A probe for simultaneously detecting chemical high-toxic substances, a preparation method thereof, a test strip, a detection kit, a detection method thereof and applications

Abstract

The application discloses a probe for simultaneously detecting chemical high-toxic substances, which comprises an AIE active probe and a hydroxamic acid-CONHOH functional group. The application has the advantages that a detection method and a probe are developed, the detection method is simple to operate, fast in response, high in sensitivity and good in selectivity, and the probe can visually distinguish halogen (cyano) organic phosphates, phosgene and oxalyl chloride in aqueous solution and gas phase environment, thereby breaking through the bottleneck of the prior art, greatly simplifying a detection process, improving detection efficiency and accuracy, and exhibiting significant technical advantages and practical value.

Description

Technical Field

[0001] This invention belongs to the field of analytical chemistry and sensor technology, and particularly relates to a probe for simultaneously detecting highly toxic chemicals, its preparation method, test strip, detection kit, and detection method and application. Background Technology

[0002] Halogenated organophosphates (such as diethyl chlorophosphate and diethyl cyanophosphate), phosgene, and oxalyl chloride are all highly toxic chemical threats. However, their toxicological mechanisms differ significantly, and their corresponding emergency response measures also vary. Despite this, their chemical properties are highly similar, making them difficult to detect and distinguish. Current detection methods mainly include traditional analytical techniques such as chromatography and mass spectrometry. While these methods offer advantages such as high detection precision and accurate quantification, they have inherent drawbacks: the equipment is bulky and expensive, sample pretreatment procedures are complex, the required operator skills are high, and the detection cycle is long. These methods fail to meet the practical needs of rapid on-site detection in sudden pollution scenarios, greatly limiting their application in emergency response.

[0003] In contrast, fluorescence-based sensing technology has outstanding advantages such as high sensitivity, ease of operation, rapid response, and real-time monitoring. However, existing fluorescent probes still have significant technical bottlenecks. Most probes can only achieve specific detection of the above-mentioned single chemical threats, or can only distinguish between two types of substances. There is a lack of effective technical means to simultaneously detect and clearly distinguish halogenated (cyano) organophosphates, phosgene, and oxalyl chloride on a single sensing platform. In summary, existing detection technologies cannot meet the practical needs of rapid on-site differentiation and detection of various highly toxic chemical threats. Developing a novel design strategy and corresponding sensing platform to break through the limitations of traditional identification modes and achieve simultaneous detection and accurate differentiation of halo(cyano)organophosphates, phosgene, and oxalyl chloride has become a key technical problem that urgently needs to be solved in this field. It is of great practical significance for improving the emergency response capabilities for sudden toxic chemical pollution incidents. Summary of the Invention

[0004] The purpose of this invention is to overcome the shortcomings of the prior art by developing a probe and detection method that is simple to operate, fast to respond, highly sensitive, and selective, capable of visually distinguishing and identifying three highly toxic chemicals—halogenated (cyano) phosphate esters, phosgene, and oxalyl chloride—in both aqueous and gaseous environments.

[0005] To achieve the above objectives, this application adopts the following technical solution: a probe for simultaneously detecting highly toxic chemicals, comprising: an AIE luminescent group and a compound with an isohydroxamic acid-CONHOH functional group.

[0006] The AIE luminescent group is tetraphenylethylene and its alkyl or aryl substituted derivatives, triphenylamine and its alkyl or aryl substituted derivatives, 1,1,2,3,4,5-hexaphenylthiophene and its alkyl or aryl substituted derivatives, pentaphenylpyrrole and its alkyl or aryl substituted derivatives, 10,10',11,11' tetrahydro-5,5'-bis(dibenzo[A,D][7])annulene alkylidene and its alkyl or aryl substituted derivatives. The general structural formula of the compound is shown below:

[0007] This probe is responsible for reacting specifically with the analyte and outputting a fluorescence signal.

[0008] Furthermore, the probe may also include a linking group, which is a benzene ring or an alkyl group.

[0009] The highly toxic chemicals mentioned are halocyanated organophosphates, phosgene, and oxaloyl chloride. Common halocyanated organophosphates include organochlorophosphates, organocyanophosphates, and organofluorophosphonates, such as diethyl chlorophosphate, diethyl cyanophosphate, and isopropyl methylfluorophosphonate. Since these substances have similar properties, they can also be detected using the probe of this invention.

[0010] This invention also provides a method for preparing the above-mentioned probe, which can be achieved by two methods. One method involves reacting a carboxyl derivative of the AIE luminescent group with oxalyl chloride to generate an intermediate, which is then reacted with hydroxylamine to obtain the probe; the other method involves reacting an aldehyde derivative of the AIE luminescent group with N-hydroxybenzenesulfonamide to obtain the probe.

[0011] The present invention also provides a detection reagent containing the above-mentioned probe, which is used in conjunction with an organic base and requires a solvent for dissolution. The mass ratio of the probe to the organic base and the organic solvent is 1-5:10-500:2500-12500, which can simultaneously detect and distinguish halogenated (cyano) organophosphates, phosgene and oxalyl chloride.

[0012] The organic base described above is 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) or 1,5-diazabicyclo[4.3.0]non-5-ene (DBN) or a functional analogue thereof, and the general structural formula of the organic base is shown below:

[0013] The invention unexpectedly discovered that in an organic alkaline environment, the probe can generate different reaction signals for three highly toxic chemical substances—halogenated (cyano) phosphate esters, phosgene, and oxalyl chloride—thereby achieving simultaneous detection and identification in one step.

[0014] The present invention also discloses test strips containing the above-mentioned probes and / or detection reagents.

[0015] Furthermore, in the method for preparing the test strip, an organic solvent is added to the probe and the organic base, with the mass ratio of the probe, organic base, and organic solvent being 1-5:10-500:2500-12500. This mixed solution is then dropped onto the test strip matrix and allowed to air dry at room temperature.

[0016] Using the detection method described above, when the test strips are exposed to highly toxic chemical vapors, they will rapidly produce strong initial fluorescence. The fluorescence signal of phosgene will quench rapidly after reaching its peak. Test strips that have reacted with halo(cyano)organophosphates will quench their fluorescence when exposed to phosgene again; while test strips that have reacted with oxalyl chloride will change their fluorescence from blue to blue-green when exposed to phosgene again. This method can be used to detect and distinguish the three highly toxic chemicals.

[0017] The present invention also provides a detection kit comprising the probe and / or detection reagent, and / or test strip.

[0018] Besides using test strips, detection can also be performed directly using a probe (TPE-HOA) and / or a detection reagent. The probe is mixed with an organic base and a solvent to obtain the detection reagent. The detection reagent reacts with highly toxic chemicals; oxalyl chloride produces a lemon-yellow signal. Adding the reacted reagent to water (80%-95% by volume) produces a fluorescent signal from a halocyanine organophosphate. Phosgene reacts with the detection reagent to form a white precipitate. Adding the reacted reagent to water (80%-95% by volume) produces a fluorescent signal from phosgene. The detection principle is that oxalyl chloride reacts with an organic base to form a lemon-yellow imine salt, producing a unique colorimetric signal with minimal fluorescence. Phosgene and halocyanine organophosphates (such as DCNP): Both react with the probe TPE-HOA to form a common intermediate, isocyanate (TPE-NCO). After being added to water, this intermediate is subsequently captured by the organic base DBU, accumulating in the solvent-water mixture to produce a strong "on" fluorescent signal. Besides distinguishing between DCNP and phosgene by the presence or absence of a white precipitate formed during the reaction with the detection reagent, they can also be differentiated through sequence-dependent operations. If the analyte is mixed with an organic base before the probe is added, the rapidly reacting phosgene will be completely consumed by the organic base (forming a precipitate). Even if the reacted detection reagent is added to water, with a water volume percentage of 80%-95%, no fluorescence will be produced. In contrast, the slower-reacting DCNP can still react with the detection reagent, and even a mixed solution with an 80%-95% water volume percentage will still produce fluorescence. By changing the order of sample addition, the fluorescence of the two can be distinguished.

[0019] The organic solvents mentioned above are any one of anhydrous 1,4-dioxane, acetone, dimethyl sulfoxide, N,N-dimethylformamide, tetrahydrofuran, and acetonitrile, or any mixture of the above solvents.

[0020] The present invention also discloses the application of the probe and / or detection reagent, wherein the probe is used to simultaneously detect highly toxic chemicals.

[0021] In summary, by adopting the above technical solution, this application has the following beneficial effects: 1. Pioneering Differentiation Capability: For the first time, it has achieved clear differentiation and detection of three important chemical threats—halogenated (cyano) organophosphates, phosgene, and oxalyl chloride—on a single platform, solving the problem that existing technologies can only perform single or binary detection differentiation.

[0022] 2. High sensitivity and fast response: The detection limit is as low as the nanomolar level (e.g., the LOD for oxalyl chloride is 66 nM), and the response time is in the second range, meeting the requirements for on-site early warning.

[0023] 3. Dual detection modes: It provides two complementary output modes, colorimetric and fluorescence, and can be applied to solution and gas phase (test strip) detection, making it highly adaptable.

[0024] 4. Mechanism-driven design: Based on the innovative strategies of "electrophilic reactivity difference" and "kinetic competition", rather than the traditional single receptor design, the principle is novel, the selectivity is high and the anti-interference ability is strong.

[0025] 5. High practicality: The test strips are simple in form, low in cost, and easy to carry, enabling on-site and visual identification of chemical hazard vapors. Attached Figure Description

[0026] Figure 1 The probe of this invention has a proton nuclear magnetic resonance spectrum (400 MHz). Figure 2 The carbon NMR spectrum (101 MHz) of the probe of this invention. Figure 3 This invention relates to high-resolution mass spectrometry using probes. Figure 4 The schematic diagram of the design principle of this invention includes (A) the electrophilicity displayed by the global electrophilicity index calculation results, and (B) the distinguishing detection strategy based on dynamic competition. Figure 5 The figure shows the results of the solvent optimization experiment, illustrating the effects of different solvent systems and water content on the fluorescence signal. Figure 6Experimental results for distinguishing detection in solution include (A) UV-Vis absorption spectrum, (B) visible light photograph, (C) fluorescence emission spectrum, (D) photograph under UV lamp, (E) sequence-dependent fluorescence response, and (F) photograph of sequence-dependent fluorescence response under UV lamp. Figure 7 The results of detection kinetics and quantitative analysis show the signal curve of (AC) changing over time and the linear relationship between (DF) concentration and signal, as well as the detection limit. Figure 8 Images of vapor time-dependent fluorescence detection on test strips; Figure 9 Diagnostic differentiation diagram of test strips that have been reacted with DCP (diethyl chlorophosphate) (left) and test strips that have been exposed to phosgene (right); Figure 10 Diagnostic differentiation diagram of test strips that have been reacted with oxalyl chloride (left) and test strips that have been exposed to phosgene (right); Figure 11 : Graph showing the selective test results of the test strips. Detailed Implementation

[0027] To make the objectives, technical solutions, and advantages of the embodiments of the present invention clearer, the technical solutions in the embodiments will be clearly and completely described below with reference to the accompanying drawings. The following embodiments are used to illustrate the present invention, but are not intended to limit the scope of the present invention.

[0028] Example 1: The probe of the present invention, capable of simultaneously detecting highly toxic chemicals, comprises an AIE luminescent group and an isohydroxamic acid-CONHOH functional group. The AIE luminescent group is tetraphenylethylene (TPE) or a derivative thereof, with the following general structural formula:

[0029] The probe can specifically detect highly toxic chemicals such as halo(cyano) organophosphates (e.g., diethyl chlorophosphate), phosgene, and oxaloyl chloride.

[0030] The probe can be prepared by reacting a carboxyl derivative of the AIE luminescent group with oxaloyl chloride to generate an intermediate, which then reacts with hydroxylamine to generate a compound with the isohydroxamic acid -CONHOH functional group (i.e., the probe). Alternatively, an aldehyde derivative of the AIE luminescent group can be reacted with N-hydroxybenzenesulfonamide to obtain the probe.

[0031] Synthesis of probe TPE-HOA Method 1: TPE-HOA was synthesized via a two-step reaction process. In the first step, 736 mg (1.96 mmol) of 4-(1,2,2-tristyryl)benzoic acid was dissolved in a mixture of 10 mL anhydrous dichloromethane and 10 mL anhydrous tetrahydrofuran. Three drops of DMF were then added as a catalyst. Under ice bath cooling, a solution of 298 mg (2.35 mmol) of oxaloyl chloride dissolved in 5 mL anhydrous dichloromethane was added dropwise. The reaction mixture was maintained at 0 °C for 1 hour, followed by stirring at room temperature for 4 hours. The resulting product, 4-(1,2,2-tristyryl)acyl chloride, was used directly in subsequent steps without further purification. In the second step, 8 mmol of hydroxylamine in a 50% aqueous solution was dissolved in 10 mL of tetrahydrofuran in a reaction flask, followed by the gradual addition of an unpurified solution of 4-(1,2,2-tristyryl)acyl chloride. The reaction mixture was kept at 0 °C for 1 hour, then stirred overnight at room temperature. After the reaction was complete, the mixture was quenched with water and then extracted with ethyl acetate (2 × 20 mL). It was then washed once with saturated brine. The organic layer was dried overnight with anhydrous sodium sulfate, and then the solvent was removed under reduced pressure. The crude product was purified by rapid column chromatography using a 1:1 (v / v) mixture of petroleum ether and ethyl acetate as eluent (Rf = 0.29). The final product, TPE-HOA, was given as a white solid in 90.3% of the total yield. The structure of the synthesized compound is shown below. Figure 1-3 As shown, its structure was confirmed by proton NMR, carbon NMR, and high-resolution mass spectrometry.

[0032]

[0033] Method 2: Sodium methoxide-methanol solution (4.36 mL, 8.4 mmol, 1.93 mol / L) was added dropwise to an ice-cold methanol solution of N-hydroxybenzenesulfonamide (730 mg, 4.2 mmol). 4-(1,2,2-triphenylvinyl)benzaldehyde (1441.8 mg, 4 mmol) was dissolved in methanol (4 mL). The reaction mixture was heated to room temperature and reacted for 24 hours. Methanol was removed under reduced pressure. The residue was added to water (200 mL), then acidified with concentrated hydrochloric acid, and extracted with 200 mL of ethyl acetate. The solution was concentrated and then separated by Flash column chromatography. The overall yield was 86.3%.

[0034]

[0035] The prepared probe (TPE-HOA) was dissolved in 1,4-dioxane to obtain a stock solution. In a dry reaction flask, 1,4-dioxane was added, followed by the TPE-HOA stock solution, the organic base DBU, and 40 μL of analyte solution. The total volume and the mass ratio of probe, organic base, and 1,4-dioxane were 1:10:2500. After reacting at room temperature for 10 minutes, 50 μL of the reaction solution was added to 950 μL of water (the mixed solution had a water content of 95%). The fluorescence spectrum was measured using a fluorescence spectrometer (excitation wavelength 338 nm). 1,4-dioxane is the preferred solvent mentioned above, but it can be replaced with acetone, dimethyl sulfoxide, N,N-dimethylformamide, tetrahydrofuran, or other solvents. The effect of solvent on fluorescence signal is discussed in [link to relevant documentation]. Figure 5 . Figure 5 In the above, (A) a comparison of the fluorescence intensity of TPE-HOA at 475 nm in mixed solutions of different organic solvents and water (water volume ratio of 95%) with or without reaction with DCNP. (B) a comparison of the fluorescence intensity of TPE-HOA at 475 nm in mixed solutions of 1,4-dioxane / water with or without reaction with DCNP.

[0036] The detection principle of this invention is as follows: Figure 4 As shown, the test results are as follows Figure 6 , Figure 7 As shown, oxalyl chloride solution immediately turns lemon yellow and can be identified under natural light or by measuring absorbance at 430 nm.

[0037] DCNP and phosgene: Both produce blue fluorescence, but phosgene exhibits weaker fluorescence intensity. To distinguish between the two, a sequence-dependent operation is used: the analyte is first mixed with DBU in 1,4-dioxane, and then TPE-HOA is added. At this point, the phosgene sample shows no fluorescence, while the DCNP sample produces strong fluorescence. Figure 6See: (A) UV-Vis absorption spectra of TPE-HOA in the presence of different analytes. (B) Photographs of reaction solutions containing various analytes under visible light. (C) Fluorescence emission spectra of different analytes in the detection solution (water volume ratio of 95%). (D) Photographs of different analytes in the detection solution (water volume ratio of 95%) under UV light. The analytes are: (1) propionyl chloride, (2) benzoyl chloride, (3) acetyl chloride, (4) oxalyl chloride, (5) thionyl chloride, (6) phosgene, (7) dimethyl methylphosphonate (DMMP), (8) triethyl phosphate (TEP), (9) triphenyl phosphate (TPP), (10) 2-chloroethyl ethyl sulfide (CEES), (11) blank, (12) DCNP. Comparing the fluorescence intensity at 475 nm of the probe TPE-HOA and the analyte before and after the change in the order of addition in the reaction solution (E) and the photograph under ultraviolet light (F), the detection limits of each analyte are as follows: oxalyl chloride is 66 nanomoles / L (8 ppb), DCNP is 0.11 micromoles / L (18 ppb), and phosgene is 0.19 micromoles / L (19 ppb). The detection limits are calculated based on the 3σ standard.

[0038] Example 2: The present invention provides a probe for simultaneous detection of highly toxic chemicals, comprising: an AIE luminescent group, a linking group, and a compound with an isohydroxamic acid-CONHOH functional group. The AIE luminescent group is triphenylamine and its alkyl or aryl substituted derivatives, with the following general structural formula:

[0039] The compound is a compound with a benzene ring as the linking group and isohydroxamic acid -CONHOH as the functional group.

[0040] The probe can specifically detect highly toxic chemicals such as halo(cyano) organophosphates (e.g., isopropyl methylfluorophosphonate), phosgene, and oxaloyl chloride.

[0041] The probe was prepared by reacting an aldehyde derivative of the AIE luminescent group with N-hydroxybenzenesulfonamide to obtain the probe (TPN-HOA). The probe was then made into a test strip for easy portability and is commonly used for point-of-care testing. The probe, organic base, and anhydrous 1,4-dioxane were mixed in a mass ratio of 5:500:12500. 3 μL of this mixture was added to a pre-cut filter paper strip and allowed to air dry at room temperature to obtain the test strip. The test strip was placed in a sealed bottle containing the vapors of different analytes (DCP 50 ppm, phosgene 25 ppm, oxaloyl chloride 50 ppm) and observed and recorded at different time points under a 365 nm UV lamp. The results showed that DCP and oxaloyl chloride produced stable fluorescence, while the fluorescence of phosgene was rapidly quenched. To further distinguish between DCP and oxaloyl chloride, the test strips already exposed to both were placed in phosgene vapor again. The fluorescence of the DCP sample was quenched, while the fluorescence of the oxaloyl chloride sample changed from blue to blue-green. The test strip detection results are as follows: Figures 8-11 As shown. Figure 11 The images are of test strips after being exposed to various concentrations of 50 ppm vapor for 5 minutes. The vapors are: (1) propionyl chloride, (2) benzoyl chloride, (3) acetyl chloride, (4) thionyl chloride, (5) dimethyl methylphosphonate (DMMP), (6) triethyl phosphate (TEP), (7) 2-chloroethyl ethyl sulfide (CEES), (8) blank, (9) diethyl chlorophosphate (DCP), (10) phosgene (25 ppm), and (11) oxalyl chloride.

[0042] The organic base is 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU), and compounds similar to this organic base, such as 1,5-diazabicyclo[4.3.0]non-5-ene (DBN) or functional analogs thereof, can be used. The general structural formula is as follows:

[0043] Example 3: This invention provides a probe for the simultaneous detection of highly toxic chemicals, comprising: an AIE luminescent group, an isohydroxamic acid-CONHOH functional group, and may also include a linking group, wherein the linking group is an alkyl group. The highly toxic chemicals are halo(cyano)organophosphates, phosgene, and oxalyl chloride. The method for preparing the probe includes the following steps: reacting a carboxyl derivative of the AIE luminescent group with oxalyl chloride to generate an intermediate, reacting the intermediate with hydroxylamine to obtain the probe; or reacting an aldehyde derivative of the AIE luminescent group with N-hydroxybenzenesulfonamide to obtain the probe.

[0044] This probe can be used to make a test kit, which is easy to carry and can be used for more convenient on-the-spot testing. The test kit includes an organic base, an organic solvent, and / or a test strip, and can be used for testing in either solution or test strip form.

[0045] The mass ratio of probe, organic base, and organic solvent is 3:100:5000. The organic base is 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU), and the general structural formula of the organic base is shown below: .

[0046] Test strip preparation method: Add organic solvent to probe and organic base, take this mixed solution and drop it onto the test strip matrix, then let it air dry at room temperature.

[0047] The organic solvent is tetrahydrofuran.

[0048] When using solution-based detection, the probe is mixed with an organic base and an organic solvent to obtain the detection reagent. The detection reagent reacts with highly toxic chemicals; oxalyl chloride produces a lemon-yellow signal. When the reacted detection reagent is added to water (80% by volume), a halo(cyano)organophosphate produces a fluorescent signal. Phosgene reacts with the detection reagent to form a white precipitate; when the reacted detection reagent is added to water (80% by volume), phosgene produces a fluorescent signal. The mass ratio of probe, organic base, and solvent is 3:100:8000. The solvent is acetonitrile, and the organic base is 1,5-diazabicyclo[4.3.0]non-5-ene (DBN).

[0049] The test strips can also be used for detection: when the test strips are exposed to the vapors of highly toxic chemicals, they will quickly produce strong initial fluorescence. The fluorescence signal of phosgene will quench rapidly after reaching its peak. Test strips that have reacted with halogenated (cyano) organophosphates will quench their fluorescence when exposed to phosgene again; while test strips that have reacted with oxalyl chloride will change their fluorescence from blue to blue-green when exposed to phosgene again. This can be used to detect and distinguish the three highly toxic chemicals.

[0050] It should be noted that the AIE luminescent group used in this invention can be any luminescent compound with AIE properties. They have the same properties and can all be used to obtain the probe of this invention. In order to save unnecessary repetition, they will not be described one by one. The AIE luminescent group can be 1,1,2,3,4,5-hexaphenylthiophene and its alkyl or aryl substituted derivatives, pentaphenylpyrrole and its alkyl or aryl substituted derivatives, 10,10',11,11' tetrahydro-5,5'-bisdibenzo[A,D] [7] annulidene and its alkyl or aryl substituted derivatives. The general structural formula of the compound is as follows: .

[0051] The organic solvents used in this invention, such as acetone, dimethyl sulfoxide, N,N-dimethylformamide, tetrahydrofuran, acetonitrile, or mixtures of these solvents, can all be used, as the effects obtained are consistent, and will not be elaborated further.

[0052] The following examples illustrate the specificity of the probe of this invention:

[0053] The above description is merely a preferred embodiment of the present invention and is not intended to limit the present invention in any way. Although the present invention has been disclosed above with reference to preferred embodiments, it is not intended to limit the present invention. Any person skilled in the art can make some modifications or alterations to the above-described technical content to create equivalent embodiments without departing from the scope of the present invention. Any simple modifications, equivalent changes, and alterations made to the above embodiments based on the technical essence of the present invention without departing from the scope of the present invention shall still fall within the scope of the present invention.

Claims

1. A probe for simultaneously detecting highly toxic chemicals, characterized in that, It contains: AIE luminescent group and isohydroxamic acid-CONHOH functional group.

2. The probe according to claim 1, characterized in that, The AIE luminescent group is tetraphenylethylene and its alkyl or aryl substituted derivatives, triphenylamine and its alkyl or aryl substituted derivatives, 1,1,2,3,4,5-hexaphenylthiophene and its alkyl or aryl substituted derivatives, pentaphenylpyrrole and its alkyl or aryl substituted derivatives, 10,10',11,11' tetrahydro-5,5'-bis(dibenzo[A,D][7])annulidene and its alkyl or aryl substituted derivatives. The general structural formula of the compound is shown below: 。 3. The probe according to claim 1, characterized in that, The probe includes a linker group, which is a benzene ring or an alkyl group.

4. The probe according to claim 1, characterized in that, The highly toxic chemicals mentioned are halo(cyano) organophosphates, phosgene, and oxaloyl chloride.

5. A method for preparing the probe according to any one of claims 1-4, characterized in that, The process includes the following steps: reacting a carboxyl derivative of the AIE luminescent group with oxalyl chloride to generate an intermediate, reacting the intermediate with hydroxylamine to obtain a probe; or reacting an aldehyde derivative of the AIE luminescent group with N-hydroxybenzenesulfonamide to obtain a probe.

6. A detection reagent, characterized in that, The detection reagent includes the probe as described in claim 1, an organic base, and an organic solvent, wherein the mass ratio of the probe to the organic base and the organic solvent is 1-5:10-500:2500-12500.

7. The detection reagent according to claim 6, characterized in that, The organic base is 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) or 1,5-diazabicyclo[4.3.0]non-5-ene (DBN) or a functional analogue thereof, and the general structural formula of the organic base is shown below: 。 8. A test strip, characterized in that, It comprises the probe of claim 1 and / or the detection reagent of claim 6.

9. The method for preparing the test strip according to claim 8, characterized in that, Add an organic solvent to the probe and / or organic base, with a mass ratio of probe, organic base, and organic solvent of 1-5:10-500:2500-12500. Take this mixed solution and drop it onto the test strip matrix, then let it air dry at room temperature.

10. The detection method using the test strip of claim 9, characterized in that, When the test strips are exposed to the vapors of highly toxic chemicals, they will rapidly produce strong initial fluorescence. The fluorescence signal of phosgene will quench rapidly after reaching its peak. Test strips that have reacted with halogenated (cyano) organophosphates will quench their fluorescence when exposed to phosgene again. Test strips that have reacted with oxalyl chloride will change their fluorescence from blue to blue-green when exposed to phosgene again. This is used to detect and distinguish the three highly toxic chemicals.

11. A detection kit, characterized in that, Includes the probe of claim 1 and / or the detection reagent of claim 6, and / or the test strip.

12. A method for simultaneously detecting highly toxic chemicals using the detection reagent described in claim 6, characterized in that, The probe is mixed with an organic base and an organic solvent to obtain a detection reagent. The detection reagent reacts with a highly toxic chemical. Oxaloyl chloride produces a lemon-yellow signal. The reaction reagent is then added to water, with water comprising 80%-95% by volume. This solution produces a fluorescent signal. Halogenated (cyano) phosphates react with the detection reagent to form a white precipitate. The reaction reagent is then added to water, with water comprising 80%-95% by volume. This solution produces a fluorescent signal. Phosgene is the precipitate that produces a fluorescent signal.

13. The detection method according to claim 6 or 9, characterized in that, The organic solvent is any one of anhydrous 1,4-dioxane, acetone, dimethyl sulfoxide, N,N-dimethylformamide, tetrahydrofuran, acetonitrile, or any mixture of the above solvents.

14. The application of the probe of claim 1 or the detection reagent of claim 6, characterized in that, The probe and / or detection reagents are used to simultaneously detect highly toxic chemicals.

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