Reference : Synthesis of highly functionalized poly(alkyl cyanoacrylate) nanoparticles by means o...
Scientific journals : Article
Physical, chemical, mathematical & earth Sciences : Chemistry
Engineering, computing & technology : Materials science & engineering
http://hdl.handle.net/2268/14232
Synthesis of highly functionalized poly(alkyl cyanoacrylate) nanoparticles by means of click chemistry
English
Nicolas, Julien [Université de Paris-Sud, France > > Laboratoire de Physico-Chimie, Pharmacotechnie et Biopharmacie > >]
Bensaid, Fehti [Université de Paris-Sud, France > > Laboratoire de Physico-Chimie, Pharmacotechnie et Biopharmacie > >]
Desmaële, Didier [Université de Paris-Sud, France > > Laboratoire Biocis > >]
Grogna, Mathurin [University of Liège (ULg) > Department of Chemistry > Center for Education and Research on Macromolecules (CERM) > >]
Detrembleur, Christophe mailto [University of Liège (ULg) > Department of Chemistry > Center for Education and Research on Macromolecules (CERM) > >]
Andrieux, Karine [Université de Paris-Sud, France > > Laboratoire de Physico-Chimie, Pharmacotechnie et Biopharmacie > >]
Couvreur, Patrick [Université de Paris-Sud, France > > Laboratoire de Physico-Chimie, Pharmacotechnie et Biopharmacie > >]
25-Nov-2008
Macromolecules
American Chemical Society
41
22
8418-8428
Yes (verified by ORBi)
International
0024-9297
Washington
DC
[en] organic nanoparticle ; click chemistry ; copper-mediated Huisgen's cycloaddition
[en] A general methodology was proposed to prepare highly functionalized poly(alkyl cyanoacrylate) nanoparticles by means of Huisgen 1,3-dipolar cyclo-addition, the so-called click chemistry. To achieve this goal, different protocols were investigated to obtain azidopoly(ethylene glycol) cyanoacetate of variable molar mass, followed by a Knoevenagel condensation−Michael addition reaction with hexadecyl cyanoacetate to produce a poly[(hexadecyl cyanoacrylate)-co-azidopoly(ethylene glycol) cyanoacrylate] (P(HDCA-co-N3PEGCA)) copolymer, displaying azide functionalities at the extremity of the PEG chains. As a proof of concept, model alkynes were quantitatively coupled either to the P(HDCA-co-N3PEGCA) copolymers in homogeneous medium followed by self-assembly in aqueous solution or directly at the surface of the preformed P(HDCA-co-N3PEGCA) nanoparticles in aqueous dispersed medium, both yielding highly functionalized nanoparticles. This versatile approach, using alkyl cyanoacrylate derivatives, opened the door to ligand-functionalized and biodegradable nanoparticles with “stealth” properties for biomedical applications.
Center for Education and Research on Macromolecules (CERM)
The french Ministry of Research ; The "CNRS"
Researchers
http://hdl.handle.net/2268/14232
10.1021/ma8013349
http://pubs.acs.org/doi/pdf/10.1021/ma8013349

File(s) associated to this reference

Fulltext file(s):

FileCommentaryVersionSizeAccess
Restricted access
Nicolas J 2008 Macromolecules 8418.pdfPublisher postprint990.7 kBRequest copy

Bookmark and Share SFX Query

All documents in ORBi are protected by a user license.