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Synthesis of a Novel m-Substituted Poly(phenoxy-imine) and Investigation of its Fluorescence and Some Properties

Oxidative polycondensation of 3-((2-phenylhydrazono)methyl)phenol (3-PHMP), a new m-substituted poly(phenoxy-imine), was studied using oxidants such as sodium hypochlorite, air (O2) and hydrogen peroxide in an aqueous alkaline medium under various polymerization conditions. The macromolecular structure and optical properties of the polymer were characterized with elemental analysis, Size Exclusion Chromatography (SEC), Fourier Transform Infrared (FTIR), Nuclear Magnetic Resonance (NMR), absorption and fluorescence spectroscopy techniques. As a result of fluorescence measurement, the fluorescence lifetime of poly(3-PHMP) in DMF was calculated as 2.88 ns (χ2= 1.12). An electrochemical property the monomer and polymer were also studied using Cyclic Voltammetry (CV) technology. According to the CV measurements, the electrochemical band gaps (Eg′) of 3-PHMP and poly(3-PHMP) were found to be 2.64 and 1.94 eV, respectively. Electrical conductivity of the polymer was measured by the four-point probe technique. The electrical conductivity of poly(3-PHMP) was found to be ∼3.2 × 10−2S/cm. Thermo Gravimetric Analysis (TGA) revealed poly(3-PHMP) to be stable against thermo-oxidative decomposition. In addition, the in vitro antimicrobial activities of the synthesized compounds were tested on various microorganisms.