2-Methyl-2-butanol → N-(2-hydroxyethyl)acrylamide N,N-dimethylacrylamide

Participants

Reaction Steps

In a 300 mL three-necked flask, N-(2-hydroxyethyl)acrylamide (15.04 g, 0.100 mol), N,N-dimethylacrylamide (9.96 g, 0.100 mol), t-amyl alcohol (99.80 g), polymerization initiator VA-061 (Wako Pure Chemical Industries, Ltd., 0.0310 g, 0.124 mmol) were charged, and then equipped with a three-way stop-cock, a reflux condenser tube, a thermometer and a mechanical stirrer. The concentration of the monomer was 20% by weight. After degassing inside the three-necked flask using a vacuum pump and repeating replacement by argon three times, stirring was carried out at 70° C. for 1 hour, followed by temperature rise to 75° C. and further stirring for 4 hours. After completion of the polymerization, the polymerization reaction solution was cooled to room temperature and the solvent was distilled off by an evaporator, and then washed once with each of n-hexane/methanol (=200 mL/100 mL, 200 mL/100 mL, 100 mL/40 mL and 100 mL/60 mL). The solid component was dried overnight by a vacuum drying oven at 60° C. Liquid nitrogen was charged and the solid component was crushed by a spatula, and then dried by a vacuum drying oven at 60° C. for 3 hours. The thus obtained copolymer had a molecular weight of Mn: 109 kD, Mw: 660 kD (Mw/Mn=6.1).

Provenance & Evidence