Multiblock sequence-controlled glycopolymers via Cu(0)-LRP following efficient thiol-halogen, thiol-epoxy and CuAAC reactions

作者:Zhang Qiang; Anastasaki Athina; Li Guang Zhao; Haddleton Alice J; Wilson Paul; Haddleton David M*
来源:Polymer Chemistry, 2014, 5(12): 3876-3883.
DOI:10.1039/c4py00320a

摘要

The combination of copper(0) mediated living radical polymerization (Cu(0)-LRP) with thiol-halogen, thiolepoxy and copper catalysed alkyne azide coupling (CuAAC) click chemistry has been employed to give a new route to multiblock sequence-controlled glycopolymers. Multiblock poly(glycidyl acrylate)-co-(acrylic acid 3-trimethylsilanyl-prop-2-ynyl ester) (poly(GA)-co-(TMSPA)) were obtained by Cu(0)-LRP in DMSO at ambient temperature via iterative monomer addition whereby the sequence of the multi blocks is attained in a designed way. Thiol-halogen and thiol-epoxy reaction of poly(GA) have been exploited, which suggested a preference for the reaction of the halogen rather than the epoxide for the thiol with triethyl amine as catalyst. The obtained multiblock poly(GA)-co-(TMSPA) were then used for sequential thiol-halogen, thiol-epoxy and CuAAC reactions to build functional glycopolymers in defined sequence.

  • 出版日期2014