A Versatile Monomer for Preparing Well-Defined Functional Polycarbonates and Poly(ester-carbonates)
Department of Orthopedics and Physical Rehabilitation; Department of Cell Biology
Medical Subject Headings
Biomaterials | Orthopedics | Rehabilitation and Therapy
Despite the increasing demands for functional degradable biomaterials, strategies for generating materials with modular compositions and well-defined functionalities from common building blocks are still lacking. Here we report an azido-functionalized cyclic carbonate monomer, AzDXO, that exhibited controlled/"living" ring-opening polymerization kinetics under the catalysis of 1,8-diazabicyclo[5.4.0]-undec-7-ene. Homopolymerization of AzDXO and copolymerization of AzDXO with lactide resulted in polycarbonate and poly(ester-carbonates) with well-defined composition and narrow polydispersity. Further side-chain functionalizations of these polymers were accomplished under facile conditions via copper-catalyzed or copper-free strain-promoted azido-alkyne cyclcoaddition. This versatile monomer building block, obtainable in two steps without tedious purifications, provides a practical solution to the preparation of well-defined functional polycarbonates and poly(ester-carbonates).
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Citation: Macromolecules. 2011 Apr 26;44(8):2660-2667. Link to article on publisher's site