Jump to main content
Jump to site search
Access to RSC content Close the message box

Continue to access RSC content when you are not at your institution. Follow our step-by-step guide.


All chapters
Previous chapter Next chapter

CHAPTER 4

Thiol–Thiosulfonate Chemistry in Polymer Science: Simple Functionalization of Polymers via Disulfide Linkages

Herein we highlight the reaction of thiols with thiosulfonates yielding asymmetric disulfides. The chapter begins with an overview of the synthesis and reactivity of functional thiosulfonates and is followed by a review of polymeric thiosulfonates. We then emphasize the novel use of thiosulfonates as trapping/functionalization agents for macromolecular thiols obtained from parent (co)polymers prepared by reversible addition‐fragmentation chain transfer (RAFT) radical polymerization. We also note how such facile disulfide‐forming chemistries can be readily employed simultaneously with other highly efficient coupling chemistries with an emphasis on the concurrent reaction of activated esters with amines in the presence of thiosulfonates. Finally, we discuss the use of methyl disulfide (SSMe) functional/end‐modified (co)polymers as reagents for the formation of polymeric self‐assembled monolayers (polymer brushes) on metal surfaces such as nanoparticles and quantum dots.

Publication details


Print publication date
15 Aug 2013
Copyright year
2013
Print ISBN
978-1-84973-660-2
PDF eISBN
978-1-84973-696-1
From the book series:
Polymer Chemistry Series