Hydrochloric Acid → 4-Ethynylphenol

Participants

Reaction Conditions

Reaction Steps

32.4 g (0.2 mols) of p-acetoxystyrene was dissolved in 120 ml of butyl acetate. To the solution was then added 0.033 g of azobisisobutylonitrile (AIBN) with stirring in a stream of nitrogen at a temperature of 80° C. every 2.5 hours three times in all. Finally, the mixture was stirred for 5 hours to undergo polymerization reaction. The reaction solution was then poured into 1,200 ml of hexane to cause the precipitation of a white resin. The resin thus obtained was dried, and then dissolved in 150 ml of methanol. To the solution was then added a solution of 7.7 g (0.19 mols) of sodium hydroxide in 50 ml of water. The reaction solution was then heated under reflux for 3 hours to undergo hydrolysis. Thereafter, the reaction solution was diluted with 200 ml of water, and then neutralized with hydrochloric acid to cause the precipitation of a white resin. The resin thus obtained was collected by filtration, washed with water, and then dried. The resin thus obtained was dissolved in 200 ml of tetrahydrofuran, and then added dropwise to 5 l of ultrapure water with vigorous stirring to cause reprecipitation. This reprecipitation procedure was then repeated three times. The resin thus obtained was then dried at a temperature of 120° C. in a vacuum drier for 12 hours to obtain a poly(p-hydroxystyrene) type alkali-soluble resin R-1.

Provenance & Evidence