Abstract

The goal of the present study was to copolymerize 3-(4-acetylphenylcarbamoyl) acrylic acid and styrene using azo-bis-isobutyronitrile (AIBN) as a catalyst. The resulting copolymers exhibited number average molecular weights (Mn) of 3.73–5.23 × 104 g/mol with a variable polydispersity (PDI = 2.3–3.8). The amide group of the PMA/PSA polymer was used for grafting poly (-styrene-maleic acid substituted aromatic 2-aminopyridine) by the Hantzsch reaction using a substituted aromatic aldehyde, malononitrile, and ammonium acetate. The polymer can emit strong blue fluorescence (λ = 510 nm) and its thermal stability and solubility were enhanced by polymer grafting. Moreover, the polymer showed the fluorescence spectra of the copolymer had a strong, broad emission band between 300 to 550 nm (maximum wavelength 538 nm) under excitation at 293 nm. The Hantzsch reaction yields an interesting class of nitrogen-based heterocycles that combine with a synthetic strategy for synthesis of grafted co-polymer pyridine-styrene derivatives. The as-prepared pyridine-based polymer compounds were screened against Gram-positive and Gram-negative bacteria, where a maximum inhibition zone toward all four types of bacteria was observed, including specific antifungal activity. Herein, a series of pyridine compounds were synthesized that showed enhanced fluorescent properties and antimicrobial properties due to their unique structure and ability to form polymer assemblies.

Highlights

  • Among the naturally occurring heterocyclic compounds, the pyridine moiety occupies an important position in biomedicine with antibacterial [4,5], anti-SARS, antiviral, and anticancer activities [6,7,8]

  • FT-IR and UV–Vis absorption spectra were recorded on a Perkin Elmer LAMBDA 950 spectrophotometer and fluorescence measurements were recorded on Spectra Max Fluorolog-3 at room temperature

  • Melting points were recorded on Casia-Sigma (VMP-AM) melting point apparatus and were uncorrected

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Summary

Introduction

Researchers have shown interest in the synthesis of fluorescent polymers that have potential applications in pharmaceuticals and optical emission devices and utility as sensor probes due to their unique physicochemical properties [1,2]. The synthesis, characterization, and biological studies of cyanopyridine-based compounds remain topics of sustained interest [3,4]. Among the naturally occurring heterocyclic compounds, the pyridine moiety occupies an important position in biomedicine with antibacterial [4,5], anti-SARS, antiviral, and anticancer activities [6,7,8]. The pyridine moiety enhances the polymer properties and shows excellent biological, hypogeal, and fluorescent properties [6,7].

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