A two-photon probe based on fluorescence energy resonance transfer mechanism and its application

An energy resonance transfer and two-photon technology, applied in the field of chemical detection, can solve problems such as threats, needs to be improved, and phosgene leakage to public health, and achieve the effects of large Stokes shift, superior selectivity, and excellent emission signals

Active Publication Date: 2022-04-29
QUFU NORMAL UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Therefore, the leakage of phosgene will pose a great threat to public health.
In recent years, dozens of fluorescent probes for detecting phosgene have been published, but most of these probes are based on photoinduced electron transfer (PET) and intramolecular charge transfer (ICT). Experiments still need to be improved

Method used

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  • A two-photon probe based on fluorescence energy resonance transfer mechanism and its application
  • A two-photon probe based on fluorescence energy resonance transfer mechanism and its application
  • A two-photon probe based on fluorescence energy resonance transfer mechanism and its application

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Embodiment 1

[0046] A Two-Photon Probe Based on Fluorescence Energy Resonance Transfer As a fluorescence donor, the 7-nitrobenzo-2-oxa-1,3-oxadiazole group acts as an acceptor, with two secondary amines with strong nucleophilicity as the response sites, and its chemical name is, 5 -Fluoro-1,3,7,9-tetramethyl-10-(4-(7-(7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)-1 ,4,7,10-tetraazacyclododecyldodecyl-1-yl)phenyl)-5H-dipyrrolo[1,2-c:2',1'-f][1 ,3,2] Diazaboron-4-fluoride, the chemical structure of which is,

[0047]

[0048] The present invention also includes the application of a two-photon probe based on the fluorescence energy resonance transfer mechanism, using absorbent cotton as the carrier of the two-photon probe, and realizing the gaseous state above or below the safe threshold concentration in the single-photon and two-photon modes respectively. Phosgene detection, fluorescence imaging and confocal imaging.

[0049] The reaction mechanism of described detection is:

[0050] With 4,4...

Embodiment 2

[0052] Study on the Fluorescence Spectral Properties of the Probe's Responsiveness to Phosgene

[0053] (1) Prepare a chloroform solution with a probe concentration of 10 mM, prepare a triphosgene concentration of 10 mM, and contain a chloroform solution with a mole fraction of 5% triethylamine, which is a solution with a phosgene concentration of 30 mM;

[0054] (2) First add 10 μL of probe solution to a 5 mL Ep tube, add 2 mL of chloroform solution, and take 0 μL, 1 μL, 2 μL, 3 μL, 4 μL, 5 μL, 6 μL, 7 μL, 8 μL, 9 μL and 10 μL of the solution at a concentration of 10 mM A total of 11 parts of the triphosgene solution were added to the Ep tubes respectively.

[0055] (3) After reacting for 1min, test the fluorescence intensity by a fluorescence spectrophotometer to obtain the fluorescence intensity, and the excitation wavelength for detecting the fluorescence intensity of phosgene is 455nm; obtain the fluorescence titration spectrum of the probe, see figure 2 . It can be se...

Embodiment 3

[0058] Study on the Spectral Properties of the Probe's Selectivity to Phosgene

[0059] (1) Prepare DCP, DECP, DNCP, POC, (COCl) at a concentration of 10mM 2 ,BsCl,p-TsCl,CH 3 COCl, POCl 3 , triphosgene and TEA solution, the solvent is chloroform.

[0060] (2) First add 10 μL, 10 mM probe solution to a 5 mL Ep tube, add 2 mL of chloroform solution, and mix well. Take 60 μL of the above-mentioned prepared solutions and add them to the Ep tubes respectively.

[0061] (3) After reacting for 5 minutes, test the fluorescence intensity by a fluorescence spectrophotometer to obtain the fluorescence intensity ratio, and the excitation wavelength for detecting the fluorescence intensity of phosgene is 455nm;

[0062] (4) Take the substance type as the abscissa and the fluorescence intensity ratio as the ordinate to obtain a histogram about the selectivity of the probe to phosgene, see Figure 4 .

[0063] The addition of phosgene in the figure triggers obvious fluorescence enhanc...

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Abstract

The invention relates to the technical field of chemical detection, in particular to a two-photon probe based on a fluorescence energy resonance transfer mechanism and its application. With 5‑fluoro‑1,3,7,9‑tetramethyl‑5H‑dipyrrolo[1,3,2]diazoborane‑4‑fluoride as the fluorescence donor, 7‑nitrobenzo‑ The 2-oxa-1,3-oxadiazole group is used as an acceptor to construct a fluorescence resonance energy transfer (FRET) mechanism, and two secondary amines with strong nucleophilicity are used as the response sites to achieve a specific response to Phosgene. When Phosgene appears, the detection can be completed within 6 seconds, and the detection limits for liquid and gaseous phosgene are 0.36nM and 10ppm, respectively, which are far below the threshold concentration of phosgene that is harmful to human health (20ppm). More importantly, the application of absorbent cotton as a probe carrier and the detection of gaseous phosgene has played an important role in promoting the development of detection of phosgene.

Description

technical field [0001] The invention relates to the technical field of chemical detection, in particular to a two-photon probe based on a fluorescence energy resonance transfer mechanism and its application. Background technique [0002] Phosgene (phosgene) is an intermediate widely used in industrial synthesis, often appearing in the synthesis of isocyanate and the production of polycarbonate. But what is frightening is that phosgene is a highly toxic colorless gas at the same time. Exposure to phosgene will cause a series of poisoning symptoms, such as non-cardiogenic pulmonary edema, emphysema, and even severe cause death. Unlike other nerve agents (Sarin, Soman, and Tabum), the production of phosgene is not subject to strict legal controls and imprisonment. Modern medicine has proved that exposure to 20ppm of phosgene will cause harm to human lungs, and even more than 90ppm may cause death. Therefore, the leakage of phosgene will pose a great threat to public health. ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F5/02C09K11/06G01N21/64
CPCC07F5/022C09K11/06G01N21/6428G01N21/6456G01N2021/6439C09K2211/1074C09K2211/1055C09K2211/1048
Inventor 尤进茂谭江坤李赞
Owner QUFU NORMAL UNIV
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