High-moisture-retention contact lens material and preparation method thereof
By using components such as silicon-based monomers, hydrophilic monomers, modified chitosan, and water-soluble collagen in contact lens materials, a dense water-locking network and a stable hydration film are constructed, solving the problem of insufficient moisturizing properties in contact lens materials. This achieves low water loss rate and high oxygen permeability, improving wearing comfort and eye health.
Patent Information
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- GANSU KANGSHIDA TECH GRP
- Filing Date
- 2026-03-31
- Publication Date
- 2026-05-15
AI Technical Summary
Existing contact lens materials have insufficient moisturizing properties and a high water loss rate, leading to discomfort and potential eye diseases. Current technologies struggle to create a synergistic moisturizing system, and single moisturizing ingredients have weak water-locking capabilities, failing to meet the needs of prolonged wear.
The material utilizes components such as silicon-based monomers, hydrophilic monomers, modified chitosan, and water-soluble collagen to construct a dense water-locking network through hydrogen bonds and intermolecular forces. Combined with biocompatible hyaluronic acid and moisturizing agents, it forms a stable hydration film, enhancing the material's moisture retention and oxygen permeability.
It achieves low water loss rate and long moisturizing time, is comfortable to wear and has excellent oxygen permeability, avoiding dryness and eye discomfort, and is suitable for long-term wear.
Smart Images
Figure SMS_1
Abstract
Description
Technical Field
[0001] This invention relates to the field of contact lens materials technology, and in particular to a high-moisture-retaining contact lens material and its preparation method. Background Technology
[0002] Soft contact lenses have become important products for myopia correction, cosmetic eye care, and vision correction due to their advantages such as comfortable wear, conformity to the ocular surface, and clear vision. Their core performance is determined by the materials used in their manufacture. Currently, the mainstream contact lens materials are hydroxyethyl methacrylate (HEMA) based materials, silicone hydrogel materials, etc.
[0003] Moisturizing properties and water loss rate are key performance indicators for contact lens materials, directly determining wearing comfort. While traditional contact lens materials have some hydrophilicity, the moisturizing components are mostly simple physical blends with poor binding to the base material, making them prone to precipitation and loss. This results in a high water loss rate and short-lasting moisturizing effect. During wear, the rapid loss of moisture from the lens to the ocular surface and air not only causes the lens to shrink and harden, producing a foreign body sensation and dryness, but also leads to the rupture of the tear film on the ocular surface, causing eye fatigue, conjunctival congestion, and long-term wear may even induce dry eye syndrome, keratitis, and other eye diseases.
[0004] To improve the moisturizing properties of contact lens materials, existing technologies often add moisturizing ingredients such as hyaluronic acid and sodium hyaluronate to the base material. However, this approach has several drawbacks: First, the molecular weight of hyaluronic acid is often inappropriately selected. High molecular weight hyaluronic acid is difficult to mix evenly with the base material, while low molecular weight hyaluronic acid is easily lost, resulting in limited moisturizing effects. Second, biological moisturizing ingredients such as chitosan and collagen have poor compatibility with synthetic base materials. Simple blending can easily lead to phase separation, affecting the mechanical properties and oxygen permeability of the material. Third, a synergistic moisturizing system is not formed. The water-locking ability of a single moisturizing ingredient is weak, failing to fundamentally reduce the material's water loss rate, and the moisturizing time still cannot meet the needs of long-term wear.
[0005] Therefore, improving the moisture retention and reducing the water loss rate of contact lens materials is a key challenge in the current research and development of contact lens materials. Summary of the Invention
[0006] The purpose of this invention is to provide a highly moisturizing contact lens material and its preparation method, thereby solving the aforementioned problems existing in the prior art.
[0007] To achieve the above-mentioned objectives, the present invention provides the following technical solution: This invention provides a highly moisturizing contact lens material comprising the following raw materials in parts by weight: 50-70 parts of silicon-based monomer, 40-60 parts of hydrophilic monomer, 5-15 parts of hyaluronic acid, 3-10 parts of water-soluble collagen, 2-8 parts of modified chitosan, 1-5 parts of moisturizing agent, 0.5-3 parts of crosslinking agent, 0.1-1 parts of photoinitiator, and 10-20 parts of water.
[0008] Preferably, the silicon-based monomer is methacryloyloxypropyltris(trimethylsiloxane)silane and / or bis-3-methylpropenyloxypropyltetramethyldisiloxane; the hydrophilic monomer is hydroxyethyl methacrylate and / or N-vinylpyrrolidone.
[0009] Preferably, the hyaluronic acid has a molecular weight of 10-50 kDa; the water-soluble collagen is fish skin collagen peptide; and the molecular weight of the water-soluble collagen is 1-3 kDa.
[0010] Preferably, the degree of deacetylation of the modified chitosan is ≥90%; the modified chitosan is silane coupling agent modified chitosan.
[0011] Preferably, the silane coupling agent is KH-570; the mass of the silane coupling agent is 1 to 10% of the mass of chitosan.
[0012] Preferably, the moisturizing agent is one or more of glycerin polymethacrylate, sodium pyrrolidone carboxylate, and sodium hyaluronate.
[0013] Preferably, the crosslinking agent is dipentaerythritol hexaacrylate or ethylene glycol dimethacrylate; the photoinitiator is photoinitiator 1173 or photoinitiator 184.
[0014] This invention also provides a method for preparing a highly moisturizing contact lens material, comprising the following steps: (1) Chitosan is dissolved in an aqueous acetic acid solution to obtain a chitosan solution. A silane coupling agent is added to the chitosan solution for modification to obtain modified chitosan. (2) Add water-soluble collagen and moisturizing agent to water, disperse by ultrasonication, and then add modified chitosan and hyaluronic acid in sequence to obtain a dispersion of moisturizing functional components; (3) Add silicon-based monomers, hydrophilic monomers, crosslinking agents and photoinitiators into a reactor, then add a dispersion of moisturizing functional components dropwise, stir and mix, and then degas under vacuum to obtain a prepolymer slurry; (4) The prepolymer slurry is poured into the mold to obtain the blank; the blank is placed under ultraviolet light for photocuring to obtain the initial product of the contact lens material; the initial product of the contact lens material is placed in water for hydration and swelling, and then cleaned, sterilized and dried to obtain the high moisturizing contact lens material.
[0015] Preferably, the temperature of the modification in step (1) is 25~30℃; the time of the modification in step (1) is 1~2h.
[0016] Preferably, the stirring and mixing temperature in step (3) is 30~40℃; the stirring and mixing time in step (3) is 1~3h; the vacuum degassing pressure in step (3) is -0.08~-0.1MPa; and the vacuum degassing time in step (3) is 15~30min.
[0017] As can be seen from the above technical solution, compared with the prior art, the present invention has the following beneficial effects: (1) Low water loss rate and long moisturizing time: The amino groups of chitosan and the carboxyl groups of hyaluronic acid form hydrogen bonds, and the peptide bonds of collagen form intermolecular forces with the two, building a dense hydrogen bond water-locking network inside the material to lock in moisture and reduce the evaporation of moisture to the outside. At the same time, hyaluronic acid and moisturizing agents form a stable hydration film on the surface of the material, which fuses with the tear film on the ocular surface, slows down the loss of moisture inside the material, and improves the adhesion to the ocular surface, reducing dryness.
[0018] (2) Excellent biocompatibility: It uses water-soluble fish skin collagen, high degree of deacetylation chitosan and other bio-based moisturizing components, which are compatible with the surface mucosa of the eye and do not cause irritation. It will not cause adverse reactions such as allergies and congestion. It is comfortable to wear and suitable for long-term wear.
[0019] (3) Excellent oxygen permeability: With silicon-based monomers and hydrophilic monomers as base materials and cross-linking curing process, the material has high mechanical properties and is not easy to break or deform; the oxygen permeability coefficient is high, which ensures the oxygen supply to the ocular surface and avoids corneal hypoxia.
[0020] (4) The preparation process is simple and easy to industrialize: the preparation process is mild, the process parameters are easy to control, the mold casting can realize large-scale production, and the raw materials are readily available, making it suitable for industrial scale-up. Detailed Implementation
[0021] This invention provides a highly moisturizing contact lens material comprising the following raw materials in parts by weight: 50-70 parts of silicon-based monomer, 40-60 parts of hydrophilic monomer, 5-15 parts of hyaluronic acid, 3-10 parts of water-soluble collagen, 2-8 parts of modified chitosan, 1-5 parts of moisturizing agent, 0.5-3 parts of crosslinking agent, 0.1-1 parts of photoinitiator, and 10-20 parts of water.
[0022] In this invention, the mass fraction of the silicon-based monomer is preferably 52 to 68 parts, more preferably 55 to 62 parts, and even more preferably 60 parts.
[0023] In this invention, the mass fraction of the hydrophilic monomer is preferably 45 to 58 parts, more preferably 48 to 51 parts, and even more preferably 50 parts.
[0024] In this invention, the hyaluronic acid is preferably 6 to 12 parts by mass, more preferably 7 to 10 parts, and even more preferably 8 parts.
[0025] In this invention, the water-soluble collagen is preferably 4 to 9 parts by mass, more preferably 4 to 7 parts, and even more preferably 5 parts.
[0026] In this invention, the modified chitosan is preferably 3 to 7 parts by mass, more preferably 4 to 6 parts, and even more preferably 5 parts.
[0027] In this invention, the moisturizing agent is preferably 2 to 5 parts by weight, more preferably 3 to 4 parts, and even more preferably 4 parts.
[0028] In this invention, the crosslinking agent is preferably 1 to 2 parts by mass, more preferably 1 to 1.5 parts by mass, and even more preferably 1 part by mass.
[0029] In this invention, the photoinitiator is preferably 0.2 to 0.8 parts by mass, more preferably 0.3 to 0.6 parts by mass, and even more preferably 0.5 parts by mass.
[0030] In this invention, the water is preferably 11 to 18 parts by mass, more preferably 12 to 15 parts, and even more preferably 13 parts by mass.
[0031] In this invention, the silicon-based monomer is preferably methacryloyloxypropyltris(trimethylsiloxane)silane and / or bis-3-methylpropenoxypropyltetramethyldisiloxane, and more preferably methacryloyloxypropyltris(trimethylsiloxane).
[0032] In this invention, the hydrophilic monomer is preferably hydroxyethyl methacrylate and / or N-vinylpyrrolidone, and more preferably hydroxyethyl methacrylate and N-vinylpyrrolidone.
[0033] In this invention, the molecular weight of the hyaluronic acid is preferably 10-50 kDa, more preferably 15-30 kDa, and even more preferably 20 kDa.
[0034] In this invention, the water-soluble collagen is preferably fish skin collagen peptide; the molecular weight of the water-soluble collagen is preferably 1~3kDa, more preferably 1.5~2.5kDa, and even more preferably 2kDa.
[0035] In this invention, the degree of deacetylation of the modified chitosan is preferably ≥90%, more preferably ≥92%, and even more preferably 93%; the modified chitosan is preferably silane coupling agent modified chitosan; the silane coupling agent is preferably KH-570; the mass of the silane coupling agent is preferably 1~10% of the mass of chitosan, more preferably 1~5%, and even more preferably 2%.
[0036] In this invention, the moisturizing agent is preferably one or more of glyceryl polymethacrylate, sodium pyrrolidone carboxylate, and sodium hyaluronate, and more preferably glyceryl polymethacrylate and sodium hyaluronate.
[0037] In this invention, the crosslinking agent is preferably dipentaerythritol hexaacrylate or ethylene glycol dimethacrylate, and more preferably dipentaerythritol hexaacrylate.
[0038] In this invention, the photoinitiator is preferably photoinitiator 1173 or photoinitiator 184, and more preferably photoinitiator 1173.
[0039] This invention also provides a method for preparing a highly moisturizing contact lens material, comprising the following steps: (1) Chitosan is dissolved in an aqueous acetic acid solution to obtain a chitosan solution. A silane coupling agent is added to the chitosan solution for modification to obtain modified chitosan. (2) Add water-soluble collagen and moisturizing agent to water, disperse by ultrasonication, and then add modified chitosan and hyaluronic acid in sequence to obtain a dispersion of moisturizing functional components; (3) Add silicon-based monomers, hydrophilic monomers, crosslinking agents and photoinitiators into a reactor, then add a dispersion of moisturizing functional components dropwise, stir and mix, and then degas under vacuum to obtain a prepolymer slurry; (4) The prepolymer slurry is poured into the mold to obtain the blank; the blank is placed under ultraviolet light for photocuring to obtain the initial product of the contact lens material; the initial product of the contact lens material is placed in water for hydration and swelling, and then cleaned, sterilized and dried to obtain the high moisturizing contact lens material.
[0040] In this invention, the mass fraction of the acetic acid aqueous solution in step (1) is preferably 1-3%, more preferably 2-3%, and even more preferably 3%; the mass ratio of chitosan to acetic acid aqueous solution is preferably 1:10-20, more preferably 1:10-15, and even more preferably 1:10.
[0041] In this invention, the modification temperature in step (1) is preferably 25~30℃, more preferably 25~28℃, and even more preferably 25℃; the modification time is preferably 1~2h, more preferably 1~1.5h, and even more preferably 1h.
[0042] In this invention, the ultrasonic dispersion power in step (2) is preferably 200~400W, more preferably 200~300W, and even more preferably 200W; the ultrasonic dispersion time is preferably 10~20min, more preferably 15~20min, and even more preferably 20min.
[0043] In this invention, the stirring and mixing temperature in step (3) is preferably 30~40℃, more preferably 35~40℃, and even more preferably 40℃; the stirring and mixing time is preferably 1~3h, more preferably 2~3h, and even more preferably 2h.
[0044] In this invention, the vacuum degassing pressure in step (3) is preferably -0.08 to -0.1 MPa, more preferably -0.09 to -0.1 MPa, and even more preferably -0.1 MPa; the vacuum degassing time is preferably 15 to 30 min, more preferably 15 to 25 min, and even more preferably 20 min.
[0045] In this invention, the wavelength of the ultraviolet light in step (4) is preferably 365~405nm, more preferably 365nm; the irradiance of the ultraviolet light is preferably 50~100mW / cm². 2 Further preferred is 60~90mW / cm 2 More preferably 80mW / cm 2 .
[0046] In this invention, the photocuring time in step (4) is preferably 10-30 min, more preferably 15-25 min, and even more preferably 20 min.
[0047] In this invention, the liquid-to-solid ratio of the hydration swelling in step (4) is preferably 20-50:1, more preferably 25-40:1, and even more preferably 30:1; the hydration swelling temperature is preferably 25-30℃, more preferably 28-30℃, and even more preferably 30℃; the hydration swelling time is preferably 4-8h, more preferably 5-7h, and even more preferably 6h.
[0048] The technical solutions in the embodiments of the present invention will be clearly and completely described below. Obviously, the described embodiments are only some embodiments of the present invention, and not all embodiments. Based on the embodiments of the present invention, all other embodiments obtained by those skilled in the art without creative effort are within the scope of protection of the present invention.
[0049] Example 1
[0050] A highly moisturizing contact lens material comprises the following raw materials in parts by weight: 60 parts of methacryloyloxypropyltris(trimethylsiloxane), 20 parts of hydroxyethyl methacrylate, 30 parts of N-vinylpyrrolidone, 8 parts of hyaluronic acid (molecular weight 20kDa), 5 parts of fish skin collagen peptide (molecular weight 2kDa), 5 parts of KH-570 modified chitosan (degree of deacetylation 93%), 1 part of glycerol polymethacrylate, 3 parts of sodium hyaluronate, 1 part of dipentaerythritol hexaacrylate, 0.5 parts of photoinitiator 1173, and 13 parts of water.
[0051] The preparation method of the above-mentioned high-moisture contact lens material includes the following steps: (1) Chitosan was dissolved in acetic acid aqueous solution with a mass ratio of 1:10 to obtain chitosan solution. KH-570 with a mass of 2% of chitosan was added to chitosan solution and the mixture was stirred at 300 rpm at 25°C for 1 h to obtain modified chitosan. (2) Fish skin collagen peptides, glycerol polymethacrylate and sodium hyaluronate were added to water and ultrasonically dispersed at 200W power for 20min. Then modified chitosan and hyaluronic acid were added in sequence and stirred at 500rpm for 1h to obtain a dispersion of moisturizing functional components. (3) Methacryloxypropyltris(trimethylsiloxane)silane, hydroxyethyl methacrylate, N-vinylpyrrolidone, dipentaerythritol hexaacrylate, and photoinitiator 1173 were added to the reaction vessel, and then the dispersion of the moisturizing functional component was added dropwise. The mixture was stirred at 500 rpm at 40°C for 2 h, and then degassed under a vacuum of -0.1 MPa for 20 min to obtain the prepolymer slurry. (4) The prepolymer slurry is poured into a special mold for contact lenses and smoothed with a scraper to obtain a blank; the blank is placed in an ultraviolet curing machine and cured under 365nm ultraviolet light and 80mW / cm² light. 2 The material is cured under light intensity for 20 minutes to obtain a preliminary sample of contact lens material. The preliminary sample of contact lens material is placed in water at a liquid-to-solid ratio of 30:1 and hydrated and swollen at 30°C for 6 hours. Then it is cleaned, sterilized and dried to obtain a high-moisturizing contact lens material.
[0052] Example 2
[0053] A highly moisturizing contact lens material comprises the following raw materials in parts by weight: 50 parts of bis-3-methylpropenyloxypropyltetramethyldisiloxane, 20 parts of hydroxyethyl methacrylate, 20 parts of N-vinylpyrrolidone, 12 parts of hyaluronic acid (molecular weight 10 kDa), 3 parts of fish skin collagen peptide (molecular weight 1 kDa), 3 parts of KH-570 modified chitosan (degree of deacetylation 93%), 1 part of sodium pyrrolidone carboxylate, 1 part of sodium hyaluronate, 2 parts of dipentaerythritol hexaacrylate, 0.2 parts of photoinitiator 1173, and 10 parts of water.
[0054] For details on the preparation method of the above-mentioned high-moisture contact lens material, please refer to Example 1.
[0055] Example 3
[0056] A highly moisturizing contact lens material comprises the following raw materials in parts by weight: 70 parts of methacryloyloxypropyltris(trimethylsiloxane), 10 parts of hydroxyethyl methacrylate, 40 parts of N-vinylpyrrolidone, 8 parts of hyaluronic acid (molecular weight 50kDa), 7 parts of fish skin collagen peptide (molecular weight 3kDa), 6 parts of KH-570 modified chitosan (degree of deacetylation 93%), 3 parts of glycerol polymethacrylate, 0.5 parts of dipentaerythritol hexaacrylate, 0.6 parts of photoinitiator 184, and 18 parts of water.
[0057] For details on the preparation method of the above-mentioned high-moisture contact lens material, please refer to Example 1.
[0058] Comparative Example 1
[0059] A contact lens material, the specific composition of which is described in Example 1, except that it does not contain hyaluronic acid, fish skin collagen peptides, or KH-570 modified chitosan.
[0060] Comparative Example 2
[0061] A contact lens material, the specific composition of which is described in Example 1, except that it does not contain glycerol polymethacrylate or sodium hyaluronate.
[0062] The moisture content, water loss rate, and oxygen permeability of the contact lens materials in Examples 1-3 and Comparative Examples 1-2 were tested, and the results are shown in Table 1. Moisture content test method: After centrifugation to remove surface free water, the mass difference was calculated. Water loss rate test method: The hydrated and swollen lenses were placed in a constant temperature and humidity chamber at 37°C and 30% relative humidity for 8 hours, weighed, and the water loss rate was calculated. Oxygen permeability test method: The oxygen permeability (Dk value) was measured according to GB / T11417.7-2012 "Ophthalmic Optical Contact Lenses Part 7: Test Methods for Physicochemical Properties".
[0063] Table 1 Performance test results of contact lens materials
[0064] As shown in Table 1, the contact lens material prepared by this invention has high water content and oxygen permeability, and low water loss rate. By comparing with Comparative Example 1, it can be found that the addition of moisturizing functional components has a significant impact on the lens's water content, water loss rate, and oxygen permeability.
[0065] The above description is only a preferred embodiment of the present invention. It should be noted that for those skilled in the art, several improvements and modifications can be made without departing from the principle of the present invention, and these improvements and modifications should also be considered within the scope of protection of the present invention.
Claims
1. A highly moisturizing contact lens material, characterized in that, The raw materials contain the following parts by weight: 50-70 parts of silicon-based monomer, 40-60 parts of hydrophilic monomer, 5-15 parts of hyaluronic acid, 3-10 parts of water-soluble collagen, 2-8 parts of modified chitosan, 1-5 parts of moisturizing agent, 0.5-3 parts of crosslinking agent, 0.1-1 parts of photoinitiator, and 10-20 parts of water.
2. The high-moisture-retaining contact lens material according to claim 1, characterized in that, The silicon-based monomer is methacryloyloxypropyltris(trimethylsiloxane)silane and / or bis-3-methylpropenyloxypropyltetramethyldisiloxane; the hydrophilic monomer is hydroxyethyl methacrylate and / or N-vinylpyrrolidone.
3. The high-moisture-retaining contact lens material according to claim 1, characterized in that, The hyaluronic acid has a molecular weight of 10-50 kDa; the water-soluble collagen is fish skin collagen peptide; and the molecular weight of the water-soluble collagen is 1-3 kDa.
4. The high-moisture-retaining contact lens material according to claim 1, characterized in that, The modified chitosan has a degree of deacetylation ≥ 90%; the modified chitosan is a silane coupling agent modified chitosan.
5. The high-moisture-retaining contact lens material according to claim 4, characterized in that, The silane coupling agent is KH-570; the mass of the silane coupling agent is 1-10% of the mass of chitosan.
6. The high-moisture-retaining contact lens material according to claim 1, characterized in that, The moisturizing agent is one or more of glycerin polymethacrylate, sodium pyrrolidone carboxylate, and sodium hyaluronate.
7. The high-moisture-retaining contact lens material according to claim 1, characterized in that, The crosslinking agent is dipentaerythritol hexaacrylate or ethylene glycol dimethacrylate; the photoinitiator is photoinitiator 1173 or photoinitiator 184.
8. A method for preparing a high-moisture-retaining contact lens material according to any one of claims 1 to 7, characterized in that, Includes the following steps: (1) Chitosan is dissolved in an aqueous acetic acid solution to obtain a chitosan solution. A silane coupling agent is added to the chitosan solution for modification to obtain modified chitosan. (2) Add water-soluble collagen and moisturizing agent to water, disperse by ultrasonication, and then add modified chitosan and hyaluronic acid in sequence to obtain a dispersion of moisturizing functional components; (3) Add silicon-based monomers, hydrophilic monomers, crosslinking agents and photoinitiators into a reactor, then add a dispersion of moisturizing functional components dropwise, stir and mix, and then degas under vacuum to obtain a prepolymer slurry; (4) The prepolymer slurry is poured into the mold to obtain the blank; the blank is placed under ultraviolet light for photocuring to obtain the initial product of the contact lens material; the initial product of the contact lens material is placed in water for hydration and swelling, and then cleaned, sterilized and dried to obtain the high moisturizing contact lens material.
9. The method for preparing a high-moisture-retaining contact lens material according to claim 8, characterized in that, The temperature for modification in step (1) is 25~30℃; the modification time in step (1) is 1~2h.
10. The method for preparing a high-moisture-retaining contact lens material according to claim 8, characterized in that, The mixing temperature in step (3) is 30~40℃; the mixing time in step (3) is 1~3h; the vacuum degassing pressure in step (3) is -0.08~-0.1MPa; the vacuum degassing time in step (3) is 15~30min.