Document Type

Journal Article

Department/Unit

Department of Chemistry

Title

Ratiometric spiropyran-based fluorescent pH probe

Language

English

Abstract

Spiropyran (SP) is an attractive molecular platform for the design of fluorescent OFF-ON probes for the detection of cations and anions operative on a ring-opening/closing mechanism. By incorporating a benzimidazole moiety at the ortho-position of the oxygen atom of the pyran unit, a ratiometric fluorescent probe in the NIR range for the measurement of pH change in aqueous ACN solution was designed and investigated. The ring-opening mechanism and cis-trans interconversion of the probe are also substantiated by 1H NMR titration. The probe showed a ratiometric change in the pH range from 7.0 to 5.5 and the pKa of the probe was calculated to be 5.9. The relative intensity ratio (I690 nm/I517 nm) changed from 0.08 to 2.11 with a more than 26-fold enhancement in response to the pH variation. © 2013 The Royal Society of Chemistry.

Publication Date

2013

Source Publication Title

RSC Advances

Volume

3

Issue

36

Start Page

15762

End Page

15768

Publisher

Royal Society of Chemistry

DOI

10.1039/C3RA41456F

Link to Publisher's Edition

http://dx.doi.org/10.1039/C3RA41456F

ISSN (electronic)

20462069

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