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

SYNTHESIS,CHARACTERIZATION AND ANTIMICROBIAL PROPERTIES OF 4-[(4-HYDROXYBENZYLIDENE)AMINO]PHENOL AND ITS POLYMER
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摘要 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 poly[4-(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 tool^-1 and 1.225, respectively, using H202; and l l610, 15190 g tool^-1 and 1.308 respectively, using air 02 and 7900, 9610 g mol^-1 and 1.216, respectively, using NaOC1. 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. 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 poly[4-(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 tool^-1 and 1.225, respectively, using H202; and l l610, 15190 g tool^-1 and 1.308 respectively, using air 02 and 7900, 9610 g mol^-1 and 1.216, respectively, using NaOC1. 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.
出处 《Chinese Journal of Polymer Science》 SCIE CAS CSCD 2007年第5期461-472,共12页 高分子科学(英文版)
基金 This work was financially supported by the TUBITAK Grants Commission for a research grant(No.TBAG-2451(104T062)).
关键词 Air oxygen H2O2 NAOCL Poly[4-(4-hydroxybenzylidene amino) phenol] Oxidative polycondensation Thermal analysis CONDUCTIVITY Antimicrobial and bad gap. Air oxygen H2O2 NaOCl Poly[4-(4-hydroxybenzylidene amino) phenol] Oxidative polycondensation Thermal analysis Conductivity Antimicrobial and bad gap.
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