One-component, switchable ionic liquids derived from siloxylated amines

Blasucci, Vittoria; Dilek, Çerağ; Huttenhower, Hillary; John, Ejae; Llopis-Mestre, Verónica; Pollet, Paméla; Eckert, Charles A.; Liotta, Charles L.

doi:10.1039/b816267k

Cited by 99 publications

(79 citation statements)

References 9 publications

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“…9 Ionic liquids with aprotic heterocyclic anions 10 have the advantage that their CO 2 binding energies can be tuned with chemical modifications, and that their viscosities do not increase much upon reaction with CO 2 11 , however they exhibit intrinsic high viscosities before reacting with CO 2 12 .…”

mentioning

confidence: 99%

Dynamic Acid/Base Equilibrium in Single Component Switchable Ionic Liquids and Consequences on Viscosity

Cantú

Lee

et al. 2016

J. Phys. Chem. Lett.

103

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The deployment of transformational nonaqueous CO2-capture solvent systems is encumbered by high viscosities even at intermediate uptakes. Using single-molecule CO2 binding organic liquids as a prototypical example, we present key molecular features that control bulk viscosity. Fast CO2-uptake kinetics arise from close proximity of the alcohol and amine sites involved in CO2 binding in a concerted fashion, resulting in a Zwitterion containing both an alkyl-carbonate and a protonated amine. The population of internal hydrogen bonds between the two functional groups determines the solution viscosity. Unlike the ion pair interactions in ionic liquids, these observations are novel and specific to a hydrogen-bonding network that can be controlled by chemically tuning single molecule CO2 capture solvents. We present a molecular design strategy to reduce viscosity by shifting the proton transfer equilibrium toward a neutral acid/amine species, as opposed to the ubiquitously accepted zwitterionic state. The molecular design concepts proposed here are readily extensible to other CO2 capture technologies.

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mentioning

confidence: 99%

Dynamic Acid/Base Equilibrium in Single Component Switchable Ionic Liquids and Consequences on Viscosity

Cantú

Lee

et al. 2016

J. Phys. Chem. Lett.

103

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“…[15] The intermolecular reaction product of two aminosilanes and CO 2 have been described as ionic liquids. [16] Mesoporous silica derivitized with aminopropyltrimethoxysilane has also been used www.chemsuschem.org as a CO 2 -capture adsorbant [17] as has silica functionalized by ring-opening polymerization of aziridine. [18] An example of aminosilicone polymers used in CO 2 capture has also been reported.…”

Section: Resultsmentioning

confidence: 99%

Aminosilicone Solvents for CO₂ Capture

et al. 2010

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This work describes the first report of the use of an aminosilicone solvent mix for the capture of CO(2). To maintain a liquid state, a hydroxyether co-solvent was employed which allowed enhanced physisorption of CO(2) in the solvent mixture. Regeneration of the capture solvent system was demonstrated over 6 cycles and absorption isotherms indicate a 25-50 % increase in dynamic CO(2) capacity over 30 % MEA. In addition, proof of concept for continuous CO(2) absorption was verified. Additionally, modeling to predict heats of reaction of aminosilicone solvents with CO(2) was in good agreement with experimental results.

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“…This ionic liquid is stable below 46°C whilst, above this temperature, the reverse reaction occurs with loss of CO2 to reform TESA -a reversible reaction that has been used in carbon capture energy applications (Blasucci et al, 2009). The ionic liquid, P6,6,6,14Cl, was purchased from Sigma Aldrich.…”

Section: Methodsmentioning

confidence: 99%

“…The solubility of the base oil in the ionic liquid P6,6,6,14Cl offers an alternative methodology for recovery of base oil, with a potential advantage over TESAC, in that the liquid state of P6,6,6,14Cl, at room temperature, has a lower viscosity (0.70 Pa-s) and a higher thermal stability than TESAC [Blasucci et al, 2009]. The potential of this IL for recovery of the base oil was studied using a real waste lubricant oil system only.…”

Section: The P66614cl Recovery Processmentioning

confidence: 99%

Recovery of lubricant base oils using ionic liquid processes

Grimes¹,

Thompson²

2016

Proceedings of the Institution of Civil Engineers - Waste and R

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Two novel low-temperature ionic liquid processes are developed for the recovery of base oils from waste lubricant oils. One uses 3-(triethoxysilyl)-propylammonium-3-(triethoxysilyl)-propyl carbamate (TESAC), in which the waste lubricant base oil is insoluble, and the other uses trihexyltetradecylphosphonium chloride (P6, 6, 6, 14Cl) in which the base oil is soluble. In the TESA/TESAC process waste oil components, including the base oil, are dissolved in the solvent 3-aminopropyl-triethoxysilane (TESA) which is converted, in situ, with carbon dioxide to TESAC, recovering the base oil as an insoluble layer. In the P6,6,6,14Cl process the base oil is separated from most additives as a solution in the ionic liquid from which it can be extracted with methanol. The recovered oils from both processes have properties consistent with lubricant oils in commercial use and the ionic liquids can be recovered for recycle minimising reagent use and providing a route to closed-loop base oil recovery and recycle.

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One-component, switchable ionic liquids derived from siloxylated amines

Abstract: A new class of one-component, thermally reversible, neutral to ionic liquid solvents derived from siloxylated amines is presented and characterized.

Cited by 99 publications

References 9 publications

Dynamic Acid/Base Equilibrium in Single Component Switchable Ionic Liquids and Consequences on Viscosity

Dynamic Acid/Base Equilibrium in Single Component Switchable Ionic Liquids and Consequences on Viscosity

Aminosilicone Solvents for CO₂ Capture

Recovery of lubricant base oils using ionic liquid processes

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One-component, switchable ionic liquids derived from siloxylated amines

Abstract: A new class of one-component, thermally reversible, neutral to ionic liquid solvents derived from siloxylated amines is presented and characterized.

Cited by 99 publications

References 9 publications

Dynamic Acid/Base Equilibrium in Single Component Switchable Ionic Liquids and Consequences on Viscosity

Dynamic Acid/Base Equilibrium in Single Component Switchable Ionic Liquids and Consequences on Viscosity

Aminosilicone Solvents for CO2 Capture

Recovery of lubricant base oils using ionic liquid processes

Contact Info

Product

Resources

About

Aminosilicone Solvents for CO₂ Capture