CHEMICAL MODIFICATION OF GLASS BY SURFACES REACTION. IN SITU GENERATION OF GOLD NANOPARTICLES

ALEJANDRO M. GRANADOS; BERTOLINO MARIA CANDELARIA

Villa carlos paz

Congreso; 13th Latin American Conference on Physical Organic Chemistry; 2015

CLAFQO

Chemical modification of solid substrate by surfaces reactions. Bertolino M. Candelaria and Alejandro M. Granados.Departamento de Química Orgánica. Instituto de Investigaciones FÍsico-QuÍmicas de Córdoba, INFIQC. Facultad de Ciencias Químicas. Universidad Nacional de Córdoba E-mail: cbertolino@fcq.unc.edu.ar The miniaturization of devices is an emerging technology in areas such as computing, communication, etc. Because of this, in recent decades the chemical functionalization of solid substrates has had significant attention by scientists. Self-assembled monolayers (SAMs) provides a simple, robust and fast technique to produce functional surfaces on different materials, for example, are used silicon, glass, quartz, gold and organic polymers. Among these materials, glass is more attractive because it is optically transparent at wavelengths >320 nm and has a low intrinsic fluorescence. Moreover, it is readily available at low cost, has high mechanical stability, and easy surface modification techniques are known for this material . The versatility and utility of Fischer carbene complex have been widely demonstrated during the past two decades. The rich and diverse chemistry of these complexes has been utilized as key steps in the synthesis of several natural products2. Especially rewarding has been their participation in various cycloaddition reactions3, the products of which usually retain the metal carbene functionality that can be used in further transformations4. A triple bond conjugated with carbene carbon and the pentacarbonyl moiety is highly activated toward cycloaddition reactions. The pentacarbonylmetal fragment as a powerful electron-withdrawing group makes the conjugated alkyne considerably electron-deficient and polarized. On the other hand, nanoparticles have long been studied since they have unique optical or biological properties, and can be used in solution as well as on surfaces.In the present work, we created a SAM on a glass surface by 11-bromo-undececyltrimethoxysilane. The terminal bromide on monolayer was easily substituted by an azide group by SN2 reaction. The click reaction was carried out with this azide terminal surface and dialkynyl carbene complex. The same procedure was used with 11-amino-undececyltrimethoxysilane to produce an amino terminal SAM on the glass surface. The dialkynyl carbene complex was anchored to the surface by nucleophilic substitution reaction of amino group onto carbene carbon atom. The chemically modified surfaces were characterized by contact angle and X-ray photoelectron spectroscopy (XPS). Finally these surfaces were able to reduce Au(III) and Ag(I) to peroduce gold and silver nanoparticles anchored to an modified glass surface. The films was characterized by SEM-EDS, UV-Vis and AFM.