Copolymerization of two new kinds of methacrylate monomers and determination of monomer reactivity ratios

Abstract

New methacrylate monomers 2-(p-methoxyphenoxy)-2-oxo-ethyl methacrylate (pMPOEMA), 2-(p-chlorophenoxy)-2-oxo-ethyl methacrylate (pClPOEMA), and 2-oxo-2-phenylamino ethylene methacrylate (PAMA) were synthesized for the first time. The free-radical-initiated copolymerization of pMPOEMA and pClPOEMA with PAMA was carried out in 1,4-dioxane solution at 65°C using 2,2Ј-azobisisobutyronitrile (AIBN) as an initiator with different monomer-to-monomer ratios in the feed. The monomers and copolymers were characterized by Fourier transform infrared, 1 H and 13 C NMR spectral studies. The copolymer compositions were evaluated from nitrogen content in polymers. The reactivity ratios of the monomers were determined by applying Fineman-Ross and Kelen-Tü dö s methods. The analysis of reactivity ratios revealed that pMPO-EMA and pClPOEMA are less reactive than PAMA is, and copolymers formed are statistically in nature. The molecular weights (M w and M n ) and polydispersity index of the polymers were determined using gel permeation chromatography. Thermogravimetric analysis of the polymers reveals that the thermal stability of the copolymers increases with an increase in the mole fraction of pMPOEMA and pClPOEMA in the copolymers. Glass transition temperatures of the copolymers were found to decrease with an increase in the mole fraction of PAMA in the copolymers.

Synthesis and characterization of novel fluorine‐containing methacrylate copolymers: Reactivity ratios, thermal properties, and antimicrobial activity

“…The reactivity ratio values ( r 1 and r 2 ) of copoly(AOEMA‐FPEMA) and copoly(BOEMA‐FPEMA) are less than 1. Taking into account the microstructures of these copolymer systems, we know that the intermolecular hydrogen bonding between the carbonyl group of AOEMA or BOEMA and the amide group of FPEMA has a larger probability of occurring than the self‐association through hydrogen bonding of pure FPEMA 24, 25. The product r 1 × r 2 indicates that the two system copolymerizes randomly in the polymer chain; however, there is a possible tendency for alternation.…”