Propylene Oxide → HCID 86737985, compound

Participants

Reaction Steps

Cyclohexane was charged to a 26-oz. beverage bottle equipped with a perforated Crown cap over a self-sealing rubber gasket, and the bottle and cyclohexane were then purged with nitrogen. Styrene and tetrahydrofuran were added and then the n-butyllithium was added. The temperature was adjusted to 70° C. and the bottle and its contents were tumbled in a constant temperature bath for 20 to 30 minutes, after which time the styrene polymerization was essentially complete. 1,3-Butadiene was then charged to the bottle and the polymerization was continued for one hour with continued agitation at 70° C. At the end of this time, polymerization of the 1,3-butadiene was essentially complete. Propylene oxide was then added to the polymerization reaction mixture and the mixture was agitated for 10 minutes while the temperature was reduced from 70° C. to 30° C. Epsilon-caprolactone was added and polymerization was allowed to proceed at 30° C. for 5 minutes with continued agitation. Five minutes after the epsilon-caprolactone had been charged, the polymerization reaction was terminated by the addition of 10 ml of 0.1 M hydrochloric acid. After termination was complete, one part of 2,6-di-t-butyl-4-methylphenol per 100 parts of total monomers was added as a 10 weight percent solution in 50:50 toluene:isopropanol, the contents of the bottle were emptied into a beaker, and the styrene-butadiene-epsilon-caprolactone block terpolymer was isolated by steam stripping. The recovered polymer was dried at 60° C. for about 15 hours under reduced pressure. Properties of the recovered polymers are shown in Table II.

Provenance & Evidence