Related Experiment Video
Updated: May 20, 2026
06:44
From Molecules to Materials: Engineering New Ionic Liquid Crystals Through Halogen Bonding
Published on: March 24, 2018
Lanthanoid-based ionic liquids incorporating the dicyanonitrosomethanide anion
Anthony S R Chesman1, Mei Yang, Nicolas D Spiccia
1School of Chemistry, Monash University, Clayton, Victoria 3800, Australia.
Chemistry (Weinheim an Der Bergstrasse, Germany)
|June 30, 2012
Summary
New low-melting-point salts featuring hexakisdicyanonitrosomethanidolanthanoidate anions were synthesized. Complex 3Ce exhibited the lowest melting point for this anion class, highlighting the impact of cation choice on ionic liquid properties.
Area of Science:
- Coordination Chemistry
- Materials Science
- Ionic Liquids
Background:
- Lanthanoidate complexes with hexakisdicyanonitrosomethanidolanthanoidate (Ln(dcnm)6)3- anions are of interest for their unique properties.
- Investigating the influence of various organic cations on the thermal properties of these lanthanoidate salts is crucial for developing new materials.
Purpose of the Study:
- To synthesize and characterize a series of novel low-melting-point salts containing the [Ln(dcnm)6]3- anion.
- To explore the structure-property relationships, particularly the effect of different cations on the melting points and ionic liquid behavior.
- To identify potential candidates for applications requiring low melting points and ionic liquid characteristics.
Main Methods:
- Synthesis of lanthanoidate salts with diverse organic cations including imidazolium, pyridinium, and ammonium-based cations.
- Characterization using X-ray crystallography to determine the solid-state structures of selected complexes.
- Thermal analysis, including melting point determination, to assess their potential as ionic liquids.
Main Results:
- Successful synthesis of several new salts with the [Ln(dcnm)6]3- anion, including complexes with 1-ethyl-3-methylimidazolium, 1-ethyl-2,3-dimethylimidazolium, N-butyl-4-methylpyridinium, butyltrimethylammonium, and choline cations.
- Complexes 1Ln and 2Pr were identified as ionic liquids.
- Complex 3Ce demonstrated the lowest melting point (38.1°C) among known [Ln(dcnm)6]3- containing salts.
- Ammonium-based cations generally resulted in higher melting points, with only specific butyltrimethylammonium salts melting below 100°C.
- The choline-containing complex 5Ce showed no melting up to 160°C, potentially due to hydrogen bonding.
Conclusions:
- The choice of organic cation significantly influences the melting point and ionic liquid behavior of hexakisdicyanonitrosomethanidolanthanoidate salts.
- The imidazolium and pyridinium cations are effective in forming low-melting-point salts and ionic liquids with the [Ln(dcnm)6]3- anion.
- Further investigation into hydrogen bonding effects in choline-based salts is warranted.
- These findings contribute to the design of novel lanthanoidate-based ionic liquids for various applications.
More Related Videos
09:44Development, Characterization, and Evaluation of CAGE-based Ionic Liquid Systems for Transdermal Delivery
Published on: September 26, 2025
11:04Synthesis of Ionic Liquid Based Electrolytes, Assembly of Li-ion Batteries, and Measurements of Performance at High Temperature
Published on: December 20, 2016
Related Concept Videos
02:42Ionic Crystal Structures
Ionic crystals consist of two or more different kinds of ions that usually have different sizes. The packing of these ions into a crystal structure is more complex than the packing of metal atoms that are the same size.
Most monatomic ions behave as charged spheres, and their attraction for ions of opposite charge is the same in every direction. Consequently, stable structures for ionic compounds result (1) when ions of one charge are surrounded by as many ions as possible of the opposite...
Most monatomic ions behave as charged spheres, and their attraction for ions of opposite charge is the same in every direction. Consequently, stable structures for ionic compounds result (1) when ions of one charge are surrounded by as many ions as possible of the opposite...
02:55Solubility of Ionic Compounds
Solubility is the measure of the maximum amount of solute that can be dissolved in a given quantity of solvent at a given temperature and pressure. Solubility is usually measured in molarity (M) or moles per liter (mol/L). A compound is termed soluble if it dissolves in water.
02:34Structural Isomerism
Isomerism in Complexes
Isomers are different chemical species that have the same chemical formula. Structural isomerism of coordination compounds can be divided into two subcategories, the linkage isomers and coordination-sphere isomers.
Linkage isomers occur when the coordination compound contains a ligand that can bind to the transition metal center through two different atoms. For example, the CN− ligand can bind through the carbon atom or through the nitrogen atom. Similarly, SCN− can be...
Isomers are different chemical species that have the same chemical formula. Structural isomerism of coordination compounds can be divided into two subcategories, the linkage isomers and coordination-sphere isomers.
Linkage isomers occur when the coordination compound contains a ligand that can bind to the transition metal center through two different atoms. For example, the CN− ligand can bind through the carbon atom or through the nitrogen atom. Similarly, SCN− can be...
01:18Aromatic Hydrocarbon Anions: Structural Overview
Neutral hydrocarbons like cyclopentadiene with an odd number of carbon atoms and one intervening CH2 group in the ring are not aromatic. Cyclopentadiene with 4 π electrons does not satisfy the 4n + 2 π electron rule. Additionally, the intervening CH2 group is sp3 hybridized and lacks a vacant p orbital, thereby interrupting the overlap of p orbitals in a continuous manner and preventing the delocalization of π electrons throughout the ring.
Due to the absence of continuous overlap of p...
Due to the absence of continuous overlap of p...
03:13Intermolecular Forces
Atoms and molecules interact through bonds (or forces): intramolecular and intermolecular. The forces are electrostatic as they arise from interactions (attractive or repulsive) between charged species (permanent, partial, or temporary charges) and exist with varying strengths between ions, polar, nonpolar, and neutral molecules. The different types of intermolecular forces are ion–dipole, dipole–dipole, hydrogen bonds, and dispersion; among these, dipole–dipole, hydrogen bonds, and dispersion...
01:14Nucleophilic Aromatic Substitution of Aryldiazonium Salts: Aromatic SN1
Treating arylamines with nitrous acid gives aryldiazonium salts that are effective substrates in nucleophilic aromatic substitution reactions. The diazonio group in these salts can be easily displaced by different nucleophiles, yielding a wide variety of substituted benzenes. The leaving group departs as nitrogen gas, and this easy elimination is the driving force for the substitution reaction.
In the Sandmeyer reaction, for example, the diazonio group is replaced by a chloro, bromo, or cyano...
In the Sandmeyer reaction, for example, the diazonio group is replaced by a chloro, bromo, or cyano...