Synthesis of a new monomer N '-(beta-methacryloyloxyethyl)-2-pyrimidyl-(p-benzyloxycarbonyl)aminobenzenesulfonamide and its copolymerization with N-phenyl maleimide

The new monomer N'-(beta-methacryloyloxyethyl)-2- pyrimidyl-(p-benzyloxycar bonyl)aminobenzenesulfonamide (MPBAS) (M-1) is synthesized using sulfadiazi ne as parent compound. It could be homopolymerized and copolymerized with N -phenyl maleimide (NPMI) (M-2) by radical mechanism using AIBN as initiator at 60 degrees C in dimethylformamide. The new monomer MPBAS and polymers w ere identified by IR, element analysis and H-1 NMR in detail. The monomer r eactivity ratios in copolymerization were determined by YBR method, and r(1 ) (MPBAS) = 2.39 +/- 0.05, r(2) (NPMI) = 0.33 +/- 0.02. In the presence of ammonium formate, benzyloxycarbonyl groups could be broken fluently from MP BAS segments of copolymer by catalytic transfer hydrogenation, and the copo lymer with sulfadiazine side groups are recovered. (C) 2000 John Wiley & So ns, Inc.