Antifouling developing coating material as well as preparation method and application thereof

By connecting tungsten powder with modified phosphocholine polymer, the silicone group of the modified phosphocholine polymer forms covalent bonds with the substrate surface, and combining the development performance of tungsten powder, the problem of poor anti-fouling performance of existing medical development coatings is solved, and the effective combination of development and anti-fouling functions is achieved, which significantly improves the anti-fouling performance and development effect of the coating.

CN119978229APending Publication Date: 2025-05-13SUZHOU SILVER MARS NEW MATERIALS TECHNOLOGY CO LTD
View PDF 5 Cites 0 Cited by

Patent Information

Application Number
CN202510249763.8
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2025-03-04
Publication Date
2025-05-13

AI Technical Summary

Technical Problem

The existing medical development coatings have poor performance in antifouling performance, and are difficult to effectively resist the adhesion of bacterial proteins, leading to the risks of infection and cross-infection, and it is difficult to effectively combine the development efficiency with antifouling function.

Method used

By connecting the tungsten powder with the modified phosphocholine polymer, the silicone group of the modified phosphocholine polymer forms a covalent bond with the substrate surface to combine the development performance of the tungsten powder to achieve effective combination of development and anti-fouling functions.

Benefits of technology

The effective combination of development function and anti-fouling function is achieved, which significantly improves the anti-fouling performance and development effect of the coating, ensures the cleanliness and safety of medical equipment, and has a stable and long-lasting development effect.

✦ Generated by Eureka AI based on patent content.

Smart Images

  • Figure CN119978229A_ABST
    Figure CN119978229A_ABST
Patent Text Reader

Abstract

The invention provides a novel antifouling developing coating material as well as a preparation method and application thereof, the antifouling developing coating material has a structure as shown in a formula I, and tungsten powder is connected with a modified phosphorylcholine polymer. The modified phosphorylcholine polymer is used as an antifouling unit, and the tungsten powder is used as a developing unit, so that the coating material has excellent antifouling and developing properties. Meanwhile, the siloxane group in the antifouling unit can form a covalent bond with the surface of the substrate, so that the coating is firmly attached to the substrate, the stability and the safety of the material are ensured, the developing coating cannot run off or fall off along with time, the durability and the reliability of the developing coating are remarkably improved, and the developing coating has a wide application prospect.
Need to check novelty before this filing date? Find Prior Art

Description

Technical Field

[0001] The invention belongs to the technical field of medical materials and relates to an anti-fouling developing coating material and a preparation method and application thereof. Background Art

[0002] In medical imaging, medical developer coatings play a vital role. With the continuous advancement of imaging technology, developer coatings must not only have excellent developer effects, but also have excellent antifouling properties, effectively resisting the attachment of bacterial proteins and preventing infection and cross-infection. At the same time, the coating surface must remain clean and transparent to ensure clear and accurate images.

[0003] The birth of medical antifouling developing coatings stems from the improvement of traditional developing coatings. Although traditional coatings have developing functions, they perform poorly in antifouling. With the increasing frequency of use of medical devices, scientists have begun to study how to introduce antifouling materials to improve their antifouling ability. The antifouling mechanism mainly depends on the hydrophilicity and lipophilicity of the material surface. Hydrophilic surfaces can avoid the retention of water and impurities by forming a large contact angle; while lipophilic surfaces can prevent the adhesion of organic matter or grease and reduce the adsorption of biological molecules. In recent years, the research on medical antifouling coatings has made significant progress. For example, the introduction of superhydrophobic polymer materials makes the surface have superhydrophobic properties, thereby achieving efficient self-cleaning and antifouling functions. In addition, bionics-designed micro-nano structures, such as concave-convex surfaces or honeycomb structures, can effectively reduce the attachment area of ​​pollutants. Some coatings are embedded with bioactive molecules to form a "sterilization circle", thereby inhibiting the reproduction of microorganisms and further improving the antifouling effect.

[0004] The developing performance of the developing coating is crucial to the clarity of medical images and the accuracy of diagnosis. The coating needs to be highly sensitive to X-rays to ensure good developing effects under X-ray irradiation. Development technology is widely used in medical imaging, and the clarity of images is enhanced by the effect of the developing coating. Among them, X-ray development is one of the most commonly used technologies. It is based on the absorption and scattering principles of X-rays. The developing coating plays a key role in this process and helps produce clear images. With the development of medical imaging technology, researchers have continuously improved the developing efficiency and image quality by improving the chemical composition of the developer and coating.

[0005] However, the interaction between the developer and the antifouling agent may lead to a decrease in the development efficiency. Therefore, how to effectively combine the development and antifouling functions in the coating remains a challenge to be solved. Summary of the invention

[0006] In view of the shortcomings of the prior art, the purpose of the present invention is to provide an anti-fouling developing coating material and a preparation method and application thereof. The anti-fouling developing coating material of the present invention successfully realizes the effective combination of developing function and anti-fouling function.

[0007] In order to achieve the purpose of the invention, the present invention adopts the following technical solutions:

[0008] In one aspect, the present invention provides an anti-fouling developing coating material, wherein the anti-fouling developing coating material has a structure as shown in the following formula I:

[0009]

[0010] wherein m=1-40 (e.g., 1, 2, 3, 5, 7, 9, 10, 12, 14, 16, 18, 20, 22, 24, 26, 28 or 30, etc.), n=1-20 (e.g., 1, 2, 3, 5, 7, 9, 10, 12, 14, 16, 18 or 20, etc.), k=1-3 (e.g., 1, 2 or 3), R is a siloxane-containing group, and L is a connecting functional group.

[0011] In the structure of the antifouling developing coating material of the present invention, tungsten powder is connected to a modified phosphorylcholine polymer, the modified phosphorylcholine polymer part is used as an antifouling unit, and the tungsten powder is used as a developing unit, so that the coating material has both excellent antifouling performance and developing performance. In addition, the siloxane group in the antifouling unit can form a covalent bond with the surface of the substrate, ensuring that the coating is firmly attached to the substrate, improving the stability and safety of the antifouling developing coating material of the present invention on the substrate, and will not be lost or fall off over time, thus significantly improving the durability and reliability of the coating, and having a wide range of application prospects.

[0012] In the present invention, m, n and k represent the number of structural units, wherein R in n structural units may be the same or different, and L in k structural units may be the same or different.

[0013] In some optional embodiments, m:n=1:1-4:1, for example, 1:1, 2:1, 3:1 or 4:1.

[0014] In some optional embodiments, R is selected from tris(trimethylsiloxy)silyl or trimethoxysilyl, the structure of which is as follows:

[0015] The wavy line represents the attachment site of the group.

[0016] In some optional embodiments, L is selected from aminosilyl, triphenylphosphine or -P(R)3, wherein R is an alkyl, olefin or mercapto group (ie, a hydrocarbyl phosphine ligand group or a mercaptophosphine ligand group).

[0017] In some optional embodiments, the tungsten powder and L are combined through electrical interaction.

[0018] In some optional embodiments, the tungsten powder electrically interacts and bonds with the amino group or phosphorus group in the L group.

[0019] On the other hand, the present application provides a method for preparing the anti-fouling developing coating material as described above, the preparation method comprising the following steps:

[0020] (1) preparing a modified phosphorylcholine polymer modified with siloxane and a connecting functional group L;

[0021] (2) The tungsten powder is electrically interacted and combined with the connecting functional group L in the modified phosphorylcholine polymer modified with siloxane and the connecting functional group L obtained in step (1) to obtain the anti-fouling developing coating material.

[0022] In some preferred embodiments, the preparation of the modified phosphorylcholine polymer modified with siloxane and the linking functional group L in step (1) comprises the following steps:

[0023] 2-Methacryloyloxyethyl phosphorylcholine reacts with a siloxane compound and a compound with an L group to obtain a modified phosphorylcholine polymer modified with the siloxane and the connecting functional group L.

[0024] In some preferred embodiments, the siloxane compound is methacryloxypropyltris(trimethylsiloxy)silane and / or 3-(methacryloxy)propyltrimethoxysilane.

[0025] In some preferred embodiments, the molar ratio of 2-methacryloyloxyethyl phosphorylcholine to the siloxane compound 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.

[0026] In some preferred embodiments, the reaction of 2-methacryloyloxyethyl phosphorylcholine with the siloxane compound is carried out in the presence of 4-cyano-4-(thiobenzoyl)pentanoic acid.

[0027] In some preferred embodiments, the molar ratio of 2-methacryloyloxyethyl phosphorylcholine to 4-cyano-4-(thiobenzoyl)pentanoic acid 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.

[0028] In some preferred embodiments, the reaction of 2-methacryloyloxyethyl phosphorylcholine with the siloxane compound is carried out in the presence of azobisisobutyronitrile.

[0029] In some preferred embodiments, the molar ratio of 2-methacryloyloxyethyl phosphorylcholine to azobisisobutyronitrile 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.

[0030] In some preferred embodiments, the compound having an L group is a compound having an L group and a carbon-carbon unsaturated bond.

[0031] In some preferred embodiments, the compound carrying the L group is allyltriphenylphosphonium bromide.

[0032] In some preferred embodiments, the molar ratio of 2-methacryloyloxyethyl phosphorylcholine to the compound carrying an L group is 2:1-8:1, for example 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.

[0033] In one embodiment, the reaction temperature of step (1) is 60°C-70°C (e.g., 60°C, 63°C, 65°C, 68°C or 70°C), and the reaction time is 16-64h (e.g., 16h, 18h, 20h, 24h, 28h, 30h, 36h, 40h, 42h, 48h, 50h, 55h, 58h, 60h or 64h).

[0034] In one embodiment, the solvent for the reaction in step (1) is n-propanol.

[0035] In one embodiment, the reaction in step (1) is carried out under nitrogen protection.

[0036] In one embodiment, the more specific operation of step (1) is: dissolving 2-methacryloyloxyethyl phosphorylcholine, 4-cyano-4-(thiobenzoyl)valeric acid, and azobisisobutyronitrile in n-propanol, slowly heating to 60-70° C. under nitrogen protection, stirring and reacting for 16-32 hours, then adding a siloxane compound and a compound with an L group, and continuing the reaction for 16-32 hours to obtain the modified phosphorylcholine polymer modified with siloxane and a connecting functional group L.

[0037] In one embodiment, after the reaction in step (1) is completed, a post-treatment step is further included, wherein the post-treatment step is to precipitate the obtained reaction solution in ether, filter and dry.

[0038] In one embodiment, the mass ratio of the modified phosphorylcholine polymer modified with siloxane and the connecting functional group L obtained in step (1) to the tungsten powder in step (2) is (1-3):(3-1), for example, 1:1, 1:1.5, 1:2, 1:2.5, 1:3, 1.5:1, 1.8:1, 2:1, 2.5:1 or 3:1.

[0039] In one embodiment, the combining in step (2) is performed under stirring at room temperature, and the stirring time is 6-12 h, such as 6 h, 7 h, 8 h, 9 h, 10 h, 11 h or 12 h.

[0040] On the other hand, the present invention also provides the use of the antifouling developing coating material as described above in coating the surface of a substrate.

[0041] In one embodiment, the substrate surface includes a silicon-based surface, a glass-based surface, a metal-based surface, and a high-molecular polymer-based surface.

[0042] The antifouling developing coating material of the present invention is suitable for various substrate surfaces, including glass substrates, metal substrates, and various plastic and high molecular polymer substrates (such as silicone rubber, polyethylene, polypropylene, polyvinyl chloride, polystyrene, polyurethane, etc.).

[0043] The anti-fouling developing coating material of the present invention has a wide range of applicability. It can form a covalent bond with any silicon-based substrate surface by combining with the hydroxyl group on the substrate surface through a silicon-oxygen bond, including the surface of silicon-based materials such as glass, silicon wafers, and marble. At the same time, it can also combine with other substrate surfaces through hydrophobic effects or van der Waals forces, and is widely applicable to different clinical and laboratory application scenarios to meet the needs of different users.

[0044] On the other hand, the present application provides an anti-fouling developing coating, wherein the raw materials for preparing the anti-fouling developing coating include the aforementioned anti-fouling developing coating material.

[0045] On the other hand, the present invention also provides the use of the novel antifouling developing coating material in medical devices, medical materials, optical lenses or industrial printing.

[0046] Compared with the prior art, the present invention has the following beneficial effects:

[0047] First, the antifouling developing coating material provided by the present invention has been successfully applied to medical devices and can form a coating with excellent antifouling properties. Compared with traditional developing coatings, this material has significantly improved antifouling properties. It uses modified phosphorylcholine polymer as a unique antifouling component to effectively prevent the attachment of bacterial proteins and prevent bacterial infection and cross infection. This feature is crucial to medical safety, ensuring that medical equipment remains clean and safe during use, and is particularly suitable for equipment with extremely high hygiene requirements such as operating rooms and medical catheters.

[0048] Secondly, tungsten powder is used as a developing unit, which makes the coating material show excellent developing effect. Different from traditional developing coatings, the surface of this material is an elastomer coating that is insoluble in water, which prevents the coating from being lost and entering the human body metabolism, thereby ensuring the stability and durability of the developing effect, eliminating the potential side effects caused by the developing coating, further improving the safety of medical developing coatings, and promoting the health and medical experience of patients.

[0049] In addition, the antifouling developing coating material of the present invention has a wide range of applicability. Through the silane bond and the hydroxyl group on the surface of the substrate, it can achieve a firm covalent bond with a variety of silicon-based substrates such as glass, silicone sheets, marble, etc. In addition, it can also be combined with other types of substrate surfaces through hydrophobic interaction or van der Waals force. Therefore, the material is suitable for a variety of clinical and laboratory environments to meet the needs of different users. Compared with traditional coatings, the preparation method is simpler and the cost is lower, which provides a feasible solution for the large-scale promotion and application of developing coatings. BRIEF DESCRIPTION OF THE DRAWINGS

[0050] Figure 1A This is the H NMR spectrum (400 MHz, deuterated chloroform) of the polymer obtained in step (1) of Example 1;

[0051] Figure 1B This is the H NMR spectrum (400 MHz, deuterated chloroform) of the polymer obtained in step (1) of Example 2;

[0052] Figure 2A This is a result diagram of the anti-bacterial adhesion test of the anti-fouling developing coating material of Example 1;

[0053] Figure 2B This is a quantitative analysis result diagram of the bacterial colonies adsorbed by the anti-fouling developing coating material of Example 1;

[0054] Figure 3A This is an X-ray imaging development effect diagram of the anti-fouling development coating material of Example 1, in which the mass ratio of anti-fouling functional polymer modified phosphorylcholine to tungsten powder is 2:1, on a polyurethane sheath;

[0055] Figure 3BThis is an X-ray imaging development effect diagram of the anti-fouling development coating material of Example 1, in which the mass ratio of anti-fouling functional polymer modified phosphorylcholine to tungsten powder is 1:1, on a polyurethane sheath;

[0056] Figure 3C This is an X-ray imaging development effect diagram of the anti-fouling development coating material of Example 1, in which the mass ratio of anti-fouling functional polymer modified phosphorylcholine to tungsten powder is 1:2, on a polyurethane sheath;

[0057] Figure 4A For Figure 3A The result diagram of quantitative analysis of X-ray imaging intensity;

[0058] Figure 4B For Figure 3B The result diagram of quantitative analysis of X-ray imaging intensity;

[0059] Figure 4C For Figure 3C The result diagram of quantitative analysis of X-ray imaging intensity; DETAILED DESCRIPTION

[0060] The technical solution of the present invention is further described below by specific implementation methods. It should be understood by those skilled in the art that the embodiments are only to help understand the present invention and should not be regarded as specific limitations of the present invention.

[0061] Example 1

[0062] This embodiment provides an anti-fouling developing coating material, which is prepared by a method comprising the following steps.

[0063] 1) 0.75 mol of 2-methacryloyloxyethyl phosphorylcholine, 0.4 mol of 4-cyano-4-(thiobenzoyl)valeric acid, and 0.4 mol of azobisisobutyronitrile were dissolved in 30 ml of n-propanol, and the temperature was slowly raised to 65° C. under nitrogen protection, and the reaction was stirred for 24 hours. Then, a mixture of 0.125 mol of methacryloyloxypropyl tris(trimethylsiloxy)silane and 0.075 mol of allyltriphenylphosphine bromide was added, and the reaction was continued for 24 hours. The obtained n-propanol solution was added to ether for precipitation, and filtered and dried to obtain the obtained product. The reaction is shown below. The obtained polymer (also called antifouling functional polymer modified phosphorylcholine) has a nuclear magnetic resonance as shown below. Figure 1A As shown, a peak of methoxysilane was detected at 3.55 ppm.

[0064]

[0065] 2) The tungsten powder is fully dispersed in 30 mL of a methanol / water binary solvent (the volume ratio of methanol to water is 1:1), and then the polymer obtained in step (1) is added, and the mass ratio of the tungsten powder to the polymer is 1:2, and mixed to obtain a mixed solution. The mixture is fully stirred at room temperature for 6 hours to allow the mixture to be combined through electrical interaction to obtain an antifouling developing coating material, the structure of which is shown as follows:

[0066]

[0067] Among them, m=20, n=10, k=3.

[0068] By the same preparation method, the mass ratio of tungsten powder to polymer was adjusted to 2:1 and 1:1, and the anti-fouling developing coating materials with the mass ratio of tungsten powder to functional polymer modified phosphorylcholine being 2:1 and 1:1 were prepared respectively.

[0069] Example 2

[0070] This embodiment provides an anti-fouling developing coating material, which is prepared by a method comprising the following steps.

[0071] 1) 0.75 mol of 2-methacryloyloxyethyl phosphorylcholine, 0.4 mol of 4-cyano-4-(thiobenzoyl)pentanoic acid, and 0.4 mol of azobisisobutyronitrile were dissolved in 30 ml of n-propanol, and the temperature was slowly raised to 65° C. under nitrogen protection, and the mixture was stirred for reaction for 24 h. Then, 0.125 mol of 3-(triethoxysilyl)propyl methacrylate and 0.075 mol of (4-pentenyl)triphenylphosphine bromide were added, and the reaction was continued for 24 h. The n-propanol solution was added to ether for precipitation, and filtered and dried to obtain the obtained product. The reaction is shown below. The obtained polymer (also called antifouling functional polymer modified phosphorylcholine) has a nuclear magnetic resonance as shown below. Figure 1B As shown, a peak of ethoxysilane was detected at 3.55 ppm.

[0072] 2) The tungsten powder is fully dispersed in 30 mL of a methanol / water binary solvent (the volume ratio of methanol to water is 1:1), and then the polymer obtained in step (1) is added, and the mass ratio of the tungsten powder to the polymer is 1:2, and mixed to obtain a mixed solution. The mixture is fully stirred at room temperature for 6 hours to allow the mixture to be combined through electrical interaction to obtain an antifouling developing coating material, the structure of which is shown as follows:

[0073]

[0074] Example 2

[0075] The anti-fouling developing coating material of Example 1 was used to test the anti-bacterial adhesion. In terms of anti-bacterial adhesion, Candida albicans (C.albicans), Escherichia coli (E.coli), and Staphylococcus aureus (S.aureus) were used to characterize the anti-bacterial adsorption ability of the anti-fouling developing polymer coating. The mass ratio of tungsten powder to anti-fouling functional polymer modified phosphorylcholine in the anti-fouling developing coating used was 1:2. The sample was exposed to high concentration (10 8 After soaking in three bacterial solutions of 100 μg / mL for 2 weeks, the samples were taken out and air-dried, and the number of bacteria on the samples was observed using SEM. The bacterial solution was a live bacterial solution, and the solvent was a dialysate. The live bacteria were replaced every three days to ensure bacterial activity. The control group was a blank control. Figure 2A and Figure 2B shown.

[0076] like Figure 2A As shown in the figure, under the adsorption of three different bacteria, after 2 weeks, there were obvious large colonies on the control group without antifouling developing coating, while there was no obvious colony growth on the sample coated with antifouling developing coating. Further, the adsorbed colonies were quantitatively analyzed, and the results were as follows: Figure 2B As shown, the samples using the antifouling developing coating significantly reduced bacterial adhesion, with the amount of E. coli adhesion reduced by 95% after 2 weeks.

[0077] Example 4

[0078] The antifouling developing coating material of Example 1 was coated on a medical polyurethane sheath. The mass ratios of antifouling functional polymer modified phosphorylcholine to tungsten powder in the experimental group were 2:1, 1:1, and 1:2, respectively, and the control group was a blank negative control. Figure 3A-3C As shown, there are three different mixing ratios ( Figure 3A 2:1 Figure 3B is 1:1, Figure 3C The developing antifouling coating with a ratio of 1:2) on the polyurethane sheath has an obvious developing effect, while the control group is uncoated. The developing intensity is analyzed, and the results are as follows Figures 4A-4C As shown, it can be found that the mass ratio is 2:1 ( Figure 4A )、1:1( Figure 4B )、1:2( Figure 4C ) cases, the development intensity is not much different. Since it is a grayscale value analysis, the grayscale of the uncoated state is higher than that of the coated state, so the development effect is significantly stronger than that of the control group.

[0079] From the above, it can be seen that the antifouling and developing coating material of the present application has excellent coating performance, antifouling performance and X-ray developing effect.

[0080] The modified phosphorylcholine polymer part in the antifouling developing coating material of the present application is used as an antifouling unit, and the adsorbed tungsten powder is a developing unit. The antifouling functional polymer modified phosphorylcholine is combined with the tungsten powder through electrical interaction, and has excellent antifouling performance and developing performance. The siloxane group in the antifouling unit can form a covalent bond with the substrate surface so that the coating is firmly combined with the substrate, ensuring the binding stability and safety of the antifouling developing coating material of the present invention on the substrate. For example, the siloxane group can be covalently bonded with the silicon-based substrate material, has excellent stability, will not be lost or fall off over time, and significantly improves the durability and reliability of the developing coating; the siloxane group can also be combined with other substrate surfaces through hydrophobic effects and van der Waals forces, thereby providing flexibility and applicability for the wide application of the developing coating. The antifouling developing coating material of the present application can be coated on the surfaces of various substrates, including silicon-based substrates (such as glass substrates), metal substrates, and various plastic and polymer substrates (such as silicone rubber, polyethylene, polypropylene, polyvinyl chloride, polystyrene, polyurethane, etc.), and has a wide range of applicability; the application fields are wide, for example, it can be used in the fields of medical devices, optical lenses and industrial printing. The coating gives the coated object the dual functions of antifouling and X-ray imaging, and exhibits excellent X-ray absorption performance during development, especially can provide accurate and clear development effects for medical imaging, and provide reliable imaging information for medical imaging.

[0081] The applicant declares that the present invention uses the above-mentioned embodiments to illustrate the anti-fouling developing coating material and its preparation method and application, but the present invention is not limited to the above-mentioned embodiments, that is, it does not mean that the present invention must rely on the above-mentioned embodiments to be implemented. Those skilled in the art should understand that any improvement of the present invention, equivalent replacement of the raw materials selected by the present invention, addition of auxiliary components, selection of specific methods, etc., all fall within the protection scope and disclosure scope of the present invention.

Claims

1. An antifouling developing coating material, characterized in that: The antifouling developing coating material has a structure as shown in the following formula I: Wherein m=1-40, n=1-20, k=1-3, R is a siloxane-containing group, and L is a connecting functional group.

2. The antifouling developing coating material according to claim 1, characterized in that: m:n=1:1~4:

1.

3. The antifouling developing coating material according to claim 1 or 2, characterized in that: R is selected from tris(trimethylsiloxy)silyl or trimethoxysilyl, and its structure is as follows: The wavy line represents the attachment site of the group.

4. The antifouling developing coating material according to any one of claims 1 to 3, characterized in that: L is selected from methylsilyl, vinylsilyl, aminosilyl, triphenylphosphine or -P(R)3, wherein R is an alkyl, olefin or mercapto group.

5. The antifouling developing coating material according to any one of claims 1 to 4, characterized in that: The tungsten powder and L are combined by electrical interaction; Optionally, the tungsten powder electrically interacts and bonds with the amino group, the thiol group or the phosphorus group in the L group.

6. A method for preparing an antifouling developing coating material according to any one of claims 1 to 5, characterized in that: The preparation method comprises the following steps: (1) preparing a modified phosphorylcholine polymer modified with siloxane and a connecting functional group L; (2) The tungsten powder is electrically interacted and combined with the connecting functional group L in the modified phosphorylcholine polymer modified with siloxane and the connecting functional group L obtained in step (1) to obtain the anti-fouling developing coating material.

7. The preparation method according to claim 6, characterized in that: The preparation of the modified phosphorylcholine polymer modified with siloxane and the connecting functional group L in step (1) comprises the following steps: 2-methacryloyloxyethyl phosphorylcholine reacts with a siloxane compound and a compound with an L group to obtain a modified phosphorylcholine polymer modified with the siloxane and the connecting functional group L; Preferably, the siloxane compound is methacryloxypropyltris(trimethylsiloxy)silane and / or 3-(methacryloxy)propyltrimethoxysilane; Preferably, the molar ratio of the 2-methacryloyloxyethyl phosphorylcholine to the siloxane compound is 1:1-8:1; Optionally, the reaction of 2-methacryloyloxyethyl phosphorylcholine with the siloxane compound is carried out in the presence of 4-cyano-4-(thiobenzoyl)pentanoic acid; Preferably, the molar ratio of 2-methacryloyloxyethyl phosphorylcholine to 4-cyano-4-(thiobenzoyl)pentanoic acid is 1:1-5:1; Preferably, the reaction of 2-methacryloyloxyethyl phosphorylcholine with the siloxane compound is carried out in the presence of azobisisobutyronitrile; Preferably, the molar ratio of 2-methacryloyloxyethyl phosphorylcholine to azobisisobutyronitrile is 1:1-5:1; Preferably, the compound with an L group is a compound with an L group and a carbon-carbon unsaturated bond; Preferably, the compound with the L group is allyl triphenyl phosphine bromide or propyl triphenyl phosphine bromide; Preferably, the molar ratio of the 2-methacryloyloxyethyl phosphorylcholine to the compound with an L group is 2:1-8:1; Preferably, the reaction temperature in step (1) is 60°C-70°C, and the reaction time is 16-64h; Preferably, the solvent for the reaction in step (1) is n-propanol; Preferably, the reaction in step (1) is carried out under nitrogen protection; Preferably, the more specific operation of step (1) is: dissolving 2-methacryloyloxyethyl phosphorylcholine, 4-cyano-4-(thiobenzoyl)valeric acid, and azobisisobutyronitrile in n-propanol, slowly heating to 60-70° C. under nitrogen protection, stirring and reacting for 16-32 hours, then adding a siloxane compound and a compound with an L group, and continuing the reaction for 16-32 hours to obtain the modified phosphorylcholine polymer modified with siloxane and a connecting functional group L; Preferably, after the reaction in step (1) is completed, a post-treatment step is further included, wherein the post-treatment step is to precipitate the obtained reaction solution in ether, filter and dry; Preferably, the mass ratio of the modified phosphorylcholine polymer modified with siloxane and the connecting functional group L obtained in step (1) to the tungsten powder in step (2) is (1-3):(3-1); Preferably, the combining in step (2) is completed under stirring at room temperature, and the stirring time is 6-12 hours.

8. Use of the antifouling developing coating material according to any one of claims 1 to 5 in coating a substrate surface; Preferably, the substrate surface includes a silicon-based surface, a glass-based surface, a metal-based surface, or a high-molecular polymer-based surface.

9. An anti-fouling developing coating, wherein the raw materials for preparing the anti-fouling developing coating include the anti-fouling developing coating material according to any one of claims 1 to 5.

10. Use of the antifouling developing coating material according to any one of claims 1 to 5 in medical devices, medical materials, optical lenses or industrial printing.

Citation Information

Patent Citations

  • Novel antifouling developing coating material as well as preparation method and application thereof

    CN119101421A

  • Novel antifouling developing coating material as well as preparation method and application thereof

    CN119101422A

  • Antifouling developing coating material as well as preparation method and application thereof

    CN119219844A

  • Surfaces and coating compositions having antifouling, antithrombotic, and antibacterial properties and methods of making

    US20210198516A1

  • KR20210122078A