Synthesis, characterization, and thermal stability of azomethine oligomer and its metal complexes

Kaya I., Bilici A.

JOURNAL OF APPLIED POLYMER SCIENCE, vol.105, no.3, pp.1356-1365, 2007 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 105 Issue: 3
  • Publication Date: 2007
  • Doi Number: 10.1002/app.26238
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.1356-1365
  • Çanakkale Onsekiz Mart University Affiliated: Yes


The oxidative polycondensation reaction conditions of NIV-bis[(2-hydroxy-1-naphthyl)methylene]urea (2-HNMU) has been accomplished using NaOCl, H2O2, and air 02 oxidants in an aqueous alkaline medium. The structures of the obtained monomer and oligomer were confirmed by FTIR, UV-vis, H-1 NMR, C-13 NMR, and elemental analysis. The characterization was made by TG-DTA, size exclusion chromatography (SEC), and solubility tests. At the optimum reaction conditions, the yield of oligo-NM-bis[(2-hydroxy-1-naphthyl)methylene]urea (0-2-HNMU) was found to be 95% (for air O-2 oxidant), 51% (for H2O2 oxidant), 96% (for NaOCl oxidant). According to the SEC analysis, the number-average molecular weight (M-n), weight-average molecular weight (M-w), and polydispersity index values of 0-2-HNMU was found to be 1036, 1225 g/mol, and 1.182, respectively, using H2O2, and 765, 1080 g/mol, and 1.412, respectively, using air 02, and 857, 1105 g/mol, and 1.289, respectively, using NaOCl. TG-DTA analyses showed that O-2-HNMU was more stable than 2-1-HNMU. According to TG analyses, the carbonaceous residue of 2-HNMU and O-2-HNMU was found to be 0.49% and 2.11% at 1000 degrees C, respectively. (c) 2007 Wiley Periodicals, Inc.