"Clickable" polyglycolides: Tunable synthons for thermoresponsive, degradable polymers

  • Jiang X
  • Vogel E
  • Smith M
 et al. 
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"Click" chemistry is a powerful method for post-polymerization modification of polymers and other materials. Because of the importance of lactide-based functional polymers in materials and medical applications, we synthesized 3,6-dipropargyl-1,4-dioxane-2,5-dione, an acetylene-functionalized glycolide monomer. Its subsequent polymerization and copolymerization with lactide provided a new polyglycolide homopolymer as well as random and block copolymers that have pendant acetylene groups available for the attachment of chemical functionality using "click" chemistry. A protocol was devised to permit "click" functionalization of polyglycolides with no degradation in molecular weight. As one demonstration of the power of this approach to substituted polyglycolides, we have prepared a family of degradable, thermoresponsive materials that exhibit lower critical solution temperatures (LCST) from room temperature to > 60 degrees C.

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  • Xuwei Jiang

  • Erin B. Vogel

  • Milton R. Smith

  • Gregory L. Baker

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