Synthesis and interfacial properties of aminosilane derivative of acrylated epoxidized soybean oil

In this study silanized acrylated epoxidized soybean oil (silanized-AESO), a multifunctional monomer, was synthesized by reacting acrylated epoxidized soybean oil with 3-Aminopropyltriethoxysilane via a Michael addition reaction using less than equivalent amount of the silane. The characterization of silanized-AESO was done by NMR and IR spectroscopy. Free radically initiated homopolymer of silanized-AESO was synthesized by using the residual acrylate groups. The silanized-AESO homopolymer was characterized by IR spectroscopy. The interfacial adhesion of the polymer on glass surface before and after moisture cure was measured according to ASTM D 4541 Pull-Off Adhesion Test. After moisture curing process, an approximate of eightfold improvement was observed in the adhesion strength. Prolonged exposure to 92% humidity for 48 h caused to approximately 15% decrease in the adhesion strength. Silanized-AESO was copolymerized with styrene in I : I weight ratio via radical polymerization. The effect of increased crosslink density upon moisture cure on the mechanical and physical properties of silanized-AESO-styrene copolymer was analyzed by DMA (Dynamic Mechanical Analysis), swelling, and surface hardness tests. Upon moisture cure 35% improvement was observed in the storage modulus because of the increase in the crosslink density. According to tan 8 curves and surface hardness tests, silanized-AESO-styrene copolymer shows heterogeneous morphology in crosslinked areas. (c) 2007 Wiley Periodicals, Inc.