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

被引:36
|
作者
Zeng, Qingying [1 ]
Mukherjee, Arijit [1 ]
Mueller, Peter [3 ]
Rogers, Robin D. [2 ]
Myerson, Allan S. [1 ]
机构
[1] MIT, Dept Chem Engn, Novartis MIT Ctr Continuous Mfg, 77 Massachusetts Ave, Cambridge, MA 02139 USA
[2] McGill Univ, Dept Chem, 801 Sherbrooke St W, Montreal, PQ H3A 0B8, Canada
[3] MIT, Dept Chem, 6-331,77 Massachusetts Ave, Cambridge, MA 02139 USA
基金
美国国家科学基金会;
关键词
MOLECULAR PACKING MODES; CRYSTAL; ISONICOTINAMIDE; NUCLEATION; CRYSTALLIZATION; MIXTURES; SOLVENTS;
D O I
10.1039/c7sc04353h
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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 pentamorphic system, to investigate the variation in the polymorphic outcome. This approach helped to obtain the forms that were otherwise inaccessible in ILs.
引用
收藏
页码:1510 / 1520
页数:11
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