Effect of urethane functionality and number of epoxide groups on cure and mechanical behaviors of epoxy resins

Soo-Jin Park; Gun-Young Heo; Fan-Long Jin; Kyong Yop Rhee

Macromolecular Research, Vol.23, No.2, 134-138, February, 2015

DOI10.1007/s13233-015-3015-3 Export Citation

Effect of urethane functionality and number of epoxide groups on cure and mechanical behaviors of epoxy resins

Soo-Jin Park^{1, †}, Gun-Young Heo¹, Fan-Long Jin^{1, 2}, and Kyong Yop Rhee³

¹Department of Chemistry, Inha University, 253 Nam-gu, Incheon, 402-751, Korea
²Department of Polymer Materials, Jilin Institute of Chemical Technology, Jilin City, 132022, P. R. China
³Department of Mechanical Engineering, Kyung Hee University, Yongin, Gyeonggi, 446-701, Korea

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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.

Keywords:epoxy resins;cyanate group;cure behavior;mechanical properties;shear strength

[References]

May CA, Epoxy Resins: Chemistry and Technology. Marcel Dekker, New York (1988)
Rosato SV, Dimattia DP, Rosato DV, Designing with Plastic and Composites. Nostrand Reinhold, New York (1991)
Alessi S, Conduruta D, Pitarresi G, Dispenza C, Spadaro G, Polym. Degrad. Stab., 95, 677 (2010)
Zhang XJ, Yi XS, Xu YZ, J. Appl. Polym. Sci., 109(4), 2195 (2008)
Kandola BK, Biswas B, Price D, Horrocks AR, Polym. Degrad. Stab., 95, 144 (2010)
Liang YL, Pearson RA, Polymer, 51(21), 4880 (2010)
Park SJ, Jin FL, Polym. Int., 57, 577 (2008)
Duan JK, Kim CN, Jiang PK, Wang GL, J. Appl. Polym. Sci., 115(5), 2734 (2010)
Khoee S, Hassani N, Mater. Sci. Eng. A, 527, 6562 (2010)
Jin FL, Park SJ, Polym. Degrad. Stab., 92, 509 (2007)
Yi Y, Ye FY, Huang C, Guan JG, J. Appl. Polym. Sci., 115(1), 451 (2010)
Foix D, Erber M, Voit B, Lederer A, Ramis X, Mantecon A, Serra A, Polym. Degrad. Stab., 95, 445 (2010)
Soares BG, Dahmouche K, Lima VD, Silva AA, Caplan SPC, Barcia FL, J. Colloid Interface Sci., 358(2), 338 (2011)
Jansen BJP, Tamminga KY, Meijer HEH, Lemstra PJ, Polymer, 40(20), 5601 (1999)
Heo GY, Park SJ, Macromol. Res., 17(11), 870 (2009)
Ren H, Sun JZ, Zhao Q, Zhou QY, Ling QC, Polymer, 49(24), 5249 (2008)
Chattopadhyay DK, Webster DC, Prog. Polym. Sci., 34, 1068 (2009)
Li JY, Chen P, Yu Q, Ma ZM, Ma KM, Wang BC, J. Appl. Polym. Sci., 121(1), 598 (2011)
Jin FL, Lee SY, Park SJ, Carbon Lett., 14, 76 (2013)
Jin FL, Rhee KY, Park SJ, J. Solid State Chem., 184, 3253 (2011)
Lin CH, Polymer, 45(23), 7911 (2004)
Park SJ, Jin FL, Lee JR, Macromol. Rapid Commun., 25(6), 724 (2004)
Nakamura Y, Kobayashi R, Matsui M, Ozaki J, Chem. Eng. J., 155(1-2), 493 (2009)
Teh PL, Jaafar M, Akil HM, Seetharamu KN, Wagiman ANR, Beh KS, Polym. Adv. Technol., 19, 308 (2008)
Xu HJ, Jin FL, Park SJ, Bull. Korean Chem. Soc., 30, 2643 (2009)
Dong W, Liu HC, Park SJ, Jin FL, J. Ind. Eng. Chem., 20(4), 1220 (2014)
Jiang W, Jin FL, Park SJ, J. Ind. Eng. Chem., 18(2), 594 (2012)

[Referenced By]

[Related Articles]

[1] May CA, Epoxy Resins: Chemistry and Technology. Marcel Dekker, New York (1988)

[2] Rosato SV, Dimattia DP, Rosato DV, Designing with Plastic and Composites. Nostrand Reinhold, New York (1991)

[3] Alessi S, Conduruta D, Pitarresi G, Dispenza C, Spadaro G, Polym. Degrad. Stab., 95, 677 (2010)

[4] Zhang XJ, Yi XS, Xu YZ, J. Appl. Polym. Sci., 109(4), 2195 (2008)

[5] Kandola BK, Biswas B, Price D, Horrocks AR, Polym. Degrad. Stab., 95, 144 (2010)

[6] Liang YL, Pearson RA, Polymer, 51(21), 4880 (2010)

[7] Park SJ, Jin FL, Polym. Int., 57, 577 (2008)

[8] Duan JK, Kim CN, Jiang PK, Wang GL, J. Appl. Polym. Sci., 115(5), 2734 (2010)

[9] Khoee S, Hassani N, Mater. Sci. Eng. A, 527, 6562 (2010)

[10] Jin FL, Park SJ, Polym. Degrad. Stab., 92, 509 (2007)

[11] Yi Y, Ye FY, Huang C, Guan JG, J. Appl. Polym. Sci., 115(1), 451 (2010)

[12] Foix D, Erber M, Voit B, Lederer A, Ramis X, Mantecon A, Serra A, Polym. Degrad. Stab., 95, 445 (2010)

[13] Soares BG, Dahmouche K, Lima VD, Silva AA, Caplan SPC, Barcia FL, J. Colloid Interface Sci., 358(2), 338 (2011)

[14] Jansen BJP, Tamminga KY, Meijer HEH, Lemstra PJ, Polymer, 40(20), 5601 (1999)

[15] Heo GY, Park SJ, Macromol. Res., 17(11), 870 (2009)

[16] Ren H, Sun JZ, Zhao Q, Zhou QY, Ling QC, Polymer, 49(24), 5249 (2008)

[17] Chattopadhyay DK, Webster DC, Prog. Polym. Sci., 34, 1068 (2009)

[18] Li JY, Chen P, Yu Q, Ma ZM, Ma KM, Wang BC, J. Appl. Polym. Sci., 121(1), 598 (2011)

[19] Jin FL, Lee SY, Park SJ, Carbon Lett., 14, 76 (2013)

[20] Jin FL, Rhee KY, Park SJ, J. Solid State Chem., 184, 3253 (2011)

[21] Lin CH, Polymer, 45(23), 7911 (2004)

[22] Park SJ, Jin FL, Lee JR, Macromol. Rapid Commun., 25(6), 724 (2004)

[23] Nakamura Y, Kobayashi R, Matsui M, Ozaki J, Chem. Eng. J., 155(1-2), 493 (2009)

[24] Teh PL, Jaafar M, Akil HM, Seetharamu KN, Wagiman ANR, Beh KS, Polym. Adv. Technol., 19, 308 (2008)

[25] Xu HJ, Jin FL, Park SJ, Bull. Korean Chem. Soc., 30, 2643 (2009)

[26] Dong W, Liu HC, Park SJ, Jin FL, J. Ind. Eng. Chem., 20(4), 1220 (2014)

[27] Jiang W, Jin FL, Park SJ, J. Ind. Eng. Chem., 18(2), 594 (2012)