Synthesis, characterization and electrochemical properties of poly-4-[1-(4-hydroxyphenyl)ethylideneamino]phenol


KAYA İ., Bilici A.

Polimery/Polymers, vol.54, no.2, pp.106-113, 2009 (SCI-Expanded) identifier

  • Publication Type: Article / Article
  • Volume: 54 Issue: 2
  • Publication Date: 2009
  • Doi Number: 10.14314/polimery.2009.106
  • Journal Name: Polimery/Polymers
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.106-113
  • Keywords: Conductivity, Optic and electrochemical properties, Oxidative polycondensation, Poly-4-[1-(4-hydroxyphenyl)ethylideneamino] phenol, Thermal analysis
  • Ankara University Affiliated: Yes

Abstract

The polymer of 4-[1-(4-hydroxyphenyl)ethylideneamino]phenol (4-HPEAP) being a Schiff base substitute was formed with use of oxidants such as air O 2, H2O2 or NaOCl in an aqueous alkaline medium. The yield of polymer was found to be 95, 51 and 96 % for air O2, H2O2 and NaOCl, respectively. During these polymerization reactions of 4-HPEAP, H2O2 demonstrated lower activity than NaOCl and air O2. The spectral analyses results such as 1H NMR and 13C NMR showed that the phenol units were connected at ortho positions, forming the C-C coupling system. The polymer was found to show relatively high thermal stability. This polymer lost half of the weight at 230 °C. The highest occupied molecular orbital (HOMO), the lowest unoccupied molecular orbital (LUMO) and electrochemical energy gaps (E′g) of 4-HPEAP and P-4-HPEAP were found to be -6.30, -6.15; -2.41, -2.57; 3.89 and 3.58 eV, respectively. According to UV-Vis measurements, the optical band gaps (Eg) of 4-HPEAP and P-4-HPEAP were found to be 3.56 and 3.47 eV, respectively.