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化学进展 2019, Vol. 31 Issue (8): 1075-1085 DOI: 10.7536/PC190213 前一篇   后一篇

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生物质基分子水相催化加氢反应及多相催化剂

钱丽华, 蓝国钧, 刘晓艳, 叶清枫, 李瑛**()   

  1. 浙江工业大学工业催化研究所 杭州 310014
  • 收稿日期:2019-02-14 出版日期:2019-08-15 发布日期:2019-05-30
  • 通讯作者: 李瑛
  • 基金资助:
    浙江省自然科学基金项目(LY17B030010)
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Heterogeneous Catalysts for Biomass-Based Molecules Aqueous-Phase Catalytic Hydrogenation

Lihua Qian, Guojun Lan, Xiaoyan Liu, Qingfeng Ye, Ying Li**()   

  1. Institute of Industrial Catalysis, Zhejiang University of Technology, Hangzhou 310014, China
  • Received:2019-02-14 Online:2019-08-15 Published:2019-05-30
  • Contact: Ying Li
  • About author:
    ** E-mail:
  • Supported by:
    Natural Science Foundation of Zhejiang Province(LY17B030010)

生物质转化为平台分子,进一步转化成燃料和化学品是生物质利用的重要途径之一。本文总结了水相加氢反应及其催化剂的研究进展,指出了水相催化反应对催化剂的调控合成带来的挑战,如活性组分的流失,催化剂表面重构及毒化等。总结了水相催化加氢反应中高活性及高稳定性加氢催化剂的合成策略:如载体表面结构调控、炭的表面包覆、载体与金属活性组分之间相互作用的增强及新结构催化剂的设计合成等,指出了水相加氢反应的催化剂设计合成的发展方向,为生物质催化转化研究提供参考。

关键词： 水相反应, 生物质, 加氢, 金属催化剂

Transformation of the biomass into platform molecules and further conversion into fuel and chemicals is one of the important ways of biomass utilization. The research progress on aqueous-phase hydrogenation and highly active and stable catalysts for aqueous-phase catalytic reactions are summarized. The challenges of the heterogenous catalysts used in aqueous reaction such as the loss of active components, catalyst surface reconstruction, toxicity, etc., and the preparation strategy of highly active and stable catalysts, such as the surface reconstruction, surface carbon coating, enhancement of the interaction between the support and the metal active components, and new structure catalysts design are summarized. The further research direction on catalysts design for aqueous-phase hydrogenation reaction are discussed.

Key words: aqueous-phase reaction, biomass, hydrogenation, metal catalyst
()
图1 水/烃(油)界面处模拟水分子的示意图。深灰色球:C原子,浅灰色:H原子,红色:O原子,虚线:氢键。透明矩形描绘了水和碳氢化合物之间的界面[14]
Fig. 1 Schematic illustration of the simulated water structure at a water/hydrocarbon(oil) interface. Color key: dark gray spheres=C, light gray=H, red=O. Dotted lines are hydrogen bonds. The transparent rectangle depicts the interface between water and the hydrocarbon[14]
图2 部分离解水在Ru(0001)上的扫描隧道显微镜(STM)图像:(a)145 K沉积后完好的水条带,(b)145 K退火30 min后部分游离的H2O-OH条带。DFT优化结构中,OH基团中的O原子用橙色标记[16]
Fig. 2 Partial dissociation of H2O on Ru(0001): STM images of(a) intact water stripes after deposition at 145 K and its transformation to(b) partially dissociated H2O-OH stripes after 30 min annealing at 145 K. In the DFT optimized structures shown, the OH group is highlighted by an orange O atom[16]
图3 丙酮和水共吸附在Ru(0001)上。丙酮与水形成氢键的吸附构型(0.18 eV), 深棕色球=C,粉红色=H,红色=O,浅棕色=Ru[22]
Fig. 3 Acetone and water co-adsorbed to Ru(0001). This adsorption configuration of acetone is stabilized by 0.18 eV through formation of a hydrogen bond(depicted with annotated line). Dark brown spheres=C, pink=H, red=O, light brown=Ru[22]
图4 三相反应中的传质示意图[27]
Fig. 4 Schematic of mass transfer in a three-phase reaction[27]
表1 水相加氢反应中各种催化剂的活性总结
Table 1 Summary of catalytic performance of various catalysts in aqueous phase hydrogenation
Type of catalyst Catalyst Substrate Reaction condition Conv./% ref
noble metals Ru-MC-g benzoic acid H2(4 MPa), 120 ℃, 2 h 94 35
Rh/H-Beta diphenyl ether H2(4 MPa), 120 ℃, 3 h 80 37
Pt/H-Beta diphenyl ether H2(4 MPa), 120 ℃, 3 h 64 37
Ru/H-Beta diphenyl ether H2(4 MPa), 120 ℃, 3 h 70 37
Ru/Al2O3 levulinic acid H2(2 MPa), 50 ℃, 1 h 22 49
Ir/CNT levulinic acid H2(2 MPa), 50 ℃, 1 h 96 49
Ru/CNT levulinic acid H2(2 MPa), 50 ℃, 1 h 65 47
Ru/C guaiacol H2(4 MPa), 250 ℃, 2 h 56 50
Rh/C guaiacol H2(4 MPa), 250 ℃, 2 h 15 50
Pt/C guaiacol H2(4 MPa), 250 ℃, 2 h 2 50
Pd/C guaiacol H2(4 MPa), 250 ℃, 2 h 0 50
Pd/C phenol H2(4 MPa), 250 ℃, 2 h 82 50
Ru/CNT cellobiose H2(5 MPa), 185 ℃, 3 h 88 51
metal oxides and metal composites 4%Rh-MoOx/SiO2(Mo/Rh=0.13) levulinic acid H2(6 MPa), 80 ℃, 6 h 100 38
4%Ir-MoOx/SiO2(Mo/Ir=0.13) levulinic acid H2(6 MPa), 80 ℃, 6 h 100 38
4%Ru-MoOx/SiO2(Mo/Ru=0.13) levulinic acid H2(6 MPa), 80 ℃, 6 h 100 38
4%Rh-MoOx/SiO2(Mo/Rh=0.13) lactic acid H2(6 MPa), 80 ℃, 6 h 78 38
Pt-ReOx/C sorbitol H2(6.21 MPa), 245 ℃, WHSV(2.92 h-1) 99 41
Pt-ReOx/Zr-P sorbitol H2(6.21 MPa), 160 ℃, WHSV(0.16 h-1) 92 42
Pd1Fe3/Zr-P sorbitol H2(6.21 MPa), 245 ℃, WHSV(2.92 h-1) 16 44
Pd/WOx/-Al2O3 guaiacol H2(7 MPa), 300 ℃, 150 min 100 52
non-noble metals Raney Ni levulinate esters H-donor(2-PrOH), room temperature, Ar, 2 h 87 40
20%Cu/ZrO2-OG(oxalate-gel) levulinic acid/
formic acid		 formic acid, N2(1 MPa), 180 ℃, 5 h 60 41
5 wt%Ni-HAP levulinic acid H2(0.5 MPa), 70 ℃, 4 h 18 53
10%Ni/Al2O3 levulinic acid H2(3 MPa), 200 ℃, 3 h 29 54
7.9 mol%Co/AC vanillin/formic acid formic acid, N2(0.5 MPa), 180 ℃, 4 h 6 45
Co@NC-700
(7.9 mol%Co)		 vanillin/ formic acid formic acid, N2(0.5 MPa), 180 ℃, 4 h 96 48
Fe@NC-700
(7.9 mol% Fe)		 vanillin/ formic acid formic acid, N2(0.5 MPa), 180 ℃, 4 h 10 48
Ni@NC-700
(7.9 mol% Ni)		 vanillin/ formic acid formic acid, N2(0.5 MPa), 180 ℃, 4 h 37 48
Cu@NC-700
(7.9 mol% Cu)		 vanillin/ formic acid formic acid, N2(0.5 MPa), 180 ℃, 4 h 4 48
4Co/Al2O3(nCo/nAl=4) levulinic acid H2(5 MPa), 180 ℃, 3 h 6 55
图5 涂覆负载型金属催化剂的制备方法[67]
Fig. 5 A facile approach for coating supported metal catalysts[67]
图6 石墨炭/氧化物复合材料的制备方法,适用粉末和颗粒[68]
Fig. 6 Preparation of graphitic carbon/oxide composites that are applicable to powders as well as pellets[68]
图7 Ru-MC催化剂的制备示意图[72]
Fig. 7 Schematic illustration of the preparation process of Ru-MC catalyst[72]
图8 Co@NC-x催化剂的合成示意图[48]
Fig. 8 Schematic illustration of the synthesis of the Co@NC-x catalyst[48]
图9 中空壳核Co@C-N纳米反应器的合成示意图[73]
Fig. 9 Schematic illustration of the synthesis of hollow yolk-shell Co@C-N nanoreactors[73]
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