Abstract
In this study, a novel three functional chain extender (TATATRIOL) was synthesized from the reaction of 1,3,5-tri(prop-2-en-1-yl)-1,3,5-triazinane-2,4,6-trione (TATA) with 2-sulfanylethanol. Then new thermoplastic polyurethanes (TPUs) were synthesized by a one-step bulk polymerization from the reaction of 1,1′-methanediylbis(4-isocyanatocyclohexane) (H12MDI), a poly(ethylene adipate) based polyester polyol and a chain extender. Butane-1,4-diol (BD) and the newly synthesized monomer, TATATRIOL, were used as chain extenders. The effects of TATATRIOL on the properties of the TPU were investigated and compared to those of the TPU prepared with BD. The TPUs which derived from the sulfur containing chain extender displayed lower modulus and high elongation at break values than the analogous TPUs derived from BD. Moreover sulfur containing TPUs exhibited higher thermal stability.
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Ionescu, M., “Chemistry and technology of polyols for polyurethanes”, Rapra Technology Ltd., Shropshire, 2005, p. 1
Ashida, K., “Polyurethane and related foams: chemistry and technology”, Taylor and Francis Group, New York, 2007, p. 5
Chattopadhyay, D.K. and Raju, K.V.S.N., Prog. Polym. Sci., 2007, 32(3): 352
Kultys, A., Rogulska, M. and GŁuchowska, H., Polym. Int., 2011, 60(4): 652
Rogulska, M., Kultys, A. and Podkoscielny, W., Eur. Polym. J., 2007, 43(4): 1402
Kultys, A., Rogulska, M., Pikus, S. and Skrzypiec, K., Eur. Polym. J., 2009, 45(9): 2629
Russo, P., Lavorgna, M., Piscitelli, F., Acierno, D. and Di Maio, L., Eur. Polym. J., 2013, 49(2): 379
Qi, H.J. and Boyce M.C., Mech. Mater., 2005, 37(8): 817
Mishra, J.K., Kim, I. and Ha, C-S., Macromol. Rapid Commun., 2003, 24(11): 671
Abouzahr, S. and Wilkes, G.L., J. Appl. Polym. Sci., 1984, 29(9): 2695
Gunatillake, P.A., Meijs, G.F., McCarthy, S.J., Adhikari, R. and Sherrif, N., J. Appl. Polym. Sci., 1998, 68(8): 1621
Xiao, S., Chen, M., Dong, L., Deng, C., Chen, L. and Wang, Y., Chinese J. Polym. Sci., 2014, 32(1): 98
Kultys, A. and Pikus, S., J. Polym. Sci., Part A: Polym. Chem., 2001, 39(10): 1733
Xu, Y., Petrovic, Z., Das, S. and Wilkes, G.L., Polymer, 2008, 49(9): 4248
Bueno-Ferrer, C., Hablot, E., Garrigós, M.C., Bocchini, S., Averous, L. and Jiménez, A., Polym. Degrad. Stab., 2012, 97(10): 1964
Hrdlička, Z., Kuta, A., Poręba, R. and Špírková, M., Chem. Pap., 2013, 68(2): 233
Tsou, C-H., Lee, H-T., Tsai, H-A., Cheng, H-J. and Suen, M-C., Polym. Degrad. Stab., 2013, 98(2): 643
Rogulska, M., Kultys, A. and Olszewska, E., J. Therm. Anal. Calorim., 2013, 114(2): 903
Kultys, A. and Puszka, A., Pol. J. Chem. Tech., 2013, 15(4): 65
Rim, C., Lahey, L.J., Patel, V.G., Zhang, H. and Son, D.Y., Tetrahedron Lett., 2009, 50(7): 745
Li, Q., Zhou, H. and Hoyle, C.E., Polymer, 2009, 50(10): 2237
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This work was financially supported by the Marmara University, Commission of Scientific Research Project (M.Ü.BAPKO) (No. FENC-DRP-080410-0089).
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Altıntaş, Z., Çakmakçı, E., Vezir Kahraman, M. et al. Thioether functional chain extender for thermoplastic polyurethanes. Chin J Polym Sci 33, 850–856 (2015). https://doi.org/10.1007/s10118-015-1636-9
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DOI: https://doi.org/10.1007/s10118-015-1636-9