Contact lens and method of manufacturing the same

Abstract

The present invention is a contact lens and a method for manufacturing the same. The contact lens comprises a lens body and a hydrophilic surface modification layer. The lens body is formed by a lens composition comprising a reactive additive, wherein the reactive additive has a reactive functional group, and the surface of the lens body has the reactive functional group. The hydrophilic surface modification layer comprises a modification layer and a hydrophilic layer, the modification layer is covalently bonded to the surface of the lens body by the reactive functional group, and the hydrophilic layer is formed on the modification layer by covalently bonding a hydrophilic compound to the modification layer. The contact lens of the present invention has excellent hydrophilicity and durability, and the modification layer has good adhesion. Since the lens body is formed by a lens composition comprising a reactive additive, the manufacturing process is simplified, and the complexity of the process is reduced.

Description

Technical Field

[0001] This disclosure pertains to a contact lens and its manufacturing method. Background Technology

[0002] As contact lenses become increasingly popular, wearers are placing greater emphasis on their comfort, lubrication, and oxygen permeability. Using highly permeable materials in contact lens manufacturing has become a trend, driving manufacturers to use siloxane-based materials in the production of silicone hydrogel lenses. However, silicone hydrogel lenses are hydrophobic, resulting in poor wettability. Therefore, manufacturers are focusing on developing technologies for treating lens surfaces, such as plasma treatment; however, plasma treatment suffers from high production costs.

[0003] In view of the above, there is a need to provide a new technology for treating the surface of lenses. Summary of the Invention

[0004] This disclosure provides a contact lens comprising a lens body and a hydrophilic surface modification layer. The lens body is formed from a lens composition including reactive additives, wherein the reactive additives have reactive functional groups, and the surface of the lens body has reactive functional groups. The hydrophilic surface modification layer includes a modification layer and a first hydrophilic layer, wherein the modification layer is covalently bonded to the reactive functional groups and attached to the surface of the lens body, and the first hydrophilic layer is formed on the modification layer by covalent bonding of a first hydrophilic compound to the modification layer.

[0005] In some embodiments, the hydrophilic surface modification layer includes a plurality of hydrophilic resin structures dispersed on a first portion of the surface of the lens, with a second portion of the surface of the lens exposed.

[0006] In some embodiments, the modification layer is formed on the surface of the mirror by covalent bonding of a nitrogen-containing heterocyclic azetidinium group, epoxy group, vinyl group, or combination thereof to a reactive functional group.

[0007] In some embodiments, the nitrogen-containing heterocyclic butyronitrile compounds include epichlorohydrin-functionalized polyamines, epichlorohydrin-functionalized polyamidoamines, or combinations thereof.

[0008] In some embodiments, the reactive functional group includes a carboxyl group, an amino group, a thiol group, a hydroxyl group, or a combination thereof.

[0009] In some embodiments, the reactive additives include acrylic acid, methacrylic acid, maleic acid, fumaric acid, aconiticacid, mesaconic acid, citraconic acid, itaconic acid, angelic acid, allylamine, 2-acrylamido-2-methylpropanesulfonic acid, vinylsulfonic acid, or combinations thereof.

[0010] In some embodiments, the content of reactive additives in the lens composition is between 0.1 wt% and 10 wt%.

[0011] In some embodiments, the first hydrophilic compound includes a monosaccharide having a carboxyl or amino group, a disaccharide having a carboxyl or amino group, an oligosaccharide having a carboxyl or amino group, a polysaccharide having a carboxyl or amino group, or a combination thereof.

[0012] In some embodiments, the first hydrophilic compound includes hyaluronic acid, alginic acid, chondroitin sulfate, polyglutamic acid, sodium pyrrolidone carboxylate (sodium PCA), nicotinamide, derivatives of the above compounds, salts of the above acids, or combinations thereof.

[0013] In some embodiments, the first hydrophilic compound is a copolymer formed by copolymerizing at least one first monomer and at least one second monomer, wherein the first monomer is a reactive vinyl monomer containing a carboxyl or amino group, and the second monomer is a non-reactive vinyl monomer.

[0014] In some embodiments, the reactive vinyl monomers include acrylic acid, vinyl-functionalized acrylic acid, methacrylic acid, maleic acid, fumaric acid, aconitic acid, nicotinic acid, citraconic acid, itaconic acid, angelic acid, allylamine, 2-acrylamido-2-methylpropanesulfonic acid, vinylsulfonic acid, or combinations thereof.

[0015] In some embodiments, the non-reactive vinyl monomers include acrylamide, phosphocholine, polyethylene glycol, 2-aminoethyl methacrylate hydrochloride, N-vinylpyrrolidone, N,N-dimethacrylamide, or combinations thereof.

[0016] In some embodiments, the non-reactive ethylene monomer comprises at least 55 wt% of at least one first monomer and at least one second monomer.

[0017] In some embodiments, the hydrophilic surface modification layer further includes a second hydrophilic layer, which is formed on the first hydrophilic layer by covalent bonding of a second hydrophilic compound to the first hydrophilic layer.

[0018] In some embodiments, the hydrophilic surface modification layer has a thickness of less than or equal to 100 nm.

[0019] In some embodiments, the contact lens of any of the foregoing embodiments has a contact angle hysteresis of less than or equal to 30 degrees.

[0020] This disclosure provides a method for manufacturing a contact lens, comprising the following operations: (i) curing a lens composition to form a lens body, wherein the lens composition includes a reactive additive having reactive functional groups, and the surface of the lens body has reactive functional groups. (ii) surface modification of the lens body, comprising: forming a modification layer on the lens body, wherein the modification layer is covalently bonded to the reactive functional groups and attached to the surface of the lens body; and contacting the lens body having the modification layer with a first hydrophilic compound, wherein the first hydrophilic compound reacts with the modification layer to form a covalent bond, thereby forming a first hydrophilic layer on the modification layer.

[0021] In some embodiments, the surface modification of the mirror body is performed during the extraction and wetting process.

[0022] In some embodiments, forming a modification layer on the mirror body includes contacting the mirror body with a compound containing nitrogen-containing heterocyclic butyronitrile, epoxy group, vinyl group, or a combination thereof, wherein the compound reacts with a reactive functional group to form a covalent bond to form the modification layer.

[0023] In some embodiments, the first reaction time between the compound and the reactive functional group is between 10 minutes and 12 hours, and the second reaction time between the first hydrophilic compound and the modification layer is between 10 minutes and 12 hours.

[0024] In some embodiments, the contacting of the mirror body with a compound containing nitrogen-containing heterocyclic butylene, epoxy group, vinyl group, or a combination thereof is carried out at a first reaction temperature of 20°C to 140°C.

[0025] In some implementations, the initial reaction temperature is between 20°C and 40°C.

[0026] In some embodiments, the nitrogen-containing heterocyclic butyronitrile compounds include epichlorohydrin-functionalized polyamines containing nitrogen-containing heterocyclic butyronitrile, epichlorohydrin-functionalized polyamidoamines containing nitrogen-containing heterocyclic butyronitrile, or combinations thereof.

[0027] In some embodiments, the mirror body is not treated with plasma treatment before surface finishing.

[0028] In some embodiments, the reactive functional group includes a carboxyl group, an amino group, a thiol group, a hydroxyl group, or a combination thereof.

[0029] In some embodiments, the reactive additives include acrylic acid, methacrylic acid, maleic acid, fumaric acid, aconitic acid, nicotinic acid, citraconic acid, itaconic acid, angelic acid, allylamine, 2-acrylamido-2-methylpropanesulfonic acid, vinyl sulfonic acid, or combinations thereof.

[0030] In some embodiments, the content of reactive additives in the lens composition is between 0.1 wt% and 10 wt%.

[0031] In some embodiments, the first hydrophilic compound includes monosaccharides having carboxyl or amino groups, disaccharides having carboxyl or amino groups, oligosaccharides having carboxyl or amino groups, polysaccharides having carboxyl or amino groups, or combinations thereof.

[0032] In some embodiments, the first hydrophilic compound is a copolymer formed by copolymerizing at least one first monomer and at least one second monomer, wherein the first monomer is a reactive vinyl monomer containing a carboxyl or amino group, and the second monomer is a non-reactive vinyl monomer.

[0033] In some embodiments, the reactive vinyl monomers include acrylic acid, vinyl-functionalized acrylic acid, methacrylic acid, maleic acid, fumaric acid, aconitic acid, nicotinic acid, citraconic acid, itaconic acid, angelic acid, allylamine, 2-acrylamido-2-methylpropanesulfonic acid, vinylsulfonic acid, or combinations thereof.

[0034] In some embodiments, the non-reactive vinyl monomers include acrylamide, choline phosphate, polyethylene glycol, 2-aminoethyl methacrylate hydrochloride, N-vinylpyrrolidone, N,N-dimethylacrylamide, or combinations thereof.

[0035] In some embodiments, the method of manufacturing contact lenses further includes contacting a lens body having a modification layer and a first hydrophilic layer with a second hydrophilic compound, wherein the second hydrophilic compound reacts with the first hydrophilic layer to form a covalent bond, thereby forming a second hydrophilic layer on the first hydrophilic layer.

[0036] It should be understood that the foregoing general description and the following specific description are merely exemplary and explanatory, and are intended to provide further explanation of the claimed content of this disclosure. Attached Figure Description

[0037] The above-described and other states, features, and advantages disclosed herein will be more clearly understood by referring to the specification and accompanying drawings, wherein:

[0038] Figure 1 The image is a phase image taken with an atomic force microscope of the high oxygen permeability silica hydrogel lens of Example 1.

[0039] Figure 2 The image is a photograph taken with an atomic force microscope (AFM) of the surface-treated, high oxygen permeability silicone hydrogel contact lens of Example 2.

[0040] Figure 3 A photograph taken with AFM of an Alcon Dailies Total 1 lens.

[0041] Figure 4 This is a diagram from a contact angle hysteresis experiment of silicone hydrogel contact lenses.

[0042] Figure 5 This is a diagram showing the transmittance of silicone hydrogel contact lenses after staining.

[0043] Figures 6 to 8B This is a diagram from a contact angle hysteresis experiment of silicone hydrogel contact lenses.

[0044] Figures 9A to 9B This is a diagram showing the transmittance of silicone hydrogel contact lenses after staining.

[0045] Figures 10 to 11 This is a diagram from a contact angle hysteresis experiment of silicone hydrogel contact lenses.

[0046] Figures 12 to 16 These are indentation test images of silicone hydrogel contact lenses in different embodiments and comparative examples. Detailed Implementation

[0047] The following drawings disclose several embodiments of this disclosure. For clarity, many practical details will be described in the following description. However, it should be understood that these practical details should not be used to limit the disclosure. That is, in some embodiments of this disclosure, these practical details are not essential. In addition, for the sake of simplicity, some existing conventional structures and components will be shown in the drawings in a simple schematic manner.

[0048] In this document, the range expressed as "from one value to another" is a concise way of representing a range to avoid listing all the values ​​in that range in the specification. Therefore, the description of a particular range of values ​​covers any value within that range as well as the smaller range of values ​​defined by that value, just as if the arbitrary value and the smaller range of values ​​were explicitly stated in the specification.

[0049] Although the methods disclosed herein are illustrated using a series of operations or steps, the order in which these operations or steps are shown should not be construed as a limitation of this disclosure. For example, some operations or steps may be performed in a different order and / or simultaneously with other steps. Furthermore, it is not necessary to perform all illustrated operations, steps, and / or features to achieve the implementation of this disclosure. In addition, each operation or step described herein may comprise several sub-steps or actions.

[0050] This disclosure provides a contact lens comprising a lens body and a hydrophilic surface modification layer. The lens body is formed from a lens composition including reactive additives, wherein the reactive additives have reactive functional groups, and the surface of the lens body has reactive functional groups. In some embodiments, the reactive functional groups include carboxyl, amino, thiol, hydroxyl, or combinations thereof. The hydrophilic surface modification layer includes a modification layer and a first hydrophilic layer, wherein the reactive functional groups of the modification layer are covalently bonded to the surface of the lens body, and the first hydrophilic layer is formed on the modification layer by covalent bonding of a first hydrophilic compound to the modification layer. In some embodiments, the modification layer is formed on the surface of the lens body by covalent bonding of a nitrogen-containing heterocyclic butyronitrile, epoxy, vinyl, or combination thereof compound to the reactive functional groups. In some embodiments, the hydrophilic surface modification layer includes multiple modification layers and multiple first hydrophilic layers, with the surface of the lens body sequentially covered by a modification layer, a first hydrophilic layer, a modification layer, a first hydrophilic layer, and so on. The number of modification layers and first hydrophilic layers can be adjusted according to design requirements. In some embodiments, the hydrophilic surface modification layer has a thickness of less than or equal to 100 nm, for example, 10, 15, 20, 25, 30, 35, 40, 45, 50, 55, 60, 70, 80, 90, or 100 nm. The aziridine is a positively charged group and has a structure as shown in formula (1):

[0051]

[0052] This disclosure describes a lens composition comprising reactive additives to form a lens body, thereby giving the lens body surface reactive functional groups that can covalently bond with compounds containing nitrogen-containing heterocyclic butylene, epoxy groups, vinyl groups, or combinations thereof. Compared to a process that first forms the lens body and then treats it with plasma, this disclosure simplifies the contact lens manufacturing process, reduces process complexity, and lowers manufacturing costs.

[0053] In some embodiments, the hydrophilic surface modification layer comprises multiple hydrophilic resin structures dispersed on a first portion of the microscope's surface, with a second portion of the surface exposed. Further explanation will follow with phase images obtained using atomic force microscopy (AFM).

[0054] In some embodiments, the contact lens has a contact hysteresis of less than or equal to 30 degrees. For example, the contact hysteresis is in the range of 1 to 30 degrees, such as 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 15, 20, 25, or 30 degrees. Therefore, the contact lens of this disclosure has excellent hydrophilicity.

[0055] In some embodiments, the hydrophilic surface modification layer further includes a second hydrophilic layer, which is formed on the first hydrophilic layer by covalent bonding of a second hydrophilic compound to the first hydrophilic layer. The type of the second hydrophilic compound can be selected according to the manufacturer's design requirements to give the contact lens the desired properties.

[0056] This disclosure provides a method for manufacturing a contact lens, comprising the following operations: (i) curing a lens composition to form a lens body, wherein the lens composition includes a reactive additive having reactive functional groups, and the surface of the lens body has reactive functional groups. In some embodiments, the reactive functional groups include carboxyl, amino, thiol, hydroxyl, or combinations thereof. (ii) surface modification of the lens body, comprising: forming a modification layer on the lens body, wherein the modification layer is covalently bonded to the reactive functional groups and attached to the surface of the lens body; and contacting the lens body having the modification layer with a first hydrophilic compound, the first hydrophilic compound reacting with the modification layer to form a covalent bond, thereby forming a first hydrophilic layer on the modification layer.

[0057] In some embodiments, forming a modification layer on the lens body includes contacting the lens body with a compound containing nitrogen-containing heterocyclic butylene, epoxy groups, vinyl groups, or combinations thereof, wherein the compound reacts with reactive functional groups to form covalent bonds, thereby forming the modification layer. The surface modification of the lens body requires only a low-temperature environment to allow the nitrogen-containing heterocyclic butylene, epoxy groups, vinyl groups, or combinations thereof to react with the reactive functional groups and form sufficient covalent bonds to form a modification layer with good adhesion on the lens surface. The manufacturing method disclosed herein enables the production of contact lenses with excellent hydrophilicity at low temperatures. In some embodiments, contacting the lens body with a compound containing nitrogen-containing heterocyclic butylene, epoxy groups, vinyl groups, or combinations thereof is carried out at a first reaction temperature of 20°C to 140°C. In some embodiments, the first reaction temperature is between 20°C and 40°C.

[0058] As can be seen from the above steps, the modification layer and the first hydrophilic layer are formed in two different steps. Therefore, the modification layer is sandwiched between the mirror body and the first hydrophilic layer. In some embodiments, the compound forms a cross-linked structure with the first hydrophilic compound, covering the surface of the mirror body.

[0059] In some embodiments, surface finishing of the lens body is performed during the extraction and wetting process. In other words, the surface finishing operations disclosed herein can be integrated into the existing extraction and wetting processes in the manufacture of contact lenses, allowing for surface finishing of the lens body without significant adjustments to existing processes and equipment.

[0060] In some embodiments, the method of manufacturing contact lenses further includes contacting a lens body having a modifying layer and a first hydrophilic layer with a second hydrophilic compound, wherein the second hydrophilic compound reacts with the first hydrophilic layer to form a covalent bond, thereby forming a second hydrophilic layer on the first hydrophilic layer. The type of the second hydrophilic compound can be selected according to the manufacturer's design requirements to give the contact lens the desired properties.

[0061] In some embodiments, the first reaction time between the compound and the reactive functional group is between 10 minutes and 12 hours, and the second reaction time between the first hydrophilic compound and the modification layer is between 10 minutes and 12 hours.

[0062] In some embodiments, the mirror body is not treated with plasma before surface finishing. In some embodiments, polyionic material is not deposited on the surface of the mirror body before surface finishing. Therefore, compared to a process that first forms the mirror body and then treats it with plasma, the fabrication method disclosed herein is simpler and reduces process complexity.

[0063] In some embodiments, the operation of contacting the mirror body with a compound containing nitrogen-containing heterocyclic butylene, epoxy group, vinyl group, or a combination thereof includes immersing the mirror body in a solution containing the compound in an amount of 0.005 wt% to 5 wt%, for example 0.005, 0.01, 0.02, 0.03, 0.04, 0.05, 0.1, 0.5, 1, 2, 3, 4, or 5 wt%.

[0064] In some embodiments, the operation of contacting the mirror body with the modified layer with the first hydrophilic compound includes immersing the mirror body with the modified layer in a solution containing the first hydrophilic compound, the content of the first hydrophilic compound being from 0.005 wt% to 2.5 wt%, for example 0.005, 0.01, 0.05, 0.1, 0.5, 1, 1.5, 2 or 2.5 wt%.

[0065] In some embodiments, the method of manufacturing contact lenses further includes autoclaving the lens body having a modifying layer and a first hydrophilic layer. Autoclaving can further improve the hydrophilicity of contact lenses and reduce contact hysteresis.

[0066] Next, regarding the aforementioned contact lenses and methods for manufacturing contact lenses, further examples will be provided illustrating the materials and contents of lens components, reactive additives, first hydrophilic compounds, second hydrophilic compounds, and compounds containing nitrogen-containing heterocyclic butylene, epoxy groups, vinyl groups, or combinations thereof in various embodiments.

[0067] In some embodiments, the lens composition includes a silicon polymer having a structure as shown in formula (2):

[0068]

[0069] Wherein, X is a secondary amino group (-NH-) or oxygen, Y is a secondary amino group (-NH-) or oxygen, and at least one of X and Y is a secondary amino group (-NH-), R1 is hydrogen or methyl, R2 is a C1-C10 alkyl group, m is an integer from 2 to 4, n is an integer from 2 to 4, p is an integer from 0 to 4, q is an integer from 2 to 4, and k is an integer that makes the average molecular weight of the silicon polymer range from 600 to 3000. In some embodiments, the atomic ratio of silicon to nitrogen is 20:1 to 5:1. In some embodiments, the content of the silicon polymer is 5 to 50% by weight, based on 100% by weight of the lens composition.

[0070] In some embodiments, when X in formula (2) is a secondary amino group (-NH-), Y is oxygen, m is 2, n is 2, p is 1, and q is 3, the silicon polymer has the structure shown in formula (3) below:

[0071]

[0072] Where k is an integer that makes the average molecular weight of the silicon polymer range from 600 to 3000, p is an integer from 0 to 4, and R2 is a C1-C10 alkyl group.

[0073] In other embodiments, the lens composition comprises a silicon polymer having a structure as shown in formula (4):

[0074]

[0075] Where Z represents O or NH; L represents (CH2). e (CH2) e -[O(CH2) a ] b Or (CH2) e (CHOH)-[O(CH2) a ] b R3 is an alkyl group; R4 is OH, CH3, or OSi(CH3)3; R5 is CH3 or OSi(CH3)3; f is an integer from 1 to 30; e and a are integers from 2 to 5; b is an integer from 1 to 5.

[0076] In other embodiments, the lens composition includes a silicone polymer, specifically α-acrylamidopropyl-ω-butyl polydimethylsiloxane. However, this disclosure is not intended to limit the scope to the silicone polymers listed above as examples.

[0077] In some embodiments, the lens composition further includes hydrophilic monomers, crosslinking agents, or combinations thereof. In some embodiments, the hydrophilic monomers include N-vinyl-2-pyrrolidone (NVP), 2-hydroxyethyl methacrylate (HEMA), glycerolmethacrylate (GMA), 2-hydroxy-butyl methacrylate, acrylic acid, methacrylic acid (MAA), N,N-dimethylacrylamide (DMA), N,N-dimethylmethacrylamide, N-vinyl,N-methylacetamide, 2-methacryloyloxyethyl phosphorylcholine, or combinations thereof.In some embodiments, the crosslinking agent includes 1,3,5-triallyl isocyanurate (TAIC), ethylene diacrylate, ethylene glycol di(meth)acrylate (EGDA), triethylene glycol di(meth)acrylate, tetramethylene glycol di(meth)acrylate, trimethylolpropane tri(meth)acrylate (TRIM), pentaerythritol tetra(meth)acrylate, bisphenol A di(meth)acrylate, methylenebis(meth)acrylamide, divinyl ether, divinyl sulfone, divinyl benzene, trivinyl benzene, and triallyl isocyanate. isocyanurate, triallyl phthalate, diallyl phthalate, allyl methacrylate, or combinations thereof.

[0078] In some embodiments, the reactive additive includes acrylic acid, methacrylic acid, maleic acid, fumaric acid, aconitic acid, nicotinic acid, citraconic acid, itaconic acid, angelic acid, allylamine, 2-acrylamido-2-methylpropanesulfonic acid, vinyl sulfonic acid, or combinations thereof. In some embodiments, the content of the reactive additive in the lens composition is between 0.1 wt% and 10 wt%, for example, 0.1, 0.5, 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10 wt%. When the content of the reactive additive falls within the above-mentioned range, the lens body formed from this lens composition can have sufficient reactive functional groups to react with compounds containing nitrogen-containing heterocyclic butylene, epoxy groups, vinyl groups, or combinations thereof, thereby enabling the modified layer formed by such compounds to have good adhesion.

[0079] In some embodiments, the first hydrophilic compound includes monosaccharides having carboxyl or amino groups, disaccharides having carboxyl or amino groups, oligosaccharides having carboxyl or amino groups, polysaccharides having carboxyl or amino groups, or combinations thereof. In some embodiments, the first hydrophilic compound includes hyaluronic acid, alginate, chondroitin sulfate, polyglutamic acid, sodium hydroxycarboxylic acid ketone, nicotinamide, derivatives of the above compounds, salts of the above acids, or combinations thereof. Salts of the above acids are, for example, hyaluronic acid salts, alginates, or polyglutamate salts. Alginates are, for example, sodium alginate.

[0080] In some embodiments, the first hydrophilic compound is a copolymer formed by copolymerizing at least one first monomer and at least one second monomer, wherein the first monomer is a reactive vinyl monomer containing a carboxyl or amino group, and the second monomer is a non-reactive vinyl monomer. For example, the first hydrophilic compound is a copolymer formed by copolymerizing a reactive vinyl monomer and two non-reactive vinyl monomers.

[0081] In some embodiments, the reactive vinyl monomer includes acrylic acid, vinyl-functionalized acrylic acid, methacrylic acid, maleic acid, fumaric acid, aconitic acid, nicotinic acid, citraconic acid, itaconic acid, angelic acid, allylamine, 2-acrylamido-2-methylpropanesulfonic acid, vinyl sulfonic acid, or combinations thereof. In some embodiments, the vinyl-functionalized acrylic acid can be obtained by reacting a vinyl-functionalizing agent with acrylic acid, and the vinyl-functionalizing agent may comprise α-cyanoacrylate, ethylene glycol diacrylate, divinyl sulfone, or any other vinyl-functionalizing agent known in the art.

[0082] In some embodiments, the non-reactive vinyl monomer includes acrylamide, choline phosphate, polyethylene glycol, 2-aminoethyl methacrylate hydrochloride, N-vinylpyrrolidone, N,N-dimethylacrylamide, or combinations thereof. Choline phosphate is, for example, methacryloyloxyethyl choline phosphate.

[0083] In some embodiments, the non-reactive vinyl monomer comprises at least 55 wt% of at least one first monomer and at least one second monomer. In some embodiments, the reactive vinyl monomer comprises 55 wt% to 90 wt%, for example, 55, 60, 65, 70, 75, 80, 85, or 90 wt%. The content of the non-reactive vinyl monomer can be adjusted according to the manufacturer's design requirements to obtain contact lenses with desired properties.

[0084] In some embodiments, the first hydrophilic compound includes a copolymer of acrylamide and vinyl-functionalized acrylic acid, or a copolymer of acrylamide, methacrylic acid and methacryloyloxyethyl phosphocholine.

[0085] In some embodiments, the second hydrophilic compound is a copolymer formed by copolymerization of at least one non-reactive vinyl monomer. In some embodiments, the non-reactive vinyl monomer includes acrylamide, choline phosphate, polyethylene glycol, 2-aminoethyl methacrylate hydrochloride, N-vinylpyrrolidone, N,N-dimethylacrylamide, or combinations thereof. Choline phosphate is, for example, methacryloyloxyethyl choline phosphate. For example, the second hydrophilic compound is a copolymer of acrylamide and 2-aminoethyl methacrylate hydrochloride. However, this disclosure is not limited to the above-mentioned compounds. By molecular design, the first hydrophilic compound can be modified to have a first functional group, and the second hydrophilic compound can be modified to have a second functional group, such that the first and second functional groups can react to form a covalent bond. The type of second hydrophilic compound can be selected according to the manufacturer's design requirements to give the contact lens the desired properties.

[0086] In some embodiments, the nitrogen-containing heterocyclic butyronitrile compounds include epichlorohydrin-functionalized polyamines containing nitrogen-containing heterocyclic butyronitrile, epichlorohydrin-functionalized polyamidoamines containing nitrogen-containing heterocyclic butyronitrile, or combinations thereof. For example, the epichlorohydrin-functionalized polyamine is polyamide epichlorohydrin (PAE). Polyamide epichlorohydrin also has other names, such as: polyamide-epoxychlorohydrin, polyamide-polyamine-epoxychlorohydrin, polyamide-epoxychlorohydrin, or polyamide-polyamine epichlorohydrin.

[0087] The features of this disclosure will be described in more detail below with reference to Examples 1 to 12. Although the following examples are described, the materials used, their quantities and ratios, processing details, and processing procedures may be appropriately changed without departing from the scope of this disclosure. Therefore, this disclosure should not be interpreted restrictively from the examples described below.

[0088] Example 1: Preparation of a silicone hydrogel lens with high oxygen permeability

[0089] Example 1 includes the following operations: (i) N-vinylpyrrolidone (NVP), 2-hydroxyethyl methacrylate (HEMA), N,N-dimethylacrylamide (DMA), methacrylic acid (MAA), (3-methacryloyloxy-2-hydroxypropoxy)propylbis(trimethylsiloxy)methylsilane, a silicone polymer with an average molecular weight of 1500 (see the silicone polymer shown in formula (3) above), ethylene glycol dimethacrylate, 1,3,5-triallylisocyanurate (TAIC), 2-(2-hydroxy-5-methacryloyloxyethylphenyl)-2H-benzotriazole, photoinitiator Irgacure 819, Reactive Blue 19, and tert-amyl alcohol to form a silicone hydrogel composition. (ii) The silicone hydrogel composition is filled into the cavity of a polypropylene mold and cured under ultraviolet light for 12 minutes to form a mirror. (iii) After drying the lens body, extract it in isopropanol at 40°C for 1 hour, then extract it in 50 / 50 (v / v) isopropanol / water at 40°C for 1 hour, add it to deionized water, stir at 40°C for 1 hour, and finally autoclave it in borate buffer saline at pH 7.3-7.4 to produce contact lenses, namely silicone hydrogel lenses with high oxygen permeability.

[0090] Example 2: Surface treatment of silicone hydrogel mirrors with high oxygen permeability

[0091] Example 2 includes the following operations: (i) The high oxygen permeability silicone hydrogel lens from Example 1 was placed in a 0.2% solution of nitrogen-containing heterocyclic butylene polyamide epichlorohydrin (PAE) and heated at 35°C for 30 minutes. Then, the lens was placed in a 0.01% solution of acrylamide and vinyl-functionalized acrylic acid copolymer and reacted for half an hour, followed by a 0.02% solution of acrylamide and 2-aminoethyl methacrylate hydrochloride copolymer and reacted for half an hour. (ii) The lens was rinsed with deionized water and autoclaved in a borate buffer solution at pH 7.4 to obtain a contact lens with an excellent hydrophilic surface.

[0092] Example 3: Atomic Force Microscopy (AFM) Phase Images of Silicone Hydrogel Contact Lenses with High Oxygen Permeability. A FM image of the silicone hydrogel lens surface was captured using atomic force microscopy (AFM). The AFM was operated in tapping mode. Please refer to... Figure 1 and Figure 2 , Figure 1 The image shown is a phase image taken with an atomic force microscope of the high oxygen permeability silica hydrogel lens of Example 1. Figure 2 An AFM photograph of the surface-treated, high-oxygen-permeability silicone hydrogel contact lens of Example 2.

[0093] like Figure 1As shown, the surface of the silicone hydrogel mirror has a uniform elastic modulus. (As...) Figure 2 As shown, after surface modification, the silicone hydrogel lens body forms multiple blocky hydrophilic resin structures dispersed on the surface of the lens body. These hydrophilic resin structures have a network structure. More specifically, the hydrophilic resin structures are dispersed on a portion of the surface of the silicone hydrogel lens body, while another portion of the surface is exposed. (Comparison) Figure 1 and Figure 2 It can be seen that the surface structure of the lens in Example 1 is indeed different from that of the contact lens in Example 2.

[0094] Please refer to Figure 3 , Figure 3 An AFM photograph of an Alcon Dailies Total 1 lens. The hydrophilic resin structure on the surface-treated silicone hydrogel lens body of Example 2 of this disclosure is formed through a multi-step process. The surface of the Dailies Total 1 lens has a hydrophilic layer. Comparison Figure 2 and Figure 3 It is evident that the surface structure of the AlconDailies Total 1 lens differs from the surface structure of the contact lens in Embodiment 2 of this disclosure.

[0095] Example 4: Property Testing of Silicone Hydrogel Contact Lenses with High Oxygen Permeability

[0096] Multiple silicone hydrogel lenses from Example 1 and silicone hydrogel contact lenses from Example 2 were used to test the dynamic contact angle (DCA). Please refer to... Figure 4 , Figure 4 This is a diagram showing the contact angle hysteresis of silicone hydrogel contact lenses. The average contact angle hysteresis of the silicone hydrogel lens in Example 1 is approximately 104°, while the average contact angle hysteresis of the silicone hydrogel contact lens in Example 2 is <30°, even <5°. A smaller contact angle hysteresis indicates higher hydrophilicity and wettability of the lens. Therefore, it can be seen that there is a significant difference in hydrophilicity between the silicone hydrogel lens in Example 1 and the silicone hydrogel contact lens in Example 2. Contact lenses with the surface treatment disclosed herein can possess considerably superior hydrophilicity.

[0097] Multiple silicone hydrogel lenses from Example 1 and Example 2 were used to test the transmittance of the lenses after they were stained with Sudan Black dye, and the average transmittance was calculated. Please refer to... Figure 5 , Figure 5This is an experimental diagram showing the light transmittance of silicone hydrogel contact lenses after dyeing. Sudan Black dye readily adsorbs onto hydrophobic substances and does not easily adhere to hydrophilic surfaces. The silicone hydrogel lens of Example 1 was untreated; due to its poor hydrophilicity, Sudan Black dye easily adsorbed onto it, resulting in low light transmittance after dyeing. The silicone hydrogel contact lens of Example 2 was treated, thus exhibiting good hydrophilicity, making it difficult for Sudan Black dye to adsorb onto it. Therefore, the silicone hydrogel contact lens of Example 2 has high light transmittance after dyeing, reaching over 80%. This demonstrates that surface treatment at low temperatures can effectively improve the hydrophilicity of contact lenses.

[0098] Example 5: Durability test of silicone hydrogel contact lenses with high oxygen permeability (isopropyl alcohol immersion test)

[0099] Multiple silicone hydrogel contact lenses from Example 2 were placed in an isopropanol (IPA) aqueous solution for 3 hours. The silicone hydrogel contact lenses expanded by 30%, indicating that substances with poor cross-linking properties with the lens body fell into the solution. The silicone hydrogel contact lenses were then washed in water and transferred to a borate buffer solution for further dynamic contact angle measurement. The measured average surface contact angle hysteresis was less than 5°. Please refer to... Figure 6 , Figure 6 This is a diagram from a contact angle hysteresis experiment of silicone hydrogel contact lenses. Figure 6 It can be seen that the average contact angle hysteresis of the silicone hydrogel contact lens of Example 2 after soaking in isopropanol solution for 3 hours was not significantly different from that of the unsoaked silicone hydrogel contact lens of Example 2. It can be seen that the silicone hydrogel contact lens of Example 2 still maintains good hydrophilicity after soaking in isopropanol and has excellent durability.

[0100] Example 6: Durability test (friction test) of silicone hydrogel contact lenses with high oxygen permeability

[0101] Multiple silicone hydrogel contact lenses from Example 2 were rubbed 300 times with fingertips, followed by dynamic contact angle measurement. The average surface contact angle hysteresis was found to be less than 5°. Please refer to... Figure 7 , Figure 7 This is a diagram from a contact angle hysteresis experiment of silicone hydrogel contact lenses. Figure 7 It can be seen that the average contact angle hysteresis of the silicone hydrogel contact lens of Example 2 after 300 rubs is not significantly different from that of the silicone hydrogel contact lens of Example 2 without rubbing. It can be seen that the silicone hydrogel contact lens of Example 2 still maintains good hydrophilicity after rubbing and has excellent durability.

[0102] Example 7: Preparation of a silicone hydrogel lens with moderate oxygen permeability

[0103] Example 7 includes the following operations: (i) mixing α-acrylamidopropyl-ω-butyl polydimethylsiloxane, N,N-dimethylacrylamide (DMA), 2-hydroxyethylacrylamide (HEAA), N-vinylpyrrolidone (NVP), ethylene diacrylate, acrylic acid, 1,3,5-triallyl isocyanurate (TAIC), photoinitiator diphenyl(2,4,6-trimethylbenzoyl)phosphine oxide (TPO), blue colorant (RB-19), and tert-amyl alcohol to form a silicone hydrogel composition. (ii) filling the silicone hydrogel composition into the cavity of a polypropylene mold and performing a photocuring reaction using a lens manufacturing apparatus. The lens manufacturing apparatus is set to sequentially apply 30 mJ / cm 2 UV light for 4 minutes, applied at 225 millijoules / cm 2 Expose to ultraviolet light for 4 minutes at 300 millijoules / cm 2 UV light for 2 minutes, and application of 470 millijoules / cm 2 (iii) After extracting the lens body with water, the lens body is immersed in a borate buffer solution or phosphate buffer solution with a pH of 7.3 to 7.4 and autoclaved at 121°C for 30 minutes to produce contact lenses.

[0104] Example 8: Surface treatment of silicone hydrogel mirrors with moderate oxygen permeability

[0105] Example 8 includes the following operations: (i) The silicone hydrogel lens with moderate oxygen permeability from Example 7 was placed in a 0.2% polyamide epichlorohydrin (PAE) solution containing nitrogen-containing heterocyclic butylene and heated at 31°C for 2 hours. The lens was then placed in a 0.05% sodium alginate solution and heated at 30°C for 1 hour. The contact lens of Example 8-1 was obtained and stored in a borate buffer solution at pH 7.4. (ii) The contact lens was rinsed with deionized water and then autoclaved in a borate buffer solution at pH 7.4 to obtain the contact lens of Example 8-2, which has excellent hydrophilicity.

[0106] Example 9: Surface treatment of silicone hydrogel mirrors with moderate oxygen permeability

[0107] Example 9 includes the following operations: (i) The silicone hydrogel lens with moderate oxygen permeability from Example 7 was placed in a 0.2% solution of nitrogen-containing heterocyclic butylene in polyamide epichlorohydrin (PAE) and heated at 30°C for 2 hours. The lens was then placed in a 0.04% copolymer solution of acrylamide, methacrylic acid, and methacryloyloxyethyl phosphocholine and heated at 30°C for 1 hour to obtain the contact lens of Example 9-1, which was stored in a borate buffer solution at pH 7.4. (ii) The contact lens was rinsed with deionized water and then autoclaved in a borate buffer solution at pH 7.4 to obtain the contact lens of Example 9-2, which has excellent hydrophilicity.

[0108] Example 10: Property Testing of Silicone Hydrogel Contact Lenses with Moderate Oxygen Permeability

[0109] Multiple silicone hydrogel contact lenses from Examples 7, 8-1, and 8-2 were used to test the dynamic contact angle. Please refer to... Figure 8A , Figure 8A This is a contact angle hysteresis test diagram for silicone hydrogel contact lenses. The average contact angle hysteresis of the silicone hydrogel contact lens in Example 7 is approximately 59°, while the average contact angle hysteresis of the silicone hydrogel contact lenses in Examples 8-1 and 8-2 is <30°, even <15°. The smaller the contact angle hysteresis, the higher the hydrophilicity and wettability of the lens. Therefore, it can be seen that there is a significant difference in hydrophilicity between the silicone hydrogel contact lenses of Example 7 and Examples 8-1 and 8-2. Contact lenses treated with the surface treatment described in this disclosure can possess excellent hydrophilicity, and it is also known that the autoclaving step can further improve the hydrophilicity of the contact lenses.

[0110] The process for manufacturing the silicone hydrogel contact lenses of Examples 8-1 and 8-2 was repeated, with further improvements made to the effective contact between the lens and the treatment solution (i.e., sodium alginate solution). Specifically, the treatment solution was contained in a container with mesh pores, allowing for more uniform contact between the lens and the treatment solution during heating, thus producing the contact lenses of Examples 8-1-1 and 8-2-1. Multiple silicone hydrogel contact lenses of Examples 8-1-1 and 8-2-1 were taken and tested for dynamic contact angle. Please refer to... Figure 8B , Figure 8B This is a diagram showing the contact angle hysteresis of silicone hydrogel contact lenses. The average contact angle hysteresis of the silicone hydrogel contact lenses in Examples 8-1-1 and 8-2-1 is <30°, even <15°. Figure 8A compared to, Figure 8B More concentrated data indicates better experimental stability. Furthermore, the addition of surfactants can reduce the surface energy of the lens, increasing the effective contact between the lens and the treatment solution and improving experimental stability.

[0111] Multiple silicone hydrogel contact lenses from Examples 7, 8-1, and 8-2 were used. The transmittance of the lenses after dyeing with Sudan Black dye was tested, and the average transmittance was calculated. Please refer to... Figure 9A , Figure 9A This is a graph showing the light transmittance of silicone hydrogel contact lenses after dyeing. Sudan Black dye readily adsorbs onto hydrophobic substances and does not easily adhere to hydrophilic surfaces. The silicone hydrogel lens of Example 7 was untreated; due to its poor hydrophilicity, Sudan Black dye easily adsorbed onto it, resulting in low light transmittance after dyeing. The silicone hydrogel contact lenses of Examples 8-1 and 8-2 were treated, thus exhibiting good hydrophilicity, making it difficult for Sudan Black dye to adsorb onto them. Therefore, the silicone hydrogel contact lenses of Examples 8-1 and 8-2 exhibited high light transmittance after dyeing, reaching over 60%.

[0112] Please refer to Figure 9B , Figure 9B This is a transmittance test diagram of silicone hydrogel contact lenses after dyeing. The silicone hydrogel contact lenses of Examples 8-1-1 and 8-2-1 have been treated, resulting in good hydrophilicity, thus making it difficult for Sudan Black dye to adhere to them. Because the effective contact between the lens body and the treatment solution (i.e., sodium alginate solution) has been improved during the manufacturing process, the silicone hydrogel contact lenses of Examples 8-1-1 and 8-2-1 exhibit high light transmittance after dyeing, reaching over 80%. Figure 9A and Figure 9B It can be seen that, under the same reaction conditions, by adjusting the structure of the container, that is, by using a container with mesh holes to hold the treatment liquid to improve the contact between the treatment liquid and the microscope body, the stability and efficiency of the treated microscope body surface can be increased.

[0113] The above experiments show that surface treatment at low temperatures can effectively improve the hydrophilicity of contact lenses, and that high-pressure sterilization can further improve the hydrophilicity of contact lenses.

[0114] Example 11: Property Testing of Silicone Hydrogel Contact Lenses with Moderate Oxygen Permeability

[0115] Multiple silicone hydrogel contact lenses from Examples 7 and 9-1 were used to test the dynamic contact angle. Please refer to... Figure 10 , Figure 10 This is a diagram showing the contact angle hysteresis of silicone hydrogel contact lenses. The average contact angle hysteresis of the silicone hydrogel lens in Example 7 is approximately 54°, while the average contact angle hysteresis of the silicone hydrogel contact lens in Example 9-1 is <30°, even <15°. A smaller contact angle hysteresis indicates higher hydrophilicity and wettability of the lens. Therefore, it can be seen that the silicone hydrogel lens in Example 7 has a significant difference in hydrophilicity compared to the silicone hydrogel contact lens in Example 9-1. Contact lenses treated with the surface treatment described in this disclosure can possess considerably superior hydrophilicity.

[0116] Example 12: Durability test (friction test) of silicone hydrogel contact lenses with moderate oxygen permeability

[0117] Multiple silicone hydrogel contact lenses from Example 8-2 were rubbed 300 times with fingertips, followed by dynamic contact angle measurement. The average surface contact angle hysteresis was found to be less than 5°. Please refer to... Figure 11 , Figure 11 This is a diagram from a contact angle hysteresis experiment of silicone hydrogel contact lenses. Figure 11 It can be seen that the average contact angle hysteresis of the silicone hydrogel contact lens of Example 8-2 after 300 rubs is not significantly different from that of the silicone hydrogel contact lens of Example 8-2 without rubbing. This indicates that the silicone hydrogel contact lens of Example 8-2 retains good hydrophilicity and excellent durability after rubbing. Furthermore, since the silicone hydrogel contact lenses of Example 8-2 prepared with different number of experiments were calculated... Figure 8A Example 8-2 (sterilized) and Figure 11 The experimental values ​​in Example 8-2 (without friction) are slightly different from those in the two figures.

[0118] Example 13: Atomic Force Microscopy (AFM) Indentation Experiment

[0119] An indentation experiment was conducted on the surface of contact lenses in an aqueous phase using an autoclave (AFM) to obtain experimental data on the indentation depth and the force exerted on the probe cantilever beam. Please refer to... Figures 12 to 16 , Figures 12 to 16 These are indentation test images of silicone hydrogel contact lenses according to different embodiments. Figure 12 This is an indentation test diagram of the high oxygen permeability contact lens (untreated) in Example 1. Figure 13 This is an indentation test diagram of the high oxygen permeability contact lens (with surface treatment) in Example 2. Figure 14 The image shows an indentation test of the high oxygen permeability contact lens (after surface treatment) of Example 2-1. The preparation process of the contact lens of Example 2-1 is described in the surface treatment process of Example 2. In operation (i), the high oxygen permeability silicone hydrogel lens of Example 1 was placed in a 0.01% solution of acrylamide and vinyl-functionalized acrylic copolymer for half an hour to form a single layer of hydrophilic surface modification layer on the surface of the silicone hydrogel lens. Then, operation (ii) was performed to obtain the contact lens of Example 2-1. Figure 15 This is an indentation test diagram of the medium oxygen permeability contact lens (with surface treatment) of Example 8-2. Figure 16 The indentation test diagram is for the Alcon Dailies Total 1 lens, which serves as a comparative example.

[0120] exist Figures 12 to 16In the diagram, the vertical axis represents the depth to which the AFM probe is indented from the mirror surface, and the horizontal axis represents the force on the cantilever beam of the AFM probe. Please refer to... Figure 12 Because contact lenses are not surface-treated, they are made of a homogeneous material, therefore the indentation depth and the applied force have a linear relationship. Please refer to... Figures 13 to 16 These contact lenses undergo surface treatment, thus containing two different materials: the lens body and a hydrophilic surface coating. Therefore, the curves in the figure contain line segments with different slopes. The thickness of the hydrophilic surface coating can be deduced from the intersection of the slopes of the first and second segments of the curve. Figures 13 to 16 The results of a single experiment are shown. After repeating the experiment multiple times, the thickness range of the hydrophilic surface modification layer can be summarized as shown in Table 1 below. It can be seen that the hydrophilic surface modification layer disclosed in this paper can maintain excellent hydrophilicity even with a thickness not exceeding 100 nm.

[0121] Table 1

[0122]

[0123] In summary, this disclosure provides a contact lens and a method for manufacturing a contact lens. As demonstrated by the above embodiments, the contact lens of this disclosure exhibits excellent hydrophilicity and durability. In the manufacturing method, surface modification of the lens body requires only a low-temperature environment to allow compounds containing nitrogen-containing heterocyclic butylene, epoxy groups, vinyl groups, or combinations thereof to react with reactive functional groups on the lens body surface, forming a modification layer with good adhesion on the lens body. Furthermore, the manufacturing method simplifies the manufacturing process by forming the lens body from a lens composition including reactive additives, thus reducing process complexity. The components in the solution used to soak the lens body (e.g., compounds containing nitrogen-containing heterocyclic butylene or hydrophilic compounds) are consumed slowly and can be reused, thereby reducing manufacturing costs.

[0124] Although this disclosure has been described in considerable detail with reference to certain embodiments, other embodiments may also be possible. Therefore, the spirit and scope of the appended claims should not be limited to the description of the embodiments included herein.

[0125] It will be apparent to those skilled in the art that various modifications and variations can be made to the structure of this disclosure without departing from its scope or spirit. In view of the foregoing, this disclosure is intended to cover any modifications and variations of this disclosure that fall within the scope of the appended claims.

Claims

1. A contact lens, characterized in that, include: The lens body is formed by means of a lens composition including a reactive additive, wherein the reactive additive has a reactive functional group and the surface of the lens body has the reactive functional group. as well as A hydrophilic surface modification layer includes a modification layer and a first hydrophilic layer. The modification layer is attached to the surface of the mirror body by covalent bonding of a nitrogen-containing heterocyclic butyronite compound with the reactive functional group. The first hydrophilic layer is formed on the modification layer by covalent bonding of a first hydrophilic compound with the modification layer. The mirror body is sequentially covered by the modification layer and the first hydrophilic layer. The hydrophilic surface modification layer has a thickness of less than or equal to 100 nm.

2. The contact lens according to claim 1, characterized in that, The hydrophilic surface modification layer includes multiple hydrophilic resin structures dispersed on a first portion of the surface of the mirror, with a second portion of the surface of the mirror exposed.

3. The contact lens according to claim 1, characterized in that, The nitrogen-containing heterocyclic butyronitrile compounds include epichlorohydrin-functionalized polyamines containing nitrogen-containing heterocyclic butyronitrile, epichlorohydrin-functionalized polyamidoamines containing nitrogen-containing heterocyclic butyronitrile, or combinations thereof.

4. The contact lens according to claim 1, characterized in that, The reactive functional group includes carboxyl, amino, thiol, hydroxyl, or combinations thereof.

5. The contact lens according to claim 1, characterized in that, The reactive additives include acrylic acid, methacrylic acid, maleic acid, fumaric acid, aconitic acid, nicotinic acid, citraconic acid, itaconic acid, angelic acid, allylamine, 2-acrylamido-2-methylpropanesulfonic acid, vinyl sulfonic acid, or combinations thereof.

6. The contact lens according to claim 1, characterized in that, The reactive additive is present in the composition of the lens at a concentration between 0.1 wt% and 10 wt%.

7. The contact lens according to claim 1, characterized in that, The first hydrophilic compound includes monosaccharides having carboxyl or amino groups, disaccharides having carboxyl or amino groups, oligosaccharides having carboxyl or amino groups, polysaccharides having carboxyl or amino groups, or combinations thereof.

8. The contact lens according to claim 7, characterized in that, The first hydrophilic compound includes hyaluronic acid, alginate, chondroitin sulfate, polyglutamic acid, sodium hydroxycorticoline ketone, nicotinamide, derivatives of the above compounds, salts of the above acids, or combinations thereof.

9. The contact lens according to claim 1, characterized in that, The first hydrophilic compound is a copolymer formed by copolymerization of at least one first monomer and at least one second monomer, wherein the first monomer is a reactive vinyl monomer containing a carboxyl or amino group, and the second monomer is a non-reactive vinyl monomer.

10. The contact lens according to claim 9, characterized in that, The reactive vinyl monomers include acrylic acid, vinyl-functionalized acrylic acid, methacrylic acid, maleic acid, fumaric acid, aconitic acid, nicotinic acid, citraconic acid, itaconic acid, angelic acid, allylamine, 2-acrylamido-2-methylpropanesulfonic acid, vinylsulfonic acid, or combinations thereof.

11. The contact lens according to claim 9, characterized in that, The non-reactive vinyl monomers include acrylamide, phosphocholine, polyethylene glycol, 2-aminoethyl methacrylate hydrochloride, N-vinylpyrrolidone, N,N-dimethylacrylamide, or combinations thereof.

12. The contact lens according to claim 9, characterized in that, In the at least one first monomer and the at least one second monomer, the non-reactive ethylene monomer accounts for at least 55 wt%.

13. The contact lens according to claim 1, characterized in that, The hydrophilic surface modification layer further includes a second hydrophilic layer, which is formed on the first hydrophilic layer by covalent bonding between the second hydrophilic compound and the first hydrophilic layer.

14. The contact lens according to any one of claims 1 to 13, characterized in that, This contact lens has a contact angle hysteresis of less than or equal to 30 degrees.

15. A method for manufacturing a contact lens, characterized in that, include: A lens composition is cured to form a lens body, wherein the lens composition includes a reactive additive having a reactive functional group, and the surface of the lens body has the reactive functional group. as well as The mirror body is surface-modified to form a hydrophilic surface modification layer, including: Forming a modification layer on the mirror body, wherein the modification layer is covalently bonded to the reactive functional group and attached to the surface of the mirror body, the formation of the modification layer on the mirror body includes: contacting the mirror body with a nitrogen-containing heterocyclic butyronite compound, wherein the compound reacts with the reactive functional group to form a covalent bond, thereby forming the modification layer; and After the modified layer is formed on the mirror body, the mirror body with the modified layer is brought into contact with a first hydrophilic compound. The first hydrophilic compound reacts with the modified layer to form a covalent bond, thereby forming a first hydrophilic layer on the modified layer. The hydrophilic surface modification layer includes the modified layer and the first hydrophilic layer, and has a thickness of less than or equal to 100 nm.

16. The method for manufacturing a contact lens according to claim 15, characterized in that, The surface modification of the mirror body is performed during the extraction and wetting process.

17. The method for manufacturing a contact lens according to claim 15, characterized in that, The first reaction time between the compound and the reactive functional group is between 10 minutes and 12 hours, and the second reaction time between the first hydrophilic compound and the modified layer is between 10 minutes and 12 hours.

18. The method for manufacturing a contact lens according to claim 15, characterized in that, The contact between the mirror body and the compound containing nitrogen-containing heterocyclic butylene, epoxy group, vinyl group or combination thereof is carried out at a first reaction temperature of 20°C to 140°C.

19. The method for manufacturing a contact lens according to claim 18, characterized in that, The temperature of the first reaction is between 20°C and 40°C.

20. The method for manufacturing a contact lens according to claim 15, characterized in that, The nitrogen-containing heterocyclic butyronitrile compounds include epichlorohydrin-functionalized polyamines containing nitrogen-containing heterocyclic butyronitrile, epichlorohydrin-functionalized polyamidoamines containing nitrogen-containing heterocyclic butyronitrile, or combinations thereof.

21. The method for manufacturing a contact lens according to claim 15, characterized in that, Before performing this surface modification on the mirror body, the mirror body is not treated by plasma treatment.

22. The method for manufacturing a contact lens according to claim 15, characterized in that, The reactive functional group includes carboxyl, amino, thiol, hydroxyl, or combinations thereof.

23. The method for manufacturing a contact lens according to claim 15, characterized in that, The reactive additives include acrylic acid, methacrylic acid, maleic acid, fumaric acid, aconitic acid, nicotinic acid, citraconic acid, itaconic acid, angelic acid, allylamine, 2-acrylamido-2-methylpropanesulfonic acid, vinyl sulfonic acid, or combinations thereof.

24. The method for manufacturing a contact lens according to claim 15, characterized in that, The reactive additive is present in the composition of the lens at a concentration between 0.1 wt% and 10 wt%.

25. The method for manufacturing a contact lens according to claim 15, characterized in that, The first hydrophilic compound includes monosaccharides having carboxyl or amino groups, disaccharides having carboxyl or amino groups, oligosaccharides having carboxyl or amino groups, polysaccharides having carboxyl or amino groups, or combinations thereof.

26. The method for manufacturing a contact lens according to claim 15, characterized in that, The first hydrophilic compound is a copolymer formed by copolymerization of at least one first monomer and at least one second monomer, wherein the first monomer is a reactive vinyl monomer containing a carboxyl or amino group, and the second monomer is a non-reactive vinyl monomer.

27. The method for manufacturing a contact lens according to claim 26, characterized in that, The reactive vinyl monomers include acrylic acid, vinyl-functionalized acrylic acid, methacrylic acid, maleic acid, fumaric acid, aconitic acid, nicotinic acid, citraconic acid, itaconic acid, angelic acid, allylamine, 2-acrylamido-2-methylpropanesulfonic acid, vinylsulfonic acid, or combinations thereof.

28. The method for manufacturing a contact lens according to claim 26, characterized in that, The non-reactive vinyl monomers include acrylamide, phosphocholine, polyethylene glycol, 2-aminoethyl methacrylate hydrochloride, N-vinylpyrrolidone, N,N-dimethylacrylamide, or combinations thereof.

29. The method for manufacturing a contact lens according to claim 15, characterized in that, It further includes contacting the mirror body having the modified layer and the first hydrophilic layer with a second hydrophilic compound, wherein the second hydrophilic compound reacts with the first hydrophilic layer to form a covalent bond, thereby forming a second hydrophilic layer on the first hydrophilic layer.

Images