Method for producing aldehydes

• US 5,648,554 A
• Filed: 04/10/1996
• Issued: 07/15/1997
• Est. Priority Date: 04/12/1995
• Status: Expired due to Term

• Current Assignee: Mitsubishi Chemical Corporation (Mitsubishi Chemical Group Corp.)
• Original Assignee: Mitsubishi Chemical Corporation (Mitsubishi Chemical Group Corp.)
• Inventors: Mori, Tomoyuki, Takai, Masaki, Inoue, Tomohiko
• Primary Examiner(s): Ivy, C. Warren
• Assistant Examiner(s): PADMANABHAN, SREENIVASAN
• Application Number:
  US08/632,356
• Time in Patent Office: 461 Days
• Field of Search: 568/451, 568/454
• US Class Current: 568/454
• CPC Class Codes: C07C 45/50 by oxo-reactions
• CPC Class Codes: C07C 45/80 by liquid-liquid treatment
• CPC Class Codes: C07C 47/02 Saturated compounds having —CHO groups bound to acyclic carbon atoms or to hydrogen

Abstract

A method for producing aldehydes, which comprises reacting an olefinic unsaturated compound with carbon monoxide and hydrogen in a liquid phase in the presence of a Group 8 metal-phosphite complex catalyst, wherein a reaction product solution containing the complex catalyst and a high boiling by-product, obtained by the reaction, is intimately contacted with an extraction solution containing a polar solvent, to have either the complex catalyst or the high boiling by-product extracted selectively, followed by phase separation to separate a layer of the extraction solution from a layer of the reaction product solution.

Claims

1. A method for producing aldehydes, which comprises reacting an olefinic unsaturated compound with carbon monoxide and hydrogen in a liquid phase in the presence of a Group 8 metal-phosphite complex catalyst, wherein a reaction product solution containing the complex catalyst and a high boiling by-product, obtained by the reaction, is intimately contacted with an extraction solution containing a polar solvent, to have either the complex catalyst or the high boiling by-product extracted selectively, followed by phase separation to separate a layer of the extraction solution from a layer of the reaction product solution.

2. The method for producing aldehydes according to claim 1, wherein the reaction product solution is intimately contacted with the extraction solution to have the high boiling by-product extracted selectively.

3. The method for producing aldehydes according to claim 2, wherein the extraction solution contains an alkanol, a carboxylic acid, a diol or an amide.

4. The method for producing aldehydes according to claim 2, wherein the complex catalyst has a distribution coefficient Kp of at most 0.03.

5. The method for producing aldehydes according to claim 1, wherein the reaction product solution is intimately contacted with the extraction solution to have the complex catalyst extracted selectively.

6. The method for producing aldehydes according to claim 5, wherein the extraction solution contains an amine, a nitrile, a ketone or an ether.

7. The method for producing aldehydes according to claim 1, wherein the extraction solution contains water.

8. The method for producing aldehydes according to claim 7, wherein the polar solvent is not water and wherein the ratio of the polar solvent to the water is within a range of from 5:

1 to 1;

1.

9. The method for producing aldehydes according to claim 1, wherein the volume ratio of the extraction solution to the reaction product solution is within a range of from 1:

1 to 1;

4.

10. The method for producing aldehydes according to claim 1, wherein the intimate contact of the reaction product solution with the extraction solution is carried out within a temperature range of from 10°

to 45°

C.

11. The method for producing aldehydes according to claim 1, wherein the olefinic unsaturated compound is an olefinic hydrocarbon.

12. The method for producing aldehydes according to claim 11, wherein the olefinic unsaturated compound is propylene or butenes.

13. The method for producing aldehydes according to claim 1, wherein the phosphite compound of the complex catalyst is a phosphite compound having no cyclic structure containing a phosphorus atom in its molecule, and at least one alcohol component of the phosphite compound is an aromatic alcohol which has a hydroxyl group directly bonded to an aromatic ring and which has a hydrocarbon substituent on a carbon atom adjacent to the carbon atom to which the hydroxyl group is bonded.