Hydrochloric Acid → 4-Ethynylphenol

Participants

Reaction Conditions

Reaction Steps

In 120 ml of butyl acetate was dissolved 32.4 g (0.2 mols) of p-acetoxystyrene, and to the resulting solution was added three times every 2.5 hours 0.033 g of azobisisobutylonitrile (AIBN) while stirring in a nitrogen gas stream at 80° C. Then, the mixture was further stirred for 5 hours to conduct a polymerization reaction. The reaction solution was poured into 1,200 ml of hexane to deposit a white resin. The resin obtained was dried and then dissolved in 150 ml of methanol. To the solution was added a solution of 7.7 g (0.19 mols) of sodium hydroxide dissolved in 50 ml of water and the reaction solution was heated under reflux for 3 hours to conduct hydrolysis. Then, the reaction solution was diluted by adding 200 ml of water and neutralized with hydrochloric acid to deposit a white resin. The resin was collected by filtration, washed with water and dried. The resin was then dissolved in 200 ml of tetrahydrofuran, and the resulting solution was added dropwise to 5 liters of ultrapure water with vigorous stirring to reprecipitate. The reprecipitation procedure was repeated three times. The resin obtained was dried at 120° C. in a vacuum drier for 12 hours to obtain poly(p-hydroxystyrene) as Alkali-Soluble Resin R-C1.

Provenance & Evidence