Syntheses, structures, electric conduction, electrochemical properties and antimicrobial activity of azomethine monomer and oligomer based on 4-hydroxybenzaldehyde and 2-aminopyridine

I. Kaya; A. Bilici

Published : 2022-08-26

Vol. 52 No. 11-12 (2007)

Syntheses, structures, electric conduction, electrochemical properties and antimicrobial activity of azomethine monomer and oligomer based on 4-hydroxybenzaldehyde and 2-aminopyridine

I. Kaya A. Bilici

Abstract

The effects of temperature (50-80°C), reaction time (up to 15h) as well as type and concentration of oxidizing agent (NaOCl, air O2, H2O2) on the course of oxidative polymerization of 4-[(pyridin-2-yl-imino)methyl]phenol (4-PIMP) in aqueous alkaline medium, and on the yield of the oligomers formed (O-4-PIMP) were investigated. The optimal conditions of the process have been found. Reaction products were characterized using the following methods: 1H NMR, 13C NMR, FT-IR, UV-VIS, gel permeation chromatography and thermal analyses TG-DTA. Mn values of O-4-PIMP are in the range 1250-4450. The oligomer shows better thermal stability than the monomer. On the basis of voltammetric measurements' results the electrochemical properties of 4-PIMP and O-4-PIMP were characterized in detail, including an effect of iodine doping of O-4-PIMP on the electric conduction. The comparison of antibacterial activity of 4-PIMP and O-4-PIMP against 8 bacterial strains has been done.

Keywords

4-[(pirydyn-2-ylo-imino)metylo]fenol ; oligomery ; polimeryzacja utleniająca ; właściwości elektrochemiczne ; działanie przeciwbakteryjne 4-[(pyridin-2-yl-imino)methyl]phenol ; oligomers ; oxidative polymerization ; electrochemical properties ; antibacterial activity

Details

References

Statistics

Authors

Download files

PDF

Zasady cytowania

Kaya, I., & Bilici, A. (2022). Syntheses, structures, electric conduction, electrochemical properties and antimicrobial activity of azomethine monomer and oligomer based on 4-hydroxybenzaldehyde and 2-aminopyridine. Polimery, 52(11-12), 827–835. Retrieved from https://polimery.ichp.vot.pl/index.php/p/article/view/1477

References

El-Shekeil A. G., Al-Yusufy F. A., Saknidy S.: Polym. Intern. 1997, 42, 39.

2. Suh S. C., Shim S.C.: Synth. Metals 2000, 114 (1), 91.

3. Mamedov B. A., Vidadi Y. A., Alieva D. N., Ragimov A. V.: Polym. Intern. 1997, 43 (2), 126.

4. Grigoras M., Catanescu C. O.: J. Macromol. Sci. Part C -- Polym. Rev. 2004, C44 (2), 131.

5. Ragimov A. V., Mamedov B. A., Gasanova S. G.: Polym. Intern. 1997, 43 (4), 343.

6. Baughman R. H., Bredas J. L., Chance R. R., Elsenbaumer R. L., Shacklette L. W.: Chem. Rev. 1982, 82, 209.

7. Diaz F. R., Moreno J., Tagle L. H., East G. A., Radic D.: Synth. Met. 1999, 100 (2), 187.

8. Aly K. I., Khalaf A. A.: J. Appl. Polym. Sci. 2000, 77, 1218.

9. Kaya İ., Vilayetoğlu A. R., Topak H. J.: J. Appl. Polym. Sci. 2002, 85, 2004.

10. Kaya İ., Demir H. Ö., Vilayetoğlu A. R.: Synth. Met. 2002, 126 (2--3), 183.

11. Kaya İ., Gül M.: Europ. Polym. J. 2004, 40, 2025.

12. Kobayashi S., Higashimura H.: Prog. Polym. Sci. 2003, 28, 1015.

13. Patel M. N., Patil S. H.: J. Macromol. Sci. Chem. 1981, A16, 1429.

14. Kaya İ.: J. Polym. Res. 2004, 11 (3), 175.

15. Kaya İ., Bilici A.: Synth. Met. 2006, 156 (9--10), 736.

16. Li Y., Cao Y., Gao J., Wang D., Yu G., Heeger A. J.: Synth. Met. 1999, 99, 243.

17. Colladet K., Nicolas M., Goris L., Lutsen L., Vanderzande D.: Thin Solid Films 2004, 451--452, 7.

18. Collins C. H., Lyne P. A., Grange J. M.: "Microbiological Methods", 3rd Ed., Butterworths, Canada 1989, p. 410.

19. Ayyagari M. S., Marx K. A., Tripathy S. K., Akkara J. A., Kaplan D. L.: Macromolecules 1995, 28, 5192.

20. Iwan A., Sęk D.: Polimery 2005, 50, 581.

21. Kadish K. M.: "Electrochemical and Spectrochemical Studies of Biological Redox Components", ACS, Washington 1982.

22. Tassaing T., Besnard M.: J. Phys. Chem. A 1997, 101, 2803.

23. Satoh N., Nakashima T., Yamamoto K.: J. Am. Chem. Soc. 2005, 127, 13 030.

24. Sari N.: J. Macromol. Sci., Part A: Pure Appl. Chem. 2006, 43, 1609.

25. Lawrence P. G., Harold P. L., Francis O. G.: Antibiot. Chemother. 1980, 5, 1597.

26. Rich S., Horsfall J. G.: Phytopathology 1952, 42, 457.

Google Scholar

Altmetric indicators

Citing articles via

Statistics

Total abstract views : 0

PDF Downloads : 0