3,3 -Diallyl-4,4 -biphenol

Paraformaldehyde (7.5 g) (0.25 mol) and 18.3 g (0.25 mol) of diethylamine are mixed in 25 cc of alcohol and warmed until a clear solution Is obtained. The solution is cooled and mixed with 26.6 g (0.10 mol) of 3,3 -diallyl-4,4 -biphenol in 25 cc of alcohol. After standing several hours, the solution is warmed for one hour on the steam bath, allowing the alcohol to boil off. The residue is then taken up in ether and water, the ether layer separated and washed with 2% sodium hydroxide solution and finally with water. The washed ether solution is dried over solid potassium carbonate, and filtered. After acidifying with alcoholic hydrogen chloride, the ether is distilled off and the alcoholic residue diluted with an equal volume of acetone. The crystalline hydrochloride is filtered off, triturated with alcohol, diluted with several volumes of acetone, filtered and dried MP 209°-210°C. 

A monomer with pendant allyl groups, 3,3 -diallyl-4,4 -dihydroxybiphenyl, can be synthesized from 4,4 -biphenol and allyl bromide. In the second step, a Claisen rearrangement is done [21]. The synthesis of the monomer is shown in Figure 7.3. 

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