Novel methacrylate copolymers functionalized with fluoroarylamide; copolymerization kinetics, thermal stability and antimicrobial properties

J Biomater Sci Polym Ed. 2021 Oct;32(14):1810-1834. doi: 10.1080/09205063.2021.1938858. Epub 2021 Aug 1.

Abstract

In the first step of this study, 2-oxo-2-[(2,4,6-trifluorophenyl)amino]ethyl-2-methylprop-2-enoate(OTFAMA) monomer was synthesized and characterized. Then, a series copolymers were obtained by free-radical copolymerization method of OTFAMA and glycidyl methacrylate (GMA), which is a commercial monomer at 65 °C in 1,4-dioxane solvent. Structural characterizations of synthesized monomer and copolymers were carried out using FTIR, 1H-13C-NMR instruments. The composition of the copolymers was estimated by elemental analysis. The reactivity ratios (r1 and r2) were obtained from the various linear graphical methods. The values of r1 (OTFAMA) = 0.33 and r2 (GMA) = 0.45 were found from the same graphical methods. The thermal behaviors of all the polymers have been investigated using the differential scanning calorimetry (DSC) and the thermogravimetric analysis (TGA). A kinetic study of the thermal decompostion of copolymers was investigated using thermogravimetric analyzer with non-isothermal methods selected for analyzing solid-state kinetics data. The average activation energy values were calculated via Kissinger and Ozawa models in a period of α = 0.10-0.80. Photo stability of the copolymers was investigated. Also, the biological activity of the copolymers against different bacterial and fungal species has been investigated.

Keywords: Methacrylate; biological activity; glycidylmethacrylate; monomer reactivity ratio; thermal stability.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Infective Agents* / pharmacology
  • Kinetics
  • Methacrylates*
  • Polymerization
  • Polymers

Substances

  • Anti-Infective Agents
  • Methacrylates
  • Polymers