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Effect of Substituted Trifluoromethyl Groups on Thermal and Mechanical Properties of Fluorine-containing Epoxy Resin  

Heo, Gun-Young (Department of Chemistry, Inha University)
Park, Soo-Jin (Department of Chemistry, Inha University)
Publication Information
Macromolecular Research / v.17, no.11, 2009 , pp. 870-873 More about this Journal
Abstract
In this study, 2-diglycidylether of benzotrifluoride (2-DGEBTF) and 4-diglycidylether of benzotrifluoride (4-DGEBTF) epoxy resins, which contained fluorine groups in the main chain, were synthesized. The resins were characterized by FTIR, $^1H$ NMR, $^{13}C$ NMR and $^{19}F$ NMR spectroscopy. The 2-DGEBTF and 4-DGEBTF epoxy resins were cured with triethylene tetramine (TETA), and the effect of the fluorine group on the synthesized epoxy resin on the cure behavior, thermal, and mechanical properties was investigated. The 2-DGEBTF/TETA system was more reactive than the 4-DGEBTF/TETA system, whereas the thermal stability factor i.e., the decomposition activation energy ($E_d$), of 4-DGEBTF/TETA was higher than that of 2-DGEBTF/TETA. These results can be explained by the decrease in cross-linking density and decomposition of the short side chains, resulting in the $CF_3$ group at the para position. However, the $K_{IC}$ value of 4-DGEBTF/TETA was higher than that of 2-DGEBTF/TETA. This was attributed to the increase in flexibility in the epoxy backbone, resulting in a difference in steric hindrance and polarlizability.
Keywords
epoxy resins; contained fluorine groups; short side chains; para position; steric hindrance; polarlizability;
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1 C. A. May, in Epoxy Resins: Chemistry and Technology, 2nd Ed., Marcel Dekker, New York, 1988
2 Y. Choe, M. Kim, and W. Kim, Macromol. Res., 11, 267 (2003)   DOI
3 Z. Q. Tao, S. Y. Yang, Z. Y. Ge, J. S. Chen, and L. Fan, Eur. Polym. J., 43, 550 (2007)   DOI   ScienceOn
4 D. N. Waters and L. P. John, Anal. Chem., 60, 53 (1988)   DOI
5 P. Bruice, Organic Chemistry, Pearsons Prentice, 2004
6 S. J. Park, F. L. Jin, and J. R. Lee, Macromol. Rapid Commun., 25, 724 (2004)   DOI   ScienceOn
7 F. L. Jin, H. Y. Kim, and S. J. Park, J. Fluor. Chem., 128, 184 (2007)   DOI   ScienceOn
8 A. W. Coat and J. W. Redferm, J. Polym. Lett., 34, 869 (1965)
9 Z. Zhong, S. Zheng, J. Huang, X. Cheng, and Q. Guo, Polymer, 39, 1075 (1998)   DOI   ScienceOn
10 C. F. Canto, L. A. S. de A. Prado, E. Radovanovic, and I. V. P. Yoshida, Polym. Eng. Sci., 48, 141 (2008)   DOI   ScienceOn
11 G. Maier, Prog. Polym. Sci., 26, 3 (2001)   DOI   ScienceOn
12 S. J. Park, G. Y. Heo, and D. H. Suh, J. Polym. Sci. Part A: Polym. Chem., 41, 2393 (2003)   DOI   ScienceOn
13 Y. Zheng, K. Chonung, X. Jin, P. Wei, and P. J. Jiang, Appl. Polym. Sci., 107, 3127 (2008)   DOI   ScienceOn
14 J. G. Liu, M. H. He, Z. X. Li, Z. G. Qian, F. S. Wang, and S. Y. Yang, J. Polym. Sci. Part A: Polym. Chem., 40, 1572 (2002)   DOI   ScienceOn
15 D. W. Van Krevelen, Propeties of Polymers, 3rd Ed., Elsevier, Amsterdam, 1990
16 J. Seo, W. Jang, and H. Han, Macromol. Res., 15, 10 (2007)   DOI
17 J. R. Lee, F. L. Jin, S. J. Park, and J. M. Park, Surf. Coat. Technol., 180-181, 650. (2004)   DOI   ScienceOn
18 J. Tarrio-Saavedra, J. L${\acute{o}}$pez-Beceiro, S. Naya, and R. Artiaga, Polym. Degrad. Stabil., In Press, Corrected Proof. (2008)
19 C. H. Lin, C. S. Jiang, and C. S. Wang, J. Polym. Sci. Part A: Polym. Chem., 40, 4084 (2002)   DOI   ScienceOn
20 J. R. Lee, F. L. Jin, S. J. Park, and J. M. Park, J. Appl. Polym. Sci., 98, 650 (2004)