Improving the selectivity to 4-tert-butylresorcinol by adjusting the surface chemistry of heteropolyacid-based alkylation catalysts

Improving the selectivity to 4-tert-butylresorcinol by adjusting the surface chemistry of heteropolyacid-based alkylation catalysts

[Display omitted] •Alkylation of resorcinol with methyl-tert-butyl mechanism over heteropolyacid-based catalysts.•4TBR selectivity depends on Bronsted to Lewis sites proportions.•4TBR selectivity depends on the respective affinity of the reagents and the products for the catalyst surface.•The 4TBR s...

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Bibliographic Details
Published in:Journal of catalysis Vol. 359; pp. 198 - 211
Main Authors: Pezzotta, C., Fleury, G., Soetens, M., Van der Perre, S., Denayer, J.F.M., Riant, O., Gaigneaux, E.M.
Format: Journal Article
Language:English
Published: Elsevier Inc 01-03-2018
Subjects:
4-tert-Butyl resorcinol
Alkylation
Heteropolyacids
Keggin
Methyl-tert-butyl ether
SBA-15
Heteropolyacids
Keggin
SBA-15
Alkylation
4-tert-Butyl resorcinol
Methyl-tert-butyl ether
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Summary:[Display omitted] •Alkylation of resorcinol with methyl-tert-butyl mechanism over heteropolyacid-based catalysts.•4TBR selectivity depends on Bronsted to Lewis sites proportions.•4TBR selectivity depends on the respective affinity of the reagents and the products for the catalyst surface.•The 4TBR selectivity could be enhanced by adjusting the Bronsted sites number at the catalyst surface. Keggin tungstophosphoric acid (H3PW12O40, HPW) was immobilized onto Santa Barbara Amorphous (SBA-15) type silica to obtain selective catalysts for the resorcinol tert-butylation with methyl-tert-butyl ether. The challenge was to enhance the reaction selectivity to the mono-alkylated product i.e. 4-tert-butylresorcinol at the expenses of other more thermodynamically favored products as the 4,6-di-tert-butylresorcinol. Using HPW@SBA15 catalysts, remarkable selectivity to 4-tert-butylresorcinol was obtained, up to 42% (at 20% of resorcinol conversion). Our finding is that the change in the product distribution was dependent on the catalyst surface chemistry: 4TBR selectivity can be increased adjusting the fraction of Brønsted acid sites versus Lewis ones at the catalyst surface.
ISSN:0021-9517
1090-2694
DOI:10.1016/j.jcat.2018.01.010