Preparation and Application of SO42–/SnO2/SBA-15 Solid Acid Catalyst for Acetalization of Cyclic Ketones

doi:10.3724/SP.J.1088.2012.11104

Abstract

Abstract: SO₄²^–/SnO₂/SBA-15 catalyst samples with different amounts of SnO₂were prepared by a wetness impregnation method and characterized by X-ray diffraction, N₂adsorption-desorption, and transmission electron microscopy. Their catalytic performance for the acetalization of 4-tert-butylcyclohexanone with glycol was investigated. The results showed that SBA-15 supported SO₄²^–/SnO₂ improved the catalytic activity markedly, which was caused by the increasing surface area of the sulfated tin oxide. The catalytic performance of SO₄²^–/20%SnO₂/SBA-15for acetalization of several cyclic ketones with diols was also explored. Under the optimum conditions, a series of cyclic ketones such as cyclohexanone, 4-methylcyclohexanone, and 4-tert-butylcyclohexanone were well transformed into the corresponding products. The catalyst can be reused for several times without any significant loss in catalytic activity.

Key words: sulfated tin oxide, SBA-15 zeolite, solid acid, cyclic ketone, glycol, acetalization

YANG Zhi-Wang, HONG Wei, WANG Jia, CHEN Li-Na, JIA Na, ZHAO Lei, MA Heng-Chang, LEI Zi-Qiang. Preparation and Application of SO₄^2–/SnO₂/SBA-15 Solid Acid Catalyst for Acetalization of Cyclic Ketones[J]. Chinese Journal of Catalysis, 2012, 33(5): 827-832.

×
share this article

Add to citation manager EndNote|Ris|BibTeX

URL: https://www.cjcatal.com/EN/10.3724/SP.J.1088.2012.11104

https://www.cjcatal.com/EN/Y2012/V33/I5/827

References

1 Reddy B M, Patil M K. Chem Rev, 2009, 109: 2185
2 Furuta S, Matsuhashi H, Arata K. Appl Catal A, 2004, 269: 187
3 Reddy B M, Sreekanth P M, Reddy V R. J Mol Catal A, 2005, 225: 71
4 Jothiramalingam R, Wang M K. Ind Eng Chem Res, 2009, 48: 6162
5 翟德伟, 乐英红, 华伟明, 高滋. 物理化学学报 (Zhai D W, Le Y H, Hua W M, Gao Z. Acta Phys-Chim Sin), 2010, 26: 1867
6 陈丹云, 邹雪艳, 何建英. 应用化学 (Chen D Y, Zou X Y, He J Y. Chin J Appl Chem), 2010, 27: 797
7 胡育, 王公应, 杨先贵. 合成化学 (Hu Y, Wang G Y, Yang X G. Chin J Synth Chem), 2010, 18: 441
8 Ma H Zh, Xiao J, Wang B. J Hazard Mater, 2009, 166: 860
9 Kang Zh J, Ma H Zh, Wang B. Ind Eng Chem Res, 2009, 48: 9346
10 Xia J J, Yu D H, Hu Y, Zou B, Sun P, Li H, Huang H. Catal Commun, 2011, 12: 544
11 Xia Q H, Hidajat K, Kawi S. Chem Commun, 2000: 2229
12 Khder A S, Ahmed A I. Appl Catal A, 2009, 354: 153
13 Yu H G, Fang H J, Zhang H L, Li B J, Deng F. Catal Commun, 2009, 10: 920
14 Lam M K, Lee K T, Mohamed A R. Appl Catal B, 2009, 93: 134
15 Cui X, Ma H Zh, Wang B, Chen H W. J Hazard Mater, 2007, 147: 800
16 Arata K, Matsuhashi H, Hino M, Nakamura H. Catal To-day, 2003, 81: 17
17 Guo H F, Yan P, Hao X Y, Wang Zh Zh. Mater Chem Phys, 2008, 112: 1065
18 Suzuki T, Yokoi T, Otomo R, Kondo J N. Tatsumi T. Appl Catal A, 2011, 408: 117
19 Zhai D W, Nie Y Y, Yue Y H, He H Y, Hua W M, Gao Z. Catal Commun, 2011, 12: 593
20 Arata K. Appl Catal A, 1996, 146: 3
21 Matsuhashi H, Miyazaki H, Kawamura Y, Nakamura H, Arata K. Chem Mater, 2001, 13: 3038
22 Yang X L, Dai W L, Chen H, Cao Y, Li H X, He H Y, Fan K N. J Catal, 2005, 229: 259
23 Yang X L, Dai W L, Gao R H, Fan K N. J Catal, 2007, 249: 278
24 Zhao D Y, Feng J L, Huo Q Sh, Melosh N, Frederickson G H, Chmelka B F, Stucky G D. Science, 1998, 279: 548

[1]	Xiangxi Lou, Xuan Gao, Yu Liu, Mingyu Chu, Congyang Zhang, Yinghua Qiu, Wenxiu Yang, Muhan Cao, Guiling Wang, Qiao Zhang, Jinxing Chen. Highly efficient photothermal catalytic upcycling of polyethylene terephthalate via boosted localized heating [J]. Chinese Journal of Catalysis, 2023, 49(6): 113-122.
[2]	Yue Liu, Wei Zhang, Haichao Liu. Unraveling the active states of WO₃-based catalysts in the selective conversion of cellulose to glycols [J]. Chinese Journal of Catalysis, 2023, 46(3): 56-63.
[3]	Limei Wang, Daxue Du, Biao Zhang, Shunji Xie, Qinghong Zhang, Haiyan Wang, Ye Wang. Solar energy-driven C-H activation of methanol for direct C-C coupling to ethylene glycol with high stability by nitrogen doped tantalum oxide [J]. Chinese Journal of Catalysis, 2021, 42(9): 1459-1467.
[4]	Yuanyuan Jiang, Ruru Zhou, Huaiyuan Zhao, Boyong Ye, Yihua Long, Zhengbao Wang, Zhaoyin Hou. A highly active and stable organic-inorganic combined solid acid for the transesterification of glycerol under mild conditions [J]. Chinese Journal of Catalysis, 2021, 42(10): 1772-1781.
[5]	Bin Guo, Lulu He, Gangfeng Tang, Li Zhang, Lin Ye, Bin Yue, Shik Chi Edman Tsang, Heyong He. Dehydration of sugars to 5-hydroxymethylfurfural and non-stoichiometric formic and levulinic acids over mesoporous Ta and Ta-W oxide solid acid catalysts [J]. Chinese Journal of Catalysis, 2020, 41(8): 1248-1260.
[6]	Rongrong Zeng, Kun Wang, Wei Shao, Junhang Lai, Shuqin Song, Yi Wang. Investigation on the coordination mechanism of Pt-containing species and qualification of the alkaline content during Pt/C preparation via a solvothermal polyol method [J]. Chinese Journal of Catalysis, 2020, 41(5): 820-829.
[7]	Xuejun Tang, Dahui Fang, Lijuan Qu, Dongyan Xu, Xiaoping Qin, Bowen Qin, Wei Song, Zhigang Shao, Baolian Yi. Carbon-supported ultrafine Pt nanoparticles modified with trace amounts of cobalt as enhanced oxygen reduction reaction catalysts for proton exchange membrane fuel cells [J]. Chinese Journal of Catalysis, 2019, 40(4): 504-514.
[8]	Jiaju Liu, Peng He, Liguo Wang, Hui Liu, Yan Cao, Huiquan Li. An efficient and stable Cu/SiO₂ catalyst for the syntheses of ethylene glycol and methanol via chemoselective hydrogenation of ethylene carbonate [J]. Chinese Journal of Catalysis, 2018, 39(8): 1283-1293.
[9]	Mohsen Nikoorazm, Farshid Ghorbani, Arash Ghorbani-Choghamarani, Zahra Erfani. Synthesis and characterization of a Pd (0) Schiff base complex anchored on magnetic nanoporous MCM-41 as a novel and recyclable catalyst for the Suzuki and Heck reactions under green conditions [J]. Chinese Journal of Catalysis, 2017, 38(8): 1413-1422.
[10]	Cong Zhao, Shengxin Chen, Ruirui Zhang, Zihang Li, Ruixia Liu, Baozeng Ren, Suojiang Zhang. Synthesis of propylene glycol ethers from propylene oxide catalyzed by environmentally friendly ionic liquids [J]. Chinese Journal of Catalysis, 2017, 38(5): 879-889.
[11]	Xiaxia Bai, Liuyi Pan, Peng Zhao, Daidi Fan, Wenhong Li. A new solid acid SO₄^2-/TiO₂ catalyst modified with tin to synthesize 1,6-hexanediol diacrylate [J]. Chinese Journal of Catalysis, 2016, 37(9): 1469-1476.
[12]	Yue Shen, Yuru Kang, Jiankui Sun, Chao Wang, Bo Wang, Feng Xu, Runcang Sun. Efficient production of 5-hydroxymethylfurfural from hexoses using solid acid SO₄^2-/In₂O₃-ATP in a biphasic system [J]. Chinese Journal of Catalysis, 2016, 37(8): 1362-1368.
[13]	Meixia Zhao, Xianyong Wei, Zhimin Zong. Preparation of a new solid acid and its catalytic performance in di(1-naphthyl)methane hydrocracking [J]. Chinese Journal of Catalysis, 2016, 37(8): 1324-1330.
[14]	Zhongkui Zhao, Jinfeng Ran, Yongle Guo, Boyuan Miao, Guiru Wang. Tuning of the textural features and acidic properties of sulfated mesoporous lanthana-zirconia solid acid catalysts for alkenylation of diverse aromatics to their corresponding α-arylstyrenes [J]. Chinese Journal of Catalysis, 2016, 37(8): 1303-1313.
[15]	Wei Xue, Hepan Zhao, Jie Yao, Fang Li, Yanji Wang . Esterification of cyclohexene with formic acid over a peanut shell-derived carbon solid acid catalyst [J]. Chinese Journal of Catalysis, 2016, 37(5): 769-777.

Preparation and Application of SO₄^2–/SnO₂/SBA-15 Solid Acid Catalyst for Acetalization of Cyclic Ketones

PDF (PC)

Knowledge

Abstract

Cite this article

share this article

share this article

References

Related Articles 15

Recommended Articles

Metrics