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Hydrogen-Bonding-Driven Ion-Pair Formation in Protic Ionic Liquid Aqueous Solution.

Lei Zhang1, Zhang Zhang1, Wen-Li Yuan1

  • 1College of Chemistry, Sichuan University, Chengdu, 610064, China.

Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry
|September 20, 2019
PubMed
Summary
This summary is machine-generated.

The acidity of bio-based amino acid ionic liquids (AAILs) in water depends on both cation and anion, contrary to prior assumptions. This study reveals how ion pairing and hydrogen bonds influence their solvation and acidity properties.

Keywords:
Brønsted acidityhydrogen bondion pairprotic ionic liquidssolvation

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Area of Science:

  • Green chemistry
  • Physical chemistry
  • Materials science

Background:

  • Protic ionic liquids (PILs) exhibit unique properties in aqueous solutions, crucial for their applications.
  • Understanding the solvation of PILs in water is essential for predicting their behavior and performance.
  • Bio-based amino acid ionic liquids (AAILs) offer a sustainable alternative, but their solvation properties require detailed investigation.

Purpose of the Study:

  • To investigate the solvation of bio-based AAILs in water using acidity as a probe.
  • To determine how cation and anion choices influence the acidity of AAILs.
  • To elucidate the underlying mechanisms governing AAIL solvation and acidity.

Main Methods:

  • Studied the acidity (pKa values) of 49 different [AA]X AAILs, comprising 7 cations and 7 anions.
  • Analyzed the influence of both cation and anion on the measured acidity.
  • Employed quantum-chemistry calculations to explore cation-anion interactions and their effect on acidity.

Main Results:

  • The acidity of [AA]X AAILs was found to vary significantly with both cation and anion.
  • This acidity variation contradicts the conventional assumption of anion independence in PIL acidity.
  • Evidence suggests the formation of ion pairs, mediated by cation-anion hydrogen bonds, influences the acid-base balance.

Conclusions:

  • The acidity of bio-based AAILs is not solely determined by the cation but is also modulated by the anion.
  • A revised solvation model involving ion pair formation provides a better explanation for observed acidity trends.
  • This research offers novel insights into PIL solvation from an acidity perspective, impacting their application development.