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Keywords:

  • biomaterials;
  • crosslinking;
  • mechanical properties;
  • monomers;
  • oligomers;
  • telechelics

ABSTRACT

In this article, synthesis and properties of novel dimethacrylic resin (ISETDMA) based on human friendly, biobased isosorbide was described. Its potential as a possible diluting monomer for medical applications, mainly dental restorative systems was assessed. The resin was obtained in two-step synthesis including ethoxylation of isosorbide and subsequent methacrylation with methacryloyl chloride. 1HNMR, FTIR, and electrospray ionization mass spectroscopy (ESI-MS) techniques were used to identify products. ISETDMA as well as composition with 2,2-bis[4-(2-hydroxy-3-methacryloyloxypropoxy)phenyl]propane were polymerized using UV initiator IRGACURE 651. Double bond conversion, polymerization shrinkage, water sorption, and sol fraction of resulting polymers were determined. Selected mechanical (flexural strength and modulus, Brinell hardness) and thermomechanical (dynamic mechanical analysis) properties were also investigated. Triethylene glycol dimethacrylate and 2,2-bis(4-(2-methacryloxyethyl-1-oxy)phenyl)propane based homopolymers and copolymers were prepared as reference for comparison of particular properties. © 2013 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 130: 2514–2522, 2013