Rigid thermosetting liquid molding resins from renewable resources. II. Copolymers of soybean oil monoglyceride maleates with neopentyl glycol and bisphenol A maleates

Abstract

Abstract Soybean oil monoglycerides (SOMG), obtained by the glycerolysis of soybean oil, were reacted with maleic anhydride to produce SOMG maleate half esters. The copolymers of the SOMG maleates with styrene produced rigid thermosetting polymers. The dynamic mechanical analysis (DMA) of this polymer showed a glass‐transition temperature ( T g ) around 133°C and a storage modulus ( E ′) value around 0.94 GPa at 35°C. The tensile tests performed on this polymer showed a tensile strength of 29.36 MPa and a tensile modulus of 0.84 GPa. Mixtures of SOMG with neopentyl glycol (NPG) and SOMG with bisphenol A (BPA) were also maleinized under the same reaction conditions and the resulting maleates were then copolymerized with styrene. The resulting polymers were analyzed for their mechanical properties. The T g of the copolymers of the SOMG/NPG maleates with styrene was 145°C and the E ′ value at 35°C was 2 GPa. The tensile strength of this polymer as calculated from the stress–strain data was 15.65 MPa and the tensile modulus was 1.49 GPa. The T g of the copolymers of SOMG/BPA maleates, on the other hand, was found to be around 131°C and the E ′ value was 1.34 GPa at 35°C. The changes observed in the mechanical properties of the resulting polymers with the introduction of NPG maleates and BPA maleates to the SOMG maleates can be explained by the structural changes on the polymer backbone. © 2002 Wiley Periodicals, Inc. J Appl Polym Sci 83: 972–980, 2002