruments and methods, preparation of organic compounds, etc., can solve the problems of unsatisfactory industrial application, low purity and yield, and environmental problems. Pollution and other issues, to achieve significant industrial application value and environmental benefits, high purity, reduce pollution effects

Inactive Publication Date: 2017-01-04
TIANJIN FUTESI TECH DEV
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Problems solved by technology

[0002] A large amount of waste water is produced in the production process of caprolactam by the toluene method, and cyclohexyl formate sulfonate is the main by-product, which can be converted into high value-added chemical products through subsequent deep processing. Currently, chemical separation methods are mainly used for its recovery and treatment. But the cyclohexyl formic acid sulfonate obtained by separation is a crude product, which cannot meet the needs of industrial applications. In order to turn waste into treasure and improve the industrial value of cyclohexyl formic acid sulfonate, it needs to be purified to obtain a single chemical with industrial use. However, the commonly used process for preparing cyclohexyl formic acid sulfonic acid by concentrated sulfuric acid acidification method has a long flow process, low purity and yield and can consume a large amount of sulfuric acid, accompanied by a large amount of waste acid generation, serious environmental pollution, Therefore, it is of positive practical significance to improve the existing preparation method of cyclohexyl formic acid sulfonic acid or to provide a new alternative method

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  • Method for preparing cyclohexyl formic acid sulfonic acid by using bipolar membrane method
  • Method for preparing cyclohexyl formic acid sulfonic acid by using bipolar membrane method
  • Method for preparing cyclohexyl formic acid sulfonic acid by using bipolar membrane method

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Embodiment 1

[0021] Embodiment 1: Determine the relationship between the concentration of cyclohexyl formic acid sulfonate and the current density and the content of impurity sulfuric acid in the final product

[0022] Preparation of cyclohexyl formic acid sulfonate solutions with different mass percentage concentrations, the salt solution is respectively treated by bipolar membrane electrodialysis according to the present invention, the specific conditions are voltage 25V, current density 8A / dm 2 , circulation volume 40L / h, experiment time 3h, experiment results are shown in Table 1 and image 3 shown. The results show that with the increase of the concentration of cyclohexyl formate sulfonate, the content of impurity sulfuric acid in the final product will increase accordingly, and when the concentration of cyclohexyl formate sulfonate aqueous solution is greater than 20%, the content of impurity sulfuric acid will increase significantly.

[0023] Table 1: The relationship between the c...

Embodiment 2

[0030] Embodiment 2: Determination of the structure of cyclohexyl formic acid sulfonic acid

[0031] The cyclohexyl formic acid sulfonic acid obtained by the above-mentioned electrochemical bipolar membrane method was concentrated and recrystallized to finally obtain white needle-like crystals. 1 H-NMR, 13 C-NMR identification (the described equipment is Bruker AVANCE III HD 400M), the resulting product is cyclohexyl formic acid sulfonic acid, and the collection of illustrative plates is respectively shown in the attached Figure 5-6 .

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Abstract

The invention provides a method for preparing cyclohexyl formic acid sulfonic acid from cyclohexyl formic acid sulfonate in process wastewater generated when caprolactam is produced by using a toluene method, by using a bipolar membrane electrodialysis technique. The method comprises the following step: converting cyclohexyl formic acid sulfonate in a cyclohexyl formic acid sulfonate solution into cyclohexyl formic acid sulfonic acid through bipolar membrane electrodialysis, wherein the bipolar membrane electrodialysis is achieved through three compartments, bipolar membranes, anode membranes and cathode membranes which are arranged alternatively; specific conditions are that the concentration of the cyclohexyl formic acid sulfonate solution is 5-30% (W/W), the voltage is 25V, the current density is 4-8A/dm<2>, and the reaction time is 3-4 hours. By adopting the method, a conventional concentrated sulfuric acid acidification method for preparing cyclohexyl formic acid sulfonic acid can be completely replaced, high-quality cyclohexyl formic acid sulfonic acid can be prepared, process steps are simple, meanwhile, pollution caused by a great deal of impurity sulfuric acid can be effectively avoided as parameter conditions are optimized, and remarkable industrial application values and environmental benefits can be obtained.

Description

technical field [0001] The present invention relates to a method for preparing cyclohexyl formic acid sulfonic acid by using electrochemical technology, in particular to a method for preparing cyclohexyl formic acid sulfonic acid from cyclohexyl formic acid sulfonate in caprolactam process wastewater produced by the toluene method by using a bipolar membrane electrodialysis process . Background technique [0002] A large amount of waste water is produced in the production process of caprolactam by the toluene method, and cyclohexyl formate sulfonate is the main by-product, which can be converted into high value-added chemical products through subsequent deep processing. Currently, chemical separation methods are mainly used for its recovery and treatment. But the cyclohexyl formic acid sulfonate obtained by separation is a crude product, which cannot meet the needs of industrial applications. In order to turn waste into treasure and improve the industrial value of cyclohexyl...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C303/32C07C303/44C07C309/22B01D61/58
CPCC07C303/32B01D61/58C07C303/44C07C309/22
Inventor 程怀文卢忠林杨辉
Owner TIANJIN FUTESI TECH DEV
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