Direct generation of polymer films on copper surfaces through azide-alkyne cycloaddition reactions between peptidomimetic oligomers

Neel H. Shah, Kent Kirshenbaum

Research output: Contribution to journalArticle

Abstract

N-substituted glycine oligomers, or peptoids, can be used in conjunction with the copper-catalyzed [3 + 2] cycloaddition of azides and alkynes to generate branched polymer networks. By incorporating both azides and alkynes as side chain functionalities on the oligomer scaffolds, peptoids are able to form cross-linked macromolecular products. The oligomer starting materials are readily associated onto copper metal sheets, allowing for localized cross-link proliferation which in turn generates thin film polymer coatings. This novel procedure provides a direct method for the chemical modification of metal surfaces and the formation of mechanically robust sequence-specific polymer networks.

Original languageEnglish (US)
Pages (from-to)1134-1139
Number of pages6
JournalMacromolecular Rapid Communications
Volume29
Issue number12-13
DOIs
StatePublished - Jul 1 2008

Fingerprint

Peptidomimetics
Alkynes
Azides
Cycloaddition
Peptoids
Oligomers
Polymer films
Copper
Polymers
N-substituted Glycines
Forms (concrete)
Chemical modification
Sheet metal
Scaffolds
Amino acids
Metals
Thin films
Coatings

Keywords

  • Biomaterials
  • Biomimetic
  • Click chemistry
  • Metal coating
  • Peptoids

ASJC Scopus subject areas

  • Organic Chemistry
  • Materials Chemistry
  • Polymers and Plastics

Cite this

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AB - N-substituted glycine oligomers, or peptoids, can be used in conjunction with the copper-catalyzed [3 + 2] cycloaddition of azides and alkynes to generate branched polymer networks. By incorporating both azides and alkynes as side chain functionalities on the oligomer scaffolds, peptoids are able to form cross-linked macromolecular products. The oligomer starting materials are readily associated onto copper metal sheets, allowing for localized cross-link proliferation which in turn generates thin film polymer coatings. This novel procedure provides a direct method for the chemical modification of metal surfaces and the formation of mechanically robust sequence-specific polymer networks.

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