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Microorganisms · 2020 ·Vol. 8 ·期 8 ·1190 · IF 4.152

Biodegradation of Tetrahydrofuran by the Newly Isolated Filamentous Fungus Pseudallescheria boydii ZM01

Hao Ren,Hanbo Li,Haixia Wang,Hui Huang,Zhenmei Lu

Tetrahydrofuran (THF) is widely used as a precursor for polymer syntheses and a versatile solvent in industries. THF is an environmental hazard and carcinogenic to humans. In the present study, a new THF-degrading filamentous fungus,Pseudallescheria boydiiZM01, was isolated and characterized. Strain ZM01 can tolerate a maximum THF concentration of 260 mM and can completely degrade 5 mM THF in 48 h, with a maximum THF degradation rate of 133.40 mg THF h−1g−1dry weight. Growth inhibition was not observed when the initial THF concentration was below 150 mM, and the maximum THF degradation rate was still maintained at 118.21 mg THF h−1g−1dry weight at 50 mM THF, indicating the great potential of this strain to degrade THF at high concentrations. The initial key metabolic intermediate 2-hydroxytetrahydrofuran was detected and identified by gas chromatography (GC) analyses for the first time during the THF degradation process. Analyses of the effects of initial pH, incubation temperature, and heavy metal ions on THF degradation revealed that strain ZM01 can degrade THF under a relatively wide range of conditions and has good degradation ability under low pH and Cu2+stress, suggesting its adaptability and applicability for industrial wastewater treatment.Keywords:tetrahydrofuran;Pseudallescheria boydii;2-hydroxytetrahydrofuran;biodegradation

研究领域: 环境科学 · 微生物学
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Polymers · 2019 ·Vol. 11 ·期 4 ·583 · IF 3.164

Synthesis and Properties of Side-Chain Functionalized Polytetrahydrofuran Derivatives via the Blue-Light Photocatalytic Thiol-Ene Reaction

Xiuzhong Zhu,Ting Bai,Zichao Wang,Jie Liu,Xin Min,Tong Wang,Wanbin Zhang,Xiaodong Fan

A series of side-chain functionalized polytetrahydrofuran (PTHF) derivatives were synthesized via the blue-light photocatalytic thiol-ene “click” reaction. Firstly, unsaturated polytetrahydrofuran (UPTHF) as a new unsaturated polyether was synthesized via condensation polymerization of cis-2-butene-1,4-diol and trans-1,4-dibromo-2-butene using potassium hydroxide (KOH) as a catalyst. Then, double bonds in the backbone of UPTHF were modified into different pendant functionality side groups by blue-light photocatalytic thiol-ene “click” reaction using Ru(bpy)3Cl2as a photoredox catalyst, obtaining different side-chain functionalized PTHF derivatives. The structure and the morphology of the side-chain functionalized PTHF derivatives was characterized via Fourier-transform infrared spectra (FTIR), nuclear magnetic resonance (NMR), size exclusion chromatography/multi-angle laser light scattering (SEC/MALLS), and differential scanning calorimeter (DSC). The results showed that the blue-light photocatalytic thiol-ene reaction exhibited high efficiency, and all the unsaturated bonds were modified. Different branch units bestowed different performance of PTHF derivatives; we systematically investigated the thermal properties, pH-triggered and temperature-triggered, self-assembly behaviors of different PTHF derivatives.Keywords:unsaturated polytetrahydrofuran;blue-light photocatalytic thiol-ene reaction;side-chain functionalized polytetrahydrofuran derivatives;backbone-thermoresponsive

CAS / MDL: 93-10-7
研究领域: 材料化学 · 高分子化学
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THERMOCHIMICA ACTA · 2024 · IF 3.1

In-situ study on CO/CO2/H2/CH4 emissions during high temperature oxidative pyrolysis of coal via tetrahydrofuran extraction

Guolan Dou,Liying Zhang,Deming Wang,Xiaoxing Zhong,Botao Qin

The study examined the oxidative pyrolysis of raw and residual coals extracted with tetrahydrofuran, as well as the CO/CO 2 /H 2 /CH 4 emissions at high temperatures (200∼900 °C). Tetrahydrofuran was found to extract aromatic and aliphatic hydrocarbons from lower metamorphic coal, as well as hydroxyl, increasing the specific surface area of char formed by oxidative pyrolysis of residual coal. The CO 2 /CO ratio was temperature dependent, and the increase period was fit by a polynomial and a linear function, with critical temperature of around 570 °C. The greater CO 2 /CO ratio of raw coal suggested that oxidative pyrolysis produced more CO 2 . The kinetic analysis showed that the change in activation energy is inconsistent with the gas production, and the gases were found to be proportionate to the specific surface area of the coal chars, implying that the char structure has a significant influence on gaseous product emissions and the coal oxidative pyrolysis at high temperatures is a diffusion-controlled heterogeneous reaction. The findings of this study could be useful for determining the status of coal fire.

CAS / MDL: 109-99-9
研究领域: 能源科学 · 环境科学
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ENERGY & FUELS · 2022 · IF 4.654

Effect of the Temperature and Tetrahydrofuran (THF) Concentration on THF Hydrate Formation in Aqueous Solution

Biao Liu,Linsen Zhan,Hailong Lu,Xindi Lu,Wenjiu Cai

The knowledge of the mechanism of clathrate hydrate formation is crucial for studying the formation of a natural gas hydrate and developing hydrate-based technologies. In this study, low-field nuclear magnetic resonance (NMR) is applied to observe the processes of tetrahydrofuran (THF) hydrate formation from the solutions with different THF concentrations, and from the analysis of the NMR transverse relaxation time (T2) of hydrates and solutions, the formation mechanism of THF hydrate is discussed. A quantitative relationship between the NMR T2 spectral area and the mass of THF hydrate is established, and it is applied to estimate the hydrate amount in the formation process of THF hydrate. The results obtained show that T2 of THF solution is controlled by the temperature and THF concentration: longer at a higher temperature and shorter at a higher THF concentration. Moreover, the initial THF concentration does not affect the final concentration of the remaining solution after hydrate crystallization, and the formation of THF hydrate from solution follows the thermodynamics of solution reaction, with the THF concentration of the solution ending at the phase line after hydrate crystallization. The kinetics of THF hydrate formation is affected by the temperature and THF concentration: a higher formation rate in the solution with stoichiometric composition (19.06 wt % THF) of THF hydrate than either THF-rich or water-rich solution and a lower formation rate at a higher temperature.

CAS / MDL: 109-99-9
研究领域: 化学工程 · 能源科学
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RSC Advances · 2018 ·Vol. 8 ·期 43 ·24534-24540 · IF 2.936

Selective yields of furfural and hydroxymethylfurfural from glucose in tetrahydrofuran over Hβ zeolite

Jin Tan,Haiyong Wang,Longlong Ma,Chenguang Wang,Qiying Liu,Qi Zhang,Minghong He

Several simple and effective solvents combined with Hβ zeolite were tested to selectively convert glucose into furfural and hydroxymethylfurfural in this work. The physicochemical properties of typically different polar aprotic solvents were compared. Tetrahydrofuran was found to be a suitable solvent in the selective conversion of glucose. The effect of reaction parameters, such as temperature, reaction time, water content, glucose dosage and protonic acid addition, on the product distribution were investigated in detail. Furfural and hydroxymethylfurfural could be selectively produced in this system, and the highest yields of furfural and hydroxymethylfurfural were up to 35.2% and 49.7% respectively. Furfural could be stable in a tetrahydrofuran medium when adding 5 wt% water in the absence of extra protonic acid. However, furfural production was extremely suppressed after addition of an acidic inorganic salt, which increased the yield of hydroxymethylfurfural. This investigation indicates a simple and feasible method to selectively produce furfural and hydroxymethylfurfural from renewable cellulosic carbohydrates.

CAS / MDL: 67-47-0
研究领域: 化学工程 · 可再生资源转化
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ORGANIC & BIOMOLECULAR CHEMISTRY · 2014 ·Vol. 13 ·期 3 ·686-690 · IF 3.487

Preparation of polydopamine nanocapsules in a miscible tetrahydrofuran–buffer mixture

Yun-Zhou Ni,Wen-Feng Jiang,Gang-Sheng Tong,Jian-Xin Chen,Jie Wang,Hui-Mei Li,Chun-Yang Yu,Xiao-hua Huang,Yong-Feng Zhou

A miscible tetrahydrofuran–tris buffer mixture has been used to fabricate polydopamine hollow capsules with a size of 200 nm and with a shell thickness of 40 nm. An unusual non-emulsion soft template mechanism has been disclosed to explain the formation of capsules. The results indicate that the capsule structure is highly dependent on the volume fraction of tetrahydrofuran as well as the solvent, and the shell thickness of capsules can be controlled by adjusting the reaction time and dopamine concentration.

CAS / MDL: 77-86-1
研究领域: 材料科学 · 化学
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Journal of Energy Chemistry · 2025 · IF 14.9

Large-diameter hexagonal NiCo bimetallic oxides micron sheets for synergistic electro-synthesis of THFDCA

Qiuge Wang,Xiao Yu,Haoyun Sheng,Bin Zhu,Enhui Du,Yujie Ren,Ziqi Tian,Jian Zhang,Chunlin Chen

Tetrahydrofuran-2,5-dicarboxylic acid (THFDCA) is a bio-based cyclic dicarboxylic acid with greater flexibility and biosafety than the renowned 2,5-furandicarboxylic acid (FDCA), but its synthesis is limited to thermochemical methods with only several reports. This study pioneers an electrocatalytic strategy for the efficient synthesis of THFDCA via the oxidation of tetrahydrofuran dimethanol (THFDM). By constructing NiCo bimetallic oxides micron sheets on nickel foam (NiCoMS/NF) through controlled pyrolysis of a metal-organic framework (MOF)-like precursor, we achieved a remarkable THFDM conversion of 99.0% and THFDCA yield up to 98.2%, surpassing all reports on thermocatalytic oxidation as we know. In-depth analysis revealed that the synergistic effect between NiO and Co 3 O 4 contributes to the high catalytic performance. In-situ Raman and rotating ring-disk electrode (RRDE) techniques were employed to discuss the reaction mechanism and the inhibitory effect on oxygen evolution reaction (OER). This study not only provides a paradigm-shifting, groundbreaking strategy for the synthesis of the flexible cyclic dicarboxylic acid derived from furanic biomass but also offers deep insights into the synergistic effects of electrocatalysts.

研究领域: 电催化 · 生物质转化 · 有机电合成 · 材料化学 · 能源化学 · 环境催化
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JOURNAL OF CHEMICAL RESEARCH · 2018 · IF 0.668

Total Synthesis of Leoligin from Edelweiss Roots

Yamu Xia,Lijia Zou,Jiahong Zhang,Wen Zhang

Leoligin, a tetrahydrofuran lignan isolated from the root of the edelweiss plant, was synthesised from veratraldehyde (2 mol), diethyl succinate and 2-methyl-(Z)-2-butenoic acid. Initially, veratraldehyde and diethyl succinate underwent a Stobbe condensation to yield a C6-C5 acid which, after esterification, was condensed with a second molecule of veratraldehyde to generate a 2,3,4-trisubsituted γ-butyrolactone intermediate. Two reduction steps yielded a triol, which was ring-closed with tosyl chloride to form a hydroxymethyl-tetrahydrofuran, esterification of which with 2-methyl-(Z)-2-butenoic acid generated leoligin.

研究领域: 有机化学 · 植物化学
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FUEL · 2022 · IF 8.035

Micromechanical tangential force measurements between tetrahydrofuran hydrate particles

Qiang Luo,Zhihui Liu,Fulong Ning,Deli Gao,Zhichao Liu,Xiaofeng Dou,Yanjiang Yu

To reveal the mechanism of shear failure between gas hydrate particles can provide an important theoretical basis for controlling hydrate aggregation in oil and gas pipelines and for controlling sand production during gas production from natural gas hydrate reservoirs. Here we used a self-built micromechanical force test device to investigate the effects of normal forces, contact time, and temperature on tangential forces exerted between hydrate particles. The main controlling factors were analyzed according to the Mohr-Coulomb strength criterion. The test results show that the tangential force is proportional to the normal force and contact time, and that the temperature has a significant impact on the friction angle. Also, at a given temperature and for a short contact time (<30 s), the friction angle at the particle scale is very close to the friction angle measured by geotechnical tests at the macroscopic scale. Due to hydrate dissociation, the friction angle and cohesive force display the greatest variations around the phase-equilibrium temperature. In addition, possible tangential failure modes under various conditions are proposed to deeply reveal the mechanism of micro force between hydrate particles.

CAS / MDL: 109-99-9
研究领域: 石油工程 · 地质力学
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MICROCHEMICAL JOURNAL · 2022 · IF 5.304

Lanthanum oxycarbonate with nanosheet-like network structure for cataluminescence sensing of tetrahydrofuran

Yanjun Wu,Zhicong Lin,Na Chen,Jingxin Wang,Runkun Zhang

In the present work, Lanthanum oxycarbonate (La 2 O 2 CO 3 ) nanosheets with network structure were synthesized by a simple precipitation method and their performances as cataluminescence (CTL) sensor for tetrahydrofuran (THF) were investigated. The structure, morphology and chemical states of as-prepared La 2 O 2 CO 3 were characterized by X-ray diffraction, scanning electron microscopy, transmission electron microscopy and X-ray photoelectron spectroscopy. The sensing conditions include working temperature, detection wavelength and the flow rate of carrier gas were optimized. Under the optimal conditions, the sensor shows high sensitive and selective response to THF. The linear range of CTL intensity versus tetrahydrofuran concentration is 59–870 mg m −3 ( R 2  = 0.9933) with a limit of detection of 18 mg m −3 (the signal to noise is 3). In order to demonstrate the potential application, the sensor was applied to measure real air samples contain THF, and the obtained results were consistent with those measured by gas chromatography method. The possible sensing mechanism was also discussed based on the reaction product from the catalytic oxidation of THF on La 2 O 2 CO 3 surface. Compared with the previous CTL sensor for THF, the present senor shows better specificity, and has a lower working temperature. The present work provides a promising method for rapid detection of THF in concerning locations, such as in residential buildings and in the manufacturing plants.

研究领域: 材料科学 · 环境监测 · 化学传感
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Coatings · 2021 ·Vol. 11 ·期 9 ·1143 · IF 2.881

Preparation and Application of Polyurethane Coating Material Based on Epoxycyclohexane-Tetrahydrofuran in Paper Conservation

Juan Liu,Shan-Shan Jin,Ying-Ping Qi,Yong-Feng Shen,Hua Li

Paper cultural heritages are valuable historical records and also abound in cultural resources. Due to its organic property, paper is susceptible to aging, destruction by environmental pollution and human factors. At present, many countries in the world are facing the problem of paper conservation. Coating reinforcement is one of the methods for paper conservation, in which the choice of reinforcing resin is key. A transparent polyurethane, based on epoxycyclohexane (CHO)-tetrahydrofuran (THF) copolyether, was adopted in this study. The ring-opening polymerization for generating the CHO-THF copolyether took place by the reactants CHO and THF, in the catalysis of boron trifluoride diethyl etherate, initiation of glycerol. Characterizations of the synthetic copolyether were conducted by infrared (IR) spectroscopy and proton nuclear magnetic resonance (1HNMR) spectroscopy. The transparent polyurethane was then produced by the CHO-THF copolyether and hexamethylene diisocyanate (HDI) trimer. The influences of different concentrations of polyurethane solution upon the paper tensile strength, elongation, folding endurance, tearing strength, gloss, and brightness were studied. These findings suggest that 10% polyurethane solution is optimal, not only for greatly improving the paper performance, but also for keeping with the principle of “repair as old”. The applied results demonstrate that the polyurethane based on the CHO-THF copolyether has the characteristics of copolyether along with polyurethane, displaying good mechanical properties in paper reinforcement.Keywords:copolyether;polyurethane;paper conservation

CAS / MDL: 77-58-7
研究领域: 文物保护 · 材料科学
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JOURNAL OF ANALYTICAL AND APPLIED PYROLYSIS · 2024 · IF 5.8

A comprehensively experimental and kinetic modeling investigation of tetrahydropyran pyrolysis and oxidation in a jet-stirred reactor

Hongyan Wang,Xinyue Sun,Yurou Zhou,Xiaoyan Zhao,Guozhu Liu,Jingpei Cao

Tetrahydropyran (THP), a kind of promising green cyclic-ether fuel derived from biomass, exhibits excellent resistance to autoignition characteristics and can be used as an alternative fuel or fuel additive to improve combustion efficiency as well as reduce harmful emissions. To further reveal insights into its high-temperature decomposition and low-and intermediate temperature oxidation behaviors closely related the deflagration to detonation in spark ignition engines, the comprehensive investigation of experiments and detailed kinetic modeling of THP were performed in the present work. The experiments at two equivalence ratios, i.e. ϕ = ∞ (pyrolysis) and ϕ = 1.0, were carried out in a jet-stirred quartz reactor at 1.0 atm and 733–1148 K. More than ten substances were identified and quantified by GC and GC/MS, including small hydrocarbons, oxygenated and stable products. A detailed kinetic model of THP pyrolysis and oxidation was developed by incorporating the O 2 additions of fuel radicals and updating the rate constants of key reactions, and validated and showed the slight an improvement for the speciation profiles newly reported in this work and those available in the previous literature over a wide experimental range of 450–1260 K and 1.0–10.0 atm. Rate of production analysis indicated that the H-abstractions by H attacking are the important pathways governing THP reactivity with a minor contribution from C-C and C-O dissociations of ring-opening reactions in high-temperature pyrolysis, whereas the H-abstractions triggered by OH and HO 2 largely control fuel consumption in low- and intermediate temperature oxidation. The formed three tetrahydropyranyls, especially α-tetrahydropyranyl, will proceed to decompose into acyclic C 5 H 9 O radicals via C-O and C-C β-scissions or C 5 H 9 OO 2 -2 intermediates via O 2 addition in THP pyrolysis and oxidation, as the main source of small species. For the unique aromatics detected during the pyrolysis, the combination reactions of C2 + C4 unsaturated hydrocarbons predominantly determinate their generation. This work provides new experimental data and further analyses for understanding the pyrolysis and oxidation chemistry of THP and sheds light on directions for future practical application.

研究领域: 化学工程 · 能源科学
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