Maleimidophenyl isocyanates as postpolymerization modification agents and their applications in the synthesis of block copolymers
Rikito Takashima, Jumpei Kida, Daisuke Aoki, Hideyuki Otsuka
First published: 01 August 2019 https://doi.org/10.1002/pola.29450Citations: 8
ABSTRACT
The maleimide structure is highly reactive, exemplified by thiol–ene click reactions with thiols and Diels–Alder reactions with furans. Although postpolymerization modifications and macromolecular conjugations involving maleimide units have been widely studied, mostly due to their selectivity and high reactivity, little has been reported on the one-pot postpolymerization introduction of maleimides in polymer chains. Herein, we report p-maleimidophenyl isocyanate and its derivatives as modification agents to introduce maleimide moieties by reaction with hydroxy groups into polymer chains. The high reactivity of the resulting modification agents and of the corresponding maleimide structures once inserted in the polymer chains was examined by studying their reaction kinetics. Furthermore, these modification agents were successfully applied to the synthesis of macromonomers for graft polymerization and various block copolymers, with, for example, AB-type, star-shaped, and H-shaped architectures.
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