✍ Scribed by Jacques Penelle; Véronique Mayné
No coin nor oath required. For personal study only.
Vinyl polymers containing about 20 tool-% of trimethylsilyl or tertbutyldimethylsilyl enol ether functionalities were synthesized by copolymerizing styrene or methyl methacrylate with either 2-trimethylsiloxybutadiene or 2-(tertbutyldimethysiloxy)butadiene under classical free-radical polymerization conditions. The reactivity of the resulting polymers toward a set of classical electrophilic reagents was investigated. Selected electrophiles included water, p-toluenesulfonyl isocyanate ([2+2]-cycloaddition), aromatic and aliphatic aldehydes (aldol reaction), benzaldehyde dimethyl acetal (Noyori condensation), and bromine. Detailed analysis of the polymer final structure -including quantitative ~H-and ~3C-NMR analysis -demonstrated that in most cases the silyl enol ether group displays the same reactivity pattern as low-molecular weight analogs.
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## SYNOPSIS 2-(Trimethylsi1oxy)butadiene (TMSBD) and 2-( tert-butyldimethylsiloxy)butadiene (TBMSBD) were copolymerized with styrene (St) and methyl methacrylate (MMA) under free-radical conditions. The obtained polymers were found to contain reactive silyl enol ether groups in a ratio identical t