Macromolecular surface design: Photopatterning of functional stable nitrile oxides

Ozcan Altintas, Mathias Glassner, Cesar Rodriguez-Emmenegger, Alexander Welle, Vanessa Trouillet, Christopher Barner-Kowollik

Research output: Contribution to journalArticlepeer-review

32 Scopus citations


The efficient trapping of photogenerated thioaldehydes with functional shelf-stable nitrile oxides in a 1,3-dipolar cycloaddition is a novel and versatile photochemical strategy for polymer end-group functionalization and surface modification under mild and equimolar conditions. The modular ligation in solution was followed in detail by electrospray ionization mass spectrometry (ESI-MS). X-ray photoelectron spectroscopy (XPS) was employed to analyze the functionalized surfaces, whereas time-of-flight secondary-ion mass spectrometry (ToF-SIMS) confirmed the spatial control of the surface functionalization using a micropatterned shadow mask. Polymer brushes were grown from the surface in a spatially confined regime by surface-initiated atom transfer radical polymerization (SI-ATRP) as confirmed by TOF-SIMS, XPS as well as ellipsometry.

Original languageEnglish (US)
Pages (from-to)5777-5783
Number of pages7
JournalAngewandte Chemie - International Edition
Issue number19
StatePublished - May 4 2015
Externally publishedYes

Bibliographical note

Publisher Copyright:
© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.


  • modular ligation
  • nitrogen heterocycles
  • polymerization
  • stable nitrile oxides
  • surface analysis


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