Turn-on-type BODIPY fluorescent sensor and its preparation method and use
A fluorescent sensor and application technology, applied in chemical instruments and methods, fluorescence/phosphorescence, material inspection products, etc., can solve environmental problems and other problems, achieve good yield, simple preparation and separation process, and good water solubility
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preparation example Construction
[0057] Eye Detection CN - The synthetic method of the BODIPY fluorescent sensor is characterized in that the method adopts following preparation steps: BODIPY3 in 50mL round bottom flask (64mg, 0.20mmol),THF / H 2 O (8 / 0.08mL), DDQ (180mg, 0.8mmol) were dissolved in 2mLTHF, and were added dropwise to the reaction flask under the condition of ice-water bath, stirred magnetically at room temperature, reacted for 12 hours, added 20mL water to quench the reaction, extracted, Dry, filter, concentrate under reduced pressure, separate and purify by silica gel column chromatography (300-400 mesh silica gel powder, n-hexane / ethyl acetate=6 / 1, V / V) to obtain orange-red solid powder dye BODIPY4, 60.0mg, yield 90%.
[0058] Aldehyde dye BODIPY4 (166mg, 0.5mmol) and malononitrile (40mg0.6mmol) were dissolved in 10mL of toluene, then a drop of piperidine was added to the mixed solution, stirred at room temperature for 0.5 hours, extracted, dried, filtered, concentrated under reduced press...
Embodiment example 1
[0060] Titration experiments of BODIPY1 in THF-H 2 O (v / v, 1:1), the concentration is 1.0*10 -5 mol / L. During the titration process, the host absorption peak at 547nm gradually disappeared, and a new peak was generated at 511nm, which gradually increased. An isoabsorbing point formed at 513nm indicated that the structure of the compound was changed under the action of cyanide ion, and a new compound was formed. At the same time, the color of the solution changed from pink to light green.
[0061] BODIPY1 and CN - In the fluorescence spectrometric titration of the action, the excitation wavelength used is 490nm, adding CN - The concentration is 0-20 equivalents. During the titration process, the emission peak at 588nm decreased gradually, while the emission peak at 545nm gradually increased. The reaction system was added with 10 equivalents of CN - Afterwards a balance was reached. It can be seen from Figure 2 (B) that BODIPY1 is in THF-H 2 O(v / v,1:1) with CN - After ...
Embodiment example 2
[0063] BODIPY1 solution (concentration is 1.0*10 -5 mol / L) has a maximum absorption peak at 547nm, adding 20 equivalents of F - ,SCN - ,NO 3 - ,Br - , HSO 4 - ,H 2 PO 4 - , Cl - ,ClO 4 - ,AcO - , HSO 3 - and other anions, there is basically no change in the absorption spectrum, when adding 20 equivalents of HPO 4 2- When , the absorption peak at 547nm decreased slightly. After adding 10 equivalents of cyanide ion, the absorption peak at 547nm decreased obviously, and a new absorption peak at 511nm was formed.
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