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探索离子液体在调控有机化合物多晶型结果方面的作用。

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

作者信息

Zeng Qingying, Mukherjee Arijit, Müller Peter, Rogers Robin D, Myerson Allan S

机构信息

Novartis-MIT Center for Continuous Manufacturing , Department of Chemical Engineering , Massachusetts Institute of Technology , 77 Massachusetts Avenue , Cambridge , Massachusetts 02139 , USA . Email:

Department of Chemistry , Massachusetts Institute of Technology , 6-331, 77 Massachusetts Avenue , Cambridge , Massachusetts 02139 , USA.

出版信息

Chem Sci. 2017 Dec 22;9(6):1510-1520. doi: 10.1039/c7sc04353h. eCollection 2018 Feb 14.

Abstract

While molecular solvents are commonly used in the screening of polymorphs, the choices are often restricted. Ionic liquids (ILs) - also referred as - 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.

摘要

虽然分子溶剂在多晶型物筛选中常用,但选择往往受限。离子液体(ILs)——也被称为——在这方面有巨大潜力,因为其可调性的广泛灵活性。更重要的是,与分子溶剂中的相互作用相比,离子液体成分之间的相互作用完全独特。在此背景下,我们选择了过去在分子溶剂中显示出溶液 - 结构联系的四炔酸(TA)和异烟酰胺(INA)作为探针,以研究咪唑基离子液体在这两个体系多晶型中的作用,以及离子液体中不同的溶质 - 溶剂相互作用是否会影响多晶型结果。据观察,所选的具有不同阴离子碱性的咪唑基离子液体通过离子液体与模型化合物之间的相互作用影响了结晶结果。后来,我们将双盐离子液体(DSIL)的概念用于INA(一个五晶型体系),以研究多晶型结果的变化。这种方法有助于获得在离子液体中原本无法得到的晶型。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/90d5/5887107/8c91c230d6b1/c7sc04353h-f1.jpg

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