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Polymers 2017, 9(12), 663; https://doi.org/10.3390/polym9120663

Environmentally-Friendly Synthesis of Carbonate-Type Macrodiols and Preparation of Transparent Self-Healable Thermoplastic Polyurethanes

1
Research Center for Bio-Based Chemistry, Korea Research Institute of Chemical Technology (KRICT), Ulsan 44429, Korea
2
Advanced Materials and Chemical Engineering, University of Science and Technology (UST), Daejeon 34113, Korea
3
Department of Chemical Engineering, Hanyang University, Ansan 15588, Korea
These authors contributed equally to this work.
*
Authors to whom correspondence should be addressed.
Received: 16 October 2017 / Revised: 21 November 2017 / Accepted: 29 November 2017 / Published: 30 November 2017
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Abstract

Carbonate-type macrodiols synthesized by base-catalyzed polycondensation of co-diols and dimethyl carbonate as an environmentally-friendly route were subsequently utilized for the preparation of transparent and self-healable thermoplastic polyurethanes (TPUs) containing a carbonate-type soft segment. Three types of macrodiols, obtained from mono, dual and triple diol-monomers for target molecular weights of 1 and 1.5 kg mol−1, were analyzed by 1H NMR integration and the OH titration value. Colorless transparent macrodiols in a liquid state at a room temperature of 20 °C were obtained, except the macrodiol from mono 1,6-hexanediol. Before TPU synthesis, macrodiols require pH neutralization to prevent gelation. TPUs synthesized by a solution pre-polymer method with 4,4′-methylene(bisphenyl isocyanate) and 1,4-butanediol as a chain extender exhibited moderate molecular weights, good transparencies and robust mechanical properties. Especially, the incorporation of 3-methyl-1,5-pentanediol within carbonate-type macrodiols enhanced the transparency of the resultant TPUs by decreasing the degree of microphase separation evidenced by ATR-FTIR and DSC. Interestingly, packing density of hard segments and the degree of microphase separation determined the self-healing efficiency of TPUs, which showed good performances in the case of sourced macrodiols from triple diol-monomers. View Full-Text
Keywords: thermoplastic polyurethanes; carbonate-type macrodiols; polycondensation; environmentally-friendly synthesis; self-healing elastomers thermoplastic polyurethanes; carbonate-type macrodiols; polycondensation; environmentally-friendly synthesis; self-healing elastomers
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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Kim, S.-M.; Park, S.-A.; Hwang, S.Y.; Kim, E.S.; Jegal, J.; Im, C.; Jeon, H.; Oh, D.X.; Park, J. Environmentally-Friendly Synthesis of Carbonate-Type Macrodiols and Preparation of Transparent Self-Healable Thermoplastic Polyurethanes. Polymers 2017, 9, 663.

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