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furfural
Molecular Catalysis · 2021 · IF 5.062

Feasible synthesis of bifurfural from renewable furfural derived 5-bromofurfural for polymerization

Jinlian Zhu,Yu Lei,Zhuqi Chen,Yonggui Liao,Guochuan Yin

Deriving versatile monomers from bulky biomass for polymer production can greatly replace fossil resources as the carbon source of chemical industry. The present studies introduce the feasible synthesis of bifurfural, a bifunctionalized bifuran monomer, from the furfural platform. The reaction was carried out through reductive coupling of 5-bromofurfural with CO as the reductant source with commercial Pd/C as the catalyst under gentle conditions, and the catalyst is recyclable and reusable. So prepared bifurfural was preliminarily investigated as a monomer for poly(Schiff base) material synthesis, and it was found that the poly(Schiff base) derived from nonlinear bifurfural monomer polymerizing with linear p -phenylenediamine demonstrated larger surface area than that from petrochemical 4,4′-biphenyldicarboxaldehyde with excellent thermal stability, thus offering a new opportunity in bifurfural based furfural utilization in polymer industry.

CAS / MDL: 108-45-2
研究领域: 化学工程 · 材料科学
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ChemCatChem · 2019 ·Vol. 11 ·期 22 ·5562-5569 · IF 4.495

Selective Synthesis of Furfurylamine by Reductive Amination of Furfural over Raney Cobalt

Kuo Zhou,Bixian Chen,Xiaoting Zhou,Shimin Kang,Yongjun Xu,Jinjia Wei

Graphical Rane drops keep fallin’ : Cobalt proved to be the most efficient metal for furfurylamine synthesis by reductive amination of furfural with NH 3 and H 2 . Effect of metal nature on reductive amination was investigated with biomass-based furfural as a typical substrate. Among the tested heterogeneous metal catalysts, cobalt proved to be the most effective metal for the synthesis of the corresponding primary amine. Under a relatively mild reaction condition, 98.9 % yield of furfurylamine was obtained over Raney Co and it can be reused more than eight times without a significant decrease in the catalytic performance. By extensively studying the catalytic pathways and reaction mechanism, it is found that the selectivity to primary amine and secondary amine was governed by the relative rate of hydrogenolysis and hydrogenation of the Schiff base intermediate. The superiority of Raney Co in furfurylamine synthesis can be ascribed to its high efficiency on hydrogenolysis of the Schiff base intermediate and its low performance in the hydrogenation of the Schiff base, carbonyl group and furan ring. Furthermore, ammonia greatly promoted the catalytic hydrogenolysis of the Schiff base intermediate over Raney Co without clear deactivation of the metal active sites.

研究领域: 化学工程 · 生物质转化 · 催化科学
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Catalysts · 2019 ·Vol. 9 ·期 11 ·886 · IF 3.444

Synthesis of Diesel and Jet Fuel Range Cycloalkanes with Cyclopentanone and Furfural

Wei Wang,Shaoying Sun,Fengan Han,Guangyi Li,Xianzhao Shao,Ning Li

Diesel and jet fuel range cycloalkanes were obtained in ~84.8% overall carbon yield with cyclopentanone and furfural, which can be produced from hemicellulose. Firstly, 2,5-bis(furan-2-ylmethyl)-cyclopentanone was prepared by the aldol condensation/hydrogenation reaction of cyclopentanone and furfural under solid base and selective hydrogenation catalyst. Over the optimized catalyst (Pd/C-CaO), 98.5% carbon yield of 2,5-bis(furan-2-ylmethyl)-cyclopentanone was acquired at 423 K. Subsequently, the 2,5-bis(furan-2-ylmethyl)-cyclopentanone was further hydrodeoxygenated over the M/H-ZSM-5(Pd, Pt and Ru) catalyst. Overall, 86.1% carbon yield of diesel and jet fuel range cycloalkanes was gained over the Pd/H-ZSM-5 catalyst under solvent-free conditions. The cycloalkane mixture obtained in this work has a high density (0.82 g mL−1) and a low freezing point (241.7 K). Therefore, it can be mixed into diesel and jet fuel to increase their volumetric heat values or payloads.Keywords:high density fuel;cyclopentanone;furfural;aldol condensation;hydrodeoxygenation

研究领域: 能源化学 · 催化反应工程
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BIORESOURCE TECHNOLOGY · 2014 · IF 5.039

Role of Brønsted acid in selective production of furfural in biomass pyrolysis

Haiyan Zhang,Xuejun Liu,Meizhen Lu,Xinyue Hu,Leigang Lu,Xiaoning Tian,Jianbing Ji

In this work, the role of Brønsted acid for furfural production in biomass pyrolysis on supported sulfates catalysts was investigated. The introduction of Brønsted acid was shown to improve the degradation of polysaccharides to intermediates for furfural, which did not work well when only Lewis acids were used in the process. Experimental results showed that CuSO 4 /HZSM-5 catalyst exhibited the best performance for furfural (28% yield), which was much higher than individual HZSM-5 (5%) and CuSO 4 (6%). The optimum reaction conditions called for the mass ratio of CuSO 4 /HZSM-5 to be 0.4 and the catalyst/biomass mass ratio to be 0.5. The recycled catalyst exhibited low productivity (9%). Analysis of the catalysts by Py-IR revealed that the CuSO 4 /HZSM-5 owned a stronger Brønsted acid intensity than HZSM-5 or the recycled CuSO 4 /HZSM-5. Therefore, the existence of Brønsted acid is necessary to achieve a more productive degradation of biomass for furfural.

研究领域: 化学工程 · 催化 · 可再生能源
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Journal of Energy Chemistry · 2016 · IF 2.322

Hydrogen-transfer conversion of furfural into levulinate esters as potential biofuel feedstock

Bingfeng Chen,Fengbo Li,Zhijun Huang,Guoqing Yuan

Furfural is directly converted to levulinate esters (isopropyl levulinate and furan-2-ylmethyl-levulinate) as potential biofuel feedstocks , through a combined catalytic strategy. Nb 2 O 5 -ZrO 2 mixed oxide microspheres are used as bifunctional catalysts for hydrogen-transfer hydrogenation and acid-catalyzed alcoholysis in isopropanol. Bifunctional catalysts improve sustainability of furfural conversion through process intensification. Hydrogen transfer hydrogenation from isopropanol avoids dangerous hydrogen gas , and abates process and environmental costs. Isopropyl levulinate and furan-2-ylmethyl-levulinate are the main products that can be applied as blending components in biodiesel or hydrocarbon fuels.

CAS / MDL: 1313-96-8
研究领域: 化学工程 · 可再生能源
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CHINESE CHEMICAL LETTERS · 2017 · IF 1.932

Selective conversion of furfural to cyclopentanol over cobalt catalysts in one step

Yan-Fu Ma,Hao Wang,Guang-Yue Xu,Xiao-Hao Liu,Ying Zhang,Yao Fu

A series of cobalt catalysts with different supports were prepared for the selective conversion of biomass-derived furfural to cyclopentanol (CPL) in one step. The best CPL yield was 82   mol% at 160   °C, 2   MPa H 2 , 4   h when cobalt was supported on ZrO 2 -La 2 O 3 . The supports were characterized by X-ray diffraction (XRD) and temperature-programmed desorption of ammonia (NH 3 -TPD). The XRD results indicated that the more stable t-ZrO 2 formed by doping La 2 O 3 . The amount of acid sites of the catalyst increased, too. The influences of parameters such as reaction temperature, hydrogen pressure, and reaction time on the catalytic activity were also investigated. The polymer formed during the reaction may cause the deactivation of the Co/ZrO 2 -La 2 O 3 catalyst. This work provides a possibility to prepare the stable t-ZrO 2 and apply with cobalt metal for biomass valorization.

CAS / MDL: 1344-28-1
研究领域: 化学工程 · 生物质能
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SENSORS AND ACTUATORS B-CHEMICAL · 2021 · IF 7.46

Ratiometric upconversion fluorometric turn-off nanosensor for quantification of furfural in foods

Yawen Rong,Md Mehedi Hassan,Qin Ouyang,Li Wang,Tianhui Jiao,Quansheng Chen

The current work puts forward a turn-off ratiometric upconversion fluorescence nanosensor for the quantification of furfural (FUR). Upconversion nanoparticles (UCNPs) containing Y 3+ , Yb 3+ , and Er 3+ were synthesized; mesoporous SiO 2 and amino groups were subsequently conjugated and functioned as the signal component. The p-toluidine molecule played the role of recognition molecules, which coupled with UCNPs to form a unique detection system. An absorption peak appeared when the FUR was combined with p-toluidine resulted in an obvious quenching of upconversion emission at 539 nm via inner filter effects (IFE), while the fluorescence peak at 653 nm maintained constant. Therefore, the FUR concentration was quantified by the record of fluorescence ratio I 539 / I 653 . Under optimal conditions, the proposed UCNPs-p-toluidine coupled nanosystem achieved the ratiometric fluorescence sensing toward FUR in the linear range of 0.01–100 μg/mL with a detection limit as low as 0.003 μg/mL. The accuracy of the sensor was validated by the HPLC method with preferable accuracy. Finally, the overall nanosystem showed excellent application potential in adulterated foodstuff (e.g., cookie, honey, fruit wine, milk tea, and potato chips).

研究领域: 分析化学 · 食品科学 · 纳米技术 · 光谱学
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APPLIED CATALYSIS B-ENVIRONMENTAL · 2020 · IF 16.683

The critical role of furfural alcohol in photocatalytic H2O2 production on TiO2

Jingzhen Zhang,Longhui Zheng,Fu Wang,Chao Chen,Haodong Wu,Sajjad Ahmed Khan Leghari,Mingce Long

Isopropanol is frequently employed as the electron donor to facilitate hole transfer and promote photocatalytic H 2 O 2 production. However, the role of alcohols can be more complicated due to the interaction with TiO 2 . According to a comparison of aliphatic, aromatic and aromatic heterocyclic alcohols on photocatalytic H 2 O 2 production on TiO 2 , furfural alcohol (FFA) displays superior capability to others. The presence of alcohols with aromatic structures can significantly accelerate formation and suppress decomposition of H 2 O 2 . Moreover, furfural alcohol tends to form more stable complexes on TiO 2 surface, which can negatively shift the flat band position, induce visible light activity, and boost two-electron reduction of oxygen. The altered electron transfer pathway for H 2 O 2 production was indicated by the Koutecky-Levich plots, the less pH dependence, and the signals of peroxide species in Raman spectra. This study brings insights for modulating the interfacial oxygen reduction and designing highly efficient and selective H 2 O 2 production photocatalytic systems.

CAS / MDL: 100-51-6 67-63-0
研究领域: 化学 · 材料科学 · 环境科学
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WASTE MANAGEMENT · 2020 · IF 5.448

Conversion of waste lignocellulose to furfural using sulfonated carbon microspheres as catalyst

Xiaoyun Li,Xuebin Lu,Min Liang,Rui Xu,Zhihao Yu,Bingyu Duan,Lefu Lu,Chuanling Si

Catalytic conversion of xylose and the hemicellulose fraction of waste biomass to furfural is important for the valorization of waste lignocellulose. Here, a clean and efficient catalytic system consisting of sulfonated carbon microspheres catalysts and γ-valerolactone was developed for the upgrading of xylose and waste lignocellulose to the furfural in one-pot. Sulfonated carbon microspheres (C Co S) with Brønsted and Lewis acid sites were prepared to yield furfural. The mesoporous structures were facilitated by introduction of Co element in xylose hydrothermal process, and the density of Brønsted acid sites were improved by the sulfonation. The furfural yield from xylose reached 75.12% using C Co S as catalyst at 170 °C for 30 min in a γ-valerolactone/water (17/3 v/v) solvent. As typical Brønsted acid, the SO 3 H groups on the surface of C Co S catalyst is essential for catalytic dehydration xylose to furfural. Additionally, the mesoporous structures of C Co S improved the mass transfer in the furfural production process. The catalytic system was applied in the conversion of real biomass (including corncob, corn straw and Eucalyptus sawdust) to evaluate the possibility of application. These three biomass species all reached excellent furfural yields, which were more than 70%. This work provided a catalytic strategy for effective conversion of xylose and biomass to furfural.

CAS / MDL: 9003-04-7
研究领域: 化学工程 · 环境科学
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Coatings · 2023 ·Vol. 13 ·期 10 ·1726 · IF 3.4

High-Performance Polyimide Films Derived from Biomass-Based Furfural: Fabrication and Properties

Lei Chen,Weiyu Luo,Yima He,Lizhen Huang,Jinjie Xu,Kaixin Li,Yonggang Min

The development of renewable polymers as alternatives to the petroleum-based ones has received significant attention due to the increasing depletion of fossil oil and the associated environmental concerns. In this study, a semi-biomass-based polyimide (PI) film was successfully synthesized, using biomass-derived furfural (HMFA) as one of the raw materials. A two-step approach was first developed for this process: (1) conversion of HMFA to 3,3,4,4-biphenyltetracarboxylic acid dianhydride (BPDA) and (2) polymerization of BPDA with p-phenylenediamine (PPD) to form a PI film. The fabricated PI film demonstrated excellent properties, such as a high thermal decomposition temperature up to 600 °C, a satisfactory glass transition temperature (Tg) exceeding 365 °C, a coefficient of thermal expansion (CTE) of ≈30 ppm/K, a tensile strength greater than 120 MPa, a dielectric constant value below 3.4, a dielectric loss value of less than 0.02, and a 24 h water absorption rate below 0.8%. These performances are comparable to the petrochemical-based PI. This work offers a promising strategy for utilizing biomass-derived materials in polyimide synthesis and would drive a new wave of advancements in polymer science.Keywords:furfural;BPDA;polyimide;biomass;renewable polymer

研究领域: 材料科学 · 聚合物化学 · 可持续材料
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MOLECULES · 2025 ·Vol. 30 ·期 6 ·1254 · IF 4.6

Role of Furfural and 5-Methyl-2-furfural in Glucose-Induced Inhibition of 2-Amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) Formation in Chemical Models and Pork Patties

Yuexia Qin,Zhuyu Zheng,Di Liu,Shuhua Sun,Xiaolei Zhao,Lei Lv,Dengyu Xie,Zhonghui Han,Jinxing He

The effects of furfural and 5-methyl-2-furfural produced by the Maillard reaction on PhIP formation were investigated in chemical models and roasted pork patties. In the chemical models, the results indicated that increasing levels of furfural (r = −0.7338, R2= 0.9557) and 5-methyl-2-furfural (r = −0.7959, R2= 0.9864) significantly reduced PhIP formation, displaying a strong linear correlation. The effects of furfural and 5-methyl-2-furfural on the precursors of phenylalanine (Phe) and phenylacetaldehyde showed a significant reduction in the Phe level, while the level of phenylacetaldehyde was not increased. In addition, neither furfural nor 5-methyl-2-furfural could significantly reduce creatinine or PhIP. Further mechanism studies showed that furfural (5-methyl-2-furfural) directly captured Phe to form the corresponding Schiff base compounds a (2-((furan-2-ylmethylene) amino)-3-phenylpropanoic acid) and b (2-(((5-methylfuran-2-yl)methylene)amino)-3-phenylpropanoic acid). This process reduced the production of phenylacetaldehyde, thereby inhibiting the PhIP formation pathway. More importantly, these two compounds were detected in roasted pork patties to which glucose was added. The above pathway was finally confirmed in roasted pork patties. These results revealed that furfural and 5-methyl-2-furfural, formed during the Maillard reaction, play a significant role in inhibiting the formation of PhIP by reacting with Phe.

CAS / MDL: 105650-23-5
研究领域: 食品科学 · 营养学 · 毒理学
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JOURNAL OF CATALYSIS · 2024 · IF 6.5

Tailoring selectivity in furfural hydrogenolysis over NiCoAl catalyst through a simple rinsing process

Zepeng Zhao,Wenguang Zhou,Guozhang Chang,Lungang Chen,Chenguang Wang,Yuhe Liao,Jinxing Long,Longlong Ma,Yong Liu

In this study, the structure–activity relationships were investigated in converting biomass-derived furfural into cyclopentanone (CPO) or tetrahydrofuran alcohol (THFA) using a rinsing method to modulate the NiCoAl catalyst. Characterization of two catalysts, NiCoAl (without rinsing) and NiCoAl-R (with rinsing), reveals differences in morphology, composition, and acidity. Rinsing induced a transition from agglomerate to layered structure in NiCoAl-R, which exhibited higher acid strength and improved Lewis to Brønsted acid ratio. NiCoAl-R contained a high percentage of metal oxides, while NiCoAl had a high percentage of metallic species on its surface. These distinctions resulted in varied performance in FFA hydrogenolysis, with NiCoAl-R favoring CPO formation and NiCoAl facilitating THFA production. In situ DRIFTS experiments reveals differing furfural sorption states, and DFT calculations highlighted the higher activity of metal oxides in ring-opening reactions. This investigation elucidates the intricate relationship between catalyst properties and performance, offering insights for tailored catalyst design in biomass conversion.

研究领域: 催化化学 · 生物质转化
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