title: Macromolecular surface design: photopatterning of functional stable nitrile oxides.
abstract: 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.
authors.affiliation: Preparative Macromolecular Chemistry, Institut für Technische Chemie und Polymerchemie, Karlsruhe Institute of Technology (KIT), Engesserstrasse 18, 76128 Karlsruhe (Germany) http://www.macroarc.de; Institut für Biologische Grenzflächen (IBG), Karlsruhe Institute of Technology (KIT), Hermann-von-Helmholtz-Platz 1, 76344 Eggenstein-Leopoldshafen (Germany).
authors.forename: Ozcan
authors.initials: O
authors.lastname: Altintas
authors.forename: Mathias
authors.initials: M
authors.lastname: Glassner
authors.forename: Cesar
authors.initials: C
authors.lastname: Rodriguez-Emmenegger
authors.forename: Alexander
authors.initials: A
authors.lastname: Welle
authors.forename: Vanessa
authors.initials: V
authors.lastname: Trouillet
authors.forename: Christopher
authors.initials: C
authors.lastname: Barner-Kowollik
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D046911:Macromolecular Substances / Q000737:chemistry; D015394:Molecular Structure; D009570:Nitriles / Q000737:chemistry*; D010087:Oxides / Q000737:chemistry*; D055668:Photochemical Processes; D011108:Polymers / Q000138:chemical synthesis / Q000737:chemistry*; D013438:Sulfhydryl Compounds / Q000737:chemistry*; D013499:Surface Properties
chemical_list: D000447:Aldehydes; D046911:Macromolecular Substances; D009570:Nitriles; D010087:Oxides; D011108:Polymers; D013438:Sulfhydryl Compounds
keywords: modular ligation; nitrogen heterocycles; polymerization; stable nitrile oxides; surface analysis