Synthesis of 2-acetyl-6-methoxynaphthalene using mesoporous SO 42-/Al-MCM-41 molecular sieves

M. Selvaraj, K. Lee, K. S. Yoo, Tai Gyu Lee

Research output: Contribution to journalArticle

27 Citations (Scopus)

Abstract

The mesoporous molecular sieves Al-MCM-41 with Si/Al ratio equal to 16, was synthesized under hydrothermal conditions using cetyltrimethylammonium bromide (CTMA+Br-) as surfactant. The SO42-/Al-MCM-41(Si/Al = 16) material was synthesized using sulfuric acid under impregnation method, and the resulting material is sulfated Al-MCM-41 (SO42-/Al-MCM-41). The mesoporous materials viz. Al-MCM-41 and SO42-/Al-MCM-41 were characterized using several techniques e.g. ICP-AES, Nephelometer, XRD, FT-IR, TG/DTA, N2- adsorption, solid-state-NMR, SEM, TEM and TPD-pyridine. By impregnating of sulfuric acid on silica surface, crystallinity, surface area, pore diameter and pore volume of SO42-/Al-MCM-41 decreased except wall thickness. While the Lewis acidity is increased because of the expelling aluminum from the Al-MCM-41 framework by impregnating sulfuric acid. The SO42-/Al-MCM-41 has been used for synthesis of 2-acetyl-6-methoxynaphthalene using 2-methoxynaphthalene with acetic anhydride as acylating agent and 1,2-dichloroethane as solvent. The catalytic results were compared with those obtained using 0.8 N sulfuric acid, amorphous silica-alumina, H-β, USY and H-ZSM-5 zeolites. From the catalytic results it was concluded that the conversion of 2-methoxynaphthalene and selectivity of 2-acetyl-6-methoxynaphthalene in the SO42-/Al-MCM-41 is higher than that in other catalysts due to higher number of Lewis acid sites. Thus the SO42-/Al-MCM-41 is found to be a highly active and recyclable heterogeneous catalyst while the catalyst is a very suitable for the synthesis of 2-acetyl-6-methoxynaphthalene.

Original languageEnglish
Pages (from-to)343-355
Number of pages13
JournalMicroporous and Mesoporous Materials
Volume81
Issue number1-3
DOIs
Publication statusPublished - 2005 Jun 6

Fingerprint

Molecular sieves
Multicarrier modulation
absorbents
sulfuric acid
impregnating
synthesis
catalysts
nephelometers
Sulfuric acid
silicon dioxide
porosity
anhydrides
acidity
zeolites
bromides
crystallinity
pyridines
thermal analysis
aluminum oxides
selectivity

All Science Journal Classification (ASJC) codes

  • Chemistry(all)
  • Materials Science(all)
  • Condensed Matter Physics
  • Mechanics of Materials

Cite this

@article{f70e2bb84e23491a99166dc72092497e,
title = "Synthesis of 2-acetyl-6-methoxynaphthalene using mesoporous SO 42-/Al-MCM-41 molecular sieves",
abstract = "The mesoporous molecular sieves Al-MCM-41 with Si/Al ratio equal to 16, was synthesized under hydrothermal conditions using cetyltrimethylammonium bromide (CTMA+Br-) as surfactant. The SO42-/Al-MCM-41(Si/Al = 16) material was synthesized using sulfuric acid under impregnation method, and the resulting material is sulfated Al-MCM-41 (SO42-/Al-MCM-41). The mesoporous materials viz. Al-MCM-41 and SO42-/Al-MCM-41 were characterized using several techniques e.g. ICP-AES, Nephelometer, XRD, FT-IR, TG/DTA, N2- adsorption, solid-state-NMR, SEM, TEM and TPD-pyridine. By impregnating of sulfuric acid on silica surface, crystallinity, surface area, pore diameter and pore volume of SO42-/Al-MCM-41 decreased except wall thickness. While the Lewis acidity is increased because of the expelling aluminum from the Al-MCM-41 framework by impregnating sulfuric acid. The SO42-/Al-MCM-41 has been used for synthesis of 2-acetyl-6-methoxynaphthalene using 2-methoxynaphthalene with acetic anhydride as acylating agent and 1,2-dichloroethane as solvent. The catalytic results were compared with those obtained using 0.8 N sulfuric acid, amorphous silica-alumina, H-β, USY and H-ZSM-5 zeolites. From the catalytic results it was concluded that the conversion of 2-methoxynaphthalene and selectivity of 2-acetyl-6-methoxynaphthalene in the SO42-/Al-MCM-41 is higher than that in other catalysts due to higher number of Lewis acid sites. Thus the SO42-/Al-MCM-41 is found to be a highly active and recyclable heterogeneous catalyst while the catalyst is a very suitable for the synthesis of 2-acetyl-6-methoxynaphthalene.",
author = "M. Selvaraj and K. Lee and Yoo, {K. S.} and Lee, {Tai Gyu}",
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Synthesis of 2-acetyl-6-methoxynaphthalene using mesoporous SO 42-/Al-MCM-41 molecular sieves. / Selvaraj, M.; Lee, K.; Yoo, K. S.; Lee, Tai Gyu.

In: Microporous and Mesoporous Materials, Vol. 81, No. 1-3, 06.06.2005, p. 343-355.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Synthesis of 2-acetyl-6-methoxynaphthalene using mesoporous SO 42-/Al-MCM-41 molecular sieves

AU - Selvaraj, M.

AU - Lee, K.

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N2 - The mesoporous molecular sieves Al-MCM-41 with Si/Al ratio equal to 16, was synthesized under hydrothermal conditions using cetyltrimethylammonium bromide (CTMA+Br-) as surfactant. The SO42-/Al-MCM-41(Si/Al = 16) material was synthesized using sulfuric acid under impregnation method, and the resulting material is sulfated Al-MCM-41 (SO42-/Al-MCM-41). The mesoporous materials viz. Al-MCM-41 and SO42-/Al-MCM-41 were characterized using several techniques e.g. ICP-AES, Nephelometer, XRD, FT-IR, TG/DTA, N2- adsorption, solid-state-NMR, SEM, TEM and TPD-pyridine. By impregnating of sulfuric acid on silica surface, crystallinity, surface area, pore diameter and pore volume of SO42-/Al-MCM-41 decreased except wall thickness. While the Lewis acidity is increased because of the expelling aluminum from the Al-MCM-41 framework by impregnating sulfuric acid. The SO42-/Al-MCM-41 has been used for synthesis of 2-acetyl-6-methoxynaphthalene using 2-methoxynaphthalene with acetic anhydride as acylating agent and 1,2-dichloroethane as solvent. The catalytic results were compared with those obtained using 0.8 N sulfuric acid, amorphous silica-alumina, H-β, USY and H-ZSM-5 zeolites. From the catalytic results it was concluded that the conversion of 2-methoxynaphthalene and selectivity of 2-acetyl-6-methoxynaphthalene in the SO42-/Al-MCM-41 is higher than that in other catalysts due to higher number of Lewis acid sites. Thus the SO42-/Al-MCM-41 is found to be a highly active and recyclable heterogeneous catalyst while the catalyst is a very suitable for the synthesis of 2-acetyl-6-methoxynaphthalene.

AB - The mesoporous molecular sieves Al-MCM-41 with Si/Al ratio equal to 16, was synthesized under hydrothermal conditions using cetyltrimethylammonium bromide (CTMA+Br-) as surfactant. The SO42-/Al-MCM-41(Si/Al = 16) material was synthesized using sulfuric acid under impregnation method, and the resulting material is sulfated Al-MCM-41 (SO42-/Al-MCM-41). The mesoporous materials viz. Al-MCM-41 and SO42-/Al-MCM-41 were characterized using several techniques e.g. ICP-AES, Nephelometer, XRD, FT-IR, TG/DTA, N2- adsorption, solid-state-NMR, SEM, TEM and TPD-pyridine. By impregnating of sulfuric acid on silica surface, crystallinity, surface area, pore diameter and pore volume of SO42-/Al-MCM-41 decreased except wall thickness. While the Lewis acidity is increased because of the expelling aluminum from the Al-MCM-41 framework by impregnating sulfuric acid. The SO42-/Al-MCM-41 has been used for synthesis of 2-acetyl-6-methoxynaphthalene using 2-methoxynaphthalene with acetic anhydride as acylating agent and 1,2-dichloroethane as solvent. The catalytic results were compared with those obtained using 0.8 N sulfuric acid, amorphous silica-alumina, H-β, USY and H-ZSM-5 zeolites. From the catalytic results it was concluded that the conversion of 2-methoxynaphthalene and selectivity of 2-acetyl-6-methoxynaphthalene in the SO42-/Al-MCM-41 is higher than that in other catalysts due to higher number of Lewis acid sites. Thus the SO42-/Al-MCM-41 is found to be a highly active and recyclable heterogeneous catalyst while the catalyst is a very suitable for the synthesis of 2-acetyl-6-methoxynaphthalene.

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