Mt. Peracchia et al., SYNTHESIS OF A NOVEL POLY(MEPEG CYANOACRYLATE-CO-ALKYL CYANOACRYLATE)AMPHIPHILIC COPOLYMER FOR NANOPARTICLE TECHNOLOGY, Macromolecules, 30(4), 1997, pp. 846-851
In order to develop ''stealth'' injectable PEG-coated poly(alkyl cyano
acrylate) (PACA) nanoparticles, a novel poly(MePEG cyanoacrylate-co-al
kyl cyanoacrylate) copolymer has been synthetized in a simple way by c
ondensing MePEG cyanoacetate esters with formaldehyde in the presence
of dimethylamine. This approach allowed the covalent linkage of PEG mo
ieties to the cyanoacrylate polymer, thus avoiding the risk of desorpt
ion of PEG, as in the case of a PEG coating obtained by simple adsorpt
ion onto preformed nanoparticles. In addition, the condensation proced
ure allowed a better control of the polymerization process than in the
case of anionic polymerization of alkyl cyanoacrylates. Finally, we h
ave shown that the hydrophobicity of the copolymer can be perfectly mo
dulated by adjusting the MePEG cyanoacetate/alkyl cyanoacetate ratio.
Characterization of the copolymer has been performed by NMR, GPC, and
FTIR analysis. Monodispersed nanoparticles were easily prepared by nan
oprecipitation of this amphiphilic copolymer.