US3700729A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Preparation of aromatic acids
Assignee: Union Oil Company of California
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Filing: 1965-12-06
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Granted: 1972-10-24
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Expires: 1985-12-06
Abstract
Abstract An aromatic acid is prepared by reacting in the liquid phase an aromatic with carbon monoxide in the presence of a catalyst selected from the group consisting of palladium and ferric chloride and bromides and mixtures thereof and an anhydrous organic liquid inert to the above reactants and catalyst at a temperature between about 100* C. and 300* C. and at a pressure to maintain liquid phase, and then hydrolyzing the resultant carbonylated compound to said aromatic acid.
Inventors
- 👤 Donald M Fenton
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-28 21:46
CPC Classifications
C; C07; C07C; C07C51/00; C07C51/10; C07C51/145
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
11 words
The reaction of claim 1 wherein said catalyst is ferric chloride.
Claim 2
Dependent Claim
11 words
The reaction of claim 1 wherein said catalyst is palladous chloride.
Claim 3
Dependent Claim
16 words
The reaction of claim 1 wherein said catalyst is a mixture of ferric and palladous chloride.
Claim 4
Dependent Claim
43 words
The reaction of claim 1 wherein said reaction medium also contains from 0.1 to about 10 weight percent of a soluble alkali metal salt selected from the class of the chlorides, bromides and carboxylates of from one to six carbons containing fatty acids.
Claim 5
Dependent Claim
46 words
The reaction of claim 1 wherein said reaction medium also contains from 0.1 to about 5 weight percent of an organic dehydrating agent selected from the class consisting of the halides and anhydrides of aromatic and saturated carboxylic acids having from two to about 25 carbons.
Claim 6
Dependent Claim
64 words
The reaction of claim 1 wherein said reaction medium is separated from said oxidatively carbonylated aromatic compound and contacted with oxygen at a temperature from about 75* to about 200* C. to oxidize the lower valency state of said catalyst to said higher valency and then water formed by said oxidation is vaporized therefrom and said reaction medium is returned to said reaction zone.
Claim 7
Dependent Claim
70 words
The reaction of claim 1 including the step of contacting said reaction medium containing said oxidatively carbonylated aromatic compound with oxygen at a temperature from 75* to about 200* C. to oxidize the metal of said catalyst from its lower valency state to said higher valency state and hydrolyze said oxidatively carbonylated aromatic compound to an aromatic carboxylic acid and thereafter separating said aromatic carboxylic acid from said reaction medium.
Claim 8
Dependent Claim
13 words
The reaction of claim 1 wherein said aromatic compound has a benzene ring.
Claim 9
Dependent Claim
13 words
The reaction of claim 1 wherein said aromatic compound has a naphthalene ring.
Claim 10
Dependent Claim
11 words
The reaction of claim 1 wherein said aromatic compound is toluene.
Claim 11
Dependent Claim
11 words
The reaction of claim 11 wherein said catalyst is ferric chloride.
Claim 12
Dependent Claim
12 words
The reaction of claim 11 wherein the said catalyst is palladous chloride.
Claim 13
Dependent Claim
17 words
The reaction of claim 11 wherein the catalyst is a mixture of both ferric and palladous chloride.
Claim 14
Dependent Claim
118 words
The reaction of an aromatic compound having from six to about 25 carbon atoMs selected from the class of benzene, naphthalene, anthracene and derivatives thereof with inert alkyl, cycloalkyl, oxy or halo substituents which comprises contacting said aromatic compound with carbon monoxide at a temperature of about 100* to 300* C. and at a pressure of about 1 to 200 atmospheres sufficient to maintain a liquid phase in the presence of a catalyst of palladous and ferric chlorides, bromides or mixtures thereof, to reduce said catalyst to a lower valency and to oxidatively carbonylate said aromatic compound and thereafter hydrolyzing the oxidatively carbonylated aromatic compound to an aromatic acid having one more carbon atom than said aromatic compound.
Claim 15
Dependent Claim
25 words
The reaction defined in claim 15 wherein said aromatic compound is selected from the class consisting of benzene, naphthalene and anthracene and their alkyl derivatives.
Claim 16
Independent Claim
63 words
The method of preparing an aromatic acid halide which comprises contacting reactants consisting of an aromatic hydrocarbon selected from the group consisting of benzene, naphthalene and anthracene and their derivatives containing inert alkyl substitutents, carbon monoxide, and a halide of palladium at about 100* C. to 300* C. and a pressure from atmospheric to about 200 atmospheres sufficient to maintain a liquid phase.
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) | 1975-10-24 | 1976-04-24 | 1976-10-24 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1979-10-24 | 1980-04-24 | 1980-10-24 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1983-10-24 | 1984-04-24 | 1984-10-24 | $7700.00 | Window Closed / Lapsed |