A Novel and Efficient Method for the Synthesis of Methyl (R)-10-Hydroxystearate and FAMEs from Sewage Scum

In this work, the transesterification of methyl estolides (ME) extracted from the lipid component present in the sewage scum was investigated. Methyl 10-(R)-hydroxystearate (Me-10-HSA) and Fatty Acid Methyl Esters (FAMEs) were obtained in a single step. A three-level and four factorial Box–Behnken e...

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Bibliographic Details
Published in:Catalysts 2021-06, Vol.11 (6), p.663
Main Authors: di Bitonto, Luigi, D’Ambrosio, Valeria, Pastore, Carlo
Format: Article
Language:English
Subjects:
Alternative energy sources
Aluminum
Aluminum chloride
biodiesel
Biodiesel fuels
Biofuels
Catalysts
Chemical reactions
Cosmetics
Design of experiments
Enantiomers
Esters
estolides
FAMEs
Fatty acids
Hydrochloric acid
Hydrogen chloride
Lipids
methyl (R)-10-hydroxystearate
Microorganisms
NMR
Nuclear magnetic resonance
Oils & fats
Production costs
Reaction time
Scum
Sewage
sewage scum
Transesterification
Vacuum distillation
Vegetable oils
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Summary:In this work, the transesterification of methyl estolides (ME) extracted from the lipid component present in the sewage scum was investigated. Methyl 10-(R)-hydroxystearate (Me-10-HSA) and Fatty Acid Methyl Esters (FAMEs) were obtained in a single step. A three-level and four factorial Box–Behnken experimental design were used to study the effects of methanol amounts, catalyst, temperature, and reaction time on the transesterification reaction using aluminum chloride hexahydrate (AlCl3·6H2O) or hydrochloric acid (HCl) as catalysts. AlCl3·6H2O was found quite active as well as conventional homogeneous acid catalysts as HCl. In both cases, a complete conversion of ME into Me-10-HSA and FAMEs was observed. The products were isolated, quantified, and fully characterized. At the end of the process, Me-10-HSA (32.3%wt) was purified through a chromatographic separation and analyzed by NMR. The high enantiomeric excess (ee > 92%) of the R-enantiomer isomer opens a new scenario for the valorization of sewage scum.
ISSN:2073-4344
2073-4344
DOI:10.3390/catal11060663