Staff Publications

Staff Publications

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    'Staff publications' is the digital repository of Wageningen University & Research

    'Staff publications' contains references to publications authored by Wageningen University staff from 1976 onward.

    Publications authored by the staff of the Research Institutes are available from 1995 onwards.

    Full text documents are added when available. The database is updated daily and currently holds about 240,000 items, of which 72,000 in open access.

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Record number 431402
Title Preparation, Characterization, and Surface Modification of Trifluoroethyl Ester-Terminated Silicon Nanoparticles
Author(s) Biesta, W.; Lagen, B. van; Gevaerts, V.S.; Marcelis, A.T.M.; Paulusse, J.M.J.; Nielen, M.W.F.; Zuilhof, H.
Source Chemistry of materials 24 (2012)22. - ISSN 0897-4756 - p. 4311 - 4318.
Department(s) Laboratory for Organic Chemistry
RIKILT Directie
Publication type Refereed Article in a scientific journal
Publication year 2012
Keyword(s) quantum dots - click chemistry - microemulsion synthesis - electronic-properties - biological detection - organic-molecules - in-vivo - nanocrystals - functionalization - monolayers
Abstract Platinum-catalyzed hydrosilylation of hydrogen-terminated silicon nanoparticles (Si NPs) with 2,2,2-trifluoroethyl 4-pentenoate gave well-defined nanoparticles (NPs) with surface groups that are reactive toward amines. The particles showed a diameter of 1.4 ± 0.2 nm as revealed by transmission electron microscopy (TEM) measurements. Characterization with 1H, 13C and heteronuclear NMR techniques revealed that the trifluoroethyl pentenoate group is attached to the Si NP surface via the terminal carbon atom. The trifluoroethyl ester is reactive toward primary amines, allowing for additional surface functionalization. Modification of the Si NPs was performed with benzylamine, 1,2-diaminoethane, and propargylamine. The modification gave a complete substitution of the trifluoroethyl group to amide groups. The modified Si NPs were characterized in detail by a series of one-dimensional (1-D) and two-dimensional (2-D) NMR techniques and by FT-IR. The propargylamide-terminated Si NPs were further functionalized with an azide-terminated fluorescent dye (Azide-Fluor 585 sulphorhodamine) using a copper-catalyzed azide-alkyne cycloaddition reaction (CuAAC). Gel permeation chromatography and time-resolved fluorescence anisotropy spectroscopy of the dye reveal a significant increase in the hydrodynamic radius upon clicking of the dye. Additionally, NMR spectroscopy reveals the presence of a 1,2,3-triazole ring in the product, which confirms that the increase in the hydrodynamic radius is caused by the attachment of the dye to the Si NP surface via the CuAAC reaction.
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