Immobilization of Vanadyl Acetylacetonate on Amino Functionalized Hollow Silica Nanospheres and Its Catalytic Performance for Selective Oxidation of Thioanisole

doi:10.3724/SP.J.1088.2012.20520

Abstract

Abstract: Vanadyl acetylacetonate [VO(acac)₂] was immobilized on amino functionalized mesoporous silica hollow nanospheres, as well as on amino functionalized SBA-15 (2D hexagonal mesostructure) and SBA-16 (cage-like mesostructure). All the heterogeneous catalysts exhibited high selectivity for sulfoxide (over 99.0%) in the selective oxidation of thioanisole under mild reaction conditions. The vanadium nanospheres exhibited higher turnover frequency than the counterparts of SBA-15 and SBA-16, which is attributed to the fact that the small nanoparticles would facilitate the diffusion of the products and reactants, as well as the exposure of catalytic active sites. The catalysts could be reused several times with little loss of their activity and selectivity.

Key words: amino functionalization, mesoporous silica, hollow nanosphere, vanadyl acetylacetonate, thioanisole, selective oxidation

WANG Peng, BAI Shi-Yang, LI Bo, YANG Qi-Hua. Immobilization of Vanadyl Acetylacetonate on Amino Functionalized Hollow Silica Nanospheres and Its Catalytic Performance for Selective Oxidation of Thioanisole[J]. Chinese Journal of Catalysis, 2012, 33(10): 1689-1695.

×
share this article

Add to citation manager EndNote|Ris|BibTeX

URL: https://www.cjcatal.com/EN/10.3724/SP.J.1088.2012.20520

https://www.cjcatal.com/EN/Y2012/V33/I10/1689

References

1 Lou X W, Archer L A, Yang Z Ch. Adv Mater, 2008, 20: 3987
2 An K, Hyeon T. Nano Today, 2009, 4: 359
3 Kim S W, Kim M, Lee W Y, Hyeon T. J Am Chem Soc, 2002, 124: 7642
4 Chen H M, Liu R Sh, Lo M Y, Chang S C, Tsai L D, Peng Y M, Lee J F. J Phys Chem C, 2008, 112: 7522
5 Liu J, Yang Q H, Zhang L, Yang H Q, Gao J S, Li C. Chem Mater, 2008, 20: 4268
6 Liu J, Fan F T, Feng Zh Ch, Zhang L, Bai Sh Y, Yang Q H, Li C. J Phys Chem C, 2008, 112: 16445
7 Liu J, Bai Sh Y, Zhong H, Li C, Yang Q H. J Phys Chem C, 2010, 114: 953
8 Gao J S, Liu J, Tang J T, Jiang D M, Li B, Yang Q H. Chem Eur J, 2010, 16: 7852
9 Tang J T, Liu J, Wang P Y, Zhong H, Yang Q H. Microporous Mesoporous Mater, 2010, 127: 119
10 Gao J S, Liu J, Bai Sh Y, Wang P Y, Zhong H, Yang Q H, Li C. J Mater Chem, 2009, 19: 8580
11 Bai Sh Y, Liu J, Gao J S, Yang Q H, Li C. Microporous Mesoporous Mater, 2012, 151: 474
12 Fernandez I, Khiar N. Chem Rev, 2003, 103: 3651
13 Kaczorowska K, Kolarska Z, Mitka K, Kowalski P. Tetrahedron, 2005, 61: 8315
14 Jain S L, Sain B. Adv Syn Catal, 2008, 350: 1479
15 Kowalski P, Mitka K, Ossowska K, Kolarska Z. Tetrahe-dron, 2005, 61: 1933
16 Chinnusamy T, Reiser O. ChemSusChem, 2010, 3: 1040
17 Maurya M R, Kumar M, Kumar U. J Mol Catal A, 2007, 273: 133
18 Kharat A N, Bakhoda A, Hajiashrafi T. J Mol Catal A, 2010, 333: 94
19 Anisimov A V, Fedorova E V, Lesnugin A Z, Senyavin V M, Aslanov L A, Rybakov V B, Tarakanova A V. Catal Today, 2003, 78: 319
20 Jarrais B, Silva A R, Freire C. Eur J Inorg Chem, 2005: 4582
21 Pereira C, Pereira A M, Quaresma P, Tavares P B, Pereira E, Araujo J P, Freire C. Dalton Trans, 2010, 39: 2842
22 Barbarini A, Maggi R, Muratori M, Sartori G, Sartorio R. Tetrahedron: Asymmetry, 2004, 15: 2467
23 Pereira C, Silva A R, Carvalho A P, Pires J, Freire C. J Mol Catal A, 2008, 283: 5
24 Pereira C, Biernacki K, Rebelo S L H, Magalhaes A L, Carvalho A P, Pires J, Freire C. J Mol Catal A, 2009, 312: 53
25 Jarrais B, Pereira C, Silva A R, Carvalho A P, Pires J, Freire C. Polyhedron, 2009, 28: 994
26 Zhao D Y, Huo Q Sh, Feng J L, Chmelka B F, Stucky G D. J Am Chem Soc, 1998, 120: 6024
27 Kim T W, Ryoo R, Kruk M, Gierszal K P, Jaroniec M, Kamiya S, Terasaki O. J Phys Chem B, 2004, 108: 11480
28 Lee C H, Lin T S, Mou C Y. J Phys Chem B, 2003, 107: 2543

[1]	Fulin Zhang, Xia Li, Xiaoyun Dong, Huimin Hao, Xianjun Lang. Thiazolo[5,4-d]thiazole-based covalent organic framework microspheres for blue light photocatalytic selective oxidation of amines with O₂ [J]. Chinese Journal of Catalysis, 2022, 43(9): 2395-2404.
[2]	Muhammad Tayyab, Yujie Liu, Shixiong Min, Rana Muhammad Irfan, Qiaohong Zhu, Liang Zhou, Juying Lei, Jinlong Zhang. Simultaneous hydrogen production with the selective oxidation of benzyl alcohol to benzaldehyde by a noble-metal-free photocatalyst VC/CdS nanowires [J]. Chinese Journal of Catalysis, 2022, 43(4): 1165-1175.
[3]	Changshun Deng, Yun Cui, Junchao Chen, Teng Chen, Xuefeng Guo, Weijie Ji, Luming Peng, Weiping Ding. Enzyme-like mechanism of selective toluene oxidation to benzaldehyde over organophosphoric acid-bonded nano-oxides [J]. Chinese Journal of Catalysis, 2021, 42(9): 1509-1518.
[4]	Xiaoxiao Zheng, Sihui Qi, Yanning Cao, Lijuan Shen, Chaktong Au, Lilong Jiang. Morphology evolution of acetic acid-modulated MIL-53(Fe) for efficient selective oxidation of H₂S [J]. Chinese Journal of Catalysis, 2021, 42(2): 279-287.
[5]	Ling-Ling Guo, Jing Yu, Wei-Wei Wang, Jia-Xu Liu, Hong-Chen Guo, Chao Ma, Chun-Jiang Jia, Jun-Xiang Chen, Rui Si. Small-sized cuprous oxide species on silica boost acrolein formation via selective oxidation of propylene [J]. Chinese Journal of Catalysis, 2021, 42(2): 320-333.
[6]	Chengbin Li, He Li, Chunzhi Li, Xiaomin Ren, Qihua Yang. One-pot synthesis of mesosilica/nano covalent organic polymer composites and their synergistic effect in photocatalysis [J]. Chinese Journal of Catalysis, 2021, 42(10): 1821-1830.
[7]	Yang Yan, Bin Ye, Mingshu Chen, Linfang Lu, Jian Yu, Yuheng Zhou, Yong Wang, Juanjuan Liu, Liping Xiao, Shihui Zou, Jie Fan. Site-specific deposition creates electron-rich Pd atoms for unprecedented C-H activation in aerobic alcohol oxidation [J]. Chinese Journal of Catalysis, 2020, 41(8): 1240-1247.
[8]	XU Hao, WU Peng. Recent Progress of Metallosilicate Catalysts in Environment-Friendly Selective Oxidation Reactions [J]. Chinese Journal of Catalysis, 2019, 40(s1): 51-56.
[9]	XIE Shunji, WANG Ye. Recent Advances, Challenges and Perspectives in Selective Oxidation Catalysis [J]. Chinese Journal of Catalysis, 2019, 40(s1): 129-142.
[10]	Kang Kong, Difan Li, Wenbao Ma, Qingqing Zhou, Guoping Tang, Zhenshan Hou. Aluminum(III) triflate-catalyzed selective oxidation of glycerol to formic acid with hydrogen peroxide [J]. Chinese Journal of Catalysis, 2019, 40(4): 534-542.
[11]	Ruqun Guan, Xiaoming Zhang, Fangfang Chang, Nan Xue, Hengquan Yang. Incorporation of flexible ionic polymers into a Lewis acid-functionalized mesoporous silica for cooperative conversion of CO₂ to cyclic carbonates [J]. Chinese Journal of Catalysis, 2019, 40(12): 1874-1883.
[12]	Juanjuan Liu, Shihui Zou, Jiachao Wu, Hisayoshi Kobayashi, Hongting Zhao, Jie Fan. Green catalytic oxidation of benzyl alcohol over Pt/ZnO in base-free aqueous medium at room temperature [J]. Chinese Journal of Catalysis, 2018, 39(6): 1081-1089.
[13]	Hongen Cao, Boran Zhu, Yufan Yang, Lin Xu, Lei Yu, Qing Xu. Recent advances on controllable and selective catalytic oxidation of cyclohexene [J]. Chinese Journal of Catalysis, 2018, 39(5): 899-907.
[14]	Bingyang Bai, Qi Qiao, Yanping Li, Yue Peng, Junhua Li. Effect of pore size in mesoporous MnO₂ prepared by KIT-6 aged at different temperatures on ethanol catalytic oxidation [J]. Chinese Journal of Catalysis, 2018, 39(4): 630-638.
[15]	Dongdong Yin, Hangxing Ren, Chuang Li, Jinxuan Liu, Changhai Liang. Highly selective hydrogenation of furfural to tetrahydrofurfuryl alcohol over MIL-101(Cr)-NH₂ supported Pd catalyst at low temperature [J]. Chinese Journal of Catalysis, 2018, 39(2): 319-326.