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 an...

Full description

Bibliographic Details
Main Authors: Yeoh, F.H., Lee, Choy Sin, Kang, Yew Beng, Wong, S.F., Cheng, Sit Foon
Format: Article
Published: Wiley 2018
Subjects:
_version_ 1825721466086227968
author Yeoh, F.H.
Lee, Choy Sin
Kang, Yew Beng
Wong, S.F.
Cheng, Sit Foon
author_facet Yeoh, F.H.
Lee, Choy Sin
Kang, Yew Beng
Wong, S.F.
Cheng, Sit Foon
author_sort Yeoh, F.H.
collection UM
description 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 Mn of 5201 Da; and the chemical structure was elucidated by Fourier transform infrared, Carbon-13 nuclear magnetic resonance (NMR), and 1H-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.
first_indexed 2024-03-06T05:50:44Z
format Article
id um.eprints-20279
institution Universiti Malaya
last_indexed 2024-03-06T05:50:44Z
publishDate 2018
publisher Wiley
record_format dspace
spelling um.eprints-202792019-02-13T04:11:48Z http://eprints.um.edu.my/20279/ One-pot synthesis of palm oil-based polyester polyol for production of biodegradable and biocompatible polyurethane Yeoh, F.H. Lee, Choy Sin Kang, Yew Beng Wong, S.F. Cheng, Sit Foon Q Science (General) QD Chemistry 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 Mn of 5201 Da; and the chemical structure was elucidated by Fourier transform infrared, Carbon-13 nuclear magnetic resonance (NMR), and 1H-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. Wiley 2018 Article PeerReviewed Yeoh, F.H. and Lee, Choy Sin and Kang, Yew Beng and Wong, S.F. and Cheng, Sit Foon (2018) One-pot synthesis of palm oil-based polyester polyol for production of biodegradable and biocompatible polyurethane. Journal of Applied Polymer Science, 135 (44). p. 46861. ISSN 0021-8995, DOI https://doi.org/10.1002/app.46861 <https://doi.org/10.1002/app.46861>. https://doi.org/10.1002/app.46861 doi:10.1002/app.46861
spellingShingle Q Science (General)
QD Chemistry
Yeoh, F.H.
Lee, Choy Sin
Kang, Yew Beng
Wong, S.F.
Cheng, Sit Foon
One-pot synthesis of palm oil-based polyester polyol for production of biodegradable and biocompatible polyurethane
title One-pot synthesis of palm oil-based polyester polyol for production of biodegradable and biocompatible polyurethane
title_full One-pot synthesis of palm oil-based polyester polyol for production of biodegradable and biocompatible polyurethane
title_fullStr One-pot synthesis of palm oil-based polyester polyol for production of biodegradable and biocompatible polyurethane
title_full_unstemmed One-pot synthesis of palm oil-based polyester polyol for production of biodegradable and biocompatible polyurethane
title_short One-pot synthesis of palm oil-based polyester polyol for production of biodegradable and biocompatible polyurethane
title_sort one pot synthesis of palm oil based polyester polyol for production of biodegradable and biocompatible polyurethane
topic Q Science (General)
QD Chemistry
work_keys_str_mv AT yeohfh onepotsynthesisofpalmoilbasedpolyesterpolyolforproductionofbiodegradableandbiocompatiblepolyurethane
AT leechoysin onepotsynthesisofpalmoilbasedpolyesterpolyolforproductionofbiodegradableandbiocompatiblepolyurethane
AT kangyewbeng onepotsynthesisofpalmoilbasedpolyesterpolyolforproductionofbiodegradableandbiocompatiblepolyurethane
AT wongsf onepotsynthesisofpalmoilbasedpolyesterpolyolforproductionofbiodegradableandbiocompatiblepolyurethane
AT chengsitfoon onepotsynthesisofpalmoilbasedpolyesterpolyolforproductionofbiodegradableandbiocompatiblepolyurethane