Abstract
AbstractThe reaction products of lithium aluminum hydride with crotonic esters under polymerization conditions were analyzed by gas chromatography. The ratios of carbon‐carbon double bond‐ to carbonyl‐addition of the hydride ion toward methyl, iso‐propyl, iso‐butyl and sec‐butyl crotonates are determined as 3:1, 20:1, 9:1, and 40:1, respectively. The intermediate double bond addition product was confirmed to be a precursor of the polymerization. The precursors undergo successive carbonyl‐addition onto monomer, terminating the propagation rapidly in the reactions with methyl and isobutyl esters; in case of iso‐propyl and sec‐butyl esters double bond additions yielded high polymers. The reaction product of methyl crotonate and lithium aluminum hydride showed good catalytic activity for polymerization of crotonates.
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