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Revelation of bimolecular tautomerization induced by the concerted and radical interactions in lignin pyrolysis

能源化学:英文版 2023年第9期84卷 1-10页

作者： Wen-luan Xie Bin Hu Wen-ming Zhang He-long Li Guo-yong Song Ji Liu Qiang Lu National Engineering Research Center of New Energy Power Generation North China Electric Power UniversityBeijing 102206China Beijing Key Laboratory of Lignocellulosic Chemistry Beijing Forestry UniversityBeijing 100083China Suzhou Institute of North China Electric Power University Suzhou 215123JiangsuChina

Bimolecular interactions play crucial roles in lignin *** tautomerization of key intermediates has a significant impact on the formation of stable products,whereas bimolecular tautomerization has been rarely *** the present work,the bimolecular tautomerization mechanism induced by both concerted and radical interactions was proposed and carefully confirmed.A characteristicβ-O-4 lignin dimer,2-phenoxy-1-phenylethanol(α-OH-PPE),was used as the model compound to reveal two representative keto-phenol and enol-keto tautomerism mechanisms,based on theoretical calculations combined with pyrolysis *** results indicate that the unimolecular tautomerism as the rate-determining step limits product generation,due to fairly high energy *** the free hydroxy compounds and radicals derived from initial pyrolysis can further initiate bimolecular tautomerism reactions through the one-step concerted hydroxyl-assisted hydrogen transfer(hydroxylAHT)and two-step radical hydrogen abstraction interactions,*** alleviating and even avoiding the large ring tension of tautomerism,the unstable tautomers(2,4-cyclohexadienone and1-hydroxy styrene)can be rapidly tautomerized into stable phenol and acetophenone with the help of intermolecular *** from the significant advantage of retro-ene fragmentation in breaking theβ-O-4 bond to form tautomers,a large amount of stable phenolic and ketone products can be generated following bimolecular tautomerization in the pyrolysis ofβ-O-4 linked lignin.

关键词： lignin pyrolysis Interaction mechanism Tautomerism Hydroxyl-assisted hydrogen transfer Radical chain reaction

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Selective Hydrodeoxygenation of lignin-Derived Vanillin via Hetero-Structured High-Entropy Alloy/Oxide Catalysts

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Energy & Environmental Materials 2024年第3期7卷 206-214页

作者： Yan Sun Kaili Liang Ren Tu Xudong Fan Charles Q.Jia Zhiwen Jia Yingnan Li Hui Yang Enchen Jiang Hanwen Liu Yonggang Yao Xiwei Xu Key Laboratory for Biobased Materials and Energy of Ministry of Education College of Materials and EnergySouth China Agricultural University Department of Chemical Engineering and Applied Chemistry University of Toronto State Key Laboratory of Materials Processing and Die & Mould Technology School of Materials Science and EngineeringHuazhong University of Science and Technology

The chemoselective hydrodeoxygenation of natural lignocellulosic materials plays a crucial role in converting biomass into value-added *** their complex molecular structures often require multiple active sites synergy for effective activation and achieving high ***,it is reported that a high-entropy alloy (HEA) on high-entropy oxide (HEO)hetero-structured catalyst for highly active,chemoselective,and robust vanillin *** heterogenous HEA/HEO catalysts were prepared by thermal reduction of senary HEOs (NiZnCuFeAIZrOx),where exsolvable metals (e.g.,Ni,Zn,Cu) in situ emerged and formed randomly dispersed HEA nanoparticles anchoring on the HEO *** catalyst exhibits excellent catalytic performance:100%conversion of vanillin and 95%selectivity toward high-value 2-methyl-4 methoxy phenol at low temperature of 120℃,which were attributed to the synergistic effect among HEO matrix(with abundant oxygen vacancies),anchored HEA nanoparticles (having excellent hydrogenolysis capability),and their intimate hetero-interfaces(showing strong electron transferring effect).Therefore,our work reported the successful construction of HEA/HEO heterogeneous catalysts and their superior multifunctionality in biomass conversion,which could shed light on catalyst design for many important reactions that are complex and require multifunctional active sites.

关键词： biomass conversion heterogeneous catalysts high-entropy oxide high-entropy alloys lignin pyrolysis

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