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17. Sec-amine grafted D301 resin catalyzed fixed-bed process for continuous preparation of methacrolein via Mannich reaction

Author

Chunshan Li, Zengxi Li, Gang Wang, Suojiang Zhang, and Liu Fan

Subjects
General Chemical Engineering, Formaldehyde, Propionaldehyde, Methacrolein, 02 engineering and technology, General Chemistry, 010402 general chemistry, 021001 nanoscience & nanotechnology, 01 natural sciences, Industrial and Manufacturing Engineering, 0104 chemical sciences, Catalysis, chemistry.chemical_compound, chemistry, Yield (chemistry), Environmental Chemistry, Organic chemistry, Amine gas treating, 0210 nano-technology, Selectivity, Mannich reaction
Abstract

Sec-amines catalyzed two-step Mannich reaction for preparation of methacrolein from propionaldehyde and formaldehyde was more attractive than the C4 selective oxidation route. Herein, a novel continuous fixed-bed process was developed for direct preparation of methacrolein from above stocks with catalysis of sec-amine grafted D301 resin. The effect of resin, sec-amine structure and grafting percentage on catalytic performance of the modified resin were detailed investigated and demonstrated by using FT-IR, TG-DTA, titration and solid-state NMR characterization methods before the optimal conditions were obtained. The grafting percentage of amine with abundant sec-amino groups onto D301 resin could reach 93.7% at optimal condition. With this new strategy, the yield and selectivity of methacrolein could attain 40.2% and 99.3%. In addition, the Mannich reaction step with activation energy of 66.3 kJ/mol was determined as the rate-controlling step through mechanism-based kinetic calculation.

Published
2019

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