Development of new bio-based polyol ester from palm oil for potential polymeric drug carrier

Rida Tajau, Rosiah Rohani, Wan Isahak Wan Nor Roslam, Mek Zah Salleh, Zulkafli Ghazali

Research output: Contribution to journalArticle

Abstract

The polyol ester derived from palm oil polymers is a promising material for utilizing it as a polymeric drug carrier due to its natural and biocompatible properties. In this study, the palm oil-based diol is used as a precursor for developing the polyol ester via the transesterification-alcoholysis reaction of the diol with triethanolamine and lithium hydroxide. Preliminary results showed that the polyol ester displayed high hydroxyl value at 182.51 mg KOH/g with the yield reached more than 90%. Meanwhile, its molecular weight was around 5,000 Dalton. The appearances of ester (C–O) between 1,300 and 1,000 cm−1 in the Fourier transform infrared (FTIR) spectra have confirmed the hydrolyzable ester structure of the polyol ester. Consequently, the δH- and δC-NMR spectra also confirmed the presences of the ester proton (i.e., -COO–CH2-) and the ester carbons (i.e., -CH2CH2CO(O)C-, -CH2COO-, -CH2C(O)OC-). Thermogravimetric analysis of the polyol ester displayed three stages of maximum decomposition temperature (Tmax): 203.56°C, 362.79°C, and 481.91°C. Differential scanning chromatography (DSC) analysis indicated that the glass transition temperature (Tg) of the polyol ester was found between −3.27 and 7.5°C. As a result, the analyses affirmed that this polyol ester is a hydrolytically degradable polymer due to the presence of its hydrolyzable ester bonds. Its low molecular weight and low-melting biodegradable properties could show a faster degradation compared to the higher molecular weight synthetic polymers. Thus, the characteristic of the developed polyol ester demonstrates promising physicochemical and good thermal properties, which makes it a potential candidate for a polymeric drug delivery system.

Original languageEnglish
JournalAdvances in Polymer Technology
DOIs
Publication statusAccepted/In press - 1 Jan 2018

Fingerprint

Drug Carriers
Palm oil
Polyols
Esters
Polymers
Molecular weight
palm oil
polyol
Triethanolamine
Transesterification
Carbon Monoxide
Chromatography
Hydroxyl Radical
Thermogravimetric analysis
Protons
Fourier transforms
Melting
Lithium

Keywords

  • biopolymers
  • drug delivery systems
  • palm oil
  • polyesters
  • polyol

ASJC Scopus subject areas

  • Chemical Engineering(all)
  • Organic Chemistry
  • Polymers and Plastics

Cite this

Development of new bio-based polyol ester from palm oil for potential polymeric drug carrier. / Tajau, Rida; Rohani, Rosiah; Wan Nor Roslam, Wan Isahak; Salleh, Mek Zah; Ghazali, Zulkafli.

In: Advances in Polymer Technology, 01.01.2018.

Research output: Contribution to journalArticle

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abstract = "The polyol ester derived from palm oil polymers is a promising material for utilizing it as a polymeric drug carrier due to its natural and biocompatible properties. In this study, the palm oil-based diol is used as a precursor for developing the polyol ester via the transesterification-alcoholysis reaction of the diol with triethanolamine and lithium hydroxide. Preliminary results showed that the polyol ester displayed high hydroxyl value at 182.51 mg KOH/g with the yield reached more than 90{\%}. Meanwhile, its molecular weight was around 5,000 Dalton. The appearances of ester (C–O) between 1,300 and 1,000 cm−1 in the Fourier transform infrared (FTIR) spectra have confirmed the hydrolyzable ester structure of the polyol ester. Consequently, the δH- and δC-NMR spectra also confirmed the presences of the ester proton (i.e., -COO–CH2-) and the ester carbons (i.e., -CH2CH2CO(O)C-, -CH2COO-, -CH2C(O)OC-). Thermogravimetric analysis of the polyol ester displayed three stages of maximum decomposition temperature (Tmax): 203.56°C, 362.79°C, and 481.91°C. Differential scanning chromatography (DSC) analysis indicated that the glass transition temperature (Tg) of the polyol ester was found between −3.27 and 7.5°C. As a result, the analyses affirmed that this polyol ester is a hydrolytically degradable polymer due to the presence of its hydrolyzable ester bonds. Its low molecular weight and low-melting biodegradable properties could show a faster degradation compared to the higher molecular weight synthetic polymers. Thus, the characteristic of the developed polyol ester demonstrates promising physicochemical and good thermal properties, which makes it a potential candidate for a polymeric drug delivery system.",
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