Enhanced selective hydrogenation of glycolaldehyde to ethylene glycol over Cu0-Cu+ sites

doi:10.1016/j.cjche.2022.09.017

Chinese Journal of Chemical Engineering ›› 2023, Vol. 57 ›› Issue (5): 141-150.DOI: 10.1016/j.cjche.2022.09.017

Enhanced selective hydrogenation of glycolaldehyde to ethylene glycol over Cu⁰-Cu⁺ sites

Qi Yang¹, Weikang Dai¹, Maoshuai Li^1,2,3, Jie Wei¹, Yi Feng¹, Cheng Yang¹, Wanxin Yang¹, Ying Zheng², Jie Ding¹, Mei-Yan Wang^1,2,3, Xinbin Ma^1,2,3

1. Key Laboratory for Green Chemical Technology of Ministry of Education, School of Chemical Engineering and Technology, Tianjin University, Tianjin 300350, China;
2. Joint School of National University of Singapore and Tianjin University, International Campus of Tianjin University, Fuzhou 350207, China;
3. Haihe Laboratory of Sustainable Chemical Transformations, Tianjin 300192, China

Received:2022-07-26 Revised:2022-09-08 Online:2023-07-08 Published:2023-05-28
Contact: Maoshuai Li,E-mail:maoshuaili@tju.edu.cn;Xinbin Ma,E-mail:xbma@tju.edu.cn
Supported by:
This work was supported by the National Key Research and Development Program of China (2018YFA0704502) and Haihe Laboratory of Sustainable Chemical Transformations (CYZC202101).

Enhanced selective hydrogenation of glycolaldehyde to ethylene glycol over Cu⁰-Cu⁺ sites

Qi Yang¹, Weikang Dai¹, Maoshuai Li^1,2,3, Jie Wei¹, Yi Feng¹, Cheng Yang¹, Wanxin Yang¹, Ying Zheng², Jie Ding¹, Mei-Yan Wang^1,2,3, Xinbin Ma^1,2,3

1. Key Laboratory for Green Chemical Technology of Ministry of Education, School of Chemical Engineering and Technology, Tianjin University, Tianjin 300350, China;
2. Joint School of National University of Singapore and Tianjin University, International Campus of Tianjin University, Fuzhou 350207, China;
3. Haihe Laboratory of Sustainable Chemical Transformations, Tianjin 300192, China

通讯作者: Maoshuai Li,E-mail:maoshuaili@tju.edu.cn;Xinbin Ma,E-mail:xbma@tju.edu.cn
基金资助:
This work was supported by the National Key Research and Development Program of China (2018YFA0704502) and Haihe Laboratory of Sustainable Chemical Transformations (CYZC202101).

Abstract

Abstract: Selective hydrogenation of hydroxyaldehydes to polyalcohols is challenging due to the competitive hydrogenation of C=O and C-O. This study develops heterogeneous Cu catalysts for the selective synthesis of ethylene glycol via batch liquid-phase hydrogenation of glycolaldehyde. SiO₂ supported Cu, fabricated by ammonia evaporation, enables to catalyze the C=O bond hydrogenation with retaining the C-O bond intact, yielding higher selective hydrogenation activity with ethylene glycol selectivity up to 99.8 % relative to MgO, Al₂O₃, CeO₂, and TiO₂ supports and Cu/SiO₂ synthesized by deposition–precipitation and impregnation. Characterizations confirm that highly efficient 20Cu/SiO₂-AE-623 K catalyst fabricated by ammonia evaporation is featured with larger Cu⁰ and Cu⁺ surface areas, of which the Cu⁺ species created from reducing copper phyllosilicate exhibit higher reactivity. A synergistic effect between Cu⁺ and Cu⁰ facilitates the selective adsorption/activation of glycolaldehyde on Cu⁺ sites and the dissociation of H₂ on Cu⁰ sites, bringing a remarkable improvement in the selective hydrogenation performance.

Key words: Hydrogenation, Multiphase reaction, Biomass, Copper phyllosilicate, Ammonia evaporation

摘要： Selective hydrogenation of hydroxyaldehydes to polyalcohols is challenging due to the competitive hydrogenation of C=O and C-O. This study develops heterogeneous Cu catalysts for the selective synthesis of ethylene glycol via batch liquid-phase hydrogenation of glycolaldehyde. SiO₂ supported Cu, fabricated by ammonia evaporation, enables to catalyze the C=O bond hydrogenation with retaining the C-O bond intact, yielding higher selective hydrogenation activity with ethylene glycol selectivity up to 99.8 % relative to MgO, Al₂O₃, CeO₂, and TiO₂ supports and Cu/SiO₂ synthesized by deposition–precipitation and impregnation. Characterizations confirm that highly efficient 20Cu/SiO₂-AE-623 K catalyst fabricated by ammonia evaporation is featured with larger Cu⁰ and Cu⁺ surface areas, of which the Cu⁺ species created from reducing copper phyllosilicate exhibit higher reactivity. A synergistic effect between Cu⁺ and Cu⁰ facilitates the selective adsorption/activation of glycolaldehyde on Cu⁺ sites and the dissociation of H₂ on Cu⁰ sites, bringing a remarkable improvement in the selective hydrogenation performance.

关键词: Hydrogenation, Multiphase reaction, Biomass, Copper phyllosilicate, Ammonia evaporation

Qi Yang, Weikang Dai, Maoshuai Li, Jie Wei, Yi Feng, Cheng Yang, Wanxin Yang, Ying Zheng, Jie Ding, Mei-Yan Wang, Xinbin Ma. Enhanced selective hydrogenation of glycolaldehyde to ethylene glycol over Cu⁰-Cu⁺ sites[J]. Chinese Journal of Chemical Engineering, 2023, 57(5): 141-150.

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Enhanced selective hydrogenation of glycolaldehyde to ethylene glycol over Cu⁰-Cu⁺ sites

Enhanced selective hydrogenation of glycolaldehyde to ethylene glycol over Cu⁰-Cu⁺ sites

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