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Title: Process and catalyst for carbonylating olefins

Abstract

Disclosed is an improved catalyst system and process for preparing aliphatic carbonyl compounds such as aliphatic carboxylic acids, alkyl esters of aliphatic carboxylic acids and anhydrides of aliphatic carboxylic acids by carbonylating olefins in the presence of a catalyst system comprising (1) a first component selected from at least one Group 6 metal, i.e., chromium, molybdenum, and/or tungsten and (2) a second component selected from at least one of certain halides and tertiary and quaternary compounds of a Group 15 element, i.e., nitrogen, phosphorus and/or arsenic, and (3) as a third component, a polar, aprotic solvent. The process employing the improved catalyst system is carried out under carbonylating conditions of pressure and temperature discussed herein. The process constitutes and improvement over known processes since it can be carried out at moderate carbonylation conditions without the necessity of using an expensive noble metal catalyst, volatile, toxic materials such as nickel tetracarbonyl, formic acid or a formate ester. Further, the addition of a polar, aprotic solvent to the catalyst system significantly increases, or accelerates, the rate at which the carbonylation takes place.

Inventors:
 [1]
  1. Kingsport, TN
Issue Date:
Research Org.:
RTI International, Research Triangle Park, NC (United States)
OSTI Identifier:
871594
Patent Number(s):
5760284
Application Number:
09/827667
Assignee:
Eastman Chemical Company (Kingsport, TN)
Patent Classifications (CPCs):
C - CHEMISTRY C07 - ORGANIC CHEMISTRY C07C - ACYCLIC OR CARBOCYCLIC COMPOUNDS
DOE Contract Number:  
AC22-94PC94065
Resource Type:
Patent
Country of Publication:
United States
Language:
English
Subject:
process; catalyst; carbonylating; olefins; disclosed; improved; preparing; aliphatic; carbonyl; compounds; carboxylic; acids; alkyl; esters; anhydrides; presence; comprising; component; selected; metal; chromium; molybdenum; tungsten; halides; tertiary; quaternary; 15; element; nitrogen; phosphorus; arsenic; third; polar; aprotic; solvent; employing; carried; conditions; pressure; temperature; discussed; constitutes; improvement; processes; moderate; carbonylation; necessity; expensive; noble; volatile; toxic; materials; nickel; tetracarbonyl; formic; acid; formate; ester; addition; significantly; increases; accelerates; rate; takes; significantly increases; toxic materials; carbonyl compound; aprotic solvent; noble metal; carboxylic acids; carboxylic acid; metal catalyst; formic acid; aliphatic carboxylic; process employing; nickel tetracarbonyl; improved catalyst; ternary compound; component selected; significantly increase; /999/

Citation Formats

Zoeller, Joseph Robert. Process and catalyst for carbonylating olefins. United States: N. p., 1998. Web.
Zoeller, Joseph Robert. Process and catalyst for carbonylating olefins. United States.
Zoeller, Joseph Robert. Tue . "Process and catalyst for carbonylating olefins". United States. https://www.osti.gov/servlets/purl/871594.
@article{osti_871594,
title = {Process and catalyst for carbonylating olefins},
author = {Zoeller, Joseph Robert},
abstractNote = {Disclosed is an improved catalyst system and process for preparing aliphatic carbonyl compounds such as aliphatic carboxylic acids, alkyl esters of aliphatic carboxylic acids and anhydrides of aliphatic carboxylic acids by carbonylating olefins in the presence of a catalyst system comprising (1) a first component selected from at least one Group 6 metal, i.e., chromium, molybdenum, and/or tungsten and (2) a second component selected from at least one of certain halides and tertiary and quaternary compounds of a Group 15 element, i.e., nitrogen, phosphorus and/or arsenic, and (3) as a third component, a polar, aprotic solvent. The process employing the improved catalyst system is carried out under carbonylating conditions of pressure and temperature discussed herein. The process constitutes and improvement over known processes since it can be carried out at moderate carbonylation conditions without the necessity of using an expensive noble metal catalyst, volatile, toxic materials such as nickel tetracarbonyl, formic acid or a formate ester. Further, the addition of a polar, aprotic solvent to the catalyst system significantly increases, or accelerates, the rate at which the carbonylation takes place.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {1998},
month = {6}
}

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Works referenced in this record:

Carbonylation of Olefins under Mild Temperature Conditions in the Presence of Palladium Complexes
journal, May 1968


Mechanistic Pathways in the Catalysis of Olefin Hydrocarboxylation by Rhodium, Iridium, and Cobalt Complexes
journal, January 1981


Fluoride-induced activation of molybdenum hexacarbonyl: formation of esters and lactones from alkyl iodides
journal, January 1992