Acidity Scale in a Choline Chloride- and Ethylene Glycol-Based Deep Eutectic Solvent and Its Implication on Carbon
Man-Ni Nie1, Zhen Wang2, Qian-Hang Niu2
1Aulin College, Northeast Forestry University, Harbin 150040, China.
The Journal of Organic Chemistry
|April 20, 2023
Summary
Researchers established an acidity scale for organic acids in a deep eutectic solvent (DES). Basicity of the DES anion determined carbon dioxide absorption capacity, crucial for CO2 capture applications.
Area of Science:
- Physical Chemistry
- Green Chemistry
Background:
- Deep eutectic solvents (DESs) offer tunable properties for chemical applications.
- Understanding acid-base behavior and gas absorption in DESs is critical for their industrial implementation.
Purpose of the Study:
- To establish an equilibrium acidity (pKa) scale for Brönsted organic acids in a choline chloride/EG-based DES.
- To investigate the CO2 absorption capabilities and kinetics in functionalized DESs.
- To correlate DES properties with acid-base behavior and CO2 capture efficiency.
Main Methods:
- Ultraviolet-visible (UV-Vis) spectroscopy was employed to determine pKa values.
- Acidity scales were established for 16 Brönsted organic acids in [Ch][Cl]:2EG.
- Carbon dioxide absorption capacity and kinetics were measured for various anion-functionalized DESs ([Ch][X]:2EG).
Main Results:
- An acidity scale spanning 6 pKa units was established in the [Ch][Cl]:2EG DES, comparable to aqueous systems.
- The solvent properties of [Ch][Cl]:2EG differ significantly from conventional molecular solvents.
- CO2 absorption capacity in DESs is directly correlated with the basicity of the constituent anion ([X]), with stronger basicity yielding higher absorption.
Conclusions:
- The [Ch][Cl]:2EG DES provides a versatile medium for studying acid-base equilibria.
- The anion's basicity is a key factor governing CO2 absorption in functionalized DESs.
- These findings support the development of DESs for efficient CO2 capture technologies.
Related Concept Videos
Leveling Effect
851
In acid-base chemistry, the leveling effect refers to the limitation imposed by the solvent on the strength of acids and bases in solution. When a base stronger than the solvent's conjugate base is used, it deprotonates the solvent until the base is entirely consumed, making it ineffective against weaker acids. Conversely, an acid stronger than the solvent's conjugate acid protonates the solvent until the acid is depleted, rendering it ineffective against weaker bases. Essentially, the...
851
Leveling Effect and Non-Aqueous Acid-Base Solutions
8.2K
This lesson defines the leveling effect in acidic and basic solutions and its role in aqueous and non-aqueous solutions. It is essential to understand the competing nature of various species in a chemical system.
The Leveling Effect of a Solvent
A generic acid (HA) reacts with the generic base (B-) to yield the corresponding conjugate base (A-) and conjugate acid (HB):
The Leveling Effect of a Solvent
A generic acid (HA) reacts with the generic base (B-) to yield the corresponding conjugate base (A-) and conjugate acid (HB):
8.2K
Polyprotic Acids
29.3K
Acids are classified by the number of protons per molecule that they can give up in a reaction. Acids such as HCl, HNO3, and HCN that contain one ionizable hydrogen atom in each molecule are called monoprotic acids. Their reactions with water are:
29.3K
Extraction: Effects of pH
564
Consider a neutral form of an amine, B, with a partition coefficient, K, in a liquid mixture containing organic and aqueous phases. The pH of the aqueous phase affects the charge on acidic and basic solutes, and the charged form is usually more soluble in the aqueous phase. Suppose the conjugate acid form of the amine is soluble only in the aqueous phase while the base form is soluble in both phases. Then the distribution coefficient, D, can be given as the ratio of amine concentration in the...
564
Physical Properties Affecting Solubility
22.8K
Solutions of Gases in Liquids
As for any solution, the solubility of a gas in a liquid is affected by the attractive intermolecular forces between solute and solvent species. Unlike solid and liquid solutes, however, there is no solute-solute intermolecular attraction to overcome when a gaseous solute dissolves in a liquid solvent since the atoms or molecules comprising a gas are far separated and experience negligible interactions. Consequently, solute-solvent interactions are the sole...
As for any solution, the solubility of a gas in a liquid is affected by the attractive intermolecular forces between solute and solvent species. Unlike solid and liquid solutes, however, there is no solute-solute intermolecular attraction to overcome when a gaseous solute dissolves in a liquid solvent since the atoms or molecules comprising a gas are far separated and experience negligible interactions. Consequently, solute-solvent interactions are the sole...
22.8K
Solvating Effects
7.5K
An understanding of the solvating effect helps rationalize the relation between solvation and acidity of the compound. In addition, this also explains the relative stability of conjugate bases for compounds with different pKa values. This lesson details, in-depth, the principle of solvating effects. The strength of an acid and the stability of its corresponding conjugate base are determined using pKa values. This observed relationship is a consequence of solvation, which is the interaction...
7.5K


