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Citation: XU Haiyun, FENG Cuilan, LIU Ying. Synthesis and Spectroscopic Properties of the Alkaline pH Fluorescent Probe Based on a Novel Exocyclic Rings-Fused Dipyrrometheneboron Difluoride Fluorophore[J]. Chinese Journal of Applied Chemistry, ;2011, 28(8): 949-955. doi: 10.3724/SP.J.1095.2011.00666 shu

Synthesis and Spectroscopic Properties of the Alkaline pH Fluorescent Probe Based on a Novel Exocyclic Rings-Fused Dipyrrometheneboron Difluoride Fluorophore

1.
Department of Chemistry, Shangqiu Normal College, Shangqiu 476000

Corresponding author: XU Haiyun,
Received Date: 10 November 2010
Available Online: 14 January 2011

Two novel exocyclic ring-fused dipyrrometheneboron difluoride(BODIPY) dyes substituted with p-hydroxyphenyl or phenyl subunit at the meso-position have been prepared.Their absorption and steady-state fluorescence properties are investigated in polar and nonpolar solvents.The fluorometric titration measurements were carried out to examine their responsive abilities to pH change in the basic CH₃CN-H₂O solution.The results indicate that strong fluorescence of dye 1 is significantly quenched by adding OH^- to the solution,and the addition of the CF₃COOH into the basic solution restores the quenched fluorescence.In CH₃CN-H₂O(volume ratio 1:1) solution,dye 1 can be qualified as a very sensitive fluorescent probe for pH sensing in the alkaline region,with a pK_a value as 10.23 when the excitation and emission wavelengths of dye 1 are 490 nm and 540 nm,respectively.
- boradiazaindacene,
- fused exocyclic rings,
- the alkaline medium,
- electron transfer,
- pH fluorescent probe
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