Photocatalytic aerobic oxidation of toluene and its derivatives to aldehydes on Pd/Bi2WO6

doi:10.1016/S1872-2067(17)62757-8

Abstract

Abstract:

The selective oxidation of toluene and its derivatives is extremely important in the chemical industry.The use of photocatalysis in organic synthesis has attracted considerable attention among synthetic chemists because of its “green” environmental characteristics. In this study, nanoscale Bi₂WO₆ with a flower-like morphology was found to be a highly efficient photocatalyst in the catalytic oxidation of toluene and its derivatives using O₂ as the oxidant. The loading of Pd nanoparticles as a cocatalyst onto the flower-like Bi₂WO₆ was found to produce a significant enhancement in the catalytic activity. Mechanistic investigation showed that the superior performance of Pd/Bi₂WO₆ could be attributed to the improvement of both the reductive and oxidative abilities of Bi₂WO₆by the loading of the cocatalyst.

Key words: Flower-like Bi₂WO₆, Toluene oxidation, Benzaldehyde, Cocatalyst, Palladium nanoparticle

Bo Yuan, Bao Zhang, Zhiliang Wang, Shengmei Lu, Jun Li, Yan Liu, Can Li. Photocatalytic aerobic oxidation of toluene and its derivatives to aldehydes on Pd/Bi₂WO₆[J]. Chinese Journal of Catalysis, 2017, 38(3): 440-446.

×
share this article

Add to citation manager EndNote|Ris|BibTeX

URL: https://www.cjcatal.com/EN/10.1016/S1872-2067(17)62757-8

https://www.cjcatal.com/EN/Y2017/V38/I3/440

References

[1] D. Ravelli, M. Fagnoni, A. Albini, Chem. Soc. Rev., 2013, 42, 97-113.
[2] S. Linic, P. Christopher, D. B. Ingram, Nat. Mater., 2011, 10, 911-921.
[3] G. Palmisano, E. García-López, G. Marcí, V. Loddo, S. Yurdakal, V. Augugliaro, L. Palmisano, Chem. Commun., 2010, 46, 7074-7089.
[4] G. Palmisano, V. Augugliaro, M. Pagliaro, L. Palmisano, Chem. Commun., 2007, 3425-3437.
[5] X. J. Lang, W. H. Ma, C. C. Chen, H. W. Ji, J. C. Zhao, Acc. Chem. Res., 2014, 47, 355-363.
[6] X. J. Lang, X. D. Chen, J. C. Zhao, Chem. Soc. Rev., 2014, 43, 473-486.
[7] H. Kisch, Angew. Chem. Int. Ed., 2013, 52, 812-847.
[8] P. Christopher, H. L. Xin, S. Linic, Nature Chem., 2011, 3, 467-472.
[9] M. Rueping, J. Zoller, D. C. Fabry, K. Poscharny, R. M. Koenigs, T. E. Weirich, J. Mayer, Chem. Eur. J., 2012, 18, 3478-3481.
[10] O. Tomita, R. Abe, B. Ohtani, Chem. Lett., 2011, 40, 1405-1407.
[11] X. J. Lang, H. W. Ji, C. C. Chen, W. H. Ma, J. C. Zhao, Angew. Chem. Int. Ed., 2011, 50, 3934-3937.
[12] Y. Ide, N. Nakamura, H. Hattori, R. Ogino, M. Ogawa, M. Sadakane, T. Sano, Chem. Commun., 2011, 47, 11531-11533.
[13] S. Furukawa, T. Shishido, K. Teramura, T. Tanaka, J. Phys. Chem. C, 2011, 115, 19320-19327.
[14] S. Furukawa, Y. Ohno, T. Shishido, K. Teramura, T. Tanaka, ACS Catal., 2011, 1, 1150-1153.
[15] H. Y. Zhu, X. B. Ke, X. Z. Yang, S. Sarina, H. W. Liu, Angew. Chem. Int. Ed., 2010, 49, 9657-9661.
[16] Q. Wang, M. Zhang, C. C. Chen, W. H. Ma, J. C. Zhao, Angew. Chem. Int. Ed., 2010, 49, 7976-7979.
[17] T. Shishido, T. Miyatake, K. Teramura, Y. Hitomi, H. Yamashita, T. Tanaka, J. Phys. Chem. C, 2009, 113, 18713-18718.
[18] S. Yurdakal, G. Palmisano, V. Loddo, V. Augugliaro, L. Palmisano, J. Am. Chem. Soc., 2008, 130, 1568-1569.
[19] F. Wang, C. H. Li, H. J. Chen, R. B. Jiang, L. D. Sun, Q. Li, J. F. Wang, J. C. Yu, C. H. Yan, J. Am. Chem. Soc., 2013, 135, 5588-5601.
[20] A. Tanaka, Y. Nishino, S. Sakaguchi, T. Yoshikawa, K. Imamura, K. Hashimoto, H. Kominami, Chem. Commun., 2013, 49, 2551-2553.
[21] Y. Sugano, Y. Shiraishi, D. Tsukamoto, S. Ichikawa, S. Tanaka, T. Hirai, Angew. Chem. Int. Ed., 2013, 52, 5295-5299.
[22] S. Sarina, H. Y. Zhu, E. Jaatinen, Q. Xiao, H. W. Liu, J. F. Jia, C. Chen, J. Zhao, J. Am. Chem. Soc., 2013, 135, 5793-5801.
[23] A. Pineda, L. Gomez, A. M. Balu, V. Sebastian, M. Ojeda, M. Arruebo, A. A. Romero, J. Santamaria, R. Luque, Green Chem., 2013, 15, 2043-2049.
[24] A. Marimuthu, J. W. Zhang, S. Linic, Science, 2013, 339, 1590-1593.
[25] M. González-Béjar, K. Peters, G. L. Hallett-Tapley, M. Grenier, J. C. Scaiano, Chem. Commun., 2013, 49, 1732-1734.
[26] E. M. van Schrojenstein Lantman, T. Deckert-Gaudig, A. J. G. Mank, V. Deckert, B. M. Weckhuysen, Nat. Nanotechnol., 2012, 7, 583-586.
[27] D. Tsukamoto, Y. Shiraishi, Y. Sugano, S. Ichikawa, S. Tanaka, T. Hirai, J. Am. Chem. Soc., 2012, 134, 6309-6315.
[28] A. Tanaka, K. Hashimoto, H. Kominami, J. Am. Chem. Soc., 2012, 134, 14526-14533.
[29] S. I. Naya, A. Inoue, H. Tada, J. Am. Chem. Soc., 2010, 132, 6292-6293.
[30] P. F. Zhang, Y. Wang, J. Yao, C. M. Wang, C. Yan, M. Antonietti, H. R. Li, Adv. Synth. Catal., 2011, 353, 1447-1451.
[31] F. Z. Su, S. C. Mathew, L. Möhlmann, M. Antonietti, X. C. Wang, S. Blechert, Angew. Chem. Int. Ed., 2011, 50, 657-660.
[32] F. Z. Su, S. C. Mathew, G. Lipner, X. Z. Fu, M. Antonietti, S. Blechert, X. C. Wang, J. Am. Chem. Soc., 2010, 132, 16299-16301.
[33] X. F. Chen, J. S. Zhang, X. Z. Fu, M. Antonietti, X. C. Wang, J. Am. Chem. Soc., 2009, 131, 11658-11659.
[34] F. Rosowski, S. Storck, J. Zühlke, Handbook of Heterogeneous Catalysis, 2nd ed., G. Ertl, H. Knözinger, F. Schüth, J. Weitkamp, eds., Wiley-VCH, New York, 2008, 3426-3432.
[35] W. Partenheimer, Catal. Today, 1995, 23, 69-158.
[36] S. Sarina, H. Y. Zhu, Z. F. Zheng, S. Bottle, J. Chang, X. B. Ke, J. C. Zhao, Y. N. Huang, A. Sutrisno, M. Willans, G. R. Li, Chem. Sci., 2012, 3, 2138-2146.
[37] K. Teramura, T. Tanaka, T. Hosokawa, T. Ohuchi, M. Kani, T. Funabiki, Catal. Today, 2004, 96, 205-209.
[38] R. S. Yuan, S. L. Fan, H. X. Zhou, Z. X. Ding, S. Lin, Z. H. Li, Z. Z. Zhang, C. Xu, L. Wu, X. X. Wang, X. Z. Fu, Angew. Chem. Int. Ed., 2013, 52, 1035-1039.
[39] M. Q. Yang, Y. H. Zhang, N. Zhang, Z. R. Tang, Y. J. Xu, Sci. Rep., 2013, 3, 3314.
[40] Y. H. Zhang, N. Zhang, Z. R. Tang, Y. J. Xu, Chem. Sci., 2012, 3, 2812-2822.
[41] Y. Liu, L. Chen, Q. Yuan, J. He, C. T. Au, S. F. Yin, Chem. Commun., 2016, 52, 1274-1277.
[42] B. Yuan, R. F. Chong, B. Zhang, J. Li, Y. Liu, C. Li, Chem. Commun., 2014, 50, 15593-15596.
[43] Y. H. Wu, B. Yuan, M. R. Li, W. H. Zhang, Y. Liu, C. Li, Chem. Sci., 2015, 6, 1873-1878.
[44] L. S. Zhang, W. Z. Wang, Z. G. Chen, L. Zhou, H. L. Xu, W. Zhu, J. Mater. Chem., 2007, 17, 2526-2532.
[45] F. Amano, K. Nogami, B. Ohtani, J. Phys. Chem. C, 2009, 113, 1536-1542.
[46] L. S. Zhang, W. Z. Wang, L. Zhou, H. L. Xu, Small, 2007, 3, 1618-1625.
[47] S. M. Sun, W. Z. Wang, L. Zhang, E. P. Gao, D. Jiang, Y. F. Sun, Y. Xie, ChemSusChem, 2013, 6, 1873-1877.
[48] J. H. Yang, D. E. Wang, H. X. Han, C. Li, Acc. Chem. Res., 2013, 46, 1900-1909.
[49] P. B. Merkel, P. Luo, J. P. Dinnocenzo, S. Farid, J. Org. Chem., 2009, 74, 5163-5173.
[50] H. B. Fu, L. W. Zhang, W. Q. Yao, Y. F. Zhu, Appl. Catal. B, 2006, 66, 100-110.
[51] M. A. Lavergne, C. Chanéac, D. Portehault, S. Cassaignon, O. Durupthy, Eur. J. Inorg. Chem., 2016, 2159-2165.
[52] The reported results for photocatalytic oxidation of toluene catalyzed by different inorganic semiconductors were summarized as follows: BiOBr/TiO₂ (1064 μmol/g/h, 90.6%, Ref. [38]); Graphene-CdS-TiO₂ (863 μmol/g/h, 99%, Refs. [39,40]); Bi₂WO₆ (464 μmol/g/h, 96%, Ref. [41]); Niobium hydroxide grafted with benzyl alcohol(41 μmol/g/h, 86%, Ref. [36]); V₂O₅/Al₂O₃ (32 μmol/g/h, Ref. [37]).

Photocatalytic aerobic oxidation of toluene and its derivatives to aldehydes on Pd/Bi₂WO₆

PDF (PC)

Knowledge

Abstract

Cite this article

share this article

share this article

References

Related Articles 15

Recommended Articles

Metrics

[1]	Xiao-Juan Li, Ming-Yu Qi, Jing-Yu Li, Chang-Long Tan, Zi-Rong Tang, Yi-Jun Xu. Visible light-driven dehydrocoupling of thiols to disulfides and H₂ evolution over PdS-decorated ZnIn₂S₄ composites [J]. Chinese Journal of Catalysis, 2023, 51(8): 55-65.
[2]	Ruiyu Zhong, Yujie Liang, Fei Huang, Shinuo Liang, Shengwei Liu. Regulating interfacial coupling of 1D crystalline g-C₃N₄ nanorods with 2D Ti₃C₂T_x MXene for boosting photocatalytic CO₂ reduction [J]. Chinese Journal of Catalysis, 2023, 53(10): 109-122.
[3]	Xianwen Zhang, Zheng Li, Taifeng Liu, Mingrun Li, Chaobin Zeng, Hiroaki Matsumoto, Hongxian Han. Water oxidation sites located at the interface of Pt/SrTiO₃ for photocatalytic overall water splitting [J]. Chinese Journal of Catalysis, 2022, 43(8): 2223-2230.
[4]	Hui Zhao, Qinyi Mao, Liang Jian, Yuming Dong, Yongfa Zhu. Photodeposition of earth-abundant cocatalysts in photocatalytic water splitting: Methods, functions, and mechanisms [J]. Chinese Journal of Catalysis, 2022, 43(7): 1774-1804.
[5]	Meiyu Zhang, Chaochao Qin, Wanjun Sun, Congzhao Dong, Jun Zhong, Kaifeng Wu, Yong Ding. Energy funneling and charge separation in CdS modified with dual cocatalysts for enhanced H₂ generation [J]. Chinese Journal of Catalysis, 2022, 43(7): 1818-1829.
[6]	Yaping Zhang, Jixiang Xu, Jie Zhou, Lei Wang. Metal-organic framework-derived multifunctional photocatalysts [J]. Chinese Journal of Catalysis, 2022, 43(4): 971-1000.
[7]	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.
[8]	Li Wang, Yukun Li, Chao Wu, Xin Li, Guosheng Shao, Peng Zhang. Tracking charge transfer pathways in SrTiO₃/CoP/Mo₂C nanofibers for enhanced photocatalytic solar fuel production [J]. Chinese Journal of Catalysis, 2022, 43(2): 507-518.
[9]	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.
[10]	Xueyou Gao, Deqian Zeng, Jingren Yang, Wee-Jun Ong, Toyohisa Fujita, Xianglong He, Jieqian Liu, Yuezhou Wei. Ultrathin Ni(OH)₂ nanosheets decorated with Zn_0.5Cd_0.5S nanoparticles as 2D/0D heterojunctions for highly enhanced visible light-driven photocatalytic hydrogen evolution [J]. Chinese Journal of Catalysis, 2021, 42(7): 1137-1146.
[11]	Shipeng Tang, Yang Xia, Jiajie Fan, Bei Cheng, Jiaguo Yu, Wingkei Ho. Enhanced photocatalytic H₂ production performance of CdS hollow spheres using C and Pt as bi-cocatalysts [J]. Chinese Journal of Catalysis, 2021, 42(5): 743-752.
[12]	Qian Ding, Tao Chen, Zheng Li, Zhaochi Feng, Xiuli Wang. Time-resolved infrared spectroscopic investigation of Ga₂O₃ photocatalysts loaded with Cr₂O₃-Rh cocatalysts for photocatalytic water splitting [J]. Chinese Journal of Catalysis, 2021, 42(5): 808-816.
[13]	Naixu Li, Meiyou Huang, Jiancheng Zhou, Maochang Liu, Dengwei Jing. MgO and Au nanoparticle Co-modified g-C₃N₄ photocatalysts for enhanced photoreduction of CO₂ with H₂O [J]. Chinese Journal of Catalysis, 2021, 42(5): 781-794.
[14]	Jiayue Rong, Zhenzhen Wang, Jiaqi Lv, Ming Fan, Ruifeng Chong, Zhixian Chang. Ni(OH)₂ quantum dots as a stable cocatalyst modified α-Fe₂O₃ for enhanced photoelectrochemical water-splitting [J]. Chinese Journal of Catalysis, 2021, 42(11): 1999-2009.
[15]	Rongchen Shen, Yingna Ding, Shibang Li, Peng Zhang, Quanjun Xiang, Yun Hau Ng, Xin Li. Constructing low-cost Ni₃C/twin-crystal Zn_0.5Cd_0.5S heterojunction/homojunction nanohybrids for efficient photocatalytic H₂ evolution [J]. Chinese Journal of Catalysis, 2021, 42(1): 25-36.