JOURNAL OF MOLECULAR LIQUIDS
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2019
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IF 4.561
Yameng Wan,Haixia He,Pengshuai Zhang,Zibo Huang,Rui Zhao,Jiao Sha,Tao Li,Baozeng Ren
Solubility of cis-5-norbornene-endo-2,3-dicarboxylic anhydride (carbic anhydride) in fourteen pure solvents including methyl acetate (MAC), ethyl acetate (EAC), n-propyl acetate (NPAC), isopropyl acetate (IPAC), n-butyl acetate (NBAC), n-amyl acetate (NAAC), isoamyl acetate (IAAC), hexyl acetate (HAC), octyl acetate (OAC), ethanol (EtOH), 1,4-dioxane, 1-methyl-2-pyrrolidinone (NMP), acetone, N , N -dimethylformamide (DMF) and three binary solvents of (DMF + EtOH), (1,4-dioxane + EtOH) and (EtAC + EtOH) with various mass fractions was experimentally studied at various temperatures under 0.1 MPa. The results showed that solubility of carbic anhydride increased with the increasing temperature in all pure/binary solvents and decreased with the increasing mass fractions of ethanol in binary solvents. The Hansen solubility parameter was used for explaining the solubility order of carbic anhydride in selected solvents. Solubility of carbic anhydride in pure solvents was correlated by van't Hoff equation, modified Apelblat equation, and λh equation. Experimental solubility of carbic anhydride in binary solvents was correlated by Jouyban-Acree model, Jouyban-Acree-modified Apelblat model, Jouyban-Acree-van't Hoff model, Sun model and Ma model. Moreover, thermodynamic properties of solutions were calculated by the van't Hoff analysis. The dissolution process was always endothermal and entropy-driven.
研究领域:
化学工程
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物理化学
✓ 已验证
DOI
高影响因子
JOURNAL OF CHEMICAL THERMODYNAMICS
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2019
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IF 2.29
Yameng Wan,Pengshuai Zhang,Haixia He,Jiao Sha,Rui Zhao,Tao Li,Baozeng Ren
Solubility of cis-5-norbornene-exo-2,3-dicarboxylic anhydride (himic anhydride) in thirteen solvents including methyl acetate (MAC), ethyl acetate (EAC), n -propyl acetate (NPAC), isopropyl acetate (IPAC), n -butyl acetate (NBAC), isobutyl acetate (IBAC), n -amyl acetate (NAAC), methanol (MtOH), ethanol (EtOH), acetone (DMK), N-methyl-2-pyrrolidinone (NMP), N,N-dimethylformamide (DMF) from 278.15 K to 323.15 K and 1,4-dioxane at (288.15–323.15) K was experimentally determined by the gravimetric method under 0.1 MPa. The results showed that the solubility of himic anhydride increased with increasing temperature. The interaction energy between himic anhydride and selected solvents was calculated by molecular simulation to reveal the solubility behavior. Solubility data was correlated by five activity coefficient models including the Two-Suffix Margules model, Wilson model, NRTL model, NRTL-SAC model and uniquac model. Values of ARD (average relative deviations) and RMSD (root-mean-square deviation) between experimental and calculated solubility showed that five activity coefficient models provided good performance in this work. Moreover, thermodynamic properties associated with the solution processes were also discussed.
研究领域:
物理化学
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材料科学
✓ 已验证
产品关联
DOI
高影响因子
CHEMICAL ENGINEERING JOURNAL
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2024
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IF 13.3
Hao Li,Xue Liu,Yang Xiao,Kun Cao
5-Norbornene- exo -2,3-dicarboxylic anhydride ( exo -NDA), widely used in the synthesis of medicine and pesticide, was primarily obtained through the subsequent thermal isomerization of 5-norbornene- endo -2,3-dicarboxylic anhydride ( endo -NDA) synthesized from cyclopentadiene (CPD) and maleic anhydride (MAH). Herein, density functional theory (DFT) was employed to elucidate the transition states and reaction pathways of different configurations. The endo -path exhibited a lower energy barrier, and the exo -isomer demonstrates greater structural stability. It was found that both high temperature and solvent polarity influenced the generation of NDA with different configurations. Due to considering solubility of MAH, an acetone/ethylbenzene mixed solvent was chosen for the reaction instead. According to the DFT calculations, we developed continuous-flow microreactor for high-efficiency one-pot synthesis of the isomers with exo / endo ratio of up to 1.19:1 as well as almost 100 % conversion and 98 % selectivity just in 2 min at 260 °C and 4 MPa, which CPD was generated in situ to participate in a series of Diels-Alder reactions instead of dicyclopentadiene as raw material existed at room temperature. Moreover, excessive or insufficient pressure in the reaction system should elevate byproduct formation, resulting in a decrease in reaction selectivity, as could prolonged residence time.
研究领域:
化学工程
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有机化学
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催化
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计算化学
✓ 已验证
产品关联
DOI
高影响因子
危险品化学品经营许可证（带存储）