Journal of East China Normal University(Natural Science) ›› 2023, Vol. 2023 ›› Issue (1): 60-72.doi: 10.3969/j.issn.1000-5641.2023.01.007
• Functional Materials • Previous Articles Next Articles
Man WANG1, Lulu DANG1, Huixia YUAN1, Jing ZHOU2,*(), Dawei ZHANG1,*(), Guohua GAO1,*()
Received:
2022-07-25
Accepted:
2022-09-30
Online:
2023-01-25
Published:
2023-01-07
Contact:
Jing ZHOU,Dawei ZHANG,Guohua GAO
E-mail:qnsytaoer@163.com;dwzhang@chem.ecnu.edu.cn;ghgao@chem.ecnu.edu.cn
CLC Number:
Man WANG, Lulu DANG, Huixia YUAN, Jing ZHOU, Dawei ZHANG, Guohua GAO. Synthesis, physicochemical properties, and applications of sulphate ionic liquids[J]. Journal of East China Normal University(Natural Science), 2023, 2023(1): 60-72.
1 | KARKHANIS D, FIELD L. Thiono compounds. 5. preparation and oxidation of some thiono derivatives of imidazoles. Phosphorus Sulfur, 1985, 22, 49- 57. |
2 | EßER J, WASSERSCHEID P, JESS A. Deep desulfurization of oil refinery streams by extraction with ionic liquids. Green Chemistry, 2004, (7): 316- 322. |
3 | WANG B, QIN L, GAO G, et al. Are ionic liquids chemically stable?. Chemical Reviews, 2017, 117, 7113- 7131. |
4 | PEJAKOVIĆ V, IGARTUA A, KALIN M. Frictional behaviour of imidazolium sulfate ionic liquid additives under mixed slide to roll conditions: Part 2 - influence of concentration and chemical composition of ionic liquid additive. Lubrication Science, 2015, 27, 489- 503. |
5 | REGUEIRA T, LUGO L, FERNÁNDEZ J. Ionic liquids as hydraulic fluids: Comparison of several properties with those of conventional oils. Lubrication Science, 2014, 26, 488- 499. |
6 | MAURYA N, PARRAY Z A, MAURYA J K, et al. Ionic liquid green assembly-mediated migration of piperine from calf-thymus DNA: A new possibility of the tunable drug delivery system. ACS Omega, 2019, 4 (25): 21005- 21017. |
7 | SHEKAARI H, ZAFARANI-MOATTAR M T, MOKHTARPOUR M, et al. Compatibility of sustainable solvents ionic liquid, 1-ethyl-3-methylimidazolium ethyl sulfate in some choline chloride based deep eutectic solvents: Thermodynamics study. Journal of Chemical Thermodynamics, 2020, 141, 105961- 105972. |
8 | WASSERSCHEID P, GERHARD D, HIMMLER S, et al. New ionic liquids based on anion functionalization. ACS Symposium Series, 2007, 975, 258- 271. |
9 | HIMMLER S, HORMANN S, HAL R, et al. Transesterification of methylsulfate and ethylsulfate ionic liquids: An environmentally benign way to synthesize long-chain and functionalized alkylsulfate ionic liquids. Green Chemistry, 2006, 8 (10): 887- 894. |
10 | SANTOS C S, BALDELLI S. Alkyl chain interaction at the surface of room temperature ionic liquids: Systematic variation of alkyl chain length (R = C1-C4, C8) in both cation and anion of [R-OSO3] by sum frequency generation and surface tension . Journal of Chemical Physics B, 2009, 113, 923- 933. |
11 | TORRECILLA J S, PALOMAR J, GARCIA J, et al. Effect of cationic and anionic chain lengths on volumetric, transport, and surface properties of 1-alkyl-3-methylimidazolium alkylsulfate ionic liquids at (298.15 and 313.15) K. Journal of Chemical and Engineering Data, 2009, 54, 1297- 1301. |
12 | GACINO F M, REGUEIRA T, LUGO L, et al. Influence of molecular structure on densities and viscosities of several ionic liquids. Journal of Chemical and Engineering Data, 2011, 56, 4984- 4999. |
13 | GONZALEZ B, GOMEZ E, DOMINGUEZ A, et al. Physicochemical characterization of new sulfate ionic liquids. Journal of Chemical and Engineering Data, 2011, 56, 14- 20. |
14 | ALTUWAIM M S, ALKHALDI K H A E, AL-JIMAZ A S, et al. Temperature dependence of physicochemical properties of imidazolium-, pyroldinium-, and phosphonium-based ionic liquids. Journal of Chemical and Engineering Data, 2014, 59, 1955- 1963. |
15 | ZOREBSKI E, MUSIAL M, BAŁUSZYNSKA K, et al. Isobaric and isochoric heat capacities as well as isentropic and isothermal compressibilities of di- and trisubstituted imidazolium based ionic liquids as a function of temperature. Industrial & Engineering Chemistry Research, 2018, 57, 5161- 5172. |
16 | WU T Y, HAO L, CHEN P R, et al. Ionic conductivity and thermophysical properties of 1-butyl-1-methylpyrrolidinium butyl sulfate and its binary mixtures with poly(ethylene glycol) at various temperatures. International Journal of Electrochemical Science, 2013, 8 (4): 5067- 5085. |
17 | COSTA A J L, ESPERANCA J M S S, MARRUCHO I M, et al. Densities and viscosities of 1-ethyl-3-methylimidazolium n-alkyl sulfates. Journal of Chemical and Engineering Data, 2011, 56, 3433- 3441. |
18 | SINGH T, KUMAR A. Temperature dependence of physical properties of imidazolium based ionic liquids: internal pressure and molar refraction. Journal of Solution Chemistry, 2009, 38, 1043- 1053. |
19 | GÓMEZ E, CALVAR N, DOMÍNGUEZ A, et al. Synthesis and temperature dependence of physical properties of four pyridinium-based ionic liquids: Influence of the size of the cation. Journal of Chemical Thermodynamics, 2010, 42, 1324- 1329. |
20 | DZIDA M, MUSIA M, ZOREBSKI E, et al. Comparative study of the high pressure thermophysical properties of 1-ethyl-3-methylimidazolium and 1, 3-diethylimidazolium ethyl sulfates for use as sustainable and efficient hydraulic fluids. ACS Sustainable Chemistry & Engineering, 2018, 6 (8): 10934- 10943. |
21 | PU Y, JIANG N, RAGAUSKAS A J. Ionic liquid as a green solvent for lignin. Journal of Wood Chemistry and Technology, 2007, 27, 23- 33. |
22 | PRADO R, ERDOCIA X, LABIDI J. Study of the influence of reutilization ionic liquid on lignin extraction. Journal of Cleaner Production, 2016, 111, 125- 132. |
23 | KIM Y H, PARK S, KIM M H, et al. Ultrasound-assisted extraction of lipids from Chlorella vulgaris using [Bmim][MeSO4] . Biomass Bioenergy, 2013, 56, 99- 103. |
24 | WARD V, PLECHKOVA N, SEDDON K R, et al. Disruption and wet extraction of the microalgae chlorella vulgaris using room-temperature ionic liquids. ACS Sustainable Chemistry & Engineering, 2016, 4 (2): 591- 600. |
25 | WARD V C A, MUNCH G, CICEK N, et al. Direct conversion of the oleaginous yeast rhodosporidium diobovatum to biodiesel using the ionic liquid [C2mim][EtSO4] . ACS Sustainable Chemistry & Engineering, 2017, 5 (6): 5562- 5570. |
26 | HADJ-KALI M K, ALNASHEF I M. Using ionic liquids for the separation of carbohydrates. International Journal of Chemical Engineering and Applications, 2015, 6 (6): 417- 421. |
27 | SHEKAARI H, ZAFARANI-MOATTAR M T, MOKHTARPOUR M, et al. Effect of 1-ethyl-3-methylimidazolium ethyl sulfate ionic liquid on the solubility of indomethacin in aqueous solutions at various temperatures. Journal of Molecular Liquids, 2018, 260, 166- 172. |
28 | RYU H J, SANCHEZ L, KEUL H A, et al. Imidazolium-based ionic liquids as efficient shape-regulating solvents for the synthesis of gold nanorods. Angewandte Chemie-International Edtion, 2008, 47, 7639- 7643. |
29 | BARZEGAR M, HABIBI-YANGJEH A, BEHBOUDNIA M. Template-free preparation and characterization of nanocrystalline ZnO in aqueous solution of [EtSO4] as a low-cost ionic liquid using ultrasonic irradiation and photocatalytic activity . Journal of Physics and Chemistry of Solids, 2009, 70, 1353- 1358. |
30 | TAGHVAEI V, HABIBI-YANGJEH A, BEHBOUDNIA M. Preparation and characterization of SnO2 nanoparticles in aqueous solution of [EtSO4] as a low cost ionic liquid using ultrasonic irradiation . Powder Technology, 2009, 195, 63- 67. |
31 | DAS L, GULERIA A, NEOGY S, et al. Porous nanostructures of SnSe: Role of ionic liquid, tuning of nanomorphology and mechanistic studies. RSC Advances, 2016, 6 (95): 92934- 92942. |
32 | ARCE A, RODRIGUEZ H, SOTO A. Use of a green and cheap ionic liquid to purify gasoline octane boosters. Green Chemistry, 2007, 9 (3): 247- 253. |
33 | OLIVEIRA F S, DOHRN R, PEREIRO A B, et al. Designing high ionicity ionic liquids based on 1-ethyl-3-methylimidazolium ethyl sulphate for effective azeotrope breaking. Fluid Phase Equilib, 2016, 419, 57- 66. |
34 | GÓMEZ E, DOMÍNGUEZ I, CALVAR N, et al. Separation of benzene from alkanes by solvent extraction with 1-ethylpyridinium ethylsulfate ionic liquid. Journal of Chemical Thermodynamics, 2010, 42, 1234- 1239. |
35 | MOCHIZUKI Y, SUGAWARA K. Removal of organic sulfur from hydrocarbon resources using ionic liquids. Energy Fuels, 2008, 22, 3303- 3307. |
36 | NEJAD N F, SOOLARI E S, ADIBI M, et al. Imidazolium-based alkylsulfate ionic liquids and removal of sulfur content from model of gasoline. Petroleum Science and Technology, 2013, 31, 472- 480. |
37 | XING P, ZHAO R, LI X, et al. Preparation of CoWO4/g-C3N4 and its ultra-deep desulfurization property . Australian Journal of Chemistry, 2017, 70, 271- 279. |
38 | SEFOKA R E, MULOPO J. Assessment of the desulfurization of FCC vacuum gasoil and light cycle oil using ionic liquid 1-butyl-3-methylimidazolium octylsulfate. International Journal of Industrial Chemistry, 2017, (8): 373- 381. |
39 | MANCUSO R, MANER A, ZICCARELLI I, et al. Auto-tandem catalysis in ionic liquids: Synthesis of 2-oxazolidinones by palladium-catalyzed oxidative carbonylation of propargylic amines in EmimEtSO4. Molecules, 2016, 21, 897- 904. |
40 | MANCUSO R, POMELLI C S, RAUT D S, et al. Copper-catalyzed recyclable synthesis of (Z)-3-Alkylideneisoindolinones by cycloisomerization of 2-Alkynylbenzamides in ionic liquids . Chemistry Select, 2017, 2 (3): 894- 899. |
41 | SANTAMARTA F, VERDIA P, TOJO E. A simple, efficient and green procedure for Knoevenagel reaction in [MMIm][MSO4] ionic liquid. Catalysis Communications, 2008, 9 (8): 1779- 1781. |
42 | VERDÍA P, SANTAMARTA F, TOJO E. Knoevenagel reaction in [MMIm][MSO4]: Synthesis of coumarins. Molecules, 2011, 16, 4379- 4388. |
43 | TASQEERUDDIN S, ASIRI Y I. An environmentally benign, green, and efficient ionic liquid catalyzed synthesis of Quinoline derivatives via Knoevenagel condensation. Journal of Heterocyclic Chemistry, 2020, 57, 132- 139. |
44 | SHARMA P, GUPTA M, GUPTA M, et al. One-pot synthesis of substituted piperidinones and 3, 4-dihydropyrimidinones using a highly active and recyclable supported ionic liquid phase organocatalyst. Australian Journal of Chemistry, 2016, 69, 230- 238. |
45 | CHAKRABORTI A K, ROY S R, KUMAR D, et al. Catalytic application of room temperature ionic liquids: [bmim][MeSO4] as a recyclable catalyst for synthesis of bis(indolyl)methanes. Ion-fishing by MALDI-TOF-TOF MS and MS/MS studies to probe the proposed mechanistic model of catalysis . Green Chemistry, 2008, (10): 1111- 1118. |
46 | WANG M, LUO C, WANG Z, et al. Sulfate ionic liquids promoted FeCl3-catalyzed dehydration of propargyl alcohol . Molecular Catalysis, 2022, 531, 112674. |
47 | KAWADA S, WATANABE S, TADOKORO C, et al. Efects of alkyl chain length of sulfate and phosphate anion-based ionic liquids on tribochemical reactions. Tribology Letters, 2018, 66, 1- 9. |
48 | LÓPEZ-SÁNCHEZ F, OTERO I, LÓPEZ E R, et al. Tribological behavior of two 1-ethyl-3-methylimidazolium alkyl sulfates as neat lubricants for a steel–steel contact. Tribology Transactions, 2017, 60, 729- 738. |
49 | MORALES W, STREET K W, RICHARD R M, et al. Tribological testing and thermal analysis of an alkyl sulfate series of ionic liquids for use as aerospace lubricants. Tribology Transactions, 2012, 55 (6): 815- 821. |
50 | PEJAKOVIĆ V, KALIN M. Frictional behaviour of imidazolium sulfate ionic liquid additives under mixed slide-to-roll conditions: Part 1 — Variation of mixtures with identical weight ratio of ionic liquid additive. Lubrication Science, 2015, 27, 463- 477. |
51 | PEJAKOVIĆ V, TOMASTIK C, DORR N, et al. Influence of concentration and anion alkyl chain length on tribological properties of imidazolium sulfate ionic liquids as additives to glycerol in steel–steel contact lubrication. Tribology International, 2016, 97, 234- 243. |
52 | AMORIM P M, FERRARIA A M, COLACO R, et al. Imidazolium-based ionic liquids used as additives in the nanolubrication of silicon surfaces. Beilstein Journal of Nanotechnology, 2017, 8 (1): 1961- 1971. |
53 | SHIFLETT M B, YOKOZEKI A. Separation of carbon dioxide and sulfur dioxide using room-temperature ionic liquid [bmim][MeSO4] . Energy Fuels, 2010, 24, 1001- 1008. |
54 | QAZI S, GÓMEZ-COMA L, ALBO J, et al. CO2 capture in a hollow fiber membrane contactor coupled with ionic liquid: Influence of membrane wetting and process parameters . Separation and Purification Technology, 2020, 233, 115986- 116000. |
55 | GOMEZ-COMA L, GAREA A, ROUCH J C, et al. Membrane modules for CO2 capture based on PVDF hollow fibers with ionic liquids immobilized . Journal of Membrane Science, 2016, 498, 218- 226. |
56 | DIAS J C, MARTINS M S, RIBEIRO S, et al. Electromechanical actuators based on poly(vinylidene fluoride) with [N1112(OH)][NTf2] and [C2mim] [C2SO4] . Journal of Materials Science, 2016, 51, 9490- 9503. |
57 | RAG S A, SELVAKUMAR M, BHAT S, et al. Synthesis and characterization of reduced graphene oxide for supercapacitor application with a biodegradable electrolyte. Journal of Electronic Materials, 2020, 49, 985- 994. |
58 | MOHAMMED H, AL-OTHMAN A, NANCARROW P, et al. Enhanced proton conduction in zirconium phosphate/ionic liquids materials for hightemperature fuel cells. International Journal of Hydrogen Energy, 2021, 46, 4857- 4869. |
59 | YOO D, LEE J J, PARK C, et al. N-type organic thermoelectric materials based on polyaniline doped with the aprotic ionic liquid 1-ethyl-3-methylimidazolium ethyl sulfate. RSC Advances, 2016, 6 (43): 37130- 37135. |
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