Embedded silicone hydrogel contact lenses

Abstract

The present invention generally relates to an embedded silicone hydrogel contact lens comprising a silicone hydrogel material and a hydrophobic insert. The silicone hydrogel material comprises repeating units of at least one first polysiloxane vinyl crosslinker comprising hydrophilized siloxane units each having a methyl substituent and an organic group comprising at least one H-bond donor (e.g., a hydroxyl group), wherein the at least one H-bond donor is present in an amount of at least about 0.8 meq / g relative to the molecular weight of the at least one first polysiloxane vinyl crosslinker. The hydrophobic insert is comprised of a crosslinked polymeric material comprising at least 40% by mole of repeating units of acrylic acid and at least 6% by mole of repeating units of at least one vinyl crosslinker. The embedded silicone hydrogel is not susceptible to delamination.

Description

[0001] The present invention generally relates to an embedded silicone hydrogel contact lens that includes a hydrophobic rigid insert and is not susceptible to delamination. In addition, the present invention provides a method for producing the embedded silicone hydrogel contact lens of the present invention. Background Art

[0002] In recent years, various inserts have been proposed for incorporation into hydrogel contact lenses for various purposes (e.g., for 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, 1,020,3521, and 1,020,9534; and U.S. Patent Application Publication Nos. 20,040,141,150, 20040212779, 2008 / 0208335, 2009 / 0091818, 20090244477, 2010 / 0072643, 2010 / 0076553, 20110157544, 2012 / 0120365, 2012 / 0140167, 2012 / 0234453, 2014 / 0276481 and 2015 / 0145155).

[0003] Inserts are typically made of a non-hydrogel material that cannot absorb water and is non-water-swellable. A special type of insert is a rigid insert made of a rigid material (i.e., a highly cross-linked polymeric material) that acts as a rigid central optic for masking astigmatism, like a rigid gas permeable (RGP) contact lens. For such inserts, it is expected that there will be a significant difference in mechanical properties, and particularly in water swelling, between the insert material and the silicone hydrogel lens material into which the insert is embedded. Due to such a significant difference, embedded silicone hydrogel contact lenses are susceptible to lens deformation or particularly delamination during hydration of the hydrogel contact lens into which the insert is embedded, as well as during handling and wear of the embedded silicone hydrogel contact lens. It would be desirable to have an embedded silicone hydrogel contact lens having a rigid hydrophobic insert therein that is not susceptible to delamination. Summary of the Invention

[0004] In one aspect, the present invention provides an embedded silicone hydrogel contact lens comprising a silicone hydrogel material and a hydrophobic insert embedded therein, wherein the insert is composed of a cross-linked polymeric material comprising at least about 60% by mole of acrylic repeating units and at least about 6% by mole of repeating units of at least one ethylenic cross-linker, wherein the silicone hydrogel material comprises repeating units of at least one first polysiloxane ethylenic cross-linker comprising hydrophilized siloxane units each having one methyl substituent and one organic group comprising at least one H-bond donor, wherein the at least one H-bond donor is present in an amount of at least about 0.8 meq / g relative to the molecular weight of the at least one polysiloxane ethylenic cross-linker, and wherein the embedded silicone hydrogel does not readily delaminate.

[0005] In another aspect, the present invention provides a method for producing the embedded silicone hydrogel contact lenses of the present invention.

[0006] These and other aspects of the present invention will become apparent from the following description of the presently preferred embodiments. The detailed description is merely illustrative of the present invention and does not limit the scope of the present invention, which is defined by the appended claims and their equivalents. As will be apparent to those 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 disclosed herein. DETAILED DESCRIPTION

[0007] Unless otherwise defined, all technical and scientific terms used herein have the same meaning as those generally understood by those skilled in the art to which the present invention belongs. In general, the nomenclature used herein and the laboratory procedures are well-known and commonly used in the art. Conventional methods are used for these procedures, as provided in this area and various general references. When a term is provided in the singular, the inventors also contemplate the plural form of the term. The nomenclature used herein and the laboratory procedures described below are well-known and commonly used in the art.

[0008] As used herein in this application, "about" means that a number referred to as "about" includes the recited number plus or minus 1%-10% of that recited number.

[0009] "Contact lens" refers to a structure that can be placed on or in the wearer's eye. Contact lenses can, but need not, correct, improve, or change the wearer's vision. Contact lenses can be made of any suitable material known in the art or later developed, and can be soft lenses, hard lenses, or insert lenses.

[0010] "Hydrogel contact lens" refers to a contact lens comprising 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 lens" refers to a contact lens comprising a silicone hydrogel bulk (core) material.

[0011] "Hydrogel" or "hydrogel material" refers to a cross-linked polymer material having a three-dimensional polymer network (i.e., polymer matrix) that is insoluble in water but can hold at least 10% by weight of water in its polymer matrix when fully hydrated (or in equilibrium).

[0012] "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.

[0013] Siloxanes, which are often also described as silicones, are molecules having at least one —Si—O—Si— moiety, wherein each Si atom carries two organic groups as substituents.

[0014] As used in this application, the term "non-silicone hydrogel" refers to a hydrogel that theoretically does not contain silicone.

[0015] An "embedded silicone hydrogel contact lens" refers to a silicone hydrogel contact lens that includes at least one insert made of a non-hydrogel material and embedded within a silicone hydrogel material that is the primary lens material of the contact lens.

[0016] An "insert" is any three-dimensional article made of a non-hydrogel material and having a size of at least 5 microns, but smaller, sufficient to be embedded in a silicone hydrogel contact lens. According to the present invention, the non-hydrogel material can be any material that can absorb less than 5% (preferably about 4% or less, more preferably about 3% or less, and even more preferably about 2% or less) by weight of water when fully hydrated.

[0017] According to the present invention, the thickness of the insert of the present invention is less than any thickness of the embedded silicone hydrogel contact lens in the area in which the insert is embedded. The insert can be any object having any geometric shape and can have any desired function. Examples of preferred inserts include, but are not limited to, thin rigid inserts for providing a rigid central optic for masking astigmatism, such as rigid gas permeable (RGP) contact lenses, multifocal lens inserts, photochromic inserts, cosmetic inserts having color patterns printed thereon, and the like.

[0018] As used herein, "hydrophilic" describes a material or portion thereof that will associate with water more readily than with lipids.

[0019] By "hydrophobic" is meant that the insert material or insert has an equilibrium water content (i.e., water content in a fully hydrated state) of less than 5%, preferably about 4% or less, more preferably about 3% or less, even more preferably about 2% or less.

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

[0021] The term "soluble" with respect to a compound or material in a solvent means that the compound or material is soluble in the solvent at room temperature (ie, a temperature of about 22°C to about 26°C) to give a solution having a concentration of at least about 0.5% by weight.

[0022] The term "insoluble" with respect to a compound or material in a solvent means that the compound or material is soluble in the solvent at room temperature (as defined above) to give a solution having a concentration of less than 0.01% by weight.

[0023] "Vinyl monomer" refers to a compound having a single ethylenically unsaturated group, which is soluble in a solvent and can be polymerized photochemically or thermally.

[0024] As used herein, the term "ethylenically unsaturated group" is used in a broad sense herein and is intended to encompass any group containing at least one >C=C< group. Exemplary ethylenically unsaturated groups include, but are not limited to, (meth)acryloyl ( and / or ), allyl, vinyl, styryl or other C=C containing groups.

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

[0026] "(meth)acryloxy or (meth)acryloyloxy" means a monomer having a single Group of vinyl monomers.

[0027] "(Meth)acrylamide-based monomers" means monomers having a single Group (where R o is a vinyl monomer containing H or C1-C4 alkyl).

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

[0029] "(meth)acryloxy" or "(meth)acryloyloxy" refers to a vinyl monomer having a sole or group.

[0030] "(Meth)acrylamide-based monomers" means monomers having a single Group (where R o is a vinyl monomer containing H or C1-C4 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-vinylamide monomer" refers to an amide compound having a vinyl group (-CH=CH2) directly attached to the nitrogen atom of the amide group.

[0034] "Olefinic monomer" refers to a vinylic monomer having only one olefinic group.

[0035] As used herein, "hydrophilic vinylic monomer," "hydrophilic acrylic monomer," "hydrophilic (meth)acryloyloxy monomer," or "hydrophilic (meth)acrylamide monomer" refers to a vinylic monomer, acrylic monomer, (meth)acryloyloxy monomer, or (meth)acrylamide monomer, respectively, that typically produces a homopolymer that is water-soluble or can absorb at least 10% by weight of water).

[0036] As used herein, "hydrophobic vinylic monomer," "hydrophobic acrylic monomer," "hydrophobic (meth)acryloyloxy monomer," or "hydrophobic (meth)acrylamide monomer" refers to a vinylic monomer, acrylic monomer, (meth)acryloyloxy monomer, or (meth)acrylamide monomer, respectively, that typically produces a homopolymer that is insoluble in water and may absorb less than 10% by weight of water).

[0037] As used herein, the term "ethylene-based crosslinking agent" refers to an organic compound having at least two ethylenically unsaturated groups. "Ethylene-based crosslinking agent" refers to an ethylene-based crosslinking agent having a molecular weight of 700 Daltons or less.

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

[0039] The term "acrylic repeating units" refers to repeating units of a polymeric material that are each derived from an acrylic monomer or a crosslinking agent that is free radically polymerized to form the polymeric material.

[0040] The term "terminal (meth)acryloyl group" refers to a (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.

[0041] As used herein, "actinically" with respect to curing, crosslinking, or polymerizing a polymerizable composition, prepolymer, or material means curing (e.g., crosslinking and / or polymerizing) by actinic radiation, such as, for example, UV / visible light radiation, ionizing radiation (e.g., gamma radiation or X-ray radiation), microwave radiation, etc. Thermal curing or photochemical curing methods are well known to those skilled in the art.

[0042] As used herein, the term "polymer" means a material formed by polymerizing / cross-linking one or more monomers or macromers or prepolymers, or a combination thereof.

[0043] "Macromer" or "prepolymer" refers to a compound or polymer containing ethylenically unsaturated groups and having a number average molecular weight greater than 700 Daltons.

[0044] As used in this application, the term "molecular weight" of a polymeric material (including monomeric or macromolecular materials) refers to the number average molecular weight, unless specifically indicated otherwise or unless the test conditions indicate otherwise. The skilled artisan knows how to determine the molecular weight of a polymer according to known methods, such as, for example, GPC (gel permeation chromatography) with one or more of the following: 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 H NMR (proton nuclear magnetic resonance) spectroscopy, etc.

[0045] "Polysiloxane segments" or "polydiorganosiloxane segments" refer interchangeably to a polymer chain segment (i.e., a divalent group) wherein SN is an integer of 3 or greater and R S1 and R S2 Each of which is independently selected from the group consisting of: C1-C 10 Alkyl; phenyl; C1-C4-alkyl-substituted phenyl; C1-C4-alkoxy-substituted phenyl; phenyl-C1-C6 alkyl; C1-C 10 Fluoroalkyl; C1-C 10 Fluoroether; Aryl; Aryl C1-C 18 Alkyl; -alk-(OC2H4) γ1 -OR o(wherein alk is a C1-C6 alkylene diyl, R o is H or C1-C4 alkyl and γ1 is an integer from 1 to 10); C2-C 40 An organic group having at least one selected from the group consisting of hydroxyl (-OH), carboxyl (-COOH), amino (-NR N1 R N1 '),-NR N1 -amino bond, -CONR N1 -amide bond, -CONR N1 R N1 'amide, -OCONH-carbamate bond and C1-C4 alkoxy group consisting of a functional group, or a linear hydrophilic polymer chain, wherein R N1 and R N1 ' are independently hydrogen or C1-C 15 an alkyl group; and a photochromic organic group having a photochromic group.

[0046] "Polysilicone vinylic monomer" refers to a compound containing at least one polysiloxane segment and one unique ethylenically unsaturated group.

[0047] "Polydiorganosiloxane vinyl crosslinker" or "polysiloxane vinyl crosslinker" interchangeably refer to a compound comprising at least one polysiloxane segment and at least two ethylenically unsaturated groups.

[0048] "Linear polydiorganosiloxane vinyl crosslinker" or "linear polysiloxane vinyl crosslinker" interchangeably refer to a compound comprising a backbone comprising at least one polysiloxane segment and terminated at each of the two ends of the backbone with an ethylenically unsaturated group.

[0049] "Chain-extended polydiorganosiloxane vinylic crosslinker" or "chain-extended polysiloxane vinylic crosslinker" interchangeably refers to a compound comprising at least two ethylenically unsaturated groups and at least two polysiloxane segments, each pair of polysiloxane segments being linked by a divalent group.

[0050] The term "fluid" as used herein indicates a material capable of flowing like a liquid.

[0051] As used herein, with respect to polymerizable compositions, the term "transparent" means that the polymerizable composition is a transparent solution or liquid mixture (i.e., having a light transmittance of 85% or greater, preferably 90% or greater, in the range between 400 and 700 nm).

[0052] The term "monovalent group" refers to an organic group obtained by removing a hydrogen atom from an organic compound and forming a bond with another group in the organic compound. Examples include, but are not limited to, alkyl (formed by removing a hydrogen atom from an alkane), alkoxy (or alkoxyl) (formed by removing a hydrogen atom from the hydroxyl group of an alkyl alcohol), thiol (formed by removing a hydrogen atom from the thiol group of an alkylthiol), cycloalkyl (formed by removing a hydrogen atom from a cycloalkane), cycloheteroalkyl (formed by removing a hydrogen atom from a cycloheteroalkane), aryl (formed by removing a hydrogen atom from the aromatic ring of an aromatic hydrocarbon), heteroaryl (formed by removing a hydrogen atom from any ring atom), amino (formed by removing a hydrogel atom from an amine), and the like.

[0053] The term "divalent group" refers to an organic group obtained by removing two hydrogen atoms from an organic compound and forming two bonds with two other groups in the organic compound. For example, an alkylene (i.e., alkylenyl) divalent group is obtained by removing two hydrogen atoms from an alkane, and a cycloalkylene (i.e., cycloalkylenyl) divalent group is obtained by removing two hydrogen atoms from a ring.

[0054] In the present application, the term "substituted" with respect to an alkyl group or an alkylene group means that the alkyl group or the alkylene group includes at least one substituent, which replaces one hydrogen atom of the alkyl group or the alkylene group and is selected from the group consisting of hydroxyl (-OH), carboxyl (-COOH), -NH2, mercapto (-SH), C1-C4 alkyl, C1-C4 alkoxy, C1-C4 alkylthio (alkyl sulfide), C1-C4 acylamino, C1-C4 alkylamino, di-C1-C4 alkylamino, and combinations thereof.

[0055] The free radical initiator can be a photoinitiator or a thermal initiator. A "photoinitiator" refers to a chemical that initiates a free radical crosslinking / polymerization reaction by utilizing light. A "thermal initiator" refers to a chemical that initiates a free radical crosslinking / polymerization reaction by utilizing heat energy.

[0056] The material's inherent "oxygen permeability coefficient" Dk i The oxygen permeability coefficient is usually expressed in barrers, where "barrer" is defined as [(cm 3 Oxygen)(mm) / (cm 2 )(sec)(mm Hg)]×10 -10 The oxygen permeability coefficient can be measured according to the procedure described in Example 1.

[0057] The "oxygen permeability" Dk / t of an insert or material is the rate at which oxygen will pass through a particular insert or material having an average thickness t in mm over a measured area. Oxygen permeability is conventionally expressed in units of barrer / mm, where "barrer / mm" is defined as [(cm 3 Oxygen) / (cm 2 )(s)(mm Hg)]×10 -9 The oxygen permeability coefficient can be measured according to the procedure described in Example 1.

[0058] The term "modulus" or "elastic modulus" with respect to a contact lens or material means the tensile modulus or Young's modulus as a measure of the stiffness of the contact lens or material. The modulus can be measured according to the procedure described in Example 1.

[0059] "Untreated state" refers to an insert which is obtained by cast-molding the polymerizable composition in a mold and which has not been subjected to post-molding processes of extraction and / or hydration (ie has not been in contact with water or any organic solvent or any liquid after molding).

[0060] Generally, the present invention relates to an embedded silicone hydrogel contact lens comprising a soft silicone hydrogel material (having a modulus less than 1.5 MPa) and embedded therein a rigid insert composed of a hydrophobic cross-linked polymer material that is not susceptible to delamination.

[0061] The present invention is based, in part, on the discovery that the use of a polymerizable composition for making silicone hydrogel contact lenses (i.e., a silicone hydrogel lens formulation or SiHy lens formulation) comprising at least one hydrophilized polysiloxane vinyl cross-linker comprising hydrophilized siloxane units each having one methyl substituent and one organic group comprising at least one H-bond donor (e.g., hydroxyl) in the cast molding of embedded silicone hydrogel contact lenses, wherein the embedded silicone hydrogel contact lenses each have a non-hydrogel insert made of a hydrophobic cross-linked polymeric material comprising at least about 40% by mole of acrylic repeating units, does not readily delaminate during autoclaving and storage.

[0062] It is believed that when the SiHy lens formulation is contacted with the non-hydrogel insert prior to curing in the lens mold, a small amount of one or more vinylic monomers (without bulky groups) may partially penetrate the surface of the non-hydrogel insert. It is also believed that a sufficient amount of the hydrophilized polysiloxane vinylic crosslinker in the SiHy lens formulation may adsorb onto the surface of the non-hydrogel insert. This adsorption may occur because the H-bond donors of the organic substituents of the hydrophilized siloxane units of the hydrophilized polysiloxane vinylic crosslinker can sufficiently penetrate into the non-hydrogel insert to form hydrogen bonds with the H-bond acceptors (i.e., ester bonds and / or amide bonds) of the acrylic repeating units of the non-hydrogel insert. It is further believed that the free radical initiator contains an H-acceptor and can be brought to the surface of the non-hydrogel insert by the hydrophilized polysiloxane vinylic crosslinker adsorbed on the surface of the non-hydrogel insert. After the SiHy lens formulation with the non-hydrogel insert immersed therein is cured in the lens mold to form a silicone hydrogel material, the one or more vinylic monomers on the surface of the non-hydrogel insert and the hydrophilized polysiloxane vinylic crosslinker at the surface of the non-hydrogel insert can be crosslinked / polymerized to form crosslinked polymer chains of a polymer matrix having the non-hydrogel insert embedded thereon. With the formation of such an intercalated polymer network of the silicone hydrogel material and the surface insert material (i.e., on the surface of the non-hydrogel insert), the resulting embedded silicone hydrogel contact lens is less susceptible to delamination (i.e., complete or partial separation of the silicone hydrogel material from the non-hydrogel insert).

[0063] In one aspect, the present invention provides an embedded silicone hydrogel contact lens comprising a silicone hydrogel material and a hydrophobic insert embedded therein, wherein the insert is composed of a cross-linked polymeric material comprising at least about 40% by mole (preferably at least about 45%, more preferably at least about 50%, even more preferably at least about 55%) of repeating units of acrylic acid and at least about 6% by mole (preferably at least about 8% by mole, more preferably at least about 10% by mole, even more preferably at least about 12% by mole) of repeating units of at least one vinyl cross-linker, wherein the silicone hydrogel material comprises (a) at least one first polysiloxane ethylenic cross-linker; The at least one first polysiloxane vinyl cross-linker comprises (a) repeating units of a hydrophilized siloxane unit each having one methyl substituent and one organic group comprising at least one H-bond donor (preferably a hydroxyl group), and (b) repeating units of at least one hydrophilic vinyl monomer, wherein the at least one H-bond donor is present in an amount of at least about 0.8 meq / g (preferably at least about 1.0 meq / g, more preferably at least about 1.2 meq / g, even more preferably at least about 1.4 meq / g) relative to the molecular weight of the at least one first polysiloxane vinyl cross-linker, wherein the embedded silicone hydrogel does not readily delaminate. Preferably, the insert is rigid.

[0064] According to the present invention, an embedded silicone hydrogel contact lens is not prone to delamination when no air bubbles are observed within the embedded silicone hydrogel contact lens under a microscope after autoclaving (see Example 1 for details).

[0065] According to the present invention, any polysiloxane vinyl crosslinking agent can be used as the first polysiloxane vinyl crosslinking agent in the present invention, as long as they contain hydrophilized siloxane units each having a methyl substituent and an organic group having at least one H-bond donor (preferably a hydroxyl group). An example of a preferred class of polysiloxane vinyl crosslinking agents is a di(meth)acryloyloxy-terminated polysiloxane vinyl crosslinking agent each having a dimethylsiloxane unit and a hydrophilized siloxane unit each having a methyl substituent and a monovalent C4-C4-H bond donor having 2 to 6 hydroxyl groups. 40 Organic group substituents), more preferably, polysiloxane vinyl crosslinkers having formula (G), as described later in this application. They can be prepared according to the procedures disclosed in US Pat. No. 10,081,697.

[0066] According to the present invention, the silicone hydrogel material of the embedded silicone hydrogel contact lens comprises repeating units of at least one hydrophilic vinylic monomer.

[0067] Any hydrophilic vinyl monomer can be used in the present invention. Examples of preferred hydrophilic vinyl monomers are alkyl (meth) acrylamides (as described later in this application), hydroxyl-containing acrylic monomers (described below), amino-containing acrylic monomers (as described later in this application), carboxyl-containing acrylic monomers (as described later in this application), N-vinylamide monomers (as described later in this application), methylene-containing pyrrolidone monomers (i.e., pyrrolidone derivatives each having a methylene group attached to the pyrrolidone ring at the 3-position or 5-position) (as described later in this application), acrylic monomers having C1-C4 alkoxyethoxy groups (as described later in this application), vinyl ether monomers (as described later in this application), allyl ether monomers (as described later in this application), phosphorylcholine-containing vinyl monomers (as described later in this application), N-2-hydroxyethyl vinyl carbamate, N-carboxyvinyl-β-alanine (VINAL), N-carboxyvinyl-α-alanine, and combinations thereof.

[0068] According to the present invention, the silicone hydrogel material of the embedded silicone hydrogel contact lens may further comprise repeating units of a silicone-containing vinylic monomer and / or a second polysiloxane vinylic cross-linking agent (in addition to the first polysiloxane vinylic cross-linking agent).

[0069] According to the present invention, the vinyl monomer containing silicone can be any vinyl monomer containing silicone well known to those skilled in the art.The example of preferred vinyl monomer containing silicone includes but is not limited to vinyl monomer, polysiloxane vinyl monomer, 3-methacryloxypropyl pentamethyldisiloxane, tert-butyldimethyl-siloxyethyl vinyl carbonate, trimethylsilylethyl vinyl carbonate and trimethylsilylmethyl vinyl carbonate and combination thereof, each with bis(trialkylsiloxy)alkylsilyl or tris(trialkylsiloxy)silyl.

[0070] Preferred polysiloxane vinyl monomers including those having formula (M1) are described later in this application and can be obtained from commercial suppliers (e.g., Shin-Etsu, Gelest, etc.); prepared according to procedures described in patents such as 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; prepared according to the procedures well known to those skilled in the art. The cross-reaction is prepared by reacting hydroxyalkyl (meth)acrylate or hydroxyalkyl (meth)acrylamide or (meth)acryloyloxy polyethylene glycol with mono-glycidoxypropyl-terminated polydimethylsiloxane; by reacting glycidyl (meth)acrylate with mono-methanol-terminated polydimethylsiloxane, mono-aminopropyl-terminated polydimethylsiloxane, or mono-ethylaminopropyl-terminated polydimethylsiloxane; or by reacting isocyanatoethyl (meth)acrylate with mono-methanol-terminated polydimethylsiloxane.

[0071] Preferred silicone-containing vinyl monomers, each having a bis(trialkylsilyloxy)alkylsilyl group or a tris(trialkylsiloxy)silyl group, including those having formula (M2), are described later in this application and can be obtained from commercial suppliers (e.g., Shin-Etsu Corporation, Galester Corporation, etc.) or can be prepared according to the procedures described in U.S. Patent 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.

[0072] In the present invention, any suitable polysiloxane vinyl crosslinking agent can be used as the second polysiloxane vinyl crosslinking agent. Examples of preferred polysiloxane vinyl crosslinking agents as the second polysiloxane vinyl crosslinking agent are di-(meth)acryloyl-terminated polydimethylsiloxane; divinyl carbonate-terminated polydimethylsiloxane; divinyl carbamate-terminated polydimethylsiloxane; N,N,N',N'-tetrakis(3-methacryloyloxy-2-hydroxypropyl)-α,ω-bis-3-aminopropyl-polydimethylsiloxane; selected from US 5,760,100; the group consisting of macromonomer A, macromonomer B, macromonomer C, and macromonomer D described in U.S. Patent Nos. 4136250, 4153641, 4182822, 4189546, 4343927, 4254248, 4355147, 4276402, 4327203, 4341889, 4486577, 4543398, 4605712, 4661575, 4684538, 4703097, 4833218, 4 837289, 4954586, 4954587, 5010141, 5034461, 5070170, 5079319, 5039761, 5346946, 5358995, 5387632, 5416132, 5451617, 5486579, 5962548, 5981675, 6039913 and 6762264; the silicone-containing macromonomers disclosed in U.S. Pat. Nos. 4,259,467, 4,260,725 and 4,261,875.

[0073] A preferred class of polysiloxane vinyl crosslinkers as the second polysiloxane vinyl crosslinker is a di(meth)acryloyloxy-terminated polysiloxane vinyl crosslinker, each of which has dimethylsiloxane units and hydrophilized siloxane units (each of which has a methyl substituent and a monovalent C4-C4 substituent having 2 to 6 hydroxyl groups). 40 Organic group substituents), more preferably, polysiloxane vinyl crosslinkers having formula (G), are described later in this application and can be prepared according to the procedures disclosed in US Pat. No. 10,081,697.

[0074] Another preferred class of polysiloxane vinyl crosslinkers as the second polysiloxane vinyl crosslinker is vinyl crosslinkers each comprising a sole polydiorganosiloxane segment and two terminal (meth)acryloyl groups and available from commercial suppliers; prepared by reacting glycidyl (meth)acrylate (meth)acryloyl chloride with a di-amino terminated polydimethylsiloxane or a di-hydroxy terminated polydimethylsiloxane; prepared by reacting ethyl isocyanate (meth)acrylate with a di-hydroxy terminated polydimethylsiloxane; prepared by reacting an amino group-containing acrylic monomer with a di-carboxyl terminated polydimethylsiloxane in the presence of a coupling agent (carbodiimide); prepared by reacting a carboxyl group-containing acrylic monomer with a di-amino terminated polydimethylsiloxane in the presence of a coupling agent (carbodiimide); or prepared by reacting a hydroxyl group-containing acrylic monomer with a di-hydroxy terminated polydimethylsiloxane in the presence of a diisocyanate or di-epoxy coupling agent.

[0075] Another preferred class of polysiloxane vinyl crosslinkers as the second polysiloxane vinyl crosslinker is the chain-extended polysiloxane vinyl crosslinkers, each having at least two polydiorganosiloxane segments connected by a linking group between each pair of polydiorganosiloxane segments and 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, 1,0301,451, and 1,0465,047.

[0076] According to the present invention, the silicone hydrogel material may further comprise repeating units of one or more hydrophobic non-silicone vinyl monomers. Preferred examples of hydrophobic non-silicone vinyl monomers may be non-silicone hydrophobic acrylic monomers (methyl (meth)acrylate, ethyl (meth)acrylate, propyl (meth)acrylate, isopropyl (meth)acrylate, cyclohexyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, isobornyl (meth)acrylate, (meth)acrylonitrile, or a combination thereof), fluorine-containing acrylic monomers (e.g., perfluorohexylethyl-thio-carbonyl-aminoethyl-methacrylate, perfluoro-substituted-C2-C(meth)acrylate described below), 12 alkyl esters, etc.), vinyl alkanoates (e.g., vinyl acetate, vinyl propionate, vinyl butyrate, vinyl valerate, etc.), vinyloxyalkanes (e.g., vinyl ethyl ether, propyl vinyl ether, n-butyl vinyl ether, isobutyl vinyl ether, cyclohexyl vinyl ether, tert-butyl vinyl ether, etc.), styrene, vinyltoluene, vinyl chloride, vinylidene chloride, 1-butene, and combinations thereof.

[0077] Any suitable (meth)acrylic acid perfluoro-substituted-C2-C 12 Alkyl esters. (Meth)acrylates perfluoro-substituted-C2-C 12 Examples of alkyl esters include, but are not limited to, 2,2,2-trifluoroethyl (meth)acrylate, tetrafluoropropyl (meth)acrylate, hexafluoro-isopropyl (meth)acrylate, hexafluorobutyl (meth)acrylate, heptafluorobutyl (meth)acrylate, octafluoropentyl (meth)acrylate, heptadecafluorodecyl (meth)acrylate, pentafluorophenyl (meth)acrylate, and combinations thereof.

[0078] According to the present invention, the silicone hydrogel material may further comprise repeating units of one or more non-silicone vinyl crosslinking agents. Examples of preferred non-silicone vinyl crosslinking agents are described later in this application.

[0079] According to the present invention, the silicone hydrogel material may further comprise repeating units of other polymerizable materials, such as UV-absorbing vinylic monomers, UV / high energy violet light ("HEVL") absorbing vinylic monomers, polymerizable photochromic compounds, polymerizable colorants (polymerizable dyes), or combinations thereof, as known to those skilled in the art.

[0080] Any suitable UV-absorbing vinylic monomer and UV / HEVL-absorbing vinylic monomer can be used in the polymerizable composition used to prepare the preformed SiHy contact lenses of the present invention. Examples of preferred UV-absorbing vinylic monomers 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-chlorobenzotriazole, 2-(2'-hydroxy-5'-methacrylamidophenyl)-5-methoxybenzotriazole, 2-(2'-hydroxy-5'-methacrylamidophenyl)-5-methoxybenzotriazole, -5'-methacryloyloxypropyl-3'-tert-butyl-phenyl)-5-chlorobenzotriazole, 2-(2'-hydroxy-5'-methacryloyloxypropylphenyl)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-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-5), -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-vinyl-(UVAM), 2-[2'-hydroxy-5'-(2-methacryloyloxyethyl)phenyl)]-2H-benzotriazole (2-acrylic 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'-methacryloyloxypropoxy]phenyl}-5-methoxy-2H-benzotriazole (UV13), 2-{2'-hydroxy-3'-tert-butyl-5'-[3'-methacryloyloxypropoxy]phenyl}-5-methoxy-2H-benzotriazole 2-[2'-hydroxy-3'-tert-butyl-5'-(3'-acryloyloxypropyloxy)phenyl]-5-trifluoromethyl-2H-benzotriazole (UV23), 2-(2'-hydroxy-5-methylacrylamidophenyl)-5-methoxybenzotriazole (UV6), 2-(3-allyl-2-hydroxy-5-methylphenyl)-2H-benzotriazole (UV9), 2-(2-hydroxy-3-methylallyl-5-methylphenyl)-2H-benzotriazole (UV12), 2-3'-tert-butyl-2'-hydroxy-5'-(3'-dimethylvinylsilylpropyloxy)-2'-hydroxy-phenyl)-5-methoxybenzotriazole (UV15) , 2-(2'-hydroxy-5'-methacryloylpropyl-3'-tert-butyl-phenyl)-5-methoxy-2H-benzotriazole (UV16), 2-(2'-hydroxy-5'-acryloylpropyl-3'-tert-butyl-phenyl)-5-methoxy-2H-benzotriazole (UV16A), 2-methacrylate 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-2 H-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-vinyl-2H-benzotriazol-2-yl)-4-methyl-, homopolymer (9CI) (CAS#83063-87-0). According to the present invention, the polymerizable composition comprises one or more UV absorbing vinyl monomers in an amount of about 0.1% to about 3.0%, preferably about 0.2% to about 2.5%, and more preferably about 0.3% to about 2.0% by weight relative to all polymerizable components in the polymerizable composition.

[0081] Examples of preferred photochromic vinyl monomers include polymerizable naphthopyrans, polymerizable benzopyrans, polymerizable indenonaphthopyrans, polymerizable phenanthropyrans, polymerizable spiro(benzoindoline)-naphthopyrans, polymerizable spiro(indoline)benzopyrans, polymerizable spiro(indoline)-naphthopyrans, polymerizable spiro(indoline)quinopyrans, polymerizable spiro(indoline)-pyrans, polymerizable naphthoxazines, polymerizable spirobenzopyrans; polymerizable spirobenzothiopyrans, polymerizable naphthonaphthalenediones, polymerizable spirooxazines, polymerizable spiro(indoline)naphthoxazines, polymerizable spiro(indoline)pyridobenzoxazines, polymerizable spiro(benzo ... and combinations thereof 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, 1,019,7707, 6,019,914, 6,113,814, 6,149,841, 6,296,785, and 6,348,604.

[0082] In a preferred embodiment, the silicone hydrogel material comprises at least about 5% by weight (preferably at least about 10%, more preferably at least about 15%, even more preferably at least about 20%, and most preferably at least about 25%) of a first polysiloxane vinyl crosslinker. It should be understood that the weight percentage of each component of the silicone hydrogel material of the present invention can be obtained based on the weight percentage of its corresponding polymerizable component (material) in the polymerizable composition used to make the silicone hydrogel material (or contact lens).

[0083] According to the present invention, the silicone hydrogel material of the embedded silicone hydrogel contact lens has an equilibrium water content (i.e., in a fully hydrated state or when fully hydrated) of from about 20% to about 70% by weight (preferably from about 20% to about 65%, more preferably from about 25% to about 65%, even more preferably from about 30% to about 60%), an oxygen permeability of at least about 40 barrers (preferably at least about 60 barrers, more preferably at least about 80 barrers, more preferably at least about 100 barrers), and a modulus (i.e., Young's modulus) of about 1.5 MPa or less (preferably from about 0.2 MPa to about 1.2 MPa, more preferably from about 0.3 MPa to about 1.1 MPa, even more preferably from about 0.4 MPa to about 1.0 MPa).

[0084] According to the present invention, the hydrophobic insert can be made of any cross-linked polymer material, as long as it has an equilibrium water content of less than 5% by weight and comprises at least 40% by mole of repeating units of one or more acrylic monomers and / or one or more acrylic crosslinkers (crosslinking agents) and at least about 6% by mole of repeating units of at least one vinyl crosslinker. It will be understood that the acrylic monomers and / or crosslinking agents are required to provide H-bond acceptors (ester bonds and / or amide bonds) to the cross-linked polymer material of the rigid hydrophobic insert of the embedded silicone hydrogel contact lens.

[0085] Any hydrophobic acrylic monomer can be used to form the rigid hydrophobic insert of the present invention. Examples of hydrophobic acrylic monomers include silicone-containing acrylic monomers (any of those described above in this application), non-silicone hydrophobic acrylic monomers (any of those described above in this application), fluorine-containing acrylic monomers (any of those described above in this application), aromatic acrylic monomers as described below, and combinations thereof.

[0086] According to a preferred embodiment of the present invention, the cross-linked polymer material of the rigid hydrophobic insert comprises an aromatic vinyl monomer having formula (I) or (II)

[0087]

[0088] wherein A1 is H or CH3 (preferably H); B1 is (CH2) m1 or [O(CH2)2] Z1 , wherein m1 is 2-6 and z1 is 1-10; Y1 is a direct bond, O, S, or NR', wherein R' is H, CH3, C wherein n'=1-10 n’ H 2n’+1 , iso-OC3H7, C6H5, or CH2C6H5; R a 、R b 、R c 、R d 、R e 、R f 、R g 、R h , and R i Independently of each other are H, C1-C 12 Alkyl or C1-C 12 alkoxy (preferably all H); w1 is 0-6, with the proviso that m1+w1≤8; w2 is an integer from 1 to 3; and D1 is H, Cl, Br, C1-C4 alkyl, C1-C4 alkoxy, C6H5, or CH2C6H5.

[0089] Examples of aromatic acrylic monomers having formula (I) include, but are not limited to: 2-ethylphenoxy acrylate; 2-ethylphenoxy methacrylate; phenyl acrylate; phenyl methacrylate; benzyl acrylate; benzyl methacrylate; 2-phenylethyl acrylate; 2-phenylethyl methacrylate; 3-phenylpropyl acrylate; 3-phenylpropyl methacrylate; 4-phenylbutyl acrylate; 4-phenylbutyl methacrylate; 4-methylphenyl acrylate; 4-methylphenyl methacrylate; 4-methylbenzyl acrylate; 4-methylbenzyl methacrylate; 2-(2-methyl) acrylate; ethyl methacrylate; 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-methylphenyl)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

[0014] The aromatic acrylic monomers of formula (I) listed above may be obtained from commercial sources or alternatively prepared according to methods known in the art.

[0090] Preferred aromatic acrylic monomers of formula (I) are those wherein B1 is OCH2CH2, (OCH2CH2)2, (OCH2CH2)3, or (CH2) m1, wherein m1 is 2-5, Y1 is a direct bond or O, w1 is 0 or 1, and D1 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 their corresponding methacrylates.

[0091] Aromatic acrylic monomers of formula (II) can be prepared from monofunctional polyphenyl ethers (i.e., polyphenyl ethers having one functional group such as hydroxyl, amino or carboxyl). In general, monofunctional OH-terminated poly(phenyl ether) is reacted with a (meth)acrylic acid derivative (such as acryloyl chloride, methacryloyl chloride, methacrylic anhydride or isocyanatoalkyl acrylate or methacrylate) 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 suitable (meth)acrylic acid derivatives. Monofunctional terminated polyphenyl ethers can be prepared according to the procedures described in the literature (J. Org. Chem., 1960, 25 (9), pp. 1590-1595). The experimental procedure for preparing aromatic acrylic monomers of formula (II) can be found in U.S. Pat. No. 10,064,977.

[0092] It should also be understood that any hydrophobic vinyl monomer can be used as a substitute for the hydrophobic acrylic monomer, so long as it contains at least one H-bond acceptor, such as an ester bond, an amide bond, a carbonate bond, a urethane bond, an ether bond, or a combination thereof. Examples of such hydrophobic monomers include vinyl alkanoates (any of those described above in this application), vinyloxyalkanes (any of those described above in this application), and combinations thereof.

[0093] It will be understood that the mole percentage of each component of the cross-linked polymeric material of the insert of the present invention can be obtained based on the mole percentage of its corresponding polymerizable component (material) in the polymerizable composition used to make the insert.

[0094] According to the present invention, the cross-linked polymer material of the rigid hydrophobic insert comprises repeating units of at least one vinyl cross-linking agent. Any suitable vinyl cross-linking agent may be used in the present invention. Examples of preferred vinyl cross-linking agents include, but are not limited to, acrylic cross-linking agents (or crosslinkers) as described below, allyl methacrylate, allyl acrylate, aromatic cross-linking agents (e.g., divinylbenzene, 2-methyl-1,4-divinylbenzene, bis(4-vinylphenyl)methane, 1,2-bis(4-vinylphenyl)ethane, etc.), or combinations thereof. It will be appreciated that a vinyl cross-linking agent is required to impart the desired rigidity to the cross-linked polymer material of the rigid hydrophobic insert.

[0095] Examples of acrylic crosslinking agents include, but are not limited to, ethylene glycol dimethacrylate; ethylene glycol diacrylate; 1,3-propylene glycol diacrylate; 1,3-propylene glycol dimethacrylate; 2,3-propylene glycol diacrylate; 2,3-propylene glycol 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; 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; trimethylolpropane triacrylate; trimethylolpropane trimethacrylate; tris(2-hydroxyethyl)isocyanurate triacrylate; tris(2-hydroxyethyl)isocyanurate trimethacrylate; 1,3,5-triacryloyloxyhexahydro-1,3,5-triazine; 1,3,5-trimethacryloyloxyhexahydro-1,3,5-triazine; pentaerythritol tetraacrylate; pentaerythritol tetramethacrylate; di(trimethylolpropane) tetraacrylate; di(trimethylolpropane) tetramethacrylate; allyl methacrylate; allyl acrylate; or a combination thereof.

[0096] In preferred embodiments, the cross-linked polymeric material of the rigid hydrophobic insert comprises repeating units of at least one acrylic cross-linking agent (any of those described above).

[0097] In another preferred embodiment, the cross-linked polymeric material of the rigid hydrophobic insert comprises repeating units of at least one aromatic cross-linking agent (any of those described above).

[0098] In another preferred embodiment, the cross-linked polymer material of the rigid hydrophobic insert comprises repeating units of at least one vinyl-functional polysiloxane comprising at least two vinyl groups, each directly attached to a silicon atom, and at least 15% by mole of siloxane units, each having at least one phenyl substituent.

[0099] Examples of such vinyl functional polysiloxanes include, but are not limited to, vinyl terminated polyphenylmethylsiloxane (e.g., PMV9925 from Gallester), vinylphenylmethyl terminated phenylmethyl-vinylphenylsiloxane copolymer (e.g., PVV-3522 from Gallester), vinyl terminated diphenylsiloxane-dimethylsiloxane copolymer (e.g., PDV-1625 from Gallester), or combinations thereof. Preferably, the vinyl functional polysiloxane is vinyl terminated polyphenylmethylsiloxane (e.g., PMV9925 from Gallester), vinylphenylmethyl terminated phenylmethyl-vinylphenylsiloxane copolymer (e.g., PVV-3522 from Gallester), or combinations thereof.

[0100] The rigid hydrophobic insert can preferably be prepared according to conventional cast molding methods as are well known to those skilled in the art. Conventional cast molding methods typically involve curing the polymerizable composition in a mold, opening the mold, removing the molded insert from the mold, and subjecting the molded insert to post-molding processes (e.g., extraction, surface treatment, etc.).

[0101] The polymerizable composition for making the rigid hydrophobic insert can be prepared by mixing all the polymerizable materials as described above in the desired proportions together with one or more polymerization initiators (as described later in this application) in the presence or preferably absence of a non-reactive organic solvent (i.e., a non-reactive diluent). The polymerizable composition can then be introduced into a mold of the desired shape and polymerized thermally (i.e., by heating) or actinically (i.e., by actinic radiation, e.g., UV radiation and / or visible light radiation) to activate the polymerization initiator.

[0102] Any thermal polymerization initiator may be used in the present invention. Suitable thermal polymerization initiators are known to the skilled person and include, for example, peroxides, hydroperoxides, azo-bis(alkyl- or cycloalkylnitrile), persulfates, percarbonates or mixtures thereof. Examples of preferred thermal polymerization initiators include, but are not limited to, benzoyl peroxide, tert-butyl peroxide, tert-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-tert-butyl diperoxyphthalate, tert-butyl hydroperoxide, tert-butyl peracetate, tert-butyl peroxybenzoate, tert-butyl peroxyisopropyl carbonate, acetyl peroxide, lauroyl peroxide, decanoyl peroxide, dicetyl peroxydicarbonate, di(4-tert-butylcyclohexyl) peroxydicarbonate (Perkadox 16S), di(2-ethylhexyl) peroxydicarbonate, tert-butyl peroxypivalate (Lupersol 11); tert-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) (VAZO 33), 2,2'-azobis[2-(2-imidazolin-2-yl)propane] dihydrochloride (VAZO 44), 2,2'-azobis(2-amidinopropane) dihydrochloride (VAZO 50), 2,2'-azobis(2,4-dimethylvaleronitrile) (VAZO 52), 2,2'-azobis(isobutyronitrile) (VAZO 64 or AIBN), 2,2'-azobis-2-methylbutyronitrile (VAZO 67), 1,1-azobis(1-cyclohexanecarbonitrile) (VAZO 88); 2,2'-azobis(2-cyclopropylpropionitrile), 2,2'-azobis(methyl isobutyrate), 4,4'-azobis(4-cyanovaleric acid), and combinations thereof. Preferably, the thermal initiator is 2,2'-azobis(isobutyronitrile) (AIBN or VAZO 64).

[0103] Suitable photoinitiators are benzoin methyl ether, diethoxyacetophenone, benzoylphosphine oxide, 1-hydroxycyclohexylphenyl ketone and the Darocur and Irgacur types, preferably Darocur and Darocur Germanium-based Norrish type I photoinitiators (such as those described in US 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 macromonomers or used as special monomers are also suitable. Examples of reactive photoinitiators are those disclosed in EP 632 329.

[0104] It will be appreciated that the polymerizable composition used to make the insert may be cured in two stages: free radical chain polymerization (i.e. initiated at temperatures below 100°C by a thermal initiator having a 10h half-life temperature of 100°C or less, or alternatively by a photoinitiator), and then a peroxide activated cure.

[0105] Once the insert materials of the present invention have solidified, they are extracted in a suitable solvent (as described below) to remove as many unreacted components of the material as possible.

[0106] Examples of suitable solvents include 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, isopropyl lactate, dichloromethane, 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-butyl alcohol, tert-pentanol, 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-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, 1-ethylcyclopentanol alcohol, 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, tert-amyl alcohol, isopropyl alcohol, 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-butanol, 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.

[0107] The present invention also provides a method for producing an embedded silicone hydrogel contact lens, the method comprising 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) comprising (a) at least one first polysiloxane vinyl crosslinker comprising hydrophilized siloxane units each having one methyl substituent and one organic group including at least one H-bond donor (preferably a hydroxyl group), and (b) at least one hydrophilic vinyl monomer, wherein the at least one H-bond donor is present in an amount relative to the at least one vinyl monomer. (1) obtaining a first polysiloxane vinyl crosslinker having a molecular weight of at least about 0.8 meq / g (preferably at least about 1.0 meq / g, more preferably at least about 1.2 meq / g, even more preferably at least about 1.4 meq / g); (2) obtaining a rigid hydrophobic insert comprised of a crosslinked polymeric material comprising at least about 40% (preferably at least about 45%, more preferably at least about 50%, even more preferably at least about 55%) acrylic repeating units by mole; and (3) obtaining a lens mold, wherein the lens mold comprises a male mold half having a first molding surface and a female mold half having a second molding surface, wherein the male and female mold halves are The mold halves are configured to receive each other so that a mold cavity is formed between the first molding surface and the second molding surface when the mold is closed; (4) placing the insert of the present invention as described above at a specified position in the lens mold in no particular order and introducing the silicone-hydrogel-lens forming composition into the lens mold, wherein the insert is immersed 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 an untreated embedded silicone hydrogel contact lens; (6) the silicone-hydrogel-lens forming composition obtained in step (5) The lens mold is divided into a male mold half and a female mold half, wherein the untreated embedded silicone hydrogel contact lens is adhered to the lens adhered mold half which is one of the male mold half and the female mold half; (7) before the untreated embedded silicone hydrogel contact lens is contacted with water or any liquid, the untreated embedded silicone hydrogel contact lens is removed from the lens adhered mold half; and (8) the untreated embedded silicone hydrogel contact lens is subjected to a post-molding process including a hydration process and one or more other processes, wherein the one or more other processes are selected from the group consisting of: extraction, surface treatment, packaging, sterilization, and combinations thereof.

[0108] Various embodiments, including preferred embodiments of the first polysiloxane vinylic crosslinker and the hydrophilic vinylic monomer, have been described above in this application and can be used in this aspect of the invention.

[0109] The silicone-hydrogel-lens forming composition may further comprise one or more polymerizable components (materials) selected from the group consisting of: at least one silicone-containing vinylic monomer (any of those described above in this application), at least one second polysiloxane vinylic cross-linker (any of those described above in this application), at least one hydrophobic non-silicone vinylic monomer (any of those described above in this application), at least one non-silicone vinylic cross-linker (any of those described above in this application), UV-absorbing vinylic monomer (any of those described above in this application), UV / HEVL-absorbing vinylic monomer (any of those described above in this application), polymerizable photochromic compound (any of those described above in this application), polymerizable colorant (polymerizable dye), and combinations thereof.

[0110] The silicone-hydrogel-lens forming composition may also include other necessary components known to those skilled in the art, such as, for example, free radical initiators (e.g., thermal polymerization initiators, photoinitiators) (as described above in this application), antimicrobial agents (e.g., preferably silver nanoparticles), bioactive agents, leachable polymer wetting agents (e.g., non-polymerizable hydrophilic polymers, etc.), leachable tear stabilizers (e.g., phospholipids, monoglycerides, diglycerides, triglycerides, glycolipids, glyceroglycolipids, sphingolipids, sphingolipids, etc.), and mixtures thereof, as known to those skilled in the art.

[0111] The silicone-hydrogel-lens-forming composition (SiHy lens formulation) can be a solvent-free, transparent liquid prepared by mixing all polymerizable components (or materials) and other necessary components (materials); or a solution prepared by dissolving all required components (materials) in any suitable solvent known to those skilled in the art, such as a mixture of water and one or more water-miscible organic solvents, an organic solvent, or a mixture of one or more organic solvents. The term "solvent" refers to a chemical that cannot participate in the free radical polymerization reaction (such as those solvents described above in this application).

[0112] Solvent-free SiHy lens formulations (silicone-hydrogel lens-forming compositions) typically contain at least one blended vinylic monomer as a reactive solvent for dissolving all other polymerizable components of the solvent-free SiHy lens formulation. Examples of preferred blended vinylic monomers are described later in this application. Preferably, methyl methacrylate is used as the blended vinylic monomer in preparing the solvent-free SiHy lens formulation.

[0113] A variety of SiHy lens formulations (silicone-hydrogel-lens forming compositions) have been described in numerous patents and patent applications published as of the filing date of this application and have been used to produce commercial SiHy contact lenses. Examples of commercial SiHy contact lenses include, but are not limited to, asmofilcon A, balafilcon A, comfilcon A, delefilcon A, efrofilcon A, enfilcon A, fanfilcon A, galyfilcon A, lotrafilcon A, lotrafilcon B, narafilcon A, narafilcon B, senofilcon A, senofilcon B, senofilcon C, smafilcon A, somofilcon A, and stenfilcon A.

[0114] The silicone-hydrogel-lens forming composition (SiHy lens formulation) can be prepared according to any known technique by dissolving / blending all required components (materials) and optionally one or more organic solvents (described above).

[0115] Lens molds for making contact lenses (including SiHy contact lenses) are well known to those skilled in the art and are used, for example, in cast molding or rotational casting. For example, a mold (for cast molding) typically comprises at least two mold regions (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 so that a lens-forming cavity is formed between the first molding surface and the second molding surface. The molding surface of the mold half is the cavity-forming surface of the mold and is in direct contact with the polymerizable composition.

[0116] Methods for making mold areas for cast-molding contact lenses are generally well known to those skilled in the art. The methods of the present invention are not limited to any particular method of forming the mold. Indeed, any mold forming process may be used in the present invention. The first and second mold halves may be formed by various techniques, such as injection molding or lathing. Examples of suitable methods for forming mold halves are disclosed in U.S. Patent Nos. 4,444,711; 4,460,534; 5,843,346; and 5,894,002.

[0117] Almost all materials known in the art for making molds can be used to make molds for making contact lenses. For example, polymeric materials such as polyethylene, polypropylene, polystyrene, PMMA, COC grade 8007-S10 (a transparent amorphous copolymer of ethylene and norbornene from Ticona GmbH, Frankfurt, Germany and Summit, New Jersey), etc. Other materials that allow UV transmission may be used, such as quartz glass and sapphire.

[0118] According to the present invention, an insert can be placed in a mold and a silicone-hydrogel-lens forming composition can be introduced (dispensed) into the cavity formed by the mold according to any known technique known to those skilled in the art. In a preferred embodiment, the insert is placed at a specified location on the molding surface of the female mold half; and then a specific amount of silicone-hydrogel-lens forming composition is dispensed into the female mold half with the insert thereon by a dispensing device, and then the male mold half is placed and the mold is closed. When the mold is closed, any excess unpolymerized lens forming material is pressed into an overflow area provided on the female mold half (or alternatively, on the male mold half), and the insert is immersed in the silicone-hydrogel-lens forming composition in the mold.

[0119] After the insert of the present invention is placed in 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 cured (i.e., polymerized) (but preferably thermally initiated) to form an untreated embedded silicone hydrogel contact lens.

[0120] Actinic polymerization of the silicone-hydrogel-lens forming composition in the mold can be performed by irradiating the closed mold having the silicone-hydrogel-lens forming composition therein with UV or visible light according to any technique known to those skilled in the art.

[0121] As is well known to those skilled in the art, thermal polymerization of the silicone-hydrogel-lens-forming composition in the mold can be conveniently carried out in an oven at a temperature of from 25° C. to 120° C., and preferably from 40° C. to 100° C. The reaction time can vary within wide limits, but is suitably, for example, from 1 to 24 hours or preferably from 2 to 12 hours. It is advantageous to pre-degass the silicone-hydrogel-lens-forming composition and to carry out the copolymerization reaction under an inert atmosphere, for example, an N 2 or Ar atmosphere.

[0122] In a preferred embodiment, after the silicone-hydrogel-lens forming composition in the mold is cured in an oven to form an untreated embedded silicone hydrogel contact lens, the temperature of the oven is increased to a post-cure temperature of about 105°C or greater (preferably at least about 110°C, more preferably at least about 115°C, even more preferably at least about 120°C), and the flow rate of nitrogen 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, even more preferably at least about 4.0 times) the first flow rate.

[0123] The post-cure treatment step is performed by heating the lens mold having the untreated embedded silicone hydrogel contact lens therein in an oven at the post-cure temperature for at least about 30 minutes (preferably at least about 60 minutes, more preferably at least about 90 minutes, even more preferably at least about 120 minutes) under a nitrogen flow at a second flow rate through the oven.

[0124] Following the curing step 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 untreated embedded silicone hydrogel contact lens attached to one of the male and female mold halves) and delensing (i.e., removing the untreated embedded silicone hydrogel contact lens from the mold half to which the lens is adhered) are performed.

[0125] After delensing the untreated embedded silicone hydrogel contact lens, it is typically extracted with an extraction medium, as is known to those skilled in the art. The extraction liquid medium is any solvent capable of dissolving one or more of the diluent, unpolymerized polymerizable material, and oligomers in the untreated embedded silicone hydrogel contact lens. Water, any organic solvent known to those skilled in the art, or mixtures thereof, may be used in the present invention. Preferably, the organic solvent used in the extraction liquid medium is water, buffered saline, a C1-C3 alkyl alcohol, 1,2-propylene glycol, polyethylene glycol having a number average molecular weight of about 400 Daltons or less, a C1-C6 alkyl alcohol, or a combination thereof.

[0126] The extracted embedded silicone hydrogel contact lens can then be hydrated according to any method known to those skilled in the art.

[0127] The hydrated embedded silicone hydrogel contact lenses can be further subjected to other processes such as, for example, surface treatment, packaging in lens packaging with packaging solutions well known to those skilled in the art; sterilization, such as autoclaving at from 118° C. to 124° C. for at least about 30 minutes; etc.

[0128] 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, wherein the cover is removably sealed to the base, wherein the base includes a cavity for receiving a sterile packaging solution and the contact lens.

[0129] The lenses are packaged in individual packages, sealed, and sterilized (eg, by autoclaving under pressure at about 120° C. or higher for at least 30 minutes) prior to distribution to users. One skilled in the art will readily understand how to seal and sterilize lens packages.

[0130] All of the various embodiments, including preferred embodiments of polymerizable compositions, silicone-containing vinylic monomers, silicone-containing vinylic cross-linkers, hydrophilic vinylic monomers, non-silicone vinylic cross-linkers, hydrophobic vinylic monomers, UV / HEVL absorbing vinylic monomers, blended vinylic monomers, inserts, RGP discs, polymeric non-reactive diluents, water swelling degree of untreated embedded silicone hydrogel contact lenses, and equilibrium water content of embedded silicone hydrogel contact lenses can be incorporated into both aspects of the present invention.

[0131] Although various embodiments of the present invention have been described using specific terms, devices, and methods, such descriptions are for illustrative purposes only. The words used are descriptive and not restrictive. As should be apparent to those skilled in the art, many variations and modifications of the present invention can be made by those skilled in the art without departing from the spirit and scope of the novel concepts disclosed herein. Furthermore, it should be understood that various aspects of the various embodiments of the present invention may be interchangeable in whole or in part or may be combined and / or used together in any manner, as illustrated below:

[0132] 1. An embedded silicone hydrogel contact lens comprising: a silicone hydrogel material and a hydrophobic insert embedded therein,

[0133] wherein the hydrophobic insert is composed of a cross-linked polymeric material comprising at least about 40% by mole of repeating units of acrylic acid and at least about 6% by mole of repeating units of at least one vinyl cross-linking agent,

[0134] wherein the silicone hydrogel material comprises (a) repeating units of at least one first polysiloxane vinyl crosslinker comprising hydrophilized siloxane units each having a methyl substituent and an organic group comprising at least one H-bond donor and (b) repeating units of at least one hydrophilic vinyl monomer, wherein the at least one H-bond donor is present in an amount of at least about 0.8 meq / g relative to the molecular weight of the at least one first polysiloxane vinyl crosslinker, and

[0135] The embedded silicone hydrogel is not easy to delaminate.

[0136] 2. The embedded silicone hydrogel contact lens of embodiment 1, wherein the at least one first polysiloxane vinyl crosslinker comprises hydrophilized siloxane units each having one methyl substituent and one organic group including at least one hydroxyl group.

[0137] 3. The embedded silicone hydrogel contact lens of embodiment 1 or 2, wherein the at least one H-bond donor is present in an amount of at least about 1.0 meq / g relative to the molecular weight of the at least one first polysiloxane vinyl cross-linker.

[0138] 4. The embedded silicone hydrogel contact lens of embodiment 1 or 2, wherein the at least one H-bond donor is present in an amount of at least about 1.2 meq / g relative to the molecular weight of the at least one first polysiloxane vinyl cross-linker.

[0139] 5. The embedded silicone hydrogel contact lens of embodiment 1 or 2, wherein the at least one H-bond donor is present in an amount of at least about 1.4 meq / g relative to the molecular weight of the at least one first polysiloxane vinyl cross-linker.

[0140] 6. The embedded silicone hydrogel contact lens of any one of embodiments 1 to 5, wherein the at least one first polysiloxane vinyl crosslinker comprises a di-(meth)acryloyloxy-terminated polysiloxane vinyl crosslinker having dimethylsiloxane units and monovalent C4-C4-alkyl groups each having one methyl substituent and one having 2 to 6 hydroxyl groups. 40 The hydrophilic siloxane unit is substituted with an organic group.

[0141] 7. The embedded silicone hydrogel contact lens of any one of embodiments 1 to 5, wherein the at least one first polysiloxane vinyl cross-linker comprises a vinyl cross-linker having formula (G):

[0142]

[0143] in:

[0144] d1 is an integer from 30 to 500 and d2 is an integer from 1 to 75, with the proviso that d2 / d1 is from about 0.035 to about 0.15;

[0145] X 01 Is O or NR IN , where R IN is hydrogen or C1-C 10 -alkyl;

[0146] RI0 is hydrogen or methyl;

[0147] R I1 and R I2 are independently substituted or unsubstituted C1-C 10 Alkylene divalent group or -R I4 -OR I5 - a divalent group, wherein R I4 and R I5 are independently substituted or unsubstituted C1-C 10 Alkylene divalent group;

[0148] R I3 is a monovalent group having any one of formulae (G-1) to (G-5)

[0149]

[0150] 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;

[0151] R I6 is hydrogen or methyl;

[0152] R I7 is a C2-C6 hydrocarbon group having a valence of (m2+1);

[0153] R I8 is a C2-C6 hydrocarbon group having a valence of (m4+1);

[0154] R I9 is ethyl or hydroxymethyl;

[0155] R I10 is methyl or hydroxymethyl;

[0156] R I11 is hydroxy or methoxy;

[0157] X I1 Is a sulfur bond with -S- or with -NR I12 -tertiary amino bond, where R I12 is C1-C1 alkyl, hydroxyethyl, hydroxypropyl, or 2,3-dihydroxypropyl; and

[0158] X1 2是 The amide bond, where R I13 is hydrogen or C1-C 10 alkyl.

[0159] 8. The embedded silicone hydrogel contact lens of embodiment 7, wherein, in formula (G), d2 / d1 is from about 0.040 to about 0.12.

[0160] 9. The embedded silicone hydrogel contact lens of embodiment 7, wherein, in formula (G), d2 / d1 is from about 0.045 to about 0.10.

[0161] 10. The embedded silicone hydrogel contact lens of any one of embodiments 7 to 9, wherein in formula (G), R I3 It is a monovalent group having the formula (G-1).

[0162] 11. The embedded silicone hydrogel contact lens of any one of embodiments 7 to 9, wherein in formula (G), R I3 It is a monovalent group having the formula (G-2).

[0163] 12. The embedded silicone hydrogel contact lens of any one of embodiments 7 to 9, wherein in formula (G), R I3 It is a monovalent group having the formula (G-3).

[0164] 13. The embedded silicone hydrogel contact lens of any one of embodiments 7 to 9, wherein in formula (G), R I3 It is a monovalent group having the formula (G-4).

[0165] 14. The embedded silicone hydrogel contact lens of any one of embodiments 7 to 9, wherein in formula (G), R I3 is a monovalent group having the formula (G-5).

[0166] 15. The embedded silicone hydrogel contact lens of any one of Examples 1 to 14, wherein the at least one hydrophilic vinyl monomer comprises: (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) a hydroxyl-containing acrylic monomer selected from the group consisting of 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 (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, and combinations thereof; (3) carboxylic acid selected from the group consisting of (4) amino group-containing acrylic monomers selected from the group consisting of: 2-(meth)acrylamidoglycolic acid, (meth)acrylic acid, ethacrylic acid, 3-(meth)acrylamidopropionic acid, 5-(meth)acrylamidopentanoic acid, 4-(meth)acrylamidobutyric acid, 3-(meth)acrylamido-2-methylbutyric acid, 3-(meth)acrylamido-3-methylbutyric acid, 2-(meth)acrylamido-2methyl-3,3-dimethylbutyric acid, 3-(meth)acrylamidohexanoic acid, 4-(meth)acrylamido-3,3-dimethylhexanoic acid, and combinations thereof; (5) amino group-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, 2-hydroxypropyl(meth)acrylate trimethylammonium hydrochloride, dimethylaminoethyl(meth)acrylate, and combinations thereof;(5) N-vinylamide monomers selected from the group consisting of 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-vinylpiperidine ketone (also known as N-vinyl-2-piperidone), N-vinyl-3-methyl-2-piperidone, N-vinyl-4-methyl-2-piperidone, N-vinyl-5-methyl-2-piperidone, N-vinyl-6-methyl-2-piperidone, N-vinyl-6-ethyl-2-piperidone, N-vinyl-3,5-dimethyl-2-piperidone, N-vinyl-4,4-dimethyl-2-piperidone, N-vinylcaprolactam (also known as N-vinyl-2-caprolactam), N-vinyl-3-methyl-2-caprolactam, N-vinyl-4-methyl-2-caprolactam, N-vinyl-7 -methyl-2-caprolactam, N-vinyl-7-ethyl-2-caprolactam, N-vinyl-3,5-dimethyl-2-caprolactam, N-vinyl-4,6-dimethyl-2-caprolactam, N-vinyl-3,5,7-trimethyl-2-caprolactam, N-vinyl-N-methylacetamide, N-vinylformamide, N-vinylacetamide, N-vinylisopropylamide, N-vinyl-N-ethylacetamide, N-vinyl-N-ethylformamide, and mixtures thereof; (6) methylene-containing pyrrolidone monomers selected from the group consisting of: 1-methyl-3-methylene-2-pyrrolidinone monomers; 1-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) acrylic monomers having C1-C4 alkoxyethoxy groups 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, tetra(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) an allyl ether monomer 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) A vinyl monomer containing phosphorylcholine selected from the group consisting of: (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)acryloyloxy)pentyl-2'-(trimethylammonio)ethyl phosphate, 6-((meth)acryloyloxy)hexyl-2'-(trimethylammonio)-ethyl phosphate, 2-((meth)acryloyloxy)ethyl-2'-(triethylammonio)ethyl phosphate, 2-((meth)acryloyloxy)ethyl-2'-(tripropylammonio)ethyl phosphate, 2-((meth)acryloyloxy)ethyl-2'-(tributylammonio)ethyl phosphate, 2-((meth)acryloyloxy)propyl-2'-(trimethylammonio)-ethyl phosphate, 2-( (Meth)acryloyloxy)butyl-2'-(trimethylammonio)ethyl phosphate, 2-((meth)acryloyloxy)pentyl-2'-(trimethylammonio)ethyl phosphate, 2-((meth)acryloyloxy)hexyl-2'-(trimethylammonio)ethyl phosphate, 2-(vinyloxy)ethyl-2'-(trimethylammonio)ethyl phosphate, 2-(allyloxy)ethyl-2'-(trimethylammonio)ethyl phosphate, 2-(vinyloxycarbonyl)ethyl-2'-(trimethylammonio)ethyl phosphate, 2-(allyloxycarbonyl)ethyl- 2'-(Trimethylammonio)-ethyl phosphate, 2-(vinylcarbonylamino)ethyl-2'-(trimethylammonio)ethyl phosphate, 2-(allyloxycarbonylamino)ethyl-2'-(trimethylammonio)ethyl phosphate, 2-(butenoyloxy)ethyl-2'-(trimethylammonio)ethyl phosphate, and combinations thereof; (11) allyl alcohol; (12) N-2-hydroxyethyl vinylcarbamate; (13) N-carboxyvinyl-β-alanine (VINAL); (14) N-carboxyvinyl-α-alanine; (15) or combinations thereof.

[0167] 16. The embedded silicone hydrogel contact lens of any one of embodiments 1 to 15, wherein the at least one hydrophilic vinylic monomer comprises N-vinyl pyrrolidone, N-vinyl-N-methylacetamide, or a combination thereof.

[0168] 17. The embedded silicone hydrogel contact lens of any one of embodiments 1 to 16, wherein the at least one hydrophilic vinylic monomer comprises N,N-dimethyl(meth)acrylamide.

[0169] 18. The embedded silicone hydrogel contact lens of any one of embodiments 1 to 17, wherein the at least one hydrophilic vinylic monomer comprises 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 (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.

[0170] 19. The embedded silicone hydrogel contact lens of any one of embodiments 1 to 18, wherein the silicone hydrogel material comprises repeating units of at least one silicone-containing vinylic monomer selected from the group consisting of a vinylic monomer having a bis(trialkylsilyloxy)alkylsilyl group, a vinylic monomer having a tris(trialkylsilyloxy)silyl group, a polysiloxane vinylic monomer, 3-methacryloxypropylpentamethyldisiloxane, t-butyldimethyl-siloxyethyl vinyl carbonate, trimethylsilylethyl vinyl carbonate, and trimethylsilylmethylvinyl carbonate, and combinations thereof.

[0171] 20. The embedded silicone hydrogel contact lens of any one of embodiments 1 to 18, wherein the silicone hydrogel material comprises repeating units of at least one silicone-containing vinylic monomer having formula (M1) or (M2):

[0172]

[0173] Among them: a M1 is zero or 1; R M0 is H or methyl; X M0 Is O or NR M1 ;L M1 is a C2-C8 alkylene divalent group or L M1′ -X M1 -L M1″ -、 L M1′ -X M1′ -CH2-CH(OH)·CH2-OL M1″ -or The divalent group of L M1 ' is a C2-C8 alkylene divalent group having zero or one hydroxyl group; L M1 " is a C3-C8 alkylene divalent group having zero or one hydroxyl group; X M1 It is O, NR M1 、NHCOO、OCONH、CONR M1 or NR M1 CO;R M1 is H or a C1-C4 alkyl group having 0 to 2 hydroxyl groups; R t1 and R t2 are independently C1-C6 alkyl; X M1 ' is O or NR1; 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 from 2 or 3.

[0174] 21. The embedded silicone hydrogel contact lens of any one of Examples 1 to 18, wherein the silicone hydrogel material comprises tris(trimethylsiloxy)silylpropyl(meth)acrylate, [3-(meth)acryloyloxy-2-hydroxypropoxy]propylbis(trimethylsiloxy)methylsilane, [3-(meth)acryloyloxy-2-hydroxypropoxy]propylbis(trimethylsiloxy)butylsilane, 3-(meth)acryloyloxy-2-(2-hydroxyethoxy)propylbis(trimethylsiloxy)methylsilane, 3-(meth)acryloyloxy-2-hydroxypropoxy)propylbis(trimethylsiloxy)methylsilane. Propyltris(trimethylsiloxy)silane, N-[tris(trimethylsiloxy)silylpropyl]-(meth)acrylamide, N-(2-hydroxy-3-(3-(bis(trimethylsiloxy)methylsilyl)propoxy)propyl)-2-methyl(meth)acrylamide, N-(2-hydroxy-3-(3-(bis(trimethylsiloxy)methylsilyl)propoxy)propyl)(meth)acrylamide, N-(2-hydroxy-3-(3-(tris(trimethylsiloxy)silyl)propoxy)propyl)-2-methylacrylamide, N-(2-hydroxy-3-(3-(tris(trimethylsiloxy)silyl)propoxy)propyl)-2-methylacrylamide, (meth)acrylamide, N-[tris(dimethylpropylsiloxy)silylpropyl]-(meth)acrylamide, N-[tris(dimethylphenylsiloxy)-silylpropyl]-(meth)acrylamide, N-[tris(dimethylethylsiloxy)-silylpropyl]-(meth)acrylamide, N,N-bis[2-hydroxy-3-(3-(bis(trimethylsiloxy)methylsilyl)-propoxy)propyl]-2-methyl(meth)acrylamide, N,N-bis[2-hydroxy-3-(3-(bis(trimethylsiloxy)methylsilyl)-propoxy)propyl]-2-methyl(meth)acrylamide, (methyl)acrylamide, N,N-bis[2-hydroxy-3-(3-(tris(trimethylsiloxy)silyl)-propoxy)propyl]-2-methyl(meth)acrylamide, N,N-bis[2-hydroxy-3-(3-(tris(trimethylsiloxy)silyl)-propoxy)propyl]-2-methyl(meth)acrylamide, N,N-bis[2-hydroxy-3-(3-(tris(trimethylsiloxy)silyl)-propoxy)propyl]-(meth)acrylamide, N-[2-hydroxy-3-(3-(tert-butyldimethylsilyl)propoxy)-propyl]-2-methyl(meth)acrylamide, N-[2-hydroxy-3-(3-(tert-butyldimethylsilyl)propoxy)-propyl]-2-methyl(meth)acrylamide, N,N-bis[2-hydroxy-3-(3-(tert-butyldimethylsilyl)propoxy)propyl]-2-methyl(meth)acrylamide, N-2-(meth)acryloyloxyethyl-O-(methyl-bis-trimethylsiloxy-3-propyl)silylcarbamate, 3-(trimethylsilyl)propylvinylcarbamate, 3-(vinyloxycarbonylthio)-propyl-tris(trimethyl-siloxy)silane, 3-[tris(trimethylsiloxy)silyl]propylvinylcarbamate, 3-[tris(trimethylsiloxy)silyl]propylallylcarbamate, 3-[tris(trimethylsiloxy)silyl]propylvinyl carbonate, or a combination thereof.

[0175] 22. The embedded silicone hydrogel contact lens of any one of embodiments 1 to 21, wherein the silicone hydrogel material comprises α-(meth)acryloyloxypropyl-terminated ω-C1-C4-alkyl-terminated polydimethylsiloxane, α-(meth)acryloyloxy-2-hydroxypropoxypropyl-terminated ω-C1-C4-alkyl-terminated polydimethylsiloxane, α-(2-hydroxy-methacryloyloxypropoxypropyl)-ω-C1-C4-alkyl-decamethylpentasiloxane, α-[3-(meth)acryloyloxyethoxy-2-hydroxypropoxypropyl]-terminated ω-C1-C4-alkyl-terminated polydimethylsiloxane, α-[3-(meth)acryloyloxy-propoxy-2-hydroxypropoxypropyl]- α-[3-(meth)acryloyloxyisopropoxy-2-hydroxypropoxypropyl]-terminated ω-C1-C4-alkyl-terminated polydimethylsiloxane, α-[3-(meth)acryloyloxybutoxy-2-hydroxypropoxypropyl]-terminated ω-C1-C4-alkyl-terminated polydimethylsiloxane, α-[3-(meth)acryloyloxyethylamino-2-hydroxypropoxypropyl]-terminated ω-C1-C4-alkyl-terminated polydimethylsiloxane, α-[3-(meth)acryloyloxypropylamino-2-hydroxypropoxypropyl]-terminated ω-C1-C4-alkyl-terminated polydimethylsiloxane, α-[3-(meth)acryloyloxyethylamino-2-hydroxypropoxypropyl]-terminated ω-C1-C4-alkyl-terminated polydimethylsiloxane, α-[3-(meth)acryloyloxypropylamino-2-hydroxypropoxypropyl]-terminated ω-C1-C4-alkyl-terminated polydimethylsiloxane, α-[3-(meth)acryloyloxypropylamino-2-hydroxypropoxypropyl]-terminated Acryloyloxy-butylamino-2-hydroxypropoxypropyl] terminated ω-C1-C4-alkyl terminated polydimethylsiloxane, α-(meth)acryloyloxy(polyethyleneoxy)-2-hydroxypropoxypropyl] terminated ω-C1-C4-alkyl terminated polydimethylsiloxane, α-[(meth)acryloyloxy-2-hydroxypropoxy-ethoxypropyl] terminated ω-C1-C4-alkyl terminated polydimethylsiloxane, α-[(meth)acryloyloxy-2-hydroxypropyl-N-ethylaminopropyl] terminated ω-C1-C4-alkyl terminated polydimethylsiloxane, α-[(meth)acryloyloxy-2-hydroxypropyl-aminopropyl] terminated ω-C1-C4-alkyl terminated polydimethylsiloxane alkyl-terminated polydimethylsiloxane, α-[(meth)acryloyloxy-2-hydroxypropoxy-(polyethyleneoxy)propyl]-terminated ω-C1-C4-alkyl-terminated polydimethylsiloxane, α-(meth)acryloylaminopropoxypropyl-terminated ω-C1-C4-alkyl-terminated polydimethylsiloxane, α-N-methyl-(meth)acryloylaminopropoxypropyl-terminated ω-C1-C4-alkyl-terminated polydimethylsiloxane, α-[3-(meth)acrylamidoethoxy-2-hydroxypropoxy-propyl]-terminated ω-C1-C4-alkyl polydimethylsiloxane, α-[3-(meth)acrylamidopropoxy-2-hydroxypropoxypropyl]-terminated ω-C1-C4-alkyl-terminated polydimethylsiloxane,α-[3-(Meth)acrylamidoisopropoxy-2-hydroxypropoxypropyl]-terminated ω-C1-C4-alkyl-terminated polydimethylsiloxane, α-[3-(Meth)acrylamidobutoxy-2-hydroxypropoxypropyl]-terminated ω-C1-C4-alkyl-terminated polydimethylsiloxane, α-[3-(Meth)acrylamido-2-hydroxypropoxypropyl]-terminated ω-C1-C4-alkyl-terminated polydimethylsiloxane, α-[3-[N-methyl-(meth)acrylamido]-2-hydroxypropoxypropyl]-terminated ω-C1-C4-alkyl-terminated Polydimethylsiloxane, N-methyl-N'-(propyltetra(dimethylsiloxy)dimethylbutylsilane)(meth)acrylamide, N-(2,3-dihydroxypropane)-N'-(propyltetra(dimethylsiloxy)dimethylbutylsilane)(meth)acrylamide, (meth)acrylamidopropyltetra(dimethylsiloxy)dimethylbutylsilane, α-vinyl carbonate-terminated ω-C1-C4-alkyl-terminated polydimethylsiloxane, α-vinyl carbamate-terminated ω-C1-C4-alkyl-terminated polydimethylsiloxane, or a mixture thereof.

[0176] 23. The embedded silicone hydrogel contact lens of any one of embodiments 1 to 22, wherein the silicone hydrogel material comprises repeating units of at least one second polysiloxane vinyl crosslinker.

[0177] 24. The embedded silicone hydrogel contact lens of embodiment 23, wherein the at least one second polysiloxane vinyl crosslinker comprises di-(meth)acryloyl-terminated polydimethylsiloxane, di-vinyl carbonate-terminated polydimethylsiloxane; divinyl carbamate-terminated polydimethylsiloxane; N,N,N',N'-tetrakis(3-methacryloyl-2-hydroxypropyl)-α,ω-bis-3-aminopropyl-polydimethylsiloxane, or a combination thereof.

[0178] 25. An embedded silicone hydrogel contact lens as described in Example 23, wherein the at least one second polysiloxane vinyl cross-linker comprises: (1) a vinyl cross-linker comprising a sole 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 cross-linker comprising at least two polydiorganosiloxane segments and a covalent linker between each pair of polydiorganosiloxane segments and two terminal ethylenically unsaturated groups, wherein the terminal ethylenically unsaturated groups are selected from the group consisting of (meth)acryloyloxy groups, (meth)acryloylamino groups, vinyl carbonate groups, and vinyl carbamate groups.

[0179] 26. The embedded silicone hydrogel contact lens of embodiment 23, wherein the at least one second polysiloxane vinyl crosslinker comprises α,ω-bis[3-(meth)acrylamidopropyl]-terminated polydimethylsiloxane, α,ω-bis[3-(meth)acryloyloxypropyl]-terminated polydimethylsiloxane, α,ω-bis[3-(meth)acryloyloxy-2-hydroxypropoxypropyl]-terminated polydimethylsiloxane, α,ω-bis[3-(meth)acryloyloxyethoxy-2-hydroxypropoxypropyl]-terminated polydimethylsiloxane, α,ω-bis[3-(meth)acryloyloxypropoxy-2-hydroxypropoxypropyl]-terminated polydimethylsiloxane, [3-(Meth)acryloyloxy-isopropoxy-2-hydroxypropoxypropyl]-terminated polydimethylsiloxane, α,ω-bis[3-(meth)acryloyloxybutoxy-2-hydroxypropoxypropyl]-terminated polydimethylsiloxane, α,ω-bis[3-(meth)acrylamidoethoxy-2-hydroxypropoxypropyl]-terminated polydimethylsiloxane, α,ω-bis[3-(meth)acrylamidopropoxy-2-hydroxypropoxypropyl]-terminated polydimethylsiloxane, α,ω-bis[3-(meth)acrylamidopropoxy-2-hydroxypropoxypropyl]-terminated polydimethylsiloxane, α,ω-bis[3-(meth)acrylamidoisopropoxy-2-hydroxypropoxypropyl]-terminated polydimethylsiloxane, α,ω-bis[3-(meth)acrylamidobutoxy-2-hydroxypropoxypropyl] -terminated polydimethylsiloxane, α,ω-bis[3-(meth)acryloyloxyethylamino-2-hydroxypropoxypropyl]-terminated polydimethylsiloxane, α,ω-bis[3-(meth)acryloyloxypropylamino-2-hydroxypropoxypropyl]-terminated polydimethylsiloxane, α,ω-bis[3-(meth)acryloyloxybutylamino-2-hydroxypropoxypropyl]-terminated polydimethylsiloxane, α,ω-bis[(meth)acrylamidoethylamino-2-hydroxypropoxy-propyl]-terminated polydimethylsiloxane, α,ω-bis[3-(meth)acrylamidopropylamino-2-hydroxypropoxypropyl]-terminated polydimethylsiloxane, α,ω-bis[3-(meth)acrylamidopropylamino-2-hydroxypropoxypropyl]-terminated polydimethylsiloxane, Acrylamide-butylamino-2-hydroxypropoxypropyl]-terminated polydimethylsiloxane, α,ω-bis[(meth)acryloyloxy-2-hydroxypropoxy-ethoxypropyl]-terminated polydimethylsiloxane, α,ω-bis[(meth)acryloyloxy-2-hydroxypropyl-N-ethylaminopropyl]-terminated polydimethylsiloxane, α,ω-bis[(meth)acryloyloxy-2-hydroxypropyl-aminopropyl]-polydimethylsiloxane, α,ω-bis[(meth)acryloyloxy-2-hydroxypropyl-(polyethyleneoxy)propyl]-terminated polydimethylsiloxane, α,ω-bis[(meth)acryloyloxyethylamino-carbonyloxy-ethoxypropyl]-terminated polydimethylsiloxane, α,ω-bis[(meth)acryloyloxyethylamino-carbonyloxy-(polyethyleneoxy)propyl]-terminated polydimethylsiloxane, or a combination thereof.

[0180] 27. The embedded silicone hydrogel contact lens of any one of embodiments 1 to 26, wherein the silicone hydrogel material comprises repeating units of at least one non-silicone vinylic cross-linker.

[0181] 28. The embedded silicone hydrogel contact lens of embodiment 27, wherein the at least one non-silicone vinyl crosslinker comprises 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-propylene glycol di-(meth)acrylate, 1,3-butylene glycol di-(meth)acrylate, 1,4-butylene glycol di-(meth)acrylate, glycerol 1,3-diglycerate di-(meth)acrylate, ethylenebis[oxy(2-hydroxypropane-1,3-diyl)]di-(meth)acrylate, bis[2-(meth)acryloyloxyethyl]phosphate, trimethylolpropane di-(meth)acrylate, and 3,4-bis[(meth)acryloyl]tetrahydrofuran, diacrylamide, dimethylacrylamide, N,N-di(meth)acryloyl-N- Methylamine, N,N-di(meth)acryloyl-N-ethylamine, N,N'-methylenebis(meth)acrylamide, N,N'-ethylenebis(meth)acrylamide, N,N'-dihydroxyethylenebis(meth)acrylamide, N,N'-propylenebis(meth)acrylamide, N,N'-2-hydroxypropylenebis(meth)acrylamide, N,N'-2,3-dihydroxybutylenebis(meth)acrylamide, 1,3-bis(meth)acrylamide Alkane-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, trimethylolpropane trimethacrylate, pentaerythritol tetramethacrylate, bisphenol A dimethacrylate, allyl methacrylate, allyl acrylate, N-allyl-methacrylamide, N-allyl-acrylamide, or a combination thereof.

[0182] 29. The embedded silicone hydrogel contact lens of any one of embodiments 1 to 28, wherein the silicone hydrogel material comprises repeating units of at least one blended vinylic monomer.

[0183] 30. The embedded silicone hydrogel contact lens of embodiment 29, wherein the at least one blended vinyl monomer comprises C1-C1 (meth)acrylic acid. 10Alkyl esters, cyclopentyl acrylate, cyclohexyl methacrylate, cyclohexyl acrylate, isobornyl (meth)acrylate, styrene, 4,6-trimethylstyrene (TMS), tert-butylstyrene (TBS), trifluoroethyl (meth)acrylate, hexafluoro-isopropyl (meth)acrylate, hexafluorobutyl (meth)acrylate, or a combination thereof.

[0184] 31. The embedded silicone hydrogel contact lens of any one of embodiments 1 to 30, wherein the silicone hydrogel material comprises repeating units of at least one polymerizable material selected from the group consisting of a UV-absorbing vinylic monomer, a UV / HEVL-absorbing vinylic monomer, a photochromic vinylic monomer, a polymerizable dye, and combinations thereof.

[0185] 32. The embedded silicone hydrogel contact lens of any one of embodiments 1 to 31, wherein the silicone hydrogel material comprises at least about 5% by weight of the first polysiloxane vinyl crosslinker.

[0186] 33. The embedded silicone hydrogel contact lens of any one of embodiments 1 to 31, wherein the silicone hydrogel material comprises at least about 10% by weight of the first polysiloxane vinyl crosslinker.

[0187] 34. The embedded silicone hydrogel contact lens of any one of embodiments 1 to 31, wherein the silicone hydrogel material comprises at least about 15% by weight of the first polysiloxane vinyl cross-linker.

[0188] 35. The embedded silicone hydrogel contact lens of any one of embodiments 1 to 31, wherein the silicone hydrogel material comprises at least about 20% by weight of the first polysiloxane vinyl cross-linker.

[0189] 36. The embedded silicone hydrogel contact lens of any one of embodiments 1 to 31, wherein the silicone hydrogel material comprises at least about 25% by weight of the first polysiloxane vinyl crosslinker.

[0190] 37. The embedded silicone hydrogel contact lens of any one of Examples 1 to 36, wherein the silicone hydrogel material has an equilibrium water content (i.e., in a fully hydrated state or when fully hydrated) of from about 20% to about 70% by weight, an oxygen permeability of at least about 40 barrers, and a modulus (i.e., Young's modulus) of about 1.5 MPa or less.

[0191] 38. The embedded silicone hydrogel contact lens of any one of embodiments 1 to 36, wherein the silicone hydrogel material has an equilibrium water content (i.e., in or when fully hydrated) of from about 20% to about 65% by weight.

[0192] 39. The embedded silicone hydrogel contact lens of any one of embodiments 1 to 36, wherein the silicone hydrogel material has an equilibrium water content (i.e., in a fully hydrated state or when fully hydrated) of from about 25% to about 65% by weight.

[0193] 40. The embedded silicone hydrogel contact lens of any one of embodiments 1 to 36, wherein the silicone hydrogel material has an equilibrium water content (ie, in or when fully hydrated) of from about 30% to about 60% by weight.

[0194] 41. The embedded silicone hydrogel contact lens of any one of embodiments 1 to 40, wherein the silicone hydrogel material has an oxygen permeability coefficient of at least about 60 barrers.

[0195] 42. The embedded silicone hydrogel contact lens of any one of embodiments 1 to 40, wherein the silicone hydrogel material has an oxygen permeability coefficient of at least about 80 barrers.

[0196] 43. The embedded silicone hydrogel contact lens of any one of embodiments 1 to 40, wherein the silicone hydrogel material has an oxygen permeability coefficient of at least about 100 barrers.

[0197] 44. The embedded silicone hydrogel contact lens of any one of embodiments 1 to 43, wherein the silicone hydrogel material has a modulus (ie, Young's modulus) from about 0.2 MPa to about 1.2 MPa.

[0198] 45. The embedded silicone hydrogel contact lens of any one of Examples 1 to 43, wherein the silicone hydrogel material has a modulus (ie, Young's modulus) from about 0.3 MPa to about 1.1 MPa.

[0199] 46. ​​The embedded silicone hydrogel contact lens of any one of Examples 1 to 43, wherein the silicone hydrogel material has a modulus (ie, Young's modulus) from about 0.4 MPa to about 1.0 MPa.

[0200] 47. The embedded silicone hydrogel contact lens of any one of embodiments 1 to 46, wherein the cross-linked polymer material comprises at least about 45% by mole of acrylic repeating units of one or more acrylic monomers and / or one or more acrylic crosslinkers or crosslinking agents.

[0201] 48. The embedded silicone hydrogel contact lens of any one of embodiments 1 to 46, wherein the cross-linked polymer material comprises at least about 50% by mole of acrylic repeating units of one or more acrylic monomers and / or one or more acrylic crosslinkers or crosslinking agents.

[0202] 49. The embedded silicone hydrogel contact lens of any one of embodiments 1 to 46, wherein the cross-linked polymer material comprises at least about 55% by mole of acrylic repeating units of one or more acrylic monomers and / or one or more acrylic crosslinkers or crosslinking agents.

[0203] 50. The embedded silicone hydrogel contact lens of any one of embodiments 1 to 49, wherein the cross-linked polymer material comprises at least about 8% by mole of at least one vinylic cross-linking agent.

[0204] 51. The embedded silicone hydrogel contact lens of any one of embodiments 1 to 49, wherein the cross-linked polymer material comprises at least about 10% by mole of at least one vinylic cross-linking agent.

[0205] 52. The embedded silicone hydrogel contact lens of any one of embodiments 1 to 49, wherein the cross-linked polymer material comprises at least about 12% by mole of at least one vinylic cross-linking agent.

[0206] 53. The embedded silicone hydrogel contact lens of any one of embodiments 1 to 52, wherein the at least one vinylic cross-linking agent comprises at least one acrylic cross-linking agent.

[0207] 54. The embedded silicone hydrogel contact lens of embodiment 53, wherein the at least one acrylic crosslinker is ethylene glycol dimethacrylate; ethylene glycol diacrylate; 1,3-propylene glycol diacrylate; 1,3-propylene glycol dimethacrylate; 2,3-propylene glycol diacrylate; 2,3-propylene glycol 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; 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; trimethylolpropane triacrylate; trimethylolpropane trimethacrylate; tris(2-hydroxyethyl)isocyanurate triacrylate; tris(2-hydroxyethyl)isocyanurate trimethacrylate; 1,3,5-triacryloyloxyhexahydro-1,3,5-triazine; 1,3,5-trimethacryloyloxyhexahydro-1,3,5-triazine; pentaerythritol tetraacrylate; pentaerythritol tetramethacrylate; di(trimethylolpropane) tetraacrylate; di(trimethylolpropane) tetramethacrylate; or a combination thereof.

[0208] 55. The embedded silicone hydrogel contact lens of any one of embodiments 1 to 54, wherein the at least one vinyl-based crosslinker comprises allyl methacrylate, allyl acrylate, an aromatic vinyl-based crosslinker, or a combination thereof.

[0209] 56. The embedded silicone hydrogel contact lens of embodiment 55, wherein the aromatic vinyl crosslinker is divinylbenzene, 2-methyl-1,4-divinylbenzene, bis(4-vinylphenyl)methane, 1,2-bis(4-vinylphenyl)ethane, or a combination thereof.

[0210] 57. The embedded silicone hydrogel contact lens of any one of Examples 1 to 56, wherein the cross-linked polymer material comprises repeating units of at least one acrylic monomer, the at least one acrylic monomer comprising a silicone-containing acrylic monomer, a non-silicone hydrophobic acrylic monomer, a fluorine-containing acrylic monomer, an aromatic acrylic monomer, or a combination thereof.

[0211] 58. The embedded silicone hydrogel contact lens of any one of embodiments 1 to 56, wherein the cross-linked polymer material comprises repeating units of at least one non-silicone hydrophobic acrylic monomer.

[0212] 59. The embedded silicone hydrogel contact lens of embodiment 58, wherein the at least one non-silicone hydrophobic acrylic monomer is methyl (meth)acrylate, ethyl (meth)acrylate, propyl (meth)acrylate, isopropyl (meth)acrylate, cyclohexyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, isobornyl (meth)acrylate, (meth)acrylonitrile, or a combination thereof.

[0213] 60. The embedded silicone hydrogel contact lens of any one of embodiments 1 to 59, wherein the cross-linked polymer material comprises repeating units of at least one fluorine-containing acrylic monomer.

[0214] 61. The embedded silicone hydrogel contact lens of embodiment 60, wherein the at least one fluorine-containing acrylic monomer is perfluorohexylethyl-thio-carbonyl-aminoethyl-methacrylate, 2,2,2-trifluoroethyl (meth)acrylate, tetrafluoropropyl (meth)acrylate, hexafluoro-isopropyl (meth)acrylate, hexafluorobutyl (meth)acrylate, heptafluorobutyl (meth)acrylate, octafluoropentyl (meth)acrylate, heptadecafluorodecyl (meth)acrylate, pentafluorophenyl (meth)acrylate, or a combination thereof.

[0215] 62. The embedded silicone hydrogel contact lens of any one of embodiments 1 to 61, wherein the cross-linked polymer material comprises repeating units of at least one silicone-containing acrylic monomer.

[0216] 63. The embedded silicone hydrogel contact lens of any one of embodiments 1 to 62, wherein the cross-linked polymer material comprises repeating units of at least one polysiloxane vinyl cross-linker.

[0217] 64. The embedded silicone hydrogel contact lens of embodiment 63, wherein the at least polysiloxane vinyl crosslinker comprises at least 30% by mole of siloxane units each having at least one phenyl substituent.

[0218] 65. The embedded silicone hydrogel contact lens of embodiment 63, wherein the at least polysiloxane vinyl crosslinker comprises at least 60% by mole of siloxane units each having at least one phenyl substituent.

[0219] 66. The embedded silicone hydrogel contact lens of embodiment 63, wherein the at least polysiloxane vinyl crosslinker comprises at least 90% by mole of siloxane units each having at least one phenyl substituent.

[0220] 67. The embedded silicone hydrogel contact lens of embodiment 63, wherein the at least polysiloxane vinyl crosslinker comprises three or more vinylphenylsiloxane units each having at least one phenyl substituent and one vinyl substituent.

[0221] 68. The embedded silicone hydrogel contact lens of embodiment 63, wherein the at least polysiloxane vinyl crosslinker comprises three or more phenylmethylsiloxane units.

[0222] 69. The embedded silicone hydrogel contact lens of embodiment 63, wherein the at least polysiloxane vinyl crosslinker comprises three or more diphenylsiloxane units.

[0223] 70. The embedded silicone hydrogel contact lens of embodiment 63, wherein the at least polysiloxane vinyl crosslinker 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.

[0224] 71. The embedded silicone hydrogel contact lens of embodiment 63, wherein the at least polysiloxane vinyl crosslinker comprises one or more vinyl terminated polyphenylmethylsiloxanes.

[0225] 72. The embedded silicone hydrogel contact lens of embodiment 63, wherein the at least polysiloxane vinyl crosslinker comprises one or more vinylphenylmethyl-terminated phenylmethyl-vinylphenylsiloxane copolymers.

[0226] 73. The embedded silicone hydrogel contact lens of any one of embodiments 1 to 72, wherein the cross-linked polymer material comprises repeating units of at least one aryl acrylic monomer having formula (I) or (II)

[0227]

[0228] wherein A1 is H or CH3 (preferably H); B1 is (CH2) m1 or [O(CH2)2] Z1 , wherein m1 is 2-6 and z1 is 1-10; Y1 is a direct bond, O, S, or NR', wherein R' is H, CH3, C wherein n'=1-10 n’ H2n’+1 , iso-OC3H7, C6H5, or CH2C6H5; R a 、R b 、R c 、R d 、R e 、R f 、R g 、R h , and R i Independently of each other are H, C1-C 12 Alkyl or C1-C 12 alkoxy (preferably all H); w1 is 0-6, with the proviso that m1+w1≤8; w2 is an integer from 1 to 3; and D1 is H, Cl, Br, C1-C4 alkyl, C1-C4 alkoxy, C6H5, or CH2C6H5.

[0229] 74. The embedded silicone hydrogel contact lens of embodiment 73, wherein the at least one aromatic acrylic monomer comprises at least one vinyl monomer selected from the group consisting of: 2-ethylphenoxy acrylate; 2-ethylphenoxy methacrylate; phenyl acrylate; phenyl methacrylate; benzyl acrylate; benzyl methacrylate; 2-phenylethyl acrylate; 2-phenylethyl methacrylate; 3-phenylpropyl acrylate; 3-phenylpropyl methacrylate; 4-phenylbutyl acrylate; 4-phenylbutyl methacrylate; 4-methylphenyl acrylate; 4-methylphenyl methacrylate; acrylic acid 4-Methylbenzyl methacrylate; 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-(1-methylethyl)phenyl)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; methyl 2-(3-phenylphenyl)ethyl acrylate; 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, and combinations thereof.

[0230] 75. An embedded silicone hydrogel contact lens as described in Example 73, wherein the at least one aromatic 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.

[0231] 76. The embedded silicone hydrogel contact lens of any one of embodiments 1 to 75, wherein the cross-linked polymer material comprises repeating units of at least one hydrophobic vinylic monomer selected from the group consisting of vinyl alkanoates, vinyloxyalkanes, styrene, vinyltoluene, vinyl chloride, vinylidene chloride, 1-butene, and combinations thereof.

[0232] 77. The embedded silicone hydrogel contact lens of any one of Examples 1 to 76, wherein the hydrophobic insert is rigid.

[0233] 78. A method for producing the embedded silicone hydrogel contact lens of any one of embodiments 1 to 77, comprising the steps of:

[0234] (1) obtaining a silicone-hydrogel-lens forming composition for forming the silicone hydrogel material recited in any one of Examples 1 to 77;

[0235] (2) obtaining a hydrophobic insert as recited in any one of Examples 1 to 77;

[0236] (3) obtaining a lens mold, wherein the lens mold includes a male mold half having a first molding surface and a female mold half having a second molding surface, wherein the male mold half and the female mold half are configured to receive each other such that a mold cavity is formed between the first molding surface and the second molding surface when the mold is closed;

[0237] (4) placing the insert at a designated location in the lens mold and introducing the silicone-hydrogel-lens forming composition into the lens mold in no particular order, wherein the insert is immersed in the silicone-hydrogel-lens forming composition in the lens mold;

[0238] (5) curing the silicone-hydrogel-lens forming composition in the lens mold to form an untreated embedded silicone hydrogel contact lens comprising a silicone hydrogel material and an insert embedded within the silicone hydrogel material;

[0239] (6) separating the lens mold obtained in step (5) into a male mold half and a female mold half, wherein the untreated embedded silicone hydrogel contact lens is adhered to the lens adhered mold half which is one of the male mold half and the female mold half;

[0240] (7) removing the untreated embedded silicone hydrogel contact lens from the mold half to which the lens is adhered before the untreated embedded silicone hydrogel contact lens comes into contact with water or any liquid; and

[0241] (8) subjecting the untreated embedded silicone hydrogel contact lens to a post-molding process comprising a hydration process and one or more other processes selected from the group consisting of extraction, surface treatment, packaging, sterilization, and combinations thereof.

[0242] The above disclosure should enable one of ordinary skill in the art to practice the present invention. Various modifications, variations, and combinations of the various embodiments described herein are possible. To better understand the specific embodiments and advantages thereof, reference is made to the following examples. It is intended that this description and examples be considered illustrative.

[0243] Examples 1

[0244] Oxygen permeability coefficient measurement

[0245] Unless otherwise specified, the oxygen permeability (Dk / t), intrinsic (or edge-corrected) oxygen permeability coefficient (Dk i or Dk c ).

[0246] Balanced water content

[0247] The equilibrium water content (EWC) of contact lenses was measured as follows.

[0248] The amount of water (expressed as weight percent) present in a fully hydrated hydrogel contact lens equilibrated in saline solution is determined at room temperature. After blotting the lenses with fabric, quickly stack the lenses and transfer the lens stack to an aluminum pan on an analytical balance. The number of lenses used for each sample pan is typically five (5). Record the hydrated weight of the pan plus the lenses. Cover the pan with aluminum foil. Place the pan in a laboratory oven at 100°C ± 2°C and dry for 16-18 hours. Remove the pan plus lenses from the oven and cool in a desiccator for at least 30 minutes. Remove the individual pans from the desiccator and remove the aluminum foil. Weigh the pan plus the dried lens sample on an analytical balance. Repeat for all pans. The wet and dry weights of the lens sample can be calculated by subtracting the weight of the empty weighing pan.

[0249] Refractive index

[0250] The refractive index (RI) of the inserts was determined by means of an Abbe transmission laboratory refractometer, Reichert Abbe Mark III, at 25° C. The inserts were fully equilibrated in PBS saline solution before the measurements.

[0251] elastic modulus

[0252] The storage modulus (Young's modulus) of the insert was determined using a TA RSA-G2 DMA (Dynamic Mechanical Analyzer). The insert was cut into 3.08 mm wide strips using a Precision Concept dry lens cutter. Five thickness values ​​were measured over a 6.5 mm gauge length. The strip was mounted on the instrument with a metal clamp. An oscillatory temperature ramp test from 10°C to 50°C was applied to the insert at a linear ramp rate of 2°C / min, and the material response to the temperature increase was monitored at a constant frequency of 1 Hz, a constant amplitude of 0.5% deformation, and a sampling rate of 10.0 pts / s. The storage modulus (E'), loss modulus (E"), and tan δ data were calculated using TRIOS software.

[0253] The elastic modulus of silicone hydrogel materials or contact lenses was determined using an MTS insight instrument. The contact lenses were first cut into 3.12 mm wide strips using a Precision Concept two-stage cutter. Five thickness values ​​were measured over a 6.5 mm gauge length. The strips were mounted on the instrument holder and immersed in PBS (phosphate buffered saline), with the temperature controlled at 21°C ± 2°C. Typically, a 5N load cell was used for testing. A constant force and velocity were applied to the sample until the sample broke. Force and displacement data were collected using TestWorks software. The elastic modulus value was calculated using TestWorks software as the slope or tangent of the stress versus strain curve close to zero elongation in the elastic deformation region.

[0254] Glass transition temperature

[0255] The glass transition temperature (Tg) of the insert was defined as the peak value of tan δ from the dynamic temperature ramp test as described above.

[0256] Layering

[0257] Embedded silicone hydrogel contact lenses were examined for possible delamination using an Optimec instrument or optical coherence tomography (OCT).

[0258] Regardless of the evaluation method, contact lenses were staged at room temperature for at least 12 hours after autoclaving and prior to delamination studies.

[0259] After the desired grading time has been reached, the fully hydrated contact lens is placed in the "V" grid assembly of an Optimec instrument (Model JCF; OPTIMEC, UK). After the contact lens has settled under the influence of gravity, the front view of the contact lens should be carefully examined for any signs of circular patterns. Delamination appears as a circular pattern in the Optimec image.

[0260] OCT (spectral domain optical coherence tomography; Telesto-II; Thorlabs) can also be used 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 grading requirements, the contact lenses are removed from their blisters and soaked in PBS solution for at least 30 minutes to reach equilibrium. Then, a cuvette with a "V" block feature is filled approximately 3 / 4 with fresh PBS solution, and the contact lens is transferred to the cuvette using a cotton swab. The lens is allowed to float freely to the "V" shape at the bottom of the cuvette, and the entire contact lens is scanned in 10-degree increments. In the OCT images, delamination appears as air pockets in the spacer surfaces of the insert and the carrier.

[0261] Chemicals

[0262] The following abbreviations are used in the following examples: 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, 800-1500 daltons, from Gallester); PMV stands for vinyl terminated polyphenylmethylsiloxane (PMV-9925, 2000-3000 daltons, from Gallester); TBEC stands for tert-butylperoxy-2-ethylhexyl carbonate; PETA stands for pentaerythritol tetraacrylate; triMA stands for 3-[tris(trimethylsiloxy)methyl]methacrylate HFIPMA represents hexafluoroisopropyl methacrylate; NPGDMA represents neopentyl glycol dimethacrylate; TriAm represents N-[tris(trimethylsiloxy)-silylpropyl]acrylamide; D6 represents monobutyl-terminated monomethacryloxypropyl-terminated polydimethylsiloxane (MW 600 to 800 g / mol, from Gallester); D9 represents monobutyl-terminated monomethacryloxypropyl-terminated polydimethylsiloxane (Mw approximately 984 g / mol, from Shin-Etsu); Betacon represents a di-methacrylate-terminated chain-extended polydimethylsiloxane (Mn approximately 5000 g / mol) having a perfluoropolyether (P Two PDMS segments separated by a diurethane bond between polydimethylsiloxane (PDMS) and PFPE and two urethane bonds each between a terminal methacrylate group and a PDMS segment were prepared according to a method similar to that described in Example B-1 of U.S. Patent No. 5,760,100; BDDA represents 1,4-butanediol diacrylate; NVP represents N-vinylpyrrolidone; DMA represents N,N-dimethylacrylamide; MMA represents methyl methacrylate; TEGDMA represents triethylene glycol dimethacrylate; EGDMA represents ethylene glycol methyl ether methacrylate; AMA represents allyl methacrylate; AIBN represents 2,2'-azobis(2,2'-azobis(2,2'-azobis(2,2'-azobis(2,2'-azobis(2,2'-azobis(2,2'-azobis(2,2'-azobis(2,2'-azobis(2,2'-azobis(2,2'-azobis(2,2'-azobis(2,2'-azobis(2,2'-azobis(2,2'- (isobutyronitrile); Vazo-64 denotes 2,2'-dimethyl-2,2'azobispropionylcarbonitrile; V88 denotes 1,1'-azobis(cyanocyclohexane), which has a half-life of 10 hours at 88°C; Nobloc is 2-[3-(2H-benzotriazol-2-yl)-4-hydroxyphenyl]ethyl methacrylate from Aldrich; RB247 is Reactive Blue 247; TAA denotes tert-amyl alcohol; PrOH denotes 1-propanol; IPA denotes isopropyl alcohol; PPG denotes poly(propylene glycol); EGBE denotes ethylene glycol butyl ether; PBS denotes phosphate-buffered saline, which has a pH of 7.2 ± 0.2 at 25°C and contains approximately 0.044 wt.% NaH2PO4·H2O, approximately 0.388 wt. % Na2HPO4·2H2O, and approximately 0.79 wt. % NaCl, where wt. % indicates weight percentage; the "H4" macromonomer represents a di-methacryloxypropyl-terminated polysiloxane having the formula (A) shown below (Mn approximately 11.3K-12.3K g / mol, OH content approximately 1.82-2.01 meq / g); and the "H1" macromonomer represents a di-methacryloxypropyl-terminated polysiloxane having the formula (A) shown below (Mn approximately 8,000 g / mol, OH content approximately 1.8-2.0 meq / g).

[0263]

[0264] Example 2

[0265] Preparation of inserts

[0266] The polymerizable composition for making the rigid hydrophobic insert (ie, insert formulation) was prepared at room temperature in air by blending all components (materials) in their required amounts (parts by weight) to have the composition shown in Table 1.

[0267] Table 1

[0268]

[0269] The polymerizable composition prepared above was purged with nitrogen at room temperature for 30 to 35 minutes. The N2-purged polymerizable composition was introduced into a polypropylene mold, and the mold was closed and placed in an oven. The oven was configured as follows: a nitrogen supply was connected to the oven via a high-flow capacity controller that controlled the flow rate of nitrogen through the oven; a vacuum pump was connected to the oven exhaust line to control the pressure differential in the oven.

[0270] The polymerizable composition in the mold was thermally cured in an oven under the following conditions: ramping from room temperature to 55° C. at a ramp rate of about 7° C. / min; holding at 55° C. for about 30-40 minutes; ramping from 55° C. to 80° C. at a ramp rate of about 7° C. / min; holding at 55° C. for about 30-40 minutes; ramping from 80° C. to 100° C. at a ramp rate of about 7° C. / min; and holding at 100° C. for about 30-40 minutes. The mold was opened and the molded insert was removed from the mold.

[0271] Optionally, the inserts can be extracted and hydrated as follows. First, the inserts were extracted with PrOH for about 3 hours, rinsed twice with deionized water for about 10 minutes, and then soaked in PBS for at least 1 hour before testing. Extraction of the inserts was found not to be necessary.

[0272] Preparation of embedded SiHy contact lenses

[0273] SiHy lens formulations were prepared at room temperature in air by blending all components (materials) in their required amounts (parts by weight) to have the compositions shown in Tables 2-4. PPG has an Mn of approximately 425 Daltons. CE-PDMS has an Mn of approximately 10.5 K Daltons.

[0274] Table 2

[0275]

[0276] Table 3

[0277]

[0278] Table 4

[0279]

[0280] Cast-molded contact lenses are prepared as follows: the insert prepared above is placed in the central area of ​​the molding surface of a female mold half (made of polypropylene), which preferably has three or more pins distributed in a circle with a diameter sufficient to accommodate the insert to fix the position of the insert on the molding surface. A certain amount of the SiHy lens formulation prepared above is added to the female mold half to immerse the insert. The polypropylene male mold half is then placed on top of the female mold half, and the mold is securely closed.

[0281] The closed mold with the insert immersed in the SiHy lens formulation was thermally cured in an oven under the following conditions: ramping from room temperature to 55° C. at a ramp rate of about 7° C. / min; holding at 55° C. for about 30-40 minutes; ramping from 55° C. to 80° C. at a ramp rate of about 7° C. / min; holding at 55° C. for about 30-40 minutes; ramping from 80° C. to 100° C. at a ramp rate of about 7° C. / min; and holding at 100° C. for about 30-40 minutes. The mold was opened and the molded insert was removed from the mold.

[0282] The lens molds, each having an untreated silicone hydrogel contact lens molded therein, are mechanically opened. The molded untreated embedded silicone hydrogel contact lens adheres to either the male or female mold half. The molded untreated embedded silicone hydrogel contact lens adhered to the male mold half is demolded using an ultrasonic unit; the molded untreated embedded silicone hydrogel contact lens adhered to the female mold half is manually demolded from the female mold half to which the lens adheres.

[0283] The delensed, untreated, embedded silicone hydrogel contact lenses can be extracted with a 50:50 mixture of propylene glycol:water. Preferably, the delensed, untreated, embedded silicone hydrogel contact lenses are subjected to the following extraction / hydration, coating, and autoclaving processes: soaking the untreated embedded silicone hydrogel contact lenses in a bath containing deionized water or an aqueous solution of Tween 80 (500 PPM) for about 60 minutes, then soaking them 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 soaking them in a bath containing a PBS solution at room temperature for about 60 minutes; packaging / sealing them in polypropylene lens packaging shells (or blisters) (one lens per shell) with 0.65 mL of packaging inner coating packaging saline prepared according to the procedure described in Example 19 of US 8480227; and finally autoclaving them at 121° C. for about 45 minutes. The resulting embedded SiHy contact lenses each had a hydrogel coating thereon and were examined for delamination according to the procedure described in Example 1. The results are reported in Table 5.

[0284] Table 5

[0285]

[0286] The results show that embedded SiHy lenses made from SiHy lens formulations containing a polysiloxane vinyl crosslinker having hydrophilized siloxane units each having a hydroxyl-containing substituent are not prone to delamination. In contrast, even though a polysiloxane vinyl crosslinker that does not contain any hydrophilized siloxane units each having a hydroxyl-containing substituent contains 6 H-bond acceptors (urethane bonds) in its backbone, is prone to delamination.

[0287] Example 3

[0288] Preparation of inserts

[0289] The polymerizable composition (i.e., insert formulation) for making a rigid or soft hydrophobic insert is prepared at room temperature in air by blending all the components (materials) in their desired amounts (parts by weight) to have the composition shown below.

[0290] Insert Formulation 5 (rigid): 62 parts by weight of PEMA; 27 parts by weight of D6; 10 parts by weight of BDDA; and 1 part by weight of VAZO-64.

[0291] Insert Formulation 6 (semi-rigid): 89 parts by weight of BzA; 10 parts by weight of BDDA; 1 part by weight of VAZO-64.

[0292] Insert Formulation 7 (soft): 29 parts by weight of Betacon; 17 parts by weight of tri-MA; 28 parts by weight of DMA; 25 parts by weight of EGBE; and 0.5 parts by weight of VAZO-64.

[0293] According to the procedure described in Example 2, inserts were prepared by cast molding the insert formulation prepared above in a mold and then processed.

[0294] The properties of the inserts are reported in Table 6.

[0295] Table 6

[0296] Insert 5 Insert 6 Insert 7 Modulus (MPa) 22 8 0.9 RI 1.53 1.55 1.41

[0297] Preparation of embedded SiHy contact lenses

[0298] The SiHy lens formulation No. 7 prepared in Example 2 was also used in this example. Three additional SiHy lens formulations were prepared at room temperature in air by blending all components (materials) in their required amounts (parts by weight) to have the compositions shown in the following table:

[0299] SiHy lens formulation 8: 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.

[0300] SiHy lens formulation 9: 57 parts by weight of H1; 22 parts by weight of DMA; 30 parts by weight of EGBE; 1 part by weight of VAZO-64.

[0301] SiHy lens formulation 10: 40 parts by weight of H1; 15 parts by weight of MMA; 20 parts by weight of DMA, 28 parts by weight of EGBE; and 1 part by weight of VAZO-64.

[0302] Embedded SiHy contact lenses were prepared by cast molding and then processed according to the procedure described in Example 2. The resulting embedded SiHy contact lenses each had a hydrogel coating thereon and were inspected for delamination according to the procedure described in Example 1. The results are reported in Table 7.

[0303] Table 7

[0304]

[0305] Example 4

[0306] Preparation of inserts

[0307] The polymerizable composition for making the hydrophobic insert (ie, insert formulation) was prepared at room temperature in air by blending all components (materials) in their required amounts (parts by weight) to have the composition shown in Table 8.

[0308] Table 8

[0309]

[0310] The insert formulation (polymerizable composition) was purged with nitrogen at room temperature for 30 to 35 minutes. The N2-purged polymerizable composition was introduced into a polypropylene mold, which was closed and placed in an oven. The oven was configured as follows: a nitrogen supply was connected to the oven via a high-flow capacity controller that controlled the flow rate of nitrogen through the oven; a vacuum pump was connected to the oven exhaust line to control the pressure differential in the oven.

[0311] The insert formulation (polymerizable composition) in the mold was thermally cured in an oven under the following conditions: ramping from room temperature to 55°C at a ramp rate of about 7°C / min; holding at 55°C for about 30 minutes; ramping from 55°C to 80°C at a ramp rate of about 7°C / min; holding at 55°C for about 30 minutes; ramping from 80°C to 100°C at a ramp rate of about 7°C / min; and holding at 100°C for about 30 minutes; ramping from 100°C to 120°C at a ramp rate of about 7°C / min; and holding at 120°C for about 30 minutes. The mold was opened and the molded insert was removed from the mold.

[0312] The inserts were then extracted and hydrated as follows: Prior to testing, the inserts were first extracted with PrOH for approximately 3 hours, rinsed twice with deionized water for approximately 10 minutes, soaked in deionized water with 100 ppm Tween 80 for 20 minutes, rinsed with deionized water for 5 minutes, and soaked in PBS for at least one hour.

[0313] The results of the tests are reported in Table 9.

[0314] Table 9

[0315] Insert number RI Modulus (Mpa) Dk 8 1.557 19.9 57 9 1.559 19.7 55 10 1.560 54.0 56

[0316] Preparation of embedded SiHy contact lenses

[0317] SiHy lens formulation No. 7 prepared in Example 2 and SiHy lens formulations No. 8 and No. 10 prepared in Example 3 were also used in this example.

[0318] Embedded SiHy contact lenses were prepared by cast molding and then processed according to the procedure described in Example 2. The resulting embedded SiHy contact lenses each had a hydrogel coating thereon and were inspected for delamination according to the procedure described in Example 1. The results are reported in Table 10.

[0319] Table 10

[0320]

[0321] All publications, patents, and patent application publications cited above in this application are hereby incorporated by reference in their entirety.

Claims

1. An embedded silicone hydrogel contact lens comprising: a silicone hydrogel material and a hydrophobic insert embedded therein, wherein the hydrophobic insert is composed of a cross-linked polymeric material comprising at least 55% by mole of repeating units of acrylic acid and at least 6% by mole of repeating units of at least one vinyl cross-linking agent, wherein the silicone hydrogel material comprises (a) repeating units of at least one first polysiloxane vinyl crosslinker comprising hydrophilized siloxane units each having one methyl substituent and one organic group comprising at least one H-bond donor and (b) repeating units of at least one hydrophilic vinyl monomer, wherein the at least one H-bond donor is present in an amount of at least 0.8 meq / g relative to the molecular weight of the at least one first polysiloxane vinyl crosslinker, and The embedded silicone hydrogel is not prone to delamination.

2. The embedded silicone hydrogel contact lens of claim 1, wherein: The at least one first polysiloxane vinyl crosslinker comprises hydrophilized siloxane units each having one methyl substituent and one organic group including at least one hydroxyl group.

3. The embedded silicone hydrogel contact lens of claim 2, wherein: The at least one first polysiloxane vinyl crosslinker comprises a di-(meth)acryloyloxy-terminated polysiloxane vinyl crosslinker having dimethylsiloxane units and monovalent C4-C ... 40 The hydrophilic siloxane unit is substituted with an organic group.

4. The embedded silicone hydrogel contact lens of claim 1 , wherein: The at least one first polysiloxane vinyl crosslinker comprises a vinyl crosslinker having formula (G) in: d1 is an integer from 30 to 500 and d2 is an integer from 1 to 75, with the proviso that d2 / d1 is from 0.035 to 0.15; X 01 Is O or NR IN , where R IN is hydrogen or C1-C 10 alkyl; R I0 is hydrogen or methyl; R I1 and R I2 are independently substituted or unsubstituted C1-C 10 Alkylene divalent group or -R I4 -OR I5 - a divalent group, wherein R I4 and R I5 are independently substituted or unsubstituted C1-C 10 Alkylene divalent group; R I3 is a monovalent group having any one of formulae (G-1) to (G-5) k1 is zero or 1; m1 is an integer from 2 to 4; m2 is an integer from 1 to 5; m3 is an integer from 3 to 6; m4 is an integer from 2 to 5; R I6 is hydrogen or methyl; R I7 is a C2-C6 hydrocarbon group having a valence of (m2+1); R I8 is a C2-C6 hydrocarbon group having a valence of (m4+1); R I9 is ethyl or hydroxymethyl; R I10 is methyl or hydroxymethyl; R I11 is hydroxy or methoxy; X I1 Is a sulfur bond with -S- or with -NR I12 -tertiary amino bond, where R I12 is C1-C1 alkyl, hydroxyethyl, hydroxypropyl, or 2,3-dihydroxypropyl; and X I2 yes The amide bond, where R I13 is hydrogen or C1-C 10 alkyl.

5. The embedded silicone hydrogel contact lens of any one of claims 1 to 4, wherein The at least one hydrophilic vinyl monomer comprises: (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) a hydroxyl-containing acrylic monomer selected from the group consisting of: N-2-hydroxyethyl (meth) acrylamide, N,N-bis (hydroxyethyl) (meth) acrylamide, N-3-hydroxypropyl (meth) acrylamide, N-2-hydroxypropyl (meth) acrylamide (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) a carboxyl-containing acrylic monomer selected from the group consisting of: 2-(meth)acrylamide (4) amino group-containing acrylic monomers selected from the group consisting of: N-2-aminoethyl (meth)acrylamide, N-2-methylaminoethyl (meth)acrylamide, N-2-ethyl ... 2-Aminopropyl (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, 2-hydroxypropyl (meth)acrylate trimethylammonium hydrochloride, dimethylaminoethyl (meth)acrylate, and combinations thereof;(5) N-vinylamide monomers selected from the group consisting of 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-5-methyl-2-piperidone Ketone, 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-vinyl 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 -vinyl acetamide, N-vinyl isopropylamide, N-vinyl-N-ethylacetamide, N-vinyl-N-ethylformamide, and mixtures thereof; (6) a methylene-containing pyrrolidone monomer 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-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-iso ... Propyl-5-methylene-2-pyrrolidone, 1-n-butyl-3-methylene-2-pyrrolidone, 1-tert-butyl-3-methylene-2-pyrrolidone, and combinations thereof; (7) acrylic 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, tetra(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) a vinyl ether monomer 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) an allyl ether monomer 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) monoallyl ether, tetra(ethylene glycol) monoallyl ether, poly(ethylene glycol) monoallyl ether, (10) a vinyl monomer containing phosphorylcholine selected from the group consisting of: (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)acryloyloxy)-pentyl-2'-(trimethylammonio)ethyl phosphate, -(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)ethyl (11) allyl alcohol; (12) propylene glycol; (13) propylene glycol; (14) propylene glycol; (15) propylene glycol; (16) propylene glycol; (17) propylene glycol; (18) propylene glycol; (19) propylene glycol; (20) propylene glycol; (21) propylene glycol; (22) propylene glycol; (23) propylene glycol; (24) propylene glycol; (25) propylene glycol; (26) propylene glycol; (27) propylene glycol; (28) propylene glycol; (29) propylene glycol; (30) propylene glycol; (31) propylene glycol; (32) propylene glycol; (33) propylene glycol; (34) propylene glycol; (35) propylene glycol; (36) propylene glycol; (37) propylene glycol; (38) propylene glycol; (39) propylene glycol; (40) propylene glycol; (41) propylene glycol; (42) propylene glycol; (43) propylene glycol; (44) propylene glycol; (45) propylene glycol; (46) propylene glycol; (47) propylene glycol; (48) propylene glycol; (49)(12) N-2-hydroxyethyl vinyl carbamate; (13) N-carboxyvinyl-β-alanine; (14) N-carboxyvinyl-α-alanine; (15) or a combination thereof; wherein the silicone hydrogel material comprises repeating units of at least one silicone-containing vinyl monomer, wherein the at least one silicone-containing vinyl monomer is selected from the group consisting of a vinyl monomer having a bis(trialkylsilyloxy)alkylsilyl group, a vinyl monomer having a tri(trialkylsilyloxy)silyl group, a polysiloxane vinyl monomer, 3-methacryloxypropyl pentamethyldisiloxane, tert-butyldimethyl-siloxyethyl vinyl carbonate, trimethylsilylethyl vinyl carbonate, and trimethylsilylmethyl vinyl carbonate, and combinations thereof.

6. The embedded silicone hydrogel contact lens of claim 5, wherein: The at least one vinylic cross-linking agent includes at least one acrylic cross-linking agent.

7. The embedded silicone hydrogel contact lens of claim 6, wherein: The at least one acrylic crosslinking agent is ethylene glycol dimethacrylate; ethylene glycol diacrylate; 1,3-propylene glycol diacrylate; 1,3-propylene glycol dimethacrylate; 2,3-propylene glycol diacrylate; 2,3-propylene glycol 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; N,N'-methylenebis(acrylamide); N,N'-methylenebis(methyl acrylamide); N,N'-ethylenebis(acrylamide); N,N'-ethylenebis(methacrylamide); N,N'-hexamethylenebisacrylamide; N,N'-hexamethylenebismethacrylamide; pentaerythritol triacrylate; pentaerythritol trimethacrylate; trimethylolpropane triacrylate; trimethylolpropane trimethacrylate; tris(2-hydroxyethyl)isocyanurate triacrylate; tris(2-hydroxyethyl)isocyanurate trimethacrylate; 1,3,5-triacryloyloxyhexahydro-1,3,5-triazine; 1,3,5-trimethacryloyloxyhexahydro-1,3,5-triazine; pentaerythritol tetraacrylate; pentaerythritol tetramethacrylate; di(trimethylolpropane) tetraacrylate; di(trimethylolpropane) tetramethacrylate; or a combination thereof.

8. The embedded silicone hydrogel contact lens of claim 6, wherein: The at least one vinyl-based crosslinking agent includes allyl methacrylate, allyl acrylate, an aromatic vinyl-based crosslinking agent, or a combination thereof.

9. The embedded silicone hydrogel contact lens of claim 8, wherein: The aromatic vinyl crosslinking agent is divinylbenzene, 2-methyl-1,4-divinylbenzene, bis(4-vinylphenyl)methane, 1,2-bis(4-vinylphenyl)ethane, or a combination thereof.

10. The embedded silicone hydrogel contact lens of claim 6, wherein: The cross-linked polymer material comprises repeating units of at least one acrylic monomer, including a silicone-containing acrylic monomer, a non-silicone hydrophobic acrylic monomer, a fluorine-containing acrylic monomer, an aromatic acrylic monomer, or a combination thereof.

11. The embedded silicone hydrogel contact lens of claim 10, wherein: The at least one non-silicone hydrophobic acrylic monomer is methyl (meth)acrylate, ethyl (meth)acrylate, propyl (meth)acrylate, isopropyl (meth)acrylate, cyclohexyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, isobornyl (meth)acrylate, (meth)acrylonitrile, or a combination thereof, wherein the at least one fluorine-containing acrylic monomer is perfluorohexylethyl-thio-carbonyl-aminoethyl-methacrylate, 2,2,2-trifluoroethyl (meth)acrylate, tetrafluoropropyl (meth)acrylate, hexafluoro-isopropyl (meth)acrylate, hexafluorobutyl (meth)acrylate, heptafluorobutyl (meth)acrylate, octafluoropentyl (meth)acrylate, heptadecafluorodecyl (meth)acrylate, pentafluorophenyl (meth)acrylate, or a combination thereof.

12. The embedded silicone hydrogel contact lens of claim 11, wherein: The cross-linked polymeric material comprises repeating units of at least one polysiloxane vinyl cross-linking agent.

13. The embedded silicone hydrogel contact lens of claim 12, wherein: The at least one polysiloxane vinylic crosslinker comprises at least 30% by mole of siloxane units each having at least one phenyl substituent.

14. The embedded silicone hydrogel contact lens of claim 13, wherein: The at least one polysiloxane vinyl crosslinker comprises: (i) three or more vinylphenylsiloxane units, each of which has at least one phenyl substituent and one vinyl substituent; (ii) three or more phenylmethylsiloxane units; (iii) three or more diphenylsiloxane units; or (iv) a combination thereof.

15. The embedded silicone hydrogel contact lens of claim 14, wherein: The at least one polysiloxane vinyl crosslinker includes 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.

16. The embedded silicone hydrogel contact lens of claim 6, wherein: The cross-linked polymeric material comprises repeating units of at least one aromatic acrylic monomer having formula (I) or (II) Where A1 is H or CH3; B1 is (CH2) m1 or [O(CH2)2] Z1 , wherein m1 is 2-6 and z1 is 1-10; Y1 is a direct bond, O, S, or NR', wherein R' is H, CH3, C wherein n'=1-10 n’ H 2n’+1 , iso-OC3H7, C6H5, or CH2C6H5; R a 、R b 、R c 、R d 、R e 、R f 、R g 、R h , and R i Independently of each other are H, C1-C 12 Alkyl or C1-C 12 alkoxy; w1 is 0-6, provided that m1+w1≤8; w2 is an integer from 1 to 3; and D1 is H, Cl, Br, C1-C4 alkyl, C1-C4 alkoxy, C6H5, or CH2C6H5.

17. The embedded silicone hydrogel contact lens of claim 16, wherein: The hydrophobic insert is rigid.

18. The embedded silicone hydrogel contact lens of claim 6, wherein: The silicone hydrogel material comprises at least one repeating unit of a silicone-containing vinyl monomer having formula (M1) or (M2): Among them: a M1 is zero or 1; R M0 is H or methyl; X M0 Is O or NR M1 ;L M1 is a C2-C8 alkylene divalent group or The divalent group of L M1 ' is a C2-C8 alkylene divalent group having zero or one hydroxyl group; L M1 " is a C3-C8 alkylene divalent group having zero or one hydroxyl group; X M1 It is O, NR M1 、NHCOO、OCONH、CONR M1 or NR M1 CO;R M1 is H or a C1-C4 alkyl group having 0 to 2 hydroxyl groups; R t1 and R t2 are independently C1-C6 alkyl; X M1 ' is O or NR1; v1 is an integer from 1 to 30; v2 is an integer from 0 to 30; n1 is an integer from 3 to 40; and r1 is an integer from 2 or 3.

19. The embedded silicone hydrogel contact lens of claim 18, wherein: The silicone hydrogel material comprises repeating units of at least one second polysiloxane ethylene-based crosslinker, wherein the at least one second polysiloxane ethylene-based crosslinker comprises: (1) an ethylene-based crosslinker comprising a sole polydiorganosiloxane segment and two terminal ethylenically unsaturated groups selected from the group consisting of (meth)acryloyloxy, (meth)acryloylamino, vinyl carbonate, and vinyl carbamate groups; and / or (2) a chain-extended polysiloxane ethylene-based 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 groups.

20. The embedded silicone hydrogel contact lens of claim 19, wherein: The silicone hydrogel material comprises: (i) repeating units of at least one non-silicone vinylic crosslinker; (ii) repeating units of at least one blended vinylic monomer; (iii) repeating units of at least one polymerizable material selected from the group consisting of a UV-absorbing vinylic monomer, a UV / HEVL-absorbing vinylic monomer, a photochromic vinylic monomer, a polymerizable dye, and combinations thereof; or (iv) combinations thereof.

21. The embedded silicone hydrogel contact lens of claim 20, wherein: The silicone hydrogel material has an equilibrium water content of from 20% to 70% by weight in a fully hydrated state or when fully hydrated, an oxygen permeability coefficient of at least 40 barrers, and a Young's modulus of 1.5 MPa or less.

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