Silicone hydrogel contact lenses

Abstract

A polymer obtained by polymerizing a composition for forming a silicone hydrogel contact lens comprising a silicone-containing macromonomer and polyethylene glycol, and The differences in dispersion force (δD), dipole attraction (δP), and hydrogen bonding force (δH), △δD, △δP, and △δH determining the Hansen solubility parameters for each of the silicon-containing macromonomer and the polyethylene glycol -6.0 MPa1 / 2≤ △δD ≤ 1.0 MPa1 / 2, 1.5 MPa1 / 2≤ △δP ≤ 3.5 MPa1 / 2, 4.0 MPa1 / 2≤ △δH ≤ 8.0 MPa1 / 2 Provides a silicone hydrogel contact lens that satisfies [the condition].

Description

Technology Field

[0001] The present invention relates to a composition for forming a silicone hydrogel contact lens and a silicone hydrogel contact lens manufactured using the same. Background Technology

[0003] The market for contact lenses is continuously growing as they are widely used for cosmetic purposes in addition to vision correction. Consequently, various research and new technological developments are underway, and based on this, new contact lenses with optimal physical properties are being launched. The problem to be solved

[0005] The objective of the present invention is to provide a composition capable of manufacturing a silicone hydrogel contact lens that exhibits high oxygen permeability and high water content.

[0006] The object of the present invention is to provide a silicone hydrogel contact lens exhibiting high oxygen permeability and high water content.

[0007] The objects of the present invention are not limited to those mentioned above, and other unmentioned objects and advantages of the present invention may be understood from the following description and will be more clearly understood by the embodiments of the present invention. Furthermore, it will be readily apparent that the objects and advantages of the present invention can be realized by the means and combinations thereof set forth in the claims. means of solving the problem

[0009] In one embodiment of the present invention,

[0010] Contains silicon-containing macromonomers and polyethylene glycol,

[0011] The differences in dispersion force (δD), dipole attraction (δP), and hydrogen bonding force (δH), △δD, △δP, and △δH determining the Hansen solubility parameters for each of the silicon-containing macromonomer and the polyethylene glycol

[0012] -6.0 MPa1 / 2 ≤ △δD ≤ 1.0 MPa 1 / 2 ,

[0013] 1.5 MPa 1 / 2 ≤ △δP ≤ 3.5 MPa 1 / 2 ,

[0014] 4.0 MPa 1 / 2 ≤ △δH ≤ 8.0 MPa 1 / 2

[0015] A composition for forming a silicone hydrogel contact lens satisfying [condition] is provided.

[0016] In one embodiment of the present invention,

[0017] A polymer obtained by polymerizing a composition for forming a silicone hydrogel contact lens comprising a silicone-containing macromonomer and polyethylene glycol, and

[0018] The differences in dispersion force (δD), dipole attraction (δP), and hydrogen bonding force (δH), △δD, △δP, and △δH determining the Hansen solubility parameters for each of the silicon-containing macromonomer and the polyethylene glycol

[0019] -6.0 MPa 1 / 2 ≤ △δD ≤ 1.0 MPa 1 / 2 ,

[0020] 1.5 MPa 1 / 2 ≤ △δP ≤ 3.5 MPa 1 / 2 ,

[0021] 4.0 MPa 1 / 2 ≤ △δH ≤ 8.0 MPa 1 / 2

[0022] Provides a silicone hydrogel contact lens that satisfies [the condition].

[0023] For example, the differences in dispersion force (δD), dipole attraction (δP), and hydrogen bonding force (δH), △δD, △δP, and △δH, which determine the Hansen solubility parameters for each of the silicon-containing macromonomer and the polyethylene glycol,

[0024] -0.8 MPa 1 / 2≤ △δD ≤ 0.3 MPa 1 / 2 ,

[0025] 2.0 MPa 1 / 2 ≤ △δP ≤ 2.5 MPa 1 / 2 ,

[0026] 4.5 MPa 1 / 2 ≤ △δH ≤ 5.7 MPa 1 / 2

[0027] It can satisfy.

[0028] The above composition for forming a silicone hydrogel contact lens may further include a hydrophilic monomer.

[0029] The above composition for forming a silicone hydrogel contact lens may further include a silicone-containing monomer.

[0030] The above silicone hydrogel contact lens forming composition may further include at least one selected from the group consisting of a crosslinking agent, an initiator, a UV blocker, a pigment, a diluent, and combinations thereof.

[0031] The above silicone hydrogel contact lens may have a water content in the range of 50% to 60% and an oxygen permeability (Dk) of 80 to 120.

[0032] The above silicone hydrogel contact lens has a tensile strength of 6 kgf / mm 2 Up to 8 kgf / mm 2 and, the elongation is 150% to 200%, and the tensile modulus is 0.3 kgf / mm 2 Up to 0.8 kgf / mm 2 and the oxygen permeability is 80 × 10 -11 (cm 2 / s) [ml O2 / (ml·mmHg)] to 115 × 10 -11 (cm 2 / s) [ml O2 / (ml·mmHg)] and the moisture content may be 50% to 55%. Effects of the invention

[0034] The above silicone hydrogel contact lens exhibits high oxygen permeability and high water content.

[0035] In addition to the effects described above, the specific effects of the present invention are described together with the specific details for implementing the invention below. Specific details for implementing the invention

[0037] Hereinafter, embodiments of the present invention are described in detail so that those skilled in the art can easily implement the invention. The present invention may be embodied in various different forms and is not limited to the embodiments described herein.

[0038] The cornea receives oxygen through contact between oxygen dissolved in tears and oxygen in the air, but contact lenses placed on the cornea can interfere with this oxygen delivery. Therefore, recently, interest in and the importance of contact lenses with high oxygen permeability have been increasing in consideration of eye health.

[0039] In addition, for contact lens materials, a compound mixed with multiple monomers and an initiator is injected into a mold, and a polymerization reaction proceeds as a cross-linking reaction occurs due to instantaneous energy. The polymer material produced as a result of the polymerization reaction plays a role in the lens, and the intrinsic properties of the contact lens, such as refractive index, mechanical strength, wettability, and oxygen permeability, are determined by the composition of the compound.

[0041] In one embodiment of the present invention, the silicon-containing macromonomer and polyethylene glycol are included,

[0042] The differences in dispersion force (δD), dipole attraction (δP), and hydrogen bonding force (δH), △δD, △δP, and △δH, which determine the Hansen solubility constants for each of the silicon-containing macromonomer and the polyethylene glycol,

[0043] -6.0 MPa 1 / 2 ≤ △δD ≤ 1.0 MPa 1 / 2 ,

[0044] 1.5 MPa 1 / 2 ≤ △δP ≤ 3.5 MPa 1 / 2 ,

[0045] 4.0 MPa 1 / 2 ≤ △δH ≤ 8.0 MPa 1 / 2

[0046] A composition for forming a silicone hydrogel contact lens satisfying [condition] is provided.

[0047] In one embodiment of the present invention, a silicone hydrogel contact lens is provided by thermally polymerizing or photopolymerizing the silicone hydrogel contact lens forming composition.

[0048] The above silicone hydrogel contact lens has high oxygen permeability and high water content characteristics.

[0049] The physical properties of the above silicone hydrogel contact lens can be improved by determining the morphology during the polymerization process through controlling the compatibility between monomers of the compound, thereby contributing to production efficiency and quality stabilization. Compatibility between monomers can be calculated based on thermodynamic energy differences such as Flory-Huggins; however, to calculate compatibility more accurately, the accuracy of the calculation can be further enhanced by classifying it into three factors: dispersion, polarity, and hydrogen bonding. Therefore, the Hansen solubility parameter was used as a tool to predict compatibility.

[0050] In this specification, "hydrogel" means a cross-linked polymer material that can contain 10% by weight or more of moisture within the matrix of the cross-linked polymer when hydrated.

[0051] In this specification, "silicon-containing macromonomer" is a monomer containing silicon and having an ethylene-based unsaturated group, and is a macromonomer with a weight-average molecular weight of 500 Da or more.

[0052] In this specification, "polyethylene glycol" refers to the chemical formula H-(O-CH2-CH2) n It is denoted as -OH, and generally, n has a value of 4 or greater.

[0053] In this specification, "hydrophilic monomer" is a monomer with a weight of less than 500 Da having a polymerizable functional group of an olefin or acryl group and a hydrophilic functional group such as a hydroxyl group, an amine group, or pyrrolidone.

[0054] In this specification, "silicon-containing monomer" is a monomer containing silicon and having an ethylene-based unsaturated group, and is a monomer with a weight-average molecular weight of less than 500 Da.

[0056] A silicone hydrogel contact lens according to one embodiment of the present invention is:

[0057] A polymer obtained by polymerizing a composition for forming a silicone hydrogel contact lens comprising a silicon-containing macromonomer and polyethylene glycol, wherein the differences in dispersion force (δD), dipole attraction (δP), and hydrogen bonding force (δH), △δD, △δP, and △δH, which determine the Hansen solubility parameter (HSP) for each of the silicon-containing macromonomer and the polyethylene glycol

[0058] -6.0 MPa 1 / 2 ≤ △δD ≤ 1.0 MPa 1 / 2 ,

[0059] 1.5 MPa 1 / 2 ≤ △δP ≤ 3.5 MPa 1 / 2 ,

[0060] 4.0 MPa 1 / 2 ≤ △δH ≤ 8.0 MPa 1 / 2

[0061] Satisfies.

[0062] Typically, silicone-based polymers possess high oxygen permeability. Consequently, contact lenses made of silicone materials exhibit high oxygen permeability; however, due to their hydrophobic nature, their water content is low. If the content of hydrophilic monomers within the polymer is increased to raise the water content, the oxygen permeability decreases again. Thus, because conventional silicone contact lenses exhibit a trade-off between oxygen permeability and water content, it is difficult to obtain contact lenses that simultaneously satisfy both high oxygen permeability and high water content characteristics.

[0063] The above silicone hydrogel contact lens contains a polymer in which a silicone-containing macromonomer is polymerized, and satisfies both oxygen permeability and water content above a predetermined standard.

[0064] The polyethylene glycol is used as a processing aid during the polymerization of the silicone hydrogel contact lens. Depending on the type of material forming the polymer, it plays a role such as dispersion, viscosity, and high hardness, and can also significantly influence the properties of the polymer formed according to the compositional ratio of the composition. The non-reactive polyethylene glycol changes its gyration radius and size from the beginning of the reaction according to the compatibility between other compositions, and this causes the compatibility between polymers to change. Subsequently, through the hydration process, the non-reactive polyethylene glycol is removed, and the structure formed with a specific size and molecular arrangement by the gyration radius remains. The structure formed by the gyration radius affects the physical properties of the contact lens.

[0065] Accordingly, in the above composition for forming a silicone hydrogel contact lens, the polyethylene glycol is involved in controlling the physical properties of the hydrogel by controlling the solubility of the silicone-containing macromonomer and the polyethylene glycol, and as a result, the characteristics of high oxygen permeability and high water content of the silicone hydrogel contact lens can be achieved. The solubility of the silicone-containing macromonomer and the polyethylene glycol is controlled so that the dispersion force (δD), dipole attraction (δP), and hydrogen bonding force (δH), which are three control factors determining the Hansen solubility constant, satisfy the aforementioned ranges.

[0066] Specifically, the polyethylene glycol causes phase separation as its compatibility with the polymer formed during the polymerization process of the silicone hydrogel contact lens forming composition decreases, and after the polymerization reaction is completed, it is released during the hydration process to create empty spaces within the polymer chains, and since these empty spaces are filled with water, a high water content is achieved.

[0067] By ensuring that the solubility between the silicon-containing macromonomer and the polyethylene glycol satisfies the parameter conditions of the Hansen solubility constant, the polyethylene glycol serves to provide hydration sites that determine the water content.

[0068] In this way, the silicone hydrogel contact lens has the characteristic of high oxygen permeability because it is made of a silicone-containing macromonomer-based polymer, and as described above, the polyethylene glycol acts as a processing aid to increase the water content, thereby enabling the achievement of high oxygen permeability and high water content characteristics.

[0069] The Hansen solubility constant (HSP) consists of three parameters representing the forces acting between the molecules of a substance (dispersion force (δD), dipole attraction (δP), and hydrogen bonding force (δH)), and can be calculated according to the approach proposed by Charles Hansen in the work of the literature [title "Hansen Solubility Parameters: A User's Handbook," Second Edition (2007) Boca Raton, Fla.: CRC Press. ISBN 978-O-8493-7248-3].

[0070] Dispersion force (δD) quantifies the energy of dispersion forces between molecules, i.e., van der Waals forces; dipole attraction (δP) represents the energy of intermolecular dipole interactions; and hydrogen bonding force (δH) quantifies the energy derived from intermolecular hydrogen bonds, i.e., the ability to interact through hydrogen bonds.

[0071] The Hansen solubility constant (HSP) is a vector quantity represented as (δD, δP, δH) and is expressed by plotting it in a three-dimensional space (Hansen space) with the three parameters as coordinate axes. Since there are known information sources, such as databases, for the Hansen solubility constants (HSP) of commonly used materials, the Hansen solubility constant (HSP) of a desired material can be obtained by, for example, by referring to a database. For materials for which the Hansen solubility constant (HSP) is not registered in a database, the Hansen solubility constant (HSP) can be calculated from the chemical structure of the material or the Hansen solubility method by using computer program software, such as Hansen Solubility Parameters in Practice (HSPiP), for example. Specifically, the Hansen solubility constant of the silicon-containing macromonomer can be calculated according to the Y-BM Group Contribution Method, and the solubility constants of other components of the silicon hydrogel contact lens-forming composition, such as other monomers like polyethylene glycol or polymers, can be calculated and utilized in the same way.

[0072] To control the solubility of the silicon-containing macromonomer with the polyethylene glycol, that is, the three parameters determining the Hansen solubility constant—dispersion force (δD), dipole attraction (δP), and hydrogen bonding force (δH)—are under the following conditions:

[0073] -6.0 MPa 1 / 2 ≤ △δD ≤ 1.0 MPa 1 / 2 ,

[0074] 1.5 MPa 1 / 2 ≤ △δP ≤ 3.5 MPa 1 / 2 ,

[0075] 4.0 MPa 1 / 2 ≤ △δH ≤ 8.0 MPa 1 / 2

[0076] To satisfy the above conditions, variables affecting the values ​​of dispersion force (δD), dipole attraction (δP), and hydrogen bonding force (δH) can be controlled. For example, variables such as the composition of the components of the silicone hydrogel contact lens forming composition and the content of each component, the structure and molecular weight of the silicone-containing macromonomer, and the molecular weight and content of the polyethylene glycol can collectively affect the above conditions. Therefore, the silicone hydrogel contact lens forming composition can be designed to satisfy the above conditions by controlling these as variables.

[0077] In a silicone hydrogel contact lens according to another embodiment of the present invention, the differences in dispersion force (δD), dipole attraction (δP), and hydrogen bonding force (δH) determining the Hansen solubility parameters for each of the silicone-containing macromonomer and the polyethylene glycol, △δD, △δP, and △δH, may satisfy the following ranges:

[0078] -0.8 MPa 1 / 2 ≤ △δD ≤ 0.3 MPa 1 / 2 ,

[0079] 2.0 MPa 1 / 2 ≤ △δP ≤ 2.5 MPa 1 / 2 ,

[0080] 4.5 MPa 1 / 2 ≤ △δH ≤ 5.7 MPa 1 / 2

[0081] In one embodiment, the silicon-containing macromonomer comprises at least a plurality of siloxane repeating units [-Si-O-] and one or two acrylic functional groups.

[0082] In one embodiment, the weight-average molecular weight of the silicon-containing macromonomer may be 500 Da to 2500 Da.

[0083] Specific examples of the above silicon-containing macromonomers include, but are not limited to, methacryloxypropyltris(trimethylsiloxy)silane, monomethacryloxyalkyl-terminated polydimethylsiloxane, 3-{alpha-(trimethylsilly)poly[oxy(dimethyllysilylene)]}propyl 2-methylprop-2-enot, mono-butyl-terminated polydimethylsiloxane, methacrylooxypropyl-terminated polydimethylsiloxane, monovinyl-terminated polydimethylsiloxane, bis(divinyl)-terminated polydimethylsiloxane, alpha-monovyl-monophenyl-Ω-monohydride-terminated polymethylsiloxane, etc., and may include one or more of these.

[0084] In one embodiment, the silicon-containing macromonomer may include at least one selected from the group consisting of a compound represented by the following chemical formula 1, a compound represented by the chemical formula 2, a compound represented by the chemical formula 3, a compound represented by the chemical formula 4, and combinations thereof.

[0085] <Chemical Formula 1>

[0086]

[0088] In the above chemical formula 1,

[0089] a is an integer from 1 to 30, b is an integer from 1 to 30, and c is an integer from 5 to 30, and

[0090] R1 to R4 are each independently hydrogen or C1-C6 alkyl, and

[0091] R5 is a C1-C8 alkyl, triC1-C8 alkylsiloxy, phenyl, naphthyl, substituted C1-C8 alkyl, substituted phenyl, or substituted naphthyl, wherein the alkyl substituent is at least one selected from the group consisting of C1-C8 alkoxycarbonyl, C1-C8 alkyl, C1-C8 alkoxy, amide, halogen, hydroxyl, carboxyl, C1-C8 alkylcarbonyl, and formyl, and the phenyl and naphthyl substituents are at least one selected from the group consisting of C1-C8 alkoxycarbonyl, C1-C8 alkyl, C1-C8 alkoxy, amide, halogen, hydroxyl, carboxyl, C1-C8 alkylcarbonyl, and formyl.

[0093] <Chemical Formula 2>

[0094]

[0095] In the above chemical formula 2,

[0096] a is an integer from 1 to 27, and b is an integer from 3 to 27, and

[0097] R1 and R2 are each independently hydrogen or C1-C8 alkyl, and

[0098] R3 and R4 are each independently hydrogen, C1-C6 alkyl, triC1-C6 alkylsiloxy, phenyl, naphthyl, substituted C1-C6 alkyl, substituted phenyl, or substituted naphthyl, wherein the alkyl substituent is at least one selected from the group consisting of C1-C6 alkoxycarbonyl, C1-C6 alkyl, C1-C6 alkoxy, amide, halogen, hydroxyl, carboxyl, C1-C6 alkylcarbonyl, and formyl, and the phenyl and naphthyl substituents are at least one selected from the group consisting of C1-C6 alkoxycarbonyl, C1-C6 alkyl, C1-C6 alkoxy, amide, halogen, hydroxyl, carboxyl, C1-C6 alkylcarbonyl, and formyl.

[0100] <Chemical Formula 3>

[0101]

[0102] In the above chemical formula 3,

[0103] a is an integer from 1 to 27, and b is an integer from 3 to 27, and

[0104] R1 and R2 are, each independently, hydrogen or C1-C8 alkyl, and

[0105] R3 and R4 are each independently hydrogen, C1-C6 alkyl, triC1-C6 alkylsiloxy, phenyl, naphthyl, substituted C1-C6 alkyl, substituted phenyl, or substituted naphthyl, wherein the alkyl substituent is at least one selected from the group consisting of C1-C6 alkoxycarbonyl, C1-C6 alkyl, C1-C6 alkoxy, amide, halogen, hydroxyl, carboxyl, C1-C6 alkylcarbonyl, and formyl, and the phenyl and naphthyl substituents are at least one selected from the group consisting of C1-C6 alkoxycarbonyl, C1-C6 alkyl, C1-C6 alkoxy, amide, halogen, hydroxyl, carboxyl, C1-C6 alkylcarbonyl, and formyl.

[0107] <Chemical Formula 4>

[0108]

[0109] In the above chemical formula 4,

[0110] a is an integer from 1 to 8, and b is an integer from 3 to 10, and

[0111] R1 to R4 are each independently hydrogen or C1-C6 alkyl, and

[0112] R5 is a C1-C8 alkyl, triC1-C8 alkylsiloxy, phenyl, naphthyl, substituted C1-C8 alkyl, substituted phenyl, or substituted naphthyl, wherein the alkyl substituent is at least one selected from the group consisting of C1-C8 alkoxycarbonyl, C1-C8 alkyl, C1-C8 alkoxy, amide, halogen, hydroxyl, carboxyl, C1-C8 alkylcarbonyl, and formyl, and the phenyl and naphthyl substituents are at least one selected from the group consisting of C1-C8 alkoxycarbonyl, C1-C8 alkyl, C1-C8 alkoxy, amide, halogen, hydroxyl, carboxyl, C1-C8 alkylcarbonyl, and formyl.

[0114] The type and content of the above silicon-containing macromonomer can be freely determined within the limits of satisfying the Hansen solubility parameter conditions with the above polyethylene glycol.

[0115] The above composition for forming a silicone hydrogel contact lens may contain 21 to 48 weight percent of the silicone-containing macromonomer.

[0116] In one embodiment, the polyethylene glycol may have a weight-average molecular weight in the range of 200 to 1000 g / mol.

[0117] The content of the polyethylene glycol may be varied according to its relationship with the silicon-containing macromonomer to satisfy the Hansen solubility parameter conditions with the macromonomer. For example, the composition for forming a silicon hydrogel contact lens may contain 4 to 96 parts by weight of the polyethylene glycol per 100 parts by weight of the silicon-containing macromonomer.

[0118] The type, molecular weight, content, etc. of the above polyethylene glycol can be freely determined within the limits of satisfying the Hansen solubility parameter conditions with the above silicon-containing macromonomer.

[0119] The physical properties of the final product, the contact lens, are determined by how the composition of each component of the above-described silicone hydrogel contact lens-forming composition is designed. While there may be various factors regarding the physical properties of the contact lens, they can be designed by primarily considering, for example, water content, oxygen permeability, and durability. Here, durability can be classified into strength, elongation, and Young's modulus. Considering these physical properties of the contact lens, the above-described silicone hydrogel contact lens-forming composition may include additional components in addition to the above-described silicone-containing macromonomer and polyethylene glycol, provided that they satisfy the above-described Hansen solubility parameter conditions.

[0120] In one embodiment, the composition for forming a silicone hydrogel contact lens may further include a hydrophilic monomer.

[0121] The above hydrophilic monomer participates in the radical polymerization of the composition for forming the silicone hydrogel contact lens, and structural units based on the above hydrophilic monomer are included in the polymer. The above silicone-containing macromonomer and the above hydrophilic monomer are polymerized by a polymerization reaction initiated by a radical reaction by heat or light to form a polymer.

[0122] The above hydrophilic monomer may be, for example, N,N-dimethylacrylamide, 2-hydroxyethyl methacrylate, glycerol nomethacrylate, 2-hydroxyethyl methacrylamide, polyethylene glycol nomethacrylate, methacryl acid, acrylic acid, N-vinylpyrrolidone, N-vinyl-N-methylacetamid, N-vinyl-N-ethylacetamid, N-vinyl-N-ethylformamide, N-vinylformamide, etc., but is not limited thereto, and may include one or more of these.

[0123] In one embodiment, the hydrophilic monomer may be at least one selected from the group consisting of N,N-dimethylacrylamide, 2-hydroxyethyl methacrylate, glycerol nomethacrylate, 2-hydroxyethyl methacrylamide, polyethylene glycol nomethacrylate, methacryl acid, acrylic acid, N-vinylpyrrolidone, N-vinyl-N-methylacetamid, N-vinyl-N-ethylacetamid, N-vinyl-N-ethylformamide, N-vinylformamide, and combinations thereof.

[0124] In one embodiment, the composition for forming a silicone hydrogel contact lens may contain 20 to 239 parts by weight of the hydrophilic monomer relative to 100 parts by weight of the silicone-containing macromonomer. The composition for forming a silicone hydrogel contact lens can realize a contact lens having high water content characteristics while containing the hydrophilic monomer at a relatively low content within the above range compared to commercially available contact lenses.

[0125] In one embodiment, the composition for forming a silicone hydrogel contact lens may further include a silicone-containing monomer and a crosslinking agent.

[0126] In one embodiment, the silicon-containing monomer comprises at least a plurality of siloxane repeating units [-Si-O-] and one or two acrylic functional groups.

[0127] The above silicon-containing monomer has a weight-average molecular weight of less than 500 Da, is not a macromonomer, and is different from the above silicon-containing macromonomer.

[0128] The above silicon-containing monomer may be, for example, α,ω-bismethacryloxypropylpolydimethylsiloxane (SiGMA), 3-methacryloxypropyltris(trimethylsiloxy)silane (TRIS), monomethacryloxypropyl terminal polydimethylsiloxane, polydimethylsiloxane, 3-methacryloxypropylbis(trimethylsiloxy)methylsilane, methacryloxypropylpentamethyldisiloxane, etc., but is not limited thereto, and may include one or more of these.

[0129] In one embodiment, the composition for forming a silicone hydrogel contact lens may comprise 23 to 143 parts by weight of the silicone-containing monomer relative to 100 parts by weight of the silicone-containing macromonomer.

[0130] In one embodiment, the composition for forming a silicone hydrogel contact lens may further include a crosslinking agent.

[0131] The above crosslinking agent may be, for example, allyl methacrylate (AMA), divinylbenzene (DVB), triethylene glycol dimethacrylate (TrEGDMA), trialyl isocyanurate (TAIC), ethylene glycol dimethyl acrylate (EGDMA), ethylenediamine dimethacrylamide, glycerol dimethacrylate, etc., but is not limited thereto, and may include one or more of these.

[0132] In one embodiment, the composition for forming a silicone hydrogel contact lens may include 1 to 38 parts by weight of the crosslinking agent per 100 parts by weight of the silicone-containing macromonomer.

[0133] In one embodiment, the composition for forming a silicone hydrogel contact lens may further include an initiator. The initiator may be a thermal initiator or a photoinitiator that initiates a radical reaction by heat or light such as infrared or ultraviolet rays.

[0134] The above initiator may include, for example, compounds such as lauryl peroxide, benzoyl peroxide, isopropyl percarbonate, azobisisobutyronitrile, or photoinitiators such as aromatic alpha-hydroxy ketones, alkoxyoxybenzoin, acetophenone, tert-butyl peroxinadecanoate, acylphosphine oxide, tertiary amines, diketones, or mixtures thereof. Examples of photoinitiators include 1-hydroxycyclohexylphenyl ketone, 2-hydroxy-2-methyl-1-phenyl-propan-1-one, bis(2,6-dimethoxybenzoyl)-2,4,4-trimethylpentylphosphine oxide (DMBAPO), bis(2,4,6-trimethylbenzoyl)-phenylphosphine oxide (Irgacure 819), 2,4,6-trimethylbenzyldiphenylphosphine oxide, 2,4,6-trimethylbenzoyldiphenylphosphine oxide, benzoin methyl ester, camphorquinone and ethyl 4-(N,N-dimethylamino)benzoate, and can be used alone or in combination. Examples of commercially available visible light photoinitiators include, but are not limited to, Yirgacure 819, Yirgacure 1700, Yirgacure 1800, Yirgacure 819, Yirgacure 1850 (manufacturer: Ciba Specialty Chemicals), Lucyrin TPO initiator, etc., and may include one or more of these.

[0135] In one embodiment, the composition for forming a silicone hydrogel contact lens may include 1 to 38 parts by weight of the initiator per 100 parts by weight of the silicone-containing macromonomer.

[0136] In one embodiment, the silicone hydrogel contact lens forming composition may further include substances known as additives that can be added to a composition for manufacturing a contact lens, such as UV blockers, pigments, antioxidants, plasticizers, wetting agents, lubricants, viscosity reducers, and compatibility enhancers.

[0137] The above composition for forming a silicone hydrogel contact lens can be used to manufacture a silicone hydrogel contact lens by a known process for generally manufacturing contact lenses.

[0138] For example, the silicone hydrogel contact lens forming composition formulated as described in detail above can be injected into a mold, polymerization can be carried out using heat or ultraviolet or infrared light to form a lens, the dried lens can be separated from the mold, and a silicone hydrogel contact lens can be manufactured through a hydration process.

[0139] The silicone hydrogel contact lens manufactured using the silicone hydrogel contact lens forming composition described in detail above exhibits physical properties that simultaneously satisfy high oxygen permeability and high water content.

[0140] In one embodiment, the silicone hydrogel contact lens has a water content in the range of 50% to 60% and an oxygen permeability (Dk) of 80 to 120.

[0141] As described above, by appropriately formulating the materials while considering the physical properties of the contact lens to be manufactured, the above silicone hydrogel contact lens can be obtained, which has durability such as strength, elongation, and Young's modulus as well as water content and oxygen permeability.

[0142] In one embodiment, the silicone hydrogel contact lens has a tensile strength of 6 kgf / mm 2 Up to 8 kgf / mm 2 and, the elongation is 150% to 200%, and the tensile modulus is 0.3 kgf / mm 2 Up to 0.8 kgf / mm 2 and the oxygen permeability is 80 × 10 -11 (cm 2 / s)[mL O2 / (mL·mmHg)] to 115 × 10 -11 (cm 2 / s)[mL O2 / (mL·mmHg)] and has a moisture content of 50% to 55%.

[0143] Examples and comparative examples of the present invention are described below. The following examples are merely embodiments of the present invention, and the present invention is not limited to the following examples.

[0145] (Example)

[0146] Example 1

[0147] A composition for forming a silicone hydrogel contact lens was prepared by mixing 100 parts by weight of a compound represented by the following chemical formula 11 (weight average molecular weight 1000 Da) as a silicone-containing macromonomer, 162 parts by weight of NVP (N-vinyl-2-pyrrolidone) as a hydrophilic monomer, 95 parts by weight of polyethylene glycol (weight average molecular weight 200 Da), 5 parts by weight of TEGDMA (tri(ethylene glycol)dimethacrylate) as a crosslinking agent, SiGMA (α,ω-bismethacryloxypropylpolydimethylsiloxane) as a silicone-containing monomer, and AIBN (2,2'-azobisisobutyronitrile) as a thermal initiator.

[0148] The above silicone hydrogel contact lens forming composition was injected into a polypropylene mold and polymerized at 110°C to manufacture a lens, which was then dried and separated from the mold. The separated lens was hydrated in saline solution and sterilized at 120°C to manufacture a silicone hydrogel lens.

[0149] <Chemical Formula 11>

[0150]

[0151] In the above chemical formula 11

[0152] R1 to R4 are methyl groups, R5 is a butyl group, and a=1, b=1, c=15.

[0154] Example 2

[0155] A composition for forming a silicone hydrogel contact lens was prepared by mixing the compound represented by Chemical Formula 11 and the compound represented by Chemical Formula 12 in the amounts shown in Table 1 below so that the silicon-containing macromonomer was 100 parts by weight, 135 parts by weight of NVP as a hydrophilic monomer, 83 parts by weight of polyethylene glycol (weight average molecular weight 200 Da), 4 parts by weight of TEGDMA as a crosslinking agent, SiGMA as a silicon-containing monomer, and AIBN as a thermal initiator. Subsequently, a silicone hydrogel lens was prepared in the same manner as in Example 1.

[0157] <Chemical Formula 12>

[0158]

[0159] In the above chemical formula 12

[0160] R1 to R4 are methyl groups, a=1, and b=9.

[0162] Example 3

[0163] A compound represented by Chemical Formula 13 below was used to form 100 parts by weight of a silicon-containing macromonomer, and a composition for forming a silicon hydrogel contact lens was prepared by mixing 135 parts by weight of NVP as a hydrophilic monomer, 83 parts by weight of polyethylene glycol (weight average molecular weight 200 Da), 4 parts by weight of TEGDMA as a crosslinking agent, SiGMA as a silicon-containing monomer, and AIBN as a thermal initiator. Subsequently, a silicon hydrogel lens was prepared in the same manner as in Example 1.

[0165] <Chemical Formula 13>

[0166]

[0167] In the above chemical formula 13

[0168] R1 to R4 are methyl groups, R5 is a butyl group, a=3, and b=6.

[0170] Example 4

[0171] A composition for forming a silicone hydrogel contact lens was prepared by mixing the compound represented by Chemical Formula 11 and the compound represented by Chemical Formula 12 in the amounts shown in Table 1 below so that the silicon-containing macromonomer was 100 parts by weight, 114 parts by weight of NVP as a hydrophilic monomer, 6 parts by weight of polyethylene glycol (weight average molecular weight 400 Da), 4 parts by weight of TEGDMA as a crosslinking agent, SiGMA as a silicon-containing monomer, and AIBN as a thermal initiator. Subsequently, a silicone hydrogel lens was prepared in the same manner as in Example 1.

[0173] Example 5

[0174] A composition for forming a silicone hydrogel contact lens was prepared by mixing the compound represented by Chemical Formula 12 and the compound represented by Chemical Formula 13 in the amounts shown in Table 1 below so that the silicon-containing macromonomer was 100 parts by weight, 114 parts by weight of NVP as a hydrophilic monomer, 6 parts by weight of polyethylene glycol (weight average molecular weight 400 Da), 4 parts by weight of TEGDMA as a crosslinking agent, SiGMA as a silicon-containing monomer, and AIBN as a thermal initiator. Subsequently, a silicone hydrogel lens was prepared in the same manner as in Example 1.

[0176] Example 6

[0177] A compound represented by Chemical Formula 13 was used such that the silicon-containing macromonomer was 100 parts by weight, and a composition for forming a silicon hydrogel contact lens was prepared by mixing 114 parts by weight of NVP as a hydrophilic monomer, 6 parts by weight of polyethylene glycol (weight-average molecular weight 400 Da), 4 parts by weight of TEGDMA as a crosslinking agent, SiGMA as a silicon-containing monomer, and AIBN as a thermal initiator. Subsequently, a silicon hydrogel lens was prepared in the same manner as in Example 1.

[0179] Example 7

[0180] A compound represented by Chemical Formula 14 was used to have 100 parts by weight of silicon-containing macromonomer, and a composition for forming a silicon hydrogel contact lens was prepared by mixing 87 parts by weight of NVP as a hydrophilic monomer, 28 parts by weight of polyethylene glycol (weight average molecular weight 200 Da), 3 parts by weight of TEGDMA as a crosslinking agent, SiGMA as a silicon-containing monomer, and AIBN as a thermal initiator. Subsequently, a silicon hydrogel lens was prepared in the same manner as in Example 1.

[0182] <Chemical Formula 14>

[0183]

[0184] In the above chemical formula 14

[0185] R1 to R4 are methyl groups, R5 is a butyl group substituted with a hydroxyl group, and a=6, b=18.

[0187] Example 8

[0188] A composition for forming a silicone hydrogel contact lens was prepared by mixing the compound represented by Chemical Formula 11 and the compound represented by Chemical Formula 15 in the amounts shown in Table 1 below so that the silicon-containing macromonomer was 100 parts by weight, 87 parts by weight of NVP as a hydrophilic monomer, 28 parts by weight of polyethylene glycol (weight average molecular weight 400 Da), 3 parts by weight of TEGDMA as a crosslinking agent, SiGMA as a silicon-containing monomer, and AIBN as a thermal initiator. Subsequently, a silicone hydrogel lens was prepared in the same manner as in Example 1.

[0190] <Chemical Formula 15>

[0191]

[0192] In the above chemical formula 15

[0193] R1 to R4 are methyl groups, a=1, and b=9.

[0195] Example 9

[0196] A composition for forming a silicone hydrogel contact lens was prepared by mixing the compound represented by Chemical Formula 14 and the compound represented by Chemical Formula 16 in the amounts shown in Table 1 below so that the silicon-containing macromonomer was 100 parts by weight, 162 parts by weight of NVP as a hydrophilic monomer, 95 parts by weight of polyethylene glycol (weight average molecular weight 400 Da), 5 parts by weight of TEGDMA as a crosslinking agent, SiGMA as a silicon-containing monomer, and AIBN as a thermal initiator. Subsequently, a silicone hydrogel lens was prepared in the same manner as in Example 1.

[0198] <Chemical Formula 16>

[0199]

[0200] In the above chemical formula 16

[0201] R1 to R2 are methyl groups, R4 to R3 are methyl groups substituted with amines, a=3, and b=13.

[0203] Example 10

[0204] A composition for forming a silicone hydrogel contact lens was prepared by mixing the compound represented by Chemical Formula 14 and the compound represented by Chemical Formula 17 in the amounts shown in Table 1 below so that the silicon-containing macromonomer was 100 parts by weight, 135 parts by weight of NVP as a hydrophilic monomer, 83 parts by weight of polyethylene glycol (weight average molecular weight 1000 Da), 4 parts by weight of TEGDMA as a crosslinking agent, SiGMA as a silicon-containing monomer, and AIBN as a thermal initiator. Subsequently, a silicone hydrogel lens was prepared in the same manner as in Example 1.

[0206] <Chemical Formula 17>

[0207]

[0208] In the above chemical formula 17

[0209] R1 to R4 are methyl groups, R5 is a hexyl group substituted with hydroxyl, a=6, b=6, and c=20.

[0211] Example 11

[0212] A composition for forming a silicone hydrogel contact lens was prepared by mixing the compound represented by Chemical Formula 15 and the compound represented by Chemical Formula 18 in the amounts shown in Table 1 below so that the silicon-containing macromonomer was 100 parts by weight, 162 parts by weight of NVP as a hydrophilic monomer, 95 parts by weight of polyethylene glycol (weight average molecular weight 1000 Da), 5 parts by weight of TEGDMA as a crosslinking agent, SiGMA as a silicon-containing monomer, and AIBN as a thermal initiator. Subsequently, a silicone hydrogel lens was prepared in the same manner as in Example 1.

[0214] <Chemical Formula 18>

[0215]

[0216] In the above chemical formula 18

[0217] R1 to R4 are methyl groups, R5 is a hexyl group substituted with an amide, a=6, b=6, and c=18.

[0219] Example 12

[0220] A composition for forming a silicone hydrogel contact lens was prepared by mixing the compound represented by Chemical Formula 18 and the compound represented by Chemical Formula 19 in the amounts shown in Table 1 below so that the silicon-containing macromonomer was 100 parts by weight, 162 parts by weight of NVP as a hydrophilic monomer, 95 parts by weight of polyethylene glycol (weight average molecular weight 1000 Da), 4 parts by weight of TEGDMA as a crosslinking agent, SiGMA as a silicon-containing monomer, and AIBN as a thermal initiator. Subsequently, a silicone hydrogel lens was prepared in the same manner as in Example 1.

[0222] <Chemical Formula 19>

[0223]

[0224] In the above chemical formula 19

[0225] R1 to R3 are propyl groups, R4 is a hydroxy-substituted methyl group, a=6, and b=13.

[0227] Example 13

[0228] A composition for forming a silicone hydrogel contact lens was prepared by mixing the compound represented by Chemical Formula 18 and the compound represented by Chemical Formula 20 in the amounts shown in Table 1 below so that the silicon-containing macromonomer was 100 parts by weight, 162 parts by weight of NVP as a hydrophilic monomer, 95 parts by weight of polyethylene glycol (weight average molecular weight 1000 Da), 4 parts by weight of TEGDMA as a crosslinking agent, SiGMA as a silicon-containing monomer, and AIBN as a thermal initiator. Subsequently, a silicone hydrogel lens was prepared in the same manner as in Example 1.

[0230] <Chemical Formula 20>

[0231]

[0232] In the above chemical formula 20,

[0233] R1 to R3 are propyl groups, R4 is a hydroxy-substituted methyl group, a=3, and b=13.

[0235] Comparative Example 1

[0236] A compound represented by Chemical Formula 13 was used such that the silicon-containing macromonomer was 100 parts by weight, and a composition for forming a silicon hydrogel contact lens was prepared by mixing 114 parts by weight of NVP as a hydrophilic monomer, 6 parts by weight of polyethylene glycol (weight-average molecular weight 200 Da), 4 parts by weight of TEGDMA as a crosslinking agent, SiGMA as a silicon-containing monomer, and AIBN as a thermal initiator. Subsequently, a silicon hydrogel lens was prepared in the same manner as in Example 1.

[0238] Comparative Example 2

[0239] A composition for forming a silicone hydrogel contact lens was prepared by mixing the compound represented by Chemical Formula 12 and the compound represented by Chemical Formula 13 in the amounts shown in Table 2 below so that the silicon-containing macromonomer was 100 parts by weight, 212 parts by weight of NVP as a hydrophilic monomer, 10 parts by weight of polyethylene glycol (weight average molecular weight 400 Da), 7 parts by weight of TEGDMA as a crosslinking agent, SiGMA as a silicon-containing monomer, and AIBN as a thermal initiator. Subsequently, a silicone hydrogel lens was prepared in the same manner as in Example 1.

[0241] Comparative Example 3

[0242] A compound of Formula 11 was used such that the silicon-containing macromonomer was 100 parts by weight, and a composition for forming a silicon hydrogel contact lens was prepared by mixing 212 parts by weight of NVP as a hydrophilic monomer, 10 parts by weight of polyethylene glycol (weight average molecular weight 400 Da), 7 parts by weight of TEGDMA as a crosslinking agent, SiGMA as a silicon-containing monomer, and AIBN as a thermal initiator. Subsequently, a silicon hydrogel lens was prepared in the same manner as in Example 1.

[0244] Comparative Example 4

[0245] A compound of Formula 12 was used such that the silicon-containing macromonomer was 100 parts by weight, and a composition for forming a silicon hydrogel contact lens was prepared by mixing 45 parts by weight of NVP as a hydrophilic monomer, 44 parts by weight of polyethylene glycol (weight average molecular weight 1000 Da), 1 part by weight of TEGDMA as a crosslinking agent, SiGMA as a silicon-containing monomer, and AIBN as a thermal initiator. Subsequently, a silicon hydrogel lens was prepared in the same manner as in Example 1.

[0247] Comparative Example 5

[0248] A compound of the above formula 17 was mixed such that the silicon-containing macromonomer was 100 parts by weight, and a composition for forming a silicon hydrogel contact lens was prepared by mixing 45 parts by weight of NVP as a hydrophilic monomer, 44 parts by weight of polyethylene glycol (weight average molecular weight 1000 Da), 1 part by weight of TEGDMA as a crosslinking agent, SiGMA as a silicon-containing monomer, and AIBN as a thermal initiator. Subsequently, a silicon hydrogel lens was prepared in the same manner as in Example 1.

[0250] Comparative Example 6

[0251] A composition for forming a silicone hydrogel contact lens was prepared by mixing the compound represented by Chemical Formula 14 and the compound represented by Chemical Formula 19 in the amounts shown in Table 2 below so that the silicon-containing macromonomer was 100 parts by weight, 45 parts by weight of NVP as a hydrophilic monomer, 44 parts by weight of polyethylene glycol (weight average molecular weight 1000 Da), 1 part by weight of TEGDMA as a crosslinking agent, SiGMA as a silicon-containing monomer, and AIBN as a thermal initiator. Subsequently, a silicone hydrogel lens was prepared in the same manner as in Example 1.

[0253] The formulations of the silicone hydrogel contact lens forming compositions prepared in Examples 1 to 13 and Comparative Examples 1 to 6 are listed in Tables 1 and 2.

[0255] division Name of the substance Examples 1 2 3 4 5 6 7 8 9 10 11 12 13 silicon-containing macromonomers Chemical formula 11 100 38 97 78 Chemical formula 12 62 3 3 Chemical formula 13 100 97 100 Chemical formula 14 100 25 25 Chemical formula 15 22 3 Chemical formula 16 75 Chemical formula 17 75 Chemical formula 18 97 97 62 Chemical formula 19 3 Chemical formula 20 38 polyethylene glycol PEG 200 (Mw. 200) 95 83 83 PEG 400 (Mw. 400) 6 6 6 28 28 95 PEG 1000 (Mw. 1000) 83 95 95 95 hydrophilic monomer NVP 162 135 135 114 114 114 87 87 162 135 162 162 162 silicon-containing monomer SiGMA 108 90 90 76 76 76 58 58 108 90 108 108 108 crosslinking agent TEGDMA 5 4 4 4 4 4 3 3 5 4 5 5 5 Initiator AIBN 5 4 4 4 4 4 3 3 5 4 5 5 5

[0257] division Name of the substance Comparative example 1 2 3 4 5 6 silicon-containing macromonomers Chemical formula 11 100 Chemical formula 12 3 100 Chemical formula 13 100 97 Chemical formula 14 62 Chemical formula 15 Chemical formula 16 Chemical formula 17 100 Chemical formula 18 Chemical formula 19 38 Chemical formula 20 polyethylene glycol PEG 200 (Mw. 200) 6 PEG 400 (Mw. 400) 10 10 PEG 1000 (Mw. 1000) 44 44 44 hydrophilic monomer NVP 114 212 212 45 45 45 silicon-containing monomer SiGMA 76 141 141 30 30 30 crosslinking agent TEGDMA 4 7 7 1 1 1 Initiator AIBN 4 7 7 1 1 1

[0259] Evaluation Example 1

[0260] The dispersion force (δD), dipole attraction (δP), and hydrogen bonding force (δH) determining the Hansen solubility constants of the silicon-containing macromonomer and polyethylene glycol in each composition of Examples 1 to 13 and Comparative Examples 1 to 6 were calculated using the Y-BM Group Contribution Method, and the respective difference values ​​△δD, △δP, and △δH were evaluated and listed in Table 3 below.

[0262] division No ingredient Dispersion force (δD) Dipole attraction (δP) Hydrogen bonding force (δH) Examples 1 silicon-containing macromonomer compounds 15.5 7.1 6.1 polyethylene glycol 16.4 9.4 15.3 Difference (△δD, △δP, △δH) 0.72 1.84 7.36 2 silicon-containing macromonomer compounds 15.4 7 6 polyethylene glycol 16.4 9.4 15.3 Difference (△δD, △δP, △δH) 0.800 1.920 7.440 3 silicon-containing macromonomer compounds 15.7 6.4 5.5 polyethylene glycol 16.4 9.4 15.3 Difference (△δD, △δP, △δH) 0.560 2.400 7.840 4 silicon-containing macromonomer compounds 14.8 6.6 5.7 polyethylene glycol 14.4 9.2 11.5 Difference (△δD, △δP, △δH) -0.39 2.55 5.68 5 silicon-containing macromonomer compounds 14.5 6.4 5.5 polyethylene glycol 14.4 9.2 11.5 Difference (△δD, △δP, △δH) -0.098 2.744 5.880 6 silicon-containing macromonomer compounds 15.4 5.8 5 polyethylene glycol 14.4 9.2 11.5 Difference (△δD, △δP, △δH) -0.980 3.332 6.370 7 silicon-containing macromonomer compounds 15.2 5.6 4.8 polyethylene glycol 14.4 9.2 11.5 Difference (△δD, △δP, △δH) -0.900 3.060 5.850 8 silicon-containing macromonomer compounds 15.1 5.3 4.6 polyethylene glycol 14.4 9.2 11.5 Difference (△δD, △δP, △δH) -0.616 3.432 6.072 9 silicon-containing macromonomer compounds 15.9 6.6 5.7 polyethylene glycol 14.4 9.2 11.5 Difference (△δD, △δP, △δH) -1.200 2.080 4.640 10 silicon-containing macromonomer compounds 15.2 6.9 5.9 polyethylene glycol 8.9 11.2 12.4 Difference (△δD, △δP, △δH) -5.544 3.444 5.292 11 silicon-containing macromonomer compounds 14.3 6.2 5.4 polyethylene glycol 8.9 11.2 12.4 Difference (△δD, △δP, △δH) -5.412 3.362 5.166 12 silicon-containing macromonomer compounds 14.1 6.1 5.2 polyethylene glycol 8.9 11.2 12.4 Difference (△δD, △δP, △δH) -5.280 3.280 5.040 13 silicon-containing macromonomer compounds 14 6 5.1 polyethylene glycol 8.9 11.2 12.4 Difference (△δD, △δP, △δH) -5.230 3.260 5.000 Comparative example 1 silicon-containing macromonomer compounds 14.8 6.6 5.7 polyethylene glycol 16.4 9.4 15.3 Difference (△δD, △δP, △δH) 1.57 2.74 9.41 2 silicon-containing macromonomer compounds 15.5 7.1 6.1 polyethylene glycol 14.8 4.9 4.3 Difference (△δD, △δP, △δH) -0.294 4.410 7.252 3 silicon-containing macromonomer compounds 15.4 7 6 polyethylene glycol 14.7 4.7 4.1 Difference (△δD, △δP, △δH) -0.392 4.214 7.056 4 silicon-containing macromonomer compounds 14.8 4.9 4.0 polyethylene glycol 8.9 11.2 12.4 Difference (△δD, △δP, △δH) -4.720 5.040 6.480 5 silicon-containing macromonomer compounds 14.7 4.8 4.1 polyethylene glycol 8.9 11.2 12.4 Difference (△δD, △δP, △δH) -4.640 5.200 6.640 6 silicon-containing macromonomer compounds 14.5 5.1 4.0 polyethylene glycol 8.9 11.2 12.4 Difference (△δD, △δP, △δH) -4.880 4.880 6.400

[0264] Evaluation Example 2

[0265] The physical properties of the silicone hydrogel contact lenses prepared in Examples 1 to 13 and Comparative Examples 1 to 6 were evaluated by the following method and are listed in Table 4.

[0266] (Evaluation of strength, elongation, and Young's modulus)

[0267] Using a specimen conforming to ASTM standards, tensile testing jigs are installed at both ends of the specimen. Once installation is complete, a load is applied to the jig at a constant speed to measure the mechanical properties of the specimen through the deformation observed. Depending on the characteristics of each specimen, deformation or fracture occurs in response to the applied force; these are referred to as tensile strain and tensile stress, respectively. The property of a material to deform when a load is applied and then return to its original shape when the load is removed is called elasticity. The slope of the elastic region can be expressed as Young's modulus. Elongation is defined as the ratio of the change in length (the change in length of the specimen due to the applied force) ΔL to the original mark length (the initial length of the specimen before the force is applied) L0, as ε = ΔL / L0, and is generally expressed as a percentage.

[0268] (Moisture content)

[0269] The water content of the lenses was measured using the gravimetric method. Water was removed from the lens surface and the weight was measured. The lenses were dried at 100°C to 110°C (or 60°C ± 5°C if the lens material is altered) until there was no change in weight, after which the weight was measured. Lenses weighing 100 mg to 300 mg were used, and the weight was measured to the nearest 0.1 mg. Water content (W H20 ) is calculated as a percentage using the following formula.

[0270]

[0271] (m1: Lens weight before drying, m2: Lens weight after drying)

[0273] (Oxygen permeability)

[0274] The oxygen permeability (Dk) of a lens is expressed by the diffusion coefficient (D), which is the ability to pass through a material, and the solubility coefficient (k), which indicates the degree to which oxygen dissolves in the material. In the present invention, it was measured using the polarographic method according to ISO 18369.

[0276] division No Strength [kgf / mm²] 2 ] Sour rate[%] Young's modulus [kgf / mm²] 2 ] Oxygen permeability (Dk) 10 -11 (cm 2 / s)[ml O2 / (ml·mmHg)] Moisture content (%) Examples 1 6.2 171.1 0.51 82 58 2 6.0 170.5 0.35 88 59.5 3 6.6 168.5 0.55 85 55.1 4 5.75 163.0 0.37 93 57.3 5 6.90 165.9 0.60 85 55.3 6 6.80 185.1 0.40 95 53.2 7 7.90 150.9 0.75 85 50.3 8 6.22 175.1 0.40 100 54.5 9 7.95 150.2 0.78 90 51.1 10 5.50 162.6 0.50 112 50.1 11 6.08 178.9 0.65 90 51.6 12 7.82 172.3 0.68 93 52.3 13 7.71 167.1 0.49 102 50.1 Comparative example 1 5.0 100.6 0.6 75.0 40.2 2 4.10 110.5 0.4 85.0 45.0 3 5.21 90.0 1.1 60 62.1 4 3.90 95.1 0.6 72.1 63.2 5 5.90 97.7 0.9 63.9 59.9 6 4.00 102.3 0.6 75.9 59.9

[0278] As can be seen from the results in Tables 3 and 4, in the case of the silicone hydrogel lenses of Examples 1 to 13 that satisfy all parameter conditions for determining the Hansen solubility constant, it was confirmed that all specified criteria were met, with the oxygen permeability (Dk) being within the range of 80 to 120 and the water content reaching 50% to 60%. In addition, it was confirmed that the durability evaluation results for strength, elongation, and Young's modulus of the silicone hydrogel lenses of Examples 1 to 13 were also excellent.

[0280] Although the present invention has been described above with reference to embodiments, the present invention is not limited by the embodiments disclosed in this specification, and it is obvious that various modifications can be made by a person skilled in the art within the scope of the technical concept of the present invention. Furthermore, even if the effects of the configuration of the present invention were not explicitly described while describing the embodiments of the present invention above, it is natural to acknowledge that the effects predictable by said configuration should also be recognized.

Claims

Claim 1 A polymer obtained by polymerizing a composition for forming a silicone hydrogel contact lens comprising a silicon-containing macromonomer and polyethylene glycol, wherein the difference between the dispersion force (δD), dipole attraction (δP), and hydrogen bonding force (δH), ΔδD, ΔδP, and ΔδH, which determine the Hansen solubility parameters for each of the silicon-containing macromonomer and the polyethylene glycol, is -6.0 MPa 1 / 2 ≤ △δD ≤ 1.0 MPa 1 / 2 , 1.5 MPa 1 / 2 ≤ △δP ≤ 3.5 MPa 1 / 2 , 4.0 MPa 1 / 2 ≤ △δH ≤ 8.0 MPa 1 / 2 Silicone hydrogel contact lens satisfying Claim 2 In claim 1, the difference between the dispersion force (δD), dipole attraction (δP), and hydrogen bonding force (δH) determining the Hansen solubility parameters for each of the silicon-containing macromonomer and the polyethylene glycol, ΔδD, ΔδP, and ΔδH, is -0.8 MPa 1 / 2 ≤ △δD ≤ 0.3 MPa 1 / 2 , 2.0 MPa 1 / 2 ≤ △δP ≤ 2.5 MPa 1 / 2 , 4.5 MPa 1 / 2 ≤ △δH ≤ 5.7 MPa 1 / 2 Silicone hydrogel contact lens satisfying Claim 3 In claim 1, the silicon-containing macromonomer comprises a siloxane chain and is a silicon hydrogel contact lens having one or two acrylic functional groups. Claim 4 In claim 1, the silicon-containing macromonomer is a silicon hydrogel contact lens having a weight-average molecular weight of 500 Da to 2500 Da. Claim 5 In claim 1, the silicone hydrogel contact lens forming composition comprises 21 to 48 weight% of the silicone-containing macromonomer. Claim 6 In claim 1, the silicone hydrogel contact lens forming composition further comprises a hydrophilic monomer. Claim 7 A silicone hydrogel contact lens according to claim 6, wherein the hydrophilic monomer comprises at least one selected from the group consisting of N,N-dimethylacrylamide, 2-hydroxyethyl methacrylate, glycerol nomethacrylate, 2-hydroxyethyl methacrylamide, polyethylene glycol nomethacrylate, methacryl acid, acrylic acid, N-vinylpyrrolidone, N-vinyl-N-methylacetamid, N-vinyl-N-ethylacetamid, N-vinyl-N-ethylformamide, N-vinylformamide, and combinations thereof. Claim 8 In claim 6, the silicone hydrogel contact lens forming composition comprises 20 to 239 parts by weight of the hydrophilic monomer per 100 parts by weight of the silicone-containing macromonomer. Claim 9 In claim 1, the composition for forming a silicone hydrogel contact lens further comprises a silicone hydrogel contact lens containing a silicone-containing monomer. Claim 10 In claim 9, the silicone hydrogel contact lens comprises at least one selected from the group consisting of α,ω-bismethacryloxypropylpolydimethylsiloxane (SiGMA), 3-methacryloxypropyltris(trimethylsiloxy)silane (TRIS), monomethacryloxypropylterminal polydimethylsiloxane, polydimethylsiloxane, 3-methacryloxypropylbis(trimethylsiloxy)methylsilane, methacryloxypropylpentamethyldisiloxane, and combinations thereof. Claim 11 In claim 1, the silicone hydrogel contact lens forming composition further comprises a silicone hydrogel contact lens including a crosslinking agent. Claim 12 A silicone hydrogel contact lens according to claim 11, wherein the crosslinking agent comprises at least one selected from the group consisting of allyl methacrylate (AMA), divinylbenzene (DVB), triethylene glycol dimethacrylate (TrEGDMA), trialyl isocyanurate (TAIC), ethylene glycol dimethyl acrylate (EGDMA), ethylenediamine dimethacrylamide, glycerol dimethacrylate, and combinations thereof. Claim 13 In claim 1, the silicone hydrogel contact lens forming composition further comprises an initiator. Claim 14 In claim 13, the initiator is lauryl peroxide, benzoyl peroxide, isopropyl percarbonate, azobisisobutyronitrile, aromatic alpha-hydroxy ketone, alkoxyoxybenzoin, acetophenone, tert-butyl peroxinadecanoate, acyl phosphine oxide, tertiary amine, diketone, 1-hydroxycyclohexylphenyl ketone, 2-hydroxy-2-methyl-1-phenyl-propan-1-one, bis(2,6-dimethoxybenzoyl)-2,4,4-trimethylpentylphosphine oxide (DMBAPO), bis(2,4,6-trimethylbenzoyl)-phenylphosphine oxide, 2,4,6-trimethylbenzyldiphenylphosphine oxide, 2,4,6-trimethylbenzoyldiphenylphosphine oxide, benzoin methyl ester and A silicone hydrogel contact lens comprising at least one selected from the group consisting of camphorquinone, ethyl 4-(N,N-dimethylamino)benzoate, Yirgacure 819, Yirgacure 1700, Yirgacure 1800, Yirgacure 819, Yirgacure 1850 (Manufacturer: Ciba Specialty Chemicals), and Lucyrin TPO initiator and combinations thereof. Claim 15 The silicone hydrogel contact lens according to claim 1, wherein the silicone hydrogel contact lens forming composition further comprises at least one selected from the group consisting of a UV blocker, a pigment, a diluent, and combinations thereof. Claim 16 A silicone hydrogel contact lens according to claim 1, having a water content in the range of 50% to 60% and an oxygen permeability (Dk) of 80 to 120. Claim 17 In paragraph 1, the tensile strength is 6 kgf / mm 2 Up to 8 kgf / mm 2 and, the elongation is 150% to 200%, and the tensile modulus is 0.3 kgf / mm 2 Up to 0.8 kgf / mm 2 and the oxygen permeability is 80 × 10 -11 (cm 2 / s)[ml O2 / (ml·mmHg)] to 115 × 10 -11 (cm 2 Silicone hydrogel contact lens having [ml O2 / (ml·mmHg)] and a water content of 50% to 55%. Claim 18 Comprising a silicon-containing macromonomer and polyethylene glycol, the difference between the dispersion force (δD), dipole attraction (δP), and hydrogen bonding force (δH), △δD, △δP, and △δH determining the Hansen solubility parameters for each of the silicon-containing macromonomer and the polyethylene glycol is -6.0 MPa 1 / 2 ≤ △δD ≤ 1.0 MPa 1 / 2 , 1.5 MPa 1 / 2 ≤ △δP ≤ 3.5 MPa 1 / 2 , 4.0 MPa 1 / 2 ≤ △δH ≤ 8.0 MPa 1 / 2 A composition for forming a silicone hydrogel contact lens that satisfies [the condition]. Claim 19 In claim 18, the difference between the dispersion force (δD), dipole attraction (δP), and hydrogen bonding force (δH) determining the Hansen solubility parameters for each of the silicon-containing macromonomer and the polyethylene glycol, ΔδD, ΔδP, and ΔδH, is -0.8 MPa 1 / 2 ≤ △δD ≤ 0.3 MPa 1 / 2 , 2.0 MPa 1 / 2 ≤ △δP ≤ 2.5 MPa 1 / 2 , 4.5 MPa 1 / 2 ≤ △δH ≤ 5.7 MPa 1 / 2 A composition for forming a silicone hydrogel contact lens that satisfies [the condition]. Claim 20 In claim 18 or 19, the silicone hydrogel contact lens forming composition further comprises a hydrophilic monomer.

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