Pyridoxal derived AIEgen as a fluorescent pH sensor

Pyridoxal derived AIEgen as a fluorescent pH sensor

The pH plays a foremost role in many biological and chemical processes, so their determination is very important. In this manuscript, an easy-to-prepare pyridoxal derived Schiff base L was investigated for the fluorescent sensing of pH. The weakly emissive L in DMSO turned to red emissive L with the...

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Bibliographic Details
Published in:Dyes and pigments Vol. 184; p. 108844
Main Authors: Bamnavat, Kajal, Bhardwaj, Vinita, Anand, Thangaraj, Kumar, SK Ashok, Sahoo, Suban K.
Format: Journal Article
Language:English
Published: Elsevier Ltd 01-01-2021
Subjects:
AIE
DFT
Fluorescent pH sensor
Pyridoxal
Schiff base
Schiff base
Pyridoxal
Fluorescent pH sensor
DFT
AIE
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Summary:The pH plays a foremost role in many biological and chemical processes, so their determination is very important. In this manuscript, an easy-to-prepare pyridoxal derived Schiff base L was investigated for the fluorescent sensing of pH. The weakly emissive L in DMSO turned to red emissive L with the increase in the poor solvent fraction in DMSO because of the combined effects of the aggregation-induced emission (AIE) and excited-state intramolecular proton-transfer (ESIPT). The formation of needle-like self-aggregates of L was examined by SEM analyses. Also, the tendency to form self-aggregates was investigated by DFT calculations. The self-aggregates of L in mixed DMSO:HEPES medium containing 95% HEPES was applied for the fluorescent sensing of pH. The red-emissive self-aggregates of L in the physiological pH turned to green emissive due to the deprotonation of pyridoxal-OH. The fluorescence titration data at different pH was analysed to estimate a pKa value of 9.08 for the pyridoxal-OH. [Display omitted] •An easy-to-prepare pyridoxal derived Schiff base L was investigated for the fluorescent sensing of pH.•Weakly emissive L in DMSO turned to red emissive L with the increase in the poor solvent fraction in DMSO.•L showed red emission due to the combined effects of the aggregation-induced emission (AIE) and ESIPT.•The self-aggregates of L in mixed DMSO:HEPES medium was applied for the fluorescent pH sensing.
ISSN:0143-7208
1873-3743
DOI:10.1016/j.dyepig.2020.108844