Journal of Applied Polymer Science, Vol.102, No.4, 3795-3804, 2006
Synthesis, characterization, and thermal degradation of oligo-2-(morpholinoiminomethyl)phenol and its Pb(II) complex compound
The oxidative polycondensation reaction conditions of 2-(morpholinoiminomethyl)phenol were studied with H2O2, air O-2, and sodium hypochloride (NaOCl) oxidants in an aqueous alkaline medium between 40 and 90 degrees C. The structure of oligo-2-(morpholinoiminomethyl)phenol was characterized with H-1- and C-13-NMR, Fourier transform infrared, ultraviolet-visible, size exclusion chromatography, and elemental analysis techniques. Under the optimum reaction conditions, the yield of oligo-2-(morpholinoiminomethyl)phenol was 28% for the H2O2 oxidant, 12% for the air O-2 oxidant, and 58% for the NaOCl oxidant. According to the size exclusion chromatography analysis, the number-average molecular weight, weight-average molecular weight, and polydispersity index of oligo-2-(morpholinoiminomethyl)phenol were 2420 g/mol, 2740 g/mol, and 1.187 with H2O2,1425 g/mol, 2060 g/mol, and 1.446 with air O-2, and 1309 g/mol, 1401 g/mol, and 1.070 with NaOCl, respectively. Thermogravimetry/ dynamic thermal analysis showed that the oligo-2-(morpholinoiminomethyl)phenotlead complex compound was more stable than 2-(morpholinoiniinomeffiyl)phenol and oligo-2-(morpholinoiminomethyl) phenol against thermal degradation. (c) 2006 Wiley Periodicals, Inc.