Method for the rhodium-catalyzed hydroformylation of olefins with reduction of rhodium losses
View Patent ↗Process for preparing aldehydes and alcohols by rhodium-catalyzed hydroformylation of olefins having 6–20 carbon atoms with subsequent separation by distillation of the output from the hydroformylation reaction into the hydroformylation products and a rhodium-containing solution and recirculation of this solution to the hydroformylation reaction, wherein the rhodium concentration of the recirculated rhodium-containing solution is 20–150 ppm by mass.
1. A process for preparing aldehydes and alcohols comprising:
subjecting olefins having 6–20 carbon atoms to a rhodium-catalyzed hydroformylation at an initial concentration of rhodium,
distilling the output from the hydroformylation, whereby hydroformylation products and a rhodium-containing solution are separated from said output, while setting the rhodium concentration of the rhodium-containing solution to 20–150 ppm by mass, and
recirculating said rhodium-containing solution, whereby the concentration of rhodium in the recirculated rhodium-containing solution is adjusted to an initial concentration of rhodium.
2. The process as claimed in claim 1 , wherein the rhodium-containing solution comprises the reaction products of the hydroformylation reaction as solvent and the recirculated rhodium concentration is set by means of the separation by distillation of the output from the hydroformylation reaction.
3. The process as claimed in claim 1 , wherein the rhodium-containing solution comprises an inert solvent as solvent and the recirculated rhodium concentration is set by means of the separation by distillation of the output from the hydroformylation reaction.
4. The process as claimed in claim 1 , wherein the rhodium-containing solution comprises the high boilers, aldehydes and alcohols formed in the hydroformylation reaction as solvent and the recirculated rhodium concentration is set by means of the proportion of aldehydes and alcohols via the separation by distillation of the output from the hydroformylation reaction.
5. The process as claimed in claim 1 , wherein the rhodium-containing solution comprises the aldehydes and alcohols formed in the hydroformylation reaction and an inert solvent as solvents and the recirculated rhodium concentration is set by means of the proportion of aldehydes and alcohols via the separation by distillation of the output from the hydroformylation reaction.
6. The process as claimed in claim 5 , wherein 2,2,4-trimethylpentane-1,3-diol monoisobutyrate, dioctyl phthalate or diisononyl phthalate is used as inert solvent.
7. The process as claimed in claim 1 , wherein the rhodium catalysts comprise phosphite ligands.
8. The process as claimed in claim 7 , wherein the rhodium catalysts comprise tris (2,4-di-t-butylphenyl) phosphite as ligand.
9. The process as claimed in claim 2 , wherein the rhodium-containing solution comprises the high boilers, aldehydes and alcohols formed in the hydroformylation reaction as solvent and the recirculated rhodium concentration is set by means of the proportion of aldehydes and alcohols via the separation by distillation of the output from the hydroformylation reaction.
10. The process as claimed in claim 2 , wherein the rhodium-containing solution comprises the aldehydes and alcohols formed in the hydroformylation reaction and an inert solvent as solvents and the recirculated rhodium concentration is set by means of the proportion of aldehydes and alcohols via the separation by distillation of the output from the hydroformylation reaction.
11. The process as claimed in claim 3 , wherein the rhodium-containing solution comprises the aldehydes and alcohols formed in the hydroformylation reaction and an inert solvent as solvents and the recirculated rhodium concentration is set by means of the proportion of aldehydes and alcohols via the separation by distillation of the output from the hydroformylation reaction.
12. The process as claimed in claim 10 , wherein 2,2,4-trimethylpentane-1,3-diol-monoisobutyrate, dioctyl phthalate or diisononyl phthalate is used as inert solvent.
13. The process as claimed in claim 11 , wherein 2,2,4-trimethylpentane-1,3-diol-monoisobutyrate, dioctly phthalate or diisononyl phthalate is used as the inert solvent.
14. The process as claimed in claim 2 , wherein the rhodium catalysts comprise phosphite ligands.
15. The process as claimed in claim 3 , wherein the rhodium catalysts comprise phosphite ligands.
16. The process as claimed in claim 4 , wherein the rhodium catalysts comprise phosphite ligands.
17. The process as claimed in claim 5 , wherein the rhodium catalysts comprise phosphite ligands.
18. The process as claimed in claim 6 , wherein the rhodium catalysts comprise phosphite ligands.
19. The process as claimed in claim 1 , wherein the rhodium concentration of the recirculated rhodium-containing solution is 20–100 ppm by mass.
20. The process as claimed in claim 1 , wherein the rhodium concentration of the recirculated rhodium-containing solution 20–50 ppm by mass.
21. The process as claimed in claim 1 , wherein the hydroformylation is carried out at a pressure in the range of 150 to 270 bar.
22. The process as claimed in claim 1 , wherein recirculation of the solution to the hydroformylation reaction is carried out without subjecting said solution to an oxidation.