Synthesis, spectral properties, and thermal properties of homo‐ and copolymers of 3,5‐dimethylphenyl acrylate with glycidyl methacrylate and determination of reactivity ratios

Abstract

ABSTRACT:The new acrylic monomer, 3,5-dimethylphenyl acrylate, was synthesized by reacting 3,5-dimethylphenol dissolved in ethyl methyl ketone (EMK) with acryloyl chloride in the presence of triethylamine. The homopolymer and copolymers of different feed compositions of 3,5-dimethylphenyl acrylate and glycidyl methacrylate were synthesized using free radical polymerization in ethyl methyl ketone solution at 70 Ϯ 1°C using benzoyl peroxide as initiator. The copolymers were characterized by Fourier transform infrared (FTIR), 1 H nuclear magnetic resonance (NMR), and 13 C-NMR spectroscopic techniques. The molecular weight (M n and M w ) and polydispersity index of the polymers were determined using gel permeation chromatograph. The glass transition temperatures of the polymers were determined by differential scanning calorimeter. Thermogravimetric analysis of the polymers was performed in air. The solubilities of the polymers were tested in various polar and nonpolar solvents. Copolymer compositions were determined using 1 H-NMR spectra. The monomer reactivity ratios were determined by the application of conventional linearization methods such as FinemanRoss, Kelen-Tü dös, and extended Kelen-Tü dös. The peel strength of the leather adhesives prepared from the copolymers was also determined.

Homopolymer and copolymers of 4‐cyanophenyl acrylate with glycidyl methacrylate: Synthesis, characterization, thermal properties, and determination of monomer reactivity ratios

“…H NMR, and 13 C NMR spectroscopic analysis confirms the chemical structure. The solubility of the polymers was tested in various polar and nonpolar solvents.…”

“…The proton-decoupled 13 C NMR spectrum of poly(CPA) shows a resonance signal at 176.98 ppm corresponding to the carbonyl carbon. The aromatic carbon attached to the oxygen atom gave signal at 150.07 ppm.…”

“…The proton-decoupled 13 C NMR spectrum was run on the same instrument operating at 100 MHz at room temperature, and the corresponding chemical shifts were recorded under similar conditions. The molecular weights (M w and M n ) were estimated using Shimadzu Gel Permeation Chromatography, in which tetrahydrofuran was used as an eluent with polystyrene standards for calibration.…”

“…7 Aromatic polymers are known as a class of high-temperature resistant polymers, possessing properties such as high-tensile strength, high glass transition temperatures, etc. [8][9][10][11] The presence of the oxirane group in glycidyl methacrylate (GMA) polymers, and copolymers favor further chemical modification for various applications such as leather adhesives, [12][13][14][15] pharmaceutical use for drug delivery, 16,17 pressure sensitive adhesives, 18 dental composites, 19 superabsorbents, 20 nonlinear optical material, 21 etc.…”

Synthesis and characterization of functional gradient copolymers of glycidyl methacrylate and butyl acrylate

“…One of the copolymeric systems which better reflects these attributes is that based on glycidyl methacrylate (G). Therefore, copolymers of G present various industrial applications such as leather adhesives [2][3][4], pharmaceutical use for drug delivery [5], pressure sensitive adhesives [6], dental composites [7], super-absorbents [8] and non-linear optical materials [9]. Besides, this monomer enters into a vast number of chemical reactions by opening of its oxirane ring (active reactive group) yielding a hydroxy group on the b-carbon atom, thus offering an opportunity for chemical modifications in pendant copolymers.…”