Acrylic groups containing phosphonic acids were synthesised by ether formation of ethyl α-chloromethylacrylate with hydroxyalkylphosphonates and subsequent hydrolysis to the corresponding phosphonic acid α-methyl-substituted acrylates. The structure of the synthesised monomers was confirmed by elemental analysis, IR, 1H NMR, 13C NMR and 31P NMR spectroscopy. The monomers are stable in aqueous ethanol. The radical polymerisation of the monoacrylates in tetrahydrofuran with 2,2′-azobisisobutyronitrile (AIBN) results in soluble polymers, whereas a phosphonic acid diacrylate results in a cross-linked polymer.
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Moszner et al. (1999) studied this question.