An europium-based metal-organic framework material constructed based on a 4-((3-(pyrazin-2-yl)-1h-pyrazol-1-yl)methyl)benzoic acid ligand, a preparation method and application thereof

By constructing europium-based metal-organic framework materials based on 4-((3-(pyrazin-2-yl)-1H-pyrazol-1-yl)methyl)benzoic acid ligands, the shortcomings of existing materials in the detection of furazolidone are overcome, achieving high sensitivity and portability in detection, and making it suitable for monitoring furazolidone residues in the environment and food.

CN122277932APending Publication Date: 2026-06-26HENAN ACAD OF SCI CARBON MATRIX COMPOSITES RES INST
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Patent Information

Application Number
CN202610725488.7
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2026-05-25
Publication Date
2026-06-26

AI Technical Summary

Technical Problem

Existing europium-based metal-organic framework materials have shortcomings in structural design, selective recognition capabilities, and detection performance for targets such as NFZ, making it difficult to meet the needs for rapid, sensitive, and portable detection.

Method used

Europium-based metal-organic framework materials were constructed using 4-((3-(pyrazin-2-yl)-1H-pyrazol-1-yl)methyl)benzoic acid ligands. Eu-ppmb materials with well-defined crystal structures were prepared by a low-temperature solvothermal method, forming a one-dimensional ladder chain structure and constructing a three-dimensional framework through hydrogen bonding. This material was used for highly sensitive fluorescence detection of furazolidone.

Benefits of technology

It achieves highly sensitive fluorescence quenching detection of furacilin with a detection limit of 0.56 μM, and is suitable for rapid detection of furacilin antibiotic residues in environmental water and food. It does not require large instruments and is suitable for field applications.

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Abstract

This invention relates to a europium-based metal-organic framework material constructed based on 4-((3-(pyrazin-2-yl)-1H-pyrazol-1-yl)methyl)benzoic acid ligand, its preparation method, and its applications. The invention pertains to the fields of metal-organic framework materials, luminescent functional materials, and fluorescence sensing technologies. The chemical formula of the europium-based metal-organic framework material prepared by this invention is: [Eu(ppmb)2(NO3)(H2O)2] n ; where ppmb is the ligand after deprotonation of Hppmb; the structure of Hppmb is; the europium-based metal-organic framework material belongs to the triclinic crystal system, space group P-1, and unit cell parameters are a=9.727(4) Å, b=14.197(5) Å, c=25.615(9) Å, α=77.899(1)°, β=86.231(1)°, γ=70.044(1)°, and it is used in the detection of furazolidone.
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Description

Technical Field

[0001] This invention relates to the fields of metal-organic framework materials, luminescent functional materials, and fluorescence sensing technology, specifically to a europium-based metal-organic framework material constructed based on 4-((3-(pyrazin-2-yl)-1H-pyrazol-1-yl)methyl)benzoic acid ligand, its preparation method, and its application. Background Technology

[0002] Nitrofurazone (NFZ) is a common nitrofuran drug widely used for antibacterial treatment. Because trace residues may exist in environmental samples, food samples, and pharmaceutical preparations, and because some nitrofuran drugs have potential toxic side effects, rapid, sensitive, and accurate detection of NFZ is of great importance.

[0003] Currently, the main methods for detecting NFZ include high-performance liquid chromatography (HPLC) and liquid chromatography-mass spectrometry (LC-MS). While these methods typically offer high sensitivity and accuracy, they generally suffer from drawbacks such as high instrument costs, complex sample pretreatment, long detection cycles, and poor portability, making them unsuitable for rapid screening and on-site detection. Therefore, developing a fluorescent sensing material that is simple to prepare, has a rapid response, high sensitivity, and is suitable for aqueous phase detection is of significant application value.

[0004] Metal-organic frameworks (MOFs) have attracted widespread attention in the field of fluorescence sensing due to their advantages such as strong structural designability, large specific surface area, tunable pores, and controllable luminescence properties. Europium-based MOFs, in particular, exhibit promising application potential in the detection of environmental pollutants, drug residues, and biomolecules because Eu3+ ions possess a characteristic red emission peak, providing a clear luminescence signal and facilitating highly sensitive fluorescence responses. However, existing europium-based MOFs still have certain shortcomings in terms of structural design, selective recognition capabilities, and detection performance for targets such as NF2.

[0005] Based on this, the present invention uses Hppmb ligands, which are rigid, rich in coordination sites, highly conjugated and tunable in configuration, as raw materials to construct novel Eu-ppmb coordination polymers to achieve highly sensitive fluorescence detection of NFZ. Summary of the Invention

[0006] To address the aforementioned technical problems, this invention provides a europium-based metal-organic framework material constructed based on 4-((3-(pyrazin-2-yl)-1H-pyrazol-1-yl)methyl)benzoic acid ligand, its preparation method, and its application.

[0007] The chemical formula of a europium-based metal-organic framework material constructed based on the 4-((3-(pyrazin-2-yl)-1H-pyrazol-1-yl)methyl)benzoic acid ligand is: [Eu(ppmb)2(NO3)(H2O)2]n Wherein, ppmb is the ligand of Hppmb after deprotonation; the structure of Hppmb is as follows: The europium-based metal-organic framework material belongs to the triclinic crystal system, space group P-1, and has unit cell parameters a=9.727(4) Å, b=14.197(5) Å, c=25.615(9) Å, α=77.899(1)°, β=86.231(1)°, and γ=70.044(1)°.

[0008] A method for preparing europium-based metal-organic framework materials based on 4-((3-(pyrazin-2-yl)-1H-pyrazol-1-yl)methyl)benzoic acid ligands is specifically carried out according to the following steps:

[0009] 1. Dissolve Eu(NO3)3·6H2O and Hppmb ligand in acetonitrile, then add KOH aqueous solution dropwise to promote the deprotonation of Hppmb ligand to form ppmb. - A mixed solution is obtained;

[0010] 2. Stir the mixed solution and then transfer it to a polytetrafluoroethylene-lined reactor. After sealing, place it in an oven for a solvothermal reaction. After the reaction is complete, allow it to cool naturally to room temperature and filter to collect the crystalline product. Wash the crystalline product and dry it at room temperature to obtain a colorless, blocky europium-based metal-organic framework material constructed based on 4-((3-(pyrazin-2-yl)-1H-pyrazol-1-yl)methyl)benzoic acid ligand.

[0011] An europium-based metal-organic framework material constructed based on 4-((3-(pyrazin-2-yl)-1H-pyrazol-1-yl)methyl)benzoic acid ligand is used in the detection of furazolidone.

[0012] Advantages of this invention:

[0013] I. This invention utilizes 4-((3-(pyrazin-2-yl)-1H-pyrazol-1-yl)methyl)benzoic acid (Hppmb), a multi-site ligand containing pyrazole, pyrazine, and benzoic acid groups, to successfully construct a novel europium-based metal-organic framework material;

[0014] II. The europium-based metal-organic framework material prepared in this invention, based on the 4-((3-(pyrazin-2-yl)-1H-pyrazol-1-yl)methyl)benzoic acid ligand, has a well-defined crystal structure. 3+ Ions are bridged by ligands to form a one-dimensional ladder-like chain structure, and further construct a three-dimensional framework through hydrogen bonds;

[0015] III. Compared with other europium-based metal-organic framework materials, the preparation process of this invention is: low temperature of 85℃ and mild solvothermal process, single acetonitrile solvent, and simple and easy to repeat.

[0016] IV. The Eu-ppmb material prepared by this invention is used for the detection of furazolidone (NFZ), achieving highly sensitive fluorescence quenching detection with a detection limit of 0.56 μM. The detection method does not require large instruments and can be rapidly detected on-site, making it suitable for monitoring furazolidone antibiotic residues in environmental water bodies and food. Attached Figure Description

[0017] Figure 1 Microscopic morphology of Eu-ppmb prepared in Example 1;

[0018] Figure 2 A diagram of the asymmetric structural unit of Eu-ppmb prepared in Example 1;

[0019] Figure 3 A diagram of the one-dimensional ladder-like chain structure of Eu-ppmb prepared in Example 1;

[0020] Figure 4 The three-dimensional supramolecular framework structure of Eu-ppmb prepared in Example 1 is shown.

[0021] Figure 5 PXRD pattern of Eu-ppmb powder prepared in Example 1;

[0022] Figure 6 The fluorescence spectra of Eu-ppmb prepared in Example 1 in furazolidone solutions of different concentrations are shown below.

[0023] Figure 7 This is a standard curve of (I0 / I-1) versus the concentration of tetracycline hydrochloride solution. Detailed Implementation

[0024] Specific Implementation Method 1: This implementation method is a europium-based metal-organic framework material constructed based on 4-((3-(pyrazin-2-yl)-1H-pyrazol-1-yl)methyl)benzoic acid ligand, with the chemical formula: [Eu(ppmb)2(NO3)(H2O)2] n Wherein, ppmb is the ligand of Hppmb after deprotonation; the structure of Hppmb is as follows: The europium-based metal-organic framework material belongs to the triclinic crystal system, space group P-1, and has unit cell parameters a=9.727(4) Å, b=14.197(5) Å, c=25.615(9) Å, α=77.899(1)°, β=86.231(1)°, and γ=70.044(1)°.

[0025] Specific Implementation Method Two: This implementation method differs from Specific Implementation Method One in that the asymmetric structural unit of the europium-based metal-organic framework material consists of an independent Eu... 3+ Ions, two deprotonated ppmb- Ligand, one coordinated NO3 - It consists of two coordinated H2O molecules; two adjacent Eu molecules. 3+ The centers are bridged by ligand carboxyl groups to form a one-dimensional ladder-like chain structure extending along the a-axis; the one-dimensional ladder chains further interact through hydrogen bonds to construct a three-dimensional framework structure. Other steps are the same as in Specific Implementation Method 1.

[0026] Specific Implementation Method 3: This implementation method is a preparation method of europium-based metal-organic framework materials constructed based on 4-((3-(pyrazin-2-yl)-1H-pyrazol-1-yl)methyl)benzoic acid ligands, specifically completed according to the following steps:

[0027] 1. Dissolve Eu(NO3)3·6H2O and Hppmb ligand in acetonitrile, then add KOH aqueous solution dropwise to promote the deprotonation of Hppmb ligand to form ppmb. - A mixed solution is obtained;

[0028] 2. Stir the mixed solution and then transfer it to a polytetrafluoroethylene-lined reactor. After sealing, place it in an oven and react at 85°C. After the reaction is complete, allow it to cool naturally to room temperature and filter to collect the crystalline product. Wash the crystalline product and dry it at room temperature to obtain a colorless, blocky europium-based metal-organic framework material constructed based on 4-((3-(pyrazin-2-yl)-1H-pyrazol-1-yl)methyl)benzoic acid ligand.

[0029] Specific Implementation Method Four: This implementation method differs from Specific Implementation Methods One to Three in that: the molar ratio of Eu(NO3)3·6H2O and Hppmb ligand in step one is 1:(1~3); the structure of the Hppmb ligand in step one is... The Hppmb ligand is a commercially available product, purchased from Jinan Henghua Technology Co., Ltd. Other steps are the same as in embodiments one through three.

[0030] Specific Implementation Method Five: This implementation method differs from Specific Implementation Methods One to Four in that: the volume ratio of Eu(NO3)3·6H2O to acetonitrile in step one is 0.1 mmol:(5mL~8mL); the volume ratio of Eu(NO3)3·6H2O to KOH aqueous solution in step one is 0.1 mmol:(0.5mL~1.5mL). The other steps are the same as in Specific Implementation Methods One to Four.

[0031] Specific Implementation Method Six: This implementation method differs from Specific Implementation Methods One to Five in that: the concentration of the KOH aqueous solution in step one is 1.0 mol / L; and the stirring time in step two is 20 min to 40 min. The other steps are the same as in Specific Implementation Methods One to Five.

[0032] Specific Implementation Method Seven: The difference between this implementation method and Specific Implementation Methods One to Six is ​​that in step two, the reaction is carried out at a temperature of 85°C for 3 to 5 days. The other steps are the same as in Specific Implementation Methods One to Six.

[0033] Specific Implementation Method Eight: The difference between this implementation method and Specific Implementation Methods One to Seven is that the method for washing the crystal product in step two is as follows: wash with acetonitrile and deionized water 1 to 3 times in sequence. The other steps are the same as in Specific Implementation Methods One to Seven.

[0034] Specific Implementation Method Nine: This implementation method is an application of europium-based metal-organic framework materials constructed based on 4-((3-(pyrazin-2-yl)-1H-pyrazol-1-yl)methyl)benzoic acid ligands in the detection of furazolidone.

[0035] Specific Implementation Method Ten: This implementation method differs from Specific Implementation Methods One through Nine in that: the method for quantitatively detecting the concentration of furacilin in the test solution using europium-based metal-organic framework materials is specifically completed according to the following steps:

[0036] I. Plotting the standard curve:

[0037] Five mg of europium-based metal-organic framework material was dispersed in 5 mL of furacilin solutions with pH 7 and concentrations of 5 μM, 10 μM, 15 μM, 20 μM, 30 μM, 40 μM, 50 μM, 60 μM, and 70 μM, respectively. The solutions were excited with light in the range of 340 nm to 370 nm, and the fluorescence intensity (I) at 617 nm was measured. Five mg of europium-based metal-organic framework material was also dispersed in 5 mL of deionized water and excited with light in the range of 340 nm to 370 nm, and the fluorescence intensity (I0) at 617 nm was measured. A standard curve was obtained by fitting the concentration of the furacilin solution to the x-axis and (I0 / I-1) to the y-axis.

[0038] 2. The concentration of furacilin in the test solution was calculated using a standard curve, and the detection limit for furacilin was found to be 0.56 μM. Other steps were the same as in embodiments one through nine.

[0039] The present invention will be further described below with reference to the embodiments, but the present invention is not limited to the following embodiments:

[0040] Unless otherwise specified, "room temperature" in this invention refers to 20-30°C. Unless otherwise specified, all reagents and materials used are commercially available and have not undergone further purification.

[0041] Example 1: A method for preparing europium-based metal-organic framework materials based on 4-((3-(pyrazin-2-yl)-1H-pyrazol-1-yl)methyl)benzoic acid ligands, specifically carried out according to the following steps:

[0042] 1. Dissolve 0.1 mmol Eu(NO3)3·6H2O and 0.1 mmol Hppmb ligand in 6 mL acetonitrile, then add 1 mL of 1.0 mol / L KOH aqueous solution to induce deprotonation of the Hppmb ligand to form ppmb. - A mixed solution is obtained;

[0043] 2. The mixed solution was stirred with a magnetic stirrer for 30 min, then transferred to a polytetrafluoroethylene-lined reactor, sealed, and placed in an oven at 85°C for 4 days. After the reaction was completed, the mixture was allowed to cool naturally to room temperature, and the crystalline product was collected by filtration. The crystalline product was washed three times each with acetonitrile and deionized water, and dried at room temperature to obtain a colorless, blocky europium-based metal-organic framework material (denoted as Eu-ppmb) constructed based on the 4-((3-(pyrazin-2-yl)-1H-pyrazol-1-yl)methyl)benzoic acid ligand. The yield was 73.25%.

[0044] Example 2: A method for preparing europium-based metal-organic framework materials based on 4-((3-(pyrazin-2-yl)-1H-pyrazol-1-yl)methyl)benzoic acid ligands, specifically carried out according to the following steps:

[0045] 1. Dissolve 0.05 mmol Eu(NO3)3·6H2O and 0.15 mmol Hppmb ligand in 6 mL acetonitrile, then add 1 mL of 1.0 mol / L KOH aqueous solution to induce deprotonation of the Hppmb ligand to form ppmb. - A mixed solution is obtained;

[0046] 2. The mixed solution was stirred with a magnetic stirrer for 30 min, then transferred to a polytetrafluoroethylene-lined reactor, sealed, and placed in an oven at 85°C for 4 days. After the reaction was completed, it was naturally cooled to room temperature, filtered, and the crystalline product was collected. The crystalline product was washed three times each with acetonitrile and deionized water, and dried at room temperature to obtain a colorless, blocky europium-based metal-organic framework material (denoted as Eu-ppmb) based on the ligand 4-((3-(pyrazin-2-yl)-1H-pyrazol-1-yl)methyl)benzoic acid, with a yield of 58.37%.

[0047] Example 3: A method for preparing europium-based metal-organic framework materials based on 4-((3-(pyrazin-2-yl)-1H-pyrazol-1-yl)methyl)benzoic acid ligands, specifically carried out according to the following steps:

[0048] 1. Dissolve 0.1 mmol Eu(NO3)3·6H2O and 0.2 mmol Hppmb ligand in 6 mL acetonitrile, then add 1 mL of 1.0 mol / L KOH aqueous solution to induce deprotonation of the Hppmb ligand to form ppmb. - A mixed solution is obtained;

[0049] 2. The mixed solution was stirred with a magnetic stirrer for 30 min, then transferred to a polytetrafluoroethylene-lined reactor, sealed, and placed in an oven at 85°C for 4 days. After the reaction was completed, the mixture was allowed to cool naturally to room temperature, and the crystalline product was collected by filtration. The crystalline product was washed three times each with acetonitrile and deionized water, and dried at room temperature to obtain a colorless, blocky europium-based metal-organic framework material (denoted as Eu-ppmb) constructed based on the 4-((3-(pyrazin-2-yl)-1H-pyrazol-1-yl)methyl)benzoic acid ligand. The yield was 64.52%.

[0050] Crystallographic data of europium-based metal-organic framework materials prepared in Example 1 based on 4-((3-(pyrazin-2-yl)-1H-pyrazol-1-yl)methyl)benzoic acid ligands are shown in Table 1;

[0051] Table 1

[0052]

[0053] Figure 1 Microscopic morphology of Eu-ppmb prepared in Example 1;

[0054] from Figure 1 It can be seen that the Eu-ppmb material prepared in Example 1 is in the shape of a long strip with a length of about 220 μm.

[0055] Figure 2 A diagram of the asymmetric structural unit of Eu-ppmb prepared in Example 1;

[0056] from Figure 2 It can be seen that the asymmetric structural unit of the Eu-ppmb material prepared in Example 1 consists of an independent Eu 3+ Ions, two deprotonated ppmb - Ligand, one coordinated NO3 - It consists of two coordinated H2O molecules.

[0057] Figure 3A diagram of the one-dimensional ladder-like chain structure of Eu-ppmb prepared in Example 1;

[0058] from Figure 3 It can be seen that in the Eu-ppmb material prepared in Example 1, two adjacent Eu values... 3+ The center is bridged by ligand carboxyl groups, forming a one-dimensional ladder-like chain structure extending along the a-axis.

[0059] Figure 4 The three-dimensional supramolecular framework structure of Eu-ppmb prepared in Example 1 is shown.

[0060] from Figure 4 It can be seen that the one-dimensional ladder-like chains of the Eu-ppmb material prepared in Example 1 can further interact through hydrogen bonds to form a three-dimensional framework structure.

[0061] Figure 5 PXRD pattern of Eu-ppmb powder prepared in Example 1;

[0062] from Figure 5 It can be seen that the XRD diffraction peaks of the Eu-ppmb powder prepared in Example 1 match well with the simulation, indicating that it has high phase purity, which provides a guarantee for its fluorescence sensing application.

[0063] Application Example 1: A method for quantitatively detecting the concentration of furazolidone in a test solution using europium-based metal-organic framework materials is specifically performed according to the following steps:

[0064] I. Plotting the standard curve:

[0065] Five mg of the europium-based metal-organic framework material prepared in Example 1 was dispersed into 5 mL of furacilin solutions with pH 7 and concentrations of 5 μM, 10 μM, 15 μM, 20 μM, 30 μM, 40 μM, 50 μM, 60 μM, and 70 μM, respectively. The solutions were excited with light in the range of 340 nm to 370 nm, and the fluorescence intensity at 617 nm was measured (see Figure 1). Figure 6 As shown; 5 mg of the europium-based metal-organic framework material prepared in Example 1 was dispersed in 5 mL of deionized water and excited with excitation light at 340 nm to 370 nm. The fluorescence intensity I0 at 617 nm was detected. A standard curve was obtained by fitting the concentration of the furacilin solution to the x-axis and (I0 / I-1) to the y-axis. Figure 7 As shown;

[0066] 2. The concentration of furacilin in the test solution was calculated using a standard curve. Quantitative analysis based on the Stern-Volmer (SV) equation yielded a detection limit of 0.56 μM for furacilin.

[0067] Figure 6The fluorescence spectra of Eu-ppmb prepared in Example 1 in furazolidone solutions of different concentrations are shown below.

[0068] from Figure 6 It can be seen that within the range of 0~70μM, the characteristic fluorescence intensity of Eu-ppmb gradually decreases with increasing furacilin concentration, and its fluorescence emission peak gradually weakens.

[0069] Figure 7 This is a standard curve of (I0 / I-1) versus the concentration of tetracycline hydrochloride solution.

[0070] from Figure 7 It can be seen that the fluorescence intensity ratio (I0 / I-1) of the Eu-ppmb prepared in Example 1 has a good linear relationship with that of furazolidone in the concentration range of 0~70μM. This indicates that the terbium-based metal-organic framework material of the present invention can realize the fluorescence detection of tetracycline hydrochloride.

Claims

1. A europium-based metal-organic framework material constructed based on 4-((3-(pyrazin-2-yl)-1H-pyrazol-1-yl)methyl)benzoic acid ligand, characterized in that... The chemical formula of the europium-based metal-organic framework material is: [Eu(ppmb)2(NO3)(H2O)2] n Wherein, ppmb is the ligand of Hppmb after deprotonation; the structure of Hppmb is as follows: The europium-based metal-organic framework material belongs to the triclinic crystal system, space group P-1, and has unit cell parameters a=9.727(4) Å, b=14.197(5) Å, c=25.615(9) Å, α=77.899(1)°, β=86.231(1)°, and γ=70.044(1)°.

2. The europium-based metal-organic framework material based on 4-((3-(pyrazin-2-yl)-1H-pyrazol-1-yl)methyl)benzoic acid ligand according to claim 1, characterized in that... The asymmetric structural unit of the europium-based metal-organic framework material consists of an independent Eu 3+ Ions, two deprotonated ppmb - Ligand, one coordinated NO3 - It consists of two coordinated H2O molecules; two adjacent Eu molecules. 3+ The center is bridged by ligand carboxyl groups to form a one-dimensional ladder-like chain structure extending along the a-axis; the one-dimensional ladder chains further interact with each other through hydrogen bonds to construct a three-dimensional framework structure.

3. The method for preparing europium-based metal-organic framework materials based on 4-((3-(pyrazin-2-yl)-1H-pyrazol-1-yl)methyl)benzoic acid ligands as described in claim 1, characterized in that... The preparation method is specifically carried out according to the following steps:

1. Dissolve Eu(NO3)3·6H2O and Hppmb ligand in acetonitrile, then add KOH aqueous solution dropwise to promote the deprotonation of Hppmb ligand to form ppmb. - A mixed solution is obtained; 2. Stir the mixed solution and then transfer it to a polytetrafluoroethylene-lined reactor. After sealing, place it in an oven and react at 85°C. After the reaction is complete, allow it to cool naturally to room temperature and filter to collect the crystalline product. The crystalline product was washed and dried at room temperature to obtain a colorless, blocky europium-based metal-organic framework material constructed based on the 4-((3-(pyrazin-2-yl)-1H-pyrazol-1-yl)methyl)benzoic acid ligand.

4. The method for preparing europium-based metal-organic framework materials based on 4-((3-(pyrazin-2-yl)-1H-pyrazol-1-yl)methyl)benzoic acid ligands according to claim 3, characterized in that... The molar ratio of Eu(NO3)3·6H2O and Hppmb ligand in step one is 1:(1~3); the structure of the Hppmb ligand in step one is... The Hppmb ligand is a commercially available product, purchased from Jinan Henghua Technology Co., Ltd.

5. The method for preparing europium-based metal-organic framework materials based on 4-((3-(pyrazin-2-yl)-1H-pyrazol-1-yl)methyl)benzoic acid ligands according to claim 3, characterized in that... The volume ratio of Eu(NO3)3·6H2O to acetonitrile in step one is 0.1 mmol:(5mL~8mL); the volume ratio of Eu(NO3)3·6H2O to KOH aqueous solution in step one is 0.1 mmol:(0.5mL~1.5mL).

6. The method for preparing a europium-based metal-organic framework material based on 4-((3-(pyrazin-2-yl)-1H-pyrazol-1-yl)methyl)benzoic acid ligand according to claim 3, characterized in that... The concentration of the KOH aqueous solution mentioned in step one is 1.0 mol / L; the stirring time mentioned in step two is 20 min to 40 min.

7. The method for preparing europium-based metal-organic framework materials based on 4-((3-(pyrazin-2-yl)-1H-pyrazol-1-yl)methyl)benzoic acid ligands according to claim 3, characterized in that... In step two, the reaction is carried out at a temperature of 85℃ for 3 to 5 days.

8. The method for preparing europium-based metal-organic framework materials based on 4-((3-(pyrazin-2-yl)-1H-pyrazol-1-yl)methyl)benzoic acid ligands according to claim 3, characterized in that... The method for washing the crystal product in step two is as follows: wash with acetonitrile and deionized water 1 to 3 times in sequence.

9. The application of a europium-based metal-organic framework material constructed based on 4-((3-(pyrazin-2-yl)-1H-pyrazol-1-yl)methyl)benzoic acid ligand as described in claim 1, characterized in that... The europium-based metal-organic framework material described herein is used in the detection of furazolidone.

10. The application of a europium-based metal-organic framework material constructed based on 4-((3-(pyrazin-2-yl)-1H-pyrazol-1-ylmethyl)benzoic acid ligand as described in claim 9, characterized in that... The method for quantitatively detecting the concentration of furacilin in a test solution using europium-based metal-organic framework materials is carried out according to the following steps: I. Plotting the standard curve: Five mg of europium-based metal-organic framework material was dispersed in 5 mL of furacilin solutions with pH 7 and concentrations of 5 μM, 10 μM, 15 μM, 20 μM, 30 μM, 40 μM, 50 μM, 60 μM, and 70 μM, respectively. The solutions were excited with light in the range of 340 nm to 370 nm, and the fluorescence intensity (I) at 617 nm was measured. Five mg of europium-based metal-organic framework material was also dispersed in 5 mL of deionized water and excited with light in the range of 340 nm to 370 nm, and the fluorescence intensity (I0) at 617 nm was measured. A standard curve was obtained by fitting the concentration of the furacilin solution to the x-axis and (I0 / I-1) to the y-axis. II. The concentration of furacilin in the test solution was calculated using a standard curve, and the detection limit for furacilin was 0.56 μM.