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.