Color contact lenses and their manufacturing method

A color contact lens composition with acrylic monomers, polyido pamin-modified pigments, and bosswellia extract addresses wear and stability issues, enhancing adhesiveness and comfort by maintaining moisture and oxygen permeability.

JP2025502903AInactive Publication Date: 2025-01-30ユンキョンテ
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Patent Information

Application Number
JP2023554831
Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Priority Date
2022-12-23
Filing Date
2023-08-04
Publication Date
2025-01-30
Estimated Expiration
Not applicable · inactive patent

AI Technical Summary

Technical Problem

Existing color contact lenses face issues with wear and stability, adhesiveness, and comfort due to reduced water content and oxygen permeability, leading to potential damage to the eyelids and cornea.

Method used

The use of a color contact lens composition that includes acrylic monomers, a gardip compound, polyido pamin-modified pigments, and a coating layer with bosswellia extract to enhance adhesiveness, stability, and comfort, while maintaining moisture and oxygen permeability.

Benefits of technology

The solution improves adhesiveness between the color pattern layer and the contact lens, enhances wear stability, reduces damage to the eyelids and cornea, and maintains a stable tear layer, thereby increasing comfort and preventing issues like reduced water content and oxygen permeability.

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Abstract

The present invention relates to a color contact lens and a method for manufacturing the same. The color contact lens according to the present invention may include a contact lens including an acrylic monomer and a gallite compound represented by Chemical Formula 10, and a color pattern layer formed on one surface of the contact lens and including a pigment modified with polydopamine.
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Description

[Technical field]

[0001] The present invention relates to a color contact lens and a manufacturing method thereof, and more particularly to a color contact lens having excellent wearing comfort and stability and a manufacturing method thereof. [Background technology]

[0002] Contact lenses are thin lenses that can be attached directly to the surface of the cornea of ​​the eye and are broadly divided into hard and soft contact lenses. Recently, silicone hydrogel lenses that combine the advantages of silicone material (hard lenses) with high oxygen permeability and hydrogel material (soft lenses) with good flexibility have been widely produced.

[0003] Contact lenses can also be classified into vision correction, medical treatment, cosmetic contact lenses, etc. according to their functions.

[0004] Cosmetic contact lenses have appeared as another product, color contact lenses, combining women's desire for aesthetic pursuit and the results of product development. People with good eyesight have begun to use color contact lenses with iris patterns of various hues and patterns on the outer part of the contact lens to improve their appearance, i.e. to change the color of the eyes to other colors such as blue, or to make the size of the eyes look larger. These color contact lenses have a transparent central pupil area, i.e., optical zone, for correcting vision, and a specific color and graphic pattern is printed on the remaining surface of the lens, making the size of the eyes look larger or the eyes look like they have a different color. That is, the contact lens is composed of a lens area (optical zone) with a transparent central area so that the pupil is not hidden by the contact lens, and an expansion area (graphic zone) formed on the outer part of the lens area where the pupil is partially overlapped and a specific pattern and pigment are combined to make it look like an eye. Such extensions are pigmented with a certain pattern, such as black, so that when worn on the eyes, the pupils appear larger or the hue of the pupils appears different, such as a different color.

[0005] Korean Patent No. 10-1633757 relates to a printing composition for colored hard contact lenses that is mixed with a pigment to print an iris pattern on the front surface of the hard contact lens, and discloses that by including a resin, a binding agent, a solvent, a binder, and a polymerization inhibitor, it is possible to improve compatibility with the pigment and at the same time improve adhesion to the hard contact lens.

[0006] Korean Patent Publication No. 10-1605159 relates to a printing method for colored hard contact lenses, which prints an iris pattern on the front surface of the hard contact lens. It discloses a preparation step of preparing a hard contact lens, a centering jig, and a printing composition for printing an iris pattern on the hard contact lens, a printing step of mounting the hard contact lens on the centering jig and printing the iris pattern with the printing composition, and a post-processing step of post-processing the hard contact lens with the iris pattern printed thereon. Summary of the Invention [Problem to be solved by the invention]

[0007] The present invention provides a color contact lens having excellent wearing comfort and stability, and a method for producing the same. [Means for solving the problem]

[0008] One embodiment of the present invention provides a color contact lens comprising: a contact lens comprising an acrylic monomer and a gallite compound represented by the following Chemical Formula 10; and a color pattern layer formed on one surface of the contact lens and comprising a pigment modified with polydopamine.

[0009] [ka] In the above formula, R is an alkyl group having 1 to 12 carbon atoms.

[0010] The gallite compound may be one or more of methyl gallite, ethyl gallite, propyl gallite, octyl gallite, and lauryl gallite.

[0011] The composition may further include a coating layer formed on the color pattern layer and including a Boswellia extract.

[0012] The composition may further include a coating layer formed on the color pattern layer and including one or more boswellic acids represented by the following Chemical Formulas 1 to 8.

[0013] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka]

[0014] The acrylic monomer is acrylic acid, methacrylic acid, acrylamide, C1-C 15 Saturated or unsaturated alkyl acrylate or methacrylate, C1-C substituted with one to three hydroxy groups 15 Hydroxyalkyl acrylate or methacrylate, and N,N-di(C1-C 15 The alkyl group may be one or more selected from the group consisting of saturated or unsaturated alkyl acrylamides.

[0015] The contact lens may additionally include one or more hydrophilic monomers among N-vinylpyrrolidone (NVP) and N-methylpyrrolidone (NMP).

[0016] The contact lens may include a silicone compound.

[0017] The contact lens may include one or more silicone compounds selected from the group consisting of 2-(trimethylsilyloxy)ethyl methacrylate, tris(3-methacryloxypropyl)silane, 3-tris(trimethylsiloxy)silylpropyl methacrylate, and 4-methacryloxybutyl terminated polydimethylsiloxane.

[0018] The pigment may be an organic pigment or an inorganic pigment.

[0019] The pigment may be selected from the group consisting of carbazole violet, chlorophyllin-copper complex, phthalocyanine green, iron oxides, and titanium dioxide.

[0020] The pigment may be a pearlescent pigment.

[0021] The pearlescent pigment can be at least one of FD&C dyes, D&C dyes, FD&C lakes, D&C lakes, iron dioxide, talc, alumina, natural colorants, and combinations thereof.

[0022] One embodiment of the present invention provides a method for manufacturing a colored contact lens, comprising: (a) injecting a lens raw material containing an acrylic monomer and a gallite compound represented by the following Chemical Formula 10 into a first mold; (b) pressing a second mold onto the first mold and polymerizing the lens raw material by applying heat; (c) separating the first mold and the second mold to expose the polymerized lens raw material, and forming a color pattern on a surface of the lens raw material with a color pattern composition containing a pigment modified with polydopamine; and (d) drying the lens raw material on which the color pattern has been formed.

[0023] [ka] In the above formula, R is an alkyl group having 1 to 12 carbon atoms.

[0024] After forming the color pattern on the lens raw material, the method may further include coating the lens raw material with a coating liquid containing a Boswellia extract.

[0025] The method may further include a step of preparing a color pattern composition including a polydopamine-modified pigment before step (c), and the step of preparing the color pattern composition including the polydopamine-modified pigment may include a step of adding dopamine to an alkaline aqueous solution to form a polydopamine solution, and a step of adding a pigment to the polydopamine solution and stirring to prepare the polydopamine-modified pigment.

[0026] Another embodiment of the present invention provides a method for manufacturing a color contact lens, the method including: (a) forming a color pattern in a first mold with a color pattern composition including a pigment modified with polydopamine; (b) injecting a lens raw material including an acrylic monomer and a gallite compound represented by the following Chemical Formula 10 into the first mold; (c) pressing a second mold onto the first mold and applying heat to polymerize the lens raw material; and (d) drying the polymerized lens raw material.

[0027] [ka] In the above formula, R is an alkyl group having 1 to 12 carbon atoms.

[0028] After forming the color pattern on the lens raw material, the method may further include coating the lens raw material with a coating liquid containing a Boswellia extract.

[0029] The method may further include a step of preparing a color pattern composition including a pigment modified with polydopamine before step (a), and the step of preparing the color pattern composition including the pigment modified with polydopamine may include a step of adding dopamine to an alkaline aqueous solution to form a polydopamine solution, and a step of adding a pigment to the polydopamine solution and stirring to prepare the polydopamine-modified pigment. Effect of the Invention

[0030] The color contact lens according to one embodiment of the present invention may include a polydopamine-modified pigment to form a color pattern layer. The use of the polydopamine-modified pigment may improve adhesion between the color pattern layer and the contact lens surface.

[0031] The color contact lens according to an embodiment of the present invention may have excellent wearing comfort and stability by including a gallite compound. In addition, antibacterial properties may be improved by forming a coating solution containing Boswellia extract on the color pattern layer. In addition, the surface slip properties of the color contact lens may be improved by coating the coating solution containing Boswellia extract. Therefore, damage to the eyelids and cornea may be reduced, eye comfort may be increased by acting as a protective coating for the eyelids and cornea surfaces, and a stabilized tear layer may be formed.

[0032] In addition, it is possible to prevent a decrease in the water content and oxygen permeability of colored contact lenses by reducing protein precipitates attached to the colored contact lenses, and to prevent the discomfort caused when wearing colored contact lenses by reducing the contact angle. [Brief description of the drawings]

[0033] [Figure 1A-C] 1 is a colored contact lens die according to one embodiment of the present invention. [Figure 2A-D]1 is a process diagram illustrating a manufacturing method of a color contact lens according to one embodiment of the present invention. [Figure 3A-D] 4A to 4C are process diagrams illustrating a method for manufacturing a colored contact lens according to another embodiment of the present invention. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0034] DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS Hereinafter, the present invention will be described in detail with reference to examples and embodiments thereof so that those skilled in the art can easily practice the present invention.

[0035] As those skilled in the art would realize, the described embodiments may be modified in various different ways, all without departing from the spirit or scope of the present invention.

[0036] Throughout this specification, when a given member is said to be located "on" another member, this includes not only when the given member is in contact with the other member, but also when the other member is present between the two members.

[0037] Throughout the specification, when a certain part "comprises" a certain component, this does not mean excluding other components, but means that other components may be further included, unless otherwise specified to the contrary. Terms of degree such as "about," "substantially," etc., used throughout the specification of this application are used to mean a numerical value or close to a numerical value when the tolerance of manufacturing and materials inherent in the referred meaning is presented, and are used to prevent unconscionable infringers from unfairly exploiting the disclosure in which a precise or absolute numerical value is mentioned to aid in the understanding of the present invention. Terms of degree such as "step of (doing)" or "step of" used throughout the specification of this application do not mean "step for".

[0038] The present invention relates to a colored contact lens and a method for manufacturing the same.

[0039] As used herein, "contact lens" means a structure that can be placed on or in a wearer's eye. Contact lenses can correct, improve, or alter a user's vision, but can also be used for other purposes, such as cosmetic purposes. Contact lenses can comprise materials known in the art and can be soft lenses, hard lenses, or hybrid lenses.

[0040] 1A-1C are a colored contact lens die according to one embodiment of the present invention.

[0041] A color contact lens according to an embodiment of the present invention may include a contact lens including an acrylic monomer and a gallite compound represented by Chemical Formula 10, and a color pattern layer formed on one surface of the contact lens and including a pigment modified with polydopamine.

[0042] According to an embodiment of the present invention, the acrylic monomer may be, but is not limited to, acrylic acid, methacrylic acid, acrylamide, C1-C 15 Saturated or unsaturated alkyl acrylate or methacrylate, C1-C substituted with one to three hydroxy groups 15 Hydroxyalkyl acrylate or methacrylate, N,N-di(C1-C 15 Saturated or unsaturated alkyl acrylamides and the like can be used, and one or more of these can be used in combination.

[0043] Specifically, acrylic acid (AA), methacrylic acid (MA), acrylamide, lauryl methacrylate (LMA), hydroxyethyl methacrylate (HEMA), glycerol monomethacrylate (GMMA), N,N-dimethylacrylamide (DMA), and the like can be used.

[0044] The content of the acrylic monomers is not particularly limited, but the hydroxyethyl methacrylate (HEMA) may be used in an amount of 90 to 98 parts by weight, and the other monomers may each be used in an amount of 0.1 to 10 parts by weight.

[0045] Hydroxyethyl methacrylate (HEMA) is the hydrogel most commonly used for soft contact lenses.

[0046] Hydrogels are a network structure in which water-soluble polymers form three-dimensional crosslinks through physical or chemical bonds, and are not dissolved in an aqueous environment, so they can contain a considerable amount of water. They are easy to process and can be transformed into various shapes, and have high biocompatibility due to their high water content and physicochemical similarity to the extracellular matrix.

[0047] According to an embodiment of the present invention, the contact lens may further include one or more hydrophilic monomers selected from N-vinylpyrrolidone (NVP) and N-methylpyrrolidone (NMP).

[0048] According to an embodiment of the present invention, the contact lens may include a gallite compound represented by the following Chemical Formula 10.

[0049] [ka] In the above formula, R is an alkyl group having 1 to 12 carbon atoms.

[0050] According to one embodiment of the present invention, the gallite compound may be one or more of methyl gallite, ethyl gallite, propyl gallite, octyl gallite, and lauryl gallite.

[0051] When a contact lens contains a gallite compound, the basic physical properties of the contact lens can be satisfied, and excellent wettability and ultraviolet blocking effect can be increased without a large change in water content.

[0052] According to an embodiment of the present invention, the contact lens may further include a silicone compound, in which case a silicone-hydrogel lens may be produced.

[0053] In the present invention, the silicon compound is a hydrocarbon compound containing a silicon (Si) atom, and the silicon (Si) atom may have a substituent such as a hydroxyl group, an alkoxy having 1 to 10 carbon atoms, an amide group, an ester group, a siloxy group, etc. The silicon compound is not limited thereto, and may be, for example, one or more selected from the group consisting of 2-(trimethylsilyloxy)ethyl methacrylate, tris(3-methacryloxypropyl)silane, 3-tris(trimethylsiloxy)silylpropyl methacrylate, and 4-methacryloxybutyl terminated polydimethylsiloxane.

[0054] A color pattern layer may be formed on one surface of the contact lens, and the color pattern layer may include a pigment modified with polydopamine. Dopamine is known to have a molecular structure similar to that of adhesive proteins of mussels and has strong adhesive properties. In addition, dopamine contains a large number of catechol and amine functional groups, and can also exhibit excellent biocompatibility and hydrophilicity.

[0055] According to one embodiment of the present invention, the adhesion between the color pattern layer and the contact lens surface can be improved by using polydopamine modified pigments.

[0056] According to an embodiment of the present invention, the polydopamine may include dopamine or a dopamine analogue represented by the following Formula 20 or Formula 21. The dopamine or dopamine analogue may improve adhesion to acrylic monomers and silicon compounds, which are raw materials for contact lenses, to implement a stable color pattern.

[0057] [ka] [ka]

[0058] According to one embodiment of the present invention, the pigment may be an organic pigment or an inorganic pigment.

[0059] For example, but not limited to, the pigment may be selected from the group consisting of carbazole violet, chlorophyllin-copper complex, phthalocyanine green, iron oxides, and titanium dioxide.

[0060] According to an embodiment of the present invention, the pigment may be a pearlescent pigment, which may be one of FD&C dyes, D&C dyes, FD&C lakes, D&C lakes, iron dioxide, talc, alumina, natural colorants, and combinations thereof.

[0061] According to one embodiment of the present invention, the color contact lens may further include a coating layer containing a Boswellia extract, and more specifically, may further include a coating layer formed on the color pattern layer and containing a Boswellia extract. By including Boswellia extract in the coating layer, the color pattern layer can be stabilized, and an excellent wearing comfort can be provided to the user.

[0062] Boswellia extract refers to an extract of a plant belonging to the genus Boswellia, and the Boswellia extract may contain boswellic acid as an active ingredient.

[0063] Although not limited thereto, the Boswellia plant may be Boswellia serrata, Boswellia frereana, Boswellia carterii, etc., and specifically, the Boswellia plant may be Boswellia serrata.

[0064] Boswellia is rich in anti-inflammatory components such as tertene, boswellic acid, and incelsol acetate, which are known to act as antioxidants and have excellent effects in treating inflammation. In particular, boswellic acid has a non-specific antioxidant effect that inhibits the activity of 5-lipoxygenase, an enzyme that produces leukotriene from arachidonic acid, and is known to have a much better effect than typical elastase inhibitors such as usolic acid.

[0065] Specifically, there is research showing that Boswellia extract reduces the activity of pro-inflammatory factors in osteoarthritis (Journal of the Korean Society of Food Science and Nutrition 43(5), 20145, 631-640(10 pages)).

[0066] In addition, a study showed that after administering Boswellia extract to IBD (inflammatory bowel disease) patients for six weeks, 82% of the patients were cured (British Pharmaceutical Journal (paper by Francesca Borelli research team)).

[0067] According to one embodiment of the present invention, the method for obtaining the Boswellia extract is not particularly limited.

[0068] It can be obtained by using an extraction process, but is not limited thereto. For example, it can be obtained from Boswellia using an extraction solvent such as water, anhydrous or water-containing lower alcohols having 1 to 4 carbon atoms (methanol, ethanol, propanol, butanol, etc.), a mixture of lower alcohols and water, acetone, ethyl acetate, chloroform, 1,3-butylene glycol, butyl acetate, etc. Specifically, the extraction solvent can be water or ethanol.

[0069] In the process of obtaining the Boswellia extract, the extraction may be carried out using any extractor commonly used in the art, for example, an extractor equipped with a cooling condenser may be used, which is suitable for preventing the effective ingredients from evaporating during extraction. The extract may be dried by various methods known in the art, for example, using a rotary vacuum evaporator.

[0070] In addition, according to one embodiment of the present invention, the Boswellia extract may be subjected to a conventional purification process. For example, but not limited to, as long as it has a certain molecular weight cut-off value, active fractions obtained through various additional purification methods such as separation using a filtration membrane, separation by various chromatographies (designed for separation according to size, charge, hydrophobicity, or affinity) may be used.

[0071] According to one embodiment of the present invention, the Boswellia extract may be prepared in a powder form by additional processes such as vacuum distillation and freeze-drying or spray-drying.

[0072] The Boswellia extract may contain boswellic acid represented by the following Chemical Formulas 1 to 8.

[0073] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka]

[0074] The name of the formula 1 is β-boswellic acid, the formula 2 is 3-O-acetyl-11-keto-β-boswellic acid, the formula 3 is α-boswellic acid, the formula 4 is 11-keto-β-boswellic acid, the formula 5 is 3-acetyl-11-keto-β-boswellic acid, the formula 6 is 3-O-acetyl-β-boswellic acid, and the formula 7 is 3-O-acetyl9,11-dehydroβ-boswellic acid. β-boswellic acid, and chemical formula 8 is 3-O-acetyl-α-boswellic acid.

[0075] A method for manufacturing a color contact lens according to an embodiment of the present invention will be described in detail below. The method for manufacturing a color contact lens described below can be understood as one method for specifying a color contact lens according to an embodiment of the present invention.

[0076] A method for manufacturing a color contact lens according to one embodiment of the present invention may include the steps of: (a) injecting a lens raw material containing an acrylic monomer and a gallite compound represented by Chemical Formula 10 into a first mold; (b) pressing a second mold onto the first mold and polymerizing the lens raw material by applying heat; (c) separating the first mold and the second mold to expose the polymerized lens raw material and forming a color pattern on a surface of the lens raw material with a color pattern composition containing a pigment modified with polydopamine; and (d) drying the lens raw material on which the color pattern has been formed.

[0077] First, a lens raw material containing an acrylic monomer can be prepared.

[0078] The specific types of the acrylic monomers are as described above. The content of the acrylic monomers is not particularly limited, but the hydroxyethyl methacrylate (HEMA) may be used in an amount of 90 to 98 parts by weight, and the other monomers may be used in an amount of 0.1 to 10 parts by weight. Specifically, 90 to 98 parts by weight of hydroxyethyl methacrylate (HEMA) and 1 to 3 parts by weight of methyl methacrylate (MMA) may be used.

[0079] According to an embodiment of the present invention, the lens raw material may further include a hydrophilic monomer such as N-vinylpyrrolidone (NVP) or N-methylpyrrolidone (NMP) in order to increase the water content. The hydrophilic monomer may be included in an amount of 0.1 to 10 parts by weight, specifically 0.1 to 8 parts by weight, and more specifically 0.1 to 5 parts by weight, based on 100 parts by weight of the lens raw material. If the content of the hydrophilic monomer is less than 0.1 parts by weight, the wettability may be reduced, and if it exceeds 10 parts by weight, the tensile strength may be weakened.

[0080] The gallite compound represented by the following formula 10 can be included in an amount of 0.01 to 5 parts by weight, specifically 0.1 to 1 part by weight, based on 100 parts by weight of the lens raw material. If the gallite compound is less than 0.01 parts by weight, the water content of the color contact lens can be reduced, and if it exceeds 5 parts by weight, the refractive index and contact angle properties can be reduced.

[0081] [ka] In the above formula, R is an alkyl group having 1 to 12 carbon atoms.

[0082] According to an embodiment of the present invention, the lens material may further include a silicon compound, in which case a silicon-hydrogel lens may be produced.

[0083] The silicon compound may be included in an amount of 0.1 to 50 parts by weight based on 100 parts by weight of the lens raw material. If the content of the silicon compound exceeds 50 parts by weight, the tensile strength and wettability may be reduced.

[0084] According to an embodiment of the present invention, the contact lens raw material may further include a crosslinking agent or an initiator.

[0085] According to one embodiment of the present invention, the crosslinking agent may be, but is not limited to, ethylene glycol dimethacrylate (EGDMA), diethylene glycol methacrylate (DEGMA), divinylbenzene, and treemethylolpropane trimethacrylate (TMPTMA).

[0086] The content of the crosslinking agent may include 0.1 to 5 parts by weight based on 100 parts by weight of the lens raw material. Specifically, the content of the crosslinking agent may be 0.1 to 3 parts by weight, more specifically, 0.1 to 1 part by weight. If the content of the crosslinking agent exceeds 1 part by weight, it may affect the optical field, flexibility, and water content of the color contact lens.

[0087] According to one embodiment of the present invention, the initiator may be, but is not limited to, azodiisobutyronitryl (AIBN), benzoin methyl ether (BME), 2,5-dimethyl-2,5-di-(2-ethylhexanoylperoxy)hexane, and dimethoxyphenylacetophenone (DMPA).

[0088] The content of the initiator may include 0.001 to 5 parts by weight based on 100 parts by weight of the lens raw material. Specifically, the content of the initiator may be 0.01 to 1 part by weight, more specifically, 0.01 to 0.5 parts by weight. If the content of the initiator exceeds 5 parts by weight, it may affect the optical field, flexibility, and water content of the color contact lens.

[0089] Next, the lens raw material can be injected into a molding mold and shaped.

[0090] According to an embodiment of the present invention, a method such as, but not limited to, spin casting or cast molding may be used.

[0091] The rotational casting method is a method in which the resin composition, which is the lens material, is injected into a rotating mold, spreads over the frame surface depending on the rotation speed, and is polymerized by applying ultraviolet light or heat. The pattern can be determined by the mold pattern, rotation speed, physical properties of the resin composition, injection amount, etc.

[0092] The metal mold casting method is a method in which lens raw material is poured into a mold having the shape of the front and back surfaces of the lens, and polymerized by applying ultraviolet light or heat.

[0093] 2A to 2D are schematic flow charts showing a method for manufacturing a colored contact lens according to one embodiment of the present invention, and FIGS. 3A to 3D are schematic flow charts showing a method for manufacturing a colored contact lens according to another embodiment of the present invention.

[0094] 2A to 2D and 3A to 3D are schematic views showing a method for manufacturing a colored contact lens by a mold casting method, and as shown in Fig. 2A to 2D and 3A to 3D, the molding mold may be composed of a first mold 10 and a second mold 20. When the first mold 10 is a concave mold, the second mold 20 may be a convex mold. Or, when the first mold is a convex mold, the second mold may be a concave mold.

[0095] 2A to 2D, a lens raw material M including an acrylic monomer and a gallite compound represented by the following Chemical Formula 10 is injected into a first mold 10, and the lens raw material is polymerized by applying heat after pressing a second mold 20 onto the first mold 10. According to one embodiment of the present invention, the polymerization process may be performed at 60 to 90° C. for 1 to 5 hours.

[0096] According to an embodiment of the present invention, when the polymerization is completed, the first mold 10 and the second mold 20 are separated to expose the polymerized lens raw material, and a color pattern can be formed on the surface of the lens raw material using a color pattern composition C including a pigment modified with polydopamine.

[0097] According to an embodiment of the present invention, the method of forming the color pattern is not particularly limited, and the color pattern can be printed by a pad 30 printing method commonly used in the industry.

[0098] According to another embodiment of the present invention, a color pattern may be formed on the first mold, and then a lens material may be injected into the first mold, thereby forming the color pattern on the lens material.

[0099] 3A to 3D, a color pattern C may be formed in a first mold 10 using a color pattern composition including a pigment modified with polydopamine. Then, a lens raw material M including an acrylic monomer and a gallite compound represented by the following Chemical Formula 10 may be injected into the first mold 10, and the lens raw material may be polymerized by pressing a second mold 20 onto the first mold 10 and applying heat. According to one embodiment of the present invention, the polymerization process may be performed at 60 to 90° C. for 1 to 5 hours.

[0100] According to an embodiment of the present invention, the method may further include a step of preparing a color pattern composition including a pigment modified with polydopamine before forming a color pattern with the color pattern composition, and the step of preparing the color pattern composition including the pigment modified with polydopamine may include a step of adding dopamine to an alkaline aqueous solution to form a polydopamine solution, and a step of adding a pigment to the polydopamine solution and stirring to prepare the polydopamine-modified pigment.

[0101] The specific types of the pigments are as described above, and the color pattern composition may contain an acrylic resin agent, a hydrophilic monomer, a binding agent, a solvent, and a binder in addition to the pigments.

[0102] According to an embodiment of the present invention, the dopamine may be a dopamine or a dopamine analog represented by the following Formula 20 or Formula 21. This can improve adhesion to acrylic monomers and silicon compounds, which are raw materials for contact lenses, to realize a stable color pattern.

[0103] [ka] [ka]

[0104] Next, a step of drying the lens material on which the color pattern is formed may be performed.

[0105] In addition, according to an embodiment of the present invention, the method may further include coating the color pattern with a coating liquid containing a Boswellia extract after forming the color pattern.

[0106] According to one embodiment of the present invention, the coating solution may include 80 to 90 parts by weight of purified water, 0.1 to 2 parts by weight of hydrophilic polymer, 1 to 5 parts by weight of polyethylene glycol, 0.01 to 5 parts by weight of Boswellia extract, and 1 to 5 parts by weight of pH adjuster. The Boswellia coating solution may be prepared by mixing and stirring the above ingredients. Although not limited thereto, the stirring may be performed at a speed of 100 to 500 rpm for 10 to 60 minutes.

[0107] According to one embodiment of the present invention, the Boswellia extract may be boswellic acid, and the boswellic acid may include one or more of the compounds represented by Formulas 1 to 8.

[0108] According to an embodiment of the present invention, the hydrophilic polymer may be, but is not limited to, polyvinyl alcohol, polyvinylpyrrolidone, sodium hyaluronate, choline phosphate polymer, or cellulose acetate.

[0109] According to an embodiment of the present invention, the coating may be performed using a method known in the art, including, but not limited to, a deep coating process.

[0110] The contact lenses manufactured as described above undergo a hydration and inspection process, are filled with saline, and are then sterilized and packaged to complete the product production.

[0111] The color contact lens according to an embodiment of the present invention may have excellent wearing comfort and stability by including a gallite compound. In addition, antibacterial properties may be improved by forming a coating solution containing Boswellia extract on the color pattern layer. In addition, the surface slip properties of the contact lens may be improved by coating the coating solution containing Boswellia extract. Therefore, damage to the eyelids and cornea may be reduced, and the eyeball comfort may be increased by acting as a protective coating for the eyelids and cornea surfaces, and a stabilized tear layer may be formed.

[0112] In addition, it is possible to prevent a decrease in the water content and oxygen permeability of the contact lenses by reducing protein precipitates attached to the contact lenses, and to prevent the discomfort caused when wearing the contact lenses by reducing the contact angle.

[0113] Hereinafter, the present invention will be described in more detail with reference to examples according to an embodiment of the present invention, but the scope of the present invention is not limited to these examples. EXAMPLES

[0114] Color Pattern Composition Dopamine was added to an alkaline aqueous solution to form a polydopamine solution, and a pigment was added to the polydopamine solution and stirred. The precipitated material was collected to obtain a polydopamine-modified pigment. The pigment was mixed with ethyl lactate and a binder to form a color pattern composition.

[0115] Contact lens materials 94 parts by weight of 2-hydroxyethylmethacrylate, 0.1 parts by weight of methylmethacrylate (MMA), and 5 parts by weight of N-vinyl pyrrolidone (NVP) were stirred, and 0.1 parts by weight of ethyl gallite, 0.1 parts by weight of propyl gallite, 0.1 parts by weight of a crosslinking agent ethylene glycol dimethacrylate (EGDMA), and 0.01 parts by weight of an initiator azobisisobutyronitrile (AIBN) were mixed at 40°C.

[0116] Printing and Polymerization Process After printing a color pattern on the first mold using the color pattern composition, contact lens raw material was injected into the first mold, and the second mold was pressed and then polymerized and heat-treated in an oven at 80° C. for 4 hours.

[0117] Coating process The heat-treated color contact lens was coated with a coating solution containing Boswellia extract, and the contact lens sample was then hydrated with distilled water and stored in saline.

[0118] 1A to 1C show light brown, brown, and black color contact lens dies manufactured according to one embodiment of the present invention.

[0119] [evaluation] 1) Visible light transmittance The measurements were performed based on the ISO 18369-3 standard. All of the color contact lenses according to the above embodiments exhibited transparency of 95% or more in the visible light range.

[0120] 2) Moisture content It was measured according to the ISO 18369-4 standard test. The water content was calculated using the following formula, and each sample was measured three times and the average value was used. The color contact lenses according to the above embodiment showed a water content in the range of 35 to 60%.

[0121] 3) Contact angle When measured based on the ISO 18369 standard, the color contact lenses according to the above embodiment showed a range of 45° or less.

[0122] 4) Tensile strength When measured based on the ASTM D955 standard, all of the color contact lenses according to the above embodiments exhibited a strength of ≧0.2 kgf.

[0123] 5) Oxygen permeability The lenses were placed in standard saline solution (PBS) according to ISO 18369-3, stored at room temperature (20°C ± 2°C) for 24 hours, and then treated at eye temperature of 35°C ± 0.5°C for a minimum of 2 hours before being used for testing. The color contact lenses made of hydrogel material according to the present invention had an oxygen transfer rate (Dk / t) of 10 to 30, while the color contact lenses made of silicone hydrogel material showed 60 to 120.

[0124] Although the present invention has been described above with reference to an embodiment thereof, it will be readily understood by those having ordinary skill in the art that the present invention can be modified and changed in various ways without departing from the spirit and scope of the present invention as set forth in the claims below.

Claims

1. A contact lens comprising an acrylic monomer and a gallite compound represented by the following chemical formula 10: a color pattern layer formed on one surface of the contact lens and including a polydopamine-modified pigment; 【Chemistry 1】 In the above formula, R is an alkyl group having 1 to 12 carbon atoms.

2. The color contact lens according to claim 1 , wherein the gallite compound is one or more of methyl gallite, ethyl gallite, propyl gallite, octyl gallite, and lauryl gallite.

3. The colored contact lens of claim 1 , further comprising a coating layer formed on the color pattern layer and comprising a Boswellia extract.

4. 2. The color contact lens of claim 1, further comprising a coating layer formed on the color pattern layer and containing one or more boswellic acids represented by the following formulas 1 to 8: 【Chemistry 2】 【Chemistry 3】 【Chemistry 4】 【Chemistry 5】 【Chemistry 6】 【Chemistry 7】 【Chemistry 8】 【Chemistry 9】

5. The acrylic monomer is acrylic acid, methacrylic acid, acrylamide, C 1 -C 15 Saturated or unsaturated alkyl acrylate or methacrylate, C substituted with 1 to 3 hydroxy groups 1 -C 15 Hydroxyalkyl acrylate or methacrylate, and N,N-di(C 1 -C 15 2. The color contact lens according to claim 1, wherein the colorant is one or more selected from the group consisting of saturated or unsaturated alkylacrylamides.

6. The color contact lens of claim 1, further comprising at least one hydrophilic monomer selected from the group consisting of N-vinylpyrrolidone (NVP) and N-methylpyrrolidone (NMP).

7. The colored contact lens of claim 1 , wherein the contact lens comprises a silicone compound.

8. The color contact lens according to claim 1, wherein the contact lens contains one or more silicon compounds selected from the group consisting of 2-(trimethylsilyloxy)ethyl methacrylate, tris(3-methacryloxypropyl)silane, 3-tris(trimethylsiloxy)silylpropyl methacrylate, and 4-methacryloxybutyl terminated polydimethylsiloxane.

9. The color contact lens according to claim 1 , wherein the pigment is an organic pigment or an inorganic pigment.

10. 2. The color contact lens according to claim 1, wherein the pigment is selected from the group consisting of carbazole violet, chlorophyllin-copper complex, phthalocyanine green, iron oxides, and titanium dioxide.

11. The color contact lens of claim 1 , wherein the pigment exhibits pearlescence.

12. 12. The colored contact lens of claim 11, wherein the pearlescent pigment is at least one of FD&C dyes, D&C dyes, FD&C lakes, D&C lakes, iron dioxide, talc, alumina, natural colorants, and combinations thereof.

13. (a) injecting a lens material including an acrylic monomer and a gallite compound represented by the following Chemical Formula 10 into a first mold; (b) pressing a second mold onto the first mold and applying heat to polymerize the lens material; (c) separating the first mold from the second mold to expose the polymerized lens material, and forming a color pattern on the surface of the lens material with a color pattern composition including a pigment modified with polydopamine; (d) drying the lens material on which the color pattern is formed. 【Chemistry 10】 In the above formula, R is an alkyl group having 1 to 12 carbon atoms.

14. The method for producing a colored contact lens according to claim 13, further comprising the step of coating the lens raw material with a coating liquid containing a Boswellia extract after forming the color pattern on the lens raw material.

15. The method further includes, before step (c), preparing a color pattern composition including a polydopamine-modified pigment; The step of preparing a color pattern composition containing the polydopamine-modified pigment includes: adding dopamine to an alkaline aqueous solution to form a polydopamine solution; and adding a pigment to the polydopamine solution and stirring to produce the polydopamine-modified pigment.

16. (a) forming a color pattern on a first mold with a color pattern composition including a polydopamine-modified pigment; (b) injecting a lens material into the first mold, the lens material including an acrylic monomer and a gallite compound represented by the following Chemical Formula 10: (c) pressing a second mold onto the first mold and applying heat to polymerize the lens material; (d) drying the polymerized lens material. 【Chemistry 11】 In the above formula, R is an alkyl group having 1 to 12 carbon atoms.

17. The method for producing a colored contact lens according to claim 16, further comprising the step of coating the lens raw material with a coating liquid containing a Boswellia extract after forming a color pattern on the lens raw material.

18. The method further includes, before step (a), preparing a color pattern composition including a polydopamine-modified pigment; The step of preparing a color pattern composition containing the polydopamine-modified pigment includes: adding dopamine to an alkaline aqueous solution to form a polydopamine solution; and adding a pigment to the polydopamine solution and stirring to produce a polydopamine-modified pigment.

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