Separation and detection of meta- and ortho- substituted benzene isomers by water-soluble pillararene
KAUST DepartmentAdvanced Membranes and Porous Materials Research Center
Chemical Science Program
Clean Combustion Research Center
Physical Science and Engineering (PSE) Division
Smart Hybrid Materials (SHMs) lab
Online Publication Date2020-06-10
Print Publication Date2020-06
Embargo End Date2021-05-25
Permanent link to this recordhttp://hdl.handle.net/10754/662988
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AbstractEfficient and energy-saving separation of benzene isomers bearing a diverse range of functional groups is a great challenge due to their overlapping physicochemical properties. Here, we report a water soluble pillararene (WP5) that is successfully used as a multifunctional material for the separation and detection of meta/orthosubstituted benzene isomers in water. A liquid-liquid extraction strategy was used for the separation of these benzene isomers based on their different affinity to WP5 in water. The selectivity for the metaover the ortho- isomer for xylenes, chlorotoluene and bromotoluene was 88.6%, 88.3% and 95.0% respectively, in one extraction cycle. Furthermore, a fluorescence indicator system based on WP5 and a fluorescent dye molecule (10-methylacridinium, D) was adopted and exhibited significant fluorescence and optical discrimination upon the addition of MX compared to OX, which implies that a simple “turn-on” detection can be performed prior to engaging in the separation process.
CitationZhang, G., Moosa, B., Chen, A., & Khashab, N. (2020). Separation and detection of meta- and ortho- substituted benzene isomers by water-soluble pillararene. ChemPlusChem. doi:10.1002/cplu.202000275
SponsorsWe thank King Abdullah University of Science and Technology (KAUST) and the AMPM center for supporting this work.