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Polyoxazoline-Based Bottlebrush and Brush-Arm Star Polymers via ROMP: Syntheses and Applications as Organic Radical Contrast Agents

Author(s)
Alvaradejo, Gabriela Gil; Nguyen, Hung VanThanh; Harvey, Peter; Gallagher, Nolan; Le, Dao; Ottaviani, M. Francesca; Jasanoff, Alan Pradip; Delaittre, Guillaume; Johnson, Jeremiah A.; ... Show more Show less
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Abstract
The synthesis of functional poly(2-alkyl-2-oxazoline) (PAOx) copolymers with complex nanoarchitectures using a graft-through ring-opening metathesis polymerization (ROMP) approach is described. First, well-defined norbornene-terminated poly(2-ethyl-2-oxazoline) (PEtOx) macromonomers (MM) were prepared by cationic ring-opening polymerization. ROMP of these MMs produced bottlebrush copolymers with PEtOx side chains. In addition, PEtOx-based branched MMs bearing a terminal alkyne group were prepared and conjugated to an azide-containing bis-spirocyclohexyl nitroxide via Cu-catalyzed azide-alkyne cycloaddition (CuAAC). ROMP of this branched MM, followed by in situ cross-linking, provided PEtOx-based brush-arm star polymers (BASPs) with nitroxide radicals localized at the core-shell interface. These PEtOx-based nitroxide-containing BASPs displayed relaxivity values on par with state-of-the-art polyethylene glycol (PEG)-based nitroxide materials, making them promising as organic radical contrast agents for metal-free magnetic resonance imaging (MRI).
Date issued
2019-04
URI
https://hdl.handle.net/1721.1/125832
Department
Massachusetts Institute of Technology. Department of Chemistry; Massachusetts Institute of Technology. Department of Biological Engineering; Massachusetts Institute of Technology. Department of Brain and Cognitive Sciences; Massachusetts Institute of Technology. Department of Nuclear Science and Engineering
Journal
ACS Macro Letters
Publisher
American Chemical Society (ACS)
Citation
Alvaradejo, Gabriela Gil et al. "Polyoxazoline-Based Bottlebrush and Brush-Arm Star Polymers via ROMP: Syntheses and Applications as Organic Radical Contrast Agents." ACS Macro Letters 8, 4 (April 2019): 473–478 © 2019 American Chemical Society
Version: Author's final manuscript
ISSN
2161-1653
2161-1653

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