Abstract
We report the synthesis of the novel bi- and tetrafunctional epoxy resins, 2-ECI and 4-ECI, containing urethane functionality. Their chemical structures were characterized by Fourier transform infrared spectroscopy (FTIR) and 1H nuclear magnetic resonance (1H NMR) spectroscopy. The effects of urethane functionality and the number of epoxide groups on the curing behavior and physical and mechanical properties of the epoxy resins were investigated. Compared to 4-ECI, 2-ECI was more reactive with the curing agent methyl hexahydrophthalic anhydride. However, the shear strength and critical stress intensity factor values of the cured 4-ECI resin were significantly higher than those of the cured bisphenol-A diglycidylether and 2-ECI resin, which was attributed to the synergistic effects of urethane functionality and high cross-linking density in the cured 4-ECI resin.
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References
C. A. May, Epoxy Resins: Chemistry and Technology, 2nd ed., Marcel Dekker, New York, 1988.
S. V. Rosato, D. P. Dimattia, and D. V. Rosato, Designing with Plastic and Composites, Nostrand Reinhold, New York, 1991.
S. Alessi, D. Conduruta, G. Pitarresi, C. Dispenza, and G. Spadaro, Polym. Degrad. Stab., 95, 677 (2010).
X. J. Zhang, X. S. Yi, and Y. Z. Xu, J. Appl. Polym. Sci., 109, 2195 (2008).
B. K. Kandola, B. Biswas, D. Price, and A. R. Horrocks, Polym. Degrad. Stab., 95, 144 (2010).
Y. L. Liang and R. A. Pearson, Polymer, 51, 4880 (2010).
S. J. Park and F. L. Jin, Polym. Int., 57, 577 (2008).
J. Duan, C. Kim, P. Jiang, and G. Wang, J. Appl. Polym. Sci., 115, 2734 (2010).
S. Khoee and N. Hassani, Mater. Sci. Eng. A, 527, 6562 (2010).
F. L. Jin and S. J. Park, Polym. Degrad. Stab., 92, 509 (2007).
Y. Yi, F. Ye, C. Huang, and J. Guan, J. Appl. Polym. Sci., 115, 451 (2010).
D. Foix, M. Erber, B. Voit, A. Lederer, X. Ramis, A. Mantecón, and A. Serra, Polym. Degrad. Stab., 95, 445 (2010).
B. G. Soares, K. Dahmouche, V. D. Lima, A. A. Silva, S. P. C. Caplan, and F. L. Barcia, J. Colloid Interface Sci., 358, 338 (2011).
B. J. P. Jansen, K. Y. Tamminga, H. E. H. Meijer, and P. J. Lemstra, Polymer, 40, 5601 (1999).
G. Y. Heo and S. J. Park, Macromol. Res., 17, 870 (2009).
H. Ren, J. Sun, Q. Zhao, Q. Zhou, and Q. Ling, Polymer, 49, 5249 (2008).
D. K. Chattopadhyay and D. C. Webster, Prog. Polym. Sci., 34, 1068 (2009).
J. Li, P. Chen, Q. Yu, Z. Ma, K. Ma, and B. Wang, J. Appl. Polym. Sci., 121, 598 (2011).
F. L. Jin, S. Y. Lee, and S. J. Park, Carbon Lett., 14, 76, 2013.
F. L. Jin, K. Y. Rhee, and S. J. Park, J. Solid State Chem., 184, 3253 (2011).
C. H. Lin, Polymer, 45, 7911 (2004).
S. J. Park, F. L. Jin, and J. R. Lee, Macromol. Rapid Commun., 25, 724 (2004).
Y. Nakamura, R. Kobayashi, M. Matsui, and J. I. Ozaki, Chem. Eng. J., 155, 493 (2009).
P. L. Teh, M. Jaafar, H. M. Akil, K. N. Seetharamu, A. N. R. Wagiman,s and K. S. Beh, Polym. Adv. Technol., 19, 308 (2008).
H. J. Xu, F. L. Jin, and S. J. Park, Bull. Korean Chem. Soc., 30, 2643 (2009).
W. Dong, H. C. Liu, F. L. Jin, and S. J. Park, J. Ind. Eng. Chem., 20, 1220 (2014).
W. Jiang, F. L. Jin, and S. J. Park, J. Ind. Eng. Chem., 18, 594 (2012).
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Park, SJ., Heo, GY., Jin, FL. et al. Effect of urethane functionality and number of epoxide groups on cure and mechanical behaviors of epoxy resins. Macromol. Res. 23, 134–138 (2015). https://doi.org/10.1007/s13233-015-3015-3
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DOI: https://doi.org/10.1007/s13233-015-3015-3