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Renewable and recyclable covalent adaptable networks based on bio-derived lipoic acid

Maher A. Alraddadi, Viviane Chiaradia, Connor J. Stubbs, Joshua C. Worch, Andrew P. Dove

2021Polymer Chemistry62 citationsDOIOpen Access PDF

Abstract

a one-step esterification or amidation reaction and reacted with a commercially available multi-valent thiol in the presence of an organobase catalyst to afford dynamically crosslinked networks. Large differences in material properties, such as storage modulus and glass transition temperature, were observed when the ratio of the lipoic acid-based monomer to thiol (from 1 : 1 to 16 : 1) and the composition of the monomer were changed to modify the network architecture. The thermomechanical properties of an optimised formulation were investigated more thoroughly to reveal a moderately strong rubber (ultimate tensile strength = 1.8 ± 0.4 MPa) possessing a large rubbery plateau (from 0 to 150 °C) which provides an adaptable material with a wide operational temperature range. Finally, the chemical recycling, or depolymerisation, of the optimised network was also demonstrated by simply solvating the material in the presence of an organobase catalyst.

Topics & Concepts

Covalent bondMonomerBifunctionalGlass transitionDynamic covalent chemistryRaw materialUltimate tensile strengthMoietyMaterials scienceThermosetting polymerCatalysisChemistryChemical engineeringOrganic chemistryPolymerComposite materialMoleculeSupramolecular chemistryEngineeringCarbon dioxide utilization in catalysisbiodegradable polymer synthesis and propertiesPolymer composites and self-healing
Renewable and recyclable covalent adaptable networks based on bio-derived lipoic acid | Litcius