1. Alkylation of methyl linoleate with propene in ionic liquids in the presence of metal salts
- Author
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Pomelli, CHRISTIAN SILVIO, Ghilardi, Tiziana, Chiappe, Cinzia, De Angelis, Alberto Renato, Calemma, Vincenzo, and Hallett, Jason P.
- Subjects
ionic liquid ,metal salt ,methyl linoleate alkylation ,Alkylation ,Pharmaceutical Science ,Ionic Liquids ,Gallium ,Ionic liquid ,Alkenes ,Chloride ,Article ,Analytical Chemistry ,lcsh:QD241-441 ,Propene ,Metal salt ,Methyl linoleate alkylation ,Lewis Acids ,Linoleic Acids ,Medicine (all) ,Organic Chemistry ,chemistry.chemical_compound ,lcsh:Organic chemistry ,Drug Discovery ,medicine ,Organic chemistry ,Lewis acids and bases ,Physical and Theoretical Chemistry ,Imide ,Dissolution ,chemistry.chemical_classification ,Alkene ,chemistry ,Chemistry (miscellaneous) ,Molecular Medicine ,medicine.drug - Abstract
Vegetable oils and fatty acid esters are suitable precursor molecules for the production of a variety of bio-based products and materials, such as paints and coatings, plastics, soaps, lubricants, cosmetics, pharmaceuticals, printing inks, surfactants, and biofuels. Here, we report the possibility of using Lewis acidic ionic liquids (ILs) to obtain polyunsaturated ester dimerization-oligomerization and/or, in the presence of another terminal alkene (propene), co-polymerization. In particular, we have tested the Lewis acidic mixtures arising from the addition of a proper amount of GaCl3 (Χ >, 0.5) to two chloride-based (1-butyl-3-methylimidazolium chloride, [bmim]Cl, and 1-butylisoquinolium chloride, [BuIsoq]Cl) or by dissolution of a smaller amount of Al(Tf2N)3 (Χ = 0.1) in 1-butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide, [bmim][Tf2N]. On the basis of product distribution studies, [bmim][Tf2N]/Al(Tf2N)3 appears the most suitable medium in which methyl linoleate alkylation with propene can compete with methyl linoleate or propene oligomerization.
- Published
- 2015