Controlled/“Living” Reverse Atom Transfer Radical Polymerization of a Monocyclic Olefin, Methyl 1-Cyclobutenecarboxylate
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Abstract
ATRP of the first cyclic olefin, methyl 1-cyclobutenecarboxylate (MCBE), by addition polymerization in a well controlled/“living” manner is described, along with a new practical method to synthesize MCBE. The polydispersity of poly(methyl 1-cyclobutenecarboxylate) (PMCBE) synthesized by a conventional ATRP initiation system was narrow (Mw/Mn = 1.1−1.4), but Mn was usually less than half of the theoretical number-average molecular weight. However, the polymerization of MCBE initiated by a reverse ATRP initiation system, AIBN/CuBr2/dNbpy, was well controlled; the rate of polymerization was first order in monomer, and the molecular weights of the polymers were close to the designed values with very narrow polydispersities (Mw/Mn = ∼1.15). The obtained polymer PMCBE can be used as a macroinitiator to further polymerize a second monomer, such as styrene.
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