Abstract
Aromatic/aliphatic polyamides were synthesized from a diamine monomer, 2,3-bis-p-aminophenylquinoxaline (IV), based on quinoxaline and various dicarboxylic acids of aliphatic, aromatic and heterocyclic. The diamine and polyamides were characterized by elemental analysis, FTIR and 1H-NMR. The solubility of the polyamides was affected by the quinoxaline and heterocyclic groups in the polymer chain. They were all soluble in common organic solvents such as dimethylsulfoxide (DMSO), N,N-dimethylformamide (DMF) and N-methylpyrolidone (NMP). The polyamides showed inherent viscosity in the range of 0.25–0.3 dL/g in DMSO at 25°C and good thermal stability with the char yields in the range of 65%–82% at 600°C in nitrogen.
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References
Cassidy, P.E., “Thermally stable polymers: synthesis and propertie”, Marcel Dekker, New York, 1980, p.685
Hsiao, S.H. and Chang, C.F., J. Polym. Sci. Part A: Polym. Chem., 1996, 34: 1439
Yang, C.P., Chiang, H.C. and Su, Y.Y., Polym. J., 2004, 36: 979
Mehdipour-Ataei, S. and Heidari, H., J. Appl. Polym. Sci., 2004, 91: 22
Leu, T.S. and Wang, C.S., J. Appl. Polym. Sci., 2003, 87: 945
Yang, C.P., Chen, Y.P. and Woo, E.M., J. Polym. Sci. Part A: Polym. Chem., 2004, 42: 3116
Hsiao, S.H. and Chang, C.F., J. Polym. Sci. Part A: Polym. Chem., 1996, 34: 1433
Kakimoto, M., Negi, Y.S. and Imai, Y., J. Polym. Sci. Polym. Chem. Ed., 1985, 23: 1787
Imai, Y. and Maldar, N.N., J. Polym. Sci., Polym. Chem. Ed., 1985, 23: 1797
Akutsu, F., Inoki, M., Sunouchi, K., Sugama, Y., Kasashima, Y., Naruchi, K. and Miura, M., Polymer, 1998, 39: 1637
Bruma, M. and Olabisi, O., “Handbook of thermoplastics,” Marcel Dekker, New York, 1997, p.771
Hergenrother, P., “Encyclopedia of polymer science and engineering, Vol. 13”, 2nd ed., Wiley, New York, 1988, p.55
Jadhav, A.S., Maldar, N.N., Shinde, B.M. and Vernekar, S.P., J. Polym. Sci. Part A: Polym. Chem., 1991, 29: 147
Bruma, M., Schulz, B., Kopnick, T., Stiller, B., Belomoina, N. and Mercer, F., Eur. Polym. J., 1999, 35: 1253
Nagakubo, K., Akutsu, F., Kawamura, N. and Miura, M., “Synthetic High Polymers”, Nippon Kagaku Kaishi, Tokyo, 1977, p.556
Akutsu, F., Hirata, H., Hayashi, H., Miura, M. and Nagakubo, K., Macromol. Chem. Rapid Commun., 1985, 6: 215
Akutsu, F., Hayashi, H., Miura, M. and Nagakubo, K., Macromol. Chem. Rapid Commun., 1985, 6: 407
Akutsu, F., Hayashi, H., Miura, M. and Nagakubo, K., Macromol. Chem. Rapid Commun., 1985, 6: 475
Akutsu, F., Inoki, M., Inagawa, T., Kasashima, Y., Sonoda, Y. and Marushima, K., J. Appl. Polym. Sci., 1999, 74: 1366
Akutsu, F., Inoki, M., Araki, K., Kasashima, Y., Naruchi, K. and Miura, M., Polym. J., 1997, 29: 529
Akutsu, F., Kuze, S., Matsuo, K., Naruchi, K. and Miura, M., Macromol. Chem. Rapid Commun., 1990, 11: 673
Hedrick, J.L. and Twieg, R., Polymer, 1997, 38: 995
Duffy, J.V. and Augl, J.M., J. Polym. Sci., Part A-1, 1972, 10: 1123
Bruma, M., Schulz, B., Koepnick, T., Stiller, B., Belomoina, N. and Mercer, F., Eur Polym. J., 1999, 35: 1253
Kulkarni, A.P., Zhu, Y. and Jenekhe, S.A., Macromolecules, 2005, 38: 1553
Higashi, F. and Nishi, T., J. Polym. Sci. Part A: Polym. Chem., 1988, 26: 3235
Higashi, F. and Kubayashi, A., J. Polym. Sci. Part A: Polym. Chem., 1989, 27: 507
Diakoumakos, C.D. and Mikroyannidis, J.A., Polymer, 1995, 36: 387
Chattaway, F.D. and Coulson, E.A., J. Chem. Soc., 1928, 1: 1361
Zhao, Z., Wisnoski, D.D., Wolkenberg, S.E., Leister, W.H., Wang, Y. and Lindsley, C.W., Tetrahedron Lett., 2004, 45: 4873
Xu, S.G., Yang, M.J. and Cao, S.K., Polymer, 2007, 48: 2241
Zhao, X., Li, Y.F., Zhang, S.J., Shao, Y. and Wang, X.L., Polymer, 2007, 48: 5241
Yang, C.P. and Wei, C.S., Polymer, 2001, 42: 1837
Li, H.S., Liu, J.G., Wang, K., Fan, L. and Yang, S.Y., Polymer, 2006, 47: 1443
Van-Krevelen, D.W. and Hoftyzer, P.J., “Properties of polymers”, 2nd ed., Elsevier, New York, 1976, p.152
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Mighani, H., Ghaemy, M. Synthesis and characterization of organosoluble polyamides from quinoxaline based diamine. Chin J Polym Sci 28, 147–155 (2010). https://doi.org/10.1007/s10118-010-8231-x
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DOI: https://doi.org/10.1007/s10118-010-8231-x