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Bio-based Poly(ɛ-caprolactone) from Soybean-Oil Derived Polyol via Ring-Opening Polymerization

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Abstract

In this work, a new series of bio-based poly(ɛ-caprolactone)s (SBO-PCLs) is synthesized through ring-opening polymerization (ROP) of ɛ-caprolactone (ɛ-CL) using stannous octoate as a catalyst and hydroxylated soybean oil (SBO-OH) as a macro-initiator. For this purpose, firstly, epoxy groups of epoxidized soybean oil (ESBO) are converted to hydroxyl functionalities to be used for ROP of ɛ-CL. Then, after the ROP of ɛ-CL using SBO-OH; wettability, biodegradability and thermal properties of the obtained SBO-PCLs are evaluated in terms of loading ratio of ɛ-CL monomer ([OH]/[ɛ-CL] (n/n) = 1:0.5; 1:1 and 1:2). The obtained SBO-PCLs and their intermediates are characterized by Fourier transform infrared spectroscopy (FT-IR), proton nuclear magnetic resonance spectroscopy (1H-NMR), gel permeation chromatography (GPC), water contact angle measurement (WCA), thermogravimetric analysis (TGA), differential scanning calorimetry (DSC) and enzymatic degradation experiment. SBO-PCL with higher PCL molar ratio shows the lower biodegradability, but higher hydrophobicity and thermal properties compared to others. Thus, it is clear that the successful syntheses of SBO-PCLs encourage the use of these polymers as promising materials for scientists working on PCL applications.

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Acknowledgements

This research did not received any specific grant from funding agencies in the public, commercial or not for profit sectors.

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  1. Department of Chemistry, Faculty of Sciences and Letters, Piri Reis University, 34940, Tuzla, Istanbul, Turkey

    Gokhan Acik

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  1. Gokhan Acik
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Correspondence to Gokhan Acik.

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Acik, G. Bio-based Poly(ɛ-caprolactone) from Soybean-Oil Derived Polyol via Ring-Opening Polymerization. J Polym Environ 28, 668–675 (2020). https://doi.org/10.1007/s10924-019-01597-7

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