A reductively degradable cationic polymer with comb-like architecture was synthesized by a combination of polycondensation and reversible addition and fragmentation chain transfer radical polymerization (RAFT).First
the direct polycondensation of decanediol
3
3'-dithiodipeopionic acid and malic acid was carried out using scandium triflate as catalyst.Due to the chemoselectivity of scandium triflate for esterification
the secondary hydroxyl groups of malic units were not esterified during the polycondensation process
resulting in functional polyester with numerous disulfide bones and hydroxyl groups.Then the pendant hydroxyl groups were modified into dithioester form in the presence of N
N'-dicyclohexylcarbodiimide (DCC) and 4-dimethylaminopyridine (DMAP)
to give a macromolecular chain transfer agent
which could be used as multifunctional backbone to prepare comb-like polymer by grafting from method.Finally
the poly(2-(dimethylamino)ethyl methacrylate) (PDMAEMA) side chains were attached to the backbone via RAFT polymerization of 2-(dimethylamino)ethyl methacrylate.The comb-like architecture of the copolymer was characterized by 1H-NMR and GPC.The reducible degradation of the comb-like polycation was studied in the presence of tributylphosphane as reducing agent
which demonstrated the cleavage of disulfide bonds in the backbone under reductive environment
resulting in low molecular weight PDMAEMA oligomers.This comb-like cationic polymer may have potential applications in gene delivery
which is being investigated in our research group.
Responsive Cationic Polymer and Cationic Nanomicelle Vectors for Gene Delivery
Synthesis and Characterization of Poly(2-methacrylate-1-methyl pyridinium iodide) and Its Application to Salt-free Reactive Dyeing
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Chinese Academy of Science Key Laboratory of Soft Matter Chemistry, Department of Polymer Science and Engineering, University of Science and Technology of China
Department of Material Science and Engineering, Beijing Institute of Fashion Technology