Selective Extraction, Recovery, and Sensing of Hydroquinone Mediated by a Supramolecular Pillar[5]quinone Quinhydrone Charge-Transfer Complex
Issued Date
2022-02-09
Resource Type
ISSN
19448244
eISSN
19448252
Scopus ID
2-s2.0-85123985464
Pubmed ID
35094511
Journal Title
ACS Applied Materials and Interfaces
Volume
14
Issue
5
Start Page
6810
End Page
6817
Rights Holder(s)
SCOPUS
Bibliographic Citation
ACS Applied Materials and Interfaces Vol.14 No.5 (2022) , 6810-6817
Suggested Citation
Pananusorn P., Ruengsuk A., Docker A., Khamphaijun K., Sirivibulkovit K., Sukwattanasinitt M., Tantirungrotechai J., Saetear P., Limpanuparb T., Bunchuay T. Selective Extraction, Recovery, and Sensing of Hydroquinone Mediated by a Supramolecular Pillar[5]quinone Quinhydrone Charge-Transfer Complex. ACS Applied Materials and Interfaces Vol.14 No.5 (2022) , 6810-6817. 6817. doi:10.1021/acsami.1c22583 Retrieved from: https://repository.li.mahidol.ac.th/handle/20.500.14594/85093
Title
Selective Extraction, Recovery, and Sensing of Hydroquinone Mediated by a Supramolecular Pillar[5]quinone Quinhydrone Charge-Transfer Complex
Author's Affiliation
Other Contributor(s)
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.