Hydrochloric Acid → 4-Ethynylphenol

Participants

Reaction Steps

32.4 g (0.2 mol) of p-acetoxystyrene was dissolved in 120 ml of butyl acetate and thereto, 0.033 g of azobisisobutyronitrile (AIBN) was added at 80° C. while stirring in a nitrogen stream 3 times every 2.5 hours. The stirring was further continued for 5 hours to perform the polymerization reaction. The reaction solution was charged into 1,200 ml of hexane and white resin was precipitated. The resin obtained was dried and then dissolved in 150 ml of methanol and thereto, an aqueous solution of 7.7 g (0.19 mol) of sodium hydroxide/50 ml of water was added. The mixed solution was heated under reflux for 3 hours to perform the hydrolysis, then diluted by adding 200 ml of water, and neutralized with hydrochloric acid to precipitate white resin. This resin was separated by filtration, washed with water, and dried. The resulting resin was dissolved in 200 ml of tetrahydrofuran. The resulting solution was added dropwise to 5 L of ultrapure water while vigorously stirring to reprecipitate the resin. This reprecipitation operation was repeated 3 times and the resin obtained was dried in a vacuum dryer at 120° C. for 12 hours to obtain poly(p-hydoxystyrene) Alkali-Soluble Resin R-1.

Provenance & Evidence