Abstract
The synthesis of succinic acid (SA), one of the monomers used to create poly(butylene succinate), a type of biodegradable plastic, has become a crucial and even bottleneck technology for the industry’s development. Herein, a series of Pd-based catalysts were prepared with amorphous TiO2, CeO2 and ZrO2 as the supports and applied in the aqueous-phase hydrogenation of maleic acid (MA) to SA at a low temperature about 60 °C. The metal–support interaction and the structure–activity relationship of Pd-based catalysts were investigated. It was found that the Pd/CeO2 catalyst was substantially more active than the Pd/TiO2 and Pd/ZrO2 catalysts. The strong interaction between the CeO2 and Pd inhibited the agglomeration of Pd during the reduction and reaction process, leading to much higher Pd dispersion. The exposure of more active sites for the adsorption of MA molecules accelerated the MA hydrogenation process, giving a much higher activity in the hydrogenation of MA to SA.
Similar content being viewed by others
Data availability
Not applicable.
References
D. Pan, J. Zhou, B. Peng, S. Wang, Y. Zhao, X. Ma, Front. Chem. Sci. Eng. 16(3), 397 (2021)
J. Zhang, L. Kong, Y. Chen, H. Huang, H. Zhang, Y. Yao, Y. Xu, Y. Xu, S. Wang, X. Ma, Y. Zhao, Front. Chem. Sci. Eng. 15(3), 666 (2020)
J. Burns, C. McCoy, N. Irwin, J. Hosp. Infect. 111, 69 (2021)
A. Cukalovic, C.V. Stevens, Biofuels Bioprod. Biorefining 2(6), 505 (2008)
J. Tan, X. Xia, J. Cui, W. Yan, Z. Jiang, Y. Zhao, J. Phys. Chem. C 123(15), 9779 (2019)
A.H. Tullo, Chem. Eng. News 95(7), 22 (2017)
J.M. Pinazo, M.E. Domine, V. Parvulescu, F. Petru, Catal. Today 239, 17 (2015)
M. Verma, P. Mandyal, D. Singh, N. Gupta, Chemsuschem 13(16), 4026 (2020)
R. Kumar, B. Basak, B.H. Jeon, J. Clean Prod. 277, 20 (2020)
H.E. Yener, R. Erdmann, K. Jariyavidyanont, A.B. Mapossa, W.W. Focke, G. Hillrichs, R. Androsch, ACS Omega 7(10), 8377 (2022)
A.V. Muzumdar, S.B. Sawant, V.G. Pangarkar, Org. Process Res. Dev. 8(4), 685 (2004)
N.P. Nghiem, S. Kleff, S. Schwegmann, Fermentation 3(2), 26 (2017)
J. Cai, J. Zhu, L. Zuo, Y. Fu, J. Shen, Catal. Commun. 110, 93 (2018)
P.K. Baidya, U. Sarkar, R. Villa, S. Sadhukhan, BMC Chem. Engineering 1, 1 (2019)
Z. Gao, W. Chen, X. Chen, D. Wang, S. Yi, Bull. Korean Chem. Soc. 39(8), 920 (2018)
X. Li, L. Cheng, X. Wang, Res. Chem. Intermed. 45(3), 1249 (2018)
A. Bayat, S. Sadjadi, H. Arabi, N. Bahri-Laleh, Res. Chem. Intermed. 48(7), 3171 (2022)
D. Jose, B.R. Jagirdar, Int. J. Hydrogen Energy 35(13), 6804 (2010)
D. Gao, D. Yi, F. Lu, S. Li, L. Pan, Y. Xu, X. Wang, Chem. Eng. Sci. 240, 116664 (2021)
K. Nobuhara, H. Kasai, W.A. Diño, H. Nakanishi, Surf. Sci. 566, 703 (2004)
M.A. Kulagina, E.Y. Gerasimov, T.Y. Kardash, P.A. Simonov, A.V. Romanenko, Catal. Today 246, 72 (2015)
M. Brzezinska, J. Niemeier, Y. Louven, N. Keller, R. Palkovits, A.M. Ruppert, Catal. Sci. Technol. 10(20), 6860 (2020)
M. Byun, J. Kim, J. Baek, D. Park, M. Lee, Energies 12(2), 8 (2019)
Y. Li, N. Fei, W. Li, Y. Cao, X. Ge, S. Dai, K. Yan, Q. Yuwen, X. Zhou, W. Yuan, Catal. Commun. 177, 106645 (2023)
M. Dou, T. Deng, S. Qing, Z. Wang, L. Zhou, X. Li, X. Hou, Y. Wang, M. Tang, ACS Sustain. Chem. Eng. 10(50), 16538 (2022)
S. Sun, D. Pan, H. Huang, Z. Wang, Y. Xu, Y. Zhao, Res. Chem. Intermed. 48(7), 3129 (2022)
A. Orozco-Saumell, R. Mariscal, J. Iglesias, P. Maireles-Torres, M. López Granados, Sustain. Energy Fuels 6(22), 5160 (2022)
M.L. Granados, J. Moreno, A.C. Alba-Rubio, J. Iglesias, D.M. Alonso, R. Mariscal, Green Chem. 22(6), 1859 (2020)
T. Osaki, J. Porous Mater. 25, 697 (2018)
X. Guo, G. Zhi, X. Yan, G. Jin, X. Guo, P. Brault, Catal. Commun. 12(10), 870 (2011)
L. D’Souza, J. Saleh-Subaie, R. Richards, J. Colloid Interface Sci. 292(2), 476 (2005)
M. Pisarek, P. Kedzierzawski, M. Andrzejczuk, M. Holdynski, A. Mikolajczuk-Zychora, A. Borodzinski, M. Janik-Czachor, Materials 13(5), 1195 (2020)
F. Cao, Z. Song, Z. Zhang, Y. Xiao, M. Zhang, X. Hu, Z. Liu, Y. Qu, A.C.S. Appl, Mater. Interfaces 13(21), 24957 (2021)
N. Köpfle, K. Ploner, P. Lackner, T. Götsch, C. Thurner, E. Carbonio, M. Hävecker, A. Knop-Gericke, L. Schlicker, A. Doran, D. Kober, A. Gurlo, M. Willinger, S. Penner, M. Schmid, B. Klötzer, Catalysts 10(9), 1000 (2020)
G.F. Tierney, S. Alijani, M. Panchal, D. Decarolis, M.B. de Gutierrez, K.M.H. Mohammed, J. Callison, E.K. Gibson, P.B.J. Thompson, P. Collier, N. Dimitratos, E.C. Corbos, F. Pelletier, A. Villa, P.P. Wells, ChemCatChem 13(24), 5121 (2021)
M. Modelska, M.J. Binczarski, Z. Kaminski, S. Karski, B. Kolesinska, P. Mierczynski, C.J. Severino, A. Stanishevsky, I.A. Witonska, Catalysts 10(4), 23 (2020)
C. Zhang, Y. Li, Y. Wang, H. He, Environ. Sci. Technol. 48(10), 5816 (2014)
W. Liang, X. Du, Y. Zhu, S. Ren, J. Li, Catalysts 10(3), 14 (2020)
Y. Yao, R. Fang, Z. Shi, M. Gong, Y. Chen, Chin. J. Catal. 32(4), 589 (2011)
T.C.W. William, D. McFall, F.A. Lewis, J Chem Soc Chem Commun. 762(4), 2 (1973)
Q. Wei, Q. Ma, P. Zuo, H. Fan, S. Qu, W. Shen, ChemCatChem 10(5), 1019 (2018)
H.J. Kim, J.H. Lee, M.W. Lee, Y. Seo, J.W. Choung, C.H. Kim, K.-Y. Lee, Mol. Catal. 492, 111014 (2020)
S. Bhogeswararao, D. Srinivas, Catal. Lett. 140, 55 (2010)
W. Zhang, J. Chang, G. Wang, Z. Li, M. Wang, Y. Zhu, B. Li, H. Zhou, G. Wang, M. Gu, Energy Environ. Sci. 15(4), 1573 (2022)
P. Mondal, J. Satra, D.N. Srivastava, G.R. Bhadu, B. Adhikary, ACS Catal. 11(6), 3687 (2021)
Y. Wu, J. Chen, W. Hu, K. Zhao, P. Qu, P. Shen, M. Zhao, L. Zhong, Y. Chen, J. Catal. 377, 565 (2019)
Y. Hinuma, T. Toyao, N. Hamamoto, M. Takao, K.-I. Shimizu, T. Kamachi, J. Phys. Chem. C 124(50), 27621 (2020)
Y. Zhou, Z. Wang, C. Liu, Catal. Sci. Technol. 5(1), 69 (2015)
T. Kamigawara, H. Sugita, K. Mikami, Y. Ohta, T. Yokozawa, Catalysts 7(7), 195 (2017)
G. Bampos, P. Bika, P. Panagiotopoulou, X.E. Verykios, Appl. Catal. A Gen. 588, 13 (2019)
N.A. Khan, S. Shaikhutdinov, H.J. Freund, Catal. Lett. 108(3–4), 159 (2006)
X.-P. Gao, Z.-L. Guo, Y.-N. Zhou, F.-L. Jing, W. Chu, Acta Phys. Chim. Sin. 33(3), 602 (2017)
C. Tang, Y. Zhao, T. Li, Z. Liao, B. Xu, Z. Jiao, G. Zhou, Int. J. Chem. Reactor Eng. 20(2), 251 (2021)
Z. Li, T. Thuening, W.T. Tysoe, Surf. Sci. 646, 65 (2016)
Funding
We are grateful for the financial support from the National Natural Science Foundation of China (22278309) and the Haihe Laboratory of Sustainable Chemical Transformations for financial support.
Author information
Authors and Affiliations
Contributions
All authors contributed to the study conception and design. BY was responsible for the writing of the article and the collection of experimental data. SS was responsible for the collection of experimental data. HW proposed guidance for the writing of the paper. HH provided important help for the experiment. MUR modified the language of the paper. XS assisted in the collection of experimental data. YX guided the overall work and YZ guided the overall work. All authors read and approved the final manuscript.
Corresponding authors
Ethics declarations
Conflict of interest
The authors declare no competing interests that are directly or indirectly related to the work submitted for publication.
Additional information
Publisher's Note
Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.
Bin Ye and Simin Sun are Cofirst author.
Supplementary Information
Below is the link to the electronic supplementary material.
Rights and permissions
Springer Nature or its licensor (e.g. a society or other partner) holds exclusive rights to this article under a publishing agreement with the author(s) or other rightsholder(s); author self-archiving of the accepted manuscript version of this article is solely governed by the terms of such publishing agreement and applicable law.
About this article
Cite this article
Ye, B., Sun, S., Wang, H. et al. Effect of support on palladium catalyst for aqueous-phase hydrogenation of maleic acid to succinic acid. Res Chem Intermed 49, 4443–4459 (2023). https://doi.org/10.1007/s11164-023-05083-7
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s11164-023-05083-7