JOURNAL OF SOLUTION CHEMISTRY
·
2020
·Vol. 49
·期 2
·145-165
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IF 1.273
Yang Xuzhao,Wang Jun,Fang Yun
Asymmetrical ammonium-based gemini ionic liquids, 1-trimethylammonium-3-(1-methylpiperidinium)propane dibis[(trifluoromethyl)sulfonyl]imide ([N 111 C 3 MPip][NTf 2 ] 2 ) and 1-trimethylammonium-3-(4-methylmorpholinium)propane dibis[(trifluoromethyl)sulfonyl]imide ([N 111 C 3 MMor][NTf 2 ] 2 ), were synthesized and structurally characterized by 1 H NMR, 13 C NMR, and MS. The melting temperatures and associated enthalpies and entropies of fusion of these gemini ionic liquids have been determined through differential scanning calorimetry (DSC). Thermal stabilities of [N 111 C 3 MPip][NTf 2 ] 2 and [N 111 C 3 MMor][NTf 2 ] 2 have been investigated by thermogravimetric analysis technology under pure nitrogen atmosphere. The solubility data of [N 111 C 3 MPip][NTf 2 ] 2 and [N 111 C 3 MMor][NTf 2 ] 2 in water, ethanol, benzyl alcohol, 2-phenylethanol and n -heptane were determined by a synthetic method using a laser monitoring observation technique in the temperature range 298.15–333.15 K under atmospheric pressure. The solubility in all pure solvents increased with the increasing temperature and the greatest solubilities of both gemini ionic liquids were observed in benzyl alcohol. The modified Apelblat, Buchowski–Ksiazaczak λh and NRTL models were employed to correlate the experimental solubility data. The calculated results show good agreement with the experimental data and modified Apelblat and λh equations are more accurate than the NRTL model. The standard state enthalpy, entropy, and Gibbs energy of dissolution of the GILs in the studied solvents were evaluated through the van′t Hoff equation using the experimental solubility data. The excess enthalpies of the solutions were also determined by the λh model. The dissolution behavior can serve for the synthesis and purification process of GILs.
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INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH
·
2020
·
IF 3.573
Shaoqi Yang,Guangming Cai,Xingmei Lu,Chenguang Wang,Mi Feng,Junli Xu,Qing Zhou,Jiayu Xin,Longlong Ma
Hydrodeoxygenation (HDO) of lignin-derived phenols and dimeric ethers to biofuels has great significance for advanced utilization of renewable lignocelluloses and the future biobased economy. Herein, we find that the deoxygenation process during the lignin-derived model compound HDO process could efficiently be catalyzed by low-cost protic ionic liquids under mild conditions. 2-Hydroxy-N-(2-hydroxyethyl)-N-methylethanaminium trifluoromethanesulfonate ([BHEM]CF3SO3) shows the highest catalytic activity for the deoxygenation reaction during the lignin-derived compound HDO process with Rh/C as the hydrogenation catalyst. The conversion of phenol is 100% under 4 MPa H2 at 130 °C for 6 h, and the yield of cyclohexane is 93.3%. Furthermore, the catalytic system with [BHEM]CF3SO3 as the deoxygenation catalyst and Rh/C as the hydrogenation catalyst demonstrates efficient catalytic activity for various lignin-derived phenols and dimeric ethers with ≥99.0% conversion and >90.0% selectivity. The catalytic system is reused five times for HDO of phenol to test its stability.
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RSC Advances
·
2020
·Vol. 10
·期 13
·7751-7757
·
IF 3.119
Xiaoyan Chen,Xiaoyan Luo,Jiaran Li,Rongxing Qiu,Jinqing Lin
In this study, a variety of functionalized ILs with dual sites including amino acid group (AA) and basic anion (R) were synthesized to investigate the suppression and cooperation between the sites in CO2 absorption. The basic anions selected in this study with different basicity include sulfonate (Su), carboxylate (Ac), imidazolium (Im), and indolium (Ind). These ILs ([P66614]2[AA–R]) were applied to CO2 absorption. The results present that CO2 capacity increases first and then decreases later with the continuous increase in the activity of the anion site. Combined with CO2 absorption experiments, IR and NMR spectroscopic analyses and DFT calculation demonstrate that the ability of one site to capture CO2 would be suppressed when the activity of another site is much stronger. Thus, the cooperation of dual site-functionalized ILs and high CO2 capacity might be achieved through balancing the two sites to be equivalent. Based on this point, [P66614]2[5Am–iPA] was further synthesized by taking the advantage of the conjugated benzene ring. As expected, [P66614]2[5Am–iPA] showed capacity as high as 2.38 mol CO2 per mol IL at 30 °C and 1 bar without capacity decrease even after 10 times recycling performance of CO2 absorption and desorption.
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PubMed
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INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH
·
2021
·
IF 3.764
Bingbing Yang,Lu Bai,Zhenlei Wang,Haiyan Jiang,Shaojuan Zeng,Xiaochun Zhang,Xiangping Zhang
Ammonia (NH3) separation and recovery from NH3-containing gases favor resource utilization and ecological protection. Ionic liquids (ILs) are promising alternatives to fabricate polymer-based hybrid membranes with excellent and tunable properties. Herein, [Eim][NTf2] and [Emim][NTf2], with different hydrogen bond donating abilities and viscosities, were used to tailor NH3 transport properties in the membranes for enhancing NH3 separation performance. Poly(ether-block-amide) (Pebax)/[Eim][NTf2] membranes exhibit superior NH3 permeability of 2118.7 Barrer with NH3/N2 and NH3/H2 selectivities of 467.0 and 127.2, respectively. NH3 solubility in Pebax/[Eim][NTf2] membranes increases significantly when increasing the IL content, while the solubility in Pebax/[Emim][NTf2] membranes is almost unchanged, mainly because the hydrogen bond interaction between NH3 and [Eim][NTf2] is stronger. NH3 diffusion in Pebax/[Eim][NTf2] membranes decreases when increasing the IL content, while the diffusion in Pebax/[Emim][NTf2] membranes exhibits the reverse trend, corresponding to NH3 diffusion properties in pure ILs. Therefore, NH3 solubility is the more dominant factor in improving NH3 permeability in the membranes.
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COLLOIDS AND SURFACES B-BIOINTERFACES
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2021
·
IF 5.268
Hongbo Suo,Moju Li,Renmin Liu,Lili Xu
In this study, imidazolium-based ionic liquid with [tf 2 N] − as the anion was successfully grafted to magnetic polydopamine nanoparticles (MPDA). The prepared materials were well characterized and used as supports for lipase immobilization. The immobilized lipase (PPL-ILs-MPDA) exhibited excellent activity and stability. The specific activity of PPL-ILs-MPDA was 2.15 and 1.49 folds higher than that of free PPL and PPL-MPDA. In addition, after 10 rounds of reuse, the residual activity of PPL-ILs-MPDA was 86.2 % higher than that of PPL-MPDA (75.4 %). Furthermore, the kinetic assay indicated that the affinity between PPL-ILs-MPDA and substrate had increased. Analysis of the secondary structure using circular dichroism was used to explain the mechanism underlying the improvement in the performance of PPL-ILs-MPDA. In addition, the immobilized lipase can be easily separated from the reaction system with a magnet. The observations regarding the development of new supports for lipase immobilization may provide new ideas regarding further studies in this field.
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PubMed
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ACS Sustainable Chemistry & Engineering
·
2019
·
IF 6.97
Changhui Zhu,Haiyong Wang,Chilu Cai,Kang Bi,Bijuan Cai,Xiangbo Song,Qiying Liu,Longlong Ma
Biomass-derived 2,5-dimethylfuran (DMF) is an ideal, renewable gasoline additive, and its production with high productivity is highly desirable. A continuous production route was developed to yield DMF from fructose via a tandem strategy, where dehydration catalysts (HY zeolite and niobium phosphate) assisted by 1-butyl-3-methylimidazolium chloride ([BMim]Cl) and hydrodeoxygenation (HDO) catalyst Cu–Ru/C were integrated into one reaction system with γ-butyrolactone (GBL) as the mobile phase. Optimum conditions, such as temperature, H2 pressure, weight hourly space velocity, and [BMim]Cl concentration, were investigated systematically, with an initial HDO study by using 5-hydroxymethylfurfural (HMF) as substrate and subsequent tandem dehydration and HDO to produce DMF with fructose as substrate. Among the conditions, the highest yield of DMF at 55.2% was gained by niobium phosphate and Cu–Ru/C, with the aid of [BMim]Cl in a fixed bed. Meanwhile, [BMim]Cl facilitated fructose dehydration to HMF and also mediated HDO of the resultant HMF by stabilization, which was clarified by 1H NMR and FTIR spectroscopy. Finally, the fact that carbon deposit led to catalyst deactivation was examined thoroughly via a series of characterization techniques. This work achieved continuous DMF production from fructose and laid a foundation for future possible amplification of DMF.
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JOURNAL OF MOLECULAR LIQUIDS
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2019
·
IF 4.561
Sehee Kang,Yongchul G. Chung,Jo Hong Kang,Hojun Song
In this study, dual amino group functionalized imidazolium amino acid ionic liquids (AAILs) were synthesized from imidazole , bromoalkylamine, and amino acids. 1-(3-aminopropyl)-3-(2-aminoethyl)imidazolium hydroxide ([Apaeim][OH]), 1-propyl-3-(2-aminoethyl)imidazolium hydroxide ([Paeim][OH]), and 1-ethyl-3-(2-aminoethyl)imidazolium hydroxide ([Eaeim][OH]) were synthesized in two-steps, while [Apaeim][amino acid], [Paeim][amino acid], and [Eaeim][amino acid] were synthesized in three-steps. The structures of the synthesized AAILs were confirmed by 1 H NMR analysis. Moreover, the CO 2 absorption mechanism of [Apaeim][OH] was confirmed by FT-IR and 13 C NMR analyses. Subsequently, CO 2 absorption-desorption tests were conducted under at 15 vol% CO 2 , 313 K and atmospheric pressure. The cation and anion effects on the ionic liquid absorbents were also investigated. Among the tested ionic liquid solutions, 30 wt% [Apaeim][OH] and 30 wt% 1-(3-aminopropyl)-3-(2-aminoethyl)imidazolium alaninate ([Apaeim][ala]) displayed the best performances. Thus, both presented CO 2 cyclic capacities 2.2-fold higher than that of the benchmark CO 2 absorbent 30 wt% monoethanolamine (MEA), while their viscosities were comparable to that of 30 wt% MEA. Notably, 30 wt% [Apaeim][ala] show great potential as a CO 2 absorbent due to its high CO 2 cyclic capacity and low viscosity.
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JOURNAL OF NANOPARTICLE RESEARCH
·
2019
·Vol. 21
·期 2
·1-12
·
IF 2.009
Xia Xiaoxiao,Li Wei,Li Song
Ionic liquids/metal-organic framework composites are recognized as promising adsorbents for CO 2 capture due to the outstanding adsorption performance, whereas their water stability, which is critical for the real application of ILs/MOF composites, has not been taken into consideration. In this work, the water stability of two ILs/Cu-BTC composites, i.e., 1-butyl-3-methylimidazolium tetrafluoroborate ([BMIM][BF 4 ]) /Cu-BTC and 1-butyl-3-methylimidazolium hexafluorophosphate ([BMIM][PF 6 ]) /Cu-BTC, were investigated. We found that the loading of ILs does not impose remarkable impacts on the crystalline structure of Cu-BTC upon water exposure; whereas the thermal stability and surface area of Cu-BTC were decreased by the incorporation of ILs, thereby leading to the reduced CO 2 uptake in spite of the enhanced CO 2 heat of adsorption. Furthermore, it was revealed that the decomposition of Cu-BTC occurred within the first hour of water exposure. Nevertheless, the loading of ILs retarded the decomposition of Cu-BTC according to the variations in BET surface area upon water exposure.
Graphical abstract
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CHEMICAL ENGINEERING JOURNAL
·
2019
·
IF 8.355
Liya Chen,Jifang Fu,Qi Lu,Liyi Shi,Mengmeng Li,Linna Dong,Yufeng Xu,Rongrong Jia
In this work, the free-standing ion gel polymer electrolytes (IGPEs) membranes have been successfully prepared by in situ polymerization of N-Vinyl-3-butyl imidazole bis(trifluoromethylsulfonyl)imide (VBImTFSI) and poly(ethylene glycol) methacrylate (PEGMA) in the presence of 1-butyl-3-methylimidazolium bis-(trifluoromethylsulfonyl)imide ([BMIM]TFSI) and a small amount of a cross-linker, with/without lithium salt. The obtained semitransparent and flexible IGPEs membranes exhibit good thermal stability and mechanical strength. The ionic conductivity is improved with increasing ionic liquid content and with the addition of lithium salt and the ionic conductivity is up to 2.11 × 10 −4 S cm −1 at room temperature. The IGPEs containing LiTFSI exhibit wide electrochemical stability up to 4.9 V versus Li + /Li, and a superior lithium-ion transference number ( t Li+ ) of 0.83. In addition, Li/LiFePO 4 half cells assembled with the optimized IGPEs exhibit high charge/discharge efficiency and stable cycle performance at C/10 rate, delivering a discharge capacity of 142.2 mA h g −1 with stable coulombic efficiency (100%) after 100 cycles.
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INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH
·
2019
·
IF 3.375
Ying Sun,Shuhang Ren,Yucui Hou,Kai Zhang,Weize Wu
In this work, we demonstrate an innovative strategy for efficient and sustainable absorption of NO in a series of ionic liquids (ILs) containing amine groups and azole groups. The results show that the ILs have low viscosities and high performance for NO absorption. For instance, [TEPA][Im] had a high absorption capacity of 6.79 mol NO per mol IL at 30 °C and ambient pressure. The absorbed NO was easily released by heat treatment, and the regenerated IL had significant reversibility. The results of 1H NMR, UV spectra, and FT-IR spectra of ILs before and after NO absorption indicated that the absorption of NO in the [TEPA][Im] mainly resulted from a chemical interaction. NO interacts with not only the secondary amine groups in the cation but also N-imidazole in the anion through the formation of NONOate, indicating [TEPA][Im] is a dual functional IL. By introducing this efficient and reversible absorption of NO by ILs, our work broadens the method of NO capture.
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JOURNAL OF DISPERSION SCIENCE AND TECHNOLOGY
·
2020
·
IF 1.701
Shengfu Duan,Yajie Jiang,Tao Geng,Hongbin Ju,Yakui Wang
In this paper, a series of methyltriphenylphosphonium carboxylate room temperature ionic liquids [Ph3PCH3][CnH2n+1COO] with different alkyl chain length (n = 7, 9, 11, 13, 15, 17) have been synthesized by quaternization of triphenylphosphine (TPP) with dimethyl carbonate (DMC) and followed anion exchange with different carboxylic acids. The synthesis route is not only simple, but also can avoid problems such as toxicity, environmental pollution and equipment corrosion. The structures of these compounds were characterized by FT-IR and 1H-NMR. Meanwhile, their surface adsorption and aggregation behavior in aqueous solution have been investigated by equilibrium surface tension, electrical conductivity and transmission electron microscopy (TEM) measurements. Furthermore, the impact of alkyl chain length on their surface adsorption and aggregation behavior were also investigated. TEM results indicated that methyltriphenylphosphonium carboxylate ionic liquid surfactants could self-assemble into regular spherical aggregates in aqueous solution. The diameter of the spherical aggregates is about 50 ∼ 100 nanometers and does not change much with the change of alkyl chain length.
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MINERALS ENGINEERING
·
2018
·
IF 2.707
Wanghuan Guo,Fan Yang,Zhigang Zhao,Qiuxia Liao,Chunqing Cai,Yang Zhang,Ruixi Bai
To achieve an adsorbent that has better absorption and extraction performance, carboxymethyl-diethylammoniumethyl cellulose (CMDEAEC), a low-cost cellulose-based ionic liquid that possesses a nanoscale particle size and good swellability to increase the contact area, was prepared through a one-step reaction. The chemically modified cellulose was verified by Fourier transform infrared spectroscopy, elemental analysis and scanning electron microscopy. As an adsorbent, CMDEAEC was used for selective recovery of metal ions. The effects of pH, adsorbent dose, initial concentration, and contact time on metal ion adsorption were examined. CMDEAEC was found to exhibit selectivity only for Au(III). Additionally, the adsorption process follows the Langmuir isotherm model and the pseudo-second-order kinetics model. Furthermore, the desorption of ions from CMDEAEC and the regeneration capacity of CMDEAEC were investigated. In conclusion, as an efficient, low-cost, easily obtained and environmentally friendly adsorbent, CMDEAEC is expected to be used for the selective recovery of gold.
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