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Oxidation of amines over alumina based catalysts

Paper ID Volume ID Publish Year Pages File Format Full-Text
42208 45915 2010 9 PDF Available
Title
Oxidation of amines over alumina based catalysts
Abstract

Amines were oxidized by molecular oxygen in the vapor phase at atmospheric pressure over alumina and silicotungstic acid/alumina catalysts. The study is focused on the influence of structure of amine and catalyst properties on the composition of the main reaction products and byproducts. Coating of γ-Al2O3 with silicotungstic acid or its semisalt can significantly enhance its catalytic activity in amine oxidation. The adsorption of amine on weak acidic sites of catalyst is essential for its oxidation to main reaction products. Cycloalkylamines are oxidized mainly to cyclic oximes (selectivity up to 64%) and Schiff bases of appropriate cycloalkanone and cycloalkylamine (selectivity up to 38%). Mainly nitriles (selectivity up to 55%) and appropriate Schiff bases (selectivity up to 54%) were observed in the oxidation products of primary alkylamines. Their molar ratio depends on the catalyst acidity and reaction conditions. 1,6-Hexanediamine is oxidized mainly to caprolactam (yield 48%) and other cyclic lactames and Schiff bases as well as to dinitrile (yield 13%).

Graphical abstractAmines were oxidized by molecular oxygen in the vapor phase at atmospheric pressure over silicotungstic acid/alumina catalysts. Cycloalkylamines were oxidized mainly to oximes and cycloalkanones, primary alkylamines to nitriles and aldehydes, and 1,6-hexanediamine to caprolactam and dinitrile. Carbonyl compounds and amines formed Schiff bases. The adsorption of amines on weak acidic sites is essential for their oxidation to mentioned reaction products.Figure optionsDownload full-size imageDownload high-quality image (107 K)Download as PowerPoint slide

Keywords
Alumina; Cycloalkylamine; Primary aliphatic amine; Isoalkylamine; Oxidation; Acidic sites determination; NH3-TPD; FT-IR; Catalyst titration; Caprolactam; Oximes; Nitriles; Schiff bases; Carbonyl compounds; Condensation reactions; Reaction pathway
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Publisher
Database: Elsevier - ScienceDirect
Journal: Applied Catalysis A: General - Volume 378, Issue 1, 15 April 2010, Pages 33–41
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Catalysis
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Price was $35.95
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