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Characterizing the Effects of a “Switchable Water” Additive on the Aqueous Solubility of Small Molecules
Author(s) -
Vanderveen Jesse R.,
Burra Sarika,
Geng Jialing,
Goyon Alexandre,
Jardine Alexander,
Shin Hyejin E.,
Andrea Tamer,
Dyson Paul J.,
Jessop Philip G.
Publication year - 2018
Publication title -
chemphyschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.016
H-Index - 140
eISSN - 1439-7641
pISSN - 1439-4235
DOI - 10.1002/cphc.201701303
Subject(s) - chemistry , aqueous solution , solubility , solvation , salt (chemistry) , inorganic chemistry , molecule , amine gas treating , ionic bonding , organic chemistry , chemical engineering , ion , engineering
“Switchable water” is an aqueous solution containing a water‐soluble amine additive that exhibits CO 2 ‐switchable properties, such as large changes in ionic strength, by forming an ammonium bicarbonate salt. Switchable water has been used to reversibly “salt‐out” organic compounds from water. This study explores the salting out of several compounds in switchable water when CO 2 is present and also explores the solubility of small molecules in switchable water, compared to pure water, when CO 2 is absent. The results show that organic compounds are generally more soluble in switchable water than pure water in the absence of CO 2 , but less soluble in the presence of 1 atm CO 2 . Exceptions include carboxylic acids and phenols which, presumably due to their acidity, are more soluble in switchable water than in pure water, even when CO 2 is applied. Kirkwood–Buff solvation theory was applied to gain insights into the effects of the amine additive on the aqueous solubility of caffeine. Furthermore, the switchable properties of the additives allow for the preparation of switchable aqueous two‐phase systems.