Acetone → 4-Vinylphenol

Participants

Reaction Conditions

Reaction Steps

Acetoxystyrene (75.0 g, 0.463 mol) was placed in a 250 mL round bottom flask and purged with N2. The unimolecular initiating system 1-phenyl-1-(2',2',6',6'-tetramethyl-1'-piperidinyloxy)-ethane (1.21 g, 0.00463 mol) (with no separate free radical initiator used) was then added to the monomer. After addition of the initiator, the polymerization mixture was heated to 125-130° C., under N2, and stirred for 48 hours. During the polymerization the polymer solidified in the reaction vessel. The reaction was then cooled to room temperature and the polymer dissolved in acetone (225 mL), and isolated by precipitation into hexanes (2250 mL). The polymer was then filtered, washed with hexanes and dried in a vacuum oven at 60° C. overnight. Isolated yield was 90% of theory, Mn =8997, Mw /Mn =1.10.

Provenance & Evidence