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A novel biodegradable polyurethane based on hydroxylated polylactic acid and tung oil mixtures. I. Synthesis, physicochemical and biodegradability characterization

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Abstract

A novel biodegradable polylactic acid-based polyurethane (PU) was synthesized via a chain extension reaction between hydroxylated polylactic acid (PLA-OH) and hydroxylated tung oil (HTO) using 1,6-hexamethylene diisocyanate (HDI) to link the two polyols and dibutyltin dilaurate (DBTDL) as a catalyst. Both PLA-OH and HTO, as polyols, were separately synthesized in our laboratory. Three different molecular weights of PLA-OH prepolymers were used, and the molar ratio of PLA-OH to HTO was also changed to investigate the effect of these two parameters on the structure and properties of the final PUs. Chemical structures of PLA-OH, HTO, and final PUs were investigated by Fourier transform infrared (FTIR) and Hydrogen-1 nuclear magnetic resonance (1HNMR) spectroscopies. Thermal transitions and thermal stability of the final PUs were, respectively, studied by differential scanning calorimetry (DSC) and thermogravimetric analysis (TGA). The FTIR and 1HNMR results showed that the chain-extension reaction of the two polyols with HDI was sufficiently achieved. The TGA results showed that the polyurethanes based on the lower molecular weight PLA segments were more thermally stable; it was not degraded up to 270 °C. DSC results showed that incorporating HTO in the PU chains led to formation of more flexible PU chains, while the glass transition temperatures of the PUs of higher PLA-OH molecular weights were higher than those of lower ones.

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Authors and Affiliations

  1. Department of Polymer Engineering and Color Technology, Amirkabir University of Technology, Tehran, 15875-4413, Iran

    Hossein Izadi-Vasafi & Gity Mir Mohamad Sadeghi

  2. Polymer Engineering Department, Faculty of Engineering, Golestan University, Gorgan, 49188-88369, Iran

    Amir Babaei

  3. Department of Polymer Engineering, Shahreza Branch, Islamic Azad University, Shahreza, 86145-311, Iran

    Hossein Izadi-Vasafi & Faezeh Ghayoumi

Authors
  1. Hossein Izadi-Vasafi
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  2. Gity Mir Mohamad Sadeghi
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  3. Amir Babaei
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  4. Faezeh Ghayoumi
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Correspondence to Hossein Izadi-Vasafi.

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Izadi-Vasafi, H., Sadeghi, G.M.M., Babaei, A. et al. A novel biodegradable polyurethane based on hydroxylated polylactic acid and tung oil mixtures. I. Synthesis, physicochemical and biodegradability characterization. Fibers Polym 17, 311–323 (2016). https://doi.org/10.1007/s12221-016-5361-y

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