A sol–gel derived molecular imprinted luminescent PET sensing material for 2,4-dichlorophenoxyacetic acid

Mitch K.-P. LEUNG, Cheuk Fai CHOW, Michael H.-W. LAM

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Abstract

A novel sol–gel derived molecular imprinted luminescent sensing material has been fabricated by a conventional sol–gel process. 2,4-Dichlorophenoxyacetic acid (2,4-D) was used as template for the imprinting process and a tailor-made organosilane, 3-[N,N-bis(9-anthrylmethyl)amino]propyltriethoxysilane (1), was used as the functional monomer. Luminescent properties of 1 were perturbed by acid–base ion-pair formation with 2,4-D leading to suppression of photoinduced electron transfer (PET) quenching of its anthryl fluorophores. Such PET fluorescent response was preserved after the preorganized monomer–template aggregates were cross-linked by a sol–gel process. The resultant sol–gel derived luminescent material was found to selectively respond to 2,4-D in aqueous media at pH 7. Average binding affinity of recognition sites in the material for 2,4-D was estimated to be (2.23 ± 0.5) × 10⁶ M⁻¹. Selectivity of the MIP was also evaluated. The present study demonstrated the feasibility of using a PET mechanism as a means of signal transduction for molecular imprinted polymer (MIP) based luminescent sensing of non-fluorescent analytes. Copyright © 2001 Royal Society of Chemistry.
Original languageEnglish
Pages (from-to)2985-2991
JournalJournal of Materials Chemistry
Volume11
Issue number12
DOIs
Publication statusPublished - Sep 2001

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2,4-Dichlorophenoxyacetic Acid
Acids
Electrons
Signal transduction
Fluorophores
Polymers
Quenching
Monomers
Ions

Citation

Leung, M. K.-P., Chow, C.-F., & Lam, M. H.-W. (2001). A sol–gel derived molecular imprinted luminescent PET sensing material for 2,4-dichlorophenoxyacetic acid. Journal of Materials Chemistry, 11(12), 2985-2991. doi: 10.1039/B103182C