Optimized method for producing methacrolein
View Patent ↗The present invention relates to an optimized process for the preparation of methacrolein. Methacrolein is used in chemical synthesis particularly as an intermediate for the preparation of methacrylic acid, methyl methacrylate or even active ingredients, fragrances or flavorings. In particular the present invention relates to the optimization of the process parameters by which, inter alia, a reduction of the content of harmful dimeric methacrolein in the end product may be achieved.
1. A process for continuously performing a Mannich reaction, comprising:
preparing methacrolein from formaldehyde and propionaldehyde as reactants using at least one acid and at least one organic base as catalysts,
carrying out the reaction in a continuously operated tubular reactor or plate reactor using a temperature gradient, wherein an inlet temperature of a reactor feed of the reactants and the catalysts into the reactor is between 100 and less than 150° C. and the temperature of a reaction mixture at the outflow of the reactor is at most 180° C.,
wherein a water content in the reactor feed is greater than 45% by weight and at most 85% by weight,
wherein an amount of organic base in the reactor feed, comprising the pure base and also the respective base partly in a salt with the acid and in a base-containing intermediate of the Mannich reaction, is more than 5 mol % based on propionaldehyde,
wherein an internal pressure of the reactor is adjusted such that this is greater than the boiling pressure of the reaction mixture, and
wherein a residence time of the reaction mixture in the reactor is between 1 and 30 s.
2. The process according to claim 1 , wherein the reactor feed has a ratio of propionaldehyde to formaldehyde between 0.75 to 1 mol and 1 to 0.8 mol.
3. The process according to claim 1 , wherein at least 20% of the total amount of organic base in the reactor feed originates from fresh feed, and that the reactor feed comprises between 1 and 1.5 mol of acid based on one mole of organic base.
4. The process according to claim 3 , wherein the organic base is a secondary amine and the acid is formic acid, acetic acid and/or propionic acid.
5. The process according to claim 1 , wherein the maximum temperature in the reactor is at most 170° C.
6. The process according to claim 1 , wherein the inlet temperature in the reactor is between 110 and 140° C., and the temperature of the reaction mixture in the outflow is between 155 and 170° C.
7. The process according to claim 1 , wherein the reactor is a tubular reactor in the form of a shell-and-tube reactor with an individual tube having an internal diameter between 4 and 20 mm.
8. The process according to claim 1 , wherein the tubular reactor is employed and is perfused at a superficial flow velocity between 0.3 and 2.0 m/s and optionally has a static mixer.
9. The process according to claim 1 , wherein a methacrolein concentration of the reaction mixture at the outflow is between 20 and 50% by weight.
10. The process according to claim 1 , wherein a reacted reaction solution after removal at an outlet of the reactor is distilled in a column and the methacrolein is subsequently separated in a phase separation vessel from a separated aqueous phase, wherein said separated aqueous phase is wholly or partly fed back into the column.
11. The process according to claim 10 , wherein at least 20% by weight of an aqueous phase from the bottoms of the column are recycled into the inlet of the tubular reactor.
12. The process according to claim 1 , wherein the residence time of the reaction mixture in the reactor is between 5 and 15 s.
13. The process according to claim 1 , wherein the methacrolein is purified by at least one distillation and at least one phase separation and is subsequently converted to methacrylic acid in a gas phase oxidation.
14. The process according to claim 1 , wherein the methacrolein is purified by at least one distillation and at least one phase separation and is subsequently converted to methyl methacrylate by oxidative esterification.