• 综述 •
陈祥云, 袁冰, 于凤丽, 解从霞, 于世涛. 木质素:一种有潜力的生物质基催化剂来源[J]. 化学进展, 2021, 33(2): 303-317.
Xiangyun Chen, Bing Yuan, Fengli Yu, Congxia Xie, Shitao Yu. Lignin: A Potential Source of Biomass-Based Catalysts[J]. Progress in Chemistry, 2021, 33(2): 303-317.
木质素是自然界中储量丰富的唯一含芳环生物质可再生资源,但复杂的结构使其难以高效利用,目前大部分被废弃。除通过氧化还原等过程可将其转化为石油化工产品的替代品外,木质素结构中丰富的含氧官能团及制浆过程引入的硫元素等均可提供有效位点,为其作为催化剂基质提供了丰富的可行性。本文从木质素资源的来源和结构分析出发,根据不同催化反应的机理和制备催化剂过程中的结构改性类型,综述了具有不同结构特征的木质素基催化剂分别在生物质平台化合物水解等酸碱催化反应、电催化反应和负载金属纳米粒子催化氧化还原反应等过程中的应用,讨论了木质素类型、制备或活化改性条件对催化材料性能的影响,也指出了当前木质素基催化剂的开发研究难点和未来发展方向。
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Catalyst | Raw materials | Preparation method | Application | ref |
---|---|---|---|---|
LSA | SLS | Ion exchange through an acid resin column | Conversion of inulin and fructose into 5-HMF | |
Lignin based solid acid | KL | Stiring sulfuryl chloride with raw materials | Esterification and hydration reaction | |
LSA | SLS | Ion exchange | Conversion of xylose into 5-HMF | |
LSA | SLS | Ion exchange | Synthesis of lignin-derived bisphenols | |
LSA | SLS | Ion exchange | Multicomponent reactions | |
LSA | Sulfomethylated lignin | Ion exchange | Wood furfurylation |
Raw materials | Synthesis conditions | BET surface area, m2·g-1 | Acid density, mmol·g-1 | Reactions | ref | |||||
---|---|---|---|---|---|---|---|---|---|---|
Total acid | —SO3H | —COOH | —OH | |||||||
Enzymatic hydrolyzed residues(EHR) | Pyrolysis carbonization: N2, 400 ℃, 2 h Sulfonation: H2SO4, 150 ℃, 10 h | 1.88 | 4.62 | 0.62 | - | - | Transformation of cellulose into nanofibers and platform chemicals | |||
Residual lignin | Sulfonation: N2, H2SO4, 150 ℃, 1 h | 4.7 | 1.71 | 0.68 | - | - | Esterification of acidified soybean soapstocks | |||
SLS | Sulfonation: H2SO4, 150~175 ℃, 0.5 h (Sulfonation: 20% fuming H2SO4, 150~175 ℃, 12 h) | 3.19 (2.18) | 4.64 (5.90) | 0.96 (1.24) | 3.36 (3.66) | 0.92 (1.04) | Esterification of cyclohexanecarboxylic acid with anhydrous ethanol | |||
SLS | Pyrolysis carbonization: N2, 250 ℃, 6 h Sulfonation: H2SO4, 130 ℃, 10 h Oxidation: H2O2, 50 ℃, 1.5 h | - | 4.78 | 0.68 | - | - | Hydrolysis of hemicellulose in corncob | |||
AL | Pyrolysis carbonization: Ar, 450 ℃, 1 h | - | 0.13 | 0.08 | 0.02 | 0.02 | Hydrolysis of cellulose and woody biomass | |||
Dealkali lignin(DAL) | Hydrothermal carbonization: 265 ℃ Sulfonation: H2SO4, 150 ℃, 1 h | - | 1.15 | 0.74 | 0.27 | 0.83 | Dehydration of inulin into HMF | |||
DAL | Carbonization: supercritical ethanol, 260 ℃, 8.4 MPa, 20 h Sulfonation: H2SO4, 150 ℃, 10 h | 113.1 | 5.05 | 1.41 | - | - | Esterification of oleic acid, esterification and transesterification of plantoils | |||
Kraft lignin | Chemical activation: H3PO4, 1 h Pyrolysis carbonization: N2, 400 ℃, 1 h Sulfonation: H2SO4, 200 ℃, 2 h | 54.8 | 1.30 | - | - | - | Esterification of oleic acid and conversion of non-pretreated Jatropha oil to biodiesel | |||
AL | Electrospun: NaOH Pyrolysis carbonization: N2, 900 ℃, 0.5 h Sulfonation: H2SO4, 150 ℃, 20 h Hydrothermal treated: 150 ℃, 5 atm | 475 | 0.88 | 0.56 | - | - | Hydrolysis of highly crystalline rice straw cellulose | |||
AL | Impregnation: KOH Pyrolysis carbonization:N2, 400 ℃, 1 h; 600 ℃, 2 h Sulfonation: N2, H2SO4, 150 ℃, 10 h | 524.9 | - | 0.40 | - | - | Hydrolysis of pretreated rice straw | |||
Enzymatic hydrolysis lignin residue | Impregnation: FeCl3, 5 h Pyrolysis carbonization: N2, 400 ℃, 1 h Sulfonation: N2, H2SO4, 150 ℃, 10 h | 234.61 5.65(without impregnation) | 1.95 1.42(without impregnation) | 0.77 0.65(without impregnation) | - | - | Dehydration of fructose into 5-HMF | |||
SLS | Pretreatment: ice-templating Pyrolysis carbonization:N2, 450 ℃, 1 hIon exchange: H2SO4 | 122 | 3.49 | 1.21 | - | - | Acetalization of glycerol to bio-additives | |||
AL | Polymerization and dispersion(F123 as template agent);Pyrolysis carbonization:N2, 900 ℃, 3 h Sulfonation: H2SO4, 180 ℃, 12 h | 156 | - | 1.82 | - | - | Hydrolysis of bagasse cellulose | |||
Kraft lignin | Impregnation: NaOH, F123 Pyrolysis carbonization: N2, 900 ℃, 3 h;Sulfonation: H2SO4, 180 ℃, 12 h | 262 | - | 0.65 | - | - | Fructose dehydration to 5-HMF |
Lignin type | Electrode type | Electrocatalytic reaction | ref |
---|---|---|---|
AL | Polycrystalline gold electrodes | Ascorbic acid oxidation | |
SLS | Glassy carbon(GC) electrode | Reduction of nitrite | |
SL1 and SL2a | GC | Oxidation of reduced nicotinamide adenine dinucleotide(NADH) | |
Hydrolytic lignin(HL) | Gold electrode | Oxidation of NADH | |
Lignin oxidation | Carbon paste electrodes | Oxidation of dopamine and ascorbic acid; Reduction of nitrite and iodate | |
AL | GC | Oxidation of histamine | |
PPy/SL and PEDOT/SLb | GC | Electrooxidation of hydrazine | |
Ni-SL | GC | Oxidation of methanol | |
Manganese lignosulfonates | GC | Oxidation of hydrogen peroxide | |
ZCFc | GC | Oxidation of hydroquinone(HQ), CC, and resorcinol(RS) | |
Lignin | GC | Oxidation of caffeine |
Raw materials | Catalysts | Activator/dopant | Processing temperature,℃ | BET surface area, m2·g-1 | Reactions | ref |
---|---|---|---|---|---|---|
AL | N-S-C 900 | - | 900 | 486 | Oxygen reduction reaction(ORR) | |
Lignin | Lignin derived multi-doped(N, S, Cl) carbon materials | NaCl/ZnCl2 | 1000 | 1289 | ORR | |
Low-sulfur lignin | Sulfur-nitrogen co-doped porous biocarbon catalyst | NaCl/ZnCl2 | 1000 | 1218.68 | Electrochemical CO2 reduction reaction(ECRR) | |
Lignin | Pt/Lg-CDs-800 | - | 800 | - | Methanol electro-oxidation reaction(MOR) | |
Kraft lignin | Pd-activated carbon catalysts | H3PO4 | 900 | 1248 | Suzuki-Miyaura cross-coupling reaction and hydrogenation | |
Eucalyptus lignin | High-Performance Magnetic Activated Carbon | KOH | 800 | 2875 | Magnetic activated carbons(MACE) | |
MACE | High-Performance Magnetic Activated Carbon-NiMo Supports | KOH | 800 | 2875 | Hydrodeoxygenation(HDO) | |
SLS | Co3S4/C NiS/C MoS2/C Co3Mo6S/C NiMoS3/C S/C | Mg(OH)2 | 700 | 379 560 630 485 412 571 | HDO | |
DAL | Mo-DAL | - | 800 | 19.7 | Hydrogen production from formic acid | |
Lignin | A single-atom cobalt over nitrogen-doped carbon(Co SAs/N@C) | Zn(OAC)2·2H2O | 900 | - | Transformation of 5-HMF and furfural into the carboxylic acids. | |
AL | Co-Mn/N@C | Dicyandiamide | 800 | - | Aerobic oxidation of 5- hydroxymethylfurfural to 2,5- furandicarboxylic acid | |
AL | M SAs-N@C, M=Fe, Co, Ni, Cu | Dicyandiamide Zn(OAC)2·2H2O | 1000 | - | Oxidative esterification of primary alcohols | |
SLS | N,S-doped hierarchical porous catalysts(Co-Nx/Sy-C) | Thiourea | 900 | 314 | Peroxymonosulfate-based oxidative degradation and borohydride- mediated reductive amination of several pollutants |
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