Supramolecular cages for targeted recognition of macrolide pollutants and their preparation and application

Abstract

The invention relates to the technical field of pollutant detection, and discloses a supramolecular cage capable of targeted identification of macrolide pollutants, and preparation and application thereof, comprising the following steps: T1) preparing a compound S2 of 1,5-bis(2-methoxyethoxy)-2,4-dinitrobenzene; T2) reacting the compound S2 with Na2S X T4) under the catalytic action of triethylamine, compound S3 and compound S5 are subjected to dechlorination and grafting reaction to obtain compound S6; T5) under the action of palladium carbon catalyst, compound S6 is subjected to hydrogenation reaction with hydrogen to obtain compound S7; T6) in chloroform, compound S7 and compound S8 are subjected to aldehyde amine condensation reaction to generate a compound having the chemical formula C 236 H 224 N 16O40 The supramolecular cage S9; the hydrogen bonding sites contained in the supramolecular cage S9 can bind to macrolide and have color development properties after adsorption.

Description

Technical Field

[0001] The present invention relates to the technical field of pollutant detection, and in particular to a supramolecular cage capable of targetedly identifying macrolide pollutants, and preparation and application thereof. Background Art

[0002] Macrolide antibiotics refer to a group of antibiotics containing 12-16 carbon lactone rings in their molecular structure. They are a widely used class of veterinary drugs and also one of the important types of new environmental pollutants. They are characterized by low content, strong concealment and high toxicity.

[0003] Abuse or improper use of macrolide antibiotics will lead to the appearance of antibiotic residues in animal food, which can enter the human body through the food chain. When they accumulate to a certain concentration in the human body, they will cause damage to the vestibular and cochlear nerves, and in severe cases, they will also cause damage to the liver and kidneys.

[0004] Macrolide antibiotic contaminants are widely present in watershed water environments and sediments.

[0005] Traditional detection of macrolide antibiotic pollutants is mainly based on laboratory testing, which is carried out through laboratory instrument analysis. It has the disadvantages of long detection cycle, high cost and complex operation, and can only detect a single pollutant, which restricts the progress of my country's control of new pollutants.

[0006] Different from instrumental analysis technology, rapid detection technology is mainly based on rapid qualitative detection on site, and generally has the advantages of high sensitivity, rapid response, easy miniaturization and low price, and has a certain market application space. As an important technical means of auxiliary detection and monitoring, it is necessary to develop a detection material that can quickly identify macrolide antibiotics in water after field sampling to meet the technical and market needs of on-site screening and detection of new pollutants.

[0007] The existing rapid detection technology for macrolide antibiotic pollutants relies on the reaction between biological enzymes or antibodies and macrolide antibiotics for detection, and has the problems of poor anti-interference and insufficient stability due to different water quality. Summary of the invention

[0008] In view of the above problems, the first purpose of the present invention is to propose a method for preparing a supramolecular cage that can target and identify macrolide pollutants, so as to solve the problems of poor anti-interference and insufficient stability in detecting macrolide antibiotics.

[0009] The second object of the present invention is to provide a supramolecular cage obtained by the above preparation method to obtain a compound with the function of targeted recognition of macrolide pollutants.

[0010] The third object of the present invention is to provide a test paper prepared using the supramolecular cage to improve the convenience of on-site detection of macrolide pollutants.

[0011] A method for preparing a supramolecular cage capable of targeting and identifying macrolide pollutants comprises the following steps:

[0012] T1) under the catalytic action of triethylamine, a compound S1 of 1,5-difluoro-2,4-dinitrobenzene is subjected to a grafting reaction with 2-methoxy-1-ethanol to obtain a compound S2 of 1,5-bis(2-methoxyethoxy)-2,4-dinitrobenzene;

[0013] T2) in Na2S X Under the action of , compound S2 is reduced with ethanol to obtain compound S3 which is 1,5-bis(2-methoxyethoxy)-2,4-dinitrobenzene;

[0014] T3) in anhydrous dichloromethane, using dimethylformamide as a phase transfer agent, the compound S4 which is pyrimidine-4,6-dicarboxylic acid reacts with oxalyl chloride to obtain the compound S5 which is pyrimidine-4,6-dicarboxylic acid chloride;

[0015] T4) under the catalytic action of triethylamine, compound S3 and compound S5 are subjected to dechlorination and grafting reaction in anhydrous dichloromethane to obtain compound S6 which is N4,N6-bis(2,4-bis(2-methoxyethoxy)-5-nitrophenyl)pyrimidine-4,6-dicarboxamide;

[0016] T5) in the presence of a palladium-carbon catalyst, in a mixed solution of chloroform and methanol, the compound S6 is subjected to a hydrogenation reaction with hydrogen to obtain a compound S7 which is N4,N6-bis(5-amino-2,4-bis(2-methoxyethoxy)phenyl)pyrimidine-4,6-dicarboxamide;

[0017] T6) Compound S7 reacts with compound S8 which is 4',4"',4""',4"""'-(ethylene-1,1,2,2-tetrayl)tetrakis(([1"",1""'-biphenyl]-4-carboxaldehyde) in chloroform, and then compound S8 undergoes an aldehyde-amine condensation reaction under the catalysis of trifluoroacetic acid to generate a compound having the chemical formula C 236 H 224 N 16O40 The supramolecular cage S9;

[0018] The hydrogen bonding sites contained in the supramolecular cage S9 can bind macrolide and have color development properties after adsorption.

[0019] Preferably, in step T1), the molar ratio of 2-methoxy-1-ethanol, triethylamine and compound S1 is 1:(0.09-0.1):(0.35-0.4).

[0020] Preferably, in step T2), the concentration of compound S2 in unit volume of ethanol is 0.5-0.6 g / ml.

[0021] Preferably, it is characterized in that, in step T3), the molar ratio of compound S4 to oxalyl chloride is 1:3.

[0022] Preferably, it is characterized in that, in step T4), the molar ratio of compound S3 to compound S5 is 3:1, and the molar amount of triethylamine is greater than the molar amount of compound S3.

[0023] Preferably, it is characterized in that, in step T5), under the catalytic action of palladium carbon at 40° C., reflux for 10 hours to completely hydrogenate compound S6.

[0024] Preferably, it is characterized in that, in step T6), the molar ratio of compound S7 to compound S8 is 2:1, the temperature of the aldehyde amine condensation reaction is 40° C., and the reaction time is 4 hours.

[0025] Furthermore, the present invention proposes a supramolecular cage capable of targeted identification of macrolide pollutants, which is prepared using the above-mentioned method for preparing a supramolecular cage capable of targeted identification of macrolide pollutants.

[0026] Furthermore, the present invention also proposes an application of a supramolecular cage in detecting macrolide pollutants, so as to prepare a test paper using the supramolecular cage that can target and identify macrolide pollutants.

[0027] The beneficial effects of the technical solution of the present invention are as follows: the preparation method of the supramolecular cage for targeting and identifying macrolide pollutants, the chemical formula of the synthesized supramolecular cage S9 is C 236 H 224 N 16O40 The hydrogen bonding sites contained in the supramolecular cage S9 can bind to macrolides, thereby realizing the host-guest recognition of macrolide pollutants. If the content of macrolide pollutants in the tested contaminated water sample is 0.1 mg / mL, it can be identified by RGB color development; if the content of macrolide pollutants in the tested contaminated water sample is greater than or equal to 1 mg / mL, it can be identified by fluorescence by the naked eye, so that the supramolecular cage of the present invention has the targeted recognition effect as a fluorescent probe for detecting macrolide pollutants. BRIEF DESCRIPTION OF THE DRAWINGS

[0028] Figure 1 The supramolecular cage S9 of the present invention recognizes the macrolide I 1H NMR characterization diagram;

[0029] Figure 2 The obtained supramolecular cage S9 of the present invention, and the compound S6, compound S7 and compound S8 contained therein 1 H NMR spectrum. DETAILED DESCRIPTION

[0030] The technical solution of the present invention is further illustrated below through specific implementation methods.

[0031] In the description of this specification, the description with reference to the terms "embodiment", "example", etc. means that the specific features, structures, materials or characteristics described in conjunction with the embodiment or example are included in at least one embodiment or example of the present invention. In this specification, the schematic representation of the above terms does not necessarily refer to the same embodiment or example. Moreover, the specific features, structures, materials or characteristics described can be combined in any one or more embodiments or examples in a suitable manner.

[0032] Although the embodiments of the present invention have been shown and described, it will be appreciated by those skilled in the art that various changes, modifications, substitutions and variations may be made to the embodiments without departing from the principles and spirit of the present invention, and that the scope of the present invention is defined by the claims and their equivalents.

[0033] A method for preparing a supramolecular cage capable of targeting and identifying macrolide pollutants comprises the following steps:

[0034] T1) under the catalytic action of triethylamine, a compound S1 of 1,5-difluoro-2,4-dinitrobenzene is subjected to a grafting reaction with 2-methoxy-1-ethanol to obtain a compound S2 of 1,5-bis(2-methoxyethoxy)-2,4-dinitrobenzene;

[0035] T2) in Na2S X Under the action of , compound S2 is reduced with ethanol to obtain compound S3 which is 1,5-bis(2-methoxyethoxy)-2,4-dinitrobenzene;

[0036] T3) in anhydrous dichloromethane, using dimethylformamide as a phase transfer agent, the compound S4 which is pyrimidine-4,6-dicarboxylic acid reacts with oxalyl chloride to obtain the compound S5 which is pyrimidine-4,6-dicarboxylic acid chloride;

[0037] T4) under the catalytic action of triethylamine, compound S3 and compound S5 are subjected to dechlorination and grafting reaction in anhydrous dichloromethane to obtain compound S6 which is N4,N6-bis(2,4-bis(2-methoxyethoxy)-5-nitrophenyl)pyrimidine-4,6-dicarboxamide;

[0038] T5) in the presence of a palladium-carbon catalyst, in a mixed solution of chloroform and methanol, the compound S6 is subjected to a hydrogenation reaction with hydrogen to obtain a compound S7 which is N4,N6-bis(5-amino-2,4-bis(2-methoxyethoxy)phenyl)pyrimidine-4,6-dicarboxamide;

[0039] T6) Compound S7 reacts with compound S8 which is 4',4"',4""',4"""'-(ethylene-1,1,2,2-tetrayl)tetrakis(([1"",1""'-biphenyl]-4-carboxaldehyde) in chloroform, and then compound S8 undergoes an aldehyde-amine condensation reaction under the catalysis of trifluoroacetic acid to generate a compound having the chemical formula C 236 H 224 N 16O40 The supramolecular cage S9;

[0040] The hydrogen bonding sites contained in the supramolecular cage S9 can bind macrolide and have color development properties after adsorption.

[0041] The method for preparing the supramolecular cage of the present invention, wherein the chemical formula of the synthesized supramolecular cage S9 is C 236 H 224 N 16O40 The hydrogen bonding sites contained in the supramolecular cage S9 can bind macrolides, thereby realizing host-guest recognition of macrolide pollutants. The color-developing property of the attached material can be used as a test reagent for fluorescent probes.

[0042] The chemical reaction formula of step T1) is:

[0043] In the formula, R is 2-methoxy-ethyl, and the general chemical structure is

[0044] The chemical reaction formula of step T2) is:

[0045]

[0046] The chemical reaction formula of step T3) is:

[0047]

[0048] The chemical reaction formula of step T4) is:

[0049]

[0050] The chemical reaction formula of step T5) is:

[0051]

[0052] The chemical reaction formula of step T6) is:

[0053]

[0054] Preferably, in step T1), the molar ratio of 2-methoxy-1-ethanol, triethylamine and compound S1 is 1:(0.09-0.1):(0.35-0.4).

[0055] By controlling the molar amount of compound S1 to not exceed 5% of the molar amount of 2-methoxy-1-ethanol, it is ensured that the synthesized compound is 1,5-bis(2-methoxyethoxy)-2,4-dinitrobenzene and the generation of excessive reaction by-products that are not necessary in the preparation process is avoided.

[0056] Preferably, it is characterized in that, in step T2), the concentration of compound S2 in unit volume of ethanol is 0.5-0.6 g / ml.

[0057] Avoid reducing the synthesis effect of compound S due to excessively high concentration of compound S2 in ethanol.

[0058] Preferably, it is characterized in that, in step T3), the molar ratio of compound S4 to oxalyl chloride is 1:3.

[0059] By adding excess oxalyl chloride, the required active acyl chloride group is provided for the chlorination of the carboxylic acid group of compound S4.

[0060] Preferably, it is characterized in that, in step T4), the molar ratio of compound S3 to compound S5 is 3:1, and the molar amount of triethylamine is greater than the molar amount of compound S3.

[0061] Excess triethylamine provides a basic environment for the reaction.

[0062] A preferred embodiment is: to anhydrous dichloromethane (80 mL) in which compound S3 (8.67 g, 22.0 mmol) and dry triethylamine (2.92 g, 28.9 mmol) are dissolved, add to a mixture of newly prepared compound S5 (1.41 g, 7.0 mmol) and dichloromethane (50 mL), then add anhydrous dichloromethane (50 mL), reflux for 5 h, remove the solvent under reduced pressure, and then perform solid-liquid extraction with methanol and ethyl acetate in sequence to obtain compound S6 (chemical formula N4, N6-bis(2,4-bis(2-methoxyethoxy)-5-nitrophenyl)pyrimidine-4,6-dicarboxamide) as a yellow flocculent solid.

[0063] Preferably, it is characterized in that, in step T5), under the catalytic action of palladium carbon at 40° C., reflux for 10 hours to completely hydrogenate compound S6.

[0064] Under the catalysis of palladium carbon at 40°C, N4,N6-bis(2,4-bis(2-methoxyethoxy)-5-nitrophenyl)pyrimidine-4,6-dicarboxamide was hydrogenated to generate N4,N6-bis(5-amino-2,4-bis(2-methoxyethoxy)phenyl)pyrimidine-4,6-dicarboxamide through a 10-hour hydrogenation reaction.

[0065] It should be emphasized that the obtained reaction solution needs to be filtered in the dark to remove the solvent and avoid oxidative decomposition of the hydrogenated compound S6.

[0066] Preferably, it is characterized in that, in step T6), the molar ratio of compound S7 to compound S8 is 2:1, the temperature of the aldehyde amine condensation reaction is 40° C., and the reaction time is 4 hours.

[0067] Furthermore, the present invention proposes a supramolecular cage capable of targeted identification of macrolide pollutants, which is prepared using the above-mentioned method for preparing a supramolecular cage capable of targeted identification of macrolide pollutants.

[0068] Compound S7 and compound S8 react with aldehyde amine to generate a supramolecular cage S9 with a network structure, which can adsorb macrolides and has color development.

[0069] The prepared supramolecular cage can be used as a detection reagent for a fluorescent probe that targets and identifies macrolide pollutants.

[0070] Furthermore, the present invention also proposes an application of a supramolecular cage in detecting macrolide pollutants, and a test paper is prepared using the supramolecular cage that can target and identify macrolide pollutants as described above.

[0071] The test strips can be prepared at the testing site, which is easy to operate and helps to ensure the sensitivity of the test strips.

[0072] The supramolecular cage S9 is 100% soluble in water at room temperature. The steps for making a test paper using the supramolecular cage S9 at the testing site are as follows:

[0073] (1) Take 1.0 g of the supramolecular cage S9 compound and dissolve it in 10 ml of water. After fully mixing, use quantitative filter paper for saturated adsorption for 1 minute. Then take it out and dry it at room temperature for 1 hour. After drying, the surface of the filter paper is evenly covered with the supramolecular cage S9 compound to prepare a test paper.

[0074] (2) Cut the test paper into 15×2 cm test strips, then collect the environmental water sample into a test tube, with the water sample collection volume being no less than 30 ml. The test strip is brought into contact with the water sample in the test tube. After 20 seconds, the test strip is soaked. If the soaked test strip undergoes an obvious color change, it indicates that macrolide compounds are present in the collected sample; if the soaked test strip does not undergo a color change, it indicates that the macrolide compounds in the collected sample are below the detection limit (the minimum detection limit is 0.1 mg / L), or there are no macrolide compounds.

[0075] Example

[0076] 1. Prepare the supramolecular cage S9 of the embodiment according to the following steps:

[0077] T1) Synthesis of compound S2:

[0078] In a dry 500 ml round-bottom flask, add 2-methoxy-1-ethanol (6.71 g, 51.5 mmol) and dry triethylamine (4.96 mmol); stir in a water bath at room temperature for 0.5 h; then add commercially available 1,5-difluoro-2,4-dinitrobenzene compound S1 (5.00 g, 19.6 mmol), stir and react for another hour, filter to remove the reaction solvent, dissolve the residue in water (100 mL), and extract with ethyl acetate (3×50 mL); combine the extracts, dry over anhydrous sodium sulfate and filter, remove the solvent, and separate and purify the residue on a silica gel column with a mixture of petroleum ether and ethyl acetate (20:1, v / v) to obtain compound S2 (chemical formula 1,5-bis(2-methoxyethoxy)-2,4-dinitrobenzene) as a yellow oil.

[0079] T2) Synthesis of compound S3:

[0080] Sulfur powder (6.28 g, 0.196 mol) was mixed with Na2S-9H2O (25.2 g, 0.105 mol) and water (2 mL). The mixture was stirred under reflux at 100 °C. The mixture gradually turned into a dark red solution. After the sulfur powder was completely dissolved, stirring and heating were continued for 30 minutes to obtain a dark red Na2S X solution; then compound S2 (5.11 g, 9.08 mmol) was placed in ethanol (10 mL) and heated to 80 ° C, and freshly prepared Na2S was added dropwise XThe solution was refluxed for 10 hours and then cooled to room temperature. The mixture was diluted with water (100 mL) and extracted with ethyl acetate (3×50 mL). The extracts were combined, dried over anhydrous sodium sulfate and filtered. After filtering to remove the solvent, the residue was separated and purified on a silica gel column with a mixture of petroleum solvent and ethyl acetate, and washed with a mixture of petroleum ether and dichloromethane (1:1 to 1:5, v / v) as an eluent to obtain compound S3 (3.09 g, yield 65%, chemical formula 1,5-bis(2-methoxyethoxy)-2,4-dinitrobenzene) as a brown oil.

[0081] T3) Synthesis of compound S5:

[0082] Commercially available compound S4 (1.68 g, 10.0 mmol) of pyrimidine-4,6-dicarboxylic acid was dissolved in anhydrous dichloromethane (50 mL) to form a suspension, oxalyl chloride (3.81 g, 30.0 mmol) was added, and then dimethylformamide (10 μL) was added. The resulting mixture was refluxed for 4 hours under stirring conditions, and then the solvent and residual oxalyl chloride were removed under vacuum to obtain compound S5 (chemical formula: pyrimidine-4,6-dicarboxylic acid chloride) as a gray powder.

[0083] T4) Synthesis of compound S6:

[0084] Compound S3 (8.67 g, 22.0 mmol) and dry triethylamine (2.92 g, 28.9 mmol) were dissolved in anhydrous dichloromethane (80 mL). The mixture was added to a mixture of the newly prepared compound S5 and dichloromethane (50 mL). Anhydrous dichloromethane (50 mL) was then added and the mixture was refluxed for 5 h. After the solvent was removed under reduced pressure, solid-liquid extraction was performed with methanol and ethyl acetate in sequence to obtain compound S6 (chemical formula: N4, N6-bis(2,4-bis(2-methoxyethoxy)-5-nitrophenyl)pyrimidine-4,6-dicarboxamide) as a yellow flocculent solid.

[0085] T5) Synthesis of compound S7:

[0086] Compound S6 was hydrogenated with hydrogen in CHCl3 / MeOH (40 mL, 3:1, v / v) solvent at 40°C for 10 hours under the catalysis of 10% Pd / C (100 mg). The resulting reaction solution was filtered in the dark and the solvent was immediately removed to obtain compound S7 (chemical formula: N4,N6-bis(5-amino-2,4-bis(2-methoxyethoxy)phenyl)pyrimidine-4,6-dicarboxamide).

[0087] T6) Synthesis of supramolecular cage S9:

[0088] Compound S7 (12.8 mg, 0.002 mmol) and commercially available compound S8 (4',4"',4""',4"""'-(ethylene-1,1,2,2-tetrayl)tetrakis(([1"",1""'-biphenyl]-4-carbaldehyde, 7.5 mg, 0.001 mmol) were added to 10 mL of chloroform and stirred at 40 °C for 4 h. Then 5 μL of trifluoroacetic acid was added and the mixture was spin-dried to obtain supramolecular cage S9 as an orange-yellow solid.

[0089] 2. Detection of macrolide compounds in environmental water samples using the supramolecular cage S9:

[0090] 2.1 Under laboratory conditions at room temperature of 25°C, different water qualities of pH = 4, 9 and 10 were tested respectively to detect the fluorescence color development reaction of the supramolecular cage S9 synthesized by the present invention to macrolide antibiotics. Three controls were used for each experiment, and the results were verified by nuclear magnetic resonance experiments. It was found that the compound of the supramolecular cage S9 existed stably and no other intermediates were produced, indicating that the supramolecular cage S9 of the present invention has good targeting and stability. The obtained nuclear magnetic resonance 1 HNMR spectrum Figure 2 shown.

[0091] 2.2 For neutral water with pH = 7, low temperature (T = 15 ° C), normal temperature (T = 25 ° C) and high temperature (T = 35 ° C) test experiments were carried out to simulate the temperature change gradient of water quality in different seasons. Three controls were set for each experiment. The synthesized supramolecular cage S9 was characterized and verified by nuclear magnetic resonance experiment. It was found that the compound of the supramolecular cage S9 existed stably and no other intermediates were produced, indicating that the supramolecular cage S9 of the present invention has good targeting and stability. The nuclear magnetic resonance of the characterized supramolecular cage S9 1 HNMR spectrum Figure 1 shown.

[0092] In summary, the method for preparing the supramolecular cage for targeting and recognizing macrolide pollutants, the chemical formula of the synthesized supramolecular cage S9 is C 236 H 224 N 16O40 The hydrogen bonding sites contained in the supramolecular cage S9 can bind macrolides, thereby realizing host-guest recognition of macrolide pollutants. The mechanism by which the supramolecular cage S9 recognizes macrolide pollutants can be described as follows: Figure 1 of 1The H NMR spectrum shows that when the content of macrolide pollutants in the tested contaminated water sample is 0.1 mg / mL-1 mg / mL, it can be identified by RGB color development, and when the content of macrolide pollutants in the tested contaminated water sample is greater than or equal to 1 mg / mL, it can be identified by fluorescence by the naked eye, so that the supramolecular cage of the present invention has the targeted recognition effect as a fluorescent probe for detecting macrolide pollutants, and has good anti-interference and stability.

[0093] The technical principle of the present invention is described above in conjunction with specific embodiments. These descriptions are only for explaining the principle of the present invention and cannot be interpreted as limiting the scope of protection of the present invention in any way. Based on the explanations herein, those skilled in the art can associate other specific implementations of the present invention without paying creative labor, and these methods will fall within the scope of protection of the present invention.

Claims

1. A method for preparing a supramolecular cage capable of targeting and identifying macrolide pollutants, characterized in that: The following steps are involved: T1) under the catalytic action of triethylamine, a compound S1 of 1,5-difluoro-2,4-dinitrobenzene is subjected to a grafting reaction with 2-methoxy-1-ethanol to obtain a compound S2 of 1,5-bis(2-methoxyethoxy)-2,4-dinitrobenzene; T2) in Na2S X Under the action of , compound S2 is reduced with ethanol to obtain compound S3 which is 1,5-bis(2-methoxyethoxy)-2,4-dinitrobenzene; T3) in anhydrous dichloromethane, using dimethylformamide as a phase transfer agent, the compound S4 which is pyrimidine-4,6-dicarboxylic acid reacts with oxalyl chloride to obtain the compound S5 which is pyrimidine-4,6-dicarboxylic acid chloride; T4) under the catalytic action of triethylamine, compound S3 and compound S5 are subjected to dechlorination and grafting reaction in anhydrous dichloromethane to obtain compound S6 which is N4,N6-bis(2,4-bis(2-methoxyethoxy)-5-nitrophenyl)pyrimidine-4,6-dicarboxamide; T5) in the presence of a palladium-carbon catalyst, in a mixed solution of chloroform and methanol, the compound S6 is subjected to a hydrogenation reaction with hydrogen to obtain a compound S7 which is N4,N6-bis(5-amino-2,4-bis(2-methoxyethoxy)phenyl)pyrimidine-4,6-dicarboxamide; T6) Compound S7 reacts with compound S8 which is 4',4"',4""',4"""'-(ethylene-1,1,2,2-tetrayl)tetrakis(([1"",1""'-biphenyl]-4-carboxaldehyde) in chloroform, and then compound S8 undergoes a condensation reaction under the catalysis of trifluoroacetic acid to generate a compound having a chemical formula C 236 H 224 N 16O40 The supramolecular cage S9; The hydrogen bonding sites contained in the supramolecular cage S9 can bind macrolide and have color development properties after adsorption.

2. The method for preparing a supramolecular cage capable of targeting and identifying macrolide pollutants according to claim 1, characterized in that: In step T1), the molar ratio of 2-methoxy-1-ethanol, triethylamine and compound S1 is 1:(0.09-0.1):(0.35-0.4).

3. The method for preparing a supramolecular cage capable of targeting and identifying macrolide pollutants according to claim 1, characterized in that: In step T2), the concentration of compound S2 in unit volume of ethanol is 0.5-0.6 g / ml.

4. The method for preparing a supramolecular cage capable of targeting and identifying macrolide pollutants according to claim 1, characterized in that: In step T3), the molar ratio of compound S4 to oxalyl chloride is 1:

3.

5. The method for preparing a supramolecular cage capable of targeting and identifying macrolide pollutants according to claim 1, characterized in that: In step T4), the molar ratio of compound S3 to compound S5 is 3:1, and the molar amount of triethylamine is greater than the molar amount of compound S3.

6. The method for preparing a supramolecular cage capable of targeting and identifying macrolide pollutants according to claim 1, characterized in that: In step T5), under the catalysis of palladium carbon at 40° C., the compound S6 is completely hydrogenated by reflux for 10 hours.

7. The method for preparing a supramolecular cage capable of targeting and identifying macrolide pollutants according to claim 1, characterized in that: In step T6), the molar ratio of compound S7 to compound S8 is 2:1, the temperature of the aldehyde amine condensation reaction is 40° C., and the reaction time is 4 h.

8. A supramolecular cage capable of targeting and identifying macrolide pollutants, characterized in that: The method for preparing the supramolecular cage capable of targeted recognition of macrolide pollutants according to any one of claims 1 to 7 is used to prepare the supramolecular cage.

9. Application of a supramolecular cage in detecting macrolide pollutants, characterized in that: The test paper is prepared using the supramolecular cage capable of targeted recognition of macrolide pollutants as claimed in claim 8.

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