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The synthesis of an epoxy thiolactone is described. The reactivity of this epoxy thiolactone towards amines is evaluated and presented in a four component reaction. Upon ring opening of the thiolactone with an amine an AB-type epoxy thiol monomer is generated which in situ starts a thiol–epoxy polymerization. The polymerization mechanism and kinetics are investigated: the influence of different parameters such as solvent, substrate concentration, and catalyst on the reaction course is explored. Finally, concepts for the formation of reactive hydrogels are presented.

Graphical abstract: An epoxy thiolactone on stage: four component reactions, synthesis of poly(thioether urethane)s and the respective hydrogels

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