The Alkylation of Naphthalene over One-Dimensional Twelve-Membered Ring Zeolites. The Influence of Zeolite Structure and Alkylating Agent on the Selectivity for Dialkylnaphthalenes
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- Sugi Yoshihiro
- Department of Materials Science and Technology, Faculty of Engineering, Gifu University
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- Maekawa Hiroyoshi
- Department of Materials Science and Technology, Faculty of Engineering, Gifu University
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- Naiki Hiroaki
- Department of Materials Science and Technology, Faculty of Engineering, Gifu University
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- Komura Kenichi
- Department of Materials Science and Technology, Faculty of Engineering, Gifu University
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- Kubota Yoshihiro
- Department of Materials Science and Technology, Faculty of Engineering, Gifu University
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Abstract
Alkylation, i.e., isopropylation, s-butylation, and t-butylation, of naphthalene (NP) was examined over one-dimensional twelve-membered (12-MR) zeolites: H-mordenite (MOR), SSZ-24 (AFI), SSZ-55 (ATS), and SSZ-42 (IFR) in order to elucidate how zeolite structure and alkylating agent play roles in the shape-selective catalysis. The β,β-selectivities (for β,β-dialkylnaphthalene (2,6- and 2,7-dialkylnaphthalenes, β,β-DAN)) and the 2,6-selectivities (for 2,6-DAN) were varied with the types of zeolite and of alkylating agent. MOR and AFI gave high β,β-selectivities by using alkylating agents, propene, 1-butene, and 2-methylpropene. However, the β,β-selectivities were changed over ATS and IFR at 250 °C: 40% for the isopropylation, 80% for the s-butylation, and almost 100% for the t-butylation. The 2,6-selectivities in the isopropylation were as high as 60% over MOR and 50% over AFI at 250 °C; however, they were less than 20% over ATS and IFR. The selectivities increased by using bulky alkylating agents over these one-dimensional zeolites: selective formation of 2,6-DAN occurred in the s-butylation and t-butylation. The different features among zeolites are explained by the zeolite channel and the bulkiness of alkylating agent. MOR and AFI with straight channels gave smaller reaction spaces than ATS and IFR with corrugated channels. Bulky alkylating agent also enhances the discrimination of the isomers, particularly between 2,6- and 2,7-DAN. The β,β- and 2,6-selectivities are synergetically governed by the zeolite channel and the bulkiness of alkylating agents.
Journal
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- Bulletin of the Chemical Society of Japan
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Bulletin of the Chemical Society of Japan 81 (7), 897-905, 2008
The Chemical Society of Japan
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Keywords
Details 詳細情報について
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- CRID
- 1390001204142189440
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- NII Article ID
- 130004152477
- 10021077022
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- NII Book ID
- AA00580132
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- ISSN
- 13480634
- 00092673
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- NDL BIB ID
- 9573936
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- Text Lang
- en
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- Data Source
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- JaLC
- NDL
- Crossref
- CiNii Articles
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- Abstract License Flag
- Disallowed