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木质素催化氢解制备高附加值化学品研究进展

刘菊平 唐紫玥 陈应泉 王贤华 陈汉平 杨扬 杨海平

刘菊平, 唐紫玥, 陈应泉, 王贤华, 陈汉平, 杨扬, 杨海平. 木质素催化氢解制备高附加值化学品研究进展[J]. 燃料化学学报(中英文), 2024, 52(7): 945-958. doi: 10.19906/j.cnki.JFCT.2024009
引用本文: 刘菊平, 唐紫玥, 陈应泉, 王贤华, 陈汉平, 杨扬, 杨海平. 木质素催化氢解制备高附加值化学品研究进展[J]. 燃料化学学报(中英文), 2024, 52(7): 945-958. doi: 10.19906/j.cnki.JFCT.2024009
LIU Juping, TANG Ziyue, CHEN Yingquan, WANG Xianhua, CHEN Hanping, YANG Yang, YANG Haiping. Recent advances in the preparation of high-value-added chemicals by catalytic hydrogenolysis of lignin[J]. Journal of Fuel Chemistry and Technology, 2024, 52(7): 945-958. doi: 10.19906/j.cnki.JFCT.2024009
Citation: LIU Juping, TANG Ziyue, CHEN Yingquan, WANG Xianhua, CHEN Hanping, YANG Yang, YANG Haiping. Recent advances in the preparation of high-value-added chemicals by catalytic hydrogenolysis of lignin[J]. Journal of Fuel Chemistry and Technology, 2024, 52(7): 945-958. doi: 10.19906/j.cnki.JFCT.2024009

木质素催化氢解制备高附加值化学品研究进展

doi: 10.19906/j.cnki.JFCT.2024009
基金项目: 国家自然科学基金杰出青年科学基金 ( 52125601) 资助
详细信息
    通讯作者:

    E-mail: yhping2002@163.com

  • 中图分类号: TS6,TQ032

Recent advances in the preparation of high-value-added chemicals by catalytic hydrogenolysis of lignin

Funds: The project was supported by National Natural Science Foundation of China National Outstanding Youth Science Fund Project (52125601).
  • 摘要: 开发和利用可再生生物质资源是实现二氧化碳减排的有效途径。而生物质结构复杂,整体反应性和利用率较低。木质素是自然界中唯一具有高能量密度的可再生芳香族聚合物,其转化和利用在全球范围内引起了广泛关注。然而,木质素结构的复杂性、连接方式的不确定性、侧链连接的稳定性以及反应片段不可避免的再缩合,使得将木质素解聚成生物燃料或芳香化学品成为一项艰巨的挑战。催化氢解技术可将木质素转化为高选择性、高收率的酚类单体。但是木质素催化解聚过程中化学键的定向剪切,产物与结构之间的转化机理仍不清晰。本工作针对木质素的催化氢解生产高值化学品的最新研究进展,重点总结了木质素的催化氢解过程中催化剂及其高值化学品产物间的耦合关联,着重讨论了不同催化剂体系对木质素解聚产物过程机理的影响,尤其对于金属基催化剂,综述了贵金属基催化剂、过渡基金属催化剂、水滑石催化剂和金属有机框架催化剂对于产物分布影响的最新进展,并进一步总结了不同催化剂存在的问题和转化机制;同时木质素加氢催化裂解过程中溶剂是促进木质素溶解、加速传热传质、促进反应物和催化剂在反应器中均匀分散的关键。本工作并对木质素液化的主要溶剂,例如水、醇类和新型溶剂体系对木质素的解聚效应进行综述。最后,就领域所面临的机遇和挑战进行了总结和展望,为木质素高效定向转化与高值化利用提供了理论参考。
  • 图  1  木质素结构示意图[20]

    Figure  1  Schematic representation of lignin structure[20] (with permission from ACS Publications)

    图  2  木质素加氢催化过程示意图

    Figure  2  Schematic diagram of the catalytic process of lignin hydrogenation

    图  3  水滑石类催化剂热处理过程

    Figure  3  Thermal treatment process of hydrotalcite-based catalysts

    图  4  (a) Mo1Al/MgO催化氢解木质素转化示意图;(b)不同条件下木质素解聚性能;(c) DFT计算的能量面[15,40]

    Figure  4  (a) Schematic diagram of Mo1Al/MgO-catalyzed hydrolytic lignin conversion; (b) Lignin depolymerization performance under different conditions; (c) Energy surfaces calculated by DFT[15,40] (with permission from Wiley and ACS Publications)

    图  5  硫酸盐木质素在NiMo@FDC催化剂上的NiMo双金属与载体的协调作用催化解聚机理路线图[46]

    Figure  5  Diagrammatic of the catalytic depolymerisation mechanism of sulphated lignin over NiMo@FDC catalysts by coordinated action of NiMo bimetals and support[46] (with permission from Royal SOC Chemistry Publications)

    图  6  硫酸盐木质素在不同酸度和孔结构的沸石上催化解聚制备芳烃[55]

    Figure  6  Catalytic depolymerization of Kraft lignin on zeolites of different acidity and pore structure for the preparation of aromatics[55] (with permission from MDPI Publications)

    图  7  木质素在活性炭载体上催化氢解示意图[61]

    Figure  7  Schematic diagram of catalytic hydrogenolysis of lignin on activated carbon carriers[61] (with permission from Elsevier Publications)

    图  8  咪唑基离子液体协调二元混合物中木质素氧化解聚机理图[92]

    Figure  8  Depolymerization of lignin in cooperative imidazolium-based ionic liquid binary mixtures[92] (with permission from Elsevier Publications)

    表  1  生物质提取木质素典型连接键含量

    Table  1  Lignin linkage bond content of different biomass extracts

    Linkage bond/% β-O-4 5-5 α-O-4 4-O-5 β-5 β-1 β-β
    Softwood 43−50 9.5−11 6−8 3.5−4 9−12 7 2
    Hardwood 50−65 4.5 6−8 6.5 6 7 3
    Herbaceous plant 40 4 1 6
    下载: 导出CSV

    表  2  木质素在不同反应条件下产物分布

    Table  2  Product distribution of lignin under different reaction conditions

    Raw Reaction condition Catalyst Solvent Major product/% Reference
    Alkali lignin 400 ℃ ,4 h Lewis acid water, methanol aromatic compounds 0.1–0.5;
    monophenol 0.9–5.5, catechol 0.5–3.5
    [81]
    Alkali lignin 350 ℃ ,28 h NiMoS/Al2O3 tetrahydronaphthalene monomeric phenols and long-chain
    alkanes 25
    [82]
    Alkali lignin,
    Organosolv lignin
    250 ℃, 20 h Ru/Nb2O5 water aromatic hydrocarbon 20.4
    cycloalkane 8.6
    [83]
    hydrolysed lignin 250 ℃, 15 min MgO tetrahydrofuran monophenol 13.2 [84]
    Alkali lignin 300 ℃, 8 h CuMgAlOx ethanol monophenol 23 [37]
    Sulfated lignin 350 ℃,4 h ZrO2/K2CO3 water/phenol monophenol 27 [85]
    Sulfated lignin 350 ℃, 4 h NiMo, ZrO2 dimethyl sulfide monophenol 26.4 [86]
    Organosolv lignin 160 ℃, 24 h CuZnAl propylene glycol monophenol 56.1 [87]
    下载: 导出CSV
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  • 收稿日期:  2023-12-31
  • 修回日期:  2024-02-20
  • 录用日期:  2024-03-06
  • 网络出版日期:  2024-03-30
  • 刊出日期:  2024-07-01

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