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| Project Title | Palladium-Based Catalysts Herald Greater Efficiency of Alcohol Oxidation to Esters and Acids | |
|---|---|---|
| Track Code | P130355US02 | |
| Website | http://www.warf.org/technologies/summary/P130355US02.cmsx | |
| Short Description | Converting hydrocarbon feedstocks like shale natural gas into higher value fine chemicals and pharmaceuticals requires the oxidation of various functional groups. However, oxidizing alcohols to carboxylic acids and esters has proven difficult, as the reactions typically are hazardous, inefficient or nonselective. The conversion may rely on toxic, corrosive and/or explosive materials, and catalysts used in this process often are costly or have limited effectiveness.\r\n\r\nUtilizing heterogeneous palladium-based catalysts with co-catalysts such as tellurium or bismuth, UW–Madison researchers have developed a new method for the efficient synthesis of esters and carboxylic acids from organic alcohols. To form an ester, an organic alcohol is reacted, in the presence of oxygen gas, with methanol or ethanol. The reaction occurs in the presence of the palladium-based catalyst and the co-catalyst. To form an acid, water can be added to the reaction mix. | |
| Abstract | The Wisconsin Alumni Research Foundation (WARF) is seeking commercial partners interested in developing improved methods of synthesizing esters and carboxylic acids from organic alcohols. | |
| Tags | chemicals, synthesis, catalyst, palladium, esters | |
| Posted Date | Mar 17, 2017 10:45 AM | |
Advantages |
- Limits hazardous materials with increased recyclability
- Enables more efficient use of catalysts
- A wide range of starting substrate alcohols can be used with high selectivity.
- Improves control of reaction conditions
- Demonstrates recyclability in batch
Potential Applications |
- Efficient aerobic oxidation of primary alcohols to esters and acids
- Industrial, pharmaceutical and basic organic chemical research and development
- Production of pharmaceuticals and commodity chemicals
Additional Information |
Mannel D. S., Stahl S. S. and Root T. 2014. Continuous Flow Aerobic Alcohol Oxidation Reactions Using a Heterogeneous Ru(OH)x/Al2O3 Catalyst. Org. Process Res. Dev. 18, 1503-1508.
Mannel D. S., Stahl S. S. and Root T. 2014. Continuous Flow Aerobic Alcohol Oxidation Reactions Using a Heterogeneous Ru(OH)x/Al2O3 Catalyst. Org. Process Res. Dev. 18, 1503-1508.
Powell A. B. and Stahl S. S. 2013. Aerobic Oxidation of Diverse Primary Alcohols to Methyl Esters with a Readily Accessible Heterogeneous Pd/Bi/Te Catalyst. Org. Lett. 15, 5072-5075.
Powell A. B. and Stahl S. S. 2013. Aerobic Oxidation of Diverse Primary Alcohols to Methyl Esters with a Readily Accessible Heterogeneous Pd/Bi/Te Catalyst. Org. Lett. 15, 5072-5075.
Contact Information |
TTO Home Page: http://www.warf.org
Name : Jennifer Gottwald
Title : Director of Licensing
Department : Licensing
Email : jennifer@warf.org
Phone : 608-960-9854
Address : 614 Walnut Street, 13th floor, Madison, WI 53726
Principal Investigator |
Name : Adam Powell
Department : Chemistry
Name : David Mannel
Department : Chemical Engineering
Name : Maaz Ahmed
Department : Chemistry
Name : Shannon Stahl
Department : Chemistry
Name : Thatcher Root
Department : Chemical Engineering
Intellectual Property |
Patent Number : 9,593,064
Patent Title : CONVERSION OF ALCOHOLS TO ALKYL ESTERS AND CARBOXYLIC ACIDS USING HETEROGENEOUS PALLADIUM-BASED CATALYSTS
Patent Application Date : May 1, 2015
Patent Publication Date : Nov 5, 2015
Patent Issue Date : Mar 14, 2017
Patent Link : http://www.warf.org/documents/ipstatus/P130355US02.PDF