Polymer, Vol.54, No.20, 5363-5373, 2013
Synthesis of polycarbonate urethanes with functional poly(ethylene glycol) side chains intended for bioconjugates
Traditional poly(ethylene glycol) (PEG)-modified polyurethanes usually exhibit high biocompatibility, but still lack reactivity with biological molecules to induce appropriate cell and tissue responses. In this study, PEG diglycidyl ether (M-n = 526 Da) and PEG bis(amine) (M-n = 1000 Da) were respectively grafted onto carboxyl-group-containing poly(carbonate urethane) backbones that chain-extended with lysine, to generate reactivity while maintaining biocompatibility. The PEG chains disordered and plasticized the hard segments where they attached, reducing H-bonded urea groups and lowering glass transition temperatures. The M-n ranged from 33,000 to 70,000 Da for the precursor polyurethanes, which largely decreased by 24-75% following PEG grafting. Hemocompatibility was enhanced due to the flexibility and hydrophilicity of the PEG chains. Solutions of the PEG-grafted polyurethanes were transformed into hydrocolloids when dropped into water. Reactivity was proved by immobilization of albumin onto the colloidal particles. These new functional PEG-grafted polyurethanes can potentially form multifunctional bioconjugates for applications as biomaterials and in pharmaceutics. (C) 2013 Elsevier Ltd. All rights reserved.