Double-chain phospholipid end-capped polyurethanes: Synthesis, characterization and platelet adhesion study

A novel phospholipid containing double chains and phosphotidylcholine polar head groups, 2-(10-(2-aminoethylamino)-10-oxodecanamido)-3-(decyloxy)-3-oxopropyl phosphorylcholine (ADDPC), was synthesized and characterized. Two kinds of double-chain phospholipid end-capped polyurethanes with different soft segments were prepared. The structure of prepared polyurethanes was characterized by X-ray photoelectron spectroscopic (XPS), attenuated total reflection Fourier transform infrared (ATR-FTIR) spectrometry and atomic force microscope (AFM), which indicated that the double-chain phospholipids enriched onto the top surface of the prepared polyurethane films. The preliminary evaluation of blood compatibility showed that these novel phospholipid end-capped polyurethanes could suppress platelet adhesion and activation effectively. This property did not depend on the chemical structure of polyurethanes. In addition, according to tensile test results, the phospholipid polyurethanes kept good mechanical properties in comparison with original polyurethanes. It is suggested that double-chain phospholipid end-caption has good potential for achieving both hemocompatibility and good mechanical properties simultaneously for polyurethanes.

Top surface view of polyurethane film (a) and phosphorylcholine-analogue end-capped polyurethane film (b). Dark lines: hard segment domains; blue dots: phosphorylcholine-analogue.Highlights► A double-chain phospholipid was synthesized and end-capped to polyurethanes. ► Phospholipids enrich on the top surface (2 nm) of polyurethanes. ► The phospholipid polyurethanes possess both anti-platelet adhesion property and good mechanical properties simultaneously.