Preparation and Properties of Polymers Anchoring Biphenyl-2-ol

Abstract

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.

Aryl (meth)acrylates and polymers based on them

“…Conducting of these reactions in the presence of triethylamine allowed a considerable increase in the yields of methacrylates of substituted phenols. This method was successfully used to prepare isomeric phenol di(meth)acrylates, 6 2-biphenylyl acrylate 7 and 4-biphenylyl (meth)acrylate 8 and mono-and di(meth)acrylates of substituted 2,2 H -methylenebisphenols. 9 Aryl (meth)acrylates are usually synthesised by the reaction of phenols with (meth)acryloyl chloride in the presence of hydrogen chloride acceptors.…”

“…This process may be carried out in inert solvents in the presence of Na 2 CO 3 , 10 in pyridine, 11 in ethanolic solution of KOH 12 or triethylamine. 7 It is also convenient to use the Schotten ± Baumann reaction, which involves the acylation of phenolates with (meth)acryloyl chloride in aqueous solutions at reduced temperature in the presence of an excess of alkali. 13 This reaction occurs efficiently at the interface of the aqueous and organic phases.…”

“…124 Polymerisability of bifunctional monomers deserves special mention. Cross-linked polymers are formed upon polymerisation of p-and m-phenylene di(meth)acrylates; o-phenylene diacrylate can undergo cyclopolymerisation 7 with the formation of ladder polymers; the extent of cyclisation increases with the decrease in the monomer concentration and the increase in the polymerisation temperature. 125 At a monomer concentration above 0.5 mol litre 71 , an insoluble polymer is formed.…”