Click chemistry in materials synthesis. 1. Adhesive polymers from copper-catalyzed azide-alkyne cycloaddition

David D. Díaz, Sreenivas Punna, Philipp Holzer, Andrew K. Mcpherson, K. Barry Sharpless, Valery V. Fokin, M. G. Finn

Research output: Contribution to journalArticle

379 Citations (Scopus)

Abstract

The copper(I)-catalyzed cycloaddition reaction between azides and alkynes has been employed to make metal-adhesive materials. Copper and brass surfaces supply the necessary catalytic Cu ions, and thus the polymerization process occurs selectively on these metals in the absence of added catalysts. Alternatively, copper compounds can be added to monomer mixtures and then introduced to reducing metal surfaces such as zinc to initiate polymerization. The resulting materials were found to possess comparable or superior adhesive strength to standard commercial glues, and structure-activity correlations have identified several important properties of the monomers.

Original languageEnglish
Pages (from-to)4392-4403
Number of pages12
JournalJournal of Polymer Science, Part A: Polymer Chemistry
Volume42
Issue number17
DOIs
Publication statusPublished - 1 Sep 2004
Externally publishedYes

Fingerprint

Alkynes
Azides
Cycloaddition
Copper
Adhesives
Polymers
Metals
Monomers
Polymerization
Copper compounds
Glues
Brass
Zinc
Ions
Catalysts

Keywords

  • Adhesives
  • Alkynes
  • Azides
  • Click chemistry
  • Copper
  • Cycloaddition
  • Transition metal chemistry

ASJC Scopus subject areas

  • Polymers and Plastics
  • Materials Chemistry

Cite this

Díaz, D. D., Punna, S., Holzer, P., Mcpherson, A. K., Sharpless, K. B., Fokin, V. V., & Finn, M. G. (2004). Click chemistry in materials synthesis. 1. Adhesive polymers from copper-catalyzed azide-alkyne cycloaddition. Journal of Polymer Science, Part A: Polymer Chemistry, 42(17), 4392-4403. https://doi.org/10.1002/pola.20330

Click chemistry in materials synthesis. 1. Adhesive polymers from copper-catalyzed azide-alkyne cycloaddition. / Díaz, David D.; Punna, Sreenivas; Holzer, Philipp; Mcpherson, Andrew K.; Sharpless, K. Barry; Fokin, Valery V.; Finn, M. G.

In: Journal of Polymer Science, Part A: Polymer Chemistry, Vol. 42, No. 17, 01.09.2004, p. 4392-4403.

Research output: Contribution to journalArticle

Díaz, David D. ; Punna, Sreenivas ; Holzer, Philipp ; Mcpherson, Andrew K. ; Sharpless, K. Barry ; Fokin, Valery V. ; Finn, M. G. / Click chemistry in materials synthesis. 1. Adhesive polymers from copper-catalyzed azide-alkyne cycloaddition. In: Journal of Polymer Science, Part A: Polymer Chemistry. 2004 ; Vol. 42, No. 17. pp. 4392-4403.
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