Alkylation of Methyl Linoleate with Propene in Ionic Liquids in the Presence of Metal Salts

作者：Pomelli Christian Silvio; Ghilardi Tiziana; Chiappe Cinzia^*; de Angelis Alberto Renato; Calemma Vincenzo

来源：Molecules, 2015, 20(12): 21840-21853.

DOI：10.3390/molecules201219805

• ionic liquid
• metal salt
• methyl linoleate alkylation

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 ( > 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) ( = 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.

• 出版日期2015-12