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Study of the Grafting of Bromoacetylated -Hydroxy--Methoxypoly(Ethyleneglycol) onto Anionically Activated Poly(-Caprolactone)

CRBA, UMR CNRS 5473, Faculty of Pharmacy, 15 avenue Charles Flahault, 34060 Montpellier, France

Jean Coudane

CRBA, UMR CNRS 5473, Faculty of Pharmacy, 15 avenue Charles Flahault, 34060 Montpellier, Francejcoudane{at}pharma.univ-montp1.fr

Jonathan McGrath

Michel Vert

CRBA, UMR CNRS 5473, Faculty of Pharmacy, 15 avenue Charles Flahault, 34060 Montpellier, France

Bromoacetylated -hydroxy- methoxy-poly (ethyleneglycol) (M_n = 2000 g mol^–1) was allowed to react with a poly( caprolactone) (M_n = 53,700, M_w/M_n =(1.50) that was first activatedby removing some of the proton atoms borne by the carbon atoms locatedin -position of carbonyl groups using lithium N-N-diisopropylamide as basic reagent in tetrahydrofurane at 78°C under argon flow. The reaction resulted in the grafting of methoxy poly(ethylene glycol) segments to some of the poly("-caprolactone) chains. The resulting polymeric compounds were characterized by various analytical techniques including NMR, SEC, DSC, X-ray diffraction and contact angle. Various characteristics of the recovered compounds, namely degree of substitution, degree of crystallinity, glass transition and melting temperatures, hydrophilicity, were evaluated. It was concluded that grafting was effective but sometimes not all poly("-caprolactone) chains were modified, depending on experimental conditions. Moreover, 150 nm nanoparticles were obtained without any additional surfactant for a 0.74% substitution degree copolymer.

Key Words: anionic substitution • polymer chain grafting • copolymers • hydrophilic polymers • poly(–caprolactone) • poly(ethylene glycol)

Journal of Bioactive and Compatible Polymers, Vol. 17, No. 6, 417-432 (2002)
DOI: 10.1177/088391102030911


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