Journal of Electronic Materials

, Volume 48, Issue 1, pp 425–437 | Cite as

Synthesis, Characterization, and Optical, Electrical and Thermal Stabilities of Poly(phenoxy-imine)s Containing Methyl and Hydroxyl Groups

  • İsmet Kaya
  • Zekiye Fulya Yetgin


The four different Schiff base compounds were synthesized from condensation reaction of benzaldehyde, 2-hydroxybenzaldehyde, 3-hydroxybenzaldehyde and 2-hydroxy-1-napthaldehyde with 4-amino-3-methylphenol. Then, the Schiff bases were converted into poly(phenoxy-imine)s by oxidative polycondensation in aqueous alkaline medium using NaOCl as oxidant. The structures of synthesized monomers and polymers were determined by Fourier transform infrared, proton-carbon-13 nuclear magnetic resonance (1H-13C-NMR) and ultraviolet–visible (UV–Vis) spectroscopies. The surface morphology of poly(phenoxy-imine)s was determined by scanning electron microscopy images. The molecular weight distributions of poly(phenoxy-imine)s were studied with gel permeation chromatography measurements. The optical properties of compounds were determined from UV–Vis spectroscopy and fluorescence spectroscopy measurements. Electrochemical properties of the compounds were determined by cyclic voltammetry analysis. The solubility tests of the synthesized compounds were performed in various organic solvents. Thermal properties of the compounds were determined by thermogravimetric and differential thermal analysis and differential scanning calorimetry. The electrical conductivity of undoped and iodine-doped poly(phenoxy-imine)s was measured by four-point probe technique at room temperature. The synthesized poly(phenoxy-imine)s show good electrical conductivity with iodine doping and the conductivity increases with the increase in iodine vapor contact time.


Poly(phenoxy-imine)s oxidative polycondensation optical and electrochemical band gaps thermal analysis 


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The authors would like to thank the Government Planning Organization for the financial support (Project No.: GPO2010K120710).

Conflict of interest

The authors declare that they have no conflict of interest.


  1. 1.
    C.J. Yang and S.A. Jenekhe, Chem. Mater. 6, 196 (1994).CrossRefGoogle Scholar
  2. 2.
    M. Grigoras and C.O. Catanescu, J. Macromol. Sci. Pure Appl. Chem. Polym. C 44, 131 (2004).Google Scholar
  3. 3.
    İ. Kaya, M. Kamacı, and F. Arıcan, J. Appl. Polym. Sci. 125, 608 (2012).CrossRefGoogle Scholar
  4. 4.
    H. Hang, Aromatic High Strength Fibers (New York: Wiley, 1989), pp. 641–673.Google Scholar
  5. 5.
    P.W. Morgan, S.L. Kwolek, and T.C. Pletcher, Macromolecules 20, 729 (1987).CrossRefGoogle Scholar
  6. 6.
    İ. Kaya, S. Culhaoğlu, and M. Gül, Synth. Met. 156, 1123 (2006).CrossRefGoogle Scholar
  7. 7.
    M.L. Petrus, R.K.M. Bouwer, U. Lafont, D.H.K. Murthy, R.J.P. Kist, M.L. Böhm, Y. Olivier, T.J. Savenije, L.D.A. Siebbeles, N.C. Greenhamd, and T.J. Dingemans, Polym. Chem. 4, 4182 (2013).CrossRefGoogle Scholar
  8. 8.
    P. Cerrada, L. Oriol, M. Pinol, J.L. Serrano, P.J. Alonso, J.A. Puertolas, I. Iribarren and S. Munoz Guerra, Macromolecules 32, 3565 (1999).Google Scholar
  9. 9.
    S. Ogiri, M. Ikeda, A. Kanazawa, T. Shiono, and T. Ikeda, Polymer 40, 2145 (1999).CrossRefGoogle Scholar
  10. 10.
    C.Y. Yang and S.A. Jenekhe, Macromolecules 28, 1180 (1995).CrossRefGoogle Scholar
  11. 11.
    S. Çulhaoğlu and İ. Kaya, Polym. Korea 39, 225 (2015).CrossRefGoogle Scholar
  12. 12.
    İ. Kaya, M. Yıldırım, and A. Avcı, Synth. Met. 160, 911 (2010).CrossRefGoogle Scholar
  13. 13.
    S. Dineshkumar, A. Muthusamy, and J. Chandrasekaran, J. Mol. Struct. 1128, 730 (2017).CrossRefGoogle Scholar
  14. 14.
    F. Doğan, İ. Kaya, and K. Temizkan, Synth. Met. 215, 77 (2016).CrossRefGoogle Scholar
  15. 15.
    F. Kolcu and İ. Kaya, RSC Adv. 15, 8973 (2017).CrossRefGoogle Scholar
  16. 16.
    İ. Kaya and A. Avcı, Mater. Chem. Phys. 133, 269 (2012).CrossRefGoogle Scholar
  17. 17.
    İ. Kaya and A. Aydın, Polym. Adv. Technol. 21, 337 (2010).Google Scholar
  18. 18.
    İ. Kaya and A. Avcı, J. Polym. Res. 19, 9780 (2012).CrossRefGoogle Scholar
  19. 19.
    D. Şenol and İ. Kaya, Arabian J. Sci. Eng. 42, 2381 (2017).CrossRefGoogle Scholar
  20. 20.
    İ. Kaya, S. Çöpür, and H. Karaer, Int. J. Ind. Chem. 8, 329 (2017).CrossRefGoogle Scholar
  21. 21.
    İ. Kaya, M. Yıldırım, A. Aydın, and D. Şenol, React. Funct. Polym. 70, 815 (2010).CrossRefGoogle Scholar
  22. 22.
    D.W. van Krevelen, Polymer 16, 615 (1975).CrossRefGoogle Scholar
  23. 23.
    S. Dineshkumar, A. Muthusamy, P.C. Palanisamy, and S. Anand, J. Adhes. Sci. Technol. 29, 2605 (2015).CrossRefGoogle Scholar
  24. 24.
    D.W. Van Krevelen, Properties of Polymers, 3rd ed. (New York: Elsevier, 1972).Google Scholar

Copyright information

© The Minerals, Metals & Materials Society 2018

Authors and Affiliations

  1. 1.Polymer Synthesis and Analysis Laboratory, Department of ChemistryÇanakkale Onsekiz Mart UniversityÇanakkaleTurkey

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