Xu Jianwen, Prifti Fioleda, Song Jie
Department of Orthopedics and Physical Rehabilitation, Department of Cell Biology, University of Massachusetts Medical School, 55 Lake Avenue North, Worcester, MA 01655, USA.
Macromolecules. 2011 Apr 26;44(8):2660-2667. doi: 10.1021/ma200021m.
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).
尽管对功能性可降解生物材料的需求不断增加,但仍缺乏从常见结构单元生成具有模块化组成和明确功能的材料的策略。在此,我们报道了一种叠氮基官能化的环状碳酸酯单体AzDXO,它在1,8-二氮杂双环[5.4.0]-十一碳-7-烯的催化下表现出可控的/“活性”开环聚合动力学。AzDXO的均聚以及AzDXO与丙交酯的共聚产生了具有明确组成和窄多分散性的聚碳酸酯和聚(酯-碳酸酯)。这些聚合物的进一步侧链功能化通过铜催化或无铜应变促进的叠氮-炔环加成在简便条件下完成。这种通用的单体结构单元无需繁琐的纯化即可通过两步获得,为制备明确功能的聚碳酸酯和聚(酯-碳酸酯)提供了一种实用的解决方案。