Synthesis and Characterization of Novel Sulphanilamide/Epoxy Resin Modified Polyester for Thermal Stability and Impact Strength


The synthesis of thermally stable Tetra-di-glycidyl ether bisphenol-A (TDGEBA) Epoxy resin and Sulphanilamide (SAA) have been synthesized from (SAA) and TDGEBA by in situ polymerization technique to obtain Te-tra-di-glycidyl ether bisphenol-A Sulphanilamide (TDGEBA/SAA) Epoxy resin and modified with various per-centages of polyester (PE) to obtain Tetra diglycidyl ether bisphenol-A Sulphanilamide polyester (TDGEBA/SAA-PE), highly cross-linked thermosetting polymer network. These materials were cured with triethylenetetramine TETA (hardener) to obtain highly cross-linked thermosetting resin. The physical properties of the resulting blends were evaluated by measuring the impact strength of (TDGEBA/SAA-PE) (increased more than 30% than the unmodified epoxy resin) and hardness that is found to be higher than unmodified epoxy resin. Differential scanning calorimetry (DSC) and thermo gravimetric (TGA) analysis were also cured to assess the thermal behavior of the samples. DSC of the (TDGEBA/SAA) Epoxy resin cured with TETA showed exothermic reactions and the glass transition temperature (Tg) shifted from 350℃ to 400℃compared with uncured epoxy and the thermal stability of the TDGEBA/SAA epoxy resin modified increased with increasing of PE. Scanning Electron Microscopy (SEM) studied the morphology of the samples after unnotched impacts on fracture surfaces. These materials exhibited a higher degree of solvent resistance.

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Alhousami, M. , Al-Kamali, A. and Athawale, A. (2014) Synthesis and Characterization of Novel Sulphanilamide/Epoxy Resin Modified Polyester for Thermal Stability and Impact Strength. Open Journal of Polymer Chemistry, 4, 115-127. doi: 10.4236/ojpchem.2014.44013.

Conflicts of Interest

The authors declare no conflicts of interest.


[1] Ju, M.-Y. and Chang, F.-C. (1999) Polymer Blends of PET-PS Compatibilized by SMA and Epoxy Dual Compatibilizers. Journal of Applied Polymer Science, 73, 2029-2040.<2029::AID-APP21>3.0.CO;2-U
[2] Rosu, D., Mititelu, A. and Cascaval, C.N. (2004) Cure Kinetics of a Liquid-Crystalline Epoxy Resin Studied by NonIsothermal Data. Polymer Testing, 23, 23209-23215.
[3] Agag, T. and Takeichi, T. (1999) Synthesis and Characterization of Epoxy Film Cured with Reactive Polyimide. Polymer, 40, 6557-6563.
[4] Micco, G., Giamberini, M., Amendola, E., Carfagna, C. and Astarita, G. (1997) Modelling of Curing Reaction Kinetics in Liquid-Crystalline Epoxy Resins. Industrial Engineering Chemistry Research, 36, 2976.
[5] Ameer, A.A., Abdallh, M.S., Ahmed, A.A. and Yousif, E.A. (2013) Synthesis and Characterization of Polyvinyl Chloride Chemically Modified by Amines. Open Journal of Polymer Chemistry, 3, 11-15.
[6] Gun-Soo, L. and Myoung-Seon, G. (2001) Preparation of Epoxy Resins Containing Ether Ether Sulfone Unit and Thermal Properties. Bulletin of the Korean Chemical Society, 22, 1393-1396.
[7] Kun-Soo, L., Young-Chul, L., Bong-Gyoo, C. and Myoung-Seon, G. (2001) Preparation of Epoxy Resins Containing Ether Ether Ketene Unit and Their Thermal Properties. Bulletin of the Korean Chemical Society, 22, 424-426.
[8] Athawale, A.A. and Alhousami, M.H.M. (2009) Epoxy Resin-Modified, Urea-Formaldehyde/Silicon Net Works for High Impact Strength and Thermal Stability. Journal of Reinforced Plastics and Composites, 28, 2231-2239.
[9] Ren, H., Sun, J.Z., Wu, B.J. and Zhou, Q.Y. (2007) Synthesis and Properties of Phosphorus-Containing Flam Retardant Epoxy Resin Based on Bis-Phenoxy (3-Hydroxy) Phenyl Phosphine Oxide. Polymer Degradation and Stability. 92, 956-961.
[10] Iijima, T., Aral, N., Fukuda, W. and Tomoi, M. (1995) Toughening of Aromatic Diamine-Cured Epoxy Resins by Poly (Ethylene Phthalate)s and the Related co Polyesters. European Polymer Journal, 3, 275-284.
[11] Jang, J. and Shin, S. (1995) Toughness Improvement of Tetrafunctional Epoxy Resin by Using Hydrolysed Poly(Ether Amide). Polymer, 6, 1199-1207.
[12] Yang, G., Fu, S.-Y. and Yang, J.-P. (2007) Preparation and Mechanical Properties of Modified Epoxy Resins with Flexible Diamines. Polymer, 48, 202-310.
[13] Mercado, L.A., Galià, M. and Reina, J.A. (2006) Silicon-Containing Flame Retardant Epoxy Resins: Synthesis, Characterization and Properties. Polymer Degradation and Stability, 91, 2588-2594.
[14] Pugliaa, D., Manfredib, L.B., Vazquezb, A. and Kenny, J.M. (2001) Thermal Degradation and Fire Resistance of Epoxy-Amine-Phenolic Blends. Polymer Degradation and Stability, 73, 521-527.
[15] Perrin, F.X., Nguyen, T.M.H., Tran, T.M.L. and Vernet, J.L. (2006) Determination of Bisphenol A (BPA) by Gas Chromatography-Mass Spectrometry and 1H NMR Spectroscopy during Curing of Epoxy-Amine Resins. Polymer Testing, 25, 912-922.
[16] El Gersifi, K., Destais-Orvoen, N., Durand, G. and Tersac, G. (2003) Glycolysis of Epoxide-Amine Hardened Networks. I. Diglycidylether/Aliphatic Amines Model Networks. Polymer, 44, 3795-3801.
[17] Mimura, K., Ito, H. and Fujioka, H. (2001) Toughening of Epoxy Resin Modified with in Situ Polymerized Thermoplastic Polymers. Polymer, 42, 9223-9233.
[18] Merrit, M.E., Heux, L., Halary, J.L. and Schaefer, J. (1997) Determination of the Extent of Reaction of Amine Cross-Linked Epoxy Resins by Solid-State 13C and 15N NMR. Macromolecules, 30, 6760-6763.
[19] Barie Jr., W.P. and Franke, N.W. (1969) High-Temperature Epoxy Resins Based on 3,3,4,4-Benzophenoeteracarboxyic Dianhydride (BTDA). I.EC Product Research and Development, 1, 72-76.
[20] Mohammadnia, M.S., Salaryan, P., Azimi, Z.K. and Seyidov, F.T. (2012) Preparation and Characterization of Polyesters with Controlled Molecular Weight Method. International Journal of Chemical and Biochemical Sciences, 2, 36-41.
[21] Watts, J.F., M.-L. Abel, Perruchot, C., Loweb, C., Maxted, J.T. and White, R.G. (2001) Segregation and Crosslinking in Urea Formaldehyde/Epoxy Resins: A Study by High-Resolution XPS. Journal of Electron Spectroscopy and Related Phenomena, 121, 233-247.
[22] Huang, M.L. and Williams, J.G. (1994) Mechanisms of Solidification of Epoxy-Amine Resins during Cure. Macromolecules, 27, 7423-7428.
[23] Lo, E.S. (1960) An Epoxy Resin from Phenolphthalein. Industrial & Engineering Chemistry, 52, 319-326.
[24] Bader, M.G., Bailey, J.E. and Bell, I. (1973) The Effect of Fibre-Matrix Interface Strength on the Impact and Fracture Properties of Carbon-Fibre Reinforced Epoxy Resin Composites. Journal of Physics D: Applied Physics, 6, 572-586.
[25] Ju, M.-Y. and Chang, F.-G. (1999) Polymer Blends of PET-PS Compatibilized by SMA and Epoxy Dual Compatibilizers. Journal of Applied Polymer Science, 73, 2029-2040.<2029::AID-APP21>3.0.CO;2-U
[26] Soldatos, A.C. and Burhans, A.S. (1970) Cycloaliphatic Epoxy Resins with Improved Strength and Impact Coupled with High Heat Distortion Temperature. Industrial & Engineering Chemistry, 3, 296-300.
[27] Lin, J.-J., Lin, S.-F., Kuo, T.-T., Chang, F.-C. and Tseng, F.-P. (2000) Synthesis and Epoxy Curing of Mannich Bases Derived from Bisphenol A and Poly(Oxyalkylene) Diamine. Journal of Applied Polymer Science, 78, 615-623.<615::AID-APP170>3.0.CO;2-N
[28] Wang, M.S. and Pinnavaia, T.J. (1994) Clay-Polymer Nanocomposites Formed from Acidic Derivatives of Montmorillonite and an Epoxy Resin. Chemistry of Materials, 6, 468-474.
[29] Vanaja, A. and Rao, R.M.V.G.K. (2002) Synthesis and Characterisation of Epoxy-Novolac/Bismaleimide Networks. European Polymer Journal, 38, 187-193.
[30] Chen, S., Tian, Y., Chen, L. and Hu, T. (2006) Epoxy Resin/Polyurethane Hybrid Networks Synthesized by Frontal Polymerization. Chemistry of Materials, 18, 2159-2163.
[31] Tieke, B. and Zahir, S.A. (1993) Anew Cross-Linkable Palladium (0) Complex and Its Use for Electroless Metallization of Epoxy Resins. Chemistry of Materials, 5, 891-897.
[32] Levchik, S.V., Camino, G., Luda, M.P., Costa, L., Henry, B.C.Y., Muller, G. and Morel, E. (1995) Mechanistic Study of Thermal Behaviour and Combustion Performance of Epoxy Resins 11 GDDM/DDS System. Polymer Degradation and Stability, 24, 359-370.
[33] Ambrogi, V., Giamberini, M., Cerruti, P., Pucci, P., Menna, N., Mascolo, R. and Carfgne, C. (2005) Liquid Crystalline Elastomers Based on Diglycidyl Terminated Rigid Monomers and Aliphatic Acids. Part 1. Synthesis and Characterization. Polymer, 46, 2105-2121.
[34] Merritt, M.E., Goetz, J.M., Whitney, D., Paul, C.-P., Heux, L., Halary, J.L. and Schaefer, J. (1998) Location of the Antiplasticizer in Cross-Linked Epoxy Resins by 2H, 15N and 13C REDOR NMR. Macromolecules, 31, 1214-1220.
[35] Jansen, B.J.P., Tamminga, K.Y., Meijer, H.E.H. and Lemstra, P.J. (1999) Preparation of Thermoset Rubbery Epoxy Particles as Novel Toughening Modifiers for Glassy Epoxy Resins. Polymer, 40, 5601-5607.

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