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

作者: K. Rajalakshmi , P. Santhana Gopala Krishnan , S. K. Nayak

DOI: 10.1134/S1560090415050127

关键词:

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

参考文章(25)
Duygu Avci, Lon J. Mathias, Synthesis and polymerization of phosphorus‐containing acrylates Journal of Polymer Science Part A. ,vol. 40, pp. 3221- 3231 ,(2002) , 10.1002/POLA.10413
H. E. Kissinger, Reaction Kinetics in Differential Thermal Analysis Analytical Chemistry. ,vol. 29, pp. 1702- 1706 ,(1957) , 10.1021/AC60131A045
T. Ozawa, Kinetic analysis of derivative curves in thermal analysis Journal of Thermal Analysis and Calorimetry. ,vol. 2, pp. 301- 324 ,(1970) , 10.1007/BF01911411
Dimitris S Achilias, None, Investigation of the radical polymerization kinetics using DSC and mechanistic or isoconversional methods Journal of Thermal Analysis and Calorimetry. ,vol. 116, pp. 1379- 1386 ,(2014) , 10.1007/S10973-013-3633-Y
Yeong-jin Chung, Younhee Kim, Sangbum Kim, Flame retardant properties of polyurethane produced by the addition of phosphorous containing polyurethane oligomers (II) Journal of Industrial and Engineering Chemistry. ,vol. 15, pp. 888- 893 ,(2009) , 10.1016/J.JIEC.2009.09.018
James J. Kiddle, Alison F. Gurley, MICROWAVE IRRADIATION IN ORGANOPHOSPHORUS CHEMISTRY 1: THE MICHAELIS-ARBUZOV REACTION Phosphorus Sulfur and Silicon and The Related Elements. ,vol. 160, pp. 195- 205 ,(2000) , 10.1080/10426500008043680
Sophie Monge, Benjamin Canniccioni, Alain Graillot, Jean-Jacques Robin, Phosphorus-Containing Polymers: A Great Opportunity for the Biomedical Field Biomacromolecules. ,vol. 12, pp. 1973- 1982 ,(2011) , 10.1021/BM2004803
Dennis Price, Kelly Pyrah, T.Richard Hull, G.John Milnes, John R. Ebdon, Barry J. Hunt, Paul Joseph, Christopher S. Konkel, Flame retarding poly(methyl methacrylate) with phosphorus-containing compounds: comparison of an additive with a reactive approach Polymer Degradation and Stability. ,vol. 74, pp. 441- 447 ,(2001) , 10.1016/S0141-3910(01)00184-7
Fadela Iftene, Ghislain David, Bernard Boutevin, Rémi Auvergne, Ali Alaaeddine, Rachid Meghabar, Novel dialkyl vinyl ether phosphonate monomers: Their synthesis and alternated radical copolymerizations with electron‐accepting monomers Journal of Polymer Science Part A. ,vol. 50, pp. 2432- 2443 ,(2012) , 10.1002/POLA.26020
John R Ebdon, Dennis Price, Barry J Hunt, Paul Joseph, Fengge Gao, G.John Milnes, Laurie K Cunliffe, Flame retardance in some polystyrenes and poly(methyl methacrylate)s with covalently bound phosphorus-containing groups: initial screening experiments and some laser pyrolysis mechanistic studies Polymer Degradation and Stability. ,vol. 69, pp. 267- 277 ,(2000) , 10.1016/S0141-3910(00)00066-5