US3668239A
Expired / Lapsed
US
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Process for preparing glycol esters from olefinically unsaturated compounds
Assignee: Halcon Research and Development Corp
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Filing: 1970-04-23
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Granted: 1972-06-06
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Expires: 1990-04-23
Abstract
Abstract Glycol esters derived from olefinically unsaturated compounds are prepared by contacting the olefinically unsaturated compound and molecular oxygen in a carboxylic acid medium in the presence of a catalyst. The particular catalyst employed is a combination of tellurium and an appropriate form of bromine which will insure that the pH of the reaction medium when determined at 25* C. is maintained at less than 2.0, after a 10:1 weight dilution with water. Improved selectivities to the vicinal glycol diester are obtained when operating within the specified reaction conditions.
Inventors
- 👤 John Kollar
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 18:08
CPC Classifications
C; C07; C07C; C07C67/00; C07C67/04; C07C67/05
Claims Analysis
Total Claims: 10
Claim 1
Independent Claim
39 words
The process of claim 1 wherein at least a part of the bromine source is at least one non-basic form of bromine selected from the group consisting of bromine, hydrobromic acid, a tellurium bromide and an organic bromine compound.
Claim 2
Dependent Claim
30 words
The process of claim 1 wherein the carboxylic acid is a lower carboxylic acid selected from the group consisting of carboxylic acids containing from two through six carbon atoms, inclusive.
Claim 3
Dependent Claim
13 words
The process of claim 3 wherein the lower carboxylic acid is acetic acid.
Claim 4
Dependent Claim
27 words
The process of claim 1 wherein the olefinically unsaturated compound is selected from the group consisting of lower olefins containing from two through six carbon atoms, inclusive.
Claim 5
Dependent Claim
90 words
A process for preparing ethylene glycol esters which comprises contacting ethylene and molecular oxygen in an oxidation zone containing in the liquid phase a carboxylic acid selected from the group consisting of mono- and di-basic acids having up to 30 carbon atoms and a catalyst which consists essentially of bromine and tellurium metal cation, and maintaining the pH of the liquid phase during the course of the oxidation at a pH of less than 2.0 with a non-basic bromine source capable of producing bromide ions in solution under oxidation conditions.
Claim 6
Dependent Claim
12 words
The process of claim 6 wherein the carboxylic acid is acetic acid.
Claim 7
Dependent Claim
39 words
The process of claim 6 wherein at least a part of the bromine source is at least one non-basic form of bromine selected from the group consisting of bromine, hydrobromic acid, a tellurium bromide, and an organic bromine compound.
Claim 8
Dependent Claim
90 words
A process for preparing propylene glycol esters which comprises contacting propylene and molecular oxygen in an oxidation zone containing in the liquid phase a carboxylic acid selected from the group consisting of mono- and di-basic acids having up to 30 carbon atoms and a catalyst which consists essentially of bromine and tellurium metal cation, and maintaining the pH of the liquid phase during the course of the oxidation at a pH of less than 2.0 with a non-basic bromine source capable of producing bromide ions in solution under oxidation conditions.
Claim 9
Dependent Claim
38 words
The process of claim 9 wherein at least a part of the bromine source is at least one non-basic bromine source selected from the group consisting of bromine, hydrobromic acid, a tellurium bromide, and an organic bromine compound.
Claim 10
Dependent Claim
12 words
The process of claim 9 wherein the carboxylic acid is acetic acid.
References Cited (Backward Citations)
US3479395A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1975-06-06 | 1975-12-06 | 1976-06-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1979-06-06 | 1979-12-06 | 1980-06-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1983-06-06 | 1983-12-06 | 1984-06-06 | $7700.00 | Window Closed / Lapsed |