SYNTHESIS, CHARACTERIZATION AND ANTIMICROBIAL PROPERTIES OF 4-[（4-HYDROXYBENZYLIDENE） AMINO] PHENOL AND ITS POLYMER

The oxidative polycondensation reaction conditions of 4-(4-hydroxybenzylidene)amino]phenol(4-HBAP)were studied with H_2O_2,air oxygen and NaOCl in an aqueous alkaline medium between 50 and 90℃.The structures of the obtained monomer and polymer were confirmed by FT-IR,UV-Vis,~1H-and ~(13)C-NMR and elemental analysis.The characterization was made by TG-DTA,size exclusion chromatography(SEC)and solubility tests.At the optimum reaction conditions,the yield of poly4-(4-hydroxybenzylidene amino)phenol](P-4-HBAP)was found to be 48.3%(for H_2O_2 oxidant),80.5%(for air O_2 oxidant)and 86.4%(for NaOCl oxidant).According to the SEC analysis,the number-average molecular weight(M_n),weight-average molecular weight(M_w)and polydispersity index(PDI)values of P-4-HBAP was found to be 8950,10970 g mol~(-1) and 1.225,respectively,using H_2O_2;and 11610,15190 g mol~(-1) and 1.308 respectively, using air O_2 and 7900,9610 g mol~(-1) and 1.216,respectively,using NaOCl.According to TG-DTA analyses,P-4-HBAP was more stable than 4-HBAP against thermal decomposition.The weight loss of P-4-HBAP was found to be 49.27% at 1000℃. The highest occupied molecular orbital(HOMO)and the lowest unoccupied molecular orbital(LUMO)values calculated from electrochemical measurement.Electrochemical energy gaps(E′_g)of 4-HBAP and P-4-HBAP were found to be-5.46, -5.28;-2.26,-2.67;3.20 and 2.61 eV,respectively.According to UV-Vis measurements,optical band gap(E_g)of 4-HBAP and P-4-HBAP were found to be 3.34 and 3.01 eV,respectively.Also,antimicrobial activities of 4-HBAP and P-4-HBAP were examined against selected some bacteria.The electrical conductivity of the polymer was measured after doping with iodine.

SYNTHESIS, CHARACTERIZATION AND ANTIMICROBIAL PROPERTIES OF 4-[(4-HYDROXYBENZYLIDENE) AMINO] PHENOL AND ITS POLYMER

The oxidative polycondensation reaction conditions of 4-(4-hydroxybenzylidene) amino]phenol (4-HBAP) were studied with H2O2,air oxygen and NaOCl in an aqueous alkaline medium between 50 and 90 ℃.The structures of the obtained monomer and polymer were confirmed by FT-IR,UV-Vis,1H- and 13C-NMR and elemental analysis.The characterization was made by TG-DTA.size exclusion chromatography(SEC) and solubility tests.At the optimum reaction conditions,the yield of poly4-(4-hydroxybenzylidene amino)phenol](P-4-HBAP) was found to be 48.3% (for H2O2 oxidant),80.5% (for air O2 oxidant) and 86.4% (for NaOCl oxidant).According to the SEC analysis,the number-average molecular weight (Mn),weight-average molecular weight (Mw) and polydispersity index (PDI) values of P-4-HBAP Was found to be 8950,10970 g mol-1 and 1.225,respectively,using H2O2;and 11610,15190 g mol-1 and 1.308 respectively,using air O2 and 7900,9610 g mol-1 and 1.216,respectively,using NaOCl.According to TG-DTA analyses,P-4-HBAP Was more stable than 4-HBAP against thermal decomposition.The weight loss of P-4-HBAP Was found to be 49.27% at 1000℃.The highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO) values calculated from electrochemical measurement.Electrochemical energy gaps (Eg') of 4-HBAP and P-4-HBAP were found to be -5.46,-5.28;-2.26,-2.67;3.20 and 2.61 eV,respectively.According to UV-Vis measurements,optical band gap (Eg) of 4-HBAP and P-4-HBAP were found to be 3.34 and 3.01 eV.respectively.Also,antimicrobial activities of 4-HBAP and P-4-HBAP were examined against selected some bacteria.The electrical conductivity of the polymer Was measured after doping with iodine.