IP Library Granted Patent US 10,494,324
Granted Patent B2
US 10,494,324 · App. 16/216,004 · Granted Dec 3, 2019

Process for Pd-catalyzed hydroxycarbonylation of diisobutene: effect of solvent

Inventors: Rui Sang (Liaocheng, CN); Peter Kucmierczyk (Herne, DE); Kaiwu Dong (Bo Zhou, CN); Ralf Jackstell (Rostock, DE); Matthias Beller (Ostseebad Nienhagen, DE); Robert Franke (Marl, DE)
Assignee: EVONIK DEGUSSA GMBH
C07C51/14B01J31/2234B01J31/2295B01J31/2409B01J31/30B01J2231/321B01J2531/842C07C53/128
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Quick Facts
Patent No.
US 10,494,324
App. No.
16/216,004
Granted
Dec 3, 2019
Kind
B2
Abstract

A process for Pd-catalyzed hydroxycarbonylation of diisobutene in an acetic acid solvent in the presence of a ligand having the following structure: In contrast to reaction solvents such as formic acid or 3,5,5 hexanoic acid the conversion rates were improved and greater than 90% at a reaction temperature of 120° C. and CO pressure of 40 bar.

Claims (15)

1. A process comprising:

a) adding diisobutene, forming a reaction mixture,

b) adding of a compound comprising Pd, wherein the Pd is capable of forming a complex,

c) adding the ligand L1:

d) adding acetic acid, as a solvent for the reaction mixture,

e) feeding in CO,

f) heating the reaction mixture such that the diisobutene is converted to the compound P1:

2. The process according to claim 1 ,

wherein the compound in 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 ,

further comprises g) adding p-toluenesulfonic acid.

4. 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 f).

5. The process according to claim 1 ,

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

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 049363/0424 →