Antibacterial coating for contact lens, contact lens with antibacterial coating and preparation method thereof
By applying an antibacterial coating containing specific components on the contact lenses to form an antibacterial coating, the problem that contact lenses cannot prevent fungi from adhesion while keeping the eyes moist, achieving excellent antibacterial and moisturizing properties.
Patent Information
- Application Number
- CN202411957421.3
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- Filing Date
- 2024-12-27
- Publication Date
- 2025-04-08
AI Technical Summary
Existing contact lenses cannot effectively prevent the attachment of fungi and other microorganisms while keeping the eyes moist, resulting in an increased risk of eye infection.
An antibacterial coating is used including hydroxypropyl trimethylammonium chloride chitosan nanoparticles, chlorhexidine acetate, cholesterol, hyaluronic acid, gamma-polyglutaric acid and polyvinyl alcohol. An antibacterial coating is formed by soaking the contact lens matrix in a mixed solution of the coating and the crosslinking agent.
It significantly enhances the antibacterial properties of contact lenses, reduces fungal adhesion, and improves the moisturizing properties and wear comfort of contact lenses.
Smart Images
Figure BDA0005216259600000021 
Figure BDA0005216259600000031 
Figure BDA0005216259600000071
Abstract
Description
Technical Field
[0001] The present invention relates to the technical field of contact lens preparation, and in particular to an antibacterial coating for contact lenses and a contact lens with the antibacterial coating and a preparation method thereof. Background Art
[0002] Contact lenses, also called corneal contact lenses, are lenses that are directly attached to the tear layer on the surface of the cornea and are used for vision correction, treatment, and beauty. Contact lenses not only greatly improve the appearance and convenience of patients with refractive errors such as myopia, hyperopia, and astigmatism, but also provide a wide field of vision and realistic vision.
[0003] However, contact lenses often come into contact with a variety of microorganisms such as Gram-positive bacteria, Gram-negative bacteria, fungi, etc. during the wearing process. Contact lenses with attached microorganisms can stay on the surface of the eyeball for a long time during the wearing process. When the cornea is damaged to a certain extent, the microorganisms will grow and proliferate rapidly at the wound site, causing infection and endangering human eye health. Moreover, if the hands of the contact lens users are not clean, once the contact lenses are attached with biologically active fungal spores, the risk of eye fungal infection will be greatly increased when they are worn and used. Long-term wearing of contact lenses can easily cause visual fatigue and even dry eye syndrome, leading to eye soreness and itching, foreign body sensation, excessive secretions, dryness, burning eyes and blurred vision; if the contact lenses abrade the cornea, it may cause serious consequences such as corneal epithelial detachment or perforation.
[0004] In this regard, existing technicians have conducted research on the above-mentioned problems. Patent CN118930935A provides a highly moisturizing and protein deposition-resistant contact lens and a preparation method thereof, comprising a hydrogel matrix, a first coating and a second coating, wherein the first coating is deposited on the surface of the hydrogel matrix, and the second coating is applied to the peripheral arc of the hydrogel matrix deposited with the first coating, which can keep the eyes moist, improve the user's long-term wearing experience, and avoid causing eye discomfort. However, it cannot prevent fungi from adhering to the surface of the contact lens.
[0005] Therefore, it is of great significance to study and obtain an antibacterial coating for contact lenses, a contact lens with an antibacterial coating and a preparation method thereof. Summary of the invention
[0006] In view of this, the present invention provides an antibacterial coating for contact lenses and a contact lens with an antibacterial coating and a preparation method thereof, the purpose of which is to solve the problem that existing contact lenses cannot have excellent antibacterial effects while keeping eyes moist.
[0007] In order to achieve the above-mentioned object of the invention, the present invention provides the following technical solutions:
[0008] The present invention provides an antibacterial coating for contact lenses, comprising the following components in parts by weight:
[0009]
[0010] Preferably, the buffer is a phosphate buffer solution.
[0011] The present invention also provides a method for preparing an antibacterial coating for contact lenses, comprising the following steps:
[0012] Hydroxypropyltrimethylammonium chloride chitosan nanoparticles, chlorhexidine acetate, asiatica glycoside, hyaluronic acid, gamma-polyglutamic acid and polyvinyl alcohol are sequentially added into the buffer to obtain an antibacterial coating.
[0013] Preferably, the adding is performed under stirring, and the stirring speed is 80-120 rpm.
[0014] The present invention also provides a method for preparing a contact lens having an antibacterial coating, comprising the following steps:
[0015] 1) soaking a contact lens substrate in an initiator solution to obtain a pretreated contact lens;
[0016] 2) immersing the pretreated contact lens in a mixed solution of the antibacterial coating and the crosslinking agent to obtain a contact lens with an antibacterial coating;
[0017] The antibacterial coating is the above-mentioned antibacterial coating.
[0018] Preferably, in step 1), the initiator solution is an aqueous solution of azobisisobutyronitrile, and the concentration of the aqueous solution of azobisisobutyronitrile is 10 to 20 wt%.
[0019] Preferably, in step 1), the soaking time is 5 to 10 minutes and the soaking temperature is 30 to 40°C.
[0020] Preferably, in step 2), the soaking time is 4 to 6 hours and the soaking temperature is 20 to 30°C.
[0021] Preferably, in step 2), the crosslinking agent is ethylene glycol dimethacrylate;
[0022] The mass ratio of the cross-linking agent to the antibacterial coating is 1:10-12.
[0023] The invention also provides a contact lens prepared by the method for preparing a contact lens with an antibacterial coating.
[0024] It can be seen from the above technical solutions that, compared with the prior art, the present invention has the following beneficial effects:
[0025] The antibacterial coating for contact lenses of the present invention has excellent antibacterial properties and can avoid the presence of Staphylococcus aureus and Escherichia coli, thereby significantly reducing the number of fungi on the surface of the contact lenses coated with the antibacterial coating; the water contact angle of the antibacterial coating for contact lenses can be as low as 50°, so that the contact lenses coated with the antibacterial coating of the present invention have excellent moisturizing properties, thereby improving the comfort of the contact lenses when worn. DETAILED DESCRIPTION
[0026] The present invention provides an antibacterial coating for contact lenses, comprising the following components in parts by weight:
[0027]
[0028] In the present invention, the mass fraction of the hydroxypropyltrimethylammonium chloride chitosan nanoparticles is preferably 3 parts, the mass fraction of the chlorhexidine acetate is preferably 6-7 parts, the mass fraction of the asiaticoside is preferably 3 parts, the mass fraction of the hyaluronic acid is preferably 11-14 parts, more preferably 12-13 parts, the mass fraction of the γ-polyglutamic acid is preferably 3-5 parts, more preferably 4 parts, the mass fraction of the polyvinyl alcohol is preferably 11-14 parts, more preferably 12-13 parts, and the mass fraction of the buffer is preferably 2-4 parts, more preferably 3 parts.
[0029] In the present invention, the buffer is preferably a phosphate buffer solution, and the concentration of the phosphate buffer is preferably 0.05-0.2M, more preferably 0.1-0.18M, and more preferably 0.14-0.16M.
[0030] The addition of hyaluronic acid and gamma-polyglutamic acid in the present invention can significantly enhance the comfort of the eyes, and produce a synergistic effect to enhance the moisture retention of the contact lens.
[0031] In the present invention, the hydroxypropyltrimethylammonium chloride chitosan nanoparticles not only have antibacterial effects, but can also be used as a carrier to load asiaticaside, and cooperate with chlorhexidine acetate to further enhance the antibacterial performance of the antibacterial coating.
[0032] In the present invention, the molecular weight of the hyaluronic acid is preferably 10,000 to 100,000 Da, more preferably 20,000 to 80,000 Da, and even more preferably 50,000 to 60,000 Da.
[0033] The present invention also provides a method for preparing an antibacterial coating for contact lenses, comprising the following steps:
[0034] Hydroxypropyltrimethylammonium chloride chitosan nanoparticles, chlorhexidine acetate, asiatica glycoside hyaluronic acid, gamma-polyglutamic acid and polyvinyl alcohol are sequentially added into the buffer to obtain an antibacterial coating.
[0035] In the present invention, the adding is preferably performed under stirring, and the stirring speed is preferably 80 to 120 rpm, more preferably 85 to 110 rpm, and even more preferably 90 to 100 rpm.
[0036] The present invention also provides a method for preparing a contact lens having an antibacterial coating, comprising the following steps:
[0037] 1) soaking a contact lens substrate in an initiator solution to obtain a pretreated contact lens;
[0038] 2) immersing the pretreated contact lens in a mixed solution of the antibacterial coating and the crosslinking agent to obtain a contact lens with an antibacterial coating;
[0039] The antibacterial coating is the above-mentioned antibacterial coating.
[0040] In the present invention, in the step 1), the initiator solution is preferably an aqueous solution of azobisisobutyronitrile, and the concentration of the aqueous solution of azobisisobutyronitrile is preferably 10 to 20 wt %, more preferably 12 to 18 wt %, and more preferably 14 to 16 wt %.
[0041] In the present invention, in the step 1), the soaking time is preferably 5 to 10 minutes, more preferably 6 to 9 minutes, more preferably 7 to 8 minutes, and the soaking temperature is preferably 30 to 40°C, more preferably 32 to 38°C, more preferably 34 to 36°C.
[0042] In the present invention, in the step 1), washing is preferably performed after immersion, the washing agent is preferably acetone or anhydrous ethanol, and the number of washing times is preferably 3 to 6 times, more preferably 4 to 5 times.
[0043] In the present invention, in the step 2), the soaking time is preferably 4 to 6 hours, more preferably 4.5 to 5.5 hours, more preferably 5 hours, and the soaking temperature is preferably 20 to 30°C, more preferably 22 to 28°C, more preferably 24 to 26°C.
[0044] In the present invention, in the step 2), the cross-linking agent is preferably ethylene glycol dimethacrylate;
[0045] The mass ratio of the cross-linking agent to the antibacterial coating is preferably 1:10-12, and more preferably 1:11.
[0046] In the present invention, in the step 2), washing is preferably performed after immersion, the washing agent is preferably water, and the number of washing times is preferably 3 to 6 times, more preferably 4 to 5 times.
[0047] The invention also provides a contact lens prepared by the method for preparing a contact lens with an antibacterial coating.
[0048] The technical solutions provided by the present invention are described in detail below in conjunction with the embodiments, but they should not be construed as limiting the protection scope of the present invention.
[0049] Example 1
[0050] Raw materials for the preparation of the antibacterial coating: 3 parts of hydroxypropyltrimethylammonium chloride chitosan nanoparticles, 6 parts of chlorhexidine acetate, 3 parts of asiatica glycoside, 12 parts of hyaluronic acid (molecular weight 50000Da), 5 parts of γ-polyglutamic acid, 13 parts of polyvinyl alcohol, and 4 parts of 0.1M phosphate buffer solution;
[0051] Hydroxypropyltrimethylammonium chloride chitosan nanoparticles, chlorhexidine acetate, asiatica glycoside, hyaluronic acid, gamma-polyglutamic acid and polyvinyl alcohol were sequentially added to a phosphate buffer solution stirred at a speed of 100 rpm to obtain an antibacterial coating.
[0052] Preparation of contact lenses:
[0053] The contact lens substrate was immersed in an aqueous solution of azobisisobutyronitrile with a mass concentration of 15% at 40° C. for 10 minutes, then taken out and washed with anhydrous ethanol for 4 times to obtain a pretreated contact lens;
[0054] Ethylene glycol dimethacrylate and antibacterial coating were mixed in a mass ratio of 1:10 to obtain a mixed solution. The pretreated contact lens was immersed in the mixed solution at 25° C. for 5.5 hours, taken out and washed with water for 4 times to obtain a contact lens with an antibacterial coating.
[0055] Example 2
[0056] Raw materials for the preparation of the antibacterial coating: 2 parts of hydroxypropyltrimethylammonium chloride chitosan nanoparticles, 5 parts of chlorhexidine acetate, 2 parts of asiatica glycoside, 10 parts of hyaluronic acid (molecular weight 50000Da), 2 parts of γ-polyglutamic acid, 10 parts of polyvinyl alcohol, and 2 parts of 0.2M phosphate buffer solution;
[0057] Hydroxypropyltrimethylammonium chloride chitosan nanoparticles, chlorhexidine acetate, asiatica glycoside, hyaluronic acid, γ-polyglutamic acid and polyvinyl alcohol were sequentially added to a 0.2 M phosphate buffer solution stirred at 80 rpm to obtain an antibacterial coating.
[0058] Preparation of contact lenses:
[0059] The contact lens substrate was immersed in an aqueous solution of azobisisobutyronitrile with a mass concentration of 10% at 30° C. for 5 minutes, then taken out and washed with anhydrous ethanol for 3 times to obtain a pretreated contact lens;
[0060] Ethylene glycol dimethacrylate and antibacterial coating were mixed in a mass ratio of 1:11 to obtain a mixed solution. The pretreated contact lens was immersed in the mixed solution at 25° C. for 4 hours, taken out and washed with water for 3 times to obtain a contact lens with an antibacterial coating.
[0061] Example 3
[0062] Raw materials for the preparation of the antibacterial coating: 4 parts of hydroxypropyltrimethylammonium chloride chitosan nanoparticles, 8 parts of chlorhexidine acetate, 4 parts of asiatica glycoside, 15 parts of hyaluronic acid (molecular weight 50000Da), 6 parts of γ-polyglutamic acid, 15 parts of polyvinyl alcohol, and 5 parts of 0.2M phosphate buffer solution;
[0063] Hydroxypropyltrimethylammonium chloride chitosan nanoparticles, chlorhexidine acetate, asiatica glycoside, hyaluronic acid, γ-polyglutamic acid and polyvinyl alcohol were sequentially added to a 0.2 M phosphate buffer solution stirred at 120 rpm to obtain an antibacterial coating.
[0064] Preparation of contact lenses:
[0065] The contact lens substrate was immersed in an aqueous solution of azobisisobutyronitrile with a mass concentration of 20% at 40° C. for 10 minutes, then taken out and washed with anhydrous ethanol for 6 times to obtain a pretreated contact lens;
[0066] Ethylene glycol dimethacrylate and antibacterial coating were mixed in a mass ratio of 1:12 to obtain a mixed solution. The pretreated contact lens was immersed in the mixed solution at 30° C. for 6 hours, taken out and washed with water for 6 times to obtain a contact lens with an antibacterial coating.
[0067] Comparative Example 1
[0068] The “γ-polyglutamic acid” in Example 1 is omitted, and the other steps are the same as those in Example 1.
[0069] Comparative Example 2
[0070] The "hyaluronic acid" in Example 1 is omitted, and the other steps are the same as those in Example 1.
[0071] Comparative Example 3
[0072] The “hydroxypropyltrimethylammonium chloride chitosan nanoparticles” in Example 1 are omitted, and the other steps are the same as those in Example 1.
[0073] The contact lenses obtained in Examples 1 to 3 and Comparative Examples 1 to 3 were tested for performance:
[0074] Antibacterial performance test:
[0075] 1. E. coli antibacterial performance test: the concentration of 10 6 The Escherichia coli liquid with CFU / mL is evenly coated on the MH agar medium. After the liquid is completely absorbed by the agar, a drug-sensitive paper is pasted, and the drug-sensitive paper used is streptomycin and cefotaxime. Then the contact lenses obtained in Examples 1 to 3 and Comparative Examples 1 to 3 are respectively pasted on the agar medium. After culturing at 37°C for 24 hours, the antibacterial ring diameter (antibacterial ring diameter = antibacterial ring outer diameter - measured sample diameter) is measured to test the antibacterial property of the contact lenses. The test results are shown in Table 1.
[0076] 2. Antibacterial performance test of Staphylococcus aureus: 6 CFU / mL of Staphylococcus aureus bacterial solution is evenly coated on MH agar medium. After the bacterial solution is completely absorbed by the agar, stick a drug-sensitive paper sheet, which is streptomycin and cefotaxime. Then, the contact lenses obtained in Examples 1 to 3 and Comparative Examples 1 to 3 are respectively attached to the agar medium. After culturing at 37°C for 24 hours, the antibacterial ring diameter (antibacterial ring diameter = antibacterial ring outer diameter - measured sample diameter) is measured to test the antibacterial properties of the contact lenses. The test results are shown in Table 1.
[0077] Table 1 Antibacterial properties of contact lenses obtained from Examples 1 to 3 and Comparative Examples 1 to 3
[0078]
[0079] It can be seen from Table 1 that the contact lenses obtained in Examples 1 to 3 have excellent antibacterial properties. By comparing Example 1 and Comparative Example 3, it can be seen that the addition of hydroxypropyltrimethylammonium chloride chitosan nanoparticles in the present invention has a synergistic effect with asiaticaside and chlorhexidine acetate, and can significantly enhance the antibacterial properties of the contact lenses.
[0080] Wettability test:
[0081] The contact lenses obtained in Examples 1 to 3 and Comparative Examples 1 to 3 were analyzed by a contact angle meter to measure the contact angle of the materials. The contact lenses obtained in Examples 1 to 3 and Comparative Examples 1 to 3 were dried with filter paper and then spread on the surface of a glass carrier. Liquid was dripped on the surface of the sample, and the moving image was taken and the contact angle data of the sample was obtained by digital image processing technology. Three groups of contact angle photos were collected and the average value of the contact angle was taken. The test results are shown in Table 2.
[0082] Table 2 Contact angles of contact lenses obtained in Examples 1 to 3 and Comparative Examples 1 to 3
[0083] sample Example 1 Example 2 Example 3 Comparative Example 1 Comparative Example 2 Comparative Example 3 Contact angle / ° 52 50 51 68 67 56
[0084] As can be seen from Table 2, the contact angles of the contact lenses obtained in Examples 1 to 3 can be as low as 50°, and they have excellent hydrophilic properties, that is, excellent moisture retention properties.
[0085] The above is only a preferred embodiment of the present invention. It should be pointed out that for ordinary technicians in this technical field, several improvements and modifications can be made without departing from the principle of the present invention. These improvements and modifications should also be regarded as the scope of protection of the present invention.
Claims
1. An antibacterial coating for contact lenses, characterized in that: The composition includes the following components in parts by weight:
2. The antibacterial coating for contact lenses according to claim 1, characterized in that: The buffer is a phosphate buffer solution.
3. The method for preparing an antibacterial coating for contact lenses according to claim 1 or 2, characterized in that: The steps include: Hydroxypropyltrimethylammonium chloride chitosan nanoparticles, chlorhexidine acetate, asiatica glycoside, hyaluronic acid, gamma-polyglutamic acid and polyvinyl alcohol are sequentially added into the buffer to obtain an antibacterial coating.
4. The method for preparing an antibacterial coating for contact lenses according to claim 3, characterized in that: The adding is performed under stirring, and the stirring speed is 80-120 rpm.
5. A method for preparing a contact lens having an antibacterial coating, characterized in that: The steps include: 1) soaking a contact lens substrate in an initiator solution to obtain a pretreated contact lens; 2) immersing the pretreated contact lens in a mixed solution of the antibacterial coating and the crosslinking agent to obtain a contact lens with an antibacterial coating; The antibacterial coating is the antibacterial coating according to claim 1 or 2.
6. The method for preparing a contact lens with an antibacterial coating according to claim 5, characterized in that: In the step 1), the initiator solution is an aqueous solution of azobisisobutyronitrile, and the concentration of the aqueous solution of azobisisobutyronitrile is 10-20 wt %.
7. The method for preparing a contact lens with an antibacterial coating according to claim 6, characterized in that: In the step 1), the soaking time is 5 to 10 minutes and the soaking temperature is 30 to 40°C.
8. The method for preparing a contact lens with an antibacterial coating according to claim 6 or 7, characterized in that: In the step 2), the soaking time is 4 to 6 hours, and the soaking temperature is 20 to 30°C.
9. The method for preparing a contact lens with an antibacterial coating according to claim 8, characterized in that: In the step 2), the crosslinking agent is ethylene glycol dimethacrylate; The mass ratio of the cross-linking agent to the antibacterial coating is 1:10-12.
10. A contact lens obtained by the method for preparing a contact lens with an antibacterial coating according to any one of claims 5 to 9.