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Title: A Click Chemistry-Based “Grafting Through” Approach to the Synthesis of a Biorelevant Polymer Brush
Authors: Cappelli, Andrea 
Paolino, Marco 
Grisci, Giorgio
Giuliani, Germano 
Donati, Alessandro 
R., Mendichi
A. C., Boccia
F., Samperi
S., Battiato
Paccagnini, Eugenio
Giacomello, Emiliana
Sorrentino, Vincenzo
M., Licciardi
G., Giammona
Vomero, Salvatore
Issue Date: 2011
Project: None 
A new biorelevant polymer brush showing a polybenzofulvene backbone was synthesized by a ‘‘graftingthrough’’ approach based on click chemistry and spontaneous polymerization reactions. The easypolymerization of the relatively complex monomer (6-MOEG-9-TM-BF3k) suggests the existence ofa particularly efficient recognition process capable of pre-organizing the monomer molecules for thespontaneous polymerization. 13C-NMR spectroscopy as well as UV-vis and fluorescence spectroscopysuggested for poly-6-MOEG-9-TM-BF3k the features of a vinyl (1,2) p-stacked polymer. The newpolybenzofulvene derivative was found to interact with water at room temperature to give clear watersolutions, but TEM analysis demonstrated the presence of macromolecular aggregates showingdimensions larger than those suggested by SEC-MALS analysis for the isolated macromolecules. DLSstudies confirmed the presence of objects showing average dimensions in the range of 200–300 nm andsuggested thermoresponsive colloidal properties for poly-6-MOEG-9-TM-BF3k macromolecules.Finally, owing to its favourable absorption/emission properties and water solubility, the interaction ofpoly-6-MOEG-9-TM-BF3k with live cells was studied by fluorescence microscopy experiments, whichrevealed that the polymer brush was unable to enter live cells and alter cell morphology.
ISSN: 1759-9954
DOI: 10.1039/c1py00271f
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