US 11,680,033 B2
Process for preparing methacrolein from formaldehyde and propionaldehyde and preparation plant for the purpose
Rudolf Burghardt, Darmstadt (DE); Steffen Krill, Muehltal (DE); Florian Zschunke, Frankfurt (DE); Eduard Rundal, Frankfurt (DE); Torsten Panak, Stockstadt/Rhein (DE); and Daniel Helmut König, Stuttgart (DE)
Assigned to Röhm GmbH, Darmstadt (DE)
Appl. No. 17/753,240
Filed by Röhm GmbH, Darmstadt (DE)
PCT Filed Aug. 20, 2020, PCT No. PCT/EP2020/073343
§ 371(c)(1), (2) Date Feb. 24, 2022,
PCT Pub. No. WO2021/037669, PCT Pub. Date Mar. 4, 2021.
Claims priority of application No. 19194674 (EP), filed on Aug. 30, 2019.
Prior Publication US 2022/0298094 A1, Sep. 22, 2022
This patent is subject to a terminal disclaimer.
Int. Cl. C07C 45/75 (2006.01); C07C 45/84 (2006.01); B01D 3/14 (2006.01); B01D 5/00 (2006.01); B01D 17/02 (2006.01); B01J 14/00 (2006.01)
CPC C07C 45/75 (2013.01) [B01D 3/145 (2013.01); B01D 5/006 (2013.01); B01D 17/0214 (2013.01); B01J 14/005 (2013.01); C07C 45/84 (2013.01)] 17 Claims
 
1. A process for preparing methacrolein from formaldehyde and propionaldehyde in the presence of water and in the presence of a homogeneous catalyst based at least on an acid and a base, the process comprising:
S1: introducing formaldehyde, propionaldehyde, water, and the homogeneous catalyst based at least on the acid and the base into a reactor,
S2: producing, in a liquid phase, a liquid reaction mixture in the reactor, wherein the reaction mixture comprises methacrolein and accompanying components, wherein the accompanying components comprise water, the catalyst, unconverted formaldehyde, and unconverted propionaldehyde,
S3: introducing the reaction mixture into a methacrolein workup plant and at least partly separating off the accompanying components present in the reaction mixture in the methacrolein workup plant, wherein the at least partly separating off comprises:
S3.i: introducing at least a fraction of the reaction mixture into a first distillation column that forms part of the methacrolein workup plant and separating the at least a fraction of the reaction mixture at least into a first distillation mixture and a second distillation mixture, wherein the first distillation mixture is in a form of a gas phase at the top of the first distillation column and comprises methacrolein, and the second distillation mixture is in a form of a liquid phase at the bottom of the first distillation column and comprises water and the catalyst,
S3.ii: introducing the first distillation mixture removed from the top of the first distillation column into a first condenser that forms part of the methacrolein workup plant and condensing the first distillation mixture,
S3.iii: removing condensate from the first condenser, introducing the condensate into a first phase separator that forms part of the methacrolein workup plant and separating the condensate into a first separation mixture and a second separation mixture in the first phase separator, wherein the first separation mixture is in a form of an organic phase comprising methacrolein, and the second separation mixture is in a form of an aqueous phase, and
S3.iv: removing the second distillation mixture from the bottom of the first distillation column,
S4: introducing at least a portion of the second distillation mixture removed in S3.iv into the reactor,
S5: introducing the second separation mixture into a second distillation column and separating the second separation mixture introduced at least into a third distillation mixture and a fourth distillation mixture, wherein the third distillation mixture is in a form of a gas phase at the top of the second distillation column and comprises methacrolein, and the fourth distillation mixture is in a form of a liquid phase at the bottom of the second distillation column and comprises water,
S6: removing the third distillation mixture from the top of the second distillation column and introducing the third distillation mixture into the methacrolein workup plant, and
S7: removing the fourth distillation mixture from the bottom of the second distillation column,
wherein a pressure in the reactor is higher than in the first distillation column.