DataVXACS Applied Materials & InterfacesPaper
journal article·2022-02-09

Selective Extraction, Recovery, and Sensing of Hydroquinone Mediated by a Supramolecular Pillar[5]quinone Quinhydrone Charge-Transfer Complex

Puttipong Pananusorn, Araya Ruengsuk, Andrew Docker, Korawit Khamphaijun, Kitima Sirivibulkovit, Mongkol Sukwattanasinitt, Jonggol Tantirungrotechai, Phoonthawee Saetear, Taweetham Limpanuparb, Thanthapatra Bunchuay

ACS Applied Materials & Interfaces· Volume 14· Issue 5
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Source abstract

Abstract

Intermolecular interactions between an electron-rich aromatic hydroquinone (HQ) with its electron deficient counterpart, benzoquinone (BQ), result in the formation of a quinhydrone charge-transfer complex. Herein, we report a novel quinhydrone-type complex between pillar[5]quinone (P[5]Q) and HQ. Characterized by a suite of spectroscopic techniques including 1H NMR, UV–visible, and FTIR together with PXRD, SEM, BET, CV, and DFT modeling studies, the stability of the complex is determined to be due to an electron–proton transfer reaction coupled with a complementary donor–acceptor interaction. The selectivity of P[5]Q toward HQ over other dihydroxybenzene isomers allows for not only the naked-eye detection of HQ but also its selective liquid–liquid extraction and recovery from aqueous media.
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Research context

OpenAlex topics: Porphyrin and Phthalocyanine Chemistry · Molecular Sensors and Ion Detection · Supramolecular Chemistry and Complexes

SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.

Affiliations

Department of Chemistry and Center of Excellence for Innovation in Chemistry (PERCH-CIC), Faculty of Science, Mahidol University, Bangkok 10400, Thailand

Chemistry Research Laboratory, Department of Chemistry, University of Oxford, 12 Mansfield Road, Oxford OX1 3TA, U.K.

Department of Chemistry, Faculty of Science, Chulalongkorn University, Bangkok 10330, Thailand

Science Division, Mahidol University International College, Mahidol University, Salaya 73170, Thailand

Funding

Engineering and Physical Sciences Research Council · Thailand Research Fund · Mahidol University · Ministry of Higher Education, Science, Research and Innovation, Thailand · Mid-Career Researcher Development grant

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