2-(hydroxymethyl)-2-(prop-2-enoxymethyl)propane-1,3-diol

Conditions: temp:71.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a 150 mL round bottom flask equipped with a magnetic stir bar was added 11.730 g (0.651 mol) water and 0.140 g (4.85×10−4 mol) sodium dodecyl sulfate (20% aqueous solution). The mixture was heated under flowing nitrogen to 71° C., at which time a monomer mixture consisting of 5.561 g (4.91×10−2 mol) α-methylene-γ-valerolactone, 0.290 g (4.83×10−3 mol) acrylic acid, and either 0.2%, 0.5%, or 1.0% by weight of pentaerythritol allyl ether crosslinker (70% purity) were added dropwise over 110 minutes. After 5 minutes of monomer mixture addition, an aqueous mixture consisting of 22.270 g (1.237 mol) water, 0.355 g (1.23×10−3 mol) sodium dodecyl sulfate (20% aqueous solution), 0.039 g (1.63×10−4 mol) sodium persulfate, and 0.053 g of a 20% aqueous sodium hydroxide solution was also added dropwise over 110 minutes. After both the monomer and aqueous mixtures were added completely, the emulsion was allowed to stir for an additional 60 minutes, after which the reaction was cooled to room temperature and dried for 16 hours at 90° C. under vacuum. In each experiment, a 100-fold excess of DMF was added to the polymer sample and allowed to sit on a platform shaker for 22 hours. The DMF was then decanted and the solvent removed under vacuum to determine the mass of the soluble chains. The insoluble portion was also dried under vacuum to determine the insoluble fraction. To a 150 mL round bottom flask equipped with a magnetic stir bar After 5 minutes of monomer mixture addition was also added dropwise over 110 minutes After both the monomer and aqueous mixtures were added completely after which the reaction was cooled to room temperature dried for 16 hours at 90° C. under vacuum In each experiment, a 100-fold excess of DMF was added to the polymer sample to sit on a platform shaker for 22 hours The DMF was then decanted the solvent removed under vacuum The insoluble portion was also dried under vacuum

Conditions: temp:75.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: The crosslinked polymer poly(α-methylene-γ-butyrolactone-acrylic acid-pentaerythritol allyl ether) was prepared by emulsion polymerization of α-methylene-γ-butyrolactone and acrylic acid with the crosslinking monomer pentaerythritol allyl ether. To a four neck round bottom glass flask, equipped with a mechanical stirrer and a thermocouple with a nitrogen inlet at the side of the inlet-tube and two dropping funnels was added the initial charge of 44.03 g of water and 0.51 g of a 20% solution of sodium dodecyl sulfate surfactant. Into the monomer dropping funnel a mixture of 20.8 g of α-methylene-γ-butyrolactone, 1.1 g of acrylic acid and 0.16 g of pentaerythritol allyl ether were added. Into the second dropping funnel the aqueous mixture consisting of 83.43 g water, 1.32 g 20% sodium dodecylsulfate, 0.14 g sodium persulfate and 0.17 g 20% sodium hydroxide solution were added. The initial charge was heated to 75° C. dropwise addition of the monomer was started. Dropwise addition of the aqueous mixture started 5 minutes later. The monomer feed ended 120 minutes after the start of monomer addition, and the aqueous stream ended 5 minutes after the monomer stream ended. After a cook-down time of one hour, the reaction mixture was cooled to room temperature. To a four neck round bottom glass flask, equipped with a mechanical stirrer a thermocouple with a nitrogen inlet at the side of the inlet-tube and two dropping funnels was added the were added were added The initial charge dropwise addition of the monomer Dropwise addition of the aqueous mixture The monomer feed ended 120 minutes after the start of monomer addition the aqueous stream ended 5 minutes After a cook-down time of one hour, the reaction mixture was cooled to room temperature