Citation: Meifang Cao, Bo Chen, Tao Ruan, Xinping Ouyang, Xueqing Qiu. Preparation of a Pt/NbPWO Bifunctional Catalyst for the Hydrogenolysis of Alkali Lignin to Aromatic Monomers[J]. Acta Physico-Chimica Sinica, ;2022, 38(10): 220403. doi: 10.3866/PKU.WHXB202204037 shu

Preparation of a Pt/NbPWO Bifunctional Catalyst for the Hydrogenolysis of Alkali Lignin to Aromatic Monomers

Meifang Cao ¹ ,
Bo Chen ¹ ,
Tao Ruan ¹ ,
Xinping Ouyang ^1,, ,
Xueqing Qiu ^2,,

1.
School of Chemistry and Chemical Engineering, Guangdong Provincial Key Lab of Green Chemical Product Technology, South China University of Technology, Guangzhou 510640, China
2.
School of Chemical Engineering and Light Industry, Guangdong University of Technology, Guangzhou 510006, China

Corresponding author: Xinping Ouyang, ceouyang@scut.edu.cn Xueqing Qiu, cexqqiu@scut.edu.cn
Received Date: 20 April 2022
Revised Date: 16 May 2022
Accepted Date: 17 May 2022
Available Online: 23 May 2022
Fund Project: the National Key Research and Development Program of China 2019YFC1905301National Natural Science Foundation of China 22078115National Natural Science Foundation of China 21776108National Natural Science Foundation of China 21690083National Natural Science Foundation of China 22008078

Lignin is a natural aromatic polymer that accounts for nearly 30% of lignocellulose and is considered the only renewable aromatic (re)source for producing aromatic chemicals or liquid fuels via the cleavage of C―O ether bonds and C―C bonds. Thus far, the majority of investigations involving the production of valuable compounds via lignin hydrogenolysis have focused on the cleavage of relatively labile C―O bonds only, which restricts the efficiency of hydrogenolysis. Therefore, in this work, a bifunctional Pt/NbPWO catalyst was synthesized using hydrothermal and wet impregnation methods. It was found that aromatic monomers with a yield of 18.02% could be obtained by breaking the C―O and C―C bonds in alkali lignin. This reaction was applicable to breaking the key C―C bonds when the C―O ether bonds were broken in lignin polymers. The hydrogenolysis mechanism most likely involves the abundant Brønsted acid and Lewis acid sites on the catalyst that facilitate C―C bond activation. Additionally, the synergy between the support and Pt species in the Pt/NbPWO catalyst was primarily emphasized.
- Alkali lignin,
- Bifunctional catalyst,
- Brønsted and Lewis acids,
- Synergistic effects
1. [1]
  Wang, S.; Li, H.; Wu, M. J. Clean. Prod. 2021, 303, 126825. doi: 10.1016/j.jclepro.2021.126825 doi: 10.1016/j.jclepro.2021.126825
2. [2]
  Han, X.; Guo, Y.; Liu, X.; Xia, Q.; Wang, Y. Catal. Today 2019, 319, 2. doi: 10.1016/j.cattod.2018.05.013 doi: 10.1016/j.cattod.2018.05.013
3. [3]
  Sun, Y.; Cheng, J. Bioresour. Technol. 2002, 83 (1), 1. doi: 10.1016/S0960-8524(01)00212-7 doi: 10.1016/S0960-8524(01)00212-7
4. [4]
  Shuai, L.; Amiri, M. T.; Questell-Santiago, Y. M.; Héroguel, F.; Li, Y. D.; Hoon, K. H.; Meilan, R.; Chapple, C.; Ralph, J.; Luterbacher, J. S. Science 2016, 354 (6310), 329. doi: 10.1126/science.aaf7810 doi: 10.1126/science.aaf7810
5. [5]
  Wang, M.; Zhou, D.; Wang, Y.; Wei, S. J.; Yang, W.; Kuang, M.; Ma, L.; Fang, D.; Xu, S.; Du, S. Fuel 2016, 184, 527. doi: 10.1016/j.fuel.2016.07.061 doi: 10.1016/j.fuel.2016.07.061
6. [6]
  James, M.; David, K. Nature 2012, 481 (7382), 43. doi: 10.1038/481433a doi: 10.1038/481433a
7. [7]
  Stöcker, M. Angew. Chem. Int. Ed. 2008, 47 (48), 9200. doi: 10.1002/anie.200801476 doi: 10.1002/anie.200801476
8. [8]
  Chen, J.; Ge, Y.; Guo, Y.; Chen, J. J. Energy Chem. 2018, 27 (1), 283. doi: 10.1016/j.jechem.2017.04.017 doi: 10.1016/j.jechem.2017.04.017
9. [9]
  Zhao, H. Appl. Catal. A Gen. 2020, 591, 9. doi: 10.1016/j.apcata.2019.117378 doi: 10.1016/j.apcata.2019.117378
10. [10]
  Subbotina, E.; Rukkijakan, T.; Marquez-Medina, M. D.; Yu, X.; Johnsson, M.; Samec, J. S. M. Nat. Chem. 2021, 13 (11), 1118. doi: 10.1038/s41557-021-00783-2 doi: 10.1038/s41557-021-00783-2
11. [11]
  Da Silva, G. T. S. T.; Carvalho, K. T. G.; Lopes, O. F.; Ribeiro, C. Appl. Catal. B Environ. 2017, 216, 70. doi: 10.1016/j.apcatb.2017.05.038 doi: 10.1016/j.apcatb.2017.05.038
12. [12]
  Liu, H.; Li, H.; Luo, N.; Wang, F. ACS Catal. 2020, 10 (1), 632. doi: 10.1021/acscatal.9b03768 doi: 10.1021/acscatal.9b03768
13. [13]
  Li, H.; Song, G. ACS Catal. 2020, 10 (20), 1222. doi: 10.1021/acscatal.0c02339 doi: 10.1021/acscatal.0c02339
14. [14]
  Burch, R. J. Catal. 2011, 283 (1), 89. doi: 10.1016/j.jcat.2011.07.007 doi: 10.1016/j.jcat.2011.07.007
15. [15]
  Su, K.; Liu, H.; Gao, Z.; Fornasiero, P.; Wang, F. Adv. Sci. 2021, 8, 8. doi: 10.1002/advs.202003156 doi: 10.1002/advs.202003156
16. [16]
  Ma, D.; Lu, S.; Liu, X.; Guo, Y.; Wang, Y. Chin. J. Catal. 2019, 40 (4), 609. doi: 10.1016/S1872-2067(19)63317-6 doi: 10.1016/S1872-2067(19)63317-6
17. [17]
  Dong, L.; Xin, Y.; Liu, X. H.; Guo, Y.; Wang, Y. Q.; Pao, C. W.; Chen, J. L. Green Chem. 2019, 21 (11), 3081. doi: 10.1039/c9gc00327d doi: 10.1039/c9gc00327d
18. [18]
  Xia, Q. N.; Cuan, Q.; Liu, X. H.; Gong, X. Q.; Lu, G. Z.; Wang, Y. Q. Angew. Chem. Int. Ed. 2014, 53 (37), 9755. doi: 10.1002/anie.201403440 doi: 10.1002/anie.201403440
19. [19]
  Dong, L.; Xia, J.; Guo, Y.; Liu, X.; Wang, H.; Wang, Y. J. Catal. 2021, 394, 94. doi: 10.1016/j.jcat.2021.01.001 doi: 10.1016/j.jcat.2021.01.001
20. [20]
  Li, C.; Zheng, M.; Wang, A.; Zhang, T. Energy Environ. Sci. 2012, 5, 4. doi: 10.1039/c1ee02684d doi: 10.1039/c1ee02684d
21. [21]
  Xin, Y.; Jing, Y.; Dong, L.; Liu, X.; Guo, Y.; Wang, Y. Chem. Commun. 2019, 55 (63), 9391. doi: 10.1039/c9cc04101j doi: 10.1039/c9cc04101j
22. [22]
  Mendes, F. M. T.; Perez, C. A.; Soares, R. R.; Noronha, F. B.; Schmal, M. Catal. Today 2003, 78 (1), 449. doi: 10.1016/S0920-5861(02)00327-9 doi: 10.1016/S0920-5861(02)00327-9
23. [23]
  Jun, J. W.; Suh, Y. W.; Suh, D. J.; Lee, Y. K. Catal. Today 2018, 302, 108. doi: 10.1016/j.cattod.2017.03.026 doi: 10.1016/j.cattod.2017.03.026
24. [24]
  Li, T.; Lin, H.; Ouyang, X.; Qiu, X.; Wan, Z. ACS Catal. 2019, 9, 7582. doi: 10.1021/acscatal.9b01452 doi: 10.1021/acscatal.9b01452
25. [25]
  Xiao, L. P.; Wang, S. Z.; Li, H. L.; Li, Z. W.; Shi, Z. J.; Xiao, L.; Sun, R. C.; Fang, Y. M.; Song, G. Y. ACS Catal. 2017, 7 (11), 7535. doi: 10.1021/acscatal.7b02563 doi: 10.1021/acscatal.7b02563
26. [26]
  Chen, B.; He, C.; Cao, M.; Qiu, X.; Ouyang, X.; Qian, Y. Green Chem. 2022, 24 (2), 846. doi: 10.1039/d1gc03909a doi: 10.1039/d1gc03909a
27. [27]
  Jing, Y.; Wang, Y. Front. Chem. Eng. 2020, 2 (9), 1. doi: 10.3389/fceng.2020.00010 doi: 10.3389/fceng.2020.00010
28. [28]
  Yin, P.; Yao, T.; Wu, Y.; Zheng, L.; Lin, Y.; Liu, W.; Ju, H.; Zhu, J.; Hong, X.; Deng, Z. X; et al. Angew. Chem. Int. Ed. 2016, 55 (36), 10800. doi: 10.1002/anie.201604802 doi: 10.1002/anie.201604802
29. [29]
  García-Sancho, C.; Rubio-Caballero, J. M.; Mérida-Robles, J. M.; Moreno-Tost, R.; Santamaría-González, J.; Maireles-Torres, P. Catal. Today 2014, 234, 119. doi: 10.1016/j.cattod.2014.02.012 doi: 10.1016/j.cattod.2014.02.012
30. [30]
  Chen, B.; Rao, R. H.; Cao, M. F. Fuel 2022, 313 (9), 123044. doi: 10.1016/j.fuel.2021.123044 doi: 10.1016/j.fuel.2021.123044
31. [31]
  Li, L.; Yu, X.; Xu, L.; Zhao, Y. Chem. Eng. J. 2019, 386 (8), 123955. doi: 10.1016/j.cej.2019.123955 doi: 10.1016/j.cej.2019.123955
32. [32]
  Shi, H.; Zhao, T.; Wang, J.; Wang, Y.; Chen, Z.; Liu, B.; Ji, H.; Wang, W.; Zhang, G.; Li, Y. J. Alloys Compd. 2021, 860, 157924. doi: 10.1016/j.jallcom.2020.157924 doi: 10.1016/j.jallcom.2020.157924
33. [33]
  Fu, J.; Zhang, X.; Li, H.; Chen, B.; Ye, S. J. Hazard. Mater. 2022, 426 (9), 1. doi: 10.1016/j.jhazmat.2021.128088 doi: 10.1016/j.jhazmat.2021.128088
34. [34]
  Sola, A. C.; Ramírez de la Piscina, P.; Homs, N. Catal. Today 2020, 341, 13. doi: 10.1016/j.cattod.2018.06.017 doi: 10.1016/j.cattod.2018.06.017
35. [35]
  Song, W.; He, Y.; Lai, S.; Lai, W.; Yi, X.; Yang, W.; Jiang, X. Green Chem. 2020, 22 (5), 1662. doi: 10.1039/c9gc03842f doi: 10.1039/c9gc03842f
36. [36]
  Yin, D.; Cao, Y. D.; Chai, D. F.; Fan, L. L.; Gao, G. G.; Wang, M. L.; Liu, H.; Kang, Z. Chem. Eng. J. 2022, 431 (9), 133287. doi: 10.1016/j.cej.2021.133287 doi: 10.1016/j.cej.2021.133287
37. [37]
  Lahive, C. W.; Deuss, P. J.; Lancefield, S. L.; Sun, Z.; Cordes, D. B.; Young, C. M.; Tran, F.; Slawin, A. M. Z.; de Vries, J. G.; Kamer, P. C. J. et al. J. Am. Chem. Soc. 2016, 138 (28), 8900. doi: 10.1021/jacs.6b04144 doi: 10.1021/jacs.6b04144
1. [1]
  Xin Li , Xuan Ding , Junkun Zhou , Hui Shi , Zhenxi Dai , Jiayi Liu , Yongcun Ma , Penghui Shao , Liming Yang , Xubiao Luo . Utilizing synergistic effects of bifunctional polymer hydrogel PAM-PAMPS for selective capture of Pb(Ⅱ) from wastewater. Chinese Chemical Letters, 2024, 35(7): 109158-. doi: 10.1016/j.cclet.2023.109158
2. [2]
  Shuang Li , Jiayu Sun , Guocheng Liu , Shuo Zhang , Zhong Zhang , Xiuli Wang . A new Keggin-type polyoxometallate-based bifunctional catalyst for trace detection and pH-universal photodegradation of phenol. Chinese Chemical Letters, 2024, 35(8): 109148-. doi: 10.1016/j.cclet.2023.109148
3. [3]
  Xueyang Zhao , Bangwei Deng , Hongtao Xie , Yizhao Li , Qingqing Ye , Fan Dong . Recent process in developing advanced heterogeneous diatomic-site metal catalysts for electrochemical CO₂ reduction. Chinese Chemical Letters, 2024, 35(7): 109139-. doi: 10.1016/j.cclet.2023.109139
4. [4]
  Yue Li , Minghao Fan , Conghui Wang , Yanxun Li , Xiang Yu , Jun Ding , Lei Yan , Lele Qiu , Yongcai Zhang , Longlu Wang . 3D layer-by-layer amorphous MoS_x assembled from [Mo₃S₁₃]^2- clusters for efficient removal of tetracycline: Synergy of adsorption and photo-assisted PMS activation. Chinese Chemical Letters, 2024, 35(9): 109764-. doi: 10.1016/j.cclet.2024.109764
5. [5]
  Jiajun Lu , Zhehui Liao , Tongxiang Cao , Shifa Zhu . Synergistic Brønsted/Lewis acid catalyzed atroposelective synthesis of aryl-β-naphthol. Chinese Chemical Letters, 2025, 36(1): 109842-. doi: 10.1016/j.cclet.2024.109842
6. [6]
  Huazhe Wang , Chenghuan Qiao , Chuchu Chen , Bing Liu , Juanshan Du , Qinglian Wu , Xiaochi Feng , Shuyan Zhan , Wan-Qian Guo . Synergistic adsorption and singlet oxygenation of humic acid on alkali-activated biochar via peroxymonosulfate activation. Chinese Chemical Letters, 2025, 36(5): 110244-. doi: 10.1016/j.cclet.2024.110244
7. [7]
  Runze Liu , Yankai Bian , Weili Dai . Qualitative and quantitative analysis of Brønsted and Lewis acid sites in zeolites: A combined probe-assisted 1H MAS NMR and NH3-TPD investigation. Chinese Journal of Structural Chemistry, 2024, 43(4): 100250-100250. doi: 10.1016/j.cjsc.2024.100250
8. [8]
  Fengrui Yang , Debing Wang , Xinying Zhang , Jie Zhang , Zhichao Wu , Qiaoying Wang . Synergistic effects of peroxydisulfate on UV/O₃ process for tetracycline degradation: Mechanism and pathways. Chinese Chemical Letters, 2024, 35(10): 109599-. doi: 10.1016/j.cclet.2024.109599
9. [9]
  Ziyi Liu , Feifei Guo , Tingting Cao , Youxuan Sun , Xutang Tao , Zeliang Gao . High thermal conductivity in Ga2TeO6 crystals: Synergistic effects of rigid polyhedral frameworks and stereochemically inert cations. Chinese Journal of Structural Chemistry, 2025, 44(4): 100544-100544. doi: 10.1016/j.cjsc.2025.100544
10. [10]
  Haodong Wang , Xiaoxu Lai , Chi Chen , Pei Shi , Houzhao Wan , Hao Wang , Xingguang Chen , Dan Sun . Novel 2D bifunctional layered rare-earth hydroxides@GO catalyst as a functional interlayer for improved liquid-solid conversion of polysulfides in lithium-sulfur batteries. Chinese Chemical Letters, 2024, 35(5): 108473-. doi: 10.1016/j.cclet.2023.108473
11. [11]
  Mianfeng Li , Haozhi Wang , Zijun Yang , Zexiang Yin , Yuan Liu , Yingmei Bian , Yang Wang , Xuerong Zheng , Yida Deng . Synergistic enhancement of alkaline hydrogen evolution reaction by role of Ni-Fe LDH introducing frustrated Lewis pairs via vacancy-engineered. Chinese Chemical Letters, 2025, 36(3): 110199-. doi: 10.1016/j.cclet.2024.110199
12. [12]
  Yutong Xiong , Ting Meng , Wendi Luo , Bin Tu , Shuai Wang , Qingdao Zeng . Molecular conformational effects on co-assembly systems of low-symmetric carboxylic acids investigated by scanning tunneling microscopy. Chinese Journal of Structural Chemistry, 2025, 44(2): 100511-100511. doi: 10.1016/j.cjsc.2025.100511
13. [13]
  Wen-Jing Li , Jun-Bo Wang , Yu-Heng Liu , Mo Zhang , Zhan-Hui Zhang . Molybdenum-doped carbon nitride as an efficient heterogeneous catalyst for direct amination of nitroarenes with arylboronic acids. Chinese Chemical Letters, 2025, 36(3): 110001-. doi: 10.1016/j.cclet.2024.110001
14. [14]
  Ajay Piriya Vijaya Kumar Saroja , Yuhan Wu , Yang Xu . Improving the electrocatalysts for conversion-type anodes of alkali-ion batteries. Chinese Journal of Structural Chemistry, 2025, 44(1): 100408-100408. doi: 10.1016/j.cjsc.2024.100408
15. [15]
  Juhong Zhou , Hui Zhao , Ping Han , Ziyue Wang , Yan Zhang , Xiaoxia Mao , Konglin Wu , Shengjue Deng , Wenxiang He , Binbin Jiang . Strategic modulation of CoFe sites for advanced bifunctional oxygen electrocatalyst. Chinese Journal of Structural Chemistry, 2025, 44(1): 100470-100470. doi: 10.1016/j.cjsc.2024.100470
16. [16]
  Hong Yin , Zhipeng Yu . Hexavalent iridium catalyst enhances efficiency of hydrogen production. Chinese Journal of Structural Chemistry, 2025, 44(1): 100382-100382. doi: 10.1016/j.cjsc.2024.100382
17. [17]
  Yixuan Wang , Jiexin Li , Zhihao Shang , Chengcheng Feng , Jianmin Gu , Maosheng Ye , Ran Zhao , Danna Liu , Jingxin Meng , Shutao Wang . Wettability-driven synergistic resistance of scale and oil on robust superamphiphobic coating. Chinese Chemical Letters, 2024, 35(7): 109623-. doi: 10.1016/j.cclet.2024.109623
18. [18]
  Mengyuan Li , Xitong Ren , Yanmei Gao , Mengyao Mu , Shiping Zhu , Shufang Tian , Minghua Lu . Constructing bifunctional magnetic porous poly(divinylbenzene) polymer for high-efficient removal and sensitive detection of bisphenols. Chinese Chemical Letters, 2024, 35(12): 109699-. doi: 10.1016/j.cclet.2024.109699
19. [19]
  Meng Shan , Yongmei Yu , Mengli Sun , Shuping Yang , Mengqi Wang , Bo Zhu , Junbiao Chang . Bifunctional organocatalyst-catalyzed dynamic kinetic resolution of hemiketals for synthesis of chiral ketals via hydrogen bonding control. Chinese Chemical Letters, 2025, 36(1): 109781-. doi: 10.1016/j.cclet.2024.109781
20. [20]
  Cheng-Shuang Wang , Bing-Yu Zhou , Yi-Feng Wang , Cheng Yuan , Bo-Han Kou , Wei-Wei Zhao , Jing-Juan Xu . Bifunctional iron-porphyrin metal-organic frameworks for organic photoelectrochemical transistor gating and biosensing. Chinese Chemical Letters, 2025, 36(3): 110080-. doi: 10.1016/j.cclet.2024.110080

Get Citation

PDF

XML

Metrics

PDF Downloads(11)
Abstract views(446)
HTML views(48)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142