Toward one-pot lipase-catalyzed synthesis of poly(epsilon-caprolactone) particles in aqueous dispersion

• Published in: Colloids and Surfaces B: Biointerfaces
• Main Authors: Inprakhon, Pranee, Panlawan, Pabhangkon, Pongtharankul, Thunyarat, Marie, Emmanuelle, Wiemann, Lars O., DURAND, Alain, Sieber, Volker
• Other Authors: Mahidol University Bangkok, Fraunhofer (Fraunhofer-Gesellschaft), Laboratoire de Chimie Physique Macromoléculaire (LCPM), Institut de Chimie du CNRS (INC)-Université de Lorraine (UL)-Centre National de la Recherche Scientifique (CNRS)
• Format: Article in Journal/Newspaper
• Language: English
• Published: HAL CCSD 2014
• Subjects: Lipase; epsilon-caprolactone; Ring-opening polymerization; Aqueous dispersion; [CHIM.ORGA]Chemical Sciences/Organic chemistry; [CHIM.POLY]Chemical Sciences/Polymers; Antarc*; Antarctica
• Online Access: https://hal.univ-lorraine.fr/hal-01498199; https://doi.org/10.1016/j.colsurfb.2013.09.011

International audience The preparation of polyester particles using enzyme-catalyzed (lipase from Candida antarctica B. CALB) ring-opening polymerization of epsilon-caprolactone (epsilon-CL) in aqueous dispersion was demonstrated for the first time. Immobilization of CALB enabled a significant increase of the number-average degree of polymerization of epsilon-CL oligomers (up to 38) as compared to dissolved CALB (8 at the maximum). The nature and amount of lipase, as well as the nature of the support material were identified as key parameters controlling ring-opening polymerization of epsilon-CL in aqueous dispersion. In addition, the involvement of solubilized monomers in polymerization elementary reactions was demonstrated and the consequences on oligomers average length were detailed. An overall mechanism of lipase-catalyzed epsilon-CL polymerization in aqueous dispersion taking into account the colloidal nature of reaction medium was proposed on the basis of experimental results.