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Ionic liquids
COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS · 2020 · IF 3.99

Amine- and alcohol-functionalized ionic liquids: Inhibition difference and application in water-based drilling fluids for wellbore stability

Yanjun Ren,Yufen Zhai,Liansong Wu,Wenjing Zhou,Haihang Qin,Pingquan Wang

Shale hydration is the main cause of wellbore instability during drilling using water-based drilling fluids (WBD). In this work, NH 2 - and HO-functionalized ionic liquids (ILs) were investigated for their performances on inhibiting the shale hydration, as well as their influences on the properties of WBD, using immersion and sedimentation tests, linear swelling test, hot-rolling dispersion test, rheological and filtration experiments. The mechanisms were identified by X-ray diffraction (XRD), zeta-potential and particle size distribution analyses, scanning electron microscopy (SEM) and related theoretical analysis. Evaluation experiment results showed that the NH 2 -functionalized IL had the best inhibition performance, followed by poly(propylene glycol)bis(2-aminopropyl ether), HO-functionalized IL and KCl. NH 2 -functionality was more favorable to shale inhibition than HO-functionality. When used in WBD, ILs could prevent viscosity building-up at high temperature, but cause filtration and inhibition failure, which could be mitigated when polyanionic cellulose (PAC) was added in WBD prior to inhibitors. Three critical observations helped elucidate the inhibitive mechanisms: the intercalation of cationic groups of ILs into the clay interlayers, the decrease of both interlayer spacing and double layer thickness. The NH 2 -functionalized IL allowed the smallest interlayer spacing and double layer thickness and therefore performed best in inhibition. The inhibition failure in WBD with ILs depended on two aspects: the consumption of ILs untimely and the filtration failure of WBD. PAC could decrease both of ILs’ loss within WBD and water loss toward shale, mitigating the WBD’s inhibition failure. Our work will facilitate the rational design of efficient and environmentally acceptable inhibitors and their rational applications in WBD for drilling shale formation.

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RSC Advances · 2020 ·Vol. 10 ·期 60 ·36504-36513 · IF 3.119

Self-template/activation nitrogen-doped porous carbon materials derived from lignosulfonate-based ionic liquids for high performance supercapacitors

Qinqin Xu,Xia Wang,Jian Cheng,Lin Zhang,Feng He,Haibo Xie

A simple ion exchange reaction of sodium lignosulfonate (SLS) and 1-allyl-3-methyl imidazolium chloride ([Amim]Cl) produced a new polymeric ionic liquid [Amim]LS and NaCl, and the mixture was successfully used as a precursor to prepare a nitrogen-doped porous carbon material via direct carbonization without any additional activation agent or template. It was believed that the in situ produced NaCl during the precursor synthesis process acted as the self-template and in self-activation. The introduction of imidazolium ionic liquid into the precursor raised the nitrogen content of the obtained carbon material up to 4.68% for a high yield of [Amim]LS-700 carbon material up to 34.6%. The effect of carbonization temperature on the structures and electrochemical properties of the prepared carbon were also studied systematically. It was found that the carbon material exhibits a superior gravimetric capacitance up to 230 F g−1 (0.1 A g−1) at the carbonization temperature of 700 °C, a good energy density of 7.99 W h kg−1 at the power density of 25 W Kg−1, and an excellent cycling stability of 90.3% after 20 000 cycles. This work provides a new path for the value-added utilization of biomass coupled with the field of electrochemical energy storage.

CAS / MDL: 8061-51-6
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JOURNAL OF MOLECULAR LIQUIDS · 2020 · IF 5.065

Highly efficient and reversible absorption of NH3 by dual functionalised ionic liquids with protic and Lewis acidic sites

Dawei Shang,Shaojuan Zeng,Xiangping Zhang,Xiaochun Zhang,Lu Bai,Haifeng Dong

Ammonia (NH 3 ) pollution poses a serious environmental threat. Ionic liquids (ILs) are regarded as potential solvents to treat NH 3 -containing gases because of their unique properties, including tunable structures and high affinity for NH 3 molecules. In order to achieve an efficient and reversible absorption of NH 3 , a series of protic ionic liquids (PILs) with multiple active sites were designed by introducing acidic protons, as well as the Li + ion into ILs, resulting in PILs with two acidic protons on cations ([2-Mim][NTf 2 ] and [Im][NTf 2 ]), as well as dual functionalised PILs with a Lewis acidic Li + -based anion and acidic protons on cations, namely, [2-Mim][Li(NTf 2 ) 2 ] and [Eim][Li(NTf 2 ) 2 ]. The NH 3 absorption capacity of [Im][NTf 2 ] was found to be 3.46 mol NH 3 /mol IL, which is the highest among the NH 3 absorption capacities of all known nonmetallic ILs, and is ascribed to the hydrogen bonding interactions between the NH 3 and PIL molecules. Furthermore, [2-Mim][Li(NTf 2 ) 2 ] exhibited the highest NH 3 absorption capacity, with a value of 7.01 mol NH 3 /mol IL, which is about 30 times higher than that of conventional ILs. The superior NH 3 absorption performance of the dual functionalised PILs is attributed to the combination of hydrogen bonding interactions between the protons and the NH 3 molecules, and the formation of coordination complexes between the Li + -based anion and the NH 3 molecules. Moreover, the ILs studied here exhibited excellent recyclability, indicating a great potential for their use in applications involving efficient and reversible NH 3 absorption from NH 3 -containing industrial gases.

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ENERGY & FUELS · 2020 · IF 3.421

Designing Novel High-Performance Shale Inhibitors by Optimizing the Spacer Length of Imidazolium-Based Bola-Form Ionic Liquids

Pan Huang,Han Jia,Yugui Han,Qiuxia Wang,Xin Wei,Qi Luo,Jiajun Dai,Jinyong Song,Hui Yan,Dexin Liu

The alkyl chain lengths of ionic liquid shale inhibitors are critical to their inhibitive properties. To design high-performance shale inhibitors with bola-form molecular structures, a series of imidazolium-based bola-form ionic liquids (IBFILs) with different spacer lengths (s), denoted as MsM (s = 2, 4, 6, 8, 10), were synthesized, and their inhibitive properties were evaluated through linear swelling tests and hot-rolling recovery tests. The results indicated that the optimized IBFILs with a proper spacer length that had six carbon atoms performed best in linear swelling rate tests and hot-rolling recovery tests. Based on the investigation of interaction modes between MsM and clay materials via contact angle measurement, ζ-potential measurement, X-ray diffraction, and molecular electrostatic potentials calculation, the possible explanation for the effects of spacer lengths on the inhibitive performance of MsM was proposed. The IBFILs with medium spacer lengths decreased the montmorillonite (Mt) ζ-potential close to zero, and the intercalated MsM in the clay interlayer acted as a binding bridge to reduce the Mt interlayer distance. This work demonstrates that the optimization of spacer lengths is crucial to the inhibitive property of IBFILs, which could be inspiring to the designing of other novel shale inhibitors.

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APPLIED SURFACE SCIENCE · 2021 · IF 6.707

Lubricating performances of oil-miscible trialkylanmmonium carboxylate ionic liquids as additives in PAO at room and low temperatures

Hongling Fang,Yi Li,Songwei Zhang,Qi Ding,Litian Hu

Ionic liquids (ILs) have recently been demonstrated as a promising lubricating material. However, data on ILs with splendid solubility in non-polar oil and their low-temperature lubricating performances are rarely reported. In this paper, we synthesized four novel oil-miscible protic ionic liquids (PILs) containing different fatty acid anions. They possess low pour point, good low-temperature fluidity, non-corrosiveness and higher thermostability. These PILs were selected as additives in PAO base oil, respectively, and their lubricating performances were tested using a steel ball reciprocating sliding against steel stationary disc at room and low temperatures. At room temperature (~30 ℃), [N888H]C6 with shorter alkyl chains exhibited good lubricating behaviors, both in terms of steady-state friction coefficient and wear volume. However, the lubricating performances of [N888H]OA with longer alkyl chains were relatively poor because the lubricating film formed by it is disordered. At low temperature (-20 ℃), these PIL additives produced excellent antiwear performances, while their friction-reducing properties were unobvious, attributing to the restriction of high kinematic viscosity of PAO base oil.

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COMPOSITES COMMUNICATIONS · 2021 · IF 6.617

Synergistic enhancement effect of nano-SiO2 and ionic liquids on mechanical properties and impact resistance of polyurethane elastomer

Fan Hu,Feng Qi,Zehui Xiang,Biao Zhang,Fugang Qi,Nie Zhao,Xiaoping Ouyang

A nano-polymer (IL@SiO 2 ) was synthesized by double bond polymerization and creatively applied to polyurethane elastomer (PUE-IL@SiO 2 ). The mechanical properties and energy absorption of PUE-IL@SiO 2 at static compression and dynamic impact were studied, respectively. The results show that: compared with pure PUE, the static compressive properties and dynamic impact resistance of PUE with a loading of IL@SiO 2 of 2wt% are the best, and the static and dynamic compressive yield strength are improved by 216.15% and 190.68% compared with PUE respectively. Moreover, the energy absorption of PUE-2%IL@SiO 2 is improved by 18.87% compared with PUE. The composite materials (PUE-2%IL@SiO 2 ) also has excellent deformation recovery performance. These outstanding mechanical properties illustrate the IL@SiO 2 is excellent impact resistance and reinforcing materials for PUE.

CAS / MDL: 7631-86-9
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CHEMICAL ENGINEERING JOURNAL · 2021 · IF 13.273

Superhigh and reversible NH3 uptake of cobaltous thiocyanate functionalized porous poly ionic liquids through competitive and cooperative interactions

Li Luo,Jiaran Li,Xiaoyan Chen,Xuegong Cao,Yibang Liu,Zhixin Wu,Xiaoyan Luo,Congmin Wang

In this work, porous PIL-TAs were reported for superhigh capacity and reversible NH 3 uptake, where PIL-TAs are cobaltous thiocyanate (Co(II)(SCN) 4 2- , TA) functionalized poly ionic liquids (PILs). Due to the structural support of TA as well as the interactions between TA and imidazolium cation, the PIL-TAs possess porous structure and optimized properties. Superhigh NH 3 uptake capacity of 13.2–20.1 mmol g −1 at STP of PIL-TAs was achieved, which is higher than most of the reported sorbents. In detail, the cooperative interactions including the NH 3 coordinating with Co(II) instead of SCN - and hydrogen bonding of C2H in imidazolium (C2H…NH 3 ) benefit to high capacity of NH 3 uptake. Reversely, the NH 3 release would be directed by the competition of the free SCN - with NH 3 to reform PIL-TAs. The competitive interaction with SCN - promotes NH 3 release by temperature and pressure swinging, which contributes the adsorbents recyclable. The cooperative and competitive interactions make these PIL-TAs possess high gas capacity and feasible desorption, which might be a potential strategy for designing novel gas sorbents.

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Nanomaterials · 2019 ·Vol. 9 ·期 4 ·504 · IF 4.034

Novel Synthesis of Choline-Based Amino Acid Ionic Liquids and Their Applications for Separating Asphalt from Carbonate Rocks

Zisheng Zhang,Ning Kang,Jingjing Zhou,Xingang Li,Lin He,Hong Sui

In this study, a series of choline-based amino acid ionic liquids have been synthesized in an economic method and are used to assist solvents with extracting asphalt from carbonate rocks. All of the ionic liquids perform well in extracting asphalt, especially choline histidine, by which the single-step recovery of asphalt is up to 91%. Furthermore, oil product with higher quality (fewer solids entrained) is also obtained. Molecular dynamics simulation and thermodynamic equilibrium method are applied to investigate the role of amino acid ionic liquids via interaction energy calculation and surface free energy calculations. The simulation results suggest that the ionic liquid phase is beneficial for the transfer of oil fraction from the carbonate surface to the organic solvent phase. Moreover, the results of simulated calculation show that the introduction of a functional group with conjugated structures into ionic liquid, such as an imidazole ring and a benzene ring, is beneficial for enhancing oil recovery, which are in accordance with the results of experimental tests.Keywords:amino acid ionic liquid;carbonate asphalt rock;COSMOtherm;molecular dynamics simulation

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MOLECULES · 2019 ·Vol. 24 ·期 15 ·2770 · IF 3.06

Protic Ionic Liquids as Efficient Solvents in Microwave-Assisted Extraction of Rhein and Emodin from Rheum palmatum L.

Yunchang Fan,Zeyu Niu,Chen Xu,Lei Yang,Tuojie Yang

Rheum palmatumL. (R. palmatumL.) is a traditional Chinese herb and food, in which rhein and emodin are the main bioactive components. The extraction of the two compounds fromR. palmatumL. is, thus, of great importance. In this work, protic ionic liquids (PILs) were applied in the microwave-assisted extraction (MAE) of rhein and emodin fromR. palmatumL., which avoids the toxicity of organic solvents. The results of the present study indicate that PILs possessing higher polarity exhibit higher extraction ability due to their stronger absorption ability for microwave irradiation. Compared with conventional solvents, such as methanol, trichloromethane, and deep eutectic solvents (DESs), the PIL, 1-butyl-3-himidazolium methanesulfonate ([BHim]MeSO3) reported herein is more efficient. The selected extraction conditions of liquid–solid ratio, microwave irradiation time, microwave irradiation power, and PIL concentration were 40 g·g−1, 50 s, 280 W, and 80%, respectively. Under the selected conditions, the extraction yields of rhein and emodin were 7.8 and 4.0 mg·g−1, respectively. These results suggest that PILs are efficient extraction solvents for the separation of active components from natural products.Keywords:microwave-assisted extraction;protic ionic liquids (PILs);polarity;Rheum palmatumL.

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ACS Sustainable Chemistry & Engineering · 2018 · IF 6.14

Designing Ionic Liquids with Dual Lewis Basic Sites to Efficiently Separate Phenolic Compounds from Low-Temperature Coal Tar

Hengjun Gai,Lin Qiao,Caiyun Zhong,Xiaowei Zhang,Meng Xiao,Hongbing Song

Although separation of phenolic compounds from coal tar has a good practical application value in industry, the traditional separation method can result in serious environmental problems. In the present work, three ionic liquids (ILs) with dual Lewis basic sites were designed and synthesized by neutralizating 1,1,3,3-tetramethylguanidine (TMG) and corresponding acids (L-proline, acetate acid, and tetrafluoroboric acid), which were employed to separate phenolic compounds from the model oil and coal tar. The basicity of TMG-based ILs were characterized by a probe molecule through 1H NMR and quantum chemical calculations. Moreover, the influence of factors on the separation efficiency, such as stirring time, extraction temperature, and the ratio of ILs to model oil, was investigated in detail. The results showed that [TMG][BF4] showed the best extraction efficiency of 98.2%, at a extraction temperature of 30 °C, stirring time of 35 min, and extraction ratio of 1.1 g/4 mL. After being separated, these ILs were recovered through back extraction. Furthermore, the separation mechanism was determined by analyzing the hydrogen bond and chemical bond for ILs and phenolic compounds via UV–vis, FT-IR, and quantum chemical calculations. Thus, TMG-based ILs can be effective in separating phenolic compounds from coal tar and as an alternative extractant in the future.

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RSC Advances · 2018 ·Vol. 8 ·期 21 ·11714-11724 · IF 2.936

Kinetic model of biomass hydrolysis by a polysulfone membrane with chemically linked acidic ionic liquids via catalytic reactor

Peng Lu,Yong Cao,Xiaolan Wang

A novel catalytic membrane was prepared from polysulfone powders covalently linked with acidic ionic liquids (PSF-ILs), as a heterogeneous catalyst to produce reducing sugar for biomass inulin hydrolysis in a catalytic membrane reactor. However, a complete kinetic model describing the relationship between catalyst physical properties and hydrolysis performance is lacking. The present work attempts to build a hydrolysis kinetic model for the relationship between the conversion and the structure of the PSF-ILs membrane (such as membrane thickness, pore size, porosity and specific surface area). The reaction parameters, such as the reaction time, reaction temperature as well as the nature of the catalyst were of crucial importance in terms of optimal conversion of the biomass inulin to reducing sugar or platform chemicals. The results showed that the structure of the PSF-ILs membrane has a significant effect on its catalytic performance. The PSF-ILs membrane with the best catalytic performance was selected and the maximum TRS yields were up to 100% after two rounds of inulin hydrolysis. The conversions obtained from the established model are in good agreement with the experimental data. Understanding the structure–property relationship of the PSF-ILs membrane will be helpful in designing the physical structure of the membrane to improve its catalytic activity and reusability. Therefore, it is a type of green catalyst with potential application prospects in many catalysis fields.

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JOURNAL OF CHEMICAL AND ENGINEERING DATA · 2015 · IF 2.037

Densities and Viscosities of Binary Mixtures of 2-Ethyl-1,1,3,3-tetramethylguanidinium Ionic Liquids with Ethanol and 1-Propanol

Xiaoxing Lu,Di Wu,Dengfeng Ye,Youping Wang,Yongsheng Guo,Wenjun Fang

Two guanidinium-based ionic liquids (ILs), 2-ethyl-1,1,3,3-tetramethylguanidinium bis(trifluoromethylsulfonyl)imide ([TMGEt][NTf2]) and ethyl sulfate ([TMGEt][C2OSO3]) were synthesized and characterized. Experimental densities and viscosities for the binary mixtures of the ILs with ethanol and 1-propanol from (293.15 to 323.15) K were measured over the whole composition range and at the atmospheric pressure of 0.1 MPa. The excess molar volumes (VmE) and the viscosity deviations (Δη) for the binary systems were calculated and fitted with the Redlich–Kister equation. It is found that the density of [TMGEt][NTf2] is much higher than that of [TMGEt][C2OSO3] at the same temperature, while the viscosity of the former with the value of 74.61 mPa·s is only 1/9 of that of the latter at 293.15 K. This indicates that the difference of the anions has a significant influence on the density and viscosity of the ILs with the same guanidinium cation. The addition of ethanol or 1-propanol leads to negative values of VmE and Δη, which result from the efficient packing of the constituents in the binary mixtures and the weakening of anion–cation interactions of the ILs. The partial molar volumes, excess partial molar volumes, Gibbs energy, and excess Gibbs energy of activation for viscous flow of the binary mixtures also have been calculated. It is hoped that the results provide useful information for the fundamental physicochemical properties of the guanidinium-based ILs and their further applications.

CAS / MDL: 64-17-5 71-23-8
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