Synthesis and characterization of Schiff-base polymer derived from 2,5-dichloroaniline and 2-hydroxybenzaldehyde

Abstract

Schiff base sal-2,5-Clan = 2-(2,5-dichlorobenzylideneamino)phenol used as a new precursor for preparation of poly-2-(2,5-dichlorobenzylideneamino)phenol (PDCBAP). In an aqueous alkaline medium, NaOCl oxidant is capable of oxidative poly-condensation reaction (OP). Both sal-2,5-Clan and PDCBAP were characterized by solubility tests, FT-IR, 1H-NMR spectroscopy and TG-DTA studies. FT-IR and 1H-NMR spectrum of PDCBAP indicates the formation of Ar-O-Ar bond. According to TG/DTA curves, PDCBAP demonstrated higher resistance against temperature than sal-2,5-Clan. At optimum reaction conditions, viz. time = 14h, [NaOCl]0 = 0.12 M, [KOH]0 = 0.1 M and T = 90°C, the yield of PDCBAP is 52.17%. Thermal studies indicated that PDCBAP is more stable than sal-2,5-Clan.