Elaboration of densely functionalized polylactide nanoparticles from N‐acryloxysuccinimide‐based block copolymers |
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Authors: | Nadège Handké Thomas Trimaille Elsa Luciani Marion Rollet Thierry Delair Bernard Verrier Denis Bertin Didier Gigmes |
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Affiliation: | 1. Laboratoire Chimie Provence (LCP), UMR 6264, Universités d'Aix‐Marseille I, II et III ‐ CNRS, Equipe Chimie Radicalaire Organique et Polymères de Spécialité, Case 542, Av. Escadrille Normandie‐Niemen, 13397 Marseille Cedex 20, France;2. Institut de Biologie et de Chimie des Protéines (FRE 3310), Université Lyon 1 ‐ CNRS, 7 Passage du Vercors, 69367 Lyon, France;3. Laboratoire des Matériaux Polymères et Biomatériaux (UMR 5223), Université Lyon 1 ‐ CNRS, 15 Boulevard Latarjet, 69622 Villeurbanne, France |
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Abstract: | Poly(N‐acryloxysuccinimide) (PNAS) and poly(N‐acryloxysuccinimide‐co‐N‐vinylpyrrolidone) (P(NAS‐co‐NVP)) of adjustable molecular weights and narrow polydispersities were prepared by nitroxide‐mediated polymerization (NMP) in N,N‐dimethylformamide in the presence of free SG1 (N‐tert‐butyl‐N‐1‐diethylphosphono‐(2,2‐dimethylpropyl) nitroxide), with MAMA‐SG1 (N‐(2‐methylpropyl)‐N‐(1‐diethylphosphono‐2,2‐dimethylpropyl)‐O‐(2‐carboxylprop‐2‐yl)hydroxylamine) alkoxyamine as initiator. The reactivity ratios of NAS and NVP were determined to be rNAS = 0.12 and rNVP = 0, indicating a strong alternating tendency for the P(NAS‐co‐NVP) copolymer. NAS/NVP copolymerization was then performed from a SG1‐functionalized poly(D ,L ‐lactide) (PLA‐SG1) macro‐alkoxyamine as initiator, leading to the corresponding PLA‐b‐P(NAS‐co‐NVP) block copolymer, with similar NAS and NVP reactivity ratios as mentioned above. The copolymer was used as a surface modifier for the PLA diafiltration and nanoprecipitation processes to achieve nanoparticles in the range of 450 and 150 nm, respectively. The presence of the functional/hydrophilic P(NAS‐co‐NVP) block, and particularly the N‐succinimidyl (NS) ester moieties at the particle surface, was evidenced by ethanolamine derivatization and zeta potential measurements. © 2011 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2011 |
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Keywords: | block copolymers functionalized poly(D,L‐lactide) nanoparticles nitroxide‐mediated polymerization N‐acryloxysuccinimide N‐vinylpyrrolidone |
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