2-Methyl-2-butanol → N,N-diethyl acrylamide acryloylmorpholine

Participants

Reaction Steps

In a 300 mL three-necked flask, N,N-diethyl acrylamide (12.71 g, 0.100 mol), N-acryloylmorpholine (14.12 g, 0.100 mol), t-amyl alcohol (63.20 g), a 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 30% 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 (=300 mL/80 mL, 130 mL/35 mL, 100 mL/20 mL and 100 mL/10 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: 49 kD, Mw: 162 kD (Mw/Mn=3.3).

Provenance & Evidence