Issue 36, 2013
From the journal:

RSC Advances

Ratiometric spiropyran-based fluorescent pH probe†

Qi-Hua You,a   Li Fan,b   Wing-Hong Chan,*a   Albert W. M. Leea  and  Shaomin Shuangb  

* Corresponding authors

a Department of Chemistry, Hong Kong Baptist University, Kowloon Tong, Hong Kong SAR, China
E-mail: whchan@life.hkbu.edu.hk
Fax: +852-3411-7348
Tel: +852-3411-7076

b Center of Environmental Science and Engineering Research, School of Chemistry and Chemical Engineering, Shanxi University, Taiyuan, P.R. China

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.

Graphical abstract: Ratiometric spiropyran-based fluorescent pH probe

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Article information

DOI
https://doi.org/10.1039/C3RA41456F
Article type
Paper
Submitted
25 Mar 2013
Accepted
01 Jul 2013
First published
02 Jul 2013

RSC Adv., 2013,3, 15762-15768

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Ratiometric spiropyran-based fluorescent pH probe

Q. You, L. Fan, W. Chan, A. W. M. Lee and S. Shuang, RSC Adv., 2013, 3, 15762 DOI: 10.1039/C3RA41456F

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