UV / HEVL filtering contact lenses

Abstract

The present invention relates to a UV / HEVL absorbing contact lens comprising a bulk hydrogel material containing repeating units of at least one UV absorbing vinyl monomer, repeating units of at least one UV / HEVL absorbing vinyl monomer, and a derivative of reactive Cu(II)-porphyrin present in a selected amount and a selected ratio. The UV / HEVL filtering contact lens of the present invention can not only provide Class I UV protection against UVA and UVB light rays (i.e., filtering more than 90% of UVA light rays and more than 99% of UVB light rays), but also mimic the natural lens of the human eye in providing HEVL protection.

Description

[Technical Field]

[0001] The present invention relates to a contact lens, preferably a silicone hydrogel contact lens, that can filter UV light and high-energy visible light (HEVL) having wavelengths of 380 nm to 450 nm. [Background technology]

[0002] LED lighting and electronic devices, such as smartphones, computer screens, LCDs, and LED televisions, are widely used. These typically emit short-wavelength visible light, including violet light (380-450 nm) and blue light (450-495 nm). Such short-wavelength visible light has been shown to damage cells in both in vitro and in vivo studies reported in Experimental Eye Research 2006, 83, 1493; J. Cataract Refrac Surg 2009, 35, 354; Graefe's Arch Clin Exp Ophthalmol 2008, 246, 671; Acta Ophthalmologica Scandinavica 2006, 84, 4; Br J Ophthalmol 2006, 90, 784; and Optometry and Vision Science 2011, 88(6), 1.With the widespread use of LED lighting and LED displays, such as smartphones, televisions, and computer monitors, considerable effort has been made to develop HEVL filtering ophthalmic lenses, such as eyeglasses, contact lenses, and intraocular lenses, to protect the eyes from increasing HEVL exposure (e.g., U.S. Patent Nos. 4612358, 4528311, 4716234, 4878748, 5400175, 5662707, 6158862, 6955430, 7556376, 7803359, 8153703, and 8232326). , and the same specification No. 8360574, No. 8585938, No. 8882267, No. 9377569, No. 9683102, No. 9814658, No. 10551637 and No. 10610472; U.S. Patent Application Publication No. 20170242274 and No. 20180371139 See the specifications, specifications No. 20190002415, No. 20190002459, No. 20190271798, No. 20190339544, No. 20200002267, No. 20200095187, No. 20200407324, and No. 20200407337.

[0003] TOTAL30® contact lenses (manufactured by Alcon) not only contain Class I UV absorption for protection against UVA and UVB rays (i.e., filtering more than 90% of UVA and 99% of UVB rays), but can also filter approximately 34% of HEV light (380-450nm) that enters the eye. TOTAL30® is the first contact lens in which HEVL filtering performance is always effective while the lens is being worn, regardless of lighting conditions. [Overview of the project] [Problems that the invention aims to solve]

[0004] However, to better protect the wearer's eyes from HEVL damage, particularly violet light damage, contact lens products with significantly higher HEVL filtering performance than TOTAL30® contact lenses are desirable. [Means for solving the problem]

[0005] The present invention relates to a UV / HEVL filtering contact lens comprising a bulk hydrogel material comprising (1) repeating units of at least one hydrophilic vinyl monomer, (2) repeating units of at least one vinyl crosslinking agent, (3) repeating units of at least one UV-absorbing vinyl monomer that absorbs UV light in the 280 nm to 380 nm range, (4) repeating units of at least one UV / HEVL-absorbing vinyl monomer that absorbs UV light in the 280 nm to 380 nm range and HEVL in the 380 nm to 450 nm range, and (5) at least one Cu(II)-porphyrin derivative, wherein the derivative is a bulk hydrogel The present invention provides a UV / HEVL filtering contact lens in which components (3), (4), and (5) are covalently bonded to the material and have an absorption peak (i.e., a Soret peak or band) in the region from 395 nm to 435 nm in the visible absorption spectrum, and are present in the bulk hydrogel material in amounts and ratios such that the UV / HEVL filtering contact lens has less than 10% UVA%T, less than 1% UVB%T, about 60% or less HEVL%T, about 40% or less %T at 420 nm, and about 80% or more %T at wavelengths between 450 nm and 500 nm. [Brief explanation of the drawing]

[0006] [Figure 1] The UV / visible transmission spectra of contact lenses prepared from a polymerizable composition containing 0.9 wt% Norbloc (UV-absorbing vinyl monomer) and various amounts of UV28 (UV / HEVL-absorbing vinyl monomer) are shown: Curve 1 (square) - 0.2 wt% UV28; Curve 2 (triangle) - 0.3 wt% UV28; Curve 3 (circle) - 0.4 wt% UV28. [Figure 2] The UV / visible transmission spectra of contact lenses prepared from polymerizable compositions containing 0.9 wt% Norbloc, various amounts of Cu(II)-TBP-MAm, and various amounts of RB247 (polymerizable blue dye) are shown: Curve 1 (square) - 0.03 wt% Cu(II)-TBP-Mam; Curve 2 (triangle) - 0.05 wt% Cu(II)-TBP-Mam; Curve 3 (circle) - 0.07 wt% Cu(II)-TBP-Mam. [Figure 3] The UV / visible transmission spectra of contact lenses prepared from polymerizable compositions containing (i) 0.9 wt% Norbloc and (ii) 0.2 wt% UV28, 0.03 wt% Cu(II)TBP-Mam, or a combination thereof are shown: Curve 1 (square) - 0.2 wt% UV28; Curve 2 (circular) - 0.03 wt% Cu(II)-TBP-Mam; Curve 3 (triangular) - 0.03 wt% Cu(II)-TBP-Mam + 0.2 wt% UV28. [Figure 4] The UV / visible transmission spectra of contact lenses prepared from a polymerizable composition containing (i) 0.9 wt% Norbloc and (ii) 0.3 wt% UV28, 0.05 wt% Cu(II)TBP-Mam, or a combination thereof are shown: Curve 1 (square) - 0.3 wt% UV28, Curve 2 (circular) - 0.05 wt% Cu(II)-TBP-Mam, Curve 3 (triangular) - 0.05 wt% Cu(II)-TBP-Mam + 0.3 wt% UV28. [Modes for carrying out the invention]

[0007] Unless otherwise defined, all technical and scientific terms used herein have the same meaning as those commonly understood by those skilled in the art to which the invention pertains. Generally, the nomenclature and laboratory procedures used herein are known and commonly adopted by those skilled in the art. These procedures employ conventional methods, such as those practiced by those skilled in the art and various commonly cited methods. Where a term is given in the singular, the inventors have also taken into consideration its plural form. The nomenclature and laboratory procedures described below herein are well known and commonly adopted in the art.

[0008] As used herein, "approximately" means that the number referred to as "approximately" includes a number of enumerated numbers that is plus or minus 1 to 10% of the enumerated number.

[0009] The terms "optional" or "optional" mean that the event or situation described thereafter may or may not occur, and that the description includes both cases in which the event or situation occurs and cases in which it does not.

[0010] As used herein, “ophthalmic device” means contact lenses (hard or soft), intraocular lenses, corneal onlays, and other ophthalmic devices used in or near the eyeball or its periphery (e.g., stents, glaucoma shunts, etc.).

[0011] "Contact lenses" refer to structures that can be placed on or inside the eyes of a wearer. Contact lenses may, but are not required to, correct, improve, or alter the wearer's vision. Contact lenses may be made of any suitable material known or subsequently developed in the art, and may be soft lenses, hard lenses, or hybrid lenses.

[0012] "Hydrogel contact lenses" refer to contact lenses that contain a hydrogel bulk (core) material. The hydrogel bulk material can be a non-silicone hydrogel material, or preferably a silicone hydrogel material.

[0013] "Hydrogel" or "hydrogel material" refers to a crosslinked polymer material having a three-dimensional polymer network (i.e., polymer matrix), which is insoluble in water but can hold at least 10% by weight of water in its polymer matrix when fully hydrated (or in equilibrium).

[0014] Often also referred to as silicone, siloxanes are molecules that have at least one -Si-O-Si- moiety, where each Si atom has two organic groups as substituents.

[0015] "Silicone hydrogel" or "SiHy" refers to a silicone-containing hydrogel obtained by copolymerization of a polymerizable composition comprising at least one silicone-containing monomer, at least one silicone-containing macromer, or at least one crosslinkable silicone-containing prepolymer.

[0016] As used in this application, the term "non-silicone hydrogel" refers to a hydrogel that theoretically does not contain silicon.

[0017] As used herein, "hydrophilic" refers to a material or part thereof that associates more readily with water than with lipids.

[0018] The term "room temperature" refers to a temperature between approximately 22°C and 26°C.

[0019] With respect to a compound or substance in a solvent, the term "soluble" means that the compound or substance can dissolve in the solvent to yield a solution with a concentration of at least about 0.5% by weight at room temperature (i.e., about 22°C to about 26°C).

[0020] In relation to compounds or materials in a solvent, the term "insoluble" means that the compound or material can dissolve in the solvent at room temperature (as defined above) to give a solution with a concentration of less than about 0.01% by weight.

[0021] "Vinyl monomers" refer to compounds that have a single ethylenically unsaturated group, are soluble in solvents, and can be polymerized linearly or thermally.

[0022] The term "ethylenically unsaturated group" is used herein in a broad sense and is intended to encompass any group containing at least one >C=CH2 group. Exemplary ethylenically unsaturated groups include, but are not limited to, (meth)acryloyl ( [ka] ), vinyloxycarbonylamino( [ka] In the formula, R o (is H or C1-C4 alkyl), vinyloxycarbonyloxy ( [ka] ), allyl, vinyl, styrene, or other C=C-containing groups.

[0023] As used herein, "chemically" with respect to curing, crosslinking, or polymerization of polymerizable compositions, prepolymers, or materials means that curing (e.g., crosslinking and / or polymerization) is carried out by chemical irradiation, such as UV / visible light irradiation. Thermal curing and chemical ray curing methods are well known to those skilled in the art.

[0024] The term "acrylic monomer" refers to a vinyl monomer having a single (meth)acryloyl group. Examples of acrylic monomers include (meth)acryloyloxy [or (meth)acryloyloxy] monomers and (meth)acrylamide monomers.

[0025] "(meth)acryloyloxymonomer" or "(meth)acryloyloxymonomer" is [ka] This refers to a vinyl monomer that has only one group.

[0026] "(meth)acrylamide monomer" is [ka] This refers to a vinyl monomer having only one group, where R is in the formula. o It is either H or a C1-C4 alkyl group.

[0027] The term "(meth)acrylamide" refers to methacrylamide and / or acrylamide.

[0028] The term "(meth)acrylate" refers to methacrylate and / or acrylate.

[0029] "N-vinylamide monomer" refers to an amide compound that has a vinyl group (-CH=CH2) directly bonded to the nitrogen atom of the amide group.

[0030] The term "ene group" refers to a monovalent radical of CH2=CH- or CH2=CCH3- that is not covalently bonded to an oxygen or nitrogen atom or a carbonyl group.

[0031] An "ene monomer" refers to a vinyl monomer that has a single ene group.

[0032] "Vinyloxycarbonylamino monomer" refers to a vinyl monomer that has a single vinyloxycarbonylamino group.

[0033] "Vinylaminocarbonyloxy monomer" refers to a vinyl monomer that has a single vinylaminocarbonyloxy group.

[0034] "Vinylaminocarbonylamino monomer" refers to a vinyl monomer that has a single vinylaminocarbonylamino group.

[0035] "Hydrophilic vinyl monomers" refer to vinyl monomers that typically produce homopolymers that are water-soluble or capable of absorbing at least 10% by weight of water.

[0036] "Hydrophobic vinyl monomers" refer to vinyl monomers that are insoluble in water and typically produce homopolymers capable of absorbing less than 10% by weight of water.

[0037] As used in this application, the term "vinyl crosslinking agent" refers to an organic compound having at least two ethylenically unsaturated groups. "Vinyl crosslinking agent" refers to a vinyl crosslinking agent having a molecular weight of 700 daltons or less.

[0038] "Acrylic crosslinking agent" refers to a vinyl-based crosslinking agent having at least two (meth)acryloyl groups.

[0039] The term "acrylic repeating unit" refers to the repeating units of a polymer material derived from acrylic monomers or crosslinking agents through free radical polymerization to form a polymer material.

[0040] The term "terminal (meth)acryloyl group" refers to a single (meth)acryloyl group located at one of the two ends of the main chain (or skeleton) of an organic compound.

[0041] As used in this application, the term "polymer" means a material formed by polymerizing or crosslinking one or more monomers or macromers or prepolymers or combinations thereof.

[0042] "Macromer" or "prepolymer" refers to a compound or polymer containing ethylenically unsaturated groups and having a number average molecular weight exceeding 700 daltons.

[0043] As used in this application, the term "molecular weight" of a polymer material (including monomeric material or macromeric material) refers to the number average molecular weight unless otherwise specified or the test conditions are otherwise indicated. One skilled in the art knows methods for determining the molecular weight of a polymer according to known methods, such as GPC (gel permeation chromatography) equipped with one or more of a refractive index detector, a low angle laser light scattering detector, a multi-angle laser light scattering detector, a differential viscosity measurement detector, a UV detector, and an infrared (IR) detector; MALDI-TOF MS (matrix-assisted laser desorption / ionization time-of-flight mass spectrometry), 1 1H NMR (proton nuclear magnetic resonance) spectroscopy, etc.

[0044] "Polysiloxane segment" or "polydiorganosiloxane segment" [Chemical formula] refers interchangeably to a polymer chain segment (i.e., a divalent radical) of, wherein SN is an integer of 3 or more, and R S1 and R S2 each independently is selected from the group consisting of: C1-C 10 alkyl, phenyl, C1-C4-alkyl-substituted phenyl, C1-C4-alkoxy-substituted phenyl, phenyl-C1-C6-alkyl, C1-C 10 fluoroalkyl, C1-C 10 fluoroether, aryl, arylC1-C 18 alkyl, -alk-(OC2H4) γ1 -ORo (In the formula, ALC is a C1-C6 alkylened radical, R o (where is H or C1-C4 alkyl, and γ1 is an integer from 1 to 10), hydroxyl group (-OH), carboxyl group (-COOH), amino group (-NR) N1 R N1 '), -NR N1 -amino bond, -CONR N1 -amide bond, -CONR N1 R N1 C2-C4 having at least one functional group selected from the group consisting of amides, -OCONH- urethane bonds, and C1-C4 alkoxy groups. 40 Organic group or linear hydrophilic polymer chain, in the formula, R N1 and R N1 ' are independent of each other, hydrogen or C1~C 15 A photochromic organic radical that is alkyl and also has a photochromic group.

[0045] "Polydiorganosiloxane vinyl monomer" or "polysiloxane vinyl monomer" means the same thing and refers to a compound containing at least one polysiloxane segment and one sole ethylenically unsaturated group.

[0046] "Polydiorganosiloxane vinyl crosslinking agent" or "polysiloxane vinyl crosslinking agent" means the same thing and refers to a compound containing at least one polysiloxane segment and at least two ethylenically unsaturated groups.

[0047] "Linear polydiorganosiloxane vinyl crosslinking agent" or "linear polysiloxane vinyl crosslinking agent" interchangeably refers to a compound comprising a main chain containing at least one polysiloxane segment, each of which is terminated with one ethylenically unsaturated group at each of the two ends of the main chain.

[0048] "Chain-extended polydiorganosiloxane vinyl crosslinking agent" or "Chain-extended polysiloxane vinyl crosslinking agent" interchangeably refers to a compound comprising at least two ethylenically unsaturated groups and at least two polysiloxane segments, each pair of which is linked by a divalent radical.

[0049] The term "photochromic compound" refers to a compound that has one colorless (or pale) form and one colored form, and is capable of undergoing a reversible change from the colorless (or pale) form (or so-called "inactive form") to the colored form (or so-called "active form") upon exposure to UV or HEVL irradiation.

[0050] The terms “colorless or pale state” or “inactive state” in relation to photochromic contact lenses refer to the initial state of the photochromic contact lens before it is exposed to UV and / or HEVL light. In this state, the photochromic contact lens is typically colorless or exhibits a pale color visible to the naked eye.

[0051] The terms "colored state" or "activated state" in relation to photochromic contact lenses refer to the state when the photochromic contact lens is exposed to UV and / or HEVL light. In this state, the photochromic contact lens typically exhibits a dark color that is visible to the naked eye.

[0052] As used herein, the term "fluid" indicates that a material can flow like a liquid.

[0053] As used in this application, the term "transparent" in relation to a polymerizable composition means that the polymerizable composition is a transparent solution or liquid mixture having a light transmittance of 85% or more in the range of 400 to 700 nm.

[0054] Free radical initiators can be either photoinitiators or thermal initiators. A "thermal initiator" or "thermal free radical initiator" is interchangeable, referring to a chemical substance that initiates a free radical crosslinking / polymerization reaction using thermal energy. A "photoinitiator" is a chemical substance that initiates a free radical crosslinking / polymerization reaction using light.

[0055] The term "monovalent radical" refers to an organic radical obtained by removing a hydrogen atom from an organic compound, and which forms one bond with one other group in the organic compound. Examples include, without limitation, alkyl (by removing a hydrogen atom from an alkane), alkoxy (or alkoxyl) (by removing one hydrogen atom from the hydroxyl group of an alkyl alcohol), thiyl (by removing one hydrogen atom from the thiol group of an alkylthiol), cycloalkyl (by removing a hydrogen atom from a cycloalkane), cycloheteroalkyl (by removing a hydrogen atom from a cycloheteroalkane), aryl (by removing a hydrogen atom from the aromatic ring of an aromatic hydrocarbon), heteroaryl (by removing a hydrogen atom from any ring atom), amino (by removing one hydrogen atom from an amine), and so on.

[0056] The term "divalent radical" refers to an organic radical obtained by removing two hydrogen atoms from an organic compound and forming two bonds with two other groups in the organic compound. For example, an alkylene divalent radical (i.e., alkylenyl) is obtained by removing two hydrogen atoms from an alkane, and a cycloalkylene divalent radical (i.e., cycloalkylenyl) is obtained by removing two hydrogen atoms from a cyclic ring.

[0057] In this application, the term “substituted” in relation to alkyl or alkylenyl means that the alkyl or alkylenyl replaces one hydrogen atom of the alkyl or alkylenyl and includes at least one substituent selected from the group consisting of hydroxyl (-OH), carboxyl (-COOH), -NH2, sulfhydryl (-SH), C1-C4 alkyl, C1-C4 alkoxy, C1-C4 alkylthio (alkyl sulfide), C1-C4 acylamino, C1-C4 alkylamino, di-C1-C4 alkylamino, and combinations thereof.

[0058] In relation to SiHy lens bulk materials or SiHy contact lenses, "post-curing surface treatment" means a surface treatment process performed after the SiHy lens bulk material or SiHy contact lens has been formed by curing (i.e., thermally or chemically polymerizing) the SiHy lens compound.

[0059] The terms "silicone hydrogel lens formulation" or "SiHy lens formulation" are interchangeable and refer to a polymerizable composition containing all the necessary polymerizable components for manufacturing SiHy contact lenses or SiHy lens bulk materials.

[0060] A "UV-absorbing vinyl monomer" refers to a compound that contains a single ethylenically unsaturated group and can primarily absorb UV light in the 280 nm to 380 nm range. It is understood that UV-absorbing vinyl monomers do not absorb, or hardly absorb, light with wavelengths above 400 nm (i.e., when tested with a 0.1 mM solution of a UV-absorbing vinyl monomer and a 1 cm optical path length, the %T at 400 nm is greater than 90%).

[0061] A "UV / HEVL absorbing vinyl monomer" refers to a compound that has a single ethylenically unsaturated group and can absorb UV light in the 280nm-380nm range and HEVL light in the 380nm-450nm range.

[0062] "UVA" refers to radiation that occurs at wavelengths of 315 to 380 nanometers; "UVB" refers to radiation that occurs in the range of 280 to 315 nanometers; and "HEVL" refers to radiation that occurs at wavelengths of 380 to 450 nanometers.

[0063] "UVA transmittance" (or "UVA%T"), "UVB transmittance" or "UVB%T", and "HEVL transmittance" or "HEVL%T" are calculated using the following formulas. UVA%T=315nm~380nm average transmittance%×100 UVB%T=280nm~315nm average transmittance%×100 HEVL%T=380nm~450nm average transmittance%×100 HEVL% filtering = 100% - HEVL%T

[0064] "%T at wavelength" refers to the transmittance at a given wavelength.

[0065] With respect to Cu(II)-porphyrin, "derivatives" refer to products of Cu(II)-porphyrin after participation in the free radical polymerization of a polymerizable composition containing Cu(II)-porphyrin for polymer formation, and meaning a moiety that is covalently bonded to the resulting polymer and has an aromatic π-electron system substantially similar to the aromatic π-electron system of the starting Cu(II)-porphyrin, as indicated by the presence of a strong peak (i.e., a Soret peak or band) in the blue wavelength region of the visible spectrum.

[0066] The oxygen permeability of the material (Dk) i Oxygen permeability is the rate at which oxygen passes through the material and can be measured at approximately 34-35°C following the procedure described in Example 1. Oxygen permeability is usually expressed in units of barar, where "barar" is [(cm 3 Oxygen) (mm) / (cm 2 )(sec)(mmHg)]×10 -10 It is defined as follows.

[0067] The "oxygen permeability" Dk / t of a lens or material is the rate at which oxygen passes through a particular lens or material with an average thickness t [in mm] over the entire area being measured. The oxygen permeability coefficient is usually expressed in units of barar / mm, where "barar / mm" is [(cm 3 Oxygen) / (cm 2 )(sec)(mmHg)]×10 -9 It is defined as follows.

[0068] In relation to contact lenses or materials, the term "modulus" or "elastic modulus" refers to the tensile modulus, i.e., Young's modulus, which is a measure of the embedding properties of the contact lens or material. The modulus can be measured according to the procedure described in Example 1.

[0069] In the context of contact lenses, "coating" means that the contact lens has a thin layer of material on its surface that is different from the bulk material of the contact lens and is obtained by surface treatment of the contact lens.

[0070] As used herein, “surface modification” or “surface treatment” means that an article has been treated in a surface treatment process, in which (1) a coating is applied to the surface of the article, (2) chemical species are adsorbed onto the surface of the article, (3) the chemical properties (e.g., static charge) of chemical groups on the surface of the article are altered, or (4) the surface properties of the article are otherwise altered. Examples of surface treatment processes include, but are not limited to, surface treatments using energy (e.g., plasma, electrostatic charge, irradiation, or other energy sources), chemical treatments, grafting of hydrophilic vinyl monomers or macromers onto article surfaces, the mold transfer coating process disclosed in U.S. Patent No. 6,719,929, the formulation of wetting agents into lens formulations for the manufacture of contact lenses as proposed in U.S. Patents No. 6,367,929 and No. 6,822,016, the reinforced mold transfer coating disclosed in U.S. Patent No. 7,858,000, and hydrophilic coatings by covalent bonding or physical deposition of one or more layers of one or more hydrophilic polymers onto the contact lens surface as disclosed in U.S. Patents No. 8,147,897, No. 8,409,599, No. 8,557,334, No. 8,529,057 and No. 9,505,184.

[0071] With respect to SiHy materials or contact lenses, "hydrophilic surface" means that the SiHy material or contact lens has surface hydrophilicity characterized by having an average water contact angle of about 90 degrees or less, preferably about 80 degrees or less, more preferably about 70 degrees or less, and even more preferably about 60 degrees or less.

[0072] "Average contact angle" refers to the water contact angle (static water contact angle measured by the sessile drop method), which is obtained by averaging the measurements of at least three individual contact lenses.

[0073] In this application, "Cu(II)-meso-aryl-substituted porphyrin" refers to copper porphyrin containing four aryl groups (substituents) at positions 5, 10, 15, and 20 (i.e., the so-called meso positions), as is well known to those skilled in the art.

[0074] Generally, the present invention relates to UV / HEVL filtering contact lenses, and more particularly to UV / HEVL filtering SiHy contact lenses having a desirable UV / HEVL absorption profile comprising less than 10% UVA%T, less than 1% UVB%T, about 60% or less HEVL%T, about 40% or less %T at 420 nm, and about 80% or more %T at 450 nm. The present invention is partly based on the discovery that UV / HEVL filtering contact lenses having the above-mentioned desirable UV / HEVL absorption profile can be obtained by selectively adding UV-absorbing vinyl monomers, UV / HEVL-absorbing vinyl monomers, and reactive Cu(II) porphyrin (preferably Cu(II) meso-aryl-substituted porphyrin) in specific amounts and selected ratios to a polymerizable composition for contact lens manufacturing.

[0075] The contact lenses of the present invention are not only capable of providing Class I UV protection against UVA and UVB light (i.e., filtering more than 90% of UVA and 99% of UVB), but are also capable of mimicking the natural lens of the human eye in providing HEVL protection. The natural lens of the human eye typically blocks most HEVL light up to 410 nm, but its %T filtering performance gradually decreases beyond this wavelength. Similar to the natural lens of the human eye, the UV / HEVL filtering contact lenses of the present invention are thought to be able to provide improved protection against eye damage from UV and violet light while resulting in minimal alteration of color perception, minimal reduction of color vision, minimal reduction of dark-adaptive visual function, minimal reduction of contrast sensitivity in light and dark, and minimal disruption of circadian rhythm.

[0076] The present invention relates to a UV / HEVL filtering contact lens comprising a bulk hydrogel material comprising (1) repeating units of at least one hydrophilic vinyl monomer, (2) repeating units of at least one vinyl crosslinking agent, (3) repeating units of at least one UV-absorbing vinyl monomer that absorbs UV light in the 280nm to 380nm range, (4) repeating units of at least one UV / HEVL-absorbing vinyl monomer that absorbs UV light in the 280nm to 380nm range and HEVL in the 380nm to 450nm range, and (5) at least one Cu(II)-porphyrin derivative, wherein the derivative is covalently bonded to the bulk hydrogel material and has an absorption peak in the visible absorption spectrum in the region from 395nm to 435nm. The present invention provides a UV / HEVL filtering contact lens having a Soret peak or band, wherein components (3), (4), and (5) are present in the bulk hydrogel material in amounts and ratios such that the UV / HEVL filtering contact lens has less than 10% UVA%T, less than 1% UVB%T, about 60% or less (preferably about 55% or less, more preferably about 50% or less, even more preferably about 45% or less) HEVL%T, about 40% or less (preferably about 30% or less, more preferably about 25% or less, even more preferably about 20% or less) %T at 420 nm, and about 80% or more (preferably about 85% or more, more preferably about 90% or more) %T at wavelengths between 450 nm and 500 nm.

[0077] According to the present invention, any UV-absorbing vinyl monomer can be used in combination with a UV / HEVL-absorbing vinyl monomer to provide Class I UV protection. The UV-absorbing vinyl monomer can be a benzotriazole-containing vinyl monomer (i.e., each having a benzotriazole moiety) and / or a benzophenone-containing vinyl monomer (i.e., each having a benzophenone moiety), which are well known to those skilled in the art.

[0078] Examples of benzophenone-containing vinyl monomers include, but are not limited to, the following: 2-hydroxy-4-acrylooxybenzophenone; 2-hydroxy-4-methacrylooxybenzophenone; 2-hydroxy-4-acrylooxyethoxybenzophenone; 2-hydroxy-4-methacrylooxyethoxybenzophenone; 4-alyloxy-2-hydroxybenzophenone; 4-allylooxyethoxy-2-hydroxybenzophenone; aminobenzophenone vinyl monomers disclosed in U.S. Patent No. 10268053 (e.g., N-(2-benzoyl-4-chlorophenyl)methacrylamide); 2-hydroxy-4-methoxy-4'-(acrylamido-N,N-dimethylpropylaminomethyl)-benzophenone and other hydroxybenzophenone vinyl monomers disclosed in U.S. Patent No. 10254567; and benzophenone-containing UV-absorbing vinyl monomers disclosed in U.S. Patent No. 3162676. Benzophenone-containing vinyl monomers can be obtained from commercial suppliers or prepared according to the procedures described in U.S. Patent No. 3,162,676, No. 1,0254,567, and No. 1,0268,053.

[0079] In a preferred embodiment, the at least one UV-absorbing vinyl monomer includes a benzotriazole-containing vinyl monomer, preferably a vinyl monomer of formula (1). [ka] (In the formula: one of R1 and R2 is H, and the other of R1 and R2 is a monovalent radical of -L1-E1; E1 is vinyl, vinyloxy, allyl, allyloxy, (meth)acryloxy, or (meth)acrylamide; L1 is a direct bond, a C1-C6 alkylene divalent radical, or a -L2-X1-L3- bond; L2 is a direct bond, a C1-C3 alkylene divalent radical, [ka] X1 is O, NH, or [ka] (R3 and R4 are methyl or ethyl; L3 is a C1-C6 alkylene divalent radical.)

[0080] Preferred examples of UV-absorbing vinyl monomers of formula (1) include, but are not limited to, 2-(2'-hydroxy-5'-vinylphenyl)-2H-benzotriazole, 2-(2'-hydroxy-5'-methacryloxyphenyl)-2H-benzotriazole, 2-(2'-hydroxy-5'-acryloyloxyphenyl)-2H-benzotriazole, 2-[2'-hydroxy-5'-(2-methacryloxyethyl)phenyl)]-2H-benzotriazole (Norbloc), 2-[2'-hydroxy-5'-(2-acryloxyethyl)phenyl)]-2H-benzotriazole, 2-(2'-hydroxy-5'-methacryloxypropylphenyl)-2H-benzotriazole, and 2-(2'-hydroxy-5'-acryloxypropylphenyl)-2H-benzotriazole.

[0081] Benzotriazole-containing UV-absorbing vinyl monomers can be prepared according to the procedures described in U.S. Patent Nos. 3,299,173, 4612,358, 4716,234, 4528,311, and 10254567, or they can be obtained from commercial suppliers.

[0082] According to the present invention, any UV / HEVL-absorbing vinyl monomer can be used as long as it provides the desired HEVL filtering profile in combination with copper(II) porphyrin. The UV / HEVL-absorbing vinyl monomer can be a benzotriazole-containing vinyl monomer and / or a benzophenone-containing vinyl monomer (i.e., one having a benzophenone moiety) that are well known to those skilled in the art.

[0083] In a preferred embodiment, the at least one UV / HEVL-absorbing vinyl monomer includes a benzotriazole-containing vinyl monomer, preferably a benzotriazole-containing vinyl monomer of formula (2). [ka] (In the formula: R5 is H, F, Cl, CF3, CCl3, CH3, or OCH3, and one of R6 and R7 is H, OCH3, F, Cl, CF3, CCl3, or C1~C) 10 It is alkyl, and the other of R6 and R7 is a monovalent radical of -L1-E1; E1 is vinyl, vinyloxy, allyl, allyloxy, (meth)acryloxy, or (meth)acrylamide; L1 is directly bonded, a C1-C6 alkylene divalent radical, or a -L2-X1-L3- bond; L2 is directly bonded, a C1-C3 alkylene divalent radical, [ka] X1 is O, NH, or [ka] R3 and R4 are methyl or ethyl; L3 is a C1-C6 alkylene divalent radical, where at least two of R5, R6, and R7 are not H.

[0084] Examples of preferred UV / HEVL-absorbing vinyl monomers of formula (2) include, but are not limited to, 2-(2'-hydroxy-3'-methacrylamidemethyl-5'-tert-octylphenyl)-2-benzotriazole, 2-(2'-hydroxy-5'-methacrylamidephenyl)-5-chlorobenzotriazole, 2-(2'-hydroxy-5'-methacrylamidephenyl)-5-methoxybenzotriazole, and 2-(2'-hydroxy-5'-glycidooxypropyl-3'-t-butylphenyl )-5-chlorobenzotriazole, 2-hydroxy-5-methoxy-3-(5-(trifluoromethyl)-2H-benzo[d][1,2,3]triazol-2-yl)benzyl methacrylate (WL-1), 2-hydroxy-5-methoxy-3-(5-methoxy-2H-benzo[d][1,2,3]triazol-2-yl)benzyl methacrylate (WL-5), 3-(5-fluoro-2H-benzo[d][1,2,3]triazol-2-yl)-2-hydroxy-5-methoxybenzyl methacrylate (WL-2), 3-(2Hbenzo[d][1,2,3]triazol-2-yl)-2-hydroxy-5-methoxybenzyl methacrylate (WL-3), 3-(5-chloro-2H-benzo[d][1,2,3]triazol-2-yl)-2-hydroxy-5-methoxybenzyl methacrylate (WL-4), 2-hydroxy-5-methoxy-3-(5-methyl-2H-benzo[d][1,2,3]triazol-2-yl)benzyl methacrylate (WL-6), 2-hydroxy-5-methyl-3-(5- (trifluoromethyl)-2H-benzo[d][1,2,3]triazol-2-yl)benzyl methacrylate (WL-7), 4-allyl-2-(5-chloro-2H-benzo[d][1,2,3]triazol-2-yl)-6-methoxyphenol (WL-8), 2{2'-hydroxy-3'-tert-butyl-5'-[3”-(4”-vinylbenzyloxy)propoxy]phenyl}-5-methoxy-2H-benzotriazole, 2-(5-chloro-2H-benzotriazol-2-yl)-6-(1,1-dimethylethyl)-4-ethenylphenol (UVAM), 2{2'-hydroxy-3'-tert-butyl-5'-[3'-methacryloyloxypropoxy]phenyl}-2H-benzotriazole, 2{2'-hydroxy-3'-tert-butyl-5'-[3'-methacryloyloxypropoxy]phenyl}-5-methoxy-2H-benzotriazole (UV13), 2-{2'-hydroxy-3'-tert-butyl-5'-[3'-methacrylo [Iyloxypropoxy]phenyl}-5-chloro-2H-benzotriazole (UV28), 2[2'-hydroxy-3'-tert-butyl-5'-(3'-acryloyloxypropoxy)phenyl]-5-trifluoromethyl-2H-benzotriazole (UV23), 2-(2'-hydroxy-5-methacrylamidephenyl)-5-methoxybenzotriazole (UV6), 2-(3-allyl-2-hydroxy-5-methylphenyl)-2H-benzotri Azole (UV9), 2-(2-hydroxy-3-methallyl-5-methylphenyl)-2H-benzotriazole (UV12), 2-3'-t-butyl-2'-hydroxy-5'-(3"-dimethylvinylsilylpropoxy)-2'-hydroxyphenyl)-5-methoxybenzotriazole (UV15), 2-(2'-hydroxy-5'-methacryloylpropyl-3'-tert-butylphenyl)-5-methoxy-2H-benzotriazole (UV16), 2 -(2'-hydroxy-5'-acryloylpropyl-3'-tert-butylphenyl)-5-methoxy-2H-benzotriazole (UV16A), 3-[3-tert-butyl-5-(5-chlorobenzotriazol-2-yl)-4-hydroxyphenyl]-propyl ester of 2-methylacrylic acid (16-100, CAS#96478-15-8), 2-(3-(tert-butyl)-4-hydroxy-5-(5-methoxy-2H-benzo[d][1,2,3] Triazol-2-yl)phenoxy)ethyl methacrylate (16-102); 2-(5-chloro-2H-benzotriazol-2-yl)-6-methoxy-4-(2-propen-1-yl)-phenol (CAS#1260141-20-5); 2-[2-hydroxy-5-[3-(methacryloyloxy)propyl]-3-tert-butylphenyl]-5-chloro-2H-benzotriazole; Benzotriazole-containing vinyl monomers disclosed in U.S. Patent No. 10254567 are examples.

[0085] According to the present invention, the derivative of at least one Cu(II)-porphyrin derivative has a soret peak (i.e., an absorption peak in the region of 395 nm to 435 nm) in its visible absorption spectrum.

[0086] Cu(II)-porphyrin can be used in the present invention as long as it can participate in the free radical polymerization of a polymerizable composition containing Cu(II)-porphyrin, covalently bond to the resulting polymer material formed from the polymerizable composition, and produce a Cu(II)-porphyrin derivative having a Soret peak (i.e., an absorption peak in the 395 nm to 435 nm region) in its visible absorption spectrum.

[0087] Preferably, the Cu(II)-porphyrin is a Cu(II)-meso-aryl substituted porphyrin. The aromatic π-electron system of the Cu(II)-meso-aryl substituted porphyrin is thought to remain even during free radical polymerization, and Cu(II)-meso-aryl substituted porphyrin derivatives obtained from free radical polymerization may still have a soret peak (i.e., an absorption peak in the 395 nm to 435 nm region) in the visible absorption spectrum.

[0088] In a preferred embodiment, the Cu(II)-meso-aryl substituted porphyrin is represented by formula (3). [ka] (In the formula: Each R8 is independently H, Cl, F, and substituted or unsubstituted C1-C 20 Alkyl, substituted or unsubstituted C1-C 20 Alkenyl, substituted or unsubstituted C1-C 20 Alkynyl groups, or two adjacent R8 groups, along with the atom to which they are bonded, form substituted or unsubstituted C6-C atoms. 14 Aryl, substituted, or unsubstituted C3-C 14 Carbocyclyl, substituted or unsubstituted C5-C 14 Heteroaryl, or substituted or unsubstituted C3-C 14 Forming heterocyclines; A2, A3, A4, A5, and A6 are independently monovalent radicals of H, Cl, F, CCl3, CF3, CH3, CH(CH3)2, C(CH3)3, OCH3, OH, NO2, or -L1-E1; E1 is vinyl, vinyloxy, allyl, allyloxy, (meth)acryloxy, or (meth)acrylamide; L1 is a direct bond, a C1-C6 alkylene divalent radical, or a -L2-X1-L3- bond; L2 is a direct bond, a C1-C3 alkylene divalent radical, [ka] X1 is O, NH, or [ka] R3 and R4 are methyl or ethyl; L3 is a C1-C6 alkylene divalent radical; However, one of A2, A3, A4, A5, and A6 is a monovalent radical of -L1-E1.

[0089] Due to the presence of an ethylenically unsaturated group, the Cu(II)-meso-aryl substituted porphyrin of formula (3) can be added to the polymerizable composition for producing the UV / HEVL filtering contact lenses of the present invention.

[0090] Preferred Cu(II)-meso-aryl substituted porphyrins of formula (3) include, but are not limited to, those disclosed in U.S. Patent Application No. 63 / 275159. These are available from commercial suppliers (e.g., High Performance Optics, Inc.) or can be prepared according to the procedures described in U.S. Patent Application No. 63 / 275159.

[0091] In another preferred embodiment, the Cu(II)-meso-aryl substituted porphyrin is represented by formula (4). [ka] (In the formula: Each R9 is independently H, Cl, F, and substituted or unsubstituted C1-C 20 Alkyl, substituted or unsubstituted C1-C 20 Alkenyl, substituted or unsubstituted C1-C 20 Alkynyl groups, or two adjacent R8 groups, together with the atom to which they are bonded, are substituted or unsubstituted C6-C6 atoms. 14 Aryl, substituted, or unsubstituted C3-C 14 Carbocyclyl, substituted or unsubstituted C5-C 14 Heteroaryl, or substituted or unsubstituted C3-C 14 Forming heterocyclines; A7 and A 11 These are, independently of each other, Cl, F, CCl3, CF3, CH3, CH(CH3)2, C(CH3)3, OCH3, OH, or NO2 (preferably Cl, F, or NO2); A8, A9 and A 10 These are, independently of each other, H, Cl, F, CCl3, CF3, CH3, CH(CH3)2, C(CH3)3, OCH3, OH, NH2, or NO2.

[0092] Preferred embodiment, A7, A8, A9, A 10 , and A 11They are identical to each other, being either Cl or F; in another preferred embodiment, A7 and A 11 They are Cl or F, independently of each other; A9 and A 10 A8 is H; and A8 is Cl, F, CCl3, CF3, CH3, CH(CH3)2, C(CH3)3, OCH3, OH, NH2, or NO2. In another preferred embodiment, A7 and A 11 They are Cl or F, independently of each other; A8 and A 10 is H; A9 is Cl, F, CCl3, CF3, CH3, CH(CH3)2, C(CH3)3, OCH3, OH, NH2, or NO2.

[0093] Examples of preferred Cu(II)-meso-aryl substituted porphyrins of formula (4) include, but are not limited to, 5,10,15,20-tetrakis(2,6-dichlorophenyl)-porphyrin-Cu(II), 5,10,15,20-tetrakis(2,6-difluorophenyl)-porphyrin-Cu(II), 5,10,15,20-tetrakis(2-chloro-6-fluorophenyl)-porphyrin-Cu(II), and 5,10,15,20-tetrakis(2,6-dinitrophenyl)-porphyrin-Cu (II), 5,10,15,20-tetrakis(2,3,6-trichlorophenyl)-porphyrin-Cu(II), 5,10,15,20-tetrakis(2,3,6-trifluorophenyl)-porphyrin-Cu(II), 5,10,15,20-tetrakis(2,4,6-trinitrophenyl)-porphyrin-Cu(II), 5,10,15,20-tetrakis(2,4,6-trimethylphenyl)-porphyrin-Cu(II), 5,10,15,20-tetrakis(2,6-dichloro-3-a Minophenyl)-porphyrin-Cu(II), 5,10,15,20-tetrakis(4-bromo-2,6-dichlorophenyl)-porphyrin-Cu(II), 5,10,15,20-tetrakis(2,6-dichloro-4-nitrophenyl)-porphyrin-Cu(II), 5,10,15,20-tetrakis(2,6-dichloro-3-nitrophenyl)-porphyrin-Cu(II), 5,10,15,20-tetrakis(2,6-dihydroxyphenyl)-porphyrin-Cu(II), 5,10 ,15,20-Tetrakis(2,6-dimethoxyphenyl)-porphyrin-Cu(II), 5,10,15,20-Tetrakis(pentachlorophenyl)-porphyrin-Cu(II), 5,10,15,20-Tetrakis(pentafluorophenyl)-porphyrin-Cu(II), 10,15,20-Tris(2,6-dichlorophenyl)-5-(2,3,4,5,6-pentafluorophenyl)-porphyrin-Cu(II), 5,10,15-Tris(pentafluorophenyl)-20-(2.Examples include 6-dichlorophenyl)-porphyrin-Cu(II) and 10,20-bis(2,6-dichlorophenyl)-5,15-bis(2,3,4,5,6-pentafluorophenyl)-porphyrin-Cu(II).

[0094] It has been found that Cu(II)-meso-aryl substituted porphyrins (e.g., 5,10,15,20-tetrakis-(2,6-dichlorophenyl)porphyrin-Cu(II)) can participate in the free radical polymerization of polymerizable compositions containing a sufficient amount of N-vinylamide monomer (e.g., N-vinylpyrrolidone), even if such Cu(II)-meso-aryl substituted porphyrins do not contain any ethylenically unsaturated groups. Furthermore, it has been found that the participation of Cu(II)-meso-aryl substituted porphyrins in free radical polymerization does not adversely affect, nor does it have a significant effect on, the properties of the resulting polymer material. The resulting polymer material grafted with Cu(II)-meso-aryl-substituted porphyrin exhibits HEVL filtering (i.e., HEVL absorption) properties nearly equivalent to those of the starting material, Cu(II)-meso-aryl-substituted porphyrin, indicating that there is no significant decomposition or damage to the aromatic π-electron system of the Cu(II)-meso-aryl-substituted porphyrin during free radical polymerization. According to the present invention, it is not necessary to chemically modify the HEVL absorption compound or introduce one or more ethylenically unsaturated groups.

[0095] According to a preferred embodiment of the present invention, the bulk hydrogel material (dry state) of the UV / HEVL filtering contact lens comprises about 0.6% to about 3.5%, preferably about 0.7% to about 3.0%, and more preferably about 0.8% to about 2.5%, based on the weight of all components (3), (4), and (5). It is understood that the weight percentages of components (3), (4), and (5) in the dry state bulk hydrogel material can be determined based on their weight percentages in the polymerizable composition for forming the bulk hydrogel material relative to the total weight of all polymerizable components in the polymerizable composition.

[0096] In a preferred embodiment, in the dry bulk hydrogel material, the weight ratio of component (3) to component (4) is at least 1.2 (preferably at least 1.6, more preferably at least 2.0, and even more preferably at least 2.4); and the weight ratio of component (4) to component (5) is at least 1.5 (preferably at least 2.0, more preferably at least 2.5, and even more preferably at least 3.0). It is understood that the weight ratio of components (3) to (4) to (5) in the dry bulk hydrogel material can be determined based on their weight percentages in the polymerizable composition for forming the bulk hydrogel material relative to the total weight of all polymerizable components in the polymerizable composition.

[0097] Such a weight ratio of components (3) to (4) to (5) in a dry bulk hydrogel material allows UV / HEVL absorbing contact lenses to provide Class I UV protection and enhanced HEVL protection while minimizing the impact on color balance, color vision, and coloration.

[0098] Any hydrophilic vinyl monomer can be used in this invention. Examples of preferred hydrophilic vinyl monomers include alkyl(meth)acrylamides (as described later in this application), hydroxyl-containing acrylic monomers (as described below), amino-containing acrylic monomers (as described later in this application), carboxyl-containing acrylic monomers (as described later in this application), N-vinylamide monomers (as described later in this application), methylene-containing pyrrolidone monomers (i.e., pyrrolidone derivatives each having a methylene group bonded to a pyrrolidone ring at the 3- or 5-position) (as described later in this application), acrylic monomers having C1-C4 alkoxyethoxy groups (as described later in this application), vinyl ether monomers (as described later in this application), allyl ether monomers (as described later in this application), phosphorylcholine-containing vinyl monomers (as described later in this application), N-2-hydroxyethyl vinylcarbamate, N-carboxyvinyl-β-alanine (VINAL), N-carboxyvinyl-α-alanine, and combinations thereof.

[0099] In one embodiment, the bulk hydrogel material is a non-silicone hydrogel material, and the at least one hydrophilic vinyl monomer comprises at least one hydroxyl-containing acrylic monomer (any of which will be described later in this application), at least one hydrophilic (meth)acrylamide monomer (any of which will be described later in this application), at least one N-vinylamide monomer (any of which will be described later in this application), at least one methylene-containing pyrrolidone monomer (any of which will be described later in this application), or a combination thereof; and the at least one vinyl crosslinking agent comprises at least one non-silicone vinyl crosslinking agent.

[0100] Examples of preferred hydrophilic N-vinylamide monomers include, but are not limited to, N-vinylpyrrolidone, N-vinylpiperidone, N-vinylcaprolactam, N-vinyl-N-methylacetamide, N-vinylformamide, N-vinylacetamide, N-vinylisopropylamide, N-vinyl-N-methylacetamide, N-vinyl-N-ethylacetamide, N-vinyl-N-ethylformamide, and mixtures thereof. Preferably, the N-vinylamide monomer is N-vinylpyrrolidone, N-vinyl-N-methylacetamide, or a combination thereof.

[0101] According to the present invention, any non-silicone vinyl crosslinking agent can be included in the present invention. Examples of preferred non-silicone vinyl crosslinking agents are described later in this application.

[0102] In another embodiment, the bulk hydrogel material is a silicone hydrogel material and further comprises (6) repeating units of at least one siloxane-containing vinyl monomer and / or at least one polysiloxane vinyl crosslinking agent, wherein the at least one vinyl crosslinking agent comprises the polysiloxane vinyl crosslinking agent and / or at least one non-silicone vinyl crosslinking agent.

[0103] Any siloxane-containing vinyl monomer can be used in the present invention. Preferred examples of siloxane-containing vinyl monomers may be siloxane-containing (meth)acrylamide monomers, siloxane-containing (meth)acryloxy monomers, siloxane-containing vinyloxycarbonyloxy monomers, siloxane-containing vinyloxycarbonylamino monomers, siloxane-containing vinylaminocarbonylamino monomers, or siloxane-containing vinylaminocarbonyloxy monomers, each containing a bis(trialkylsilyloxy)alkylsilyl group, a tris(trialkylsilyloxy)silyl group, or a polysiloxane chain having 2 to 30 siloxane units and terminated with an alkyl, hydroxyalkyl, or methoxyalkyl group. Such preferred siloxane-containing vinyl monomers are available from commercial suppliers or can be prepared by following known procedures similar to those described in, for example, U.S. Patent Nos. 5070215, 6166236, 6867245, 7214809, 8415405, 8467031, 8614261, 8658748, 9097840, 9103965, 9217813, 9315669 and 9475827. Alternatively, vinyl monomers having a reactive functional group (e.g., acid chloride, acid anhydride, carboxyl group, hydroxyl group, amino group, epoxy group, isocyanate group, aziridine group, azilactone group, or aldehyde group) can be obtained by reacting a siloxane-containing compound having a reactive group selected from the group consisting of hydroxyalkyl, aminoalkyl, alkylaminoalkyl, carboxyalkyl, isocyanatoalkyl, epoxyalkyl, and aziridinylalkyl under coupling reaction conditions well known to those skilled in the art, in or out of the presence of a coupling agent.

[0104] According to the present invention, any polysiloxane vinyl crosslinking agent can be used in the present invention. Preferred polysiloxane vinyl crosslinking agents include, but are not limited to, α,ω-(meth)acrylooxy-terminated polydimethylsiloxanes of various molecular weights; α,ω-(meth)acrylamide-terminated polydimethylsiloxanes of various molecular weights; α,ω-vinylcarbonate-terminated polydimethylsiloxanes of various molecular weights; α,ω-vinylcarbamate-terminated polydimethylsiloxanes of various molecular weights; bis-3-methacrylooxy-2-hydroxypropyloxypropylpolydimethylsiloxanes of various molecular weights; and N,N,N',N '-Tetrakis(3-methacrylooxy-2-hydroxypropyl)-alpha,omega-bis-3-aminopropyl-polydimethylsiloxane; reaction products of glycidyl methacrylate and amino-functional polydimethylsiloxane; reaction products of azulactone-containing vinyl monomer (any of those described above) and hydroxyl-functional polydimethylsiloxane; polysiloxane-containing macromers selected from the group consisting of macromer A, macromer B, macromer C and macromer D as described in U.S. Patent No. 5,760,100;U.S. Patent Nos. 4136250, 4153641, 4182822, 4189546, 4259467, 4260725, 4261875, 4343927, 4254248, 4355147, 4276402, 4327203, and 434188 Specification No. 9, Specification No. 4486577, Specification No. 4543398, Specification No. 4605712, Specification No. 4661575, Specification No. 4684538, Specification No. 4703097, Specification No. 4833218, Specification No. 4837289, Specification No. 4954586, Specification No. 4954587, Specification No. 5010141, Specification No. 5034461, Specification No. 5070 Specification No. 170, Specification No. 5079319, Specification No. 5039761, Specification No. 5346946, Specification No. 5358995, Specification No. 5387632, Specification No. 5416132 5449729, 5451617, 5486579, 5962548, 5981675, 6039913, 67 Examples include the polysiloxane vinyl crosslinking agents disclosed in Specification No. 62264, No. 7423074, No. 8163206, No. 8480227, No. 8529057, No. 8835525, No. 8993651, No. 9187601, No. 10081697, No. 10301451, and No. 10465047.

[0105] One preferred class of polysiloxane vinyl crosslinking agents is a monovalent C4-C having a dimethylsiloxane unit and one methyl substituent and 2-6 hydroxyl groups. 40 A di-(meth)acryloyloxy-terminated polysiloxane vinyl crosslinking agent having hydrophilic siloxane units each having an organic radical substituent, more preferably a polysiloxane vinyl crosslinking agent of formula (I); which can be prepared according to the procedure described later in this application and disclosed in U.S. Patent No. 1,008,1697.

[0106] Another class of preferred polysiloxane vinyl crosslinkers are vinyl crosslinkers, each containing one sole polysiloxane segment and two terminal (meth)acryloyl groups, which can be obtained from commercial suppliers; they can be prepared by reacting glycidyl (meth)acrylate (meth)acryloyl chloride with diamino-terminated polydimethylsiloxane or dihydroxyl-terminated polydimethylsiloxane; they can be prepared by reacting isocyanatoethyl (meth)acrylate with dihydroxyl-terminated polydimethylsiloxane; they can be prepared by reacting amino-containing acrylic monomers with dicarboxyl-terminated polydimethylsiloxane in the presence of a coupling agent (carbodiimide); they can be prepared by reacting carboxyl-containing acrylic monomers with diamino-terminated polydimethylsiloxane in the presence of a coupling agent (carbodiimide); or they can be prepared by reacting hydroxyl-containing acrylic monomers with dihydroxyl-terminated polydisiloxane in the presence of a diisocyanate or diexope coupling agent.

[0107] Other preferred polysiloxane vinyl crosslinkers are chain-extended polysiloxane vinyl crosslinkers, each having at least two polysiloxane segments linked by a linker between each pair of polysiloxane segments and two terminal ethylenically unsaturated groups; these can be prepared according to the procedures described in U.S. Patent Nos. 5,034461, 5,416132, 5,449729, 5760100, 7423074, 8529057, 8835525, 8993651, 9187601, 10301451, and 10465047.

[0108] The bulk non-silicone hydrogel material or bulk silicone hydrogel material may further contain repeating units of at least one hydrophobic non-silicone vinyl monomer.

[0109] Any hydrophobic non-silicone vinyl monomer can be used in the present invention. Examples of preferred hydrophobic non-silicone vinyl monomers include C1-C 10 Examples include alkyl (meth)acrylates (e.g., methyl (meth)acrylate, ethyl (meth)acrylate, propyl (meth)acrylate, isopropyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, etc.), cyclohexyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, vinyl acetate, vinyl propionate, vinyl butyrate, vinyl valerate, styrene, chloroprene, vinyl chloride, vinylidene chloride, (meth)acrylonitrile, 1-butene, butadiene, vinyltoluene, vinyl ethyl ether, perfluorohexylethyl-thio-carbonyl-aminoethyl-methacrylate, isobornyl (meth)acrylate, trifluoroethyl (meth)acrylate, hexafluoroisopropyl (meth)acrylate, hexafluorobutyl (meth)acrylate, and combinations thereof.

[0110] In a preferred embodiment, the bulk hydrogel material comprises repeating units of at least one polymerizable dye for coloring the bulk hydrogel material. Examples of preferred polymerizable dyes include, but are not limited to, 1,4-bis(4-(2-methacrylateoxyethyl)phenylamino)anthraquinone (Reactive Blue 246) and 1,4-bis((2-hydroxyethyl)amino)-9,10-anthracendione-bis(2-propenoic acid)ester (Reactive Blue 247).

[0111] According to the present invention, the lens bulk material for the contact lens of the present invention can be obtained directly from a pre-formed contact lens. The pre-formed contact lens may be any contact lens that has not undergone surface treatment after being manufactured according to any lens manufacturing process, any plasma-treated contact lens, or any commercially available contact lens as long as it does not have a water-gradient structure. Those skilled in the art are very familiar with the methods for making pre-formed contact lenses. Those skilled in the art are very familiar with the methods for making pre-formed contact lenses. For example, a pre-formed contact lens may be manufactured, for example, in a conventional “spin-casting mold” as described in U.S. Patent No. 3,408,429, or by a static, complete cast molding process as described in U.S. Patents No. 4,347,198, 5,508,317, 5,583,463, 5,789,464, and 5,849,810, or by turning polymer material buttons as used in the manufacture of customized contact lenses. In cast molding, the polymerizable composition (i.e., lens compound) is typically dispensed into a mold and cured (i.e., polymerized and / or crosslinked) within the mold to produce a contact lens.

[0112] Lens molds for manufacturing contact lenses, such as SiHy contact lenses, are well known to those skilled in the art and are used, for example, in casting or spin casting. For example, a mold (for casting) generally comprises at least two mold pieces (or parts) or mold halves, i.e., a first and a second mold half. The first mold half defines a first molding (or optical) surface, and the second mold half defines a second molding (or optical) surface. The first and second mold halves are configured to receive each other so that a lens-forming cavity is formed between the first molding surface and the second molding surface. The molding surfaces of the mold halves are the cavity-forming surfaces of the mold and are in direct contact with the polymerizable composition.

[0113] Mold halves can be formed by various methods, such as injection molding. Methods for manufacturing mold halves for casting contact lenses are generally well known to those skilled in the art. The method of the present invention is not limited to any particular method for forming a mold. In fact, any method for forming a mold can be used in the present invention. Mold halves can be formed by various methods, such as injection molding or turning. Examples of preferred processes for forming mold halves are disclosed in U.S. Patent Nos. 4,444,711, 4,460,534, 5,843,446, and 5,894,002.

[0114] Virtually all materials known in the art for manufacturing molds can be used to manufacture molds for making contact lenses. For example, polymer materials such as polyethylene, polypropylene, polystyrene, PMMA, and Topas® COC grade 8007-S10 (a transparent amorphous copolymer of ethylene and norbornene, manufactured by Ticona GmbH in Frankfurt, Germany and Summit, New Jersey) can be used. Other UV light-transmitting materials such as quartz glass and sapphire may also be used.

[0115] According to the present invention, the polymerizable composition can be introduced (distributed) into a cavity formed by a mold according to any known method.

[0116] After the polymerizable composition is distributed into the mold, it is polymerized to produce a contact lens. Crosslinking can be initiated thermally or chemically to crosslink the polymerizable components in the polymerizable composition.

[0117] Thermal polymerization is conveniently carried out at a temperature of, for example, 25 to 120°C, preferably 40 to 100°C. The reaction time can vary over a wide range, but is conveniently, for example, 30 minutes to 4 hours, or preferably 1 to 2 hours. It is advantageous to degas the components and solvent used in the polymerization reaction beforehand, and to carry out the copolymerization reaction under an inert atmosphere, for example, under a nitrogen or argon atmosphere.

[0118] Chemical beam polymerization can then be induced by chemical beams, such as light, particularly UV or visible light of a suitable wavelength. Spectral requirements can be appropriately controlled by the addition of a suitable photosensitizer, if necessary.

[0119] After the curing step, the steps of mold opening (i.e., separating the male mold half from the female mold half with the contact lens attached to one of the male and female mold halves) and lens removal (i.e., removing the contact lens from the mold half to which the lens is attached) are carried out according to any technique known to those skilled in the art.

[0120] After removing the molded contact lens, it is typically extracted using an extraction medium well known to those skilled in the art. The extraction liquid medium is any solvent capable of dissolving the diluent, unpolymerized polymerizable material, and oligomer in the lens precursor. Water, any organic solvent described above or known to those skilled in the art, or a mixture thereof may be used in this invention.

[0121] The extracted contact lenses can then be hydrated by any method known to those skilled in the art.

[0122] The extracted and / or hydrated contact lenses may be subjected to further processes such as surface treatment, packaging in lens packages using packaging solutions well known to those skilled in the art, and sterilization such as autoclaving at 118-124°C for at least about 30 minutes.

[0123] Lens packages (or containers) are well known to those skilled in the art for autoclaving and storing soft contact lenses. Any lens package can be used in the present invention. Preferably, the lens package is a blister package comprising a base and a cover; the cover is sealed to be removable from the base, the base comprising a cavity for receiving a sterile packaging solution and a contact lens.

[0124] The lenses are packaged in individual packages, sealed, and sterilized (for example, by autoclaving at approximately 120°C or higher for at least 30 minutes under pressure) before being distributed to users. Those skilled in the art will understand well how to seal and sterilize the lens packages.

[0125] According to the present invention, a bulk non-silicone hydrogel material can be formed from a polymerizable composition (i.e., lens compound) for forming a non-silicone hydrogel contact lens. Typically, the polymerizable composition for forming the bulk non-silicone hydrogel material of the present invention comprises: (I) (1) at least one hydrophilic vinyl monomer (e.g., hydroxyl-containing vinyl monomer, N-vinylamide monomer, (meth)acrylamide monomer, or a combination thereof); (2) at least one non-silicone vinyl crosslinking agent; (3) at least one UV-absorbing vinyl monomer; (4) at least one UV / HEVL-absorbing vinyl monomer; (5) at least one Cu(II)-porphyrin; and (6) a hydrophobic non-silicone vinyl monomer, a free radical initiator (photoinitiator or thermal initiator), and a polymerizable visible colorant. (i.e., polymerizable dyes), and monomer mixtures comprising at least one component selected from the group consisting of combinations thereof; or (II) an aqueous solution comprising one or more water-soluble prepolymers, at least one UV-absorbing vinyl monomer, at least one UV / HEVL-absorbing vinyl monomer, at least one Cu(II)-porphyrin, and a small amount of at least one component selected from the group consisting of hydrophilic vinyl monomers, non-silicone vinyl crosslinking agents, hydrophobic non-silicone vinyl monomers, free radical initiators (photoinitiators or thermal initiators), polymerizable visible colorants (i.e., polymerizable dyes), and combinations thereof.

[0126] Examples of water-soluble prepolymers include, but are not limited to, water-soluble crosslinkable poly(vinyl alcohol) prepolymers described in U.S. Patent No. 5,583,163 and No. 6,303,687; water-soluble vinyl-terminated polyurethane prepolymers described in U.S. Patent No. 6,995,192; derivatives of polyvinyl alcohol, polyethyleneimine, or polyvinylamine disclosed in U.S. Patent No. 5,849,841; water-soluble crosslinkable polyurea prepolymers described in U.S. Patent No. 6,479,587 and No. 7,977,430; crosslinkable polyacrylamide; and crosslinkable statistical copolymers of vinyl lactam, MMA, and comonomers disclosed in U.S. Patent No. 5,712,356. Copolymers; crosslinkable copolymers of vinyl lactam, vinyl acetate, and vinyl alcohol as disclosed in U.S. Patent No. 5,665,840; polyether-polyester copolymers having crosslinkable side chains as disclosed in U.S. Patent No. 6,492,478; branched polyalkylene glycol-urethane prepolymers as disclosed in U.S. Patent No. 6,165,408; polyalkylene glycol-tetra(meth)acrylate prepolymers as disclosed in U.S. Patent No. 6,221,303; and crosslinkable polyallylamine gluconolactone prepolymers as disclosed in U.S. Patent No. 6,472,489.

[0127] Numerous lens formulations (polymerizable compositions) for forming non-silicone hydrogel materials have been described in numerous patents and patent applications published up to the filing date of this application and have been used in the manufacture of commercially available non-silicone hydrogel contact lenses. Examples of commercially available non-silicone hydrogel contact lenses include, but are not limited to, Alphafilcon A, Acofilcon A, Deltafilcon A, Etafilcon A, Focofilcon A, Helfilcon A, Helfilcon B, Helafilcon B, Hioxyfilcon A, Hioxyfilcon B, Hioxyfilcon D, Metafilcon A, Metafilcon B, Nelfilcon A, Nesofilcon A, Okfilcon A, Okfilcon B, Okfilcon C, Okfilcon D, Omafilcon A, Femfilcon A, Polymercon, Samfilcon A, Terfilcon A, Tetrafilcon A, and Bifilcon A. These can be used as base formulations for preparing polymerizable compositions for forming the bulk non-silicone hydrogel material of the present invention by adding at least one UV-absorbing vinyl monomer, at least one UV / HEVL-absorbing vinyl monomer, and at least one Cu(II)-porphyrin to the base formulation.

[0128] Preferably, the bulk non-silicone hydrogel material contains at least 50 mol% of repeating units of at least one hydroxyl-containing vinyl monomer selected from the group consisting of hydroxyethyl (meth)acrylate, glycerol (meth)acrylate, 3-hydroxypropyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 3-amino-2-hydroxypropyl (meth)acrylate, N-2-hydroxyethyl (meth)acrylamide, N-3-hydroxypropyl (meth)acrylamide, N-2-hydroxypropyl (meth)acrylamide, N-2,3-dihydroxypropyl (meth)acrylamide, N-tris(hydroxymethyl)methyl (meth)acrylamide, vinyl alcohol, allyl alcohol, and combinations thereof, more preferably selected from the group consisting of hydroxyethyl (meth)acrylate, glycerol (meth)acrylate, and vinyl alcohol.

[0129] According to the present invention, a bulk silicone hydrogel material can be formed from a lens compound (i.e., a polymerizable composition) for forming a silicone hydrogel contact lens. Typically, the polymerizable composition for forming the bulk silicone hydrogel material of the present invention comprises at least one component selected from the group consisting of (1) at least one hydrophilic vinyl monomer (e.g., at least one hydroxyl-containing acrylic monomer, at least one N-vinylamide monomer, at least one (meth)acrylamide monomer, at least one methylene-containing pyrrolidone monomer, or a combination thereof), (2) at least one vinyl crosslinking agent comprising at least one polysiloxane vinyl crosslinking agent and / or at least one non-silicone vinyl crosslinking agent, (3) at least one UV-absorbing vinyl monomer, (4) at least one UV / HEVL-absorbing vinyl monomer, (5) at least one Cu(II)-porphyrin, (6) at least one siloxane-containing vinyl monomer, and (7) at least one component selected from the group consisting of a hydrophobic non-silicone vinyl monomer, a free radical initiator (photoinitiator or thermal initiator), a polymerizable visible colorant (i.e., a polymerizable dye), and combinations thereof.

[0130] Numerous lens formulations for forming silicone hydrogel contact lenses have been described in numerous patents and patent applications published up to the filing date of this application and have been used in the manufacture of commercially available SiHy contact lenses. Examples of commercially available SiHy contact lenses include, but are not limited to, Asmofilcon A, Barafilcon A, Confilcon A, Derefilcon A, Ephrofilcon A, Enfilcon A, Funfilcon A, Galifilcon A, Lotrafilcon A, Lotrafilcon B, Narafilcon A, Narafilcon B, Senofilcon A, Senofilcon B, Senofilcon C, Sumafilcon A, Somofilcon A, and Stenfilcon A. These can be used as base formulations for forming polymerizable compositions for forming the bulk silicone hydrogel material of the present invention by adding at least one UV-absorbing vinyl monomer, at least one UV / HEVL-absorbing vinyl monomer, and at least one Cu(II)-porphyrin to the base formulation.

[0131] According to the present invention, any thermal free radical initiator can be used in the present invention. Suitable thermal free radical initiators are known to those skilled in the art and include, for example, peroxides, hydroperoxides, azo-bis(alkyl- or cycloalkylnitriles), persulfates, percarbonates, or mixtures thereof.Examples of preferred thermal free radical initiators include, but are not limited to, benzoyl peroxide, t-butyl peroxide, t-amyl peroxybenzoate, 2,2-bis(tert-butylperoxy)butane, 1,1-bis(tert-butylperoxy)cyclohexane, 2,5-bis(tert-butylperoxy)-2,5-dimethylhexane, 2,5-bis(tert-butylperoxy)-2,5-dimethyl-3-hexine, and bis(1-(tert-butylperoxy)-1-methylhexane (Perkadox)benzene, 1,1-bis(tert-butylperoxy)-3,3,5-trimethylcyclohexane, di-t-butyl-diperoxyphthalate, t-butylhydroperoxide, t-butylperacetate, t-butylperoxybenzoate, t-butylperoxyisopropylcarbonate, acetylperoxide, lauroylperoxide, decanoylperoxide, dicetylperoxydicarbonate, di(4-t-butylcyclohexyl)peroxydicarbonate (Perkadox 16S), di(2-ethylhexyl)peroxydicarbonate, t-butylperoxypivalate (Lupersol 11); t-butylperoxy-2-ethylhexanoate (Trigonox 21-C50), 2,4-pentanedione peroxide, dicumyl peroxide, peracetic acid, potassium persulfate, sodium persulfate, ammonium persulfate, 2,2'-azobis(4-methoxy-2,4-dimethylvaleronitrile) (VAZO 33), 2,2'-azobis[2-(2-imidazolin-2-yl)propane] dihydrochloride (VAZO 44), 2,2'-azobis(2-amidinopropane) dihydrochloride (VAZO 50), 2,2'-azobis(2,4-dimethylvaleronitrile) (VAZO 52), 2,2'-azobis(isobutyronitrile) (VAZO Examples include VAZO 64 (or AIBN), 2,2'-azobis-2-methylbutyronitrile (VAZO 67), 1,1-azobis(1-cyclohexanecarbonitride) (VAZO 88); 2,2'-azobis(2-cyclopropylpropionitrile), 2,2'-azobis(methylisobutyrate), 4,4'-azobis(4-cyanovaleric acid), and combinations thereof.Preferably, the thermal initiator is 2,2'-azobis(isobutyronitrile) (AIBN or VAZO 64).

[0132] According to the present invention, any photoinitiator can be used in the present invention. Suitable photoinitiators include benzoin methyl ether, diethoxyacetophenone, benzoyl phosphine oxide, 1-hydroxycyclohexyl phenyl ketone, and Darocur and Irgacur type, preferably Darocur 1173® and Darocur 2959®, germanium-based Norrish type I photoinitiators (e.g., those described in U.S. Patent No. 7,605,190). Examples of benzoyl phosphine initiators include 2,4,6-trimethylbenzoyldiphenylphosphine oxide; bis-(2,6-dichlorobenzoyl)-4-N-propylphenylphosphine oxide; and bis-(2,6-dichlorobenzoyl)-4-N-butylphenylphosphine oxide. Reactive photoinitiators that can be incorporated into macromers or used as special monomers are also preferred, for example. Examples of reactive photoinitiators are disclosed in European Patent No. 632329.

[0133] The polymerizable composition of the present invention may further include, for example, an antimicrobial agent (e.g., silver nanoparticles), a bioactive agent (e.g., drugs, amino acids, polypeptides, proteins, nucleic acids, 2-pyrrolidone-5-carboxylic acid (PCA), alpha-hydroxy acid, linoleic acid and gamma-linoleic acid, vitamins, or any combination thereof), an eluting lubricant (e.g., a non-crosslinkable hydrophilic polymer having an average molecular weight of 5,000 to 500,000, preferably 10,000 to 300,000, more preferably 20,000 to 100,000 daltons), an eluting tear fluid stabilizer (e.g., phospholipids, monoglycerides, diglycerides, triglycerides, glycolipids, glyceroglycolipids, sphingolipids, sphingoglycolipids, fatty acids having 8 to 36 carbon atoms, fatty alcohols having 8 to 36 carbon atoms, or mixtures thereof), or a combination thereof.

[0134] According to the present invention, the polymerizable composition of the present invention is a fluid composition, which can be a solution or a solvent-free blend (i.e., a fluid composition that does not contain any non-reactive diluent-organic solvent).

[0135] When the polymerizable composition of the present invention is in solution, it can be prepared by dissolving all the desired components in any suitable solvent known to those skilled in the art. Examples of suitable solvents, but are not limited to, include water, tetrahydrofuran, tripropylene glycol methyl ether, dipropylene glycol methyl ether, ethylene glycol n-butyl ether, ketones (e.g., acetone, methyl ethyl ketone, etc.), diethylene glycol n-butyl ether, diethylene glycol methyl ether, ethylene glycol phenyl ether, propylene glycol methyl ether, propylene glycol methyl ether acetate, dipropylene glycol methyl ether acetate, propylene glycol n-propyl ether, dipropylene glycol n-propyl ether, tripropylene glycol n-butyl ether, propylene glycol n-butyl ether, dipropylene glycol n-butyl ether, tripropylene glycol n-butyl ether, propylene glycol Polyphenyl ether, dipropylene glycol dimethyl ether, polyethylene glycol, polypropylene glycol, ethyl acetate, butyl acetate, amyl acetate, methyl lactate, ethyl lactate, i-propyl lactate, methylene chloride, 2-butanol, 1-propanol, 2-propanol, menthol, cyclohexanol, cyclopentanol and exonorborneol, 2-pentanol, 3-pentanol, 2-hexanol, 3-hexanol, 3-methyl-2-butanol, 2-heptanol, 2-octanol, 2-nonanol, 2-decanol, 3-octanol, norborneol, tert-butanol, tert-amyl alcohol, 2-methyl-2-pentanol, 2,3-dimethyl-2-butanol, 3-methyl-3-pentanol, 1-methylcyclohexanol, 2-methyl-2-hexanol, 3,7-dimethyl-3-octanol, 1-chloro-2-methyl-2-propanol, 2-methyl-2-heptanol, 2-methyl-2-octanol, 2-2-methyl-2-nonanol, 2-methyl-2-decanol, 3-methyl-3-hexanol, 3-methyl-3-heptanol, 4-methyl-4-heptanol, 3-methyl-3-octanol, 4-methyl-4-octanol, 3-methyl-3-nonanol, 4-methyl-4-nonanol, 3-methyl-3-octanol, 3-ethyl-3-hexanol, 3-methyl-3-heptanol, 4-ethyl-4-heptanol, 4-propyl-4-heptanol, 4-isopropyl-4-heptanol, 2,4-dimethyl-2-pentanol, 1-methylcyclopentanol, 1-ethylcyclopentanol This includes 1-ethylcyclopentanol, 3-hydroxy-3-methyl-1-butene, 4-hydroxy-4-methyl-1-cyclopentanol, 2-phenyl-2-propanol, 2-methoxy-2-methyl-2-propanol, 2,3,4-trimethyl-3-pentanol, 3,7-dimethyl-3-octanol, 2-phenyl-2-butanol, 2-methyl-1-phenyl-2-propanol and 3-ethyl-3-pentanol, 1-ethoxy-2-propanol, 1-methyl-2-propanol, t-amyl alcohol, isopropanol, 1-methyl-2-pyrrolidone, N,N-dimethylpropionamide, dimethylformamide, dimethylacetamide, dimethylpropionamide, N-methylpyrrolidone, and mixtures thereof. Preferably, the polymerizable composition is a solution of all desirable components in water, 1,2-propylene glycol, polyethylene glycol having a molecular weight of about 400 daltons or less, or a mixture thereof. ,

[0136] When the polymerizable composition of the present invention is a solvent-free blend, it can be prepared by mixing all polymerizable components and other necessary components. A solvent-free polymerizable composition typically contains at least one blending vinyl monomer as a reactive solvent for dissolving all other polymerizable components of the solvent-free polymerizable composition. Examples of preferred blending vinyl monomers are described later in this application. Preferably, methyl methacrylate is used as the blending vinyl monomer when preparing a solvent-free polymerizable composition.

[0137] The contact lenses of the present invention preferably have an oxygen permeability of at least about 40 bars, more preferably at least about 60 bars, and even more preferably at least about 80 bars (at about 35°C).

[0138] The contact lens of the present invention has an elastic modulus of about 1.5 MPa or less, preferably about 1.2 MPa or less, and more preferably about 0.3 MPa to about 1.0 MPa (at a temperature of about 22°C to about 28°C).

[0139] The contact lenses of the present invention further have an equilibrium water content of about 15% to about 75% by weight, more preferably about 20% to about 70% by weight, and even more preferably about 25% to about 65% by weight, in a fully hydrated state (at room temperature). The equilibrium water content of the photochromic SiHy contact lenses can be measured according to the procedure disclosed in Example 1.

[0140] All of the various embodiments of the mold, polymerizable composition, curing, and contact lens of the present invention described above can be used in this embodiment of the present invention.

[0141] While various embodiments of the present invention have been described using specific terms, devices, and methods, such descriptions are for illustrative purposes only. The terms used are for illustrative purposes rather than limiting ones. It will be understood that those skilled in the art may make changes and modifications without departing from the spirit or scope of the invention as expressed in the following claims. In addition, it will be understood that the various embodiments can be interchangeable in whole or in part, or combined in any way, and / or used together, as shown below.

[0142] 1. (1) A repeating unit of at least one hydrophilic vinyl monomer; (2) A repeating unit of at least one type of vinyl crosslinking agent; (3) Repeating units of at least one UV-absorbing vinyl monomer that absorbs UV light in the 280 nm to 380 nm range; (4) Repeating units of at least one UV / HEVL absorbing vinyl monomer that absorbs UV light in the 280nm to 380nm range and HEVL in the 380nm to 450nm range; (5) At least one Cu(II)-porphyrin derivative and A UV / HEVL filtering contact lens comprising a bulk hydrogel material, wherein the derivative is covalently bonded to the bulk hydrogel material and has an absorption peak (i.e., a Soret peak or band) in the visible absorption spectrum in the region from 395 nm to 435 nm. A UV / HEVL filtering contact lens in which components (3), (4), and (5) are present in the bulk hydrogel material in amounts and ratios such that the UV / HEVL filtering contact lens has less than 10% UVA%T, less than 1% UVB%T, about 60% or less HEVL%T, about 40% or less %T at 420nm, and about 80% or more %T at wavelengths between 450nm and 500nm.

[0143] 2. A UV / HEVL filtering contact lens according to Embodiment 1, having a HEVL%T of approximately 55% or less.

[0144] 3. A UV / HEVL filtering contact lens according to Embodiment 1, having a HEVL%T of approximately 50% or less.

[0145] 4. A UV / HEVL filtering contact lens according to Embodiment 1, having an HEVL%T of approximately 45 or less.

[0146] 5. A UV / HEVL filtering contact lens according to any one of Embodiments 1 to 4, having a %T of approximately 30% or less at 420nm.

[0147] 6. A UV / HEVL filtering contact lens according to any one of Embodiments 1 to 4, having a %T of approximately 25% or less at 420nm.

[0148] 7. A UV / HEVL filtering contact lens according to any one of Embodiments 1 to 4, having a %T of approximately 20% or less at 420 nm.

[0149] 8. A UV / HEVL filtering contact lens according to any one of Embodiments 1 to 7, having a %T of approximately 85% or more.

[0150] A UV / HEVL filtering contact lens according to any one of Embodiments 1 to 7, having a %T of approximately 90% or more at any wavelength between 9,450 nm and 500 nm.

[0151] 10. A UV / HEVL filtering contact lens according to any one of Embodiments 1 to 9, wherein the at least one UV-absorbing vinyl monomer comprises a benzotriazole-containing vinyl monomer and / or a benzophenone-containing vinyl monomer.

[0152] 11. The UV / HEVL filtering contact lens according to Embodiment 10, wherein the benzophenone-containing vinyl monomer is 2-hydroxy-4-acrylooxybenzophenone, 2-hydroxy-4-methacrylooxybenzophenone, 2-hydroxy-4-acrylooxyethoxybenzophenone, 2-hydroxy-4-methacrylooxyethoxybenzophenone, 4-allyloxy-2-hydroxybenzophenone, 4-allyloxyethoxy-2-hydroxybenzophenone, N-(2-benzoyl-4-chlorophenyl)methacrylamide, 2-hydroxy-4-methoxy-4'-(acrylamido-N,N-dimethylpropylaminomethyl)benzophenone, or a combination thereof.

[0153] 12. The UV / HEVL filtering contact lens according to any one of Embodiments 1 to 11, wherein the at least one UV-absorbing vinyl monomer comprises a benzotriazole-containing vinyl monomer.

[0154] 13. The at least one UV-absorbing vinyl monomer is of formula (1) [ka] (In the formula: One of R1 and R2 is H, and the other of R1 and R2 is a monovalent radical of -L1-E1; E1 is vinyl, vinyloxy, allyl, allyloxy, (meth)acryloxy, or (meth)acrylamide; L1 is a direct bond, a C1-C6 alkylene divalent radical, or a -L2-X1-L3- bond; L2 is a direct bond, a C1-C3 alkylene divalent radical, [ka] X1 is O, NH, or [ka] A UV / HEVL filtering contact lens according to any one of Embodiments 1 to 11, comprising a benzotriazole-containing vinyl monomer (where R3 and R4 are methyl or ethyl; L3 is a C1-C6 alkylene divalent radical).

[0155] 14. A UV / HEVL filtering contact lens according to any one of Embodiments 1 to 11, wherein the at least one UV-absorbing vinyl monomer comprises 2-(2'-hydroxy-5'-vinylphenyl)-2H-benzotriazole, 2-(2'-hydroxy-5'-methacryloxyphenyl)-2H-benzotriazole, 2-(2'-hydroxy-5'-acryloyloxyphenyl)-2H-benzotriazole, 2-[2'-hydroxy-5'-(2-methacryloxyethyl)phenyl)]-2H-benzotriazole (Norbloc), 2-[2'-hydroxy-5'-(2-acryloxyethyl)phenyl)]-2H-benzotriazole, 2-(2'-hydroxy-5'-methacryloxypropylphenyl)-2H-benzotriazole, 2-(2'-hydroxy-5'-acryloxypropylphenyl)-2H-benzotriazole, or a combination thereof.

[0156] 15. A UV / HEVL filtering contact lens according to any one of Embodiments 1 to 14, wherein the at least one UV / HEVL absorbing vinyl monomer comprises a benzotriazole-containing vinyl monomer.

[0157] 16. The at least one UV / HEVL absorbing vinyl monomer is of formula (2) [ka] (In the formula: R5 is H, F, Cl, CF3, CCl3, CH3, or OCH3, and one of R6 and R7 is H, OCH3, F, Cl, CF3, CCl3, or C1-C 10It is alkyl, and the other of R6 and R7 is a monovalent radical of -L1-E1; E1 is vinyl, vinyloxy, allyl, allyloxy, (meth)acryloxy, or (meth)acrylamide; L1 is directly bonded, a C1-C6 alkylene divalent radical, or a -L2-X1-L3- bond; L2 is directly bonded, a C1-C3 alkylene divalent radical, [ka] X1 is O, NH, or [ka] R3 and R4 are methyl or ethyl; L3 is a C1-C6 alkylene divalent radical, however R A UV / HEVL filtering contact lens according to any one of Embodiments 1 to 14, comprising a benzotriazole-containing vinyl monomer of 5, R6, and R7 (at least two of which are not H).

[0158] 17. The at least one UV / HEVL-absorbing vinyl monomer is 2-(2'-hydroxy-3'-methacrylamidemethyl-5'-tert-octylphenyl)-2-benzotriazole, 2-(2'-hydroxy-5'-methacrylamidephenyl)-5-chlorobenzotriazole, 2-(2'-hydroxy-5'-methacrylamidephenyl)-5-methoxybenzotriazole, 2-(2'-hydroxy-5'-glycidooxy (Cipropyl-3'-t-butylphenyl)-5-chlorobenzotriazole, 4-allyl-2-(5-chloro-2H-benzo[d][1,2,3]triazol-2-yl)-6-methoxyphenol, 2{2'-hydroxy-3'-tert-butyl-5'-[3”-(4”-vinylbenzyloxy)propoxy]phenyl}-5-methoxy-2H-benzotriazole, 2-(5-chloro-2H-benzotriazol-2-yl)-6-(1,1-Dimethylethyl)-4-Ethenylphenol, 2-[2'-Hydroxy-3'-tert-butyl-5'-(3'-methacryloyloxypropoxy)phenyl]-2H-benzotriazole, 2{2'-Hydroxy-3'-tert-butyl-5'-[3'-methacryloyloxypropoxy]phenyl}-5-Methoxy-2H-benzotriazole, 2{2'-Hydroxy-3'-tert-butyl-5'-[3'-methacryloyloxypropoxy]phenyl}-5-chloro-2H-benzotriazole, 2[2'-Hydroxy Xy-3'-tert-butyl-5'-(3'-acryloyloxypropoxy)phenyl]-5-trifluoromethyl-2H-benzotriazole, 2-(2'-hydroxy-5-methacrylamidephenyl)-5-methoxybenzotriazole, 2-(3-allyl-2-hydroxy-5-methylphenyl)-2H-benzotriazole, 2-(2-hydroxy-3-methallyl-5-methylphenyl)-2H-benzotriazole, 2-3'-t-butyl-2'-hydroxy-5'-(3"-dimethylvinylsilylpropoxy)-2'- Hydroxyphenyl)-5-methoxybenzotriazole, 2-(2'-hydroxy-5'-methacryloylpropyl-3'-tert-butylphenyl)-5-methoxy-2H-benzotriazole, 2-(2'-hydroxy-5'-acryloylpropyl-3'-tert-butylphenyl)-5-methoxy-2H-benzotriazole, 3-[3-tert-butyl-5-(5-chlorobenzotriazol-2-yl)-4-hydroxyphenyl]propyl ester of 2-methylacrylic acid, 2-(3-(tert-butyl)-4-hydroxyphenyl]propyl ester UV / HEVL filtering contact lenses according to any one of Embodiments 1 to 14, comprising: droxy-5-(5-methoxy-2H-benzo[d][1,2,3]triazol-2-yl)phenoxy)ethyl methacrylate; 2-(5-chloro-2H-benzotriazol-2-yl)-6-methoxy-4-(2-propen-1-yl)-phenol; 2-[2-hydroxy-5-[3-(methacryloyloxy)propyl]-3-tert-butylphenyl]-5-chloro-2H-benzotriazole; or a combination thereof.

[0159] 18. A UV / HEVL filtering contact lens according to any one of Embodiments 1 to 17, wherein the at least one Cu(II)-porphyrin comprises a Cu(II)-meso-aryl substituted porphyrin.

[0160] 19. The above-mentioned at least one type of Cu(II)-porphyrin is of formula (3) or (4) [ka] (In the formula: Each of R8 and R9 is independently H, Cl, F, substituted or unsubstituted C1-C 20 Alkyl, substituted or unsubstituted C1-C 20 Alkenyl, substituted or unsubstituted C1-C 20 Alkynyl groups, or two adjacent R8 groups, together with the atom to which they are bonded, are substituted or unsubstituted C6-C6 atoms. 14 Aryl, substituted, or unsubstituted C3-C 14 Carbocyclyl, substituted or unsubstituted C5-C 14 Heteroaryl, or substituted or unsubstituted C3-C 14 Forming heterocyclines; A2, A3, A4, A5, and A6 are independently monovalent radicals of H, Cl, F, CCl3, CF3, CH3, CH(CH3)2, C(CH3)3, OCH3, OH, NO2, or -L1-E1; A7 and A 11 These are, independently of each other, Cl, F, CCl3, CF3, CH3, CH(CH3)2, C(CH3)3, OCH3, OH, or NO2 (preferably Cl, F, or NO2); A8, A9, and A 10 These are independently H, Cl, F, CCl3, CF3, CH3, CH(CH3)2, C(CH3)3, OCH3, OH, NH2, or NO2; E1 is vinyl, vinyloxy, allyl, allyloxy, (meth)acryloxy, or (meth)acrylamide; L1 is a direct bond, a C1-C6 alkylene divalent radical, or a -L2-X1-L3- bond; L2 is directly bonded, C1-C3 alkylene divalent radical. [ka] X1 is O, NH, or [ka] R3 and R4 are methyl or ethyl; L3 is a C1-C6 alkylene divalent radical; A UV / HEVL filtering contact lens according to any one of Embodiments 1 to 17, wherein one of A2, A3, A4, A5, and A6 is a Cu(II)-meso-aryl-substituted porphyrin (a monovalent radical of -L1-E1).

[0161] 20. A UV / HEVL filtering contact lens according to any one of Embodiments 1 to 19, wherein the dry bulk hydrogel material constitutes about 0.6% to about 3.5% by weight of all components (3), (4), and (5).

[0162] 21. A UV / HEVL filtering contact lens according to any one of Embodiments 1 to 19, wherein the dry bulk hydrogel material constitutes about 0.7% to about 3.0% by weight of all components (3), (4), and (5).

[0163] 22. A UV / HEVL filtering contact lens according to any one of Embodiments 1 to 19, wherein the dry bulk hydrogel material constitutes about 0.8% to about 2.5% by weight of all components (3), (4), and (5).

[0164] 23. The at least one hydrophilic vinyl monomer is an alkyl(meth)acrylamide selected from the group consisting of (meth)acrylamide, N,N-dimethyl(meth)acrylamide, N-ethyl(meth)acrylamide, N,N-diethyl(meth)acrylamide, N-propyl(meth)acrylamide, N-isopropyl(meth)acrylamide, N-3-methoxypropyl(meth)acrylamide, and combinations thereof; (2) N-2-hydroxylethyl(meth)acrylamide, N,N-bis(hydroxyethyl)(meth)acrylamide Acrylamide, N-3-hydroxypropyl(meth)acrylamide, N-2-hydroxypropyl(meth)acrylamide, N-2,3-dihydroxypropyl(meth)acrylamide, N-tris(hydroxymethyl)methyl(meth)acrylamide, 2-hydroxyethyl(meth)acrylate, 3-hydroxypropyl(meth)acrylate, 2-hydroxypropyl(meth)acrylate, glycerol methacrylate (GMA), di(ethylene glycol)(meth)acrylate, tri(ethylene glycol)(meth)acrylate (3) Hydroxyl-containing acrylic monomers selected from the group consisting of tetra(ethylene glycol)(meth)acrylate, poly(ethylene glycol)(meth)acrylate having a number average molecular weight up to 1500, poly(ethylene glycol)ethyl(meth)acrylamide having a number average molecular weight up to 1500, and combinations thereof; (4) 2-(meth)acrylamide glycolic acid, (meth)acrylic acid, ethylacrylic acid, 3-(meth)acrylamide propionic acid, 5-(meth)acrylamide pentanoic acid, 4-(meth)acrylamide (4) N-2-aminoethyl(meth)acrylamide, N-2-methylaminoethyl(meth)acrylamide, N-2-ethylaminoethyl(meth)acrylamide,N-2-dimethylaminoethyl (meth)acrylamide, N-3-aminopropyl (meth)acrylamide, N-3-methylaminopropyl (meth)acrylamide, N-3-dimethylaminopropyl (meth)acrylamide, 2-aminoethyl (meth)acrylate, 2-methylaminoethyl (meth)acrylate, 2-ethylaminoethyl (meth)acrylate, 3-aminopropyl (meth)acrylate, 3-methylaminopropyl (meth)acrylate, 3-ethylaminopropyl (meth)acrylate, 3-amino-2-hydroxypropyl (5) Amino-containing acrylic monomers selected from the group consisting of (meth)acrylate, trimethylammonium 2-hydroxypropyl (meth)acrylate hydrochloride, dimethylaminoethyl (meth)acrylate, and combinations thereof; (6) N-vinylpyrrolidone (also known as N-vinyl-2-pyrrolidone), N-vinyl-3-methyl-2-pyrrolidone, N-vinyl-4-methyl-2-pyrrolidone, N-vinyl-5-methyl-2-pyrrolidone, N-vinyl-6-methyl-2-pyrrolidone, N-vinyl-3-ethyl-2-pyrrolidone, N-vinyl-4 ,5-dimethyl-2-pyrrolidone, N-vinyl-5,5-dimethyl-2-pyrrolidone, N-vinyl-3,3,5-trimethyl-2-pyrrolidone, N-vinylpiperidone (also known as N-vinyl-2-piperidone), N-vinyl-3-methyl-2-piperidone, N-vinyl-4-methyl-2-piperidone, N-vinyl-5-methyl-2-piperidone, N-vinyl-6-methyl-2-piperidone, N-vinyl-6-ethyl-2-piperidone, N-vinyl-3,5-dimethyl-2-piperidone, N-vinyl-4,4-dimethyl-2-piperidone, N-vinylcapro Lactam (also known as N-vinyl-2-caprolactam), N-vinyl-3-methyl-2-caprolactam, N-vinyl-4-methyl-2-caprolactam, N-vinyl-7-methyl-2-caprolactam, N-vinyl-7-ethyl-2-caprolactam, N-vinyl-3,5-dimethyl-2-caprolactam, N-vinyl-4,6-dimethyl-2-caprolactam, N-vinyl-3,5,7-trimethyl-2-caprolactam, N-vinyl-N-methylacetamide, N-vinylformamide, N-vinylacetamide, N-vinylisopropylamide,N-vinylamide monomers selected from the group consisting of N-vinyl-N-ethylacetamide, N-vinyl-N-ethylformamide, and mixtures thereof; (6) 1-methyl-3-methylene-2-pyrrolidone, 1-ethyl-3-methylene-2-pyrrolidone, 1-methyl-5-methylene-2-pyrrolidone, 1-ethyl-5-methylene-2-pyrrolidone, 5-methyl-3-methylene-2-pyrrolidone, 5-ethyl-3-methylene-2-pyrrolidone, 1-n-propyl-3-methylene-2-pyrrolidone, 1-n-propyl-5-methylene-2-pyrrolidone, 1 -Isopropyl-3-methylene-2-pyrrolidone, 1-isopropyl-5-methylene-2-pyrrolidone, 1-n-butyl-3-methylene-2-pyrrolidone, 1-tert-butyl-3-methylene-2-pyrrolidone, and combinations thereof, selected from the group consisting of these; (7) Ethylene glycol methyl ether (meth)acrylate, di(ethylene glycol) methyl ether (meth)acrylate, tri(ethylene glycol) methyl ether (meth)acrylate, tetra(ethylene glycol) methyl ether ( (8) Acrylic monomers having a C1-C4 alkoxyethoxy group, selected from the group consisting of meth)acrylate, C1-C4 alkoxypoly(ethylene glycol)(meth)acrylate having a number average molecular weight up to 1500, methoxy-poly(ethylene glycol)ethyl(meth)acrylamide having a number average molecular weight up to 1500, and combinations thereof; (9) Vinyl ether monomers selected from the group consisting of ethylene glycol monovinyl ether, di(ethylene glycol) monovinyl ether, tri(ethylene glycol) monovinyl ether, tetra(ethylene glycol) monovinyl ether, poly(ethylene glycol) monovinyl ether, and combinations thereof; (10) Ethylene glycol monoallyl ether, di(ethylene glycol) monoallyl ether, tri(ethylene glycol) monoallyl ether,Allyl ether monomers selected from the group consisting of tetra(ethylene glycol) monoallyl ether, poly(ethylene glycol) monoallyl ether, ethylene glycol methyl allyl ether, di(ethylene glycol) methyl allyl ether, tri(ethylene glycol) methyl allyl ether, tetra(ethylene glycol) methyl allyl ether, poly(ethylene glycol) methyl allyl ether, and combinations thereof; (10) (meth)acryloyloxyethyl phosphorylcholine, (meth)acryloyloxypropyl phosphate Suphorylcholine, 4-((meth)acryloyloxy)butyl-2'-(trimethylammonio)ethyl phosphate, 2-[(meth)acryloylamino]ethyl-2'-(trimethylammonio)-ethyl phosphate, 3-[(meth)acryloylamino]propyl-2'-(trimethylammonio)ethyl phosphate, 4-[(meth)acryloylamino]butyl-2'-(trimethylammonio)ethyl phosphate, 5-((meth)acryloyloxy)pentyl-2'-(trimethylammonio)ethyl phosphate, 6-((meth) Acryloyloxy)hexyl-2'-(trimethylammonio)-ethyl phosphate, 2-((meth)acryloyloxy)ethyl-2'-(triethylammonio)ethyl phosphate, 2-((meth)acryloyloxy)ethyl-2'-(tripropylammonio)ethyl phosphate, 2-((meth)acryloyloxy)ethyl-2'-(tributylammonio)ethyl phosphate, 2-((meth)acryloyloxy)propyl-2'-(trimethylammonio)-ethyl phosphate, 2-((meth)acryloyloxy )Butyl-2'-(trimethylammonio)ethyl phosphate, 2-((meth)acryloyloxy)pentyl-2'-(trimethylammonio)ethyl phosphate, 2-((meth)acryloyloxy)hexyl-2'-(trimethylammonio)ethyl phosphate, 2-(vinyloxy)ethyl-2'-(trimethylammonio)ethyl phosphate, 2-(allyloxy)ethyl-2'-(trimethylammonio)ethyl phosphate, 2-(vinyloxycarbonyl)ethyl-2'-(trimethylammonio)ethyl phosphate,A UV / HEVL filtering contact lens according to any one of Embodiments 1 to 22, comprising: (11) allyl alcohol; (12) N-2-hydroxyethyl vinylcarbamate; (13) N-carboxyvinyl-β-alanine (VINAL); (14) N-carboxyvinyl-α-alanine; (15) or a combination thereof.

[0165] 24. A UV / HEVL filtering contact lens according to any one of Embodiments 1 to 23, wherein the bulk hydrogel material is a non-silicone hydrogel material.

[0166] 25. The UV / HEVL filtering contact lens according to Embodiment 24, wherein the non-silicone hydrogel material comprises at least 50 mol% of repeating units of at least one hydroxyl-containing vinyl monomer.

[0167] 26. The UV / HEVL filtering contact lens according to Embodiment 25, wherein the at least one hydroxyl-containing vinyl monomer is selected from the group consisting of hydroxyethyl (meth)acrylate, glycerol (meth)acrylate, 3-hydroxypropyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 3-amino-2-hydroxypropyl (meth)acrylate, N-2-hydroxyethyl (meth)acrylamide, N-3-hydroxypropyl (meth)acrylamide, N-2-hydroxypropyl (meth)acrylamide, N-2,3-dihydroxypropyl (meth)acrylamide, N-tris(hydroxymethyl)methyl (meth)acrylamide, vinyl alcohol, allyl alcohol, and combinations thereof.

[0168] 27. A UV / HEVL filtering contact lens according to any one of Embodiments 1 to 23, wherein the bulk hydrogel material is a silicone hydrogel material.

[0169] 28. The UV / HEVL filtering contact lens according to Embodiment 27, wherein the silicone hydrogel material comprises repeating units of at least one siloxane-containing vinyl monomer.

[0170] 29. The at least one siloxane-containing vinyl monomer is α-(meth)acrylooxypropyl-terminated ω-C1~C4-alkyl-terminated polydimethylsiloxane, α-(meth)acrylooxy-2-hydroxypropyloxypropyl-terminated ω-C1~C4-alkyl-terminated polydimethylsiloxane, α-(2-hydroxyl-methacrylooxypropyloxypropyl)-ω-C1~C4-alkyl-decamethylpentasiloxane, α-[3-(meth)acrylooxyethoxy-2-hydroxypropyloxypropyl]-terminated ω-C1 ~C4-alkyl-terminated polydimethylsiloxane, α-[3-(meth)acrylooxypropyloxy-2-hydroxypropyloxypropyl]-terminated ω-C1~C4-alkyl-terminated polydimethylsiloxane, α-[3-(meth)acrylooxyisopropyloxy-2-hydroxypropyloxypropyl]-terminated ω-C1~C4-alkyl-terminated polydimethylsiloxane, α-[3-(meth)acrylooxybutyloxy-2-hydroxypropyloxypropyl]-terminated ω-C1~C4-alkyl-terminated polydimethylsiloxane, α-[ 3-(meth)acrylooxyethylamino-2-hydroxypropyloxypropyl]-terminal ω-C1~C4-alkyl-terminated polydimethylsiloxane, α-[3-(meth)acrylooxypropylamino-2-hydroxypropyloxypropyl]-terminal ω-C1~C4-alkyl-terminated polydimethylsiloxane, α-[3-(meth)acrylooxy-butylamino-2-hydroxypropyloxypropyl]-terminal ω-C1~C4-alkyl-terminated polydimethylsiloxane, α-(meth)acrylooxy(polyethyleneoxy)-2-hydroxy [Cipropyloxypropyl]-terminal ω-C1~C4-alkyl-terminated polydimethylsiloxane, α-[(meth)acrylooxy-2-hydroxypropyloxy-ethoxypropyl]-terminal ω-C1~C4-alkyl-terminated polydimethylsiloxane, α-[(meth)acrylooxy-2-hydroxypropyl-N-ethylaminopropyl]-terminal ω-C1~C4-alkyl-terminated polydimethylsiloxane, α-[(meth)acrylooxy-2-hydroxypropyl-aminopropyl]-terminal ω-C1~C4-alkyl-terminated polydimethylsiloxane,α-[(meth)acryloyloxy-2-hydroxypropyloxy-(polyethyleneoxy)propyl]-terminal ω-C1~C4-alkyl-terminated polydimethylsiloxane, α-(meth)acryloylamidopropyloxypropyl-terminal ω-C1~C4-alkyl-terminated polydimethylsiloxane, α-N-methyl-(meth)acryloylamidopropyloxypropyl-terminal ω-C1~C4-alkyl-terminated polydimethylsiloxane, α-[3-(meth)acryloylamidoethoxy-2-hydroxypropyloxy- Propyl]-terminal ω-C1~C4-alkylpolydimethylsiloxane, α-[3-(meth)acrylamidepropyloxy-2-hydroxypropyloxypropyl]-terminal ω-C1~C4-alkyl-terminated polydimethylsiloxane, α-[3-(meth)acrylamideisopropyloxy-2-hydroxypropyloxypropyl]-terminal ω-C1~C4-alkyl-terminated polydimethylsiloxane, α-[3-(meth)acrylamidebutyloxy-2-hydroxypropyloxypropyl]-terminal ω- C1-C4-alkyl-terminated polydimethylsiloxane, α-[3-(meth)acryloylamide-2-hydroxypropyloxypropyl]-terminated ω-C1-C4-alkylpolydimethylsiloxane, α-[3-[N-methyl-(meth)acryloylamide]-2-hydroxypropyloxypropyl]-terminated ω-C1-C4-alkyl-terminated polydimethylsiloxane, N-methyl-N'-(propyltetra(dimethylsiloxy)dimethylbutylsilane)(meth)acrylamide, N-(2,3-dihydro A UV / HEVL filtering contact lens according to Embodiment 28, selected from the group consisting of xypropane-N'-(propyltetra(dimethylsiloxy)dimethylbutylsilane)(meth)acrylamide, (meth)acryloylamide propyltetra(dimethylsiloxy)dimethylbutylsilane, α-vinyl carbonate-terminated ω-C1~C4-alkyl-terminated polydimethylsiloxane, α-vinylcarbamate-terminated ω-C1~C4-alkyl-terminated polydimethylsiloxane, and mixtures thereof.

[0171] 30. The UV / HEVL filtering contact lens according to Embodiment 28, wherein the at least one siloxane-containing vinyl monomer is selected from the group consisting of vinyl monomers having a bis(trialkylsilyloxy)alkylsilyl group, vinyl monomers having a tris(trialkylsilyloxy)silyl group, polysiloxane vinyl monomers, 3-methacrylateoxypropylpentamethyldisiloxane, t-butyldimethyl-siloxyethyl vinyl carbonate, trimethylsilylethyl vinyl carbonate, trimethylsilylmethyl vinyl carbonate, and combinations thereof.

[0172] 31. The above-mentioned at least one siloxane-containing vinyl monomer is of formula (M1) or (M2) [ka] (In formula: a M1 is zero or 1, and R M0 is H or methyl, and X M0 is O or NR M1 And L M1 is a C2-C8 alkylene divalent radical, or [ka] It is a divalent radical of L M1 ' is a C2-C8 alkylene divalent radical having zero or one hydroxyl group, L M1 " is a C3-C8 alkylene divalent radical having zero or one hydroxyl group, X M1 O, NR M1 NHCOO, OCONH, CONR M1 or NR M1 CO and R M1 is a C1-C4 alkyl having H or 0-2 hydroxyl groups, and R t1 and R t2 These are C1-C6 alkyl groups, independently of each other, and X M1 ' is O or NR M1A UV / HEVL filtering contact lens according to Embodiment 28, comprising at least one vinyl monomer (where v1 is an integer from 1 to 30, m2 is an integer from 0 to 30, n1 is an integer from 3 to 40, and r1 is an integer of 2 or 3).

[0173] 32. The above-mentioned at least one siloxane-containing vinyl monomer is tris(trimethylsilyloxy)silylpropyl(meth)acrylate, [3-(meth)acrylooxy-2-hydroxypropyloxy]propylbis(trimethylsiloxy)methylsilane, [3-(meth)acrylooxy-2-hydroxypropyloxy]propylbis(trimethylsiloxy)butylsilane, 3-(meth)acrylooxy-2-(2-hydroxyethoxy)-propyloxy)propylbis(trimethylsiloxy)methylsil Lan, 3-(meth)acrylooxy-2-hydroxypropyloxy)propyltris(trimethylsiloxy)silane, N-[tris(trimethylsiloxy)silylpropyl]-(meth)acrylamide, N-(2-hydroxy-3-(3-(bis(trimethylsilyloxy)methylsilyl)propyloxy)propyl)-2-methyl(meth)acrylamide, N-(2-hydroxy-3-(3-(bis(trimethylsilyloxy)methylsilyl)propyloxy)-propyl)(meth)acrylamide, N-(2 -Hydroxy-3-(3-(tris(trimethylsilyloxy)silyl)propyloxy)propyl)-2-methylacrylamide, N-(2-hydroxy-3-(3-(tris(trimethylsilyloxy)silyl)propyloxy)propyl)(meth)acrylamide, N-[tris(dimethylpropylsiloxy)silylpropyl]-(meth)acrylamide, N-[tris(dimethylphenylsiloxy)-silylpropyl](meth)acrylamide, N-[tris(dimethylethylsiloxy)-silylpropyl ](meth)acrylamide, N,N-bis[2-hydroxy-3-(3-(bis(trimethylsilyloxy)methylsilyl)-propyloxy)propyl]-2-methyl(meth)acrylamide, N,N-bis[2-hydroxy-3-(3-(bis(trimethylsilyloxy)methylsilyl)propyloxy)-propyl](meth)acrylamide, N,N-bis[2-hydroxy-3-(3-(tris(trimethylsilyloxy)silyl)propyloxy)propyl]-2-methyl(meth)acrylamide, N,N-bis[2-hydroxy-3-(3-(tris(trimethylsilyloxy)silyl)-propyloxy)propyl](meth)acrylamide, N-[2-hydroxy-3-(3-(t-butyldimethylsilyl)propyloxy)-propyl]-2-methyl(meth)acrylamide, N-[2-hydroxy-3-(3-(t-butyldimethylsilyl)propyloxy)propyl](meth)acrylamide, N,N-bis[2-hydroxy-3-(3-(t-butyldimethylsilyl)propyloxy)propyl]-2-methyl(meth)acrylamide, N-2-(meth)acryloxy UV / HEVL filtering contact lenses according to Embodiment 28, comprising cyethyl-O-(methyl-bis-trimethylsiloxy-3-propyl)silylcarbamate, 3-(trimethylsilyl)propyl vinyl carbonate, 3-(vinyloxycarbonylthio)-propyl-tris(trimethylsiloxy)silane, 3-[tris(trimethylsiloxy)silyl]propyl vinylcarbamate, 3-[tris(trimethylsiloxy)silyl]propyl allylcarbamate, 3-[tris(trimethylsiloxy)silyl]propyl vinyl carbonate, or a combination thereof.

[0174] 33. A UV / HEVL filtering contact lens according to any one of Embodiments 27 to 32, wherein the at least one vinyl crosslinking agent comprises at least one polysiloxane vinyl crosslinking agent.

[0175] 34. The at least one polysiloxane vinyl crosslinking agent comprises a dimethylsiloxane unit and one monovalent C4-C2 molecule having one methyl substituent and 2-6 hydroxyl groups. 40 A UV / HEVL filtering contact lens according to Embodiment 33, comprising a di-(meth)acryloyloxy-terminated polysiloxane vinyl crosslinking agent having hydrophilized siloxane units with organic substituents.

[0176] 35. The above-mentioned at least one polysiloxane vinyl crosslinking agent is of formula (G) [ka] (wherein: d1 is an integer from 30 to 500 and d2 is an integer from 1 to 75, provided that d2 / d1 is from about 0.035 to about 0.15; X 01 is O or NR IN where R IN is hydrogen or C1-C 10 -alkyl; R I0 is hydrogen or methyl; R I1 and R I2 are, independently of each other, a substituted or unsubstituted C1-C 10 alkylene divalent group or a divalent group of -R I4 -O-R I5 -where R I4 and R I5 are, independently of each other, a substituted or unsubstituted C1-C 10 alkylene divalent group; R I3 is a monovalent group of any one of the formulas (G-1) to (G-5) [Chemical formula] and k1 is zero or 1; m1 is an integer from 2 to 4; m2 is an integer from 1 to 5; m3 is an integer from 3 to 6; m4 is an integer from 2 to 5; R I6 is hydrogen or methyl; R I7 is a C2-C6 hydrocarbon group having a valence of (m2 + 1); R I8 is a C2-C6 hydrocarbon group having a valence of (m4 + 1); R I9 is ethyl or hydroxymethyl; R I10 is methyl or hydromethyl; R I11 is hydroxyl or methoxy; X I1This is a sulfur bond of -S- or -NR I12 - is a tertiary amino bond, where R I12 These are C1-C1 alkyl, hydroxyethyl, hydroxypropyl, or 2,3-dihydroxypropyl; X I2 teeth, [ka] It is an amide bond, R I13 is hydrogen or C1~C 10 A UV / HEVL filtering contact lens according to Embodiment 33, comprising at least one hydrophilic polysiloxane vinyl crosslinking agent (which is alkyl).

[0177] 36. The UV / HEVL filtering contact lens according to Embodiment 33, wherein the at least one polysiloxane vinyl crosslinking agent comprises (i) a vinyl crosslinking agent comprising one sole polydiorganosiloxane segment and two terminal ethylenically unsaturated groups selected from the group consisting of (meth)acryloyloxy, (meth)acryloylamino, vinyl carbonate, and vinyl carbamate groups, and / or (ii) a chain-extended polysiloxane vinyl crosslinking agent comprising at least two polydiorganosiloxane segments and a covalent linker between each pair of polydiorganosiloxane segments and two terminal ethylenically unsaturated groups selected from the group consisting of (meth)acryloyloxy, (meth)acryloylamino, vinyl carbonate, and vinyl carbamate groups.

[0178] 37. The at least one polysiloxane vinyl crosslinking agent is α,ω-bis[3-(meth)acrylamidepropyl]terminated polydimethylsiloxane, α,ω-bis[3-(meth)acryloxypropyl]terminated polydimethylsiloxane, α,ω-bis[3-(meth)acryloxy-2-hydroxypropyloxypropyl]terminated polydimethylsiloxane, α,ω-bis[3-(meth)acryloxyethoxy-2-hydroxypropyloxypropyl]terminated polydimethylsiloxane, α,ω-bis[3-(meth)acryloxy [Cipropyloxy-2-hydroxypropyloxypropyl]-terminated polydimethylsiloxane, α,ω-bis[3-(meth)acrylooxyisopropyloxy-2-hydroxypropyloxypropyl]-terminated polydimethylsiloxane, α,ω-bis[3-(meth)acrylooxybutyloxy-2-hydroxypropyloxypropyl]-terminated polydimethylsiloxane, α,ω-bis[3-(meth)acrylamideethoxy-2-hydroxypropyloxypropyl]-terminated polydimethylsiloxane, α,ω-bis[3-(meth) [Acrylamidopropyloxy-2-hydroxypropyloxypropyl]-terminated polydimethylsiloxane, α,ω-bis[3-(meth)acrylamideisopropyloxy-2-hydroxypropyloxypropyl]-terminated polydimethylsiloxane, α,ω-bis[3-(meth)acrylamidebutyloxy-2-hydroxypropyloxypropyl]-terminated polydimethylsiloxane, α,ω-bis[3-(meth)acryloxyethylamino-2-hydroxypropyloxypropyl]-terminated polydimethylsiloxane, α,ω-bis[3-(meth)acryloxypropylamino-2-hydroxypropyloxypropyl]-terminated polydimethylsiloxane, α,ω-bis[3-(meth)acryloxybutylamino-2-hydroxypropyloxypropyl]-terminated polydimethylsiloxane, α,ω-bis[(meth)acrylamideethylamino-2-hydroxypropyloxypropyl]-terminated polydimethylsiloxane, α,ω-bis[3-(meth)acrylamidepropylamino-2-hydroxypropyloxypropyl]-terminated polydimethylsiloxane, α,ω-Bis[3-(meth)acrylamido-butylamino-2-hydroxypropyl-oxypropyl] terminated polydimethylsiloxane, α,ω-bis[(meth)acryloxy-2-hydroxypropyl-oxy-ethoxypropyl] terminated polydimethylsiloxane, α,ω-bis[(meth)acryloxy-2-hydroxypropyl-N-ethylaminopropyl] terminated polydimethylsiloxane, α,ω-bis[(meth)acryloxy-2-hydroxypropyl-amino-propyl]-polydimethylsiloxane, α,ω-bis[(meth)acryloxy-2-hydroxypropyl-oxy-(polyethyleneoxy)propyl] terminated polydimethylsiloxane, α,ω-bis[(meth)acryloxyethylamino-carbonyl-oxy-ethoxypropyl] terminated polydimethylsiloxane, α,ω-bis[(meth)acryloxyethylamino-carbonyl-oxy-(polyethyleneoxy)propyl] terminated polydimethylsiloxane, or a combination thereof, the UV / HEVL filtering contact lens according to Embodiment 33.,

[0179] 38. The at least one hydrophilic vinyl monomer includes at least one hydrophilic N-vinylamide monomer selected from the group consisting of N-vinylpyrrolidone, N-vinylpiperidone, N-vinylcaprolactam, N-vinyl-N-methylacetamide, N-vinylformamide, N-vinylacetamide, N-vinylisopropylamide, N-vinyl-N-methylacetamide, N-vinyl-N-ethylacetamide, N-vinyl-N-ethylformamide, and mixtures thereof, the UV / HEVL filtering contact lens according to any one of Embodiments 27 to 37.

[0180] 39. The at least one hydrophilic vinyl monomer includes N-vinylpyrrolidone and / or N-vinyl-N-methylacetamide, the UV / HEVL filtering contact lens according to any one of Embodiments 27 to 37.

[0181] 40. The at least one hydrophilic vinyl monomer includes a hydrophilic (meth)acrylamide monomer selected from the group consisting of (meth)acrylamide, N,N-dimethyl(meth)acrylamide, N-ethyl(meth)acrylamide, N,N-diethyl(meth)acrylamide, N-propyl(meth)acrylamide, N-isopropyl(meth)acrylamide, N-3-methoxypropyl(meth)acrylamide, N-2-hydroxyethyl(meth)acrylamide, N,N-bis(hydroxyethyl)(meth)acrylamide, N-3-hydroxypropyl(meth)acrylamide, N-2-hydroxypropyl(meth)acrylamide, N-2,3-dihydroxypropyl(meth)acrylamide, N-tris(hydroxymethyl)methyl(meth)acrylamide, poly(ethylene glycol) ethyl (meth)acrylamide having a number average molecular weight of up to 1500, 2-(meth)acrylamidoglycolic acid, 3-(meth)acrylamidepropionic acid, 5-(meth)acrylamidepentanoic acid, 4-(meth)acrylamidebutanoic acid, 3-(meth)acrylamide-2-methylbutanoic acid, 3-(meth)acrylamide-3-methylbutanoic acid, 2-(meth)acrylamide-2methyl-3,3-dimethylbutanoic acid, 3-(meth)acrylamidehexanoic acid, 4-(meth)acrylamide-3,3-dimethylhexanoic acid, N-2-aminoethyl(meth)acrylamide, N-2-methylaminoethyl(meth)acrylamide, N-2-ethylaminoethyl(meth)acrylamide, N-2-dimethylaminoethyl(meth)acrylamide, N-3-aminopropyl(meth)acrylamide, N-3-methylaminopropyl(meth)acrylamide, N-3-dimethylaminopropyl(meth)acrylamide, methoxy-poly(ethylene glycol) ethyl (meth)acrylamide having a number average molecular weight of up to 1500, and combinations thereof, and is the UV / HEVL filtering contact lens according to any one of Embodiments 27 to 39.

[0182] 41. A UV / HEVL filtering contact lens according to any one of Embodiments 27 to 39, wherein the at least one hydrophilic vinyl monomer comprises a hydrophilic (meth)acrylamide monomer selected from the group consisting of (meth)acrylamide, N,N-dimethyl(meth)acrylamide, N-ethyl(meth)acrylamide, N-propyl(meth)acrylamide, N-isopropyl(meth)acrylamide, N-3-methoxypropyl(meth)acrylamide, N-2-hydroxyethyl(meth)acrylamide, N-3-hydroxypropyl(meth)acrylamide, and combinations thereof.

[0183] 42. A UV / HEVL filtering contact lens according to any one of Embodiments 27 to 41, wherein the at least one hydrophilic vinyl monomer comprises a hydroxyl-containing vinyl monomer selected from the group consisting of hydroxyethyl (meth)acrylate, glycerol (meth)acrylate, 3-hydroxypropyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 3-amino-2-hydroxypropyl (meth)acrylate, N-2-hydroxyethyl (meth)acrylamide, N-3-hydroxypropyl (meth)acrylamide, N-2-hydroxypropyl (meth)acrylamide, N-2,3-dihydroxypropyl (meth)acrylamide, N-tris(hydroxymethyl)methyl (meth)acrylamide, vinyl alcohol, allyl alcohol, and combinations thereof.

[0184] 43. The at least one hydrophilic vinyl monomer is 1-methyl-3-methylene-2-pyrrolidone, 1-ethyl-3-methylene-2-pyrrolidone, 1-methyl-5-methylene-2-pyrrolidone, 1-ethyl-5-methylene-2-pyrrolidone, 5-methyl-3-methylene-2-pyrrolidone, 5-ethyl-3-methylene-2-pyrrolidone, 1-n-propyl-3-methylene-2-pyrrolidone, 1-n-propyl-5-methylene A UV / HEVL filtering contact lens according to any one of embodiments 27 to 42, comprising a methylene-containing pyrrolidone monomer selected from the group consisting of -2-pyrrolidone, 1-isopropyl-3-methylene-2-pyrrolidone, 1-isopropyl-5-methylene-2-pyrrolidone, 1-n-butyl-3-methylene-2-pyrrolidone, 1-tert-butyl-3-methylene-2-pyrrolidone, and combinations thereof.

[0185] 44. A UV / HEVL filtering contact lens according to any one of embodiments 27 to 43, having an oxygen permeability of at least 40 bar in a fully hydrated state (at approximately 35°C).

[0186] 45. A UV / HEVL filtering contact lens according to any one of embodiments 27 to 43, having an oxygen permeability of at least 60 bar in a fully hydrated state (at approximately 35°C).

[0187] 46. ​​A UV / HEVL filtering contact lens according to any one of embodiments 27 to 43, having an oxygen permeability of at least 80 bar in a fully hydrated state (at approximately 35°C).

[0188] 47. A UV / HEVL filtering contact lens according to any one of Embodiments 1 to 46, wherein the at least one vinyl crosslinking agent comprises at least one non-silicone vinyl crosslinking agent.

[0189] 48. The above-mentioned at least one non-silicone vinyl crosslinking agent is ethylene glycol di-(meth)acrylate, diethylene glycol di-(meth)acrylate, triethylene glycol di-(meth)acrylate, tetraethylene glycol di-(meth)acrylate, glycerol di-(meth)acrylate, 1,3-propanediol di-(meth)acrylate, 1,3-butanediol di-(meth)acrylate, 1,4-butanediol di-(meth)acrylate, glycerol 1,3-diglycerol Cellolate di-(meth)acrylate, ethylenebis[oxy(2-hydroxypropane-1,3-diyl)]di-(meth)acrylate, bis[2-(meth)acryloyloxyethyl]phosphate, trimethylolpropanedi-(meth)acrylate, and 3,4-bis[(meth)acryloyl]tetrahydrofuran, diacrylamide, dimethacrylamide, N,N-di(meth)acryloyl-N-methylamine, N,N-di(meth)acryloyl-N-ethylamine, N,N'-methylenebis(meth) UV / HEVL filtering contact lenses according to Embodiment 47, comprising acrylamide, N,N'-ethylenebis(meth)acrylamide, N,N'-dihydroxyethylenebis(meth)acrylamide, N,N'-propylenebis(meth)acrylamide, N,N'-2-hydroxypropylenebis(meth)acrylamide, N,N'-2,3-dihydroxybutylenebis(meth)acrylamide, 1,3-bis(meth)acrylamidepropane-2-yl dihydrogen phosphate, piperazine diacrylamide, tetraethylene glycol divinyl ether, triethylene glycol divinyl ether, diethylene glycol divinyl ether, ethylene glycol divinyl ether, triallyl isocyanurate, triallyl cyanurate, trimethylopropane trimethacrylate, pentaerythritol tetramethacrylate, bisphenol A dimethacrylate, allyl methacrylate, allyl acrylate, N-allyl-methacrylamide, N-allyl-acrylamide, or a combination thereof.

[0190] 49. A UV / HEVL filtering contact lens according to any one of Embodiments 1 to 48, wherein the bulk hydrogel material further comprises repeating units of at least one hydrophilic non-silicone vinyl monomer.

[0191] 50. The above at least one hydrophilic vinyl monomer is C1-C 10 A UV / HEVL filtering contact lens according to Embodiment 46, comprising alkyl (meth)acrylate, cyclopentyl acrylate, cyclohexyl methacrylate, cyclohexyl acrylate, isobornyl (meth)acrylate, styrene, 4,6-trimethylstyrene (TMS), t-butylstyrene (TBS), trifluoroethyl (meth)acrylate, hexafluoroisopropyl (meth)acrylate, hexafluorobutyl (meth)acrylate, or a combination thereof.

[0192] 51. A UV / HEVL filtering contact lens according to any one of Embodiments 1 to 50, wherein the bulk hydrogel material further comprises repeating units of polymerizable dye.

[0193] 52. The UV / HEVL filtering contact lens according to Embodiment 51, wherein the polymerizable dye is 1,4-bis(4-(2-methacrylateoxyethyl)phenylamino)anthraquinone (Reactive Blue 246), 1,4-bis((2-hydroxyethyl)amino)-9,10-anthracendione-bis(2-propenoic acid) ester (Reactive Blue 247), or a combination thereof.

[0194] 53. A UV / HEVL filtering contact lens according to any one of Embodiments 1 to 52, wherein the weight ratio of component (3) to component (4) in the dry bulk hydrogel material is at least 1.2, and the weight ratio of component (4) to component (5) is at least 1.5.

[0195] 54. The UV / HEVL filtering contact lens according to embodiment 53, wherein the weight ratio of component (3) to component (4) in the bulk hydrogel material in the dry state is at least 1.6.

[0196] 55. The UV / HEVL filtering contact lens according to embodiment 53, wherein the weight ratio of component (3) to component (4) in the bulk hydrogel material in the dry state is at least 2.0.

[0197] 56. The UV / HEVL filtering contact lens according to embodiment 53, wherein the weight ratio of component (3) to component (4) in the bulk hydrogel material in the dry state is at least 2.4.

[0198] 57. The UV / HEVL filtering contact lens according to any one of embodiments 53 to 56, wherein the weight ratio of component (4) to component (5) is at least 2.0.

[0199] 58. The UV / HEVL filtering contact lens according to any one of embodiments 53 to 56, wherein the weight ratio of component (4) to component (5) is at least 2.5.

[0200] 59. The UV / HEVL filtering contact lens according to any one of embodiments 53 to 56, wherein the weight ratio of component (4) to component (5) is at least 3.0.

[0201] 60. The UV / HEVL filtering contact lens according to any one of embodiments 1 to 59, having an elastic modulus of about 2.0 MPa or less in the fully hydrated state (at a temperature of 22°C to 28°C).

[0202] 61. The UV / HEVL filtering contact lens according to any one of embodiments 1 to 59, having an elastic modulus of about 1.5 MPa or less in the fully hydrated state (at a temperature of 22°C to 28°C).

[0203] 62. A UV / HEVL filtering contact lens according to any one of Embodiments 1 to 59, having an elastic modulus of approximately 1.2 MPa or less in a fully hydrated state (at a temperature of 22°C to 28°C).

[0204] 63. A UV / HEVL filtering contact lens according to any one of Embodiments 1 to 59, having an elastic modulus of approximately 0.4 MPa to approximately 1.0 MPa in a fully hydrated state (at a temperature of 22°C to 28°C).

[0205] 64. A UV / HEVL filtering contact lens according to any one of Embodiments 1 to 63, having a water content of approximately 15% to approximately 70% in a fully hydrated state (at a temperature of 22°C to 28°C).

[0206] 65. A UV / HEVL filtering contact lens according to any one of Embodiments 1 to 63, having a water content of approximately 20% to approximately 70% in a fully hydrated state (at a temperature of 22°C to 28°C).

[0207] 66. A UV / HEVL filtering contact lens according to any one of Embodiments 1 to 63, having a water content of approximately 25% to approximately 70% in a fully hydrated state (at a temperature of 22°C to 28°C).

[0208] 67. A UV / HEVL filtering contact lens according to any one of Embodiments 1 to 63, having a water content of approximately 30% to approximately 65% ​​in a fully hydrated state (at a temperature of 22°C to 28°C).

[0209] The above disclosure will enable those skilled in the art to implement the present invention. Various modifications, changes, and combinations can be made to the various embodiments described herein. References to the following examples are proposed to enable the reader to better understand the particular embodiments and their advantages. The specification and examples are intended to be illustrative. [Examples]

[0210] Example 1 Measurement of oxygen permeability Unless otherwise specified, the oxygen permeability coefficient (Dk / t) of the lens and lens material, and the intrinsic (or edge-corrected) oxygen permeability (Dk i or Dk c ) shall be measured according to the procedure described in ISO 18369-4.

[0211] equilibrium moisture content The equilibrium water content (EWC) of contact lenses is measured as follows:

[0212] The amount of water (expressed as a weight percentage) present in a hydrated hydrogel contact lens, fully equilibrated in physiological saline, is measured at room temperature. The lenses are quickly stacked, wiped on a cloth, and then the lens stack is transferred to an aluminum pan on an analytical balance. Typically, there are 5 lenses per sample pan. The hydrated weight of the pan + lenses is recorded. The pan is covered with aluminum foil. The pan is dried in a laboratory oven at 100±2°C for 16-18 hours. The pan + lenses are removed from the oven and cooled in a desiccator for at least 30 minutes. Only one pan is removed from the desiccator, and the aluminum foil is discarded. The pan + dried lens sample is weighed on an analytical balance. Repeat for all pans. The wet and dry weights of the lens sample can be calculated by subtracting the weight of the empty weighing pan.

[0213] modulus of elasticity The elastic modulus of a contact lens is measured using the MTS Insight instrument. First, the contact lens is cut into 3.12 mm wide strips using a Precision Concept two-stage cutter. Five thickness values ​​are measured within a 6.5 mm gauge length. The strips are mounted on the instrument grip and immersed in PBS (phosphate-buffered saline) at a controlled temperature of 21 ± 2°C. Typically, a 5 N load cell is used for the test. A constant force and velocity are applied to the sample until it breaks. Force and displacement data are collected using TestWorks software. The elastic modulus value is calculated by TestWorks software and is the slope or tangent of the stress-strain curve near zero elongation in the elastic deformation region.

[0214] Transmittance The contact lens is manually placed in a specially manufactured sample holder that maintains the lens shape as if it were on the eye. This holder is then immersed in a 1 cm path length quartz cell containing phosphate-buffered saline (PBS, pH approximately 7.0-7.4) as a reference. A UV / visible spectrophotometer, such as a Varian Cary 3E UV-Visible spectrophotometer equipped with a LabSphere DRA-CA-302 beam splitter, can be used for this measurement. Percentage transmission spectra are collected in the wavelength range of 250-800 nm, with %T values ​​collected at 0.5 nm intervals. This data is transferred to an Excel spreadsheet and used to determine whether the lens matches Class 1 UV absorbance. The transmittance is calculated using the following formula: UVA%T=315nm~380nm average transmittance%×100 UVB%T=280nm~315nm average transmittance%×100 HEVL%T=380nm~450nm average transmittance%×100

[0215] chemicals CE-PDMS has three polydimethylsiloxane (PDMS) segments linked between two PDMS segments via diurethane bonds, and two urethane bonds located between one terminal methacrylate group and one PDMS segment, respectively, and is a polysiloxane vinyl crosslinking agent (Mw=10.1K, H) prepared in the same manner as described in Example 2 of U.S. Patent No. 9,315,669. 1 (determined by NMR spectroscopy) represents; TRIS-Am represents N-[tris(trimethylsiloxy)-silylpropyl]acrylamide; DMA represents N,N-dimethylacrylamide; L-PEG2000 represents N-(carbonyl-methoxypolyethylene glycol-2000)-1,2-distearoyl-sn-glycero-3-phosphoethanolamine, sodium salt; DMPC represents 1,2-dimyristoyl-sn-glycero-3-phosphocholine; H-TEMPO represents 4-hydroxy-2,2,6,6-tetramethylpiperidine-1-oxyl; Norbloc represents 2-[2'-hydroxy-5'-(2- from Aldrich 74-3 Blue 247) represents; MEK represents methyl ethyl ketone; PBS represents phosphate-buffered saline with a pH of 7.2±0.2 at 25°C and containing approximately 0.044 wt% NaH2PO4·H2O, approximately 0.388 wt% Na2HPO4·2H2O, approximately 0.79 wt% NaCl, and 98.78% water; wt% represents weight percentage.

[0216] PAA coating solution. The polyacrylic acid (PAA) coating solution is prepared by dissolving PAA (MW: 450 kDa, from Lubrizol) in a predetermined amount of 1-propanol (1-PrOH) to a concentration of approximately 0.44% by weight, and adjusting the pH to approximately 2.0 with formic acid.

[0217] Preparation of in-package coated solution (IPC physiological saline). Poly(AAm-co-AA)(90 / 10) partial sodium salt (approximately 90% solids, poly(AAm-co-AA)90 / 10, Mw200,000) is purchased from Polysciences, Inc. and used as received. Polyamidoamine epichlorohydrin (PAE) (Kymene, azetidinium content 0.46 as analyzed by NMR) is purchased as an aqueous solution from Ashland and used as received. IPC saline is prepared by dissolving approximately 0.07% w / w poly(AAm-co-AA) (90 / 10) and approximately 0.10% PAE (initial azetidinium millimolar equivalent of approximately 8.8 mmol) in phosphate-buffered saline (PBS) (approximately 0.044 w / w% NaH2PO4·H2O, approximately 0.388 w / w% Na2HPO4·2H2O, approximately 0.79 w / w% NaCl) and adjusting the pH to 7.2-7.6. Next, the IPC is heat-pretreated at approximately 60°C for approximately 6 hours (heat pretreatment). During this heat pretreatment, the poly(AAm-co-AA) and PAE are partially crosslinked with each other (i.e., not all azetidinium groups of the PAE are consumed), forming a water-soluble and heat-crosslinkable hydrophilic polymer material containing azetidinium groups within a branched polymer network in the IPC saline. After heat pretreatment, the IPC is cooled to room temperature and filtered through a 0.22 micron PES membrane filter.

[0218] Example 2 Preparation of lens formulations containing 0.2% UV28 Prepare a lens compound having the following composition: 0.20 parts by weight of UV28; 23.12 parts by weight of DMA; 22.49 parts by weight of PrOH; 0.02 parts by weight of RB247; 31.67 parts by weight of CE-PDMS; 19.66 parts by weight of TRIS-Aam; 0.76 parts by weight of DMPC; 0.61 parts by weight of L-PEG2000; 0.04 parts by weight of H-TEMPO; 0.90 parts by weight of Norbloc; and 0.60 parts by weight of GePI.

[0219] UV28, DMA and PrOH, RB247, CE-PDMS, Tris-Aam, DMPC, L-PEG2000, H-TEMPO, and Norbloc are added to an amber vial. Then, GePI is added to the vial under yellow light, and all components are mixed for 30 minutes in a water bath preheated to 40°C. After all solids have dissolved, the mixture is filtered through a glass microfilter (5.0 μm Millex®-SV filter).

[0220] Lens manufacturing The lenses are prepared by casting from the lens-forming composition prepared above using reusable molds (half female mold made of quartz and half male mold made of glass) similar to those shown in Figures 1-6 of U.S. Patent Nos. 7,384,590 and 7,387,759 (Figures 1-6). 55.4 mW / cm 2 The lens compound in the mold was cured for 30 seconds with 452nm LED light of intensity. After demolding and lens removal, the cast contact lenses were extracted and coated by immersion in the following series of baths: three methyl ethyl ketone (MEK) baths (approximately 22 seconds, 78 seconds, and 224 seconds each); a DI water bath (56 seconds); the PAA dip solution prepared in Example 1 (44 seconds); a 50 / 50 n-propanol / water bath (56 seconds); three DI water baths (56 seconds each), followed by equilibration in PBS solution.

[0221] The resulting silicone hydrogel contact lenses are packaged / sealed in polypropylene lens packaging shells (or blisters) containing 0.65 mL of IPC saline prepared in Example 1 (one lens per shell), and autoclaved at 121°C for 45 minutes.

[0222] The UV-vis spectrum of a lens containing 0.2% UV28 (UV / HEVL blocker) was recorded and is shown in Figure 1. Based on the fabrication of the lens containing 0.2% UV28, UV-VIS spectra of lenses containing 0.3% and 0.4% UV28 were created. For the 0.3% UV28 lens, the absorbance of the 0.2% UV28 lens was multiplied by 1.5 and converted to %T. Similarly, for the 0.4% UV28 lens, the absorbance of the 0.2% UV28 lens was multiplied by 2 and converted to %T. Both graphs were plotted and are shown in Figure 1. All lens characteristics are shown in the table below.

[0223] [Table 1]

[0224] Example 3 Preparation of lens formulations containing 300, 500, and 700 ppm of Cu-TBP-MAm Prepare a lens compound having the following composition: 0.03-0.07 parts by weight of Cu-TBP-MAm; 23.12 parts by weight of DMA; 22.49 parts by weight of PrOH; 0.02 parts by weight of RB247; 31.67 parts by weight of CE-PDMS; 19.66 parts by weight of TRIS-Aam; 0.76 parts by weight of DMPC; 0.61 parts by weight of L-PEG2000; 0.04 parts by weight of H-TEMPO; 0.90 parts by weight of Norbloc; and 0.60 parts by weight of GePI.

[0225] Add Cu-TBP-MAm, DMA, and PrOH to the first amber vial equipped with a stirring bar and mix at 300 rpm for 30 minutes at room temperature. Add RB247, CE-PDMS, Tris-Aam, DMPC, L-PEG2000, H-TEMPO, and Norbloc to the second amber vial. Then, add GePI to the second vial under yellow light and mix all components at 300 rpm for 30 minutes at room temperature. When all solids have dissolved, transfer the contents of the first vial to the second vial under yellow light using a disposable glass pipette. Stir the mixture in a water bath preheated to 40°C for at least 30 minutes. After all solids have dissolved, filter the mixture through a glass microfilter (5.0 μm Millex®-SV filter).

[0226] Lens manufacturing The lenses are prepared by casting from the lens-forming composition prepared above using reusable molds (half female mold made of quartz and half male mold made of glass) similar to those shown in Figures 1-6 of U.S. Patent Nos. 7,384,590 and 7,387,759 (Figures 1-6). 55.4 mW / cm 2 The lens compound in the mold was cured for 30 seconds with 452nm LED light of intensity. After demolding and lens removal, the cast contact lenses were extracted and coated by immersion in the following series of baths: three methyl ethyl ketone (MEK) baths (approximately 22 seconds, 78 seconds, and 224 seconds each); a DI water bath (56 seconds); the PAA dip solution prepared in Example 1 (44 seconds); a 50 / 50 n-propanol / water bath (56 seconds); three DI water baths (56 seconds each), followed by equilibration in PBS solution.

[0227] The resulting silicone hydrogel contact lenses are packaged / sealed in polypropylene lens packaging shells (or blisters) containing 0.65 mL of IPC saline prepared in Example 1 (one lens per shell), and autoclaved at 121°C for 45 minutes.

[0228] The lenses contain 300, 500, and 700 ppm of Cu-TBP-MAm (HEVL blocker). UV-vis spectra were recorded and shown in Figure 2. Lens characteristics are shown in the table below.

[0229] [Table 2]

[0230] Example 4 Preparation of a lens formulation containing 300 ppm Cu-TBP-MAm and 0.2% UV28. Prepare a lens compound having the following composition: 0.03 parts by weight of Cu-TBP-MAm; 23.12 parts by weight of DMA; 22.49 parts by weight of PrOH; 0.02 parts by weight of RB247; 31.67 parts by weight of CE-PDMS; 19.66 parts by weight of TRIS-Aam; 0.76 parts by weight of DMPC; 0.61 parts by weight of L-PEG2000; 0.04 parts by weight of H-TEMPO; 0.90 parts by weight of Norbloc; 0.20 parts by weight of UV28 and 0.60 parts by weight of GePI.

[0231] Add Cu-TBP-MAm, DMA, and PrOH to the first amber vial equipped with a stirring bar and mix at 300 rpm for 30 minutes at room temperature. Add RB247, CE-PDMS, Tris-Aam, DMPC, L-PEG2000, H-TEMPO, UV28, and Norbloc to the second amber vial. Then, add GePI to the second vial under yellow light and mix all components at 300 rpm for 30 minutes at room temperature. When all solids have dissolved, transfer the contents of the first vial to the second vial under yellow light using a disposable glass pipette. Stir the mixture in a water bath preheated to 40°C for at least 30 minutes. After all solids have dissolved, filter the mixture through a glass microfilter (5.0 μm Millex®-SV filter).

[0232] Lens manufacturing The lenses are prepared by casting from the lens-forming composition prepared above using reusable molds (half female mold made of quartz and half male mold made of glass) similar to those shown in Figures 1-6 of U.S. Patent Nos. 7,384,590 and 7,387,759 (Figures 1-6). 55.4 mW / cm 2 The lens compound in the mold was cured for 30 seconds with 452nm LED light of intensity. After demolding and lens removal, the cast contact lenses were extracted and coated by immersion in the following series of baths: three methyl ethyl ketone (MEK) baths (approximately 22 seconds, 78 seconds, and 224 seconds each); a DI water bath (56 seconds); the PAA dip solution prepared in Example 1 (44 seconds); a 50 / 50 n-propanol / water bath (56 seconds); three DI water baths (56 seconds each), followed by equilibration in PBS solution.

[0233] The resulting silicone hydrogel contact lenses are packaged / sealed in polypropylene lens packaging shells (or blisters) containing 0.65 mL of IPC saline prepared in Example 1 (one lens per shell), and autoclaved at 121°C for 45 minutes.

[0234] The lens contains 300 ppm Cu-TBP-MAm (HEVL blocker) and 0.2% UV28 (UV / HEVL blocker). The UV-vis spectrum was recorded and is shown in Figure 4. The lens characteristics are shown in the table below.

[0235] Preparation of a lens formulation containing 500 ppm Cu-TBP-MAm and 0.3% UV28. Prepare a lens compound having the following composition: 0.05 parts by weight of Cu-TBP-MAm; 23.12 parts by weight of DMA; 22.49 parts by weight of PrOH; 0.02 parts by weight of RB247; 31.67 parts by weight of CE-PDMS; 19.66 parts by weight of TRIS-Aam; 0.76 parts by weight of DMPC; 0.61 parts by weight of L-PEG2000; 0.04 parts by weight of H-TEMPO; 0.90 parts by weight of Norbloc; 0.30 parts by weight of UV28 and 0.60 parts by weight of GePI.

[0236] Add Cu-TBP-MAm, DMA, and PrOH to the first amber vial equipped with a stirring bar and mix at 300 rpm for 30 minutes at room temperature. Add RB247, CE-PDMS, Tris-Aam, DMPC, L-PEG2000, H-TEMPO, UV28, and Norbloc to the second amber vial. Then, add GePI to the second vial under yellow light and mix all components at 300 rpm for 30 minutes at room temperature. When all solids have dissolved, transfer the contents of the first vial to the second vial under yellow light using a disposable glass pipette. Stir the mixture in a water bath preheated to 40°C for at least 30 minutes. After all solids have dissolved, filter the mixture through a glass microfilter (5.0 μm Millex®-SV filter).

[0237] Lens manufacturing The lenses are prepared by casting from the lens-forming composition prepared above using reusable molds (half female mold made of quartz and half male mold made of glass) similar to those shown in Figures 1-6 of U.S. Patent Nos. 7,384,590 and 7,387,759 (Figures 1-6). 55.4 mW / cm 2 The lens compound in the mold was cured for 30 seconds with 452nm LED light of intensity. After demolding and lens removal, the cast contact lenses were extracted and coated by immersion in the following series of baths: three methyl ethyl ketone (MEK) baths (approximately 22 seconds, 78 seconds, and 224 seconds each); a DI water bath (56 seconds); the PAA dip solution prepared in Example 1 (44 seconds); a 50 / 50 n-propanol / water bath (56 seconds); three DI water baths (56 seconds each), followed by equilibration in PBS solution.

[0238] The resulting silicone hydrogel contact lenses are packaged / sealed in polypropylene lens packaging shells (or blisters) containing 0.65 mL of IPC saline prepared in Example 1 (one lens per shell), and autoclaved at 121°C for 45 minutes.

[0239] The lens contains 500 ppm Cu-TBP-MAm (HEVL blocker) and 0.3% UV28 (UV / HEVL blocker). The UV-vis spectrum was recorded and is shown in Figure 3. The lens characteristics are shown in the table below.

[0240] [Table 3]

[0241] All publications and patents cited herein are incorporated herein by reference in their entirety.

Claims

1. (1) A repeating unit of at least one hydrophilic vinyl monomer; (2) Repeating units of at least one type of vinyl crosslinking agent; (3) Repeating units of at least one UV-absorbing vinyl monomer that absorbs UV light in the range of 280 nm to 380 nm; (4) Repeating units of at least one UV / HEVL absorbing vinyl monomer that absorbs UV light in the range of 280 nm to 380 nm and HEVL in the range of 380 nm to 450 nm; (5) at least one Cu(II)-porphyrin derivative and A UV / HEVL filtering contact lens comprising a bulk hydrogel material, wherein the derivative is covalently bonded to the bulk hydrogel material and has an absorption peak (i.e., a Soret peak or band) in the region from 395 nm to 435 nm in the visible absorption spectrum, A UV / HEVL filtering contact lens in which components (3), (4), and (5) are present in the bulk hydrogel material in amounts and ratios such that the UV / HEVL filtering contact lens has less than 10% UVA%T, less than 1% UVB%T, 45% or less HEVL%T, 20% or less %T at 420 nm, and 85% or more %T at wavelengths between 450 nm and 500 nm.

2. The UV / HEVL filtering contact lens according to claim 1, wherein the at least one UV-absorbing vinyl monomer comprises a benzotriazole-containing vinyl monomer and / or a benzophenone-containing vinyl monomer.

3. The above-mentioned at least one UV-absorbing vinyl monomer is defined by formula (1) 【Chemistry 1】 (In the formula: R １ and R ２ One of them is H, and R １ and R ２ The other is -L １ -E １ is a monovalent radical; E １ is vinyl, vinyloxy, allyl, allyloxy, (meth)acryloxy, or (meth)acrylamide; L １ is a direct bond, C １ ~C ６ alkylene divalent radical, or -L ２ -X １ -L ３ - bond; L ２ is a direct bond, C １ ~C ３ alkylene divalent radical, 【Chemistry 2】 X １ is O, NH, or 【Transformation 3】 And R ３ and R ４ is methyl or ethyl; L ３ is C １ ~C ６ It contains a benzotriazole-containing vinyl monomer (which is an alkylene divalent radical), The above-mentioned at least one UV / HEVL-absorbing vinyl monomer is of formula (2) 【Chemistry 4】 (In the formula: R ５ H, F, Cl, CF ３ , CCl ３ ,CH ３ , or OCH ３ And R ６ and R ７ One of them is H, OCH ３ F, Cl, CF ３ , CCl ３ , or C １ ~C １０ It is alkyl, R ６ and R ７ The other is -L １ -E １ It is a monovalent radical; E １ L is vinyl, vinyloxy, allyl, allyloxy, (meth)acryloxy, or (meth)acrylamide; １ Direct bond, C １ ~C ６ Alkylene divalent radical, or -L ２ -X １ -L ３ - is a combination; L ２ Direct bond, C １ ~C ３ Alkylene divalent radical, 【Transformation 5】 X １ is O, NH, or 【Transformation 6】 And R ３ and R ４ is methyl or ethyl; L ３ is C １ ~C ６ It is an alkylene divalent radical, however Ｒ 5, R ６ , and R ７ A UV / HEVL filtering contact lens according to claim 1, comprising a benzotriazole-containing vinyl monomer (at least two of which are not H).

4. The at least one UV-absorbing vinyl monomer includes 2-(2'-hydroxy-5'-vinylphenyl)-2H-benzotriazole, 2-(2'-hydroxy-5'-methacryloxyphenyl)-2H-benzotriazole, 2-(2'-hydroxy-5'-acryloyloxyphenyl)-2H-benzotriazole, 2-[2'-hydroxy-5'-(2-methacryloxyethyl)phenyl)]-2H-benzotriazole (Norblock), 2-[2'-hydroxy-5'-(2-acryloxyethyl)phenyl)]-2H-benzotriazole, 2-(2'-hydroxy-5'-methacryloxypropylphenyl)-2H-benzotriazole, 2-(2'-hydroxy-5'-acryloxypropylphenyl)-2H-benzotriazole, or a combination thereof, and the at least one UV / HEVL The absorbent vinyl monomers are 2-(2'-hydroxy-3'-methacrylamidemethyl-5'-tert-octylphenyl)-2-benzotriazole, 2-(2'-hydroxy-5'-methacrylamidephenyl)-5-chlorobenzotriazole, 2-(2'-hydroxy-5'-methacrylamidephenyl)-5-methoxybenzotriazole, 2-(2'-hydroxy-5'-glycidooxypropyl-3'-t-butylphenyl)-5-chlorobenzotriazole, 4-allyl-2-(5-chloro-2H-benzo[d][1,2,3]triazol-2-yl)-6-methoxyphenol, 2{2'-hydroxy-3'-tert-butyl-5'-[3"-(4"-vinylbenzyloxy)propoxy]phenyl}-5-methoxy-2H-benzotriazole, 2-(5-chloro-2H-benzotriazol-2-yl)-6-(1,1. Dimethylethyl)-4-ethenylphenol, 2-[2'-hydroxy-3'-tert-butyl-5'-(3'-methacryloyloxypropoxy)phenyl]-2H-benzotriazole, 2{2'-hydroxy-3'-tert-butyl-5'-[3'-methacryloyloxypropoxy]phenyl}-5-methoxy-2H-benzotriazole, 2-{2'-hydroxy-3'-tert-butyl-5'-[3'-methacryloyloxypropoxy]phenyl}-5-chloro-2H-benzotriazole, 2[2'-H [Droxy-3'-tert-butyl-5'-(3'-acryloyloxypropoxy)phenyl]-5-trifluoromethyl-2H-benzotriazole, 2-(2'-hydroxy-5-methacrylamidephenyl)-5-methoxybenzotriazole, 2-(3-allyl-2-hydroxy-5-methylphenyl)-2H-benzotriazole, 2-(2-hydroxy-3-methallyl-5-methylphenyl)-2H-benzotriazole, 2-3'-t-butyl-2'-hydroxy-5'-(3''-dimethylvinylsilylpropoxy )-2'-hydroxyphenyl)-5-methoxybenzotriazole, 2-(2'-hydroxy-5'-methacryloylpropyl-3'-tert-butylphenyl)-5-methoxy-2H-benzotriazole, 2-(2'-hydroxy-5'-acryloylpropyl-3'-tert-butylphenyl)-5-methoxy-2H-benzotriazole, 2-methylacrylic acid 3-[3-tert-butyl-5-(5-chlorobenzotriazol-2-yl)-4-hydroxyphenyl]-propyl ester, 2-(3-(tert- A UV / HEVL filtering contact lens according to claim 3, comprising: butyl)-4-hydroxy-5-(5-methoxy-2H-benzo[d][1,2,3]triazol-2-yl)phenoxy)ethyl methacrylate; 2-(5-chloro-2H-benzotriazol-2-yl)-6-methoxy-4-(2-propen-1-yl)-phenol; 2-[2-hydroxy-5-[3-(methacryloyloxy)propyl]-3-tert-butylphenyl]-5-chloro-2H-benzotriazole; or a combination thereof.

5. The UV / HEVL filtering contact lens according to any one of claims 1 to 4, wherein the at least one Cu(II)-porphyrin comprises a Cu(II)-meso-aryl substituted porphyrin.

6. The above-mentioned at least one type of Cu(II)-porphyrin is of formula (3) or (4) 【Transformation 7】 (In the formula: Each R ８ and R ９ These are, independently, H, Cl, F, and substituted or unsubstituted C. １ ~C ２０ Alkyl, substituted, or unsubstituted C １ ~C ２０ Alkenyl, substituted or unsubstituted C １ ~C ２０ Alkinyl, or two adjacent R ８ The groups, together with the atoms to which they are bonded, are substituted or unsubstituted C ６ ~C １４ Aryl, substituted, or unsubstituted C ３ ~C １４ Carbocyclyl, substituted or unsubstituted C ５ ~C １４ Heteroaryl, or substituted or unsubstituted C ３ ~C １４ Forming heterocyclines; A ２ 、 A ３ 、 A ４ 、 A ５ 、 and A ６ are each independently H, Cl, F, CCl ３ 、 CF ３ 、 CH ３ 、 CH(CH ３ ) ２ 、 C(CH ３ ) ３ 、 OCH ３ 、 OH, NO ２ 、 or -L １ -E １ is a monovalent radical; A ７ and A １１ are each independently Cl, F, CCl ３ , CF ３ , CH ３ , CH(CH ３ ), ２ , C(CH ３ ), ３ , OCH ３ , OH, or NO2; A ８ A ９ , and A １０ These are H, Cl, F, and CCl, which are independent of each other. ３ CF ３ ,CH ３ , CH (CH ３ ) ２ , C (CH ３ ) ３ , OCH ３ OH, NH ２ Or NO ２ And; E １ is vinyl, vinyloxy, allyl, allyloxy, (meth)acryloxy, or (meth)acrylamide; L １ Direct bond, C １ ~C ６ Alkylene divalent radical, or -L ２ -X １ -L ３ It is a combination of -; L ２ Direct bond, C １ ~C ３ Alkylene divalent radical, 【Transformation 8】 X １ is O, NH, or 【Chemistry 9】 And R ３ and R ４ is methyl or ethyl; L ３ C １ ~C ６ It is an alkylene divalent radical; However, A ２ A ３ A ４ A ５ , and A ６ One of them is -L １ -E １ A UV / HEVL filtering contact lens according to claim 5, comprising a Cu(II)-meso-aryl-substituted porphyrin (which is a monovalent radical).

7. The UV / HEVL filtering contact lens according to claim 6, wherein the components (3), (4), and (5) present in the dry bulk hydrogel material total 0.6% to 3.5% by weight.

8. The at least one hydrophilic vinyl monomer is an alkyl(meth)acrylamide selected from the group consisting of (meth)acrylamide, N,N-dimethyl(meth)acrylamide, N-ethyl(meth)acrylamide, N,N-diethyl(meth)acrylamide, N-propyl(meth)acrylamide, N-isopropyl(meth)acrylamide, N-3-methoxypropyl(meth)acrylamide, and combinations thereof; (2) N-2-hydroxylethyl(meth)acrylamide, N,N-bis(hydroxyethyl)(meth)acrylamide, N-3-hydroxypropyl(meth)acrylamide, N-2-hydroxypropyl(meth)acrylamide, N-2,3-dihydroxypropyl(meth)acrylamide, N-tris(hydroxymethyl)methyl(meth)acrylamide, 2-hydroxyethyl(meth)acrylate, 3-hydroxypropyl(meth)acrylate, 2-hydroxypropyl(meth)acrylate, glycerol methacrylate (GMA), di(ethylene glyco (1) Hydroxyl-containing acrylic monomers selected from the group consisting of (meth)acrylate, tri(ethylene glycol)(meth)acrylate, tetra(ethylene glycol)(meth)acrylate, poly(ethylene glycol)(meth)acrylate having a number average molecular weight up to 1500, poly(ethylene glycol)ethyl(meth)acrylamide having a number average molecular weight up to 1500, and combinations thereof; (2) Carboxyl-containing acrylic monomers selected from the group consisting of 2-(meth)acrylamide glycolic acid, (meth)acrylic acid, ethylacrylic acid, 3-(meth)acrylamide propionic acid, 5-(meth)acrylamide pentanoic acid, 4-(meth)acrylamide butanoic acid, 3-(meth)acrylamide-2-methylbutanoic acid, 3-(meth)acrylamide-3-methylbutanoic acid, 2-(meth)acrylamide-2-methyl-3,3-dimethylbutanoic acid, 3-(meth)acrylamide hexanoic acid, 4-(meth)acrylamide-3,3-dimethylhexanoic acid, and combinations thereof;(4) Amino-containing acrylic monomers selected from the group consisting of N-2-aminoethyl (meth)acrylamide, N-2-methylaminoethyl (meth)acrylamide, N-2-ethylaminoethyl (meth)acrylamide, N-2-dimethylaminoethyl (meth)acrylamide, N-3-aminopropyl (meth)acrylamide, N-3-methylaminopropyl (meth)acrylamide, N-3-dimethylaminopropyl (meth)acrylamide, 2-aminoethyl (meth)acrylate, 2-methylaminoethyl (meth)acrylate, 2-ethylaminoethyl (meth)acrylate, 3-aminopropyl (meth)acrylate, 3-methylaminopropyl (meth)acrylate, 3-ethylaminopropyl (meth)acrylate, 3-amino-2-hydroxypropyl (meth)acrylate, trimethylammonium 2-hydroxypropyl (meth)acrylate hydrochloride, dimethylaminoethyl (meth)acrylate, and combinations thereof;(5) N-vinylpyrrolidone (also known as N-vinyl-2-pyrrolidone), N-vinyl-3-methyl-2-pyrrolidone, N-vinyl-4-methyl-2-pyrrolidone, N-vinyl-5-methyl-2-pyrrolidone, N-vinyl-6-methyl-2-pyrrolidone, N-vinyl-3-ethyl-2-pyrrolidone, N-vinyl-4,5-dimethyl-2-pyrrolidone, N-vinyl-5,5-dimethyl-2-pyrrolidone N-vinyl-3,3,5-trimethyl-2-pyrrolidone, N-vinylpiperidone (also known as N-vinyl-2-piperidone), N-vinyl-3-methyl-2-piperidone, N-vinyl-4-methyl-2-piperidone, N-vinyl-5-methyl-2-piperidone, N-vinyl-6-methyl-2-piperidone, N-vinyl-6-ethyl-2-piperidone, N-vinyl-3,5-dimethyl-2-piperidone N-vinylamide monomers selected from the group consisting of lidone, N-vinyl-4,4-dimethyl-2-piperidone, N-vinylcaprolactam (also known as N-vinyl-2-caprolactam), N-vinyl-3-methyl-2-caprolactam, N-vinyl-4-methyl-2-caprolactam, N-vinyl-7-methyl-2-caprolactam, N-vinyl-7-ethyl-2-caprolactam, N-vinyl-3,5-dimethyl-2-caprolactam, N-vinyl-4,6-dimethyl-2-caprolactam, N-vinyl-3,5,7-trimethyl-2-caprolactam, N-vinyl-N-methylacetamide, N-vinylformamide, N-vinylacetamide, N-vinylisopropylamide, N-vinyl-N-ethylacetamide, N-vinyl-N-ethylformamide, and mixtures thereof;(6) 1-methyl-3-methylene-2-pyrrolidone, 1-ethyl-3-methylene-2-pyrrolidone, 1-methyl-5-methylene-2-pyrrolidone, 1-ethyl-5-methylene-2-pyrrolidone, 5-methyl-3-methylene-2-pyrrolidone, 5-ethyl-3-methylene-2-pyrrolidone, 1-n-propyl-3-methylene-2-pyrrolidone, 1-n-propyl-5-methylene-2-pyrrolidone, 1-isopropyl-3-methylene-2-pyrrolidone, 1-isopropyl-5-methylene-2-pyrrolidone, 1- (7) Methylene-containing pyrrolidone monomers selected from the group consisting of n-butyl-3-methylene-2-pyrrolidone, 1-tert-butyl-3-methylene-2-pyrrolidone, and combinations thereof; (7) C having a number average molecular weight up to 1500, ethylene glycol methyl ether (meth)acrylate, di(ethylene glycol) methyl ether (meth)acrylate, tri(ethylene glycol) methyl ether (meth)acrylate, tetra(ethylene glycol) methyl ether (meth)acrylate; １ ~C ４ - Selected from the group consisting of alkoxy poly(ethylene glycol) (meth)acrylate, methoxy-poly(ethylene glycol) ethyl (meth)acrylamide having a number average molecular weight up to 1500, and combinations thereof, C １ ~C ４ Acrylic monomers having an alkoxyethoxy group; (8) Vinyl ether monomers selected from the group consisting of ethylene glycol monovinyl ether, di(ethylene glycol) monovinyl ether, tri(ethylene glycol) monovinyl ether, tetra(ethylene glycol) monovinyl ether, poly(ethylene glycol) monovinyl ether, ethylene glycol methyl vinyl ether, di(ethylene glycol) methyl vinyl ether, tri(ethylene glycol) methyl vinyl ether, tetra(ethylene glycol) methyl vinyl ether, poly(ethylene glycol) methyl vinyl ether, and combinations thereof; (9) Ethylene glycol monoallyl ether, di(ethylene glycol) monoallyl ether, tri(ethylene glycol) monoallyl ether, tetra(ethylene glycol) monoallyl ether, poly(ethylene glycol) monoallyl ether, ethylene glycol methyl allyl ether, di(ethylene glycol) methyl allyl ether, tri(ethylene glycol) methyl allyl ether, tetra(ethylene glycol) methyl allyl ether Allyl ether monomers selected from the group consisting of ethers, poly(ethylene glycol)methyl allyl ethers, and combinations thereof; (10) (meth)acryloyloxyethyl phosphorylcholine, (meth)acryloyloxypropyl phosphorylcholine, 4-((meth)acryloyloxy)butyl-2'-(trimethylammonio)ethyl phosphate, 2-[(meth)acryloylamino]ethyl-2'-(trimethylammonio)-ethyl phosphate, 3-[(meth)acryloylamino]propyl-2'-(trimethylammonio) O) Ethyl phosphate, 4-[(meth)acryloylamino]butyl-2'-(trimethylammonio)ethyl phosphate, 5-((meth)acryloyloxy)pentyl-2'-(trimethylammonio)ethyl phosphate, 6-((meth)acryloyloxy)hexyl-2'-(trimethylammonio)-ethyl phosphate, 2-((meth)acryloyloxy)ethyl-2'-(triethylammonio)ethyl phosphate, 2-((meth)acryloyloxy)ethyl-2'-(tripropylammonio)ethyl phosphate,2-((meth)acryloyloxy)ethyl-2'-(tributylammonio)ethyl phosphate, 2-((meth)acryloyloxy)propyl-2'-(trimethylammonio)-ethyl phosphate, 2-((meth)acryloyloxy)butyl-2'-(trimethylammonio)ethyl phosphate, 2-((meth)acryloyloxy)pentyl-2'-(trimethylammonio)ethyl phosphate, 2-((meth)acryloyloxy)hexyl-2'-(trimethylammonio)ethyl phosphate, 2-(vinyloxy)ethyl-2'-(trimethylammonio)ethyl phosphate, 2-(allyloxy)ethyl-2'-(trimethylammonio)ethyl phosphate, 2-(vinyloxycarbonyl)ethyl-2'-(trimethylammonio)ethyl phosphate, 2- A UV / HEVL filtering contact lens according to claim 7, comprising: (allyloxycarbonyl)ethyl-2'-(trimethylammonio)-ethyl phosphate, 2-(vinylcarbonylamino)ethyl-2'-(trimethylammonio)ethyl phosphate, 2-(allyloxycarbonylamino)ethyl-2'-(trimethylammonio)ethyl phosphate, 2-(butenoyloxy)ethyl-2'-(trimethylammonio)ethyl phosphate, and combinations thereof; (11) allyl alcohol; (12) N-2-hydroxyethyl vinylcarbamate; (13) N-carboxyvinyl-β-alanine (VINAL); (14) N-carboxyvinyl-α-alanine; (15) or combinations thereof.

9. The UV / HEVL filtering contact lens according to claim 8, wherein the bulk hydrogel material is a non-silicone hydrogel material, and the non-silicone hydrogel material contains at least 50 mol% of repeating units of the at least one hydroxyl-containing vinyl monomer.

10. The bulk hydrogel material is (1) Repeating units of at least one siloxane-containing vinyl monomer selected from the group consisting of vinyl monomers having a bis(trialkylsilyloxy)alkylsilyl group, vinyl monomers having a tris(trialkylsilyloxy)silyl group, polysiloxane vinyl monomers, 3-methacrylateoxypropylpentamethyldisiloxane, t-butyldimethyl-siloxyethyl vinyl carbonate, trimethylsilylethyl vinyl carbonate, trimethylsilylmethyl vinyl carbonate, and combinations thereof; and / or (2) A repeating unit of at least one vinyl crosslinking agent comprising at least one polysiloxane-containing vinyl crosslinking agent; (i) Monovalent carbon having one methyl substituent and 2 to 6 hydroxyl groups ４ ~C ４０ Di(meth)acryloyloxy-terminated polysiloxane vinyl crosslinking agents having organic radical substituents, dimethylsiloxane units, and hydrophilic siloxane units; (ii) Formula (G) 【Chemistry 10】 (In the formula: Given that d2 / d1 is between 0.035 and 0.15, d1 is an integer between 30 and 500, and d2 is an integer between 1 and 75; X ０１ is O or NR ＩＮ And R ＩＮ is hydrogen or C １ ~C １０ - Alkyl; R Ｉ０ is hydrogen or methyl; R Ｉ１ and R Ｉ２ These are, independently of each other, substituted or non-substituted C １ ~C １０ Alkylene divalent group or -R Ｉ４ -O-R Ｉ５ - is a divalent group, and here R Ｉ４ and R Ｉ５ These are, independently of each other, substituted or non-substituted C １ ~C １０ It is a divalent alkylene group; R Ｉ３ These are equations (G-1) to (G-5) 【Chemistry 11】 It is one of the monovalent bases, k1 is zero or 1; m1 is an integer between 2 and 4; m2 is an integer between 1 and 5; m3 is an integer between 3 and 6; m4 is an integer between 2 and 5; R Ｉ６ is hydrogen or methyl; R Ｉ７ C has a valence of (m² + 1). ２ ~C ６ It is a hydrocarbon group; R Ｉ８ C has a valence of (m⁴+1). ２ ~C ６ It is a hydrocarbon group; R Ｉ９ is ethyl or hydroxymethyl; R Ｉ１０ It is methyl or hydromethyl, R Ｉ１１ is hydroxyl or methoxy; X Ｉ１ is a -S- sulfur bond or -NR Ｉ１２ - is a tertiary amino bond, and here R Ｉ１２ C １ ~C １ Alkyl, hydroxyethyl, hydroxypropyl, or 2,3-dihydroxypropyl; X Ｉ２ teeth, 【Chemistry 12】 It is an amide bond, R Ｉ１３ is hydrogen or C １ ~C １０ A hydrophilic polysiloxane vinyl crosslinking agent (which is alkyl), (iii) A vinyl crosslinking agent comprising one single polydiorganosiloxane segment and two terminal ethylenically unsaturated groups selected from the group consisting of (meth)acryloyloxy groups, (meth)acryloylamino groups, vinyl carbonate groups, and vinyl carbamate groups. (iv) A chain-extended polysiloxane vinyl crosslinking agent comprising at least two polydiorganosiloxane segments, a covalent linker between each pair of polydiorganosiloxane segments, and two terminal ethylenically unsaturated groups selected from the group consisting of (meth)acryloyloxy groups, (meth)acryloylamino groups, vinyl carbonate groups, and vinyl carbamate groups. (v) α,ω-bis[3-(meth)acrylamidopropyl]-terminal polydimethylsiloxane, α,ω-bis[3-(meth)acryloxypropyl]-terminal polydimethylsiloxane, α,ω-bis[3-(meth)acryloxy-2-hydroxypropyloxypropyl]-terminal polydimethylsiloxane, α,ω-bis[3-(meth)acryloxyethoxy-2-hydroxypropyloxypropyl]-terminal polydimethylsiloxane, α,ω-bis[3-(meth)acryloxypropyloxy-2-hydroxypropyloxypropyl]-terminal poly Methylsiloxane, α,ω-bis[3-(meth)acrylooxyisopropyloxy-2-hydroxypropyloxypropyl]-terminated polydimethylsiloxane, α,ω-bis[3-(meth)acrylooxybutyloxy-2-hydroxypropyloxypropyl]-terminated polydimethylsiloxane, α,ω-bis[3-(meth)acrylamidoethoxy-2-hydroxypropyloxypropyl]-terminated polydimethylsiloxane, α,ω-bis[3-(meth)acrylamidopropyloxy-2-hydroxypropyloxypropyl]-terminated polydimethyl Siloxane, α,ω-bis[3-(meth)acrylamideisopropyloxy-2-hydroxypropyloxypropyl]-terminated polydimethylsiloxane, α,ω-bis[3-(meth)acrylamidebutyloxy-2-hydroxypropyloxypropyl]-terminated polydimethylsiloxane, α,ω-bis[3-(meth)acryloxyethylamino-2-hydroxypropyloxypropyl]-terminated polydimethylsiloxane, α,ω-bis[3-(meth)acryloxypropylamino-2-hydroxypropyloxypropyl]-terminated polydimethylsiloxane Xane, α,ω-bis[3-(meth)acryloxybutylamino-2-hydroxypropyloxypropyl]-terminated polydimethylsiloxane, α,ω-bis[(meth)acrylamideethylamino-2-hydroxypropyloxypropyl]-terminated polydimethylsiloxane, α,ω-bis[3-(meth)acrylamidepropylamino-2-hydroxypropyloxypropyl]-terminated polydimethylsiloxane, α,ω-bis[3-(meth)acrylamide-butylamino-2-hydroxypropyloxypropyl]-terminated polydimethylsiloxane, α,A first polysiloxane vinyl crosslinking agent selected from the group consisting of ω-bis[(meth)acrylooxy-2-hydroxypropyloxy-ethoxypropyl]-terminated polydimethylsiloxane, α,ω-bis[(meth)acrylooxy-2-hydroxypropyl-N-ethylaminopropyl]-terminated polydimethylsiloxane, α,ω-bis[(meth)acrylooxy-2-hydroxypropyl-aminopropyl]-polydimethylsiloxane, α,ω-bis[(meth)acrylooxy-2-hydroxypropyloxy-(polyethyleneoxy)propyl]-terminated polydimethylsiloxane, α,ω-bis[(meth)acrylooxyethylamino-carbonyloxy-ethoxypropyl]-terminated polydimethylsiloxane, α,ω-bis[(meth)acrylooxyethylamino-carbonyloxy-(polyethyleneoxy)propyl]-terminated polydimethylsiloxane, or a combination thereof, (vi) combinations of those A UV / HEVL filtering contact lens according to claim 8, comprising a silicone hydrogel material containing the above.

11. The UV / HEVL filtering contact lens according to claim 10, having, in a fully hydrated state, an oxygen permeability of at least 40 bar at 35°C, an elastic modulus of 2.0 MPa or less at a temperature of 22°C to 28°C, and a water content of 15% to 70% at a temperature of 22°C to 28°C.

12. The UV / HEVL filtering contact lens according to claim 11, wherein the at least one vinyl crosslinking agent comprises at least one non-silicone vinyl crosslinking agent.

13. The UV / HEVL filtering contact lens according to claim 11, wherein the bulk hydrogel material comprises repeating units of at least one hydrophobic non-silicone vinyl monomer; and / or repeating units of polymerizable dye.

14. The at least one hydrophobic non-silicone vinyl monomer is C １ ~C １０ A UV / HEVL filtering contact lens according to claim 13, comprising alkyl (meth)acrylate, cyclopentyl acrylate, cyclohexyl methacrylate, cyclohexyl acrylate, isobornyl (meth)acrylate, styrene, 4,6-trimethylstyrene (TMS), t-butylstyrene (TBS), trifluoroethyl (meth)acrylate, hexafluoroisopropyl (meth)acrylate, hexafluorobutyl (meth)acrylate, or a combination thereof, wherein the polymerizable dye is 1,4-bis(4-(2-methacrylatexylethyl)phenylamino)anthraquinone (Reactive Blue 246), 1,4-bis((2-hydroxyethyl)amino)-9,10-anthracendione-bis(2-propenoic acid) ester (Reactive Blue 247), or a combination thereof.

15. The UV / HEVL filtering contact lens according to claim 11, wherein the weight ratio of component (3) to component (4) in the dry bulk hydrogel material is at least 1.2, and the weight ratio of component (4) to component (5) is at least 1.5.

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