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One‐pot synthesis of palm oil‐based polyester polyol for production of biodegradable and biocompatible polyurethane
Author(s) -
Yeoh F. H.,
Lee C. S.,
Kang Y. B.,
Wong S. F.,
Cheng S. F.
Publication year - 2018
Publication title -
journal of applied polymer science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.575
H-Index - 166
eISSN - 1097-4628
pISSN - 0021-8995
DOI - 10.1002/app.46861
Subject(s) - polyol , polyurethane , polyester , isophorone diisocyanate , materials science , nuclear chemistry , polymer chemistry , ultimate tensile strength , fourier transform infrared spectroscopy , organic chemistry , chemistry , chemical engineering , composite material , engineering
ABSTRACT 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 1.44 mg KOH/g sample, 95% conversion of epoxides and M n of 5201 Da; and the chemical structure was elucidated by Fourier transform infrared , Carbon‐13 nuclear magnetic resonance (NMR), and 1 H‐NMR. The polyol was appeared as light‐yellowish liquid with cloud and pour points of 12 and 10 °C and reacted with isophorone diisocyanate to produce polyurethane with interconnected pores ranged 35–2165 μm, porosity ranged 89–90%, tensile strength ranged 59–78 kPa, and compression stress ranged 48–55 kPa. The polyurethanes showed 120–260% water‐uptake and controlled mass loss (1.6–15.3%) after 28 days of enzymatic degradation. PU 1 demonstrated slight cytotoxicity with cell proliferation and adhesion observed after 24 h incubation, demonstrated its potential as biomaterial for biomedical applications. © 2018 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2018 , 135 , 46861.