CN111961153A

CN111961153A - Thiodiglycol molecularly imprinted polymer and preparation method and application thereof

Info

Publication number: CN111961153A
Application number: CN202010873358.0A
Authority: CN
Inventors: 甄淑君; 叶启超; 詹蕾
Original assignee: Southwest University
Current assignee: Southwest University
Priority date: 2020-08-26
Filing date: 2020-08-26
Publication date: 2020-11-20
Anticipated expiration: 2040-08-26
Also published as: CN111961153B

Abstract

The invention relates to a thiodiglycol molecularly imprinted polymer, a preparation method and application thereof, and belongs to the technical field of analysis and detection. Template molecule thiodiglycol is combined with functional monomer alpha-methacrylic acid through hydrogen bonds, after cross-linking agent N, N-dimethyl methylene bisacrylamide and initiator ammonium persulfate are added, polymerization reaction is carried out, finally, template molecules are washed away, binding sites capable of specifically recognizing thiodiglycol are left, and the thiodiglycol molecularly imprinted polymer is prepared. After the polymer specifically adsorbs thiodiglycol, the thiodiglycol can form a firm gold-sulfur bond with gold nanoparticles due to the fact that the thiodiglycol has sulfur atoms, a large number of gold nanoparticles can be adsorbed, and visible red can be formed. The polymer and the corresponding test paper have simple preparation method and easy operation, and are suitable for expanded production.

Description

Thiodiglycol molecularly imprinted polymer and preparation method and application thereof

Technical Field

The invention belongs to the technical field of analysis and detection, and particularly relates to a thiodiglycol molecularly imprinted polymer, and a preparation method and application thereof.

Background

Mustard gas is a chemical warfare agent widely used in military, and is called "the king of war" and "the first chemical weapon in modern tactical war" because of its high toxicity which can make the opponent lose fighting power. Mustard gas molecules spontaneously form highly reactive and unstable intermediates based on intramolecular cyclization, and produce toxicity. Mustard gas is a strong alkylating agent, can react rapidly with various free nucleophilic sites present in biological media, and has mutagenic, carcinogenic, and cytotoxic effects. Mustard gas causes not only direct damage to the skin, eyes and lungs, but also causes chromosomal damage, especially to people who may have long-term exposure to mustard gas. Mustard gas has no specific anti-virus medicine so far, and only can adopt symptomatic treatment measures. Upon entering the human body, mustard gas is readily hydrolyzed to Thiodiglycol (TDG), a relatively stable, low-volatility, and low-toxicity metabolite. Therefore, whether the mustard poisoning is caused by the mustard gas can be judged by detecting the TDG, and a basis is provided for clinical diagnosis.

The existing method for detecting TDG mainly comprises liquid chromatography-mass spectrometry (LC-MS) and gas chromatography-mass spectrometry (GC-MS). Among them, LC-MS can analyze TDG most conveniently, but this method is not suitable for trace analysis of biomedical samples. TDG can also be analyzed by GC-MS, but the peak shape is not ideal, derivatization is needed when the analysis concentration is lower than 1ppm, and TDG needs to be modified into a derivative with higher volatility and lower polarity so as to carry out quantitative and qualitative analysis by GC-MS. These detection means not only require expensive instruments and reagents, but also require professional personnel to operate, and the field real-time detection of TDG is difficult to realize.

Disclosure of Invention

In view of the above, an object of the present invention is to provide a method for preparing a thiodiglycol molecularly imprinted polymer; the second purpose is to provide a thiodiglycol molecularly imprinted polymer; the third purpose is to provide the application of the thiodiglycol molecularly imprinted polymer in detecting the mustard gas poisoning marker thiodiglycol; the fourth purpose is to provide test paper for detecting the mustard gas poisoning marker thiodiglycol; the fifth purpose is to provide a preparation method of the test paper for detecting the mustard gas poisoning marker thiodiglycol; the sixth purpose is to provide a method for detecting the mustard gas poisoning marker thiodiglycol by using the test paper.

In order to achieve the purpose, the invention provides the following technical scheme:

1. a preparation method of thiodiglycol molecularly imprinted polymer comprises the following steps:

adding alpha-methacrylic acid into a thiodiglycol solution, adding N, N-dimethyl methylene bisacrylamide after ultrasonic mixing, adding ammonium persulfate after mixing, performing ultrasonic treatment at 35-40 ℃ to obtain an intermediate product, finally washing off thiodiglycol in the intermediate product, and drying a solid phase to obtain the thiodiglycol molecularly imprinted polymer.

Preferably, the molar mass ratio of the alpha-methacrylic acid, the thiodiglycol, the N, N-dimethylmethylene bisacrylamide and the ammonium persulfate is 2:1:0.08:0.05, and the molar mass ratio of the mol: mg: mg.

Preferably, the time for ultrasonic uniform mixing is 10-30 min; the mixing is ultrasonic treatment for more than 30 min; the ultrasonic treatment time is more than 1 h.

Preferably, the method for washing off thiodiglycol in the intermediate product comprises the following steps: soaking the intermediate product in chloroform, performing ultrasonic treatment for 10min, shaking on a shaking table for 50min, and replacing the previous chloroform with new chloroform for 2-3 times during shaking.

Preferably, the drying is drying at 30-50 ℃ to constant weight.

2. The thiodiglycol molecularly imprinted polymer prepared by the method.

3. The thiodiglycol molecularly imprinted polymer is applied to detecting a mustard gas poisoning marker thiodiglycol.

4. The test paper is a nitrocellulose membrane coated with the thiodiglycol molecularly imprinted polymer.

5. The preparation method of the test paper for detecting the mustard gas poisoning marker thiodiglycol comprises the following steps:

adding alpha-methacrylic acid into a thiodiglycol solution, ultrasonically mixing uniformly, adding N, N-dimethylmethylene bisacrylamide, uniformly mixing uniformly, adding ammonium persulfate, soaking a nitrocellulose membrane in the ammonium persulfate, ultrasonically treating at 35-40 ℃, taking out the nitrocellulose membrane, soaking in chloroform, ultrasonically treating for 10min, shaking up for 50min on a shaking bed, replacing the previous chloroform with new chloroform during shaking up, replacing for 2-3 times, and finally taking out and drying.

6. The method for detecting the mustard gas poisoning marker thiodiglycol by using the test paper comprises the following steps:

and soaking the test paper in a solution to be tested containing thiodiglycol for 15min, taking out, cleaning until non-template molecules on the test paper are removed, standing at room temperature for 5min, soaking in a gold nanoparticle solution at 30 ℃ for 50min, taking out, and carrying out qualitative analysis and quantitative analysis according to the color presented by the test paper.

The invention has the beneficial effects that: the invention provides a thiodiglycol molecularly imprinted polymer, a preparation method and application thereof. The template molecule thiodiglycol is combined with functional monomer alpha-methacrylic acid through hydrogen bonds, a cross-linking agent and an initiator are added to carry out polymerization reaction, and finally, the template molecule is washed away, and binding sites capable of specifically recognizing thiodiglycol are left to prepare the thiodiglycol molecularly imprinted polymer. The binding sites in the polymer can carry out memory, recognition and specific adsorption on the thiodiglycol, so that the polymer has good sensitivity and beneficial selectivity on the thiodiglycol. After the molecularly imprinted polymer specifically adsorbs thiodiglycol, as the thiodiglycol has sulfur atoms, a firm gold-sulfur bond can be formed with gold nanoparticles, gold nanoparticles can be adsorbed in a large amount, and macroscopic red color is formed, based on the visible detection, the molecularly imprinted polymer can realize the visual detection of the thiodiglycol, the molecularly imprinted polymer is loaded on a nitrocellulose membrane to prepare test paper, the field instant detection of the mustard gas poisoning marker thiodiglycol can be realized without expensive instruments, and the finally prepared test paper not only has excellent thiodiglycol sensing performance but also can improve the detection efficiency by optimizing the mole ratio of template molecules to functional monomers, the elution time and the elution time in the preparation process, and the finally prepared test paper has excellent thiodiglycol sensing performance and optimized immersion time in a thiodiglycol-containing solution, immersion time in a gold nanoparticle solution and temperature in the later use process, the detection effect of the reagent can be improved. The thiodiglycol molecularly imprinted polymer and the corresponding test paper have simple preparation methods, are easy to operate and are suitable for expanded production.

Additional advantages, objects, and features of the invention will be set forth in part in the description which follows and in part will become apparent to those having ordinary skill in the art upon examination of the following or may be learned from practice of the invention. The objectives and other advantages of the invention may be realized and attained by the means of the instrumentalities and combinations particularly pointed out hereinafter.

Drawings

For the purposes of promoting a better understanding of the objects, aspects and advantages of the invention, reference will now be made to the following detailed description taken in conjunction with the accompanying drawings in which:

FIG. 1 is an SEM photograph of an intermediate product of example 1;

FIG. 2 is an SEM photograph of a nitrocellulose membrane used in example 2;

FIG. 3 is an SEM photograph of a nitrocellulose membrane (i.e., test paper before elution) obtained after sonication for 1h in example 2;

FIG. 4 is an SEM photograph of the test paper prepared in example 2 after being sequentially immersed in a thiodiglycol solution and a gold nanoparticle solution;

FIG. 5 is a color development result chart of the test strips of example 2 and comparative example 1 after binding gold nanoparticles before and after elution (in FIG. 5, a, B, and c are color development results of the test strips of example 2 after binding gold nanoparticles before and after elution, d, e, and f are color development results of the test strips of comparative example 1 before and after elution, and B is RGB value of each test strip obtained by IPP software in FIG. 5);

FIG. 6 is a diagram showing the test result of the influence of the molar ratio of the template molecules to the functional monomers on the color development degree of the test strip;

FIG. 7 is a graph showing the test results of the effect of different eluents on the color development of test strips;

FIG. 8 is a graph showing the test results of the effect of different elution times on the degree of color development of the test strip;

FIG. 9 is a graph showing the test results of the effect of different soaking times in thiodiglycol solution on the color development degree of the test strip;

FIG. 10 is a graph showing the test results of the effect of different soaking times in a gold nanoparticle solution on the color development degree of a test strip;

FIG. 11 is a graph showing the test results of the effect of different incubation times on the color development of the test strip;

FIG. 12 is a graph of linear regression plotted using thiodiglycol concentration as the abscissa and Δ Red as the ordinate;

FIG. 13 is a graph showing the results of thiodiglycol selectivity tests;

FIG. 14 is a graph showing the results of the thiodiglycol detection anti-interference capability test.

Detailed Description

The embodiments of the present invention are described below with reference to specific embodiments, and other advantages and effects of the present invention will be easily understood by those skilled in the art from the disclosure of the present specification. The invention is capable of other and different embodiments and of being practiced or of being carried out in various ways, and its several details are capable of modification in various respects, all without departing from the spirit and scope of the present invention.

Example 1

Preparation of thiodiglycol molecularly imprinted polymer

Adding alpha-methacrylic acid into a thiodiglycol solution, carrying out ultrasonic treatment for 10min, adding N, N-dimethyl methylene bisacrylamide after uniformly mixing, carrying out ultrasonic treatment for 30min, adding ammonium persulfate, carrying out ultrasonic treatment for 1h at 35 ℃ to obtain an intermediate product, soaking the intermediate product in chloroform, carrying out ultrasonic treatment for 10min, then placing the intermediate product on a shaking table, shaking the intermediate product for 50min, replacing the previous chloroform with new chloroform for 2 times during shaking, taking the solid phase, and drying the solid phase at 30 ℃ to constant weight to obtain the thiodiglycol molecular imprinting polymer, wherein the molar mass ratio of the alpha-methacrylic acid to the thiodiglycol to the N, N-dimethyl methylene bisacrylamide to the ammonium persulfate is 2:1:0.08:0.05, and the molar mass ratio of the mol: mg.

The SEM image of the intermediate product in example 1 is shown in FIG. 1, and it can be seen from FIG. 1 that the intermediate product has a regular spherical structure with an average particle size of 200-400 nm.

Example 2

Test paper for preparing thiodiglycol as marker for detecting mustard gas poisoning

Adding alpha-methacrylic acid into a thiodiglycol solution, carrying out ultrasonic treatment for 10min, adding N, N-dimethyl methylene bisacrylamide after uniformly mixing, carrying out ultrasonic treatment for 30min, adding ammonium persulfate, soaking a 5 x 10mm nitrocellulose membrane in the solution, carrying out ultrasonic treatment for 1h at 35 ℃, taking out the nitrocellulose membrane, soaking the nitrocellulose membrane in chloroform, carrying out ultrasonic treatment for 10min, shaking the nitrocellulose membrane on a shaking table for 50min, replacing the chloroform with new chloroform during shaking for 2 times, taking out the nitrocellulose membrane, and drying the nitrocellulose membrane at 30 ℃ to constant weight to prepare the test paper for detecting the mustard gas poisoning marker thiodiglycol, wherein the molar mass ratio of the alpha-methacrylic acid to the thiodiglycol to the N, N-dimethyl methylene bisacrylamide to the ammonium persulfate is 2:1:0.08:0.05, and the molar mass ratio of the mol: mg: mg.

The SEM image of the nitrocellulose membrane used in example 2 is shown in fig. 2, and it can be seen from fig. 2 that the nitrocellulose membrane has a good fibrous and porous structure.

The SEM image of the cellulose nitrate membrane obtained after the ultrasonic treatment for 1h in example 2 (i.e., the test paper before washing) is shown in FIG. 3, and it can be seen from FIG. 3 that thiodiglycol molecularly imprinted polymer intermediate is successfully bonded on the surface of the cellulose nitrate membrane.

The test paper for detecting the mustard gas poisoning marker thiodiglycol prepared in example 2 is soaked in a solution of thiodiglycol with the concentration of 1 μ g/mL for 15min, then taken out and cleaned to remove non-template molecules on the test paper, placed at room temperature for 5min, then soaked in a gold nanoparticle solution for 50min at 30 ℃, and then taken out and tested by a scanning electron microscope, and the result is shown in fig. 4, as can be seen from fig. 4, thiodiglycol is specifically bound to the thiodiglycol molecularly imprinted polymer on the test paper, and a large number of gold nanoparticles are adsorbed by the bound thiodiglycol.

Comparative example 1

The difference from example 2 is that thiodiglycol is not added to test paper without thiodiglycol binding sites, which is obtained by adding alpha-methacrylic acid to an aqueous solution.

The nitrocellulose membrane obtained after the sonication for 1 hour in example 2 (i.e., the test paper before elution) was immersed in the gold nanoparticle solution at 30 ℃ for 50min, and then taken out to show red color (as shown by a in fig. 5 a), since the test paper was not eluted at this time, and thiodiglycol was also contained thereon, and a large amount of gold nanoparticles were adsorbed by the thiodiglycol thereon, thereby showing red color. The test paper finally prepared in example 2 was immersed in the gold nanoparticle solution at 30 ℃ for 50min, and no distinct red color was observed after being taken out (as shown in b in fig. 5 a), because the thiodiglycol on the test paper was largely washed out after washing and elution, and a large amount of gold nanoparticles could not be adsorbed, thereby the color became lighter. The test paper finally prepared in example 2 was immersed in a thiodiglycol solution having a thiodiglycol concentration of 1 μ g/mL for 15min, then taken out and washed to remove non-template molecules on the test paper, left at room temperature for 5min, and then immersed in a gold nanoparticle solution at 30 ℃ for 50min, and taken out to show red color (as shown in a in fig. 5 as c), because thiodiglycol molecularly imprinted polymer on the test paper specifically binds thiodiglycol, and a large amount of gold nanoparticles are adsorbed by the bound thiodiglycol.

The nitrocellulose membrane obtained after the sonication for 1 hour in comparative example 1 (i.e., the test paper without thiodiglycol binding sites before elution) was immersed in the gold nanoparticle solution at 30 ℃ for 50min, and no distinct red color was observed after removal (as shown by d in a in fig. 5), since the test paper without thiodiglycol could not adsorb a large amount of gold nanoparticles, and thus no distinct red color was observed. The test paper finally prepared in comparative example 1 was immersed in the gold nanoparticle solution at 30 ℃ for 50min, and no distinct red color was observed after being taken out (as shown by e in fig. 5 a), also because the test paper does not contain thiodiglycol, and thus a large amount of gold nanoparticles cannot be adsorbed, and no distinct red color is observed. The test paper finally prepared in comparative example 1 was soaked in a solution of thiodiglycol at a thiodiglycol concentration of 1 μ g/mL for 15min, then taken out and washed to remove non-template molecules on the test paper, left at room temperature for 5min, and then soaked in a gold nanoparticle solution at 30 ℃ for 50min, and after being taken out, no distinct red color (as shown by f in fig. 5 a) appears, because the test paper has no thiodiglycol binding site and cannot bind thiodiglycol, so that a large number of gold nanoparticles cannot be adsorbed by the bound thiodiglycol.

Further, the RGB values of the test strips were obtained by IPP software, and it can be seen that the trend of the change of the red color value (as shown in B in fig. 5) on the test strips is completely consistent with the color response observed by naked eyes from a in fig. 5, and the above results prove that the test strip loaded with thiodiglycol molecularly imprinted polymer in example 2 can realize specific recognition of thiodiglycol.

Example 3

As shown in fig. 6, it can be seen from fig. 6 that, when the molar ratio of thiodiglycol to α -methacrylic acid is 1:2, the red value of the test paper is strongest because one molecule of thiodiglycol can form a hydrogen bond with two molecules of α -methacrylic acid, and therefore, when the molar ratio of thiodiglycol to α -methacrylic acid is 1:2, a thiodiglycol molecularly imprinted polymer that specifically recognizes thiodiglycol can be prepared, so that the finally prepared test paper has the best thiodiglycol sensing performance.

Example 4

As shown in fig. 7, it is understood from fig. 7 that chloroform can not only completely elute thiodiglycol but also has an optimum ability to re-adsorb thiodiglycol before and after eluting thiodiglycol, as shown in fig. 7.

Example 5

In example 2, the time for placing on the shaking table and shaking was set to 10min, 20min, 30min, 40min, 50min and 60min in sequence, and the influence of different elution times on the color development degree of the test strip was examined, and the results are shown in fig. 8, and it can be seen from fig. 8 that the best elution effect was obtained when the elution time was 50 min. If the elution time is too short, thiodiglycol will not be removed completely, and conversely, if the elution time is too long, the intermediate on the nitrocellulose membrane will be lost too much, resulting in poor recovery of the red signal value at a later stage.

Example 6

The test paper for detecting the mustard gas poisoning marker thiodiglycol prepared in example 2 is soaked in a thiodiglycol solution with the concentration of 1 mug/mL for 5min, 10min, 15min, 20min, 25min and 30min respectively, taking out, cleaning to remove non-template molecules on the test paper, standing at room temperature for 5min, soaking in gold nanoparticle solution at 30 deg.C for 50min, meanwhile, the test paper for detecting the mustard gas poisoning marker thiodiglycol prepared in example 2 is directly soaked in the gold nanoparticle solution at 30 ℃ for 50min as a control, and the difference value (delta Red value) between the Red values of the test paper and the control test paper is calculated, and as shown in fig. 9, as can be seen from fig. 9, the delta Red value of the test paper soaked for 15min and the control test paper is the largest, which indicates that the optimal combination time of the thiodiglycol molecularly imprinted polymer in the test paper and the thiodiglycol in the solution is 15 min.

Example 7

The test paper for detecting the mustard gas poisoning marker thiodiglycol prepared in example 2 was immersed in a solution of thiodiglycol having a thiodiglycol concentration of 1 μ g/mL for 15min, then removed and washed to remove non-template molecules thereon, and after being left at room temperature for 5min, the test paper was immersed in a gold nanoparticle solution at 30 ℃ for 10min, 20min, 30min, 40min, 50min, 60min and 70min, respectively, and the test paper for detecting the mustard gas poisoning marker thiodiglycol prepared in example 2 was immersed in a gold nanoparticle solution at 30 ℃ for 10min, 20min, 30min, 40min, 50min, 60min and 70min as a control, respectively, and the difference (Δ Red value) between each test paper and the corresponding test paper was calculated, as shown in fig. 10, and it was found that the Δ Red value of the test paper immersed for 50min was the largest as compared with the control, the optimal action time of the thiodiglycol and the gold nanoparticles in the test paper is 50 min.

Example 8

Soaking the test paper for detecting the mustard gas poisoning marker thiodiglycol prepared in example 2 in a solution of thiodiglycol with the concentration of 1 mug/mL for 15min, taking out and cleaning the test paper until non-template molecules on the test paper are removed, placing the test paper at room temperature for 5min, soaking the test paper in a gold nanoparticle solution for 50min at 25 ℃, 30 ℃, 35 ℃ and 40 ℃, respectively, simultaneously soaking the test paper for detecting the mustard gas poisoning marker thiodiglycol prepared in example 2 in a gold nanoparticle solution for 50min at 25 ℃, 30 ℃, 35 ℃ and 40 ℃ respectively, recording the red values of the test paper and the corresponding test paper, and drawing a graph, as shown in FIG. 11, it can be known from FIG. 11 that the red values displayed by the test paper after adsorbing the thiodiglycol and then combining with the gold nanoparticles are all larger than the red values displayed by combining the gold nanoparticles after not adsorbing the thiodiglycol at each temperature, wherein, the change of the test strip red value is the largest at 30 ℃, so that the optimal incubation time is 30 ℃.

Example 9

Soaking the test paper for detecting the mustard gas poisoning marker thiodiglycol prepared in example 2 in a solution of thiodiglycol with the concentration of 1ng/mL, 10ng/mL, 100ng/mL, 1000ng/mL, 10 mu g/mL and 100 mu g/mL for 15min, taking out the test paper, cleaning the test paper to remove non-template molecules on the test paper, placing the test paper at room temperature for 5min, soaking the test paper in a gold nanoparticle solution at 30 ℃ for 50min, and simultaneously soaking the test paper for detecting the mustard gas poisoning marker thiodiglycol prepared in example 2 in the gold nanoparticle solution at 30 ℃ for 50min as a control to calculate the difference between the red test paper and the control valueThe linear regression curve is plotted with thiodiglycol concentration as abscissa and Δ Red as ordinate, as shown in fig. 12, where Δ Red of the test paper is linearly related to thiodiglycol concentration, and the linear regression equation Log (Δ R%) is obtained as 0.215c-0.094, where R is equal to²0.98237, limit of detection (LOD, S/N3) is 5.04ng/mL, which is well below the limit of detection reported in the literature for conventional detection methods.

Example 10

Thiodiglycol detection selectivity test

The test paper for detecting the mustard gas poisoning marker thiodiglycol prepared in example 2 was respectively soaked in thiodiglycol at a concentration of 0ng/mL and 10ng/mL¹ng/mL、10²ng/mL、10³ng/mL、10⁴ng/mL、10⁵ng/mL、10⁶And (3) after 15min in a solution of ng/mL thiodiglycol, taking out and cleaning until non-template molecules on the test paper are removed, standing at room temperature for 5min, and soaking in a gold nanoparticle solution at 30 ℃ for 50 min. Referring to the above method, the solution of thiodiglycol was sequentially replaced with glutamine solution, cysteine solution, methionine solution, phenylalanine solution and γ -aminobutyric acid solution, and the color change of the test paper treated with different solutions of different concentrations was observed, and as a result, as shown in fig. 13, it can be seen from fig. 13 that the test paper of the present invention responds most strongly to thiodiglycol, while responding very weakly to glutamine, cysteine, methionine, phenylalanine and γ -aminobutyric acid. It is noteworthy that cysteine and methionine are very close in structure to thiodiglycol and both contain elemental sulfur, even when added at high concentrations (10)⁶ng/mL), the test paper of the invention does not show obvious red, which shows that the test paper has good selectivity for detecting the thiodiglycol, which is mainly attributed to the specific recognition capability of the thiodiglycol molecularly imprinted polymer on the test paper for the thiodiglycol.

Example 11

Thiodiglycol detection anti-interference capability test

The test paper for detecting the mustard gas poisoning marker thiodiglycol prepared in example 2 was soaked in thiodiglycol at a concentration of 1. mu.gSoaking in thiodiglycol solution at room temperature for 15min, taking out, washing to remove non-template molecules, standing at room temperature for 5min, soaking in gold nanoparticle solution at 30 deg.C for 50min, taking out, and soaking in thiodiglycol solution at room temperature with thiodiglycol concentration of 1 μ g/mL, respectively, containing Na⁺、K⁺、Zn²⁺、Cu²⁺、Mg²⁺、Ca²⁺、Fe³⁺、Fe²⁺、Mn²⁺、Ba²⁺And Al³⁺The solution of thiodiglycol (2) is incubated for 30min in a solution of thiodiglycol containing uric acid, urea, aspartic acid, glutamic acid, glycine and glucose, wherein Na is⁺、K⁺、Zn²⁺、Cu²⁺、Mg²⁺、Ca²⁺、Fe³⁺、Fe²⁺、Mn²⁺、Ba² ⁺、Al³⁺And uric acid, urea, aspartic acid, glutamic acid, glycine and glucose at a concentration of 10. mu.g/mL, and thiodiglycol in a solution of thiodiglycol at a concentration of 1. mu.g/mL. No obvious color change is observed, and as shown in FIG. 14, the test paper of the present invention has excellent anti-interference ability.

Finally, the above embodiments are only intended to illustrate the technical solutions of the present invention and not to limit the present invention, and although the present invention has been described in detail with reference to the preferred embodiments, it will be understood by those skilled in the art that modifications or equivalent substitutions may be made on the technical solutions of the present invention without departing from the spirit and scope of the technical solutions, and all of them should be covered by the claims of the present invention.

Claims

1. A preparation method of thiodiglycol molecularly imprinted polymer is characterized by comprising the following steps:

2. The method according to claim 1, wherein the molar mass ratio of the alpha-methacrylic acid, the thiodiglycol, the N, N-dimethylmethylenebisacrylamide and the ammonium persulfate is 2:1:0.08:0.05, mol: mol: mg: mg.

3. The method of claim 2, wherein the time for ultrasonic blending is 10-30 min; the mixing is ultrasonic treatment for more than 30 min; the ultrasonic treatment time is more than 1 h.

4. The method of claim 1, wherein thiodiglycol in the intermediate product is washed away by: soaking the intermediate product in chloroform, performing ultrasonic treatment for 10min, shaking on a shaking table for 50min, and replacing the previous chloroform with new chloroform for 2-3 times during shaking.

5. The method of claim 1, wherein the drying is drying at 30-50 ℃ to constant weight.

6. A molecularly imprinted polymer of thiodiglycol prepared by the method of any one of claims 1-5.

7. The use of thiodiglycol molecularly imprinted polymer according to claim 6 for detecting the mustard gas poisoning marker thiodiglycol.

8. A test strip for detecting thiodiglycol as a mustard gas poisoning marker, which is characterized in that the test strip is a nitrocellulose membrane coated with the thiodiglycol molecularly imprinted polymer according to claim 6.

9. The method for preparing the test paper for detecting the mustard gas poisoning marker thiodiglycol according to claim 8 is characterized by comprising the following steps:

10. The method for detecting the mustard gas poisoning marker thiodiglycol by using the test paper of claim 8, which is characterized by comprising the following steps: