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5-HMF
JOURNAL OF MOLECULAR LIQUIDS · 2021 · IF 6.165

Preparation of functionalized diallylimidazole ionic liquid and its application in conversion of D-fructose into HMF

Ting Huang,Huang-xian Zhang,Xiao-hua Zhang,Da-yong Peng,Xu-liang Nie,Jing Chen,Wan-ming Xiong

A kind of functionalized diallylimidazole ionic liquids (CnDAIMF) was synthesized and applied in the dehydration of D-fructose to produce 5-HMF under the microwave radiation. The results showed that X-ray, 1 H NMR and FT-IR confirmed the production. The target ILs existed in a highly centrally symmetric, and crystalline state at room temperature, with a good thermal stability up to 300 °C (HTD ≥ 340 °C). In the experiments of conversion D-fructose to 5-HMF, 5-HMF could be obtained via the catalysis of diallylimidazole IL whether in water or DMSO. The catalytic performance of these ILs was not much different from that of solid acid (like camphor sulfonic acid or solid carbon sulfonic acid), and which was higher than that of the monoimidazole hexafluorophosphate or imidazole class bromine salt, but there were no obvious changes can be found with the variation of carbon chain length between imidazole rings in diallylimidazole IL. The effects of temperature and solvent on the reaction were more significant. The optimized yield of 5-HMF was 52.59% at 185 °C in a water-C 2 DAIMF solvent (t = 10 min), while 73.71% at 195 °C in DMSO-C 2 DAIMF solvent. Furthermore, six CnDAIMF have a considerable effect on the conversion in water and 5-HMF yield of about 50% could be obtained, which is satisfactory compared with other similar processes, especially in the microwave system of aqueous solution. Therefore, this process may be benefit for many researches and applications related to functionalized ionic liquid research and biomass conversion applications.

研究领域: 化学工程 · 生物质能 · 绿色化学
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REACTIVE & FUNCTIONAL POLYMERS · 2026 · IF 5.4

Sustainable 5-HMF to benzimidazole/furan-contained epoxy resins: Structural design and performance upgrade

Xingyu Hu,Zhiyong Li,Xiaoge Li,Xiangyan Ji,Jingjing Meng

A highly conjugated biobased liquid HPE monomer was fabricated from HMF. • The benzimidazole motif HPE contributes to a relatively mild curing behavior. • The HPE endows the resin with favorable mechanical properties and dimensional stability. • The HPE networks showed good solvent resistance and shape memory. • This strategy provided a tractable biocomposite fabrication. A novel bio-based epoxy monomer (HPE) bearing a rigid benzimidazole-furan skeleton was synthesized from 5-hydroxymethylfurfural (5-HMF). The activation energy for HPE-derived networks was relatively lower than that of the DGEBA counterparts, indicating favorable curing conditions. The cured HPE-thermosets exhibited exceptional mechanical properties. For instance, HPE/APB achieved good tensile strength (105.67 ± 13.43 MPa), flexural strength (125.43 ± 16.65 MPa), and impact strength (17.99 ± 1.10 kJ m −2 ). Moreover, the thermomechanical investigation also suggested its advantageous storage modulus of 3.55 GPa at 30 °C, which surpassed the petroleum-based DGEBA counterparts. Notably, HPE-networks displayed unique dimensional stability with a thermal expansion coefficient ranging from 87 to 115.4 ppm °C −1 below 200 °C. In contrast to DDM-cured thermoset, APB-cured networks also favored decreasing dielectric constant and loss. On the whole, the APB hardener outperformed the DDM in most cases. Furthermore, glass fiber-reinforced HPE composites demonstrated 90.8% peeling off in DMF under microwave-assisted conditions, making sustainable fiber recycling possible. This work provides a promising strategy for HMF-related renewable epoxy resins. Download: Download high-res image (147KB) Download: Download full-size image

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Catalysts · 2025 ·Vol. 15 ·期 12 ·1160 · IF 4

Construction of Modified Silica Gel Catalysts and Their Enhancement of Fructose Dehydration for 5-HMF Production

Liya Zheng,Yongshui Qu,Yibing Li,Yuanxin Cao,Quanyuan Wei,Ming Fang

To address the challenges of difficult recovery, significant environmental hazards associated with homogeneous catalysts, and insufficient catalytic activity of heterogeneous supports in the catalytic dehydration of fructose to produce 5-hydroxymethylfurfural (5-HMF), this study employs a straightforward nitric acid modification method to prepare an acid-activated silica gel catalyst for application in this reaction system. Through systematic investigation of the influence of modification conditions on catalyst performance and economic benefits, optimal reaction conditions were determined: DMSO as the solvent, nitric acid-modified silica gel as the catalyst, a reaction temperature of 120 °C, a solid–liquid ratio of 1:30 (g∙mL−1), and a fructose-to-catalyst mass ratio of 1:1. Under these conditions, the maximum 5-HMF yield reached 91.6%. Characterization via specific surface area, pore size analysis, and acid/base site characterization (NH3-TPD) revealed that nitric acid modification preserved the silica gel’s pore structure. Through oxidative cleaning, etching to expose silanol groups, and inducing surface defects, this process significantly increased the number of acid sites on the silica gel surface, thereby enhancing catalytic activity. This study presents a low-cost, easily recoverable, and environmentally friendly heterogeneous catalytic strategy for the efficient conversion of fructose into 5-HMF. It also provides experimental guidance for the targeted functionalization of silica-based catalytic materials, holding significant implications for advancing the high-value utilization of biomass resources.

研究领域: 催化化学 · 绿色化学 · 生物质能源 · 材料科学 · 化学工程
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CHEMICAL ENGINEERING JOURNAL · 2021 · IF 13.273

Energy efficient production of 5-hydroxymethylfurfural (5-HMF) over surface functionalized carbon superstructures under microwave irradiation

Xiaoqi Lyu,Hong Li,Huaizhong Xiang,Yibing Mu,Na Ji,Xuebin Lu,Xiaolei Fan,Xin Gao

Microwave (MW)-assisted process intensification of catalytic conversion of saccharides is a promising route for energy efficient production of value-added chemicals and fuels. This work presents the development of the MW-responsive catalysts (i.e., the acid functionalized spherical carbon superstructure, SCS) for converting fructose to 5-HMF effectively and efficiently under MW irradiation. Under a mild MW condition (at 70 °C, atmospheric pressure), the SCS catalyst (with surface sulfonic and carboxylic acid groups) achieved fructose conversion of ~ 97.8% and selectivity to 5-HMF of ~ 90.6% after 5 min reaction time with good recyclability, being significantly higher than that obtained by the system under the conventional heating. Importantly, the MW-assisted system showed very high energy efficiency coefficient of 1.01 mmol kJ −1 L −1 compared to that (0.09 mmol kJ −1 L −1 ) of the conventional thermal catalysis. The mechanism of process intensification of the system developed may be attributed to the combination of the dipole polarization of the MW-responsive sulfonic groups and the selective heating of the MW-absorbing SCS support under the MW condition.

研究领域: 化学工程 · 催化科学
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DALTON TRANSACTIONS · 2023 ·Vol. 52 ·期 7 ·1950-1961 · IF 4

Process coupling of CO2 reduction and 5-HMF oxidation mediated by defect-enriched layered double hydroxides

Jingjing Fan,Yin Zhao,Qian Wang,Mingyu Gao,Xintao Li,Dianqing Li,Junting Feng

Aiming at the comprehensive utilization of waste carbon resources and renewable carbon resources, we put forward the photocatalytic coupling process of CO2 reduction and 5-hydroxymethylfurfural (5-HMF) oxidation mediated by the anionic compound of layered double hydroxides (LDHs). Specifically, a ZnNiFe–LDH was synthesized by co-precipitation method, during which CO2 was stored between LDH layers in the form of carbonate. Then, a certain amount of metal vacancies were introduced into LDH nanosheets by selectively etching Zn2+ ions. ICP-AES, EPR and XPS showed that the concentration of Zn vacancies gradually increased with the etching time prolonging, which thus optimized the electronic structure of LDH layers. Under the catalysis of the electron-rich metal cations and hydroxyl groups on the layers, the interlayer carbonate was in situ reduced into CO coupled accompanied with the 5-HMF oxidation to 2.5-furandiformaldehyde (DFF). Compared with the unetched ZnNiFe–LDHs, the CO and DFF yields over the LDHs etched for 3 h were increased by 2.84 and 2.82 times under UV-vis irradiation with a density of 500 mW cm−2. Finally, combined with isotope-labeled 13CO2 experiments and in situ FTIR characterization, we revealed the possible coupling mechanism and defect-induced performance enhancement mechanism.

研究领域: 环境科学 · 材料科学 · 化学工程
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SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY · 2026 · IF 4.8

Controllable self-assembled AuNRs array with dual signal amplification for SERS detection of 5-HMF in honey

Jia Bin Zhang,Wan Hui Guo,Hao Zhang,Wen Pan,Ye Min Guo,Fan-Li Zhang,Cheng Wang,Sheng Hong Liu

5-Hydroxymethylfurfural (5-HMF) is a toxic compound formed during the improper processing or storage of honey, endangering human health. Thus, rapid and accurate detection of 5-HMF is essential. In this study, we fabricated uniform gold nanorod (AuNR) array surface-enhanced Raman spectroscopy (SERS) substrates with high-density plasmonic hot spots by optimizing the AuNR aspect ratio and employing a novel three-phase self-assembly technique, significantly enhancing detection sensitivity and reproducibility. The AuNR array (aspect ratio of 3.5) showed the strongest signals due to the close match between its 781 nm longitudinal LSPR wavelength and the 785 nm excitation laser wavelength, enabling efficient resonant coupling. Leveraging the dual-resonance of the AuNR arrays, tip-induced field focusing and nanogap-mediated plasmon coupling synergistically produced ultrahigh electromagnetic enhancement for SERS detection. Using AuNR array-3.5 as the SERS substrate, the signal intensity demonstrated a positive correlation with a concentration of 5-HMF in the range of 1–50 mg/L, with a limit of detection (LOD) as low as 0.093 mg/L. The substrate revealed excellent uniformity (relative standard deviation, RSD = 3.86%), reproducibility (inter-batch RSD = 2.51%), reusability (RSD = 13.2%) and stability (stored at 4 °C for 30 days). In spiked honey samples, this method achieved an LOD of 35.4 mg/kg, well below the international maximum residue limit (40 mg/kg), and recovery values ranging from 73.32% to 95.92%, confirming its high sensitivity and accuracy. This work provided a rapid, efficient approach for detection of 5-HMF in honey and highlights its application potential in SERS-based food safety monitoring technologies.

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INORGANIC CHEMISTRY COMMUNICATIONS · 2025 · IF 5.4

Development of biochar supported bifunctional UiO-66 catalyst and its application for 5-HMF production from cellulose

Tursunjan Aydan,Nuermaimaiti Yimamu,Ding Kaize,Yao Zhengzheng,Guan Qingqing

Metal-organic frameworks (MOFs), particularly UiO-66, offer advantages in biomass catalytic conversion due to their good thermal stability, tunable porosity and abundant active sites. However, agglomeration limits their catalytic efficiency. To address this, a series of acid-base bifunctional UiO-66-type catalysts supported on biochar (BC) was developed in green solution through a one-pot method. BC prepared by pyrolyzing cotton stalks (CS) under N 2 atmosphere at high temperature and activated before use. The physico-chemical properties of materials were studied by various characterization methods, and their catalytic performance for converting cellulose to 5-hydroxymethylfurfural (5-HMF) in [BMIM]Cl ionic liquid was evaluated. Reaction parameters such as catalyst type, catalyst loading, temperature and time were optimized. Under the optimized conditions, achieving a 5-HMF yield of 46.58 %. The BC-supported catalyst NH 2 -UiO-66-SO 3 H/BC exhibited significantly higher catalytic activity than its unsupported counterpart and increased the 5-HMF yield by 23.78 %. This performance improvement is attributed to the grafted sulfonic/amino groups, which enhance the catalytic performance by improving the dispersion of UiO-66 upon the introduction of BC. This work demonstrates biochar-supported UiO-66 as an effective strategy for enhancing catalytic efficiency in sustainable biomass valorization to platform chemicals.

CAS / MDL: 67-47-0
研究领域: 催化 · 生物质高值化 · 绿色化学 · 材料科学 · 可持续能源
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CHEMICAL ENGINEERING JOURNAL · 2025 · IF 13.2

A mutually beneficial waste-to-biochar strategy: Mn-mediated dual enhancement of 5-HMF production and catalytic performance

Yan Sun,Ranxin Li,Qiubo Wang,Wen-da Oh,Mingjie Huang,Xiaohui Wu,Tao Zhou

The concept of converting biowaste to energy is popular worldwide; however, overcoming the trade-off between bio-oil recovery and obtaining functional biochar remains challenging. This study investigated the effects of three transition metal ions (Mn 2+ , Cu 2+ and Fe 2+ ) throughout the entire process of recovering 5-hydroxymethylfurfural (5-HMF) from forestry waste and on the catalytic abilities of biochar derived from the oil-extracted residue. The Cu 2+ , Fe 2+ , and Mn 2+ ions significantly increased 5-HMF yields by 93- to 158-fold compared to the metal-free control. However, only marginal improvements in the catalytic ability of the residue-derived biochar for persulfate activation were observed for Cu- or Fe-doped biochar, despite the general benefit of transition metal doping for biochar functionalization. Interestingly, a dual Mn-mediated promotion was achieved beyond enhancing 5-HMF production. The Mn-doped biochar (Mn-Biochar) exhibited excellent peroxydisulfate (PDS) activation capability, enhancing the degradation of the antibiotic sulfamethoxazole (SMX) by 6.6- to 15.0-fold. Characterizations revealed that incorporated nitrogen was responsible for this enhancement. N-doping transformed the Mn species into MnO, which tripled the Mn loading capacity and enhanced the electrical conductivity of the biochar. The formed Mn-N x structure in the biochar (Mn-N-FBBC) facilitated polarization of the O O bond and cleavage of the S O bond in PDS, generating 1 O 2 for SMX degradation. Life cycle assessment (LCA) indicated that this dual Mn-mediated process for 5-HMF recovery and biochar production offers synergistic benefits, realizing the “waste-resource-material-treatment” paradigm in biomass conversion.

CAS / MDL: 2564-83-2 3317-61-1
研究领域: 环境科学 · 生物能源 · 催化 · 废物资源化 · 材料科学
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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.

研究领域: 食品安全 · 分析化学 · 食品科学
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Green Energy & Environment · 2025 · IF 14.6

Enhancing Carbonization of Microcrystalline Cellulose through Ball Milling under Decoupled Temperature and Pressure Hydrothermal Conditions

Kaile Li,Jiahui Hu,Zhiqiang Xu,Shijie Yu,Qinghai Li,Yanguo Zhang,Hui Zhou

Hydrothermal treatment of cellulose is a promising green route for bioenergy and biochemical production, yet requiring investigations of the mechanisms. In this study, the effects of cellulose crystallinity and decoupled temperature and pressure conditions on cellulose conversion and product distribution were investigated. Microcrystalline cellulose was ball-milled for varying durations, leading to a reduction in crystallinity, with 4 h of milling sufficient to achieve near-complete amorphization. Unlike concurrent recrystallization and hydrolysis observed under autogenous pressure, decoupled conditions significantly accelerated hydrolysis of cellulose. Notably, lower crystallinity cellulose exhibited significant improvements in glucose and 5-HMF yields, with 4-hour ball milling showing optimal performance among all samples. Furthermore, carbon sub-micron spheres were largely produced, which were confirmed via PTFE encapsulation experiments to primarily consist of secondary char deriving from re-polymerization and condensation reactions of the liquid phase. Overall, this study demonstrates that lower crystallinity not only facilitates hydrolysis but also accelerates the carbonization processes under decoupled pressure conditions, highlighting its potential for efficient biomass conversion into valuable products.

CAS / MDL: 50-99-7 9004-34-6
研究领域: 生物能源 · 生化生产 · 绿色化学 · 生物质转化 · 材料科学
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CARBOHYDRATE POLYMERS · 2026 · IF 13.2

5-HMF-driven microporous N, O-dual doped carbon materials based on chitosan for syngas purification and CO2 capture

Jinpeng Zhai,Chao Liu,Lijuan Sun,Beichen Xue,Yongxin Wu,Rui Xiao

Biomass-derived carbohydrates, as abundant and renewable feedstocks, hold great promise for producing porous carbon materials (PCMs) applicable in CO 2 capture and syngas purification. This study presents a novel strategy for synthesizing N, O-dual doped carbon (NOC) materials through co-pyrolysis using 5-hydroxymethylfurfural (5-HMF) and chitosan (CTS) as precursors, wherein 5-HMF acts as a structural modulator. Combining experimental characterization with density functional theory (DFT) calculations, this work systematically investigated the synergistic mechanism between functional group evolution and carbon framework construction during co-pyrolysis, and elucidated the influence of N, O doping configurations on CO 2 adsorption selectivity. The results indicate that the incorporation of 5-HMF promotes a three-step reaction pathway introducing N, O-containing functional groups such as imine group (C=N) and carbonyl (C=O). The NOC prepared at 800 °C exhibited a CO 2 /H 2 selectivity of 43.4 and a CO 2 /(CO + H 2 ) multicomponent selectivity of 24.4 in a continuous flow (CO 2 /CO/H 2 , 25 °C, 1 bar). Theoretical calculations further revealed that the synergistic coupling of pyridinic N and carbonyl groups on the carbon surface significantly enhances surface polarity and Lewis basicity, thereby strengthening the selective adsorption of polar CO 2 molecules via Lewis acid-base interactions and electrostatic induction.

CAS / MDL: 67-47-0 9012-76-4
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FUEL · 2022 · IF 8.035

Efficient dehydration of fructose into 5-HMF using a weakly-acidic catalyst prepared from a lignin-derived mesoporous carbon

Shuai Wang,Thomas L. Eberhardt,Hui Pan

A lignin-derived mesoporous carbon solid acid catalyst (LDMCC) was prepared using alkali lignin as a carbon source and KCl as a salt template to generate a carbon support that was carboxylated with acrylic acid. The prepared LDMCCs were characterized by various spectroscopies (FTIR, XPS, XRD, Raman), porosity determinations (BET), microscopies (SEM, TEM), thermogravimetric analysis, and acid-base titration. The LDMCC produced at the highest carbonization temperature (900 °C) possesses a rich porous structure, high specific surface area (1197.1 m 2 ·g −1 ), large pore volume (0.63 cm 3 ·g −1 ), and abundant –COOH groups (2.4 mmol·g −1 ). This weakly acidic catalyst exhibits excellent synergistic catalytic performance with DMSO in the catalytic dehydration of fructose to prepare 5-hydroxymethylfurfural (5-HMF); the yield of 5-HMF was 96.0% using dimethyl sulfoxide as the solvent, reaction conditions of 180 °C for 2.0 h, and a catalyst loading of 0.1 mg·mg −1 . In addition, the prepared LDMCC exhibits excellent reusability over five cycles of use without significant loss in its catalytic activity. This study provides a novel green route for the preparation of a weakly acidic catalyst which may be useful for a variety of biomass conversion processes.

CAS / MDL: 79-10-7
研究领域: 生物质化学 · 催化化学
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