The chemical synthesis of a new type of polyphenol was achieved by oxidative polycondensation of 4-((2-phenylhydrazono)methyl) phenol (4-PHMP). The polymerization of 4-PHMP was performed using sodium hypochlorite and air (O 2 ) as oxidizing agents in an aqueous alkaline medium under various polymerization conditions. The molecular weight of the polymer was determined by gel permeation chromatography, and the polymeric structure was characterized by elemental analysis, ultraviolet-visible, Fourier transform infrared and nuclear magnetic resonance techniques. In addition, thermal and electrochemical properties of the synthesized compounds were investigated. According to electrochemical measurements, the polymer had a low band gap (E g 0 ¼ 1.52 eV) and appeared to be an interesting candidate for solar-cell applications.
Abstractpara-Benzylamine substituted oligophenol was synthesized via enzymatic oxidative polycondensation of 4-(benzylamino)phenol (BAP). Polymerization involved only the phenolic moiety without oxidizing the sec-amine (benzylamine) group. Chemoselective polycondensation of BAP monomer using HRP enzyme yielded oligophenol with sec-amine functionality on the side-chain. Effects of various factors including solvent system, reaction pH and temperature on the polycondensation were studied. Optimum polymerization process with the highest yield (63 %) and molecular weight (Mn = 5000, degree of polymerization ≈ 25) was achieved using the EtOH/ buffer (pH 5.0; 1 : 1 vol. ratio) at 25°C in 24 h under air. Characterization of the oligomer was accomplished by
The oligomer of 4 (4 pyridylmethylideneimino)phenol was formed during oxidative poly condensation in aqueous alkaline medium using oxygen as the oxidant. Optimum conditions of the oxidative polycondensation and the main parameters of the process were found. The maximum yield of the oligomer was 52.4%. The product was characterized by elemental analysis, FT IR spectroscopy, UV Vis spectroscopy, and 1 Н NMR spectroscopy. The molecu lar weight distribution was determined by size exclusion chromatography. Thermogravimetric and differential thermal analyses were carried out for 4 (4 pyridylmethylideneimino)phenol and its oligomer.
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