Controlling the density of amine sites on silica surfaces using benzyl spacers

Langmuir : the ACS Journal of Surfaces and Colloids
Jason C Hicks, Christopher W Jones

Abstract

The synthesis and characterization of benzyl-spaced aminopropyl-functionalized mesoporous silica is reported by a method designed to reduce silanol-amine and amine-amine interactions. The new material is characterized by N(2) physisorption, thermogravimetric analysis, potentiometric titration, X-ray diffraction, FT-Raman spectroscopy, and (13)C and (29)Si solid-state NMR spectroscopy. The degree of clustering of the amines is studied by solid-state fluorescence spectroscopy of 1-pyrenecarboxylic acid bound to the deprotected benzyl-spaced aminosilica. The results obtained provide evidence of an amine loading comparable to traditional dense amine grafting approaches on SBA-15. Thermogravimetric analysis, FT-Raman spectroscopy, and (13)C solid-state NMR spectroscopy results show evidence that the protected imine can be quantitatively cleaved to yield the corresponding amine. As evidenced by fluorescence spectroscopy, the benzyl-spaced material is isolated enough to prevent excimer formation of the probe molecule, unlike aminopropyl-functionalized silica materials prepared by traditional grafting approaches.

References

Feb 5, 2000·Nature·A Katz, M E Davis
Jun 22, 2000·Journal of Colloid and Interface Science·L D White, C P Tripp
Mar 12, 2004·Journal of the American Chemical Society·Michael W McKittrick, Christopher W Jones

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Citations

Oct 14, 2008·Journal of the American Chemical Society·Jun Nakazawa, T Daniel P Stack
Jun 10, 2008·Chemical Communications : Chem Comm·Koon Fung LamKing Lun Yeung
Feb 12, 2013·Physical Chemistry Chemical Physics : PCCP·Hideaki YoshitakeAkira Naito
Dec 25, 2013·Proceedings of the National Academy of Sciences of the United States of America·Javier ParrondoVijay Ramani
Jul 22, 2010·Nanoscale·Dominik Brühwiler
Sep 12, 2015·Accounts of Chemical Research·Stephanie A DidasChristopher W Jones
Mar 22, 2012·Langmuir : the ACS Journal of Surfaces and Colloids·Benoit LevasseurTeresa J Bandosz
Sep 26, 2014·ACS Applied Materials & Interfaces·Hyung-Ju KimSankar Nair
Oct 21, 2016·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·Tien Hoa NguyenTae-Hyun Bae
Jul 12, 2008·Langmuir : the ACS Journal of Surfaces and Colloids·Philippe BanetDaniel Brunel
Feb 18, 2011·Environmental Science & Technology·Sunho ChoiChristopher W Jones
Apr 25, 2007·Langmuir : the ACS Journal of Surfaces and Colloids·Loretta L CroweLaren M Tolbert
Feb 20, 2008·Journal of the American Chemical Society·Jason C HicksChristopher W Jones
Jun 21, 2007·Journal of the American Chemical Society·Jason C HicksChristopher W Jones

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