US4354978A
Expired / Lapsed
US
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Process for preparing alpha-methyl monobasic acid and esters thereof
Assignee: Millennium Petrochemicals Inc
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Filing: 1980-08-04
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Granted: 1982-10-19
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Expires: 2000-08-04
Abstract
Abstract Alkanoic acids containing largely the alpha-methyl isomers thereof, and/or the corresponding esters, are prepared by reacting an alpha-olefin, carbon monoxide and water and/or a monoalkanol in the presence of a catalytically effective amount of a catalyst composition comprising (i) a zero-valent Group VIII metal or metal alloy in which the Group VIII metal is the major component by weight thereof, (ii) an aryl ligand selected from the group consisting of arylarsine, arylstibine and arylbismuthine and (iii) a Lewis acid and/or hydrochloric acid.
Inventors
- 👤 Orville D. Frampton
- 👤 William D. Baugh
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 12:56
CPC Classifications
C; C07; C07C; C07C51/00; C07C51/10; C07C51/14; C07C67/00; C07C67/36; C07C67/38
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
126 words
A process for preparing alpha-methyl monoalkanoic acid of from 4 to 9 carbon atoms, and/or the monoester thereof, wherein said branched acid and/or ester predominates over any unbranched acid and/or ester which may also be produced, which comprises reacting an alpha- monoolefin of from 3 to 8 carbon atoms, carbon monoxide and water and/or monoalkanol in the presence of a catalytically effective amount of a heterogeneous catalyst composition comprising (i) a zero-valent Group VIII metal or metal alloy in which the Group VIII metal is the major component by weight thereof, (ii) an aryl ligand selected from the group consisting of arylarsine, arylstibine and arylbismuthine and (iii) a Lewis acid and/or hydrochloric acid to provide a liquid reaction product containing said monoalkanoic acid and/or monoester thereof.
Claim 2
Dependent Claim
126 words
A process for preparing alpha-methyl monoalkanoic acid of from 4 to 9 carbon atoms, and/or the monoester thereof, wherein said branched acid and/or ester predominates over any unbranched acid and/or ester which may also be produced, which comprises reacting an alpha- monoolefin of from 3 to 8 carbon atoms, carbon monoxide and water and/or monoalkanol in the presence of a catalytically effective amount of a heterogeneous catalyst composition comprising (i) a zero-valent Group VIII metal or metal alloy in which the Group VIII metal is the major component by weight thereof, (ii) an aryl ligand selected from the group consisting of arylarsine, arylstibine and arylbismuthine and (iii) a Lewis acid and/or hydrochloric acid to provide a liquid reaction product containing said monoalkanoic acid and/or monoester thereof.
Claim 3
Dependent Claim
25 words
The process of claim 1 wherein the alpha-olefin is selected from the group consisting of propylene, 1-butene, 1-pentene, 1-hexene, 1-heptene, 1-octene, 3-methyl-1-pentene, 4-methyl-1-pentene, and 4,4-dimethyl-1-pentene.
Claim 4
Dependent Claim
23 words
The process of claim 1 wherein the monoalkanol is selected from the group consisting of methanol, ethanol, propanol, butanol, isobutanol, decanol and dodecanol.
Claim 5
Dependent Claim
12 words
The process of claim 1 wherein the Group VIII metal is palladium.
Claim 6
Dependent Claim
17 words
The process of claim 1 wherein the Group VIII metal is supported on an inert particulate carrier.
Claim 7
Dependent Claim
11 words
The process of claim 1 wherein the aryl ligand is triphenylarsine.
Claim 8
Dependent Claim
12 words
The process of claim 1 wherein the Lewis acid is aluminum chloride.
Claim 9
Dependent Claim
17 words
The process of claim 1 wherein the reaction is carried out in an inert solvent or diluent.
Claim 10
Dependent Claim
25 words
The process of claim 1 wherein the reaction is carried out within a range of temperature of from about 50° C. to about 300° C.
Claim 11
Dependent Claim
27 words
The process of claim 1 wherein the reaction is carried out at a partial pressure of carbon monoxide of from about 300 psig to about 3,000 psig.
Claim 12
Dependent Claim
17 words
The process of claim 1 wherein carbon monoxide is used in large molar excess compared to alpha-olefin.
Claim 13
Dependent Claim
18 words
The process of claim 1 wherein water or monoalkanol is used in large molar excess compared to alpha-olefin.
Claim 14
Dependent Claim
19 words
The process of claim 1 wherein aryl ligand is used in large molar excess compared to Group VIII metal.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1985-10-18 | 1986-04-19 | 1986-10-19 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1989-10-18 | 1990-04-19 | 1990-10-19 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1993-10-18 | 1994-04-19 | 1994-10-19 | $7700.00 | Window Closed / Lapsed |