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US3789065A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for preparing vicinal glycol esters from olefins

Assignee: Halcon Research and Development Corp
•
Filing: 1971-10-07
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Granted: 1974-01-29
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Expires: 1991-10-07
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Abstract

Abstract In the process for preparation of vicinal glycol esters from an olefin by reacting the olefin in the liquid phase with molecular oxygen and a carboxylic acid in the presence of a catalyst within an oxidation zone, selectivities to the desired glycol esters are improved by treating the high-boiling residue and the precursor light components separated from the oxidation effluent by contacting them with a carboxylic acid. In a preferred embodiment both residue and precursor light components are recycled to the oxidation zone where they are converted to additional glycol ester product.

Inventors

  • 👤 J Kollar

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-03 02:01
CPC Classifications
C; C07; C07C; C07C67/00; C07C67/04; C07C67/05

Claims Analysis

Total Claims: 12
Claim 1
Independent Claim 21 words
The process of claim 1 wherein the carboxylic acid medium is the same carboxylic acid as used in the oxidation zone.
Claim 2
Dependent Claim 23 words
The process of claim 1 wherein said residue is contacted with said carboxylic acid medium by recycling said residue to said oxidation zone.
Claim 3
Dependent Claim 179 words
In the process for the preparation of vicinal glycol esters by the reaction of an olefin, moleculAr oxygen and a carboxylic acid, said reaction being carried out in the liquid phase within an oxidation zone in the presence of catalyst consisting essentially of (a) a variable valence metal cation selected from the group consisting of tellurium, cerium, antimony, vanadium, gallium, arsenic, copper, selenium and silver and (b) at least one of bromine, chlorine, a bromine-containing compound capable upon oxidation of yielding bromide ions in solution, or a chlorine-containing compound capable upon oxidation of yielding chloride ions in solution, the improvement which comprises: continuously removing a liquid effluent from said oxidation zone; separating said effluent to obtain a residue having a boiling point higher than that of said vicinal glycol ester; separating from said effluent unreacted carboxylic acid contained in said effluent; recovering glycol ester product from said effluent; separating from said effluent a stream comprising precursor light components contained in said effluent; contacting said residue with a liquid medium comprising a caroboxylic acid whereby additional glycol ester is obtained.
Claim 4
Dependent Claim 21 words
The process of claim 4 wherein said carboxylic acid medium contains the same carboxylic acid as used in the oxidation zone.
Claim 5
Dependent Claim 23 words
The process of claim 4 wherein in addition to said residue, the precursor light components are also contacted with said carboxylic acid medium.
Claim 6
Dependent Claim 19 words
The process of claim 4 wherein said carboxylic acid medium is maintained at from about 90*C. to about 180*C.
Claim 7
Dependent Claim 21 words
The process of claim 4 wherein the carboxylic acid is a lower carboxylic acid of from two to six carbon atoms.
Claim 8
Dependent Claim 19 words
The process of claim 8 wherein the olefin is a lower olefin of from two to five carbon atoms.
Claim 9
Dependent Claim 10 words
The process of claim 8 wherein said olefin is ethylene.
Claim 10
Dependent Claim 10 words
The process of claim 8 wherein said olefin is propylene.
Claim 11
Dependent Claim 26 words
A process in accordance with claim 6 wherein both said residue and said precursor light components are recycled to said oxidation zone to effect said contact.
Claim 12
Dependent Claim 32 words
A process in accordance with claim 4 wherein the catalyst is tellurium cation and at least one of bromine and a bromine-containing compound capable upon oxidation of yielding bromine ions in solution.

References Cited (Backward Citations)

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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1977-01-28 1977-07-30 1978-01-29 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1981-01-28 1981-07-30 1982-01-29 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1985-01-28 1985-07-30 1986-01-29 $7700.00 Window Closed / Lapsed

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