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US3290362A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for preparing esters and acetals by the oxidation of olefins

Assignee: Union Oil Company of California
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Filing: 1963-08-05
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Granted: 1966-12-06
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Expires: 1983-08-05
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Abstract

No abstract record available.

Inventors

  • 👤 William D Schaeffer

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-31 06:45
CPC Classifications
C; C07; C07C; C07C67/00; C07C67/04; C07C67/05; C07C67/055; C07C45/00; C07C45/27; C07C45/32; C07C45/33; C07C45/34

Claims Analysis

Total Claims: 4
Claim 1
Independent Claim 263 words
IN THE OXIDATION OF AN OLEFIN HAVING FROM ABOUT 2 TO ABOUT 5 CARBONS TO VALUABLE OXYGENATED COMPOUNDS SELECTED FROM THE CLASS CONSISTING OF ACETALS AND UNSATURATED ESTERS OF CARBOXYLIC ACIDS WHEREIN OXYGEN AND SAID OLEFIN ARE INTRODUCED INTO A REACTION ZONE TO CONTACT THEREIN A SUBSTANTIALLY ANHYDROUS ORGANIC REACTION MEDIUM CONTAINING CATALYTIC AMOUNTS OF A PLATINUM GROUP METAL AND COMPRISING A REACTANT SELECTED FROM THE CLASS CONSISTING OF ALIPHATIC CARBOXYLIC ACIDS AND MONOHYDROXY ALCOHOLS HAVING FROM 1 TO ABOUT 20 CARBONS TO PREPARE AN UNSATURATED ESTER OF SAID CARBOXYLIC ACID WHEN SAID REACTION MEDIUM IS SELECTED TO CONTAIN SAID CARBOXYLIC ACID AND TO PREPARE AN ACETAL OF SAID ALCOHOL WHEN SAID REACTION MEDIUM IS SELECTED TO CONTAIN SAID ALCOHOL, WHEREIN SAID REACTION ZONE IS MAINTAINED AT TEMPERATURES BETWEEN ABOUT 50* AND ABOUT 200* CENTIGRADE AND SUFFICIENT PRESSURES TO MAINTAIN LIQUID PHASE CONDITIONS AND WHEREIN A CATALYST CONTAINING EFFLUENT IS WITHDRAWN FROM SAID REACTION ZONE; THE IMPROVED METHOD FOR PREVENTING THE FORMATION OF TENACIOUS DEPOSITS OF THE PLATINUM METAL UPON THE SURFACES OF EQUIPMENT AND VESSEL CONTACTED BY SAID EFFLUENT THAT COMPRISES SEPARATING SAID EFFLUENT INTO GAS AND LIQUID STREAMS, ANALYZING THE GAS STREAM SO SEPARATED FOR FREE OXYGEN CONTENT AND CONTROLLING THE RELATIVE RATE OF OXYGEN INTRODUCTION INTO SAID REACTION ZONE SO AS TO MAINTAIN SAID OXYGEN CONTENT LESS THAN ABOUT 1.0 VOLUEM PERCENT AND THEREBY MAINTAIN SAID CATALYST IN SAID REACTOR EFFLUENT IN A REDUCED STATE; DOSTILLING SAID LIQUID STREAM TO RECOVER THE VOLATILE PRODUCTS FROM A LIQUID RESIDUE AND RETURNING SAID LIQUID RESIDUE AND SAID CATALYST TO SAID REACTION ZONE.
Claim 2
Dependent Claim 263 words
IN THE OXIDATION OF AN OLEFIN HAVING FROM ABOUT 2 TO ABOUT 5 CARBONS TO VALUABLE OXYGENATED COMPOUNDS SELECTED FROM THE CLASS CONSISTING OF ACETALS AND UNSATURATED ESTERS OF CARBOXYLIC ACIDS WHEREIN OXYGEN AND SAID OLEFIN ARE INTRODUCED INTO A REACTION ZONE TO CONTACT THEREIN A SUBSTANTIALLY ANHYDROUS ORGANIC REACTION MEDIUM CONTAINING CATALYTIC AMOUNTS OF A PLATINUM GROUP METAL AND COMPRISING A REACTANT SELECTED FROM THE CLASS CONSISTING OF ALIPHATIC CARBOXYLIC ACIDS AND MONOHYDROXY ALCOHOLS HAVING FROM 1 TO ABOUT 20 CARBONS TO PREPARE AN UNSATURATED ESTER OF SAID CARBOXYLIC ACID WHEN SAID REACTION MEDIUM IS SELECTED TO CONTAIN SAID CARBOXYLIC ACID AND TO PREPARE AN ACETAL OF SAID ALCOHOL WHEN SAID REACTION MEDIUM IS SELECTED TO CONTAIN SAID ALCOHOL, WHEREIN SAID REACTION ZONE IS MAINTAINED AT TEMPERATURES BETWEEN ABOUT 50* AND ABOUT 200* CENTIGRADE AND SUFFICIENT PRESSURES TO MAINTAIN LIQUID PHASE CONDITIONS AND WHEREIN A CATALYST CONTAINING EFFLUENT IS WITHDRAWN FROM SAID REACTION ZONE; THE IMPROVED METHOD FOR PREVENTING THE FORMATION OF TENACIOUS DEPOSITS OF THE PLATINUM METAL UPON THE SURFACES OF EQUIPMENT AND VESSEL CONTACTED BY SAID EFFLUENT THAT COMPRISES SEPARATING SAID EFFLUENT INTO GAS AND LIQUID STREAMS, ANALYZING THE GAS STREAM SO SEPARATED FOR FREE OXYGEN CONTENT AND CONTROLLING THE RELATIVE RATE OF OXYGEN INTRODUCTION INTO SAID REACTION ZONE SO AS TO MAINTAIN SAID OXYGEN CONTENT LESS THAN ABOUT 1.0 VOLUEM PERCENT AND THEREBY MAINTAIN SAID CATALYST IN SAID REACTOR EFFLUENT IN A REDUCED STATE; DOSTILLING SAID LIQUID STREAM TO RECOVER THE VOLATILE PRODUCTS FROM A LIQUID RESIDUE AND RETURNING SAID LIQUID RESIDUE AND SAID CATALYST TO SAID REACTION ZONE.
Claim 3
Dependent Claim 242 words
IN THE OXIDATION OF OLEFINS HAVING FROM ABOUT 2 TO ABOUT 5 CARBONS TO VALUABLE OXYGENATED COMPOUNDS SELECTED FROM THE CLASS CONSISTING OF ACETALS AND UNSATURATED ESTERS OF CARBOXYLIC ACIDS BY INTRODUCING OXYGEN AND SAID OLEFIN INTO A REACTION ZONE TO CONTACT THEREIN A SUBSTANTIALLY ANHYDROUS ORGANIC REACTION MEDIUM CONTAINING CATALYTIC AMOUNTS OF A PLATINUM GROUP METAL AND COMPRISING A REACTANT SELECTED FROM THE CLASS CONSISTING OF ALIPHATIC CARBOXYLIC ACIDS AND MONOHYDROXY ALCOHOLS HAVING FROM 1 TO ABOUT 20 CARBONS TO PREPARE AN UNSATURATED ESTER OF SAID CARBOXYLIC ACID WHEN SAID REACTION MEDIUM IS SELECTED TO CONTAIN SAID CARBOXYLIC ACID AND AN ACETAL OF SAID ALCOHOL WHEN SAID REACTION MEDIUM IS SELECTED TO CONTAIN SAID ALCHOHOL; WHEREIN SAID REACTION ZONE IS MAINTAINED AT TEMPERATURES BETWEEN ABOUT 50* AND ABOUT 200* CENTIGRADE AND SUFFICIENT PRESSURES TO MAINTAIN LIQUID PHASE CONDITIONS AND WHEREIN A CATALYST CONTAINING EFFLUENT IS WITHDRAWN FROM SAID REACTION ZONE, THE IMPROVED METHOD FOR PREVENTING THE FORMATION OF TENACIOUS DEPOSITS OF THE PLATINUM METAL UPON THE SURFACES OF EQUIPMENT AND VESSELS CONTACTED BY SAID EFFLUENT THAT COMPRISES DEPRESSURING SAID EFFLUENT TO SEPARATE DISSOLVED GASES THEREFROM, CONTACTING SAID DEPRESSURED EFFLUENT UNDER REDUCING CONDITIONS WITH A REDUCING GAS SELECTED FROM THE CLASS CONSISTING OF CARBON MONOXIDE, HYDROCARBON OLEFINS, HAVING 2 TO ABOUT 5 CARBONS AND MIXTURES THEREOF AND THEREAFTER DISTILLING SAID REACTOR EFFLUENT TO RECOVER VOLATILE PRODUCTS FROM A LIQUID RESIDUE AND RETURNING SAID RESIDUE AND SAID REDUCED CATALYST TO SAID REACTION ZONE.
Claim 4
Dependent Claim 242 words
IN THE OXIDATION OF OLEFINS HAVING FROM ABOUT 2 TO ABOUT 5 CARBONS TO VALUABLE OXYGENATED COMPOUNDS SELECTED FROM THE CLASS CONSISTING OF ACETALS AND UNSATURATED ESTERS OF CARBOXYLIC ACIDS BY INTRODUCING OXYGEN AND SAID OLEFIN INTO A REACTION ZONE TO CONTACT THEREIN A SUBSTANTIALLY ANHYDROUS ORGANIC REACTION MEDIUM CONTAINING CATALYTIC AMOUNTS OF A PLATINUM GROUP METAL AND COMPRISING A REACTANT SELECTED FROM THE CLASS CONSISTING OF ALIPHATIC CARBOXYLIC ACIDS AND MONOHYDROXY ALCOHOLS HAVING FROM 1 TO ABOUT 20 CARBONS TO PREPARE AN UNSATURATED ESTER OF SAID CARBOXYLIC ACID WHEN SAID REACTION MEDIUM IS SELECTED TO CONTAIN SAID CARBOXYLIC ACID AND AN ACETAL OF SAID ALCOHOL WHEN SAID REACTION MEDIUM IS SELECTED TO CONTAIN SAID ALCHOHOL; WHEREIN SAID REACTION ZONE IS MAINTAINED AT TEMPERATURES BETWEEN ABOUT 50* AND ABOUT 200* CENTIGRADE AND SUFFICIENT PRESSURES TO MAINTAIN LIQUID PHASE CONDITIONS AND WHEREIN A CATALYST CONTAINING EFFLUENT IS WITHDRAWN FROM SAID REACTION ZONE, THE IMPROVED METHOD FOR PREVENTING THE FORMATION OF TENACIOUS DEPOSITS OF THE PLATINUM METAL UPON THE SURFACES OF EQUIPMENT AND VESSELS CONTACTED BY SAID EFFLUENT THAT COMPRISES DEPRESSURING SAID EFFLUENT TO SEPARATE DISSOLVED GASES THEREFROM, CONTACTING SAID DEPRESSURED EFFLUENT UNDER REDUCING CONDITIONS WITH A REDUCING GAS SELECTED FROM THE CLASS CONSISTING OF CARBON MONOXIDE, HYDROCARBON OLEFINS, HAVING 2 TO ABOUT 5 CARBONS AND MIXTURES THEREOF AND THEREAFTER DISTILLING SAID REACTOR EFFLUENT TO RECOVER VOLATILE PRODUCTS FROM A LIQUID RESIDUE AND RETURNING SAID RESIDUE AND SAID REDUCED CATALYST TO SAID REACTION ZONE.

References Cited (Backward Citations)

SU145469A1 Cited
US3057915A Cited
SU137511A1 Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1969-12-05 1970-06-06 1970-12-06 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1973-12-05 1974-06-06 1974-12-06 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1977-12-05 1978-06-06 1978-12-06 $7700.00 Window Closed / Lapsed

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