Sequential Thiol-Epoxy and Esterification Reactions: A Facile Route to Bifunctional Homopolymer Sequences

  • Mihaiela C. StuparuEmail author
  • Anzar KhanEmail author
Part of the Advances in Polymer Science book series (POLYMER, volume 269)


In this chapter, a post-polymerization double-modification strategy involving sequential thiol-epoxy and esterification reactions is discussed for the preparation of bifunctionalized homopolymer sequences. For this, initially, the synthesis and stability of poly(glycidyl methacrylate), the primary reactive scaffold, are considered. Double modification of the glycidyl units through consecutive thiol-epoxy and esterification reactions is then examined along with its potential to give rise to functionalized molecular bottlebrushes. Finally, application of this strategy for the preparation of amphipathic homopolymer sequences and their application in the arena of siRNA delivery are discussed.


Amphipathic polymers Bifunctionalized homopolymers Dual-functional polymers Poly(glycidyl methacrylate) Post-polymerization modification Sequential reactions siRNA delivery Thiol-epoxy reaction 



M.C.S. gratefully acknowledges Nanyang Technological University (Singapore) for financial support. A.K. thanks A. D. Schlüter (ETH-Z) for support.


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Copyright information

© Springer International Publishing Switzerland 2014

Authors and Affiliations

  1. 1.Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, and School of Materials Science and EngineeringNanyang Technological UniversitySingaporeSingapore
  2. 2.Department of MaterialsETH-ZürichZürichSwitzerland

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