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The preparation of aromatic macromonomers with hydroxyl functions was achieved by termination of living polystyrene (PSLi) upon addition of 2,5‐dimethoxybenzyl bromide (2) or 1,1‐bis(4‐methoxyphenyl)ethylene (16). Ether cleavage with boron tribromide resulted in the formation of the de‐protected macromonomers 15 and 17. Side reactions occurring in the functionalisation reaction with 2 were investigated by means of a respective model reaction. The formation of side products could be suppressed by reacting PSLi with 1,1‐diphenylethylene prior to functionalisation with 2. The macromonomers were characterized by GPC, UV, and FT‐IR spectroscopy.
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Heitz et al. (1988) studied this question.
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