Separation and detection of meta- and ortho- substituted benzene isomers by water-soluble pillar[5]arene

Gengwu Zhang, Basem Moosa, Aiping Chen, Niveen M. Khashab

Research output: Contribution to journalArticlepeer-review

4 Scopus citations

Abstract

Efficient 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 pillar[5]arene (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.
Original languageEnglish (US)
Pages (from-to)1244-1248
Number of pages5
JournalChemPlusChem
Volume85
Issue number6
DOIs
StatePublished - May 25 2020

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