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Synthesize Hyperbranched Polymers Carrying Two Reactive Handles via CuAAC Reaction and Thiol–Ene Chemistry
Author(s) -
Naguib Hannah,
Cao Xiaosong,
Gao Haifeng
Publication year - 2019
Publication title -
macromolecular chemistry and physics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.57
H-Index - 112
eISSN - 1521-3935
pISSN - 1022-1352
DOI - 10.1002/macp.201900221
Subject(s) - alkene , cycloaddition , ene reaction , click chemistry , chemistry , monomer , polymer chemistry , polymer , alkyne , polymerization , combinatorial chemistry , surface modification , functional polymers , organic chemistry , catalysis
Structurally defined hyperbranched polymers (HBPs) bearing multiple azido peripheral groups and alkene dangling groups are constructed using the authors' recently developed chain‐growth copper‐catalyzed azide‐alkyne cycloaddition polymerization (CuAACP) of an alkene‐containing AB 2 monomer. Sequential integration of CuAAC and photo‐initiated thiol–ene reactions proves highly efficient and chemo‐selective functionalization of polymers at different placements with quantitative yield of both reactive groups. A variety of HBPs carrying both surface and internal functionalities are then produced, achieving quantitative/ratiometric incorporations of guest molecules in most cases. To demonstrate possible conjugation with bioactive ingredients, well‐defined HBPs decorated with peripheral cysteine moieties are produced as an example, showing pH responsiveness in water.