Abstract
N,N-Diphenylacrylamide (DPAA) was polymerized with anionic and radical initiators in toluene and tetrahydrofuran. The tacticity of the obtained polymers (poly(DPAA)) was unable to be determined directly by NMR spectroscopy. Therefore, poly(DPAA) was carefully converted to poly(acrylic acid) by solvolysis in a mixture of concentrated sulfuric acid and methanol (60:40; by volume) at 90°C for 24 hours, followed by methylation with diazomethane. Under suitable conditions, the transformation was performed without change (racemization) of tacticity of the polymers. Diad tacticity of the derived poly(methyl acrylate) was determined by 1H NMR spectroscopy. Anionic polymerization using butyllithium in toluene afforded a polymer rich in meso diad (m=0.95), and that in tetrahydrofuran racemo diad (r=0.66). Radical polymerization in toluene afforded a polymer with the highest racemo diad content (r=0.85).
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