Extending the durability of polymer plastics and minimizing
toxicity
concerns to humans and the environment are among the essential goals
toward sustainability. Continuing our efforts in this area, we report
herein the design, optimized synthesis, and migration studies of macromolecular
benzophenones (MBPs) using three important building blocks
including poly(ethylene-co-acrylic acid), pentaerythritol,
and tris(2,3-epoxypropyl)isocyanurate for sustainable food packaging
applications. All MBPs are synthesized in gram scales,
with the synthetic limitations being investigated. Interestingly,
polymer-bound triphenyl phosphine is found to be an effective and
recyclable Lewis-based catalyst for an epoxy ring opening reaction
to prepare an MBP in only one step starting from 2,4-dihydroxybenzophenone.
The migration profiles of MBPs are much improved in comparison
with that of the small molecule BP-1 (Uvinul 3008) and
on par with the Food and Drug Administration-approved macromolecular
cyanoacrylate Uvinul 3030 (UVN). They also show an excellent
ability to protect polystyrene from photodegradation and yellowing
processes, suggesting that they may find a real-life application in
the plastic industry.