Acetalization of carbonyl compounds catalyzed by acidic ionic liquid immobilized on silica gel

Jinmei Miao; Hui Wan; Yanbing Shao; Guofeng Guan; Bin Xu

doi:10.1016/j.molcata.2011.08.005

Acetalization of carbonyl compounds catalyzed by acidic ionic liquid immobilized on silica gel

Jinmei Miao, Hui Wan, Yanbing Shao, Guofeng Guan, Bin Xu

Nanjing Tech University

Research output: Contribution to journal › Article › peer-review

126 Scopus citations

Abstract

Imidazolium-silica heterogeneous catalyst (SG-[(CH₂) ₃SO₃H-HIM]HSO₄) was prepared by immobilization of acidic ionic liquid 1-(propyl-3-sulfonate) imidazolium hydrosulfate ([(CH₂)₃SO₃H-HIM]HSO₄) on silica-gel using tetraethoxysilane (TEOS) as silica source in this study. The properties of the samples were characterized by FT-IR, SEM and TG/DSC. The results suggested that [(CH₂)₃SO₃H-HIM]HSO₄ had been successfully immobilized on the surface of silica-gel and the immobilized ionic liquid catalyst SG-[(CH₂)₃SO ₃H-HIM]HSO₄ had good thermal stability. The original smooth surface of silica-gel was covered with [(CH₂) ₃SO₃H-HIM]HSO₄ and a rough surface of SG-[(CH₂)₃SO₃H-HIM]HSO₄ was formed, but the size of particles had no obvious change. Moreover, SG-[(CH ₂)₃SO₃H-HIM]HSO₄ exhibited high catalytic activity for a series of acetalization and could be recovered easily. After reused for 10 times in the synthesis of benzaldehyde ethanediol acetal, the catalyst could still give satisfactory catalytic activity.

Original language	English
Pages (from-to)	77-82
Number of pages	6
Journal	Journal of Molecular Catalysis A: Chemical
Volume	348
Issue number	1-2
DOIs	https://doi.org/10.1016/j.molcata.2011.08.005
State	Published - 1 Sep 2011

Keywords

Acetalization
Heterogeneous catalysis
Imidazole
Ionic liquids
Silica-gel

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10.1016/j.molcata.2011.08.005

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title = "Acetalization of carbonyl compounds catalyzed by acidic ionic liquid immobilized on silica gel",

abstract = "Imidazolium-silica heterogeneous catalyst (SG-[(CH2) 3SO3H-HIM]HSO4) was prepared by immobilization of acidic ionic liquid 1-(propyl-3-sulfonate) imidazolium hydrosulfate ([(CH2)3SO3H-HIM]HSO4) on silica-gel using tetraethoxysilane (TEOS) as silica source in this study. The properties of the samples were characterized by FT-IR, SEM and TG/DSC. The results suggested that [(CH2)3SO3H-HIM]HSO4 had been successfully immobilized on the surface of silica-gel and the immobilized ionic liquid catalyst SG-[(CH2)3SO 3H-HIM]HSO4 had good thermal stability. The original smooth surface of silica-gel was covered with [(CH2) 3SO3H-HIM]HSO4 and a rough surface of SG-[(CH2)3SO3H-HIM]HSO4 was formed, but the size of particles had no obvious change. Moreover, SG-[(CH 2)3SO3H-HIM]HSO4 exhibited high catalytic activity for a series of acetalization and could be recovered easily. After reused for 10 times in the synthesis of benzaldehyde ethanediol acetal, the catalyst could still give satisfactory catalytic activity.",

keywords = "Acetalization, Heterogeneous catalysis, Imidazole, Ionic liquids, Silica-gel",

author = "Jinmei Miao and Hui Wan and Yanbing Shao and Guofeng Guan and Bin Xu",

year = "2011",

month = sep,

day = "1",

doi = "10.1016/j.molcata.2011.08.005",

language = "英语",

volume = "348",

pages = "77--82",

journal = "Journal of Molecular Catalysis A: Chemical",

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T1 - Acetalization of carbonyl compounds catalyzed by acidic ionic liquid immobilized on silica gel

AU - Miao, Jinmei

AU - Wan, Hui

AU - Shao, Yanbing

AU - Guan, Guofeng

AU - Xu, Bin

PY - 2011/9/1

Y1 - 2011/9/1

N2 - Imidazolium-silica heterogeneous catalyst (SG-[(CH2) 3SO3H-HIM]HSO4) was prepared by immobilization of acidic ionic liquid 1-(propyl-3-sulfonate) imidazolium hydrosulfate ([(CH2)3SO3H-HIM]HSO4) on silica-gel using tetraethoxysilane (TEOS) as silica source in this study. The properties of the samples were characterized by FT-IR, SEM and TG/DSC. The results suggested that [(CH2)3SO3H-HIM]HSO4 had been successfully immobilized on the surface of silica-gel and the immobilized ionic liquid catalyst SG-[(CH2)3SO 3H-HIM]HSO4 had good thermal stability. The original smooth surface of silica-gel was covered with [(CH2) 3SO3H-HIM]HSO4 and a rough surface of SG-[(CH2)3SO3H-HIM]HSO4 was formed, but the size of particles had no obvious change. Moreover, SG-[(CH 2)3SO3H-HIM]HSO4 exhibited high catalytic activity for a series of acetalization and could be recovered easily. After reused for 10 times in the synthesis of benzaldehyde ethanediol acetal, the catalyst could still give satisfactory catalytic activity.

AB - Imidazolium-silica heterogeneous catalyst (SG-[(CH2) 3SO3H-HIM]HSO4) was prepared by immobilization of acidic ionic liquid 1-(propyl-3-sulfonate) imidazolium hydrosulfate ([(CH2)3SO3H-HIM]HSO4) on silica-gel using tetraethoxysilane (TEOS) as silica source in this study. The properties of the samples were characterized by FT-IR, SEM and TG/DSC. The results suggested that [(CH2)3SO3H-HIM]HSO4 had been successfully immobilized on the surface of silica-gel and the immobilized ionic liquid catalyst SG-[(CH2)3SO 3H-HIM]HSO4 had good thermal stability. The original smooth surface of silica-gel was covered with [(CH2) 3SO3H-HIM]HSO4 and a rough surface of SG-[(CH2)3SO3H-HIM]HSO4 was formed, but the size of particles had no obvious change. Moreover, SG-[(CH 2)3SO3H-HIM]HSO4 exhibited high catalytic activity for a series of acetalization and could be recovered easily. After reused for 10 times in the synthesis of benzaldehyde ethanediol acetal, the catalyst could still give satisfactory catalytic activity.

KW - Acetalization

KW - Heterogeneous catalysis

KW - Imidazole

KW - Ionic liquids

KW - Silica-gel

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U2 - 10.1016/j.molcata.2011.08.005

DO - 10.1016/j.molcata.2011.08.005

M3 - 文章

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SN - 1381-1169

VL - 348

SP - 77

EP - 82

JO - Journal of Molecular Catalysis A: Chemical

JF - Journal of Molecular Catalysis A: Chemical

IS - 1-2

ER -

Acetalization of carbonyl compounds catalyzed by acidic ionic liquid immobilized on silica gel

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