Related Experiment Video
Updated: Jun 19, 2026

Synthesis of Ionic Liquid Based Electrolytes, Assembly of Li-ion Batteries, and Measurements of Performance at High Temperature
Published on: December 20, 2016
Slightly viscous amino acid ionic liquids: synthesis, properties, and calculations
Ling He1, Guo-Hong Tao, Damon A Parrish
1Department of Chemistry, University of Idaho, Moscow, Idaho, 83844-2343, USA.
Abstract:
Slightly viscous N-alkyl-substituted glycine ester ionic liquids were prepared via alkylation of glycine ethyl esters with appropriate haloalkanes followed by anion exchange with lithium bis(trifluoromethanesulfonyl)amide. These ionic liquids have been characterized by IR, NMR, elemental analysis, thermal stability, phase behavior, viscosity, and density. Compound 9 crystallizes in the monoclinic system, P2(1)/c. The viscosities of the N,N,N-trialkyl-substituted glycine ester ionic liquids (6, 8, 10) are in the approximately 200 to 400 cP range at 25 degrees C. While exhibiting liquid characteristics analogous to the traditional heterocyclic ionic liquids, these new liquids are much less viscous than known amino acid ionic liquids. The correlation of viscosity and temperature was determined. To understand the influence of the alkyl and ester-substituted groups on viscosity, the electronic distributions and the electrostatic potential surfaces of the glycine-based cations, including glycine (Gly(+)), glycine ethyl ester (GlyET(+)), N,N-dimethyl glycine (DMGly(+)), N,N-dimethyl glycine ethyl ester (DMGlyET(+)), N,N-dimethyl-N-propyl glycine ethyl ester (DMPGlyET(+)), N,N-dimethyl-N-3-fluoropropyl glycine ethyl ester (DMPFGlyET(+)), and N-butyl-N,N-dimethyl glycine ethyl ester (DMBGlyET(+)) cations have been investigated and analyzed. The possible effects on the viscosity coming from the intermolecular interactions arising from Coulomb interactions, hydrogen bonding, polarizability effects, and van der Waals interactions are considered.
More Related Videos
06:44From Molecules to Materials: Engineering New Ionic Liquid Crystals Through Halogen Bonding
Published on: March 24, 2018
06:31Highly Stereoselective Synthesis of 1,6-Ketoesters Mediated by Ionic Liquids: A Three-component Reaction Enabling Rapid Access to a New Class of Low Molecular Weight Gelators
Published on: November 27, 2015
Related Concept Videos
Nonideal Two-Component Liquid Solutions
Physical Properties of Carboxylic Acid Derivatives
Among the carboxylic acid derivatives, the boiling points of acid chlorides and esters are very similar and are the lowest in the series. Acid anhydrides have slightly higher boiling...
Basicity of Heterocyclic Aromatic Amines
Surface Tension, Capillary Action, and Viscosity
The various IMFs between identical molecules of a substance are examples of cohesive forces. The molecules within a liquid are surrounded by other molecules and are attracted equally in all directions by the cohesive forces within the liquid. However, the molecules on the surface of a liquid are attracted only by about one-half as many molecules. Because of the unbalanced molecular attractions on the surface molecules, liquids contract to form a shape that minimizes the number...
Viscosity of Fluid
Physical Properties of Amines