IP Library › Granted Patent US 10,550,060
Granted Patent B2
US 10,550,060 · App. 16/215,991 · Granted Feb 4, 2020

Process for the direct conversion of alkenes to carboxylic acids

Inventors: Rui Sang (Liaocheng, CN); Peter Kucmierczyk (Herne, DE); Kaiwu Dong (Bo Zhou, CN); Ralf Jackstell (Rostock, DE); Matthias Beller (Osteebad Nienhagen, DE); Robert Franke (Marl, DE)
Assignee: EVONIK DEGUSSA GMBH
C07C51/14B01J31/2234B01J31/2295B01J31/2409B01J31/30B01J2231/321B01J2531/842C07B41/08
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Quick Facts
Patent No.
US 10,550,060
App. No.
16/215,991
Granted
Feb 4, 2020
Kind
B2
Abstract

Process for the direct conversion of alkenes to carboxylic acids.

Claims (24)

1. A process for the direct conversion of alkene to the corresponding carboxylic acid comprising:

a) adding an alkene, forming a reaction mixture;

b) adding a complex, comprising a compound according to structure ( 1 ) and also Pd,

or a compound according to structure ( 1 ) and a substance comprising Pd

c) feeding in CO;

d) heating the reaction mixture such that the alkene and CO are directly to the corresponding carboxylic acid.

2. The process according to claim 1 ,

wherein the substance in process step b) is

PdCl 2 , PdBr 2 , Pd(acac) 2 , Pd(dba) 2 (dba=dibenzylideneacetone) or PdCl 2 (CH 3 CN) 2 .

3. The process according to claim 1 ,

wherein the process comprises the additional process step e):

e) addition of acetic acid.

4. The process according to claim 1 ,

wherein the process comprises additional process step f):

f) addition of water.

5. The process according to claim 1 ,

wherein the process comprises the additional process step g):

g) addition of p-toluenesulfonic acid.

6. The process according to claim 1 ,

wherein the reaction mixture is heated to a temperature in the range from 80° C. to 160° C. in process step d).

7. The process according to claim 1 ,

wherein the CO is fed in in process step c) such that the reaction proceeds under a CO pressure in the range from 20 bar to 60 bar.

8. The process of claim 1 wherein the corresponding carboxylic acid is an iso or n/iso mixture.

9. The process of claim 1 wherein the alkene is cyclic or acyclic compound and the acyclic carbon-carbon double bond is characterized as primary and the corresponding carboxylic acid is a mixture.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 9, 2024
From: EVONIK OPERATIONS GMBH
To: EVONIK OXENO GMBH & CO. KG
Reel/Frame 066242/0585 →
CHANGE OF NAME Recorded Mar 29, 2020
From: EVONIK DEGUSSA GMBH
To: EVONIK OPERATIONS GMBH
Reel/Frame 052254/0052 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 4, 2019
From: SANG, RUI; KUCMIERCZYK, PETER; DONG, KAIWU; JACKSTELL, RALF; BELLER, MATTHIAS; FRANKE, ROBERT
To: EVONIK DEGUSSA GMBH
Reel/Frame 049363/0017 →
Priority Claims (1)
EP 17209348 · Dec 21, 2017 · regional
Continuity (1)
Related Publication 20190194110A1 · Jun 27, 2019