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During the synthesis of the N-acryloxysuccinimide (NAS) monomer, we observed the formation of a by-product, resulting from the condensation of two NAS molecules via a Michael addition. Due to its bulky structure, this new bifunctional monomer shows a very poor ability to homopolymerize. On the contrary, it readily copolymerizes with N-acryloylmorpholine (NAM), an hydrophilic acrylamide derivative, leading to functional polymer chains exhibiting a wide range of solubility and a high potential for biomolecule covalent binding.
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D’Agosto et al. (2001) studied this question.
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