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Construction of PEG-based amphiphilic brush polymers bearing hydrophobic poly(lactic acid) side chains via successive RAFT polymerization and ROP
- Source :
- Polymer Chemistry. 7:3300-3310
- Publication Year :
- 2016
- Publisher :
- Royal Society of Chemistry (RSC), 2016.
-
Abstract
- A series of well-defined amphiphilic brush polymers containing hydrophilic poly(ethylene glycol) (PEG) and hydrophobic poly(lactic acid) segments was synthesized by the combination of reversible addition–fragmentation chain transfer (RAFT) polymerization, ring opening polymerization (ROP), and the grafting-from strategy. tert-Butyl 2-((4-hydroxybutanoyloxy)methyl)acrylate (tBHBMA) monomer containing a ROP initiation group (–OH) was first RAFT block copolymerized using a PEG-based chain transfer agent to form two well-defined PEG-b-PtBHBMA diblock copolymers (Mw/Mn ≤ 1.10) bearing pendant hydroxyls in every repeated unit of PtBHBMA segment. Both diblock copolymers directly initiated ROP of lactide by the pendant hydroxyls to provide well-defined poly(ethylene glycol)-b-(poly(tert-butyl acrylate)-g-poly(lactic acid)) (PEG-b-(PtBA-g-PLA)) brush polymers (Mw/Mn ≤ 1.16) without post-polymerization functionality transformation. The target well-defined poly(ethylene glycol)-b-(polyacrylic acid)-g-poly(lactic acid) (PEG-b-(PAA-g-PLA)) amphiphilic brush polymers were achieved by the selective acidolysis of hydrophobic PtBA backbone (tert-butyoxycarbonyls) into hydrophilic PAA backbone (carboxyls) using trifluoroacetic acid. PEG-b-(PAA-g-PLA) brush polymers could self-assemble into spheres with a size of ca. 70–110 nm in aqueous media as evidenced by DLS and TEM. The drug (doxorubicin) loading ability of PEG-b-(PAA-g-PLA) brush polymers was investigated preliminarily by measuring the in vitro cell (SMMC-7721 and SH-SY5Y) viabilities, which showed higher cytotoxicity compared to free DOX.
- Subjects :
- chemistry.chemical_classification
Lactide
Polymers and Plastics
Organic Chemistry
technology, industry, and agriculture
Bioengineering
Chain transfer
macromolecular substances
02 engineering and technology
Polymer
010402 general chemistry
021001 nanoscience & nanotechnology
01 natural sciences
Biochemistry
Ring-opening polymerization
0104 chemical sciences
chemistry.chemical_compound
chemistry
Polymerization
Polymer chemistry
Side chain
Reversible addition−fragmentation chain-transfer polymerization
0210 nano-technology
Ethylene glycol
Subjects
Details
- ISSN :
- 17599962 and 17599954
- Volume :
- 7
- Database :
- OpenAIRE
- Journal :
- Polymer Chemistry
- Accession number :
- edsair.doi...........10d1a743146b6bad7d548ee98531aeab