High refractive index siloxane insert materials for implantable contact lenses

Abstract

The present invention generally relates to inserts for embedding in silicone hydrogel contact lenses. The inserts are made from crosslinked materials that are rigid in a dry state at room temperature (about 22°C to about 26°C) and have high oxygen permeability and a high refractive index when fully hydrated. Such materials are useful for producing inserts in implantable contact lenses for correcting corneal astigmatism, presbyopia, and color blindness, and for imparting photochromic characteristics to lenses. The present invention also relates to methods for producing implantable silicone hydrogel contact lenses containing the inserts of the present invention therein, and to implantable silicone hydrogel contact lenses containing the inserts of the present invention therein.

Description

[Technical field]

[0001] The present invention relates generally to inserts comprising crosslinked polymeric materials having high oxygen permeability and high refractive index, and which are useful for producing soft and rigid inserts for implantable contact lenses. Additionally, the present invention provides methods for producing inserts made from the crosslinked polymeric materials of the present invention. [Background technology]

[0002] Recently, it has been proposed that various inserts can be incorporated into hydrogel contact lenses for various purposes, such as corneal health, vision correction, diagnostics, etc. See, for example, U.S. Patent Nos. 4,268,132, 4,401,371, 5,098,546, 5,156,726, 6,851,805, 7,490,936, 7,883,207, 8,154,804, 8,215,770, 8,348,424, 8,874,182, 9,176,332, 9,618,773, 10,203,521, and 10,209,534, and U.S. Patent Application Publication No. 20040141. See US Pat. No. 150, US Pat. No. 20040212779, US Pat. No. 2008 / 0208335, US Pat. No. 2009 / 0091818, US Pat. No. 20090244477, US Pat. No. 2010 / 0072643, US Pat. No. 2010 / 0076553, US Pat. No. 20110157544, US Pat. No. 2012 / 0120365, US Pat. No. 2012 / 0140167, US Pat. No. 2012 / 0234453, US Pat. No. 2014 / 0276481, and US Pat. No. 2015 / 0145155. Summary of the Invention [Problem to be solved by the invention]

[0003] The insert is typically made of a non-hydrogel material that is incapable of absorbing water, is non-water swellable, has low oxygen permeability and a relatively low refractive index. High oxygen permeability of the insert is required to minimize adverse effects on corneal health. A high refractive index is desirable to provide high optical performance to the implantable contact lens. There are no manufacturing and handling problems associated with the softness and stickiness of the insert material; It is desirable to manufacture the insert from a material that has a high oxygen permeability and a high refractive index. [Means for solving the problem]

[0004] In one aspect, the present invention provides an insert for embedding in a silicone hydrogel contact lens, the insert comprising a crosslinked polymeric material comprising: (1) repeating units of at least one vinyl-functional polysiloxane, each of which contains at least two vinyl groups directly bonded to a silicon atom, and at least 15 mole percent of the siloxane units each having at least one phenyl substituent; (2) repeating units of at least one aryl acrylic monomer; and (3) repeating units of at least one vinyl crosslinker, the sum of the amounts of components (1) and (2) being at least about 70% by weight based on the total weight of the crosslinked polymeric material, the crosslinked polymeric material in a dry state having a glass transition temperature greater than about 30° C., the crosslinked polymeric material having a water content of less than about 5% by weight, an oxygen permeability of at least about 40 barrers, and a refractive index of at least about 1.47.

[0005] In another aspect, the present invention provides a method for making implantable silicone hydrogel contact lenses, each of which includes an insert according to the present invention.

[0006] The present invention provides, in a further aspect, an implantable silicone hydrogel contact lens comprising an insert of the present invention therein.

[0007] These and other aspects of the present invention will become apparent from the following description of the presently preferred embodiments. The following detailed description is merely exemplary in nature and is not intended to limit the scope of the present invention as defined by the appended claims and their equivalents. As would be apparent to one skilled in the art, many variations and modifications of the present invention may be implemented without departing from the spirit and scope of the novel concepts of the present disclosure. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0008] Unless otherwise defined, all technical and scientific terms used herein have the same meaning as commonly understood by those skilled in the art to which this invention belongs. In general, the nomenclature and experimental procedures used herein are well known and commonly used in the art. Conventional methods are used for these procedures, such as those provided in the art and various general references. Where a term is given in the singular, the inventors also contemplate the plural form of the term. The nomenclature used herein and the experimental procedures described below are well known and commonly used in the art.

[0009] In this application, the term "about" as used herein means that the number referred to as "about" includes the stated number plus or minus 1 to 10% of the stated number.

[0010] "Contact lens" refers to a structure that can be placed on or in the eye of a wearer. A contact lens can, but need not, correct, improve or alter the user's vision. Contact lenses can be of any suitable material known in the art or later developed, and they can be soft lenses, hard lenses, or implantable lenses.

[0011] "Hydrogel contact lenses" refer to contact lenses that comprise a hydrogel bulk (core) material. The hydrogel bulk material can be a non-silicone hydrogel material, or preferably a silicone hydrogel material. "Silicone hydrogel contact lenses" refer to contact lenses that comprise a silicone hydrogel bulk (core) material.

[0012] "Hydrogel" or "hydrogel material" refers to a crosslinked polymeric material that has a three-dimensional polymer network (i.e., polymer matrix) and is insoluble in water but can retain at least 10% by weight of water in its polymer matrix when fully hydrated (or equilibrated).

[0013] "Silicone hydrogel" or "SiHy" refers to a silicone-containing hydrogel obtained by copolymerization of a polymerizable composition comprising at least one silicone-containing monomer or at least one silicone-containing macromer or at least one crosslinkable silicone-containing prepolymer.

[0014] Siloxane, often also called silicone, refers to a molecule that has at least one -Si-O-Si- moiety, where each Si atom has two organic groups as substituents.

[0015] The term "non-silicone hydrogel" as used in this application refers to a hydrogel that does not contain silicon in theory.

[0016] "Implantable silicone hydrogel contact lens" refers to a silicone hydrogel contact lens that includes at least one insert made from a non-hydrogel material and embedded within a silicone hydrogel material as the primary lens material of the contact lens.

[0017] "Insert" refers to any three-dimensional article made from a non-hydrogel material and having dimensions of at least 5 microns, but smaller enough to be embedded in a silicone hydrogel contact lens. In accordance with the present invention, the non-hydrogel material can be any material that absorbs less than 5% by weight of water when fully hydrated (preferably about 4% by weight or less, more preferably about 3% by weight or less, and even more preferably about 2% by weight or less).

[0018] According to the present invention, the insert of the present invention has a thickness less than any thickness of the implantable silicone hydrogel contact lens in the area where the insert is embedded. The insert can have any geometric shape and any desired function. Examples of preferred inserts include, but are not limited to, thin rigid disks to provide a rigid center optic for masking astigmatism, such as rigid gas permeable (RGP) contact lenses, multifocal lens inserts, photochromic inserts, cosmetic inserts with color patterns printed thereon, and the like.

[0019] "Hydrophilic," as used herein, describes a material or portion thereof that tends to associate with water rather than with lipids.

[0020] The term "room temperature" refers to a temperature between about 22°C and about 26°C.

[0021] The term "soluble" with respect to a compound or substance in a solvent means that the compound or substance can be dissolved in the solvent to provide a solution having a concentration of at least about 0.5% by weight at room temperature (i.e., a temperature of about 22°C to about 26°C).

[0022] The term "insoluble" with respect to a compound or substance in a solvent means that the compound or substance can be dissolved in the solvent to provide a solution having a concentration of less than about 0.01% by weight at room temperature (defined above).

[0023] "Vinyl monomer" refers to a compound that has one single ethylenically unsaturated group, is soluble in a solvent, and can be polymerized chemically or thermally.

[0024] As used in this application, the term "ethylenically unsaturated group" is used broadly herein and is intended to encompass any group that contains at least one >C=C< group. Exemplary ethylenically unsaturated groups include, but are not limited to, (meth)acryloyl [ka] , allyl, vinyl, styrenyl or other C=C containing groups.

[0025] The term "acrylic monomer" refers to a vinyl monomer having one single (meth)acryloyl group. Examples of acrylic monomers include (meth)acryloxy [or (meth)acryloyloxy] monomers and (meth)acrylamide monomers.

[0026] "(Meth)acryloxy monomer" or "(meth)acryloyloxy monomer" means [ka] It refers to a vinyl monomer having one single group.

[0027] "(Meth)acrylamide monomer" is [ka] (In the formula, R o is H or C 1 ~C 4 It refers to a vinyl monomer having one single group (which is alkyl).

[0028] The term "aryl acrylic monomer" refers to an acrylic monomer that has at least one aromatic ring.

[0029] "(Meth)acryloxy monomer" or "(meth)acryloyloxy monomer" means [ka] It refers to a vinyl monomer having one single group.

[0030] "(Meth)acrylamide monomer" is [ka] (In the formula, R o is H or C 1 ~C 4 It refers to a vinyl monomer having one single group (which is alkyl).

[0031] The term "(meth)acrylamide" refers to methacrylamide and / or acrylamide.

[0032] The term "(meth)acrylate" refers to methacrylate and / or acrylate.

[0033] "N-vinyl amide monomer" refers to a monomer that has a vinyl group (-CH=CH 2 ) refers to an amide compound having the formula:

[0034] "Ene monomer" refers to a vinyl monomer having one single ene group.

[0035] "Hydrophilic vinylic monomer", "hydrophilic acrylic monomer", "hydrophilic (meth)acryloxy monomer" or "hydrophilic (meth)acrylamide monomer", as used herein, refers to a vinylic monomer, an acrylic monomer, a (meth)acryloxy monomer or a (meth)acrylamide monomer, respectively, that typically yields a homopolymer that is water soluble or can absorb at least 10 weight percent water.

[0036] "Hydrophobic vinylic monomer", "hydrophobic acrylic monomer", "hydrophobic (meth)acryloxy monomer" or "hydrophobic (meth)acrylamide monomer", as used herein, refers to a vinylic monomer, an acrylic monomer, a (meth)acryloxy monomer or a (meth)acrylamide monomer, respectively, that typically yields a homopolymer that is water insoluble or capable of absorbing at least less than 10% by weight of water.

[0037] The term "vinyl crosslinker" as used in this application refers to an organic compound having at least two ethylenically unsaturated groups. "Vinyl crosslinker" refers to a vinyl crosslinker having a molecular weight of 700 Daltons or less.

[0038] The term "terminal (meth)acryloyl group" refers to one (meth)acryloyl group at one of the two ends of the main chain (or backbone) of an organic compound, as known to those skilled in the art.

[0039] As used herein, "chemically" with respect to curing, crosslinking or polymerization of a polymerizable composition, prepolymer or material means that the curing (e.g., crosslinking and / or polymerization) is effected by actinic radiation, such as, for example, UV / visible radiation, ionizing radiation (e.g., gamma or X-ray radiation), microwave radiation, etc. Methods of thermal or chemical curing are well known to those skilled in the art.

[0040] As used in this application, the term "polymer" means a material formed by polymerizing / crosslinking one or more monomers, or macromers, or prepolymers, or combinations thereof.

[0041] "Macromer" or "prepolymer" refers to a compound or polymer that contains ethylenically unsaturated groups and has a number average molecular weight greater than 700 Daltons.

[0042] The term "molecular weight" of a polymeric material (including monomeric or macromeric materials) as used in this application refers to number average molecular weight unless otherwise specified or different test conditions are indicated. Those skilled in the art will recognize that molecular weight can be determined by 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 viscometry detector, a UV detector, and an infrared (IR) detector; MALDI-TOF MS (matrix-assisted desorption / ionization time-of-flight mass spectrometry); 1 Recognize methods to determine the molecular weight of polymers, such as according to H NMR (proton nuclear magnetic resonance) spectroscopy.

[0043] "Polysiloxane segment" or "polydiorganosiloxane segment" are interchangeable. [ka] (Wherein, SN is an integer of 3 or more, and R S1 and R S2 Each of the following is independent of the other: C 1 ~C 10 Alkyl;Phenyl;C 1 ~C 4 -Alkyl-substituted phenyl;C 1 ~C 4 -Alkoxy-substituted phenyl; Phenyl-C 1 ~C 6 -Alkyl; C 1 ~C 10 Fluoroalkyl;C 1 ~C 10 Fluoroether;Aryl;Aryl C 1 ~C 18 Alkyl; -alk-(OC 2 H 4 ) γ1 -OR o (Wherein, alk is C 1 ~C 6 is an alkylene diradical, R o is H or C 1 ~C 4alkyl, and γ1 is an integer from 1 to 10; a hydroxyl group (-OH), a carboxyl group (-COOH), an amino group (-NR N1 R N1 '), -NR N1 -amino bond, -CONR N1 -amide bond, -CONR N1 R N1 ' amide, -OCONH- urethane bond and C 1 ~C 4 C having at least one functional group selected from the group consisting of an alkoxy group or a linear hydrophilic polymer chain 2 ~C 40 Organic group (in the formula, R N1 and R N1 ' are each independently hydrogen or C 1 ~C 15 and a photochromic organic group having a photochromic group).

[0044] "Polysiloxane vinyl-based monomer" refers to a compound that contains at least one polysiloxane segment and one single ethylenically unsaturated group.

[0045] "Polydiorganosiloxane vinyl crosslinker" or "polysiloxane vinyl crosslinker" refer interchangeably to a compound that includes at least one polysiloxane segment and at least two ethylenically unsaturated groups.

[0046] "Linear polydiorganosiloxane vinyl crosslinker" or "linear polysiloxane vinyl crosslinker" refer interchangeably to a compound that includes a backbone that contains at least one polysiloxane segment and that is terminated with one ethylenically unsaturated group at each of the two ends of the backbone.

[0047] The terms "chain-extended polydiorganosiloxane vinyl crosslinker" or "chain-extended polysiloxane vinyl crosslinker" refer interchangeably to a compound that contains at least two ethylenically unsaturated groups and at least two polysiloxane segments, each pair of which is linked by a divalent radical.

[0048] As used herein, the term "fluid" denotes a material that can flow like a liquid.

[0049] As used in this application, the term "transparent" in reference to a polymerizable composition means that the polymerizable composition is a transparent solution or liquid mixture (i.e., has a light transmittance of 85% or more, preferably 90% or more, in the range of 400-700 nm).

[0050] The term "monovalent group" refers to an organic group that is obtained by removing a hydrogen atom from an organic compound and forms one bond with one other group in the organic compound. Examples include, but are not limited to, alkyl (by removing a hydrogen atom from an alkane), alkoxy (or alkoxyl) (by removing one hydrogen atom from a hydroxyl group of an alkyl alcohol), thiyl (by removing one hydrogen atom from a 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 hydrogel atom from an amine), and the like.

[0051] The term "divalent radical" refers to an organic group that is obtained by removing two hydrogen atoms from an organic compound and that forms 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.

[0052] In this application, the term "substituted" with respect to an alkyl or alkylenyl means that the alkyl or alkylenyl contains at least one substituent replacing a hydrogen atom of the alkyl or alkylenyl, and includes at least one substituent such as hydroxy (-OH), carboxy (-COOH), -NH 2 , sulfhydryl (-SH), C 1 ~C 4 Alkyl, C 1 ~C 4 Alkoxy, C 1 ~C 4 Alkylthio(alkyl sulfide), C 1 ~C 4 Acylamino, C 1 ~C 4 Alkylamino, Di-C 1 ~C 4 alkylamino, alkylamino, and combinations thereof.

[0053] A free radical initiator can be either a photoinitiator or a thermal initiator. A "photoinitiator" refers to a chemical that initiates a free radical crosslinking / polymerization reaction by using light. A "thermal initiator" refers to a chemical that initiates a free radical crosslinking / polymerization reaction by using thermal energy.

[0054] The specific "oxygen permeability" of the material, Dk i is the rate at which oxygen passes through a material. Oxygen permeability is usually expressed in units of barrers, where a "barrer" is the unit [(cm 3 oxygen)(mm) / (cm 2 )(sec)(mmHg)]×10 -10 Oxygen permeability can be measured according to the procedure described in Example 1.

[0055] The "oxygen permeability" of an insert or material, Dk / t, is the rate at which oxygen passes through a particular insert or material of average thickness t [in mm] over the area being measured. Oxygen permeability is usually expressed in units of barrer / mm, where "barrer / mm" is the average permeability of [(cm 3 oxygen) / (cm2 )(sec)(mmHg)]×10 -9 It is defined as:

[0056] The term "modulus" or "elastic modulus" with respect to a contact lens or material means the tensile modulus, i.e., Young's modulus, which is a measure of the embedment of a contact lens or material. The modulus can be measured according to the procedure described in Example 1.

[0057] "Raw state" refers to an insert obtained by casting of a polymerizable composition in a mold and which has not been subjected to extraction and / or hydration post-molding processes (i.e., has not been in contact with water or any organic solvent or any liquid after molding).

[0058] In general, the present invention relates to crosslinked materials that are rigid in a dry state at room temperature (about 22° C. to about 26° C.), have relatively high oxygen permeability and a high refractive index when fully hydrated, and are capable of becoming softer at temperatures above 32° C. Such materials are useful for making inserts in implantable contact lenses for the correction of corneal astigmatism, presbyopia, and color blind lenses, and for imparting photochromic characteristics to lenses.

[0059] The present invention is based in part on the discovery that when the polymerizable composition for producing the insert comprises as two main components (i.e., in a combination that constitutes at least about 70% by weight based on the total weight of the total polymerizable material), (1) at least one aryl acrylic monomer and (2) at least one vinyl-functional polysiloxane, each of which contains at least two vinyl groups directly bonded to one silicon atom, and at least 15 mole % of the siloxane units each have at least one phenyl substituent, and at least one vinyl-based crosslinker, an insert material can be obtained that has a relatively high oxygen permeability and a high refractive index, and is hard in a dry state (raw state) at room temperature. It is believed that by incorporating at least one of the described vinyl-functional polysiloxanes into the polymerizable composition for producing the insert material (crosslinked polymer material), the resulting insert material can have a relatively high oxygen permeability and a high refractive index. However, such an insert material is softer and more tacky at room temperature, and there are manufacturing and handling problems related to softness and tackiness. It is very difficult to open the mold in the green state and remove the cast-molded insert from the mold (i.e., "dry release and lens removal"). It has been found that by incorporating aryl acrylic monomers and / or crosslinkers into the polymerizable composition for making the insert, the resulting insert material can have a higher glass transition temperature (e.g., higher than 32°C), and is thereby hard in the dry state (i.e., green state) at room temperature. Due to their hard form in the dry state at room temperature, the manufacturing and handling problems associated with the softness and stickiness of the insert material can be significantly reduced or eliminated.

[0060] The present invention is also based in part on the discovery that by adding two different initiators (e.g., one thermal initiator such as Vazo-64 and one peroxide initiator such as ter-butyl peroxide 2-ethylhexyl carbonate) in such polymerizable compositions, two types of polymerization can be used in curing the polymerizable composition in forming the insert. The first type of polymerization (curing) is a free radical polymerization initiated by a thermal initiator (Vazo-64) at a temperature below 100°C. The other type of polymerization (curing) is a peroxide-activated curing system at higher temperatures (e.g., 120°C), which involves peroxide-induced free radical coupling between one vinyl and one methyl group of the siloxane unit. Insert materials can be obtained with the desired combination of properties such as oxygen permeability, refractive index, and elastic modulus suitable for implantable contact lenses for various applications. The performance of the implantable contact lenses can be optimized for a given application.

[0061] In one aspect, the present invention provides an insert comprising a crosslinked polymeric material for embedding in a silicone hydrogel contact lens, the insert comprising: (1) repeating units of at least one vinyl-functional polysiloxane, each of which contains at least two vinyl groups directly bonded to a silicon atom, and at least 15 mole percent of the siloxane units each having at least one phenyl substituent; (2) repeating units of at least one aryl acrylic monomer; and (3) repeating units of at least one vinyl crosslinker, wherein the combined amount of components (1) and (2) is at least about 70% by weight (preferably from about 75% to about 99% by weight, more preferably from about 80% to about 98% by weight, and even more preferably from about 100% to about 150% by weight) based on the total weight of the crosslinked polymeric material. The crosslinked polymer material preferably has a glass transition temperature of about 28°C or more (preferably about 30°C or more, more preferably about 32°C or more), and the crosslinked polymer material in a dry state has a water content of less than about 5% by weight (preferably about 4% by weight or less, more preferably about 3% by weight or less, even more preferably about 2% by weight or less), an oxygen permeability of at least about 40 barrers (preferably at least about 45 Barrers, more preferably at least about 50 Barrers, even more preferably at least about 55 Barrers), and a refractive index of at least about 1.47 (preferably at least about 1.49, more preferably at least about 1.51, even more preferably at least about 1.53).

[0062] It is understood that the weight percentage of each of the components of the crosslinked polymeric material of the insert of the present invention can be obtained based on the weight percentage of its corresponding polymerizable component (material) in the polymerizable composition for manufacturing the insert. Examples of such vinyl-functional polysiloxanes include, but are not limited to, vinyl-terminated polyphenylmethylsiloxane (e.g., PMV9925 from Gelest), vinylphenylmethyl-terminated phenylmethyl-vinylphenylsiloxane copolymer (e.g., PVV-3522 from Gelest), vinyl-terminated diphenylsiloxane-dimethylsiloxane copolymer (e.g., PDV-1625 from Gelest), or combinations thereof. Preferably, the vinyl-functional polysiloxane is vinyl-terminated polyphenylmethylsiloxane (e.g., PMV9925 from Gelest), vinylphenylmethyl-terminated phenylmethyl-vinylphenylsiloxane copolymer (e.g., PVV-3522 from Gelest), or combinations thereof.

[0063] According to the present invention, the aryl vinyl monomer is represented by the formula (i) or (II) [ka] {In formula, A 1 is H or CH 3 (preferably H); B 1 (CH 2 ) m1 or [O(CH 2 ) 2 ] Z1 (m1 is 2 to 6, and z1 is 1 to 10); Y 1 is a direct bond, O, S or NR' [R' is H, CH 3 , C n’ H 2n’+1 (n' = 1 to 10), iso-OC 3 H 7 , C 6 H 5 or CH 2 C 6 H 5 is;R a , R b , Rc , R d , R e , R f , R g , R h and R i are, independently of each other, H, C 1 ~C 12 Alkyl or C 1 ~C 12 alkoxy (preferably all H); w1 is 0 to 6, provided that m1+w1≦8; w2 is an integer from 1 to 3; and D 1 are H, Cl, Br, and C 1 ~C 4 Alkyl, C 1 ~C 4 Alkoxy, C 6 H 5 or CH 2 C 6 H 5 It is a vinyl monomer of the formula {

[0064] Examples of aryl acrylic monomers of formula (I) include, but are not limited to, 2-ethylphenoxyacrylate; 2-ethylphenoxymethacrylate; phenylacrylate; phenylmethacrylate; benzylacrylate; benzylmethacrylate; 2-phenylethylacrylate; 2-phenylethylmethacrylate; 3-phenylpropylacrylate; 3-phenylpropylmethacrylate; 4-phenylbutylacrylate; 4-phenylbutylmethacrylate; 4-methylphenylacrylate; 4-methylphenylmethacrylate. ;4-Methylbenzyl acrylate;4-Methylbenzyl methacrylate;2-(2-methylphenyl)ethyl acrylate;2-(2-methylphenyl)ethyl methacrylate;2-(3-methylphenyl)ethyl acrylate;2-(3-methylphenyl)ethyl methacrylate;2-(4-Methylphenyl)ethyl acrylate;2-(4-Methylphenyl)ethyl methacrylate;2-(4-Propylphenyl)ethyl acrylate;2-(4-Propylphenyl)ethyl methacrylate;2-(4-(1-methylethyl)phenyl)ethyl a Acrylates;2-(4-(1-methylethyl)phenyl)ethyl methacrylate;2-(4-methoxyphenyl)ethyl acrylate;2-(4-methoxyphenyl)ethyl methacrylate;2-(4-cyclohexylphenyl)ethyl acrylate;2-(4-cyclohexylphenyl)ethyl methacrylate;2-(2-chlorophenyl)ethyl acrylate;2-(2-chlorophenyl)ethyl methacrylate;2-(3-chlorophenyl)ethyl acrylate;2-(3-chlorophenyl)ethyl methacrylate;2-(4-chlorophenyl) Ethyl acrylate;2-(4-chlorophenyl)ethyl methacrylate;2-(4-bromophenyl)ethyl acrylate;2-(4-bromophenyl)ethyl methacrylate;2-(3-phenylphenyl)ethyl acrylate;2-(3-phenylphenyl)ethyl methacrylate;2-(4-phenylphenyl)ethyl acrylate;2-(4-phenylphenyl)ethyl methacrylate;2-(4-benzylphenyl)ethyl acrylate;2-(4-benzylphenyl)ethyl methacrylate;2-(phenylthio)ethyl acrylate;2-(phenylthio)ethyl methacrylate; 2-benzyloxyethyl acrylate; 3-benzyloxypropyl acrylate; 2-benzyloxyethyl methacrylate; 3-benzyloxypropyl methacrylate; 2-[2-(benzyloxy)ethoxy]ethyl acrylate; 2-[2-(benzyloxy)ethoxy]ethyl methacrylate; or combinations thereof. The aryl acrylic monomers of formula (I) listed above can be obtained from commercial sources or prepared by methods known in the art.

[0065] Preferred aryl acrylic monomers of formula (I) are 1 OCH 2 CH 2 , (OCH 2 CH 2 ) 2 , (OCH 2 CH 2 ) 3 or (CH 2 ) m1 m1 is 2 to 5; and Y 1 is a direct bond or O, w1 is 0 or 1, and D 1 is H. Most preferred are 2-phenylethyl acrylate, 3-phenylpropyl acrylate, 4-phenylbutyl acrylate, 5-phenylpentyl acrylate, 2-benzyloxyethyl acrylate, 3-benzyloxypropyl acrylate, 2-[2-(benzyloxy)ethoxy]ethyl acrylate, and the corresponding methacrylates.

[0066] The aryl acrylic monomer of formula (II) can be prepared from monofunctional polyphenyl ethers (i.e., those with one functional group such as hydroxyl, amino, or carboxyl). In general, monofunctional OH-terminated poly(phenyl ethers) are reacted with (meth)acrylic acid derivatives (e.g., acryloyl chloride, methacryloyl chloride, methacrylic anhydride, or isocyanatoalkyl acrylates or methacrylates) under coupling reaction conditions known to those skilled in the art. Monoamine and monocarboxylic acid terminated polyphenyl ethers are functionalized in a similar manner using appropriate (meth)acrylic acid derivatives. Monofunctional terminated polyphenyl ethers can be prepared by procedures described in the literature (J. Org. Chem., 1960, 25(9), pp1590-1595). The experimental procedures for preparing the aryl acrylic monomer of formula (II) can be found in US Pat. No. 10,064,977.

[0067] Any suitable vinyl crosslinking agent may be used in the present invention. Examples of preferred vinyl crosslinkers include, but are not limited to, ethylene glycol dimethacrylate; ethylene glycol diacrylate; 1,3-propanediol diacrylate; 1,3-propanediol dimethacrylate; 2,3-propanediol diacrylate; 2,3-propanediol dimethacrylate; 1,4-butanediol dimethacrylate; 1,4-butanediol diacrylate; 1,5-pentanediol dimethacrylate; 1,5-pentanediol diacrylate; 1,6-hexanediol dimethacrylate; 1,6-hexanediol diacrylate; diethylene glycol dimethacrylate; diethylene glycol diacrylate; triethylene glycol dimethacrylate; triethylene glycol diacrylate; tetraethylene glycol dimethacrylate; tetraethylene glycol diacrylate; allyl methacrylate; allyl acrylate; N,N'-methylenebis(acrylamide); N,N'-methylenebis(methacrylamide); N,N'-ethylenebis(acrylamide); N,N'-Ethylenebis(methacrylamide);N,N'-Hexamethylenebisacrylamide;N,N'-Hexamethylenebismethacrylamide;Pentaerythritol triacrylate;Pentaerythritol trimethacrylate;Trimethyloylpropane triacrylate;Trimethyloylpropane trimethacrylate;Tri(2-hydroxyethyl)isocyanurate triacrylate;Tri(2-hydroxyethyl)isocyanurate trimethacrylate;1,3,5-Triacryloxylhexahydro- pentaerythritol tetraacrylate; pentaerythritol tetramethacrylate; di(trimethyloylpropane)tetraacrylate; di(trimethyloylpropane)tetramethacrylate, aryl crosslinkers (e.g., divinylbenzene, 2-methyl-1,4-divinylbenzene, bis(4-vinylphenyl)methane, 1,2-bis(4-vinylphenyl)ethane, and the like); or combinations thereof.

[0068] According to the present invention, the amount of vinyl crosslinking agent is about 1% by weight to about 30% by weight, preferably about 1% by weight to about 25% by weight, more preferably about 2% by weight to about 20% by weight, and even more preferably about 2% by weight to about 15% by weight.

[0069] The polymerizable composition can be prepared by mixing all the above polymerizable materials in the desired ratio together with any other polymerizable materials such as UV absorbing vinyl monomers, UV / high energy violet light ("HEVL") absorbing vinyl monomers, polymerizable photochromic compounds, polymerization initiation systems (mixtures of thermal initiators with 10h half-life temperatures below 100°C and peroxide initiators with 10h half-life temperatures above 100°C, or mixtures of photoinitiators and peroxide initiators) in the presence or preferably absence of non-reactive organic solvents (i.e., non-reactive diluents). The polymerizable composition is then introduced into a mold of the desired shape, and polymerization is carried out thermally (i.e., by heating) or photochemically (i.e., by actinic radiation, e.g., UV radiation and / or visible radiation) to activate the initiator.

[0070] Any thermal polymerization initiator may be used in the present invention. Suitable thermal polymerization 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 suitable thermal polymerization 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-hexyne, bis(1-(tert-butylperoxy)-1-methylethyl) Benzene, 1,1-bis(tert-butylperoxy)-3,3,5-trimethylcyclohexane, di-t-butyl-dipyroxyphthalate, t-butyl hydroperoxide, t-butyl peracetate, t-butyl peroxybenzoate, t-butyl peroxyisopropyl carbonate, acetyl peroxide, lauroyl peroxide, decanoyl peroxide, dicetyl peroxydicarbonate, di(4-t-butylcyclohexyl) peroxydicarbonate (Perkadox 16S), di(2-ethylhexyl) peroxydicarbonate, t-butyl peroxypivalate (Lupersol 11); t-butyl peroxy-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) (VAZO33), 2,2'-azobis[2-(2-imidazolin-2-yl)propane] dihydrochloride (VAZO44), 2,2'-azobis(2-amidinopropane) dihydrochloride (VAZO50), 2,2'-azobis(2,4-dimethyl 2,2'-azobis(methylisobutyrate), 4,4'-azobis(4-cyanovaleric acid), and combinations thereof. Preferably, the thermal initiator is 2,2'-azobis(isobutyronitrile) (AIBN or VAZO64).

[0071] Suitable photoinitiators are benzoin methyl ether, diethoxyacetophenone, benzoylphosphine oxide, 1-hydroxycyclohexylphenyl ketone, and Darocur and Irgacur types, preferably Darocur 1173® and Darocur 2959®, germanium-based Norrish Type I photoinitiators (e.g., those described in U.S. Pat. No. 7,605,190). Examples of benzoylphosphine 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 suitable. Examples of reactive photoinitiators are those disclosed in EP 632329.

[0072] Any suitable UV absorbing vinylic monomer and UV / HEVL-absorbing vinylic monomer may be used in the polymerizable composition to prepare the preformed SiHy contact lenses of the present invention. Examples of preferred UV absorbing and UV / HEVL-absorbing vinylic monomers include, but are not limited to, 2-(2-hydroxy-5-vinylphenyl)-2H-benzotriazole, 2(2-hydroxy-5-acryloyloxyphenyl)-2H-benzotriazole, 2-(2-hydroxy-3-methacrylamidomethyl-5-tert-octylphenyl)benzotriazole, 2-(2'-hydroxy-5'-methacrylamidophenyl)-5-chloro ... 2-(2'-hydroxy-5'-glycidoxypropyl-3'-t-butylphenyl)-5-chlorobenzotriazole, 2-(2'-hydroxy-5'-methacryloxypropylphenyl)benzotriazole, 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-(trifluoromethyl)-2H-benzo[d][1,2,3]triazol-2-yl)benzyl methacrylate (WL-2), 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-(2H-benzo[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-5[3"-(4"-vinylbenzyloxy)propoxy]phenyl}-5-methoxy-2H-benzotriazole, phenol, 2-(5-chloro-2H-benzotriazol-2-yl)-6-(1,1-Dimethylethyl)-4-ethenyl-(UVAM), 2-[2'-hydroxy-5'-(2-methacryloxyethyl)phenyl)]-2H-benzotriazole (2-propenoic acid, 2-methyl-, 2-[3-(2H-benzotriazol-2-yl)-4-hydroxyphenyl]ethyl ester, Norbloc), 2{2'-hydroxy-3'-tert-butyl-5'-[3'-methacryloyloxypropoxy]phenyl}-2H-benzotriazole, 2{2'-hydroxy-3'-tert-butyl-5'-[3'- 2-{2'-hydroxy-3'-tert-butyl-5'-[3'-methacryloyloxypropoxy]phenyl}-5-methoxy-2H-benzotriazole (UV13), 2-{2'-hydroxy-3'-tert-butyl-5'-[3'-methacryloyloxypropoxy]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-methacrylamidophenyl)-5 -Methoxybenzotriazole (UV6), 2-(3-allyl-2-hydroxy-5-methylphenyl)-2H-benzotriazole (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), 2-Methylacrylic acid 3-[3-tert-butyl-5-(5-chlorobenzotriazol-2-yl)-4-hydroxyphenyl]-propyl ester (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); phenol, 2-(5-chloro-2H-benzotriazol-2-yl)-6-methoxy-4-(2-propen-1-yl) (CAS#1260141-20-5); 2-[2-hydroxy-5-[3-(methacryloyloxy)propyl]-3-tert-butylphenyl]-5-chloro-2H-benzotriazole; phenol, 2-(5-ethenyl-2H-benzotriazol-2-yl)-4-methyl-, homopolymer (9CI) (CAS#83063-87-0). According to the present invention, the polymerizable composition comprises about 0.1% to about 3.0% by weight, preferably about 0.2% to about 2.5% by weight, more preferably about 0.3% to about 2.0% by weight of one or more UV absorbing vinyl monomers based on the amount of the total polymerizable components in the polymerizable composition. ,

[0073] Examples of preferred photochromic vinyl monomers include polymerizable naphthopyran, polymerizable benzopyran, polymerizable indenonaphthopyran, polymerizable phenanthropyran, polymerizable spiro(benzindoline)-naphthopyran, polymerizable spiro(indoline)benzopyran, polymerizable spiro(indoline)-naphthopyran, polymerizable spiro(indoline)quinopuran, polymerizable spiro(indoline)-pyran, polymerizable naphthoxazine, polymerizable spirobenzopyran, polymerizable spirobenzopyrans, polymerizable spirobenzothiopyrans, polymerizable naphthacenediones, polymerizable spirooxazines, polymerizable spiro(indoline)naphthoxazines, polymerizable spiro(indoline)pyridobenzoxazines, polymerizable spiro(benzindoline)pyridobenzoxazines, polymerizable spiro(benzindoline)naphthoxazines, polymerizable spiro(indoline)-benzoxazines, polymerizable diarylethenes, and combinations thereof. These are as disclosed in U.S. Pat. Nos. 4,929,693, 5,166,345, 6,017,121, 7,556,750, 7,584,630, 7,999,989, 8,158,037, 8,697,770, 8,741,188, 9,052,438, 9,097,916, 9,465,234, 9,904,074, 10,197,707, 6,019,914, 6,113,814, 6,149,841, 6,296,785 and 6,348,604.

[0074] The polymerizable compositions for producing the inserts are cured in two stages: free radical chain polymerization (i.e., initiated by a thermal initiator having a 10 h half-life temperature below 100° C. at a temperature below 100° C. or initiated by a photoinitiator), followed by a peroxide-activated cure.

[0075] Once the insert material of the present invention has hardened, it is extracted into a suitable solvent to remove as many unreacted components of the material as possible. Examples of suitable solvents include, but are not limited to, acetone, methanol, cyclohexane, 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 phenyl 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 alcohol, 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. More preferred organic solvents include, but are not limited to, methanol, ethanol, 1-propanol, isopropanol, sec-butanol, tert-butyl alcohol, tert-amyl alcohol, acetone, methyl ethyl ketone, methyl isopropyl ketone, methyl propyl ketone, ethyl acetate, heptane, methylhexane (various isomers), methylcyclohexane, dimethylcyclopentane (various isomers), 2,2,4-trimethylpentane, and mixtures thereof.

[0076] The insert materials of the present invention may find particular use in the manufacture of implantable silicone hydrogel contact lenses.

[0077] The present invention includes the steps of: (1) obtaining a silicone-hydrogel-lens forming composition (i.e., a silicone hydrogel lens formulation or a polymerizable composition for forming a silicone hydrogel contact lens); (2) obtaining an insert, the insert being made from the crosslinked polymeric material of the present invention described above and the disk being made from a rigid gas permeable material; (3) obtaining a lens mold having a male half having a first molding surface and a female half having a second molding surface configured to receive each other such that a mold cavity is formed between the first and second molding surfaces when the mold is closed; (4) placing the insert of the present invention described above at a specified location in the lens mold, in no particular order, and introducing a silicone-hydrogel-lens forming composition into the lens mold and immersing the insert in the silicone-hydrogel-lens forming composition in the lens mold; and (5) forming a lens mold having a male half having a first molding surface and a female half having a second molding surface configured to receive each other such that a mold cavity is formed between the first and second molding surfaces when the mold is closed. Also provided is a method for producing an implantable silicone hydrogel contact lens, comprising: (6) curing the silicone-hydrogel-lens forming composition to form a green implantable silicone hydrogel contact lens; (7) separating the lens mold obtained in step (5) into male and female mold halves, with the green implantable silicone hydrogel contact lens bonded onto one of the male and female mold halves; (8) removing the green implantable silicone hydrogel contact lens from the lens bonding mold halves before the green implantable silicone hydrogel contact lens is contacted with water or any liquid; and (9) subjecting the green implantable silicone hydrogel contact lens to a post-molding process, including a hydration process and one or more other processes selected from the group consisting of extraction, surface treatment, packaging, sterilization, and combinations thereof.

[0078] In accordance with the present invention, a silicone-hydrogel-lens forming composition comprises at least one silicone-containing polymerizable material (or component) and at least one hydrophilic vinylic monomer.

[0079] The silicone-containing polymerizable material (or component) can be one or more silicone-containing vinylic monomers, one or more polysiloxane vinylic crosslinkers, or a combination thereof.

[0080] According to the present invention, silicone-containing vinyl monomer can be any silicone-containing vinyl monomer known to those skilled in the art.The preferred silicone-containing vinyl monomer examples include but are not limited to the vinyl monomers having bis(trialkylsilyloxy)alkylsilyl group or tris(trialkylsilyloxy)silyl group, polysiloxane vinyl monomers, 3-methacryloxypropylpentamethyldisiloxane, t-butyldimethyl-siloxyethylvinylcarbonate, trimethylsilylethylvinylcarbonate and trimethylsilylmethylvinylcarbonate, and combinations thereof.

[0081] Preferred polysiloxane vinyl monomers, including those of formula (M1), are described later in this application and can be obtained from commercial sources (e.g., Shin-Etsu, Gelest, etc.) and can be prepared, for example, according to the procedures described in U.S. Pat. Nos. 5,070,215, 6,166,236, 6,867,245, 8,415,405, 8,475,529, 8,614,261 and 9,217,813; They can be prepared by reacting ethylene glycol with monoepoxypropyloxypropyl terminated polydimethylsiloxane; by reacting glycidyl (meth)acrylate with monocarbinol terminated polydimethylsiloxane, monoaminopropyl terminated polydimethylsiloxane or monoethylaminopropyl terminated polydimethylsiloxane; or by reacting isocyanatoethyl (meth)acrylate with monocarbinol terminated polydimethylsiloxane according to coupling reactions well known to those skilled in the art.

[0082] Preferred silicone-containing vinylic monomers having bis(trialkylsilyloxy)alkylsilyl or tris(trialkylsilyloxy)silyl groups, respectively, including those of formula (M2), are described later in this application and can be obtained from commercial sources (e.g., Shin-Etsu, Gelest, etc.) and can be prepared according to the procedures described, for example, in U.S. Pat. Nos. 5,070,215, 6,166,236, 7,214,809, 8,475,529, 8,658,748, 9,097,840, 9,103,965, and 9,475,827.

[0083] Any suitable polysiloxane vinyl crosslinker can be used in the present invention. Examples of preferred polysiloxane vinyl crosslinkers include di-(meth)acryloyl-terminated polydimethylsiloxane; divinyl carbonate-terminated polydimethylsiloxane; divinyl carbamate-terminated polydimethylsiloxane; N,N,N',N'-tetrakis(3-methacryloxy-2-hydroxypropyl)-alpha,omega-bis-3-aminopropyl-polydimethylsiloxane; Macromer A, Macromer B, and Macromer C, as described in U.S. Pat. No. 5,760,100. Polysiloxane-containing macromers selected from the group consisting of Macromer C and Macromer D; U.S. Pat. Nos. 4,136,250, 4,153,641, 4,182,822, 4,189,546, 4,343,927, 4,254,248, 4,355,147, 4,276,402, 4,327,203, 4,341,889, 4,486,577, and 4,543,398; Specification, Specification No. 4605712, Specification No. 4661575, Specification No. 4684538, Specification No. 4703097, Specification No. 4833218, Specification No. 4837289, Specification No. 4954586, Specification No. 4 Specification No. 954587, Specification No. 5010141, Specification No. 5034461, Specification No. 5070170, Specification No. 5079319, Specification No. 5039761, Specification No. 5346946, Specification No. 5358995. the polysiloxane-containing macromers disclosed in U.S. Pat. Nos. 5,387,632, 5,416,132, 5,451,617, 5,486,579, 5,962,548, 5,981,675, 6,039,913, and 6,762,264; the polysiloxane-containing macromers disclosed in U.S. Pat. Nos. 4,259,467, 4,260,725, and 4,261,875.

[0084] One class of preferred polysiloxane vinyl crosslinkers is composed of dimethylsiloxane units and one monovalent C siloxane having one methyl substituent and two to six hydroxyl groups. 4 ~C40 and hydrophilized siloxane units each having an organic radical substituent, more preferably a polysiloxane vinyl crosslinker of formula (G), which are described later in this application and can be prepared according to the procedures disclosed in U.S. Pat. No. 1,008,1697.

[0085] Another class of preferred polysiloxane vinyl crosslinkers are those vinyl crosslinkers each containing one single polydiorganosiloxane segment and two terminal (meth)acryloyl groups, which are described later in this application and are available from commercial sources; and can be prepared by reacting glycidyl (meth)acrylate (meth)acryloyl chloride with diamino-terminated polydimethylsiloxane or dihydroxyl-terminated polydimethylsiloxane; isocyanatoethyl (meth)acrylate with dihydroxyl-terminated polydimethylsiloxane. They can be prepared by reacting an amino-containing acrylic monomer with a dicarboxyl-terminated polydimethylsiloxane in the presence of a coupling agent (a carbodiimide); by reacting a carboxyl-containing acrylic monomer with a diamino-terminated polydimethylsiloxane in the presence of a coupling agent (a carbodiimide); or by reacting a hydroxyl-containing acrylic monomer with a dihydroxyl-terminated polydisiloxane in the presence of a diisocyanate or diepoxy coupling agent.

[0086] Another class of preferred polysiloxane vinyl crosslinkers are polydiorganosiloxanes and chain extended polysiloxane vinyl crosslinkers each having at least two polydiorganosiloxane segments linked by a linking group between each pair of two terminal ethylenically unsaturated groups, which can be prepared according to the procedures described in U.S. Pat. Nos. 5,034,461; 5,416,132; 5,449,729; 5,760,100; 7,423,074; 8,529,057; 8,835,525; 8,993,651; 10,301,451; and 10,465,047.

[0087] Any hydrophilic vinyl monomer can be used in the present invention. Examples of preferred hydrophilic vinyl monomers are alkyl(meth)acrylamides (described later in this application), hydroxyl-containing acrylic monomers (described later in this application), amino-containing acrylic monomers (described later in this application), carboxyl-containing acrylic monomers (described later in this application), N-vinylamide monomers (described later in this application), methylene-containing pyrrolidone monomers (i.e., pyrrolidone derivatives having a methylene group attached to the pyrrolidone ring at the 3- or 5-position, respectively) (described later in this application), C 1 ~C 4 acrylic monomers having alkoxyethoxy groups (described later in this application), vinyl ether monomers (described later in this application), allyl ether monomers (described later in this application), phosphorylcholine-containing vinyl-based monomers (described later in this application), N-2-hydroxyethyl vinyl carbamate, N-carboxyvinyl-β-alanine (VINAL), N-carboxyvinyl-α-alanine, and combinations thereof.

[0088] The silicone-hydrogel-lens forming composition may further comprise at least one hydrophobic vinylic monomer, at least one non-silicone vinylic crosslinker, or a combination thereof.

[0089] According to the present invention, any hydrophobic vinyl monomer can be included in the present invention.Examples of preferred hydrophobic vinyl monomers include methyl (meth)acrylate, ethyl (meth)acrylate, propyl (meth)acrylate, isopropyl (meth)acrylate, 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, vinyl toluene, vinyl ethyl ether, perfluorohexylethyl-thio-carbonyl-aminoethyl-methacrylate, isobornyl (meth)acrylate, trifluoroethyl (meth)acrylate, hexafluoroisopropyl (meth)acrylate, hexafluorobutyl (meth)acrylate and combinations thereof.

[0090] According to the present invention, any non-silicone vinyl crosslinker can be included in the present invention. Examples of preferred non-silicone vinyl crosslinkers are described later in this application.

[0091] The silicone-hydrogel-lens-forming composition may also contain other necessary ingredients known to those of skill in the art, such as, for example, free radical initiators (e.g., thermal initiators, photoinitiators) (such as those described above in this application), antimicrobial agents (e.g., preferably silver nanoparticles), bioactive agents, elutable polymeric wetting agents (e.g., non-polymerizable hydrophilic polymers, etc.), elutable tear stabilizers (e.g., phospholipids, monoglycerides, diglycerides, triglycerides, glycolipids, glyceroglycolipids, sphingolipids, sphingoglycolipids, etc.), and mixtures thereof.

[0092] The polymerizable composition (SiHy lens formulation), as known to those skilled in the art, may be a solvent-free clear liquid prepared by mixing all the polymerizable components with other necessary ingredients, or it may be a solution prepared by dissolving all of the desired components in any suitable solvent, such as a mixture of water and one or more water-miscible solvents, an organic solvent, or a mixture of one or more organic solvents. The term "solvent" refers to a chemical (any of the solvents described above in this application) that cannot participate in a free radical polymerization reaction.

[0093] Solventless lens SiHy lens formulations (silicone-hydrogel-lens forming compositions) typically contain at least one blend vinyl monomer as a reactive solvent to dissolve all other polymerizable components of the solventless SiHy lens formulation. Examples of preferred blend vinyl monomers are described later in this application. Preferably, methyl methacrylate is used as the blend vinyl monomer in the preparation of the solventless SiHy lens formulation.

[0094] Numerous SiHy lens formulations (silicone-hydrogel-lens forming compositions) 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, balafilcon A, confilcon A, delefilcon A, eflofilcon A, enfilcon A, funfilcon A, galyfilcon A, lotrafilcon A, lotrafilcon B, narafilcon A, narafilcon B, senofilcon A, senofilcon B, senofilcon C, sumafilcon A, somofilcon A, and stenfilcon A.

[0095] The silicone-hydrogel-lens forming composition (SiHy lens formulation) can be prepared by any known technique by dissolving / blending all the known components (materials), and optionally one or more organic solvents (mentioned above).

[0096] In accordance with the present invention, the silicone-hydrogel-lens-forming composition is suitable for forming a silicone hydrogel material which, when fully hydrated, can have a water content of about 20% to about 70% by weight (preferably about 20% to about 65% by weight, more preferably about 25% to about 65% by weight, and even more preferably about 30% to about 60% by weight). The polymerizable composition contains, based on the total amount of the polymerizable composition, (a) about 20% by weight to about 79% by weight (preferably about 20% by weight to about 75% by weight, more preferably about 25% by weight to about 70% by weight, and even more preferably about 30% by weight to about 65% by weight) of at least one silicone-containing vinyl-based monomer and / or at least one silicone-containing vinyl-based crosslinker; (b) 20% by weight to about 79% by weight (preferably about 20% by weight to about 75% by weight, more preferably about 25% by weight to about 70% by weight, and even more preferably about 30% by weight to about 65% by weight) of a hydrophilic vinyl-based monomer; and (c) 0 to about 2.5% by weight (preferably 0 to about 2.0% by weight, more preferably about 1.0% by weight to about 1.5% by weight) of a hydroxypropyl acrylate or acrylate copolymer; (d) about 0.05% by weight to about 2.0% by weight (preferably about 0.1% by weight to about 2.0% by weight, more preferably about 0.2% by weight to about 1.5% by weight, and even more preferably about 0.3% by weight to about 1.2% by weight) of a free radical initiator; (e) 0 to about 15% by weight (preferably 0 to about 14% by weight, more preferably about 2% by weight to about 13% by weight, and even more preferably about 4% by weight to about 12% by weight) of mixed vinyl monomers; and (f) 0 to about 3.0% by weight, preferably about 0.1% by weight to about 2.5% by weight, and more preferably about 0.2% by weight to about 2.0% by weight of a UV absorbing vinyl monomer and / or a UV / HEVL absorbing vinyl monomer. Preferably, the sum of the amounts of polymerizable materials (a) and (b) is at least 70% by weight (preferably at least 75% by weight, more preferably at least 80% by weight, more preferably at least 85% by weight) based on the total amount of all polymerizable materials in the polymerizable composition.

[0097] Lens molds for producing contact lenses, such as SiHy contact lenses, are well known to those skilled in the art and are utilized, for example, for cast molding or spin casting. For example, molds (for cast molding) typically include at least two mold sections (or portions) or mold halves, namely, 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 such that a lens-forming cavity is formed between the first and second molding surfaces. The molding surfaces of the mold halves are the cavity-forming surfaces of the mold and are in direct contact with the polymerizable composition.

[0098] Methods for producing mold sections for cast molding contact lenses are generally known to those skilled in the art. The method of the present invention is not limited to a specific method for forming a mold. In fact, any method for forming a mold can be used in the present invention. The first and second mold halves can be formed by various techniques, such as injection molding or lathing. Examples of suitable processes for forming mold halves are described in U.S. Patent Nos. 4,444,711; 4,460,534; 5,843,346; and 5,894,002.

[0099] To manufacture the mold for making contact lenses, virtually all materials known in the art for manufacturing molds can be used.For example, polymer-based materials such as polyethylene, polypropylene, polystyrene, PMMA, Topas® COC grade 8007-S10 (transparent amorphous copolymer of ethylene and norbornene, Ticona GmbH, Frankfurt, Germany and Summit, New Jersey) can be used.Other materials that allow UV light to pass through can also be used, such as quartz glass and sapphire.

[0100] According to the present invention, the insert can be placed in the mold and the silicone hydrogel lens-forming composition can be introduced (dispensed) into the cavity formed by the mold by any technique known to those skilled in the art. In a preferred embodiment, the insert is placed on the molding surface of the female mold half at a specified location, then a dispensing device dispenses a specific amount of the silicone hydrogel lens-forming composition into the female mold half with the insert thereon, then the male mold half is placed and the mold is sealed. When the mold closes, any excess amount of unpolymerized lens-forming material is pressed into the overflow provided on the female mold half (or on the male mold half), and the insert is immersed in the silicone hydrogel lens-forming composition in the mold.

[0101] After the insert of the present invention is placed into the mold and the silicone-hydrogel-lens-forming composition is dispensed into the mold, the closed mold containing the silicone-hydrogel-lens-forming composition is then thermally or actinically (preferably thermally initiated) cured (i.e., polymerized) to form a green implantable silicone hydrogel contact lens.

[0102] Actinic polymerization of the silicone-hydrogel-lens forming composition in the mold can be carried out by irradiating the closed mold having the silicone-hydrogel-lens forming composition therein with UV or visible light by any technique known to those skilled in the art.

[0103] Thermal polymerization of the silicone-hydrogel-lens-forming composition in the mold can be conveniently carried out in an oven at temperatures between 25 and 120° C., preferably between 40 and 100° C., as is well known to those skilled in the art. The reaction time can vary within wide limits, but is conveniently, for example, between 1 and 24 hours, or preferably between 2 and 12 hours. The silicone-hydrogel-lens-forming composition is previously degassed and then heated under an inert atmosphere, for example N 2 Alternatively, it is advantageous to carry out the copolymerization reaction under an Ar atmosphere.

[0104] In a preferred embodiment, after the silicone-hydrogel-lens forming composition in the mold in the oven has cured to form a green implantable silicone hydrogel contact lens, the temperature of the oven is increased to a post-cure temperature of about 105° C. or higher (preferably at least about 110° C., more preferably at least about 115° C., and even more preferably at least about 120° C.), and the flow rate of the nitrogen gas through the oven is increased to a second flow rate that is at least about 1.5 times (preferably at least about 2.0 times, more preferably at least about 3.0 times, and even more preferably at least about 4.0 times) the first flow rate.

[0105] The lens mold with the green embedded silicone hydrogel contact lens therein is subjected to a post-cure processing step in an oven at the post-cure temperature under nitrogen gas flow through the oven at a second flow rate for at least about 30 minutes (preferably at least about 60 minutes, more preferably at least about 90 minutes, and even more preferably at least about 120 minutes).

[0106] After the curing and optional post-curing steps, the steps of opening the mold (i.e., separating the male mold half from the female mold half with the green implantable silicone hydrogel contact lens attached onto one of the male and female mold halves) and extracting the lens (i.e., removing the green implantable silicone hydrogel contact lens from the mold half to which it was attached) are performed.

[0107] After the raw implantable silicone hydrogel contact lens is removed, it is typically extracted with an extraction medium known to those skilled in the art. The extraction liquid medium is any solvent that can dissolve the diluent, unpolymerized polymerizable material and oligomers in the raw implantable silicone hydrogel contact lens. Water, any organic solvent known to those skilled in the art or mixtures thereof can be used in the present invention. Preferably, the organic solvent used in the extraction liquid medium is water, buffered saline, C 1 ~C 3Alkyl alcohol, 1,2-propylene glycol, polyethylene glycol having a number average molecular weight of about 400 Daltons or less, C 1 ~C 6 alkyl alcohols or combinations thereof.

[0108] The extracted implantable silicone hydrogel contact lens can then be hydrated by any method known to those of skill in the art.

[0109] The hydrated implantable silicone hydrogel contact lenses may be further subjected to additional processes such as, for example, surface treatment, packaging in a lens package using a packaging solution known to those skilled in the art, and sterilization such as autoclaving at 118-124° C. for at least about 30 minutes.

[0110] 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 being removably sealed to the base, and the base comprising a cavity for receiving a sterile packaging solution and a contact lens.

[0111] The lenses are packaged in individual packages, sealed, and sterilized (e.g., by autoclaving at or above about 120° C. under pressure for at least 30 minutes) before being distributed to users. Those skilled in the art will be familiar with methods of sealing and sterilizing lens packages.

[0112] In a further aspect, the present invention provides an implantable silicone hydrogel contact lens comprising a silicone hydrogel material and an insert of the present invention therein (as described above in this application), wherein the silicone hydrogel material is a crosslinked material having a polymer matrix and comprises (a) repeat units of at least one silicone-containing vinylic monomer and / or at least one silicone-containing vinylic crosslinker, and (b) repeat units of at least one hydrophilic vinylic monomer, wherein the implantable silicone hydrogel contact lens, when fully hydrated, has a water content of from about 15% to about 70% by weight (preferably from about 15% to about 65% by weight, more preferably from about 20% to about 65% by weight, and even more preferably from about 25% to about 60% by weight) in a fully hydrated state.

[0113] In these two aspects of the invention, all of the various embodiments can be incorporated, including the preferred embodiments of the polymerizable composition, the silicone containing vinylic monomer, the silicone containing vinylic crosslinker, the hydrophilic vinylic monomer, the non-silicone vinylic crosslinker, the hydrophobic vinylic monomer, the UV / HEVL absorbing vinylic monomer, the blended vinylic monomer, the insert, the RGP disk, the polymeric non-reactive diluent, the water swelling of the unprocessed implantable silicone hydrogel contact lens, and the equilibrium water content of the implantable silicone hydrogel contact lens.

[0114] Although 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 terms of description rather than of limitation. As will be apparent to those skilled in the art, many variations and modifications of the present invention may be made by those skilled in the art without departing from the spirit and scope of the novel concepts of the present disclosure. In addition, it should be understood that aspects of the various embodiments of the present invention may be interchanged in whole or in part, or may be combined in any manner and / or used together, as set forth below:

[0115] 1. (1) at least one vinyl-functional polysiloxane repeat unit, each of which contains at least two vinyl groups bonded directly to a silicon atom, and at least 15 mol % (preferably at least 30 mol %, more preferably at least 60 mol %, and even more preferably at least 90 mol %) of the siloxane units each having at least one phenyl substituent; (2) at least one aryl acrylic monomer repeat unit; (2) at least one aryl acrylic monomeric repeat unit; (3) at least one repeating unit of a vinyl crosslinker; 1. An insert for embedding into a silicone hydrogel contact lens comprising a crosslinked polymeric material comprising: a crosslinked polymeric material having a total amount of components (1) and (2) of at least about 70% by weight based on the total weight of the crosslinked polymeric material, the crosslinked polymeric material in a dry state having a glass transition temperature greater than about 28° C., and the crosslinked polymeric material in a fully hydrated state having a water content of less than about 5% by weight, an oxygen permeability of at least about 40 barrers, and a refractive index of at least about 1.47.

[0116] 2. The insert of embodiment 1, wherein the sum of the amounts of components (1) and (2) of the crosslinked polymeric material is about 75% by weight to about 99% by weight, based on the total weight of the crosslinked polymeric material.

[0117] 3. The insert of embodiment 1, wherein the sum of the amounts of components (1) and (2) of the crosslinked polymeric material is about 80% by weight to about 98% by weight, based on the total weight of the crosslinked polymeric material.

[0118] 4. The insert of embodiment 1, wherein the sum of the amounts of components (1) and (2) of the crosslinked polymeric material is about 85% by weight to about 98% by weight, based on the total weight of the crosslinked polymeric material.

[0119] 5. The insert of any one of embodiments 1-4, wherein the amount of component (2) of the cross-linked polymer material is about 25% by weight to about 50% by weight, based on the total weight of the cross-linked polymer material.

[0120] 6. The insert of any one of embodiments 1-5, wherein the crosslinked polymeric material in a dry state has a glass transition temperature of about 30° C. or higher.

[0121] 7. The insert of any one of embodiments 1-5, wherein the crosslinked polymeric material in a dry state has a glass transition temperature of about 32° C. or higher.

[0122] 8. The insert of any one of embodiments 1-7, wherein the crosslinked polymeric material in a fully hydrated state has a water content of about 4% by weight or less.

[0123] 9. The insert of any one of embodiments 1-7, wherein the crosslinked polymeric material in a fully hydrated state has a water content of about 3% by weight or less.

[0124] 10. The insert of any one of embodiments 1-7, wherein the crosslinked polymeric material in a fully hydrated state has a water content of about 2% by weight or less.

[0125] 11. The insert of any one of embodiments 1-10, wherein the crosslinked polymeric material in a fully hydrated state has an oxygen transmission rate of at least about 45 Barrers.

[0126] 12. The insert of any one of embodiments 1-10, wherein the crosslinked polymeric material in a fully hydrated state has an oxygen permeability of at least about 50 Barrers.

[0127] 13. The insert of any one of embodiments 1-10, wherein the crosslinked polymeric material in a fully hydrated state has an oxygen permeability of at least about 55 Barrers.

[0128] 14. The insert of any one of embodiments 1-13, wherein the crosslinked polymeric material in a fully hydrated state has a refractive index of at least about 1.49.

[0129] 15. The insert of any one of embodiments 1-13, wherein the crosslinked polymeric material in a fully hydrated state has a refractive index of at least about 1.51.

[0130] 16. The insert of any one of embodiments 1-13, wherein the crosslinked polymeric material in a fully hydrated state has a refractive index of at least about 1.53.

[0131] 17. The at least one aryl acrylic monomer is represented by formula (I) or (II) [ka] {In formula, A 1 is H or CH 3 (preferably H); B 1 (CH 2 ) m1 or [O(CH 2 ) 2 ] Z1 (m1 is 2 to 6, and z1 is 1 to 10); Y 1 is a direct bond, O, S or NR' [R' is H, CH 3 , C n’ H 2n’+1 (n' = 1 to 10), iso-OC 3 H 7 , C 6 H 5 or CH 2 C 6 H 5 is;R a , R b , R c , R d , R e , R f , R g , R h and R i are, independently of each other, H, C 1 ~C 12 Alkyl or C 1 ~C 12 alkoxy (preferably all H); w1 is 0 to 6, provided that m1+w1≦8; w2 is an integer from 1 to 3; and D 1 are H, Cl, Br, and C1 ~C 4 Alkyl, C 1 ~C 4 Alkoxy, C 6 H 5 or CH 2 C 6 H 5 17. The insert of any one of the preceding embodiments, wherein the insert is a vinyl monomer of the formula:

[0132] 18. The at least one aryl acrylic monomer is selected from the group consisting of 2-ethylphenoxyacrylate; 2-ethylphenoxymethacrylate; phenylacrylate; phenylmethacrylate; benzylacrylate; benzylmethacrylate; 2-phenylethylacrylate; 2-phenylethylmethacrylate; 3-phenylpropylacrylate; 3-phenylpropylmethacrylate; 4-phenylbutylacrylate; 4-phenylbutylmethacrylate; 4-methylphenylacrylate; 4-methylphenylmethacrylate; 4-methylphenylacrylate; 2-(4-Methylphenyl)ethyl acrylate;2-(4-propylphenyl)ethyl acrylate;2-(4-propylphenyl)ethyl methacrylate;2-(4-propylphenyl)ethyl acrylate;2-(4-propylphenyl)ethyl methacrylate;2-(4-(1-methylethyl)phenyl)ethyl acrylate 2-(4-(1-methylethyl)phenyl)ethyl methacrylate;2-(4-methoxyphenyl)ethyl acrylate;2-(4-methoxyphenyl)ethyl methacrylate;2-(4-cyclohexylphenyl)ethyl acrylate;2-(4-cyclohexylphenyl)ethyl methacrylate;2-(2-chlorophenyl)ethyl acrylate;2-(2-chlorophenyl)ethyl methacrylate;2-(3-chlorophenyl)ethyl acrylate;2-(3-chlorophenyl)ethyl methacrylate;2-(4-chlorophenyl)ethyl acrylate ethyl acrylate;2-(4-chlorophenyl)ethyl methacrylate;2-(4-bromophenyl)ethyl acrylate;2-(4-bromophenyl)ethyl methacrylate;2-(3-phenylphenyl)ethyl acrylate;2-(3-phenylphenyl)ethyl methacrylate;2-(4-phenylphenyl)ethyl acrylate;2-(4-phenylphenyl)ethyl methacrylate;2-(4-benzylphenyl)ethyl acrylate;2-(4-benzylphenyl)ethyl methacrylate;2-(phenylthio)ethyl acrylate;17. The insert of any one of embodiments 1-16, comprising at least one vinyl monomer selected from the group consisting of 2-(phenylthio)ethyl methacrylate; 2-benzyloxyethyl acrylate; 3-benzyloxypropyl acrylate; 2-benzyloxyethyl methacrylate; 3-benzyloxypropyl methacrylate; 2-[2-(benzyloxy)ethoxy]ethyl acrylate; 2-[2-(benzyloxy)ethoxy]ethyl methacrylate, and combinations thereof.

[0133] 19. The insert of any one of embodiments 1-16, wherein the at least one aryl acrylic monomer comprises 2-phenylethyl acrylate; 3-phenylpropyl acrylate; 4-phenylbutyl acrylate; 5-phenylpentyl acrylate; 2-benzyloxyethyl acrylate; 3-benzyloxypropyl acrylate; 2-[2-(benzyloxy)ethoxy]ethyl acrylate; 2-phenylethyl methacrylate; 3-phenylpropyl methacrylate; 4-phenylbutyl methacrylate; 5-phenylpentyl methacrylate; 2-benzyloxyethyl methacrylate; 3-benzyloxypropyl methacrylate; 2-[2-(benzyloxy)ethoxy]ethyl methacrylate, or a combination thereof.

[0134] 20. The at least one vinyl crosslinker is selected from the group consisting of ethylene glycol dimethacrylate, ethylene glycol diacrylate, 1,3-propanediol diacrylate, 1,3-propanediol dimethacrylate, 2,3-propanediol diacrylate, 2,3-propanediol dimethacrylate, 1,4-butanediol dimethacrylate, 1,4-butanediol diacrylate, 1,5-pentanediol dimethacrylate, 1,5-pentanediol diacrylate, and 1,6-hexanediol dimethacrylate. 1,6-Hexanediol diacrylate;Diethylene glycol dimethacrylate;Diethylene glycol diacrylate;Triethylene glycol dimethacrylate;Triethylene glycol diacrylate;Tetraethylene glycol dimethacrylate;Tetraethylene glycol diacrylate;Allyl methacrylate;Allyl acrylate;N,N'-Methylenebis(acrylamide);N,N'-Methylenebis(methacrylamide);N,N'-Ethylenebis(acrylamide);N,N'-Ethylenebis( methacrylamide;N,N'-Hexamethylenebisacrylamide;N,N'-Hexamethylenebismethacrylamide;Pentaerythritol triacrylate;Pentaerythritol trimethacrylate;Trimethyloylpropane triacrylate;Trimethyloylpropane trimethacrylate;Tri(2-hydroxyethyl)isocyanurate triacrylate;Tri(2-hydroxyethyl)isocyanurate trimethacrylate;1,3,5-Triacryloxylhexahydro-1,3,5-triazine;1,3, 20. The insert of any one of embodiments 1-19, comprising 5-trimethacryloxylhexahydro-1,3,5-triazine; pentaerythritol tetraacrylate; pentaerythritol tetramethacrylate; di(trimethyloylpropane)tetraacrylate; di(trimethyloylpropane)tetramethacrylate, an aryl crosslinker (e.g., divinylbenzene, 2-methyl-1,4-divinylbenzene, bis(4-vinylphenyl)methane, 1,2-bis(4-vinylphenyl)ethane, and the like); or a combination thereof.

[0135] 21. The insert of any one of embodiments 1-20, wherein the amount of the at least one vinyl crosslinking agent is from about 1% to about 30% by weight.

[0136] 22. The insert of any one of embodiments 1-20, wherein the amount of the at least one vinyl crosslinking agent is from about 1% to about 25% by weight.

[0137] 23. The insert of any one of embodiments 1-20, wherein the amount of the at least one vinyl crosslinking agent is from about 2% to about 20% by weight.

[0138] 24. The insert of any one of embodiments 1-20, wherein the amount of the at least one vinyl crosslinking agent is from about 2% by weight to about 15% by weight.

[0139] 25. The insert of any one of embodiments 1-24, wherein the at least one vinyl-functional polysiloxane comprises at least 30 mole percent of siloxane units, each having at least one phenyl substituent.

[0140] 26. The insert of any one of embodiments 1-24, wherein the at least one vinyl-functional polysiloxane comprises at least 60 mole percent of siloxane units, each having at least one phenyl substituent.

[0141] 27. The insert of any one of embodiments 1-24, wherein the at least one vinyl-functional polysiloxane comprises at least 90 mole percent of siloxane units, each having at least one phenyl substituent.

[0142] 28. The insert of any one of embodiments 1-27, wherein the at least one vinyl-functional polysiloxane comprises three or more vinylphenylsiloxane units, each having at least one phenyl substituent and one vinyl substituent.

[0143] 29. The insert of any one of embodiments 1-27, wherein the at least one vinyl-functional polysiloxane comprises three or more phenylmethylsiloxane units.

[0144] 30. The insert of any one of embodiments 1-27, wherein the at least one vinyl-functional polysiloxane comprises three or more diphenylsiloxane units.

[0145] 31. The insert of any one of embodiments 1-30, wherein the at least one vinyl functional polysiloxane comprises one or more vinyl terminated polyphenylmethylsiloxanes, one or more vinylphenylmethyl terminated phenylmethyl-vinylphenylsiloxane copolymers, one or more vinyl terminated diphenylsiloxane-dimethylsiloxane copolymers, or a combination thereof.

[0146] 32. The insert of any one of embodiments 1-30, wherein the at least one vinyl-functional polysiloxane comprises one or more vinyl-terminated polyphenylmethylsiloxanes.

[0147] 33. The insert of any one of embodiments 1-30, wherein the at least one vinyl-functional polysiloxane comprises one or more vinylphenylmethyl-terminated phenylmethyl-vinylphenylsiloxane copolymers.

[0148] 34. The insert of any one of embodiments 1 to 33, having an elastic modulus of greater than 20 MPa at room temperature.

[0149] 35. The insert of any one of embodiments 1 to 33, having an elastic modulus of greater than 30 MPa at room temperature.

[0150] 36. The insert of any one of embodiments 1 to 33, having an elastic modulus of greater than 40 MPa at room temperature.

[0151] 37. The insert of any one of embodiments 1 to 33, having an elastic modulus of greater than 50 MPa at room temperature.

[0152] 38. (1) obtaining a silicone-hydrogel-lens forming composition; (2) obtaining an insert according to any one of embodiments 1-37; (3) obtaining a lens mold having a male half having a first molding surface and a female half having a second molding surface configured to receive each other such that a mold cavity is formed between the first and second molding surfaces when the mold is closed; (4) placing, in any particular order, an insert of the present invention as described above in a specified location in a lens mold and introducing a silicone-hydrogel-lens forming composition into the lens mold, immersing the insert in the silicone-hydrogel-lens forming composition in the lens mold; (5) curing the silicone-hydrogel-lens forming composition in the lens mold to form a green implantable silicone hydrogel contact lens comprising a silicone hydrogel material and an insert embedded within the silicone hydrogel material; (6) separating the lens mold from step (5) into male and female mold halves with a green implantable silicone hydrogel contact lens bonded onto one of the male and female mold halves; (7) removing the raw implantable silicone hydrogel contact lens from the lens bonding mold half before the raw implantable silicone hydrogel contact lens comes into contact with water or any liquid; (8) subjecting the raw implantable silicone hydrogel contact lens to a post-molding process, including a hydration process and one or more other processes selected from the group consisting of extraction, surface treatment, packaging, sterilization, and combinations thereof; 2. A method for making an implantable silicone hydrogel contact lens, comprising:

[0153] 39. An implantable silicone hydrogel contact lens comprising a silicone hydrogel material and an insert of any one of embodiments 1-37 in the silicone hydrogel material, wherein the silicone hydrogel material is a crosslinked material having a polymer matrix and comprises repeat units of (a) at least one second silicone-containing vinyl-based monomer and / or at least one second silicone-containing vinyl-based crosslinker, and (b) at least one hydrophilic vinyl-based monomer, wherein the implantable silicone hydrogel contact lens, when fully hydrated, has a water content of about 15% to about 70% by weight in a fully hydrated state.

[0154] 40. The method of embodiment 38 or the implantable silicone hydrogel contact lens of embodiment 39, wherein the silicone hydrogel material comprises repeat units of at least one silicone-containing vinyl-based monomer selected from the group consisting of vinyl-based monomers having bis(trialkylsilyloxy)alkylsilyl groups, vinyl-based monomers having tris(trialkylsilyloxy)silyl groups, polysiloxane vinyl-based monomers, 3-methacryloxypropylpentamethyldisiloxane, t-butyldimethyl-siloxyethyl vinyl carbonate, trimethylsilylethyl vinyl carbonate, trimethylsilylmethyl vinyl carbonate, and combinations thereof.

[0155] 41. The silicone hydrogel material is represented by the formula (M1) or (M2) [ka] (In the formula, a M1 is zero or one; R M0 is H or methyl; X M0 is O or NR M1 And;L M1 is C 2 ~C 8 an alkylene divalent group, or [ka] is a divalent radical of; L M1 ' is a C having 0 or 1 hydroxyl group 2 ~C 8 is an alkylene divalent group; L M1 " is a C having 0 or 1 hydroxyl group 3 ~C 8 An alkylene divalent group; X M1 , O, NR M1 , NHCOO, OCONH, CONR M1 or NR M1 CO;R M1 is H or C having 0 to 2 hydroxyl groups 1 ~C 4 R is alkyl; t1 and R t2 are independent of each other, C 1 ~C 6 is alkyl; X M1 ' is O or NR 1 v1 is an integer of 1 to 30; m2 is an integer of 0 to 30; n1 is an integer of 3 to 40; and r1 is an integer of 2 or 3. 41. The method of embodiment 38 or 40 or the implantable silicone hydrogel contact lens of embodiment 39 or 40, comprising repeat units of at least one second silicone-containing vinylic monomer of

[0156] 42. The silicone hydrogel material is selected from the group consisting of tris(trimethylsilyloxy)silylpropyl(meth)acrylate, [3-(meth)acryloxy-2-hydroxypropyloxy]propylbis(trimethylsiloxy)methylsilane, [3-(meth)acryloxy-2-hydroxypropyloxy]propylbis(trimethylsiloxy)butylsilane, 3-(meth)acryloxy-2-(2-hydroxyethoxy)-propyloxy)propylbis(trimethylsiloxy)methylsilane, 3-(meth) acryloxy-2-hydroxypropyloxy)propyl tris(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 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)acryloxyethyl-O-(methyl-bis- 42. The method of any one of embodiments 38, 40, and 41, or the implantable silicone hydrogel contact lens of any one of embodiments 39-41, comprising 3-(vinyloxycarbonylthio)propyl-tris(trimethylsiloxy-3-propyl)silyl carbamate, 3-(trimethylsilyl)propyl vinyl carbonate, 3-(vinyloxycarbonylthio)propyl-tris(trimethyl-siloxy)silane, 3-[tris(trimethylsiloxy)silyl]propyl vinyl carbamate, 3-[tris(trimethylsiloxy)silyl]propyl allyl carbamate, 3-[tris(trimethylsiloxy)silyl]propyl vinyl carbonate, or a combination thereof.

[0157] 43. A silicone hydrogel material comprising an α-(meth)acryloxypropyl-terminated ω-C 1 ~C 4 -Alkyl-terminated polydimethylsiloxane, α-(meth)acryloxy-2-hydroxypropyloxypropyl-terminated ω-C 1 ~C 4 -Alkyl-terminated polydimethylsiloxane, α-(2-hydroxyl-methacryloxypropyloxypropyl)-ω-C 1 ~C 4 -Alkyl-decamethylpentasiloxane, α-[3-(meth)acryloxyethoxy-2-hydroxypropyloxypropyl]-terminated ω-C 1 ~C 4 -Alkyl-terminated polydimethylsiloxane, α-[3-(meth)acryloxy-propyloxy-2-hydroxypropyloxypropyl]-terminated ω-C 1 ~C4 -Alkyl-terminated polydimethylsiloxane, α-[3-(meth)acryloxyisopropyloxy-2-hydroxypropyloxypropyl]-terminated ω-C 1 ~C 4 -Alkyl-terminated polydimethylsiloxane, α-[3-(meth)acryloxybutyloxy-2-hydroxypropyloxypropyl]-terminated ω-C 1 ~C 4 -Alkyl-terminated polydimethylsiloxane, α-[3-(meth)acryloxyethylamino-2-hydroxypropyloxypropyl]-terminated ω-C 1 ~C 4 -Alkyl-terminated polydimethylsiloxane, α-[3-(meth)acryloxypropylamino-2-hydroxypropyloxypropyl]-terminated ω-C 1 ~C 4 -Alkyl-terminated polydimethylsiloxane, α-[3-(meth)acryloxy-butylamino-2-hydroxypropyloxypropyl]-terminated ω-C 1 ~C 4 -Alkyl-terminated polydimethylsiloxane, α-(meth)acryloxy(polyethyleneoxy)-2-hydroxypropyloxypropyl]-terminated ω-C 1 ~C 4 -Alkyl-terminated polydimethylsiloxane, α-[(meth)acryloxy-2-hydroxypropyloxy-ethoxypropyl]-terminated ω-C 1 ~C 4 -Alkyl-terminated polydimethylsiloxane, α-[(meth)acryloxy-2-hydroxypropyl-N-ethylaminopropyl]-terminated ω-C 1 ~C 4 -Alkyl-terminated polydimethylsiloxane, α-[(meth)acryloxy-2-hydroxypropyl-aminopropyl]-terminated ω-C 1 ~C 4 -Alkyl-terminated polydimethylsiloxane, α-[(meth)acryloxy-2-hydroxypropyloxy-(polyethyleneoxy)propyl]-terminated ω-C 1 ~C 4-Alkyl-terminated polydimethylsiloxane, α-(meth)acryloylamidopropyloxypropyl-terminated ω-C 1 ~C 4 -Alkyl-terminated polydimethylsiloxane, α-N-methyl-(meth)acryloylamidopropyloxypropyl-terminated ω-C 1 ~C 4 -Alkyl-terminated polydimethylsiloxane, α-[3-(meth)acrylamidoethoxy-2-hydroxypropyloxy-propyl]-terminated ω-C 1 ~C 4 -Alkyl polydimethylsiloxane, α-[3-(meth)acrylamidopropyloxy-2-hydroxypropyloxypropyl]-terminated ω-C 1 ~C 4 -Alkyl-terminated polydimethylsiloxane, α-[3-(meth)acrylamidoisopropyloxy-2-hydroxypropyloxypropyl]-terminated ω-C 1 ~C 4 -Alkyl-terminated polydimethylsiloxane, α-[3-(meth)acrylamidobutyloxy-2-hydroxypropyloxypropyl]-terminated ω-C 1 ~C 4 -Alkyl-terminated polydimethylsiloxane, α-[3-(meth)acryloylamido-2-hydroxypropyloxypropyl]-terminated ω-C 1 ~C 4 -Alkyl polydimethylsiloxane, α-[3-[N-methyl-(meth)acryloylamido]-2-hydroxypropyloxypropyl]-terminated ω-C 1 ~C 4 -Alkyl-terminated polydimethylsiloxane, N-methyl-N'-(propyltetra(dimethylsiloxy)dimethylbutylsilane)(meth)acrylamide, N-(2,3-dihydroxypropane)-N'-(propyltetra(dimethylsiloxy)dimethylbutylsilane)(meth)acrylamide, (meth)acryloylamidopropyltetra(dimethylsiloxy)dimethylbutylsilane, α-vinyl carbonate-terminated ω-C 1 ~C 4 -Alkyl-terminated polydimethylsiloxane, α-vinyl carbamate-terminated ω-C 1 ~C4 The method of any one of embodiments 38, 40-42, or the implantable silicone hydrogel contact lens of any one of embodiments 39-42, comprising an alkyl-terminated polydimethylsiloxane or a mixture thereof.

[0158] 44. The method of any one of embodiments 38, 40-43, or the implantable silicone hydrogel contact lens of any one of embodiments 39-43, wherein the silicone hydrogel material comprises repeat units of at least one second polysiloxane vinyl-based crosslinker.

[0159] 45. The method or implantable silicone hydrogel contact lens of embodiment 44, wherein the at least one second polysiloxane vinyl crosslinker comprises di-(meth)acryloyl terminated polydimethylsiloxane, divinyl carbonate terminated polydimethylsiloxane, divinyl carbamate terminated polydimethylsiloxane; N,N,N',N'-tetrakis(3-methacryloxy-2-hydroxypropyl)-alpha,omega-bis-3-aminopropyl-polydimethylsiloxane, or a combination thereof.

[0160] 46. ​​The at least one second polysiloxane vinyl crosslinker is represented by the formula (III): [ka] (In the formula, provided that d2 / d1 is about 0.035 to about 0.15 (preferably about 0.040 to about 0.12, and more preferably about 0.045 to about 0.10), d1 is an integer of 30 to 500, and d2 is an integer of 1 to 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 I2are each independently a substituted or unsubstituted C 1 ~C 10 an alkylene divalent group or -R I4 -OR I5 - is a divalent radical of R I4 and R I5 are each independently a substituted or unsubstituted C 1 ~C 10 is an alkylene divalent group; R I3 Formula (IIIa) to (IIIe) [ka] is one of the monovalent groups 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 C with a valence of (m2+1) 2 ~C 6 is a hydrocarbon group; R I8 is a C with a valence of (m4+1) 2 ~C 6 is a hydrocarbon group; R I9 is ethyl or hydroxymethyl; R I10 is methyl or hydromethyl; R I11 is hydroxyl or methoxy; X I1 is a sulfur bond of -S- or -NR I12 - is a tertiary amino bond, R I12 is C 1 ~C 1 alkyl, hydroxyethyl, hydroxypropyl or 2,3-dihydroxypropyl; X I2 teeth, [ka] is an amide bond, and R I13 is hydrogen or C 1 ~C 10 (It is alkyl) 45. The method or the implantable silicone hydrogel contact lens of embodiment 44, comprising a vinyl based crosslinker of

[0161] 47. The method or implantable silicone hydrogel contact lens of any one of embodiments 44-46, wherein the at least one second polysiloxane vinyl crosslinker comprises: (1) a vinyl crosslinker comprising one solitary 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; and / or (2) a chain-extended polysiloxane vinyl crosslinker 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 groups, (meth)acryloylamino groups, vinyl carbonate groups, and vinyl carbamate groups.

[0162] 48. The at least one second polysiloxane vinyl crosslinker is selected from the group consisting of α,ω-bis[3-(meth)acrylamidopropyl]-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)acryloxyeth ... α,ω-bis[3-(meth)acryloxypropyloxy-2-hydroxypropyloxypropyl]-terminated polydimethylsiloxane, α,ω-bis[3-(meth)acryloxy-isopropyloxy-2-hydroxypropyloxypropyl]-terminated polydimethylsiloxane, α,ω-bis[3-(meth)acryloxybutyloxy-2-hydroxypropyloxypropyl]-terminated polydimethylsiloxane, α,ω-bis[3-(meth)acrylamide ethoxy-2-hydroxypropyloxypropyl]-terminated polydimethylsiloxane, p) acrylamide propyloxy-2-hydroxypropyloxypropyl]-terminated polydimethylsiloxane, α,ω-bis[3-(meth)acrylamide isopropyloxy-2-hydroxypropyloxypropyl]-terminated polydimethylsiloxane, α,ω-bis[3-(meth)acrylamide butyloxy-2-hydroxypropyloxypropyl]-terminated polydimethylsiloxane, α,ω-bis[3-(meth)acryloxyethylamino-2-hydroxypropyloxypropyl]-terminated polydimethylsiloxane, α,ω-bis Bis[3-(meth)acryloxypropylamino-2-hydroxypropyloxypropyl]-terminated polydimethylsiloxane, α,ω-bis[3-(meth)acryloxybutylamino-2-hydroxypropyloxypropyl]-terminated polydimethylsiloxane, α,ω-bis[(meth)acrylamidoethylamino-2-hydroxypropyloxypropyl]-terminated polydimethylsiloxane, α,ω-bis[3-(meth)acrylamidopropylamino-2-hydroxypropyloxypropyl]-terminated polydimethylsiloxane, α,ω-bis[3-(meth)acrylamide-butylamino-2-hydroxypropyloxypropyl]-terminated polydimethylsiloxane, α,ω-bis[(meth)acryloxy-2-hydroxypropyloxy-ethoxypropyl]-terminated polydimethylsiloxane, α,ω-bis[(meth)acryloxy-2-hydroxypropyl-N-ethylaminopropyl]-terminated polydimethylsiloxane, α,ω-bis[(meth)acryloxy-2-hydroxypropyl-aminopropyl]-polydimethylsiloxane, α,ω-bis[ 48. The method or implantable silicone hydrogel contact lens of any one of embodiments 44-47, comprising: (meth)acryloxy-2-hydroxypropyloxy-(polyethyleneoxy)propyl]-terminated polydimethylsiloxane; α,ω-bis[(meth)acryloxyethylamino-carbonyloxy-ethoxypropyl]-terminated polydimethylsiloxane; α,ω-bis[(meth)acryloxyethylamino-carbonyloxy-(polyethyleneoxy)propyl]-terminated polydimethylsiloxane; or a combination thereof.

[0163] 49. The method of any one of embodiments 38 and 40-48 or the implantable silicone hydrogel contact lens of any one of embodiments 39-48, wherein the silicone hydrogel material comprises repeat units of at least one hydrophilic vinyl-based monomer.

[0164] 50. The at least one hydrophilic vinyl monomer is selected from the group consisting of: (1) alkyl(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-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-tri(hydroxymethyl)methyl(meth)acrylamide, 2-hydroxyethyl(meth)acrylate, 3-hydroxypropyl(meth)acrylate, 2-hydroxypropyl(meth)acrylate, glycerol methacrylate (GMA), di(ethylene glycol) ... (3) a hydroxyl-containing acrylic monomer selected from the group consisting of 2-(meth)acrylamidoglycolic acid, (meth)acrylic acid, ethylacrylic acid, 3-(meth)acrylamidopropionic acid, 5-(meth)acrylamidopentanoic acid, 4-(meth)acrylamidobutanoic acid, 3-(meth)acrylamido-2-methylbutanoic acid, 3-(meth)acrylamido-3-methylbutanoic acid, 2-(meth)acrylamido-2-methyl-3,3-dimethylbutanoic acid, 3-(meth)acrylamidohexanoic acid, 4-(meth)acrylamido-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-vinyl amide monomers selected from the group consisting of lysine, N-vinyl-4,4-dimethyl-2-piperidone, N-vinyl caprolactam (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 combinations 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 (7) methylene-containing pyrrolidone monomers selected from the group consisting of 1-methylene-2-pyrrolidone, 1-n-butyl-3-methylene-2-pyrrolidone, 1-tert-butyl-3-methylene-2-pyrrolidone, and combinations thereof; (8) methylene-containing pyrrolidone monomers having a C1-C4 alkoxyethoxy group and selected from the group consisting of ethylene glycol methyl ether (meth)acrylate, di(ethylene glycol) methyl ether (meth)acrylate, tri(ethylene glycol) methyl ether (meth)acrylate, tert-butyl-3-methylene-2-pyrrolidone ... and combinations thereof; acrylic monomers selected from the group consisting of tri(ethylene glycol) methyl ether (meth)acrylate, C1-C4 alkoxy poly(ethylene glycol) (meth)acrylate having a number average molecular weight of up to 1500, methoxy poly(ethylene glycol) ethyl (meth)acrylamide having a number average molecular weight of up to 1500, and combinations thereof; (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) allyl ether monomers selected from the group consisting of 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, poly(ethylene glycol) methyl allyl ether, 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)ethyl phosphate, 4-[(meth)acryloylamino]butyl-2'-(trimethylammonio)ethyl phosphate, 5-((meth)acryloyloxypropyl) 2-((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-(vinyloxy)ethyl a phosphorylcholine-containing vinyl monomer selected from the group consisting of 2-(allyloxycarbonyl)ethyl-2'-(trimethylammonio)ethyl phosphate, 2-(vinylcarbonylamino)ethyl-2'-(trimethylammonio)ethyl phosphate, 2-(allyloxycarbonylamino)ethyl-2'-(trimethylammonio)ethyl phosphate, 2-(allyloxycarbonylamino)ethyl-2'-(trimethylammonio)ethyl phosphate, 2-(butenoyloxy)ethyl-2'-(trimethylammonio)ethyl phosphate, and combinations thereof;50. The method or implantable silicone hydrogel contact lens of embodiment 49, comprising: (11) allyl alcohol; (12) N-2-hydroxyethyl vinyl carbamate; (13) N-carboxyvinyl-β-alanine (VINAL); (14) N-carboxyvinyl-α-alanine; (15) or a combination thereof.

[0165] 51. The method or the implantable silicone hydrogel contact lens of embodiment 49 or 50, wherein the at least one hydrophilic vinyl-based monomer comprises N-vinylpyrrolidone, N-vinyl-N-methylacetamide, or a combination thereof.

[0166] 52. The method or the implantable silicone hydrogel contact lens of any one of embodiments 49-51, wherein the at least one hydrophilic vinyl-based monomer comprises N,N-dimethyl(meth)acrylamide.

[0167] 53. The method or the implantable silicone hydrogel contact lens of any one of embodiments 49-52, wherein the at least one hydrophilic vinylic monomer comprises 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 glycol)(meth)acrylate, tri(ethylene glycol)(meth)acrylate, tetra(ethylene glycol)(meth)acrylate, poly(ethylene glycol)(meth)acrylate having a number average molecular weight of up to 1500, poly(ethylene glycol)ethyl(meth)acrylamide having a number average molecular weight of up to 1500, or a combination thereof.

[0168] 54. The method of any one of embodiments 38 and 40 to 53 or the implantable silicone hydrogel contact lens of any one of embodiments 39 to 53, wherein the silicone hydrogel material comprises repeat units of at least one non-silicone vinyl-based crosslinker.

[0169] 55. The at least one non-silicone vinyl crosslinker is selected from the group consisting of 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-diol di-(meth)acrylate, 1,4-butanediol di-(meth)acrylate, 1,5-dimethylphenyl di-(meth)acrylate, 1,6-dimethylphenyl di-(meth)acrylate, 1,7-dimethylphenyl di-(meth)acrylate, 1,8-dimethylphenyl di-(meth)acrylate, 1,9-dimethylphenyl di-(meth)acrylate, 1,10-dimethylphenyl di-(meth)acrylate, 1,11-dimethylphenyl di-(meth)acrylate, 1,12-dimethylphenyl di-(meth)acrylate, 1,13-dimethylphenyl di-(meth)acrylate, 1,14-dimethylphenyl di-(meth)acrylate, 1,15-dimethylphenyl di-(meth)acrylate, 1,16-dimethylphenyl di-(meth)acrylate, 1,17-dimethylphenyl di-(meth)acrylate, 1,18-dimethylphenyl di-(meth)acrylate, 1,19-dimethylphenyl di-(meth)acrylate, 1,20-dimethylphenyl di-(meth)acrylate, 1,21-dimethylphenyl di-(meth)acrylate, 1,22-dimethylphenyl di-(meth)acrylate, 1,23-dimethylphenyl di-(meth)acrylate, 1,24-dimethylphenyl di-(meth)acrylate, 1,25-dimethylphenyl di-(meth)acrylate, 1,26-dimethylphenyl di-(meth)acrylate, 1,27-dimethylphenyl di-(meth)acrylate, 1,28-dimethylphenyl di-(meth) Lyserolate di-(meth)acrylate, ethylene bis[oxy(2-hydroxypropane-1,3-diyl)] di-(meth)acrylate, bis[2-(meth)acryloxyethyl]phosphate, trimethylolpropane di-(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)acryloyl 55. The method or the implantable silicone hydrogel contact lens of embodiment 54, comprising: N,N'-ethylene bis(meth)acrylamide, N,N'-dihydroxyethylene bis(meth)acrylamide, N,N'-propylene bis(meth)acrylamide, N,N'-2-hydroxypropylene bis(meth)acrylamide, N,N'-2,3-dihydroxybutylene bis(meth)acrylamide, 1,3-bis(meth)acrylamidopropan-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 combinations thereof.

[0170] 56. The implantable silicone hydrogel contact lens of any one of embodiments 38 and the method of any one of embodiments 40 to 55 or any one of embodiments 39 to 55, wherein the silicone hydrogel material comprises repeat units of at least one blended vinyl-based monomer.

[0171] 57. The at least one blend vinyl monomer is C 1 ~C 10 57. The method or the implantable silicone hydrogel contact lens of embodiment 56, comprising an alkyl (meth)acrylate, cyclopentyl acrylate, cyclohexyl methacrylate, cyclohexyl acrylate, isobornyl (meth)acrylate, styrene, 4,6-trimethylstyrene (TMS), t-butylstyrene (TBS), trifluoroethyl (meth)acrylate, hexafluoro-isopropyl (meth)acrylate, hexafluorobutyl (meth)acrylate, or a combination thereof.

[0172] The above disclosure enables those skilled in the art to carry out the present invention.Various modifications, alterations and combinations can be made to the various embodiments described herein.In order to better enable the reader to understand specific embodiments and their advantages, reference to the following examples is proposed.It is intended that the present specification and examples are considered to be illustrative. EXAMPLES

[0173] Example 1 Oxygen permeability measurement Unless otherwise specified, oxygen transmission rate (Dk / t), intrinsic (or edge-corrected) oxygen permeability (Dk i Or Dk c) is determined according to the procedure described in ISO 18369-4.

[0174] equilibrium water content The equilibrium water content (EWC) of a contact lens is determined as follows.

[0175] The amount of water (expressed as weight percent) present in hydrated hydrogel contact lenses that have been fully equilibrated with saline is measured at room temperature. The lenses are quickly stacked and after wiping the lenses with a cloth, the stack of lenses is transferred to an aluminum pan on an analytical balance. The number of lenses in each sample pan is typically five. Record the hydrated weight of the pan + lenses. Cover the pan with aluminum foil. Place the pan in a laboratory oven at 100 ± 2 °C and dry for 16-18 hours. Remove the pan + lenses from the oven and cool in a desiccator for at least 30 minutes. Remove one pan from the desiccator and discard the aluminum foil. Weigh the pan + dry lens sample on an analytical balance. Repeat for all pans. The wet and dry weights of the lens samples can be calculated by subtracting the weight of the empty weighing pan.

[0176] Refractive index The refractive index (RI) of the inserts is determined with an Abbe transmission laboratory refractometer Reichert Abbe Mark III at 25° C. The inserts are fully equilibrated in PBS saline prior to the measurements.

[0177] Elasticity Modulus The storage modulus (Young's modulus) of the inserts is determined using a TA RSA-G2 DMA (Dynamic Mechanical Analyzer). The inserts are cut into strips 3.08 mm wide using a Precision Concept dry lens cutter. Five thickness values ​​are measured within a gauge length of 6.5 mm. The strips are attached to the instrument using metal grips. An oscillatory temperature ramp test using a linear heating rate of 10°C to 50°C at 2°C / min is applied to the inserts to monitor the material's response to temperature increase at a constant frequency of 1 Hz, constant amplitude of 0.5% strain and a sampling rate of 10.0 pts / s. The storage modulus (E'), loss modulus (E'') and tan δ data are calculated by TRIOS software.

[0178] The elastic modulus of silicone hydrogel material or contact lenses is determined using an MTS Insight instrument. The contact lenses are first cut into 3.12 mm wide strips using a Precision Concept two-stage cutter. Five thickness values ​​are measured within a gauge length of 6.5 mm. The strips are attached to the grips of the instrument and submerged in PBS (phosphate buffered saline) at a controlled temperature of 21±2°C. Typically, a 5N load cell is used for testing. A constant force and velocity is applied to the sample until it breaks. Force and displacement data are collected by the TestWorks software. The elastic modulus value is calculated by the TestWorks software, which is the slope or tangent of the stress versus strain curve near zero elongation in the elastic deformation region.

[0179] Glass transition temperature The glass transition temperature (Tg) of the insert is defined as the peak of tan δ from a dynamic temperature ramp test by using a TA RSA-G2 DMA (Dynamic Mechanical Analyzer).

[0180] Delamination Implantable silicone hydrogel contact lenses are tested for potential delamination using an Optimec instrument or Optical Coherence Tomography (OCT).

[0181] Regardless of the evaluation method, the contact lenses are staged for a minimum of 12 hours at room temperature after the autoclave run and before the delamination study.

[0182] After the required staging time has been met, the fully hydrated contact lens is placed into the "V" graticule assembly of the Optimec instrument (Model JCF; OPTIMEC England). After the contact lens has set under the influence of gravity, the front surface of the contact lens is carefully examined for any signs of circular patterns. Delamination will show up as a circular pattern on the Optimec image.

[0183] OCT (Thorlabs Spectral Domain Optical Coherence Tomography (Model-II)) can also be utilized to study delamination. OCT allows non-invasive imaging of contact lenses to obtain high resolution cross-sectional images. For this purpose, after meeting the minimum staging requirements, the contact lens is removed from its blister and immersed in PBS solution for a minimum of 30 minutes until equilibration. A cuvette with a "V" block feature is then filled approximately 3 / 4 with fresh PBS solution and the contact lens is transferred to the cuvette using a Q-tip. The lens is allowed to float freely in the "V" shape at the bottom of the cuvette and the entire contact lens is scanned in 10 degree increments. Delamination appears in the OCT image as air pockets at the spacing surfaces of the insert and carrier.

[0184] chemicals In the following examples, the following abbreviations are used: PEMA stands for phenylethyl methacrylate; PEA stands for phenylethyl acrylate; BzA stands for benzyl acrylate; BzMA stands for benzyl methacrylate; PVV stands for vinylphenylmethyl terminated phenylmethylsiloxane-vinylphenylsiloxane copolymer (PVV-3522 from Gelest, 800-1500 Daltons); PMV stands for vinyl terminated polyphenylmethylsiloxane (PMV-9925 from Gelest, 2000-3000 Daltons); TBE C represents tert-butylperoxy 2-ethylhexyl carbonate; PETA represents pentaerythritol tetraacrylate; TrisMA represents 3-[tris(trimethylsiloxy)silyl]propyl methacrylate; HFIPMA represents hexafluoroisopropyl methacrylate; NPGDMA represents neopentyl glycol dimethacrylate; TrisAm represents N-[tri(trimethylsiloxy)-silylpropyl]acrylamide; D6 represents monobutyl terminated monomethacryloxypropyl terminated polydimethylsiloxane (MWD9 represents monobutyl terminated monomethacryloxypropyl terminated polydimethylsiloxane (Mw approx. 984 g / mol, from Shin-Etsu Chemical Co., Ltd.); Betacon represents a dimethacrylate terminated chain extended polydimethylsiloxane (Mn approx. 5000 g / mol) having two polydimethylsiloxane (PDMS) segments separated by one perfluoropolyether (PFPE) via a diurethane bond between the PDMS and PFPE segments, and two urethane bonds each located between one terminal methacrylate group and one PDMS segment, prepared according to a method similar to that described in Example B-1 of U.S. Pat. No. 5,760,100; BDDA represents 1,4-butanediol diacrylate. DMA stands for N,N-dimethylacrylamide; MMA stands for methyl methacrylate; TEGDMA stands for triethylene glycol dimethacrylate; EGDMA stands for ethylene glycol methyl ether methacrylate; AMA stands for allyl methacrylate; AIBN stands for 2,2'-azobis(isobutyronitrile); Vazo-64 stands for 2,2'-dimethyl-2,2'azodipropiononitrile; V88 stands for 1,1'-azobis(cyanocyclohexane) with a 10 hour half-life temperature of 88°C; Nobloc is 2-[3-(2H-benzotriazol-2-yl)-4-hydroxyphenyl]ethyl methacrylate from Aldrich; RB247 is Reactive Blue 247; TAA stands for tert-amyl alcohol; PrOH stands for 1-propanol; IPA stands for isopropanol; PPG stands for poly(propylene glycol); EGBE stands for ethylene glycol butyl ether; PBS has a pH of 7.2±0.2 at 25° C. and contains approximately 0.044% by weight NaH. 2 PO 4 H 2 O, about 0.388% by weight of Na 2 HPO 4 2H 2represents a phosphate buffered saline solution containing about 0.025 to about 0.79 wt.% NaCl; wt.% represents weight percent; "H4" macromer represents a di-methacryloyloxypropyl terminated polysiloxane of formula (A) shown below, having an Mn of about 11.3K-12.3Kg / mole and an OH content of about 1.82-2.01 meq / g; "H1" macromer represents a di-methacryloyloxypropyl terminated polysiloxane of formula (A) shown below, having an Mn of about 8,000 g / mole and an OH content of about 1.8-2.0 meq / g. [ka]

[0185] Example 2 polymerizable composition A polymerizable composition for making the inserts (insert formulation) is prepared in air at room temperature by blending all the components (ingredients) in their desired amounts (in parts by weight) to have the composition shown in Table 1.

[0186] [Table 1]

[0187] Cast Molding Inserts The lens formulation is purged with nitrogen for 30-35 minutes at room temperature. 2 The purged polymerizable composition is introduced into a polypropylene mold, and the mold is sealed and placed in an oven that is configured as follows: a nitrogen supply is connected to the oven through a high flow volumetric controller capable of controlling the flow rate of the nitrogen through the oven;

[0188] The insert formulation (polymerizable composition) in the mold is heat cured in an oven under the following conditions: room temperature to 55° C. at a rate of about 7° C. / min; hold at 55° C. for about 30 minutes; rise from 55° C. to 80° C. at a rate of about 7° C. / min; hold at 55° C. for about 30 minutes; rise from 80° C. to 100° C. at a rate of about 7° C. / min; hold at 100° C. for about 30 minutes; rise from 100° C. to 120° C. at a rate of about 7° C. / min; hold at 120° C. for about 30 minutes. The mold is opened and the molded insert is removed from the mold.

[0189] The inserts are then extracted and hydrated as follows: first, the inserts are extracted with PrOH for about 3 hours, rinsed twice with deionized water for about 10 minutes, soaked in DI water containing 100 ppm Tween 80 for 20 minutes, rinsed in deionized water for 5 minutes, and soaked in PBS for at least 1 hour before testing.

[0190] The results of the study are reported in Table 2.

[0191] [Table 2]

[0192] Example 3 Preparation of implantable SiHy contact lenses Three additional SiHy lens formulations are prepared at room temperature in air by blending all the components (materials) in their desired amounts (in parts by weight) to have the compositions shown below.

[0193] SiHy Lens Formulation 1: 40 parts by weight of CE-PDMS (Mn approx. 10.5K Daltons); 28 parts by weight of TrisAm; 32 parts by weight of DMA; 5 parts by weight of PrOH; 0.5 parts by weight of VAZO-64.

[0194] SiHy Lens Formulation 2: 55 parts by weight of H1; 24 parts by weight of DMA; 25 parts by weight of EGBE; 1 part by weight of VAZO-64.

[0195] SiHy Lens Formulation 3: 40 parts by weight of H1; 15 parts by weight of MMA; 20 parts by weight of DMA; 28 parts by weight of EGBE; 1 part by weight of VAZO-64.

[0196] A cast molded contact lens is prepared as follows: the above prepared insert is placed in the central area of ​​the molding surface of a female mold half (made of polypropylene) preferably having three or more spikes distributed in a circle with a diameter sufficient to accommodate the insert to fix its position on the molding surface, an amount of the above prepared SiHy lens formulation is poured into the female mold half, the insert is allowed to submerge, then a polypropylene male mold half is placed on top of the female mold half, and the mold is securely sealed.

[0197] The sealed mold with the insert therein immersed in the SiHy lens formulation is heat cured in an oven under the following conditions: Ramp from room temperature to 55° C. at about 7° C. / min; Hold at 55° C. for about 30-40 minutes; Ramp from 55° C. to 80° C. at about 7° C. / min; Hold at 55° C. for about 30-40 minutes; Ramp from 80° C. to 100° C. at about 7° C. / min; Hold at 100° C. for about 30-40 minutes. The mold is opened and the molded insert is removed from the mold.

[0198] The lens molds, each having a green silicone hydrogel contact lens molded therein, are mechanically opened. The green molded implantable silicone hydrogel contact lenses are attached to either a male or female mold half. The green molded implantable silicone hydrogel contact lenses attached to the male mold half are removed using an ultrasonic device; the green molded implantable silicone hydrogel contact lenses attached to the female mold half are manually removed from the female mold half to which the lenses were attached.

[0199] The removed raw implantable silicone hydrogel contact lens can be extracted with a 50:50 mixture of propylene glycol:water.Preferably, the removed raw implantable silicone hydrogel contact lens undergoes the following extraction / hydration, coating, autoclaving process: the raw implantable silicone hydrogel contact lens is immersed in a bath containing deionized water or an aqueous solution of Tween 80 (500 PPM) for about 60 minutes, then in a bath containing an aqueous solution of polyacrylic acid (PAA, Mw 450K) at a concentration of about 0.1% by weight at 40°C for about 120 minutes, then in a bath containing PBS solution at room temperature for about 60 minutes; packaged / sealed in polypropylene lens packaging shells (or blisters) (one lens per shell) with 0.65mL of in-package-coating packaging saline prepared according to the procedure described in Example 19 of US Patent No. 8,480,227; and finally autoclaved at 121°C for about 45 minutes. The resulting implantable SiHy contact lenses, each having a hydrogel coating thereon, are tested for delamination according to the procedure described in Example 1. The results are reported in Table 3.

[0200] [Table 3]

[0201] All publications, patents and patent application publications cited above in this application are hereby incorporated by reference in their entirety.

Claims

1. An implantable silicone hydrogel contact lens comprising a silicone hydrogel material and an insert in the silicone hydrogel material, the insert being a three-dimensional object having dimensions of at least 5 microns but smaller enough to be embedded in a silicone hydrogel contact lens, the insert comprising: (1) at least one vinyl-functional polysiloxane repeat unit containing at least two vinyl groups each bonded directly to a silicon atom, and at least 30 mole percent of the siloxane units each having at least one phenyl substituent; (2) 49% to 68.6% by weight of at least one aryl acrylic monomer repeat unit, based on the total weight of the crosslinked polymeric material; (3) at least one repeating unit of a vinyl crosslinking agent; a crosslinked polymeric material comprising The at least one vinyl based crosslinker is selected from the group consisting of ethylene glycol dimethacrylate, ethylene glycol diacrylate, 1,3-propanediol diacrylate, 1,3-propanediol dimethacrylate, 2,3-propanediol diacrylate, 2,3-propanediol dimethacrylate, 1,4-butanediol dimethacrylate, 1,4-butanediol diacrylate, 1,5-pentanediol dimethacrylate, 1,5-pentanediol diacrylate, 1,6-hexanediol dimethacrylate, 1,6-hexanediol diacrylate, diethylene glycol dimethacrylate, diethylene glycol diacrylate, triethylene glycol dimethacrylate, triethylene glycol diacrylate, tetraethylene glycol dimethacrylate, tetraethylene glycol diacrylate, allyl methacrylate, allyl acrylate, N,N'-methylene bis(acrylamide), N,N'-methylene bis( N,N'-Ethylenebis(acrylamide); N,N'-Ethylenebis(methacrylamide); N,N'-Hexamethylenebisacrylamide; N,N'-Hexamethylenebismethacrylamide; Pentaerythritol triacrylate; Pentaerythritol trimethacrylate; Trimethyloylpropane triacrylate; Trimethyloylpropane trimethacrylate; Tris(2-hydroxyethyl)isocyanurate triacrylate; Tris( 2-hydroxyethyl)isocyanurate trimethacrylate; 1,3,5-triacryloxylhexahydro-1,3,5-triazine; 1,3,5-trimethacryloxylhexahydro-1,3,5-triazine; pentaerythritol tetraacrylate; pentaerythritol tetramethacrylate; di(trimethyloylpropane)tetraacrylate; di(trimethyloylpropane)tetramethacrylate, an aryl vinyl crosslinker; or combinations thereof, the sum of the amounts of components (1) and (2) of said crosslinked polymeric material is 85% to 98% by weight based on the total weight of said crosslinked polymeric material, said crosslinked polymeric material in a dry state is rigid at room temperature, and said crosslinked polymeric material in a fully hydrated state has a water content of less than 5% by weight, an oxygen permeability of at least 40 barrers and a refractive index of at least 1.47; 1. An implantable silicone hydrogel contact lens, wherein the silicone hydrogel material is a crosslinked material having a polymer matrix and comprises repeat units of (a) at least one silicone-containing vinylic monomer and / or at least one silicone-containing vinylic crosslinker, and (b) at least one hydrophilic vinylic monomer, wherein the implantable silicone hydrogel contact lens, when fully hydrated, has a water content of 15% to 70% by weight in a fully hydrated state.

2. The at least one aryl acrylic monomer is represented by formula (I) or (II): 【Chemistry 1】 {In the formula, A １ is H or CH ３ and B １ (CH ２ ) ｍ１ or [O(CH ２ ) ２ ] Ｚ１ (m1 is 2 to 6 and z1 is 1 to 10); Y １ is a direct bond, O, S or NR' [R' is H, CH ３ , C ｎ’ H ２ｎ’＋１ (n'=1 to 10), iso-OC ３ H ７ , C ６ H ５ or CH ２ C ６ H ５ R ａ , R ｂ , R ｃ , R ｄ , R ｅ , R ｆ , R ｇ , R ｈ and R ｉ are, independently of each other, H, C １ ~C １２ Alkyl or C １ ~C １２ alkoxy; w1 is an integer from 0 to 6, provided that m1+w1≦8; w2 is an integer from 1 to 3; and D １ are H, Cl, Br, and C １ ~C ４ Alkyl, C １ ~C ４ Alkoxy, C ６ H ５ or CH ２ C ６ H ５ 2. The implantable silicone hydrogel contact lens of claim 1, wherein the vinyl monomer is selected from the group consisting of aryl, aryl, aryl and aryl.

3. The at least one aryl acrylic monomer is selected from the group consisting of 2-ethylphenoxyacrylate; 2-ethylphenoxymethacrylate; phenylacrylate; phenylmethacrylate; benzylacrylate; benzylmethacrylate; 2-phenylethylacrylate; 2-phenylethylmethacrylate; 3-phenylpropylacrylate; 3-phenylpropylmethacrylate; 4-phenylbutylacrylate; 4-phenylbutylmethacrylate; 4-methylphenylacrylate; 4-methylphenylmethacrylate; 4-methyl Benzyl acrylate; 4-methylbenzyl methacrylate; 2-(2-methylphenyl)ethyl acrylate; 2-(2-methylphenyl)ethyl methacrylate; 2-(3-methylphenyl)ethyl acrylate; 2-(3-methylphenyl)ethyl methacrylate; 2-(4-methylphenyl)ethyl acrylate; 2-(4-methylphenyl)ethyl methacrylate; 2-(4-propylphenyl)ethyl acrylate; 2-(4-propylphenyl)ethyl methacrylate; 2-(4-(1-methylethyl)phenyl)ethyl acrylate 2-(4-(1-methylethyl)phenyl)ethyl methacrylate; 2-(4-methoxyphenyl)ethyl acrylate; 2-(4-methoxyphenyl)ethyl methacrylate; 2-(4-cyclohexylphenyl)ethyl acrylate; 2-(4-cyclohexylphenyl)ethyl methacrylate; 2-(2-chlorophenyl)ethyl acrylate; 2-(2-chlorophenyl)ethyl methacrylate; 2-(3-chlorophenyl)ethyl acrylate; 2-(3-chlorophenyl)ethyl methacrylate; 2-(4-chlorophenyl)ethyl acrylate; 2-(4-chlorophenyl)ethyl methacrylate; 2-(4-bromophenyl)ethyl acrylate; 2-(4-bromophenyl)ethyl methacrylate; 2-(3-phenylphenyl)ethyl acrylate; 2-(3-phenylphenyl)ethyl methacrylate; 2-(4-phenylphenyl)ethyl acrylate; 2-(4-phenylphenyl)ethyl methacrylate; 2-(4-benzylphenyl)ethyl acrylate; 2-(4-benzylphenyl)ethyl methacrylate; 2-(phenylthio)ethyl acrylate;3. The implantable silicone hydrogel contact lens of claim 1 or 2, comprising at least one vinyl monomer selected from the group consisting of 2-(phenylthio)ethyl methacrylate, 2-benzyloxyethyl acrylate, 3-benzyloxypropyl acrylate, 2-benzyloxyethyl methacrylate, 3-benzyloxypropyl methacrylate, 2-[2-(benzyloxy)ethoxy]ethyl acrylate, 2-[2-(benzyloxy)ethoxy]ethyl methacrylate, and combinations thereof.

4. The implantable silicone hydrogel contact lens of any one of claims 1 to 3, wherein the amount of said at least one vinyl crosslinker is from 1% to 30% by weight.

5. 5. The implantable silicone hydrogel contact lens of any one of claims 1 to 4, wherein the at least one vinyl-functional polysiloxane comprises at least 30 mole percent of siloxane units each having at least one phenyl substituent.

6. 6. The implantable silicone hydrogel contact lens of any one of claims 1 to 5, wherein the at least one vinyl-functional polysiloxane comprises three or more vinylphenylsiloxane units, each having at least one phenyl and one vinyl substituent.

7. The implantable silicone hydrogel contact lens of any one of claims 1 to 5, wherein the at least one vinyl-functional polysiloxane comprises three or more phenylmethylsiloxane units.

8. The implantable silicone hydrogel contact lens of any one of claims 1 to 5, wherein the at least one vinyl-functional polysiloxane comprises three or more diphenylsiloxane units.

9. 9. The implantable silicone hydrogel contact lens of any one of claims 1 to 8, wherein the at least one vinyl functional polysiloxane comprises one or more vinyl terminated polyphenylmethylsiloxanes, one or more vinylphenylmethyl terminated phenylmethyl-vinylphenylsiloxane copolymers, one or more vinyl terminated diphenylsiloxane-dimethylsiloxane copolymers, or combinations thereof.

10. The implantable silicone hydrogel contact lens of any one of claims 1 to 9, wherein the at least one vinyl-functional polysiloxane comprises one or more vinyl-terminated polyphenylmethylsiloxanes.

11. The implantable silicone hydrogel contact lens of any one of claims 1 to 9, wherein the at least one vinyl-functional polysiloxane comprises one or more vinylphenylmethyl-terminated phenylmethyl-vinylphenylsiloxane copolymers.

12. 12. The implantable silicone hydrogel contact lens of any one of claims 1 to 11, wherein the silicone hydrogel material comprises repeat units of at least one silicone-containing vinyl-based monomer selected from the group consisting of vinyl-based monomers having bis(trialkylsilyloxy)alkylsilyl groups, vinyl-based monomers having tris(trialkylsilyloxy)silyl groups, polysiloxane vinyl-based monomers, 3-methacryloxypropylpentamethyldisiloxane, t-butyldimethyl-siloxyethyl vinyl carbonate, trimethylsilylethyl vinyl carbonate, trimethylsilylmethyl vinyl carbonate, and combinations thereof.

13. The silicone hydrogel material has the formula (M1) or (M2): 【Chemistry 2】 (In the formula, a Ｍ１ is zero or 1; R Ｍ０ is H or methyl; X Ｍ０ is O or NR Ｍ１ and L Ｍ１ is C ２ ~C ８ is an alkylene divalent group, or 【Chemistry 3】 is a divalent group of the formula: Ｍ１ ' is a C having 0 or 1 hydroxyl group ２ ~C ８ an alkylene divalent group; L Ｍ１ " is a C having 0 or 1 hydroxyl group ３ ~C ８ is an alkylene divalent group; X Ｍ１ , O, NR Ｍ１ , NHCOO, OCONH, CONR Ｍ１ Or NR Ｍ１ CO; R Ｍ１ is H or C having 0 to 2 hydroxyl groups １ ~C ４ alkyl; R ｔ１ and R ｔ２ are, independently of each other, C １ ~C ６ is alkyl; Ｍ１ ' is O or NR １ 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. at least one silicone-containing vinyl monomer repeat unit; At least one silicone-containing vinylic crosslinker is represented by formula (III): 【Chemistry 4】 (In the formula, d1 is an integer from 30 to 500, and d2 is an integer from 1 to 75, provided that d2 / d1 is from 0.035 to 0.15; 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 are each independently a substituted or unsubstituted C １ ~C １０ is an alkylene divalent group, or -R Ｉ４ -O-R Ｉ５ - divalent group, R Ｉ４ and R Ｉ５ are each independently a substituted or unsubstituted C １ ~C １０ an alkylene divalent group; R Ｉ３ is represented by the formulas (IIIa) to (IIIe): 【Chemistry 5】 is one of the monovalent groups 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 C having a valence of (m2+1) ２ ~C ６ is a hydrocarbon group; R Ｉ８ is C having a valence of (m4+1) ２ ~C ６ is a hydrocarbon group; R Ｉ９ is ethyl or hydroxymethyl; R Ｉ１０ is methyl or hydromethyl; R Ｉ１１ is hydroxyl or methoxy; X Ｉ１ is a sulfur bond of -S- or -NR Ｉ１２ - is a tertiary amino bond, and R Ｉ１２ is C １ ~C １ alkyl, hydroxyethyl, hydroxypropyl, or 2,3-dihydroxypropyl; X Ｉ２ teeth, 【Chemistry 6】 is an amide bond of Ｉ１３ is hydrogen or C １ ~C １０ is alkyl) The implantable silicone hydrogel contact lens of any one of claims 1 to 12, comprising a vinyl crosslinker of

14. the at least one silicone-containing vinylic crosslinker comprises: (1) a vinylic crosslinker comprising a single polydiorganosiloxane segment and two terminal ethylenically unsaturated groups selected from the group consisting of (meth)acryloyloxy, (meth)acryloylamino, vinyl carbonate, and vinyl carbamate; and / or (2) a chain-extended polysiloxane vinylic crosslinker 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; The at least one hydrophilic vinyl monomer is (1) 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-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, 2-hydroxyethyl(meth)acrylate, 3-hydroxypropyl(meth)acrylate, 2-hydroxypropyl(meth)acrylate, glycerol methacrylate, di(ethylene glycol) (meth)acrylate, tri(ethylene glycol)(meth)acrylate, tetra(ethylene glycol)(meth)acrylate, poly(ethylene glycol)(meth)acrylate having a number average molecular weight of up to 1500, poly(ethylene glycol)ethyl(meth)acrylamide having a number average molecular weight of up to 1500, and combinations thereof; (3) carboxyl-containing acrylic monomers selected from the group consisting of 2-(meth)acrylamidoglycolic acid, (meth)acrylic acid, ethylacrylic acid, 3-(meth)acrylamidopropionic acid, 5-(meth)acrylamidopentanoic acid, 4-(meth)acrylamidobutanoic acid, 3-(meth)acrylamido-2-methylbutanoic acid, 3-(meth)acrylamido-3-methylbutanoic acid, 2-(meth)acrylamido-2-methyl-3,3-dimethylbutanoic acid, 3-(meth)acrylamidohexanoic acid, 4-(meth)acrylamido-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, 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, N-vinyl-3-methyl-2-piperidone, N-vinyl-4-methyl-2-piperidone, N-vinyl 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-vinylcaprolactam, 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- (5) N-vinyl amide monomers selected from the group consisting of 1-methyl-3-methylene-2-pyrrolidone, 1-ethyl-3-methylene-2-pyrrolidone, 1-methyl-5-methylene-2-pyrrolidone, 1-ethyl-5-methyl ... methylene-containing pyrrolidone monomers selected from the group consisting of 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; (7) C; １ ~C ４ C having an alkoxyethoxy group and a number average molecular weight of up to 1500, such as 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 (8) acrylic monomers selected from the group consisting of alkoxy poly(ethylene glycol) (meth)acrylates, methoxy poly(ethylene glycol) ethyl (meth)acrylamides having a number average molecular weight of up to 1500, and combinations thereof; (9) acrylic 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 (9) vinyl ether monomers selected from the group consisting of 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, poly(ethylene glycol) methyl allyl ether, 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)ethyl phosphate, 4-[(meth)acryloylamino]butyl-2'-(trimethylammonio)ethyl phosphate, 5-((meth)acryloyloxypropyl)phosphorylcholine, 4 ... 2-((meth)acryloyloxy)ethyl-2'-(tripropylammonio)ethyl phosphate, 2-((meth)acryloyloxy)ethyl-2'-(tributylammonio)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-(vinyloxy)capryloxy phosphorylcholine-containing vinyl monomers selected from the group consisting of 2-(allyloxycarbonyl)ethyl-2'-(trimethylammonio)ethyl phosphate, 2-(vinylcarbonylamino)ethyl-2'-(trimethylammonio)ethyl phosphate, 2-(allyloxycarbonylamino)ethyl-2'-(trimethylammonio)ethyl phosphate, 2-(allyloxycarbonylamino)ethyl-2'-(trimethylammonio)ethyl phosphate, 2-(butenoyloxy)ethyl-2'-(trimethylammonio)ethyl phosphate, and combinations thereof;The implantable silicone hydrogel contact lens of any one of claims 1 to 13, comprising: (11) allyl alcohol; (12) N-2-hydroxyethyl vinyl carbamate; (13) N-carboxyvinyl-β-alanine; (14) N-carboxyvinyl-α-alanine; or (15) or a combination thereof.

15. The implantable silicone hydrogel contact lens of any one of claims 1 to 14, wherein the silicone hydrogel material comprises repeat units of at least one non-silicone vinylic crosslinker.

16. The at least one non-silicone vinyl crosslinker is selected from the group consisting of 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 di-(meth)acrylate, 1,4-butanediol di-(meth)acrylate, 1,5-dimethylphenyl di-(meth)acrylate, 1,6-dimethylphenyl di-(meth)acrylate, 1,7-dimethylphenyl di-(meth)acrylate, 1,8-dimethylphenyl di-(meth)acrylate, 1,9-dimethylphenyl di-(meth)acrylate, 1,10-dimethylphenyl di-(meth)acrylate, 1,11-dimethylphenyl di-(meth)acrylate, 1,12-dimethylphenyl di-(meth)acrylate, 1,13-dimethylphenyl di-(meth)acrylate, 1,14-dimethylphenyl di-(meth)acrylate, 1,15-dimethylphenyl di-(meth)acrylate, 1,16-dimethylphenyl di-(meth)acrylate, 1,17-dimethylphenyl di-(meth)acrylate, 1,18-dimethylphenyl di-(meth)acrylate, 1,19-dimethylphenyl di-(meth)acrylate, 1,20-dimethylphenyl di-(meth)acrylate, 1,21-dimethylphenyl di-(meth)acrylate, 1,22-dimethylphenyl di-(meth)acrylate, 1,23-dimethylphenyl di-(meth)acrylate, 1,24-dimethylphenyl di-(meth)acrylate, 1,25-dimethylphenyl di-(meth)acrylate, 1,26-dimethylphenyl di-(meth)acrylate, 1,27-dimethylphenyl di-(meth)acrylate, 1,28-dimethylphenyl di-(meth)acrylate, lorate di-(meth)acrylate, ethylene bis[oxy(2-hydroxypropane-1,3-diyl)] di-(meth)acrylate, bis[2-(meth)acryloxyethyl]phosphate, trimethylolpropane di-(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) 16. The implantable silicone hydrogel contact lens of claim 15, comprising acrylamide, N,N'-ethylene bis(meth)acrylamide, N,N'-dihydroxyethylene bis(meth)acrylamide, N,N'-propylene bis(meth)acrylamide, N,N'-2-hydroxypropylene bis(meth)acrylamide, N,N'-2,3-dihydroxybutylene bis(meth)acrylamide, 1,3-bis(meth)acrylamidopropan-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 combinations thereof.

17. The implantable silicone hydrogel contact lens of any one of claims 1 to 16, wherein the silicone hydrogel material comprises repeat units of at least one blended vinyl-based monomer. 【Request 18】 The at least one blended vinyl monomer is １ ~C １０ 18. The implantable silicone hydrogel contact lens of claim 17, comprising an alkyl (meth)acrylate, cyclopentyl acrylate, cyclohexyl methacrylate, cyclohexyl acrylate, isobornyl (meth)acrylate, styrene, 4,6-trimethylstyrene (TMS), t-butylstyrene (TBS), trifluoroethyl (meth)acrylate, hexafluoro-isopropyl (meth)acrylate, hexafluorobutyl (meth)acrylate, or a combination thereof.

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