Abstract
Polystyrene has been brominated exclusively in the ring, in the para position, by reaction with an equimolar mixture of bromine and iodine in dichloromethane at − 20°C. The highest bromine content which could be obtained was approximately 37% by weight (1 Br per styrene unit = 43·7% Br). The brominated polymer has been characterised by IR and NMR spectroscopy. Ring-brominated polystyrene is more stable than ring-chlorinated polystyrene because it lacks the backbone halogenation which is unavoidable in the ring chlorination of polystyrene. The brominated polymer has fairly similar thermal stability to polystyrene and degrades in essentially the same way, giving about 62% by weight of monomers ( p-bromostyrene and styrene) and a cold ring fraction with the repeat structure and terminal unsaturation.
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