Synthesis, characterization, and optimum reaction conditions of oligo-2-[(pyridine-2-yl-methylene) amino] phenol

Kaya I., Moral F., Erdener D.

JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, vol.42, no.11, pp.2717-2724, 2004 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 42 Issue: 11
  • Publication Date: 2004
  • Doi Number: 10.1002/pola.20146
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.2717-2724
  • Keywords: oxidative polycondensation, oligo-2-[(pyridine-2-yl-methylene) amino] phenol, air oxygen, NaOCl, H2O2, thermal analysis, SCHIFF-BASE OLIGOMERS, POLYMER, POLYAZOMETHINE, COMPLEXES
  • Çanakkale Onsekiz Mart University Affiliated: Yes


The reaction conditions of the oxidative polycondensation of 2-[(pyridine2-yl-methylene) amino] phenol (2-PMAP) with air O-2, H2O2, and NaOCl were studied in an aqueous alkaline medium between 60 and 90 degreesC. Oligo-2-[(pyridine-2-yl-methylene) amino] phenol (O-2-PMAP) was characterized with H-1 NMR, Fourier transform infrared, ultraviolet-visible, size exclusion chromatography (SEC), and elemental analysis techniques. Moreover, solubility testing of the oligomer was performed in polar and nonpolar organic solvents. With the NaOCl, H2O2, and air O-2 oxidants, the conversions of 2-PMAP into O-2-PMAP were 98, 87, and 62%, respectively, in an aqueous alkaline medium. According to SEC, the number-average molecular weight, weight-average molecular weight, and polydispersity index of O-2-PMAP were 2262 g mol(-1), 2809 g mol(-1), and 1.24 with NaOCl, 3045 g mol(-1), 3861 g mol(-1), and 1.27 with air O-2, and 1427 g mol(-1), 1648 g mol(-1), and 1.16 with air H2O2, respectively. Also, thermogravimetric analysis showed that O-2-PMAP was stable against thermooxidative decomposition. The weight loss of O-2-PMAP was 96.68% at 900 degreesC. (C) 2004 Wiley Periodicals, Inc.