Preparation method of cyclohexanone-oxime

Abstract

The invention relates to a preparation method of cyclohexanone-oxime. The method comprises the steps of firstly preparing N-cyclohexyl hexamethyleneimine through condensation reaction of cyclohexanone and cyclohexylamine as raw materials; and catalytically oxidizing the N-cyclohexyl hexamethyleneimine by employing molecular oxygen as an oxidizing agent under the action of a catalyst, and obtaining cyclohexanone-oxime and cyclohexanone at high yield, wherein the cyclohexanone circulates in the reaction process and is equivalent to a reaction medium; and efficient conversion of the N-cyclohexyl hexamethyleneimine into the cyclohexanone-oxime and the cyclohexanone is achieved through regulating the conversion conditions, such as the reaction temperature, the reaction pressure and the catalyst dosage. Multiple disadvantages of a traditional cyclohexanone-oxime preparation route are avoided, the reaction conditions are mild, the operation is simple, a product is high in yield, the utilization rate of resources is significantly improved and the preparation method is an environment-friendly synthesis method.

Description

technical field [0001] The invention relates to a method for preparing cyclohexanone oxime which adopts a "two-step method" and is environmentally friendly. Background technique [0002] Cyclohexanone oxime, white prismatic crystal at room temperature, molecular formula C 6 h 11 NO, molecular weight 113.16, melting point 89-90°C, boiling point 206-210°C. Cyclohexanone oxime is a key intermediate in the production of ε-caprolactam, and ε-caprolactam is mainly used in the production of polyamide 6 engineering plastics and polyamide 6 fibers, which are widely used in textiles, automobiles, electronics and food film packaging. So far, the synthesis routes of cyclohexanone oxime mainly include cyclohexanone-hydroxylamine method, cyclohexanone-ammoniaximation method, cyclohexane photonitrosation method, nitrocyclohexane hydrogenation reduction method and cyclohexylamine one-step oxidation law etc. [0003] At present, the industrial production of cyclohexanone oxime mainly ado...

AI Technical Summary

Problems solved by technology

Liu et al. (ChemicalCommunication, 2011) reported p-methylbenzylamine Highly selective imines can be obtained under the action of molecular oxygen Yu et al. (Tetrahedron Letter, 2014) reported that under the action of molecular oxygen, TEMPO / acetaldoxime was used as a catalyst to oxidize benzylamine, and a yield of 97% could be obtained to N-benzylidene benzylamine At the same time, N-benzylidene benzylamine in acetaldehyde oxime / InCl 3 Under the catalysis of the catalyst, it can be further highly selectively oxidized to benzaldoxime These methods mentioned above only involve the molecular oxygen oxidation of benzylamine to the corresponding imine and its further oxidation to the corresponding benzaldoxime, while the molecular oxygen oxidation of fatty imine (R-C=N-R) to the corresponding oxime (R-C=N- OH) rarely reported

Images