Anti-fouling radiopaque coating material, and preparation method therefor and use thereof

A non-fouling and developing coating material is prepared by covalently combining phosphocholine, siloxane, and developing monomers through polymerization. This solves the contradiction between non-fouling and developing efficiency in developing coatings, and improves the stability and non-fouling performance of developing coatings. It is suitable for various substrate surfaces, especially providing clear image support in medical devices and medical imaging.

WO2026065717A1PCT designated stage Publication Date: 2026-04-02SUZHOU SILVER MARS NEW MATERIALS TECHNOLOGY CO LTD
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Patent Information

Authority / Receiving Office
WO · WO
Patent Type
Applications
Current Assignee / Owner
Filing Date
2024-11-26
Publication Date
2026-04-02

AI Technical Summary

Technical Problem

Existing medical imaging coatings, when combining imaging and antifouling functions, suffer from reduced imaging efficiency, making it difficult to simultaneously achieve excellent antifouling performance and imaging effect.

Method used

An antifouling and developing coating material is prepared by covalently combining phosphoric acid choline, siloxane, and developing monomers through a polymerization reaction, ensuring the stability of antifouling and developing performance. The developing monomer is generated by reacting iohexol hydrolysate with 2-isocyanoethyl acrylate, and then reacted with 2-methacryloyloxyethyl phosphoric acid choline and siloxane compounds to form a stable antifouling and developing coating.

Benefits of technology

It significantly improves the anti-fouling performance of the developing coating, ensuring the stability and durability of the developing effect. It is suitable for a variety of substrate surfaces, especially providing clear and accurate image support in medical devices and medical imaging.

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Abstract

Provided in the present application are an anti-fouling radiopaque coating material, and a preparation method therefor and the use thereof. The anti-fouling radiopaque coating material has a structure represented by formula I. The anti-fouling radiopaque coating material of the present application integrates anti-fouling and contrast enhancement functions by means of a covalent bonding technique, exhibits both good anti-fouling performance and contrast enhancement performance, can ensure the stability and durability of a contrast enhancement effect, has good safety, is applicable to a wider range of applications, and provides strong support for the safety of medical devices and the accuracy of medical images.
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Description

Antifouling developing coating material and its preparation method and application TECHNICAL FIELD

[0001] The application belongs to the technical field of medical materials, and relates to an antifouling developing coating material and its preparation method and application. BACKGROUND

[0002] In medical imaging, medical developing coating is crucial. With the continuous development of medical imaging, the requirements for developing coating are increasingly improved. In addition to having excellent developing function, it also needs to have excellent antifouling performance to resist the adhesion of bacteria and proteins, prevent infection and keep the surface clean and transparent, so as to ensure that clear and accurate images are obtained.

[0003] The development of medical antifouling developing coating is derived from the improvement of traditional developing coating. Although the traditional developing coating can provide developing function, its antifouling performance is limited. With the increase of the use of medical devices, scientists urgently need to study the addition of antifouling materials to improve the antifouling performance. The antifouling principle mainly includes the hydrophilicity and hydrophobicity of the surface of the material. The hydrophilic surface can form a larger water contact angle to prevent water and impurities from staying, while the hydrophobic surface can prevent the adhesion of organic matter or oil and reduce the adsorption of biological molecules.

[0004] In recent years, significant progress has been made in the research of medical antifouling coating. By adjusting the surface properties, excellent antifouling coating has been developed. For example, superhydrophobic polymer materials are introduced to make the surface superhydrophobic, achieving efficient self-cleaning and antifouling. At the same time, through bionics design of special surface structure such as micro-nano concave-convex and honeycomb, the surface contact area is reduced, and the adhesion of pollutants is reduced. In addition, biologically active molecules are embedded in the coating to form a "bactericidal circle" to inhibit the reproduction of microorganisms and improve the antifouling effect.

[0005] The developing performance of medical antifouling developing coating has a crucial influence on the clarity and diagnostic accuracy of medical images. Such coating needs to be sensitive to X-rays to ensure good developing effect under X-ray irradiation. Developing technology is widely used in medical imaging, and clear images are generated through the developing effect of image photosensitive materials. Among them, X-ray developing is a commonly used technology, which relies on the absorption and scattering of X-rays, and the developing coating plays a key role in this process by absorbing and scattering X-rays to form images.

[0006] However, the mutual influence between developing agents and antifouling agents may reduce the developing efficiency. Therefore, how to effectively combine the developing and antifouling functions is still a challenging problem that needs to be further solved. SUMMARY

[0007] The following is a summary of the subject matter described in detail herein. This summary is not intended to limit the scope of the claims.

[0008] In view of the deficiencies of the prior art, the purpose of the present application is to provide an antifouling developing coating material and a preparation method and application thereof.

[0009] To achieve this purpose, the present application adopts the following technical solutions:

[0010] In one aspect, the present application provides an antifouling developing coating material, which has the structure shown in the following formula I:

[0011] wherein m = 1-40 (e.g., 1, 2, 3, 5, 8, 10, 13, 15, 18, 20, 22, 25, 28, 30, 32, 34, 36, 38, or 40, etc.), n = 1-40 (e.g., 1, 2, 3, 5, 8, 10, 13, 15, 18, 20, 22, 25, 28, 30, 32, 34, 36, 38, or 40, etc.), k = 1-4 (e.g., 1, 2, 3, or 4), R1 is hydrogen or methyl, R2 is a single bond, C1-C8 (e.g., C1, C2, C3, C4, C5, C6, C7, or C8) alkyl, or R4 is C1-C5 (e.g., C1, C2, C3, C4, or C5) alkyl, R3 is C1-C5 (e.g., C1, C2, C3, C4, or C5) alkyl or -O-Si-R5, R5 is C1-C5 (e.g., C1, C2, C3, C4, or C5) alkyl; R is hydroxyl or The wavy line represents the connection site of the group.

[0012] In the present application, the antifouling developing coating material covalently combines phosphatidylcholine, siloxane, and developing monomers through a polymerization reaction, so that the obtained material combines antifouling and developing, ensuring the stability of the material and the stability of the antifouling and developing performance, making the material have outstanding performance in antifouling performance and developing effect, and making it have wide application prospects in the field of medical imaging, providing strong support for the safety of medical equipment and the accuracy of medical imaging.

[0013] In some embodiments, m:n = 1:1-4:1, e.g., 1:1, 2:1, 3:1, or 4:1.

[0014] In the present application, m, n, and k represent the number of structural units, wherein R can be the same or different in the k structural units.

[0015] In one embodiment, the antifouling developing coating material is any one of the compounds having the structures shown in the following formula II-IV:

[0016] wherein m, n, k and R are defined as in Formula I.

[0017] In another aspect, the present application provides a method for preparing the novel anti-fouling developing coating material as described above, comprising the following steps:

[0018] (1) reacting the iohexol hydrolysate with 2-isocyanatoethyl acrylate to obtain the developing monomer described in Formula II, the reaction formula being as follows:

[0019] (2) reacting the 2-methacryloyloxyethylphosphocholine with the developing monomer described in Formula II and the siloxane compound described in Formula A to obtain the anti-fouling developing coating material described in Formula I, the reaction formula being as follows:

[0020] wherein R is hydroxyl or

[0021] In one embodiment, the reaction in step (1) is carried out in the presence of a catalyst.

[0022] In one embodiment, the catalyst is any one or a combination of at least two of dibutyltin dilaurate, ethylenediamine, polyethyleneimine, triethylenediamine or bis(2-dimethylaminoethyl) ether.

[0023] In one embodiment, the molar ratio of the iohexol hydrolysate to 2-isocyanatoethyl acrylate is 1:1-1:4; for example, 1:1, 1:1.5, 1:2, 1:2.5, 1:3, 1:3.5 or 1:4,

[0024] In one embodiment, the temperature of the reaction in step (1) is 30-50°C (for example, 30°C, 35°C, 38°C, 40°C, 43°C, 45°C, 48°C or 50°C) and the reaction time is 24-48h (for example, 24h, 28h, 30h, 33h, 35h, 38h, 40h, 42h, 46h or 48h).

[0025] In one embodiment, the solvent of the reaction in step (1) is any one or a combination of at least two of N,N-dimethylformamide, isopropyl alcohol, methanol, diethyl ether or ethyl acetate.

[0026] In one embodiment, the reaction in step (1) is carried out under nitrogen protection.

[0027] In one embodiment, the siloxane compound in step (2) is methylacryloyloxypropyl tris(trimethylsiloxy)silane, methylacryloyloxypropyl tris(trimethoxy)silane or vinyltrimethoxysilane.

[0028] In one embodiment, the molar ratio of 2-methacryloyloxyethylphosphocholine to siloxane compound in step (2) is 1:1-8:1; for example 1:1, 1.5:1, 2:1, 2.5:1, 3:1, 3.5:1, 4:1, 4.5:1, 5:1, 5.5:1, 6:1, 6.5:1, 7:1, 7.5:1 or 8:1.

[0029] In one embodiment, the molar ratio of siloxane compound-modified modified phosphocholine polymer to developing monomer of formula II in step (2) is 2:1-8:1; for example 2:1, 2.3:1, 2.5:1, 2.8:1, 3:1, 3.5:1, 4:1, 4.5:1, 5:1, 5.5:1, 6:1, 6.5:1, 7:1, 7.5:1 or 8:1.

[0030] In one embodiment, the reaction in step (2) is carried out in the presence of 4-cyano-4-(thiobenzoyl)valeric acid;

[0031] In one embodiment, the molar ratio of 2-methacryloyloxyethylphosphocholine to 4-cyano-4-(thiobenzoyl)valeric acid in step (2) is 1:1-5:1; for example 1:1, 1.5:1, 2:1, 2.5:1, 3:1, 3.5:1, 4:1, 4.5:1 or 5:1.

[0032] In one embodiment, the reaction in step (2) is carried out in the presence of an initiator;

[0033] In one embodiment, the initiator is selected from azobisisobutyronitrile;

[0034] In one embodiment, the molar ratio of 2-methacryloyloxyethylphosphocholine to initiator is 1:1-5:1; for example 1:1, 1.5:1, 2:1, 2.5:1, 3:1, 3.5:1, 4:1, 4.5:1 or 5:1.

[0035] In one embodiment, the temperature of the reaction in step (2) is 60-70°C (for example 60°C, 63°C, 65°C, 68°C or 70°C) and the reaction time is 16-64h (for example 16h, 18h, 20h, 24h, 28h, 30h, 36h, 40h, 42h, 48h, 50h, 55h, 58h, 60h or 64h).

[0036] In one embodiment, after the reaction in step (2) is completed, a post-treatment step is included, which is to precipitate the obtained reaction solution in diethyl ether, filter and dry.

[0037] In another aspect, the present application provides the use of the novel anti-fouling developing coating material as described above in coating the surface of a substrate.

[0038] In one embodiment, the surface of the substrate comprises a silicon-based surface, a glass substrate surface, a metal substrate surface, a polymer substrate surface.

[0039] The anti-fouling developing coating material of the present application can be applied to a variety of substrate surfaces, including glass substrates, metal substrates, and various plastics and polymer substrates (silicone rubber, polyethylene, polypropylene, polyvinyl chloride, polystyrene, polyurethane, etc.).

[0040] The anti-fouling developing coating material of the present application is versatile, covalently bonded to any silicon-based substrate through silicon-oxygen bonds and hydroxyl groups on the substrate surface, including various silicon-based surfaces such as glass, silica gel, marble, etc.; and combined with other substrate surfaces through hydrophobic interaction or van der Waals force, widely applicable to different clinical and laboratory scenarios to meet the needs of different users.

[0041] In another aspect, the present application provides an anti-fouling developing coating, the raw materials for preparing the anti-fouling developing coating comprising the anti-fouling developing coating material as described above.

[0042] In another aspect, the present application provides the use of the anti-fouling developing coating material as described above in medical devices or medical materials, optical lenses, or industrial printing.

[0043] Compared with the prior art, the present application has the following beneficial effects:

[0044] Firstly, the anti-fouling developing coating material of the present application has been successfully applied to medical devices, forming a coating with excellent anti-fouling performance. Compared with traditional developing coatings, this material has achieved significant improvement in anti-fouling. Its unique feature is that it contains modified phosphatidylcholine polymer as an antifouling agent component, which can effectively resist the attachment of bacteria and proteins, preventing bacterial infection and cross-infection. This feature is crucial for medical safety, ensuring that medical equipment remains hygienic and safe during use. This material is suitable for various medical scenarios, especially in operating rooms and medical catheters, which have high hygiene standards.

[0045] In addition, the anti-fouling developing coating material of the present application exhibits excellent developing effect. Compared with traditional methods, this coating is in the form of an elastomer that is insoluble in water, and will not be lost during human metabolism, ensuring the stability and durability of the developing effect, thereby eliminating the side effects that may be caused by developing coatings, improving the safety of medical developing coatings, which has a positive impact on patient health and medical experience.

[0046] The anti-fouling developing coating material of the present application also has wide applicability. It can be covalently bound to various silicon-based surfaces including glass, silica wafers, marble, etc. through the combination of silicon-oxygen bonds and hydroxyl groups on the surface of the substrate. It is bound to other substrate surfaces through hydrophobic interaction or van der Waals force, making it widely applicable to different clinical and laboratory scenarios and meeting the needs of various users. Compared with traditional coatings, its preparation method is simpler and the cost is lower, providing a feasible way for the large-scale application of developing coatings.

[0047] Other aspects can become apparent from the following description, which is to be read in conjunction with the drawings and detailed description. BRIEF DESCRIPTION OF DRAWINGS

[0048] The accompanying drawings are included to provide a further understanding of the technical solutions of the present application, and constitute a part of the specification, and are used together with the embodiments of the present application to explain the technical solutions of the present application, and do not constitute a limitation on the technical solutions of the present application.

[0049] Fig. 1 is a nuclear magnetic data graph of a developing monomer.

[0050] Fig. 2 is a nuclear magnetic hydrogen spectrum graph of a polymer prepared in Example 1.

[0051] Fig. 3 is a nuclear magnetic hydrogen spectrum graph of a polymer prepared in Example 2.

[0052] Fig. 4 is an anti-coagulation effect graph of the new anti-fouling developing coating material.

[0053] Fig. 5A is a fluorescence microscope photo of the anti-protein adhesion test results of the new anti-fouling developing coating material of the present application;

[0054] Fig. 5B is a fluorescence quantitative analysis result graph of the total amount of adsorbed protein molecules of the new anti-fouling developing coating material of the present application;

[0055] Fig. 6A is a result graph of the anti-bacterial adhesion test of the new anti-fouling developing coating material of the present application;

[0056] Fig. 6B is a quantitative analysis result graph of the anti-bacterial adhesion test of the new anti-fouling developing coating material of the present application;

[0057] Fig. 7A is a developing test result graph of the new anti-fouling developing coating in the internal organs of a rat;

[0058] Fig. 7B is a developing quantitative analysis result graph of the new anti-fouling developing coating in the internal organs of a rat. DETAILED DESCRIPTION

[0059] The technical solutions of the present application will be further described below through specific embodiments. Those skilled in the art should understand that the embodiments are only to help understand the present application and should not be regarded as a specific limitation on the present application.

[0060] Example 1

[0061] This example provides a kind of antifouling developing coating material, which is prepared by the method comprising the following steps:

[0062] (1) the preparation of developing monomer:

[0063] 1.34 mmol of iohexol hydrolysate is taken in 20 mL of super dry DMF, stirred to suspension state, two drops of catalyst DBTL are added respectively, 5.36 mmol of 2-isocyanatoethyl acrylate is added, magnetic stirring, and the reaction is carried out at 30 DEG C for 24 h. 1 mL of ethanol is added to quench the reaction, the reaction solution is poured into 200 mL of ether, white precipitate appears, and it is placed until it is layered, after the supernatant is absorbed, the ether is volatilized at room temperature or the modified phosphocholine polymer is dried in vacuum oven at room temperature, and the nuclear magnetic result is shown in Figure 1.

[0064] 2) the preparation of antifouling developing coating material:

[0065] wherein R is

[0066] 0.75 mol of 2-methacryloyloxyethyl phosphocholine, 0.4 mol of 4-cyano-4-(thiobenzoyl) valeric acid, 0.4 mol of azobisisobutyronitrile are dissolved in n-propanol, slowly heated to 65 DEG C under nitrogen protection, stirred for 24 h, then 0.125 mol of methacryloyloxypropyl trisiloxane silane and 0.075 mol of developing monomer are added, and the reaction is continued for 24 h. The obtained n-propanol solution is added into ether for precipitation, and the modified phosphocholine polymer is obtained by filtration and drying, and the nuclear magnetic of the obtained polymer is shown in Figure 2. The peak of trimethylsiloxane group is detected at 3.55 ppm.

[0067] Example 2

[0068] This example provides a kind of antifouling developing coating material, which is prepared by the method comprising the following steps: the preparation of developing monomer is the same as in example 1.

[0069] 0.75 mol of 2-methacryloyloxyethyl phosphocholine, 0.4 mol of 4-cyano-4-(thiobenzoyl) valeric acid, 0.4 mol of azobisisobutyronitrile are dissolved in n-propanol, slowly heated to 60 DEG C under nitrogen protection, stirred for 24 h, then 0.125 mol of 3-(triethoxysil) methyl methacrylate and 0.075 mol of developing monomer are added, and the reaction is continued for 24 h. The obtained n-propanol solution is added into ether for precipitation, and the modified phosphocholine polymer is obtained by filtration and drying, and the nuclear magnetic of the obtained polymer is shown in Figure 3. The peak of methoxysilane is detected at 3.55 ppm.

[0070] Example 3

[0071] The anti-coagulation test was performed using the anti-fouling coating material obtained in Example 1. The anti-coagulation was measured and characterized by the adsorption of rat whole blood on the anti-fouling coating. The anti-fouling coating solution was prepared by dissolving the anti-fouling coating material in DMF at a concentration of 300 mg / mL. The solution was coated on a silicone tube, which was cured in an oven at 60 °C. The anti-fouling coated silicone tube was immersed in freshly drawn rat whole blood. After five minutes, the tube was removed and rinsed with normal saline three times. The control group was a blank control without the anti-fouling coating. The results are shown in Figure 4.

[0072] As shown in Figure 4, the coating exhibited excellent anti-coagulation ability compared to the blank control. There was almost no blood adsorbed on the coating, while the blank control was covered with adsorbed blood.

[0073] Example 4

[0074] The anti-protein adsorption test was performed using the anti-fouling coating material of Example 1.

[0075] The anti-protein adsorption was measured and characterized by the adsorption of fibrin (FIB), serum protein (HB), and collagen (Col) on the anti-fouling coating.

[0076] The protein molecules were pre-labeled with fluorescent markers, and the adsorption experiment was performed for 21 days. On days 3, 14, and 21, the adsorption of the molecules on the coating was observed using a fluorescence microscope (Nikon Eclipse TE / Ti). The control group was a blank control without the anti-fouling coating. The results are shown in Figures 5A and 5B.

[0077] As shown in Figure 5A, the coating exhibited excellent anti-protein adsorption ability compared to the blank control. There was almost no serum protein adsorbed on the coating, and there was little fibrin adsorbed on the anti-fouling coating, while the blank control was covered with adsorbed protein molecules. Further, the total amount of adsorbed molecules was quantified by fluorescence, as shown in Figure 5B. Compared to the blank control, the total amount of protein adsorbed on the anti-fouling coating was significantly reduced, exhibiting the strong anti-protein adsorption ability of the anti-fouling coating.

[0078] Example 5

[0079] The anti-bacterial adsorption test was performed using the anti-fouling coating material of Example 1.

[0080] Regarding antibacterial adhesion, the antifouling and developing coating's antibacterial adsorption capacity was characterized using Candida albicans, Escherichia coli, and Staphylococcus aureus. The samples were immersed in a high concentration (10...) of... 8 Three live bacterial solutions (number of bacteria per mL) were prepared, with the live bacteria replaced daily. After soaking for one week, the solutions were removed, air-dried, and the bacterial count was observed using a scanning electron microscope (SEM, Japan Hitachi; S-3400N). Dialysis buffer was used as the solvent to ensure bacterial viability, and a blank control was used as the control group. The results are shown in Figures 6A and 6B.

[0081] As shown in Figure 6A, after one week of adsorption by three different bacteria, large colonies were observed on the control group without the antifouling and developing coating, while no significant colony growth was observed on the sample coated with the antifouling and developing coating. Further quantitative analysis of the adsorbed colonies was performed, and the results, shown in Figure 6B, indicate that the sample using the antifouling and developing coating significantly reduced bacterial adhesion; after one week, the amount of bacterial adhesion decreased by 90%.

[0082] Example 6

[0083] X-ray imaging tests were conducted using the antifouling and radiopaque coating material of Example 1. The antifouling and radiopaque coating material of this application was coated onto silicone tubing and placed inside rats at concentrations (solution concentrations) of 100 mg / mL and 200 mg / mL. The uncoated group served as a control. X-ray imaging was performed using a medical X-ray irradiation instrument (manufacturer: FrameView Technology; model: XVS2530). The results are shown in Figures 7A and 7B. Figure 7A shows X-ray images of different concentrations of radiopaque material; Figure 7B shows the grayscale values ​​of different concentrations of radiopaque material. It is evident that the radiopaque effect of the antifouling and radiopaque coating material of this application is significantly higher than that of the blank control group. Quantitative analysis of the radiopaque portion using ImageJ software revealed that the radiopaque intensity inside the rat increased with increasing concentration. Therefore, the antifouling and radiopaque coating material of this application exhibits a strong X-ray radiopaque effect.

[0084] As can be seen from the above, the antifouling and radiopaque coating material of this application has excellent coating performance, antifouling performance and X-ray radiopaque effect.

[0085] The modified phosphatidylcholine polymer part in the anti-fouling developing coating material of the present application serves as an anti-fouling unit, and the combined iohexol serves as a developing unit, which has excellent anti-fouling and developing performance. The siloxane group in the anti-fouling unit can form a covalent bond with the surface of the substrate, so that the coating is firmly combined on the substrate, ensuring the stability and safety of the anti-fouling developing coating material of the present application on the substrate. For example, the siloxane group can be covalently bonded to a silicon-based substrate material, which has excellent stability and will not be lost or fall off over time, significantly improving the durability and reliability of the developing coating. The siloxane group can also be combined with other substrate surfaces through hydrophobic interaction and van der Waals force, thereby providing flexibility and applicability for the widespread application of the developing coating. The anti-fouling developing coating material of the present application can be coated on the surface of various substrates, including silicon-based substrates (such as glass substrates), metal substrates, and various types of plastic and high polymer substrates (such as silicone rubber, polyethylene, polypropylene, polyvinyl chloride, polystyrene, polyurethane, etc.), which has wide applicability. It has a wide range of applications, such as in the field of medical devices, optical lenses, and industrial printing. The coating gives the coated object the dual functions of anti-fouling and X-ray imaging, and when developed, it exhibits excellent X-ray absorption performance, especially providing accurate and clear developing effects for medical imaging, and reliable image information for medical imaging.

[0086] The applicant declares that the anti-fouling developing coating material of the present application and its application are illustrated by the above examples, but the present application is not limited to the above examples, that is, it does not mean that the present application must rely on the above examples to be implemented. It should be understood by those skilled in the art that any improvement of the present application, equivalent replacement of the materials selected by the present application, addition of auxiliary ingredients, selection of specific methods, etc. fall within the scope of protection and disclosure of the present application.

Claims

1. A stain-resistant and developable coating material having the structure shown in Formula I: wherein m = 1 to 40, n = 1 to 40, k = 1 to 4, R1is hydrogen or methyl, R2is a single bond, C1-C8alkyl or R4is C1-C5alkyl, R3is C1-C5alkyl or -O-Si-R5, R5is C1-C5alkyl; R is hydroxy or The wavy line represents the linking site of the group.

2. The anti-staining developing coating material of claim 1, wherein, m:n = 1:1-4:

1.

3. The anti-staining developing coating material of claim 1, wherein, The anti-fouling developing coating material is any one of the compounds of the following Formula II-Formula IV: wherein the definitions of m, n, k and R are the same as in formula I.

4. The method for preparing the anti-fouling developing coating material according to any one of claims 1-3, comprising the following steps: (1) Iohexol hydrolysate is reacted with 2-isocyanatoethyl acrylate to obtain a developing monomer described in Formula II, as shown in the following reaction formula: (2) 2-methacryloyloxyethylphosphocholine is reacted with a developing monomer of formula II and a siloxane compound of formula A to obtain an antifouling developing coating material of formula I, and the reaction formula is as follows: wherein R is hydroxy or 5. The production method according to claim 4, wherein, The reaction in step (1) is carried out in the presence of a catalyst; Optionally, the catalyst is any one or a combination of at least two of dibutyltin dilaurate, ethylenediamine, polyethyleneimine, triethylenediamine or bis(2-dimethylaminoethyl) ether; Optionally, the molar ratio of the iohexol hydrolysate to 2-isocyanatoethyl acrylate is 1:1-1:4; Optionally, the temperature of the reaction in step (1) is 30-50°C, and the reaction time is 24-48h; Optionally, the solvent of the reaction in step (1) is any one or a combination of at least two of N,N-dimethylformamide, isopropyl alcohol, methanol, diethyl ether or ethyl acetate; Optionally, the reaction in step (1) is carried out under nitrogen protection.

6. The production method according to claim 4 or 5, wherein The siloxane compound in step (2) is methylacryloyloxypropyl tris(trimethylsiloxy)silane, methylacryloyloxypropyl tris(trimethoxy)silane or vinyltrimethoxysilane; Optionally, the molar ratio of the 2-methacryloyloxyethyl phosphorylcholine to the siloxane compound in step (2) is 1:1-8:1; Optionally, the molar ratio of the siloxane compound-modified modified phosphorylcholine polymer to the developing monomer of formula II in step (2) is 2:1-8:

1.

7. The production process according to any one of claims 4 to 6, wherein The reaction in step (2) is carried out in the presence of 4-cyano-4-(thiobenzoyl)valeric acid; Optionally, the molar ratio of the 2-methacryloyloxyethyl phosphorylcholine to 4-cyano-4-(thiobenzoyl)valeric acid in step (2) is 1:1-5:1; Optionally, the reaction in step (2) is carried out in the presence of an initiator; Optionally, the initiator is selected from azobisisobutyronitrile; Optionally, the molar ratio of the 2-methacryloyloxyethyl phosphorylcholine to the initiator is 1:1-5:1; Optionally, the temperature of the reaction in step (2) is 60-70°C, and the reaction time is 16-64h; Optionally, after the reaction in step (2) is completed, a post-treatment step is further included, which is precipitating the obtained reaction solution in diethyl ether, filtering and drying.

8. The use of the novel anti-fouling developing coating material according to claim 1 or 2 in coating a substrate surface; Optionally, the substrate surface includes a silicon-based surface, a glass substrate surface, a metal substrate surface, a polymer substrate surface.

9. An anti-fouling developing coating comprising the anti-fouling developing coating material according to claim 1 or 2.

10. The use of the anti-fouling developing coating material according to claim 1 or 2 in medical devices or medical materials, optical lenses or industrial printing.

Citation Information

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