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Alkylation of 3-methylthiophene by 2-methyl-1-pentene over HY, HBEA and HMCM-22 acidic zeolites

Paper ID Volume ID Publish Year Pages File Format Full-Text
41109 45877 2012 13 PDF Available
Title
Alkylation of 3-methylthiophene by 2-methyl-1-pentene over HY, HBEA and HMCM-22 acidic zeolites
Abstract

The alkylation of 3-methylthiophene with 2-methyl-1-pentene was investigated over acidic zeolites at 85 °C under atmospheric pressure in a fixed bed reactor. Three zeolites were tested, HY, HBEA and HMCM-22, which presented different pore systems but the same Brønsted acidity. Over these zeolites, 3-methylthiophene was only transformed by alkylation whereas 2-methyl-1-pentene underwent isomerization, alkylation and dimerization. No effect of the zeolite pore architecture on the initial activity was noted, but differences in stability and selectivity were observed. Indeed, HBEA was the most stable whereas HMCM-22 was the most selective in alkylation compared to olefin dimerization. The addition of toluene led to a decrease of the initial activity and the stability for all zeolites, due to competitive adsorption and coke formation. An Eley–Rideal mechanism was proposed for the alkylation reaction, where the thiophenic molecule reacts with the protonated olefin. The product distribution obtained experimentally was explained on the basis of the calculated B3LYP/cc-pVDZ stabilities of the intermediate carbocations involved in the steps proposed as rate determining.

Graphical abstractFigure optionsDownload full-size imageDownload high-quality image (222 K)Download as PowerPoint slideHighlights► HBEA the most stable in alkylation of 3-methylthiophene with 2-methyl-1-pentene. ► HMCM-22 the most selective in alkylation compared to olefin dimerization. ► Alkylation by an Eley–Rideal mechanism. ► Stabilities of the intermediate carbocations. ► Inhibiting effect of toluene.

Keywords
Zeolites; HY; HBEA; HMCM-22; 3-Methylthiophene; 2-Methyl-1-pentene; Alkylation
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Alkylation of 3-methylthiophene by 2-methyl-1-pentene over HY, HBEA and HMCM-22 acidic zeolites
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Publisher
Database: Elsevier - ScienceDirect
Journal: Applied Catalysis A: General - Volumes 413–414, 31 January 2012, Pages 192–204
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
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