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Published on: April 19, 2024
One-pot synthesis of chemically modified vegetable oils
Brajendra K Sharma1, Zengshe Liu, Atanu Adhvaryu
1Food and Industrial Oil Research Unit, USDA/NCAUR/ARS, 1815 N. University Street, Peoria, Illinois 61604, USA.
Chemically modified vegetable oils offer improved stability for lubricant applications. This study details a one-pot synthesis of novel acyl derivatives with potential for industrial fluids.
Area of Science:
- Green Chemistry
- Materials Science
- Tribology
Background:
- Vegetable oils are sustainable alternatives to petroleum base oils for lubricants.
- However, vegetable oils exhibit poor oxidation and low-temperature stability, limiting their use.
- Chemical modification of the triglyceride fatty acid chain can enhance their properties.
Purpose of the Study:
- To develop a novel, one-pot synthesis for chemically modified vegetable oils.
- To create acyl derivatives of vegetable oils with improved stability.
- To evaluate the potential of these derivatives in industrial fluid formulations.
Main Methods:
- Epoxidized triacylglycerols reacted with various anhydrides in an anhydrous solvent.
- Boron trifluoride etherate used as a catalyst for simultaneous oxirane ring opening and anhydride activation.
- Reaction monitoring and product characterization using NMR, FTIR, GPC, and TGA analyses.
Main Results:
- A novel class of chemically modified vegetable oils was successfully synthesized.
- The resultant products are acyl derivatives with diester substitution at unsaturation sites.
- Experimental conditions were optimized for both research quantities and laboratory scale-up (up to 4 lbs).
Conclusions:
- The synthesized acyl derivatives of vegetable oil demonstrate potential for use in industrial fluids.
- These modified oils can be formulated into hydraulic fluids, lubricants, and metalworking fluids.
- This approach offers a viable route to enhance the performance of vegetable oil-based lubricants.
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