A soft hydrophilic contact lens, its material, preparation method and application

Abstract

This invention discloses a soft hydrophilic contact lens, its materials, preparation method, and applications, relating to the field of soft hydrophilic contact lens technology. It comprises the following components: hydroxyethyl methacrylate, ethylene glycol dimethacrylate, polyethylene glycol dimethacrylate, methacrylic acid, 2-acrylamido-2-methylpropanesulfonic acid, N-trismethylolmethacrylamide, 3-[N,N-dimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]ammonium]propane-1-sulfonic acid inner salt, allyl-β-cyclodextrin, 1,4-di(methylimidazolium)butane dibromide, photoinitiator, colorant, ultraviolet light absorber, auxiliary additives, and ionic crosslinking agent. This soft hydrophilic contact lens exhibits superior hydrophilicity, flexibility, optical properties, and antifouling performance.

Description

Technical Field

[0001] This invention relates to the field of soft hydrophilic contact lens technology, and in particular to a soft hydrophilic contact lens, its material, preparation method and application. Background Technology

[0002] In recent years, myopia has become a global public health problem, with the incidence rate among teenagers rising year by year. As the demand for vision correction continues to increase, soft hydrophilic contact lenses have been widely used in ophthalmology due to their advantages such as comfortable wear and good visual effects. However, soft hydrophilic contact lenses easily lose water during wear, which can lead to dry eye syndrome, causing deposits to accumulate on the lens surface, reducing visual acuity and oxygen permeability, and seriously affecting the wearing experience. Therefore, developing a soft hydrophilic contact lens material with good moisturizing properties is of great significance for alleviating or reducing dry eyes during wear and improving wearing quality and comfort.

[0003] Traditional soft hydrophilic contact lenses are typically made of hydrophilic organic monomers, hydrophobic organic monomers, and cross-linking agents. They suffer from several technical drawbacks, including difficulty in simultaneously improving mechanical and hydrophilic properties, poor stain resistance, and the tendency for proteins, lipids, and other substances in tears to adhere to the lens surface and form deposits during wear. This not only affects lens clarity but may also promote bacterial growth and cause eye infections. Furthermore, their limited flexibility and adaptability can lead to discomfort during wear.

[0004] Existing soft hydrophilic contact lenses still suffer from complex manufacturing processes, low production efficiency, and difficulty in ensuring the uniformity of the structure and performance of each layer of the lens. During the lens molding process, problems such as blurred defocus ring patterns and uneven layer thickness can easily occur, affecting the optical performance and myopia control effectiveness of the lens.

[0005] To address the aforementioned issues, Chinese invention patent CN101477214B ​​discloses a soft hydrophilic contact lens containing polyethylene glycol and its preparation method. The method involves mixing raw materials, placing them in a mold for thermal polymerization and post-vulcanization, followed by machining, hydration, extraction, and cleaning. This contact lens incorporates polyethylene glycol, known for its excellent moisturizing properties, into the primary structure of traditional contact lens materials. This allows it to form a through-polymer copolymer with the comonomer, reducing moisture evaporation and improving surface wettability, thereby enhancing lens comfort and extending wear time in dry environments. However, while polyethylene glycol (PEG) is chemically stable under normal conditions, it reacts with oxygen in the air at temperatures of 120°C or higher. Furthermore, low molecular weight PEG is relatively toxic, and topical application, especially to mucous membranes, can cause irritation and pain. As the molecular weight increases, PEG's water solubility, vapor pressure, water absorption, and solubility in organic solvents decrease, while its freezing point, relative density, flash point, and viscosity increase, and its thermal stability improves. However, it still has the problem of not reacting with many chemicals. Therefore, using PEG in the preparation of soft hydrophilic contact lenses poses a certain risk to the safe use of lenses if the reaction is incomplete. Most importantly, PEG's hydrophilic effect is limited, and its effect on increasing the water content of soft hydrophilic contact lenses is still not ideal. Summary of the Invention

[0006] The purpose of this invention is to overcome the shortcomings of the prior art by providing a soft hydrophilic contact lens, its materials, preparation method, and applications. By optimizing the lens material formulation and three-layer structure design, the hydrophilicity, mechanical properties, wearing comfort, optical performance, and service life of the lens are improved. At the same time, the preparation method is improved to increase production efficiency and product quality uniformity.

[0007] To achieve the above objectives, the technical solution adopted by the present invention is as follows: a soft hydrophilic contact lens material, comprising the following components by weight: 45-55 parts of hydroxyethyl methacrylate, 2-4 parts of ethylene glycol dimethacrylate, 5-8 parts of polyethylene glycol dimethacrylate, 1 part of methacrylic acid, 2-4 parts of 2-acrylamido-2-methylpropanesulfonic acid, 2-4 parts of N-tris(hydroxymethyl)methacrylamide, 3-5 parts of 3-[N,N-dimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]ammonium]propane-1-sulfonic acid inner salt, 0.8-1.2 parts of allyl-β-cyclodextrin, 1-3 parts of 1,4-di(methylimidazolium)butane dibromide, 0.2-0.6 parts of photoinitiator, 0.1-0.3 parts of colorant, 0.8-1.2 parts of ultraviolet light absorber, 1-3 parts of auxiliary additives, and 1-3 parts of ionic crosslinking agent.

[0008] Preferably, the polyethylene glycol dimethacrylate has a molecular weight of 600 and is provided by Guangzhou Yuanda New Materials Co., Ltd.

[0009] Preferably, the allyl-β-cyclodextrin is provided by Shandong Binzhou Zhiyuan Biotechnology Co., Ltd.

[0010] Preferably, the photoinitiator is Irgacure2959.

[0011] Preferably, the colorant is either phthalocyanine blue B or phthalocyanine green G.

[0012] Preferably, the ultraviolet light absorber is Ti-Pure™ R-796+.

[0013] Preferably, the auxiliary additive is a mixture of glycerol and vitamin E in a mass ratio of (3-5):1.

[0014] Preferably, the ionic crosslinking agent is a mixture of sodium carboxymethyl cellulose and calcium chloride in a mass ratio of (1-3):1.

[0015] Another objective of this invention is to provide a multi-ring defocusing soft hydrophilic contact lens made of the aforementioned soft hydrophilic contact lens material, comprising, from the inside out, an optical core layer, a defocusing functional layer, and a surface protective layer. The optical core layer is made of the aforementioned soft hydrophilic contact lens material. The composition of the defocusing functional layer is essentially the same as that of the optical core layer, except that the amount of methacrylic acid added is 3 parts. The composition of the surface protective layer is essentially the same as that of the optical core layer, except that the amount of methacrylic acid added is 5 parts.

[0016] Another object of the present invention is to provide a method for preparing the aforementioned multi-ring defocused soft hydrophilic contact lens, comprising the following steps:

[0017] Step S1, Prepolymer Solution Preparation: Hydroxyethyl methacrylate, ethylene glycol dimethacrylate, polyethylene glycol dimethacrylate, methacrylic acid, 2-acrylamido-2-methylpropanesulfonic acid, N-trismethylolmethacrylamide, 3-[N,N-dimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]ammonium]propane-1-sulfonic acid inner salt, allyl-β-cyclodextrin, photoinitiator, colorant, ultraviolet absorber, and auxiliary additives are added to a container and stirred until homogeneous to obtain a basic mixture. After homogeneous mixing of the ionic crosslinking agent and deionized water, the mixture is slowly added to the above basic mixture while stirring continuously to form a prepolymer solution.

[0018] Step S2, Layered Molding: First, the prepolymer liquid used to prepare the optical core layer is injected into the mold and pre-cured under ultraviolet light; after the optical core layer is pre-cured, the prepolymer liquid for the defocusing functional layer is injected to make it fully adhere to the optical core layer, and then cured under ultraviolet light again; finally, the prepolymer liquid for the surface protective layer is injected to complete the construction of the three-layer structure, and then cured under ultraviolet light for the third time.

[0019] Step S3, Post-processing: Remove the molded lens from the mold and soak it in a 1,4-di(methylimidazolium)butane dibromide solution at 50-60℃ for 10-20 hours. After removal, wash it several times with deionized water and physiological saline to remove residual impurities and unreacted components from the surface. Then, soak the lens in physiological saline for 18-24 hours to allow it to reach equilibrium water content. Finally, sterilize the lens under high temperature and high pressure to obtain a multi-ring defocused soft hydrophilic contact lens.

[0020] Preferably, the mass ratio of the ionic crosslinking agent to deionized water in step S1 is 1:(3-5).

[0021] Preferably, the curing time for the initial curing in step S2 is 10-15 minutes, and the light intensity is 50-80 mW / cm². 2 The second UV curing process takes 15-20 minutes and the light intensity is 60-90 mW / cm². 2 The third UV curing step takes 20-25 minutes and the light intensity is 70-100 mW / cm². 2 .

[0022] Preferably, the mass percentage concentration of the 1,4-di(methylimidazolium)butane dibromide solution in step S3 is 3-6%.

[0023] Preferably, the sterilization conditions in step S3 are 121°C, 0.1 MPa, and sterilization time of 20-30 minutes.

[0024] Another objective of this invention is to provide an application of the aforementioned multi-ring defocus soft hydrophilic contact lens in the prevention and control of myopia in adolescents.

[0025] Due to the application of the above technical solution, the present invention has the following beneficial effects:

[0026] (1) The soft hydrophilic contact lens material disclosed in this invention comprises the following components by weight: 45-55 parts of hydroxyethyl methacrylate, 2-4 parts of ethylene glycol dimethacrylate, 5-8 parts of polyethylene glycol dimethacrylate, 1 part of methacrylic acid, 2-4 parts of 2-acrylamido-2-methylpropanesulfonic acid, 2-4 parts of N-tris(hydroxymethyl)methacrylamide, 3-5 parts of 3-[N,N-dimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]ammonium]propane-1-sulfonic acid inner salt, 0.8-1.2 parts of allyl-β-cyclodextrin, 1-3 parts of 1,4-di(methylimidazolium)butane dibromide, 0.2-0.6 parts of photoinitiator, 0.1-0.3 parts of colorant, 0.8-1.2 parts of ultraviolet light absorber, 1-3 parts of auxiliary additives, and 1-3 parts of ionic crosslinking agent. Through the synergistic interaction of the various components, the resulting soft hydrophilic contact lens material exhibits superior hydrophilicity, mechanical properties, wearing comfort, optical performance, and lifespan. The introduction of 3-[N,N-dimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]ammonium]propane-1-sulfonic acid inner salt improves the compatibility between the lens and tears, enhances the lens's anti-fouling properties, and increases hydrophilicity. Allyl-β-cyclodextrin, with its unique cyclic structure, can encapsulate small molecules and, after participating in the polymerization reaction, positively impacts the lens's hydrophilicity, flexibility, and the sustained-release properties of drugs or active ingredients. Hydroxyethyl methacrylate, as the main component, provides the lens with hydrophilicity and flexibility. Ethylene glycol dimethacrylate and polyethylene glycol dimethacrylate, as crosslinking agents, work together with methacrylic acid to form a network structure with certain strength and stability through polymerization. The addition of 2-acrylamido-2-methylpropanesulfonic acid and N-tris(hydroxymethyl)methacrylamide further modulates the material's hydrophilicity and chemical activity, enhancing its performance. Photoinitiators, colorants, UV absorbers, auxiliary additives, and ionic crosslinkers work together; photoinitiators initiate polymerization reactions, colorants impart color to the lenses, UV absorbers protect the eyes from UV damage, auxiliary additives may improve the processing performance of the material, and ionic crosslinkers enhance the degree of crosslinking and stability of the material; the synergistic effect of these components makes the contact lens material formed by this formulation superior in performance to materials with single components or simple mixtures.

[0027] (2) The soft hydrophilic contact lens material disclosed in this invention uses 1,4-di(methylimidazolium)butane dibromide, which can undergo ion exchange reactions with the carboxyl and sulfonic acid groups (introduced by methacrylic acid and 2-acrylamido-2-methylpropanesulfonic acid, respectively) in the polymerized lens material to form an ionic cross-linked structure. Compared with the traditional covalent cross-linked structure, this effectively improves the flexibility of the lens, allowing it to better fit the eyeball and reduce foreign body sensation during wear. At the same time, the ionic cross-linked structure promotes the uniform distribution of ionic groups, enhances the hydrophilicity and anti-fouling ability of the lens, and significantly reduces protein deposition.

[0028] (3) The multi-ring defocus soft hydrophilic contact lens disclosed in this invention comprises, from the inside out, an optical core layer, a defocus functional layer, and a surface protective layer. The optical core layer is made of the aforementioned soft hydrophilic contact lens material. The composition of the defocus functional layer is basically the same as that of the optical core layer, except that the amount of methacrylic acid added is 3 parts. The composition of the surface protective layer is basically the same as that of the optical core layer, except that the amount of methacrylic acid added is 5 parts. The three-layer structure design, combined with the optimization of the characteristics of the ion-crosslinked hydrogel in each layer, not only ensures stable multi-ring defocus optical performance but also improves the overall hydrogel stability of the lens and extends its service life. By controlling the amount of methacrylic acid added in each layer, the influence of ionic groups on optical performance can be reduced, and the defocus effect can be optimized.

[0029] (4) The method for preparing the multi-ring defocused soft hydrophilic contact lens disclosed in this invention introduces a calcium chloride and sodium carboxymethyl cellulose complex as an ionic crosslinking agent. Through a special addition method during the preparation of the prepolymer solution, calcium ions and carboxyl groups form dynamic ionic bonds. Unlike the preparation of traditional covalently crosslinked hydrogels, this method, when constructing a three-dimensional network, utilizes ionic bonds to impart good flexibility and adaptability to the hydrogel, and through synergy with covalent crosslinking, solves the problem of traditional lenses being stiff and easily broken. During the layered molding process, by precisely controlling the amount of methacrylic acid and reaction conditions of each layer, a gradient distribution of the ionic crosslinked structure is achieved in the three layers. This precise control process not only ensures that the performance of each layer reaches the optimal level, but also achieves a tight bond between the layers, effectively solving the problem of easy delamination of traditional three-layer structure lenses. Through the reasonable selection of each step and process parameter, they can cooperate with each other, so that the prepared multi-ring defocused soft hydrophilic contact lens has excellent flexibility, stain resistance and optical stability, which can effectively improve the myopia prevention and control effect in adolescents. Detailed Implementation

[0030] The following description is intended to disclose the invention and enable those skilled in the art to implement it. The preferred embodiments described below are merely examples, and other obvious variations will occur to those skilled in the art.

[0031] Example 1

[0032] A soft hydrophilic contact lens material, by weight, comprises the following components: 45 parts hydroxyethyl methacrylate, 2 parts ethylene glycol dimethacrylate, 5 parts polyethylene glycol dimethacrylate, 1 part methacrylic acid, 2 parts 2-acrylamido-2-methylpropanesulfonic acid, 2 parts N-tris(hydroxymethyl)methacrylamide, 3 parts 3-[N,N-dimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]ammonium]propane-1-sulfonic acid inner salt, 0.8 parts allyl-β-cyclodextrin, 1 part 1,4-di(methylimidazolium)butane dibromide, 0.2 parts photoinitiator, 0.1 parts colorant, 0.8 parts ultraviolet light absorber, 1 part auxiliary additive, and 1 part ionic crosslinking agent.

[0033] The polyethylene glycol dimethacrylate has a molecular weight of 600 and is provided by Guangzhou Yuanda New Materials Co., Ltd.; the allyl-β-cyclodextrin is provided by Shandong Binzhou Zhiyuan Biotechnology Co., Ltd.; the photoinitiator is Irgacure2959; the colorant is phthalocyanine blue B; the ultraviolet light absorber is Ti-Pure™ R-796+; the auxiliary additive is a mixture of glycerol and vitamin E in a mass ratio of 3:1; and the ionic crosslinking agent is a mixture of sodium carboxymethyl cellulose and calcium chloride in a mass ratio of 1:1.

[0034] A multi-ring defocusing soft hydrophilic contact lens made of the aforementioned soft hydrophilic contact lens material comprises, from the inside out, an optical core layer, a defocusing functional layer, and a surface protective layer. The optical core layer is made of the aforementioned soft hydrophilic contact lens material. The composition of the defocusing functional layer is basically the same as that of the optical core layer, except that the amount of methacrylic acid added is 3 parts. The composition of the surface protective layer is basically the same as that of the optical core layer, except that the amount of methacrylic acid added is 5 parts.

[0035] A method for preparing the multi-ring defocused soft hydrophilic contact lens includes the following steps:

[0036] Step S1, Prepolymer Solution Preparation: Hydroxyethyl methacrylate, ethylene glycol dimethacrylate, polyethylene glycol dimethacrylate, methacrylic acid, 2-acrylamido-2-methylpropanesulfonic acid, N-trismethylolmethacrylamide, 3-[N,N-dimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]ammonium]propane-1-sulfonic acid inner salt, allyl-β-cyclodextrin, photoinitiator, colorant, ultraviolet absorber, and auxiliary additives are added to a container and stirred until homogeneous to obtain a basic mixture. After homogeneous mixing of the ionic crosslinking agent and deionized water, the mixture is slowly added to the above basic mixture while stirring continuously to form a prepolymer solution.

[0037] Step S2, Layered Molding: First, the prepolymer liquid used to prepare the optical core layer is injected into the mold and pre-cured under ultraviolet light; after the optical core layer is pre-cured, the prepolymer liquid for the defocusing functional layer is injected to make it fully adhere to the optical core layer, and then cured under ultraviolet light again; finally, the prepolymer liquid for the surface protective layer is injected to complete the construction of the three-layer structure, and then cured under ultraviolet light for the third time.

[0038] Step S3, Post-processing: Remove the molded lens from the mold and soak it in a 1,4-di(methylimidazolium)butane dibromide solution at 50℃ for 10 hours. After removal, wash it several times with deionized water and physiological saline to remove residual impurities and unreacted components on the surface. Then, soak the lens in physiological saline for 18 hours to reach equilibrium water content. Finally, sterilize the lens under high temperature and high pressure to obtain a multi-ring defocused soft hydrophilic contact lens.

[0039] The mass ratio of the ionic crosslinking agent to deionized water in step S1 is 1:3; the curing time for the initial curing in step S2 is 10 minutes, and the light intensity is 50 mW / cm². 2 The second UV curing process takes 15 minutes and the light intensity is 60 mW / cm². 2 The third UV curing process took 20 minutes and the light intensity was 70 mW / cm². 2 The mass percentage concentration of the 1,4-di(methylimidazolium)butane dibromide solution in step S3 is 3%; the sterilization conditions in step S3 are 121℃, 0.1MPa, and sterilization time of 20 minutes.

[0040] Application of the aforementioned multi-ring defocus soft hydrophilic contact lens in the prevention and control of myopia in adolescents.

[0041] Example 2

[0042] A soft hydrophilic contact lens material, by weight, comprises the following components: 47 parts hydroxyethyl methacrylate, 2.5 parts ethylene glycol dimethacrylate, 6 parts polyethylene glycol dimethacrylate, 1 part methacrylic acid, 2.5 parts 2-acrylamido-2-methylpropanesulfonic acid, 2.5 parts N-tris(hydroxymethyl)methacrylamide, 3.5 parts 3-[N,N-dimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]ammonium]propane-1-sulfonic acid inner salt, 0.9 parts allyl-β-cyclodextrin, 1.5 parts 1,4-di(methylimidazolium)butane dibromide, 0.3 parts photoinitiator, 0.15 parts colorant, 0.9 parts ultraviolet absorber, 1.5 parts auxiliary additives, and 1.5 parts ionic crosslinking agent.

[0043] The polyethylene glycol dimethacrylate has a molecular weight of 600 and is provided by Guangzhou Yuanda New Materials Co., Ltd.; the allyl-β-cyclodextrin is provided by Shandong Binzhou Zhiyuan Biotechnology Co., Ltd.; the photoinitiator is Irgacure2959; the colorant is phthalocyanine green G; the ultraviolet absorber is Ti-Pure™ R-796+; the auxiliary additive is a mixture of glycerol and vitamin E in a mass ratio of 3.5:1; and the ionic crosslinking agent is a mixture of sodium carboxymethyl cellulose and calcium chloride in a mass ratio of 1.5:1.

[0044] A multi-ring defocusing soft hydrophilic contact lens made of the aforementioned soft hydrophilic contact lens material comprises, from the inside out, an optical core layer, a defocusing functional layer, and a surface protective layer. The optical core layer is made of the aforementioned soft hydrophilic contact lens material. The composition of the defocusing functional layer is basically the same as that of the optical core layer, except that the amount of methacrylic acid added is 3 parts. The composition of the surface protective layer is basically the same as that of the optical core layer, except that the amount of methacrylic acid added is 5 parts.

[0045] A method for preparing the multi-ring defocused soft hydrophilic contact lens includes the following steps:

[0046] Step S1, Prepolymer Solution Preparation: Hydroxyethyl methacrylate, ethylene glycol dimethacrylate, polyethylene glycol dimethacrylate, methacrylic acid, 2-acrylamido-2-methylpropanesulfonic acid, N-trismethylolmethacrylamide, 3-[N,N-dimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]ammonium]propane-1-sulfonic acid inner salt, allyl-β-cyclodextrin, photoinitiator, colorant, ultraviolet absorber, and auxiliary additives are added to a container and stirred until homogeneous to obtain a basic mixture. After homogeneous mixing of the ionic crosslinking agent and deionized water, the mixture is slowly added to the above basic mixture while stirring continuously to form a prepolymer solution.

[0047] Step S2, Layered Molding: First, the prepolymer liquid used to prepare the optical core layer is injected into the mold and pre-cured under ultraviolet light; after the optical core layer is pre-cured, the prepolymer liquid for the defocusing functional layer is injected to make it fully adhere to the optical core layer, and then cured under ultraviolet light again; finally, the prepolymer liquid for the surface protective layer is injected to complete the construction of the three-layer structure, and then cured under ultraviolet light for the third time.

[0048] Step S3, Post-processing: Remove the molded lens from the mold and soak it in a 1,4-di(methylimidazolium)butane dibromide solution at 53°C for 12 hours. After removal, wash it several times with deionized water and physiological saline to remove residual impurities and unreacted components from the surface. Then, soak the lens in physiological saline for 20 hours to reach equilibrium water content. Finally, sterilize the lens under high temperature and high pressure to obtain a multi-ring defocus soft hydrophilic contact lens.

[0049] In step S1, the mass ratio of the ionic crosslinking agent to deionized water is 1:3.5; in step S2, the initial curing time is 12 minutes, and the light intensity is 60 mW / cm². 2 The second UV curing process took 17 minutes and the light intensity was 70 mW / cm². 2 The third UV curing cycle was 22 minutes, with a light intensity of 80 mW / cm². 2 The mass percentage concentration of the 1,4-di(methylimidazolium)butane dibromide solution in step S3 is 4%; the sterilization conditions in step S3 are 121℃, 0.1MPa, and sterilization time of 23 minutes.

[0050] Application of the aforementioned multi-ring defocus soft hydrophilic contact lens in the prevention and control of myopia in adolescents.

[0051] Example 3

[0052] A soft hydrophilic contact lens material, by weight, comprises the following components: 50 parts hydroxyethyl methacrylate, 3 parts ethylene glycol dimethacrylate, 6.5 parts polyethylene glycol dimethacrylate, 1 part methacrylic acid, 3 parts 2-acrylamido-2-methylpropanesulfonic acid, 3 parts N-tris(hydroxymethyl)methacrylamide, 4 parts 3-[N,N-dimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]ammonium]propane-1-sulfonic acid inner salt, 1 part allyl-β-cyclodextrin, 2 parts 1,4-di(methylimidazolium)butane dibromide, 0.4 parts photoinitiator, 0.2 parts colorant, 1 part ultraviolet absorber, 2 parts auxiliary additives, and 2 parts ionic crosslinking agent.

[0053] The polyethylene glycol dimethacrylate has a molecular weight of 600 and is provided by Guangzhou Yuanda New Materials Co., Ltd.; the allyl-β-cyclodextrin is provided by Shandong Binzhou Zhiyuan Biotechnology Co., Ltd.; the photoinitiator is Irgacure2959; the colorant is phthalocyanine blue B; the ultraviolet light absorber is Ti-Pure™ R-796+; the auxiliary additive is a mixture of glycerol and vitamin E in a mass ratio of 4:1; and the ionic crosslinking agent is a mixture of sodium carboxymethyl cellulose and calcium chloride in a mass ratio of 2:1.

[0054] A multi-ring defocusing soft hydrophilic contact lens made of the aforementioned soft hydrophilic contact lens material comprises, from the inside out, an optical core layer, a defocusing functional layer, and a surface protective layer. The optical core layer is made of the aforementioned soft hydrophilic contact lens material. The composition of the defocusing functional layer is basically the same as that of the optical core layer, except that the amount of methacrylic acid added is 3 parts. The composition of the surface protective layer is basically the same as that of the optical core layer, except that the amount of methacrylic acid added is 5 parts.

[0055] A method for preparing the multi-ring defocused soft hydrophilic contact lens includes the following steps:

[0056] Step S1, Prepolymer Solution Preparation: Hydroxyethyl methacrylate, ethylene glycol dimethacrylate, polyethylene glycol dimethacrylate, methacrylic acid, 2-acrylamido-2-methylpropanesulfonic acid, N-trismethylolmethacrylamide, 3-[N,N-dimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]ammonium]propane-1-sulfonic acid inner salt, allyl-β-cyclodextrin, photoinitiator, colorant, ultraviolet absorber, and auxiliary additives are added to a container and stirred until homogeneous to obtain a basic mixture. After homogeneous mixing of the ionic crosslinking agent and deionized water, the mixture is slowly added to the above basic mixture while stirring continuously to form a prepolymer solution.

[0057] Step S2, Layered Molding: First, the prepolymer liquid used to prepare the optical core layer is injected into the mold and pre-cured under ultraviolet light; after the optical core layer is pre-cured, the prepolymer liquid for the defocusing functional layer is injected to make it fully adhere to the optical core layer, and then cured under ultraviolet light again; finally, the prepolymer liquid for the surface protective layer is injected to complete the construction of the three-layer structure, and then cured under ultraviolet light for the third time.

[0058] Step S3, Post-processing: Remove the molded lens from the mold and soak it in a 1,4-di(methylimidazolium)butane dibromide solution at 55℃ for 15 hours. After removal, wash it several times with deionized water and physiological saline to remove residual impurities and unreacted components on the surface. Then, soak the lens in physiological saline for 21 hours to reach equilibrium water content. Finally, sterilize the lens under high temperature and high pressure to obtain a multi-ring defocused soft hydrophilic contact lens.

[0059] The mass ratio of the ionic crosslinking agent to deionized water in step S1 is 1:4; the curing time for the initial curing in step S2 is 13 minutes, and the light intensity is 65 mW / cm². 2 The second UV curing process took 18 minutes and the light intensity was 75 mW / cm². 2 The third UV curing cycle was 23 minutes, with a light intensity of 85 mW / cm². 2 The mass percentage concentration of the 1,4-di(methylimidazolium)butane dibromide solution in step S3 is 4.5%; the sterilization conditions in step S3 are 121℃, 0.1MPa, and sterilization time of 25 minutes.

[0060] Application of the aforementioned multi-ring defocus soft hydrophilic contact lens in the prevention and control of myopia in adolescents.

[0061] Example 4

[0062] A soft hydrophilic contact lens material, by weight, comprises the following components: 53 parts hydroxyethyl methacrylate, 3.5 parts ethylene glycol dimethacrylate, 7.5 parts polyethylene glycol dimethacrylate, 1 part methacrylic acid, 3.5 parts 2-acrylamido-2-methylpropanesulfonic acid, 3.5 parts N-tris(hydroxymethyl)methacrylamide, 4.5 parts 3-[N,N-dimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]ammonium]propane-1-sulfonic acid inner salt, 1.1 parts allyl-β-cyclodextrin, 2.5 parts 1,4-di(methylimidazolium)butane dibromide, 0.55 parts photoinitiator, 0.25 parts colorant, 1.1 parts ultraviolet absorber, 2.5 parts auxiliary additives, and 2.5 parts ionic crosslinking agent.

[0063] The polyethylene glycol dimethacrylate has a molecular weight of 600 and is provided by Guangzhou Yuanda New Materials Co., Ltd.; the allyl-β-cyclodextrin is provided by Shandong Binzhou Zhiyuan Biotechnology Co., Ltd.; the photoinitiator is Irgacure2959; the colorant is phthalocyanine green G; the ultraviolet absorber is Ti-Pure™ R-796+; the auxiliary additive is a mixture of glycerol and vitamin E in a mass ratio of 4.5:1; and the ionic crosslinking agent is a mixture of sodium carboxymethyl cellulose and calcium chloride in a mass ratio of 2.5:1.

[0064] A multi-ring defocusing soft hydrophilic contact lens made of the aforementioned soft hydrophilic contact lens material comprises, from the inside out, an optical core layer, a defocusing functional layer, and a surface protective layer. The optical core layer is made of the aforementioned soft hydrophilic contact lens material. The composition of the defocusing functional layer is basically the same as that of the optical core layer, except that the amount of methacrylic acid added is 3 parts. The composition of the surface protective layer is basically the same as that of the optical core layer, except that the amount of methacrylic acid added is 5 parts.

[0065] A method for preparing the multi-ring defocused soft hydrophilic contact lens includes the following steps:

[0066] Step S1, Prepolymer Solution Preparation: Hydroxyethyl methacrylate, ethylene glycol dimethacrylate, polyethylene glycol dimethacrylate, methacrylic acid, 2-acrylamido-2-methylpropanesulfonic acid, N-trismethylolmethacrylamide, 3-[N,N-dimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]ammonium]propane-1-sulfonic acid inner salt, allyl-β-cyclodextrin, photoinitiator, colorant, ultraviolet absorber, and auxiliary additives are added to a container and stirred until homogeneous to obtain a basic mixture. After homogeneous mixing of the ionic crosslinking agent and deionized water, the mixture is slowly added to the above basic mixture while stirring continuously to form a prepolymer solution.

[0067] Step S2, Layered Molding: First, the prepolymer liquid used to prepare the optical core layer is injected into the mold and pre-cured under ultraviolet light; after the optical core layer is pre-cured, the prepolymer liquid for the defocusing functional layer is injected to make it fully adhere to the optical core layer, and then cured under ultraviolet light again; finally, the prepolymer liquid for the surface protective layer is injected to complete the construction of the three-layer structure, and then cured under ultraviolet light for the third time.

[0068] Step S3, Post-processing: Remove the molded lens from the mold and soak it in a 1,4-di(methylimidazolium)butane dibromide solution at 58°C for 18 hours. After removal, wash it several times with deionized water and physiological saline to remove residual impurities and unreacted components from the surface. Then, soak the lens in physiological saline for 23 hours to reach equilibrium water content. Finally, sterilize the lens under high temperature and high pressure to obtain a multi-ring defocused soft hydrophilic contact lens.

[0069] In step S1, the mass ratio of the ionic crosslinking agent to deionized water is 1:4.5; in step S2, the initial curing time is 14 minutes, and the light intensity is 75 mW / cm². 2 The second UV curing process took 19 minutes and the light intensity was 85 mW / cm². 2 The third UV curing cycle was 24 minutes, with a light intensity of 95 mW / cm². 2 The mass percentage concentration of the 1,4-di(methylimidazolium)butane dibromide solution in step S3 is 5.5%; the sterilization conditions in step S3 are 121℃, 0.1MPa, and sterilization time of 28 minutes.

[0070] Application of the aforementioned multi-ring defocus soft hydrophilic contact lens in the prevention and control of myopia in adolescents.

[0071] Example 5

[0072] A soft hydrophilic contact lens material, by weight, comprises the following components: 55 parts hydroxyethyl methacrylate, 4 parts ethylene glycol dimethacrylate, 8 parts polyethylene glycol dimethacrylate, 1 part methacrylic acid, 4 parts 2-acrylamido-2-methylpropanesulfonic acid, 4 parts N-tris(hydroxymethyl)methacrylamide, 5 parts 3-[N,N-dimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]ammonium]propane-1-sulfonic acid inner salt, 1.2 parts allyl-β-cyclodextrin, 3 parts 1,4-di(methylimidazolium)butane dibromide, 0.6 parts photoinitiator, 0.3 parts colorant, 1.2 parts ultraviolet light absorber, 3 parts auxiliary additives, and 3 parts ionic crosslinking agent.

[0073] The polyethylene glycol dimethacrylate has a molecular weight of 600 and is provided by Guangzhou Yuanda New Materials Co., Ltd.; the allyl-β-cyclodextrin is provided by Shandong Binzhou Zhiyuan Biotechnology Co., Ltd.; the photoinitiator is Irgacure2959; the colorant is phthalocyanine blue B; the ultraviolet light absorber is Ti-Pure™ R-796+; the auxiliary additive is a mixture of glycerol and vitamin E in a mass ratio of 5:1; and the ionic crosslinking agent is a mixture of sodium carboxymethyl cellulose and calcium chloride in a mass ratio of 3:1.

[0074] A multi-ring defocusing soft hydrophilic contact lens made of the aforementioned soft hydrophilic contact lens material comprises, from the inside out, an optical core layer, a defocusing functional layer, and a surface protective layer. The optical core layer is made of the aforementioned soft hydrophilic contact lens material. The composition of the defocusing functional layer is basically the same as that of the optical core layer, except that the amount of methacrylic acid added is 3 parts. The composition of the surface protective layer is basically the same as that of the optical core layer, except that the amount of methacrylic acid added is 5 parts.

[0075] A method for preparing the multi-ring defocused soft hydrophilic contact lens includes the following steps:

[0076] Step S1, Prepolymer Solution Preparation: Hydroxyethyl methacrylate, ethylene glycol dimethacrylate, polyethylene glycol dimethacrylate, methacrylic acid, 2-acrylamido-2-methylpropanesulfonic acid, N-trismethylolmethacrylamide, 3-[N,N-dimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]ammonium]propane-1-sulfonic acid inner salt, allyl-β-cyclodextrin, photoinitiator, colorant, ultraviolet absorber, and auxiliary additives are added to a container and stirred until homogeneous to obtain a basic mixture. After homogeneous mixing of the ionic crosslinking agent and deionized water, the mixture is slowly added to the above basic mixture while stirring continuously to form a prepolymer solution.

[0077] Step S2, Layered Molding: First, the prepolymer liquid used to prepare the optical core layer is injected into the mold and pre-cured under ultraviolet light; after the optical core layer is pre-cured, the prepolymer liquid for the defocusing functional layer is injected to make it fully adhere to the optical core layer, and then cured under ultraviolet light again; finally, the prepolymer liquid for the surface protective layer is injected to complete the construction of the three-layer structure, and then cured under ultraviolet light for the third time.

[0078] Step S3, Post-processing: Remove the molded lens from the mold and soak it in a 1,4-di(methylimidazolium)butane dibromide solution at 60℃ for 20 hours. After removal, wash it several times with deionized water and physiological saline to remove residual impurities and unreacted components on the surface. Then, soak the lens in physiological saline for 24 hours to reach equilibrium water content. Finally, sterilize the lens under high temperature and high pressure to obtain a multi-ring defocus soft hydrophilic contact lens.

[0079] The mass ratio of the ionic crosslinking agent to deionized water in step S1 is 1:5; the curing time for the initial curing in step S2 is 15 minutes, and the light intensity is 80 mW / cm². 2 The second UV curing process takes 20 minutes and the light intensity is 90 mW / cm². 2 The third UV curing process took 25 minutes and the light intensity was 100 mW / cm². 2 The mass percentage concentration of the 1,4-di(methylimidazolium)butane dibromide solution in step S3 is 6%; the sterilization conditions in step S3 are 121℃, 0.1MPa, and sterilization time of 30 minutes.

[0080] Application of the aforementioned multi-ring defocus soft hydrophilic contact lens in the prevention and control of myopia in adolescents.

[0081] Comparative Example 1

[0082] This example provides a soft hydrophilic contact lens, its material, preparation method, and application, which are basically the same as those in Example 1. The difference is that 3-[N,N-dimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]ammonium]propane-1-sulfonic acid inner salt is not added, and an equal amount of ethylene glycol dimethacrylate is used instead of polyethylene glycol dimethacrylate.

[0083] Comparative Example 2

[0084] This example provides a soft hydrophilic contact lens, its material, preparation method, and application, which are basically the same as those in Example 1, except that allyl-β-cyclodextrin and 1,4-di(methylimidazolium)butane dibromide are not added.

[0085] To further illustrate the beneficial technical effects of the soft hydrophilic contact lenses and their materials involved in the various embodiments of the present invention, relevant performance tests were conducted on the soft hydrophilic contact lenses involved in each example. The test results are shown in Table 1. The thickness of the optical core layer of the test sample was 0.12 mm, the thickness of the defocusing functional layer was 0.1 mm, and the thickness of the surface protective layer was 0.08 mm. The test methods are as follows:

[0086] Moisture content: Moisture content was tested in accordance with GB / T 11417.7-2012.

[0087] (2) Flexibility: The lens was cut into strip-shaped standard specimens with a width of 5 mm and a length of 20 mm. One end was fixed to the universal testing machine with a special clamp to ensure that the specimen was firmly fixed and free of stress concentration. The other end was subjected to a uniform bending force through the moving clamp of the testing machine, bending the specimen to 180° at a rate of 1 mm / min and holding it for 10 seconds. After the bending force was released, the time required for the specimen to return to its initial flat state was recorded using the high-precision displacement sensor and data acquisition system of the testing machine. The shorter the time, the better the flexibility. Each specimen was tested three times, and the average value was taken as the final result.

[0088] (3) Anti-fouling performance: The specific composition of the simulated tear protein solution is as follows: human serum albumin 2.0 g / L, lysozyme 0.2 g / L, lactoferrin 1.0 g / L, immunoglobulin A 0.2 g / L. The above protein components are dissolved in a buffer salt solution containing 0.9% sodium chloride, 0.02% potassium chloride, 0.02% calcium chloride, and 0.01% magnesium chloride. The pH value is adjusted to 7.4 with 1 mol / L hydrochloric acid or sodium hydroxide solution. After making up the volume, the solution is filtered through a 0.22 μm filter membrane for sterilization and stored at 4℃ for later use. The lenses are placed in the simulated tear protein solution and shaken at 37℃ for 12 hours. The remaining protein content in the solution is determined by spectrophotometry, and the protein adsorption rate is calculated.

[0089] (4) Light transmittance: The light transmittance was tested according to the method in GB / T 11417.5-2012 "Ophthalmic Contact Lenses Part 5: Test Methods for Optical Performance".

[0090] Table 1. Performance test results of soft hydrophilic contact mirrors

[0091] project Moisture content flexibility antifouling performance Light transmittance unit % s % % Example 1 55 2.5 15 ＞95 Example 2 57 2.1 13 ＞95 Example 3 58 1.5 10 ＞97 Example 4 60 1.3 9 ＞97 Example 5 61 1.0 7 ＞98 Comparative Example 1 49 3.8 20 ＜92 Comparative Example 2 47 4.2 23 ＜89

[0092] As can be seen from the table above, the soft hydrophilic contact mirrors and their materials involved in the embodiments of the present invention have better hydrophilicity, flexibility, and anti-fouling properties than the comparative products, and superior optical performance. The combined use of 3-[N,N-dimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]ammonium]propane-1-sulfonic acid inner salt, polyethylene glycol dimethacrylate, allyl-β-cyclodextrin, and 1,4-di(methylimidazolium)butane dibromide is beneficial to improving the above properties.

[0093] The above embodiments are only for illustrating the technical concept and features of the present invention. Their purpose is to enable those skilled in the art to understand the content of the present invention and implement it accordingly. They should not be used to limit the scope of protection of the present invention. All equivalent changes or modifications made in accordance with the spirit and essence of the present invention should be covered within the scope of protection of the present invention.

Claims

1. A multi-ring defocusing soft hydrophilic contact lens made of soft hydrophilic contact lens material, characterized in that, From the inside out, it includes an optical core layer, a defocusing functional layer, and a surface protective layer. The optical core layer is made of a soft hydrophilic contact lens material. The composition of the defocusing functional layer is basically the same as that of the optical core layer, except that the amount of methacrylic acid added is 3 parts. The composition of the surface protective layer is basically the same as that of the optical core layer, except that the amount of methacrylic acid added is 5 parts. The soft hydrophilic contact lens material, by weight, comprises the following components: 45-55 parts hydroxyethyl methacrylate, 2-4 parts ethylene glycol dimethacrylate, 5-8 parts polyethylene glycol dimethacrylate, 1 part methacrylic acid, 2-4 parts 2-acrylamido-2-methylpropanesulfonic acid, 2-4 parts N-tris(hydroxymethyl)methacrylamide, 3-5 parts 3-[N,N-dimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]ammonium]propane-1-sulfonic acid inner salt, 0.8-1.2 parts allyl-β-cyclodextrin, 1-3 parts 1,4-di(methylimidazolium)butane dibromide, 0.2-0.6 parts photoinitiator, 0.1-0.3 parts colorant, 0.8-1.2 parts ultraviolet absorber, 1-3 parts auxiliary additives, and 1-3 parts ionic crosslinking agent; The preparation method of the multi-ring defocused soft hydrophilic contact lens includes the following steps: Step S1, Prepolymer Solution Preparation: Hydroxyethyl methacrylate, ethylene glycol dimethacrylate, polyethylene glycol dimethacrylate, methacrylic acid, 2-acrylamido-2-methylpropanesulfonic acid, N-trismethylolmethacrylamide, 3-[N,N-dimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]ammonium]propane-1-sulfonic acid inner salt, allyl-β-cyclodextrin, photoinitiator, colorant, ultraviolet absorber, and auxiliary additives are added to a container and stirred until homogeneous to obtain a basic mixture. After homogeneous mixing of the ionic crosslinking agent and deionized water, the mixture is slowly added to the above basic mixture while stirring continuously to form a prepolymer solution. Step S2, Layered Molding: First, the prepolymer liquid used to prepare the optical core layer is injected into the mold and pre-cured under ultraviolet light; After the optical core layer has initially cured, the defocusing functional layer prepolymer liquid is injected to ensure it fully adheres to the optical core layer, and then UV curing is performed again. Finally, the surface protective layer prepolymer liquid is injected to complete the construction of the three-layer structure, and then UV curing is performed a third time. Step S3, Post-processing: Remove the molded lens from the mold and soak it in a 1,4-di(methylimidazolium)butane dibromide solution at 50-60℃ for 10-20 hours. After removal, wash it several times with deionized water and physiological saline to remove residual impurities and unreacted components from the surface. Then, soak the lens in physiological saline for 18-24 hours to allow it to reach equilibrium water content. Finally, sterilize the lens under high temperature and high pressure to obtain a multi-ring defocused soft hydrophilic contact lens.

2. The multi-ring defocus soft hydrophilic contact lens made of the soft hydrophilic contact lens material according to claim 1, characterized in that, The molecular weight of the polyethylene glycol dimethacrylate is 600.

3. The multi-ring defocus soft hydrophilic contact lens made of the soft hydrophilic contact lens material according to claim 1, characterized in that, The photoinitiator is Irgacure 2959; the colorant is either phthalocyanine blue B or phthalocyanine green G.

4. A multi-ring defocusing soft hydrophilic contact lens made of the soft hydrophilic contact lens material according to claim 1, characterized in that, The ultraviolet light absorber is Ti-Pure™ R-796+; the auxiliary additive is a mixture of glycerol and vitamin E in a mass ratio of (3-5):

1.

5. A multi-ring defocusing soft hydrophilic contact lens made of the soft hydrophilic contact lens material according to claim 1, characterized in that, The ionic crosslinking agent is a mixture of sodium carboxymethyl cellulose and calcium chloride in a mass ratio of (1-3):

1.

6. A multi-ring defocusing soft hydrophilic contact lens made of the soft hydrophilic contact lens material according to claim 1, characterized in that, The mass ratio of the ionic crosslinking agent to deionized water in step S1 is 1:(3-5); the curing time for the initial curing in step S2 is 10-15 minutes, and the light intensity is 50-80 mW / cm². 2 The second UV curing process takes 15-20 minutes and the light intensity is 60-90 mW / cm². 2 The third UV curing step takes 20-25 minutes and the light intensity is 70-100 mW / cm². 2 .

7. A multi-ring defocusing soft hydrophilic contact lens made of the soft hydrophilic contact lens material according to claim 1, characterized in that, The mass percentage concentration of the 1,4-di(methylimidazolium)butane dibromide solution in step S3 is 3-6%; the sterilization conditions in step S3 are 121℃, 0.1MPa, and sterilization time of 20-30 minutes.