用于生物质水相加氢多相负载型金属催化剂的稳定策略

doi:10.1016/S1872-2067(20)63699-3

催化学报 ›› 2021, Vol. 42 ›› Issue (5): 694-709.DOI: 10.1016/S1872-2067(20)63699-3

用于生物质水相加氢多相负载型金属催化剂的稳定策略

刘晓艳^a^,^b, 蓝国钧^a^,^*(), 李振清^a, 钱丽华^a, 刘健^b^,^c, 李瑛^a^,^#()

^a浙江工业大学工业催化研究所, 浙江杭州310032, 中国
^b中国科学院大连化学物理研究所, 催化国家重点实验室, 辽宁大连116023, 中国
^c萨里大学先进科技研究所, 大连化物所-萨里大学未来材料研究中心, 吉尔福德萨里GU27XH, 英国

收稿日期:2020-05-27 接受日期:2020-05-27 出版日期:2021-05-18 发布日期:2021-01-29
通讯作者: 蓝国钧,李瑛
基金资助:
国家自然科学基金(21908197)

Stabilization of heterogeneous hydrogenation catalysts for the aqueous-phase reactions of renewable feedstocks

Xiaoyan Liu^a^,^b, Guojun Lan^a^,^*(), Zhenqing Li^a, Lihua Qian^a, Jian Liu^b^,^c, Ying Li^a^,^#()

^aInstitute of Industrial Catalysis, Zhejiang University of Technology, Hangzhou 310032, Zhejiang, China
^bState Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, Liaoning, China
^cDICP-Surrey Joint Centre for Future Materials, Department of Chemical and Process Engineering, and Advanced Technology Institute, University of Surrey, Guilford, Surrey, GU2 7XH, UK

Received:2020-05-27 Accepted:2020-05-27 Online:2021-05-18 Published:2021-01-29
Contact: Guojun Lan,Ying Li
About author:^# Tel: +86-571-88320766; Fax: +86-571-88320259; E-mail: liying@zjut.edu.cn
^* E-mail: languojun@zjut.edu.cn;
Supported by:
National Natural Science Foundation of China(21908197)

摘要/Abstract

摘要：

生物质是天然的可再生能源和资源, 具有来源广泛、储量丰富、价格低廉的优点以及可转化为高附加值化学品的多功能性, 因此作为传统化石能源替代材料受到广泛关注和研究. 将生物质通过催化转化为平台化合物再进一步利用是生物质利用的重要途径, 其中催化加氢是常用的反应之一. 由于绝大多数生物质平台化合物分子中都含氧元素, 其加氢过程中会不可避免的产生水, 同时水作为绿色环保, 价廉易得的溶剂, 可以溶解绝大多数生物质平台化合物, 因此选择水做溶剂具有重要意义. 负载型纳米金属催化剂(如Au、Rh、Pt、Pd、Ru、Cu和Co等)在生物质水相加氢反应中具有广泛的应用, 但其在水相反应条件下(通常为高温、高压、强酸性等苛刻条件)容易在反应过程中发生纳米金属粒子的团聚、流失以及载体的坍塌、结构转变等引起失活. 因此, 发展可以在水相体系中稳定的金属多相催化剂对生物质资源化利用非常必要.

本文首先综述了溶剂水对反应的影响以及负载型金属催化剂在水相体系中的失活类型与机理, 内容包括: (1)溶剂水对催化剂及催化加氢反应的积极作用, 包含提高转化率和影响产物选择性; (2)溶剂水引起催化剂失活的原因, 如引起金属纳米粒子发生团聚、氧化、流失以及载体发生溶解、坍塌、结构转变等. 从负载型金属催化剂的失活机理入手, 分别从提高金属纳米粒子的稳定性和载体的稳定性两个方向综述了提高负载型金属催化剂稳定性的普适性策略, 内容包括: (1)通过界面限域策略增强金属-载体相互作用的方式提高金属纳米粒子在载体上的稳定性, 包括有机基团配位、杂原子配位、镶嵌法等; (2)通过空间限域策略将金属纳米颗粒封装的方式提高金属纳米粒子的稳定性, 包括利用一维的空心管状材料、二维的超薄材料以及三位的空心球(笼)材料等; (3)通过提高载体(主要为氧化物载体)的稳定性以提高催化剂整体稳定性, 包括对载体进行修饰、包覆、杂化等方式. 本工作所综述的提高生物质水相加氢金属催化剂稳定性的策略为高稳定性催化剂的设计指出了方向.

关键词: 多相催化剂, 金属催化剂, 生物质转化, 水相反应, 多相催化剂, 稳定性, 金属催化剂, 水相反应, 稳定性

Abstract:

The conversion of biomass-derived products to fine chemicals and fuels is extremely important for the utilization of renewable energy sources. Water is not only a by-product formed during the hydrogenation of biomass-derived oxygenated chemicals, but also an inexpensive and nontoxic solvent. The instability of solid catalysts for aqueous-phase reactions caused by metal leaching and the collapse of a catalyst support represents a significant challenge. In this work, various catalyst stabilization strategies including the nanospace and interfacial confinements that prevent sintering and leaching of metal nanoparticles as well as modification methods for increasing the support stability are summarized and systemically discussed. In addition, feasible approaches to designing stable and efficient heterogeneous catalysts for aqueous-phase reactions are proposed.

Key words: Biomass conversion, Heterogeneous catalysts, Biomass conversion, Metal catalysts, Heterogeneous catalysts, Aqueous-phase reactions, Metal catalysts, Catalyst stability, Aqueous-phase reactions, Catalyst stability

刘晓艳, 蓝国钧, 李振清, 钱丽华, 刘健, 李瑛. 用于生物质水相加氢多相负载型金属催化剂的稳定策略[J]. 催化学报, 2021, 42(5): 694-709.

Xiaoyan Liu, Guojun Lan, Zhenqing Li, Lihua Qian, Jian Liu, Ying Li. Stabilization of heterogeneous hydrogenation catalysts for the aqueous-phase reactions of renewable feedstocks[J]. Chinese Journal of Catalysis, 2021, 42(5): 694-709.

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图/表 28

Fig. 1. (a) Conversion of BA over Ru/FDU catalyst as a function of the solvent composition (water/hexane). (b) Adsorption free energies of BA on the pure and water-mediated Ru (0001) surfaces. (c) DFT-calculated reaction paths of the BA hydrogenation on the water-mediated (red) and pure (black) Ru (0001) surfaces. During the first hydrogenation step on the water-mediate surface, one H* atom is consumed from the adsorbed H2O. The insets display the atomic structures of the reaction intermediates. The red, grey, white, and dark cyan spheres represent O, C, H, and Ru atoms, respectively. Reproduced with permission from Ref. [15]. Copyright 2019, Wiley-VCH.

Fig. 2. (a) A scheme describing the carbon pre-treatment with surface oxygen groups by the two-step liquid oxidation method. SFG and SA denote the concentration of SFGs and surface area, respectively. (b) Dispersion of Ru NPs in Ru/AC-x as a function of the total concentration of acidic SFGs on the AC surface. (c) Benzene conversion as a function of the reaction time for Ru/AC-x. Reproduced with permission from Ref. [83]. Copyright 2014, Wiley-VCH.

Fig. 3. (a) Schematic illustration of the preparation of Pd/NHPC-NH2 catalyst. (b) High-angle annular dark-field scanning transmission electron microscopy (HAADF-STEM) and high-resolution TEM (HRTEM) (inset) images of Pd/NHPC-NH2. (c) Pd 3d X-ray photoelectron spectra of Pd/NHPC-NH2 (a, top) and Pd/NHPC (b, medium) catalysts. (d) A possible reaction pathway for the dehydrogenation of formic acid over Pd/NHPC-NH2. (e) Recyclability of Pd/NHPC-NH2 catalyst for the dehydrogenation of formic acid. Reaction conditions: 1.0 M of formic acid, 2.5 mL, nPd/nFA = 0.01, 25 °C. Reproduced with permission from Ref. [88]. Copyright 2019, Royal Society of Chemistry.

Fig. 4. (a) A nitrogen-doped carbon support for metal sites. Reproduced with permission from Ref. [92]. Copyright 2019 Wiley-VCH. (b) Schematic illustration of the synthesis route for the ordered mesoporous Fe1/N-C catalyst. (c) An SEM image, an aberration-corrected HAADF-STEM image, and energy-dispersive X-ray spectroscopy maps of Fe1/N-C catalyst. Reproduced with permission from Ref. [93]. Copyright 2019 American Chemical Society. (d) An HAADF-STEM image of Co single atoms/AC@N-CNTs. The Co clusters and single atoms are marked with the yellow and red circles, respectively. (e) Catalytic performance of Co single atoms/AC@N-CNTs during quionline hydrogenation. Reaction conditions: 5 mg of catalyst, 0.5 mmol of quionline, 5 mL of ethanol, 100 °C, 2 MPa H2 pressure. (f) Reusability of Co single atoms/AC@N-CNTs-L catalyst. Reproduced with permission from Ref. [94]. Copyright 2019 Wiley-VCH. (g) Schematic illustration of the fabricated Ru/N-CS-850 catalyst. (i,j) TEM and HRTEM images of Ru/N-CS-850. (k) Reusability of Ru/N-CS-850 catalyst during the hydrogenation of levulinic acid. Reaction conditions: 18 mg of catalyst, 17.8 mmol of levulinic acid, 20 mL of water, 70 °C, 4 MPa H2 pressure, 1 h. Reproduced with permission from Ref. [62]. Copyright 2019, Elsevier.

Fig. 5. MNPs confined in long channels. The image of CNTs is reproduced with permission from Ref. [97]. Copyright 2015, Oxford University Press. The image of SBA-15 is reproduced with permission from Ref. [98]. Copyright 2018, Elsevier.

Fig. 6. (a) Schematic illustration of the synthesis of hollow yolk-shell YS-Au@HMCs nanoreactors. (b) Reusability of YS-Au@HMCs catalysts for the conversion of 4-nitrophenol. Reproduced with permission from Ref. [103]. Copyright 2018, Elsevier. (c) Schematic illustration of the fabrication of yolk-shell-structured Pd&ZnO@carbon catalyst. The blue, purple, yellow, green, and gray colors refer to ZIF-8, the polymer layer, MNPs, ZnO particles, and the carbon layer, respectively. (d) TEM, HAADF-STEM, and elemental mapping images of Pd&Zn@carbon. (e-f) Catalytic performance and reusability of Pd&Zn@carbon, Pd/ZnO, and Pd/C catalysts utilized for phenylacetylene hydrogenation. Reaction conditions: 30 °C, 60 min, 20 mg of catalyst, 1 bar H2, 2.9 mmol of substrate, 25 mL of ethanol solvent. Reproduced with permission from Ref. [100]. Copyright 2018, Wiley-VCH.

Fig. 8. (a) Illustration of the catalyst preparation procedure. (b,c) TEM images of CNF30@Ni@CNT catalyst. (d) Results of the catalyst reuse study conducted for the reductive aminantion of levulinic acid with benzyl amine over CNF30@Ni@CNT (black), Ni@CNT (red), and Ni/C (green) catalysts. Reaction conditions: 10 mmol of levulinic acid, 10 mmol of benzyl amine, 0.03 g of catalyst, 10 wt% of Ni, 4 mL of gamma-valerolactone solvent, 3.0 MPa H2, 130 °C, and 4 h. Reproduced with permission from Ref. [104]. Copyright 2017, American Chemistry Society.

Fig. 9. (a-c) Schematic illustration and TEM images describing the formation of carbon-embedded metal spheres. Reproduced with permission from Ref. [76]. (d,e) Schematic illustration and TEM image describing for formation of the carbon-embedded MNPs. Carbon precursor: chitosan. Reproduced with permission from Ref. [110]. Copyright 2018, American Chemistry Society. (f) Schematic illustration of the formation of Ru spheres semi-embedded in mesoporous carbon (Ru-MC). (g) Reusability of Ru-MC catalyst for levulinic acid conversion. TEM images of the (h) fresh and (i) used Ru-MC catalysts. Reaction conditions: 17.8 mmol of levulinic acid, 18 mg of catalyst (2 wt%), 70 °C, 4 MPa H2, 1 h, 20 mL water solvent. Reproduced with permission from Ref. [111]. Copyright 2018, Elsevier.

Fig. 11. Schematic overview of the MNP confinement strategy.

Fig. 12. (a) Schematic of the Co/ZrLa0.2Ox structure. (b) Effect of recycling on the catalytic performance of Co/ZrLa0.2Ox. Reaction conditions: 100 mg of furfural, 50 mg of Co/ZrLa0.2Ox in 10 mL of water, 40 °C, 2 MPa H2, 10 h. Reproduced with permission from Ref. [41]. Copyright 2018, American Chemistry Society.

Fig. 13. (a) Preparation of the graphitic carbon/oxide composite (gc-γ-Al2O3) by chemical vapor deposition. (b) An optical micrograph of the gc-γ-Al2O3 sample. (c) A Raman spectroscopy map of the region marked by the box in panel (b). (d) Relative SAs, total pore volumes, and average particle sizes of the γ-Al2O3 and gc-γ-Al2O3 catalysts before and after the hydrothermal treatment (expressed in %). (e) Specific propylene glycol formation rates plotted as functions of the time on stream for the two Ru catalysts (5 wt% Ru) during the liquid-phase hydrogenation of lactic acid to propylene glycol at a temperature of 120 °C and H2 pressure of 500 psi (5 wt% lactic acid/H2O). Reproduced with permission from Ref. [121]. Copyright 2015, Wiley-VCH.

Fig. 14. (a) Schematic illustration of the in-situ synthesis of 0.6 wt% Ir@ZrO2@C catalyst. (b,c) High-resolution STEM image and EDX maps of Ir@ZrO2@C catalyst. (d) Time profiles of the catalytic conversion of 10 wt% levulinic acid in water over 0.6 wt% Ir@ZrO2@C catalyst. Results of the recycling experiments conducted for (e) 0.6 wt% Ir/ZrO2 (20 min), (f) 0.6 wt% Ir@ZrO2@C (1 h) in a pH = 3 aqueous solution, and (g) 0.6 wt% Ir@ZrO2@C (1 h) in a pH = 1 aqueous solution. Reaction conditions: T = 180 °C, PH2 = 4 MPa, aqueous solution of 10 wt% levulinic acid. Reproduced with permission from Ref. [128]. Copyright 2019, Elsevier.

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用于生物质水相加氢多相负载型金属催化剂的稳定策略

Stabilization of heterogeneous hydrogenation catalysts for the aqueous-phase reactions of renewable feedstocks

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