Coating composition for lubricating interventional device
By adding para-hydroxyanisole to the underlying composition of the medical catheter, the problem of increasing the viscosity of the coating is solved, and the stability and use effect of the coating are improved.
Patent Information
- Application Number
- CN202311646131.2
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- Filing Date
- 2023-12-01
- Publication Date
- 2025-06-03
AI Technical Summary
The viscosity of existing medical catheter hydrophilic coatings is easily increased during storage, which affects the stability and use effect of the coating.
The degree of increased viscosity of the coating composition is reduced by adding para-hydroxyanisole to the underlying composition. The underlying composition includes a first crosslinking agent, a para-hydroxyanisole, a first initiator and a wetting agent.
The degree of viscosity increase of the coating composition is effectively reduced, and the stability and quality of the coating are improved.
Smart Images
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Abstract
Description
Technical Field
[0001] The present application relates to the technical field of lubricating coatings, and more particularly, to a coating composition for lubricating interventional devices. Background Art
[0002] Lubricating hydrophilic coatings are designed to provide a smooth surface for medical devices, thereby improving the lubricity of the devices during insertion, placement, or removal. Such coatings avoid severe abrasion between the surface of the device and the tissue / body lumen of the subject, reduce damage to human tissue, and are beneficial for the operator's control of the surgery.
[0003] During the coating production process of hydrophilic coatings for medical catheters, to achieve an ideal effect, it is necessary to ensure that the coating quality during production is good and meets the production standards. The stability of the coating directly affects the performance of the product. Especially after the lid is opened, since the coating comes into contact with air, some parameters of the coating may change. The basis for directly judging whether the hydrophilic coating solution can continue to be used is the viscosity of the coating solution. The main reasons for the change in the viscosity of the hydrophilic coating solution are the failure of the components that play a curing role in the solution or excessive evaporation of the solvent.
[0004] Currently, the main method to ensure that the viscosity of the coating solution is within the qualified range is through appropriate storage methods, such as storing in the dark and controlling the temperature and humidity. However, it is still inevitable that the viscosity of the coating solution increases significantly. Summary of the Invention
[0005] The present application provides a coating composition for lubricating interventional devices, which can reduce the degree of increase in the viscosity of the coating solution.
[0006] An embodiment of the present application provides a coating composition for lubricating interventional devices, the composition includes a bottom layer composition, and the components of the bottom layer composition include: a first crosslinking agent, p-methoxyphenol, a first initiator, and a wetting agent.
[0007] In the above implementation process, by adding p-methoxyphenol to the bottom layer composition, the degree of increase in the viscosity of the coating composition can be effectively reduced.
[0008] As an optional implementation manner, the components of the bottom layer composition include, by mass fraction, 5% - 20% of the first crosslinking agent, 0.1% - 2% of the first initiator, and 0.5% - 2% of the wetting agent, and the mass of the p-methoxyphenol is 0.01% - 0.02% of the mass of the first crosslinking agent, and the balance is the first solvent.
[0009] As an alternative embodiment, the components of the underlying composition by mass fraction include 12% - 15% of a first crosslinking agent, 0.5% - 1% of a first initiator, and 0.5% - 2% of a wetting agent, and the mass of the p - methoxyphenol is 0.01% - 0.02% of the mass of the first crosslinking agent, with the balance being a first solvent.
[0010] As an alternative embodiment, the composition further includes a surface composition, and the components of the surface composition include: a curable hydrophilic polymer, a second crosslinking agent, p - methoxyphenol, and a second initiator.
[0011] As an alternative embodiment, the components of the surface composition by mass fraction include: 1% - 15% of a curable hydrophilic polymer, 0.2% - 5% of a second crosslinking agent, and 0.02% - 0.8% of a second initiator, and the mass of the p - methoxyphenol is 0.01% - 0.02% of the mass of the second crosslinking agent, with the balance being a second solvent.
[0012] As an alternative embodiment, the components of the surface composition by mass fraction include: 1% - 15% of a curable hydrophilic polymer, 0.2% - 5% of a second crosslinking agent, and 0.02% - 0.8% of a second initiator, and the mass of the p - methoxyphenol is 0.01% - 0.02% of the mass of the second crosslinking agent, with the balance being a second solvent.
[0013] As an alternative embodiment, the first crosslinking agent and the second crosslinking agent each independently have crosslinkable functional groups; the functional groups include at least one of acrylate groups, acrylamide groups, and methyl methacrylate groups; and / or
[0014] the first crosslinking agent and the second crosslinking agent are each independently selected from one of monomers and polymers; and / or
[0015] the polymer includes at least one of polyester and polyether; and / or
[0016] The number - average molecular weights of the first crosslinking agent and the second crosslinking agent are each independently 200 - 50000 Daltons.
[0017] As an alternative embodiment, the first photo - initiator and the second photo - initiator each independently include at least one of a photosensitive initiator and a thermal initiator.
[0018] As an alternative embodiment, the first solvent and the second solvent each independently include at least one of water and an organic solvent.
[0019] As an alternative embodiment, the wetting agent includes at least one of fatty acid polyoxyethylene ether, polyol polyoxyethylene ether fatty acid ester, polyether-modified silicone, polyether-modified siloxane, polyether-modified polysiloxane, alkylolamide, alkylphenol polyoxyethylene ether, fatty acid methyl ester ethoxylate, polyether-modified trisiloxane, polyether, alkoxy polyethylene hydroxyethanol, sucrose ester, glycerol fatty ester, N-alkyl pyrrolidone, and polyoxyethylene-polyoxypropylene copolymer.
[0020] As an alternative embodiment, the curable hydrophilic polymer includes a polymer body and at least one curable functional group connected to the polymer body, and the curable functional group can be cured with the polymer body; and / or
[0021] The number-average molecular weight of the curable hydrophilic polymer is 20,000 to 200,000 Daltons; and / or
[0022] The curable hydrophilic polymer is at least one of nonionic linear, branched, and crosslinked types. Detailed Embodiments
[0023] The embodiments of the present application will be described in detail below in conjunction with the examples. However, those skilled in the art will understand that the following examples are only used to illustrate the present application and should not be regarded as limiting the scope of the present application. For those not specified in the examples, they are carried out under conventional conditions or conditions recommended by the manufacturer. Those reagents or instruments not specified by the manufacturer can be obtained as conventional products through commercial purchase.
[0024] The embodiments of the present application provide a coating composition for lubricating an interventional device. The composition includes a bottom layer composition, and the components of the bottom layer composition include: a first crosslinking agent, p-methoxyphenol, a first initiator, and a wetting agent. By adding p-methoxyphenol to the bottom layer composition, the degree of increase in the viscosity of the entire coating composition can be effectively reduced.
[0025] In some embodiments, the components of the bottom layer composition by mass fraction include 5% - 20% of the first crosslinking agent, 0.1% - 2% of the first initiator, and 0.5% - 2% of the wetting agent, and the mass of p-methoxyphenol is 0.01% - 0.02% of the mass of the first crosslinking agent, and the balance is the first solvent.
[0026] Further, the components of the bottom layer composition by mass fraction include 12% - 15% of the first crosslinking agent, 0.5% - 1% of the first initiator, and 0.5% - 2% of the wetting agent, and the mass of p-methoxyphenol is 0.01% - 0.02% of the mass of the first crosslinking agent, and the balance is the first solvent.
[0027] In some embodiments, the composition further includes a surface composition, and the components of the surface composition include: a curable hydrophilic polymer, a second crosslinking agent, p-methoxyphenol, and a second initiator.
[0028] It can be understood that the bottom composition is configured as a bottom coating for coating on the interventional device during use, while the surface composition is configured as a surface coating for coating on the surface of the cured bottom coating during use.
[0029] Furthermore, the components of the surface composition by mass fraction include: 1% - 15% of the curable hydrophilic polymer, 0.2% - 5% of the second crosslinking agent, and 0.02% - 0.8% of the second initiator, and the mass of the p-methoxyphenol is 0.01% - 0.02% of the mass of the second crosslinking agent, and the balance is the second solvent.
[0030] Even further, the components of the surface composition by mass fraction include: 1% - 15% of the curable hydrophilic polymer, 0.2% - 5% of the second crosslinking agent, and 0.02% - 0.8% of the second initiator, and the mass of the p-methoxyphenol is 0.01% - 0.02% of the mass of the second crosslinking agent, and the balance is the second solvent.
[0031] In some embodiments, the first crosslinking agent and the second crosslinking agent may be monomers and / or oligomers having functional groups capable of crosslinking. The functional groups may be selected from at least one of acrylate groups, acrylamide groups, and methyl methacrylate groups. When the first crosslinking agent and the second crosslinking agent are monomers, they contain at least two or more functional groups; when the first crosslinking agent and the second crosslinking agent are oligomers, they may be polyesters or polyethers containing the above-mentioned functional groups. The first crosslinking agent and the second crosslinking agent may be independently selected from: triethylene glycol dimethacrylate, trimethylolpropane triacrylate, dipropylene glycol diacrylate, bisphenol A dimethacrylate, bisphenol A glycerol dimethacrylate, bisphenol A ethoxide diacrylate, 1,3-butanediol diacrylate, neopentyl glycol diacrylate, ethylene glycol dimethacrylate, tricyclo[5.2.1.0 2,6]decane diacrylate, bisphenol A ethoxymethyl dimethacrylate, propoxylated trimethylolpropane triacrylate, trimethylolpropane ethoxylate triacrylate, di(trimethylolpropane) tetraacrylate, ethoxylated trimethylolpropane (1EO / OH) methyl ether diacrylate, trimethylolpropane triacrylate, trimethylolpropane trimethacrylate, pentaerythritol tetraacrylate, tetra(ethylene glycol) diacrylate, di(trimethylolpropane) tetraacrylate, poly(propylene glycol) dimethacrylate, poly(ethylene glycol) methacrylate, polypropylene glycol diacrylate, poly(ethylene glycol) diacrylate, polyethylene glycol methyl ether methacrylate, methoxypolyethylene glycol acrylate, poly(propylene glycol) methacrylate. The number average molecular weight of the first crosslinking agent and the second crosslinking agent may be between 200 and 50,000 daltons.
[0032] In some embodiments, the first initiator and the second initiator may be selected from photoinitiators and / or thermal initiators. Exemplarily, they may be selected from one or more of the following: 2-hydroxy-2-methylpropiophenone, 2-hydroxy-2-methyl-1-phenyl-1-propanone, 2-hydroxy-4'-(2-hydroxyethoxy)-2-methylpropiophenone, 2-benzyl-2-dimethylamino-1-(4-morpholinophenyl)butanone, benzoin, benzophenone, methyl benzoylformate, 1-hydroxycyclohexyl phenyl ketone.
[0033] In some embodiments, the wetting agent may be selected from one or more of fatty acid polyoxyethylene ethers, polyol polyoxyethylene ether fatty acid esters, polyether-modified organosilicons, polyether-modified silicone oxides, polyether-modified polysiloxanes, alkylolamides, alkylphenol polyoxyethylene ethers, fatty acid methyl ester ethoxylates, polyether-modified trisiloxanes, polyethers, alkoxy polyethylene hydroxyethanol, sucrose esters, glycerol fatty acid esters, N-alkylpyrrolidones, polyoxyethylene-polyoxypropylene copolymers.
[0034] In some embodiments, the curable hydrophilic polymer has at least one or two curable functional groups, and the curable functional groups can cure with the curable hydrophilic oligomer itself. The curable hydrophilic oligomer can be selected from the following: polyethers, polyvinylpyrrolidone (PVP), polyesters, polyvinyl alcohol, polysaccharides, and their copolymers; the curable hydrophilic oligomer can be selected from one or more of the following groups: poly(ethylene glycol) (PEG), poly(propylene glycol) (PPG), polyethylene oxide, polyacrylic acid, polyacrylamide, polyvinyl alcohol, polyamide, polyetherimide, polypeptamide, polyvinylpyrrolidone (PVP), polyethylene oxide, polyurethane; the number average molecular weight of the curable hydrophilic polymer is from 20,000 to 200,000 daltons, and it can be a nonionic linear, branched or crosslinked hydrophilic oligomer.
[0035] In some embodiments, the first solvent and the second solvent each independently comprise water and / or an organic solvent, wherein the organic solvent is selected from: ethyl acetate, acetone, methyl ethyl ketone, dichloromethane, chloroform, methanol, absolute ethanol, n-propanol, isopropanol, n-butanol, one or more of them.
[0036] The following further describes in detail the coating composition for lubricating an interventional device of the present application in conjunction with embodiments.
[0037] Example 1
[0038] This example provides a coating composition for lubricating an interventional device, and its preparation process is as follows:
[0039] Preparation of the bottom layer solution: Weigh the first crosslinking agent: a mixture of polyethylene glycol diacrylate and ethylene glycol dimethacrylate, p-methoxyphenol, the first initiator: 2-hydroxy-4'-(2-hydroxyethoxy)-2-methylpropiophenone, the wetting agent: alkoxypolyethylene hydrogenoxyethanol, and the first solvent: absolute ethanol, place them in a brown bottle, stir magnetically for 2 h, and filter through a 500-mesh nylon screen to obtain a mixed solution of the bottom layer solution. The mass ratio of each component is: the first crosslinking agent 12%, p-methoxyphenol accounts for 0.01% of the first crosslinking agent, the first initiator 0.44%, the wetting agent 1%, and the balance is the first solvent.
[0040] Preparation of the surface layer solution: Weigh the second crosslinking agent: a mixture of ethylene glycol diacrylate and ethylene glycol dimethacrylate, p-hydroxyanisole, the second initiator: 2-hydroxy-4'-(2-hydroxyethoxy)-2-methylpropiophenone, the curable hydrophilic polymer: polyvinylpyrrolidone, and the second solvent: absolute ethanol. Place them in a brown bottle, stir magnetically for 2 h, and filter through a 500-mesh nylon screen to obtain the surface layer coating mixed solution. Among them, the mass ratio of each component is: the second crosslinking agent 1.2%, p-hydroxyanisole accounts for 0.01% of the second crosslinking agent, the second initiator 0.05%, the curable hydrophilic polymer 4%, and the balance is the second solvent.
[0041] Example 2
[0042] This example provides a coating composition for lubricating interventional devices, and its preparation process is as follows:
[0043] Preparation of the bottom layer solution: Weigh the first crosslinking agent: a mixture of polyethylene glycol diacrylate and ethylene glycol dimethacrylate, p-hydroxyanisole, the first initiator: 2-hydroxy-4'-(2-hydroxyethoxy)-2-methylpropiophenone, the wetting agent: alkoxypolyethylene hydrogenoxyethanol, and the first solvent: absolute ethanol. Place them in a brown bottle, stir magnetically for 2 h, and filter through a 500-mesh nylon screen to obtain the bottom layer solution mixed solution. Among them, the mass ratio of each component is: the first crosslinking agent 12%, p-hydroxyanisole accounts for 0.02% of the first crosslinking agent, the first initiator 0.44%, the wetting agent 1%, and the balance is the first solvent.
[0044] Preparation of the surface layer solution: Weigh the second crosslinking agent: a mixture of ethylene glycol diacrylate and ethylene glycol dimethacrylate, p-hydroxyanisole, the second initiator: 2-hydroxy-4'-(2-hydroxyethoxy)-2-methylpropiophenone, the curable hydrophilic polymer: polyvinylpyrrolidone, and the second solvent: absolute ethanol. Place them in a brown bottle, stir magnetically for 2 h, and filter through a 500-mesh nylon screen to obtain the surface layer coating mixed solution. Among them, the mass ratio of each component is: the second crosslinking agent 1.2%, p-hydroxyanisole accounts for 0.02% of the second crosslinking agent, the second initiator 0.05%, the curable hydrophilic polymer 4%, and the balance is the second solvent.
[0045] Comparative Example 1
[0046] This comparative example provides a coating composition for lubricating interventional devices, and its preparation process is as follows:
[0047] Preparation of the bottom layer solution: Weigh the first crosslinking agent: a mixture of polyethylene glycol diacrylate and ethylene glycol dimethacrylate, the first initiator: 2-hydroxy-4'-(2-hydroxyethoxy)-2-methylpropiophenone, the wetting agent: alkoxypolyethylene hydroxypolyoxyethanol, and the first solvent: absolute ethanol. Place them in a brown bottle, stir magnetically for 2 h, and filter through a 500-mesh nylon screen to obtain the mixed solution of the bottom layer solution. The mass ratio of each component is as follows: the first crosslinking agent 12%, the first initiator 0.44%, the wetting agent 1%, and the balance is the first solvent.
[0048] Preparation of the surface layer solution: Weigh the second crosslinking agent: a mixture of polyethylene glycol diacrylate and ethylene glycol dimethacrylate, the second initiator: 2-hydroxy-4'-(2-hydroxyethoxy)-2-methylpropiophenone, the curable hydrophilic polymer: polyvinylpyrrolidone, and the second solvent: absolute ethanol. Place them in a brown bottle, stir magnetically for 2 h, and filter through a 500-mesh nylon screen to obtain the mixed solution of the surface layer coating. Among them, the mass ratio of each component is as follows: the second crosslinking agent 1.2%, the curable hydrophilic polymer 4%, and the balance is the second solvent.
[0049] Test Example 1
[0050] Store the coating compositions provided in Examples 1-2 and Comparative Example 1 in the same environment (in brown reagent bottles, in an area without direct sunlight, dry, cool, and well-ventilated), and conduct viscosity tests at 0 day, 3 days, one week, two weeks, and four weeks respectively (Viscosity test: Use a rotational viscometer to perform viscosity test operations under standard conditions). Each sample is tested 3 times, and the test results are averaged. The results are shown in the following table:
[0051]
[0052]
[0053] It can be seen from the above table that when the coating composition does not contain p-hydroxyanisole, after 30 days, the viscosity of the bottom layer solution decreases by 36.8%. While when the coating composition contains p-hydroxyanisole, the viscosity reduction of the bottom layer solution is within 15%, which greatly improves the solution stability and the product use quality.
[0054] Test Example 2
[0055] Use the coating compositions provided in Examples 1-2 and Comparative Example 1 to coat the horn dilator. The coating process is as follows:
[0056] S1. First, immerse the horn dilator to be coated in the bottom layer solution for 30 s. After the bottom layer solution is completely coated, lift the horn dilator out at a constant speed of 1.0 cm / s and irradiate and cure it under a 1500-W ultraviolet lamp at the first level for 90 s to obtain the horn dilator coated with the bottom coat;
[0057] S2. Immerse the horn dilator coated with the primer in the surface composition for another 10 s. After the surface composition is completely coated, take out the horn dilator at a uniform speed of 1.0 cm / s and irradiate it under an ultraviolet lamp of 900 W for secondary curing for 100 s to complete the coating, and obtain a horn dilator coated with a hydrophilic coating.
[0058] Detect the adhesion (GB-T 5210-2006 "Pull-off adhesion test for paints and varnishes"), hydrophilic wettability and anti-aging property (DB44 / T 1232-2013 "Test method for determining the surface tension of solid coatings, substrates and pigments - Contact angle method") of the horn dilators coated with the water-based coatings provided in each example and comparative example. The results are shown in the following table:
[0059]
[0060]
[0061] As can be seen from the above table, the hydrophilic coating prepared in this application not only has better adhesion and hydrophilic wettability at the 0 moment, but also has obvious improvement in anti-aging, which can greatly improve the safety of medical devices.
[0062] The above are only specific embodiments of this application and are not used to limit this application. For those skilled in the art, this application can have various changes and modifications. Any modification, equivalent replacement, improvement, etc. made within the spirit and principle of this application shall be included within the protection scope of this application.
Claims
1. A coating composition for lubricating an interventional device, characterized in that, the composition comprises a bottom layer composition, and the components of the bottom layer composition include: a first crosslinking agent, p - methoxyphenol, a first initiator and a wetting agent.
2. The coating composition for lubricating an interventional device according to claim 1, characterized in that, the components of the bottom layer composition by mass fraction include: 5% - 20% of the first crosslinking agent, 0.1% - 2% of the first initiator and 0.5% - 2% of the wetting agent, and the mass of p - methoxyphenol is 0.01% - 0.02% of the mass of the first crosslinking agent, and the balance is the first solvent.
3. The coating composition for lubricating an interventional device according to claim 2, characterized in that, the components of the bottom layer composition by mass fraction include: 12% - 15% of the first crosslinking agent, 0.5% - 1% of the first initiator and 0.5% - 2% of the wetting agent, and the mass of p - methoxyphenol is 0.01% - 0.02% of the mass of the first crosslinking agent, and the balance is the first solvent.
4. The coating composition for lubricating an interventional device according to any one of claims 1 to 3, characterized in that, the composition further comprises a surface layer composition, and the components of the surface layer composition include: a curable hydrophilic polymer, a second crosslinking agent, p - methoxyphenol and a second initiator.
5. The coating composition for lubricating an interventional device according to claim 4, characterized in that, the components of the surface layer composition by mass fraction include: 1% - 15% of the curable hydrophilic polymer, 0.2% - 5% of the second crosslinking agent and 0.02% - 0.8% of the second initiator, and the mass of p - methoxyphenol is 0.01% - 0.02% of the mass of the second crosslinking agent, and the balance is the second solvent.
6. The coating composition for lubricating an interventional device according to claim 5, characterized in that, the components of the surface layer composition by mass fraction include: 1% - 15% of the curable hydrophilic polymer, 0.2% - 5% of the second crosslinking agent and 0.02% - 0.8% of the second initiator, and the mass of p - methoxyphenol is 0.01% - 0.02% of the mass of the second crosslinking agent, and the balance is the second solvent.
7. The coating composition for lubricating an interventional device according to claim 4, characterized in that, the first crosslinking agent and the second crosslinking agent each independently have crosslinkable functional groups; the functional groups include at least one of acrylate groups, acrylamide groups and methyl methacrylate groups; and / or the first crosslinking agent and the second crosslinking agent are each independently selected from one of monomers and polymers; and / or the polymer includes at least one of polyester and polyether; and / or the number - average molecular weights of the first crosslinking agent and the second crosslinking agent are each independently 200 - 50000 Daltons.
8. The coating composition for lubricating an interventional device according to claim 4, characterized in that, the first photoinitiator and the second photoinitiator each independently include at least one of a photosensitive initiator and a thermal initiator.
9. The coating composition for lubricating an interventional device according to claim 4, It is characterized in that the wetting agent includes at least one of fatty acid polyoxyethylene ether, polyol polyoxyethylene ether fatty acid ester, polyether modified silicone, polyether modified silicone oxide, polyether modified polysiloxane, alkylolamide, alkylphenol polyoxyethylene ether, fatty acid methyl ester ethoxylate, polyether modified trisiloxane, polyether, alkoxy polyethylene hydroxyethanol, sucrose ester, glycerol fatty ester, N-alkyl pyrrolidone, and polyoxyethylene-polyoxypropylene copolymer.
10. The coating composition for lubricating an interventional device according to claim 4 It is characterized in that the curable hydrophilic polymer includes a polymer main body and at least one curable functional group connected to the polymer main body, and the curable functional group can be cured with the polymer main body; and / or the number average molecular weight of the curable hydrophilic polymer is 20,000 to 200,000 daltons; and / or the curable hydrophilic polymer is at least one of nonionic linear, branched, and crosslinked types.