Click chemistry in mesoporous materials: Functionalization of porous silicon rugate filters

In this paper we report the use of the optical properties of porous silicon photonic crystals, combined with the chemical versatility of acetylene-terminated SAMs, to demonstrate the applicability of "click" chemistry to mesoporous materials. Cu(I)-catalyzed alkyne-azide cycloaddition reac...

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Main Authors: Ciampi, Simone, Bocking, T., Kilian, K., Harper, J., Gooding, J.
Format: Journal Article
Published: American Chemical Society 2008
Online Access:http://hdl.handle.net/20.500.11937/30092
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author Ciampi, Simone
Bocking, T.
Kilian, K.
Harper, J.
Gooding, J.
author_facet Ciampi, Simone
Bocking, T.
Kilian, K.
Harper, J.
Gooding, J.
author_sort Ciampi, Simone
building Curtin Institutional Repository
collection Online Access
description In this paper we report the use of the optical properties of porous silicon photonic crystals, combined with the chemical versatility of acetylene-terminated SAMs, to demonstrate the applicability of "click" chemistry to mesoporous materials. Cu(I)-catalyzed alkyne-azide cycloaddition reactions were employed to modify the internal pore surfaces through a two-step hydrosilylation/cycloaddition procedure. A positive outcome of this catalytic process, here performed in a spatially confined environment, was only observed in the presence of a ligand-stabilized Cu(I) species. Detailed characterization using Fourier transform infrared spectroscopy and optical reflectivity measurements demonstrated that the surface acetylenes had reacted in moderate to high yield to afford surfaces exposing chemical functionalities of interest. The porous silicon photonic crystals modified by the two-step strategy, and exposing oligoether moieties, displayed improved resistance toward the nonspecific adsorption of proteins as determined with fluorescently labeled bovine serum albumin. These results demonstrate that "click" immobilization offers a versatile, experimentally simple, and modular approach to produce functionalized porous silicon surfaces for applications as diverse as porous siliconbased sensing devices and implantable biomaterials. © 2008 American Chemical Society.
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spelling curtin-20.500.11937-300922017-09-13T15:28:26Z Click chemistry in mesoporous materials: Functionalization of porous silicon rugate filters Ciampi, Simone Bocking, T. Kilian, K. Harper, J. Gooding, J. In this paper we report the use of the optical properties of porous silicon photonic crystals, combined with the chemical versatility of acetylene-terminated SAMs, to demonstrate the applicability of "click" chemistry to mesoporous materials. Cu(I)-catalyzed alkyne-azide cycloaddition reactions were employed to modify the internal pore surfaces through a two-step hydrosilylation/cycloaddition procedure. A positive outcome of this catalytic process, here performed in a spatially confined environment, was only observed in the presence of a ligand-stabilized Cu(I) species. Detailed characterization using Fourier transform infrared spectroscopy and optical reflectivity measurements demonstrated that the surface acetylenes had reacted in moderate to high yield to afford surfaces exposing chemical functionalities of interest. The porous silicon photonic crystals modified by the two-step strategy, and exposing oligoether moieties, displayed improved resistance toward the nonspecific adsorption of proteins as determined with fluorescently labeled bovine serum albumin. These results demonstrate that "click" immobilization offers a versatile, experimentally simple, and modular approach to produce functionalized porous silicon surfaces for applications as diverse as porous siliconbased sensing devices and implantable biomaterials. © 2008 American Chemical Society. 2008 Journal Article http://hdl.handle.net/20.500.11937/30092 10.1021/la800435d American Chemical Society restricted
spellingShingle Ciampi, Simone
Bocking, T.
Kilian, K.
Harper, J.
Gooding, J.
Click chemistry in mesoporous materials: Functionalization of porous silicon rugate filters
title Click chemistry in mesoporous materials: Functionalization of porous silicon rugate filters
title_full Click chemistry in mesoporous materials: Functionalization of porous silicon rugate filters
title_fullStr Click chemistry in mesoporous materials: Functionalization of porous silicon rugate filters
title_full_unstemmed Click chemistry in mesoporous materials: Functionalization of porous silicon rugate filters
title_short Click chemistry in mesoporous materials: Functionalization of porous silicon rugate filters
title_sort click chemistry in mesoporous materials: functionalization of porous silicon rugate filters
url http://hdl.handle.net/20.500.11937/30092