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ABSTRACT:The oxidative polycondensation reaction conditions and optimum parameters of o-phenylazomethinephenol (PAP) with oxygen (air) and NaOCl were determined in an aqueous alkaline solution at 60 -98°C. The properties of oligo-o-phenylazomethinephenol (OPAP) were studied by chemical and spectra analyses. PAP was converted to dimers and trimers (25-60%) by oxidation in an aqueous alkaline medium. The number average molecular weight (M n ), mass average molecular weight (M w ), and polydispersity index (PDI) values were 1180 g mol Ϫ1 , 1930 g mol Ϫ1 , and 1.64, respectively. According to these values, 20 -33% of PAP turned into OPAP. During the polycondensation reaction, a part of the azomethine (OCHANO) groups oxidized to carboxylic (OCOOH) group. Thus, a water-soluble fraction of OPAP was incorporated in the carboxylic (OCOOH); (2-20%) group. Also, the structure and properties of oligomermetal complexes of OPAP with Cu(II), Ni(II), Zn(II), and Co(II) were studied. Antimicrobial activites of the oligomer and its oligomer-metal complexes were tested against B. cereus, L. monocytogenes, B. megaterium, B. subtilis, E. coli, Str. thermophilus, M. smegmatis, B. brevis, E. aeroginesa, P. vulgaris, M. luteus, S. aureus, and B. jeoreseens. Also, according to differential thermal analysis and thermogravimetric analysis, OPAP and its oligomer-metal complexes were stable throughout to temperature and thermooxidative decomposition.

ABSTRACT:Conjuge bonding oligosalicylaldehyde-graft-oligoaniline (OSA-graft-OA) was synthesized from the polycondensation reaction of oligosalicylaldehyde (OSA) with oligoaniline (OA). There were various functional groups such as OOH, ONH and OCHAN in the structure of the graft cooligomer. The physical properties of graft-cooligomers such as melting temperature and solubility were studied: number-average molecular weight, mass-average molecular weight, and a polydispersity index of OA, OSA, and fractions of the graft cooligomers [(OSA-graft-OA)-I] and [(OSA-graft-OA)-II] were found to be 740, 780 g mol Ϫ1 ,1.05; 3700, 5990 g mol Ϫ1 , 1.62; 990, 2770 g mol Ϫ1 , 2.80 and 1300, 4100 g mol Ϫ1 , 3.15, respectively. The FTIR and UV-Vis spectra of the graft cooligomer were compared with those of beginning oligomers. The spectral analyses results showed that the OSA-graft-OA synthesized from the polycondensation reaction of aromatic amine with aldehyde that have long oligophenol macromolecule bonded each other with an azomethine bridge through oligophenylamine side chains. The thermal stability of the graft cooligomer and oligomers were measured by thermogravimetric analysis (TG) under an air atmosphere. According to TG analyses, the carboneous residues of the [(OSA-graft-OA)-I) (soluble in ethanol) and (OSA-graft-OA)-II) (soluble in toluene)] were 23 and 40%, respectively, at 1000°C. © 2002 Wiley Periodicals, Inc. J Appl Polym Sci 85: 218 -226, 2002

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