Method for producing epoxy cyclohexane

Abstract

The epoxy cyclohexane producing process includes using cyclohexene as main material, molecular oxygen as oxygen source, n-valeraldehyde or isovaleraldehyde or isobutylaldehyde as intermediate; adopting re-compounded catalyst including at least one oxide of Mn, Fe, Co and Ni, at least one oxide of Mo and W, and at least one oxo acid of N, P and As; and reaction at 30-80 deg.c for 2-12 hr. The re-compounded catalyst can oxidize aldehyde into per-acid in high selectivity and catalyze the reaction between per-acid with cyclohexene in high selectivity to obtain epoxy cyclohexane as the destination product in the same reactor, with the single-path cyclohexene converting rate reaching 23 % and selectivity reaching 98 %. The reaction process uses no solvent and the metal oxide in the re-compounded catalyst may be reused.

Description

technical field [0001] The invention relates to a production method of epoxycyclohexane. Background technique [0002] Due to the very active epoxy group in the molecular structure of epoxy cyclohexane, it can react with ammonia, amine, phenol, alcohol, carboxylic acid, etc. to generate a series of high value-added compounds, so it is an important Organic synthesis intermediates with a wide range of uses, such as the synthesis of a new type of pesticide, decimate; unsaturated resins with high hardness, high temperature resistance, and acid and alkali resistance; photosensitive materials; polycarbonate; adipaldehyde, etc. [0003] At present, the methods for preparing epoxycyclohexane from cyclohexene epoxidation mainly include: hypochlorous acid oxidation method, hydrogen peroxide oxidation method and catalytic oxidation method. Hypochlorous acid oxidation method yield is low, and productive rate is only 70~73%, and three wastes are many ["Fine Organic Chemical Materials an...

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Problems solved by technology

Hypochlorous acid oxidation method yield is low, and productive rate is only 70~73%, and three wastes are many ["Fine Organic Chemical Materials and Intermediates Handbook", Chemical Industry Press, 1992]; Hydrogen peroxide oxidation method will use phase transfer catalyst and solvent, hydrogen peroxide utilization rate is 87.6%, epoxycyclohexane selectivity is 93.7% [CN1355067A], there is hydrogen peroxide use safety problem in this method; Catalyzed oxidation method, wherein the best effect is "application molecular oxygen / n-valeraldehyde / Studies on Cyclohexene Oxidation of Cobalt Trioxide System "[1999.11], high aldehyde-ene ratio (aldehyde:ene=3:1, molar ratio) is used in this process, and the consumption of aldehyde is large , the utilization rate is not high

And similar process conditions are used for low aldehyde-ene ratio (aldehyde: alkene is less than 1: 1.5) reaction yield is very low (less than 50%)