title: N-Alkylated dinitrones from isosorbide as cross-linkers for unsaturated bio-based polyesters.
abstract: Isosorbide was esterified with acryloyl chloride and crotonic acid yielding isosorbide diacrylate (9a) and isosorbide dicrotonate (9b), which were reacted with benzaldehyde oxime in the presence of zinc(II) iodide and boron triflouride etherate as catalysts to obtain N-alkylated dinitrones 10a/b. Poly(isosorbide itaconite -co- succinate) 13 as a bio-based unsaturated polyester was cross-linked by a 1,3-dipolar cycloaddition with the received dinitrones 10a/b. The 1,3-dipolar cycloaddition led to a strong change of the mechanical properties which were investigated by rheological measurements. Nitrones derived from methyl acrylate (3a) and methyl crotonate (3b) were used as model systems and reacted with dimethyl itaconate to further characterize the 1,3-dipolaric cycloaddition.
authors.affiliation: Institut für Organische und Makromolekulare Chemie, Lehrstuhl für Präparative Polymerchemie, Heinrich-Heine-Universität Düsseldorf, Universitätsstr. 1, 40225 Düsseldorf, Germany.
authors.forename: Oliver
authors.initials: O
authors.lastname: Goerz
authors.affiliation: Institut für Organische und Makromolekulare Chemie, Lehrstuhl für Präparative Polymerchemie, Heinrich-Heine-Universität Düsseldorf, Universitätsstr. 1, 40225 Düsseldorf, Germany.
authors.forename: Helmut
authors.initials: H
authors.lastname: Ritter
keywords: 1,3-dipolar cycloaddition; bio-based polyesters; cross-linkers; dinitrones; isosorbide