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Molecules 2015, 20(4), 6140-6152; doi:10.3390/molecules20046140

Synthesis of Novel Perfluoroalkylglucosides on Zeolite and Non-Zeolite Catalysts

1
Institute of Heavy Organic Synthesis "Blachownia", Energetyków St. 9, 47-225 Kędzierzyn-Koźle, Poland
2
Jerzy Haber Institute of Catalysis and Surface Chemistry, Polish Academy of Sciences, Niezapominajek St. 8, 30-239 Kraków, Poland
*
Authors to whom correspondence should be addressed.
Academic Editor: Geoffrey L. Price
Received: 9 February 2015 / Revised: 27 March 2015 / Accepted: 31 March 2015 / Published: 8 April 2015
(This article belongs to the Special Issue Zeolite Chemistry)
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Abstract

Perfluoroalkylglucosides comprise a very important class of fluorine-containing surfactants. These compounds can be synthesized by using the Fisher reaction, starting directly from glucose and the required perfluoroalcohols. We wish to report on the use of zeolite catalysts of different structure and composition for the synthesis of perfluoroalkylglucosides when using glucose and 1-octafluoropentanol as substrates. Zeolites of different pore architecture have been chosen (ZSM-5, ZSM-12, MCM-22 and Beta). Zeolites were characterized by XRD, nitrogen sorption, scanning electron microscopy (SEM) and solid-state 27Al MAS NMR spectroscopy. The activity of the zeolite catalysts in the glycosidation reaction was studied in a batch reactor at 100 °C below atmospheric pressure. The performance of zeolites was compared to other catalysts, an ion-exchange resin (Purolite) and a montmorillonite-type layered aluminosilicate. The catalytic performance of zeolite Beta was the highest among the zeolites studied and the results were comparable to those obtained over Purolite and montmorillonite type catalysts. View Full-Text
Keywords: perfluoroalkylglucosides; Fischer reaction; zeolites; ion-exchange resin; montmorillonite perfluoroalkylglucosides; Fischer reaction; zeolites; ion-exchange resin; montmorillonite
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

Nowicki, J.; Mokrzycki, Ł.; Sulikowski, B. Synthesis of Novel Perfluoroalkylglucosides on Zeolite and Non-Zeolite Catalysts. Molecules 2015, 20, 6140-6152.

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