ACTIVE‐BAPO – A Versatile Transfer Agent for Photoactive Bis(acyl)phosphane Oxide Units
Anna Widera, Riccardo Conti, Andrea Cosola, Ashling Fäh, Debora Thöny, Marco Sangermano, Joëlle Levalois‐Grützmacher, Hansjörg Grützmacher
Abstract
A N-hydroxy succinimide (NHS) ester substituted bis(acyl)phosphane oxide (ACTIVE-BAPO) was prepared by phospha-Michael addition and used for an easy one-step BAPO ligation with substrates containing primary amino groups, such as amino acids, proteins, and poly(amidoamine) (PAMAM) dendrimers. Thereby, a range of new molecular and polymeric photoinitators was obtained. Real-time photo-rheology experiments demonstrated the outstanding efficiency of the PAMAM BAPOs as photoinitiators for free radical polymerization. Remarkably, it is found that PAMAM BAPOs also act as crosslinking agents to convert monofunctional methacrylate monomers into thermosetting networks without any further additives. Depending on the number of the attached BAPOs, thermosets with a different degree of crosslinking and swelling capability in water were obtained.