Abstract

Being biodegradable and biocompatible are crucial characteristics for biomaterial used for medical and biomedical applications. Vegetable oil-based polyols are known to contribute both the biodegradability and biocompatibility of polyurethanes; however, petrochemical-based polyols were often incorporated to improve the thermal and mechanical properties of polyurethane. In this work, palm oil-based polyester polyol (PPP) derived from epoxidized palm olein and glutaric acid was reacted with isophorone diisocyanate to produce an aliphatic polyurethane, without the incorporation of any commercial petrochemical-based polyol. The effects of water content and isocyanate index were investigated. The polyurethanes produced consisted of > 90% porosity with interconnected micropores and macropores (37–1700 µm) and PU 1.0 possessed tensile strength and compression stress of 111 kPa and 64 kPa. The polyurethanes with comparable thermal stability, yet susceptible to enzymatic degradation with 7–59% of mass loss after 4 weeks of treatment. The polyurethanes demonstrated superior water uptake (up to 450%) and did not induce significant changes in pH of the medium. The chemical changes of the polyurethanes after enzymatic degradation were evaluated by FTIR and TGA analyses. The polyurethanes showed cell viability of 53.43% and 80.37% after 1 and 10 day(s) of cytotoxicity test; and cell adhesion and proliferation in cell adhesion test. The polyurethanes produced demonstrated its potential as biomaterial for soft tissue engineering applications.

Highlights

  • Polyurethanes are highly demanded synthetic polymers for various industrial applications such as flexible foams for bedding and furniture, sealants, and elastomers for construction and automotive, coatings, adhesives and binder for foundry industries

  • In view of the versatility of the polyurethanes and their prospect in medical and biomedical applications, and considering the health, safety and environmental issues that most polyurethanes in the industries are produced by the carcinogenic aromatic isocyanates and polyols from non-renewable feedstocks, we reported on the synthesis of a palm oil-based polyester polyol (PPP) by reacting epoxidized palm oil with malonic acid in a convenient one-pot synthesis method [31]

  • The objective of the present work is to discuss the production of a biodegradable polyurethane biomaterial by PPP that was derived by a longer carbon chain length of dicarboxylic acid and aliphatic isophorone diisocyanate

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Summary

Introduction

Polyurethanes are highly demanded synthetic polymers for various industrial applications such as flexible foams for bedding and furniture, sealants, and elastomers for construction and automotive, coatings, adhesives and binder for foundry industries. Biodegradable and biocompatible polyurethanes are being ventured into biomedical applications such as as polymeric materials for wound dressing [1], scaffolds for tissue engineering applications [2,3], and carriers for drug delivery systems [4]. Polyols that are commonly used for the production of polyurethanes for biomedical applications are polycaprolactone (PCL) [5], polyethylene glycol (PEG) [6], polytetramethylene ether. Polymers 2020, 12, 1842 glycol [7] and hexamethylene glycol [8], in which they are all derived from the non-renewable petrochemicals. In view of the environment impact of global warming and the depletion of petroleum, research efforts in utilization of biodegradable and renewable feedstocks to substitute the petrochemical-based polyols are ongoing. Vegetable oils are one of the popular resources for biodegradability, ecological friendly, and safety reasons. Vegetable oils consist of various functional sites such as ester groups and unsaturated carbon-carbon double bonds which allow them to be chemically modified to form different functional monomers

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