Park Nathaniel H, Fevre Mareva, Voo Zhi Xiang, Ono Robert J, Yang Yi Yan, Hedrick James L
IBM Almaden Research Center, 650 Harry Road, San Jose, California 95120, United States.
Institute of Bioengineering and Nanotechnology, 31 Biopolis Way, The Nanos, Singapore 138669, Singapore.
ACS Macro Lett. 2016 Nov 15;5(11):1247-1252. doi: 10.1021/acsmacrolett.6b00705. Epub 2016 Oct 27.
Postpolymerization modification is a critical strategy for the development of functional polycarbonate scaffolds for medicinal applications. To expand the scope of available postpolymerization functionalization methods, polycarbonates containing pendant thioether groups were synthesized by organocatalyzed ring-opening polymerization. The thioether group allowed for the postpolymerization ring-opening of functional epoxides, affording a wide variety of sulfonium-functionalized A-B diblock and A-B-A triblock polycarbonate copolymers. The pendant thioether groups were found to be compatible with previously developed postsynthesis functionalization methods allowing for selective and orthogonal modifications of the polycarbonates.
聚合后修饰是开发用于医学应用的功能性聚碳酸酯支架的关键策略。为了扩大可用的聚合后功能化方法的范围，通过有机催化的开环聚合合成了含有侧链硫醚基团的聚碳酸酯。硫醚基团允许功能性环氧化物进行聚合后开环，从而得到多种锍功能化的A-B二嵌段和A-B-A三嵌段聚碳酸酯共聚物。发现侧链硫醚基团与先前开发的合成后功能化方法兼容，从而可以对聚碳酸酯进行选择性和正交修饰。
