Ionic liquids: green solvents and reactive compounds? Reaction of tri-n-butylmethylphosphonium dimethylphosphate with elemental sulfur

2020 ◽  
Vol 0 (0) ◽  
Author(s):  
Natalia Tarasova ◽  
Efrem Krivoborodov ◽  
Alexey Zanin ◽  
Yaroslav Mezhuev

AbstractThe opening of the S8 ring with the formation of linear sulfur oligomers in the presence of tri-n-butylmethylphosphonium dimethylphosphate is shown. The reaction products are separated and characterized with 1H, 13C, 31P, 17O NMR spectroscopy, HD-MS, MALDI spectroscopy and XRD. It is shown that dimethylphosphate-anion is active in the reaction, and the addition of sulfur atoms occurs via the oxygen atom of dimethylphosphate-anion. It is found that a mixture of products is formed, which differ in the number of sulfur atoms in the chain. The assumptions were made about the mechanism of interaction of sulfur with tri-n-butylmethylphosphonium dimethylphosphate.

2006 ◽  
pp. 714 ◽  
Author(s):  
Diego A. Fort ◽  
Richard P. Swatloski ◽  
Patrick Moyna ◽  
Robin D. Rogers ◽  
Guillermo Moyna

1995 ◽  
Vol 50 (11) ◽  
pp. 1575-1582 ◽  
Author(s):  
Jari Siivari ◽  
Arto Maaninen ◽  
Esa Haapaniemi ◽  
Risto S. Laitinen ◽  
Tristram Chivers

The reaction of (Me3Si)2NLi with SCl2 and elemental sulfur or with Se2Cl2 and elemental selenium leads to the formation of mixtures of bis[bis(trimethylsilyl)amino]suIfides and selenides [(Me3Si)2N]2Ex (E = S or Se; x = 1 - 4 ). The reaction products were identified by mass spectroscopy as well as by 77Se and 13C NMR spectroscopy. The reaction of (Me3Si)2NH with S2Cl2 produces [(Me3Si)2N]2S3 as the main product with only traces of other aminosulfides. [(Me3Si)2N]2S3 was purified by distillation under reduced pressure and identified by elem ental analysis, mass spectroscopy, and by 1H, 13C, and 14N NMR spectroscopy. The successful cyclocondensation reaction of [(Me3Si)2N]2S3 with SCl2 and SO2Cl2 produces S4N2 in 72% yield and provides further verification of the identity of bis[bis(trimethylsilyl)amino]trisulfide. While the analogous reaction of (Me3Si)2NH with Se2Cl2 also leads to the formation of [(Me3Si)2N]2Se3 (48 mol %) as the main product, the reaction mixture contains [(Me3Si)2N]2Se2 and [(Me3Si)2N]2Se4 in significant amounts (17 and 35 mol %, respectively). Attempts to purify the mixture by distillation under reduced pressure resulted only in the formation of a 83:17 mixture of [(Me3Si)2N]2Se2 and [(Me3Si)2N]2Se3.


2020 ◽  
Vol 92 (8) ◽  
pp. 1297-1304
Author(s):  
Natalia Tarasova ◽  
Efrem Krivoborodov ◽  
Anna Egorova ◽  
Alexey Zanin ◽  
Lev Glukhov ◽  
...  

AbstractBy the methods of MALDI and mass spectroscopy with the detection of positively and negatively charged ions, it was found that the reaction of elemental sulfur and 1,3-dimethylimidazolium dimethylphosphate is accompanied by the opening of the S8 ring. 1H, 13C, 15N and 31P NMR spectroscopy showed that the interaction of S8 and 1,3-dimethylimidazolium dimethylphosphate proceeds exclusively on the oxygen atom of the dimethylphosphate anion carrying a negative charge. Kohn-Sham calculations at B3LYP/STO-3G, B3LYP/6-31G* and B3LYP/6-311G* levels of theory confirmed that the reaction of S8 with dimethylphosphate anion is possible.


2017 ◽  
Author(s):  
Jose A. Pomposo

Understanding the miscibility behavior of ionic liquid (IL) / monomer, IL / polymer and IL / nanoparticle mixtures is critical for the use of ILs as green solvents in polymerization processes, and to rationalize recent observations concerning the superior solubility of some proteins in ILs when compared to standard solvents. In this work, the most relevant results obtained in terms of a three-component Flory-Huggins theory concerning the “Extra Solvent Power, ESP” of ILs when compared to traditional non-ionic solvents for monomeric solutes (case I), linear polymers (case II) and globular nanoparticles (case III) are presented. Moreover, useful ESP maps are drawn for the first time for IL mixtures corresponding to case I, II and III. Finally, a potential pathway to improve the miscibility of non-ionic polymers in ILs is also proposed.


2020 ◽  
Vol 26 (41) ◽  
pp. 7520-7532 ◽  
Author(s):  
Ana Rita Dias ◽  
João Costa-Rodrigues ◽  
Cátia Teixeira ◽  
Cristina Prudêncio ◽  
Paula Gomes ◽  
...  

: The unique properties of ionic liquids make them quite appealing for diverse applications, from “green” solvents (1st generation ionic liquids) to finely tuned materials (2nd generation ionic liquids). A decade ago, a 3rd generation of ionic liquids emerged which is focused on their prospective clinical applications, either as drugs per se or as adjuvants in drug formulations. In recent years, research focused on the use of ionic liquids for topical drug delivery has been increasing and holds great promise towards clinical application against skin cancers. This article highlights the growing relevance of ionic liquids in medicinal chemistry and pharmaceutical technology, which is opening new windows of opportunity.


2020 ◽  
Vol 7 (3) ◽  
pp. 314-325
Author(s):  
Barla Karuna Devi ◽  
Swathi Naraparaju ◽  
Chaganti Soujanya ◽  
Sayan Dutta Gupta

: Green chemistry emphasizes designing novel routes to overcome health and environmental problems that occur during a chemical reaction. Green solvents are used in place of conventional solvents that are hazardous to both human and the environment. Solvents like water, ionic liquids, supercritical CO2, biosolvents, organic carbonates, and deep eutectic mixtures can be used as green solvents. The review focuses on the properties, applications, and limitations of these solvents.


2015 ◽  
Vol 53 (5) ◽  
pp. 369-378 ◽  
Author(s):  
Takatsugu Endo ◽  
Mamoru Imanari ◽  
Yuki Hidaka ◽  
Hiroko Seki ◽  
Keiko Nishikawa ◽  
...  

2021 ◽  
Author(s):  
Christian Laurence ◽  
Sergui Mansour ◽  
Daniela Vuluga ◽  
Julien Legros

A 19F solvatomagnetic comparison of 4-fluorophenol and 4-fluoroanisole yields a more reliable measurement of the hydrogen-bond acceptance of ionic liquids and green solvents than the solvatochromic comparison method.


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