Fluorescent sensor for rapidly and sensitively detecting phosgene as well as preparation method and application of fluorescent sensor
A technology of fluorescent sensor and sensitive detection, applied in the field of fluorescent sensor
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Embodiment 1
[0033] The preparation of embodiment 1 compound BODIPY-AP
[0034] 1) Under nitrogen atmosphere, put pyrrole, triethylamine, and organic solvent 1,2-dichloroethane in a 100mL double-necked round bottom flask, add half the amount of triphosgene solution dropwise, and react at 0°C for 1h , and then add another half amount of triphosgene solution and heat the reaction mixture to reflux at 78°C for 2h, remove the solvent, and obtain compound 1 by silica gel column chromatography; the molar ratio of pyrrole to triphosgene is 3:1.
[0035] 2) Under a nitrogen atmosphere, put compound 1, phosphorus oxychloride, and organic solvent 1,2-dichloroethane in a 100mL double-necked round-bottomed flask, react at 78°C for 4h, and then place it in an ice-water bath, Triethylamine was added in turn, boron trifluoride-diethyl ether solution was reacted for 2 hours, the solvent was removed, and compound 2 was obtained by silica gel column chromatography; the molar ratio of compound 1 to phosphoru...
Embodiment 2
[0040] Embodiment 2 The selectivity of fluorescence sensor BODIPY-AP to phosgene
[0041] The fluorescence sensor in Example 1 was used to evaluate the selectivity of the sensor to phosgene. Such as figure 2 As shown, the fluorescent sensor BODIPY-AP (concentration is 1.0×10 -5 mol / L) in chloroform solution, when various common interfering species are added, the change of the fluorescence intensity of the solution, including: toluenesulfonyl chloride (TsCl), benzoyl chloride (BzCl), SOCl 2 , POCl 3 , acetyl chloride (AC), formaldehyde, HCl, oxalyl chloride (OC), and some nerve agent simulants, diethyl cyanophosphate (DECP), diethyl chlorophosphate (DCP). The fluorescence sensor has an excitation wavelength of 452 nm and an emission wavelength of 530 nm. When phosgene is added to the fluorescent sensor solution in a molar amount 1 times that of the fluorescent sensor, the fluorescence intensity of the fluorescent sensor solution is enhanced nearly 6200 times. When various...
Embodiment 3
[0042] Embodiment 3 Linear relationship between absorbance / fluorescence intensity and phosgene concentration of fluorescent sensor BODIPY-AP
[0043] The fluorescence sensor BODIPY-AP in Example 1 was used to evaluate the linear relationship between the ultraviolet absorption and fluorescence intensity of the sensor and the concentration of phosgene. image 3 It is the variation curve of the fluorescence intensity at 530 nanometers at the ultraviolet absorption 518 nanometers and the emission wavelength, and the results show that: the sensor solution (concentration is 1.0 × 10 -5 mol / L) and the concentration of phosgene between 0~0.7×10 -5 It has a good linear relationship in the mole / liter range and has excellent quantitative detection ability, so it shows good practical applicability.
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