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Heat-resistant, pyridine-based polyamides containing ether and ester units with improved solubility

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Abstract

A diamine containing ether and ester units, as basic monomer for the preparation of polyamides, was prepared via three consecutive reactions. Nucleophilic substitution reaction of 1,4-dihydroxy benzene with 4-nitrobenzoyl chloride produced 4-hydroxyphenyl 4-nitrobenzoate (HPNB). Reduction of nitro groups to amino groups using Fe and HCl resulted in preparation of 4-hydroxyphenyl 4-aminobenzoate (HPAB). The diamine was synthesized through nucleophilic substitution reaction of HPAB with 2,6-dichloropyridine. The precursors and diamine were fully characterized by common methods, and the diamine was polycondensed with different diacid chlorides in the presence of an acid scavenger to prepare new polyamides. The polyamides were characterized, and their physical properties including thermal stability and behavior, inherent viscosity and solubility were studied.

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References

  1. Cassidy, P.E., “Thermally Stable Polymers”, Dekker, New York, 1980, p.67

    Google Scholar 

  2. Liaw, D.J., Liaw, B.Y., Chen, J.R. and Yang, C.M., Macromolecules 1999, 32: 6860

    Article  CAS  Google Scholar 

  3. Wu, S.C. and Shu, C.F., J. Polym. Sci. Part A: Polym. Chem., 2003, 41: 1160

    Article  CAS  Google Scholar 

  4. Negi, Y.S., Suzuki, Y.I., Kawamura, I., Kakimoto, M.A. and Imai, Y., J. Polym. Sci. Part A: Polym. Chem., 1996, 34: 1663

    Article  CAS  Google Scholar 

  5. Liaw, D.J., Liaw, B.Y. and Yang, C.M., Macromolecules, 1999, 32: 7248

    Article  CAS  Google Scholar 

  6. King, F.A. and King, J.J., “Engineering Thermoplastics”, Dekker, New York, 1985, p.83

    Google Scholar 

  7. Yang, C.P. and Hsiao, S.H., J. Appl. Polym. Sci., 1986, 31: 979

    Article  CAS  Google Scholar 

  8. Frazer, A.H., “High Temperature Resistant Polymers, Polymer Reviews”, Vol. 17, Interscience, New York, 1968, p.78

    Google Scholar 

  9. Prestone, J., de Winter, W.F., Black, W.B. and Hofferbert, W.L., J. Polym. Sci. Part A: Polym. Chem., 1969, 7: 3027

    Article  Google Scholar 

  10. Yang, H.H., “Aromatic High-Strength Fibers”, Wiley, New York, 1989, p.15

    Google Scholar 

  11. Ferreiro, J.J., de la Campa, J.G., Lozano, A.E. and de Abajo, J., J. Polym. Sci. Part A: Polym. Chem., 2005, 43: 5300

    Article  CAS  Google Scholar 

  12. Horta, A., Coca, J. and Diez, F.V., Adv. Polym. Technol., 2000, 19: 120

    Article  CAS  Google Scholar 

  13. Mehdipour-Ataei, S. and Heidari, H., Macromol. Symp., 2003, 193: 159

    Article  CAS  Google Scholar 

  14. Mehdipour-Ataei, S. and Heidari, H., J. Appl. Polym. Sci., 2004, 91: 22

    Article  CAS  Google Scholar 

  15. Mehdipour-Ataei, S. and Amirshaghaghi, A., Eur. Polym. J., 2004, 40: 503

    Article  CAS  Google Scholar 

  16. Mehdipour-Ataei, S. and Amirshaghaghi, A., Polym. Int., 2004, 53: 1185

    Article  CAS  Google Scholar 

  17. Mehdipour-Ataei, S., Sarrafi, Y. and Pirjel, M.A., J. Appl. Polym. Sci., 2004, 93: 961

    Article  CAS  Google Scholar 

  18. Mehdipour-Ataei, S., Malekimoghaddam, R. and Nami, M., Eur. Polym. J., 2004, 40: 2523

    Article  CAS  Google Scholar 

  19. Mehdipour-Ataei, S., Malekimoghaddam, R. and Nami, M., Eur. Polym. J., 2005, 41: 1024

    Article  CAS  Google Scholar 

  20. Mehdipour-Ataei, S. and Amirshaghaghi, A., J. Appl. Polym. Sci., 2005, 96: 570

    Article  CAS  Google Scholar 

  21. Mehdipour-Ataei, S., Mosslemin, M.H. and Shafieezadeh, M., React. Funct. Polym., 2006, 66: 403

    Article  CAS  Google Scholar 

  22. Mehdipour-Ataei, S., Amirshaghaghi, A. and Bahri, N., Eur. Polym. J., 2006, 42: 2646

    Article  CAS  Google Scholar 

  23. Mehdipour-Ataei, S., Tadjarodi, A. and Babanzadeh, S., Eur. Polym. J., 2007, 43: 498

    Article  CAS  Google Scholar 

  24. Mehdipour-Ataei, S. and Babanzadeh, S., React. Funct. Polym., 2007, 67: 883

    Article  CAS  Google Scholar 

  25. Oishi, Y., Takado, M., Yoneyama, M., Kakimoto, M.A. and Imai, Y., J. Polym. Sci. Part A: Polym. Chem., 1990, 28: 1763

    Article  CAS  Google Scholar 

  26. Hsiao, S.H. and Yang, C.P., J. Polym. Sci. Part A: Polym. Chem., 1990, 28: 2169

    Article  CAS  Google Scholar 

  27. Liaw, D.J., Hsu, P.N. and Liaw, B.Y., J. Polym. Sci. Part A: Polym. Chem., 2001, 39: 63

    Article  CAS  Google Scholar 

  28. García, J.M., Álvarez, J.C., de la Campa, J.G. and de Abajo, J., J. Appl. Polym. Sci., 1998, 67: 975

    Article  Google Scholar 

  29. Kricheldorf, H.R., Schmidt, B. and Delius, U., Eur. Polym. J., 1990, 26: 791

    Article  CAS  Google Scholar 

  30. Aducci, J., Chapoy, L.L., Jonsson, G., Kops, J. and Shinde, B.M., Polym. Eng. Sci., 1983, 28: 2069

    Google Scholar 

  31. Aducci, J., Chapoy, L.L., Jonsson, G., Kops, J. and Shinde, B.M., Polym. Eng. Sci., 1981, 21: 712

    Article  Google Scholar 

  32. Rodriguez-Galan, A., Fuentes, L. and Puiggali, J., Polymer, 2000, 41: 5967

    Article  CAS  Google Scholar 

  33. Gonsalves, K.E. and Mungara, P.M., Trends Polym. Sci., 1996, 25: 4

    Google Scholar 

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Authors and Affiliations

  1. Islamic Azad University of Shahreza, P.O. Box 81145-311, Shahreza, Isfahan, Iran

    Hassan Ebadi

  2. Iran Polymer and Petrochemical Institute, P.O. Box 14965/115, Tehran, Iran

    Shahram Mehdipour-Ataei

Authors
  1. Hassan Ebadi
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  2. Shahram Mehdipour-Ataei
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Correspondence to Shahram Mehdipour-Ataei.

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Ebadi, H., Mehdipour-Ataei, S. Heat-resistant, pyridine-based polyamides containing ether and ester units with improved solubility. Chin J Polym Sci 28, 29–37 (2010). https://doi.org/10.1007/s10118-010-8212-0

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  • DOI: https://doi.org/10.1007/s10118-010-8212-0

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