Synthesis, characterization and molecular weight monitoring of a novel Schiff base polymer containing phenol group: Thermal stability, conductivity and antimicrobial properties

• Published in: Journal of molecular structure 2017-10, Vol.1146, p.104-112
• Main Authors: Yılmaz Baran, Nuray, Saçak, Mehmet
• Format: Article
• Language: English
• Subjects: Conductivity; Doping; Oxidative polycondensation; Polyazomethines; Polyphenols; Schiff base polymers
• ISSN: 0022-2860; 1872-8014
• DOI: 10.1016/j.molstruc.2017.05.120

A novel Schiff base polymer containing phenol group, Poly(3-[[4-(dimethylamino)benzylidene]amino]phenol) P(3-DBAP), was prepared by oxidative polycondensation reaction of 3-[[4-(dimethylamino)benzylidene]amino]phenol (3-DBAP) using NaOCl, H2O2, O2 oxidants in aqueous alkaline medium. Yield and molecular weight distribution of P(3-DBAP) were monitored depending on oxidant types and concentration, monomer concentration and as well as polymerization temperature and time. UV–Vis, FTIR and 1HNMR techniques were used to identify the structures of Schiff base monomer and polymer. Thermal behavior of P(3-DBAP), which was determined to be thermally stable up to 1200 °C via TG-DTG techniques, was illuminated by Thermo-IR spectra recorded in the temperature range of 25–800 °C. It was determined that the electrical conductivity value of the P(3-DBAP) increased 108 fold after doped with iodine for 24 h at 60 °C according to undoped form and it was measured 4.6 × 10−4 S/cm. Also, antibacterial and antifungal activities of the monomer and polymer were assayed against Sarcina lutea, Enterobacter aerogenes, Escherichia coli, Enterococcus Feacalis, Klebsiella pneumoniae, Bacillus subtilis bacteria, and Candida albicans, Saccharomyces cerevisiae fungi. [Display omitted] •P(3-DBAP) was synthesized by oxidative polycondensation using NaOCl, H2O2 and O2.•Monitoring of the molecular weight distribution of P(3-DBAP) was done in detail.•The conductivity of P(3-DBAP) doped with iodine for 24 h was increased 108 folds.•Antimicrobial activities of 2-DBAP and P(2-DBAP) were investigated.