Issue 6, 2018

Exploring the role of ionic liquids to tune the polymorphic outcome of organic compounds

Abstract

While molecular solvents are commonly used in the screening of polymorphs, the choices are often restricted. Ionic liquids (ILs) – also referred as designer solvents – have immense possibility in this regard because of their wide flexibility of tunability. More importantly, the interactions among the IL components are completely unique compared to those present in the molecular solvents. In this context, we have chosen tetrolic acid (TA) and isonicotinamide (INA), which showed solution-structure link in molecular solvents in the past, as probes to investigate the role of imidazolium based ionic liquids in the polymorphism of these two systems and whether the different solute–solvent interactions in ILs affect the polymorphic outcome. It is observed that the selected imidazolium-based ILs, with varying anion basicity have influenced the crystallization outcome by the interaction between ILs and model compounds. Later, we have utilized the concept of double salt ionic liquids (DSIL) for INA, a penta-morphic system, to investigate the variation in the polymorphic outcome. This approach helped to obtain the forms that were otherwise inaccessible in ILs.

Graphical abstract: Exploring the role of ionic liquids to tune the polymorphic outcome of organic compounds

Supplementary files

Article information

Article type
Edge Article
Submitted
07 Oct 2017
Accepted
13 Dec 2017
First published
22 Dec 2017
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY license

Chem. Sci., 2018,9, 1510-1520

Exploring the role of ionic liquids to tune the polymorphic outcome of organic compounds

Q. Zeng, A. Mukherjee, P. Müller, R. D. Rogers and A. S. Myerson, Chem. Sci., 2018, 9, 1510 DOI: 10.1039/C7SC04353H

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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