The relatively hydrophobic monomer N -methacryloyl-11-aminoundecanoic acid ( 1 ) was incorporated as a guest into the cavity of β-cyclodextrin (β-CD) as a host, yielding the water-soluble monomer N -methacryloyl-11-aminoundecanoic acid/β-CD pseudorotaxane ( 2 ). This pseudorotaxane was polymerized radically in an aqueous medium by use of the water soluble azoinitiator 2,2‘-azobis(N,N‘-dimethylenisobutyramidine). The obtained poly( N -methacryloyl-11-aminoundecanoic acid) ( 3 ) was insoluble in water because of a nearly quantitative unthreading of the cyclodextrin during the polymerization. It was found that the precipitation polymerization of N -methacryloyl-11-aminoundecanoic acid/β-CD pseudorotaxane in water occurred much faster compared to the polymerization of the uncomplexed N -methacryloyl-11-aminoundecanoic acid in a homogeneous DMSO/water solution (4/1 v/v) under similar conditions.
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Jeromin et al. (1999) studied this question.
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