Jiang Haihui Joy, Imberti Silvia, Simmons Blake A, Atkin Rob, Warr Gregory G
School of Chemistry and Sydney Nano Institute, The University of Sydney, NSW, 2006, Australia.
STFC, Rutherford Appleton Laboratory, Didcot, OX11 0QX, UK.
ChemSusChem. 2019 Jan 10;12(1):270-274. doi: 10.1002/cssc.201802016. Epub 2018 Nov 9.
Certain protic ionic liquids (PILs) are potentially low-cost, high-efficiency solvents for the extraction and processing of aromatic compounds. To understand the key design features of PILs that determine solubility selectivity at the atomic level, neutron diffraction was used to compare the bulk structure of two PILs with and without an aromatic solute, guaiacol (2-methoxyphenol). Guaiacol is a common lignin residue in biomass processing, and a model compound for anisole- or phenol-based food additives and drug precursors. Although the presence of amphiphilic nanostructure is important to facilitate the dissolution of solute nonpolar moieties, the local geometry and competitive interactions between the polar groups of the cation, anion, and solute are found to also strongly influence solvation. Based on these factors, a framework is presented for the design of PIL structure to minimize competition and to enhance driving forces for the dissolution of small aromatic species.
某些质子离子液体（PILs）可能是用于提取和处理芳香族化合物的低成本、高效溶剂。为了在原子水平上理解决定溶解度选择性的PILs的关键设计特征，使用中子衍射比较了两种有和没有芳香族溶质愈创木酚（2-甲氧基苯酚）的PILs的本体结构。愈创木酚是生物质加工中常见的木质素残留物，也是基于苯甲醚或苯酚的食品添加剂和药物前体的模型化合物。虽然两亲性纳米结构的存在对于促进溶质非极性部分的溶解很重要，但发现阳离子、阴离子和溶质的极性基团之间的局部几何形状和竞争相互作用也强烈影响溶剂化作用。基于这些因素，提出了一个PIL结构设计框架，以尽量减少竞争并增强小分子芳香族物质溶解的驱动力。
