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US4041057A Expired / Lapsed US ⏱️ 0.0 years remaining

Hydroesterification process

Assignee: Albemarle Corp
•
Filing: 1975-07-02
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Granted: 1977-08-09
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Expires: 1995-07-02
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Abstract

Abstract A hydroesterification process is described for preparing esters of carboxylic acids by reacting an olefin, CO and alcohol in the presence of a cobalt catalyst. An important aspect of the present invention is improved catalyst recycle.

Inventors

  • 👤 Robert J. Fanning

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 22:14
CPC Classifications
B; B01; B01J; B01J31/00; B01J31/16; B01J31/18; B01J31/1805; B01J31/181; B01J31/20; B01J31/40; B01J31/4015; B01J31/4023; B01J31/403; C; C07; C07C; C07C67/00; C07C67/36; C07C67/38; B01J2231/00; B01J2231/30; B01J2231/32; B01J2231/321; B01J2531/00; B01J2531/80; B01J2531/84; B01J2531/845; B01J31/02; B01J31/0234; B01J31/0235; B01J31/0244; Y; Y02; Y02P; Y02P20/00; Y02P20/50; Y02P20/584

Claims Analysis

Total Claims: 9
Claim 1
Independent Claim 142 words
A process for producing esters which comprises: A. reacting olefin having from about 3 to about 40 carbon atoms per molecule, CO and alcohol having from about 1 to about 20 carbon atoms per molecule in the presence of cobalt carbonyl catalyst to produce ester in admixture with residual catalyst and residual reactants, B. recovering at least a portion of the ester product from said reaction thereby producing a cobalt-containing catalyst residue, C. heating the catalyst residue at a temperature of from about 1000° F. to about 4000° F. under oxidizing conditions wherein the cobalt of the catalyst residue is converted to cobalt oxide, D. reacting the cobalt oxide with carbon monoxide and hydrogen to form a cobalt carbonyl complex, and E. recycling the cobalt carbonyl complex to the olefin-CO-alcohol reaction step to provide at least a portion of the catalyst therein.
Claim 2
Dependent Claim 142 words
A process for producing esters which comprises: A. reacting olefin having from about 3 to about 40 carbon atoms per molecule, CO and alcohol having from about 1 to about 20 carbon atoms per molecule in the presence of cobalt carbonyl catalyst to produce ester in admixture with residual catalyst and residual reactants, B. recovering at least a portion of the ester product from said reaction thereby producing a cobalt-containing catalyst residue, C. heating the catalyst residue at a temperature of from about 1000° F. to about 4000° F. under oxidizing conditions wherein the cobalt of the catalyst residue is converted to cobalt oxide, D. reacting the cobalt oxide with carbon monoxide and hydrogen to form a cobalt carbonyl complex, and E. recycling the cobalt carbonyl complex to the olefin-CO-alcohol reaction step to provide at least a portion of the catalyst therein.
Claim 3
Dependent Claim 13 words
A process in accordance with claim 1 wherein the alcohol is an alkanol.
Claim 4
Dependent Claim 12 words
A process in accordance with claim 1 wherein the alcohol is methanol.
Claim 5
Dependent Claim 19 words
A process in accordance with claim 1 wherein the cobalt carbonyl catalyst is of the formula HCo(CO) 4 .pyridine.
Claim 6
Dependent Claim 23 words
A process in accordance with claim 1 wherein the temperature at the heating step is from about 1500° F. to about 2500° F.
Claim 7
Dependent Claim 23 words
A process in accordance with claim 1 wherein the temperature at the heating step is from about 1900° F. to about 2000° F.
Claim 8
Dependent Claim 206 words
A process for producing esters which comprises: A. reacting olefin having from about 3 to about 40 carbon atoms per molecule, CO and alcohol having from 1 to about 20 carbon atoms per molecule in the presence of cobalt carbonyl-pyridinium catalyst to produce ester in admixture with residual catalyst. B. combining the reaction mass from the preceding step with olefin of the type reacted at A and separating the resulting mixture into two phases, a first phase consisting essentially of alcohol, a pyridine and cobalt catalyst complex and a second phase consisting essentially of olefin and ester and minor proportions each of catalyst, alcohol and a pyridine, C. recycling the first phase to the reacting step, D. purifying the second phase to recover olefin, product ester, alcohol and a pyridine, producing a residue containing the catalyst, E. heating the residue at a temperature of from about 1000° F. to about 4000° F. under oxidizing conditions wherein the cobalt of the catalyst residue is converted to cobalt oxide, F. recovering the cobalt oxide, G. reacting the recovered cobalt oxide with CO, hydrogen and a pyridine to form cobalt carbonyl-pyridinium catalyst, H. and recycling the cobalt carbonyl-pyridinium catalyst formed in step G to the reaction at step A.
Claim 9
Dependent Claim 206 words
A process for producing esters which comprises: A. reacting olefin having from about 3 to about 40 carbon atoms per molecule, CO and alcohol having from 1 to about 20 carbon atoms per molecule in the presence of cobalt carbonyl-pyridinium catalyst to produce ester in admixture with residual catalyst. B. combining the reaction mass from the preceding step with olefin of the type reacted at A and separating the resulting mixture into two phases, a first phase consisting essentially of alcohol, a pyridine and cobalt catalyst complex and a second phase consisting essentially of olefin and ester and minor proportions each of catalyst, alcohol and a pyridine, C. recycling the first phase to the reacting step, D. purifying the second phase to recover olefin, product ester, alcohol and a pyridine, producing a residue containing the catalyst, E. heating the residue at a temperature of from about 1000° F. to about 4000° F. under oxidizing conditions wherein the cobalt of the catalyst residue is converted to cobalt oxide, F. recovering the cobalt oxide, G. reacting the recovered cobalt oxide with CO, hydrogen and a pyridine to form cobalt carbonyl-pyridinium catalyst, H. and recycling the cobalt carbonyl-pyridinium catalyst formed in step G to the reaction at step A.

References Cited (Backward Citations)

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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-08-08 1981-02-07 1981-08-09 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-08-08 1985-02-07 1985-08-09 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-08-08 1989-02-07 1989-08-09 $7700.00 Window Closed / Lapsed

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