S. Cammas et al., HETEROBIFUNCTIONAL POLY(ETHYLENE OXIDE) - SYNTHESIS OF ALPHA-METHOXY-OMEGA-AMINO AND ALPHA-HYDROXY-OMEGA-AMINO PEOS WITH THE SAME MOLECULAR-WEIGHTS, Bioconjugate chemistry, 6(2), 1995, pp. 226-230
Well-defined alpha-methoxy-omega-amino and alpha-hydroxy-omega-amino p
oly(ethylene oxide)s (PEOs) were obtained after chemical modifications
of alpha-hydroxy-omega-allyl PEG which was synthesized by anionic pol
ymerization of ethylene oxide (EO) with allyl alcoholate as initiator;
molecular weights of the prepolymer were controlled by the monomer/in
itiator ratio. Addition of methyl iodide on the hydroxy function of th
is prepolymer led to an alpha-methoxy-omega-allyl PEG; completion of t
he reaction and purity of the resulting polymer were demonstrated by H
-1, C-13 NMR and GPC studies. Addition reactions of 2-amino-ethanethio
l hydrochloride on alpha-hydroxy-omega-allyl PEO and alpha-methoxy-ome
ga-allyl PEO in the presence of azobisisobutyronitrile (AIBN) led to t
he expected homopolymers without any side reactions as shown by H-1 an
d C-13 NMR spectra.