Synthesis and performance of a thermosetting resin: Acrylated epoxidized soybean oil curing with a rosin‐based acrylamide

Abstract

A synthesized rosin‐based polymeric monomer, N‐dehydroabietic acrylamide (DHA‐AM), was introduced into an acrylated epoxidized soybean oil (AESO)/DHA‐AM system to afford a thermosetting resin through thermocuring. Different molar ratios of the thermosetting AESO/DHA‐AM samples were obtained through curing in the presence of an initiator, and the curing processes of the AESO/DHA‐AM systems were evaluated by differential scanning calorimetry. The structures and performances of the resulting thermosets were characterized by Fourier transform infrared spectroscopy, dynamic mechanical analysis, elemental analysis, thermogravimetric analysis, and contact angle (θ) analysis. The analyses showed that with increasing content of DHA‐AM introduced into the copolymer, the storage modulus, glass‐transition temperature, thermal stability, and θ values of the cured samples all increased. Moreover, the copolymers changed from hydrophilic materials to hydrophobic materials. The results also demonstrate that the rosin acid derivatives showed comparable properties to those of reported petroleum‐based rigid compounds for the preparation of soybean‐oil‐based thermosets. The presence of DHA‐AM moieties in the composite structures could expand the use of AESO into the development of heat‐resistant and hydrophobic materials. © 2016 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2017, 134, 44545.Peer Reviewedhttp://deepblue.lib.umich.edu/bitstream/2027.42/135053/1/app44545_am.pdfhttp://deepblue.lib.umich.edu/bitstream/2027.42/135053/2/app44545.pd