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Glycosylidene Carbenes. Part 27. Glucosidation of titanium dioxide with 1‐aziglucoses: Preparation and characterization of modified titanium‐dioxide surfaces
Author(s) -
Weber Martin,
Vasella Andrea,
Textor Marcus,
Spencer Nicholas D.
Publication year - 1998
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19980810546
Subject(s) - chemistry , titanium dioxide , x ray photoelectron spectroscopy , physisorption , contact angle , mass spectrometry , chromatography , organic chemistry , chemical engineering , catalysis , engineering
Titanium‐dioxide surfaces have been glycosylated with the benzyl‐, 4‐fluorobenzyl‐, and acetyl‐protected diazirines 1 – 3 . The modified TiO 2 surfaces were characterized by contact‐angle measurement, X‐ray photoelectron spectroscopy (XPES), and time‐of‐flight secondary‐ion mass spectrometry (ToF‐SIMS). The main by‐products of the glucosidation (mostly azines and trehaloses) were identified. Their physisorption slightly reduces the efficiency of the glucosidation by 1 m M solution of 1 or 2 in CH 2 Cl 2 , but this influence is neutralized by repeating the glucosidation, or by using a 100 m M solution of the diazirines. The immobilized, acetylated glucosyl moieties were deacetylated in situ . Calculations based on the XPES peaks of Ti 2p and F 1s for the TiO 2 surface modified with 2 indicated 1.5 ± 0.9 immobilized glucosyl moieties per nm 2 .