Surface Click Reactions on Polymeric Nanocapsules for Versatile Functionalization

Baier, G; Siebert, J; Landfester, K; Musyanovych, A

HERO ID

1955906

Reference Type

Journal Article

Year

2012

HERO ID 1955906
In Press No
Year 2012
Title Surface Click Reactions on Polymeric Nanocapsules for Versatile Functionalization
Authors Baier, G; Siebert, J; Landfester, K; Musyanovych, A
Journal Macromolecules
Volume 45
Issue 8
Page Numbers 3419-3427
Abstract One-step synthesis of poly(butyl cyanoacrylate-co-propargyl cyanoacrylate) (P(BCA/PCA)) and polyurethane (PUR) azide nanocapsules for direct covalent and variable functionalization is reported. The capsules in the size range between 230 and 350 nm were synthesized in an inverse (water-in-oil) miniemulsion system through either interfacial anionic polymerization (in the case of P(BCA/PCA)) or interfacial polyaddition reaction with 2,4-toluene diisocyanate (PUR azide). Surface functionalization of nanocapsules was achieved by different copper-catalyzed azide-alkyne cycloaddition (CuAAC) reactions, which were carried out under mild and ambient conditions. Click reactions of rhodamine azide and anthracene azide to P(BCA-co-PCA) nanocapsules were performed for quantitative determination of the surface alkyne bonds. PUR-azide nanocapsules were functionalized with propiolic acid and fluorescent alkyne dye. The reaction kinetics between propiolic acid and the azide monomer was studied by H-1 NMR spectroscopy. Furthermore, the ftinctionalization of nanocapsules with propiolic acid was extended to copper-free azide-alkyne cycloaddition, thus making the system materials.
Doi 10.1021/ma300312n
Wosid WOS:000303083900015
Is Certified Translation No
Dupe Override No
Is Public Yes