Methyl Acrylate → Norbornene methyl acrylate

Participants

Reaction Steps

Norbornene (15.8 g, 168 mmol), methyl acrylate (10 mL, 112 mmol), and Di-t-butylperoxide (0.32 g, 2.2 mmol) were charged into a 250 mL Schlenk flask and dissolved in 30 mL of toluene. Ethylaluminum sesquichloride (0.277 g, 1.12 mmol) was charged into a 100 mL flask and dissolved in 20 mL of toluene. The toluene solution of ethylaluminum sesquichloride was slowly dropped to the 250 mL Schlenk flask at −70° C. The reaction temperature was raised to room temperature while stirring the mixture for 2 hours, and then the reaction was performed at 80° C. for 12 hours. After the reaction was completed, the reaction solution was slowly dropped to 3000 cc of 5% v/v HCl—MeOH to precipitate a white polymer, which was filtered through a glass filter and dried in a vacuum oven at 70° C. for 12 hours to obtain a norbornene-methyl acrylate copolymer (10.5 g: 52.0% by weight based on the total weight of used monomers). The copolymer had a molecular weight (Mw) of 38,500, and Mw/Mn of 2.29.

Provenance & Evidence