Synthesis, characterization and thermal degradation of oligo-2-[(4-fluorophenyl) imino methylene] phenol and some of its oligomer-metal complexes

Kaya I., Gul M.

EUROPEAN POLYMER JOURNAL, vol.40, no.9, pp.2025-2032, 2004 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 40 Issue: 9
  • Publication Date: 2004
  • Doi Number: 10.1016/j.eurpolymj.2004.05.023
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.2025-2032
  • Çanakkale Onsekiz Mart University Affiliated: Yes


In this study, the oxidative polycondensation reaction conditions of 2-[(4-fluorophenyl) imino methylene] phenol (FPIMP) with air oxygen and NaOCl were studied in an aqueous alkaline medium between 60 and 90 degreesC. Synthesized oligo-2-[(4-fluorophenyl) imino methylene] phenol was characterized by H-1-NMR, FT-IR, UV-Vis, size exclusion chromatography (SEC) and elemental analysis techniques. The yield of oligo-2-[(4-fluorophenyl) imino methylene] phenol (OFPIMP) was found to be 62.00% (for air O-2 oxidant) and 97.70% (for NaOCl oxidant) at the optimum reaction conditions. According to the SEC analysis, the number-average molecular weight (M-n), weight-average molecular weight (M-w) and polydispersity index (PDI) values of OFPIMP were found to be 1370 g mol(-1), 1979 g mol(-1) and 1.45, using NaOCl, 2105 g mol(-1), 2557 g mol(-1), and 1.22, using air O-2, respectively. During the oxidative polycondensation reaction, (2.88%) a part of -CH=N group oxidized to carboxylic acid (-COOH). TG and TG-DTA analyses were shown to be more stable of oligo-2-[(4-fluorophenyl) imino methylene] phenol and its oligomer metal complexes than monomer against thermo-oxidative decomposition. The weight loss of OFPIMP was found to be 97.00% at 900 degreesC. The weight losses of OFPIMP-Co, OFPIMP-Ni OFPIMP-Cu oligomer-metal complex compounds were found to be 88.66%, 94.36% and 83.21%, respectively, at 1000 degreesC. (C) 2004 Elsevier Ltd. All rights reserved.