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Vol. 27 No. 9 (2015): Vol 27 Issue 9

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Effects of Moisture on Reaction of Hexamethylene Diisocyanate and HO-Terminated Poly(lactide-co-p-dioxanone) in DMF System

https://doi.org/10.14233/ajchem.2015.18314
Meina Huang
College of Mechanical Engineering, Chongqing Technology and Business University, Chongqing 400067, P.R. China; National Engineering Research Center for Magnesium Alloy, College of Materials Science and Engineering, Chongqing University, Chongqing 400030, P.R. China; Chongqing Key Laboratory of Manufacturing Equipment Mechanism Design and Control, Chongqing Technology and Business University, Chongqing 400067, P.R. China
Shuang Cui
College of Mechanical Engineering, Chongqing Technology and Business University, Chongqing 400067, P.R. China
Shaohu Xu
College of Mechanical Engineering, Chongqing Technology and Business University, Chongqing 400067, P.R. China
Fusheng Pan
National Engineering Research Center for Magnesium Alloy, College of Materials Science and Engineering, Chongqing University, Chongqing 400030, P.R. China

Corresponding Author(s) : Meina Huang

meinahuang1982@163.com

Asian Journal of Chemistry, Vol. 27 No. 9 (2015): Vol 27 Issue 9

Abstract

A novel poly(urethane-urea) shape memory polymer (PUU-SMP) was synthesized by a systematic two-step reaction process in DMF system. Initially, isocyanate-terminated prepolymer was prepared from reaction of hydroxyl-terminated poly(lactide-co-p-dioxanone) with hexamethylene diisocyanate with NCO/OH ratio of 1.2:1 for 3 h under 70-75 °C. Secondly, the excessive NCO reacted with butanediamine, aiming to realize chain extension. However, the reaction phenomena indicated that reaction between hexamethylene diisocyanate and HO-terminated poly(lactide-co-p-dioxanone) was affected by moisture from solvent or reaction materials in this system. In order to confirm the effects of moisture on above reaction, the obtained poly(urethane-urea) shape memory polymer (PUU-SMP) were characterized with Fourier transform-infrared (FT-IR) spectroscopy, which indicated that moisture may participate in the reaction and play an important role in reaction products via hydrogen bond and crosslinked ureido ways. The reaction heat in reaction systems with different types of moisture content were determined by differential thermal analyzer and thermogravimetric analyzer. Differential scanning calorimetry showed that, comparing to the mixture without moisture, the activation energy and reaction enthalpy of mixtures with moisture are higher, however, heat flow were not obviously different. According to the results of FT-IR and thermal analysis, we can inference that if moisture content as well as contact of H2O and -NH-C=O increased, the hydrogen bond interaction will be strengthened, resulting in the probability of a crosslinking reaction.

Keywords

Moisture Hydrogen bond Thermal analysis Polyurethane Poly(lactide-co-p-dioxanone)
Huang, M., Cui, S., Xu, S., & Pan, F. (2015). Effects of Moisture on Reaction of Hexamethylene Diisocyanate and HO-Terminated Poly(lactide-co-p-dioxanone) in DMF System. Asian Journal of Chemistry, 27(9), 3157–3163. https://doi.org/10.14233/ajchem.2015.18314
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