Misir Ahmedzade

Copolymers of phenacyl methacrylate with glycidyl methacrylate: synthesis, characterization and monomer reactivity ratios

Abstract Copolymers with various proportions of phenacyl methacrylate (PAMA) and glycidyl methacrylate (GMA) were prepared by free radical-polymerization in solution in 1,4-dioxane using 2,2′-azobisisobutyronitrile as initiator at 70°C. The polymers were characterized by infrared and 1H and 13C nuclear magnetic resonance (NMR) spectroscopy. The copolymer compositions were determined by 1H-NMR spectra. The reactivity ratios were calculated by both Fineman–Ross and Kelen–Tudos methods. Glass transition and decomposition temperatures of copolymers were determined.

Synthesis and characterization of phenacyl methacrylate – acrylonitrile copolymers and determination of monomer reactivity ratios

Copolymers of phenacyl methacrylate (PAMA) with acrylonitrile (AN) were prepared in 1,4-dioxane solution at 70 °C using 2,2′-azobisisobutyronitrile (AIBN) as initiator. The polymers were characterized by 1H and 13C NMR spectroscopic techniques. Also, solubility parameters, inherent viscosities, average molecular weight and densities of polymers were determined. The copolymer compositions were determined by elemental analysis. The monomer reactivity ratios were calculated by application of conventional linearization methods due to Fineman–Ross and Kelen–Tudős. Thermal properties of the polymers were also studied by thermogravimetric analysis and differential scanning calorimetry. © 2000 Society of Chemical Industry

Preparation and thermal degradation of poly(p-substituted phenacyl methacrylates)

Abstract The preparation and thermal degradation of two poly(p-substituted phenacyl methacrylates), poly(p-bromophenacyl methacrylate) [poly(BPMA)] and poly(p-methoxyphenacyl methacrylate [poly(MPMA)], are described. The monomers produced from the reaction of corresponding phenacylchlorides with sodium methacrylate, were polymerized with AIBN as initiator. The monomers and their polymers were characterized by IR, 1H and 13C NMR. Thermal degradation of the polymers has been studied using a system consisting of a degradation tube, with a condenser for product collection, a gas phase IR cell and a rotary pump, and by thermogravimetry (TG). Product studies were performed by IR, GC–MS, 1H and 13C NMR. Thermal degradations of these two poly(p-substituted phenacylmethacrylates) to give volatile products, begin at about 250°C. The degradation produces anhydride ring structures in the chain at about 260°C. A mechanism of degradation showing the formation of some products is discussed.

Thermal degradation of poly[3-(1-cyclohexyl) azetidinyl methacrylate]

Thermal degradation of poly[3-(1-cyclohexyl)azetidinyl methacrylate] has been studied using a system consisting of a degradation tube, with a condenser for product collection of a gas phase IR cell and a rotary pump, and thermogravimetry (TG). Product analyses were performed by IR, GC–MS, 1H NMR and 13C NMR. Thermal degradation of the polymer begins at low temperature (about 180°C) by decomposition of azetidinyl ring, producing some amine based products. The degradation produces anhydride ring structures in the chain above about 300°C as a result of a reaction between two neighboring units. A mechanism of degradation showing the formation of some products is discussed.

Synthesis, characterization and thermal degradation of poly[(2-phenyl-1,3-dioxolane-4-yl)methyl methacrylate]

Abstract (2-Phenyl-1,3-dioxolane-4-yl)methyl methacrylate prepared from glycidyl methacrylate and benzaldehyde has been polymerized by benzoyl peroxide. Spectroscopic characterization of the monomer and the polymer has been done by means of Fourier transform infra-red (FTIR) and 1H and 13C nuclear magnetic resonance (NMR) spectroscopies. Also, the techniques of gel permeation chromatography and differential scanning calorimetry have been used in the polymer characterization. Thermal degradation of poly[2-phenyl-1,3-dioxolane-4-yl)methyl methacrylate] has been studied by thermogravimetric analysis and FTIR. Volatile products of the degradation have been investigated by FTIR, 1H and 13C-NMR and gas chromatography-mass spectrometry techniques. The degradation to 270 °C of this polymer gives only the monomer. Side-chain decompositions mainly occur in degradation above 270 °C, including decomposition of the 1,3-dioxolane ring. Total degradation to 500 °C produces many volatile product such as the monomer, benzaldehyde, acrolein, acetone, 2-phenyl-4-hydroxymethyl-1, 3-dioxolane, 4-methylene-2-phenyl-1,3-dioxolane, propene, carbon dioxide and others. A mechanism of degradation showing the formation of some of these products is discussed.

Synthesis of p-methoxyphenacylmethacrylate : its characterization, polymerization and preparation of the oxime and 2,4-dinitrophenylhydrazone derivatives

Abstract p-Methoxyphenacylmethacrylate (MPMA) was prepared from p-methoxyphenacylbromide and sodium methacrylate. Polymerization of the monomer was carried out in 1,4-dioxane solution in presence of 2,2′-azobisisobutyronitrile as an initiator at 70°C. The monomer and the polymer microstructure were investigated by FT-IR, 1H-NMR and 13C-NMR techniques. The oxime and hydrazone derivatives of poly(MPMA) were also prepared and characterized by FT-IR, TGA and DSC.

Synthesis and characterization of (2-phenyl-1,3-dioxolane-4-yl)methyl methacrylate-styrene copolymers and determination of monomer reactivity ratios

Copolymers of (2-phenyl-1,3-dioxolane-4-yl)methyl methacrylate (PDMMA) with styrene were prepared by free radical-initiated solution polymerization in 1,4-dioxane. IR, 1H-NMR, and 13C-NMR techniques were used in the polymer characterization. The copolymer compositions were determined by elemental analysis. Gel permeation chromatography was used for determining the Mn, MW, and disparity indices. Glass transition temperatures and thermal properties were determined by differential scanning calorimetry and thermogravimetric analysis, respectively. Reactivity ratios were calculated as rPDMMA = 0.183 ± 0.001, rSt = 0.34 ± 0.002 from the Kelen-Tudos equation, and rPDMMA = 0.201 ± 0.042,rSt = 0.441 ± 0.220 from the Fineman-Ross equation.

Study of thermal degradation products of poly[2-(3-mesityl-3-methylcyclobutyl ) -2-ketoethylmethacrylate]

The thermal degradation of poly [2-(3-mesityl-3-methylcyclobutyl)-2-ketoethylmethacrylate] (PMKEMA) has been studied using a system consisting of a degradation tube, with a condenser for product collection, a gas-phase Infrared (IR) cell and a rotary pump. The investigation of the nature of the evolved products has been supplemented by studies of structural changes in the degrading polymer by Fourier Transform Infrared (FT-IR) technique. Changes have been investigated under programmed heating at 10 °C/min from room temperature to 500 °C. The product identification investigations were done by using FT-IR, 1 H and 13 C-Nuclear Magnetic Resonance ( 1 H- 13 C-NMR) and Gas Chromatography-Mass Spectrometer (GC-MS) techniques. The depolymerization of the main reaction is essential in thermal degradation of the PMKEMA. The degradation produces anhydride ring structures in the chain at temperatures up to about 300 °C. The cleaving of ketone, aldehyde, and mesitylene compounds from side chains of the polymers is a common reaction for the polymers. A mechanism of degradation showing the formation of some of these products is discussed.