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Heterogeneously-catalyzed aerobic oxidation of furfural to furancarboxylic acid with CuO-Promoted MnO_(2)

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Green Energy & Environment 2023年第6期8卷 1683-1692页

作者： Xin Yu Tingke Jin Huiqiang Wang Guoqing Zhang Wenlong Jia Lincai Peng Yong Sun Xing Tang Xianhai Zeng Shuliang Yang Zheng Li Feng Xu Lu Lin College of Energy Xiamen UniversityXiamen361102China Institute of Geology Xibu Drilling Engineering Company LimitedChina National Petroleum CorporationXinjiang834000China biomassChem group Faculty of Chemical EngineeringKunming University of Science and TechnologyKunmingYunnan650500China Fujian Engineering and Research Center of Clean and High-valued Technologies for biomass China Xiamen Key Laboratory of High-valued Utilization of biomass Xiamen UniversityXiamen361102China Beijing Forestry Univ Inst Biomass Chem&TechnolBeijing100083China

A cost-effective and sustainable noble-metal free catalyst system based on ubiquitously available Mn-Cu bimetallic oxides was served as efficient catalysts for furfural selective oxidation to furancarboxylic acid(FA). Interestingly, Mn_(2)Cu_(1)O_(x)exhibited an excellent furfural conversion of 99% with quantitative selectivity toward FA. Especially, we demonstrate the significant weakening of the Mn-O bonds with the incorporation of CuO into the Mn-Cu oxides, resulting in an improved OLreactivity of Mn_(2)Cu_(1)O_(x), which brings about a higher catalytic activity for furfural oxidation. More importantly, Mn_(2)Cu_(1)O_(x)could exhibit YFA>90% over 5 cycles of reusability test. Through this study, the relationship between the morphology, surface chemistry, and catalytic activity of Mn-Cu bimetallic oxides are elucidated, providing a simple and environmentally friendly catalytic strategy and scientific basis for the development of Mn-Cu bimetallic oxides bioderived molecular aerobic oxidation materials.

关键词： Furfural Mn–Cu bimetallic oxides Oxidation Lattice oxygen Furancarboxylic acid

Synthesis of bis(amino)furans from biomass based 5-hydroxymethyl furfural

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Journal of Energy Chemistry 2018年第1期27卷 209-214页

作者： Xiaoyu Wang Wei Chen Zheng Li Xianhai Zeng Xing Tang Yong Sun Tingzhou Lei Lu Lin College of Energy Xiamen UniversityXiamen 361102FujianChina Xiamen Key Laboratory of High-valued Conversion technology of Agricultural biomass Xiamen UniversityXiamen 361102FujianChina Henan Key Laboratory of biomass Energy Zhengzhou 450008HenanChina

In this study we report a new reaction pathway in which the hydroxyl and the aldehyde groups of 5-hydroxymethyl furfural were aminated respectively. Hydroxyl group was aminated via Ritter reaction followed by direct reductive amination of aldehyde group. For the Ritter reaction of 5-hydroxymethyl furfural, mixture of trifluoromethane sulfonic acid and phosphoric anhydride showed good performance and the intermediate N-acyl-5-aminomethyl furfural with the highest yield of 89.1 wt% was *** of direct reductive amination of 2,5-bis（aminomethyl） furan was conducted and a yield of45.7 wt% was achieved. This study presents a simple way for preparing bis（amino）furans from renewable biomass based 5-hydroxymethyl furfural, which enriches the biorefinery concept from biomass.

关键词： 5-Hydroxymethyl furfuralN-Acyl-5-aminomethyl furfura2 5-bis(Aminomethyl) furanRitter reactionReductive amination

Highly efficient production of 2,5-dihydroxymethylfuran from biomass-derived 5-hydroxymethylfurfural over an amorphous and mesoporous zirconium phosphonate catalyst

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Journal of Energy Chemistry 2019年第10期28卷 82-92页

作者： Lei Hu Ning Li Xiaoli Dai Yuqi Guo Yetao Jiang Aiyong He Jiaxing Xu Jiangsu Key Laboratory for biomass-Based Energy and Enzyme technology Jiangsu Collaborative Innovation Center of Regional Modern Agriculture &Environmental Protection School of Chemistry and Chemical Engineering Huaiyin Normal University

The development of high-efficiency and low-cost catalysts is very crucial for the MeerweinPonndorf-Verley (MPV) reduction of biomass-derived 5-hydroxymethylfurfural (HMF) into 2,5-dihydroxymethylfuran (DHMF). In this work, an amorphous and mesoporous zirconium phosphonate catalyst (Zr-DTMP), which is a zirconium-containing organic-inorganic nanohybrid, was successfully designed and synthesized by the simple assembly of zirconium tetrachloride (ZrCl4) and diethylene triaminepenta(methylene phosphonic acid)(DTMP). Satisfactorily, when Zr-DTMP was employed for the MPV reduction of HMF in the presence of 2-butanol (secBuOH), DHMF yield could be achieved as 96.5% in 3 h under a relatively mild reaction temperature of 140℃. Systematic investigations indicated that this high catalytic activity should be mainly due to the cooperative role of enhancive Lewis acid site (Zr4+) and Lewis base site (O2-) in activating the carbonyl group of HMF and dissociating the hydroxyl group of secBuOH, respectively. Additionally, Zr-DTMP showed excellent catalytic stability, when it was successively used 5 recycles, its surface characteristics and textural properties still remained almost unchanged, and so, the catalytic activity was not obviously affected. More interestingly, Zr-DTMP could also be applied for the selective reduction of other biomass-derived carbonyl compounds, such as 5-methylfurfural (MF), furfural (FF), levulinic acid (LA), ethyl levulinate (EL) and cyclohexanone (CHN), into the corresponding products with high yields, which is beneficial to the effective synthesis of various valuable bio-based chemicals.

关键词： 5-Hydroxymethylfurfural 2,5-Dihydroxymethylfuran 2-Butanol Zirconium phosphonate catalyst Meerwein-Ponndorf-Verley reduction

Catalyst design strategy toward the efficient heterogeneously-catalyzed selective oxidation of 5-hydroxymethylfurfural

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Green Energy & Environment 2022年第5期7卷 900-932页

作者： Huai Liu Xing Tang Xianhai Zeng Yong Sun Xixian Ke Tianyuan Li Jiaren Zhang Lu Lin biomassChem group Faculty of Chemical EngineeringKunming University of Science and TechnologyKunming650500China Xiamen Key Laboratory of Clean and High-valued Utilization for biomass College of EnergyXiamen UniversityXiamen361102China Fujian Engineering and Research Center of Clean and High-valued Technologies for biomass Xiamen UniversityXiamen361005China Key Lab for Sport Shoes Upper Materials of Fujian Province(Fujian Huafeng New Material Co. Ltd.)Putian351144China PetroChina Petrochemical Research Institute Beijing102206China

The selective oxidation of 5-hydroxymethylfurfural(HMF),a versatile bio-based platform molecule,leads to the formation of several intriguing and useful downstream chemicals,such as 2,5-diformylfuran(DFF),5-hydroxymethyl-2-furancarboxylic acid(HMFCA),formyl 2-furancarboxylic acid(FFCA),2,5-furandicarboxylic acid(FDCA) and furan-2,5-dimethylcarboxylate(FDMC).These products have been extensively employed to fabricate novel polymers,pharmaceuticals,sustainable dyes and many other value-added fine *** heart of the developed HMF oxidation processes is always the *** this regard,this review comprehensively summarized the established heterogeneous catalyst design strategy for the selective oxidation of HMF via *** attention has been focused on the reaction mechanism of HMF oxidation over different catalysts as well as enhancing the catalytic performance of the catalyst through manipulating the properties of the support and fabricating of multi-component metal nano-particles and *** current challenges and possible research directions for the catalytic oxidation of HMF in the future are also discussed.

关键词： hydroxymethyl catalyst catalyzed

Recent advances in nickel-catalyzed reductive hydroalkylation and hydroarylation of electronically unbiased alkenes

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Science China Chemistry 2020年第11期63卷 1586-1600页

作者： Xiao-Xu Wang Xi Lu Yan Li Jia-Wang Wang Yao Fu Hefei National Laboratory for Physical Sciences at the Microscale CAS Key Laboratory of Urban Pollutant ConversionAnhui Province Key Laboratory of Biomass Clean EnergyiChEMUniversity of Science and Technology of ChinaHefei 230026China

The use of simple and easily available feedstock to quickly and efficiently obtain compounds with complex molecular structures through the transition-metal-catalyzed construction of C(sp3)–C bonds has important *** traditional C(sp3)–C coupling reagents,alkylmetallic reagents often have limitations such as air and moisture sensitivity and difficulties in ***-catalyzed reductive olefin hydrocarbonation reactions use alkenes to replace organometallic reagents,reduce the synthesis steps,improve the functional group compatibility,and expand the substrate *** minireview discusses important progress in the hydroalkylation and hydroarylation of electronically unbiased alkenes in recent years and describes the key mechanism and applications.

关键词： nickel electronically unbiased alkenes C-C bond formation reductive hydroalkylation reductive hydroarylation

Transition-metal-catalyzed C-H functionalization for late-stage modification of peptides and proteins

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Chinese Chemical Letters 2018年第7期29卷 1001-1008页

作者： Xi Lu Shi-Jiang He Wan-Min Cheng Jing Shi Hefei National Laboratory for Physical Sciences at the Microscale CAS Key Laboratory of Urban Pollutant ConversionAnhui Province Key Laboratory of Biomass Clean EnergyiChEMUniversity of Science and Technology of China

Late-stage modification of peptides and proteins meets the increasing demand in biochemical and pharmaceutical communities. These modification strategies could provide functionalized nonproteinogenic analogues with enhanced biological activities or improved therapeutic capabilities compared to their natural counterparts. Recent years, transition-metal-promoted functionalization of ubiquitous C-H bonds has been emerged as a powerful and tunable tool in this area, both for backbone diversifications and labeling of specific moieties. These reactions were flexible and expedient in both academic and industrial laboratories, especially considering their atom and step-economy, good functional group compatibility, accurate site selectivity. This review surveys the progress achieved in the late-stage modification of peptides and proteins utilizing transition-metal-catalyzed C-H functionalization with C-C and C-X(F, Cl, O, N, B, etc.) bonds formation.

关键词： Transition-metals C-H functionalization Chemo-and site selective Late-stage modification Peptides and proteins

Base-free oxidative esterification of 5-hydroxymethylfurfural to furan-2,5-dimethylcarboxylate over n-doped carbon-supported Co/Fe bimetallic catalyst under batch-operation or continuous-flow conditions

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Journal of Energy Chemistry 2022年第12期75卷 95-108,I0004页

作者： Weizhen Xie Binglin Chen Wenlong Jia Huai Liu Zheng Li Shuliang Yang Xing Tang Xianhai Zeng Yong Sun Xixian Ke Tianyuan Li Huayu Fang Lu Lin Xiamen Key Laboratory of Clean and High-valued Applications for biomass Fujian Engineering and Research Center of Clean and High-valued Technologies for BiomassCollege of EnergyXiamen UniversityXiamen 361102FujianChina biomassChem group Faculty of Chemical EngineeringKunming University of Science and TechnologyKunming 650500YunnanChina Key Lab for Sport Shoes Upper Materials of Fujian Province Fujian Engineering and Research Center for New Functional Fiber Materials(Fujian Huafeng New Material Co.Ltd.Putian Dakai New Material Co.Ltd.)Putian 351144FujianChina

Developing an efficient and easily available catalyst for the selective conversion of biomass-derived 5-hydroxymethylfurfural(HMF)into furan-2,5-dimethylcarboxylate(FDMC),a valuable biomass-based monomer,remains a high demand but formidable ***,a facile strategy for the synthesis of N-doped carbon-supported Co/Fe bimetallic catalyst(CoFe-NC)was developed,which provided an outstanding FDMC yield of 93%in a batch reactor(base-free,80℃,2 bar O_(2),4 h).Interestingly,CoFe-NC also gave a high FDMC yield of 91%under continuous-flow conditions for 80 h(5 bar O_(2),80℃,GHSV 1320 h^(-1),LHSV 0.6 h^(-1),base-free).Notably,it is the first time that a non-noble catalyst gave such a high FDMC yield under continuous-flow *** introduction of Fe could greatly improve both the electron intensity of Co-N_(x)species and basicity of the catalyst,which endowed CoFe-NC with improved O_(2)activation capacity and enhanced dehydrogenation activity for the oxidation-esterification of *** work delineates the efficient strategy on the construction of N-doped carbon-supported non-noble catalyst,which might open a new avenue for developing highly efficient catalyst for FDMC production.

关键词： 5-Hydroxymethylfurfural Furan-2,5-dimethylcarboxylate Oxidation-esterification Catalysis Co-N_(x)sites

Frontier of digitalization in biomass-to-X supply chain:opportunity or threats?

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Journal of Bioresources and Bioproducts 2023年第2期8卷 101-107页

作者： Adrian Chun Minh Loy Karen Gah Hie Kong Juin Yau Lim Bing Shen How Department of Chemical and Biological Engineering Monash UniversityMelbourneAustralia biomass Waste-to-Wealth Special Interest group Research Centre for Sustainable TechnologiesFaculty of EngineeringComputing and ScienceSwinburne University of TechnologyKuching 93350Malaysia Integrated Engineering Department of Environmental Science and EngineeringCollege of EngineeringKyung Hee UniversityGyeonggi-do 17104Republic of Korea

The escalating climate crisis necessitates an urgent shift towards a sustainable business ***-der the context of bioeconomy,it has offered a promising alternative through its“biomass-to-X”strategy for converting biological resources into value-added products or ***,the adoption of this approach remains scarce,which highlights the need to leverage digital technolo-gies to enhance its ***,this paper provides a comprehensive overview of the potential role of digital technologies in the biomass-to-X supply chain,encompassing the entire value chain from upstream to downstream activities,specifically in the areas of 1)lab-to-fabrication transla-tion,2)biomanufacturing stage,and lastly,3)supply chain management ***,this study identifies and discusses research gaps in each niche area,along with potential future re-search prospects to facilitate the transition towards a sustainable bioeconomy,making it a crucial reference for stakeholders involved in decision-making processes.

关键词： biomass valorization Internet of nano-things Bioeconomy Biomanufacturing Blockchain biomass-to-X

Nickel-Carnosine complex:A new carrier for enzymes immobilization by affinity adsorption

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Chinese Journal of Chemical Engineering 2021年第10期34卷 237-246页

作者： Junyang Xu Yanjun Jiang Liya Zhou Li Ma Zhihong Huang Jiafu Shi Jing Gao Ying He School of Chemical Engineering and technology Hebei University of TechnologyTianjin 300130China Tianjin Key Lab of biomass/Wastes Utilization School of Environmental Science&EngineeringTianjin UniversityTianjin 300072China National-Local Joint Engineering Laboratory for Energy Conservation of Chemical Process Integration and Resources Utilization Hebei University of TechnologyTianjin 300130China

Immobilization is an effective method to promote the application of enzyme industry for improving the stability and realizing recovery of *** some extent,the performance of immobilized enzyme depends on the choice of carrier ***,the development of new carrier materials has been one of the key issues concerned by enzyme immobilization *** this work,a novel organic–inorganic hybrid material,nickel-carnosine complex(NiCar),was synthesized for the first time by solvothermal *** obtained NiCar exhibits spherical morphology,hierarchical porosity and abundant unsaturated coordination nickel ions,which provide excellent anchoring sites for the immobilization of ***-tagged organophosphate-degrading enzyme(Opd A)and x-transaminase(ω-TA)were used as model enzymes to evaluate the performance of NiCar as a *** a simple adsorption process,the enzyme molecules can be fixed on the particles of NiCar,and the stability and reusability are significantly *** analysis of protein adsorption on NiCar verified that the affinity adsorption between the imidazole functional group on the protein and the unsaturated coordination nickel ions on NiCar was the main force in the immobilization process,which provided an idea way for the development of new enzyme immobilization carriers.

关键词： Nickel carnosine complex Organic-inorganic hybrid materials Carrier Enzymes Immobilization