A fluorescent probe for rapid detection of phosgene and organophosphorus chlorides and a preparation method thereof

Abstract

The present application relates to a kind of quick detection of phosgene and organic phosphorus chlorides fluorescent probe and preparation method.The fluorescent probe BDP-ABA of the present application is with BODIPY as fluorophore, 2-amino benzylamine is the compound of recognition group;The fluorescent probe BDP-ABA of the present application is through recognition group and phosgene action, product with green fluorescence is generated;The fluorescent probe BDP-ABA of the present application is through recognition group and organic phosphorus chlorides action, and phosphoramide product with blue fluorescence is generated, and the production cost is low, and it has good selectivity, response time is extremely short (6s), and it has high sensitivity, can be used for the on-site rapid detection of phosgene and organic phosphorus chlorides steam, with great application prospect, and it is extremely significant to promote.

Description

Technical Field

[0001] This invention belongs to the field of functional detection materials and their application technology, and relates to a portable fluorescent probe with a molecular switch and a method for simultaneously detecting multiple analytes using the probe. In particular, it relates to a fluorescent probe that can rapidly and sensitively detect phosgene and organophosphoryl chloride (DCP, diethyl chlorophosphonate) and its preparation method. Background Technology

[0002] Phosgene, also known as carboxyl chloride, is an important organic intermediate with high electrophilic reactivity. Under normal conditions, phosgene is a colorless gaseous substance that readily hydrolyzes to produce asphyxiating toxic gases. Inhalation of high concentrations of phosgene can cause pulmonary edema and severe lung and respiratory damage within 2 minutes, while exposure to 90 ppm of phosgene for 30 minutes can directly lead to death. It readily interacts with acetylcholinesterase, a vital central nervous system enzyme, disrupting nerve impulse transmission, leading to organ failure and ultimately death. Therefore, rapid and highly sensitive detection of phosgene and organophosphorus nerve agents has attracted significant attention from public safety management agencies and industrial safety departments.

[0003] Organophosphate nerve agents are a class of highly toxic large-scale killing agents. Due to their strong inhibitory effect on the neurotransmitter acetylcholine hydrolase, they can rapidly disrupt the transmission of nerve impulses in the human body, causing paralysis of the central nervous system and ultimately leading to death.

[0004] Traditional methods for detecting phosgene and organophosphoryl chloride nerve agent mimics (DCPs) rely on stationary equipment such as gas chromatographs and liquid chromatographs. These instruments are inconvenient to carry, have long measurement times, and are unsuitable for rapid security checks in subways, airports, train stations, and other locations. In recent years, fluorescent probe technology has gradually developed into a powerful analytical tool due to its high sensitivity, high selectivity, real-time detection, and ease of operation. Compared with other technologies, fluorescent probes offer many advantages, enabling highly sensitive, non-invasive, and safe detection using simple and inexpensive instruments. Research on the determination of phosgene or DCP using fluorescent probes has been increasing in recent years. However, some analytical parameters of these currently developed fluorescent probes, such as response time, selectivity, and sensitivity, need further improvement to meet practical applications. Furthermore, most current fluorescent probes can only be used for the detection of a single substance and cannot simultaneously detect phosgene and DCP. Considering the high toxicity and volatility of phosgene and DCP, developing novel fluorescent probes for rapid, selective, and highly sensitive on-site visualization of phosgene and DCP vapors is both crucial and extremely challenging.

[0005] Public safety is a fundamental aspect of people's livelihood and is increasingly attracting widespread attention. Ensuring public safety relies on reliable monitoring; therefore, there is an urgent need to develop a simple and easy-to-operate detection technology to detect phosgene and DCP in the environment. Intelligent sensing technology is a rapidly developing high-tech technology worldwide. It possesses communication and diagnostic functions, improving work efficiency and reducing maintenance costs by providing relevant information to monitoring systems or operators. With the development of electronic and information technology, smartphones have gradually become a multifunctional tool in people's daily lives. Smartphones can intelligently calculate and analyze the response results of fluorescent probes, thereby constructing a portable probe to achieve rapid, quantitative on-site monitoring of phosgene and DCP in the environment. Summary of the Invention

[0006] One of the objectives of this invention is to overcome the problem that existing technologies cannot simultaneously detect phosgene and DCP with fluorescence, and to provide a portable fluorescent probe with stable structure, excellent performance, and the ability to simultaneously and rapidly detect phosgene and DCP with intelligence. It can achieve fast detection speed, high sensitivity, obvious fluorescence changes, low cost, and high efficiency.

[0007] The second objective of this invention is to provide a design strategy and preparation method for fluorescent probes that can be used for the simultaneous, rapid, and intelligent detection of phosgene and DCP.

[0008] Technical solution of the present invention

[0009] A portable fluorescent probe for rapid detection of phosgene and organophosphoryl chlorides is a compound with BODIPY as the fluorophore and 2-aminobenzylamine as the recognition group, and has the chemical formula C. 16 H 15 BF2N4 has the following structure:

[0010]

[0011] The specific synthetic route and steps for preparing the fluorescent probe for rapid detection of phosgene and organophosphoryl chloride are as follows:

[0012]

[0013] Step (1), preparation of compound 1:

[0014] Pyrrole, N,N-diisopropylethylamine, and the organic solvent 1,2-dichloroethane were added sequentially to a container, and the reaction mixture was stirred under a nitrogen atmosphere for 10-60 min. Triphos was dissolved in 1,2-dichloroethane and added dropwise to the above mixture at 0 °C. After reacting for 1-3 h, pyrrole was added, and the mixture was heated under reflux at 70 °C for 1-3 h. Excess solvent was removed under reduced pressure, and the crude product was finally purified by silica gel column chromatography to obtain a white solid as target compound 1.

[0015] Step (2), preparation of compound 2:

[0016] Compound 1, 1,2-dichloroethane, and phosphorus oxychloride were added sequentially to a container. The reaction mixture was then heated under nitrogen atmosphere at 80°C with stirring for 3-5 hours. After the reaction was complete as detected by TCI, the reaction mixture was cooled in an ice bath, and triethylamine was slowly added. After stirring for 2-15 minutes, boron trifluoride diethyl ether was slowly added. The reaction mixture was then heated to room temperature and the reaction continued for 2-5 hours. Excess solvent was removed under reduced pressure. Finally, the crude product was purified by silica gel column chromatography to obtain a red solid, which was the target compound 2.

[0017] Step (3), preparation of the fluorescent probe BDP-ABA:

[0018] Compound 2 (8-chloro-BODIPY), 2-aminobenzylamine, and anhydrous ethanol were added sequentially to a container. Nitrogen gas was then introduced into the reaction mixture and stirred for 0-2 hours. The reaction was then stopped, and excess solvent was removed under reduced pressure. Finally, the crude product was purified by silica gel chromatography to obtain the yellow solid fluorescent probe BDP-ABA.

[0019] Furthermore, the ratio of pyrrole, N,N-diisopropylethylamine, and the organic solvent 1,2-dichloroethane is 0.1-10:0.02-11:0.5-50 (unit mmol), the ratio of triphosgene is 0.05-2 mmol, and the ratio of pyrrole added twice to the mixture containing triphosgene is 0.1-10 mmol.

[0020] Furthermore, in step (2), the ratio of compound 1, 1,2-dichloroethane and phosphorus oxychloride is 0.05-2:0.1-50:0.1-10 (unit mmol), the ratio of added triethylamine is 0.1-10 mmol, and the ratio of added boron trifluoride ether is 0.05-11 mmol.

[0021] Furthermore, in step (3), the molar ratio of compound 2 (8-chloro-BODIPY), 2-aminobenzylamine and anhydrous ethanol is 0.5-5:0.1-10:0.02-50 (unit mmol).

[0022] The portable fluorescent probe for rapid detection of phosgene and DCP provided by this invention can be used to detect the content of phosgene and DCP vapor in real environmental samples.

[0023] The specific detection method is as follows: the probe molecules are dissolved in chloroform organic solvent, and finally prepared into a concentration of 1×10⁻⁶. -5A probe solution with a mole / L concentration was prepared. The meltblown fabric was immersed in the probe solution for 5 minutes, then removed and allowed to air dry naturally. The meltblown fabric loaded with fluorescent probes was then used to detect phosgene and DCP vapors in the environment. The changes in the fluorescence RGB values ​​displayed on the meltblown fabric were read by a smartphone, and the content of phosgene and DCP in the environment was determined based on the established RGB value standard curve and the fluorescence RGB value reading results from the smartphone.

[0024] Advantages and beneficial effects of the present invention:

[0025] The portable fluorescent probe of this invention primarily uses a BODIPY derivative with 2-aminobenzylamine as the recognition group as its chromogenic reagent, making it suitable for the rapid and sensitive simultaneous detection of phosgene and DCP. This probe has a simple molecular structure, is easy to synthesize, and exhibits excellent selectivity for phosgene and DCP, thus avoiding interference from other substances when detecting phosgene and DCP in the environment. The absorbance or fluorescence intensity of the probe solution is related to the concentrations of phosgene and DCP within a certain concentration range (phosgene concentration range: 0–8 × 10⁻⁶). -5 mol / L; DCP concentration range: 0~8×10 -5 The moles per liter (mol / L) exhibit a good linear relationship. Furthermore, the portable probe for rapid detection of phosgene and DCP content of this invention can complete the detection under normal room temperature and other mild conditions, making it convenient, simple, fast, economical, and practical, without special usage limitations. The portable probe of this invention has a short response time, high recognition, high measurement sensitivity, simple manufacturing process, and low cost, making it extremely easy to promote and apply in practice.

[0026] The fluorescent probe BDP-ABA synthesized in this invention has no fluorescence on its own. Upon the addition of phosgene, the recognition group 2-aminobenzylamine interacts with phosgene to form benzimidazolone, opening a molecular switch and restoring the BODIPY structure. This results in a significant enhancement of the probe's green fluorescence at approximately 554 nm, enabling rapid fluorescence detection of phosgene. In the presence of DCP, photoinduced electron transfer is suppressed under excitation light, thus gradually enhancing the blue fluorescence of the probe molecule at approximately 475 nm. Using this blue fluorescence as a detection signal achieves a "turn-on" fluorescence detection of DCP. Attached Figure Description

[0027] Figure 1 The one-dimensional proton NMR spectrum of the fluorescent probe BDP-ABA in Example 1 of this invention, with the horizontal axis representing chemical shift and the vertical axis representing signal intensity.

[0028] Figure 2 The fluorescence spectrum of the fluorescent probe BDP-ABA against phosgene in Example 1 of this invention, with wavelength on the horizontal axis and fluorescence intensity on the vertical axis.

[0029] Figure 3 The fluorescence spectrum of the fluorescent probe BDP-ABA against DCP in Example 1 of this invention, with wavelength on the horizontal axis and fluorescence intensity on the vertical axis.

[0030] Figure 4 The response time of the fluorescent probe BDP-ABA to phosgene and DCP in Example 1 of this invention is shown on the x-axis as wavelength and the y-axis as fluorescence intensity.

[0031] Figure 5 The selectivity of the fluorescent probe BDP-ABA for phosgene and acetyl chloride in Example 1 of this invention is shown on the x-axis as different interfering species and the y-axis as fluorescence intensity values.

[0032] Figure 6 The linear relationship between the fluorescent probe BDP-ABA in Example 1 of this invention and different concentrations of phosgene.

[0033] Figure 7 The linear relationship between the fluorescent probe BDP-ABA in Example 1 of this invention and different concentrations of DCP.

[0034] Figure 8 The fluorescence spectrum of the fluorescent probe BDP-ABA in Example 1 of this invention responds to both phosgene and DCP. The horizontal axis represents wavelength, and the vertical axis represents fluorescence intensity.

[0035] Figure 9 The portable fluorescent probe in Example 1 of this invention enables the visual detection of phosgene at different concentrations.

[0036] Figure 10 The portable fluorescent probe in Example 1 of this invention enables the visual detection of different concentrations of DCP. Detailed Implementation

[0037] Example 1

[0038] A fluorescent probe for simultaneous detection of phosgene and DCP, with the chemical formula C 16 H 15 BF2N4, and the molecule has the following structure:

[0039]

[0040] For the specific preparation method, please refer to the preceding invention description. The preparation method steps are as follows:

[0041] Step (1), preparation of compound 1:

[0042] 10 mmol of pyrrole, 10 mmol of N,N-diisopropylethylamine, and 30 mmol of 1,2-dichloroethane were added sequentially to a container, and the reaction mixture was stirred for 20 min under a nitrogen atmosphere. 1 mmol of triphosgene was dissolved in 1,2-dichloroethane and added dropwise to the above mixture at 0 °C. After reacting for 2 h, 10 mmol of pyrrole was added, and the mixture was heated under reflux at 70 °C for 2 h. Excess solvent was removed under reduced pressure, and the crude product was finally purified by silica gel column chromatography to obtain a white solid as target compound 1.

[0043] Step (2) Preparation of compound 2:

[0044] 1 mmol of compound 1, 30 mmol of 1,2-dichloroethane, and 10 mmol of phosphorus oxychloride were added sequentially to a container. The reaction mixture was then heated under nitrogen atmosphere at 80 °C with stirring for 3 h. After the reaction was complete as detected by TCI, the reaction mixture was cooled in an ice bath, and 10 mmol of triethylamine was slowly added. After stirring for 5 min, 11 mmol of boron trifluoride diethyl ether was slowly added. The reaction mixture was then heated to room temperature and the reaction was continued for 3 h. Excess solvent was removed under reduced pressure, and the crude product was finally purified by silica gel column chromatography to obtain a red solid, which was the target compound 2 (8-chloro-BODIPY).

[0045] Step (3), preparation of the fluorescent probe BDP-ABA:

[0046] 1 mmol of 8-chloro-BODIPY, 3 mmol of 2-aminobenzylamine, 10 mmol of triethylamine, and 50 mmol of anhydrous ethanol were sequentially added to a 100 mL single-necked round-bottom flask. Nitrogen gas was then introduced into the reaction mixture and the mixture was stirred. After 0.5 h, the reaction was stopped, and excess solvent was removed under reduced pressure. The crude product was purified by silica gel column chromatography to obtain the yellow solid fluorescent probe BDP-ABA. The one-dimensional proton NMR spectrum of the obtained fluorescent probe is shown in the appendix. Figure 1 .

[0047] 1 H NMR (500MHz, DMSO-d6) δ7.58-7.54(d,2H),7.40(d,J=1.7Hz,1H),7.03(t,J=7.6,1.6Hz,1H),6.97-6.89 (t,2H),6.77(d,J=8.0,1.2Hz,1H),6.55(t,J=7.4,1.2Hz,1H),6.43(d,J=4.0,2.2Hz,2H),4.79(s,2H).

[0048] Preparation of test reagents:

[0049] (1) Preparation of probe solution: Weigh 3.0 mg of fluorescent probe BDP-ABA, dissolve it in chloroform, and prepare a probe-chloroform solution with a probe concentration of 1 mM.

[0050] (2) Preparation of triphosgene stock solution: Weigh 8.9 mg of triphosgene, dissolve it in chloroform, and prepare a solution with a concentration of 10 mM.

[0051] (3) Preparation of DCP stock solution: Weigh the acyl chloride, dilute it with chloroform, and prepare a solution with a concentration of 10 mM.

[0052] The process for fabricating a portable probe for detecting phosgene and DCP content in the environment according to the present invention is as follows: The meltblown fabric is immersed in a fluorescent probe BDP-ABA solution of a certain concentration for 5 minutes, then removed and allowed to air dry naturally. The dried meltblown fabric is collected and stored in a cool, dark place. The meltblown fabric loaded with the fluorescent probe exhibits a corresponding change in fluorescence color after interacting with phosgene or DCP. The RGB values ​​of the fluorescence of the meltblown fabric can be read using color recognition software on a smartphone; the phosgene and DCP content is determined based on the established RGB value standard curve and the RGB value reading results from the smartphone. Specifically, the probe molecules are dissolved in one or more mixed solvents selected from dichloromethane, trichloromethane, methanol, ethanol, acetonitrile, dimethyl sulfoxide, diformamide, hydrochloric acid, or phosphate buffer to prepare a solution with a concentration of 1×10⁻⁶. -3 Prepare a probe solution with a molar concentration of 1 mol / L; thoroughly soak the prepared meltblown fabric in 10 mL of the probe solution containing the probe molecules for 5 min, remove the probe-loaded meltblown fabric, air dry it, and use it for subsequent experiments.

[0053] Example 2

[0054] Please see Figure 2 The spectral response of the fluorescent probe BDP-ABA to phosgene.

[0055] The fluorescent probe BDP-ABA from Example 1 was used to verify the spectral response of the fluorescent probe to phosgene. Figure 2 The 1 mM probe solution from Example 1 was diluted with 2 mL of chloroform solution to a concentration of 1.0 × 10⁻⁶. -5 The change in fluorescence wavelength of the solution when phosgene (8 moles of the fluorescent probe) is added per mol / L. The emission wavelength of the fluorescent probe is 525 nm. This indicates that the fluorescent probe can achieve highly sensitive detection of phosgene.

[0056] Example 3

[0057] Please see Figure 3 The spectral response of the fluorescent probe BDP-ABA to DCP.

[0058] The spectral response of the fluorescent probe to DCP was verified using the fluorescent probe BDP-ABA from Example 1. Figure 3 The 1 mM probe solution from Example 1 was diluted with 2 mL of chloroform solution to a concentration of 1.0 × 10⁻⁶. -5 When nine times the molar amount of DCP was added to the fluorescent probe solution, the blue fluorescence of the solution was significantly enhanced. This indicates that the fluorescent probe can achieve highly sensitive detection of DCP.

[0059] Example 4

[0060] Please see Figure 4 The response time of the fluorescent probe BDP-ABA to phosgene and DCP.

[0061] The response time of the fluorescent probe to phosgene and DCP was verified using the fluorescent probe BDP-ABA from Example 1. Figure 4 The 1 mM probe solution from Example 1 was diluted with 2 mL of chloroform solution to a concentration of 1.0 × 10⁻⁶. -5 When 8 moles of phosgene or 9 moles of DCP are added to the fluorescent probe solution, the fluorescence intensity of the fluorescent probe solution increases continuously over time. Figure 4 The results showed that the solution containing the fluorescent probe could detect phosgene and DCP rapidly (6s), showing significant changes in fluorescence intensity and demonstrating good practical applicability.

[0062] Example 5

[0063] Please see Figure 5 The fluorescent probe BDP-ABA exhibits selectivity for phosgene and DCP.

[0064] The selectivity of the fluorescent probe for phosgene and DCP was evaluated using the fluorescent probe BDP-ABA from Example 1. Figure 5 The 1 mM probe solution from Example 1 was diluted with 2 mL of chloroform solution to a concentration of 1.0 × 10⁻⁶. -5 The change in fluorescence intensity of the solution when various common interfering species are added (mol / L), such as AC, Methylglyoxal, OC, Glyoxal, Formaldehyde, HCl, Triphosgene, BzCl, Triethylamine, and BsCl at 9 molar amounts of the fluorescent probe. The excitation wavelength of the fluorescent probe is 420 nm. When phosgene or DCP at 9 molar amounts of the fluorescent probe are added to the fluorescent probe solution, the fluorescence intensity of the solution increases significantly. However, when various common interfering species are added, the fluorescence intensity of the fluorescent probe solution shows almost no significant change, indicating that the fluorescent probe has good selectivity for phosgene and DCP and good practical application.

[0065] Example 6

[0066] Please see Figure 6 The linear relationship between the fluorescence intensity and phosgene of the fluorescent probe BDP-ABA.

[0067] The linear relationship between the fluorescence intensity of the fluorescent probe and phosgene was evaluated using the fluorescent probe BDP-ABA from Example 1. Figure 6 The curve shows the fluorescence intensity at an emission wavelength of 525 nm as a function of phosgene concentration. The results indicate that the probe BDP-ABA solution (concentration 1.0 × 10⁻⁶) is effective. -5 The fluorescence intensity (mol / L) is related to the phosgene concentration in the range of 0–8.0 × 10⁻⁶. -5 It exhibits good linearity within the mole / liter range and demonstrates excellent quantitative detection capability for phosgene, thus showing good practical applicability.

[0068] Example 7

[0069] Please see Figure 7 The linear relationship between the fluorescence intensity of the fluorescent probe BDP-ABA and DCP.

[0070] The linear relationship between the fluorescence intensity of the fluorescent probe BDP-ABA and DCP was evaluated using the fluorescent probe BDP-ABA from Example 1. Figure 7 The curve shows the fluorescence intensity at an emission wavelength of 475 nm as a function of DCP concentration. The results indicate that the probe BDP-ABA solution (concentration 1.0 × 10⁻⁶) is effective. -5 The fluorescence intensity (mol / L) was related to the DCP concentration in the range of 0–3.0 × 10⁻⁶. -5 It exhibits good linearity within the mole / liter range and demonstrates excellent quantitative detection capability for DCP, thus showing good practical applicability.

[0071] Example 8

[0072] Please see Figure 8 The fluorescent probe BDP-ABA exhibits spectral responses to both phosgene and DCP.

[0073] The spectral response of the fluorescent probe to phosgene and DCP was verified using the fluorescent probe BDP-ABA from Example 1. Figure 8 It is the fluorescent probe BDP-ABA (concentration of 1.0 × 10⁻⁶). -5 In a chloroform solution (mol / L), when phosgene and DCP were added to the fluorescent probe solution at 9 times the molar amount of the fluorescent probe, the fluorescence intensity of the fluorescent probe solution was significantly enhanced at 475 and 525 nm. This indicates that the fluorescent probe can achieve high-sensitivity detection of both phosgene and DCP simultaneously.

[0074] Example 9

[0075] Please see Figure 9 A portable fluorescent probe for the visual detection of phosgene at different concentrations.

[0076] The portable fluorescent probe described in Example 1 was used to evaluate its ability to visualize and detect phosgene at different concentrations. Figure 9 These images show the fluorescence changes of a portable fluorescent probe at different concentrations of phosgene, along with the RGB values ​​identified using a smartphone color recognition app and the phosgene vapor content calculated using a standard curve. The results demonstrate that the probe can quantitatively detect phosgene in the environment through fluorescence RGB values, exhibiting good practical applicability.

[0077] Example 10

[0078] Please see Figure 10 A portable fluorescent probe for the visual detection of different concentrations of DCP.

[0079] The portable fluorescent probe described in Example 1 was used to evaluate its ability to visualize the detection of different concentrations of DCP. Figure 10 These images show the fluorescence changes of a portable fluorescent probe at different concentrations of DCP, along with the RGB values ​​identified using a smartphone color recognition app and the DCP vapor content calculated using a standard curve. The results demonstrate that the probe can quantitatively detect DCP in the environment through fluorescence RGB values, exhibiting good practical applicability.

Claims

1. A portable fluorescent probe for rapid detection of phosgene and organophosphoryl chloride, characterized in that, The organophosphoryl chloride is diethyl chlorophosphonate, and the fluorescent probe is a compound with BODIPY as the fluorophore and 2-aminobenzylamine as the recognition group, with the chemical formula C. 16 H 15 BF2N4 has the following structure: 。 2. A method for preparing a portable fluorescent probe for rapid detection of phosgene and organophosphoryl chloride as described in claim 1, wherein the specific synthetic route is as follows: The synthesis steps are as follows: Step (1), preparation of compound 1: Pyrrole, N,N-diisopropylethylamine and organic solvent 1,2-dichloroethane were added to a container in sequence, and the reaction mixture was stirred in a nitrogen atmosphere for 10-60 min; phosgene was dissolved in 1,2-dichloroethane and added dropwise to the above mixture at 0℃, and the reaction was carried out for 1-3 h before adding pyrrole. The mixture was heated under reflux at 70℃ for 1-3 h; excess solvent was removed under reduced pressure, and the crude product was finally purified by silica gel column chromatography to obtain a white solid as target compound 1; Step (2), preparation of compound 2: Compound 1, 1,2-dichloroethane and phosphorus oxychloride were added to a container in sequence, and the reaction mixture was heated and stirred under nitrogen atmosphere at 80°C for 3-5 h. After the reaction was detected by TLC to be complete, the reaction mixture was cooled in an ice bath and triethylamine was slowly added. After stirring for 2-15 min, boron trifluoride diethyl ether was slowly added. The reaction mixture was then heated to room temperature and the reaction was continued for 2-5 h. Excess solvent was removed under reduced pressure. The crude product was finally purified by silica gel column chromatography to obtain a red solid as target compound 2. Step (3), preparation of fluorescent probe BDP-ABA: Compound 2, 2-aminobenzylamine and anhydrous ethanol were added to the container in sequence. Then, nitrogen gas was introduced into the reaction mixture and stirred for 0-2 h. The reaction was stopped and excess solvent was removed under reduced pressure. The crude product was purified by silica gel chromatography to obtain a yellow solid as the target fluorescent probe BDP-ABA.

3. The method for preparing a portable fluorescent probe for rapid detection of phosgene and organophosphoryl chloride according to claim 2, characterized in that, In step (1), the ratio of pyrrole, N,N-diisopropylethylamine and organic solvent 1,2-dichloroethane is 0.1-10:0.02-11:0.5-50, the amount of triphosgene is 0.05-2 mmol, and the amount of pyrrole added to the mixture containing triphosgene is 0.1-10 mmol.

4. The method for preparing a portable fluorescent probe for rapid detection of phosgene and organophosphoryl chloride according to claim 2, characterized in that, In step (2), the ratio of compound 1, 1,2-dichloroethane, and phosphorus oxychloride is 0.05-2:0.1-50:0.1-10, and the amount of triethylamine added is: 0.1-10 mmol, with 0.05-11 mmol of boron trifluoride ether added.

5. The method for preparing a portable fluorescent probe for rapid detection of phosgene and organophosphoryl chloride according to claim 2, characterized in that, In step (3), the molar ratio of compound 2, 2-aminobenzylamine and anhydrous ethanol is 0.5-5:0.1-10:0.02-50.

6. The use of the portable fluorescent probe for rapid detection of phosgene and organophosphoryl chloride as described in claim 1, characterized in that, The fluorescent probe is used for quantitative detection of phosgene and organophosphoryl chloride content in the environment using fluorescence RGB values. When the sample being tested contains a certain concentration of phosgene, the probe produces a change from no fluorescence to bright green fluorescence. When the sample being tested contains a certain concentration of organophosphoryl chloride, the probe produces a change from no fluorescence to bright blue fluorescence.

7. The use according to claim 6, characterized in that, The specific detection method is as follows: the probe molecules are dissolved in chloroform organic solvent, and finally prepared into a concentration of 1×10⁻⁶. -5 A probe solution with a mole / L concentration was prepared. The meltblown fabric was immersed in the probe solution for 5 minutes, then removed and allowed to air dry naturally. The meltblown fabric loaded with fluorescent probes was then used to detect phosgene and organophosphoric chloride vapors in the environment. The changes in the fluorescence RGB values ​​displayed on the meltblown fabric were read by a smartphone, and the content of phosgene and organophosphoric chloride in the environment was determined based on the established RGB value standard curve and the fluorescence RGB value reading results from the smartphone.

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