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

Simone Ciampi, Till Bocking, Kristopher A. Kilian, Jason B. Harper, J. Justin Gooding

Research output: Contribution to journalArticle

Abstract

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.

Original languageEnglish (US)
Pages (from-to)5888-5892
Number of pages5
JournalLangmuir
Volume24
Issue number11
DOIs
StatePublished - Jun 3 2008

ASJC Scopus subject areas

  • Materials Science(all)
  • Condensed Matter Physics
  • Surfaces and Interfaces
  • Spectroscopy
  • Electrochemistry

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    Ciampi, S., Bocking, T., Kilian, K. A., Harper, J. B., & Gooding, J. J. (2008). Click chemistry in mesoporous materials: Functionalization of porous silicon rugate filters. Langmuir, 24(11), 5888-5892. https://doi.org/10.1021/la800435d