Synthesis, characterization and blood compatibilities of novel segmented polyurethanes containing poly(butadiene) soft segments and phosphatidylcholine analogues in the main chains and long-chain alkyl groups in the side chains

Abstract

New segmented polyurethanes (SPUs) containing poly(butadiene) (PBD) soft segments and phospholipid moieties in the main chains and long-chain alkyl groups in the side chains were synthesized. The phospholipid moieties include bis[2-(2-hydroxyethyldimethylammonio)ethyl] 2-octylpropane-1,3-diyl bis(phosphate) (OcPDP), bis[2-(2-hydroxyethyldimethylammonio)ethyl] 2-oleylpropane-1,3-diyl bis(phosphate) (OlPDP) and bis[2-(2-hydroxyethyldimethylammonio)ethyl] 2-cetylpropane-1,3-diyl bis(phosphate) (CPDP). The bulk characterization of synthesized SPUs was investigated by infrared (IR) spectroscopy and gel-permeation chromatography (GPC). The mechanical properties were evaluated by dynamic viscoelasticity and tensile measurements. The existence of phospholipid analogous groups on the surface of these SPUs was revealed by attenuated total reflection Fourier transform infrared spectroscopy (ATR-FTIR), X-ray photoelectron spectroscopy (XPS) and contact angle measurements. The blood compatibilities of the new polymers were evaluated by platelet rich plasma (PRP) contact studies and viewed by scanning electron microscopy (SEM) using medical grade BioSpan ® and non-phospholipid polyurethane as references. These new materials have good surfaces in terms of platelet adhesion, and the morphology of adhered platelets undergoes a relatively low degree of variation.