1 research outputs found
Triclocarban: Commercial Antibacterial and Highly Effective H‑Bond Donating Catalyst for Ring-Opening Polymerization
The antibacterial compound, triclocarban
(TCC), is shown to be
a highly effective H-bond donating catalyst for ring-opening polymerization
(ROP) when applied with an H-bond accepting base cocatalyst. These
ROPs exhibit the characteristics of “living” polymerizations.
TCC is shown to possess the high activity characteristic of urea (vs
thiourea) H-bond donors. The urea class of H-bond donors is shown
to remain highly active in H-bonding solvents, a trait that is not
displayed by the corresponding thiourea H-bond donors. Two H-bond
donating ureas that are electronically similar to TCC are evaluated
for their efficacy in ROP, and a mechanism of action is proposed.
This “off-the-shelf” H-bond donor is among the most
active and most controlled organocatalysts for the ROP of lactones