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Polymers anchoring 3-unsubstituted 2-oxazolidinone were prepared and their complex formation with phenol and mercury(II) acetate were investigated. Preformed poly(4-hydroxystyrene) was treated with tris(2,3-epoxypropyl) isocyanurate to give a polymer containing 2-oxazolidinone residues within the limits of 57.7 mol%. Polymers carrying 2-oxazolidinone were also prepared through the homopolymerization and copolymerization of 4-(2-oxo-5-oxazolidinylmethoxy)phenyl acrylate. The effective concentration of 2-oxazolidinone residue in the polymers, which is accessible to phenol, was determined on the assumption that the polymer-bound 2-oxazolidinone and phenol formed a 1 : 1 complex. 2-Oxazolidinone and a mercury atom formed a 2 : 1 complex; this relation on the molar ratio applies to all forms of complexes between the mercury atom and the 2-oxazolidinone residue in the polymers.

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The monomer, 2-biphenylyl acrylate (BPA), was prepared and was polymerized and copolymerized with vinyl acetate (VAc), styrene and N-vinylpyrrolidone. The reactivity ratios of BPA (M1) with VAc were evaluated as r1=4.6+0.4 and r2=0.37+0.08. The polymers were hydrolyzed in methanol–phosphate buffer solution(pH 6 and 8), and the release rate of biphenyl-2-ol from the polymer was investigated.

The preparation and α-chymotrypsin-catalyzed esterolysis of polymeric substrates anchoring fungicidal biphenyl-2-ol are described. In order to obtain information regarding the influence of one type of polymeric backbone and the distance between a cleavable bond and a polymer main chain, poly(2-biphenylyl acrylate), poly(2-biphenylyl methacrylate), and poly(methacryloylamino acid 2-biphenylyl ester)s were studied. The esterolysis were evaluated by means of Michaelis constant Km and the catalytic reaction rate constant kcat. Poly(2-biphenylyl methacrylate) was a more suitable substrate than poly(2-biphenylyl acrylate). Poly[6-(methacryloylamino)hexanoic acid 2-biphenylyl ester] was the most suitable substrate in a series of polymers containing amino acid side chains with 2-biphenylyl ester terminal groups. The release rate of biphenyl-2-ol could also be controlled by using copolymers with an appropriate comonomer.