Skip to main content
U.S. Department of Energy
Office of Scientific and Technical Information

Quantification of zwitterion betaine in betaine bis(trifluoromethylsulfonyl)imide and its influence on liquid–liquid equilibrium with water

Journal Article · · ChemComm
DOI:https://doi.org/10.1039/d3cc03565d· OSTI ID:2377311
 [1];  [2];  [2];  [1]
  1. Univ. of Texas, Austin, TX (United States)
  2. Los Alamos National Laboratory (LANL), Los Alamos, NM (United States)
In this study, ionic liquids (ILs) have been proposed as extractants for separation of metals, including rare earth elements. In particular, protonated betaine bis(trifluoromethylsulfonyl)imide ([HBet][TFSI]) exhibits liquid–liquid phase behavior with water that can be tuned by complexation with various metals. Here we show that previously undetected neutral zwitterionic betaine formed during the IL synthesis can affect the phase behaviour. Traditional synthesis of protonated betaine bis(trifluoromethylsulfonyl)imide results in significant amounts of neutral zwitterionic betaine impurity, which dramatically affects phase behavior.
Research Organization:
Los Alamos National Laboratory (LANL), Los Alamos, NM (United States)
Sponsoring Organization:
USDOE; USDOE National Nuclear Security Administration (NNSA); USDOE Office of Science (SC), Basic Energy Sciences (BES). Chemical Sciences, Geosciences & Biosciences Division (CSGB)
Grant/Contract Number:
89233218CNA000001
OSTI ID:
2377311
Alternate ID(s):
OSTI ID: 2203988
Report Number(s):
LA-UR--23-28423
Journal Information:
ChemComm, Journal Name: ChemComm Journal Issue: 91 Vol. 59; ISSN 1359-7345
Publisher:
Royal Society of ChemistryCopyright Statement
Country of Publication:
United States
Language:
English

References (42)

Toward greener separations of rare earths: Bifunctional ionic liquid extractants in biodiesel journal August 2010
Brønsted Acidic Ionic Liquids and Their Zwitterions: Synthesis, Characterization and pKa Determination journal September 2004
Ionic Solid‐State Dimers and Polymers Derived from Imidazolium Dicarboxylic Acids journal May 2006
Insights into the Coordination and Extraction of Yttrium(III) Ions with a Phenoxyacetic Acid Ionic‐Liquid Extractant journal May 2017
Thermochemical properties of some bis(trifluoromethyl-sulfonyl)imide based room temperature ionic liquids journal June 2009
Extraction behavior of bifunctional ionic liquid [N1888][SOPAA] and TBP for rare earth elements journal December 2016
A separation processing for industrial rare earth feed solution by phosphonium ionic liquid type saponification strategy journal March 2017
Application of bifunctional ionic liquids for extraction and separation of Eu3+ from chloride medium journal June 2022
The development of an extraction strategy based on EHEHP-type functional ionic liquid for heavy rare earth element separation journal October 2015
Extraction of mid-heavy rare earth metal ions from sulphuric acid media by ionic liquid [A336][P507] journal May 2016
The synergistic extraction by combined ammonium and phosphonium type ionic liquids for rare earth elements separation journal December 2017
Leaching of rare earth elements from ‘Rödberg’ ore of Fen carbonatite complex deposit, using the ionic liquid HbetTf2N journal January 2018
Interactions between trivalent rare earth oxides and mixed [Hbet][Tf2N]:H2O systems in the development of a one-step process for the separation of light from heavy rare earth elements journal January 2016
Solvent extraction and separation of europium (III) using a phosphonium ionic liquid and an organophosphorus extractant-A comparative study journal December 2018
Effect of aqueous hydrochloric acid and zwitterionic betaine on the mutual solubility between a protic betainium-based ionic liquid and water journal February 2019
Synergic extraction of europium(III) in hydrophobic ammonium ionic liquid containing neutral and acidic extractants journal August 2020
Boosting the extraction of rare earth elements from chloride medium by novel carboxylic acid based ionic liquids journal May 2021
Extraction of rare earth ions by tri-n-butylphosphate/phosphonium ionic liquids and the feasibility of recovery by direct electrodeposition journal June 2014
Selective separation of scandium (III) from rare earth metals by carboxyl-functionalized ionic liquids journal May 2017
Ionic liquid-based synergistic extraction of rare earths nitrates without diluent: Typical ion-association mechanism journal May 2017
Separation and recovery of rare earth elements using novel ammonium-based task-specific ionic liquids with bidentate and tridentate O-donor functional groups journal February 2020
Unique extraction of U(VI), Pu(IV), Am(III) and Eu(III) from nitric acid medium using a phosphonium based ionic liquid consisting of novel anion, 1,1,1,5,5,5-hexafluoro-2,4-pentanedionate – Dual solvent behavior journal May 2021
Extraction and separation of heavy rare earth elements: A review journal December 2021
Switchable Phase Behavior of [HBet][Tf 2 N]–H 2 O upon Neodymium Loading: Implications for Lanthanide Separations journal January 2013
Carboxyl-Functionalized Task-Specific Ionic Liquids for Solubilizing Metal Oxides journal November 2008
Feasibility of Ionic Liquids as Alternative Separation Media for Industrial Solvent Extraction Processes journal June 2005
Application of Bifunctional Ionic Liquid Extractants [A336][CA-12] and [A336][CA-100] to the Lanthanum Extraction and Separation from Rare Earths in the Chloride Medium journal June 2011
Task-Specific Ionic Liquid for Solubilizing Metal Oxides journal October 2006
Homogeneous Liquid–Liquid Extraction of Metal Ions with a Functionalized Ionic Liquid journal May 2013
Highly Selective Extraction and Separation of Rare Earths(III) Using Bifunctional Ionic Liquid Extractant journal June 2014
Development of Industrial Extractants into Functional Ionic Liquids for Environmentally Friendly Rare Earth Separation journal June 2014
Recycling of rare earths from NdFeB magnets using a combined leaching/extraction system based on the acidity and thermomorphism of the ionic liquid [Hbet][Tf 2 N] journal January 2015
Purification of crude In(OH) 3 using the functionalized ionic liquid betainium bis(trifluoromethylsulfonyl)imide journal January 2018
Extraction kinetics of mixed rare earth elements with bifunctional ionic liquid using a constant interfacial area cell journal January 2017
Solvent Extraction and Separation of Trivalent Lanthanides Using Cyphos IL 104, a Novel Phosphonium Ionic Liquid as Extractant journal June 2016
Studies on Liquid-Liquid Extraction of Yttrium and Separation from Other Rare Earth Elements Using Bifunctional Ionic Liquids journal June 2018
Liquid/Liquid Extraction of Metal ions in room Temperature Ionic Liquids journal June 2001
Recent Advances in Extraction and Separation of Rare-Earth Metals Using Ionic Liquids journal January 2011
Extraction Equilibrium of Valuable Metals from NdFeB Permanent Magnet Using Carboxylic Acid as Extractant journal January 2017
Application of Ionic Liquids for the Separation of Rare Earth Metals journal January 2012
Homogeneous Liquid–Liquid Extraction of Rare Earths with the Betaine—Betainium Bis(trifluoromethylsulfonyl)imide Ionic Liquid System journal October 2013
Recovery of Rare Earth Elements (REEs) Using Ionic Solvents journal July 2021

Similar Records

Effect of aqueous hydrochloric acid and zwitterionic betaine on the mutual solubility between a protic betainium-based ionic liquid and water
Journal Article · Wed Nov 28 19:00:00 EST 2018 · Journal of Molecular Liquids · OSTI ID:1496879