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Catalysts · 2019 ·Vol. 9 ·期 6 ·526 · IF 3.444

Highly Selective Oxidation of 5-Hydroxymethylfurfural to 5-Hydroxymethyl-2-Furancarboxylic Acid by a Robust Whole-Cell Biocatalyst

Ran Cang,Li-Qun Shen,Guang Yang,Zhi-Dong Zhang,He Huang,Zhi-Gang Zhang

Value-added utilization of biomass-derived 5-hydroxymethylfurfural (HMF) to produce useful derivatives is of great interest. In this work, extremely radiation resistantDeinococcus wulumuqiensisR12 was explored for the first time as a new robust biocatalyst for selective oxidation of HMF to 5-hydroxymethylfuroic acid (HMFCA). Its resting cells exhibited excellent catalytic performance in a broad range of pH and temperature values, and extremely high tolerance to HMF and the HMFCA product. An excellent yield of HMFCA (up to 90%) was achieved when the substrate concentration was set to 300 mM under the optimized reaction conditions. In addition, 511 mM of product was obtained within 20 h by employing a fed-batch strategy, affording a productivity of 44 g/L per day. Of significant synthetic interest was the finding that theD. wulumuqiensisR12 cells were able to catalyze the selective oxidation of other structurally diverse aldehydes to their corresponding acids with good yield and high selectivity, indicating broad substrate scope and potential widespread applications in biotechnology and organic chemistry.Keywords:biocatalysis;extremophile;5-hydroxymethylfurfural;5-hydroxymethylfuroic acid;platform chemicals;whole cells

研究领域: 生物技术 · 化学工程 · 有机化学
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APPLIED CLAY SCIENCE · 2022 · IF 5.907

Base-free oxidation of 5-hydroxymethylfurfural to 2, 5-furandicarboxylic acid over palygorskite-supported bimetallic Pt–Pd catalyst

Xuemin Zhong,Yanfu Wei,Samahe Sadjadi,Dong Liu,Mengyuan Li,Ting Yu,Guanzheng Zhuang,Peng Yuan

Aerobic oxidation of biomass-derived 5-hydroxymethylfurfural (HMF) to 2, 5-furandicarboxylic acid (FDCA) is an important reaction for producing green and sustainable chemicals. Herein, natural clay mineral palygorskite (Pal)-supported bimetallic Pt–Pd catalyst for the oxidation of HMF to FDCA in water without the addition of any bases was developed. The 1Pt 9 Pd 1 /Pal catalyst with Pt/Pd molar ratio of 9/1 exhibited excellent catalytic performance, and 100% HMF conversion and 99% FDCA yield were obtained under optimum reaction conditions after 12 h, which was mainly attributed to the synergy between palygorskite and bimetallic Pt–Pd nanoparticles . Palygorskite used as support realized the immobilization and dispersion of bimetallic nanoparticles, increasing the catalytic activity . The basicity of palygorskite and alloying effects between Pt and Pd facilitated the formation of FDCA by synergistically catalyzing the oxidation of alcohol and aldehyde groups in the reactants and intermediates. Furthermore, this catalyst showed good stability and reusability . The present work provides a highly efficient, cost-effective, and environmentally benign catalyst for the base-free oxidation of HMF to FDCA in practical industrial applications.

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SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY · 2022 · IF 4.831

Determination of 5-Hydroxymethylfurfural (5-HMF) in milk products by surface-enhanced Raman spectroscopy and its simulation analysis

Juanhua Zhang,Yuzhen Li,Mengxiao Lv,Yihui Bai,Zhenmin Liu,Xuexiang Weng,Chunping You

5-Hydroxymethylfurfural (5-HMF) is a useful indicator of thermal damage degree and freshness of milk. It is of great importance to develop simple, rapid and accurate analytical methods for the sensitive detection of 5-HMF in milk and milk-based products. In this work, surface-enhance Raman spectroscopy (SERS) was used for rapid determination of 5-HMF in processed cheese by colloidal Au nanoparticles (AuNPs) substrate synthesized by the classical solvothermal reduction method. Density functional theory (DFT) calculations were carried out to determine the vibration assignments of 5-HMF and the surface enhancement effect of AuNPs substrate. The results found that a good linear response on the AuNPs substrate for 5-HMF in the concentration range of 0.1–75 mM was established with the detection limit of 75 μM (S/N = 3). Furthermore, the present method could be applied to the determination of 5-HMF in a cheese real sample which revealed its promising application in food safety and analysis.

✓ 已验证 产品关联 DOI PubMed 高影响因子
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JOURNAL OF FLUORESCENCE · 2022 ·Vol. 32 ·期 3 ·983-992 · IF 2.525

Chiral Fluorescence Recognition by Anthracene Fluorescent Dyes ⊂ Water-Soluble Pillar[5] arene containing Phosphonic Acid Group (PWP[5])

Chen Yuliang,Lai Kaijie,Cai Jinmi,Li Yicheng,Wang Haibo

Chirality plays a pivotal role in drugs, agrochemicals and food additives et al. The enantiomers of a chiral molecule often show huge difference in bioactivity, metabolism, and toxicity et al. thereby, the recognition of chiral molecules shows an increasingly important priority. In this paper, a novel method for chiral fluorescence recognition based on anthracene fluorescent dyes (AD) ⊂ water-soluble pillar[5] arene containing phosphonic acid group (PWP[5]) is developed. The AD as guest molecule can complex with PWP [5] to form 1:1 AD ⊂ PWP[5] assembly, and this assembly can be further used as a fluorescent probe to identify D/L-phenylalanine and D/L-phenylalaninol by fluorescent titration. The fluorescence intensity of the assembly was significantly reduced for D-phenylalanine and D-phenylalaninol, while L-phenylalanine or L-phenylalaninol was added to AD ⊂ PWP[5] assembly, the fluorescence intensity of the assembly almost unchanged. Hence, the chiral recognition based on assembly between the achiral fused ring fluorescent dye and achiral PWP[5] was developed.

CAS / MDL: 5267-64-1 63-91-2
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JOURNAL OF PHYSICS AND CHEMISTRY OF SOLIDS · 2021 · IF 3.995

Enhanced aromatic selectivity using the core–shell synergistic effects of HZSM-5/SAPO-5 zeolites in isobutane conversion

Ruizhen Zhang,Jie Wang,Lina Han,Jiancheng Wang,Liangfu Zhao

HZSM-5 molecular sieves are efficient catalysts in the aromatization of light hydrocarbons and the fabrication of HZSM-5-based core–shell composites has become an important strategy to improve their catalytic performance due to the simultaneous modification of the acidity and pore structures in the catalyst. In this paper, HZSM-5/SAPO-5 (CSZP and CSZC) were synthesized via a two-stage crystallization process using PDDA and CTAB as modifiers of HZSM-5, respectively. The structure, acidity, and the weight of carbon deposition of the resulting molecular sieves catalysts were characterized using various methods and their catalytic behavior in isobutane aromatization investigated. The results show that CSZP exhibits a perfect core–shell structure with a uniform and thin shell composed of nano-SAPO-5, while CSZC has an irregular coat configuration with HZSM-5 covered by a rough and thick shell consisting of flaky micro-SAPO-5 crystals. The introduction of SAPO-5 via an in-situ synthesis decreases the Brønsted acidity of the catalysts to different extents and provides a large number of intergranular mesopores due to the stacking of SAPO-5 on the surface of HZSM-5, which is favorable toward improving the BTEX selectivity (benzene, toluene, ethylbenzene, and xylene) and catalytic stability over CSZP and CSZC. Meanwhile, CSZP has more competitive advantages than CSZC in promoting the mass transfer efficiency due to its significantly thinner shell than CSZC, which combined with its moderate acidity and appropriate mesopore structure result in its excellent selectivity and stability during the aromatization of isobutane.

CAS / MDL: 26062-79-3
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Catalysis Science & Technology · 2019 ·Vol. 9 ·期 5 ·1238-1244 · IF 5.726

Green catalytic synthesis of 5-methylfurfural by selective hydrogenolysis of 5-hydroxymethylfurfural over size-controlled Pd nanoparticle catalysts

Guohan Sun,Jiahuan An,Hong Hu,Changzhi Li,Songlin Zuo,Haian Xia

A green approach for the conversion of 5-(hydroxymethyl)furfural (HMF) to 5-methylfurfural (MF) by using size-controlled palladium catalysts has been developed. Palladium nanoparticles (Pd NPs) with various sizes supported on activated carbon were prepared with polyvinylpyrrolidone (PVP) as the capping agent. The reaction results showed that all the PVP-assisted Pd catalysts achieved high selectivity whilst the hydrogenation ability of Pd NPs could be rationally tuned by varying the mole ratio of Pd/PVP. 2.5% Pd–PVP/C (1 : 2) presented a satisfactory activity with 80% MF yield and 90% selectivity. The reaction kinetics study showed that the transformation of HMF into MF over bifunctional PVP-assisted Pd NPs underwent an acid-catalyzed esterification followed by a Pd-catalyzed hydrogenolysis procedure. The role of formic acid in the transformation is not only as a hydrogen-donating agent but also as a reactant to form the key intermediate. This work provides a novel and environmentally-friendly method for the selective hydrogenation of bio-based HMF to MF.

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JOURNAL OF INDUSTRIAL AND ENGINEERING CHEMISTRY · 2013 · IF 2.145

Synthesis of 5-ethoxymethylfurfural from 5-hydroxymethylfurfural and fructose in ethanol catalyzed by MCM-41 supported phosphotungstic acid

Anqiu Liu,Zehui Zhang,Zhongfeng Fang,Bing Liu,Kecheng Huang

In this study, we have developed a new method for the synthesis of EMF from HMF and fructose using mesoporous MCM-41 supported 12-tungstophosphoric acid (MCM-41-HPW) as the catalyst. The structure of 40   wt.% MCM-41-HPW was characterized by various techniques and its surface acidity was determined by potentiometric titration. A high EMF yield of 83.4% was obtained from HMF by the etherification reaction. Synthesis of EMF from fructose was also realized through one-pot reaction with a moderate yield of 42.9%. More importantly, the catalyst could be reused for several times without the loss of its catalytic activity.

✓ 已验证 DOI 高影响因子
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INDUSTRIAL CROPS AND PRODUCTS · 2017 · IF 3.181

An effective pathway for converting carbohydrates to biofuel 5-ethoxymethylfurfural via 5-hydroxymethylfurfural with deep eutectic solvents (DESs)

Miao Zuo,Kai Le,Yunchao Feng,Caixia Xiong,Zheng Li,Xianhai Zeng,Xing Tang,Yong Sun,Lu Lin

In this study, we put forward an effective two-step method of producing biofuel 5-ethoxymethylfurfural (5-EMF) from carbohydrates with DES mixture. With the catalysis of Amberlyst-15, 77.3% and 65.2% yield of 5-EMF were obtained respectively from the fructose and inulin in mild conditions. In addition, CrCl 3 modified Amberlyst-15 showed excellent catalytic performance in the aldoses dehydration, 46.7% and 50.2% of 5-EMF yield could be obtained from glucose and sucrose in the two-step reactions. Moreover, all catalysts used in this study could be effectively reused for several times.

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Catalysts · 2024 ·Vol. 14 ·期 12 ·929 · IF 3.8

Cu/MOF-808 Catalyst for Transfer Hydrogenation of 5-Hydroxymethylfurfural to 2, 5-Furandimethanol with Formic Acid Mediation

Jingxin Tan,Mengqi Li,Lingtao Liu,Lijian Wang,Haocun Wang,Junjie Bian,Chunhu Li

Biomass platform compound 5-Hydroxymethylfurfural (HMF), with its low price and abundant source, can be used as a renewable resource to replace traditional petrochemicals. MOF-808(Zr) has tunable active sites and excellent stability under high temperatures and acidic as well as basic environments, and the unsaturated coordination of metal ions within its framework structure can exhibit Lewis acidity, facilitating catalytic transfer hydrogenation from HMF to 2, 5-Furandimethanol (BHMF). The hydrothermal–impregnation–reduction method was used to prepare Cu/MOF-808 catalysts with high catalytic performance. Formic acid was chosen as the hydrogen donor solvent. The selectivity and yield of BHMF were 75.65% and 71%, respectively, at 150 °C for 4 h. A reaction pathway for the catalytic hydrogen transfer of HMF to BHMF was proposed. The high activity and stability of the Cu/MOF-808 catalyst with dual active sites provide a viable method for feasible hydrogenation of HMF to high value-added compounds.

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JOURNAL OF MOLECULAR LIQUIDS · 2019 · IF 4.561

Solubility, thermodynamic modeling and Hansen solubility parameter of 5-norbornene-2,3-dicarboximide in three binary solvents (methanol, ethanol, ethyl acetate + DMF) from 278.15 K to 323.15 K

Yameng Wan,Haixia He,Zibo Huang,Pengshuai Zhang,Jiao Sha,Tao Li,Baozeng Ren

In this work, solubility of 5-norbornene-2,3-dicarboximide (NODI) in three binary solvents (DMF + methanol, ethanol, ethyl acetate) was experimentally investigated by using laser monitoring technique at (278.15 to 323.15) K under 0.1 MPa. Solubility data of NODI increased as the temperature increased while reduced with the decreasing mass fraction of DMF. Hansen solubility parameter was employed to reveal the solubility behavior of NODI. Experimental solubility data was correlated by five thermodynamic models including NRTL, Wilson, uniquac, Margules and Jouyban-Acree-modified Apelblat (J-A-A) model. The Wilson, Margules, and uniquac model were more suitable to correlate NODI solubility than others. Besides, thermodynamic properties of mixing process (Δ mix G , Δ mix S , Δ mix H , H 1 E , ∞ , ln γ 1 and ln γ 1 ∞ ) were investigated based on solubility data and the Wilson equation. Mixing processes of NODI in three binary solvents were entropy-driven.

研究领域: 化学工程 · 物理化学 · 热力学
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DYES AND PIGMENTS · 2018 · IF 3.767

A naked-eye liquid-phase colorimetric assay of simultaneous detect cysteine and lysine

Zhonghua Xue,Lulu Xiong,Honghong Rao,Xiuhui Liu,Xiaoquan Lu

In this work, we proposed a naked-eye colorimetric strategy for simultaneous detection of cysteine and lysine based on 3,3′,5,5′-tetramethylbenzidine (TMB) system in a neutral condition (pH 7.0). Based of the fact that Ag + could oxidize 3,3′,5,5′-tetramethylbenzidine (TMB) to oxidized TMB (oxTMB) and induce a blue color solution corresponding to an absorption peak centered at 652 nm, thus the adding of cysteine or lysine to formation of different product results in the blue color fading to colorless quickly or change to scarlet, respectively. With this strategy, the limit of detection in experimental measurement for cysteine and lysine is 2.46 μM and 3.87 μM, respectively. And the selectivity can also be guaranteed among the other amino acid. The cost is quite low since the use of TMB and Ag + . More importantly, the colorimetric detection operation is very simple without any further modification process and the reaction under physiological conditions is more meaningful for detection of amino acid.

研究领域: 分析化学 · 生物化学
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JOM · 2024 ·Vol. 76 ·期 5 ·2478-2490 · IF 2.1

A Novel Chelating Collector with Di-minerophilic Group 5-Methyl Butylxanthate-1,2,4-Triazole-3-Thione: Its Synthesis and Selective Flotation Mechanism of Chalcopyrite from Pyrite

Wang Chengwang,Zhang Ruihan,Li Xingshi,Huang Yaoguo,Chen Linlin

The article presents the synthesis and application of a novel collector, 5-methyl butylxanthate-1,2,4-triazole-3-thione (MBuXTT), for chalcopyrite flotation separation from pyrite. Various interfaces and surface characterization analysis methods were employed to study the flotation separation mechanism. The micro-flotation and contact angle experiments demonstrated a significant enhancement in the surface hydrophobicity of chalcopyrite following treatment with MBuXTT. Within the pH range investigated, MBuXTT effectively enriched chalcopyrite while separating it from pyrite. Compared to the traditional collector sodium butyl xanthate, MBuXTT exhibited superior selectivity and collecting ability towards chalcopyrite. Adsorption of MBuXTT on the chalcopyrite surface was found to be an endothermic-spontaneous chemisorption process. ζ -Potential analyses and UV spectra confirmed specific adsorption of MBuXTT on chalcopyrite rather than pyrite surfaces. Additionally, FTIR, XPS, and DFT calculations were conducted to explore the adsorption mechanism on the chalcopyrite surface, and the results indicated that MBuXTT-Cu complexes can be covered on the chalcopyrite surface with formation of Cu(I)-S and Cu(I)-N bonds along with release of H + and oxidation product formation involving S–S bonds.

研究领域: 矿物加工 · 浮选化学 · 表面化学 · 吸附机理 · 螯合化学 · 计算化学
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