1. Functionalization of silica gel with organotrialkynyltins: new method of covalent attachment of organic groups on silica gel
- Author
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Rudolph Willem, Monique Biesemans, Bernard Jousseaume, Sandrine Boutet, Christine Labrugère, Thierry Toupance, Laurent Delattre, Laboratoire de chimie organique et organométallique (LCOO), Université Sciences et Technologies - Bordeaux 1-Centre National de la Recherche Scientifique (CNRS), High-Resolution NMR Centre, Vrije Universiteit Brussel (VUB), Institut de Chimie de la Matière Condensée de Bordeaux (ICMCB), Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Université de Bordeaux (UB), Saint-Gobain Recherche (SGR), SAINT-GOBAIN, High Resolution NMR Centre, and Vrije Universiteit Brussel
- Subjects
Materials science ,General Chemical Engineering ,Inorganic chemistry ,Silica Gel ,010402 general chemistry ,01 natural sciences ,Covalent bond ,chemistry.chemical_compound ,Trichlorosilane ,Polymer chemistry ,Monolayer ,Materials Chemistry ,Funtionalized ,Organotrialkynyltins ,010405 organic chemistry ,Silica gel ,Hydride ,Chemical modification ,General Chemistry ,[CHIM.MATE]Chemical Sciences/Material chemistry ,Organic Groups ,0104 chemical sciences ,chemistry ,Chemisorption ,Surface modification - Abstract
A new precursor molecule for chemical modification of oxide surfaces, the trialkynyl(fluoroorgano)tin(IV) (C4H9-CC)3Sn(CH2)2(CF2)7CF3, 1, was synthesized in three steps from tricyclohexyltin hydride. Compound 1 reacted with Biosepra 100 silica to give chain loadings as high as 0.28 mmol·g-1 to be compared to 0.44 mmol·g-1 reached with the trichlorosilane analogue Cl3Si(CH2)2(CF2)7CF3, 2. The modified powders have been thoroughly characterized using elemental analysis, FTIR spectroscopy, solid-state 29Si, 13C, and 29Si CP-MAS NMR, XPS, and TGA-MS. Irreversible chemisorption took place in solution at room temperature to give a fluorinated chain thin layer, likely a monolayer, via removal of three hex-1-yne molecules and formation of Sibulk-O-Sn-C linkages. The chemisorption process involves hydrolysis of the precursor in solution before reaction with the silica surface and led to surface-modified silica thermally stable up to 350 C. Trialkynylorganotins in solution might be therefore advantageously exploited to modify chemically SnO2 or TiO2 surfaces to get dye-sensitized oxide materials able to achieve light-to-electricity conversion.
- Published
- 2005
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