US3715388A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Process for preparing glycol esters from ethylene and propylene
Assignee: Halcon Research and Development Corp
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Filing: 1971-03-01
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Granted: 1973-02-06
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Expires: 1991-03-01
Abstract
Abstract Vicinal esters of ethylene glycol and propylene glycol are prepared by continuously reacting ethylene or propylene with molecular oxygen and monobasic carboxylic acids within an oxidation zone containing a liquid phase reaction medium. Selectivity of this liquid phase reaction is improved, without adverse effect upon reaction rate, by maintaining the concentration of the olefin within the liquid phase reaction medium at a level less than about 0.8 wt. percent.
Inventors
- 👤 J Valbert
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 22:21
CPC Classifications
C; C07; C07C; C07C69/00; C07C69/02; C07C69/22; C07C69/28; C07C67/00; C07C67/04; C07C67/05
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
125 words
In a process for the continuous production of monobasic carboxylic acid diesters of a C2 vicinal glycol by the continuous oxidation with molecular oxygen of ethylene in the presence of a variable valence metal cation selected from at least one member of the group consisting of tellurium, antimony, vanadium, gallium, arsenic, selenium and silver and at least one of bromine, chlorine, a bromine-containing compound yielding bromide ions during reaction of a chlorine-containing compound yielding chloride ions during reaction, said oxidation being conducted within an oxidation zone in the presence of a liquid phase reaction medium comprising the carboxylic acid and dissolved ethylene, the improvement which comprises: maintaining the concentration of ethylene in the liquid phase reaction medium at a level less than 0.8 wt. percent.
Claim 2
Dependent Claim
125 words
In a process for the continuous production of monobasic carboxylic acid diesters of a C2 vicinal glycol by the continuous oxidation with molecular oxygen of ethylene in the presence of a variable valence metal cation selected from at least one member of the group consisting of tellurium, antimony, vanadium, gallium, arsenic, selenium and silver and at least one of bromine, chlorine, a bromine-containing compound yielding bromide ions during reaction of a chlorine-containing compound yielding chloride ions during reaction, said oxidation being conducted within an oxidation zone in the presence of a liquid phase reaction medium comprising the carboxylic acid and dissolved ethylene, the improvement which comprises: maintaining the concentration of ethylene in the liquid phase reaction medium at a level less than 0.8 wt. percent.
Claim 3
Dependent Claim
13 words
A process in accordance with claim 1 wherein the acid is acetic acid.
Claim 4
Dependent Claim
21 words
A process in accordance with claim 1 wherein the olefin concentration is maintained at a level less than 0.6 wt. percent.
Claim 5
Dependent Claim
20 words
A process in accordance with claim 1 wherein the olefin concentration is maintained at a level below 0.4 wt. percent.
Claim 6
Dependent Claim
25 words
A process in accordance with claim 1 wherein the olefin concentration is maintained at a level between 0.01 wt. percent and about 0.8 wt. percent.
Claim 7
Dependent Claim
29 words
A process in accordance with claim 1 carried out in the presence of tellurium as the variable valence cation and in the presence of bromine or a bromine-containing compound.
Claim 8
Dependent Claim
13 words
A process in accordance with claim 6 wherein the acid is acetic acid.
Claim 9
Dependent Claim
125 words
In a process for the continuous production of monobasic carboxylic acid diesters of a C3 vicinal glycol by the continuous oxidation with molecular oxygen of propylene in the presence of a variable valence metal cation selected from at least one member of the group consisting of tellurium, antimony, vanadium, gallium, arsenic, selenium and silver and at least one of bromine, chlorine, a bromine-containing compound yielding bromide ions during reaction or a chlorine-containing compound yielding chloride ions during reaction, said oxidation being conducted within an oxidation zone in the presence of a liquid phase reaction medium comprising the carboxylic acid and dissolved propylene, the improvement which comprises: maintaining the concentration of propylene in the liquid phase reaction medium at a level less than 0.6 wt. percent.
Claim 10
Dependent Claim
125 words
In a process for the continuous production of monobasic carboxylic acid diesters of a C3 vicinal glycol by the continuous oxidation with molecular oxygen of propylene in the presence of a variable valence metal cation selected from at least one member of the group consisting of tellurium, antimony, vanadium, gallium, arsenic, selenium and silver and at least one of bromine, chlorine, a bromine-containing compound yielding bromide ions during reaction or a chlorine-containing compound yielding chloride ions during reaction, said oxidation being conducted within an oxidation zone in the presence of a liquid phase reaction medium comprising the carboxylic acid and dissolved propylene, the improvement which comprises: maintaining the concentration of propylene in the liquid phase reaction medium at a level less than 0.6 wt. percent.
Claim 11
Dependent Claim
13 words
A process in accordance with claim 8 wherein the acid is acetic acid.
Claim 12
Dependent Claim
20 words
A process in accordance with claim 8 wherein the olefin concentration is maintained at a level below 0.4 wt. percent.
Claim 13
Dependent Claim
25 words
A process in accordance with claim 10 wherein the olefin concentration is maintained at a level between 0.01 wt. percent and about 0.4 wt. percent.
Claim 14
Dependent Claim
29 words
A process in accordance with claim 8 carried out in the presence of tellurium as the variable valence cation and in the presence of bromine or a bromine-containing compound.
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) | 1976-02-06 | 1976-08-07 | 1977-02-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1980-02-06 | 1980-08-07 | 1981-02-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1984-02-06 | 1984-08-07 | 1985-02-06 | $7700.00 | Window Closed / Lapsed |