Boosting chiral carboxylic acid hydrogenation by tuning metal-MOx-support interaction in Pt-ReOx/TiO2 catalysts

doi:10.1016/S1872-2067(21)64021-4

Chinese Journal of Catalysis ›› 2022, Vol. 43 ›› Issue (8): 2034-2044.DOI: 10.1016/S1872-2067(21)64021-4

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Boosting chiral carboxylic acid hydrogenation by tuning metal-MO_x-support interaction in Pt-ReO_x/TiO₂ catalysts

Guang Gao^,^†, Zelun Zhao^,^†, Jia Wang, Yongjie Xi, Peng Sun(), Fuwei Li()

State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000, Gansu, China

Received:2021-10-21 Accepted:2021-11-10 Online:2022-08-18 Published:2022-06-20
Contact: Peng Sun, Fuwei Li
About author:Prof. Fuwei Li (Lanzhou Institute of Chemical Physics, Chinese Academy of Science) received his B.A. degree from Henan University (P. R. China) in 2000, and Ph.D. degree from Lanzhou Institute of Chemical Physics (LICP), Chinese Academy of Sciences (CAS) in 2005. Then he became a research assistant at the Institute of Process Engineering of CAS, and moved to the Department of Chemistry of the National University of Singapore in 2006 as a postdoctoral fellow. Since 2010, he has been working in State Key Laboratory for Oxo Synthesis and Selective Oxidation in LICP. He is an Excellent Young Scholar Recipient of National Natural Science Foundation of China (2015). His research interests mainly focus on the catalytic conversion of bulk oxygenates, bio-based platform molecules and waste oxygen-containing polymer into value-added oxygenates. He has published more than 100 peer-reviewed papers. He was invited as an associated editor of the 6th Editorial Board of Chin. J. Catal. in 2020.
First author contact:
^†Contributed equally to this work.
Supported by:
Natural Science Foundation of China(21972151);Natural Science Foundation of China(21773271);Natural Science Foundation of China(21902165);Light of West China of the Chinese Academy of Sciences (CAS);LICP Cooperation Foundation for Young Scholars(HZJJ20-05);Natural Science Foundation of Gansu Province(20JR5RA557);Key Research Program of Frontier Sciences of CAS(QYZDJSSW-SLH051)

Abstract

Abstract:

Engineering the surface microenvironment by tuning the binary interactions between a supported metal with a secondary metal oxide (MO_x) or support has been a common method for improving the catalytic performance of supported metal catalysts. However, few studies have investigated the ternary interactions among the metal, MO_x, and support. Here, we report for the first time the formation of metal-MO_x-support interaction (MMSI) in reducible TiO₂-supported PtReO_x catalysts, affording 87% yield and 100% ee in the tandem hydrogenation of an aqueous chiral cyclohexane-1,2-dicarboxylic acid into the corresponding diol; the catalytic activity is eight times higher than that obtained with non-reducible support counterparts in the same reaction via traditional batch synthesis with multiple steps and unfriendly reagents. Detailed experimental and computational studies suggest that the TiO₂ crystalline phase-dependent density of the oxygen vacancies induces different Pt-ReO_x-TiO₂ interactions, which dominate the electron transfer therein and tune the adsorption strength of the carbonyl moiety of the substrate/intermediate, thus promoting the hydrogenation activity and selectivity. In addition, the strong MMSI endows the optimal rutile TiO₂ supported PtReO_x catalyst with an outstanding lifetime of 400 h in a fixed-bed reactor under acidic aqueous conditions and ensures efficient applications in the selective hydrogenation of aliphatic dicarboxylic acids and functional carboxylic acids. This work provides a promising strategy for the development of efficient and stable supported catalysts for the selective hydrogenation of diverse C-O and C=O bonds.

Key words: Metal-MO_x-support interaction, Synergistic catalysis, Carboxylic acid, Hydrogenation, Alcohols with chiral group

Guang Gao, Zelun Zhao, Jia Wang, Yongjie Xi, Peng Sun, Fuwei Li. Boosting chiral carboxylic acid hydrogenation by tuning metal-MO_x-support interaction in Pt-ReO_x/TiO₂ catalysts[J]. Chinese Journal of Catalysis, 2022, 43(8): 2034-2044.

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Figures/Tables 6

Fig. 1. (a) Reaction pathway for the hydrogenation of CDA to CDM. (b) Catalytic performance of the PtReOx/TiO2 catalysts in a fixed-bed reactor. Reaction conditions: feedstock (5 wt% CDA + 15 wt% EtOH + 80 wt% H2O) flow rate: 0.02 mL min-1, catalyst: 1 g, temperature: 130 °C, H2 pressure: 6 MPa. (c) Initial reaction rate of PtReOx/TiO2 under less than 10% conversion with a feedstock flow rate of 0.25 mL min-1. (d) Arrhenius plots for HB hydrogenation over the PtReOx/TiO2 catalysts obtained at 100, 110, 120, 130, 140, and 150 °C, respectively, with a feedstock rate of 0.25 mL min-1 (other conditions were same as those mentioned for Fig. 1(b)). (e) Stability of the PtReOx/TiO2(R)-catalyzed hydrogenation of CDA.

Fig. 2. STEM images with histogram of size distribution, EDS mapping images, and high-resolution STEM images of PtReOx/TiO2(R) (a-c), PtReOx/TiO2(B) (d-f), and PtReOx/TiO2(A) (g-i).

Fig. 3. (a) H2-TPR of PtReOx/TiO2; Quasi in situ XPS spectra of Re 4f (b), Pt 4f (c), and deconvolution of Re 4f (d).

Table 1 Deconvolution of the XPS spectra of the PtReOx/TiO2 samples.

Sample	Re⁰/(Re^δ⁺+Re⁰)^a (%)	Ti³⁺/(Ti³⁺+Ti⁴⁺) (%)	Ti³⁺-Vö/ [(Ti³⁺-Vö) + (Ti⁴⁺-O)] (%)	Density of Pt^{0 b} (nm^-2)	Density of Re^{0 c} (nm^-2)	Density of Vö^d (nm^-2)
PtReO_x/TiO₂(R)	19	22	24	5.48	1.46	220
PtReO_x/TiO₂(B)	13	17	16	2.40	0.49	64
PtReO_x/TiO₂(A)	0	14	14	1.13	0	29

Fig. 4. (a) Spin density map of PtReOx/TiO2 (the calculated magnetic moment of Ti3+ is indicated by arrow). (b) Quasi in situ EPR spectra of bare TiO2 and PtReOx/TiO2 at -150 °C.

Fig. 5. (a) In situ FTIR spectra obtained after CO adsorption and evacuation over the PtReOx/TiO2 catalysts. (b) H2-TPD of the PtReOx/TiO2 catalysts. (c) In situ FTIR spectra of HB adsorption on PtReOx/TiO2. (d) In situ FTIR spectra of HB hydrogenation on PtReOx/TiO2(R) catalyst at 130 °C.

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Boosting chiral carboxylic acid hydrogenation by tuning metal-MO_x-support interaction in Pt-ReO_x/TiO₂ catalysts

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