Composition for contact lenses and contact lenses

Abstract

To provide a contact lens composition capable of balancing oxygen permeability and extensibility of a soft contact lens in a suitable range, and a contact lens.SOLUTION: A contact lens composition includes a siloxane mixture, tris (trimethylsiloxy) silipropyl methacrylate and a hydrophilic monomer. The siloxane mixture includes a first siloxane monomer having an acrylyl group and a second siloxane monomer having two acrylyl groups; and a weight ratio of the siloxane mixture to the tris (trimethylsiloxy) silipropyl methacrylate is between approximately 27.5:1 and approximately 0.29:1.SELECTED DRAWING: None

Description

[Technical field]

[0001] The present disclosure relates to contact lens compositions and contact lenses made from the compositions. [Background technology]

[0002] Soft contact lenses are popular with people due to their aesthetics, comfort and convenience. When evaluating the quality of soft contact lenses, oxygen permeability (Dk) and mechanical properties are very important factors. Oxygen permeability can represent the lens's ability to allow oxygen to pass through the lens. Corneal oxygen deficiency, corneal damage, eye infection, comfort and other problems can be improved by increasing oxygen permeability. Mechanical properties can represent whether a contact lens is strong enough to withstand user operations such as putting on, taking off and cleaning without breaking. Stretchability is one of the indicators for evaluating mechanical properties. Low stretchability can cause contact lenses to break easily, affecting the durability and lifespan of contact lenses. However, traditional soft contact lenses are difficult to balance oxygen permeability and stretchability. An increase in oxygen permeability can reduce stretchability to the point that makes the contact lens more susceptible to breakage, and an increase in stretchability can reduce oxygen permeability, thus affecting comfort.

[0003] Therefore, how to balance the oxygen permeability and extensibility of soft contact lenses within an appropriate range remains an urgent issue to be solved. [Prior art documents] [Patent documents]

[0004] [Patent Document 1] Taiwan Patent No. 545158 Summary of the Invention

[0005] According to one embodiment, a contact lens composition is provided. The contact lens composition includes a siloxane mixture, tris(trimethylsiloxy)silylpropyl methacrylate, and a hydrophilic monomer. The siloxane mixture includes a first siloxane monomer and a second siloxane monomer. The first siloxane monomer has an acryloyl group. The second siloxane monomer has two acryloyl groups. The weight ratio of the siloxane mixture to the tris(trimethylsiloxy)silylpropyl methacrylate is between about 27.5:1 and about 0.29:1.

[0006] According to one embodiment, a contact lens is provided, the contact lens having an oxygen permeability (Dk) of greater than 80 and an elongation of greater than 270%.

[0007] These and other embodiments of the present disclosure will be better understood with reference to the following detailed description of non-limiting embodiments. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0008] In order to facilitate understanding of the above embodiments, as well as other objects, features and advantages of the present disclosure, preferred embodiments are disclosed in detail below.

[0009] According to one embodiment of the present disclosure, a contact lens composition is provided, the composition comprising a siloxane mixture, tris(trimethylsiloxy)silypropyl methacrylate (TRIS), and a hydrophilic monomer.

[0010] <Siloxane mixture> The siloxane mixture includes a first siloxane monomer and a second siloxane monomer, the first siloxane monomer being different from the second siloxane monomer.

[0011] <First siloxane monomer> The first siloxane monomer has an acryloyl group. For example, the acryloyl group is [ka] The number average molecular weight of the first siloxane monomer is about 500 to 10000. In one embodiment, the first siloxane monomer is represented by the following formula (1).

[0012] [ka]

[0013] In formula (1), R1, R2 and R3 are each independently a C1-C4 alkyl group; R4 is a C1-C6 alkyl group; n is 4 to 80; and X is represented by the following formula (1-1), (1-2) or (1-3). In formulas (1-1), (1-2) and (1-3), the symbol * on the left of each formula represents a chemical bond with Si in formula (1), and the symbol * on the right of each formula represents a chemical bond with C in formula (1).

[0014] [ka]

[0015] In formula (1-1), R5 is a residue obtained by removing an NCO group from an aliphatic or aromatic diisocyanate; m is 3 to 40. In formula (1-2), R8 is a C1-C4 alkylene group; R9 is -OR 10 O- or -NH-; R 10 and R 11 are each independently a C1-C4 alkylene group; and p is 1 to 2.

[0016] In one embodiment, the first siloxane monomer is represented by the following formula (1A):

[0017] [ka]

[0018] In formula (1A), h is an integer of 4 to 80, and i is an integer of 3 to 40. The number average molecular weight of the first siloxane monomer is about 1,000 to 10,000.

[0019] In one embodiment, the first siloxane monomer is represented by the following formula (1B) or the following formula (1C):

[0020] [ka]

[0021] In formula (1B), rr is an integer of 4 to 80. In formula (1C), ss is an integer of 4 to 80.

[0022] In one embodiment, the first siloxane monomer is a monomethacryloxypropylpropyl functional polydimethylmethoxyalkane. In one embodiment, the first siloxane monomer is MCR-M07 or MCR-M11 available from Gelest Inc., Morrisville, Pennsylvania, USA.

[0023] <Second Siloxane Monomer> The second siloxane monomer has two acryloyl groups. For example, the acryloyl groups are [ka] The number average molecular weight of the second siloxane monomer is about 1000 to 25000. The second siloxane monomer is represented by the following formula (2) or the following formula (3).

[0024] [ka]

[0025] In formula (2), R 31 and R 32are each independently a C1-C4 alkyl group; q is 4 to 120; Y is represented by the following formula (2-1) or the following formula (2-2); Z is represented by the following formula (2-3) or the following formula (2-4). In formulas (2-1) and (2-2), the symbol * on the left of each formula represents a chemical bond with C in formula (2), and the symbol * on the right of each formula represents a chemical bond with Si in formula (2). In formulas (2-3) and (2-4), the symbol * on the left of each formula represents a chemical bond with Si in formula (2), and the symbol * on the right of each formula represents a chemical bond with C in formula (2).

[0026] [ka]

[0027] In formula (2-3), R 33 is a C1-C4 alkyl group. In formula (2-1) and formula (2-3), R 34 is a C1-C3 alkylene group; R 35 and R 37 are each independently a C1-C3 alkylene group; R 36 is the residue obtained by removal of an NCO group from an aliphatic or aromatic diisocyanate; f is 0 to 1; and g is 1 to 40.

[0028] In formula (3), T is a polymerizable, free radically polymerizable, unsaturated group attached to a divalent hydrocarbon group; R 38 and R 39 are each independently C1-C 20 Hydrocarbon group or C1-C 20 is a halogenated hydrocarbon group; R 40 , R 41 , R 42 and R 43 are each independently C1-C 20 Monovalent hydrocarbon radicals, C1-C 20 is selected from halogenated monovalent hydrocarbon groups and hydrophilic side chains; q1 is 1 to 1000; q2 is 1 to 1000. The hydrophilic side chains can be represented by the following formula (3-1) or the following formula (3-2).

[0029] [ka]

[0030] In formula (3-1), R 44 is C1-C 10 R is a divalent hydrocarbon radical; 45 is hydrogen or methyl; R 46 is hydrogen, C1-C 10 In formula (3-2), R is selected from the group consisting of monovalent hydrocarbon groups and groups represented by the following formula (3-3): q3 is an integer greater than 1 or 1; and the symbol * represents a chemical bond with Si in formula (3). 47 is C1-C 10 R is a divalent hydrocarbon radical; 48 is hydrogen or methyl; R 49 is hydrogen, C1-C 10 is selected from the group consisting of monovalent hydrocarbon groups and groups represented by the following formula (3-4): q4 is an integer greater than 1 or 1; and the symbol * represents a chemical bond to Si in formula (3).

[0031] [ka]

[0032] In formula (3-3), R 50 is C1-C 10 and the symbol * represents a chemical bond to the O in formula (3-1). 51 is C1-C 10 is selected from the group consisting of monovalent hydrocarbons, hydrogen and OH; and the symbol * represents a chemical bond to the N of formula (3-2).

[0033] In one embodiment, the second siloxane monomer is represented by formula (2), wherein Y in formula (2) is represented by formula (2-1); and Z in formula (2) is represented by formula (2-3); R 31 and R 32are each independently a C1-C4 alkyl group; R 33 is a C1-C4 alkyl group; R 34 is a C1-C3 alkylene group; R 35 and R 37 are each independently a C1-C3 alkylene group; R 36 is a residue obtained by removal of an NCO group from an aliphatic or aromatic diisocyanate; q is an integer from 4 to 80; f is an integer from 0 to 1; and g is an integer from 1 to 20. In this embodiment, the number average molecular weight of the second siloxane monomer is about 1,000 to 10,000.

[0034] In one embodiment, the second siloxane monomer is represented by formula (3), T is represented by the following formula (3-5) or the following formula (3-6); q5 in formula (3-5) is an integer from 1 to 10; q6 in formula (3-6) is an integer from 1 to 10; R 38 and R 39 are each independently a C1-C4 hydrocarbon; R 40 , R 41 , R 42 and R 43 are each independently C1-C 20 Monovalent hydrocarbon radicals, C1-C 20 is selected from the group consisting of halogenated monovalent hydrocarbon groups and hydrophilic side chains; and R 40 , R 41 , R 42 and R 43 At least one of R in formula (3-1) or (3-2) is a hydrophilic side chain; q1 is an integer of 1 to 300; and q2 is an integer of 1 to 300. 44 is a C1-C6 divalent hydrocarbon group, and R in formula (3-1) 45 is hydrogen or methyl, and R in formula (3-1) 46 is a group represented by the above formula (3-3), and R 50 is selected from the group consisting of C1-C4 monovalent hydrocarbons, hydrogen, and OH; and q3 in formula (3-1) is an integer from 1 to 20. In this embodiment, R in formula (3-2) 47is a C1-C6 divalent hydrocarbon group, and R in formula (3-2) 48 is hydrogen or methyl; R in formula (3-2) 49 is a group represented by the above formula (3-4), and R 51 is selected from the group consisting of C1-C4 monovalent hydrocarbons, hydrogen and OH, and q4 in formula (3-2) is an integer of 1 to 20.

[0035] [ka]

[0036] In one embodiment, the second siloxane monomer is represented by formula (3), T is represented by formula (3-5) or formula (3-6) above; q5 in formula (3-5) is an integer from 1 to 10; q6 in formula (3-6) is an integer from 1 to 10; R 38 and R 39 are each independently a C1-C4 hydrocarbon; R 40 , R 41 , R 42 and R 43 is a hydrophilic side chain represented by the above formula (3-1) or the above formula (3-2), and R 40 , R 41 , R 42 and R 43 The rest are each independently C1-C 20 Monovalent hydrocarbon radicals and C1-C 20 In this embodiment, R in formula (3-1) is selected from the group consisting of halogenated monovalent hydrocarbon groups; q1 is an integer of 1 to 300; and q2 is an integer of 1 to 300. 44 is a C1-C6 divalent hydrocarbon group, and R in formula (3-1) 45 is hydrogen or methyl, and R in formula (3-1) 46 is a group represented by the above formula (3-3), and R 50 is selected from the group consisting of C1-C4 monovalent hydrocarbons, hydrogen, and OH; and q3 in formula (3-1) is an integer from 1 to 20. In this embodiment, R in formula (3-2) 47 is a C1-C6 divalent hydrocarbon group, and R in formula (3-2) 48is hydrogen or methyl; R in formula (3-2) 49 is a group represented by the above formula (3-4), and R 51 is selected from the group consisting of C1-C4 monovalent hydrocarbons, hydrogen and OH, and q4 in formula (3-2) is an integer of 1 to 20.

[0037] In one embodiment, the second siloxane monomer is represented by formula (3), T is represented by formula (3-5) or formula (3-6) above; q5 in formula (3-5) is an integer from 1 to 10; q6 in formula (3-6) is an integer from 1 to 10; R 38 and R 39 are each independently a C1-C4 hydrocarbon; R 40 , R 41 , R 42 and R 43 are each independently C1-C 20 Monovalent hydrocarbon radicals, C1-C 20 is selected from the group consisting of halogenated monovalent hydrocarbon groups and hydrophilic side chains; and R 40 , R 41 , R 42 and R 43 At least one of R in formula (3-1) or (3-2) is a hydrophilic side chain; q1 is an integer of 1 to 200; and q2 is an integer of 1 to 200. 44 is a C1-C6 divalent hydrocarbon group, and R in formula (3-1) 45 is hydrogen or methyl, and R in formula (3-1) 46 is a group represented by the above formula (3-3), and R 50 is selected from the group consisting of CH3, hydrogen, and OH; and q3 in formula (3-1) is an integer of 1 to 20. In this embodiment, R in formula (3-2) 47 is a C1-C6 divalent hydrocarbon group, and R in formula (3-2) 48 is hydrogen or methyl; R in formula (3-2) 49 is a group represented by the above formula (3-4), and R 51 is selected from the group consisting of CH3, H and OH, and q4 in formula (3-2) is an integer of 1 to 20.

[0038] In one embodiment, the second siloxane monomer is represented by formula (3), T is represented by the above formula (3-5) or the above formula (3-6), q5 in formula (3-5) is an integer from 1 to 10, and q6 in formula (3-6) is an integer from 1 to 10; R 38 and R 39 are each independently a C1-C4 hydrocarbon; R 40 , R 41 , R 42 and R 43 is a hydrophilic side chain represented by the above formula (3-1) or the above formula (3-2), and R 40 , R 41 , R 42 and R 43 The rest are each independently C1-C 20 Monovalent hydrocarbon radicals and C1-C 20 In this embodiment, R in formula (3-1) is selected from the group consisting of halogenated monovalent hydrocarbon groups; q1 is an integer of 1 to 200; and q2 is an integer of 1 to 200. 44 is a C1-C6 divalent hydrocarbon group, and R in formula (3-1) 45 is hydrogen or methyl, and R in formula (3-1) 46 is a group represented by the above formula (3-3), and R 50 is selected from the group consisting of CH3, H and OH, and q3 in formula (3-1) is an integer of 1 to 20. In this embodiment, R in formula (3-2) 47 is a C1-C6 divalent hydrocarbon group, and R in formula (3-2) 48 is hydrogen or methyl; R in formula (3-2) 49 is a group represented by the above formula (3-4), and R 51 is selected from the group consisting of CH3, H and OH, and q4 in formula (3-2) is an integer of 1 to 20.

[0039] In one embodiment, the second siloxane monomer is represented by the following formula (2A):

[0040] [ka]

[0041] In formula (2A), qq is an integer of 4 to 80; aa is an integer of 3 to 40. In this embodiment, the number average molecular weight of the second siloxane monomer is about 1,000 to 10,000.

[0042] In one embodiment, the second siloxane monomer is represented by the following formula (2B):

[0043] [ka]

[0044] In formula (2B), tt is an integer of 4 to 80; bb is an integer of 1 to 10. In this embodiment, the number average molecular weight of the second siloxane monomer is about 1,000 to 1,000.

[0045] In one embodiment, the second siloxane monomer is represented by the following formula (2C):

[0046] [ka]

[0047] In formula (2C), kk is an integer of 80 to 160; cc is an integer of 5 to 40. In this embodiment, the number average molecular weight of the second siloxane monomer is about 1,000 to 20,000.

[0048] In one embodiment, the second siloxane monomer is represented by the following formula (2D):

[0049] [ka]

[0050] In formula (2D), ff is an integer of 4 to 80. In this embodiment, the number average molecular weight of the second siloxane monomer is about 1,000 to 10,000.

[0051] In one embodiment, the second siloxane monomer is represented by the following formula (3A):

[0052] [ka]

[0053] In formula (3A), q7 is an integer from 1 to 150, q8 is an integer from 1 to 150, and q9 is an integer from 1 to 15. In this embodiment, the number average molecular weight of the second siloxane monomer is about 1,000 to 20,000.

[0054] In one embodiment, the second siloxane monomer is represented by the following formula (3B):

[0055] [ka]

[0056] In formula (3B), q10 is an integer of 1 to 150, q11 is an integer of 1 to 150, and q12 is an integer of 1 to 15. In this embodiment, the number average molecular weight of the second siloxane monomer is about 1,000 to 20,000.

[0057] In one embodiment, the second siloxane monomer is a difunctional acrylate-containing siloxane monomer methacryloxypropyl propyl-terminated polydimethylsiloxane. In one embodiment, the second siloxane monomer is DMS-R18, DMS-R22 or DMS-R31 available from Gelest Inc., Morrisville, Pennsylvania, USA.

[0058] In one embodiment, based on the total weight of the siloxane mixture, the first siloxane monomer is in the range of 50% to 91% by weight and the second siloxane monomer is in the range of 9% to 50% by weight. In one embodiment, based on the total weight of the siloxane mixture, the first siloxane monomer is in the range of 60% to 91% by weight and the second siloxane monomer is in the range of 9% to 40% by weight. In one embodiment, based on the total weight of the siloxane mixture, the first siloxane monomer is in the range of 70% to 91% by weight and the second siloxane monomer is in the range of 9% to 30% by weight. In another embodiment, the siloxane mixture comprises two or more different siloxane monomers.

[0059] The siloxane mixture is in the range of 10% to 55% by weight based on the total weight of the contact lens composition, and preferably in the range of 14% to 45% by weight based on the total weight of the contact lens composition.

[0060] <Tris(trimethylsiloxy)silylpropyl methacrylate (TRIS)> Tris(trimethylsiloxy)silypropyl methacrylate can be represented by the following formula (4).

[0061] [ka]

[0062] The content of tris(trimethylsiloxy)silylpropyl methacrylate is in the range of 2% to 34% by weight based on the total weight of the contact lens composition. Preferably, the content of tris(trimethylsiloxy)silylpropyl methacrylate is in the range of 4% to 34% by weight based on the total weight of the contact lens composition. If the content of tris(trimethylsiloxy)silylpropyl methacrylate is less than 2% by weight based on the total weight of the composition, the mechanical strength of the contact lens made from this composition is insufficient and its extensibility is too low. If the content of tris(trimethylsiloxy)silylpropyl methacrylate is more than 34% by weight based on the total weight of the composition, the mechanical strength of the contact lens made from this composition is reduced.

[0063] In one embodiment, the weight ratio of the siloxane mixture to tris(trimethylsiloxy)silylpropyl methacrylate in the contact lens composition is between about 27.5:1 and about 0.29:1. In one embodiment, the weight ratio of the siloxane mixture to tris(trimethylsiloxy)silylpropyl methacrylate in the contact lens composition is between about 9:1 and about 3:7. For example, the weight ratio of the siloxane mixture to tris(trimethylsiloxy)silylpropyl methacrylate in the contact lens composition can be about 9:1, about 3:2, or about 3:7.

[0064] <Hydrophilic Monomer> The hydrophilic monomer can be one or more substances selected from the group consisting of 2-hydroxyethyl methacrylate (HEMA), methyl methacrylate (MMA), methacrylic acid (MAA), N-vinylpyrrolidone (NVP), N,N-dimethyl-acrylamide (DMA), 4-acryloylmorpholine (AcMO), 2-hydroxyethyl acrylamide (HEAA), glyceryl methacrylate (GMA), glycerol mono-methacrylate (GMMA), acrylic acid (AA), N,N-di(methylmethacryl-amide) (DMA), N-vinyl-N-methylacetamide, glycine vinyl carbonate, hexafluoroisopropyl methacrylate (HFMA), 2-methacryloyloxyethyl phosphorylcholine, and 2-hydroxy-butyl methacrylate.In one embodiment, the hydrophilic monomer is one or more substances selected from the group consisting of 2-hydroxyethyl methacrylate (HEMA), N-vinylpyrrolidone (NVP) and hexafluoroisopropyl methacrylate (HFMA). In one embodiment, the hydrophilic monomer comprises 2-hydroxyethyl methacrylate (HEMA) and N-vinylpyrrolidone (NVP). In one embodiment, the hydrophilic monomer comprises 2-hydroxyethyl methacrylate (HEMA), N-vinylpyrrolidone (NVP) and 4-acryloylmorpholine (AcMO). In one embodiment, the hydrophilic monomer comprises 2-hydroxyethyl methacrylate (HEMA), N-vinylpyrrolidone (NVP) and hexafluoroisopropyl methacrylate (HFMA). In one embodiment, the hydrophilic monomer comprises 2-hydroxyethyl methacrylate (HEMA), N-vinylpyrrolidone (NVP) and N,N-di(methylmethacryl-amide) (DMA). In one embodiment, the hydrophilic monomer comprises 2-hydroxyethyl methacrylate (HEMA), methacrylic acid (MAA) and methyl methacrylate (MMA).

[0065] The hydrophilic monomer is in the range of 45% to 54% by weight based on the total weight of the contact lens composition. Preferably, the hydrophilic monomer is in the range of 49% to 51% by weight based on the total weight of the contact lens composition.

[0066] In one embodiment, the contact lens composition further comprises an ultraviolet light absorber, a thermal initiator, and / or a blue light absorber.

[0067] <Ultraviolet absorbing agent> The UV absorber may be one or more materials selected from the group consisting of 2-[3-(2H-benzotriazol-2-yl)-4-hydroxyphenyl]ethyl-2-methacrylate, 2-(4-benzyl-3-hydroxyphenoxy)ethyl acrylate, and N-(4-hydroxy-3(5-methoxy-2H-benzo[d][1,2,3]triazol-2-yl)phenyl)methacrylamide. In one embodiment, the UV absorber is 2-[3-(2H-benzotriazol-2-yl)-4-hydroxyphenyl]ethyl-2-methacrylate.

[0068] The UV absorber is present in the range of 0.5% to 2.5% by weight based on the total weight of the contact lens composition.

[0069] <Thermal initiator> The thermal initiator may be one or more materials selected from the group consisting of azobisisobutyronitrile, 2,2'-azo-bis-(2-methylbutyronitrile), and azobisisoheptanenitrile. In one embodiment, the thermal initiator is azobisisobutyronitrile.

[0070] The thermal initiator is in the range of 0.45% to 0.75% by weight based on the total weight of the contact lens composition.

[0071] <Blue light absorbing agent> The blue light absorber can be one or more materials selected from the group consisting of Reactive Yellow 15, Modified Reactive Yellow 15, Reactive Yellow 86, (E)-4-methacryloyloxyazobenzene (Y7), 2-(4-acetyl-3-amino-2,6-dimethoxyphenoxy)ethyl methacrylate, 2-(4-amino-3-propionylphenoxy)ethyl methacrylate, 2-((1-amino-8-oxo-5,6,7,8-tetrahydronaphthalen-2-yl)oxy)ethyl methacrylate, and 2-(2-(3-(tert-butyl)-4-hydroxy-5-(1,10-phenanthrolin-2-yl)phenyl)acetoxy)ethyl methacrylate.

[0072] Reactive Yellow 15 is represented by the following formula (5-1).

[0073] [ka]

[0074] Modified Reactive Yellow 15 is represented by the following formula (5-2):

[0075] [ka]

[0076] Reactive Yellow 86 is represented by the following formula (5-3).

[0077] [ka]

[0078] (E)-4-Methacryloyloxyazobenzene is represented by the following formula (5-4).

[0079] [ka]

[0080] 2-(4-acetyl-3-amino-2,6-dimethoxyphenoxy)ethyl methacrylate is represented by the following formula (5-5).

[0081] [ka]

[0082] 2-(4-amino-3-propionylphenoxy)ethyl methacrylate is represented by the following formula (5-6).

[0083] [ka]

[0084] 2-((1-amino-8-oxo-5,6,7,8-tetrahydronaphthalen-2-yl)oxy)ethyl methacrylate is represented by the following formula (5-7).

[0085] [ka]

[0086] 2-(2-(3-(tert-butyl)-4-hydroxy-5-(1,10-phenanthrolin-2-yl)phenyl)acetoxy)ethyl methacrylate is represented by the following formula (5-8).

[0087] [ka]

[0088] <Other additives> In one embodiment, the contact lens composition optionally further comprises other additives, including but not limited to dyes.

[0089] The above components can be mixed in specific proportions to form a contact lens composition, for example, the contact lens composition can be a clear solution or a tinted solution.

[0090] According to one embodiment, a contact lens is provided. The contact lens composition provided by the present disclosure can be poured into a contact lens mold, and the components in the composition can be reacted by heating or exposure to light to form a contact lens. The heating temperature can be between about 30°C and about 150°C, and the reaction time can be between about 1 hour and 12 hours. In one embodiment, the heating process can be carried out at 30-70°C for 0-2 hours, at 70-100°C for 2-4 hours, and at 100-150°C for 4-12 hours.

[0091] In one embodiment, the method of forming a contact lens further comprises a hydration process, which comprises soaking the contact lens in alcohol and pure water, and then placing the contact lens in a buffer solution to equilibrate.

[0092] The present disclosure will be described in further detail with reference to examples. However, the present disclosure is not limited to these examples.

[0093] The contact lenses of the present disclosure have high oxygen permeability and high elongation. In one embodiment, the contact lenses have an oxygen permeability of more than 80 barrers and an elongation of more than 270%. In one embodiment, the contact lenses have an oxygen permeability of about 80-108 barrers and an elongation of about 270%-470%. For example, the contact lenses can be silicone hydrogel contact lenses. EXAMPLES

[0094] A contact lens composition is formed by mixing the ingredients according to the weight (wt) % amounts shown in Table 1 below. The contact lens composition is placed in a contact lens mold, and then a heating process is performed on the composition to form a contact lens. In Table 1, the siloxane mixture includes a first siloxane monomer represented by the following formula (1A) and a second siloxane monomer represented by formula (2A) or formula (2B) or formula (3A) or formula (3B); the ultraviolet absorber is 2-[3-(2H-benzotriazol-2-yl)-4-hydroxyphenyl]ethyl-2-methacrylate; and the thermal initiator is azobisisobutyronitrile.

[0095] [Table 1]

[0096] The oxygen permeability and elongation of the contact lenses of Example 1, Example 2, Example 3 and Comparative Example 1 are evaluated. The oxygen permeability and elongation can be measured using conventional methods well known in the technical field to which the present disclosure belongs. The elongation shown below is measured using a tensile tester based on the American Society for Testing and Materials (ASTM) standard D1708-18. The oxygen permeability shown below is measured using an O2 permeability measuring device (Permeometer) based on the oxygen permeability test method of ISO 18369-4. The unit of oxygen permeability is barrer [10 -11 (cm 2 / sec (ml O2 / ml mmHg)].

[0097] [Table 2]

[0098] As shown in Table 2, the contact lenses of Examples 1 to 3 of the present disclosure all have oxygen permeability of more than 80 barrers and elongation of more than 270%. Compared with the contact lenses of the comparative examples, which have the drawbacks of low elongation and easy breakage, the contact lenses of the present disclosure have higher elongation, that is, the contact lenses of the present disclosure are less likely to break when pulled by an external force. In addition, the contact lenses of the present disclosure still maintain high oxygen permeability, and are therefore comfortable to wear. Thus, the contact lens composition of the present disclosure exhibits high oxygen permeability and excellent mechanical properties (high elongation), and has the advantages of being durable, not easily broken, and comfortable to wear.

[0099] While the present disclosure has been described by way of example and in terms of exemplary embodiments, it is to be understood that the disclosure is not to be limited thereto. On the contrary, it is intended to cover various modifications and similar arrangements and procedures, and the scope of the appended claims should be accorded the broadest interpretation so as to encompass all such modifications and similar arrangements and procedures.

Claims

1. a siloxane mixture comprising a first siloxane monomer and a second siloxane monomer, the first siloxane monomer having an acryloyl group and the second siloxane monomer having two acryloyl groups; Tris(trimethylsiloxy)silylpropyl methacrylate; and Hydrophilic Monomers A contact lens composition comprising: the weight ratio of the siloxane mixture to tris(trimethylsiloxy)silypropyl methacrylate is between 27.5:1 and 0.29:1; The second siloxane monomer is represented by the following formula (2) or formula (3): 【Chemistry 1】 In formula (2), R 31 and R 32 are each independently a C 1 -C 4 alkyl group; q is 4 to 120; Y is represented by the following formula (2-1) or the following formula (2-2): Z is represented by the following formula (2-3) or the following formula (2-4): 【Chemistry 2】 In formula (2-3), R 33 is a C 1 -C 4 alkyl group; In formula (2-1) and formula (2-3), R 34 is a C 1 -C 3 alkylene group, R 35 and R 37 are each independently a C 1 -C 3 alkylene group, R 36 is a residue obtained by removing an NCO group from an aliphatic or aromatic diisocyanate, f is 0 to 1, and g is 1 to 40. In formula (3), q1 is an integer from 1 to 300, q2 is an integer from 1 to 300, R 38 and R 39 are each independently a C 1 -C 4 hydrocarbon; R 40 , R 41 , R 42 and R 43 are each independently selected from a C 1 -C 20 monovalent hydrocarbon group, a C 1 -C 20 halogenated monovalent hydrocarbon group, and a hydrophilic side chain, and at least one of R 40 , R 41 , R 42 and R 43 is a hydrophilic side chain represented by the following formula (3-1) or the following formula (3-2): 【Chemistry 3】 In formula (3-1), R is a C 1 -C 6 divalent hydrocarbon group. In formula (3-1), R 45 is hydrogen or methyl. R in formula (3-1) is a group represented by the following formula (3-3), and R is selected from the group consisting of C 1 -C 4 monovalent hydrocarbons, hydrogen, and OH: In formula (3-1), q3 is an integer of 1 to 20, 【Chemistry 4】 In formula (3-2), R 47 is a C 1 -C 6 divalent hydrocarbon group; In formula (3-2), R 48 is hydrogen or methyl. R 49 in formula (3-2) is a group represented by the following formula (3-4), and R 51 is selected from the group consisting of C 1 -C 4 monovalent hydrocarbons, hydrogen and OH: In formula (3-2), q4 is an integer of 1 to 20, 【Chemistry 5】 In formula (3), T is represented by the following formula (3-5) or (3-6): 【Chemistry 6】 In formula (3-5), q5 is an integer of 1 to 10, In formula (3-6), q6 is an integer of 1 to 10. A contact lens composition.

2. The first siloxane monomer is represented by the following formula (1): 【Chemistry 7】 In formula (1), R 1 , R 2 and R 3 are each independently 1 -C 4 is an alkyl group, R 4 is C 1 -C 6 is an alkyl group, n is 4 to 80; X is represented by the following formula (1-1), the following formula (1-2), or the following formula (1-3): 【Chemistry 8】 In formula (1-1), R 5 is the residue obtained by removal of an NCO group from an aliphatic or aromatic diisocyanate, m is 3 to 40; In formula (1-2), R 8 is C 1 -C 4 is an alkylene group, R 9 Yes - OR 10 O- or -NH-; R 10 and R 11 are each independently 1 -C 4 an alkylene group, and p is 1 to 2; The composition of claim 1.

3. 3. The composition of claim 1 or 2, wherein the hydrophilic monomer is one or more members selected from the group consisting of 2-hydroxyethyl methacrylate (HEMA), methyl methacrylate (MMA), methacrylic acid (MAA), N-vinylpyrrolidone (NVP), N,N-dimethyl-acrylamide (DMA), 4-acryloylmorpholine (AcMO), 2-hydroxyethylacrylamide (HEAA), glyceryl methacrylate (GMA), glycerol mono-methacrylate (GMMA), acrylic acid (AA), N,N-di(methylmethacryl-amide) (DMA), N-vinyl-N-methylacetamide, glycine vinyl carbonate, hexafluoroisopropyl methacrylate (HFMA), 2-methacryloyloxyethyl phosphorylcholine, and 2-hydroxy-butyl methacrylate.

4. 3. The composition according to claim 1, wherein the number average molecular weight of the first siloxane monomer is 500 to 10,000, and the number average molecular weight of the second siloxane monomer is 1,000 to 25,000.

5. 3. The composition according to claim 1 or 2, further comprising an ultraviolet absorber, wherein the ultraviolet absorber is one or more materials selected from the group consisting of 2-[3-(2H-benzotriazol-2-yl)-4-hydroxyphenyl]ethyl-2-methacrylate, 2-(4-benzyl-3-hydroxyphenoxy)ethyl acrylate, and N-(4-hydroxy-3(5-methoxy-2H-benzo[d][1,2,3]triazol-2-yl)phenyl)methacrylamide.

6. 3. The composition of claim 1 or 2, further comprising a thermal initiator, the thermal initiator being one or more materials selected from the group consisting of azobisisobutyronitrile, 2,2'-azo-bis-(2-methylbutyronitrile), and azobisisoheptanenitrile.

7. The composition of claim 1 or 2, further comprising a dye or a blue light absorbing agent.

8. 8. The composition of claim 7, wherein the blue light absorbing agent is one or more materials selected from the group consisting of Reactive Yellow 15, Modified Reactive Yellow 15, Reactive Yellow 86, (E)-4-methacryloyloxyazobenzene (Y7), 2-(4-acetyl-3-amino-2,6-dimethoxyphenoxy)ethyl methacrylate, 2-(4-amino-3-propionylphenoxy)ethyl methacrylate, 2-((1-amino-8-oxo-5,6,7,8-tetrahydronaphthalen-2-yl)oxy)ethyl methacrylate, and 2-(2-(3-(tert-butyl)-4-hydroxy-5-(1,10-phenanthrolin-2-yl)phenyl)acetoxy)ethyl methacrylate.

9. 3. A contact lens having an oxygen permeability of greater than 80 barrers and an elongation of greater than 270%, said contact lens being made from the composition of claim 1 or 2.

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