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Brønsted acid‐catalyzed polymerization of ε‐caprolactone in water: A mild and straightforward route to poly(ε‐caprolactone)‐graft‐water‐soluble polysaccharides
Authors:Nicholas Stanley  Georgiana Bucataru  Yong Miao  Audrey Favrelle  Marc Bria  Francois Stoffelbach  Patrice Woisel  Philippe Zinck
Institution:1. Unity of Catalysis and Solid State Chemistry, UMR CNRS 8181, University Lille 1, Science and Technology, , Cédex, France;2. Centre Commun de mesure RMN, Université Lille 1, Science and Technology, , Cédex, France;3. Sorbonne Universités, UPMC Univ Paris 06, UMR CNRS 8232, IPCM, Chimie des Polymères, , F‐75005 Paris, France;4. Unite des Materiaux Et Transformations, UMET, UMR CNRS 8207, Equipe Ingenierie des Systemes Polymeres, Université Lille 1, Science and Technology, , 59655 Villeneuve d'Ascq, Cédex, France
Abstract:The polymerization of ε‐caprolactone (ε‐CL) has been assessed in water using various Brønsted acids as catalysts. The reaction was found to be quantitative at 100 °C, leading to number–average molecular weights up to 5000 g mol?1. The Brønsted acid‐catalyzed polymerization of ε‐CL in water was further conducted in the presence of water‐soluble polysaccharides thereby affording graft copolymers. The approach enables an easy, mild access to dextran hydroxyesters. For low degree of substitution, the latter self‐assembles in water to form nanoparticles. Poly(ε‐CL)‐graft‐methylcellulose copolymers can also be obtained via a similar approach. It is noteworthy that the methodology reported herein is a one‐step route to poly(ε‐CL)‐graft‐water‐soluble polysaccharides, operating in mild conditions, that is, at low temperatures, using readily available metal‐free catalysts and water as a solvent. © 2014 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2014 , 52, 2139–2145
Keywords:Brø  nsted acids  catalysis  copolymerization  graft copolymers  organocatalysis  polyesters  polysaccharides  poly(ε  ‐caprolactone)
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