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Metal-Free Polymethyl Methacrylate (PMMA) Nanoparticles by Enamine “Click” Chemistry at Room Temperature
Centro de Física de Materiales (CSIC, UPV/EHU) - Materials Physics Center, Paseo Manuel de Lardizabal 5, 20018 San Sebastián, Spain
Departamento de Física de Materiales, Universidad del País Vasco (UPV/EHU), Apartado 1072, 20800 San Sebastián, Spain
IKERBASQUE - Basque Foundation for Science, Alameda Urquijo 36, 48011 Bilbao, Spain
* Author to whom correspondence should be addressed.
Received: 1 September 2011; in revised form: 15 September 2011 / Accepted: 6 October 2011 / Published: 7 October 2011
Abstract: “Click” chemistry has become an efficient avenue to unimolecular polymeric nanoparticles through the self-crosslinking of individual polymer chains containing appropriate functional groups. Herein we report the synthesis of ultra-small (7 nm in size) polymethyl methacrylate (PMMA) nanoparticles (NPs) by the “metal-free” cross-linking of PMMA-precursor chains prepared by reversible addition-fragmentation chain transfer (RAFT) polymerization containing b-ketoester functional groups. Intramolecular collapse was performed by the one-pot reaction of b-ketoester moieties with alkyl diamines in tetrahydrofurane at r.t. (i.e., by enamine formation). The collapsing process was followed by size exclusion chromatography and by nuclear magnetic resonance spectroscopy. The size of the resulting PMMA-NPs was determined by dynamic light scattering. Enamine “click” chemistry increases the synthetic toolbox for the efficient synthesis of metal-free, ultra-small polymeric NPs.
Keywords: enamine “click” chemistry; intramolecular collapse; unimolecular polymeric nanoparticles
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Cite This Article
MDPI and ACS Style
Buruaga, L.; Pomposo, J.A. Metal-Free Polymethyl Methacrylate (PMMA) Nanoparticles by Enamine “Click” Chemistry at Room Temperature. Polymers 2011, 3, 1673-1683.
Buruaga L, Pomposo JA. Metal-Free Polymethyl Methacrylate (PMMA) Nanoparticles by Enamine “Click” Chemistry at Room Temperature. Polymers. 2011; 3(4):1673-1683.
Buruaga, Lorea; Pomposo, José A. 2011. "Metal-Free Polymethyl Methacrylate (PMMA) Nanoparticles by Enamine “Click” Chemistry at Room Temperature." Polymers 3, no. 4: 1673-1683.