Abstract
1-Allyl-2-methylene succinate (α-MAI) was synthesized by partial hydrolysis of diallyl itaconate (DAI) in the presence of hydrogen chloride. The three allyl itaconates (DAI, α-MAI and β-MAI) were polymerized or copolymerized separately with methyl acrylate (MA) in suspension, producing beads with varying resistance to hydrolysis. The beads containing DAI were hydrolyzed hardly at all. The beads made from 4-allyl-2-methylene succinate (β-MAI) were hydrolyzed relatively easily. Those made from α-MAI proved rather stable to alkaline hydrolysis; under general conditions for regenerating a weak-acid ion exchange resin they demonstrated strong stability against hydrolysis. The weak-acid ion exchange resin prepared from MA, DAI, α-MAI and a small amount of DVB had a high exchange capacity but did not produce sticky beads. α-MAI and DAI can be used as crosslinking agents to produce macroporous adsorbents of intermediate polarity.
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