One-pot enzyme-catalyzed synthesis of dual-functional polyester macromers towards surface-active hydrophobic films

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Abstract

Selective enzyme catalysis is a valuable tool for the processing of monomers into value-added materials. In the present study natural resources were used to retrieve an ω-hydroxy fatty acid monomer containing an epoxide functionality. A procedure was developed for the synthesis of dual-functional oligomers by utilizing lipase catalysis in a one-pot synthesis route. The chemoselectivity of the enzyme allowed addition of thiol monomers to the retrieved epoxy monomers, without harming the epoxides, achieving a thiol-epoxy functional polyester resin. The synthesis reached full conversion (>99%) after 8 h. It was possible to selectively crosslink the resin through UV-initiated cationic polymerization of the epoxides into thiol-functional thermosets. The curing performance was followed in situ by real-time FTIR. The thiol groups on the surface of the film were accessible for post-modification.

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Nameer, S., Semlitsch, S., Martinelle, M., & Johansson, M. (2017). One-pot enzyme-catalyzed synthesis of dual-functional polyester macromers towards surface-active hydrophobic films. RSC Advances, 7(79), 50294–50299. https://doi.org/10.1039/c7ra09828f

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