Abstract

Five new linear Schiff base polymers having azomethine structures, ether linkages and extended aliphatic chain lengths with flexible spacers were synthesized by polycondensation of dialdehyde (monomer) with aliphatic and aromatic diamines. The formation yields of monomer and polymers were obtained within 75-92%. The polymers with flexible spacers of n-hexane were somewhat soluble in acetone, chloroform, THF, DMF and DMSO on heating. The monomer and polymers were characterized by melting point, elemental microanalysis, FT-IR, (1)HNMR, UV-Vis spectroscopy, thermogravimetry (TG), differential thermal analysis (DTA), fluorescence emission, scanning electron microscopy (SEM) and viscosities and thermodynamic parameters measurements of their dilute solutions. The studies supported formation of the monomer and polymers and on the basis of these studies their structures have been assigned. The synthesized polymers were tested for their antibacterial and antifungal activities.

Highlights

  • Polymeric Schiff bases,which are called polyazomethines, have been the subject of research for more than five decades.[1,2,3,4,5]. They are synthesized by polycondensation reaction between diamine and dialdehyde or diketone.[6,7]

  • The solubility of the monomer and the polymers were examined in water, ethanol, acetone, chloroform, THF, DMF and dimethyl sulfoxide (DMSO)

  • Five new polymers have been synthesized by single stage polycondensation reaction in solution in DMF

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Summary

Introduction

Polymeric Schiff bases,which are called polyazomethines, have been the subject of research for more than five decades.[1,2,3,4,5] They are synthesized by polycondensation reaction between diamine and dialdehyde or diketone.[6,7] They are an important class of compounds and find their application in different fields They are useful complexing ligands for a number of transition metal ions[8,9] and indicate paramagnetism, semiconducting and resistance to high energy.[10,11,12,13] They are used to prepare composite materials having high resistance at high temperatures, thermostablizers, photoresistors, flame resistance materials, and components of electrochemical cells.[14,15,16] The Schiff base polymers demonstrate antimicrobial activity against bacteria, yeast and fungi.[17,18] these can be used for the purification of industrial contaminants from heavy metals and microbiological organisms and are significant for environmental applications.

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