Molecular Catalysis
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2021
·
IF 5.062
Teng Li,Guangyu Sun,Lu Xiong,Boying Zheng,Yaqi Duan,Rui Yu,Jun Jiang,Yantao Wang,Weiran Yang
As a useful chemical, furan can be produced from bio-based chemicals, such as furfural and furoic acid (FA). There were few reports on the preparation of furan from bio-based C6 aldaric acids . Herein, a new method was developed to produce furan from D-glucaric acid (GA) without transition metals, and nearly 80% yield of furan was produced in the water/toluene biphasic system with SnCl 4 at 200 °C in 2 h. 3-Hydroxy-2-pyrone (3-HP) and FA were proved to be the key intermediates in the formation of furan from GA, and the reaction pathway was proposed to be GA→ 3-HP→ FA→ furan based on the kinetic study , model substrate reaction, and isotope labeling experiments. SnCl 4 gave the highest furan yield among the common acid catalysts, and the contrast experiments suggested that H + , Cl − and Sn 4+ all have promoting effect on GA conversion to furan. This method was also applicable with other C6 aldaric acids.
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Molecular Catalysis
·
2021
·
IF 5.062
Tao Yang,Wenzhi Li,Ajibola T. Ogunbiyi
This study was focused on investigating a novel catalytic system for the selective conversion of furfural to maleic acid (MA) in an aqueous system with hydrogen peroxide as an oxidant. A series of experiments that study the impacts of catalyst species, furfural concentration, catalyst dosage, reaction temperature, residue time, hydrogen peroxide concentration, excess water content, and solvent types on the oxidation of furfural to MA was carried out. The results showed that the co-existence of Br- and alkali sites might play a vital role in furfural oxidation, which could improve the MA yield remarkably. Under 90 °C for 3 h, 72.4 % MA yield was obtained with KOH and KBr as co-catalyst in an aqueous phase. Moreover, a possible reaction pathway of furfural oxidation was proposed on the basis of our reaction system.
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CHROMATOGRAPHIA
·
2020
·Vol. 83
·期 8
·927-932
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IF 1.596
Liu Xiaobo,Zhang Ying,Shang Meijie,Zhu Liping,Yu Min
The effects of furoic acid and furfuryl alcohol on the detection of furfural in transformer oil were studied using the traditional liquid–liquid extraction combined with high-performance liquid chromatography (LLE-HPLC) technology, in which, the methanol used as extraction agent and the C18 column and ultraviolet−visible detector were used as the separation and detection units for the determination of the furfural. The results show that the presence of furfuryl alcohol or furoic acid increases the extraction efficiency of furfural from 42.07 to 73.21% and 65.33%, respectively. The extraction efficiency of furfural decreases when the concentrations of furfuryl alcohol increase from 0.2 to 0.6 mg L −1 , but the extraction efficiency of furfural increases with the concentrations of furoic acid from 0.2 to 0.6 mg L −1 . This indicated that the accuracy of detection and extraction efficiency of furfural in transformer oil by LLE-HPLC technology may be affected by the furfuryl alcohol or furoic acid dissolved in transformer oil.
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ACS Sustainable Chemistry & Engineering
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2020
·
IF 7.632
Heng Ban,Youdi Zhang,Shuaibo Chen,Youwei Cheng,Teng Pan,Lijun Wang,Xi Li
In this contribution, readily available 5-methyl furfural (MF) derived from biomass was used as an excellent substitute of the chemically unstable 5-hydroxymethylfurfural (HMF) for preparing the commercial precursor 2,5-furandicarboxylic acid (FDCA). MF was catalytically oxidized by air into FDCA in acetic acid over homogeneous Co/Mn/Br catalysts at 130–170 °C. It was found that both the substitute reactivity and the ring chemical stability have a remarkable impact on the yield of aromatic dicarboxylic acids. The effects of reaction temperature, pressure, catalyst composition and concentration, water concentration in the solvent, and substrate/solvent mass ratio on both the main reaction and the side reaction were investigated systematically and thoroughly using HPLC and an online tail gas monitoring system. Under optimized conditions, the oxidation of MF gave 100% conversion of MF and 75.8% yield of FDCA with 99.6% purity. It was also proven that the addition of 200 ppm cerium could work well at low temperatures (130–140 °C) for enhancing FDCA selectivity via suppressing the side reactions.
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RSC Advances
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2021
·Vol. 11
·期 52
·32565-32572
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IF 3.361
Wang Xiangjun,Xinzhong Li,Qi Lin,Jianrong Xia,Hanyu Xue
The need to improve the environmental friendliness and achieve the recycling of resins is an ongoing process for hot-melt adhesive technology. In this work, a new type of thermoreversible crosslinking hot-melt adhesive-based Diels Alder (DA) reaction was prepared. The critical idea was to efficiently initiate the esterification to yield furoic acid (FA)-grafted poly(vinyl alcohol) (PVA-g-FA), and then PVA-g-FA was mixed with N,N′-(4,4′-methylenediphenyl)dimaleimide (MDI) to finally obtain the thermoreversible crosslinking adhesive (PVA-g-FA/MDI). The experimental results indicated that the reversibility of the DA reaction between the furan rings and the maleimide groups allowed PVA-g-FA/MDI to be dynamically crosslinked. It was able to crosslink at a temperature of 80 °C and decrosslink at 120 °C. Moreover, the performances of hot-melt adhesive were investigated. The PVA-g-FA/MDI had a better peeling strength (43.33 N mm−1), bond strength (11.84 MPa), and thermal conductivity (0.263 W m−1 K−1) than PVA resins. The light-transmittance and haze value were 52.8% and 12.24‰, respectively. The PVA-g-FA/MDI resin could be reused more than two times.
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PubMed
高影响因子
BIOPROCESS AND BIOSYSTEMS ENGINEERING
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2019
·Vol. 43
·期 1
·67-73
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IF 2.371
Xu Qianqian,Zheng Zhaojuan,Zou Lihua,Zhang Chen,Yang Fen,Zhou Kaijie,Ouyang Jia
Currently, biotransformation of 5-hydroxymethylfurfural (HMF) into a series of high-value bio-based platform chemicals is massively studied. In this study, selective biooxidation of HMF to 5-hydroxymethyl-2-furancarboxylic acid (HMFCA) by Pseudomonas putida KT2440 with superior titer, yield, and productivity was reported. The biocatalytic performances of P. putida KT2440 were optimized separately. Under optimal conditions, 100% yield of HMFCA was obtained when HMF concentration was less than 150 mM, while the maximum concentration of 155 mM was achieved from 160 mM HMF in 12 h. P. putida KT2440 was highly tolerate to HMF, up to 190 mM. Besides, it was capable of selective oxidation of other furan aldehydes to the corresponding carboxylic acids with good yield of 100%. This study further demonstrates the potential of P. putida KT2440 as a biocatalyst for biomass conversion, as this strain has been proved the capacity to convert and utilize many kinds of biomass-derived sugars and ligin-derived aromatic compounds.
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EUROPEAN POLYMER JOURNAL
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2019
·
IF 3.621
Shuaipeng Wang,Yonggang Wu,Jinyue Dai,Na Teng,Yunyan Peng,Lijun Cao,Xiaoqing Liu
Using renewable resource to synthesize UV-curable coatings with self-healing properties is of great significance to environmental protection and sustainable development. Herein, two bio-based UV-curable monomers itaconic acid-glycidyl methacrylate (IG) and 2-furoic acid-glycidyl methacrylate (FG) were synthesized from the renewable itaconic acid (IA) and 2-furoic acid (FA) under solvent-free condition. After their chemical structure was confirmed by Fourier Transform Infrared (FT-IR) and Nuclear Magnetic Resonance (NMR), FG was mixed with IG at different ratios to prepare the UV-curing coating films. Their thermal, mechanical and coating properties were investigated in detail. Results showed that the bio-based films with varied properties could be easily obtained by adjusting the weight ratio of IG and FG. Remarkably, they all demonstrated excellent self-healing, repairable and remodel abilities. For the first time, this work reported the bio-based UV-curable coatings with good repair-ability only with the assistance of heating, which should be a remarkable progress towards the sustainable development of organic coatings.
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GREEN CHEMISTRY
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2019
·Vol. 21
·期 5
·1075-1079
·
IF 9.405
Yong Ni,Zhihao Bi,Hui Su,Lifeng Yan
Efficient conversion of furfural to valuable chemicals is attracting attention because it is one of the bulk feedstocks in biomass refinery. Maleic acid (MA) and fumaric acid (FA) are two types of bulk monomers that can be prepared from furfural. Here, a simple method was developed to oxidize furfural to both MA and FA in a green deep eutectic solvent (DES). DES contained oxalic acid and choline chloride (ChCl); oxalic acid worked as both the main content of the solvent and acidic catalyst for the conversion. It was found that the conversion of furfural could reach 100%, while the yield of MA and FA reached 95.7% under a mild reaction temperature of 50 °C, which provided a green and efficient route for the synthesis of valuable monomers from furfural.
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CHEMICAL ENGINEERING JOURNAL
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2019
·
IF 8.355
Wei He,Guiqin Zhu,Yuan Gao,Hao Wu,Zheng Fang,Kai Guo
In this paper, the epoxidation process and the ring-opening reaction were integrated to develop an efficient bio-based plasticizer in a continuous flow mode. Four novel plasticizers based on epoxidized soybean oil (ESO) were prepared through integration of epoxidation catalyzed by α-Al 2 O 3 ·H 2 O and ring-opening reaction with H 2 SO 4 as a catalyst. α-Al 2 O 3 ·H 2 O with different D 50 values was applied in the epoxidation reaction to investigate the role of particle size in the catalytic efficiency. Reasonable combination and arrangement of micromixers and flow reactors promoted the epoxidation reaction. Modified micro-flow system consisting of two micro-mixers and fixed bed flow reactors was applied in the epoxidation process, yielding ESO with an oxirane value of 6.1. Four as-prepared plasticizers were compared comprehensively based on mechanical property. Introduction of different bonds into the skeleton of ESO resulted in different mechanical performance.
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APPLIED CATALYSIS B-ENVIRONMENTAL
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2018
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IF 11.698
Xian Zhang,Miaomiao Han,Guoqiang Liu,Guozhong Wang,Yunxia Zhang,Haimin Zhang,Huijun Zhao
We successfully synthesize Cu 3 P nanosheets and granular Ni 2 P nanocrystals on the surface of commercial carbon fiber cloth (CFC) (Cu 3 P/CFC and Ni 2 P/CFC) respectively by a vapor-phase hydrothermal route. The as-synthesized Ni 2 P/CFC and Cu 3 P/CFC as electrodes all show the bifunctional electrocatalytic performances towards hydrogen evolution reaction (HER) and the oxygen evolution reaction (OER), simultaneously all demonstrating the electrocatalytic activities of the furfural hydrogenation reaction (FHR) and furfural oxidation reaction (FOR) in alkaline media. Comparatively, the Cu 3 P/CFC exhibits higher FHR activity with almost ∼100% selectivity of the furfuryl alcohol (FAL) product and high Faradaic efficiency (FE) of 92.0%–98.0% over the applied potential range of −0.05 to −0.55 V ( vs . RHE), while the Ni 2 P/CFC indicates higher FOR activity with almost ∼100% selectivity of furoic acid (FA) product and FE of 90.0%–98.0% at the applied potential of 1.2–1.7 V ( vs . RHE) in alkaline electrolyte containing 50 mM furfural. The DFT calculations results reveal that the (1–10) dominated Cu 3 P can obtain higher hydrogen coverage but restricted H 2 desorption compared to the (001) dominated Ni 2 P, therefore the adsorbed active hydrogen (H) atoms from water can be effectively used for the FHR process, resulting in high FE and current density. The superior FOR activity of the Ni 2 P/CFC is mainly stemmed from the formed high valence state Ni species during electrocatalysis. Thanks to the superior FHR performance of Cu 3 P/CFC and FOR activity of Ni 2 P/CFC, a two-electrode H-type electrocatalysis system assembled with the Cu 3 P/CFC as cathode and Ni 2 P/CFC as anode can be constructed for simultaneously electrocatalytic production of FAL and FA with almost ∼100% selectivity in 1.0 M KOH electrolyte containing 50 mM furfural in each chamber under the given experimental conditions, demonstrating high FE of 97%–99%.
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JOURNAL OF CHEMICAL AND ENGINEERING DATA
·
2014
·
IF 2.045
Yuhong Guo,Qiuxiang Yin,Hongxun Hao,Meijing Zhang,Ying Bao,Baohong Hou,Wei Chen,Hui Zhang,Wenjie Cong
Solubility data of furan-2-carboxylic acid in six pure solvents and two kinds of binary solvent mixtures were measured from 279.35 K to 326.15 K. The effect of solvent and temperature on the solubility of furan-2-carboxylic acid was discussed. The experimental solubility data of furan-2-carboxylic acid in six pure solvents were correlated by four thermodynamic models. The nearly ideal binary solvent (NIBS)/Redlich–Kister model was used to correlate the solubility data in binary solvent mixtures. In addition, the melting temperature and fusion enthalpy of furan-2-carboxylic acid were measured by differential scanning calorimetry. By using solubility data and the van’t Hoff equation, the dissolution entropy, enthalpy, and molar Gibbs free energy of furan-2-carboxylic acid in pure solvents were also obtained and analyzed.
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INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH
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2016
·
IF 2.567
Huan Ren,Min-Hua Zong,Hong Wu,Ning Li
Nine cholinium ionic liquids (ILs) were synthesized. A high solubility of lignin (up to 483 mg g–1) and xylan (up to 721 mg g–1) was observed in four ILs containing organic anions, while cellulose, chitosan, and keratin were scarcely soluble in all ILs. These ILs were used for wheat straw pretreatment. Among the nine ILs tested, cholinium taurate ([Ch][Tau]) was the best. The effects of biomass particle sizes, water contents, and biomass loadings on the IL pretreatment were studied. Readily digestible residues were obtained after wheat straw up to 2 mm size was pretreated. Additionally, this IL pretreatment process was highly tolerant toward moisture. A good reducing sugar yield (79.7%) was achieved in the enzymatic hydrolysis of wheat straw pretreated by [Ch][Tau] at a biomass loading of 10% under 80 °C for 6 h. Therefore, renewable sulfonate-based cholinium ILs may be promising solvents for pretreatment and fractionation of lignocelluloses.
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