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Synthesis, chemical characterization, and economical feasibility of -phenolic-branched-chain fatty acids

Helen Ngo, Zongcheng Yan, Alberto Nunez, Winnie Yee, Xuetong Fan, Robert Moreau, Karen Wagner
European journal of lipid science and technology 2017 v.118 no. pp. 1600380
ambient temperature, antimicrobial properties, branched chain fatty acids, catalytic activity, cost analysis, economic feasibility, gas chromatography, high performance liquid chromatography, models, odors, phenol, physicochemical properties, soybeans, spectrometers, synthesis, zeolites
New poly-phenolic branched-chain fatty acid (poly-PBC-FA) products were synthesized from a combination of soybean fatty acids and phenolic materials through a highly efficient zeolite catalyzed arylation method. These poly-PBC-FAs are liquid at room temperature and do not have the unpleasant odor like the parent phenol reagent. They were found to be comprised of various numbers of phenol rings on the fatty acid chain, and this is important because compounds with a higher number of hydroxyl groups are expected to have better antimicrobial activities. Detailed characterization using gas chromatography and high performance liquid chromatography coupled to a quadrupole-time of flight mass spectrometer techniques were used to measure the number of phenol groups on the alkyl fatty acid chains. A cost process modeling technique was used to determine the economic feasibility of this arylation process to make these important poly-PBC-FA products.