Method for synthesizing resorcinol by m-hydroxybenzoic acid

A technology for synthesizing m-hydroxybenzoic acid by catalytic oxidation of hydroxybenzoic acid and cresol, which is applied in the direction of fermentation, can solve the problems of many by-products, high raw material consumption, and waste water, and achieve lower reaction temperature and pressure, shorter reaction time, The effect of reducing environmental pollution

Inactive Publication Date: 2018-04-06
JIAOCHENG XINYUANTAI BIOLOGICAL TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

It has been reported in the literature that resorcinol was prepared by the reaction of potassium carbonate and benzoic acid. The reaction process used a large amount of alkali, resulting in excessive acid consumption in the treatment process. Not only the raw material consumption was more, but also more waste water was produced.
There are also bibliographical reports to prepare resorcinol with carbonate ionic liquid and benzoic acid reaction, the raw material (referring to carbonate ionic liquid) price used in its process is higher, is not suitable for suitability for suitability for industrialized production
It is reported that carbon dioxide and benzoic acid react under normal pressure, but a large amount of potassium bicarbonate needs to be added in the reaction of this method, and the post-treatment produces more waste water, and the reaction is carried out in normal pressure and aqueous solution, so reflux is required, not only carbon dioxide The utilization rate is low, and there are many by-products, so the yield is low (up to 60%); if carbon dioxide recovery gas (for industrial waste gas, the volume content of carbon dioxide is 65 to 75%) is used for reaction, the yield is even lower

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] Add the mixture of 5mol of m-hydroxybenzoic acid, 100mL of ethyl acetate and ethanol as raw materials into the autoclave for dissolution, add the mixture of ethyl pyruvate and inulinase as catalyst for catalysis, the reaction pressure is 4.0MPa, and the reaction temperature is 100 degrees Celsius , reacted for 1 hour; after the decomposition reaction solution obtained in the above process was cooled to room temperature, filtered, and the solvent was filtered off, the obtained filtrate was extracted with polyethylene glycol, and the obtained extraction layer was removed from polyethylene glycol to obtain a solid, which was used Dissolve the solid in distilled water, add an inorganic base to adjust the pH of the solution to 9, and distill to obtain resorcinol. The mass ratio of the mixed catalyst ethyl pyruvate and inulinase is 2:1. The reaction conversion was 95%.

Embodiment 2

[0030] Add the mixture of 10mol of m-hydroxybenzoic acid, 200mL of ethyl acetate and ethanol as the raw materials into the autoclave for dissolution, add the mixture of ethyl pyruvate and inulinase as catalyst for catalysis, the reaction pressure is 3.5MPa, and the reaction temperature is 150 degrees Celsius , reacted for 1.5 hours; after the decomposition reaction solution obtained in the above process was cooled to room temperature, filtered, and the solvent was filtered off, the obtained filtrate was extracted with polyethylene glycol, and the obtained extraction layer was removed from polyethylene glycol to obtain a solid, which was used Dissolve the solid in distilled water, add an inorganic base to adjust the pH of the solution to 9.5, and distill to obtain resorcinol. The mass ratio of the mixed catalyst ethyl pyruvate and inulinase is 2:1. The reaction yield was 94%.

Embodiment 3

[0032] Add the mixture of raw material 6mol m-hydroxybenzoic acid, 120mL ethyl acetate and ethanol into the autoclave to dissolve, add the mixture catalyst of ethyl pyruvate and inulinase to catalyze, the reaction pressure is 4MPa, and the reaction temperature is 100 degrees Celsius. React for 2 hours; after cooling the reaction liquid obtained in the above process to room temperature, filter and remove the solvent, the obtained filtrate is extracted with polyethylene glycol, and the obtained extraction layer removes polyethylene glycol to obtain a solid, which is dissolved in distilled water Solid, add inorganic base to adjust the pH of the solution to 11, and distill to obtain resorcinol. The mass ratio of the mixed catalyst ethyl pyruvate and inulinase is 2:1. The reaction yield was 91.5%.

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Abstract

The invention relates to a method for synthesizing resorcinol by m-hydroxybenzoic acid. A one-step synthesis reaction is used, raw materials of m-hydroxybenzoic acid and a solvent are added in a high-pressure reaction vessel for being dissolved according to a mol ratio being 1-8:10-30, a catalyst is added for catalysis, the catalyst is a mixture of ethyl pyruvate and inulase, and m-hydroxybenzoicacid is obtained through steps of extraction and distillation. The reaction reduces soda acid pollution during a traditional technical production process and reduces the usage of a lot of organic solvents, which belongs to the environment friendly chemical reaction; waste water generated by post-treatment is less, and environment pollution is reduced.

Description

technical field [0001] The invention relates to a method for synthesizing resorcinol from m-hydroxybenzoic acid. Background technique [0002] Resorcinol (chemical formula: C6H4(OH)2), also known as resorcinol and resorcinol, is a compound formed after the two hydrogens at the meta-position of benzene are replaced by hydroxyl groups. Resorcinol is a white needle-like crystal with an unpleasant smell, and it gradually turns red in the air. It is highly water-soluble and highly toxic. Soluble in water, ethanol, ether, slightly soluble in chloroform. [0003] There are many preparation methods of resorcinol, such as benzene sulfonation alkali fusion method, co-production method of resorcinol and phenol, m-phenylenediamine method, m-dicumyl method, m-aminophenol hydrolysis method, etc. [0004] Resorcinol has a wide range of applications. Mainly used for rubber adhesives, synthetic resins, dyes, preservatives, medicines and analytical reagents, etc.; used for the determinatio...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C12P7/22
CPCC12P7/22
Inventor 游成海李兴李鸿胡志敏李晓霞崔喜牛茹茹曲军
Owner JIAOCHENG XINYUANTAI BIOLOGICAL TECH CO LTD
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