Friedel-Crafts Acylation of Anisole over Heteropoly Acid Supported on Porous Montmorillonite

Salasiah Endud; Norsahika Mohd Basir; Hendrik O. Lintang

doi:10.4028/www.scientific.net/MSF.846.712

Paper Titles

Synthesis of Waste Cooking Oil-Based Polyol Using Sugarcane Bagasse Activated Carbon and Transesterification Reaction for Rigid Polyurethane Foam
p.690

Photocatalyst Composites of Luminescent Trinuclear Copper(I) Pyrazolate Complexes/Titanium Oxide for Degradation of 2,4-Dichlorophenoxyacetic Acid
p.697

Scratch Hatch and Nanoscratch Evaluation of Silicone-Dammar Coating as Soft Coating Resin Materials
p.702

Copper(II) Porphyrin as Biomimetic Catalyst for Oxidation of Trimethylphenol
p.706

Friedel-Crafts Acylation of Anisole over Heteropoly Acid Supported on Porous Montmorillonite
p.712

First-Principles Study on Structural, Electronic and Optical Properties of TiO₂ for Dye-Sensitized Solar Cells Photoanode
p.719

Structural, Electronic and Optical Properties of Nd-Doped Anatase TiO₂ for Dye-Sensitized Solar Cells from Density Functional Theory
p.726

First Principles Study on Structural and Electronic Properties of PZT and PSnZT Using Density Functional Theory
p.734

Non-Resonance Acousto-Optics Signal Analysis from Photonics Microphone Using 1 mW Laser
p.740

HomeMaterials Science ForumMaterials Science Forum Vol. 846Friedel-Crafts Acylation of Anisole over...

Friedel-Crafts Acylation of Anisole over Heteropoly Acid Supported on Porous Montmorillonite

Abstract:

Porous montmorillonite (PMMT) was derived from natural montmorillonite (MMT) through functionalization using 3-aminopropyltrimethoxysilane (APTMS) and intercalation with cationic potato starch as the template. Phosphotungstic acid (HPW) supported on PMMT was synthesized by wet impregnation method. The resulting PMMT showed remarkable increase in surface area from the low value of 191 m²g^‒¹ for parent MMT to the high value of 930 m²g^‒¹ for PMMT. Acidity studies by pyridine adsorption followed by FTIR spectroscopy showed that both MMT and PMMT possessed strong Lewis acid sites. In contrast, the surface acidity of HPW incorporated into PMMT was shown to be significantly enhanced by forming mainly Brönsted acid sites. The catalytic activity of these materials was evaluated in the Friedel-Crafts acylation of anisole with propionic anhydride. The PMMT/30HPW catalyst which possesses the highest number of Brönsted acid sites showed excellent catalytic activity giving selectivity as high as 95% toward the main product, p-methoxypropiophenone.

You might also be interested in these eBooks

Main Tendencies in Applied Materials Science

View Preview

Info:

Periodical:

Materials Science Forum (Volume 846)

Pages:

712-716

DOI:

https://doi.org/10.4028/www.scientific.net/MSF.846.712

Citation:

Cite this paper

Online since:

March 2016

Authors:

Salasiah Endud*, Norsahika Mohd Basir, Hendrik O. Lintang

Keywords:

Acylation, Anisole, Montmorillonite, Phosphotungstic Acid, Porous Clay Heterostructures (PCHs)

Export:

RIS, BibTeX

Price:

Permissions CCC:

Request Permissions

Permissions PLS:

Request Permissions

Сopyright:

Citation:

* - Corresponding Author

References

[1] G.A. Olah, Friedel-Crafts Chemistry, Wiley-Interscience, New York, (1973).

Google Scholar

[2] J.H. Clark, Solid acids for green chemistry, Acc. Chem. Res. 35 (2002) 791-797.

Google Scholar

[3] Y. Ren, B. Yue, M. Gu, H. He, Progress of the application of mesoporous silica-supported heteropolyacids in heterogeneous catalysis and preparation of nanostructured metal oxides, Materials 3 (2010) 764-785.

DOI: 10.3390/ma3020764

Google Scholar

[4] I. Kuźniarska-Biernacka, A.R. Silva, A.P. Carvalho, J. Pires, C. Freire, Anchoring of chiral manganese (III) salen complex onto organo clay and porous clay heterostructure and catalytic activity in alkene epoxidation, Catal Lett. 134 (2010) 63-71.

DOI: 10.1007/s10562-009-0232-4

Google Scholar

[5] A. Larsson, S. Wall, Flocculation of cationic amylopectin starch and colloidal silicic acid. The effect of various kinds of salt, Colloids and Surfaces A: Physicochemical and Engineering Aspects 139 (1998) 259-270.

DOI: 10.1016/s0927-7757(98)00326-4

Google Scholar

[6] A. Galarneau, A. Barodawalla, T.J. Pinnavaia, Porous clay heterostructures formed by gallery-templated synthesis, Nature 374 (1995) 529-531.

DOI: 10.1038/374529a0

Google Scholar

[7] C. Rocchiccioli-Deltcheff, M. Fournier, R. Franck, R. Thouvenot, Vibrational investigations of polyoxometalates. 2. Evidence for anion-anion interactions in molybdenum (VI) and tungsten (VI) compounds related to the Keggin structure, Inorg Chem. 22 (1983).

DOI: 10.1021/ic00144a006

Google Scholar

[8] K. Nomiya, Y. Sugie, K. Amimoto, M. Miwa, Charge-transfer absorption spectra of some tungsten (VI) and molybdenum (IV) polyoxoanions, Polyhedron 6 (1987) 519-524.

DOI: 10.1016/s0277-5387(00)81018-9

Google Scholar

[9] K.M. Parida, S. Rana, S. Mallick, D. Rath, Cesium salts of heteropoly acid immobilized mesoporous silica: An efficient catalyst for acylation of anisole, Journal of Colloid and Interface Science 350 (2010) 132-139.

DOI: 10.1016/j.jcis.2010.06.025

Google Scholar