Premium
Synthesis of Multifunctional Homopolymers through Using Thiazolidine Chemistry and Post‐Polymerization Modification
Author(s) -
Kubo Tomohiro,
Swartz Jeremy L.,
Scheutz Georg M.,
Sumerlin Brent S.
Publication year - 2019
Publication title -
macromolecular rapid communications
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.348
H-Index - 154
eISSN - 1521-3927
pISSN - 1022-1336
DOI - 10.1002/marc.201800590
Subject(s) - polymer chemistry , polymer science , polymerization , thiazolidine , copolymer , chemistry , materials science , polymer , organic chemistry
Multifunctional homopolymers, defined here as polymers that contain multiple reactive functional groups per repeat unit, are versatile scaffolds for preparing complex macromolecules via post‐polymerization modification. However, there are limited methods for preparing multifunctional homopolymers that contain more than one nucleophilic site per repeat unit. Herein, a strategy to synthesize a multifunctional homopolymer using thiazolidine chemistry is demonstrated. Controlled radical polymerization of a thiazolidine‐containing acrylamido monomer allows for the synthesis of a polymer with pendent latent nucleophiles. Ring‐opening of the thiazolidine affords a homopolymer with two side‐chain reactive sites, an amine and a thiol. One‐pot functionalization via disulfide formation and acyl substitution is performed to introduce two distinct groups in each repeat unit.