Method for processing coating on surface of medical catheters and coating composition

By using a coating composition consisting of polyvinylpyrrolidone monoacrylate, polyether diol diacrylate, and small molecule polyacrylate on the surface of medical catheters, combined with UV light curing technology, the problems of weak adhesion and easy peeling of the catheter surface coating are solved, achieving a durable and long-lasting hydrophilic lubrication effect.

CN117244117BActive Publication Date: 2026-04-03ANHUI HANXING MEDICAL TECH CO LTD
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Filing Date
2023-10-25
Publication Date
2026-04-03

AI Technical Summary

Technical Problem

Existing medical catheter surface coatings have weak adhesion during use, are prone to peeling off, and are difficult to form a durable hydrophilic lubricating layer.

Method used

A coating composition consisting of polyvinylpyrrolidone monoacrylate, polyether diol diacrylate, and small molecule polyacrylate is cured by UV light to form a stable cured structure, and a photoinitiator is used to improve adhesion and lubrication performance.

Benefits of technology

This forms a durable, non-detachable hydrophilic lubricating coating, reducing the wet friction coefficient and improving the lubricity and stability of the catheter.

✦ Generated by Eureka AI based on patent content.

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Abstract

This application relates to the field of medical device technology, specifically to a method for processing a coating on the surface of medical catheters and a coating composition. The polyvinylpyrrolidone monoacrylate and polyether diol diacrylate in the coating composition are the main components providing hydrophilic lubrication. The acrylate groups in the components can polymerize and crosslink under UV light, thereby forming a stable cured structure, making the coating durable. The synergistic effect of these three components effectively reduces the wet friction coefficient of the coating, resulting in a good and durable lubrication effect. The absence of any component may reduce the durable lubrication effect of the coating. Ultimately, a durable, non-detachable, and stably cured hydrophilic lubricating coating is formed on the catheter surface. The hydrophilic super-lubricating coating formed by the coating composition of this application has a low wet friction coefficient, good lubricity, and excellent stability and durability.
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Description

Technical Field

[0001] This application relates to the field of medical device technology, specifically to a method for processing a coating on the surface of a medical catheter and a coating composition. Background Technology

[0002] Medical catheters are frequently used medical devices in clinical medicine, typically made of polymer materials. They are inserted into human cavities or tissues to provide a functional pathway for the transport and drainage of gases, liquids, and other components. During catheter insertion, frictional resistance with the body cavity often causes difficulty in insertion and can even lead to infection or injury. Therefore, surface treatment of medical catheters is necessary to improve surface properties, reduce friction, and ensure good biocompatibility. Among existing treatment methods, surface coating with a hydrophilic super-lubricating coating is the most common and preferred method. After coating with this coating, the hydrophilic polymer rapidly absorbs water molecules to form a gel during use, providing lubrication for the catheter.

[0003] Hydrophilic treatment of the catheter surface can be easily achieved by impregnation or spraying with a hydrophilic polymer solution, but the adhesion to the catheter is weak. Adding curable groups to the formulation and then curing the coating by heat or UV methods can improve the adhesion to some extent, but it is still not ideal and the coating is prone to peeling off during use, requiring further improvement. Therefore, how to produce a lubricating coating for the catheter surface is a technical problem that needs to be solved in this field. Summary of the Invention

[0004] In view of this, this application provides a method for processing a coating on the surface of a medical catheter and a coating composition, which can be used to form a durable, non-detachable, and stably cured hydrophilic lubricating coating on the surface of a medical catheter.

[0005] In a first aspect, this application provides a coating composition for the surface of a medical catheter, comprising: a solvent maintained at a temperature between 30°C and 38°C; and an active ingredient mixed in the solvent; wherein the active ingredient comprises: polyvinylpyrrolidone monoacrylate, polyether diol diacrylate, and small molecule polyacrylate, and a photoinitiator; the mass concentration of the active ingredient is any value between 5% and 50%; the mass parts of the polyvinylpyrrolidone monoacrylate are any value between 10 and 50 parts by mass, the mass parts of the polyether diol diacrylate are any value between 10 and 30 parts by mass, the mass parts of the small molecule polyacrylate are any value between 5 and 15 parts by mass, and the mass parts of the photoinitiator are any value between 0.5 and 3 parts by mass.

[0006] In this application, when the coating composition needs to be adhered to the surface of the conduit, it is first evenly applied to the surface of the conduit, and then cured by UV irradiation. The polyvinylpyrrolidone monoacrylate and polyether diol diacrylate in the coating composition are the main components providing hydrophilic lubrication. The acrylate groups in the components can polymerize and crosslink under UV light, forming a stable cured structure, making the coating durable. The amount of small molecule polyacrylate has a significant impact on the membrane performance; too low a amount will reduce the coating's durability, while too high a amount may affect the coating's lubrication performance. The coordinated use of these three components can effectively reduce the wet friction coefficient of the coating, achieving a good and durable lubrication effect. The absence of any component may reduce the coating's durable lubrication effect. Preferred effective components include 10-50 parts by weight of polyvinylpyrrolidone monoacrylate, 10-30 parts by weight of polyether diol diacrylate, 5-15 parts by weight of small molecule polyacrylate, and 0.5-3 parts by weight of photoinitiator. Ultimately, a durable, non-detachable, and stably cured hydrophilic and slippery coating is formed on the surface of the conduit. The coating composition of this invention forms a hydrophilic and super-slippery coating with a low coefficient of wet friction, good lubricity, and excellent stability and durability.

[0007] In conjunction with the first aspect, in one possible implementation, the polyvinylpyrrolidone monoacrylate is prepared by reacting hydroxyl-terminated polyvinylpyrrolidone with acryloyl chloride, or the polyvinylpyrrolidone monoacrylate is prepared by reacting hydroxyl-terminated polyvinylpyrrolidone with methacryloyl chloride.

[0008] In conjunction with the first aspect, in one possible implementation, the hydroxyl-terminated polyvinylpyrrolidone is prepared by polymerizing vinylpyrrolidone in a solution containing mercaptoethanol; wherein the vinylpyrrolidone is present in parts by mass of 100 parts by mass, and the mercaptoethanol is present in parts by mass of any value from 0.7 to 3.3 parts by mass.

[0009] In conjunction with the first aspect, in one possible implementation, the solution containing the mercaptoethanol further includes a free radical initiator, the free radical initiator being any value from 1.5 to 7.0 parts by mass.

[0010] In conjunction with the first aspect, in one possible implementation, the free radical initiator is azobisisobutyronitrile (AIBN).

[0011] In conjunction with the first aspect, in one possible implementation, the polyether diol diacrylate is in any number of parts by mass from 500 to 10,000.

[0012] In conjunction with the first aspect, in one possible implementation, the small molecule polyacrylate is selected from one of glycerol triacrylate, propoxy glycerol triacrylate, triisocyanate triacrylate, and ethoxy triisocyanate triacrylate.

[0013] In conjunction with the first aspect, in one possible implementation, the photoinitiator has the chemical structure of 2-hydroxy-2-methyl-1-phenylpropanone.

[0014] Secondly, this application provides a method for processing a coating on the surface of a medical catheter, comprising: preparing a solvent in a container; maintaining the solvent at any temperature value between 30°C and 38°C; uniformly adding a photoinitiator to the solvent, wherein the photoinitiator has a mass fraction of 0.5 to 3 parts by mass; stirring the solvent for a first preset time; sequentially adding polyvinylpyrrolidone monoacrylate, polyether diol diacrylate, and small molecule polyacrylate along the wall of the container, wherein the polyvinylpyrrolidone monoacrylate has a mass fraction of 10 to 50 parts by mass, the polyether diol diacrylate has a mass fraction of 10 to 30 parts by mass, and the small molecule polyacrylate has a mass fraction of 5 to 10 parts by mass; stirring the solvent for a second preset time; uniformly applying the solvent to the surface of the medical catheter; and irradiating the medical catheter coated with the solvent with a UV lamp for a third preset time.

[0015] Secondly, in application, the polyvinylpyrrolidone monoacrylate and polyether diol diacrylate in the coating composition are the main components providing hydrophilic lubrication. The acrylate groups in these components can polymerize and crosslink under UV light, forming a stable cured structure that makes the coating durable. The amount of small-molecule polyacrylate has a significant impact on the film's performance; too low a amount will reduce the coating's durability, while too high a amount may affect its lubrication performance. The coordinated use of these three components effectively reduces the coating's wet friction coefficient, resulting in good, long-lasting lubrication. The absence of any component may reduce the coating's long-lasting lubrication effect. Preferred effective components include 10-50 parts by weight of polyvinylpyrrolidone monoacrylate, 10-30 parts by weight of polyether diol diacrylate, 5-15 parts by weight of small-molecule polyacrylate, and 0.5-3 parts by weight of photoinitiator. Ultimately, a durable, non-detachable, and stably cured hydrophilic lubricating coating is formed on the conduit surface. The coating composition of this invention forms a hydrophilic super-lubricating coating with a low wet friction coefficient, good lubricity, and excellent coating stability and durability.

[0016] In conjunction with the second aspect, one possible implementation further includes: adding 100 parts by mass of vinylpyrrolidone, 0.7 to 1.5 parts by mass of mercaptoethanol, 1.5 to 7.0 parts by mass of azobisisobutyronitrile, and 150 parts by mass of acetone to a reaction flask; stirring and heating to 56°C; refluxing for 10 hours to obtain hydroxyl-terminated polyvinylpyrrolidone; adding an acid-binding agent; cooling in an ice bath to 5°C; adding 1.2 to 5.6 parts by mass of triethylamine to the reaction system; adding 1.1 to 5.0 parts by mass of acryloyl chloride or methacryloyl chloride dropwise; maintaining the reaction system at 5°C for 4 hours; and filtering to remove salt and distilling to remove small molecule substances to obtain the polyvinylpyrrolidone monoacrylate. Attached Figure Description

[0017] Figure 1 The diagram shown is a schematic representation of the steps involved in processing a coating on the surface of a medical catheter according to an embodiment of this application.

[0018] Figure 2 The diagram shown is a schematic representation of the process steps of a medical catheter surface coating processing method according to another embodiment of this application. Detailed Implementation

[0019] The technical solutions of the embodiments of this application will be clearly and completely described below with reference to the accompanying drawings. Obviously, the described embodiments are only some embodiments of this application, and not all embodiments. Based on the embodiments of this application, all other embodiments obtained by those of ordinary skill in the art without creative effort are within the scope of protection of this application.

[0020] An example coating composition for the surface of a medical catheter is as follows:

[0021] This application provides a coating composition for the surface of a medical catheter. In one embodiment, the coating composition for the surface of a medical catheter includes a solvent and an active ingredient. The solvent is maintained at a temperature between 30°C and 38°C, and the active ingredient is mixed in the solvent.

[0022] The active ingredients include: polyvinylpyrrolidone monoacrylate, polyether diol diacrylate and small molecule polyacrylate, and photoinitiator; the mass concentration of the active ingredients is any value between 5% and 50%.

[0023] The polyvinylpyrrolidone monoacrylate is in any value from 10 to 50 parts by mass, the polyether diol diacrylate is in any value from 10 to 30 parts by mass, the small molecule polyacrylate is in any value from 5 to 15 parts by mass, and the photoinitiator is in any value from 0.5 to 3 parts by mass.

[0024] In this embodiment, the solvent can be selected from ketones, alcohols, or halogenated hydrocarbons, such as acetone, butanone, methanol, ethanol, isopropanol, F113, dichloromethane, etc. It can be a single solvent or a mixture of two or more solvents. The mass concentration of the active ingredient is typically controlled between 1% and 70%, preferably between 3% and 60%, more preferably between 5% and 50%, and can be appropriately adjusted according to specific usage conditions, coating thickness requirements, etc. In one embodiment, a mass concentration of 5% of the active ingredient is selected to obtain a lighter coating composition, which can adhere more uniformly to the conduit surface; in another embodiment, a mass concentration of 25% of the active ingredient is selected to obtain a medium-concentration coating composition; in yet another embodiment, a mass concentration of 50% of the active ingredient is selected to obtain a higher-concentration coating composition with higher lubricity.

[0025] When the coating composition needs to be adhered to the surface of the conduit, it is first evenly applied to the surface and then cured by UV light. The polyvinylpyrrolidone monoacrylate and polyether diol diacrylate in the coating composition are the main components providing hydrophilic lubrication. The acrylate groups in these components can polymerize and crosslink under UV light, forming a stable cured structure that makes the coating durable. The amount of small molecule polyacrylate has a significant impact on the membrane performance; too little will reduce the coating's durability, while too much may affect its lubrication performance. The coordinated use of these three components effectively reduces the wet friction coefficient of the coating, resulting in good and long-lasting lubrication. The absence of any component may reduce the coating's long-lasting lubrication effect. Preferred effective components include 10-50 parts by weight of polyvinylpyrrolidone monoacrylate, 10-30 parts by weight of polyether diol diacrylate, 5-15 parts by weight of small molecule polyacrylate, and 0.5-3 parts by weight of photoinitiator. Ultimately, a durable, non-detachable, and stably cured hydrophilic and slippery coating is formed on the surface of the conduit. The hydrophilic and super-slippery coating formed by the coating composition of this embodiment has a low coefficient of wet friction, good lubricity, and excellent stability and durability.

[0026] In one embodiment, polyvinylpyrrolidone monoacrylate is prepared by reacting hydroxyl-terminated polyvinylpyrrolidone with acryloyl chloride, or polyvinylpyrrolidone monoacrylate is prepared by reacting hydroxyl-terminated polyvinylpyrrolidone with methacryloyl chloride.

[0027] In one embodiment, the hydroxyl-terminated polyvinylpyrrolidone is prepared by polymerizing vinylpyrrolidone in a solution containing mercaptoethanol; wherein the vinylpyrrolidone is in the form of 100 parts by mass and the mercaptoethanol is in the form of any value from 0.7 to 3.3 parts by mass.

[0028] In one embodiment, the solution containing mercaptoethanol also includes a free radical initiator, wherein the mass fraction of the free radical initiator is any value from 1.5 to 7.0 parts by mass. The free radical initiator can be an azo or peroxide type, such as azobisisobutyronitrile, azobisisoheptanenitrile, benzoyl peroxide, dicarbonate peroxide, etc. Preferably, the free radical initiator is azobisisobutyronitrile. In the preparation of polyvinylpyrrolidone monoacrylate, the solution containing mercaptoethanol can be acetone, dichloromethane, F113, etc.

[0029] In one embodiment, the free radical initiator is azobisisobutyronitrile (AIBN).

[0030] In one embodiment, the polyether diol diacrylate is present in any number of parts by weight from 500 to 10,000. Preferably, the polyether diol diacrylate can be selected from 500, 600, 1,500, 3,000, 5,000, or 10,000 parts by weight.

[0031] In one embodiment, the small molecule polyacrylate is selected from one of glycerol triacrylate, propoxy glycerol triacrylate, triisocyanate triacrylate, and ethoxy triisocyanate triacrylate.

[0032] In one embodiment, the photoinitiator has the chemical structure of 2-hydroxy-2-methyl-1-phenylpropanone. In some embodiments, the chemical structure of the photoinitiator may also be 2-hydroxy-4′-(2-hydroxyethoxy)-2-methylphenylpropanone, 1-hydroxycyclohexylphenylpropanone, 2-hydroxy-2-methyl-1-phenylpropanone, 2-methyl-1-[4-(methylthiophenyl)-2-morpholino-1-propanone], 2-phenylbenzyl-2-dimethylamine-1-(4-morpholinobenzylphenyl)butanone, phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide, benzophenone, etc., and may be one of these or a mixture of at least two.

[0033] An exemplary method for processing a coating on the surface of a medical catheter is as follows:

[0034] Figure 1 The diagram shown is a schematic representation of the method steps for processing a surface coating on a medical catheter according to an embodiment of this application. This application also provides a method for processing a surface coating on a medical catheter; in one embodiment, as shown... Figure 1 As shown, the method for processing the surface coating of the medical catheter includes:

[0035] Step 110: Prepare the solvent in the container.

[0036] Step 120: Maintain the solvent at any temperature between 30°C and 38°C.

[0037] In this step, the solvent maintained at any temperature between 30°C and 38°C possesses sufficient activity to ensure thorough and uniform mixing with the photoinitiator, while avoiding excessively high temperatures that could affect the state of the subsequently added active ingredients. Preferably, the solvent is maintained at 30°C, 35°C, or 38°C.

[0038] Step 130: Add the photoinitiator to the solvent at a uniform rate. The photoinitiator has a mass fraction of any value between 0.5 and 3 parts by mass.

[0039] Step 140: Stir the solvent for a first preset time. This ensures that the photoinitiator is fully and evenly mixed in the solvent, guaranteeing excellent curing results under subsequent UV lamp irradiation.

[0040] Step 150: Add polyvinylpyrrolidone monoacrylate, polyether diol diacrylate, and small molecule polyacrylate sequentially along the wall of the container.

[0041] In this step, the mass fraction of polyvinylpyrrolidone monoacrylate is any value between 10 and 50 parts by mass, the mass fraction of polyether diol diacrylate is any value between 10 and 30 parts by mass, and the mass fraction of small molecule polyacrylate is any value between 5 and 15 parts by mass. Adding along the wall can prevent solution splashing, and the polyvinylpyrrolidone monoacrylate, polyether diol diacrylate, and small molecule polyacrylate can cause the solvent in the container to reflux, thereby improving the mixing effect.

[0042] Step 160: Stir the solvent for a second preset time to ensure that polyvinylpyrrolidone monoacrylate, polyether diol diacrylate, and small molecule polyacrylate are uniformly mixed in the solvent.

[0043] Step 170: Apply the solvent evenly to the surface of the medical catheter.

[0044] Step 180: Irradiate the medical catheter coated with solvent using UV lamps for a third preset duration. Specifically, UV lamps can be placed at multiple positions around the medical catheter to achieve surround irradiation.

[0045] In this embodiment, the solvent can be selected from ketones, alcohols, or halogenated hydrocarbons, such as acetone, butanone, methanol, ethanol, isopropanol, F113, dichloromethane, etc. It can be a single solvent or a mixture of two or more solvents. The mass concentration of the active ingredient is typically controlled between 1% and 70%, preferably between 3% and 60%, more preferably between 5% and 50%, and can be appropriately adjusted according to specific usage conditions, coating thickness requirements, etc. In one embodiment, a mass concentration of 5% of the active ingredient is selected to obtain a lighter coating composition, which can adhere more uniformly to the conduit surface; in another embodiment, a mass concentration of 25% of the active ingredient is selected to obtain a medium-concentration coating composition; in yet another embodiment, a mass concentration of 50% of the active ingredient is selected to obtain a higher-concentration coating composition with higher lubricity.

[0046] The polyvinylpyrrolidone monoacrylate and polyether diol diacrylate in the coating composition are the main components providing hydrophilic lubrication. The acrylate groups in these components can polymerize and crosslink under UV light, forming a stable cured structure that ensures the coating's durability. The amount of small-molecule polyacrylate significantly affects the film's performance; too low a amount reduces coating durability, while too high a amount may affect the coating's lubrication performance. The coordinated action of these three components effectively reduces the coating's wet friction coefficient, resulting in good, long-lasting lubrication. The absence of any component may reduce the coating's long-lasting lubrication effect. Preferred active ingredients include 10-50 parts by weight of polyvinylpyrrolidone monoacrylate, 10-30 parts by weight of polyether diol diacrylate, 5-15 parts by weight of small-molecule polyacrylate, and 0.5-3 parts by weight of photoinitiator. This ultimately forms a durable, non-detachable, and stably cured hydrophilic lubricating coating on the conduit surface. The hydrophilic super-lubricating coating formed by the coating composition of this embodiment has a low wet friction coefficient, good lubricity, and excellent coating stability and durability.

[0047] Figure 2 The diagram shown illustrates the steps of a method for processing a surface coating on a medical catheter according to another embodiment of this application. In one embodiment, to prepare synthetic polyvinylpyrrolidone monoacrylate, as... Figure 2 As shown, the medical catheter surface coating processing method further includes:

[0048] Step 210: Add 100 parts by mass of vinylpyrrolidone, 0.7 to 1.5 parts by mass of mercaptoethanol, 1.5 to 7.0 parts by mass of azobisisobutyronitrile, and 150 parts by mass of acetone to a reaction flask. Acetone is used as the reaction solution.

[0049] Step 220: Stir and heat to 56°C.

[0050] Step 230: Reflux reaction for 10 hours to obtain hydroxyl-terminated polyvinylpyrrolidone.

[0051] Step 240: Add acid-binding agent.

[0052] Step 250: Cool down to 5°C with an ice bath.

[0053] Step 260: Add any amount of triethylamine, ranging from 1.2 to 5.6 parts by mass, to the reaction system.

[0054] Step 270: Add 1.1 to 5.0 parts by mass of acryloyl chloride or methacryloyl chloride.

[0055] Step 280: The reaction system is kept at 5°C for 4 hours.

[0056] Step 290: Filter to remove salt and distill to remove small molecules to obtain polyvinylpyrrolidone monoacrylate. Specific implementation examples:

[0058] Example 1 of the synthesis of polyvinylpyrrolidone monoacrylate:

[0059] 100 parts by mass of vinylpyrrolidone, 1.5 parts by mass of mercaptoethanol, 3.2 parts by mass of azobisisobutyronitrile, and 150 parts by mass of acetone were added to a reaction flask, stirred, and heated to 56°C. The mixture was then refluxed for 10 hours to obtain hydroxyl-terminated polyvinylpyrrolidone. The mixture was cooled to 5°C in an ice bath, and 2.9 parts by mass of triethylamine were added to the reaction system, followed by dropwise addition of 2.6 parts by mass of acryloyl chloride. After the addition was complete, the reaction was continued at 5°C for 4 hours. The mixture was then filtered to remove salts and distilled to remove small molecules, yielding polyvinylpyrrolidone monoacrylate A1.

[0060] Example 2 of synthesis of polyvinylpyrrolidone monoacrylate:

[0061] 100 parts by mass of vinylpyrrolidone, 0.7 parts by mass of mercaptoethanol, 1.5 parts by mass of azobisisobutyronitrile, and 150 parts by mass of acetone were added to a reaction flask, stirred, and heated to 56°C. The mixture was then refluxed for 10 hours to obtain hydroxyl-terminated polyvinylpyrrolidone. The mixture was cooled to 5°C in an ice bath, and 1.2 parts by mass of triethylamine were added to the reaction system, followed by dropwise addition of 1.1 parts by mass of acryloyl chloride. After the addition was complete, the reaction was continued at 5°C for 4 hours. The mixture was then filtered to remove salts and distilled to remove small molecules, yielding polyvinylpyrrolidone monoacrylate A2.

[0062] Example 3: Synthesis of polyvinylpyrrolidone monoacrylate

[0063] 100 parts by mass of vinylpyrrolidone, 2.2 parts by mass of mercaptoethanol, 4.6 parts by mass of azobisisobutyronitrile, and 150 parts by mass of acetone were added to a reaction flask, stirred, and heated to 56°C. The mixture was then refluxed for 10 hours to obtain hydroxyl-terminated polyvinylpyrrolidone. The mixture was cooled to 5°C in an ice bath, and 3.7 parts by mass of triethylamine were added to the reaction system, followed by dropwise addition of 3.9 parts by mass of methacryloyl chloride. After the addition was complete, the reaction was continued at 5°C for 4 hours. The mixture was then filtered to remove salts and distilled to remove small molecules, yielding polyvinylpyrrolidone monoacrylate A3.

[0064] Example 4: Synthesis of polyvinylpyrrolidone monoacrylate

[0065] 100 parts by weight of vinylpyrrolidone, 3.3 parts by weight of mercaptoethanol, 7.0 parts by weight of azobisisobutyronitrile, and 150 parts by weight of acetone were added to a reaction flask, stirred, and heated to 56°C. The mixture was then refluxed for 10 hours to obtain hydroxyl-terminated polyvinylpyrrolidone A4. The mixture was cooled to 5°C in an ice bath, and 5.6 parts by weight of triethylamine were added to the reaction system, followed by dropwise addition of 5.0 parts by weight of acryloyl chloride. After the addition was complete, the reaction was continued at 5°C for 4 hours. The mixture was then filtered to remove salts and distilled to remove small molecules, yielding polyvinylpyrrolidone monoacrylate A4.

[0066] Example 5: Synthesis of polyvinylpyrrolidone monoacrylate

[0067] 100 parts by mass of hexamethylene diisocyanate trimer and 150 parts by mass of acetone were added to a reaction flask, stirred and heated to 35°C, and then 69 parts by mass of hydroxyethyl acrylate (the molar ratio of triisocyanate to hydroxyethyl acrylate was 1:3) were added dropwise. After the addition was completed, the temperature was raised to 45°C and the reaction was continued for 12 hours to obtain (ethoxy) triisocyanate triacrylate.

[0068] Example 1 of coating composition preparation:

[0069] 30 parts by weight of polyvinylpyrrolidone monoacrylate A1, 20 parts by weight of polyether diol diacrylate, 10 parts by weight of (propoxy) glycerol triacrylate, 1 part by weight of photoinitiator and 2-hydroxy-2-methyl-1-phenylpropanone are dissolved in an appropriate amount of solvent and stirred until uniformly mixed to obtain the coating composition 1 for hydrophilic super-lubricating treatment of medical catheter surface of the present invention.

[0070] Example 2 of coating composition preparation:

[0071] 35 parts by weight of polyvinylpyrrolidone monoacrylate A1, 20 parts by weight of polyether diol diacrylate, 10 parts by weight of (propoxy) glycerol triacrylate, 1.2 parts by weight of photoinitiator and 2-hydroxy-2-methyl-1-phenylpropanone are dissolved in an appropriate amount of solvent and stirred until uniformly mixed to obtain the coating composition 2 of the present invention for hydrophilic super-lubricating treatment of medical catheter surface.

[0072] Example 3 of coating composition preparation:

[0073] 10 parts by weight of polyvinylpyrrolidone monoacrylate A1, 20 parts by weight of polyether diol diacrylate, 5 parts by weight of (propoxy) glycerol triacrylate, 0.5 parts by weight of photoinitiator and 2-hydroxy-2-methyl-1-phenylpropanone are dissolved in an appropriate amount of solvent and stirred until uniformly mixed to obtain the coating composition 3 of the present invention for hydrophilic super-lubricating treatment of medical catheter surface.

[0074] Example 4 of coating composition preparation:

[0075] 50 parts by weight of polyvinylpyrrolidone monoacrylate A1, 20 parts by weight of polyether diol diacrylate, 15 parts by weight of (propoxy) glycerol triacrylate, 3 parts by weight of photoinitiator and 2-hydroxy-2-methyl-1-phenylpropanone are dissolved in an appropriate amount of solvent and stirred until uniformly mixed to obtain the coating composition 4 of the present invention for hydrophilic super-lubricating treatment of medical catheter surface.

[0076] Example 5 of coating composition preparation:

[0077] 35 parts by weight of polyvinylpyrrolidone monoacrylate A1, 10 parts by weight of polyether diol diacrylate, 10 parts by weight of (propoxy) glycerol triacrylate, 1.2 parts by weight of photoinitiator and 2-hydroxy-2-methyl-1-phenylpropanone are dissolved in an appropriate amount of solvent and stirred until uniformly mixed to obtain the coating composition 5 of the present invention for hydrophilic super-lubricating treatment of medical catheter surface.

[0078] Example 6: Preparation of Coating Composition

[0079] 35 parts by weight of polyvinylpyrrolidone monoacrylate A1, 30 parts by weight of polyether diol diacrylate, 10 parts by weight of (propoxy) glycerol triacrylate, 1.2 parts by weight of photoinitiator and 2-hydroxy-2-methyl-1-phenylpropanone are dissolved in an appropriate amount of solvent and stirred until uniformly mixed to obtain the coating composition 5 of the present invention for hydrophilic super-lubricating treatment of medical catheter surface.

[0080] Example 7 of coating composition preparation:

[0081] 35 parts by weight of polyvinylpyrrolidone monoacrylate A2, 20 parts by weight of polyether diol diacrylate, 10 parts by weight of (propoxy) glycerol triacrylate, 1.2 parts by weight of photoinitiator and 2-hydroxy-2-methyl-1-phenylpropanone are dissolved in an appropriate amount of solvent and stirred until uniformly mixed to obtain the coating composition 7 of the present invention for hydrophilic super-lubricating treatment of medical catheter surface.

[0082] Example 8: Preparation of Coating Composition

[0083] 35 parts by weight of polyvinylpyrrolidone monoacrylate A2, 20 parts by weight of polyether diol diacrylate, 10 parts by weight of (propoxy) glycerol triacrylate, 1.2 parts by weight of photoinitiator and 2-hydroxy-2-methyl-1-phenylpropanone are dissolved in an appropriate amount of solvent and stirred until uniformly mixed to obtain the coating composition 8 of the present invention for hydrophilic super-lubricating treatment of medical catheter surface.

[0084] Example 9 of coating composition preparation:

[0085] 35 parts by weight of polyvinylpyrrolidone monoacrylate A3, 20 parts by weight of polyether diol diacrylate, 10 parts by weight of (propoxy) glycerol triacrylate, 1.2 parts by weight of photoinitiator and 2-hydroxy-2-methyl-1-phenylpropanone are dissolved in an appropriate amount of solvent and stirred until uniformly mixed to obtain the coating composition 9 of the present invention for hydrophilic super-lubricating treatment of medical catheter surface.

[0086] Example 10: Preparation of Coating Composition

[0087] 35 parts by weight of polyvinylpyrrolidone monoacrylate A4, 20 parts by weight of polyether diol diacrylate, 10 parts by weight of (propoxy) glycerol triacrylate, 1.2 parts by weight of photoinitiator and 2-hydroxy-2-methyl-1-phenylpropanone are dissolved in an appropriate amount of solvent and stirred until uniformly mixed to obtain the coating composition 10 of the present invention for hydrophilic super-lubricating treatment of medical catheter surface.

[0088] Example 11: Preparation of Coating Composition

[0089] 20 parts by weight of polyvinylpyrrolidone monoacrylate A1, 20 parts by weight of polyether diol diacrylate, 10 parts by weight of (ethoxy) triisocyanate triacrylate, 1.2 parts by weight of photoinitiator and 2-hydroxy-2-methyl-1-phenylpropanone are dissolved in an appropriate amount of solvent and stirred until uniformly mixed to obtain the coating composition 11 of the present invention for hydrophilic super-lubricating treatment of medical catheter surface.

[0090] Example 12: Preparation of Coating Composition

[0091] 40 parts by weight of polyvinylpyrrolidone monoacrylate A2, 20 parts by weight of polyether diol diacrylate, 10 parts by weight of (ethoxy) triisocyanate triacrylate, 1.2 parts by weight of photoinitiator and 2-hydroxy-2-methyl-1-phenylpropanone are dissolved in an appropriate amount of solvent and stirred until uniformly mixed to obtain the coating composition 12 of the present invention for hydrophilic super-lubricating treatment of medical catheter surface.

[0092] Example 13: Preparation of Coating Composition

[0093] 35 parts by weight of polyvinylpyrrolidone monoacrylate A3, 15 parts by weight of polyether diol diacrylate, 13 parts by weight of (ethoxy) triisocyanate triacrylate, 2 parts by weight of photoinitiator and 2-hydroxy-2-methyl-1-phenylpropanone are dissolved in an appropriate amount of solvent and stirred until uniformly mixed to obtain the coating composition 13 of the present invention for hydrophilic super-lubricating treatment of medical catheter surface.

[0094] Example 14: Preparation of Coating Composition

[0095] 35 parts by weight of polyvinylpyrrolidone monoacrylate A4, 25 parts by weight of polyether diol diacrylate, 8 parts by weight of (ethoxy) triisocyanate triacrylate, 1 part by weight of photoinitiator and 2-hydroxy-2-methyl-1-phenylpropanone are dissolved in an appropriate amount of solvent and stirred until uniformly mixed to obtain the coating composition 14 of the present invention for hydrophilic super-lubricating treatment of medical catheter surface.

[0096] Example 15: Preparation of Coating Composition

[0097] 35 parts by weight of polyvinylpyrrolidone monoacrylate A3, 20 parts by weight of polyether diol diacrylate, 10 parts by weight of (ethoxy) triisocyanate triacrylate, 1.5 parts by weight of photoinitiator and 2-hydroxy-2-methyl-1-phenylpropanone are dissolved in an appropriate amount of solvent and stirred until uniformly mixed to obtain the coating composition 13 of the present invention for hydrophilic super-lubricating treatment of medical catheter surface.

[0098] Preparation of coating composition: Comparative Example 1:

[0099] 35 parts by weight of polyvinylpyrrolidone monoacrylate A1, 20 parts by weight of polyether diol diacrylate, 18 parts by weight of (propoxy) glycerol triacrylate and 1.2 parts by weight of photoinitiator 2-hydroxy-2-methyl-1-phenylpropanone were dissolved in an appropriate amount of solvent and stirred until homogeneous to obtain a coating composition for hydrophilic super-lubricating treatment of medical catheter surfaces.

[0100] Comparative Example 2: Preparation of Coating Compositions

[0101] 35 parts by weight of polyvinylpyrrolidone monoacrylate A1, 20 parts by weight of polyether diol diacrylate B2, 3 parts by weight of (propoxy) glycerol triacrylate and 1.2 parts by weight of photoinitiator 2-hydroxy-2-methyl-1-phenylpropanone were dissolved in an appropriate amount of solvent and stirred until uniformly mixed to obtain the coating composition for hydrophilic super-lubricating treatment of medical catheter surface 2.

[0102] Comparative Example 3: Preparation of Coating Compositions

[0103] 55 parts by weight of polyvinylpyrrolidone monoacrylate A1, 10 parts by weight of (propoxy) glycerol triacrylate and 1.2 parts by weight of photoinitiator 2-hydroxy-2-methyl-1-phenylpropanone were dissolved in an appropriate amount of solvent and stirred until homogeneous to obtain a coating composition for hydrophilic super-lubricating treatment of medical catheter surfaces.

[0104] Comparative Example 4: Preparation of Coating Compositions

[0105] 35 parts by weight of polyvinylpyrrolidone, 20 parts by weight of polyether diol diacrylate B2, 10 parts by weight of (propoxy) glycerol triacrylate and 1.2 parts by weight of photoinitiator 2-hydroxy-2-methyl-1-phenylpropanone were dissolved in an appropriate amount of solvent and stirred until homogeneous to obtain a coating composition for hydrophilic super-lubricating treatment of medical catheter surfaces.

[0106] Test sample preparation:

[0107] The solvents used in the examples and comparative examples are acetone, ethanol, or a mixture of both, but are not limited to these. Specifically, acetone was used as the solvent in Examples 1-7 and Comparative Examples 1-2, ethanol was used as the solvent in Examples 8-12, and a 1:1 mass ratio mixture of acetone and ethanol was used as the solvent in Examples 13-15. The mass concentration of the active ingredient is typically controlled between 5% and 50%, and can be appropriately adjusted according to specific usage conditions, coating thickness, and other requirements. In the preparation of test samples, the mass concentration of the active ingredient is controlled at approximately 20%.

[0108] The medical catheter (made of PVC) is immersed in the coating composition for 30 seconds, then removed and air-dried for 1 minute. Finally, it is placed in a UV curing device for 15 seconds of light curing reaction to obtain the test sample.

[0109] test:

[0110] (1) Test the water contact angle and the initial wet friction coefficient at 37℃ of the above-prepared sample; (2) Test the wet friction coefficient increase rate of the sample after repeated testing at 37℃ for 30 times (100% * (wet friction coefficient of the 30th test - initial wet friction coefficient) / wet friction coefficient); (3) Test the wet friction coefficient of the sample after soaking in physiological saline at 37℃ for 30 days.

[0111] The specific results are detailed in the table below.

[0112] Water contact angle Initial wet friction coefficient Rate of change of wet friction coefficient Coefficient of wet friction after soaking Example 1 <7° 0.08 <+10% 0.09 Example 2 <7° 0.06 <+10% 0.08 Example 3 <7° 0.05 <+10% 0.07 Example 4 <7° 0.10 <+10% 0.12 Example 5 <7° 0.11 <+10% 0.15 Example 6 <7° 0.06 <+10% 0.07 Example 7 <7° 0.08 <+10% 0.09 Example 8 <7° 0.07 <+10% 0.09 Example 9 <7° 0.08 <+10% 0.10 Example 10 <7° 0.09 <+10% 0.10 Example 11 <7° 0.09 <+10% 0.11 Example 12 <7° 0.06 <+10% 0.07 Example 13 <7° 0.13 <+10% 0.17 Example 14 <7° 0.05 <+10% 0.08 Example 15 <7° 0.08 <+10% 0.10 Comparative Example 1 14.5° 0.20 >+100% 0.35 Comparative Example 2 <7° 0.06 >+100% 0.35 Comparative Example 3 <7° 0.08 >+100% 0.17 Comparative Example 4 <7° 0.09 >+100% 0.25

[0113] Tests and analysis show that the medical catheter exhibits good lubricity under the following component ratios: 10 to 50 parts by weight of polyvinylpyrrolidone monoacrylate, 10 to 30 parts by weight of polyether diol diacrylate, 5 to 15 parts by weight of small molecule polyacrylate, 0.5 to 3 parts by weight of photoinitiator, 100 parts by weight of vinylpyrrolidone, 0.7 to 1.5 parts by weight of mercaptoethanol, 1.5 to 7.0 parts by weight of azobisisobutyronitrile, and 150 parts by weight of acetone.

[0114] The basic principles of this application have been described above with reference to specific embodiments. However, it should be noted that the advantages, benefits, and effects mentioned in this application are merely examples and not limitations, and should not be considered as essential features of each embodiment of this application. Furthermore, the specific details disclosed above are for illustrative and facilitative purposes only, and are not limitations. These details do not limit the application to the necessity of employing the aforementioned specific details for implementation.

[0115] In this application, words such as “including,” “comprising,” “having,” etc., are open-ended terms meaning “including but not limited to,” and are used interchangeably with them. The words “or” and “and” as used herein refer to the words “and / or,” and are used interchangeably with them unless the context explicitly indicates otherwise. The word “such as” as used herein refers to the phrase “such as but not limited to,” and is used interchangeably with it.

[0116] It should also be noted that the steps in the method of this application can be decomposed and / or recombined. These decompositions and / or recombinations should be considered as equivalent solutions of this application.

[0117] The above description of the disclosed aspects is provided to enable any person skilled in the art to make or use this application. Various modifications to these aspects will be readily apparent to those skilled in the art, and the general principles defined herein can be applied to other aspects without departing from the scope of this application. Therefore, this application is not intended to be limited to the aspects shown herein, but rather to be carried out within the widest scope consistent with the principles and novel features of the invention herein.

[0118] The above description is merely a preferred embodiment of this application and is not intended to limit this application. Any modifications or equivalent substitutions made within the spirit and principles of this application should be included within the protection scope of this application.

Claims

1. A coating composition for the surface of a medical catheter, characterized in that, include: The solvent is maintained at any temperature value between 30°C and 38°C; as well as The active ingredient, wherein the active ingredient is mixed in the solvent; The active ingredients include: polyvinylpyrrolidone monoacrylate, polyether diol diacrylate, and small molecule polyacrylate, as well as a photoinitiator; the mass concentration of the active ingredients is any value between 5% and 50%. The polyvinylpyrrolidone monoacrylate has a mass fraction of 10 to 50 parts by mass, the polyether diol diacrylate has a mass fraction of 10 to 30 parts by mass, the small molecule polyacrylate has a mass fraction of 5 to 15 parts by mass, and the photoinitiator has a mass fraction of 0.5 to 3 parts by mass. The polyvinylpyrrolidone monoacrylate is prepared by reacting hydroxyl-terminated polyvinylpyrrolidone with acryloyl chloride, or the polyvinylpyrrolidone monoacrylate is prepared by reacting hydroxyl-terminated polyvinylpyrrolidone with methacryloyl chloride. The hydroxyl-terminated polyvinylpyrrolidone is prepared by polymerizing vinylpyrrolidone in a solution containing mercaptoethanol; Wherein, the vinylpyrrolidone is in the amount of 100 parts by mass, and the mercaptoethanol is in the amount of any value from 0.7 to 3.3 parts by mass; The solution containing mercaptoethanol also includes a free radical initiator, wherein the free radical initiator is present in any value from 1.5 to 7.0 parts by mass. The free radical initiator is azobisisobutyronitrile.

2. The coating composition for the surface of a medical catheter according to claim 1, characterized in that, The small molecule polyacrylate is selected from one of glycerol triacrylate, triisocyanate triacrylate, and ethoxy triisocyanate triacrylate.

3. The coating composition for the surface of a medical catheter according to claim 1, characterized in that, The photoinitiator has the chemical structure of 2-hydroxy-2-methyl-1-phenylpropanone.

4. A method for processing a coating on the surface of a medical catheter, characterized in that, include: Prepare the solvent in a container; The solvent is maintained at any temperature between 30°C and 38°C. A photoinitiator is added to the solvent at a uniform rate, wherein the photoinitiator is any value from 0.5 to 3 parts by mass; The solvent is stirred for a first preset time. Polyvinylpyrrolidone monoacrylate, polyether diol diacrylate, and small molecule polyacrylate are added sequentially along the wall of the container. The mass fraction of polyvinylpyrrolidone monoacrylate is any value from 10 to 50 parts by mass, the mass fraction of polyether diol diacrylate is any value from 10 to 30 parts by mass, and the mass fraction of small molecule polyacrylate is any value from 5 to 15 parts by mass. The solvent is stirred for a second preset duration; The solvent is evenly applied to the surface of the medical catheter; and The medical catheter coated with the solvent is irradiated by a UV lamp for a third preset duration.

5. The method for processing a coating on the surface of a medical catheter according to claim 4, characterized in that, Also includes: Add 100 parts by weight of vinylpyrrolidone, 0.7 to 1.5 parts by weight of mercaptoethanol, 1.5 to 7.0 parts by weight of azobisisobutyronitrile, and 150 parts by weight of acetone to a reaction flask; Stir and heat to 56°C; Reflux for 10 hours to obtain hydroxyl-terminated polyvinylpyrrolidone; Add acid-binding agent; Cool down to 5°C with an ice bath; Add 1.2 to 5.6 parts by mass of triethylamine to the reaction system; Add dropwise any amount of acryloyl chloride or methacryloyl chloride from 1.1 to 5.0 parts by weight; The reaction system was maintained at 5°C for 4 hours; and The mixture is filtered to remove salt and distilled to remove small molecules, yielding the polyvinylpyrrolidone monoacrylate.

Citation Information

Patent Citations

  • Hydrophilic coating solution for intervention catheter, preparation method and use method thereof

    CN110075364A