Skip to main content
SpringerLink
Log in

Synthesis, characterization and corrosion inhibitive properties of new thiazole based polyamides containing diarylidenecyclohexanone moiety

  • Papers
  • Published:
Chinese Journal of Polymer Science Aims and scope Submit manuscript

Abstract

The present work aimed to synthesize a new interesting series of thiazole based polyamides containing diarylidenecyclohexanone moiety 5 a-5 f using low temperature solution polycondensation technique. The new polymers were synthesized by the reaction of thiazole based monomer namely, bis(2-aminothiazol-4-ylbenzylidene)cyclohexanone 3 with different aliphatic and aromatic diacid chlorides using NMP, and in the presence of anhydrous LiCl as catalyst. Adipoyl, sebacoyl, oxaloyl, terephthaloyl, isophthaloyl dichlorides and biphenyl dicarbonyl dichloride were used as diacid chlorides. The structure of the model compound 4 as well as the new polymers was confirmed by correct elemental and spectral analyses. The thermal properties of those polymers were evaluated by TGA and DTG measurements and correlated to their structural units, beside X-ray diffraction analysis, solubility and viscometry measurements. The inherent viscosities for the synthesized polymers were in the range 0.6–1.03 dL/g. On the other hand the corrosion inhibitive properties of monomer 3 as well as polyamides 5 d and 5 f as selected examples were carried out on carbon-steel in 0.5 mol/L H2SO4 at 40 °C. The calculated inhibition efficiency (IE%) for polymer 5 d was in the range (82 ± 6)% in all selected concentrations. The best value of IE% was obtained at 1 mg/L to reach 98.24% for polymer 5 d and at 0.5 mg/L to reach 87.75% for polymer 5 f.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. Sergei, V.L. and Edward, D.W., Polym. Int., 2000, 49: 1033

    Article  Google Scholar 

  2. Wang, Y.F., Chen, T.M., Li, Y.J., Kitamura, M., Sakurai, I. and Nakaya, T., J. Polym. Sci., Part A. Polym. Chem., 1997, 35: 3065

    Article  CAS  Google Scholar 

  3. Chen, Y. and Wang, Q., Polym. Degrad. Stab., 2006, 91: 2003

    Article  CAS  Google Scholar 

  4. Wang, Q. and Shi, W., Polym. Degrad. Stab., 2006, 91: 1289

    Article  CAS  Google Scholar 

  5. Cassidy, P.E., “Thermally stable polymers”, New York, Marcel Dekker, 1980

    Google Scholar 

  6. Choi, M.Ch., Kim, Y. and Ha, Ch.S., Prog. Polym. Sci., 2008, 33: 581

    Article  CAS  Google Scholar 

  7. Critchley, J.P., Prog. Polym. Sci., 1970, 2: 47

    Article  CAS  Google Scholar 

  8. Shibaev, V., Bobrovsky, A. and Boiko, N., Prog. Polym. Sci., 2003, 28: 729

    Article  CAS  Google Scholar 

  9. Hasegawa, M. and Iyoda, M., Chem. Soc. Rev., 2010, 39: 2420

    Article  CAS  Google Scholar 

  10. Hussein, M.A., Abdel-Rahman, M.A., Asir, i A.M., Alamry, Kh.A. and Aly, K.I., Des. Monom. Polym., 2012, 15: 431

    Article  CAS  Google Scholar 

  11. Al-Muaikel, N.S., Aly, K.I. and Hussein, M.A., J. Appl. Polym. Sci., 2008, 108: 3138

    Article  CAS  Google Scholar 

  12. Aly, K.I. and Abdel Monem, M.I., J. Appl. Polym. Sci., 2005, 98: 2394

    Article  CAS  Google Scholar 

  13. Ali, S.A., Saeed, M.T. and Rahman, S.V., Corros. Sci., 2003, 45: 253

    Article  Google Scholar 

  14. Sastry, V.S., “Corrosion Inhibitors-Principles and application”, Wiley, 1998

    Google Scholar 

  15. Lagrnee, M., Mernari, B., Bouanis, M., Traisnel, M. and Bentiss, F., Corros. Sci., 2002, 44: 573

    Article  Google Scholar 

  16. Bentiss, F., Lagrenee, M., Traisnel, M. and Hornez, J.C., Corros. Sci., 1999, 41: 789

    Article  CAS  Google Scholar 

  17. Hu, Y. and Nikles, D.E., J. Polym. Sci., Part A: Polym. Chem., 2000, 38: 3278

    Article  CAS  Google Scholar 

  18. Jianguo, Y., Lin, W., Otieno-Alego, V. and Schweinsberg, D.P., Corros. Sci., 1995, 37: 975

    Article  CAS  Google Scholar 

  19. Kim, H. and Jang, J., Polym. Bull., 1997, 38: 249

    Article  CAS  Google Scholar 

  20. Yongqi Hu, D.E. and Nikles, D.E., J. Polym. Sci., Part A: Polym. Chem., 2000, 38: 3278

    Article  Google Scholar 

  21. Vogel, A., “Text Book of Practical Organic Chemistry”, London, Longmans Green, 1967, Vol. 1, p. 464

    Google Scholar 

  22. Perrin, D.D., Armarigo, W.L.F. and Perrin, D.F., “Purification of Laboratory Chemicals”, 2nd Ed., New York, Pergamon, 1980

    Google Scholar 

  23. Aly, K.I., Abdel-Rahman, M.A. and Hussein, M.A., Int. J. Polym. Mat., 2010, 59: 553

    Article  CAS  Google Scholar 

  24. Aly, K.I., Wahdan, M.H. and Hussein, M.A., J. Appl. Polym. Sci., 2009, 112: 513

    Article  CAS  Google Scholar 

  25. Aly, K.I. and Hussein, M.A., J. Polym. Res., 2010, 17: 607

    Article  CAS  Google Scholar 

  26. Aly, K.I., J. Appl. Polym. Sci., 2004, 94: 1440

    Article  CAS  Google Scholar 

  27. Aly, K.I. and Kandeel, M., High Perf. Polym., 1996, 8: 307

    Article  CAS  Google Scholar 

  28. Holmer, D.A., Pickettand, B.A. and Saunders, J.H., J. Polym. Sci., Part A: Polym. Chem., 1972, 10: 1547

    Article  CAS  Google Scholar 

  29. Bair, T.I., Morgan, P.W. and Killian, F.L., Macromolecules, 1977, 10: 1396

    Article  CAS  Google Scholar 

  30. Starr, L., J. Polym. Sci., Part A: Polym. Chem., 1966, 4: 3041

    Article  CAS  Google Scholar 

  31. Suh, D.H., Ju, S.Y., Park, S.H. and Lee, J.W., J. Macromol. Sci. A, 2001, 38: 751

    Article  Google Scholar 

  32. Silverstein, R.M., Bassler, G.C. and Morrill, T.C., “Spectrometric Identification of Organic Compounds”, New York, Wiley, 1974

    Google Scholar 

  33. Skoog, D.A. and West, D.M., “Principles of Instrumental Analysis”, Holts Rinehart & New York, Winston, 1971

    Google Scholar 

  34. Sagar, A.D., Salunkhe, M.M., Wadgaonkar, P.P., Sarawade, B.D. and Mahajan, S.S., J. Polym. Sci., Part A: Polym. Chem., 1997, 35: 1077

    Article  CAS  Google Scholar 

  35. Li, C.H. and Chang, T.C., Eur. Polym. J., 1991, 27: 35

    Article  CAS  Google Scholar 

  36. Mandelkern, L., “Crystallization of Polymers”, New York, McGraw Hill, 1964

    Google Scholar 

  37. Aly, K.I., J. Macromol. Sci. A, 2000, 37: 93

    Article  Google Scholar 

  38. Aly, K.I., Abbady, M.A. Mahgoub, S.A. and Hussein, M.A., Polym. Int., 2002, 51: 125

    Article  CAS  Google Scholar 

  39. Khamis, K. and Atea, M., Corros., 1994, 50: 106

    Article  CAS  Google Scholar 

  40. Loto1, R.T. and Loto, C.A., Int. J. Electrochem. Sci., 2012, 7: 9423

    CAS  Google Scholar 

  41. Karthikaiselvi, R., Subhashini, S. and Rajalakshmi, R., Arab. J. Chem., 2012, 5: 517

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Polymer Chemistry Lab. 122, Chemistry Department, Faculty of Science, Assiut University, Assiut, 71516, Egypt

    K. I. Aly & M. A. Hussein

  2. Chemistry Department, Faculty of Science, King Abdulaziz University, Jeddah, 21589, Kingdom of Saudi Arabia

    M. A. Hussein

Authors
  1. K. I. Aly
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. M. A. Hussein
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding authors

Correspondence to K. I. Aly or M. A. Hussein.

Electronic supplementary material

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Aly, K.I., Hussein, M.A. Synthesis, characterization and corrosion inhibitive properties of new thiazole based polyamides containing diarylidenecyclohexanone moiety. Chin J Polym Sci 33, 1–13 (2015). https://doi.org/10.1007/s10118-015-1569-3

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10118-015-1569-3

Keywords

Search

Navigation