Synthesis of dialkyl 2-(Methacryloyloxyethyl) phosphonates, their characterization and polymerization

Abstract

Dimethyl and diethyl 2 (methacryloyloxyethyl) phosphonates were synthesized using the Michaelis Becker reaction. This method of phosphonate preparation is advantageous over the acid chloride route in terms of mild reaction condition and by employing non corrosive, moisture insensitive reagents. These phosphonates were characterized by mass spectrometry, Fourier Transform Infrared and Nuclear Mag netic Resonance spectroscopic methods. The kinetics for the bulk polymerization of dialkylmethacryloyloxy ethyl phosphonates were followed by Differential Scanning Calorimetry. Activation energy was calculated using Ozawa and Kissinger methods and was found to be in the range of 60-75 kJ/mol. Thermogravimetric analysis of polymerized samples showed two step degradation in nitrogen atmosphere.

Effect of Phthalonitrile and Alum on Flame Retardation Properties of 100% Cotton Fabric

“…From Figure 3, AGT of cotton fabric impregnated with alum in water showed the best AGT of 41.40 seconds at 2.0 g/ml, followed by the AGT of phthalonitrile dispersed in emulsion and AGT of phthalonitrile in benzene of 54.4 and 55.20 seconds respectively while the least took 57.80 seconds to glow and that is phthalonitrile in acetone (Table 3). Glow is a heterogeneous oxidative surface reaction that depends on the nature of burnt material and the oxygen available [17,18,19].…”

Polymer-Supported Phosphoric, Phosphonic and Phosphinic Acids—From Synthesis to Properties and Applications in Separation Processes

“…There are however few reports describing the usage of Michealis-Becker reaction in polymer science. Rajalakshmi et al [ 57 ] incorporated Michaelis-Becker reaction into a two-step synthesis of dimethyl and diethyl 2-(methacryloyloxyethyl) phosphonates from 2-hydroxyethyl methacrylate (HEMA). Meziane et al [ 58 ] proposed an efficient and rapid method for the synthesis of phosphonates or diphosphonates from various alkyl halides, based on the development of the Michaelis–Becker reaction under microwave irradiation.…”