Synthesis of poly-ε-caprolactone trimethacrylate (PCL-tMa)

AJ Ashley R. Johnson
CC Cassie L. Caudill
JT John R. Tumbleston
CB Cameron J. Bloomquist
KM Katherine A. Moga
AE Alexander Ermoshkin
DS David Shirvanyants
SM Sue J. Mecham
JL J. Christopher Luft
JD Joseph M. DeSimone
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Poly-ε-caprolactone (PCL) triol (Sigma Aldrich) with an average molecular weight of 900g/mol (55.14 g, 61.3 mmol) was dried in a vacuum oven. The reaction flask was equipped with an addition funnel, sealed with rubber septa, and placed under magnetic stirring and N2 flow. Distilled dichloromethane (DCM, 200mL, Fisher Scientific) and triethyamine (TEA, 275.9 mmol, Fisher Scientific) was added to a flask placed under magnetic stirring and N2 flow on an ice bath. Methacryloyl chloride (Sigma Aldrich) was added dropwise from the addition funnel over one hour and the reaction proceed overnight. The formed TEA•HCl salt was filtered off and the filtrate was washed with sodium bicarbonate, dried over magnesium sulfate, and the DCM was removed by rotary evaporation.

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