One-pot synthesis of palm oil-based polyester polyol for production of biodegradable and biocompatible polyurethane

Palm oil-based polyester polyol was synthesized by reacting epoxidized palm olein with malonic acid under a convenient one-pot synthesis method. The optimum reaction time, temperature, and functionality molar ratio were determined. The optimal polyol consisted of hydroxyl and acid values of 98.19 and 1.44mg KOH/g sample, 95% conversion of epoxides and M-n of 5201Da; and the chemical structure was elucidated by Fourier transform infrared , Carbon-13 nuclear magnetic resonance (NMR), and H-1-NMR. The polyol was appeared as light-yellowish liquid with cloud and pour points of 12 and 10 degrees C and reacted with isophorone diisocyanate to produce polyurethane with interconnected pores ranged 35-2165m, porosity ranged 89-90%, tensile strength ranged 59-78kPa, and compression stress ranged 48-55kPa. The polyurethanes showed 120-260% water-uptake and controlled mass loss (1.6-15.3%) after 28days of enzymatic degradation. PU 1 demonstrated slight cytotoxicity with cell proliferation and adhesion observed after 24h incubation, demonstrated its potential as biomaterial for biomedical applications. (c) 2018 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2018, 135, 46861.