Room temperature deep eutectic solvents of (1S)-(+)-10-camphorsulfonic acid and sulfobetaines: hydrogen bond-based mixtures with low ionicity and structure-dependent toxicity

RSC Advances ◽  
2015 ◽  
Vol 5 (40) ◽  
pp. 31772-31786 ◽  
Author(s):  
Fabio Cardellini ◽  
Raimondo Germani ◽  
Gianluigi Cardinali ◽  
Laura Corte ◽  
Luca Roscini ◽  
...  

Preparation, properties and toxicity of room temperature deep eutectic solvents formed by (1S)-(+)-10-camphorsulfonic acid and aromatic, aliphatic and amphiphilic sulfobetaines.

2017 ◽  
Vol 53 (72) ◽  
pp. 9983-9985 ◽  
Author(s):  
J. C. Goeltz ◽  
L. N. Matsushima

Metal-free deep eutectic solvents composed of hydrogen bond donors and viologen-based ammonium salts exhibit reversible electrochemistry with viologen concentrations of 4.2 M and freezing points near room temperature.


2021 ◽  
Vol 11 (4) ◽  
pp. 1601
Author(s):  
Henrik Palmelund ◽  
Jukka Rantanen ◽  
Korbinian Löbmann

Deep eutectic solvents (DESs) are formed by a hydrogen bond donor and an acceptor. The hydrogen bond interactions between these two components significantly depress the melting temperature of the mixture. DESs have been used as an alternative for organic solvents in various branches of the chemical industry. Many DESs are very hygroscopic and water is known to change the properties of DESs, but there has neven been a systematic study performed on the deliquesence behavior of DESs. Therefore, this study investigated the thermal and deliquescent behavior of four DESs. The DES mixtures were stored in desiccators at different relative humidities (RH) to investigate the critical RH (RH0) for deliquescence. It was found that, due to the formation of a eutonic mixture, the RH0 to induce deliquescence for a given DES mixture was lower compared to the individual components comprising the DES. The results showed that, even though all investigated DESs had eutectic melting temperatures above room temperature, but due to the low RH0, they were able to appear liquid at room temperature under ambient conditions. The eutonic and eutectic compositions were identified at different compositions for the DESs. The results emphasize that great care must be taken to control the process and storage conditions for DESs.


2021 ◽  
Vol 11 (6) ◽  
pp. 14620-14633

Turmeric contains curcumin as one of the active constituents, which gives yellow color and possesses lots of pharmacological actions. Even though curcumin has lots of pharmacological actions till now, it has not been approved as a medicine due to its low water solubility, permeability, and poor bioavailability. Deep eutectic solvent (DES) can be prepared by simply mixing two or more solid components, [among the two one is hydrogen bond donor (HBD) and another is hydrogen bond acceptor (HBA)] at a definite molar ratio where the solid components by self-association converted into a liquid at room temperature (RT). Natural deep eutectic solvents (NADES) are a specific subgroup of DES containing primary plant-based metabolites such as organic acids, alcohols, amino acids, or sugars. In this work, natural hydrophobic DESs were prepared with Camphor, Menthol, and Thymol. This was prepared from different ratios of Menthol:Thymol 1:1 to 1:5 and 1:1 to 5:1 (MT-DES); Camphor:Thymol 1:1 to 1:5 and 1:1 to 5:1 (CT-NADES); Camphor:Menthol 1:1 to 1:5 and 1:1 to 2:1 (CM-NADES). The pH and viscosity of prepared DESs were determined with the help of a digital pH meter and Brookfield viscometer. The solubility of curcumin in different NADESs was determined at room temperature (RT) to higher temperatures. The formation of different clear DES was obtained with slight heat. There was no difference in pH for the NADESs prepared without and with heat. Regarding the viscosity CM-DES (1:1) showed less viscosity when compared to other NADESs. The solubility of curcumin was found to be nearly double when it was dissolved in NADES for 1 hr at 35-40°C compared to 48 h stirring at 500 rotations per minute (rpm) at RT. Among different NADESs, curcumin solubility was found to be more in CM (1:1) ratio when compared to other NADESs.


2019 ◽  
Vol 3 (4) ◽  
pp. 90 ◽  
Author(s):  
Satoshi Idenoue ◽  
Kazuya Yamamoto ◽  
Jun-ichi Kadokawa

Chitin is an abundant organic resource but shows poor solubility, leading to difficulty in utilization as materials. We have already reported that an ionic liquid (IL), 1-allyl-3-methylimidazolium bromide, dissolves chitin at concentrations up to ca. 5 wt %. However, the color of the resulting solution is blackened, mainly owing to the presence of bromide. On the other hand, some deep eutectic solvents (DESs) have been already reported to dissolve chitin. In this study, we found that DESs composed of imidazolium ILs and thiourea dissolved chitin without obvious coloring. DESs are systems formed from eutectic mixtures of hydrogen bond accepters and donors. We first prepared DESs by heating mixtures of imidazolium ILs with thiourea at 100 °C for 30 min with stirring. Predetermined amounts of chitin were then added to the DESs, and for the dissolution, the mixtures were left standing at room temperature for 24 h, followed by heating at 100 °C for 24 h with stirring. The dissolution processes were evaluated by CCD camera views, which revealed in most cases the dissolution of chitin at 2–5 wt % concentrations with the present DESs.


2020 ◽  
Author(s):  
Matteo Tiecco ◽  
Irene Di Guida ◽  
Pier Luigi Gentili ◽  
Raimondo Germani ◽  
Carmela Bonaccorso ◽  
...  

<div><div><div><p>The structural features of a series of diverse Deep Eutectic Solvents (DESs) have been investigated and characterized by means of two fluorescent probes. The spectral and photophysical properties of the latter are strictly dependent on the experienced environment, so that they can provide insights into the polarity, viscosity, hydrogen-bond network, and micro-heterogeneity of the various DESs.</p><p>In fact, the investigated DESs exhibit a variety of properties with regards to their hydrophilicity, acidity, and hydrogen-bond ability, and these details were deeply probed by the two fluorescent molecules. The effect of the addition of water, which is a key strategy for tuning the properties of these structured systems, was also tested. In particular, the excited state dynamics of the probes, measured by femtosecond-resolved transient absorption, proved instrumental in understanding the changes in the structural properties of the DESs, namely reduced viscosity and enhanced heterogeneity, as the water percentage increases. Differences between the various DESs in terms of both local microheterogeneity and bulk viscosity also emerged from the peculiar multi-exponential solvation dynamics undergone by the excited states of the probes.</p></div></div></div>


2020 ◽  
Author(s):  
Matteo Tiecco ◽  
Irene Di Guida ◽  
Pier Luigi Gentili ◽  
Raimondo Germani ◽  
Carmela Bonaccorso ◽  
...  

<div><div><div><p>The structural features of a series of diverse Deep Eutectic Solvents (DESs) have been investigated and characterized by means of two fluorescent probes. The spectral and photophysical properties of the latter are strictly dependent on the experienced environment, so that they can provide insights into the polarity, viscosity, hydrogen-bond network, and micro-heterogeneity of the various DESs.</p><p>In fact, the investigated DESs exhibit a variety of properties with regards to their hydrophilicity, acidity, and hydrogen-bond ability, and these details were deeply probed by the two fluorescent molecules. The effect of the addition of water, which is a key strategy for tuning the properties of these structured systems, was also tested. In particular, the excited state dynamics of the probes, measured by femtosecond-resolved transient absorption, proved instrumental in understanding the changes in the structural properties of the DESs, namely reduced viscosity and enhanced heterogeneity, as the water percentage increases. Differences between the various DESs in terms of both local microheterogeneity and bulk viscosity also emerged from the peculiar multi-exponential solvation dynamics undergone by the excited states of the probes.</p></div></div></div>


Author(s):  
Noor Albayati ◽  
Mohammed Kadhom ◽  
Ghassan Abdullah ◽  
Suhaib Salih

2019 ◽  
Vol 281 ◽  
pp. 423-430 ◽  
Author(s):  
Matteo Tiecco ◽  
Federico Cappellini ◽  
Francesco Nicoletti ◽  
Tiziana Del Giacco ◽  
Raimondo Germani ◽  
...  

Processes ◽  
2021 ◽  
Vol 9 (8) ◽  
pp. 1268
Author(s):  
Yan Wang ◽  
Shuhang Ren ◽  
Yucui Hou ◽  
Weize Wu

Up to now, many kinds of deep eutectic solvents (DESs) were investigated for the capture of acidic gases from flue gases. In this review, non-functionalized and functionalized DESs, including binary and ternary DESs, for SO2, CO2 and NO capture, are summarized based on the mechanism of absorption, physical interaction or chemical reaction. New strategies for improving the absorption capacity are introduced in this review. For example, a third component can be introduced to form a ternary DES to suppress the increase in viscosity and improve the CO2 absorption capacity. DESs, synthesized with halogen salt hydrogen bond acceptors (HBAs) and functionalized hydrogen bond donors (HBDs), can be used for the absorption of SO2 and NO with high absorption capacities and low viscosities after absorption, due to physicochemical interaction between gases and DESs. Emphasis is given to introducing the absorption capacities of acidic gases in these DESs, the mechanism of the absorption, and the ways to enhance the absorption capacity.


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