Novel biobased photo‐crosslinked polymer networks prepared from vegetable oil and 2,5‐furan diacrylate

Abstract

Novel biobased crosslinked polymer networks were prepared from vegetable oil with 2,5‐furan diacrylate as a difunctional stiffener through UV photopolymerization, and the mechanical properties of the resulting films were evaluated. The vegetable oil raw materials used were acrylated epoxidized soybean oil (AESO), acrylated castor oil (ACO), and acrylated 7,10‐dihydroxy‐8(E)‐octadecenoic acid (ADOD). 2,5‐Furan dicarboxylic acid (FDCA), which can be synthesized through the oxidative dehydration of C6 sugars, was identified by the US Department of Energy as one of 12 priority chemicals for establishing the green chemistry industry of the future. 2,5‐Furan dimethanol (bis‐hydroxymethylfuran), which can be derived from FDCA, was used as a starting material to synthesize 2,5‐furan diacrylate, which was used as a biobased comonomer along with AESO, ACO, or ADOD to form photo‐crosslinked polymer networks. The synthesis of acrylate derivatives was confirmed using FT‐IR and 1H‐NMR spectroscopic techniques. The composition of the reaction mixture was changed to obtain crosslinked polymer networks with various mechanical properties. The addition of 2,5‐furan diacrylate increased the tensile strengths of the polymer films by up to 1.4–4.2 times relative to those obtained without the addition. These fully biobased polymers derived from vegetable oil and sugar can be used as environmentally friendly renewable materials for various applications to replace the existing petroleum‐based polymers currently used. Copyright © 2013 John Wiley & Sons, Ltd.