The oxidative polycondensation of 4-[(Phenylimino)methyl] phenol using NaOCl, air oxygen, and H2O2 at alkaline and neutral medium

In this study, the oxidative polycondensation reaction conditions of 4-[(phenylimino) methyl] phenol (4-PIMP) with air oxygen, H2O2 , and NaOCl oxidants in aqueous alkaline and neutral medium between 50 degrees and 90 degrees C were examined. 4-PIMP and its condensation product, oligo-4-[(phenylimino) methyl] phenol (O-4-PIMP), were characterized by H-1-C-13-NMR, FT-IR, UV-vis techniques, and elemental analysis. At the optimum reaction conditions, the yield of oligo-4-[(phenylimino) methyl] phenol was found to be 73% for NaOCl, 65% for air O-2 , and 70% for H2O2 . According to size exclusion chromatography (SEC) analyses, the number-average molecular weight (M n ), weight-average molecular weight (M w ), and polydispersity index (PDI) values of O-4-PIMP were 5268, 10320 g mol(-1) , and 1.959, respectively, using air O 2 ; 8215, 17789 g mol(-1) , and 2.165, respectively, using NaOCl; and 4800, 5260 g mol(-1) , and 1.096, respectively, using H2O2. The carbon residues for 4-PIMP and O-4-PIMP were found to be 42.4% and 53.4%, respectively, at 1000 degrees C by using TG-DTA analyses.