The n -butyllithium/ N, N, N ‘, N ‘-tetramethylethylenediamine system has been found to polymerize 1,3-cyclohexadiene to produce a “living” polymer having a narrow molecular weight distribution. Ternary block copolymers with narrow molecular weight distribution could be synthesized from 1,3-cyclohexadiene, styrene, and butadiene with very high efficiency. The relative reactivity of 1,3-cyclohexadiene, styrene, and isoprene in the copolymerization was found to be in the order styrene, isoprene, and 1,3-cyclohexadiene. In contrast, the relative reactivity of the propagating species of living poly(1,3-cyclohexadiene) was higher than that of the propagating species of living polystyrene.
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Natori et al. (1998) studied this question.
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