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Functionalization of SBA-15 Mesoporous Materials using Thiol-Ene“Click” Michael Addition Reaction

IR@CECRI: CSIR-Central Electrochemical Research Institute, Karaikudi

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Title Functionalization of SBA-15 Mesoporous Materials using Thiol-Ene“Click” Michael Addition Reaction
 
Creator Sushma, K.
Bharmana, M.
Anal, K.G.
Vijayamohanan, K.Pillai
Gupta, S.S.
 
Subject Electroinorganic
Electrochemical Analysis
Electrochemical Materials Science
 
Description Methacrylate-labeled SBA-15 has been successfully synthesized from calcined SBA-15 and commercially available 3-trichlorosilyl propylmethacrylate. This material undergoes efficient thiol-ene “click reaction” with a variety of both thiol- and disulfide-containing substrates in aqueous and organic media. The products were thoroughly characterized by a variety of analytical techniques including multinuclear (13C, 29Si)solid-state NMR, TG-DTA, and nitrogen adsorption desorption studies. Disulfide-containing substrates in which the TCEP mediated reduction of the disulfide bond and its subsequent addition to the methacrylate group anchored in SBA-15 in one-pot were used to synthesize a silica-protein hybrid material composed of biotin-labeled SBA-15 and streptavidin. Electrochemically active material was synthesized from the reaction of ferrocene-containing thiol and the methacrylate-labeled SBA-15. The ease of synthesis for the methacrylate-labeled SBA-15 material together with its ability to undergo efficient chemoselective thiol-ene reaction would make it a very attractive 22 platform for the development of covalently anchored enzymes and sensors.
 
Publisher American Chemical Society
 
Date 2011
 
Type Article
PeerReviewed
 
Format application/pdf
 
Identifier http://cecri.csircentral.net/768/1/2011-009.pdf
Sushma, K. and Bharmana, M. and Anal, K.G. and Vijayamohanan, K.Pillai and Gupta, S.S. (2011) Functionalization of SBA-15 Mesoporous Materials using Thiol-Ene“Click” Michael Addition Reaction. Journal of Physical Chemistry C. 7.78. ISSN 1932-7447
 
Relation http://cecri.csircentral.net/768/