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Hydrophobicity-enhanced magnetic solid sulfonic acid: A simple approach to improve the mass transfer of reaction partners on the surface of the heterogeneous catalyst in water-generating reactions

Paper ID Volume ID Publish Year Pages File Format Full-Text
39796 45836 2014 11 PDF Available
Title
Hydrophobicity-enhanced magnetic solid sulfonic acid: A simple approach to improve the mass transfer of reaction partners on the surface of the heterogeneous catalyst in water-generating reactions
Abstract

•A new generation of green, magnetic, reusable, and cost effective nano-catalyst is introduced.•Two heterogeneous, solid sulfonic acids, 1 and 2, are synthesized and compared in catalytic water-generating reactions.•Catalyst 2 was superior due to its bifunctionality, higher water-tolerance and hydrophobicity.

Two novel and environmentally benign organosulfonic acid-functionalized silica-coated magnetic nanoparticle catalysts 1 (Fe3O4@SiO2@Et-PhSO3H) and 2 (Fe3O4@SiO2@Me&Et-PhSO3H) were prepared and their surface hydrophobicity was assessed by esterification reaction of fatty alcohols. Also, their water-toleration in two water-generating reactions was investigated, namely: synthesis of bis(indolyl)methane and the Biginelli reaction of benzaldehyde, methyl acetoacetate, and urea under solvent-free conditions. In these reactions, the catalyst 2 that was more hydrophobic and water-resistant showed higher catalytic activity and was characterized extensively by various techniques. This catalyst was successfully used in the Biginelli reaction of a series of aldehydes, β-keto esters, and urea/thiourea for the synthesis of a diverse range of pharmacologically active 3,4-dihydropyrimidin-2-one/thione (DHPM) derivatives. The catalyst 2 was easily separated by an external magnet and the recovered catalyst was reused in five cycles without any significant loss of activity.

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Keywords
Heterogeneous catalyst; Hydrophobicity; Water-toleration; Mass transfer; Solid acid; Core–shell magnetic nanoparticles; Biginelli reaction
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Hydrophobicity-enhanced magnetic solid sulfonic acid: A simple approach to improve the mass transfer of reaction partners on the surface of the heterogeneous catalyst in water-generating reactions
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Publisher
Database: Elsevier - ScienceDirect
Journal: Applied Catalysis A: General - Volume 472, 22 February 2014, Pages 123–133
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Catalysis
Get Full-Text Now
Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
100% Money Back Guarantee
Full-text PDF Download
Online Support
Any Questions? feel free to contact us