Synthesis, characterization, thermal analysis, conductivity and band gaps of oligo {4-[(2-hyfroxyl-1-naphthyl)methylene]-aminobezoic acid}


Kaya İ., Bilici A.

Chinese Journal of Polymer Science (English Edition), cilt.27, sa.2, ss.209-219, 2009 (SCI-Expanded) identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 27 Sayı: 2
  • Basım Tarihi: 2009
  • Doi Numarası: 10.1142/s0256767909003844
  • Dergi Adı: Chinese Journal of Polymer Science (English Edition)
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.209-219
  • Anahtar Kelimeler: Conductivity, Electrochemical and optical band gaps, Oligo {4-[(2-hydroxyl-1-naphthyl)methylene]aminobenzoic acid}, Oxidative polycondensation
  • Çanakkale Onsekiz Mart Üniversitesi Adresli: Evet

Özet

The oxidative polycondensation reaction conditions of 4-[(2-hydroxyl-1- naphthyl)methylene]aminobenzoic acid (4-HNMABA) with H2O2, air O2 and NaOCl were studied in an aqueous alkaline medium between 40°C and 90°C. The structure of oligo {4-[(2-hydroxyl-1-naphthyl) methylene]aminobenzoic acid} (O-4-HNMABA) was characterized by using 1H-NMR, 13C-NMR, FT-IR, UV-Vis, size exclusion chromatography (SEC) and elemental analysis techniques. At the optimum reaction conditions, the yield of O-4-HNMABA was found to be 70% for H2O 2 oxidant, 94% for air O2 oxidant and 87% for NaOCl oxidant. According to the SEC analysis, the number-average molecular weight (Mn), weight-average molecular weight (Mw) and polydispersity index (PDI) values of O-4-HNMABA were found to be 850, 1350 and 1.59, using H2O2, 1800, 2200 and 1.22, using air O 2 and 2200, 3000 and 1.36, using NaOCl, respectively. TGA-DTA analyses showed that O-4-HNMABA was more stable than 4-HNMABA. The highest occupied molecular orbital, the lowest unoccupied molecular orbital and electrochemical energy gaps (E'g) of 4-HNMABA and O-4-HNMABA were found to be 6.34, 6.56; 2.67, 3.04; 3.67 and 3.52 eV, respectively, by cyclic voltammetry (CV). According to UV-Vis measurements, optical band gaps (E g) of 4-HNMABA and O-4-HNMABA were found to be 3.12 and 3.03 eV, respectively. © 2009 World Scientific Publishing Company.