X-ray developing material, preparation method therefor, and use thereof

By covalently linking silane-containing epoxy compounds with iodine-containing imaging compounds, a stable, safe, and low-cost X-ray imaging material is formed, solving the problems of uneven imaging effect and insufficient stability of imaging coatings in different tissues and organs, and realizing the universality of imaging effect and the improvement of image quality.

WO2026000530A1PCT designated stage Publication Date: 2026-01-02SUZHOU SILVER MARS NEW MATERIALS TECHNOLOGY CO LTD
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Patent Information

Application Number
PCT/CN2024/108518
Authority / Receiving Office
WO · WO
Patent Type
Applications
Current Assignee / Owner
Priority Date
2024-06-28
Filing Date
2024-07-30
Publication Date
2026-01-02

AI Technical Summary

Technical Problem

Existing medical imaging coatings exhibit uneven imaging effects in different tissues and organs, have potential toxicity and allergic reactions, lack stability, and are costly, making it difficult to meet the diverse needs of medical imaging.

Method used

X-ray developing materials are formed by covalently linking silyl-containing epoxy compounds with iodine-containing developing compounds. These materials can bond firmly to a variety of substrates, provide stable developing effects, have high safety, and are simple to prepare.

Benefits of technology

It offers excellent imaging performance, good stability, high safety, and low cost. It is suitable for a variety of substrates, expanding its application range and improving image quality and diagnostic accuracy.

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Abstract

The present application provides an X-ray developing material, a preparation method therefor, and use thereof. The X-ray developing material comprises a silyl-containing epoxy compound and an iodine-containing developing compound connected to the silyl-containing epoxy compound. In the present application, the iodine-containing developing compound is connected to the epoxy compound by means of a chemical bond, so that the material has a stable developing effect. The silyl contained in the X-ray developing material enables the material to be used for bonding to a substrate. The material can be covalently bonded to the surface of any silyl-containing substrate by means of hydrolytic polymerization of silyl to form a safe and stable developing coating. The material has wide application prospects.
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Description

An X-ray developing material and its preparation method and application TECHNICAL FIELD

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

[0002] Medical developing coating is a special coating widely used in medical imaging, and its research and application play a crucial role in modern medical diagnosis. As an important medical technology, medical imaging can non-invasively observe and analyze the internal structure of the human body through various imaging technologies such as X-ray, CT scan, MRI, etc., helping doctors make accurate disease diagnosis and treatment plans. The introduction of developing coating enhances the contrast of medical images through reaction with specific chemicals, making imaging technology play a greater role in the medical field.

[0003] The developing principle of medical developing coating is based on its interaction with specific chemicals. In medical imaging, commonly used developing agents include iodine-containing or barium-containing compounds. When the developing coating contacts these developing agents, specific chemical reactions occur, resulting in enhanced contrast or visible images. Taking X-ray as an example, the developing coating enhances the absorption of X-rays, making the boundaries of different tissues more clearly visible, thereby improving the quality and information accuracy of the image.

[0004] In recent years, research on medical developing coating has made a series of progress, mainly focusing on the following aspects.

[0005] 1. Improvement of developing agents: research teams are constantly committed to developing more efficient and safer developing agents to improve the quality and contrast of images, and reduce the dose and potential toxicity to patients. Finding milder but equally effective developing agents for some patients' possible allergic reactions is an important research direction.

[0006] 2. Optimization of coating materials: optimize the properties of coating materials to make the chemical reaction between them and developing agents more stable and controllable, thereby achieving more precise developing effect. Researchers are constantly trying to select and combine materials to improve the performance and stability of developing coating.

[0007] 3. Customized developing coating: according to the needs of different medical imaging applications, research teams develop customized developing coatings to meet the developing requirements of different organs and tissues. For example, developing targeted developing coatings for different diagnostic needs of diseases is expected to improve the accuracy and accuracy of imaging diagnosis.

[0008] 4. Application of emerging technologies: Utilize emerging technologies such as nanotechnology and biotechnology to conduct research on medical imaging coatings. The application of nanomaterials in imaging coatings can endow the coating with more functions, such as targeted therapy and molecular imaging, bringing more possibilities to medical imaging.

[0009] Despite the wide application of medical imaging coatings in medical imaging, there are still some challenges. For example, different tissues and organs may have different absorption effects on the imaging agent, resulting in uneven image quality. Researchers need to further optimize the chemical formula of the imaging coating to meet the imaging needs of different tissues; secondly, due to the potential toxicity and allergic reactions of some imaging agents, strict control of dosage and allergic tests are needed. Researchers need to prioritize safety and ensure the safety of patients receiving the imaging process; thirdly, the stability of the coating directly affects the quality and durability of the image, and more stable coating materials need to be found and the coating preparation process needs to be optimized to ensure that it does not change during long-term storage and use; in addition, different application fields have different imaging requirements, and how to realize customized imaging coatings is still a challenge. Researchers need to consider multiple factors to provide practical solutions for different clinical needs; finally, the cost control of the imaging coating is high, which limits its wide application in clinical practice. Researchers need to find more economical and efficient preparation methods to promote the wide application of imaging coating technology in medical imaging.

[0010] Overall, the research and application of medical imaging coatings have brought new development opportunities to medical imaging. Through continuous scientific research efforts and technological innovation, it is believed that medical imaging coatings will continue to play an important role in medical diagnosis and treatment, and bring better medical experience and treatment effect to patients.

[0011] SUMMARY

[0012] The following is a summary of the subject matter described in detail in this document. This summary is not intended to limit the scope of protection of the claims.

[0013] The present application provides an X-ray imaging material and its preparation method and application. The structure of the X-ray imaging material of the present application is firm, chemically stable, safe, universal, and has excellent imaging effect.

[0014] To achieve the purpose of this invention, the following technical solutions are adopted in this application:

[0015] In a first aspect, the present application provides an X-ray imaging material, which comprises a silane group-containing epoxy compound and an iodine-containing imaging compound connected to the silane group-containing epoxy compound.

[0016] In the present application, the iodine-containing developing compound is connected to the epoxy compound by chemical bond, the material has stable developing effect, high biological safety, and simple preparation method.

[0017] In the present application, the X-ray developing material has silane group, so that it can be used to bind to substrate, can be bound to any substrate surface with silane group through covalent bond by silane hydrolysis polymerization, form safe and stable developing coating, can be coated on the surface of various substrates or incorporated into any silicon-based polymer macromolecule or polymerized with siloxane molecule. The iodine-containing developing compound can have significant contrast ability after X-ray irradiation.

[0018] Preferably, the iodine-containing developing compound is connected to the epoxy compound with silane group by covalent bond.

[0019] Preferably, the X-ray developing material is obtained by forming covalent bond between the epoxy group on the epoxy compound with silane group and the amino group or hydroxyl group in the iodine-containing developing compound.

[0020] In the present application, the chemical formula of the X-ray developing material can be written as C x H y O z N k Si m I n , wherein x, y, z, k, m and n respectively represent the number of atoms of C, H, O, N, Si and I, and the specific number is determined by the selected raw material monomer.

[0021] In the present application, the epoxy compound with silane group includes at least one epoxy group and at least one silane group, preferably, the epoxy compound with silane group is selected from any one or combination of at least two of 3-aminopropyltrimethoxysilane, 3-aminopropyltriethoxysilane, epoxy silane or vinyl epoxy silane.

[0022] Preferably, the iodine-containing developing compound is selected from any one or combination of at least two of iopromide, iohexol, iohexol hydrolysate, diatrizoate, sodium diatrizoate or iodixanol.

[0023] In the second aspect, the present application provides a preparation method of the X-ray developing material as described above, the preparation method comprising the following steps:

[0024] The epoxy compound with silane group and the iodine-containing developing compound are reacted in a solvent to obtain the X-ray developing material.

[0025] Preferably, the molar ratio of the silane group-containing epoxy compound to the iodine-containing developing compound is 10:1 to 1:10, for example, 10:1, 9:1, 8:1, 7.5:1, 7:1, 6.5:1, 6:1, 5:1, 5.5:1, 4:1, 3:1, 2:1, 1:1, 1.5:1, 2:1, 2.5:1, 3:1, 3.3:1, 4:1, 4.5:1, 5:1, 5.4:1, 5.8:1, 6:1, 6.3:1, 7:1, 7.5:1, 8:1, 8.2:1, 8.8:1, 9:1, 9.5:1, or 10:1, etc.

[0026] Preferably, the solvent is a mixture of methanol and water, wherein the volume ratio of methanol to water is 1:3 to 3:1, for example, 1:3, 1:2.5, 1:2, 1:1.8, 1:1.5, 1:1, 1.5:1, 1.8:1, 2:1, 2.5:1, or 3:1.

[0027] Preferably, the reaction is carried out in the presence of a basic substance.

[0028] Preferably, the basic substance is selected from sodium hydroxide and / or potassium hydroxide.

[0029] Preferably, the reaction is specifically operated as follows: dissolving the iodine-containing developing compound in a mixed solvent of methanol and water, adding a basic substance, dissolving to obtain solution A, dissolving the silane group-containing epoxy compound in a mixed solvent of methanol and water to obtain solution B, mixing solution B with solution A, reacting to obtain the X-ray developing material.

[0030] Preferably, the temperature of the reaction is 50 to 80℃, for example, 50℃, 55℃, 60℃, 65℃, 70℃, 75℃, or 80℃, and the time of the reaction is 6 to 24h, for example, 6h, 8h, 10h, 12h, 15h, 18h, 20h, 22h, or 24h.

[0031] In a third aspect, the present application provides a developing coating, wherein the raw material for preparing the developing coating comprises the X-ray developing material as described above.

[0032] In a fourth aspect, the present application provides a preparation method of the developing coating as described above, wherein the preparation method comprises the following steps:

[0033] coating the solution of the X-ray developing material to the surface of the substrate, and solidifying to obtain the developing coating.

[0034] In the present application, the solution of the X-ray developing material is coated to the surface of the substrate, and then solidified, so that the silane groups in the molecules are crosslinked with each other, thereby forming the developing coating uniformly coated on the surface of the substrate.

[0035] Preferably, the solution of the X-ray developing material is a solution obtained by dissolving the X-ray developing material in a mixed solvent of methanol and water.

[0036] Preferably, the volume ratio of the methanol and water is 1:1.

[0037] Preferably, the concentration of the solution of the X-ray developing material is 100-400 mg / mL, for example, 100 mg / mL, 130 mg / mL, 150 mg / mL, 180 mg / mL, 200 mg / mL, 230 mg / mL, 250 mg / mL, 280 mg / mL, 300 mg / mL, 330 mg / mL, 350 mg / mL, 380 mg / mL or 400 mg / mL.

[0038] Preferably, the solidification is performed in a constant temperature and humidity chamber.

[0039] Preferably, the temperature of the solidification is 50-80°C, for example, 50°C, 53°C, 55°C, 58°C, 60°C, 65°C, 68°C, 70°C, 75°C, 78°C or 80°C, and the time of the solidification is 3-6 h, for example, 3 h, 3.5 h, 4 h, 4.5 h, 5 h, 5.5 h or 6 h.

[0040] Preferably, the solidification is performed under the condition of humidity of 35-65% (for example, 35%, 38%, 40%, 43%, 45%, 50%, 55%, 58%, 60%, 63% or 65%).

[0041] In the present application, the solidification can enable the silane groups in the X-ray developing material to cross-link with each other, thereby forming a developing coating uniformly coated on the surface of the substrate.

[0042] Preferably, the substrate is selected from glass, metal, high molecular polymer (including silicone rubber, polyethylene, polypropylene, polyvinyl chloride, polystyrene, polyurethane or silicon-based polymer, etc.). The silicon-based polymer is a polymer based on siloxane polymerization.

[0043] The novel X-ray developing material of the present application can be firmly combined with any substrate material, and is universal. For hydrophobic interfaces such as glass and metal, the novel X-ray developing material of the present application can be combined with the surface of the substrate through hydrophobic interaction and van der Waals force. For the surface of silicon-based substrate, the novel X-ray developing material of the present application can be firmly combined with various silicon-based substrates through siloxane polymerization, so that the developing coating has universal applicability. The coating effect of the novel X-ray developing material of the present application on different substrate surfaces expands its application range in different fields.

[0044] In a fifth aspect, the present application provides an X-ray developing polymer, wherein the raw materials for preparing the X-ray developing polymer include a silicon-based polymer or a siloxane group-containing compound and the X-ray developing material as described above.

[0045] The X-ray developing material described in the present application can be incorporated into any silicon-based polymer macromolecule or polymerized with a siloxane group-containing compound for enhancing the X-ray developing effect thereof.

[0046] In a sixth aspect, the present application provides an application of the X-ray developing material as described above in medical devices, medical materials, optical lenses or industrial printing.

[0047] The main structure of the X-ray developing material of the present application is an iodine-containing developing compound and a silane group-containing epoxy compound. These two compounds are connected through an epoxy reaction to form a structure with a developing group (iodine atom) at one end and a silane group (silane group-containing epoxy molecule) at the other end. This design enables the X-ray developing material to have both developing effect and the ability to bind to various substrates through covalent or non-covalent bonds. Secondly, the iodine-containing developing compound can significantly improve the contrast of medical images under X-ray irradiation, making the images clearer and more detailed; at the same time, the silane group-containing epoxy compound enables the developing material to be firmly bound to various substrates. For hydrophobic interfaces such as glass and metal, it can be bound to the substrate surface through hydrophobic interaction and van der Waals force. For silicon substrate surfaces, it can be covalently bound to various silicon-based substrates through siloxane polymerization. This covalent binding method ensures that the developing coating has excellent stability on the silicon-based surface and will not be lost or fall off over time, thereby increasing the durability and reliability of the developing coating. In addition, the covalent binding of the X-ray developing material to the silicon-based substrate also brings excellent safety. Compared with traditional adsorption or physical adsorption methods, covalent binding avoids the leakage of developing agents in the human body, thereby preventing potential toxic reactions. This makes the developing material safer and more reliable in medical imaging, providing a better medical experience for patients. It is particularly worth mentioning that the silane group-containing epoxy compound endows the developing coating with universality, providing extensive possibilities for the application field of the developing material. This means that the developing material can be used flexibly in different clinical and laboratory scenarios to meet the needs of different users.

[0048] In general, the design of the X-ray developing material of the present application combines iodine-containing developing compounds and silane-containing epoxy compounds to form a structure of developing groups of iodine and silane by chemical combination, thereby realizing the superior performance of the developing material. The X-ray developing material has excellent developing effect, stable safety of covalent combination with the substrate, universality, low cost, and simple preparation method, etc., which makes it have a wide application prospect in the field of medical imaging. Through continuous research and innovation, it is believed that the new X-ray developing material will bring more progress and breakthroughs to medical diagnosis and treatment.

[0049] Compared with the related art, the present application has the following beneficial effects.

[0050] 1. The X-ray developing material of the present application performs well in developing effect, and the developing coating obtained therefrom can enhance the contrast of medical images, making the images more clear and visible. In X-ray, CT scan, MRI and other medical imaging technologies, the application of the developing coating can effectively improve the quality of the images, which is helpful for doctors to make more accurate diagnosis and treatment plans.

[0051] 2. The X-ray developing material of the present application is stable in physical and chemical properties after polymerization, and does not leak developing agent, which has excellent safety and stability. Due to the stability of the covalent bond between molecules based on siloxane polymerization, the new X-ray developing material forms a firm molecular chain entanglement and crosslinking between molecules, which is not easily destroyed by external factors. This feature ensures the safety of the developing process, and also maintains the stability of the coating, which does not cause the attenuation of the developing effect with time, thereby increasing the reliability of the developing material in clinical application.

[0052] 3. The X-ray developing material of the present application can be firmly combined with any substrate material, and has universality. For hydrophobic interfaces such as glass and metal, the X-ray developing material of the present application can be combined with the substrate surface through hydrophobic interaction and van der Waals force. For silicon substrate surface, the X-ray developing material of the present application can be firmly combined with various silicon-based substrates through siloxane polymerization, thereby making the developing coating have universal applicability. The coating effect of the X-ray developing material of the present application on different substrate surfaces expands its application range in different fields.

[0053] 4. Compared with traditional developing materials, the preparation cost of the X-ray developing material of the present application is relatively low. The chemical combination with siloxane has the characteristics of high efficiency and low cost. In addition, the raw materials required by the X-ray developing material of the present application are also common, and the preparation method is relatively simple. This makes the X-ray developing material of the present application have obvious advantages in large-scale production, which helps to reduce the cost and expand its application in biomedical developing materials, especially in medical developing coating.

[0054] 5. The preparation method of the X-ray developing coating of the present application is simpler than that of traditional coating. Traditional coating often involves complex preparation process and multi-step chemical reaction, while the silane bond polymerization reaction adopted by the developing coating of the present application has the characteristics of single step and high efficiency, making the preparation process more simple and reducing the complexity and time cost in the preparation process.

[0055] 6. The X-ray developing material of the present application can be reacted with any silicon-based polymer macromolecule or polymerized with siloxane molecule, thereby endowing such material with additional X-ray developing enhancement function, which can be used as an incorporated component or copolymer molecule of various materials requiring X-ray developing enhancement function, and is especially suitable for enhancing the X-ray developing function of medical coating based on siloxane polymerization and curing.

[0056] In summary, the X-ray developing material of the present application has superior characteristics in developing effect, safety, universality, cost and preparation method, etc. Its application in X-ray medical imaging is expected to provide more accurate imaging information for clinicians and bring greater convenience and benefit to the diagnosis and treatment of patients.

[0057] Other aspects can become apparent from the following description, which is to be read in association with the accompanying drawings and detailed description, which can be understood to present illustrations by way of example of the application. BRIEF DESCRIPTION OF DRAWINGS

[0058] FIG. 1A is a reaction flow chart for preparing the X-ray developing material of Example 1;

[0059] FIG. 1B is a nuclear magnetic hydrogen spectrum of the X-ray developing material prepared in Example 1;

[0060] FIG. 1C is an X-ray photoelectron spectrum of the X-ray developing material prepared in Example 1;

[0061] FIG. 2A is a developing effect diagram of the developing coating formed under different concentrations of X-ray developing material;

[0062] FIG. 2B is a developing gray value result diagram of the developing coating formed under different concentrations of X-ray developing material;

[0063] FIG. 3A is a developing effect diagram of different concentrations of X-ray developing material and a control group;

[0064] FIG. 3B is a developing gray value result diagram of the developing coating formed under different concentrations of X-ray developing material;

[0065] FIG. 4A is a schematic diagram of shearing using a biomechanical testing machine;

[0066] FIG. 4B is a test result diagram of the adhesive strength between the new X-ray developing material and the silicon-based substrate under the action of shearing force. DETAILED DESCRIPTION

[0067] The technical solution of this application will be further described below through specific embodiments. Those skilled in the art should understand that the embodiments described are merely to help understand this application and should not be regarded as specific limitations on this application.

[0068] Example 1

[0069] This embodiment provides an X-ray imaging material, which is prepared by the following method:

[0070] Iodine-containing radioactive compound molecule iohexol hydrolysate (5g) was dissolved in 10mL of a methanol / water binary solvent (methanol to water volume ratio 1:1), and then potassium hydroxide (1.67g) was added. The mixture was stirred and sonicated at room temperature to obtain a pale yellow solution. Epoxysilane KH-560 (2g) was dissolved in 10mL of a methanol / water binary solvent (methanol to water volume ratio 1:1), and then mixed with the pale yellow solution. The mixture was stirred overnight at room temperature. The reaction product was then extracted from the methanol / water binary solvent to the organic phase using ethyl acetate, and the extraction was repeated 5 times. The reaction mixture was then evaporated using a rotary evaporator to remove the organic solvent, followed by dialysis and liquid chromatography to obtain the X-ray radioactive material molecule.

[0071] The chemical formula for the reaction is shown in Figure 1A (the black shaded area in the figure represents iodine atoms).

[0072] The prepared X-ray imaging material molecules were subjected to 1H NMR spectroscopy. 1 1H NMR (400 MHz, deuterated chloroform) and X-ray photoelectron spectroscopy (XPS, Thermo Kalpha; model: Thermo ESCALAB 250XI) were used for testing. As shown in Figure 1B, the 1H NMR spectrum showed vibrational peaks at 7.3 ppm and 3.55 ppm, corresponding to the iodophenyl group in the developing compound and the siloxane group in the epoxy silane, respectively, confirming the successful synthesis of the novel X-ray developing material. As shown in Figure 1C, the XPS curve showed peaks at 285 eV, 532 eV, 400 eV, and 620 eV, corresponding to C, O, N, and I elements, respectively. Since the sample monomer contains 2.36% I element, it proves the successful chemical bonding between the iodine-containing developing compound and the epoxy compound.

[0073] Example 2

[0074] This embodiment provides a developing coating, the preparation method of which includes the following steps:

[0075] The X-ray developing material prepared in Example 1 was dissolved in a methanol / water binary mixed solvent (volume ratio of methanol and water was 1:1) to obtain a concentration of 400 mg / mL, 300 mg / mL, 200 mg / mL and 100 mg / mL, respectively, and was uniformly coated on the surface of a silicon substrate. The coated sample was cured in a constant temperature and humidity chamber at a temperature of 60°C and a humidity of 50% for 5 hours to cross-link the silane groups in the molecules to form a developing coating layer uniformly coated on the surface of the substrate.

[0076] The developing effect of the prepared developing coating layer was tested using a medical X-ray irradiation instrument (Xpect vision XVS2530). The control group was a blank negative control and a positive control of a platinum metal ring. The proportion of different raw materials was adjusted to optimize the developing effect of the coating layer. As shown in FIG. 2A, the concentrations of the developing coating layer in the experimental group were 400 mg / mL, 300 mg / mL, 200 mg / mL and 100 mg / mL, corresponding to groups D1, D2, D3 and D4, and Con was the blank control group. As can be seen from FIG. 2A, the developing performance was significantly enhanced with the increase of the concentration of the coating layer, and the developing performance was best at a concentration of 400 mg / mL, indicating that the developing anti-fouling coating had excellent developing performance and could clearly image under X-ray. Then, the developing effect of the coating layer was quantitatively analyzed by gray value using imageJ software, and the control group was a blank negative control. The results are shown in FIG. 2B. The developing gray value was proportional to the concentration of the coating layer, and the gray value was the largest and the developing effect was the best at a proportion of 400 mg / mL, showing a developing performance comparable to that of a platinum metal ring.

[0077] Example 3

[0078] In this example, the developing of the X-ray developing material prepared in Example 1 after incorporation of siloxane or silanol-containing polymers was tested.

[0079] The X-ray developing material (3 g) prepared in Example 1 was incorporated into a methanol / water binary mixed solvent (100 mL, volume ratio of methanol and water was 1:1) containing 3-aminopropyltrimethoxysilane (5 mL) and vinyl silane (5 mL), and a solid powder sample was obtained after purification by stirring at room temperature for 12 h. The sample was dissolved in an aqueous solution at a concentration of 150 mg / mL and 300 mg / mL, and the developing effect of the sample was tested using the medical X-ray irradiation instrument in Example 2. The blank control group was a pure water solution. FIG. 3A is a developing effect diagram of the X-ray developing material at different concentrations and the control group, and FIG. 3B is a developing gray value result diagram of the developing coating layer formed at different concentrations of the X-ray developing material. It can be seen that after copolymerization of the X-ray developing material of the application with other silane-containing molecules, the product has X-ray developing effect, and the developing effect is improved with the increase of the concentration.

[0080] Example 4

[0081] In this example, the adhesion strength of the X-ray developing material to the combined silicon-based substrate was tested.

[0082] Using a biomechanical testing machine (Instron 5944), the adhesion strength between the new X-ray developing material and the silicon-based substrate under the action of shear force was measured using the method shown in Figure 4A, and the resulting mechanical test curve is shown in Figure 4B. Under the action of shear force, the connection strength of the developing material and the substrate interface can reach more than 1.4 MPa, and more than 1 MPa indicates that the coating has good adhesion.

[0083] The applicant states that the process of the present application is illustrated by the above examples, but the present application is not limited to the above process steps, i.e. it does not mean that the present application must rely on the above process steps to be implemented. It should be understood by those skilled in the art that any improvement of the present application, equivalent replacement of the raw 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. An X-ray imaging material comprising a silyl-containing epoxy compound and an iodine-containing imaging compound attached to the silyl-containing epoxy compound.

2. The X-ray imaging material according to claim 1, wherein, The iodine-containing developing compound is covalently linked to the silane-containing epoxy compound; Preferably, the X-ray developing material is obtained by forming covalent bonds between the epoxy groups on a silyl-containing epoxy compound and the amino groups in an iodine-containing developing compound.

3. The X-ray imaging material according to claim 1 or 2, wherein, The silyl-containing epoxy compound comprises at least one epoxy group and at least one silyl group. Preferably, the silyl-containing epoxy compound is selected from any one or a combination of at least two of 3-aminopropyltrimethoxysilane, 3-aminopropyltriethoxysilane, epoxysilane or vinylepoxysilane.

4. The X-ray imaging material according to any one of claims 1-3, wherein, The iodine-containing imaging compound is selected from any one or a combination of at least two of iopromide, iohexol, iohexol hydrolysate, meglumine diatrizoate, sodium diatrizoate, or iodixanol.

5. A method for preparing an X-ray imaging material according to any one of claims 1-4, comprising the following steps: The X-ray developing material is obtained by reacting a silane-containing epoxy compound with an iodine-containing developing compound in a solvent.

6. The preparation method according to claim 5, wherein, The molar ratio of the silane-containing epoxy compound to the iodine-containing developing compound is 10:1 to 1:10; Preferably, the solvent is a mixture of methanol and water, wherein the volume ratio of methanol to water is 3:1 to 1:3; Preferably, the reaction is carried out in the presence of an alkaline substance; Preferably, the alkaline substance is selected from sodium hydroxide and / or potassium hydroxide.

7. The preparation method according to claim 5 or 6, wherein, The specific operation of the reaction is as follows: dissolve the iodine-containing developing compound in a mixed solvent of methanol and water, add an alkaline substance, and dissolve to obtain solution A; dissolve the silane-containing epoxy compound in a mixed solvent of methanol and water to obtain solution B; mix solution B with solution A and react to obtain the X-ray developing material. Preferably, the reaction temperature is 50–80°C, and the reaction time is 6–24 hours.

8. A developing coating, wherein the raw materials for its preparation include the X-ray developing material as described in any one of claims 1-4.

9. A method for preparing a developing coating according to claim 8, comprising the following steps: A solution of X-ray imaging material is coated onto the substrate surface and cured to obtain the imaging coating.

10. The preparation method according to claim 9, wherein, The solution of the X-ray developing material is a solution obtained by dissolving the X-ray developing material in a mixed solvent of methanol and water; Preferably, the volume ratio of methanol to water is 1:1; Preferably, the concentration of the X-ray imaging material solution is 100–400 mg / mL.

11. The preparation method according to claim 9 or 10, wherein, The curing process is carried out in a constant temperature and humidity chamber; Preferably, the curing temperature is 50–80°C, and the curing time is 3–6 hours; Preferably, the curing is carried out under conditions of 35-65% humidity.

12. An X-ray imaging polymer, the raw materials for which are prepared include a polymer containing a silicon group or a compound containing a siloxane group and the X-ray imaging material as described in any one of claims 1-4.

13. The use of the X-ray imaging material according to any one of claims 1-4 in medical devices, medical materials, optical lenses or industrial printing.

Citation Information

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