Since 2011, covalent adaptable networks (CANs) try to bridge the gap between mechanically robust materials and their facile re-processability. CANs gained interest in the last decade and there is extensive research for application in self-healing, composites, responsive hydrogels, and improved recyclability. In this framework, a system based on β-amino ester chemistry obtained via aza-Michael addition -one of the most exploited click-like reaction in acrylic and methacrylic industry- is presented. Preliminary model studies were performed to establish the aza-Michael addition kinetics and side reactions between the Michael donor (sterically hindered and not hindered amines) and the Michael acceptor (either acrylic or methacrylic moieties). Bulk materials were then obtained with a simple one pot synthesis. Such materials -based both on acrylic and methacrylic substrates- can be reprocessed and selected formulations present self-healing. This investigation contributes to the expanding field of dynamic polymer networks, offering insights into the design and application of β-amino ester-based CANs.

Aza-Michael magic: engineering reprocessable polymers with β-amino esters

Erica Laguzzi;Michele Laus
2025-01-01

Abstract

Since 2011, covalent adaptable networks (CANs) try to bridge the gap between mechanically robust materials and their facile re-processability. CANs gained interest in the last decade and there is extensive research for application in self-healing, composites, responsive hydrogels, and improved recyclability. In this framework, a system based on β-amino ester chemistry obtained via aza-Michael addition -one of the most exploited click-like reaction in acrylic and methacrylic industry- is presented. Preliminary model studies were performed to establish the aza-Michael addition kinetics and side reactions between the Michael donor (sterically hindered and not hindered amines) and the Michael acceptor (either acrylic or methacrylic moieties). Bulk materials were then obtained with a simple one pot synthesis. Such materials -based both on acrylic and methacrylic substrates- can be reprocessed and selected formulations present self-healing. This investigation contributes to the expanding field of dynamic polymer networks, offering insights into the design and application of β-amino ester-based CANs.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11579/214682
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