Accelerating Solvent Selection for Type II Porous Liquids

Abstract

Type II porous liquids, comprising intrinsically porous molecules dissolved in a liquid solvent, potentially combine the adsorption properties of porous adsorbents with the handling advantages of liquids. Previously, discovery of appropriate solvents to make porous liquids had been limited to direct experimental tests. We demonstrate an efficient screening approach for this task that uses COSMO-RS calculations, predictions of solvent pK a values from a machine-learning model, and several other features and apply this approach to select solvents from a library of more than 11,000 compounds. This method is shown to give qualitative agreement with experimental observations for two molecular cages, CC13 and TG-TFB-CHEDA, identifying solvents with higher solubility for these molecules than had previously been known. Ultimately, the algorithm streamlines the downselection of suitable solvents for porous organic cages to enable more rapid discovery of Type II porous liquids.

Thermodynamic Evidence for Type II Porous Liquids

“…The density results for 2-chlorophenol and 2-isopropylphenol are also shown in Figure a,b. In previous work, the authors confirmed that CC13 dissolved in 2-chlorophenol and 2-isopropylphenol creates porous liquids . The porous solution density for both phenolic compounds decreased as the concentration of CC13 was increased.…”

“…In previous work, the authors confirmed that CC13 dissolved in 2-chlorophenol and 2-isopropylphenol creates porous liquids. 44 The porous solution density for both phenolic compounds decreased as the concentration of CC13 was increased. This decrease in density resulted in CC13 partial molar volumes of 1630 and 1290 cm 3 /mol CC13 in 2IPP and 2CP, respectively.…”

Permanent cavities in ionic liquids created by metal–organic polyhedra

“…Unlike metal-organic frameworks (MOFs) and POCs, mixing a high amount of MOP in bulky solvents is not viable as they tend to aggregate in bulk due to carrying charges at the periphery, which can affect the longterm stability of the resulting PLs. 12,[26][27][28][29] The solubility and insolubility could be attributed to the degree of interaction among the host and guest molecules, which is studied by 1 H NMR spectroscopy (Fig. S20 †).…”

Composition Gradient High-Throughput Polymer Libraries Enabled by Passive Mixing and Elevated Temperature Operability

“…Although the above designs demonstrate the viability of applying gradient film methodologies to enable HTE in polymer systems, challenges associated with materials' ambient solubility remain. We note that solubility is a common challenge in mobilizing experimental library methods for many materials of interest, including a large subset of polymer semiconductors, 37 photoactive materials, 38 colloidal nanocrystals, 39 membrane materials, 40,41 poly(olefins), 42 and others. Herein, we present a solution coating method for depositing polymer gradient thin films by incorporating a staggered herringbone mixer design.…”