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Issue 45, 2010
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Bioconjugate functionalization of thermally carbonized porous silicon using a radical coupling reaction

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Abstract

The high stability of Salonen's thermally carbonized porous silicon (TCPSi) has attracted attention for environmental and biochemical sensing applications, where corrosion-induced zero point drift of porous silicon-based sensor elements has historically been a significant problem. Prepared by the high temperature reaction of porous silicon with acetylene gas, the stability of this silicon carbide-like material also poses a challenge—many sensor applications require a functionalized surface, and the low reactivity of TCPSi has limited the ability to chemically modify its surface. This work presents a simple reaction to modify the surface of TCPSi with an alkyl carboxylate. The method involves radical coupling of a dicarboxylic acid (sebacic acid) to the TCPSi surface using a benzoyl peroxide initiator. The grafted carboxylic acid species provides a route for bioconjugate chemical modification, demonstrated in this work by coupling propylamine to the surface carboxylic acid group through the intermediacy of pentafluorophenol and 1-ethyl-3-[3-dimethylaminopropyl]carbodiimide hydrochloride (EDC). The stability of the carbonized porous Si surface, both before and after chemical modification, is tested in phosphate buffered saline solution and found to be superior to either hydrosilylated (with undecylenic acid) or thermally oxidized porous Si surfaces.

Graphical abstract: Bioconjugate functionalization of thermally carbonized porous silicon using a radical coupling reaction

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Supplementary files

Article information


Submitted
30 Jul 2010
Accepted
25 Aug 2010
First published
21 Oct 2010

Dalton Trans., 2010,39, 10847-10853
Article type
Paper

Bioconjugate functionalization of thermally carbonized porous silicon using a radical coupling reaction

B. Sciacca, S. D. Alvarez, F. Geobaldo and M. J. Sailor, Dalton Trans., 2010, 39, 10847
DOI: 10.1039/C0DT00936A

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