Water → 4-Ethynylphenol

Participants

Reaction Conditions

Reaction Steps

p-Acetoxystyrene (32.4 g (0.2 mol)) was dissolved in 120 ml of butyl acetate, 0.066 g of azobisisobutyronitrile (AIBN) was added thereto with stirring at 80° C. three times every 2.5 hours in a nitrogen stream, and the stirring was further continued for 5 hours, thereby performing the polymerization reaction. The reaction solution was poured in 1,200 ml of hexane to precipitate a white resin, and the obtained resin was dried and then dissolved in 150 ml of methanol. An aqueous solution containing 7.7 g (0.19 mol) of sodium hydroxide/50 ml of water was added thereto, and the resulting solution was refluxed under heating for 3 hours to effect hydrolysis. The resulting reaction solution was diluted by adding 200 ml of water and neutralized with hydrochloric acid to precipitate a white resin. The precipitated resin was separated by filtration, washed with water, dried and further dissolved in 200 ml of tetrahydrofuran, and the resulting solution was added dropwise to 5 L of ultrapure water with vigorous stirring, thereby effecting reprecipitation. This reprecipitation operation was repeated three times. The obtained resin was dried in a vacuum drier at 120° C. for 12 hours to obtain poly(p-hydroxystyrene) Alkali-Soluble Resin R-1. The weight average molecular weight of the obtained resin was 3,000.

Provenance & Evidence