Dresden 2017 – wissenschaftliches Programm
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O: Fachverband Oberflächenphysik
O 12: Organic-Inorganic Hybrid Systems and Organic Films II
O 12.1: Vortrag
Montag, 20. März 2017, 15:00–15:15, WIL A317
Promoted exchange reaction between alkanethiolate self-assembled monolayers and an azide-bearing substituent — Rui Yan1, Loïc Le Pleux2, Marcel Mayor2, and •Michael Zharnikov1 — 1Applied Physical Chemistry, Heidelberg University, 69120 Heidelberg, Germany — 2University of Basel, Department of Chemistry, St. Johannsring 19, CH-4056 Basel, Switzerland
The possibility of ultraviolet (UV) light promoted exchange reaction (UVPER) between the primary alkanethiolate (AT) self-assembled monolayers (SAM) and an azide-functionalized substituent (12-Azido-1-dodecanethiol, C12N3), capable of click reaction with ethynyl-bearing species, is demonstrated. This reaction resulted in the mixed AT/C12N3 films, with the portion of C12N3 precisely controlled by selection of a suitable UV dose. As the primary matrix, either non-substituted or oligo(ethylene glucole) (OEG) substituted AT SAMs were used, targeting mixed SAMs of chemical and biological significance. To demonstrate the flexibility of the approach, UV light with two different wavelengths (254 and 375 nm) was used, applied to the non-substituted and OEG-substituted AT SAMs, respectively. The surface density of the chemically active azide groups embedded in the non-reactive primary matrix could be varied according to the composition of the mixed SAMs. For the OEG-AT/C12N3 films, this resulted in the preparation of templates for specific protein adsorption, comprising biotin-bearing moieties embedded in the protein-repelling OEG-AT matrix.