Reactive poly(2-vinyl-4,4-dimethyl-5-oxazolone) and poly[(2-vinyl-4,4-dimethyl-5-oxazolone)-co-(methyl methacrylate)]s. Synthesis, characterization and chemical modification with 4-methoxy-4 '-(beta-aminoethoxy)biphenyl

摘要

Poly(2-vinyl-4,4-dimethyl-5-oxazolone) (P-0) and poly[(2-vinyl-4,4-dimethyl-5-oxazolone)-co-(methyl methacrylate)]s with increasing content of methyl methacrylate units (P-1-P-4) were synthesized and characterized. NMR spectra were discussed in terms of monomer sequence distribution and tacticity effects. The reaction of 4-methoxy-4'-hydroxybiphenyl (1) with 2-ethyl-2-oxazoline was utilized to prepare 4-methoxy-4'-(beta-aminoethoxy)biphenyl (3) through the intermediate 4-methoxy-4'-[(N-propanoyl)-beta-aminoethoxy]biphenyl (2). The homopolymer P-0 and two copolymers P-2 and P-3 were functionalized with 4-methoxybiphenyl side groups by reaction with 3 via a ring-opening process in N,N-dimethylformamide (DMF) or 1,2-dichloroethane. The resulting copolymers P-5-P-8 were characterized by H-1 and C-13 NMR. The highest degree of functionalized units was obtained in DMF at 80 degrees C. [References: 37]