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Production of carboxylic acids

Assignee: Monsanto Co
•
Filing: 1971-07-26
•
Granted: 1974-06-18
•
Expires: 1991-07-26
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Abstract

Abstract Production of carboxylic acids by carboxylation of ethylenically unsaturated compounds utilizing a stabilized catalyst system comprising a rhodium or iridium compound, a halide promoter and as a stabilizer an organic derivative of pentavalent phosphorus, arsenic, antimony, nitrogen or bismuth.

Inventors

  • 👤 D Forster
  • 👤 A Hershman

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 13:05
CPC Classifications
B; B01; B01J; B01J31/00; B01J31/02; B01J31/0231; B01J31/16; B01J31/18; B01J31/1845; B01J31/1875; B01J31/1895; B01J31/20; B01J31/26; C; C07; C07C; C07C51/00; C07C51/10; C07C51/14; B01J2531/00; B01J2531/80; B01J2531/82; B01J2531/822; B01J2531/827; B01J31/40; B01J31/4015; B01J31/4023; B01J31/4038; Y; Y02; Y02P; Y02P20/00; Y02P20/50; Y02P20/584

Claims Analysis

Total Claims: 19
Claim 1
Independent Claim 103 words
In a process for production of carboxylic acids wherein an ethylenically unsaturated hydrocarbon is reacted with carbon monoxide and water at a temperature of 50*C to 300*C and subsequently separating the product acid by distillation, the improvement which comprises contacting the said reactants with a three component catalyst system comprised of an iridium or rhodium compound, a halide promoter, and as a stabilizer, a member of the group consisting of a trialkylphosphine oxide, a triarylphosphine oxide, a trialkylarsine oxide, a triarylarsine oxide, a trialkyl amine oxide and a trialkylstibine oxide, and thereafter distilling the products and unreacted reactants from the said catalyst system.
Claim 2
Dependent Claim 14 words
Process as in claim 2 in which the distillation step is a vacuum distillation.
Claim 3
Dependent Claim 21 words
The process as in claim 1 in which the partial pressure of carbon monoxide is from 1 psia to 15,000 psia.
Claim 4
Dependent Claim 16 words
A process as in claim 1 in which the iridium component is provided by iridium chloride.
Claim 5
Dependent Claim 16 words
A process as in claim 1 in which the rhodium component is provided by rhodium iodide.
Claim 6
Dependent Claim 15 words
A process as in claim 1 in which the promoter is provided by hydrogen iodide.
Claim 7
Dependent Claim 16 words
A process as in claim 1 in which the promoter is provided by an alkyl iodide.
Claim 8
Dependent Claim 14 words
A process as in claim 1 in which the promoter is provided by iodine.
Claim 9
Dependent Claim 67 words
In a process for production of carboxylic acids wherein an ethylenically unsaturated hydrocarbon having two to 30 carbon atoms is reacted with carbon monoxide and water at a temperature of 50*C to 300*C, the improvement which comprises contacting the said reactants in the presence of a three component catalyst system comprised of an iridium or rhodium compound, a halide promoter, and a trialkylphosphine oxide as a stabilizer.
Claim 10
Dependent Claim 67 words
In a process for production of carboxylic acids wherein an ethylenically unsaturated hydrocarbon having two to 30 carbon atoms is reacted with carbon monoxide and water at a temperature of 50*C to 300*C, the improvement which comprises contacting the said reactants in the presence of a three component catalyst system comprised of an iridium or rhodium compound, a halide promoter, and a triarylphosphine oxide as a stabilizer.
Claim 11
Dependent Claim 67 words
In a process for production of carboxylic acids wherein an ethylenically unsaturated hydrocarbon having two to 30 carbon atoms is reacted with carbon monoxide and water at a temperature of 50*C to 300*C, the improvement which comprises contacting the said reactants in the presence of a three component catalyst system comprised of an iridium or rhodium compound, a halide promoter, and a trialkylarsine oxide as a stabilizer.
Claim 12
Dependent Claim 67 words
In a process for production of carboxylic acids wherein an ethylenically unsaturated hydrocarbon having two to 30 carbon atoms is reacted with carbon monoxide and water at a temperature of 50*C to 300*C, the improvement which comprises contacting the said reactants in the presence of a three component catalyst system comprised of an iridium or rhodium compound, a halide promoter, and a triarylarsine oxide as a stabilizer.
Claim 13
Dependent Claim 66 words
In a process for production of carboxylic acids wherein an ethylenically unsaturated hydrocarbon having two to 30 carbon atoms is reacted with carbon monoxide and water at a temperature of 50*C to 300*C, the improvement which comprises contacting the said reactants in the presence of a three component catalyst system comprised of an iridium or rhodium compound, a halide promoter, and trioctylphosphine oxide as a stabilizer.
Claim 14
Dependent Claim 66 words
In a process for production of carboxylic acids wherein an ethylenically unsaturated hydrocarbon having two to 30 carbon atoms is reacted with carbon monoxide and water at a temperature of 50*C to 300*C, the improvement which comprises contacting the said reactants in the presence of a three component catalyst system comprised of a iridium or rhodium compound, a halide promoter, and triphenylphosphine oxide as a stabilizer.
Claim 15
Dependent Claim 67 words
In a process for production of carboxylic acids wherein an ethylenically unsaturated hydrocarbon having two to 30 carbon atoms is reacted with carbon monoxide and water at a temperature of 50*C to 300*C, the improvement which comprises contacting the said reactants in the presence of a three component catalyst system comprised of an iridium or rhodium compound, a halide promoter, and a trialkylstibine oxide as a stabilizer.
Claim 16
Dependent Claim 28 words
A process as in claim 1 in which the stablizing component is an amine oxide R3NO, where R is an alkyl radical of one to 18 carbon atoms.
Claim 17
Dependent Claim 19 words
Process as in claim 1 in which the ethylenically unsaturated hydrocarbon is ethylene and the product is propionic acid.
Claim 18
Dependent Claim 37 words
Process as in claim 1 in which the ethylenically unsaturated hydrocarbon is comprised of olefin having from three to eight carbon atoms and the product is comprised of carboxylic acids having from four to nine carbon atoms.
Claim 19
Dependent Claim 35 words
Process as in claim 1 in which the ethylenically unsaturated hydrocarbon is comprised of olefins having from nine to 19 carbon atoms and the product comprises carboxylic acids having from 10 to 20 carbon atoms.

References Cited (Backward Citations)

US3505394A Cited
US3579552A Cited
US3657368A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1977-06-17 1977-12-17 1978-06-18 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1981-06-17 1981-12-17 1982-06-18 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1985-06-17 1985-12-17 1986-06-18 $7700.00 Window Closed / Lapsed

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