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1 Supporting Information Synthesis of Robust MOF-derived Cu/SiO 2 Catalyst with Low Copper Loading via Sol-gel Method for the Dimethyl Oxalate Hydrogenation Reaction Run-Ping Ye,,, # Ling Lin, # Chong-Chong Chen,, Jin-Xia Yang, Fei Li,, Xin Zhang, De-Jing Li,, Ye-Yan Qin, Zhangfeng Zhou, and Yuan-Gen Yao *, Key Laboratory of Coal to Ethylene Glycol and Its Related Technology, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou, Fujian , P.R. China University of Chinese Academy of Sciences, Beijing , P.R. China Department of Chemical and Petroleum Engineering, University of Wyoming, Laramie, WY 82071, USA College of Chemistry, Fuzhou University, Fuzhou, Fujian , P.R. China # These authors contributed equally to this work and should be considered co-first authors *Corresponding Author yyg@fjirsm.ac.cn; Tel: / 13
2 Figure S1. N 2 adsorption-desorption isotherm (A) and pore size distribution (B) of the HKUST-1, pure SiO 2, Cu/SiO 2 -CN and Cu/SiO 2 -MOF samples. 2 / 13
3 Figure S2. Photos of Cu/SiO 2 -CN (A) and Cu/SiO 2 -MOF samples. 3 / 13
4 Figure S3. TGA curves of HKUST-1, Cu/SiO 2 -CN and Cu/SiO 2 -MOF samples under N 2 atmosphere. 4 / 13
5 Figure S4. SEM images of HKUST-1 (A, B), Cu/SiO2-MOF-Dried (C, D) and Cu/SiO2-CN-Dried (E, F) 5 / 13
6 Figure S5. TEM images and EDX mapping images of Cu/SiO 2 -MOF-Dried. 6 / 13
7 Figure S6. TEM images and EDX mapping images of Cu/SiO 2 -CN-Dried. 7 / 13
8 Figure S7. SEM images of Cu/SiO2-MOF-Calcined (A) and Cu/SiO2-CN-Calcined (B). STEM images of Cu/SiO2-MOF-Calcined (C) and Cu/SiO2-CN-Calcined (D). 8 / 13
9 Figure S8. NH 3 -TPD profile of pure HKUST-1. 9 / 13
10 Figure S9. PXRD patterns of fresh reduced Cu/SiO 2 -MOF and after stability test samples (A). TEM image with the size distribution of the used sample (B, C). 10 / 13
11 Table S1. Comparison of Cu/SiO 2 -MOF catalyst in DMO hydrogenation performance with different Cu-based catalysts. Catalysts ω(cu) / wt% Conv. DMO / % Selec. EG / % P /MPa T / C H 2 /DMO /mol mol -1 WLHSV TOF Lifetime / h -1 / h -1 / h Ref. Cu/SiO Cu/SiO Cu/SiO > Cu/SiO Cu/SiO Cu/SiO Cu/SiO > Cu/SiO Cu/SiO Cu/HMS Cu/SiO 2 -MOF > This work 1B-Cu-SiO Cu/SiO 2 -TiO > Cu-Co/HMS La-Cu/SiO 2 -u > Cu 1 -Ag 0.05 /SiO > Cu-0.5%Pd/SiO Cu@CNTs The TOF value of Cu/SiO 2 -MOF catalyst was calculated by the following equation according to ref 6. [Reaction conditions: T= 190 C, P= 2.0 MPa, H 2 /DMO molar ratio= 50, WLHSV DMO = 1.63 h -1, Conv. DMO = 17.2%] TOF (h -1 ) = Conv. of DMO WLHSV DMO Molecular weight of DMO (mol g -catal -1 h -1 ) Numbers of Cu sites (mol g -catal -1 ) 11 / 13
12 References (1) Lin, J.; Zhao, X.; Cui, Y.; Zhang, H.; Liao, D. Effect of feedstock solvent on the stability of Cu/SiO 2 catalyst for vapor-phase hydrogenation of dimethyl oxalate to ethylene glycol. Chem. Commun. 2012, 48, (2) He, Z.; Lin, H. Q.; He, P.; Yuan, Y. Z. Effect of boric oxide doping on the stability and activity of a Cu SiO 2 catalyst for vapor-phase hydrogenation of dimethyl oxalate to ethylene glycol. J. Catal. 2011, 277, (3) Zheng, X. L.; Lin, H. Q.; Zheng, J. W.; Duan, X. P.; Yuan, Y. Z. Lanthanum oxide-modified Cu/SiO 2 as a high-performance catalyst for chemoselective hydrogenation of dimethyl oxalate to ethylene glycol. ACS Catal. 2013, 3, (4) Ye, R. P.; Lin, L.; Yang, J. X.; Sun, M. L.; Li, F.; Li, B.; Yao, Y. G. A new low-cost and effective method for enhancing the catalytic performance of Cu SiO 2 catalysts for the synthesis of ethylene glycol via the vapor-phase hydrogenation of dimethyl oxalate by coating the catalysts with dextrin. J. Catal. 2017, 350, (5) Ye, R. P.; Lin, L.; Liu, C. Q.; Chen, C. C.; Yao, Y. G. One-pot synthesis of cyclodextrin doped Cu-SiO 2 catalysts for efficient hydrogenation of dimethyl oxalate to ethylene glycol. ChemCatChem 2017, 9, (6) Huang, Y.; Ariga, H.; Zheng, X. L.; Duan, X. P.; Takakusagi, S.; Asakura, K.; Yuan, Y. Z. Silver-modulated SiO 2 -supported copper catalysts for selective hydrogenation of dimethyl oxalate to ethylene glycol. J. Catal. 2013, 307, (7) Wen, C.; Cui, Y. Y.; Dai, W. L.; Xie, S. H.; Fan, K. N. Solvent feedstock effect: the insights into the deactivation mechanism of Cu/SiO 2 catalysts for hydrogenation of dimethyl oxalate to ethylene glycol. Chem. Commun. 2013, 49, (8) Wen, C.; Yin, A. Y.; Cui, Y. Y.; Yang, X. L.; Dai, W. L.; Fan, K. N. Enhanced catalytic performance for SiO 2 TiO 2 binary oxide supported Cu-based catalyst in the hydrogenation of dimethyloxalate. Appl. Catal. A: Gen. 2013, 458, (9) Zhu, Y. F.; Kong, X.; Cao, D. B.; Cui, J. L.; Zhu, Y. L.; Li, Y. W. The rise of calcination temperature enhances the performance of Cu catalysts: contributions of support. ACS Catal. 2014, 4, / 13
13 (10) Wen, C.; Cui, Y. Y.; Yin, A. Y.; Fan, K. N.; Dai, W. L. Remarkable improvement of catalytic performance for a new cobalt-decorated Cu/HMS catalyst in the hydrogenation of dimethyloxalate. ChemCatChem 2013, 5, (11) Zhang, C. C.; Wang, D. H.; Zhu, M. Y.; Yu, F.; Dai, B. Effect of Pd doping on the Cu 0 /Cu + ratio of Cu-Pd/SiO 2 catalysts for ethylene glycol synthesis from dimethyl oxalate. ChemistrySelect 2016, 1, (12) Ai, P. P.; Tan, M. H.; Ishikuro, Y.; Hosoi, Y.; Yang, G. H.; Yoneyama, Y.; Tsubaki, N. Design of an autoreduced copper in carbon nanotube catalyst to realize the precisely selective hydrogenation of dimethyl oxalate. ChemCatChem 2017, 9, / 13
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