Preparation method and application of highly specific molecularly imprinted polymer functionalized with ionic liquid carbonized polymer dots

Abstract

The invention discloses a preparation method and application of an ionic liquid carbonized polymer dot-functionalized highly specific molecularly imprinted polymer. By designing and regulating the preparation strategy of functionalized CPDs, the synthesized ionic liquid carbonized polymer dots are used as a novel functional monomer and dissolved in water with the template molecule oxytetracycline hydrochloride. The mixture is pre-polymerized at 20-40 °C for 2-8 h, and then a carrier metal-organic framework material, a cross-linking agent N,N'-methylenebisacrylamide and an initiator azobisisobutyronitrile are added. Under the protection of nitrogen, thermal initiation polymerization is carried out at 50-70 °C for 20-30 h, and the template molecule oxytetracycline hydrochloride is removed to prepare a highly specific molecularly imprinted polymer. The molecularly imprinted polymer prepared by the invention has strong ability and high adsorption capacity for selectively adsorbing the target molecule oxytetracycline hydrochloride and its structural analogues in aqueous solution, and can be used for the highly specific separation and enrichment of the target molecule oxytetracycline hydrochloride and its structural analogues in actual water samples.

Description

Technical Field

[0001] The present invention belongs to the technical field of the preparation of molecularly imprinted polymers, and particularly relates to a preparation method and application of a highly specific molecularly imprinted polymer functionalized with ionic liquid carbonized polymer dots (CPD s ). Background Art

[0002] Molecularly imprinted polymers (MIPs) are a kind of polymer materials with specific recognition ability synthesized based on molecular imprinting technology. They have binding sites in the three-dimensional structure that highly match the size of the molecule, so they have high selectivity and have developed rapidly in the separation and analysis of trace pollutants in the environmental field in recent years. Constructing imprinted materials with high adsorption capacity and excellent recognition ability is a long-term challenge in the field of imprinting. However, currently, MIPs prepared by traditional methods have low affinity and poor specific recognition (the usual imprinting factor is 2-3). This leads to the fact that in a complex environmental system, interfering substances easily occupy the imprinting sites, resulting in serious non-specific adsorption, which significantly reduces their specific recognition ability for target pollutants and greatly limits their further application.

[0003] In the synthesis of imprinted polymers, the functional monomer is the core. A suitable functional monomer is crucial for the preparation of imprinted polymers. The strength and matching degree of the binding between the functional monomer and the template affect the affinity of the polymer and also determine the accuracy and selectivity of its recognition sites. However, most traditional functional monomers have few binding groups, a single type, and a chain-like three-dimensional structure with an extended spatial orientation. This results in fewer imprinting sites in the formed polymer and uneven spatial arrangement, generating large steric voids and forming a large number of non-imprinted cavities. In a complex matrix, interfering substances occupy these regions, resulting in serious non-specific adsorption and significantly reducing the specific recognition ability for target pollutants. This makes the selectivity of currently prepared imprinted polymers relatively poor. CPDs are zero-dimensional nanomaterials with fluorescence properties. Through reasonable design and construction, specific functional groups can be introduced. By introducing functional groups that can bind to the target in the carbonized polymer dots and at the same time introducing polymerization groups that can participate in the polymerization reaction, a new type of ionic liquid carbonized polymer dot functional monomer containing rich binding sites and a reasonable structure can be synthesized. Utilizing the rich binding sites and zero-dimensional structure on its surface, it can be arranged uniformly and orderly with the target in three-dimensional space, enabling it to have a stronger affinity and more matching binding sites with the template molecule, greatly reducing the formation of non-imprinted cavities and reducing the non-specific adsorption of coexisting interfering substances, thereby improving the specificity of the imprinted polymer. There is no relevant report in this regard currently. Summary of the Invention

[0004] The object of the present invention is to provide a preparation method of a highly specific molecularly imprinted polymer functionalized with ionic liquid carbonized polymer dots. The highly specific molecularly imprinted polymer prepared by this method has good selective adsorption performance for the target molecule oxytetracycline hydrochloride and its structural analogs, and can be used for the separation and enrichment of oxytetracycline hydrochloride and its structural analogs in actual water samples.

[0005] To achieve the above object, the present invention adopts the following technical solution. A preparation method of a highly specific molecularly imprinted polymer functionalized with ionic liquid carbonized polymer dots, characterized in that the specific process is as follows: Dissolve the ionic liquid carbonized polymer dot functional monomer and the template molecule oxytetracycline hydrochloride in water, pre-polymerize at 20-40 °C for 2-8 h, then add the carrier metal-organic framework material, the cross-linking agent N,N'-methylenebisacrylamide (MBA) and the initiator azobisisobutyronitrile, and under the protection of nitrogen, thermally initiate polymerization at 50-70 °C for 20-30 h, remove the template molecule oxytetracycline hydrochloride, and prepare a highly specific molecularly imprinted polymer functionalized with ionic liquid carbonized polymer dots;

[0006] The specific preparation process of the ionic liquid carbonized polymer dot functional monomer is as follows: Mix the polymerization group carbon source and the functional group as precursors in a molar ratio of 1:0.5-2, and carry out hydrothermal carbonization reaction at 120-220 °C to obtain the ionic liquid carbonized polymer dot functional monomer, wherein the polymerization group carbon source is 1-allyl-3-vinylimidazolium bromide, 1-allyl-3-vinylimidazolium chloride or 1-vinylimidazole, and the functional group is ethylene glycol, ethylenediamine or ethanolamine.

[0007] Further defined, the feeding ratio of the template molecule oxytetracycline hydrochloride, the ionic liquid carbonized polymer dot functional monomer, the carrier metal-organic framework material, the cross-linking agent N,N'-methylenebisacrylamide and the initiator azobisisobutyronitrile is 0.124 g:100-800 μL:0.15 g:0.1930-0.9635 g:20 mg.

[0008] Further defined, the specific process of removing the template molecule oxytetracycline hydrochloride is as follows: Soxhlet extract with a methanol / acetic acid mixed solution with a volume ratio of 9:1 for 36-58 h.

[0009] The highly specific molecularly imprinted polymer functionalized with ionic liquid carbonized polymer dots described in the present invention is used for the separation and enrichment of oxytetracycline hydrochloride and its structural analogs in actual water samples.

[0010] Compared with the prior art, the present invention has the following advantages and beneficial effects:

[0011] 1. The present invention provides a preparation method and application of an ionic liquid carbonized polymer dot-functionalized highly specific molecularly imprinted polymer, which can highly selectively remove oxytetracycline hydrochloride and its structural analogs in environmental water samples.

[0012] 2. The ionic liquid carbonized polymer dot-functionalized highly specific molecularly imprinted polymer prepared by the present invention has excellent properties such as strong affinity, high selectivity, and large adsorption capacity, opening up a new way for the synthesis of molecularly imprinted polymers with high specific recognition performance. By designing and regulating the preparation strategy of functionalized CPDs, it can be extended to the synthesis of other molecularly imprinted polymers with high specific recognition performance. Brief Description of the Drawings

[0013] Figure 1 It is a comparison chart of the adsorption amounts and imprinting factors of molecularly imprinted polymers and non-imprinted polymers with traditional functional monomers.

[0014] Figure 2 It is an adsorption kinetics diagram of molecularly imprinted polymers and non-imprinted polymers.

[0015] Figure 3 It is an adsorption isotherm diagram of molecularly imprinted polymers and non-imprinted polymers.

[0016] Figure 4 It is a single adsorption selectivity diagram of molecularly imprinted polymers and non-imprinted polymers. Detailed Embodiments

[0017] The above content of the present invention will be further described in detail through the following examples, but it should not be understood that the scope of the above subject matter of the present invention is limited to the following examples. All technologies implemented based on the above content of the present invention belong to the scope of the present invention.

[0018] In the following examples, the preparation of the carrier metal-organic framework materials was carried out with reference to the methods reported in the following literature:

[0019] 1. Wang, X., et al., Cl-based functional group modification MIL-53(Fe) as efficient photocatalysts for degradation of tetracycline hydrochloride. J. Hazard. Mater., 2022. 434: p. 128864.

[0020] 2. Lin, R., et al., Facile generation of carbon quantum dots in MIL-53(Fe) particles as localized electron acceptors for enhancing their photocatalytic Cr(vi) reduction. Inorganic Chemistry Frontiers, 2018. 5(12): p. 3170 - 3177.

[0021] 3. Bauer, S., et al., High - throughput assisted rationalization of the formation of metal organic frameworks in the iron(III) aminoterephthalate solvothermal system. Inorg. Chem., 2008. 47(17): p. 7568 - 7576.

[0022] Example 1

[0023] Take 100 μL of the functional monomer ionic liquid carbonized polymer dots (molar ratio of 1 - allyl - 3 - vinylimidazolium bromide to ethylene glycol is 1:0.5, reaction temperature is 120 °C) and 0.124 g of the template molecule oxytetracycline hydrochloride and dissolve them together in 50 mL of water. After pre - polymerization at 30 °C, then add 0.15 g of the carrier metal - organic framework material, 0.1930 g of the cross - linker N,N′ - methylenebisacrylamide, and 20 mg of the initiator azobisisobutyronitrile. Under the protection of nitrogen, polymerize by shaking in a water bath at 60 °C for 24 h. Then, use a methanol / acetic acid mixed solution with a volume ratio of 9:1 for Soxhlet extraction for 48 h to remove the template molecule. After rinsing to neutrality, dry in vacuum at 60 °C to obtain a highly specific molecularly imprinted polymer. The particle size distribution of this molecularly imprinted polymer is uniform, and it has good selective adsorption performance for the template molecule oxytetracycline hydrochloride.

[0024] Example 2

[0025] Take 100 μL of the functional monomer ionic liquid carbonized polymer dots (the molar ratio of 1-allyl-3-vinylimidazolium bromide to ethylene glycol is 1:0.5, and the reaction temperature is 150 °C) and 0.124 g of the template molecule oxytetracycline hydrochloride and dissolve them together in 50 mL of water. After pre-polymerization at 30 °C, then add 0.15 g of the carrier metal-organic framework material, 0.1930 g of the cross-linking agent N,N'-methylenebisacrylamide, and 20 mg of the initiator azobisisobutyronitrile. Under the protection of nitrogen, carry out water bath oscillation polymerization at 60 °C for 24 h, and then perform Soxhlet extraction with a methanol / acetic acid mixed solution with a volume ratio of 9:1 for 48 h to remove the template molecule. After rinsing to neutrality, vacuum dry at 60 °C to obtain a highly specific molecularly imprinted polymer. This molecularly imprinted polymer has a uniform particle size distribution and has good selective adsorption performance for the template molecule oxytetracycline hydrochloride.

[0026] Example 3

[0027] Take 100 μL of the functional monomer ionic liquid carbonized polymer dots (the molar ratio of 1-allyl-3-vinylimidazolium bromide to ethylene glycol is 1:0.5, and the reaction temperature is 180 °C) and 0.124 g of the template molecule oxytetracycline hydrochloride and dissolve them together in 50 mL of water. After pre-polymerization at 30 °C, then add 0.15 g of the carrier metal-organic framework material, 0.1930 g of the cross-linking agent N,N'-methylenebisacrylamide, and 20 mg of the initiator azobisisobutyronitrile. Under the protection of nitrogen, carry out water bath oscillation polymerization at 60 °C for 24 h, and then perform Soxhlet extraction with a methanol / acetic acid mixed solution with a volume ratio of 9:1 for 48 h to remove the template molecule. After rinsing to neutrality, vacuum dry at 60 °C to obtain a highly specific molecularly imprinted polymer. This molecularly imprinted polymer has a uniform particle size distribution and has good selective adsorption performance for the template molecule oxytetracycline hydrochloride.

[0028] Example 4

[0029] Take 100 μL of the functional monomer ionic liquid carbonized polymer dots (the molar ratio of 1-allyl-3-vinylimidazolium chloride to ethylenediamine is 1:0.5, and the reaction temperature is 200 °C) and 0.124 g of the template molecule oxytetracycline hydrochloride and dissolve them together in 50 mL of water. After pre-polymerization at 30 °C, then add 0.15 g of the carrier metal-organic framework material, 0.1930 g of the cross-linking agent N,N'-methylenebisacrylamide, and 20 mg of the initiator azobisisobutyronitrile. Under the protection of nitrogen, carry out water bath oscillation polymerization at 60 °C for 24 h, and then perform Soxhlet extraction with a methanol / acetic acid mixed solution with a volume ratio of 9:1 for 48 h to remove the template molecule. After rinsing to neutrality, vacuum dry at 60 °C to obtain a highly specific molecularly imprinted polymer. This molecularly imprinted polymer has a uniform particle size distribution and has good selective adsorption performance for the template molecule oxytetracycline hydrochloride.

[0030] Example 5

[0031] Take 100 μL of the functional monomer ionic liquid carbonized polymer dots (the molar ratio of 1-vinylimidazole to ethanolamine is 1:05, and the reaction temperature is 220 °C) and 0.124 g of the template molecule oxytetracycline hydrochloride and dissolve them together in 50 mL of water. After pre-polymerization at 30 °C, then add 0.15 g of the carrier metal-organic framework material, 0.1930 g of the cross-linking agent N,N'-methylenebisacrylamide, and 20 mg of the initiator azobisisobutyronitrile. Under the protection of nitrogen, carry out water bath oscillation polymerization at 60 °C for 24 h, and then perform Soxhlet extraction with a methanol / acetic acid mixed solution with a volume ratio of 9:1 for 48 h to remove the template molecule. After rinsing to neutrality, carry out vacuum drying at 60 °C to obtain a highly specific molecularly imprinted polymer. This molecularly imprinted polymer has a uniform particle size distribution and has good selective adsorption performance for the template molecule oxytetracycline hydrochloride.

[0032] Example 6

[0033] Take 100 μL of the functional monomer ionic liquid carbonized polymer dots (the molar ratio of 1-allyl-3-vinylimidazole bromide to ethylene glycol is 1:1, and the reaction temperature is 220 °C) and 0.124 g of the template molecule oxytetracycline hydrochloride and dissolve them together in 50 mL of water. After pre-polymerization at 30 °C, then add 0.15 g of the carrier metal-organic framework material, 0.1930 g of the cross-linking agent N,N'-methylenebisacrylamide, and 20 mg of the initiator azobisisobutyronitrile. Under the protection of nitrogen, carry out water bath oscillation polymerization at 60 °C for 24 h, and then perform Soxhlet extraction with a methanol / acetic acid mixed solution with a volume ratio of 9:1 for 48 h to remove the template molecule. After rinsing to neutrality, carry out vacuum drying at 60 °C to obtain a highly specific molecularly imprinted polymer. This molecularly imprinted polymer has a uniform particle size distribution and has good selective adsorption performance for the template molecule oxytetracycline hydrochloride.

[0034] Example 7

[0035] Take 100 μL of the functional monomer ionic liquid carbonized polymer dots (the molar ratio of 1-allyl-3-vinylimidazole bromide to ethylene glycol is 1:2, and the reaction temperature is 220 °C) and 0.124 g of the template molecule oxytetracycline hydrochloride and dissolve them together in 50 mL of water. After pre-polymerization at 30 °C, then add 0.15 g of the carrier metal-organic framework material, 0.3860 g of the cross-linking agent N,N'-methylenebisacrylamide, and 20 mg of the initiator azobisisobutyronitrile. Under the protection of nitrogen, carry out water bath oscillation polymerization at 60 °C for 24 h, and then perform Soxhlet extraction with a methanol / acetic acid mixed solution with a volume ratio of 9:1 for 48 h to remove the template molecule. After rinsing to neutrality, carry out vacuum drying at 60 °C to obtain a highly specific molecularly imprinted polymer. This molecularly imprinted polymer has a uniform particle size distribution and has good selective adsorption performance for the template molecule oxytetracycline hydrochloride.

[0036] Example 8

[0037] Take 100 μL of the functional monomer ionic liquid carbonized polymer dots (molar ratio of 1-allyl-3-vinylimidazolium bromide to ethylene glycol is 1:1, reaction temperature is 220 °C) and 0.124 g of the template molecule oxytetracycline hydrochloride and dissolve them together in 50 mL of water. After pre-polymerization at 30 °C, then add 0.15 g of the carrier metal-organic framework material, 0.5790 g of the cross-linking agent N,N'-methylenebisacrylamide, and 20 mg of the initiator azobisisobutyronitrile. Under the protection of nitrogen, carry out water bath oscillation polymerization at 60 °C for 24 h, and then perform Soxhlet extraction with a methanol / acetic acid mixed solution with a volume ratio of 9:1 for 48 h to remove the template molecule. After rinsing to neutrality, vacuum dry at 60 °C to obtain a highly specific molecularly imprinted polymer. This molecularly imprinted polymer has a uniform particle size distribution and has good selective adsorption performance for the template molecule oxytetracycline hydrochloride.

[0038] Example 9

[0039] Take 100 μL of the functional monomer ionic liquid carbonized polymer dots (molar ratio of 1-allyl-3-vinylimidazolium bromide to ethylene glycol is 1:1, reaction temperature is 220 °C) and 0.124 g of the template molecule oxytetracycline hydrochloride and dissolve them together in 50 mL of water. After pre-polymerization at 30 °C, then add 0.15 g of the carrier metal-organic framework material, 0.7708 g of the cross-linking agent N,N'-methylenebisacrylamide, and 20 mg of the initiator azobisisobutyronitrile. Under the protection of nitrogen, carry out water bath oscillation polymerization at 60 °C for 24 h, and then perform Soxhlet extraction with a methanol / acetic acid mixed solution with a volume ratio of 9:1 for 48 h to remove the template molecule. After rinsing to neutrality, vacuum dry at 60 °C to obtain a highly specific molecularly imprinted polymer. This molecularly imprinted polymer has a uniform particle size distribution and has good selective adsorption performance for the template molecule oxytetracycline hydrochloride.

[0040] Example 10

[0041] Take 600 μL of the functional monomer ionic liquid carbonized polymer dots (molar ratio of 1-allyl-3-vinylimidazolium bromide to ethylene glycol is 1:1, reaction temperature is 220 °C) and 0.124 g of the template molecule oxytetracycline hydrochloride and dissolve them together in 50 mL of water. After pre-polymerization at 30 °C, then add 0.15 g of the carrier metal-organic framework material, 0.7708 g of the cross-linking agent N,N'-methylenebisacrylamide, and 20 mg of the initiator azobisisobutyronitrile. Under the protection of nitrogen, carry out water bath oscillation polymerization at 60 °C for 24 h, and then perform Soxhlet extraction with a methanol / acetic acid mixed solution with a volume ratio of 9:1 for 48 h to remove the template molecule. After rinsing to neutrality, vacuum dry at 60 °C to obtain a highly specific molecularly imprinted polymer. This molecularly imprinted polymer has a uniform particle size distribution and has good selective adsorption performance for the template molecule oxytetracycline hydrochloride.

[0042] Example 11

[0043] Take 600 μL of the functional monomer ionic liquid carbonized polymer dots (the molar ratio of 1-allyl-3-vinylimidazolium bromide to ethylene glycol is 1:1, and the reaction temperature is 220 °C) and 0.124 g of the template molecule oxytetracycline hydrochloride and dissolve them together in 50 mL of water. After pre-polymerization at 30 °C, add 0.15 g of the carrier metal-organic framework material, 0.7708 g of the cross-linking agent N,N'-methylenebisacrylamide, and 20 mg of the initiator azobisisobutyronitrile. Under the protection of nitrogen, carry out water bath oscillation polymerization at 60 °C for 24 h, and then perform Soxhlet extraction with a methanol / acetic acid mixed solution with a volume ratio of 9:1 for 36 h to remove the template molecule. After rinsing to neutrality, carry out vacuum drying at 60 °C to obtain a highly specific molecularly imprinted polymer. The particle size distribution of this molecularly imprinted polymer is uniform, and it has good selective adsorption performance for the template molecule oxytetracycline hydrochloride.

[0044] Example 12

[0045] Respectively mix 5 mg of the molecularly imprinted polymers and non-imprinted polymers prepared from the ionic liquid carbonized polymer dot functional monomer, traditional methacrylic acid (MAA), acrylic acid (AA), acrylamide (AM), and 2-acrylamido-2-methylpropanesulfonic acid (AMPS) functional monomers in Example 1 with 10 mL of a 30 mg L -1 aqueous solution of oxytetracycline hydrochloride. After oscillating and adsorbing at room temperature for 3 h, take the supernatant and detect the absorbance value at 353 nm with a UV-visible spectrophotometer. The results are as Figure 1 shown. The adsorption capacity of the molecularly imprinted polymer prepared from the CPDs functional monomer for oxytetracycline hydrochloride in the aqueous solution is 58.92 mg g -1 , and the imprinting factor β is 6.06. Under the corresponding conditions, the adsorption capacities of the molecularly imprinted polymers prepared from the traditional methacrylic acid (MAA), acrylic acid (AA), acrylamide (AM), and 2-acrylamido-2-methylpropanesulfonic acid (AMPS) functional monomers are 44.75 mg g -1 , 35.75 mg g -1 , 24.74 mg g -1 , and 12.73 mg g -1 , respectively. The corresponding imprinting factors β are 1.49, 2.26, 1.67, and 0.97, indicating that the molecularly imprinted polymer prepared from the ionic liquid carbonized polymer dot functional monomer has good specific adsorption performance for the template molecule oxytetracycline hydrochloride.

[0046] Example 13

[0047] Respectively mix 5 mg of the molecularly imprinted polymer (CPDs@MIP) and non-imprinted polymer (CPDs@NIP) prepared in Example 1 with 10 mL of a 30 mg L -1The mixture was mixed with an aqueous solution of oxytetracycline hydrochloride, and after oscillation at room temperature for a certain period of time (0-200 min), the supernatant was taken and the absorbance value at 353 nm was measured by an ultraviolet spectrophotometer. The results were as follows: Figure 2 shown.

[0048] Embodiment 14

[0049] 5 mg of the molecularly imprinted polymer (CPDs@MIP) and the non-imprinted polymer (CPDs@NIP) prepared in Example 1 were mixed with 10 mL of oxytetracycline hydrochloride aqueous solution (0-450 mg L -1 ), after 3 h of oscillation adsorption at room temperature, the supernatant was taken and the absorbance value at 353 nm was measured by UV spectrophotometer. The results were as follows Figure 3 shown.

[0050] Embodiment 15

[0051] 5 mg of the molecularly imprinted polymer (CPDs@MIP) and non-imprinted polymer (CPDs@NIP) prepared in Example 1 were mixed with 10 mL 30 mg L -1 Reference compounds: ciprofloxacin (CIP), ofloxacin (OFLX), levofloxacin (LEV), bisphenol A (BPA), diclofenac sodium (DS), pefloxacin (PEF) aqueous solutions were mixed and adsorbed at room temperature for 3 hours. The supernatant was taken and its absorbance was detected by ultraviolet spectrophotometer. The results are as follows: Figure 4 shown.

[0052] The above embodiments describe the basic principles, main features and advantages of the present invention. Those skilled in the art should understand that the present invention is not limited to the above embodiments. The above embodiments and descriptions are only for illustrating the principles of the present invention. Without departing from the scope of the principles of the present invention, the present invention may have various changes and improvements, and these changes and improvements all fall within the scope of protection of the present invention.

Claims

1. Preparation method of highly specific molecularly imprinted polymer functionalized with ionic liquid carbonized polymer dots, characterized in that The specific process is as follows: Dissolve the ionic liquid carbonized polymer dot functional monomer and the template molecule oxytetracycline hydrochloride in water, pre-polymerize at 20 - 40 °C for 2 - 8 h, then add the carrier metal-organic framework material, the cross-linking agent N,N'-methylenebisacrylamide, and the initiator azobisisobutyronitrile. Under the protection of nitrogen, thermally initiate polymerization at 50 - 70 °C for 20 - 30 h, and remove the template molecule oxytetracycline hydrochloride to prepare a highly specific molecularly imprinted polymer functionalized with ionic liquid carbonized polymer dots; The specific preparation process of the ionic liquid carbonized polymer dot functional monomer is as follows: Mix the polymerization group carbon source and the functional group as precursors in a molar ratio of 1:0.5 - 2, and perform hydrothermal carbonization reaction at 120 - 220 °C to obtain the ionic liquid carbonized polymer dot functional monomer, where the polymerization group carbon source is 1-allyl-3-vinylimidazolium bromide, 1-allyl-3-vinylimidazolium chloride, or 1-vinylimidazole, and the functional group is ethylene glycol, ethylenediamine, or ethanolamine.

2. The preparation method of the highly specific molecularly imprinted polymer functionalized with ionic liquid carbonized polymer dots according to claim 1, wherein: The feeding ratio of the template molecule oxytetracycline hydrochloride, the ionic liquid carbonized polymer dot functional monomer, the carrier metal-organic framework material, the cross-linking agent N,N'-methylenebisacrylamide, and the initiator azobisisobutyronitrile is 0.124 g:100 - 800 mL:0.15 g:0.1930 - 0.9635 g:20 mg.

3. The preparation method of the highly specific molecularly imprinted polymer functionalized with ionic liquid carbonized polymer dots according to claim 1, wherein: The specific process of removing the template molecule oxytetracycline hydrochloride is as follows: Soxhlet extract with a methanol / acetic acid mixed solution with a volume ratio of 9:1 for 36 - 58 h.

4. The highly specific molecularly imprinted polymer functionalized with ionic liquid carbonized polymer dots prepared by the method according to any one of claims 1 to 3 is used for the separation and enrichment of oxytetracycline hydrochloride in actual water samples.

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