A method for synthesizing p-benzoquinone dioxime

By using nitrite esters and hydroxylamine in ethanol solvent under light-protected inert gas conditions for nitrosation and oxime reactions, the problems of low purity, low yield and environmental pollution in the synthesis of p-benzoquinone dioxime have been solved, realizing an efficient, safe and environmentally friendly synthesis method.

CN117776966BActive Publication Date: 2026-06-02SHANDONG YANGGU HUATAI CHEM
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
SHANDONG YANGGU HUATAI CHEM
Filing Date
2023-12-22
Publication Date
2026-06-02

AI Technical Summary

Technical Problem

Existing methods for synthesizing p-benzoquinone dioxime suffer from problems such as low product purity and yield, poor safety, large discharge of wastewater, waste acid and waste salt, and low utilization of raw materials.

Method used

Nitrite esters are used instead of sodium nitrite, hydroxylamine is used instead of hydroxylamine hydrochloride, ethanol is used as a solvent, and solid acid is used as a reaction promoter. The nitrosation and oxime reactions are carried out under light-proof and inert gas conditions to avoid side reactions and improve conversion rate and purity.

Benefits of technology

It improves the yield and purity of p-benzoquinone dioxime, reduces the generation of wastewater, waste acid and waste salt, lowers production costs, enhances safety, and is suitable for industrial production.

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Abstract

The application provides a synthesis method of p-benzoquinone dioxime. The synthesis method comprises the following steps: (1) adding solid acid into an ethanol solution of phenol to obtain a mixed solution A, then vacuumizing and filling with inert gas; dissolving nitrite into ethanol, uniformly mixing to obtain an ethanol solution of nitrite, then vacuumizing and filling with inert gas; in an inert gas atmosphere, adding the ethanol solution of nitrite into the mixed solution A dropwise to perform nitrosation reaction, to obtain a reaction liquid B; in the inert gas atmosphere, adding an ethanol solution of hydroxylamine into the obtained reaction liquid B to perform oximation reaction; after the reaction is completed, filtering the obtained reaction liquid C, performing reduced pressure distillation on the obtained filtrate, and performing washing, filtering and drying on the obtained residual liquid of the reduced pressure distillation, to obtain p-benzoquinone dioxime. The method provided by the application reduces the occurrence of side reactions, improves the conversion rate of the reaction, and improves the yield and purity of p-benzoquinone dioxime.
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