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Synthesis of γ-cyclodextrin substituted bis(acyl)phosphane oxide derivative (BAPO-γ-CyD) serving as multiple photoinitiator and crosslinking agent

Andrea Cosola, Riccardo Conti, Vijay Kumar Rana, Marco Sangermano, Annalisa Chiappone, Joëlle Levalois‐Grützmacher, Hansjörg Grützmacher

2020Chemical Communications31 citationsDOIOpen Access PDF

Abstract

A new multi-photoactive γ-cyclodextrin substituted bis(acyl)phosphane oxide derivative (BAPO-γ-CyD) was successfully prepared via a convergent synthesis using a phospha-Michael-addition, as confirmed by 1H-, 13C-, 31P-NMR and IR spectroscopy and mass spectrometry. Kinetic studies carried out by photo-DSC and photo-rheology demonstrated its outstanding efficiency as a photoinitiator for free-radical polymerization. Remarkably, it is found that BAPO-γ-CyD also acts as a crosslinking agent to convert monofunctional methacrylate monomers into self-standing thermosetting networks with extensive swelling capability in water.

Topics & Concepts

PhotoinitiatorCyclodextrinDerivative (finance)ChemistrySelf-healing hydrogelsOxidePolymer chemistryCombinatorial chemistryOrganic chemistryPolymerBusinessMonomerFinanceHydrogels: synthesis, properties, applicationsAdvanced Polymer Synthesis and CharacterizationSupramolecular Chemistry and Complexes
Synthesis of γ-cyclodextrin substituted bis(acyl)phosphane oxide derivative (BAPO-γ-CyD) serving as multiple photoinitiator and crosslinking agent | Litcius