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Biodegradable Polyesters and Polyamides From Difunctionalized Lauric and Coconut Fatty Acids

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Abstract

In this work, a major fatty acid from coconut oil was used as starting material in preparing biodegradable polymers. Thus, polyesters and polyamides from varying proportions of monomers, hydroxy- and amino- derivatives of lauric acid were synthesized. Initially, the derivatives were prepared by regioselective chlorination of lauric acid, in the presence of ferrous ions in strong acid medium. Subsequent hydroxylation and amination procedures yielded the hydroxy- and amino- derivatives of lauric acid. These monomers were polymerized in a reaction tube by simple polycondensation method at 220–230 °C for 6–8 h without catalyst. Molecular weight determination using –COOH by end group titration and gel permeation chromatography (GPC) gave an average molar mass of 3,000–5,000 g mol−1 with n = 15–25 monomer units. Thermal properties such as glass transition (Tg) and decomposition (Td) temperatures were obtained using differential scanning calorimetry (DSC). The same processes of synthesis and determinations above were applied to coconut fatty acids, derived from saponification of coconut oil, and resulted to very similar conclusions. A quick biodegradation assay against fungus Aspergillus niger UPCC 4219 showed that the polymers prepared are more biodegradable than conventional plastics such as polypropylene, poly(ethyleneterepthalate) and poly(tetrafluoroethylene) but not as biodegradable as cellulosic (newsprint) paper.

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Acknowledgments

The authors thank the Natural Sciences Research Institute (NSRI) of the University of the Philippines for funding this research and the National Chemistry Instrumentation Center (NCIC) of Ateneo de Manila University for the NMR and GPC analyses.

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Correspondence to Florentino Sumera.

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Conato, M., Sumera, F. Biodegradable Polyesters and Polyamides From Difunctionalized Lauric and Coconut Fatty Acids. J Polym Environ 20, 217–223 (2012). https://doi.org/10.1007/s10924-011-0397-y

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  • DOI: https://doi.org/10.1007/s10924-011-0397-y

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