Organic-inorganic hybrid coating materials derived from renewable soybean oil and amino silanes

Abstract

Novel organic-inorganic hybrid coating materials were developed using amino silanes and acetoacetylated soybean oil. The acetoacetylated soybean oil was prepared from soybean oil (a renewable resource) using a solvent-free method involving a thiol-ene and transesterification reactions, and the chemical structure was characterized by nuclear magnetic resonance (NMR), gel permeation chromatography (GPC), Fourier-transform infrared (FTIR) spectroscopy, and viscosity analyses. On the basis of the acetoacetylated soybean oil, several organic-inorganic hybrid coating materials were prepared using different amino silanes by a catalyst-free method involving one-step comprising two reactions (an amine-acetoacetate reaction and an in situ sol-gel technique), and their crosslinked structures were determined from their FT-IR and solid-state 29Si NMR spectra. The resulting coating materials have good mechanical/chemical performance. This method for preparing renewable organic-inorganic hybrid coating materials may have wide uses because plant oils contain many unsaturated CC bonds and easy access to acetoacetate functional groups.