Compositions with high reactivity index and high dispersion coefficient

Abstract

The invention provides compositions with high refractive index, high Abbe number. Disclosed are copolymers prepared from reactive monomer mixtures and having both high refractive index and high Abbe number. These materials are well suited for use as implantable ophthalmic devices and have a refractive index that can be edited by the application of energy. When used in intraocular lenses, the high refractive index allows for thin lenses to be compressed to allow for small incision size.

Description

[0001] This application is a divisional application of the invention application filed on May 1, 2020, with Chinese national application number 202080002987.4 and invention title "Composition with high reactivity index and high dispersion coefficient". Technical Field

[0002] This disclosure relates to copolymers prepared from a mixture of reactive monomers that, upon polymerization, form acrylic materials with high refractive indices and high dispersion coefficients. These materials, which can have editable refractive indices, are designed for use in ophthalmic devices, such as intraocular implants or lenses. Background Technology

[0003] Cataract surgery is typically performed to replace the lenses of the natural eye that have become opaque. The materials used to replace the natural lens must be soft and highly flexible, allowing them to be folded and passed through an incision typically around 2 mm once formed into a lens. Furthermore, the material must have excellent transparency and be virtually non-reflective. A high refractive index allows for the use of thinner lenses. Materials with a high dispersion coefficient exhibit less dispersion. This, in turn, allows for improved optical performance and less light scattering. The combination of a high refractive index and a high dispersion coefficient provides the material with superior optical properties.

[0004] One of the first patents in this field (US Patent No. 4,573,998, granted to Mazzocco) discloses a deformable intraocular lens that can be rolled up to fit through a relatively small incision. The deformable lens is inserted into the eye while remaining in its rolled-up configuration, and then released within the eye chamber. The lens's elastic properties allow it to return to its molded shape after insertion into the eye. Mazzocco discloses polyurethane elastomers, silicone elastomers, hydrogel polymer compounds, organic or synthetic gel compounds, and combinations thereof as suitable materials for deformable lenses.

[0005] Friction from within the delivery device and the force applied by the physician during delivery can damage the lens. To overcome this problem, some delivery devices are coated to provide additional lubrication. For example, U.S. Patent No. 8,323,799 granted to Hu discloses a soft, flexible, highly lubricating coating for a polymer IOL insertion cartridge that allows the IOL to be easily inserted through a small-hole cartridge suitable for use with small (less than 3 mm) incisions. While such coatings are helpful, there is a need to further reduce the frictional forces applied to the lens during insertion.

[0006] Therefore, materials with relatively high refractive index and dispersion coefficient are needed to form flexible intraocular lenses that can be easily rolled up or folded into a configuration suitable for passing through small incisions. Such materials also need to possess internal lubricity. Summary of the Invention

[0007] In a particular embodiment, this disclosure relates to compositions prepared by free radical polymerization of a reactive monomer mixture comprising: (A) (i) at least one alicyclic (meth)acrylate; (ii) at least one aromatic (meth)acrylate; (iii) at least one alicyclic (meth)acrylate; and (iv) at least one crosslinking agent; wherein the composition exhibits a refractive index of at least 1.45 and a dispersion coefficient of at least 39 (“Composition (A)”); or (B) (i) at least one alicyclic (meth)acrylate; (ii) at least one alicyclic (meth)acrylate; and (iii) at least one crosslinking agent; wherein the composition exhibits a refractive index of at least 1.45 and a dispersion coefficient of at least 39 (“Composition (B)”). (C) (i) at least one hydrophobic monomer; (ii) at least one acrylate monomer of formula (I): (I) Where R 1 Selected from hydrogen and methyl, wherein R 2 (iii) a non-aromatic moiety having at least one carbon-carbon double bond; and (iii) at least one crosslinking agent (“Composition (C)”); (D) (i) at least one alicyclic (meth)acrylate monomer containing more than one alicyclic ring; (ii) at least one monomer selected from hydrophilic monomers and hydroxyalkyl (meth)acrylate monomers and any combination thereof; and (iii) at least one crosslinking agent; wherein the composition exhibits a refractive index of at least 1.45 and a dispersion coefficient of at least 39 (“Composition (D)”); or (E) (i) at least one hydrophobic monomer; (ii) at least one monomer selected from hydrophilic monomers and (meth)acrylate hydroxyalkyl ester monomers and any combination thereof; and (iii) tricyclic [5.2.1.0] 2,6 ] Decanediethanol di(meth)acrylate crosslinking agent; wherein the composition exhibits a refractive index of at least 1.45 and a dispersion coefficient of at least 39 (“Composition (E)”).

[0008] In certain embodiments, this disclosure provides a device comprising composition (A), composition (B), composition (C), composition (D), or composition (E). In certain other embodiments, the device is an ophthalmic device. In specific embodiments, the ophthalmic device includes a lens, inlay, exophthalmic inlay, or insert selected from intraocular implants or lenses, contact lenses, corneal inlays, corneal exophthalmic inlays, and corneal inserts. In specific embodiments, the ophthalmic device is an intraocular implant or lens. More specifically, this disclosure also provides intraocular implants and / or lenses made at least partially or entirely of composition (A), composition (B), composition (C), composition (D), or composition (E).

[0009] In other embodiments, this disclosure provides a method for preparing an ophthalmic device, the method comprising the steps of: (a) providing any one of composition (A), composition (B), composition (C), composition (D), or composition (E); and (b) forming an ophthalmic device from any one of the compositions. In other embodiments, the subject matter disclosed herein provides a method for preparing an ophthalmic device, the method comprising: (a) preparing a blank from any one of composition (A), composition (B), composition (C), composition (D), or composition (E); and (b) machining the ophthalmic device from the blank. In other embodiments, the subject matter disclosed herein provides a method for preparing an ophthalmic device, the method comprising molding an ophthalmic device from any one of composition (A), composition (B), composition (C), composition (D), or composition (E).

[0010] In other embodiments, the subject matter disclosed in this invention provides a method for preparing an ophthalmic device, the method comprising (a) molding the ophthalmic device from any one of composition (A), composition (B), composition (C), composition (D) or composition (E), and (b) finishing the surface of the molded lens by machining.

[0011] In a particular embodiment of any method, the method further includes the step of extracting the ophthalmic device with a solvent. In a particular embodiment, the method further includes the step of hydrating the extracted ophthalmic device with at least one aqueous solution. In a specific embodiment, the method further includes the step of irradiation using a laser. In a more specific embodiment, the method further includes the step of sterilizing the ophthalmic device. Attached Figure Description

[0012] Figure 1 The microflicker level observed by dark-field microscopy is shown.

[0013] Figure 2 The macroflash level in Example 35 is shown as observed by dark-field microscopy.

[0014] Figure 3 The macroflash levels in Examples 37 to 43 are shown as observed by dark-field microscopy.

[0015] Figure 4 The macroflash levels in Examples 44 to 51 are shown as observed by dark-field microscopy.

[0016] Figure 5 The macroflash levels in Examples 45 and 52 through 55 are shown as observed by dark-field microscopy.

[0017] Figure 6 The microsparkling levels in Examples 66 and 70, as observed by dark-field microscopy, are shown.

[0018] Figure 7 The macroflash levels in Examples 72 to 74 are shown as observed by dark-field microscopy.

[0019] Figure 8 The macroflash levels in Examples 75 to 77 are shown as observed by dark-field microscopy.

[0020] Figure 9 The macroflash levels in Examples 78 to 80 are shown as observed by dark-field microscopy.

[0021] Figure 10 The macroflash levels in Examples 81 to 83 are shown as observed by dark-field microscopy.

[0022] Figure 11 The macroflash level in Example 84 is shown as observed by dark-field microscopy. Detailed Implementation

[0023] It should be understood that this disclosure is not limited to the details of the construction or process steps set forth in the following description. Using the teachings herein, this disclosure can have other embodiments and can be practiced or implemented in various ways.

[0024] A. Definition The following definitions are provided relative to the terminology used in this disclosure.

[0025] Unless otherwise defined, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this disclosure pertains. Definitions of polymers conform to those disclosed in the Compendium of Polymer Terminology and Nomenclature, edited by Richard G. Jones, Jaroslav Kahovec, Robert Stepto, Edward S. Wilks, Michael Hess, Tatsuki Kitayama, and W. Val Metanomski, IUPAC Recommendations 2008. All publications, patent applications, patents, and other references mentioned herein are incorporated herein by reference.

[0026] The term "reactive monomer mixture" refers to a mixture that, when mixed together and subjected to polymerization conditions, forms the compositions and ophthalmic devices disclosed in this invention. The reactive mixture may contain reactive components such as monomers, macromonomers, prepolymers, crosslinking agents, initiators, diluents, and additional components; these additional components include, but are not limited to, wetting agents, release agents, dyes, light-absorbing compounds such as ultraviolet / high-energy visible (UV / HEV) light absorbers, pigments, dyes, and photochromic compounds, any of which may be reactive or non-reactive but are capable of remaining in the resulting biomedical device (e.g., an ophthalmic device); and active components including pharmaceutical and pharmaceutical-like nutrient compounds and any diluents. It should be understood that a wide range of additives may be added based on the resulting biomedical device and its intended use. In some embodiments, the concentration of the reactive mixture components is their weight percentage in all components of the reactive mixture except for the diluent. When a diluent is used, their concentration is their weight percentage based on the amount of all components in the reactive mixture and the diluent.

[0027] "Reactive components" are components in a mixture of reactive monomers that become part of the polymer network structure of the resulting composition through covalent or hydrogen bonding. Diluents and processing aids that do not become part of the polymer structure are not reactive components.

[0028] As used herein, the term "(methyl)" refers to an optional methyl substitution. Therefore, terms such as "(meth)acrylate" refer to both methacrylate and acrylate.

[0029] Wherever the chemical structure is provided, it should be understood that any combination of alternatives to the substituents disclosed on the structure is permissible. Therefore, if the structure contains substituents R* and R**, each of which contains three lists of possible groups, disclosing nine combinations. The same applies to combinations of properties.

[0030] When the subscript is such as the general formula [***] n When "n" is used to describe the number of repeating units in the chemical formula of a polymer, the formula should be interpreted as representing the number-average molecular weight of the macromolecule.

[0031] The term "individual" includes both humans and non-human vertebrates.

[0032] The term "biomedical device" refers to any article designed for use in or on mammalian tissues or body fluids, and preferably in or on human tissues or body fluids. Examples of such devices include, but are not limited to, wound dressings, sealants, tissue fillers, drug delivery systems, coatings, anti-adhesion barriers, catheters, implants, stents, and ophthalmic devices (such as intraocular implants, intraocular lenses, and contact lenses). Biomedical devices can be ophthalmic devices, particularly ophthalmic implants or ophthalmic lenses made from the reactive monomer compositions described herein.

[0033] The term "ocular surface" includes the surface and glandular epithelial cells of the cornea, conjunctiva, lacrimal gland, accessory lacrimal gland, nasolacrimal duct, and meibomian gland, as well as their apical and basal stroma, lacrimal puncta, and adjacent or related structures, including the eyelids, which are connected by the continuity of epithelial cells, nerve innervation, and the endocrine and immune systems to form a functional system.

[0034] The term "ophthalmic device" refers to any device located in or on the eye or any part of the eye, including the surface of the eye. These devices can provide optical correction, cosmetic enhancement, improved vision, therapeutic benefits (e.g., as a bandage), or delivery of active ingredients, such as pharmaceutical and nutritional components, or any combination of the foregoing functions. Examples of ophthalmic devices include, but are not limited to, lenses, optics, and ocular inserts (including, but not limited to, punctal plugs). "Lens" includes soft contact lenses, rigid contact lenses, hybrid contact lenses, intraocular lenses, and covering lenses. Ophthalmic devices may include intraocular implants, intraocular lenses, or contact lenses.

[0035] The term "contact lens" refers to an ophthalmic device that can be placed on the cornea of ​​an individual's eye. Contact lenses can provide corrective, cosmetic, or therapeutic benefits, including wound healing, drug or nutritional delivery, diagnostic evaluation or monitoring, ultraviolet (UV) light absorption, visible (VIS) light or glare reduction, or any combination thereof. Contact lenses can be made of any suitable material known in the art and can be soft lenses, hard lenses, or hybrid lenses containing at least two distinct portions with different physical, mechanical, or optical properties such as modulus, water content, light transmission, or combinations thereof.

[0036] "Intraocular lens" refers to a lens implanted in the eye. In some implementations, an intraocular lens is implanted in the eye to replace the existing lens (e.g., because the existing lens is covered by a cataract, or as a form of refractive surgery to change the eye's refractive power).

[0037] "Target macromolecule" refers to a macromolecule synthesized from a mixture of reactive monomers, including monomers, macromonomers, prepolymers, crosslinking agents, initiators, additives, diluents, etc.

[0038] The term "polymerizable compound" refers to a compound containing one or more polymerizable groups. This term encompasses, for example, monomers, macromonomers, oligomers, prepolymers, crosslinking agents, etc.

[0039] "Polymerizable group" is a group that can undergo chain-growth polymerization such as free radical and / or ionic polymerization (e.g., cationic polymerization), such as a carbon-carbon double bond that can polymerize when subjected to free radical polymerization initiation conditions. Non-limiting examples of free radical polymerizable groups include (meth)acrylates, styrene, vinyl ethers, (meth)acrylamide, etc. N -Vinyl lactam, N - Vinyl amide, O-vinyl carbamate, O-vinyl carbonate and other vinyl groups. Preferably, the radical polymerizable group includes (meth)acrylate, (meth)acrylamide, N-vinyl lactam, N-vinyl amide and styryl functional groups, and mixtures of any of the foregoing. More preferably, the radical polymerizable group includes (meth)acrylate, (meth)acrylamide, and mixtures thereof. The polymerizable group can be unsubstituted or substituted. For example, the nitrogen atom in (meth)acrylamide can be bonded to hydrogen, or the hydrogen can be replaced by an alkyl or cycloalkyl group (which itself can be further substituted).

[0040] Any type of free radical polymerization can be used, including but not limited to bulk, solution, suspension and emulsion, as well as any of the controlled free radical polymerization methods, such as stable free radical polymerization, nitro oxygen-mediated living polymerization, atom transfer radical polymerization, reversible addition-fragmentation chain transfer polymerization, organotellurium-mediated living radical polymerization, etc.

[0041] A "monomer" is a monofunctional molecule that can undergo chain-growth polymerization (specifically, free radical polymerization) to form a repeating unit in the chemical structure of a target macromolecule. Some monomers have difunctional impurities that can act as crosslinking agents. A "hydrophilic monomer" is a monomer that produces a clear, single-phase solution when mixed with deionized water at a concentration of 5% by weight at 25°C. A "hydrophilic component" is a monomer, macromonomer, prepolymer, initiator, crosslinking agent, additive, or polymer that produces a clear, single-phase solution when mixed with deionized water at a concentration of 5% by weight at 25°C. A "hydrophobic component" is a monomer, macromonomer, prepolymer, initiator, crosslinking agent, additive, or polymer that is slightly soluble or insoluble in deionized water at 25°C.

[0042] "Macromolecules" are organic compounds with a number average molecular weight greater than 1500 Daltons, and can be reactive or non-reactive.

[0043] A "macromonomer" is a macromolecule having a repeating unit in its chemical structure that can undergo chain-growth polymerization (specifically, free radical polymerization) to form a target macromolecule. Typically, the chemical structure of a macromonomer differs from that of the target macromolecule; in other words, the repeating units of the macromonomer's side groups differ from those of the target macromolecule or its main chain. The difference between a monomer and a macromonomer lies solely in one of these: chemical structure, molecular weight, and the molecular weight distribution of the side groups. Therefore, and as used herein, patent literature occasionally defines a monomer as a polymerizable compound with a relatively low molecular weight of about 1,500 Daltons or less, which essentially includes some macromonomers. Specifically, monomethacryloyloxypropyl-terminated mono-n-butyl-terminated polydimethylsiloxanes (mPDMS) with molecular weight = 500-1500 g / mol and mono-(2-hydroxy-3-methacryloyloxypropyl)-propyl ether-terminated mono-n-butyl-terminated polydimethylsiloxanes (OH-mPDMS) can be referred to as monomers or macromonomers. Furthermore, patent literature occasionally defines a macromonomer as having one or more polymerizable groups, thus substantially extending the general definition of a macromonomer to include prepolymers. Therefore, and as used herein, bifunctional and multifunctional macromonomers, prepolymers, and crosslinking agents are used interchangeably.

[0044] A "polymer" is a target macromolecule composed of repeating units of monomers used during polymerization.

[0045] A homopolymer is a polymer made from one monomer; a copolymer is a polymer made from two or more monomers; a terpolymer is a polymer made from three monomers. A block copolymer is composed of blocks or segments with different compositions. A diblock copolymer has two blocks. A triblock copolymer has three blocks. A comb-like or graft copolymer is made from at least one macromonomer.

[0046] A “repeating unit” is the smallest group of atoms in a polymer, which corresponds to the polymerization of a specific monomer or macromonomer.

[0047] An "initiator" is a molecule that can decompose into free radicals, which can then react with monomers to initiate free radical polymerization. Thermal initiators decompose at a rate depending on temperature; typical examples include azo compounds such as 1,1'-azobisisobutyronitrile and 4,4'-azobis(4-cyanopentanoic acid), peroxides such as benzoyl peroxide, tert-butyl peroxide, tert-butyl hydroperoxide, tert-butyl peroxybenzoate, dicumyl peroxide, and lauroyl peroxide, peracids such as peracetic acid and potassium persulfate, and various redox systems. Photoinitiators decompose via photochemical methods; typical examples include benzoyl, benzoin, acetophenone, benzophenone, camphorquinone, and mixtures thereof, as well as various monoacyl and diacylphosphine oxides and their combinations.

[0048] A "crosslinking agent" is a difunctional or polyfunctional monomer or macromonomer that can undergo free radical polymerization at two or more sites on a molecule to form branch points and polymer networks. Common examples include ethylene glycol dimethacrylate, tetraethylene glycol dimethacrylate, trimethylolpropane trimethacrylate, methylenebisacrylamide, and triallyl cyanurate.

[0049] A “prepolymer” is a reaction product of monomers containing residual polymerizable groups capable of further reaction to form a polymer. The terms “reactive mixture” and “reactive monomer mixture” refer to mixtures that, when mixed together and subjected to polymerization conditions, result in the formation of polymer networks and components of biomedical devices, ophthalmic devices, intraocular implants, contact lenses, and intraocular lenses made therefrom. Reactive mixtures may contain retained components, such as monomers, macromonomers, prepolymers, crosslinking agents and initiators, additives (such as wetting agents), polymers, dyes, light-absorbing compounds (such as UV / HEV absorbers), pigments, photochromic compounds, pharmaceutical compounds, and / or nutrient compounds, any of which may be reactive or non-reactive but are capable of being retained within the resulting biomedical device. Reactive mixtures may also contain other non-retained components intended to be removed from the device prior to use, such as diluents. It should be understood that a wide range of additives may be added based on the resulting biomedical device and its intended use. The concentration of the reactive mixture components is expressed as a percentage by weight of all retained components in the reactive mixture (and therefore excluding non-retained components such as diluents). When diluents are used, their concentrations are expressed as a weight percentage based on the amount of all components (including the diluent) in the reactive mixture.

[0050] "Retained components" are polymerizable compounds (such as monomers, macromonomers, oligomers, prepolymers, and crosslinking agents) in a reactive mixture, as well as any other components in the reactive mixture, that are intended to remain substantially within the polymer network after polymerization and all post-processing steps (such as extraction steps) and packaging steps have been completed. Retained components can be retained in the polymer network through covalent bonding, hydrogen bonding, electrostatic interactions, the formation of interpenetrating polymer networks, or any other means. Components intended to be released from a biomedical device once used are also considered "retained components." For example, pharmaceutical or nutrient components in contact lenses intended to be released during wear are considered "retained components." Components intended to be removed from the polymer network during the manufacturing process (e.g., by extraction), such as diluents, are "non-retained components."

[0051] The term "multifunctional" refers to a component having two or more polymerizable groups. The term "monofunctional" refers to a component having only one polymerizable group.

[0052] The term "halogen" or "halogenated group" refers to fluorine, chlorine, bromine, and iodine.

[0053] The terms “alkyl” or “aliphatic” are used interchangeably herein and refer to a straight-chain or branched alkyl group containing a specified number of carbon atoms with optional substitutions. If no number is specified, the alkyl group (including any optional substituents on the alkyl group) may contain any of 1 to 16 carbon atoms, including 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, and 16 carbon atoms. Preferably, the alkyl group contains 1 to 10 carbon atoms, including 1, 2, 3, 4, 5, 6, 7, 8, 9, and 10 carbon atoms; alternatively, 1 to 8 carbon atoms, including 1, 2, 3, 4, 5, 6, 7, and 8 carbon atoms; alternatively, 1 to 6 carbon atoms, including 1, 2, 3, and 4 carbon atoms; alternatively, 1 to 4 carbon atoms, including 1, 2, 3, and 4 carbon atoms. Examples of alkyl groups include methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl and tert-butyl, pentyl, hexyl, heptyl, 3-ethylbutyl, etc. Examples of substituents on an alkyl group include one, two or three groups independently selected from: hydroxyl, amino, amide, oxa, carboxyl, alkylcarboxyl, carbonyl, alkoxy, alkylthio, carbamate, carbonate, halogen, phenyl, benzyl, and combinations thereof. "Alkylene" means a divalent alkyl group, such as -CH2-, -CH2CH2-, -CH2CH2CH2-, -CH2CH(CH3)CH2-, and -CH2CH2CH2CH2-.

[0054] "Haloalkyl" refers to an alkyl group as defined above, substituted with one or more halogen atoms, wherein each halogen is independently F, Cl, Br, or I. The preferred halogen is F. Preferred haloalkyl groups contain 1 to 6 carbons, more preferably 1 to 4 carbons, and even more preferably 1 to 2 carbons. "Haloalkyl" includes perhaloalkyl groups, such as -CF3- or -CF2CF3-. "Haloalkylene" means a divalent haloalkyl group, such as -CH2CF2-.

[0055] "Hydroxy group" refers to the -OH group.

[0056] “Hydroxyalkyl” means an alkyl group that is substituted with at least one hydroxyl group as defined herein. Representative examples of hydroxyalkyl groups include, but are not limited to, hydroxymethyl, 2-hydroxyethyl, 3-hydroxypropyl, 2,3-dihydroxypropyl, 2,3-dihydroxypentyl, 4-hydroxybutyl, 2-ethyl-4-hydroxyheptyl, 3,4-dihydroxybutyl and 5-hydroxypentyl.

[0057] “Cycloalkyl” or “alicyclic” are used interchangeably herein and refer to an optionally substituted cyclic hydrocarbon containing a specified number of ring carbon atoms. If no number is specified, a cycloalkyl group may contain 3 to 20 ring carbon atoms (e.g., 3 to 12 ring carbon atoms). The alicyclic group may be monocyclic, bicyclic, tricyclic, bridged, fused, and / or spirocyclic. The alicyclic group may also have one or more double bonds, provided that the group is not fully aromatic. Preferred monocyclic alicyclic groups are C3-C8 cycloalkyl groups, C3-C7 cycloalkyl groups, more preferably C4-C7 cycloalkyl groups, and even more preferably C5-C6 cycloalkyl groups. Examples of cycloalkyl groups include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, and cyclooctyl. Examples of substituents on a cycloalkyl group include one, two, or three groups independently selected from: alkyl, hydroxyl, amino, amide, oxa, carbonyl, alkoxy, alkylthio, amide, carbamate, carbonate, halogen, phenyl, benzyl, and combinations thereof. "Cycloalkylene" means a divalent cycloalkyl group, such as 1,2-cyclohexylene, 1,3-cyclohexylene, or 1,4-cyclohexylene.

[0058] "Heterocyclic alkyl" refers to a cycloalkyl ring or ring system as defined above, in which at least one ring carbon has been replaced by a heteroatom selected from nitrogen, oxygen, and sulfur. The heterocyclic alkyl ring may optionally be fused to or otherwise connected to other heterocyclic alkyl rings and / or non-aromatic hydrocarbon rings and / or benzene rings. Preferred heterocyclic alkyl groups have 5 to 7 members. More preferably, heterocyclic alkyl groups have 5 or 6 members. Heterocyclic alkylene refers to a divalent heterocyclic alkyl group.

[0059] "Aryl" refers to an optionally substituted aromatic hydrocarbon ring system containing at least one aromatic ring. An aryl group contains a specified number of ring carbon atoms. If no number is specified, an aryl group may contain 6 to 14 ring carbon atoms. The aromatic ring may optionally be fused or otherwise attached to other aromatic or non-aromatic hydrocarbon rings. Examples of aryl groups include phenyl, naphthyl, and biphenyl. Preferred examples of aryl groups include phenyl. Examples of substituents on the aryl group include one, two, or three groups independently selected from: alkyl, hydroxyl, amino, amide, oxa, carboxyl, alkylcarboxyl, carbonyl, alkoxy, alkylthio, carbamate, carbonate, halogen, phenyl, benzyl, and combinations thereof. "Arylene" means a divalent aryl group, such as 1,2-phenylene, 1,3-phenylene, or 1,4-phenylene.

[0060] "Arylalkyl" refers to an aryl group as defined herein, which is attached to a parent molecule via an alkyl group as defined herein. Representative examples of arylalkyl groups include phenylmethyl (i.e., benzyl), phenethyl, and phenylpropyl.

[0061] "Heteroaryl" refers to an aryl ring or ring system as defined above, in which at least one ring carbon atom has been replaced by a heteroatom selected from nitrogen, oxygen, and sulfur. Heteroaryl rings may be fused or otherwise attached to one or more heteroaryl rings, aromatic or non-aromatic hydrocarbon rings, or heterocyclic alkyl rings. Examples of heteroaryl groups include pyridinyl, furanyl, and thiopheneyl. "Heteroarylene" refers to a divalent heteroaryl group.

[0062] "Alkoxy" refers to an alkyl group that is connected to the parent molecule via an oxygen bridge. Examples of alkoxy groups include, for example, methoxy, ethoxy, propoxy, and isopropoxy. "Alkthio" refers to an alkyl group that is connected to the parent molecule via a sulfur bridge. Examples of alkthio groups include, for example, methylthio, ethylthio, n-propylthio, and isopropylthio. "Aryloxy" refers to an aryl group that is connected to the parent molecule via an oxygen bridge. Examples include phenoxy. "Arylthio" refers to an aryl group that is connected to the parent molecule via a sulfur bridge. Examples include phenylthio. "Cycloalkoxy" refers to a cycloalkyl group that is connected to the parent molecule via an oxygen bridge.

[0063] "Alkylamine" refers to an alkyl group that is attached to the parent molecule via a -NH bridge. Alkylene amines refer to divalent alkylamine groups, such as -CH2CH2NH-.

[0064] "Siloxane" refers to a structure having at least one Si-O-Si bond. Therefore, for example, a siloxane group means a group having at least one Si-O-Si group (i.e., a siloxane group), and a siloxane compound means a compound having at least one Si-O-Si group. "Siloxane" encompasses monomers (e.g., Si-O-Si) as well as oligomeric / polymeric structures (e.g., -[Si-O)). n - where n is 2 or greater). Each silicon atom in the siloxane group is independently selected by R. A Group substitution (where R) A As defined in options (b) to (i) of equation A, to complete its valence.

[0065] Formula A. The component containing organosilicon may include one or more polymerizable compounds of Formula A: Formula A in: At least one R A For formula R g -L- groups, where R g The group is a polymerizable group and L is a linking group, and the remaining R is a polymerizable group. A Each independently is: a. R g -L-, b. C1-C groups optionally substituted with one or more hydroxyl, amino, amide, oxa, carboxyl, alkylcarboxyl, carbonyl, alkoxy, amide, carbamate, carbonate, halogen, phenyl, benzyl, or combinations thereof. 16 alkyl, c. C3-C groups optionally substituted with one or more alkyl, hydroxyl, amino, amide, oxo, carbonyl, alkoxy, amide, carbamate, carbonate, halogen, phenyl, benzyl, or combinations thereof. 12 cycloalkyl, d. C6-C atoms optionally substituted with one or more alkyl, hydroxyl, amino, amide, oxo, carboxyl, alkylcarboxyl, carbonyl, alkoxy, amide, carbamate, carbonate, halogen, phenyl, benzyl, or combinations thereof. 14 aryl group, e. Halogens, f. Alkoxy, cyclic alkoxy, or aryloxy groups, g. silyloxy group, h. Alkylene-alkyl or alkoxy-alkylene-alkyl, such as poly(ethyleneoxyalkylene), poly(propyleneoxyalkylene), or poly(ethyleneoxy-co-propyleneoxyalkylene), or i. A monovalent siloxane chain comprising 1 to 100 repeating siloxane units, wherein the repeating siloxane units are optionally substituted with alkyl, alkoxy, hydroxyl, amino, oxa, carboxyl, alkylcarboxyl, alkoxy, amide, carbamate, halogen, or combinations thereof; and n can be 0 to 500, 0 to 200, 0 to 100, or 0 to 20. It should be understood that when n is not 0, n represents a distribution with a mode equal to a specified value. When n is 2 or greater, SiO cells can have the same or different R... A Substituents, and if different R are present A If a substituent is present, the n-group can be random or block.

[0066] In equation A, the three R's A Each may contain a polymerizable group, and two additional R groups may be selected. A Each may contain a polymerizable group, or alternatively, an R A It may contain polymerizable groups.

[0067] "Silyl" refers to the structure of formula R3Si-, and "siloxy" refers to the structure of formula R3Si-O-, wherein each R in silyl or siloxy is independently selected from trimethylsiloxy, C1-C8 alkyl (preferably C1-C3 alkyl, more preferably ethyl or methyl) and C3-C8 cycloalkyl.

[0068] "Alkyloxy group" refers to a compound with the general formula -(alkylene-O-). p - or -(O-alkylene) p -A group, wherein the alkylene group is as defined above, and p is 1 to 200, or 1 to 100, or 1 to 50, or 1 to 25, or 1 to 20, or 1 to 10, wherein each alkylene group is independently and optionally substituted by one or more groups independently selected from hydroxyl, halogen (e.g., fluorine), amino, amide, ether, carbonyl, carboxyl, and combinations thereof. If p is greater than 1, each alkylene group may be the same or different, and the alkene group may be block or random. When the alkene group forms a terminal group in the molecule, the terminal end of the alkene group may be, for example, a hydroxyl or alkoxy group (e.g., HO-[CH2CH2O)). p -or CH3O-[CH2CH2O] p Examples of alkene oxides include poly(ethylene oxide), poly(propylene oxide), poly(butylene oxide), and poly(ethylene oxide-co-propylene oxide).

[0069] "Oxyalkylene" refers to an alkylene group as defined above in which one or more non-adjacent CH2 groups have been replaced by an oxygen atom, such as -CH2CH2OCH(CH3)CH2-. "Thioalkylene" refers to an alkylene group as defined above in which one or more non-adjacent CH2 groups have been replaced by a sulfur atom, such as -CH2CH2SCH(CH3)CH2-.

[0070] The term "linking group" refers to the portion that connects a polymerizable group to a parent molecule. The linking group can be any portion compatible with the compound, which is part of the compound and does not undesirably interfere with the polymerization of the compound, and is stable under polymerization conditions and under conditions used for processing and storing the final product. For example, the linking group can be a chemical bond, or it can include one or more alkylene groups, haloalkylene groups, amides, amines, alkylamines, carbamates, esters (-CO2-), arylenes, heteroarylenes, cycloalkylenes, heterocycloalkylenes, alkoxy groups, oxaalkylenes, thiaalkylenes, haloalkoxy groups (alkoxy groups substituted with one or more halogen groups, such as -OCF2-, -OCF2CF2-, -OCF2CH2-), siloxanes, alkylsiloxanes, or combinations thereof. The linking group may optionally be substituted with one or more substituent groups. Suitable substituent groups may include those independently selected from alkyl, halogen (e.g., fluorine), hydroxyl, HO-alkeneoxy, MeO-alkeneoxy, siloxane, silanoxy, silanoxy-alkeneoxy-, silanoxy-alkyl-alkeneoxy- (wherein more than one alkeneoxy group may be present, and where each methylene group in the alkylene and alkeneoxy groups is independently and optionally substituted with a hydroxyl group), ether, amine, carbonyl, urethane, and combinations thereof. Linking groups may also be replaced by polymerizable groups such as (meth)acrylates (in addition to the polymerizable groups to which the linking group is attached).

[0071] Preferred linking groups include C1-C8 alkylene groups (preferably C2-C6 alkylene groups) and C1-C8 oxaalkylene groups (preferably C2-C6 oxaalkylene groups), each optionally substituted with one or two groups independently selected from hydroxyl and silanoxy groups. Preferred linking groups also include carboxylic esters, amides, C1-C8 alkylene-carboxylic ester-C1-C8 alkylene groups, or C1-C8 alkylene-amide-C1-C8 alkylene groups.

[0072] When the linking group is composed of a combination of portions as described above (e.g., alkylene and cycloalkylene), the portions can be present in any order. For example, if L in Formula A above indicates -alkylene-cycloalkylene-, then Rg-L can be Rg-alkylene-cycloalkylene- or Rg-cycloalkylene-alkylene-. Nevertheless, the listed order indicates the preferred order in which the portions appear in the compound starting from the terminal polymerizable group (Rg or Pg) attached to the linking group. For example, if L in Formula A indicates alkylene-cycloalkylene, then Rg-L is preferably Rg-alkylene-cycloalkylene-.

[0073] The term "electron-withdrawing group" (EWG) refers to a chemical group that withdraws electrons from the atom or group of atoms to which it is attached. Examples of EWGs include, but are not limited to, cyano, amide, ester, ketone, or aldehyde groups. A preferred EWG is a cyano (CN).

[0074] The term "light-absorbing compound" refers to a chemical material that absorbs light within the visible spectrum (e.g., in the range of 380 nm to 780 nm). "High-energy radiation absorber," "UV / HEV absorber," "UV / HEV absorbing compound," or "high-energy light-absorbing compound" are chemical materials that absorb ultraviolet light, high-energy visible light, or both, at various wavelengths. A material's ability to absorb certain wavelengths of light can be determined by measuring its UV / VIS transmission spectrum. A compound that exhibits no absorption at a specific wavelength will exhibit essentially 100% transmittance at that wavelength. Conversely, a compound that completely absorbs light at a specific wavelength will exhibit essentially 0% transmittance at that wavelength. If the transmittance of a material is expressed as a percentage of a specific wavelength range, it should be understood that the material exhibits a percentage of transmittance at all wavelengths within that range.

[0075] When the compounds described herein contain an alkene double bond or other geometrically asymmetric center, and unless otherwise specified, the compounds are intended to include cis, trans, Z-, and E-configurations. Likewise, all tautomers and salt forms are intended to be included.

[0076] The term "optional substituent" means that the hydrogen atom in the following portion is optionally replaced by a substituent. Any substituent that is sterically useful at the substitution site and synthetically feasible can be used. The identification of suitable optional substituents is entirely within the capabilities of a person skilled in the art. Examples of "optional substituents" include, but are not limited to, C1-C6 alkyl, C1-C6 alkoxy, C1-C6 alkylthio, C3-C7 cycloalkyl, aryl, halogen, hydroxyl, amino, and NR. 4 R 5 , benzyl, SO3H or SO3Na, wherein R 4 and R 5 It is independently an H or C1-C6 alkyl group. The aforementioned substituents may optionally be replaced by other optional substituents (unless otherwise specified, they are preferably not further substituted). For example, the alkyl group may be substituted with a halogen (e.g., to produce CF3).

[0077] Unless otherwise specified, ratios, percentages, parts, etc. are by weight.

[0078] Unless otherwise specified, a numerical range (e.g., "2 to 10") includes numbers within a defined range (e.g., 2 and 10).

[0079] In some embodiments, the reactive monomer mixture comprises at least one polyamide. As used herein, the term "polyamide" refers to polymers and copolymers comprising repeating units containing amide groups. Polyamides may include cyclic amide groups, acyclic amide groups, and combinations thereof, and may be any polyamide known to those skilled in the art. Acyclic polyamides comprise acyclic amide side groups and are capable of bonding with hydroxyl groups. Cyclic polyamides comprise cyclic amide groups and are capable of bonding with hydroxyl groups. The polyamides applicable to the compositions and methods disclosed in this invention are disclosed in U.S. Patent Application Publication No. 20180009922, entitled "SILICONE HYDROGELS COMPRISING HIGH LEVELS OF POLYAMIDES," issued to Alli et al., published January 11, 2018, and U.S. Patent Application Publication No. 20180011222, also issued January 11, 2018, each of which is incorporated herein by reference in its entirety.

[0080] The "dispersion coefficient," also known as the V-value or dispersion increment for transparent materials, is a measure of a material's dispersion, specifically the change in refractive index relative to wavelength. A higher V-value indicates lower dispersion. The dispersion coefficient of a material is defined as follows: ; in n D , n F and n C denoted as the refractive index of the material at the wavelengths of the Fraunhofer D-, F-, and C- spectral lines (589.3 nm, 486.1 nm, and 656.3 nm, respectively).

[0081] The refractive index is defined as: ; in c The speed of light in a vacuum. v denoted as the phase velocity of light in the medium.

[0082] B. Composition In some embodiments, the subject matter disclosed in this invention provides compositions prepared by free radical polymerization of a reactive monomer mixture comprising: (A) (i) at least one alicyclic (meth)acrylate; (ii) at least one aromatic (meth)acrylate; (iii) at least one alicyclic (meth)acrylate; and (iv) at least one crosslinking agent; wherein the composition exhibits a refractive index of at least 1.45 and a dispersion coefficient of at least 39 (hereinafter referred to as "Composition (A)"). (B) (i) at least one alicyclic (meth)acrylate; (ii) at least one alicyclic (meth)acrylate; and (iii) at least one crosslinking agent; wherein the composition exhibits a refractive index of at least 1.45 and a dispersion coefficient of at least 39 (hereinafter referred to as "Composition (B)"). (C) (i) at least one hydrophobic monomer; (ii) at least one acrylate monomer of formula (I): (I) Where R 1 Selected from hydrogen and methyl, wherein R 2 (iii) a non-aromatic moiety having at least one carbon-carbon double bond; and (iv) at least one crosslinking agent (hereinafter referred to as "composition (C)"); (D) (i) at least one alicyclic (meth)acrylate monomer containing more than one alicyclic ring; (ii) at least one monomer selected from hydrophilic monomers and hydroxyalkyl (meth)acrylate monomers and any combination thereof; and (iii) at least one crosslinking agent; wherein the composition exhibits a refractive index of at least 1.45 and a dispersion coefficient of at least 39 (“Composition (D)”); or (E) (i) at least one hydrophobic monomer; (ii) at least one monomer selected from hydrophilic monomers and (meth)acrylate hydroxyalkyl ester monomers and any combination thereof; and (iii) tricyclic [5.2.1.0] 2,6 ] Decanediethanol di(meth)acrylate crosslinking agent; wherein the composition exhibits a refractive index of at least 1.45 and a dispersion coefficient of at least 39 (“Composition (E)”).

[0083] Each of the components in the composition will now be described in more detail.

[0084] 1. Composition (A) In some embodiments, the subject matter disclosed herein provides a composition referred to herein as "Composition (A)" which is prepared by free radical polymerization of a reactive monomer mixture comprising: (a) at least one alicyclic (meth)acrylate; (b) at least one aromatic (meth)acrylate; (c) at least one alicyclic (meth)acrylate; and (d) at least one crosslinking agent; wherein the composition exhibits a refractive index of at least 1.45 and a dispersion coefficient of at least 39.

[0085] In some embodiments of composition (A), at least one alicyclic (meth)acrylate comprises an alicyclic group having between one and four alicyclic rings. In some embodiments, the alicyclic group has one alicyclic ring. The alicyclic ring may be a C3-C8 cycloalkyl group, a C3-C7 cycloalkyl group, a C4-C7 cycloalkyl group, or a C5-C6 cycloalkyl group. In some embodiments, at least one alicyclic (meth)acrylate has at least one alicyclic group comprising at least one carbon-carbon double bond. In some embodiments, the alicyclic (meth)acrylate is selected from cyclohexyl (meth)acrylate, cyclohexyl polyethylene glycol (meth)acrylate derivatives, cyclohexyl (meth)acrylate derivatives, cyclopentyl (meth)acrylate, cyclohexyl methyl (meth)acrylate, 2-cyclohexyl ethyl (meth)acrylate, 3-cyclohexyl propyl (meth)acrylate, norbornyl (meth)acrylate, norbornyl polyethylene glycol (meth)acrylate derivatives, isobornyl (meth)acrylate, isobornyl derivatives, norbornyl derivatives, ((1R,2S,4R)-bicyclo[2.2.1]hept-5-ene (1R,3S,5f,7r)-2-methyladamantane-2-yl(meth)acrylate, ethylene glycol dicyclopentenyl ether(meth)acrylate, poly(ethylene glycol) dicyclopentenyl ether(meth)acrylate, 2,2-bis(cyclopent-1-en-1-yloxy)ethyl(meth)acrylate, (1R,3S,5f,7r)-2-methyladamantane-2-yl(meth)acrylate, (1R,3S,5f,7r)-2-methyladamantane-2-yl polyethylene glycol (meth)acrylate derivatives and (1R,3S,5f,7r)-2-methyladamantane-2-yl(meth)acrylate derivatives and any combination thereof. In some embodiments, the alicyclic (meth)acrylate is selected from cyclohexyl (meth)acrylate, cyclopentyl (meth)acrylate, cyclohexylmethyl (meth)acrylate, 2-cyclohexylethyl (meth)acrylate, 3-cyclohexylpropyl (meth)acrylate, ethylene glycol dicyclopentenyl ether (meth)acrylate, and any combination thereof. In some embodiments, the alicyclic (meth)acrylate is selected from cyclohexyl acrylate, cyclohexylmethyl acrylate, cyclohexylmethyl methacrylate, 2-cyclohexylethyl acrylate, 2-cyclohexylethyl methacrylate, 3-cyclohexylpropyl acrylate, ethylene glycol dicyclopentenyl ether acrylate, and any combination thereof. In some embodiments, the alicyclic (meth)acrylate is selected from cyclohexyl acrylate, cyclohexylmethyl acrylate, 2-cyclohexylethyl acrylate, 3-cyclohexylpropyl acrylate, and any combination thereof. In some embodiments, the alicyclic (meth)acrylate is selected from cyclohexyl methyl acrylate, cyclohexyl methyl methacrylate, ethylene glycol dicyclopentenyl ether acrylate, and any combination thereof.In some embodiments, the alicyclic (meth)acrylate is selected from 2-cyclohexylethyl acrylate, 2-cyclohexylethyl methacrylate, ethylene glycol dicyclopentenyl ether acrylate, and any combination thereof. In some embodiments, at least one alicyclic (meth)acrylate is cyclohexyl acrylate. In some embodiments, at least one alicyclic (meth)acrylate is cyclohexylmethyl acrylate. In some embodiments, at least one alicyclic (meth)acrylate is 2-cyclohexylethyl acrylate. In some embodiments, at least one alicyclic (meth)acrylate is ethylene glycol dicyclopentenyl ether acrylate.

[0086] In some embodiments, alicyclic (meth)acrylates do not include any other substituents (e.g., hydroxyl substituents) on the alicyclic moiety or on the monomer (e.g., in a monomer such as 2-cyclohexylethyl (meth)acrylate, the monomer does not include substituents such as hydroxyl substituents on the cyclohexyl moiety or ethyl moiety).

[0087] In some embodiments, the reactive monomer mixture of composition (A) comprises at least one alicyclic (meth)acrylate in an amount between about 20% by weight and about 80% by weight, including between about 20% by weight, 25% by weight, 30% by weight, 35% by weight, 40% by weight, 45% by weight, 50% by weight, 55% by weight, 60% by weight, 65% by weight, 70% by weight, 75% by weight and 80% by weight; between about 40% by weight and about 80% by weight, including about 40% by weight, 45% by weight, 50% by weight, 55% by weight, 60% by weight, 65% by weight, 70% by weight, 75% by weight and 80% by weight; or between about 60% by weight and about 80% by weight, including about 60% by weight, 65% by weight, 70% by weight, 75% by weight and 80% by weight. In some embodiments, the weight of at least one alicyclic (meth)acrylate present in the reactive monomer mixture, excluding the diluent, is calculated.

[0088] In some embodiments of composition (A), at least one aromatic (meth)acrylate is a (meth)acrylate containing at least one aryl group. In some embodiments, the aryl group is a phenyl group. In some embodiments, the aryl group may be present in the aromatic (meth)acrylate as part of an aralkyl group (e.g., benzyl, 2-phenylethyl, 3-phenylpropyl, or 4-phenylbutyl), an aroxyalkyl group (e.g., phenoxymethyl, 2-phenoxyethyl, or 3-phenoxypropyl), or an arthioalkyl group (e.g., phenylthiomethyl, 2-phenylthioethyl, or 3-phenylthiopropyl). In some embodiments, at least one aromatic (meth)acrylate is selected from 2-phenylethyl (meth)acrylate, 2-phenoxyethyl (meth)acrylate, 3-phenylpropyl (meth)acrylate, 4-phenylbutyl (meth)acrylate, 3-phenoxypropyl (meth)acrylate, 1,3-bis(phenylthio)-2-propyl (meth)acrylate, poly(ethylene glycol)phenyl ether (meth)acrylate, and any combination thereof. In some embodiments, the aromatic (meth)acrylate is selected from 2-phenylethyl (meth)acrylate, 2-phenoxyethyl (meth)acrylate, 3-phenylpropyl (meth)acrylate, 3-phenoxypropyl (meth)acrylate, 1,3-bis(phenylthio)-2-propyl (meth)acrylate, poly(ethylene glycol) phenyl ether (meth)acrylate, and any combination thereof. In some embodiments, the aromatic (meth)acrylate is a combination of 2-phenylethyl acrylate and 2-phenylethyl methacrylate. In some embodiments, at least one aromatic (meth)acrylate is 2-phenylethyl acrylate. In some embodiments, at least one aromatic (meth)acrylate is 2-phenylethyl methacrylate. In some embodiments, the aromatic (meth)acrylate is 3-phenylpropyl acrylate. In some embodiments, the aromatic (meth)acrylate is 4-phenylbutyl acrylate.

[0089] In some embodiments, at least one aromatic (meth)acrylate has at least one aliphatic group comprising at least one carbon-carbon double bond. In some embodiments, at least one aromatic (meth)acrylate is cinnamon methacrylate.

[0090] In some embodiments, the reactive monomer mixture of composition (A) comprises at least one aromatic (meth)acrylate in an amount between about 5% by weight and about 50% by weight, including about 5% by weight, 10% by weight, 15% by weight, 20% by weight, 25% by weight, 30% by weight, 35% by weight, and 40% by weight; between about 10% by weight and about 40% by weight, including about 10% by weight, 15% by weight, 20% by weight, 25% by weight, 30% by weight, 35% by weight, and 40% by weight; or between about 15% by weight and about 40% by weight, including about 15% by weight, 20% by weight, 25% by weight, 30% by weight, 35% by weight, and 40% by weight. In some embodiments, the weight of at least one aromatic (meth)acrylate present in the reactive monomer mixture, excluding the diluent, is calculated.

[0091] In some embodiments of composition (A), alicyclic (meth)acrylates and aromatic (meth)acrylates are present in the reactive monomer mixture at a ratio of about 95:5 to about 30:70, about 90:10 to about 40:60, or about 90:10 to about 45:55. For example, in some embodiments, alicyclic (meth)acrylates and aromatic (meth)acrylates are present in the reactive monomer mixture at a ratio of about 95:5, about 90:10, about 85:15, about 80:20, about 75:25, about 70:30, about 65:35, about 60:40, about 55:45, about 50:50, about 45:55, about 40:60, about 35:65, or about 30:70.

[0092] In some embodiments of composition (A), at least one aliphatic (meth)acrylate comprises having 1 to 25 carbon atoms (C1-C2). 25 Alkyl groups (including C1, C2, C3, C4, C5, C6, C7, C8, C9, C6) 10 C 11 C 12 C 13 C 14 C 15 C 16 C 17 C 18 C 19 C 20 C 21 C 22 C 23 C 24 and C 25 The aliphatic (meth)acrylate contains a straight-chain or branched alkyl group. In a specific embodiment, the aliphatic (meth)acrylate is a (meth)acrylate C1-C134-methacrylic acid. 20Alkyl esters, including (meth)acrylate C1 alkyl ester, (meth)acrylate C2 alkyl ester, (meth)acrylate C3 alkyl ester, (meth)acrylate C4 alkyl ester, (meth)acrylate C5 alkyl ester, (meth)acrylate C6 alkyl ester, (meth)acrylate C7 alkyl ester, (meth)acrylate C8 alkyl ester, (meth)acrylate C9 alkyl ester, (meth)acrylate C 10 Alkyl esters, (meth)acrylic acid C 11 Alkyl esters, (meth)acrylic acid C 12 Alkyl esters, (meth)acrylic acid C 13 Alkyl esters, (meth)acrylic acid C 14 Alkyl esters, (meth)acrylic acid C 15 Alkyl esters, (meth)acrylic acid C 16 Alkyl esters, (meth)acrylic acid C 17 Alkyl esters, (meth)acrylic acid C 18 Alkyl esters, (meth)acrylic acid C 19 Alkyl esters and (meth)acrylic acid C 20 Alkyl esters. In a more specific embodiment, (meth)acrylic acid C1-C 20 The alkyl ester is selected from ethyl (meth)acrylate, n-butyl (meth)acrylate, isobutyl (meth)acrylate, tert-butyl (meth)acrylate, n-hexyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, octyl (meth)acrylate, isodecanyl (meth)acrylate, heptadecanyl (meth)acrylate, dodecyl (meth)acrylate, 2-propylheptyl (meth)acrylate, stearyl (meth)acrylate, and any combination thereof. In a more specific embodiment, the aliphatic (meth)acrylate comprises a straight-chain alkyl group containing 4 to 8 carbon atoms (C4-C8 straight-chain alkyl group) (including 4, 5, 6, 7, and 8 carbon atoms). In some embodiments, the aliphatic (meth)acrylate is n-hexyl acrylate.

[0093] In some embodiments, at least one aliphatic (meth)acrylate has at least one aliphatic group comprising at least one carbon-carbon double bond.

[0094] In some embodiments, the reactive monomer mixture of composition (A) comprises at least one aliphatic (meth)acrylate in an amount between 1% by weight and 40% by weight, including about 1% by weight, 5% by weight, 10% by weight, 15% by weight, 20% by weight, 25% by weight, 30% by weight, 35% by weight, and 40% by weight; between about 1% by weight and about 20% by weight, including about 1% by weight, 5% by weight, 10% by weight, 15% by weight, and 20% by weight; or between about 1% by weight and about 10% by weight, including about 1% by weight, 2% by weight, 3% by weight, 4% by weight, 5% by weight, 6% by weight, 7% by weight, 8% by weight, 9% by weight, and 10% by weight. In some embodiments, the weight of at least one aliphatic (meth)acrylate present in the reactive monomer mixture, excluding the diluent, is calculated.

[0095] In some embodiments of composition (A), at least one crosslinking agent is selected from non-alicyclic crosslinking agents, alicyclic crosslinking agents, and any combination thereof. In a particular embodiment, at least one crosslinking agent is a non-alicyclic crosslinking agent selected from ethylene glycol di(meth)acrylate, diethylene glycol di(meth)acrylate, triethylene glycol di(meth)acrylate, tetraethylene glycol di(meth)acrylate, trimethylolpropane tri(meth)acrylate, glycerol tri(meth)acrylate, triallyl cyanurate, methylene bis(meth)acrylamide, poly(ethylene glycol) di(meth)acrylate, bis(2-hydroxypropyl(meth)acrylate)-terminated polydimethylsiloxane, and any combination thereof. In more specific embodiments, the non-alicyclic crosslinking agent is ethylene glycol dimethacrylate. In a particular embodiment, at least one crosslinking agent is an alicyclic crosslinking agent comprising an alicyclic group having between one and four alicyclic rings. In a more specific implementation scheme, the alicyclic crosslinking agent is a tricyclic [5.2.1.0] 2,6 ] Decanediethanol di(meth)acrylate (e.g., tricyclo[5.2.1.0] 2,6 ] Decanediethanol diacrylate.

[0096] In some embodiments, the reactive monomer mixture of composition (A) comprises an alicyclic crosslinker in an amount between about 1% by weight and about 20% by weight, including about 1%, 2%, 3%, 4%, 5%, 6%, 7%, 8%, 9%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 19%, and 20% by weight; between about 3% by weight and about 15% by weight, including about 3%, 4%, 5%, 6%, 7%, 8%, 9%, 10%, 11%, 12%, 13%, 14%, and 15% by weight; or between about 3% by weight and about 10% by weight, including about 3%, 4%, 5%, 6%, 7%, 8%, 9%, and 10% by weight. In some embodiments, the weight of the alicyclic crosslinker present in the reactive monomer mixture, excluding the diluent, is calculated.

[0097] In some embodiments of composition (A), the reactive monomer mixture further comprises a polyamide. In some embodiments, at least one polyamide is selected from poly(vinylpyrrolidone), poly(N-vinyl-N-methylacetamide), poly(N-vinylacetamide), poly(dimethacrylamide), and copolymers or mixtures thereof. In specific embodiments, at least one polyamide is selected from poly(vinylpyrrolidone) and poly(N-vinyl-N-methylacetamide). In particular embodiments, at least one polyamide is a copolymer.

[0098] In some embodiments, the reactive monomer mixture of composition (A) comprises at least one polyamide in an amount between about 0.1 wt% and about 5 wt%, including about 0.1 wt%, 0.5 wt%, 1 wt%, 2 wt%, 3 wt%, 4 wt%, and 5 wt%; between about 0.5 wt% and about 3 wt%, including about 0.5 wt%, 1 wt%, 2 wt%, and 3 wt%; or between about 0.5 wt% and about 2 wt%, including about 0.5 wt%, 1 wt%, and 2 wt%. In some embodiments, the weight of at least one polyamide present in the reactive monomer mixture, excluding the diluent, is calculated.

[0099] In some embodiments, the reactive monomer mixture of composition (A) further comprises at least one hydroxyl organosilicon monomer.

[0100] In some embodiments, the reactive monomer mixture of composition (A) further comprises at least one hydroxyl organosilicon monomer. In a particular embodiment, the at least one hydroxyl organosilicon monomer comprises a mono-n-butyl-terminated mono-(2-hydroxy-3-methacryloyloxypropoxy)-propyl-terminated polydimethylsiloxane, 3-(3-(1,1,1,3,5,5,5-heptamethyltrisiloxane-3-yl)propoxy)-2-hydroxypropyl methacrylate, 3-(3-(1,5-di-tert-butyl-1,1,3,5,5-pentamethyltrisiloxane-3-yl)propoxy)-2-hydroxypropyl methacrylate, or any combination thereof.

[0101] In some embodiments, the reactive monomer mixture of composition (A) comprises a hydroxyl organosilicon monomer in an amount between about 1% by weight and about 25% by weight, including about 1% by weight, 5% by weight, 10% by weight, 15% by weight, 20% by weight, and 25% by weight; in an amount between about 5% by weight and about 20% by weight, including about 5% by weight, 6% by weight, 7% by weight, 8% by weight, 9% by weight, 10% by weight, 11% by weight, 12% by weight, 13% by weight, 14% by weight, 15% by weight, 16% by weight, 17% by weight, 18% by weight, 19% by weight, and 20% by weight; or in an amount between about 10% by weight and about 20% by weight, including 10% by weight, 11% by weight, 13% by weight, 13% by weight, 14% by weight, 15% by weight, 16% by weight, 17% by weight, 18% by weight, 19% by weight, and 20% by weight. In some embodiments, the weight of the hydroxyl organosilicon monomer present in the reactive monomer mixture, excluding the diluent, is calculated.

[0102] In some embodiments, the reactive monomer mixture of composition (A) further comprises at least one (meth)acrylate hydroxyalkyl ester. In some embodiments, the (meth)acrylate hydroxyalkyl ester comprises having 1 to 25 carbon atoms (C1-C2). 25 Alkyl groups (including C1, C2, C3, C4, C5, C6, C7, C8, C9, C6) 10 C 11 C 12 C 13 C 14 C 15 C 16 C 17 C 18 C 19 C 20 C 21 C 22 C 23 C 24 and C 25The hydroxyalkyl group is a straight-chain, branched, or cyclic hydroxyalkyl group. In some embodiments, the hydroxyalkyl methacrylate is selected from 2-hydroxyethyl methacrylate, 2-hydroxypropyl methacrylate, 3-hydroxypropyl methacrylate, 2,3-dihydroxypropyl methacrylate, 4-hydroxybutyl methacrylate, 1,1-dimethyl-2-hydroxyethyl methacrylate, and any combination thereof. In some embodiments, the hydroxyalkyl methacrylate is 4-hydroxybutyl acrylate or 2-hydroxyethyl methacrylate. In a specific embodiment, the hydroxyalkyl methacrylate is 4-hydroxybutyl acrylate. In some embodiments, the hydroxyalkyl methacrylate is 2-hydroxyethyl methacrylate.

[0103] In some embodiments, the reactive monomer mixture of composition (A) comprises a hydroxyalkyl (meth)acrylate in an amount between about 1% by weight and about 25% by weight, including about 1% by weight, 5% by weight, 10% by weight, 15% by weight, 20% by weight, and 25% by weight; between about 5% by weight and about 20% by weight, including about 5% by weight, 6% by weight, 7% by weight, 8% by weight, 9% by weight, 10% by weight, 11% by weight, 12% by weight, 13% by weight, 14% by weight, 15% by weight, 16% by weight, 17% by weight, 18% by weight, 19% by weight, and 20% by weight; or between about 10% by weight and about 20% by weight, including 10% by weight, 11% by weight, 13% by weight, 13% by weight, 14% by weight, 15% by weight, 16% by weight, 17% by weight, 18% by weight, 19% by weight, and 20% by weight. In some embodiments, the weight of the hydroxyalkyl (meth)acrylate present in the reactive monomer mixture, excluding the diluent, is calculated.

[0104] In some embodiments, the reactive monomer mixture of composition (A) does not contain hydroxyalkyl (meth)acrylate.

[0105] In some embodiments, the reactive monomer mixture of composition (A) further comprises at least one UV / HEV absorbing compound.

[0106] In some implementations, the UV / HEV absorbing compound may be in the form of Formula II: Formula II in: m and n are independently 0, 1, 2, 3 or 4; T represents a chemical bond, O, or NR; X is O, S, NR, SO, or SO2; Y is a linking group; P gIt is a polymerizable group; R is independently H, C1-C6 alkyl, cycloalkyl, heterocycloalkyl, aryl, heteroaryl, or YP each time it appears. g ; When R exists 1 and R 2 When these two terms appear, they are independently C1-C6 alkyl, C1-C6 alkoxy, C1-C6 alkylthio, C3-C7 cycloalkyl, aryl (preferably unsubstituted phenyl or phenyl substituted with alkyl or halogen), halogen, hydroxyl, amino, NR 3 R 4 Or benzyl, where R 3 and R 4 Independently H or C1-C6 alkyl, or two adjacent R 1 or R 2 The groups, together with the carbon atoms they are attached to, combine to form cycloalkyl or aryl rings; and EWG is an electron-withdrawing group.

[0107] The compound of formula II preferably contains one or two YP. g More preferably, the compound contains a YP group. g Group.

[0108] In a particular embodiment, at least one UV / HEV absorbing compound is a compound of Formula II, 2-(2'́-hydroxy-5-methacryloyloxyethylphenyl)-2H-benzotriazole, 2-(2-cyano-2-(9H-thioxanthoxy-9-ylidene)acetamyl)ethyl methacrylate, 2-(2-cyano-2-(9H-xanthoxy-9-ylidene)acetamyl)ethyl methacrylate, 2-(2-cyano-2-(10-methylacridin-9(10H)-ylidene)acetamyl)ethyl methacrylate, 3-(3-(tert-butyl)-5-(5-chloro-2H-benzo[d][1,2,3]triazol-2-yl)-4-hydroxyphenyl)propyl methacrylate, or any combination thereof. In a particular embodiment, at least one UV / HEV absorbing compound is 2-(2-cyano-2-(9H-thioxanthoxy-9-ylidene)acetamyl)ethyl methacrylate. In a particular embodiment, at least one UV / HEV absorbing compound is 3-(3-(tert-butyl)-5-(5-chloro-2H-benzo[d][1,2,3]triazol-2-yl)-4-hydroxyphenyl)propyl methacrylate.

[0109] In some embodiments, the reactive monomer mixture of composition (A) comprises at least one UV / HEV absorbing compound in an amount between about 0.1% by weight and about 5% by weight, including between about 0.1% by weight, 0.5% by weight, 1% by weight, 2% by weight, 3% by weight, 4% by weight and 5% by weight; between about 1% by weight and about 4% by weight, including about 1% by weight, 2% by weight, 3% by weight and 4% by weight; or between about 1% by weight and about 3% by weight, including about 1% by weight, 2% by weight and 3% by weight. In some embodiments, the weight of at least one UV / HEV absorbing compound present in the reactive monomer mixture, excluding the diluent, is calculated.

[0110] In some embodiments, the reactive monomer mixture of composition (A) further comprises at least one hydrophilic monomer. In some embodiments, the hydrophilic monomer is selected from vinylpyrrolidone, N-vinyl-N-methylacetamide, N-methylmethacrylamide, N-vinylacetamide, N,N-dimethylacrylamide, N-hydroxyethylacrylamide, N-(2-hydroxypropyl)acrylamide, N-(3-hydroxypropyl)acrylamide, N-(2-hydroxyethyl)(methyl)acrylamide, N-(2-hydroxypropyl)(methyl)acrylamide and N-(3-hydroxypropyl)(methyl)acrylamide, poly(ethylene glycol) methyl ether (meth)acrylate, poly(ethylene glycol) (meth)acrylate, and any combination thereof. In some embodiments, the hydrophilic monomer has at least one aliphatic group having at least one double bond.

[0111] In some embodiments, the reactive monomer mixture of composition (A) does not contain hydrophilic monomers.

[0112] In some embodiments, composition (A) further comprises at least one diluent from the reactive monomer mixture.

[0113] In some embodiments, the water content of composition (A) is between about 0% by weight and about 15% by weight, including about 0% by weight, 0.1% by weight, 0.5% by weight, 1% by weight, 2% by weight, 3% by weight, 4% by weight, 5% by weight, 6% by weight, 7% by weight, 8% by weight, 9% by weight, 10% by weight, 11% by weight, 12% by weight, 13% by weight, 14% by weight, and 15% by weight; between about 1% by weight and about 10% by weight, including about 1% by weight, 2% by weight, 3% by weight, 4% by weight, 5% by weight, 6% by weight, 7% by weight, 8% by weight, 9% by weight, and 10% by weight; or between about 1% by weight and about 8% by weight, including about 1% by weight, 2% by weight, 3% by weight, 4% by weight, 5% by weight, 6% by weight, 7% by weight, and 8% by weight; or between about 0.5% by weight and less than 5% by weight, including 0.5% by weight, 1.0% by weight, 1.5% by weight, 2.0% by weight, 2.5% by weight, 3.0% by weight, 3.5% by weight, 4.0% by weight, and 4.5% by weight. In some implementations, the moisture content is measured when the material is hydrated at 37°C.

[0114] In some embodiments, composition (A) has a refractive index of at least 1.45 and a dispersion coefficient of at least 45. In other embodiments, composition (A) has a refractive index of at least 1.48 and a dispersion coefficient of at least 50. In still other embodiments, composition (A) has a refractive index of at least 1.50 and a dispersion coefficient of at least 50. In some embodiments, the indicated refractive index and the indicated dispersion coefficient are measured when the material is in a dry state at 25°C.

[0115] In some embodiments of composition (A), the free radical polymerization is photopolymerization using a bis(2,4,6-trimethylbenzoyl)-phenylphosphine oxide initiator. In some embodiments, the initiator is bis(2,4,6-trimethylbenzoyl)-phenylphosphine oxide.

[0116] (2) Composition (B) In some embodiments, the subject matter disclosed herein provides a composition referred to herein as "Composition (B)" which is prepared by free radical polymerization of a reactive monomer mixture comprising: (a) at least one alicyclic (meth)acrylate; (b) at least one alicyclic (meth)acrylate; and (c) at least one crosslinking agent; wherein the composition exhibits a refractive index of at least 1.45 and a dispersion coefficient of at least 39.

[0117] In some embodiments of composition (B), at least one alicyclic (meth)acrylate comprises an alicyclic group having between one and four alicyclic rings. In some embodiments, the alicyclic group has one alicyclic ring. The alicyclic ring may be a C3-C8 cycloalkyl group, a C3-C7 cycloalkyl group, a C4-C7 cycloalkyl group, or a C5-C6 cycloalkyl group. In some embodiments, at least one alicyclic (meth)acrylate has at least one alicyclic group comprising at least one carbon-carbon double bond. In some embodiments, the alicyclic (meth)acrylate is selected from cyclohexyl methacrylate, cyclohexyl polyethylene glycol (meth)acrylate derivatives, cyclohexyl methacrylate derivatives, cyclopentyl methacrylate, cyclohexyl methacrylate, methyl cyclohexyl methacrylate, 2-cyclohexyl ethyl methacrylate, 3-cyclohexyl propyl methacrylate, norbornyl methacrylate, isobornyl methacrylate, isobornyl derivatives, norbornyl derivatives, ((1R,2S,4R)-bicyclo[2.2.1]hept-5-en-2-yl)meth(meth)acrylate, ethylene glycol dicyclopentenyl ether (meth)acrylate, poly(ethylene glycol) dicyclopentenyl ether (meth)acrylate, 2,2-bis(cyclopent-1-en-1-yloxy)ethyl (meth)acrylate, 2-(((3aR,4R,5S,7R,7aR)-octahydro-1H-4,7 -methyleneinden-5-yl)oxy)ethyl acrylate, 2-(((3aS,4R,6S,7R,7aR)-3a,4,5,6,7,7a-hexahydro-1H-4,7-methyleneinden-6-yl)oxy)ethyl acrylate, (3aS,4S,5R,7S,7aS)-octahydro-1H-4,7-methyleneinden-5-yl acrylate, (3aS,4S,5R,7S,7aS)-3a,4,5 6,7,7a-hexahydro-1H-4,7-methyleneinden-5-yl acrylate, (1R,3S,5f,7r)-2-methyladamantane-2-yl(meth)acrylate, (1R,3S,5f,7r)-2-methyladamantane-2-yl polyethylene glycol (meth)acrylate derivatives and (1R,3S,5f,7r)-2-methyladamantane-2-yl(meth)acrylate derivatives, and any combination thereof. In some embodiments, the alicyclic (meth)acrylate is selected from cyclohexyl (meth)acrylate, cyclopentyl (meth)acrylate, cyclohexylmethyl (meth)acrylate, 2-cyclohexylethyl (meth)acrylate, 3-cyclohexylpropyl (meth)acrylate, and any combination thereof. In some embodiments, the alicyclic (meth)acrylate is selected from cyclohexyl acrylate, cyclohexyl methyl acrylate, 2-cyclohexyl ethyl acrylate, 3-cyclohexyl propyl acrylate, and ethylene glycol dicyclopentenyl ether acrylate.In some embodiments, the alicyclic (meth)acrylate is selected from cyclohexyl acrylate, cyclohexyl methyl acrylate, 2-cyclohexyl ethyl acrylate, and 3-cyclohexyl propyl acrylate. In some embodiments, the alicyclic (meth)acrylate is cyclohexyl acrylate. In some embodiments, the alicyclic (meth)acrylate is cyclohexyl methyl acrylate. In some embodiments, the alicyclic (meth)acrylate is 2-cyclohexyl ethyl acrylate. In some embodiments, the alicyclic (meth)acrylate is ethylene glycol dicyclopentenyl ether acrylate.

[0118] In some embodiments, alicyclic (meth)acrylates do not include any other substituents (e.g., hydroxyl substituents) on the alicyclic moiety or on the monomer (e.g., in a monomer such as 2-cyclohexylethyl (meth)acrylate, the monomer does not include substituents such as hydroxyl substituents on the cyclohexyl moiety or ethyl moiety).

[0119] In some embodiments, the reactive monomer mixture of composition (B) comprises at least one alicyclic (meth)acrylate in an amount between about 20% by weight and about 80% by weight, including between about 20% by weight, 25% by weight, 30% by weight, 35% by weight, 40% by weight, 45% by weight, 50% by weight, 55% by weight, 60% by weight, 65% by weight, 70% by weight, 75% by weight and 80% by weight; between about 40% by weight and about 80% by weight, including about 40% by weight, 45% by weight, 50% by weight, 55% by weight, 60% by weight, 65% by weight, 70% by weight, 75% by weight and 80% by weight; or between about 60% by weight and about 80% by weight, including about 60% by weight, 65% by weight, 70% by weight, 75% by weight and 80% by weight. In some embodiments, the weight of at least one alicyclic (meth)acrylate present in the reactive monomer mixture, excluding the diluent, is calculated.

[0120] In some embodiments of composition (B), at least one aliphatic (meth)acrylate comprises 1 to 25 carbon atoms (C1-C2). 25 Alkyl groups (including C1, C2, C3, C4, C5, C6, C7, C8, C9, C6) 10 C 11 C 12 C 13 C 14 C 15 C 16 C 17 C 18 C 19 C 20 C 21 C 22 C23 C 24 and C 25 The aliphatic (meth)acrylate contains a straight-chain or branched alkyl group. In a specific embodiment, the aliphatic (meth)acrylate is a (meth)acrylate C1-C134-methacrylic acid. 20 Alkyl esters, including (meth)acrylate C1 alkyl ester, (meth)acrylate C2 alkyl ester, (meth)acrylate C3 alkyl ester, (meth)acrylate C4 alkyl ester, (meth)acrylate C5 alkyl ester, (meth)acrylate C6 alkyl ester, (meth)acrylate C7 alkyl ester, (meth)acrylate C8 alkyl ester, (meth)acrylate C9 alkyl ester, (meth)acrylate C 10 Alkyl esters, (meth)acrylic acid C 11 Alkyl esters, (meth)acrylic acid C 12 Alkyl esters, (meth)acrylic acid C 13 Alkyl esters, (meth)acrylic acid C 14 Alkyl esters, (meth)acrylic acid C 15 Alkyl esters, (meth)acrylic acid C 16 Alkyl esters, (meth)acrylic acid C 17 Alkyl esters, (meth)acrylic acid C 18 Alkyl esters, (meth)acrylic acid C 19 Alkyl esters and (meth)acrylic acid C 20 Alkyl esters. In a more specific embodiment, (meth)acrylic acid C1-C 20 The alkyl ester is selected from ethyl (meth)acrylate, n-butyl (meth)acrylate, isobutyl (meth)acrylate, tert-butyl (meth)acrylate, n-hexyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, octyl (meth)acrylate, isodecanyl (meth)acrylate, heptadecanyl (meth)acrylate, dodecyl (meth)acrylate, 2-propylheptyl (meth)acrylate, stearyl (meth)acrylate, and any combination thereof. In more specific embodiments, the aliphatic (meth)acrylate comprises a straight-chain or branched alkyl group containing 4 to 8 carbon atoms (C4-C8 straight-chain alkyl group) (including 4, 5, 6, 7, and 8 carbon atoms). In some embodiments, the aliphatic (meth)acrylate is isobutyl acrylate or n-hexyl acrylate.

[0121] In some embodiments, the reactive monomer mixture of composition (B) comprises at least one aliphatic (meth)acrylate in an amount between 1% and 40% by weight, between about 1% and about 20% by weight, or between about 1% and about 10% by weight. In some embodiments, the weight percentage of the at least one aliphatic (meth)acrylate present in the reactive monomer mixture, excluding the diluent, is calculated.

[0122] In some embodiments of composition (B), at least one crosslinking agent is selected from non-alicyclic crosslinking agents, alicyclic crosslinking agents, and any combination thereof. In a particular embodiment, at least one crosslinking agent is a non-alicyclic crosslinking agent selected from ethylene glycol di(meth)acrylate, diethylene glycol di(meth)acrylate, triethylene glycol di(meth)acrylate, tetraethylene glycol di(meth)acrylate, trimethylolpropane tri(meth)acrylate, glycerol tri(meth)acrylate, triallyl cyanurate, methylene bis(meth)acrylamide, poly(ethylene glycol) di(meth)acrylate, bis(2-hydroxypropyl(meth)acrylate)-terminated polydimethylsiloxane, and any combination thereof. In more specific embodiments, the non-alicyclic crosslinking agent is ethylene glycol dimethacrylate. In a particular embodiment, at least one crosslinking agent is an alicyclic crosslinking agent comprising an alicyclic group having between one and four alicyclic rings. In a more specific implementation scheme, the alicyclic crosslinking agent is a tricyclic [5.2.1.0] 2,6 ] Decanediethanol di(meth)acrylate (e.g., tricyclo[5.2.1.0] 2,6 ] Decanediethanol diacrylate.

[0123] In some embodiments, the reactive monomer mixture of composition (B) comprises an alicyclic crosslinker in an amount between about 1% by weight and about 20% by weight, including about 1%, 5%, 10%, 15%, and 20% by weight; between about 3% by weight and about 15% by weight, including 3%, 4%, 5%, 6%, 7%, 8%, 9%, 10%, 11%, 12%, 13%, 14%, and 15% by weight; or between about 3% by weight and about 10% by weight, including 3%, 4%, 5%, 6%, 7%, 8%, 9%, and 10% by weight. In some embodiments, the weight of the alicyclic crosslinker present in the reactive monomer mixture, excluding the diluent, is calculated.

[0124] In some embodiments, the reactive monomer mixture of composition (B) further comprises an aromatic (meth)acrylate. In some embodiments, the aromatic (meth)acrylate is a (meth)acrylate containing at least one aryl group. In some embodiments, the aryl group is a phenyl group. In some embodiments, the aryl group may be present in the aromatic (meth)acrylate as part of an aralkyl group (e.g., benzyl, 2-phenylethyl, 3-phenylpropyl, or 4-phenylpropyl), an aroxyalkyl group (e.g., phenoxymethyl, 2-phenoxyethyl, or 3-phenoxypropyl), or an arthioalkyl group (e.g., phenylthiomethyl, 2-phenylthioethyl, or 3-phenylthiopropyl). In some embodiments, the aromatic (meth)acrylate is selected from 2-phenylethyl (meth)acrylate, 2-phenoxyethyl (meth)acrylate, 3-phenylpropyl (meth)acrylate, 3-phenoxypropyl (meth)acrylate, 1,3-bis(phenylthio)-2-propyl (meth)acrylate, poly(ethylene glycol)phenyl ether (meth)acrylate, and any combination thereof. In some embodiments, the aromatic (meth)acrylate is selected from 2-phenylethyl (meth)acrylate, 2-phenoxyethyl (meth)acrylate, 3-phenylpropyl (meth)acrylate, 3-phenoxypropyl (meth)acrylate, 1,3-bis(phenylthio)-2-propyl (meth)acrylate, poly(ethylene glycol) phenyl ether (meth)acrylate, and any combination thereof. In some embodiments, the aromatic (meth)acrylate is 2-phenylethyl acrylate. In some embodiments, the aromatic (meth)acrylate is 2-phenylethyl methacrylate. In some embodiments, the aromatic (meth)acrylate is 3-phenylpropyl acrylate. In some embodiments, the aromatic (meth)acrylate is 4-phenylbutyl acrylate.

[0125] In some embodiments, the reactive monomer mixture of composition (B) comprises an aromatic (meth)acrylate in an amount between about 5% by weight and about 50% by weight, including about 5% by weight, 10% by weight, 15% by weight, 20% by weight, 25% by weight, 30% by weight, 35% by weight, 40% by weight, 45% by weight, and 50% by weight; between about 10% by weight and about 40% by weight, including about 10% by weight, 15% by weight, 20% by weight, 25% by weight, 30% by weight, 35% by weight, and 40% by weight; or between about 15% by weight and about 40% by weight, including about 15% by weight, 20% by weight, 25% by weight, 30% by weight, 35% by weight, and 40% by weight. In some embodiments, the weight of at least one aromatic (meth)acrylate present in the reactive monomer mixture, excluding the diluent, is calculated.

[0126] In some embodiments, composition (B) does not contain aromatic monomers, such as aromatic (meth)acrylates.

[0127] In some embodiments, the reactive monomer mixture of composition (B) further comprises at least one hydrophilic monomer. In some embodiments, the hydrophilic monomer is selected from vinylpyrrolidone, N-vinyl-N-methylacetamide, N-methylmethacrylamide, N-vinylacetamide, N,N-dimethylacrylamide, N-hydroxyethylacrylamide, N-(2-hydroxypropyl)acrylamide, N-(3-hydroxypropyl)acrylamide, N-(2-hydroxyethyl)(methyl)acrylamide, N-(2-hydroxypropyl)(methyl)acrylamide, N-(3-hydroxypropyl)(methyl)acrylamide, poly(ethylene glycol) methyl ether (meth)acrylate, poly(ethylene glycol) (meth)acrylate, and any combination thereof. In some embodiments, the hydrophilic monomer has at least one aliphatic group having at least one double bond.

[0128] In some embodiments, the reactive monomer mixture of composition (B) does not contain hydrophilic monomers.

[0129] In some embodiments, the reactive monomer mixture of composition (B) further comprises at least one (meth)acrylate hydroxyalkyl ester. In some embodiments, the (meth)acrylate hydroxyalkyl ester comprises having 1 to 25 carbon atoms (C1-C2). 25 Alkyl groups (including C1, C2, C3, C4, C5, C6, C7, C8, C9, C6) 10 C 11 C 12 C 13 C 14 C 15 C 16 C 17 C 18 C 19 C 20 C 21 C 22 C 23 C 24 and C 25 The hydroxyalkyl group is a straight-chain, branched, or cyclic hydroxyalkyl group. In some embodiments, the hydroxyalkyl methacrylate is selected from 2-hydroxyethyl methacrylate, 2-hydroxypropyl methacrylate, 3-hydroxypropyl methacrylate, 4-hydroxybutyl methacrylate, and any combination thereof. In some embodiments, the hydroxyalkyl methacrylate is 4-hydroxybutyl acrylate or 2-hydroxyethyl methacrylate. In a specific embodiment, the hydroxyalkyl methacrylate is 4-hydroxybutyl acrylate. In some embodiments, the hydroxyalkyl methacrylate is 2-hydroxyethyl methacrylate.

[0130] In some embodiments, the reactive monomer mixture of composition (B) comprises a hydroxyalkyl (meth)acrylate in an amount between about 1% by weight and about 25% by weight, including about 1% by weight, 5% by weight, 10% by weight, 15% by weight, 20% by weight, and 20% by weight; between about 5% by weight and about 20% by weight, including about 5% by weight, 6% by weight, 7% by weight, 8% by weight, 9% by weight, 10% by weight, 11% by weight, 12% by weight, 13% by weight, 14% by weight, 15% by weight, 16% by weight, 17% by weight, 18% by weight, 19% by weight, and 20% by weight; or between about 10% by weight and about 20% by weight, including about 10% by weight, 11% by weight, 12% by weight, 13% by weight, 14% by weight, 15% by weight, 16% by weight, 17% by weight, 18% by weight, 19% by weight, and 20% by weight. In some embodiments, the weight of the hydroxyalkyl (meth)acrylate present in the reactive monomer mixture, excluding the diluent, is calculated.

[0131] In some embodiments, the reactive monomer mixture of composition (B) does not contain hydroxyalkyl (meth)acrylate.

[0132] In some embodiments, the reactive monomer mixture of composition (B) further comprises a polyamide. In some embodiments, at least one polyamide is selected from poly(vinylpyrrolidone), poly(N-vinyl-N-methylacetamide), poly(N-vinylacetamide), poly(dimethacrylamide), and copolymers or mixtures thereof. In a specific embodiment, at least one polyamide is selected from poly(vinylpyrrolidone) and poly(N-vinyl-N-methylacetamide). In a particular embodiment, at least one polyamide is a copolymer.

[0133] In some embodiments, the reactive monomer mixture of composition (B) comprises at least one polyamide in an amount between about 0.1 wt% and about 5 wt%, including about 0.1 wt%, 0.5 wt%, 1 wt%, 2 wt%, 3 wt%, 4 wt%, and 5 wt%; between about 0.5 wt% and about 3 wt%, including about 0.5 wt%, 1 wt%, 2 wt%, and 3 wt%; or between about 0.5 wt% and about 2 wt%, including about 0.5 wt%, 1 wt%, and 2 wt%. In some embodiments, the weight of at least one polyamide present in the reactive monomer mixture, excluding the diluent, is calculated.

[0134] In some embodiments, the reactive monomer mixture of composition (B) further comprises at least one UV / HEV absorbing compound. In some embodiments, the UV / HEV absorbing compound may be in the form of Formula II: Formula II in: m and n are independently 0, 1, 2, 3 or 4; T represents a chemical bond, O, or NR; X is O, S, NR, SO, or SO2; Y is a linking group; P g It is a polymerizable group; R is independently H, C1-C6 alkyl, cycloalkyl, heterocycloalkyl, aryl, heteroaryl, or YP each time it appears. g ; When R exists 1 and R 2 When these two terms appear, they are independently C1-C6 alkyl, C1-C6 alkoxy, C1-C6 alkylthio, C3-C7 cycloalkyl, aryl (preferably unsubstituted phenyl or phenyl substituted with alkyl or halogen), halogen, hydroxyl, amino, NR 3 R 4 Or benzyl, where R 3 and R 4 Independently H or C1-C6 alkyl, or two adjacent R 1 or R 2 The groups, together with the carbon atoms they are attached to, combine to form cycloalkyl or aryl rings; and EWG is an electron-withdrawing group.

[0135] The compound of formula II preferably contains one or two YP. g More preferably, the compound contains a YP group. g Group.

[0136] In a particular embodiment, at least one UV / HEV absorbing compound is a compound of Formula II, 2-(2'́-hydroxy-5-methacryloyloxyethylphenyl)-2H-benzotriazole, 2-(2-cyano-2-(9H-thioxanthoxy-9-ylidene)acetamyl)ethyl methacrylate, 2-(2-cyano-2-(9H-thioxanthoxy-9-ylidene)acetamyl)ethyl methacrylate, 2-(2-cyano-2-(10-methylacridin-9(10H)-ylidene)acetamyl)ethyl methacrylate, 3-(3-(tert-butyl)-5-(5-chloro-2H-benzo[d][1,2,3]triazol-2-yl)-4-hydroxyphenyl)propyl methacrylate, or any combination thereof. In a particular embodiment, at least one UV / HEV absorbing compound is 2-(2-cyano-2-(9H-thioxanthoxy-9-ylidene)acetamyl)ethyl methacrylate. In a particular embodiment, at least one UV / HEV absorbing compound is 3-(3-(tert-butyl)-5-(5-chloro-2H-benzo[d][1,2,3]triazol-2-yl)-4-hydroxyphenyl)propyl methacrylate.

[0137] In some embodiments, the reactive monomer mixture of composition (B) comprises at least one UV / HEV absorbing compound in an amount between about 0.1% by weight and about 5% by weight, including between about 0.1% by weight, 0.5% by weight, 1% by weight, 2% by weight, 3% by weight, 4% by weight and 5% by weight; between about 1% by weight and about 4% by weight, including about 1% by weight, 2% by weight, 3% by weight and 4% by weight; or between about 1% by weight and about 3% by weight, including about 1% by weight, 2% by weight and 3% by weight. In some embodiments, the weight of at least one UV / HEV absorbing compound present in the reactive monomer mixture, excluding the diluent, is calculated.

[0138] In some embodiments, the reactive monomer mixture of composition (B) further comprises at least one diluent from the reactive monomer mixture.

[0139] In some embodiments, the water content of the reactive monomer mixture of composition (B) is between about 0% by weight and about 15% by weight, including about 0% by weight, 0.1% by weight, 0.5% by weight, 1% by weight, 2% by weight, 3% by weight, 4% by weight, 5% by weight, 6% by weight, 7% by weight, 8% by weight, 9% by weight, 10% by weight, 11% by weight, 12% by weight, 13% by weight, 14% by weight, and 15% by weight, and between about 1% by weight and about 10% by weight, including about 1% by weight, 2% by weight, and 3% by weight. The moisture content is between 4 wt%, 5 wt%, 6 wt%, 7 wt%, 8 wt%, 9 wt%, and 10 wt%, or between about 1 wt% and about 8 wt%, including about 1 wt%, 2 wt%, 3 wt%, 4 wt%, 5 wt%, 6 wt%, 7 wt%, and 8 wt%, or between about 0.5 wt% and less than 5 wt%, including 0.5 wt%, 1.0 wt%, 1.5 wt%, 2.0 wt%, 2.5 wt%, 3.0 wt%, 3.5 wt%, 4.0 wt%, and 4.5 wt%. In some embodiments, the moisture content is measured when the material is hydrated at 37°C.

[0140] In some embodiments, the reactive monomer mixture of composition (B) has a refractive index of at least 1.45 and a dispersion coefficient of at least 45. In other embodiments, composition (B) has a refractive index of at least 1.48 and a dispersion coefficient of at least 50. In still other embodiments, composition (B) has a refractive index of at least 1.50 and a dispersion coefficient of at least 50. In some embodiments, the indicated refractive index and the indicated dispersion coefficient are measured when the material is in a dry state at 25°C.

[0141] In some embodiments of composition (B), the free radical polymerization is photopolymerization using a bis(2,4,6-trimethylbenzoyl)-phenylphosphine oxide initiator. In some embodiments, the initiator is bis(2,4,6-trimethylbenzoyl)-phenylphosphine oxide.

[0142] (3) Composition (C) In some embodiments, the subject matter disclosed herein provides a composition referred to herein as "Composition (C)" which is prepared by free radical polymerization of a reactive monomer mixture comprising: (a) at least one hydrophobic monomer; and (b) at least one acrylate monomer of formula (I): (I) Where R 1 Selected from hydrogen and methyl, wherein R 2 (c) a non-aromatic moiety having at least one carbon-carbon double bond; and (d) at least one crosslinking agent.

[0143] In some embodiments of composition (C), the hydrophobic monomer is a hydrophobic (meth)acrylate monomer. In some embodiments, the hydrophobic (meth)acrylate is selected from aliphatic (meth)acrylates, aromatic (meth)acrylates, alicyclic (meth)acrylates, and any combination thereof.

[0144] In specific embodiments, the hydrophobic (meth)acrylate is an aliphatic (meth)acrylate. In some embodiments, the aliphatic (meth)acrylate comprises a straight-chain or branched alkyl group (C1-C6) containing 1 to 18 carbon atoms. 18 Alkyl groups), including (meth)acrylate C1 alkyl ester, (meth)acrylate C2 alkyl ester, (meth)acrylate C3 alkyl ester, (meth)acrylate C4 alkyl ester, (meth)acrylate C5 alkyl ester, (meth)acrylate C6 alkyl ester, (meth)acrylate C7 alkyl ester, (meth)acrylate C8 alkyl ester, (meth)acrylate C9 alkyl ester, (meth)acrylate C 10 Alkyl esters, (meth)acrylic acid C 11 Alkyl esters, (meth)acrylic acid C 12 Alkyl esters, (meth)acrylic acid C 13 Alkyl esters, (meth)acrylic acid C 14 Alkyl esters, (meth)acrylic acid C 15 Alkyl esters, (meth)acrylic acid C 16 Alkyl esters, (meth)acrylic acid C 17 Alkyl esters and (meth)acrylic acid C 18 Alkyl esters. In a more specific embodiment, (meth)acrylic acid C1-C 18 The alkyl ester is selected from ethyl (meth)acrylate, n-butyl (meth)acrylate, isobutyl (meth)acrylate, tert-butyl (meth)acrylate, n-hexyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, octyl (meth)acrylate, isodecanyl (meth)acrylate, heptadecanyl (meth)acrylate, dodecyl (meth)acrylate, 2-propylheptyl (meth)acrylate, stearyl (meth)acrylate, and any combination thereof. In a more specific embodiment, the aliphatic (meth)acrylate comprises a straight-chain alkyl group containing 4 to 8 carbon atoms (C4-C8 straight-chain alkyl group). In some embodiments, the aliphatic (meth)acrylate is n-hexyl acrylate.

[0145] In some embodiments, the hydrophobic (meth)acrylate is an aromatic (meth)acrylate. In some embodiments, the aromatic (meth)acrylate is a (meth)acrylate containing at least one aryl group. In some embodiments, the aryl group is a phenyl group. In some embodiments, the aryl group may be present in the aromatic (meth)acrylate as part of an aralkyl group (e.g., benzyl, 2-phenoxyethyl, 3-phenylpropyl, or 4-phenylbutyl), an aroxyalkyl group (e.g., phenoxymethyl, 2-phenoxyethyl, or 3-phenoxypropyl), or an arthioalkyl group (e.g., phenylthiomethyl, 2-phenylthioethyl, or 3-phenylthiopropyl). In some embodiments, the aromatic (meth)acrylate is selected from 2-phenylethyl (meth)acrylate, 2-phenoxyethyl (meth)acrylate, 3-phenylpropyl (meth)acrylate, 4-phenylbutyl (meth)acrylate, 3-phenoxypropyl (meth)acrylate, 1,3-bis(phenylthio)-2-propyl (meth)acrylate, poly(ethylene glycol)phenyl ether (meth)acrylate, and any combination thereof. In some embodiments, the aromatic (meth)acrylate is selected from 2-phenylethyl (meth)acrylate, 2-phenoxyethyl (meth)acrylate, 3-phenylpropyl (meth)acrylate, 3-phenoxypropyl (meth)acrylate, 1,3-bis(phenylthio)-2-propyl (meth)acrylate, poly(ethylene glycol)phenyl ether (meth)acrylate, and any combination thereof. In some embodiments, the aromatic (meth)acrylate is 2-phenylethyl acrylate. In some embodiments, the aromatic (meth)acrylate is 2-phenylethyl methacrylate. In some embodiments, the aromatic (meth)acrylate is a combination of 2-phenylethyl acrylate and 2-phenylethyl methacrylate. In some embodiments, the aromatic (meth)acrylate is 3-phenylpropyl acrylate. In some embodiments, the aromatic (meth)acrylate is 4-phenylbutyl acrylate.

[0146] In some embodiments of composition (C), the hydrophobic (meth)acrylate is an alicyclic (meth)acrylate. In some embodiments, the alicyclic (meth)acrylate comprises an alicyclic group having one to four alicyclic rings. In some embodiments, the alicyclic group has one alicyclic ring. The alicyclic ring can be a C3-C8 cycloalkyl group, a C3-C7 cycloalkyl group, a C4-C7 cycloalkyl group, or a C5-C6 cycloalkyl group. In some embodiments, at least one alicyclic (meth)acrylate has at least one alicyclic group comprising at least one carbon-carbon double bond. In some embodiments, the alicyclic (meth)acrylate is selected from cyclohexyl methacrylate, cyclohexyl polyethylene glycol (meth)acrylate derivatives, cyclohexyl methacrylate derivatives, cyclopentyl methacrylate, cyclohexyl methacrylate, methyl cyclohexyl methacrylate, 2-cyclohexyl ethyl methacrylate, 3-cyclohexyl propyl methacrylate, norbornyl methacrylate, isobornyl methacrylate, isobornyl derivatives, norbornyl derivatives, ((1R,2S,4R)-bicyclo[2.2.1]hept-5-en-2-yl)meth(meth)acrylate, ethylene glycol dicyclopentenyl ether (meth)acrylate, poly(ethylene glycol) dicyclopentenyl ether (meth)acrylate, 2,2-bis(cyclopent-1-en-1-yloxy)ethyl (meth)acrylate, 2-(((3aR,4R,5S,7R,7aR)-octahydro-1H-4,7 -methyleneinden-5-yl)oxy)ethyl acrylate, 2-(((3aS,4R,6S,7R,7aR)-3a,4,5,6,7,7a-hexahydro-1H-4,7-methyleneinden-6-yl)oxy)ethyl acrylate, (3aS,4S,5R,7S,7aS)-octahydro-1H-4,7-methyleneinden-5-yl acrylate, (3aS,4S,5R,7S,7aS)-3a,4,5 6,7,7a-hexahydro-1H-4,7-methyleneinden-5-yl acrylate, (1R,3S,5f,7r)-2-methyladamantane-2-yl(meth)acrylate, (1R,3S,5f,7r)-2-methyladamantane-2-yl polyethylene glycol (meth)acrylate derivatives and (1R,3S,5f,7r)-2-methyladamantane-2-yl(meth)acrylate derivatives and any combination thereof. In some embodiments, the alicyclic (meth)acrylate is selected from cyclohexyl (meth)acrylate, cyclopentyl (meth)acrylate, cyclohexylmethyl (meth)acrylate, 2-cyclohexylethyl (meth)acrylate, 3-cyclohexylpropyl (meth)acrylate and any combination thereof. In some embodiments, the alicyclic (meth)acrylate is cyclohexyl acrylate. In some embodiments, the alicyclic (meth)acrylate is cyclohexylmethyl acrylate. In some embodiments, the alicyclic (meth)acrylate is 2-cyclohexylethyl acrylate.In some embodiments, the alicyclic (meth)acrylate is ethylene glycol dicyclopentenyl ether acrylate.

[0147] In some embodiments, alicyclic (meth)acrylates do not include any other substituents (e.g., hydroxyl substituents) on the alicyclic moiety or on the monomer (e.g., in a monomer such as 2-cyclohexylethyl (meth)acrylate, the monomer does not include substituents such as hydroxyl substituents on the cyclohexyl moiety or ethyl moiety).

[0148] Composition (C) further comprises at least one acrylate monomer of formula (I): (I) Where R 1 Selected from hydrogen and methyl, wherein R 2 It is a non-aromatic moiety having at least one carbon-carbon double bond.

[0149] In some implementation schemes, R 1 It is hydrogen. In some implementations, R 2 It is a methyl group.

[0150] In some embodiments, R is present in at least one acrylate monomer of formula (I). 2 It includes an alkenyl moiety or a cycloalkenyl moiety. In a specific embodiment, R 2 It includes cyclopentenyl, cyclopentadienyl, cyclohexenyl, cyclohexadienyl, bicyclo[2.2.1]hept-5-en-2-yl, 3a,4,5,6,7,7a-hexahydro-1H-4,7-methyleneindenyl, styryl, cinnamyl or allyl moieties.

[0151] In a more specific embodiment, the acrylate monomer of formula (I) is selected from ethylene glycol dicyclopentenyl ether (meth)acrylate, ((1R,2S,4R)-bicyclo[2.2.1]hept-5-en-2-yl)methyl acrylate, 2-(((3aS,4R,6S,7R,7aR)-3a,4,5,6,7,7a-hexahydro-1H-4,7-methyleneindene-6-yl)oxy)ethyl acrylate, poly(ethylene glycol) dicyclopentenyl ether (meth)acrylate, 2,2-bis(cyclopent-1-en-1-yloxy)ethyl (meth)acrylate, (3aS,4S,5R,7S,7aS)-3a,4,5,6,7,7a-hexahydro-1H-4,7-methyleneindene-5 2-(cyclopent-2,4-dien-1-yloxy)ethyl acrylate, cyclopent-2,4-dien-1-yl acrylate, cyclopent-3-en-1-yl acrylate, 2-(cyclopent-3-en-1-yloxy)ethyl acrylate, cyclohexyl-2,4-dien-1-yl acrylate, 2-(cyclohexyl-2,4-dien-1-yloxy)ethyl acrylate, 2-(cyclohexyl-3-en-1-yloxy)ethyl acrylate, cyclohexyl-3-en-1-yl acrylate, 2-(2-(2-(2-(cyclohexyl-3-en-1-yloxy)ethoxy)ethoxy)ethoxy)ethyl acrylate, N,N-diallyl acrylamide, allyl acrylate and 2-(allyloxy)ethyl acrylate.

[0152] In some embodiments, the reactive monomer mixture of composition (C) further comprises a hydroxyl-containing monomer. In some embodiments, the hydroxyl-containing monomer is a hydroxyalkyl (meth)acrylate. In some embodiments, the hydroxyalkyl (meth)acrylate comprises a monomer having 1 to 25 carbon atoms (C1-C2). 25 Alkyl groups (including C1, C2, C3, C4, C5, C6, C7, C8, C9, C6) 10 C 11 C 12 C 13 C 14 C 15 C 16 C 17 C 18 C 19 C 20 C 21 C 22 C 23 C 24 and C 25The hydroxyalkyl group is a straight-chain, branched, or cyclic hydroxyalkyl group. In some embodiments, the hydroxyalkyl methacrylate is selected from 2-hydroxyethyl methacrylate, 2-hydroxypropyl methacrylate, 3-hydroxypropyl methacrylate, 4-hydroxybutyl methacrylate, and any combination thereof. In a specific embodiment, the hydroxyalkyl methacrylate is 2-hydroxyethyl methacrylate or 4-hydroxybutyl methacrylate. In some embodiments, the hydroxyalkyl methacrylate is 2-hydroxyethyl methacrylate.

[0153] In some embodiments, the hydroxyl-containing monomer is a hydroxyl organosilicon monomer. In some embodiments, the hydroxyl organosilicon monomer is selected from 3-(3-(1,1,1,3,5,5,5-heptamethyltrisiloxane-3-yl)propoxy)-2-hydroxypropyl methacrylate (SiMAA), mono-n-butyl-terminated monomethacryloyloxypropyl-terminated polydimethylsiloxane (mPDMS), and mono-(2-hydroxy-3-methacryloyloxypropyl)-propyl ether-terminated mono-n-butyl-terminated polydimethylsiloxane (OH-mPDMS).

[0154] In some embodiments, the reactive monomer mixture of composition (C) further comprises at least one hydrophilic monomer. In some embodiments, the hydrophilic monomer is selected from vinylpyrrolidone, N-vinyl-N-methylacetamide, N-methylmethacrylamide, N-vinylacetamide, N,N-dimethylacrylamide, N-hydroxyethylacrylamide, N-(2-hydroxypropyl)acrylamide, N-(3-hydroxypropyl)acrylamide, N-(2-hydroxyethyl)(methyl)acrylamide, N-(2-hydroxypropyl)(methyl)acrylamide, N-(3-hydroxypropyl)(methyl)acrylamide, poly(ethylene glycol) methyl ether (meth)acrylate, poly(ethylene glycol) (meth)acrylate, and any combination thereof. In some embodiments, the hydrophilic monomer has at least one aliphatic group having at least one double bond.

[0155] In some embodiments of composition (C), at least one crosslinking agent is selected from non-alicyclic crosslinking agents, alicyclic crosslinking agents, and any combination thereof. In a particular embodiment, at least one crosslinking agent is a non-alicyclic crosslinking agent selected from ethylene glycol di(meth)acrylate, diethylene glycol di(meth)acrylate, triethylene glycol di(meth)acrylate, tetraethylene glycol di(meth)acrylate, trimethylolpropane tri(meth)acrylate, glycerol tri(meth)acrylate, triallyl cyanurate, methylene bis(meth)acrylamide, poly(ethylene glycol) di(meth)acrylate, bis(2-hydroxypropyl(meth)acrylate)-terminated polydimethylsiloxane, and any combination thereof. In more specific embodiments, the non-alicyclic crosslinking agent is ethylene glycol dimethacrylate. In a particular embodiment, at least one crosslinking agent is an alicyclic crosslinking agent comprising an alicyclic group having one to four alicyclic rings. In a more specific implementation scheme, the alicyclic crosslinking agent is a tricyclic [5.2.1.0] 2,6 ] Decanediethanol di(meth)acrylate (e.g., tricyclo[5.2.1.0] 2,6 ] Decanediethanol diacrylate.

[0156] In some embodiments, the reactive monomer mixture of composition (C) comprises an alicyclic crosslinker in an amount between about 1% by weight and about 20% by weight, including about 1%, 5%, 10%, 15%, and 20% by weight; between about 3% by weight and about 15% by weight, including about 3%, 4%, 5%, 6%, 7%, 8%, 9%, 10%, 11%, 12%, 13%, 14%, and 15% by weight; or between about 3% by weight and about 10% by weight, including about 3%, 4%, 5%, 6%, 7%, 8%, 9%, and 10% by weight. In some embodiments, the weight of the alicyclic crosslinker present in the reactive monomer mixture, excluding the diluent, is calculated.

[0157] In some implementations, the crosslinking agent has the following formula: , Where n is an integer from 5 to 50, including 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 42, 43, 44, 45, 46, 47, 48, 49, and 50. In some embodiments, n is 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, or 25. In a specific embodiment, n is 20. In some embodiments, the reactive monomer mixture comprises a crosslinking agent in an amount of about 15% by weight to about 22% by weight, or between about 16% by weight and about 20% by weight. In a specific implementation, the crosslinking agent is present in the reactive monomer mixture in an amount of approximately 18% by weight.

[0158] In some embodiments of composition (C), the reactive monomer mixture further comprises a polyamide. In some embodiments, at least one polyamide is selected from poly(vinylpyrrolidone), poly(N-vinyl-N-methylacetamide), poly(N-vinylacetamide), poly(dimethacrylamide), and copolymers or mixtures thereof. In specific embodiments, at least one polyamide is selected from poly(vinylpyrrolidone) and poly(N-vinyl-N-methylacetamide). In particular embodiments, at least one polyamide is a copolymer.

[0159] In some embodiments, the reactive monomer mixture of composition (C) comprises at least one polyamide in an amount between about 0.1 wt% and about 5 wt%, including about 0.1 wt%, 0.5 wt%, 1 wt%, 2 wt%, 3 wt%, 4 wt%, and 5 wt%; between about 0.5 wt% and about 3 wt%, including about 0.5 wt%, 1 wt%, 2 wt%, and 3 wt%; or between about 0.5 wt% and about 2 wt%, including about 0.5 wt%, 1 wt%, and 2 wt%. In some embodiments, the weight of at least one polyamide present in the reactive monomer mixture, excluding the diluent, is calculated.

[0160] In some embodiments, composition (C) further comprises at least one UV / HEV absorbing compound from the reactive monomer mixture. In some embodiments, the UV / HEV absorbing compound may be in the form of Formula II: Formula II in: m and n are independently 0, 1, 2, 3 or 4; T represents a chemical bond, O, or NR; X is O, S, NR, SO, or SO2; Y is a linking group; P g It is a polymerizable group; R is independently H, C1-C6 alkyl, cycloalkyl, heterocycloalkyl, aryl, heteroaryl, or YP each time it appears. g ; When R exists 1 and R 2 When these two terms appear, they are independently C1-C6 alkyl, C1-C6 alkoxy, C1-C6 alkylthio, C3-C7 cycloalkyl, aryl (preferably unsubstituted phenyl or phenyl substituted with alkyl or halogen), halogen, hydroxyl, amino, NR 3 R 4 Or benzyl, where R 3 and R 4 Independently H or C1-C6 alkyl, or two adjacent R 1 or R 2 The groups, together with the carbon atoms they are attached to, combine to form cycloalkyl or aryl rings; and EWG is an electron-withdrawing group.

[0161] The compound of formula II preferably contains one or two YP. g More preferably, the compound contains a YP group. g Group.

[0162] In a particular embodiment, at least one UV / HEV absorbing compound is a compound of Formula II, 2-(2'́-hydroxy-5-methacryloyloxyethylphenyl)-2H-benzotriazole, 2-(2-cyano-2-(9H-thioxanthoxy-9-ylidene)acetamyl)ethyl methacrylate, 2-(2-cyano-2-(9H-xanthoxy-9-ylidene)acetamyl)ethyl methacrylate, 2-(2-cyano-2-(10-methylacridin-9(10H)-ylidene)acetamyl)ethyl methacrylate, 3-(3-(tert-butyl)-5-(5-chloro-2H-benzo[d][1,2,3]triazol-2-yl)-4-hydroxyphenyl)propyl methacrylate, or any combination thereof. In a particular embodiment, at least one UV / HEV absorbing compound is 2-(2-cyano-2-(9H-thioxanthoxy-9-ylidene)acetamyl)ethyl methacrylate. In a particular embodiment, at least one UV / HEV absorbing compound is 3-(3-(tert-butyl)-5-(5-chloro-2H-benzo[d][1,2,3]triazol-2-yl)-4-hydroxyphenyl)propyl methacrylate.

[0163] In some embodiments, the reactive monomer mixture of composition (C) comprises at least one UV / HEV absorbing compound in an amount between about 0.1 wt% and about 5 wt%, including between about 0.1 wt%, 0.5 wt%, 1 wt%, 2 wt%, 3 wt%, 4 wt%, and 5 wt%; between about 1 wt% and about 4 wt%, including about 1 wt%, 2 wt%, 3 wt%, and 4 wt%; or between about 1 wt% and about 3 wt%, including about 1 wt%, 2 wt%, and 3 wt%. In some embodiments, the weight of at least one UV / HEV absorbing compound present in the reactive monomer mixture, excluding the diluent, is calculated.

[0164] In some embodiments, composition (C) further comprises at least one diluent from the reactive monomer mixture.

[0165] In some embodiments, the water content of composition (C) is between about 0% by weight and about 15% by weight, including about 0% by weight, 0.1% by weight, 0.5% by weight, 1% by weight, 2% by weight, 3% by weight, 4% by weight, 5% by weight, 6% by weight, 7% by weight, 8% by weight, 9% by weight, 10% by weight, 11% by weight, 12% by weight, 13% by weight, 14% by weight, and 15% by weight; between about 1% by weight and about 10% by weight, including about 1% by weight, 2% by weight, 3% by weight, 4% by weight, 5% by weight, 6% by weight, 7% by weight, 8% by weight, 9% by weight, and 10% by weight; or between about 1% by weight and about 8% by weight, including about 1% by weight, 2% by weight, 3% by weight, 4% by weight, 5% by weight, 6% by weight, 7% by weight, and 8% by weight; or between about 0.5% by weight and less than 5% by weight, including 0.5% by weight, 1.0% by weight, 1.5% by weight, 2.0% by weight, 2.5% by weight, 3.0% by weight, 3.5% by weight, 4.0% by weight, and 4.5% by weight. In some implementations, the moisture content is measured when the material is hydrated at 37°C.

[0166] In some embodiments, composition (C) has a refractive index of at least 1.45 and a dispersion coefficient of at least 45. In other embodiments, composition (C) has a refractive index of at least 1.48 and a dispersion coefficient of at least 50. In still other embodiments, composition (C) has a refractive index of at least 1.50 and a dispersion coefficient of at least 50. In some embodiments, the indicated refractive index and the indicated dispersion coefficient are measured when the material is in a dry state at 25°C.

[0167] In some embodiments of composition (C), the free radical polymerization is photopolymerization using a bis(2,4,6-trimethylbenzoyl)-phenylphosphine oxide initiator. In some embodiments, the initiator is bis(2,4,6-trimethylbenzoyl)-phenylphosphine oxide.

[0168] (4) Composition (D) In some embodiments, the subject matter disclosed herein provides a composition referred to herein as “Composition (D)”, which is prepared by free radical polymerization of a reactive monomer mixture comprising: (i) at least one alicyclic (meth)acrylate monomer containing more than one alicyclic ring; (ii) at least one monomer selected from hydrophilic monomers and hydroxyalkyl (meth)acrylate monomers and any combination thereof; and (iii) at least one crosslinking agent (“Composition (D)”); wherein the composition exhibits a refractive index of at least 1.45 and a dispersion coefficient of at least 39.

[0169] In some embodiments, at least one alicyclic (meth)acrylate monomer containing more than one alicyclic ring comprises two or more separate alicyclic rings. In some embodiments, at least one alicyclic (meth)acrylate monomer containing more than one alicyclic ring comprises a single bicyclic, tricyclic, bridged, fused, and / or spirocyclic alicyclic ring system. In some embodiments, at least one alicyclic (meth)acrylate monomer containing more than one alicyclic ring has at least one alicyclic group comprising at least one carbon-carbon double bond. In some embodiments, the alicyclic (meth)acrylate monomer containing more than one alicyclic ring is selected from norbornyl (meth)acrylate, isobornyl (meth)acrylate, isobornyl derivatives, norbornyl derivatives, ((1R,2S,4R)-bicyclo[2.2.1]hept-5-en-2-yl)meth(meth)acrylate, ethylene glycol dicyclopentenyl ether (meth)acrylate, poly(ethylene glycol) dicyclopentenyl ether (meth)acrylate, 2,2-bis(cyclopent-1-en-1-yloxy)ethyl (meth)acrylate, 2-(((3aR,4R,5S,7R,7aR)-octahydro-1H-4,7-methyleneinden-5-yl)oxy)ethyl acrylate, 2-(((3aS,4R,6S,7R,7aR)- Ethyl acrylate of 3a,4,5,6,7,7a-hexahydro-1H-4,7-methyleneindene-6-yl)oxy, ethyl acrylate of (3aS,4S,5R,7S,7aS)-octahydro-1H-4,7-methyleneindene-5-yl acrylate, ethyl acrylate of (3aS,4S,5R,7S,7aS)-3a,4,5,6,7,7a-hexahydro-1H-4,7-methyleneindene-5-yl acrylate, ethyl acrylate of (1R,3S,5f,7r)-2-methyladamantane-2-yl(meth)acrylate, ethyl acrylate of (1R,3S,5f,7r)-2-methyladamantane-2-yl polyethylene glycol (meth)acrylate derivatives and ethyl acrylate of (1R,3S,5f,7r)-2-methyladamantane-2-yl(meth)acrylate derivatives, and any combination thereof. In some embodiments, at least one alicyclic (meth)acrylate monomer containing more than one alicyclic ring is ethylene glycol dicyclopentenyl ether acrylate.

[0170] In some embodiments, alicyclic (meth)acrylates containing more than one alicyclic ring do not include any other substituents (e.g., hydroxyl substituents) on the alicyclic moiety or on the monomer.

[0171] In some embodiments, the reactive monomer mixture of composition (D) comprises an alicyclic (meth)acrylate monomer containing more than one alicyclic ring, the amount of which is between about 40% by weight and about 90% by weight, including between about 40% by weight, 45% by weight, 50% by weight, 55% by weight, 60% by weight, 65% by weight, 70% by weight, 75% by weight, 80% by weight, 85% by weight and 90% by weight, and between about 50% by weight and about 80% by weight, including about 50% by weight. 55% by weight, 60% by weight, 65% by weight, 70% by weight, 75% by weight, and 80% by weight, or between about 50% by weight and about 70% by weight, including about 50% by weight, 51% by weight, 52% by weight, 53% by weight, 54% by weight, 55% by weight, 56% by weight, 57% by weight, 58% by weight, 59% by weight, 60% by weight, 61% by weight, 62% by weight, 63% by weight, 64% by weight, 65% by weight, 66% by weight, 67% by weight, 68% by weight, 69% by weight, and 70% by weight. In some embodiments, the weight of alicyclic (meth)acrylate monomers containing more than one alicyclic ring present in the reactive monomer mixture, excluding diluents, is calculated.

[0172] In some embodiments, the reactive monomer mixture of composition (D) comprises at least one hydrophilic monomer. In some embodiments, the at least one hydrophilic monomer is selected from vinylpyrrolidone, N-vinyl-N-methylacetamide, N-methylmethacrylamide, N-vinylacetamide, N,N-dimethylacrylamide, N-hydroxyethylacrylamide, N-(2-hydroxypropyl)acrylamide, N-(3-hydroxypropyl)acrylamide, N-(2-hydroxyethyl)(methyl)acrylamide, N-(2-hydroxypropyl)(methyl)acrylamide and N-(3-hydroxypropyl)(methyl)acrylamide, poly(ethylene glycol) methyl ether (meth)acrylate, poly(ethylene glycol) (meth)acrylate, and any combination thereof.

[0173] In some embodiments, the hydrophilic monomer is a monomer containing poly(ethylene glycol). In some embodiments, the monomer containing poly(ethylene glycol) is selected from poly(ethylene glycol) methyl ether (meth)acrylate and poly(ethylene glycol) (meth)acrylate. In some embodiments, the monomer containing poly(ethylene glycol) is poly(ethylene glycol) methacrylate. In some embodiments, the monomer containing poly(ethylene glycol) is poly(ethylene glycol) methyl ether methacrylate. In some embodiments, the reactive monomer mixture of composition (D) comprises a combination of poly(ethylene glycol) methacrylate and poly(ethylene glycol) methyl ether methacrylate.

[0174] In some embodiments, the monomer containing poly(ethylene glycol) has a concentration of about 200 g / mol to about 1000 g / mol (including 200 g / mol, 220 g / mol, 240 g / mol, 260 g / mol, 280 g / mol, 300 g / mol, 320 g / mol, 340 g / mol, 360 g / mol, 380 g / mol, 400 g / mol, 420 g / mol, 440 g / mol, 460 g / mol, 480 g / mol, 500 g / mol, 520 g / mol, 540 g / mol, 560 g / mol). Number-average molecular weight (M2) at 580 g / mol, 600 g / mol, 620 g / mol, 640 g / mol, 660 g / mol, 680 g / mol, 700 g / mol, 720 g / mol, 740 g / mol, 760 g / mol, 780 g / mol, 800 g / mol, 820 g / mol, 840 g / mol, 860 g / mol, 880 g / mol, 900 g / mol, 920 g / mol, 940 g / mol, 960 g / mol, 980 g / mol, and 1000 g / mol. n In some embodiments, the monomer containing poly(ethylene glycol) has a number-average molecular weight (Mi) of about 200 g / mol to about 400 g / mol (including 200 g / mol, 220 g / mol, 240 g / mol, 260 g / mol, 280 g / mol, 300 g / mol, 320 g / mol, 340 g / mol, 360 g / mol, 380 g / mol and 400 g / mol). n ).

[0175] In some implementations, the monomer containing poly(ethylene glycol) has the following formula: , Where R a and R b Each is independently selected from hydrogen and methyl, and m is an integer from 2 to 25, including 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, and 25. In some embodiments, R a It is hydrogen. In some implementations, R a It is methyl. In some embodiments, R b It is hydrogen. In some implementations, R b It is methyl. In a specific embodiment, R... a It is methyl, and R b It is hydrogen. In some implementations, R a It is methyl, and Rb Methyl. In some embodiments, m is an integer from 2 to 8, including 2, 3, 4, 5, 6, 7, and 8.

[0176] In some embodiments, the reactive monomer mixture of composition (D) comprises at least one hydrophilic monomer (e.g., a monomer containing poly(ethylene glycol)) in an amount between about 1% by weight and about 40% by weight, including about 1%, 2%, 3%, 4%, 5%, 6%, 7%, 8%, 9%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 19%, 20%, 21%, 22%, 23%, 24%, 25%, 26%, 27%, 28%, 29%, 30%, 31%, 32%, 33%, 34%, 35%, 36%, 37%, 38%, 39%, and 4%. 0% by weight, between about 10% by weight and about 30% by weight, including about 10% by weight, 11% by weight, 12% by weight, 13% by weight, 14% by weight, 15% by weight, 16% by weight, 17% by weight, 18% by weight, 19% by weight, 20% by weight, 21% by weight, 22% by weight, 23% by weight, 24% by weight, 25% by weight, 26% by weight, 27% by weight, 28% by weight, 29% by weight and 30% by weight; between about 12% by weight and about 22% by weight, including about 12% by weight, 13% by weight, 14% by weight, 15% by weight, 16% by weight, 17% by weight, 18% by weight, 19% by weight, 20% by weight, 21% by weight and 22% by weight; or between about 14% by weight and about 20% by weight, including about 14% by weight, 15% by weight, 16% by weight, 17% by weight, 18% by weight, 19% by weight and 20% by weight. In some embodiments, the weight of at least one hydrophilic monomer (e.g., a monomer containing poly(ethylene glycol)) present in the reactive monomer mixture, excluding the diluent, is calculated.

[0177] In some embodiments, the reactive monomer mixture of composition (D) further comprises at least one (meth)acrylate hydroxyalkyl ester monomer. In some embodiments, the (meth)acrylate hydroxyalkyl ester comprises having 1 to 25 carbon atoms (C1-C2). 25 Alkyl groups (including C1, C2, C3, C4, C5, C6, C7, C8, C9, C6) 10 C 11 C 12 C 13 C 14 C 15 C 16C 17 C 18 C 19 C 20 C 21 C 22 C 23 C 24 and C 25 The hydroxyalkyl group is a straight-chain, branched, or cyclic hydroxyalkyl group. In some embodiments, the hydroxyalkyl methacrylate is selected from 2-hydroxyethyl methacrylate, 2-hydroxypropyl methacrylate, 3-hydroxypropyl methacrylate, 2,3-dihydroxypropyl methacrylate, 4-hydroxybutyl methacrylate, 1,1-dimethyl-2-hydroxyethyl methacrylate, and any combination thereof. In some embodiments, the hydroxyalkyl methacrylate is 4-hydroxybutyl acrylate or 2-hydroxyethyl methacrylate. In a specific embodiment, the hydroxyalkyl methacrylate is 4-hydroxybutyl acrylate. In some embodiments, the hydroxyalkyl methacrylate is 2-hydroxyethyl methacrylate.

[0178] In some embodiments, the reactive monomer mixture of composition (D) comprises a hydroxyalkyl (meth)acrylate in an amount between about 1% by weight and about 10% by weight, including about 1%, 2%, 3%, 4%, 5%, 6%, 7%, 8%, 9%, and 10% by weight; between about 2% by weight and about 8% by weight, including about 2%, 3%, 4%, 5%, 6%, 7%, and 8% by weight; or between about 4% by weight and about 6% by weight, including 4%, 5%, and 6% by weight. In some embodiments, the weight of the hydroxyalkyl (meth)acrylate present in the reactive monomer mixture, excluding the diluent, is calculated.

[0179] In some embodiments, the reactive monomer mixture of composition (D) comprises a combination of a hydrophilic monomer and a hydroxyalkyl (meth)acrylate monomer. In some embodiments, the reactive monomer mixture comprises a combination of a poly(ethylene glycol)-containing monomer and a hydroxyalkyl (meth)acrylate monomer. In some embodiments, the reactive monomer mixture comprises a combination of poly(ethylene glycol) methyl ether (meth)acrylate and 2-hydroxyethyl (meth)acrylate. In some embodiments, the reactive monomer mixture comprises a combination of poly(ethylene glycol) (meth)acrylate and 2-hydroxyethyl (meth)acrylate.

[0180] In some embodiments, composition (D) is prepared by free radical polymerization of a reactive monomer mixture comprising: (i) at least one alicyclic (meth)acrylate monomer containing more than one alicyclic ring; (ii) at least one poly(ethylene glycol)-containing monomer; and (iii) at least one crosslinking agent.

[0181] In some embodiments, composition (D) is prepared by free radical polymerization of a reactive monomer mixture comprising: (i) ethylene glycol dicyclopentenyl ether (meth)acrylate monomer; (ii) at least one monomer selected from hydrophilic monomers and (meth)acrylate hydroxyalkyl ester monomers and any combination thereof; and (iii) at least one crosslinking agent.

[0182] In some embodiments, composition (D) is prepared by free radical polymerization of a reactive monomer mixture comprising: (i) ethylene glycol dicyclopentenyl ether (meth)acrylate monomer; (ii) at least one poly(ethylene glycol)-containing monomer; and (iii) at least one crosslinking agent.

[0183] In some embodiments, the reactive monomer mixture of composition (D) further comprises at least one alicyclic (meth)acrylate containing an alicyclic ring. In some embodiments, the at least one alicyclic (meth)acrylate containing an alicyclic ring comprises an alicyclic group having at least one carbon-carbon double bond. The alicyclic ring may be a C3-C8 cycloalkyl group, a C3-C7 cycloalkyl group, a C4-C7 cycloalkyl group, or a C5-C6 cycloalkyl group. In some embodiments, the alicyclic (meth)acrylate containing an alicyclic ring is selected from cyclohexyl methacrylate, cyclohexyl polyethylene glycol (meth)acrylate derivatives, cyclohexyl methacrylate derivatives, cyclopentyl methacrylate, cyclohexyl methyl methacrylate, 2-cyclohexyl ethyl methacrylate, 3-cyclohexyl propyl methacrylate, and any combination thereof. In some embodiments, the alicyclic (meth)acrylate containing one alicyclic ring is selected from cyclohexyl acrylate, cyclohexyl methyl acrylate, 2-cyclohexyl ethyl acrylate, 2-cyclohexyl ethyl methacrylate, 3-cyclohexyl propyl acrylate, and any combination thereof. In some embodiments, the alicyclic (meth)acrylate containing one alicyclic ring is selected from cyclohexyl acrylate, cyclohexyl methyl acrylate, 2-cyclohexyl ethyl acrylate, and 3-cyclohexyl propyl acrylate. In some embodiments, the alicyclic (meth)acrylate is cyclohexyl acrylate. In some embodiments, the alicyclic (meth)acrylate containing one alicyclic ring is cyclohexyl methyl acrylate. In some embodiments, the alicyclic (meth)acrylate containing one alicyclic ring is cyclohexyl methyl methacrylate. In some embodiments, the alicyclic (meth)acrylate containing one alicyclic ring is 2-cyclohexyl ethyl acrylate. In some embodiments, the alicyclic (meth)acrylate containing one alicyclic ring is 2-cyclohexyl ethyl methacrylate. In some embodiments, the combination is a combination of cyclohexyl methyl acrylate and cyclohexyl methyl methacrylate. In some embodiments, the combination is a combination of 2-cyclohexyl ethyl acrylate and 2-cyclohexyl ethyl methacrylate.

[0184] In some embodiments, alicyclic (meth)acrylates do not include any other substituents (e.g., hydroxyl substituents) on the alicyclic moiety or on the monomer (e.g., in a monomer such as 2-cyclohexylethyl (meth)acrylate, the monomer does not include substituents such as hydroxyl substituents on the cyclohexyl moiety or ethyl moiety).

[0185] In some embodiments, the reactive monomer mixture of composition (D) comprises at least one alicyclic (meth)acrylate containing an aliphatic ring, the amount of which is between about 10% by weight and about 25% by weight, including about 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 19%, 20%, 21%, 22%, 23%, 24% by weight and 25% by weight; between about 10% by weight and about 20% by weight, including about 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 19%, and 20% by weight; or between about 12% by weight and about 15% by weight, including about 12%, 13%, 14%, and 15% by weight. In some embodiments, the weight of at least one alicyclic (meth)acrylate present in the reactive monomer mixture, excluding the diluent, is calculated.

[0186] In some embodiments, the reactive monomer mixture of composition (D) further comprises at least one aromatic (meth)acrylate. In some embodiments, the at least one aromatic (meth)acrylate is a (meth)acrylate containing at least one aryl group. In some embodiments, the aryl group is a phenyl group. In some embodiments, the aryl group may be present in the aromatic (meth)acrylate as part of an aralkyl group (e.g., benzyl, 2-phenoxyethyl, 3-phenylpropyl, or 4-phenylbutyl), an aroxyalkyl group (e.g., phenoxymethyl, 2-phenoxyethyl, or 3-phenoxypropyl), or an arthioalkyl group (e.g., phenylthiomethyl, 2-phenylthioethyl, or 3-phenylthiopropyl). In some embodiments, at least one aromatic (meth)acrylate is selected from 2-phenylethyl (meth)acrylate, 2-phenoxyethyl (meth)acrylate, 3-phenylpropyl (meth)acrylate, 4-phenylbutyl (meth)acrylate, 3-phenoxypropyl (meth)acrylate, 1,3-bis(phenylthio)-2-propyl (meth)acrylate, poly(ethylene glycol) phenyl ether (meth)acrylate, and any combination thereof. In some embodiments, the aromatic (meth)acrylate is selected from 2-phenylethyl (meth)acrylate, 2-phenoxyethyl (meth)acrylate, 3-phenylpropyl (meth)acrylate, 3-phenoxypropyl (meth)acrylate, 1,3-bis(phenylthio)-2-propyl (meth)acrylate, poly(ethylene glycol) phenyl ether (meth)acrylate, and any combination thereof. In some embodiments, at least one aromatic (meth)acrylate is selected from 2-phenylethyl acrylate, 2-phenylethyl methacrylate, 3-phenylpropyl acrylate, and 4-phenylbutyl acrylate. In some embodiments, at least one aromatic (meth)acrylate is 2-phenylethyl acrylate. In some embodiments, at least one aromatic (meth)acrylate is 2-phenylethyl methacrylate. In some embodiments, the aromatic (meth)acrylate is 3-phenylpropyl acrylate. In some embodiments, the aromatic (meth)acrylate is 4-phenylbutyl acrylate. In some embodiments, a combination thereof is a combination of 2-phenylethyl acrylate and 2-phenylethyl methacrylate. In some embodiments, a combination thereof is a combination of 2-phenylethyl acrylate and 3-phenylpropyl acrylate. In some embodiments, a combination thereof is a combination of 2-phenylethyl methacrylate and 3-phenylpropyl acrylate.

[0187] In some embodiments, at least one aromatic (meth)acrylate has at least one aliphatic group comprising at least one carbon-carbon double bond. In some embodiments, at least one aromatic (meth)acrylate is cinnamon methacrylate.

[0188] In some embodiments, the reactive monomer mixture of composition (D) comprises at least one aromatic (meth)acrylate in an amount between about 7% by weight and about 25% by weight, including about 7%, 8%, 9%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 19%, 20%, 21%, 22%, 23%, 24%, and 25% by weight; between about 10% by weight and about 20% by weight, including about 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 19%, and 20% by weight; or between about 12% by weight and about 15% by weight, including about 12%, 13%, 14%, and 15% by weight. In some embodiments, the weight of at least one aromatic (meth)acrylate present in the reactive monomer mixture, excluding the diluent, is calculated.

[0189] In some embodiments, the reactive monomer mixture of composition (D) does not contain aromatic monomers, such as aromatic (meth)acrylates.

[0190] In some embodiments of composition (D), at least one crosslinking agent is selected from non-alicyclic crosslinking agents, alicyclic crosslinking agents, and any combination thereof. In a particular embodiment, at least one crosslinking agent is a non-alicyclic crosslinking agent selected from ethylene glycol di(meth)acrylate, diethylene glycol di(meth)acrylate, triethylene glycol di(meth)acrylate, tetraethylene glycol di(meth)acrylate, trimethylolpropane tri(meth)acrylate, glycerol tri(meth)acrylate, triallyl cyanurate, methylene bis(meth)acrylamide, poly(ethylene glycol) di(meth)acrylate, bis(2-hydroxypropyl(meth)acrylate)-terminated polydimethylsiloxane, and any combination thereof. In more specific embodiments, the non-alicyclic crosslinking agent is ethylene glycol dimethacrylate. In a particular embodiment, at least one crosslinking agent is an alicyclic crosslinking agent comprising an alicyclic group having between one and four alicyclic rings. In a more specific implementation scheme, the alicyclic crosslinking agent is a tricyclic [5.2.1.0] 2,6 ] Decanediethanol di(meth)acrylate (e.g., tricyclo[5.2.1.0] 2,6 ] Decanediethanol diacrylate.

[0191] In some embodiments, the reactive monomer mixture of composition (D) comprises a crosslinking agent in an amount between about 1% by weight and about 20% by weight, including about 1%, 5%, 10%, 15%, and 20% by weight; between about 3% by weight and about 15% by weight, including about 3%, 4%, 5%, 6%, 7%, 8%, 9%, 10%, 11%, 12%, 13%, 14%, and 15% by weight; or between about 3% by weight and about 10% by weight, including about 3%, 4%, 5%, 6%, 7%, 8%, 9%, and 10% by weight. In some embodiments, the weight of the alicyclic crosslinking agent present in the reactive monomer mixture, excluding the diluent, is calculated.

[0192] In some implementations, the crosslinking agent has the following formula: , Where n is an integer from 5 to 50, including 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 42, 43, 44, 45, 46, 47, 48, 49, and 50. In some embodiments, n is 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, or 25. In a specific embodiment, n is 20. In some embodiments, the reactive monomer mixture comprises a crosslinking agent in an amount of about 15% by weight to about 22% by weight, or between about 16% by weight and about 20% by weight. In a specific implementation, the crosslinking agent is present in the reactive monomer mixture in an amount of approximately 18% by weight.

[0193] In some embodiments of composition (D), the reactive monomer mixture further comprises a polyamide. In some embodiments, at least one polyamide is selected from poly(vinylpyrrolidone), poly(N-vinyl-N-methylacetamide), poly(N-vinylacetamide), poly(dimethacrylamide), and copolymers or mixtures thereof. In specific embodiments, at least one polyamide is selected from poly(vinylpyrrolidone) and poly(N-vinyl-N-methylacetamide). In particular embodiments, at least one polyamide is a copolymer.

[0194] In some embodiments, the reactive monomer mixture of composition (D) comprises at least one polyamide in an amount between about 0.1 wt% and about 5 wt%, including about 0.1 wt%, 0.5 wt%, 1 wt%, 2 wt%, 3 wt%, 4 wt%, and 5 wt%; between about 0.5 wt% and about 3 wt%, including about 0.5 wt%, 1 wt%, 2 wt%, and 3 wt%; or between about 0.5 wt% and about 2 wt%, including about 0.5 wt%, 1 wt%, and 2 wt%. In some embodiments, the weight of at least one polyamide present in the reactive monomer mixture, excluding the diluent, is calculated.

[0195] In some embodiments, composition (D) further comprises at least one UV / HEV absorbing compound from the reactive monomer mixture. In some embodiments, the UV / HEV absorbing compound may be in the form of Formula II: Formula II in: m and n are independently 0, 1, 2, 3 or 4; T represents a chemical bond, O, or NR; X is O, S, NR, SO, or SO2; Y is a linking group; P g It is a polymerizable group; R is independently H, C1-C6 alkyl, cycloalkyl, heterocycloalkyl, aryl, heteroaryl, or YP each time it appears. g ; When R exists 1 and R 2 When these two terms appear, they are independently C1-C6 alkyl, C1-C6 alkoxy, C1-C6 alkylthio, C3-C7 cycloalkyl, aryl (preferably unsubstituted phenyl or phenyl substituted with alkyl or halogen), halogen, hydroxyl, amino, NR 3 R 4 Or benzyl, where R 3 and R 4 Independently H or C1-C6 alkyl, or two adjacent R 1 or R 2 The groups, together with the carbon atoms they are attached to, combine to form cycloalkyl or aryl rings; and EWG is an electron-withdrawing group.

[0196] The compound of formula II preferably contains one or two YP. g More preferably, the compound contains a YP group. g Group.

[0197] In a particular embodiment, at least one UV / HEV absorbing compound is a compound of Formula II, 2-(2'́-hydroxy-5-methacryloyloxyethylphenyl)-2H-benzotriazole, 2-(2-cyano-2-(9H-thioxanthoxy-9-ylidene)acetamyl)ethyl methacrylate, 2-(2-cyano-2-(9H-xanthoxy-9-ylidene)acetamyl)ethyl methacrylate, 2-(2-cyano-2-(10-methylacridin-9(10H)-ylidene)acetamyl)ethyl methacrylate, 3-(3-(tert-butyl)-5-(5-chloro-2H-benzo[d][1,2,3]triazol-2-yl)-4-hydroxyphenyl)propyl methacrylate, or any combination thereof. In a particular embodiment, at least one UV / HEV absorbing compound is 2-(2-cyano-2-(9H-thioxanthoxy-9-ylidene)acetamyl)ethyl methacrylate. In a particular embodiment, at least one UV / HEV absorbing compound is 3-(3-(tert-butyl)-5-(5-chloro-2H-benzo[d][1,2,3]triazol-2-yl)-4-hydroxyphenyl)propyl methacrylate.

[0198] In some embodiments, the reactive monomer mixture of composition (D) comprises at least one UV / HEV absorbing compound in an amount between about 0.1 wt% and about 5 wt%, including between about 0.1 wt%, 0.5 wt%, 1 wt%, 2 wt%, 3 wt%, 4 wt%, and 5 wt%; between about 1 wt% and about 4 wt%, including about 1 wt%, 2 wt%, 3 wt%, and 4 wt%; or between about 1 wt% and about 3 wt%, including about 1 wt%, 2 wt%, and 3 wt%. In some embodiments, the weight of at least one UV / HEV absorbing compound present in the reactive monomer mixture, excluding the diluent, is calculated.

[0199] In some embodiments, composition (D) further comprises at least one diluent from the reactive monomer mixture.

[0200] In some embodiments, the water content of composition (D) is between about 0% by weight and about 15% by weight, including about 0% by weight, 0.1% by weight, 0.5% by weight, 1% by weight, 2% by weight, 3% by weight, 4% by weight, 5% by weight, 6% by weight, 7% by weight, 8% by weight, 9% by weight, 10% by weight, 11% by weight, 12% by weight, 13% by weight, 14% by weight, and 15% by weight; between about 1% by weight and about 10% by weight, including about 1% by weight, 2% by weight, 3% by weight, 4% by weight, 5% by weight, 6% by weight, 7% by weight, 8% by weight, 9% by weight, and 10% by weight; or between about 1% by weight and about 8% by weight, including about 1% by weight, 2% by weight, 3% by weight, 4% by weight, 5% by weight, 6% by weight, 7% by weight, and 8% by weight; or between about 0.5% by weight and less than 5% by weight, including 0.5% by weight, 1.0% by weight, 1.5% by weight, 2.0% by weight, 2.5% by weight, 3.0% by weight, 3.5% by weight, 4.0% by weight, and 4.5% by weight. In some implementations, the moisture content is measured when the material is hydrated at 37°C.

[0201] In some embodiments, composition (D) has a refractive index of at least 1.45 and a dispersion coefficient of at least 45. In other embodiments, composition (D) has a refractive index of at least 1.48 and a dispersion coefficient of at least 50. In still other embodiments, composition (D) has a refractive index of at least 1.50 and a dispersion coefficient of at least 50. In some embodiments, the indicated refractive index and the indicated dispersion coefficient are measured when the material is in a dry state at 25°C.

[0202] In some embodiments of composition (D), the free radical polymerization is photopolymerization using a bis(2,4,6-trimethylbenzoyl)-phenylphosphine oxide initiator. In some embodiments, the initiator is bis(2,4,6-trimethylbenzoyl)-phenylphosphine oxide.

[0203] (5) Composition (E) In some embodiments, the subject matter disclosed in this invention provides compositions referred to herein as "Composition (E)" that are prepared by free radical polymerization of a reactive monomer mixture comprising: (i) at least one hydrophobic monomer; (ii) at least one monomer selected from hydrophilic monomers and (meth)acrylate hydroxyalkyl ester monomers and any combination thereof; and (iii) a tricyclic [5.2.1.0] 2,6 [Decanedimethanol di(meth)acrylate crosslinking agent; wherein the composition exhibits a refractive index of at least 1.45 and a dispersion coefficient of at least 39.]

[0204] In some embodiments of composition (E), the hydrophobic monomer is a hydrophobic (meth)acrylate monomer. In some embodiments, the hydrophobic (meth)acrylate is selected from alicyclic (meth)acrylates, aliphatic (meth)acrylates, aromatic (meth)acrylates, and any combination thereof.

[0205] In some embodiments of composition (E), the hydrophobic (meth)acrylate is an alicyclic (meth)acrylate. In some embodiments, the alicyclic (meth)acrylate comprises an alicyclic group having one to four alicyclic rings. In some embodiments, the alicyclic group has one alicyclic ring. The alicyclic ring may be a C3-C8 cycloalkyl group, a C3-C7 cycloalkyl group, a C4-C7 cycloalkyl group, or a C5-C6 cycloalkyl group. In some embodiments, the alicyclic (meth)acrylate has at least one alicyclic group comprising at least one carbon-carbon double bond. In some embodiments, the alicyclic (meth)acrylate is selected from cyclohexyl methacrylate, cyclohexyl polyethylene glycol (meth)acrylate derivatives, cyclohexyl methacrylate derivatives, cyclopentyl methacrylate, cyclohexyl methacrylate, methyl cyclohexyl methacrylate, 2-cyclohexyl ethyl methacrylate, 3-cyclohexyl propyl methacrylate, norbornyl methacrylate, isobornyl methacrylate, isobornyl derivatives, norbornyl derivatives, ((1R,2S,4R)-bicyclo[2.2.1]hept-5-en-2-yl)meth(meth)acrylate, ethylene glycol dicyclopentenyl ether (meth)acrylate, poly(ethylene glycol) dicyclopentenyl ether (meth)acrylate, 2,2-bis(cyclopent-1-en-1-yloxy)ethyl (meth)acrylate, 2-(((3aR,4R,5S,7R,7aR)-octahydro-1H-4,7 -methyleneinden-5-yl)oxy)ethyl acrylate, 2-(((3aS,4R,6S,7R,7aR)-3a,4,5,6,7,7a-hexahydro-1H-4,7-methyleneinden-6-yl)oxy)ethyl acrylate, (3aS,4S,5R,7S,7aS)-octahydro-1H-4,7-methyleneinden-5-yl acrylate, (3aS,4S,5R,7S,7aS)-3a,4,5 6,7,7a-hexahydro-1H-4,7-methyleneinden-5-yl acrylate, (1R,3S,5f,7r)-2-methyladamantane-2-yl(meth)acrylate, (1R,3S,5f,7r)-2-methyladamantane-2-yl polyethylene glycol (meth)acrylate derivatives and (1R,3S,5f,7r)-2-methyladamantane-2-yl(meth)acrylate derivatives, and any combination thereof. In some embodiments, the alicyclic (meth)acrylate is selected from cyclohexyl (meth)acrylate, cyclopentyl (meth)acrylate, cyclohexylmethyl (meth)acrylate, 2-cyclohexylethyl (meth)acrylate, 3-cyclohexylpropyl (meth)acrylate, and any combination thereof. In some embodiments, the alicyclic (meth)acrylate is selected from cyclohexyl acrylate, cyclohexyl methyl acrylate, cyclohexyl methyl methacrylate, 2-cyclohexyl ethyl acrylate, 2-cyclohexyl ethyl methacrylate, ethylene glycol dicyclopentenyl ether (meth)acrylate, and any combination thereof.In some embodiments, the alicyclic (meth)acrylate is cyclohexyl acrylate. In some embodiments, the alicyclic (meth)acrylate is cyclohexyl methyl acrylate. In some embodiments, the alicyclic (meth)acrylate is 2-cyclohexyl ethyl acrylate. In some embodiments, the alicyclic (meth)acrylate is ethylene glycol dicyclopentenyl ether acrylate.

[0206] In some embodiments, alicyclic (meth)acrylates do not include any other substituents (e.g., hydroxyl substituents) on the alicyclic moiety or on the monomer (e.g., in a monomer such as 2-cyclohexylethyl (meth)acrylate, the monomer does not include substituents such as hydroxyl substituents on the cyclohexyl moiety or ethyl moiety).

[0207] In some embodiments, the reactive monomer mixture of composition (E) comprises an alicyclic (meth)acrylate monomer in an amount between about 40 wt% and about 90 wt%, including about 40 wt%, 45 wt%, 50 wt%, 55 wt%, 60 wt%, 65 wt%, 70 wt%, 75 wt%, 80 wt%, 85 wt%, and 90 wt%; between about 50 wt% and about 80 wt%, including about 50 wt%, 55 wt%, 60 wt%, 65 wt%, 70 wt%, 75 wt%, and 80 wt%; or between about 50 wt% and about 70 wt%, including about 50 wt%, 51 wt%, 52 wt%, 53 wt%, 54 wt%, 55 wt%, 56 wt%, 57 wt%, 58 wt%, 59 wt%, 60 wt%, 61 wt%, 62 wt%, 63 wt%, 64 wt%, 65 wt%, 66 wt%, 67 wt%, 68 wt%, 69 wt%, and 70 wt%. In some implementations, the weight of alicyclic (meth)acrylate monomers present in the reactive monomer mixture, excluding the diluent, is calculated.

[0208] In specific embodiments, the hydrophobic (meth)acrylate is an aliphatic (meth)acrylate. In some embodiments, the aliphatic (meth)acrylate comprises a straight-chain or branched alkyl group (C1-C6) containing 1 to 18 carbon atoms. 18 Alkyl groups), including (meth)acrylate C1 alkyl ester, (meth)acrylate C2 alkyl ester, (meth)acrylate C3 alkyl ester, (meth)acrylate C4 alkyl ester, (meth)acrylate C5 alkyl ester, (meth)acrylate C6 alkyl ester, (meth)acrylate C7 alkyl ester, (meth)acrylate C8 alkyl ester, (meth)acrylate C9 alkyl ester, (meth)acrylate C 10 Alkyl esters, (meth)acrylic acid C 11 Alkyl esters, (meth)acrylic acid C12 Alkyl esters, (meth)acrylic acid C 13 Alkyl esters, (meth)acrylic acid C 14 Alkyl esters, (meth)acrylic acid C 15 Alkyl esters, (meth)acrylic acid C 16 Alkyl esters, (meth)acrylic acid C 17 Alkyl esters and (meth)acrylic acid C 18 Alkyl esters. In a more specific embodiment, (meth)acrylic acid C1-C 18 The alkyl ester is selected from ethyl (meth)acrylate, n-butyl (meth)acrylate, isobutyl (meth)acrylate, tert-butyl (meth)acrylate, n-hexyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, octyl (meth)acrylate, isodecanyl (meth)acrylate, heptadecanyl (meth)acrylate, dodecyl (meth)acrylate, 2-propylheptyl (meth)acrylate, stearyl (meth)acrylate, and any combination thereof. In a more specific embodiment, the aliphatic (meth)acrylate comprises a straight-chain alkyl group containing 4 to 8 carbon atoms (C4-C8 straight-chain alkyl group). In some embodiments, the aliphatic (meth)acrylate is n-hexyl acrylate.

[0209] In some embodiments, the reactive monomer mixture of composition (E) comprises an aliphatic (meth)acrylate in an amount between about 1% by weight and about 20% by weight, including about 1%, 5%, 10%, 15%, and 20% by weight, or between about 1% by weight and about 10% by weight, including about 1%, 2%, 3%, 4%, 5%, 6%, 7%, 8%, 9%, and 10% by weight. In some embodiments, the weight of the aliphatic (meth)acrylate present in the reactive monomer mixture, excluding the diluent, is calculated.

[0210] In some embodiments, the hydrophobic (meth)acrylate is an aromatic (meth)acrylate. In some embodiments, the aromatic (meth)acrylate is a (meth)acrylate containing at least one aryl group. In some embodiments, the aryl group is a phenyl group. In some embodiments, the aryl group may be present in the aromatic (meth)acrylate as part of an aralkyl group (e.g., benzyl, 2-phenoxyethyl, 3-phenylpropyl, or 4-phenylbutyl), an aroxyalkyl group (e.g., phenoxymethyl, 2-phenoxyethyl, or 3-phenoxypropyl), or an arthioalkyl group (e.g., phenylthiomethyl, 2-phenylthioethyl, or 3-phenylthiopropyl). In some embodiments, the aromatic (meth)acrylate is selected from 2-phenylethyl (meth)acrylate, 2-phenoxyethyl (meth)acrylate, 3-phenylpropyl (meth)acrylate, 4-phenylbutyl (meth)acrylate, 3-phenoxypropyl (meth)acrylate, 1,3-bis(phenylthio)-2-propyl (meth)acrylate, poly(ethylene glycol)phenyl ether (meth)acrylate, and any combination thereof. In some embodiments, the aromatic (meth)acrylate is selected from 2-phenylethyl (meth)acrylate, 2-phenoxyethyl (meth)acrylate, 3-phenylpropyl (meth)acrylate, 3-phenoxypropyl (meth)acrylate, 1,3-bis(phenylthio)-2-propyl (meth)acrylate, poly(ethylene glycol)phenyl ether (meth)acrylate, and any combination thereof. In some embodiments, the aromatic (meth)acrylate is 2-phenylethyl acrylate. In some embodiments, the aromatic (meth)acrylate is 2-phenylethyl methacrylate. In some embodiments, the aromatic (meth)acrylate is a combination of 2-phenylethyl acrylate and 2-phenylethyl methacrylate. In some embodiments, the aromatic (meth)acrylate is 3-phenylpropyl acrylate. In some embodiments, the aromatic (meth)acrylate is 4-phenylbutyl acrylate.

[0211] In some embodiments, the reactive monomer mixture of composition (E) comprises an aromatic (meth)acrylate in an amount between about 7% by weight and about 25% by weight, including about 7%, 8%, 9%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 19%, 20%, 21%, 22%, 23%, 24%, and 25% by weight; between about 10% by weight and about 20% by weight, including about 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 19%, and 20% by weight; or between about 12% by weight and about 15% by weight, including about 12%, 13%, 14%, and 15% by weight. In some embodiments, the weight of the aromatic (meth)acrylate present in the reactive monomer mixture, excluding the diluent, is calculated.

[0212] The reactive monomer mixture of composition (E) comprises at least one hydrophilic monomer. In some embodiments, the reactive monomer mixture of composition (E) comprises at least one hydrophilic monomer selected from vinylpyrrolidone, N-vinyl-N-methylacetamide, N-methylmethacrylamide, N-vinylacetamide, N,N-dimethylacrylamide, N-hydroxyethylacrylamide, N-(2-hydroxypropyl)acrylamide, N-(3-hydroxypropyl)acrylamide, N-(2-hydroxyethyl)(methyl)acrylamide, N-(2-hydroxypropyl)(methyl)acrylamide, N-(3-hydroxypropyl)(methyl)acrylamide, poly(ethylene glycol) methyl ether (meth)acrylate, poly(ethylene glycol) (meth)acrylate, and any combination thereof.

[0213] In some embodiments, at least one hydrophilic monomer is a poly(ethylene glycol)-containing monomer. In some embodiments, the poly(ethylene glycol)-containing monomer is selected from poly(ethylene glycol) methyl ether (meth)acrylate and poly(ethylene glycol) (meth)acrylate. In some embodiments, the poly(ethylene glycol)-containing monomer is poly(ethylene glycol) methacrylate. In some embodiments, the poly(ethylene glycol)-containing monomer is poly(ethylene glycol) methyl ether methacrylate. In some embodiments, the reactive monomer mixture of composition (E) comprises a combination of poly(ethylene glycol) methacrylate and poly(ethylene glycol) methyl ether methacrylate.

[0214] In some embodiments, the monomer containing poly(ethylene glycol) has a concentration of about 200 g / mol to about 1000 g / mol (including 200 g / mol, 220 g / mol, 240 g / mol, 260 g / mol, 280 g / mol, 300 g / mol, 320 g / mol, 340 g / mol, 360 g / mol, 380 g / mol, 400 g / mol, 420 g / mol, 440 g / mol, 460 g / mol, 480 g / mol, 500 g / mol, 520 g / mol, 540 g / mol, 560 g / mol). Number-average molecular weight (M2) at 580 g / mol, 600 g / mol, 620 g / mol, 640 g / mol, 660 g / mol, 680 g / mol, 700 g / mol, 720 g / mol, 740 g / mol, 760 g / mol, 780 g / mol, 800 g / mol, 820 g / mol, 840 g / mol, 860 g / mol, 880 g / mol, 900 g / mol, 920 g / mol, 940 g / mol, 960 g / mol, 980 g / mol, and 1000 g / mol. n In some embodiments, the monomer containing poly(ethylene glycol) has a number-average molecular weight (Mi) of about 200 g / mol to about 400 g / mol (including 200 g / mol, 220 g / mol, 240 g / mol, 260 g / mol, 280 g / mol, 300 g / mol, 320 g / mol, 340 g / mol, 360 g / mol, 380 g / mol and 400 g / mol). n ).

[0215] In some implementations, the monomer containing poly(ethylene glycol) has the following formula: , Where R a and R b Each is independently selected from hydrogen and methyl, and m is an integer from 2 to 25, including 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, and 25. In some embodiments, R a It is hydrogen. In some implementations, R a It is methyl. In some embodiments, R b It is hydrogen. In some implementations, R b It is methyl. In a specific embodiment, R... a It is methyl, and R b It is hydrogen. In some implementations, R a It is methyl, and Rb Methyl. In some embodiments, m is an integer from 2 to 8, including 2, 3, 4, 5, 6, 7, and 8.

[0216] In some embodiments, the hydrophilic monomer is selected from 2-hydroxyethyl methacrylate, 2-hydroxypropyl methacrylate, 3-hydroxypropyl methacrylate, 2,3-dihydroxypropyl methacrylate, and 4-hydroxybutyl acrylate. In some embodiments, the hydrophilic monomer is selected from 2-hydroxyethyl methacrylate and 4-hydroxybutyl acrylate. In some embodiments, the hydrophilic monomer is 4-hydroxybutyl acrylate.

[0217] In some embodiments, the reactive monomer mixture of composition (D) comprises a combination of a poly(ethylene glycol)-containing monomer and a hydrophilic monomer selected from 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 3-hydroxypropyl (meth)acrylate, 2,3-dihydroxypropyl (meth)acrylate, and 4-hydroxybutyl acrylate. In some embodiments, the reactive monomer mixture of composition (D) comprises a combination of poly(ethylene glycol) (meth)acrylate monomer and 2-hydroxyethyl (meth)acrylate. In some embodiments, the reactive monomer mixture of composition (D) comprises a combination of poly(ethylene glycol) methacrylate and 2-hydroxyethyl methacrylate. In some embodiments, the reactive monomer mixture of composition (D) comprises a combination of poly(ethylene glycol) methyl ether methacrylate and 2-hydroxyethyl methacrylate.

[0218] In some embodiments, the reactive monomer mixture of composition (E) comprises at least one hydrophilic monomer (e.g., a monomer containing poly(ethylene glycol)) in an amount between about 1% by weight and about 40% by weight, including about 1%, 2%, 3%, 4%, 5%, 6%, 7%, 8%, 9%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 19%, 20%, 21%. Between 22% by weight, 23% by weight, 24% by weight, 25% by weight, 26% by weight, 27% by weight, 28% by weight, 29% by weight, 30% by weight, 31% by weight, 32% by weight, 33% by weight, 34% by weight, 35% by weight, 36% by weight, 37% by weight, 38% by weight, 39% by weight, and 40% by weight, and between approximately 10% by weight and 30% by weight, including approximately 10% by weight, 11% by weight, 12% by weight, 13% by weight, 14% by weight, 15% by weight, 16% by weight, 17% by weight, and 18% by weight. %, 19% by weight, 20% by weight, 21% by weight, 22% by weight, 23% by weight, 24% by weight, 25% by weight, 26% by weight, 27% by weight, 28% by weight, 29% by weight and 30% by weight, between about 12% by weight and about 22% by weight, including about 12% by weight, 13% by weight, 14% by weight, 15% by weight, 16% by weight, 17% by weight, 18% by weight, 19% by weight, 20% by weight, 21% by weight and 22% by weight, between about 14% by weight and about 20% by weight, including about 14% by weight, 15% by weight %, 16% by weight, 17% by weight, 18% by weight, 19% by weight, and 20% by weight, between about 1% by weight and about 10% by weight, including about 1% by weight, 2% by weight, 3% by weight, 4% by weight, 5% by weight, 6% by weight, 7% by weight, 8% by weight, 9% by weight, and 10% by weight, between about 2% by weight and about 8% by weight, including about 2% by weight, 3% by weight, 4% by weight, 5% by weight, 6% by weight, 7% by weight, and 8% by weight, or between about 4% by weight and about 6% by weight, including about 4% by weight, 5% by weight, and 6% by weight. In some embodiments, the weight of at least one hydrophilic monomer (e.g., a monomer containing poly(ethylene glycol)) present in the reactive monomer mixture, excluding the diluent, is calculated.

[0219] In some implementation schemes, the three rings [5.2.1.0] 2,6 The crosslinking agent for decanediethanol di(meth)acrylate is a tricyclic [5.2.1.0] 2,6 Decanediethanol diacrylate.

[0220] In some embodiments, the reactive monomer mixture of composition (E) comprises a tricyclic [5.2.1.0] 2,6 Decanediethanol di(meth)acrylate crosslinking agent (e.g., tricyclo[5.2.1.0]) 2,6 [decanedimethyl diacrylate], this tricyclic [5.2.1.0] 2,6 The amount of the decanediethanol di(meth)acrylate crosslinking agent is between about 1% by weight and about 20% by weight, including about 1%, 5%, 10%, 15%, and 20% by weight; between about 3% by weight and about 15% by weight, including 3%, 4%, 5%, 6%, 7%, 8%, 9%, 10%, 11%, 12%, 13%, 14%, and 15% by weight; or between about 3% by weight and about 10% by weight, including 3%, 4%, 5%, 6%, 7%, 8%, 9%, and 10% by weight. In some embodiments, the tricyclic [5.2.1.0] present in the reactive monomer mixture, excluding the diluent, is calculated. 2,6 The weight of decanediethanol di(meth)acrylate crosslinking agent.

[0221] In some embodiments, the reactive monomer mixture of composition (E) comprises: (i) ethylene glycol dicyclopentenyl ether acrylate; (ii) a hydrophilic monomer selected from poly(ethylene glycol) methacrylate, poly(ethylene glycol) methyl ether methacrylate, 2-hydroxyethyl methacrylate, and any combination thereof; and (iii) a tricyclic [5.2.1.0] 2,6 [Decanedimethanol diacrylate crosslinking agent; wherein the composition exhibits a refractive index of at least 1.45 and a dispersion coefficient of at least 39.]

[0222] In some embodiments of composition (E), the reactive monomer mixture further comprises a polyamide. In some embodiments, at least one polyamide is selected from poly(vinylpyrrolidone), poly(N-vinyl-N-methylacetamide), poly(N-vinylacetamide), poly(dimethacrylamide), and copolymers or mixtures thereof. In specific embodiments, at least one polyamide is selected from poly(vinylpyrrolidone) and poly(N-vinyl-N-methylacetamide). In particular embodiments, at least one polyamide is a copolymer.

[0223] In some embodiments, the reactive monomer mixture of composition (E) comprises at least one polyamide in an amount between about 0.1 wt% and about 5 wt%, including about 0.1 wt%, 0.5 wt%, 1 wt%, 2 wt%, 3 wt%, 4 wt%, and 5 wt%; between about 0.5 wt% and about 3 wt%, including about 0.5 wt%, 1 wt%, 2 wt%, and 3 wt%; or between about 0.5 wt% and about 2 wt%, including about 0.5 wt%, 1 wt%, and 2 wt%. In some embodiments, the weight of at least one polyamide present in the reactive monomer mixture, excluding the diluent, is calculated.

[0224] In some embodiments, composition (E) further comprises at least one UV / HEV absorbing compound from the reactive monomer mixture. In some embodiments, the UV / HEV absorbing compound may be in the form of Formula II: Formula II in: m and n are independently 0, 1, 2, 3 or 4; T represents a chemical bond, O, or NR; X is O, S, NR, SO, or SO2; Y is a linking group; P g It is a polymerizable group; R is independently H, C1-C6 alkyl, cycloalkyl, heterocycloalkyl, aryl, heteroaryl, or YP each time it appears. g ; When R exists 1 and R 2 When these two terms appear, they are independently C1-C6 alkyl, C1-C6 alkoxy, C1-C6 alkylthio, C3-C7 cycloalkyl, aryl (preferably unsubstituted phenyl or phenyl substituted with alkyl or halogen), halogen, hydroxyl, amino, NR 3 R 4 Or benzyl, where R 3 and R 4 Independently H or C1-C6 alkyl, or two adjacent R 1 or R 2 The groups, together with the carbon atoms they are attached to, combine to form cycloalkyl or aryl rings; and EWG is an electron-withdrawing group.

[0225] The compound of formula II preferably contains one or two YP. g More preferably, the compound contains a YP group. g Group.

[0226] In a particular embodiment, at least one UV / HEV absorbing compound is a compound of Formula II, 2-(2'́-hydroxy-5-methacryloyloxyethylphenyl)-2H-benzotriazole, 2-(2-cyano-2-(9H-thioxanthoxy-9-ylidene)acetamyl)ethyl methacrylate, 2-(2-cyano-2-(9H-xanthoxy-9-ylidene)acetamyl)ethyl methacrylate, 2-(2-cyano-2-(10-methylacridin-9(10H)-ylidene)acetamyl)ethyl methacrylate, 3-(3-(tert-butyl)-5-(5-chloro-2H-benzo[d][1,2,3]triazol-2-yl)-4-hydroxyphenyl)propyl methacrylate, or any combination thereof. In a particular embodiment, at least one UV / HEV absorbing compound is 2-(2-cyano-2-(9H-thioxanthoxy-9-ylidene)acetamyl)ethyl methacrylate. In a particular embodiment, at least one UV / HEV absorbing compound is 3-(3-(tert-butyl)-5-(5-chloro-2H-benzo[d][1,2,3]triazol-2-yl)-4-hydroxyphenyl)propyl methacrylate.

[0227] In some embodiments, the reactive monomer mixture of composition (E) comprises at least one UV / HEV absorbing compound in an amount between about 0.1 wt% and about 5 wt%, including between about 0.1 wt%, 0.5 wt%, 1 wt%, 2 wt%, 3 wt%, 4 wt%, and 5 wt%; between about 1 wt% and about 4 wt%, including about 1 wt%, 2 wt%, 3 wt%, and 4 wt%; or between about 1 wt% and about 3 wt%, including about 1 wt%, 2 wt%, and 3 wt%. In some embodiments, the weight of at least one UV / HEV absorbing compound present in the reactive monomer mixture, excluding the diluent, is calculated.

[0228] In some embodiments, the composition (E) further comprises at least one diluent from the reactive monomer mixture.

[0229] In some embodiments, the water content of composition (E) is between about 0% by weight and about 15% by weight, including about 0% by weight, 0.1% by weight, 0.5% by weight, 1% by weight, 2% by weight, 3% by weight, 4% by weight, 5% by weight, 6% by weight, 7% by weight, 8% by weight, 9% by weight, 10% by weight, 11% by weight, 12% by weight, 13% by weight, 14% by weight, and 15% by weight; between about 1% by weight and about 10% by weight, including about 1% by weight, 2% by weight, 3% by weight, 4% by weight, 5% by weight, 6% by weight, 7% by weight, 8% by weight, 9% by weight, and 10% by weight; or between about 1% by weight and about 8% by weight, including about 1% by weight, 2% by weight, 3% by weight, 4% by weight, 5% by weight, 6% by weight, 7% by weight, and 8% by weight; or between about 0.5% by weight and less than 5% by weight, including 0.5% by weight, 1.0% by weight, 1.5% by weight, 2.0% by weight, 2.5% by weight, 3.0% by weight, 3.5% by weight, 4.0% by weight, and 4.5% by weight. In some implementations, the moisture content is measured when the material is hydrated at 37°C.

[0230] In some embodiments, composition (E) has a refractive index of at least 1.45 and a dispersion coefficient of at least 45. In other embodiments, composition (E) has a refractive index of at least 1.48 and a dispersion coefficient of at least 50. In still other embodiments, composition (E) has a refractive index of at least 1.50 and a dispersion coefficient of at least 50. In some embodiments, the indicated refractive index and the indicated dispersion coefficient are measured when the material is in a dry state at 25°C.

[0231] In some embodiments of composition (E), the free radical polymerization is photopolymerization using a bis(2,4,6-trimethylbenzoyl)-phenylphosphine oxide initiator. In some embodiments, the initiator is bis(2,4,6-trimethylbenzoyl)-phenylphosphine oxide.

[0232] C. Ophthalmic devices In some embodiments, the subject matter disclosed in this invention provides an apparatus comprising the composition (A, B, C, D, or E) just described above.

[0233] In a specific implementation, the ophthalmic device includes a lens, inlay, explant, or insert selected from intraocular implants or lenses, contact lenses, corneal inlays, corneal explants, and corneal inserts.

[0234] In specific embodiments, the ophthalmic device is an intraocular implant or lens. More specifically, the subject matter disclosed herein also provides intraocular implants and / or lenses made at least partially or entirely of the compositions (AEs) described herein. Such intraocular implants or lenses may include an optical portion and one or more tactile portions. Typically, the compositions of the subject matter disclosed herein will constitute part or all of the optical portion of the intraocular implant or lens. In some embodiments, the optical portion of the implant or lens will have a core made of one of the compositions described herein surrounded by a different polymer or material. Implants or lenses in which the optical portion is made at least partially of one of the compositions of the subject matter disclosed herein will also typically also have a tactile portion. The tactile portion may also be made of the polymers disclosed herein, or may be made of a different material, such as another polymer.

[0235] In some embodiments, the intraocular implants or lenses of the subject matter disclosed herein are one-piece lenses having a soft, foldable central optical region and a peripheral region (tactile region), both regions being made of the same polymer. In other embodiments, the optical and tactile regions may be formed of different types of polymers or materials, if desired. Some implants or lenses may also have tactile portions made of different materials, for example, one or more tactile portions may be made of the same material as the optical portions, and other tactile portions may be made of materials other than the polymers disclosed herein. Multi-component implants or lenses may be manufactured by embedding one material into another, by simultaneous extrusion processes, by curing a rigid material around a soft material, or by forming an interpenetrating network of rigid components into a pre-formed hydrophobic core. Where one or more tactile portions are made of a material different from the optical portion of the lens, the tactile portions may be attached to the optical portion in any manner known in the art, such as by drilling one or more holes in the optical portion and inserting the tactile portion therein.

[0236] The compositions described herein are designed to be foldable, allowing intraocular lenses to be inserted into an individual's eye through a small incision. In some cases, this incision will be less than 2.5 mm; in others, it will be less than 2 mm. The tactile portion of the lens provides the necessary support for the implant or lens in the eye after insertion and unfolding, and often helps stabilize the lens position after insertion and closure of the incision. The shape of the tactile portion is not particularly limited and can be any desired configuration, such as a plate-like or gradually thickened spiral wire, also known as a C-ring design.

[0237] Before hydration, the diameter of the optical portion of the intraocular lens can be approximately 2 mm to 6 mm. A diameter of 2 mm to 6 mm is fairly standard in the art and is generally chosen to cover the pupil in its fully dilated state under naturally occurring conditions. However, other sizes are conceivable, and the subject matter disclosed in this invention is not limited to any particular diameter or size of the intraocular lens. Furthermore, the optical portion of the lens does not have to be circular; it can also be elliptical, square, or any other shape as needed.

[0238] Intraocular lenses may also include one or more non-optical tactile components extending from the outermost peripheral surface away from the optical portion. The tactile components may have any desired shape, such as a gradient helical filament or a flat plate portion, and serve to support the lens within the posterior chamber of the eye. Lenses with any desired design configuration can be constructed. If the intraocular lens includes components other than the optical and tactile portions, such other portions may be made of a polymer, as with the tactile and optical portions, or, if desired, of a different material.

[0239] Intraocular implant lenses can be inserted into the eye in any manner known in the art. For example, an intraocular lens can be folded before insertion into the eye using an intraocular lens inserter or by small, thin clamps typically used by ophthalmic surgeons. After the implant or lens is in the target position, it is released to unfold. As is well known in the art, the lens to be replaced is typically removed before insertion of the intraocular lens. The intraocular lenses of the subject matter disclosed herein can be made of a generally physiologically inert, soft polymer material that provides a light-transmitting, transparent, and refractive lens body even after folding and unfolding. In some embodiments, the intraocular lenses of the subject matter disclosed herein can be injected into any eye, whereby the mechanically compliant material is folded and forced through a cannula, such as an inner diameter cannula of 1 mm to 3 mm.

[0240] E. Methods for preparing ophthalmic devices In other embodiments, the subject matter disclosed in this invention provides a method for preparing an ophthalmic device, the method comprising: (a) providing any one of composition (A), composition (B), composition (C), composition (D), or composition (E); and (b) forming the ophthalmic device. In other embodiments, the subject matter disclosed in this invention provides a method for preparing an ophthalmic device, the method comprising: (a) preparing a blank from any one of composition (A), composition (B), composition (C), composition (D), or composition (E); and (b) machining the ophthalmic device from the blank. In other embodiments, the subject matter disclosed in this invention provides a method for preparing an ophthalmic device, the method comprising molding the ophthalmic device from any one of composition (A), composition (B), composition (C), composition (D), or composition (E). In other embodiments, the subject matter disclosed in this invention provides a method for preparing an ophthalmic device, the method comprising molding the ophthalmic device from any one of composition (A), composition (B), composition (C), composition (D), or composition (E), and then finishing the lens surface by lathe machining. In a specific embodiment of the above method, the method further includes the step of extracting the ophthalmic device with a solvent. In a specific embodiment, the method further includes the step of hydrating the extracted ophthalmic device with at least one aqueous solution. In a particular embodiment, the method further includes the step of irradiation with a laser, which in a particular embodiment is a two-photon laser, and in a more particular embodiment is a femtosecond two-photon laser. In a more particular embodiment, the method further includes the step of sterilizing the ophthalmic device. The ophthalmic device can be sterilized by known methods, including but not limited to autoclaving.

[0241] Some embodiments of this disclosure will now be described in detail in the following examples. Example

[0242] Unless otherwise specified, test samples for refractive index, dispersion coefficient, water content, and glass transition temperature are polymer button-like materials extracted with acetonitrile or 2-propanol and dried. Unless otherwise specified, test samples for micro-flicker and macro-flicker tests are lenses.

[0243] Refractive index testing method: The refractive index was measured using an Anton Paar Abbemat WR-wavelength refractometer. Before use, the instrument was equilibrated at 25°C or 35°C for at least 1 hour. The measurement wavelength was set to 589.3 nm. The sample was placed on a quartz plate using a pair of tweezers. The instrument cap was closed, and the refractive index was recorded after a 60-second holding time. Measurements were performed on three polymer button-like objects, and the average value was recorded. In some embodiments described herein, measurements were performed on two sides of the three polymer button-like objects, and the average of six measurements was recorded.

[0244] Dispersion coefficient testing method: After measuring the refractive index at 589.3 nm, the refractive indices at 486.1 nm and 656.3 nm are determined. Measurements are performed on three polymer button-shaped objects, and for each polymer button-shaped object, the refractive index at all three wavelengths is measured before the next repetition. Water content is calculated as follows: ; in n D , n F and n C The refractive index of the material is given at wavelengths of the Fraunhofer D-, F-, and C- spectral lines (589.3 nm, 486.1 nm, and 656.3 nm, respectively). The average of three measurements is recorded. In some embodiments illustrated herein, measurements are taken on two sides of three polymer button-like objects, and the average of six measurements is recorded.

[0245] As described in the embodiments, the moisture content is measured by gravimetric analysis using either a "drying method" or a "hydration method".

[0246] In the “Drying Method,” three polymer button-shaped specimens (each approximately 2 mm thick and 13 mm in diameter) were equilibrated for approximately 14 days at 37°C in individual glass scintillation vials containing approximately 10 mL of PBS. Each polymer button-shaped specimen was removed from the vial using sharp-tipped metal tweezers and briefly blotted dry on all sides (flat surfaces and edges) with lint-free blotting paper to remove surface / excess PBS. Each button-shaped specimen was placed in a balancing weighing pan using dry tweezers and weighed individually. The wet weight of each polymer button-shaped specimen was defined as the total weight of the pan and the wet button-shaped specimen minus the weight of the weighing pan alone. The sample pan was placed in a vacuum oven preheated to 60°C for 30 minutes, and the dry weight was measured. A vacuum was applied until a pressure of at least 1 inch of mercury (Hg) was reached; lower pressures were permissible. The vacuum valve and pump were closed, and the specimens were allowed to dry for 24 hours. The vent valve was opened to allow dry air or dry nitrogen to enter. Once the oven reached atmospheric pressure, the pan was removed and weighed. After weighing the pan (containing the polymer button-like material), the polymer button-like material is placed in a vacuum oven and dried for another 24 hours, then weighed to provide data at 48 hours of drying. This process is repeated to generate data at 72 hours of drying. At each time point, the dry weight is defined as the total weight of the pan and the dried button-like material minus the weight of the individual weighing pan. The moisture content of the polymer button-like material is calculated as follows: Moisture content % (%WC) = (Wet weight - Dry weight) / Wet weight × 100. The mean and standard deviation of the moisture content are calculated, and the mean is recorded as the moisture content % of the button-like material.

[0247] Alternatively, the water content was determined by gravimetric analysis using the "hydration method". In this method, three dried polymer button-shaped samples (previously thoroughly extracted and dried with 2-propanol) were weighed separately and transferred to individual glass scintillation vials using sharp-tipped metal tweezers. Approximately 10 mL of deionized water was transferred to each vial, and the samples were incubated at 37°C for 7 days. After incubation, the polymer button-shaped samples were removed from the vials using sharp-tipped metal tweezers, and lint-free blotting paper was used to briefly blot dry all sides (flat surfaces and edges) to remove surface / excess water. Each polymer button-shaped sample was placed in a weighing pan using dry tweezers and weighed individually. After weighing, the polymer button-shaped samples were transferred back to the vials and incubated at 37°C for another 7 days to determine the water content at 14 days. At each time point, the water content of the polymer button-shaped samples was calculated as follows: (%WC) = (wet weight - dry weight) / wet weight × 100.

[0248] Glass transition temperature testing method: Due to the thickness and / or brittleness of the polymer button-like material, the test sample is cut from the center of the polymer button-like material or lens using a razor blade. The sample cannot be stamped out like a film. The test sample (in duplicate) is analyzed on a DSCQ2000 Ta instrument under a nitrogen atmosphere at a heating rate of 10°C / min and a cooling rate of 5°C / min. The glass transition temperature is determined by the first and second heating scans (scans 1 and 2, respectively).

[0249] Microflicker assay method: Before adjusting the lens for dark-field optical microscopy, the lens is extracted in acetonitrile or methanol. For extraction, the lens is placed individually in a lens cassette containing 3 mL of acetonitrile or methanol and extracted overnight at ambient temperature, followed by three aliquots of 3 mL of acetonitrile or methanol at 4-hour intervals. After the final extraction, the lens is air-dried at ambient temperature for at least six days. The lens is then cleaned to remove any visible residual debris from its construction and extraction process, and then immersed in a 0.9% saline solution in a fluid cell. Microcavitation can be induced by placing these cells in an oven at 35°C for approximately 15 hours. The lens is removed from the oven and equilibrated at room temperature for at least 2 hours, and then analyzed by dark-field optical microscopy as described in Biomedical Optics Letters, 2013, Vol. 4, No. 8, the full text of which is incorporated herein by reference. Any standard optical microscope or camera capable of dark-field imaging can be used. Under dark-field settings, the intraocular lens is illuminated by a halo of light at an angle of inclination. If no microcavities or other light scattering centers are present, the image is black. As the number of microcavities increases, the amount of forward-scattered light increases, resulting in a star-like pattern of forward-scattered light against a dark background. The density of microcavities is determined using ImageJ (or another similar post-image processing software program) from dark-field photomicrographs of small microcavity clusters. A circular area with a diameter of 4 mm is examined, and the density of microcavities (number of microcavities or microflakes per square millimeter (# / mm)) is calculated. 2 Generally speaking, intraocular lenses with fewer microcavities or microflares provide better visual acuity than those with more forward scattering, and are therefore preferred. Approximately 4 / mm 2 The micro-flicker density is considered to be low and equivalent to an intraocular lens that is not associated with any flicker.

[0250] Macrosparkling test method: Place the lens individually in a lens case containing 3 mL of acetonitrile (ACN). Extract the lens at ambient temperature for four hours. Remove the acetonitrile with a disposable pipette, then add 3 mL of acetonitrile. Then extract the lens overnight at ambient temperature. Remove the acetonitrile with a disposable pipette, then add 3 mL of acetonitrile. Extract the lens at ambient temperature for four hours. Remove the acetonitrile with a disposable pipette, then add 3 mL of acetonitrile. Extract the lens at ambient temperature for four hours. Remove the acetonitrile with a disposable pipette and air-dry the lens at ambient temperature for at least six days. Place the air-dried lens individually in a lens case containing 3 mL of methanol and equilibrate overnight at ambient temperature. Alternatively, the lens may initially be extracted directly with an aliquot of 3 mL of methanol overnight, followed by three exchanges of the 3 mL aliquot of methanol at 4-hour intervals. Following organic extraction by any method, the lens was then gradually immersed in DPBS solution using the following gradient equilibration process: (1) the lens was placed alone in an 80% (v / v) methanol aqueous solution containing 3 mL at ambient temperature for four hours; (2) the 80% (v / v) methanol aqueous solution was replaced with 3 mL of 60% (v / v) methanol aqueous solution at ambient temperature for four hours; (3) the 60% (v / v) methanol aqueous solution was replaced with 3 mL of 50% (v / v) methanol:DPBS at ambient temperature overnight; (4) Then, at ambient temperature, 3 mL of 40% (v / v) methanol:DPBS was used to replace 50% (v / v) methanol:DPBS for four hours, (5) then at ambient temperature, 3 mL of 20% (v / v) methanol:DPBS was used to replace 40% (v / v) methanol:DPBS for four hours, and finally (6) after at least two rinsing steps with 3 mL of DPBS to remove methanol, 3 mL of DPBS was used to replace 20% (v / v) methanol:DPBS overnight at ambient temperature, and then equilibrated overnight in DPBS. Cavities of scattered light were generated in the test lenses (constructed without extraction, dried only after acetonitrile extraction, or constructed after organic extraction and gradient equilibration) by placing the test lenses individually in a lens box containing 3 mL of PBS. After screwing on the lid, the box was placed in an incubator at 37°C for at least three days. Thereafter, the lenses were evaluated by dark-field microscopy at 25x to 30x magnification using a (Nikon SMZ1500) microscope. When the number of macro flashes is very small, these macro flashes can be counted.

[0251] The following abbreviations will be used in the embodiments, and they have the following meanings: TL03 lighting: Phillips TLK 40W / 03 bulb LED: Light Emitting Diode RMM: Reactive Monomer Mixture RI(25): Refractive index measured at 25°C RI (35): Refractive index measured at 35°C Dispersion coefficient # (25): Dispersion coefficient measured at 25°C Dispersion coefficient # (35): Dispersion coefficient measured at 35°C T g Glass transition temperature (°C) determined by differential scanning calorimetry (DSC). Mm: millimeter Cm: centimeters µm: micrometer nm: nanometer µL: microliters mW: milliwatt G / mol: grams per mole Dalton: grams per mole kDa: kilodalton PBS: Phosphate-buffered saline DPBS: Dulbecco phosphate buffer without calcium or magnesium ions. ACN: Acetonitrile CHA: Cyclohexyl acrylate [CAS 3066-71-5] (TCI or Alfa Aesar) EGDCA: Ethylene glycol dicyclopentenyl ether acrylate [CAS 65983-31-5] (Sigma-Aldrich) BCHA: ((1R,2S,4R)-bicyclo[2.2.1]hept-5-en-2-yl)methyl acrylate or cycloacrylate or [(1S,4S)-2-bicyclo[2.2.1]hept-5-en-yl]methylprop-2-enoate [CAS 95-39-6] (monomers-polymers and DAJAC Labs Inc.) CAA: Cinnamyl acrylate NHA: n-Hexyl acrylate [CAS 2499-95-8] (Sigma-Aldrich) PEA: 2-Phenylethyl acrylate [CAS 3530-36-7] (MPD) PEMA: 2-Phenylethyl methacrylate [CAS 3683-12-3] PPA: 3-Phenylacetyl Acrylate [CAS 85909-41-7] TCDA: Three-ring [5.2.1.0] 2,6Decanedimethyl diacrylate or dihydroxymethyltricyclodecane diacrylate [CAS 42594-17-2] (Sigma-Aldrich or Kyoisha Chemical Co.) DMA: N,N-Dimethylacrylamide [CAS 2680-03-7] (TCI or Sigma-Aldrich) NVP: N-vinylpyrrolidone-2-one HEMA: 2-Hydroxyethyl Methacrylate (Bimax) HBA: 4-Hydroxybutyl acrylate [CAS 2478-10-6] (TCI or BASF) mPEG 300: Poly(ethylene glycol) methyl ether methacrylate (M n =300 grams per mole (Sigma-Aldrich) PEG-OH 200: Poly(ethylene glycol) methacrylate (Polysciences; the molecular weight of the polyethylene glycol block is 200 g / mol) PEG-OH 360: Poly(ethylene glycol) methacrylate (M n =360 g / mol (Sigma-Aldrich) PVP K90: Poly(N-vinylpyrrolidone) [CAS 9003-39-8] (ISP Ashland) PDMA: Polydimethylacrylamide (M n =414kDa; M w =498kDa; Toray Corporation) Molecular weight was determined using size exclusion chromatography and multi-angle light scattering (SEC-MALS). The SEC-MALS setup used an acetonitrile-water mobile phase consisting of 80% (v / v) 50 mM Na₂SO₄ and 20% (v / v) acetonitrile at a flow rate of 0.5 mL / min and a temperature of 40 °C. Two tandem Tosoh Biosciences TSK-gel columns [SuperAW4000 and SuperAW5000] were used, equipped with an online Agilent 1200UV / VIS diode array detector, a Wyatt Optilab rEX interferometer, and a Wyatt mini-DAWN Treos multi-angle laser scattering (MALS) detector (λ = 658 nm). Absolute molecular weight and polydispersity were calculated using the Wyatt ASTRA VI SEC / LS software package. Approximately 40 mg of PDMA was dissolved in the wetting solution in a 10 mL volumetric flask. Wetting solution: Dissolve 18.52 g (300 mmol) of boric acid, 3.7 g (9.7 mmol) of sodium borate decahydrate, and 28 g (197 mmol) of sodium sulfate in enough deionized water to fill a 2 L volumetric flask. Three different solutions were prepared and tested. Monomeric serum albumin samples were also tested using a solution prepared from only 10 mg of protein in 10 mL of the wetting solution. All solutions were filtered through a 0.45 μm nylon membrane filter before being injected into the SEC-MALS system. The number-average molecular weight of the three samples was 414 kDa (standard deviation 12 kDa); the weight-average molecular weight of the three samples was 498 kDa (standard deviation 11 kDa); resulting in a polydispersity index of 1.2.

[0252] Omnirad 819: Bis(2,4,6-trimethylbenzoyl)-phenylphosphine oxide [CAS 162881-26-7] (IGM resin) AIBN: Azobisisobutyronitrile [CAS 78-67-1] mPDMS: Mono-n-butyl-terminated monomethacryloyloxypropyl-terminated polydimethylsiloxane (M n =500 Daltons - 1500 Daltons (Gelest) SiMAA: 2-Acrylic acid, 2-methyl-2-hydroxy-3-[3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxyl]propoxy]propyl ester (Toray) or 3-(3-(1,1,1,3,5,5,5-heptamethyltrisiloxane-3-yl)propoxy)-2-hydroxypropyl methacrylate HO-mPDMS: Mono-n-butyl-terminated mono(2-hydroxy-3-methacryloyloxypropoxy)-propyl-terminated polydimethylsiloxane (Mn =1400 Daltons, n=15 (Ortec or DSM-Polymer Technology Group) EGDMA: Ethylene dimethacrylate (Esstech) ac-PDMS: Bis-3-acryloyloxy-2-hydroxypropoxypropyl polydimethylsiloxane (Tegomer V-Si 2250 from Evonik) XLMA: Bis-3-methacryloyloxy-2-hydroxypropoxypropyl polydimethylsiloxane (M n =2000 Daltons, n=20) (Shin Etsu) UV-HEV or UV / HEV: Ultraviolet and / or high-energy visible light UVB: 3-(3-(tert-butyl)-5-(5-chloro-2H-benzo[d][1,2,3]triazol-2-yl)-4-hydroxyphenyl)propyl methacrylate or 2-methyl acrylate, 3-[3-tert-butyl-5-(5-chlorobenzotriazol-2-yl)-4-hydroxyphenyl]-propyl methacrylate (Adesis) HEVB: Ethyl 2-(2-cyano-2-(9H-thioxanthoxy-9-ylidene)acetamido)methacrylate Preparation of HEVB: 2-(2-cyano-2-(9H-thioxanth-9-ylidene)acetamido)ethyl methacrylate (B) was synthesized as shown in Scheme 1.

[0253] Option 1: In a nitrogen atmosphere, methyl cyanoacetate (40 g, 0.4037 mol) and 25 mL dichloromethane were stirred in a 500 mL three-necked round-bottom flask equipped with a reflux condenser. 2-Aminoethanol (23.8 g, 0.3897 mol, approximately 0.97 eq.) was added to the solution via a feeding funnel, after which the temperature was raised and methylene chloride began to reflux. After the exothermic reaction ceased, external heat was applied to continue the gentle reflux for a total of two hours. Ethanolamine was then not observed by thin-layer chromatography.

[0254] The reaction can also be carried out at room temperature and is completed within a few hours.

[0255] The mixture was cooled to room temperature, and all methylene chloride was evaporated under reduced pressure. The remaining oil was washed three times with 50 mL of ethyl acetate to remove unreacted starting material and nonpolar impurities. The remaining ethyl acetate was then removed under reduced pressure, and the resulting oil was used for acylation without any further purification.

[0256] In a three-necked round-bottom flask equipped with a reflux condenser, a feeding funnel, and a magnetic stir bar, crude N-2-hydroxyethylacetamide derivative was dissolved in 150 mL of dichloromethane containing 40 g of pyridine (approximately 0.5 mol). The flask was immersed in an ice bath and cooled to approximately 0 °C. Methacrylamide chloride (45.76 g, approximately 0.44 mol) was added dropwise through the feeding funnel, and the resulting reaction mixture was warmed to room temperature while continuously stirring. Methanol (20 mL) was added to the flask to quench any unreacted methacryloyl chloride. Volatile components were removed by rotary evaporation under reduced pressure, and the crude product was dissolved in 800 mL of diluted HCl aqueous solution. The resulting aqueous solution was extracted three times with 100 mL of hexane in a separatory funnel to remove any nonpolar impurities. The organic layer was discarded. Sodium chloride was added to the aqueous layer, which was then extracted three times with 300 mL of ethyl acetate. Approximately 50 mg of BHT was added as an inhibitor to the combined organic fractions, and ethyl acetate was removed by rotary evaporation under reduced pressure. During solvent removal, the crude product crystallized from the solution. When approximately 100 mL of ethyl acetate remained in the flask, 250 mL of hexane was added, and the crude product was separated by vacuum filtration using a sintered glass funnel. Thin-layer chromatography indicated the presence of a single compound. The filter cake was washed twice with 150 mL of hexane and then dried under vacuum at 40 °C to give 53 g (approximately 70% yield) of 2-(2-cyanoacetamido)ethyl methacrylate (A). 1 ¹H NMR (500MHz, CDCl₃) δ 1.93 (3H, s, CH₃), 3.36 (2H, s, CNCH₂), 3.60 (2H, dd, CH₂NH), 4.26 (2H, t, CH₂OC=O), 5.59 (1H, m, ethylene), 6.11 (1H, bs, ethylene), 6.52 (1H, bs, NH).

[0257] Under a nitrogen atmosphere, 9 HA mixture of thioxanthone (2.12 g, 0.01 mol) and thionyl chloride (5 mL, 8.2 g, approx. 0.07 mol) was refluxed in a 50 mL round-bottom flask with constant stirring. After two hours, the red solution was evaporated to dryness, ensuring that all unreacted thionyl chloride was removed from the system. Ethyl 2-(2-cyanoacetamido)methacrylate (A) (2.3 g, 0.0117 mol, approx. 1.17 eq.) and 15 mL of dichloromethane were added, and the resulting reaction mixture was heated to reflux under nitrogen. The reaction was monitored by thin-layer chromatography. After two hours, no change was observed in the chromatogram, so the reactive mixture was cooled to room temperature. After passing through a short silica gel column (CH2Cl2, followed by 8 wt% EtOAc in CH2Cl2), 2-(2-cyano-2-(9H-thioxanthoxy-9-ylidene)acetamido)ethyl methacrylate (B) was isolated as yellow crystals (3.2 g, yield 82%). 1 ¹H NMR (500MHz, CDCl₃) δ 1.84 (3H, s, CH₃), 3.47 (2H, m, CH₂NH), 4.01 (2H, t, CH₂OC=O), 5.55 (1H, m, ethylene), 5.91 (1H, bs, NH), 5.98 (1H, bs, ethylene), 7.24 (1H, t, Ar-H), 7.31 (1H, t, Ar-H), 7.39 (2H, m, Ar-H), 7.49 (1H, d, Ar-H), 7.55 (1H, m, Ar-H), 7.61 (1H, d, Ar-H), 8.04 (1H, m, Ar-H).

[0258] CHMA: Cyclohexyl methyl acrylate CHEA: 2-Cyclohexylethyl acrylate CHPA: 3-Cyclohexylpropyl acrylate Synthesis of cyclohexyl methyl acrylate (CHMA): Cyclohexyl methanol (25.0 g, 219.0 mmol) and triethylamine (33.46 g, 330.7 mmol) were dissolved in dichloromethane (450 mL) and cooled to approximately 0 °C using an ice bath. Acryloyl chloride (29.74 g, 328.5 mmol) was added over 20 minutes while maintaining a constant temperature of approximately 0 °C. After the addition was complete, the reaction mixture was stirred at 0 °C for 30 minutes, and then stirred overnight at ambient temperature. Thin-layer chromatography was used to monitor the reaction progress. When the reaction was complete, triethylammonium chloride was filtered off; dissolved in deionized water (200 mL) and extracted with dichloromethane (3 × 50 mL). The combined filtrates and organic extracts were washed with water (2 × 50 mL) and brine (25 mL), dried over anhydrous Na₂SO₄, filtered under vacuum, and concentrated by rotary evaporation. The crude product was then passed through a short silica gel stopper and eluted with a 10% ethyl acetate solution in hexane to obtain the desired product CHMA (98% yield), which was a clear oil. 1 H-NMR (500MHz, CDCl3): δ 6.39 (1H, dd, J =1.0, 17.0Hz), 6.12 (1H, dd, J = 10.0, 17.0Hz), 5.81 (1H, dd, J = 1.5, 10.0Hz), 3.97 (2H, d, J = 6.0Hz), 1.76-1.62 (6H, m), 1.31-1.15 (3H, m), 0.95-1.01 (2H,m).

[0259] Synthesis of 2-cyclohexylethyl acrylate (CHEA): 2-cyclohexylethyl acrylate was prepared by the same general process, except that 2-cyclohexylethanol was used instead of cyclohexylmethanol (99% yield). 1 H-NMR (500MHz, CDCl3): δ 6.38 (1H, dd, J = 1.1, 17.2Hz), 6.11 (1H, dd, J = 10.1, 17.2Hz), 5.80 (1H, dd, J =1.4, 10.1Hz), 4.18 (2H, t, J= 7.0Hz), 1.74-1.62 (5H, m), 1.58-1.54 (2H, m), 1.39-1.36 (1H, m), 1.27-1.13 (3H, m), 0.97-0.90 (2H, m).

[0260] Synthesis of 3-cyclohexylpropyl acrylate (CHPA): 3-cyclohexylpropyl acrylate was prepared by the same general process, except that 3-cyclohexylpropanol was used instead of cyclohexylmethanol (99% yield). 1 H-NMR (500MHz, CDCl3): δ 6.40 (1H, dd, J = 1.0, 17.1Hz), 6.11 (1H, dd, J = 10.0, 17.1Hz), 5.81 (1H, dd, J =1.5, 10.0Hz), 4.13 (2H, t, J = 7.1Hz), 1.71-1.64 (7H, m), 1.25-1.20 (6H, m), 0.91-0.88 (2H, m).

[0261] Examples 1 to 5 Under yellow illumination, the top space was backfilled with nitrogen by bubbling with nitrogen for at least 3 minutes, and then immediately transferred to a filling chamber with a nitrogen atmosphere to degas the RMM listed in Table 1. This filling chamber had an oxygen content of less than 0.1% (v / v) and an internal temperature at ambient temperature. Polymer button-like structures (approximately 2 mm thick and 13 mm in diameter) were constructed using Teflon cups and circular glass plates held together in stainless steel clamps (base and open nut). Approximately 350 μL of RMM was dispensed into the Teflon cups and assembled with the glass plates and stainless steel clamps. The assembly was transferred to a curing chamber maintained at a temperature between 55°C and 60°C, and then cured using a curing strength of 3-4 mW / cm². 2 Cured with TL03 lamp for 15 minutes, then the strength is 6-7 mW / cm. 2 The cured components were then cured for 15 minutes using a TL03 lamp. The cured components were then manually demolded. All samples were transparent and exhibited low levels of surface adhesion. For each embodiment, the refractive index and dispersion coefficient were determined on the unextracted button-like material and are listed in Table 1.

[0262] Table 1 The RMM in Table 1 includes cyclohexyl acrylate, styrene acrylate, n-hexyl acrylate, and an alicyclic crosslinking agent. The amounts of cyclohexyl acrylate and styrene acrylate were varied, but the amounts of n-hexyl acrylate and the alicyclic crosslinking agent remained constant. Tests showed that when the concentration of cyclohexyl acrylate decreased, the dispersion coefficient also decreased, while the RI measurement results increased.

[0263] Examples 6 to 10 Under yellow illumination, the top space was backfilled with nitrogen by bubbling with nitrogen for at least 3 minutes, and then immediately transferred to a filling chamber with a nitrogen atmosphere to degas the RMM listed in Table 2. This filling chamber had less than 0.1% (v / v) oxygen and an internal temperature at ambient temperature. The polymer button-like structures were constructed as described in Examples 1 through 5. Approximately 350 μL of RMM was dispensed into Teflon cups and assembled with glass plates and stainless steel clamps. The assembly was transferred to a curing chamber maintained at a temperature between 55°C and 60°C, and then cured using a strength of 3-4 mW / cm². 2 Cured with TL03 lamp for 15 minutes, then the strength is 6-7 mW / cm. 2 The cured components were then cured for 15 minutes under a TL03 lamp. The cured components were then manually demolded. All samples were transparent and exhibited low levels of surface adhesion, which decreased with increasing TCDA levels. For each embodiment, the refractive index and dispersion coefficient were determined on the unextracted button-like material and are listed in Table 2. In some embodiments, these measurements were performed on the front and rear surfaces of the sample. These surfaces were in contact with a Teflon cup or glass clamp. Small differences in the refractive index and dispersion coefficient were measured between the surfaces in contact with the Teflon and glass.

[0264] Examples 11 and 12 Under yellow illumination, the top space was backfilled with nitrogen by bubbling with nitrogen for at least 3 minutes, and then immediately transferred to a filling chamber with a nitrogen atmosphere to degas the RMM listed in Table 2. This filling chamber had less than 0.1% (v / v) oxygen and an internal temperature at ambient temperature. Approximately 350 μL of RMM was dispensed into an O-ring placed between two glass plates and held together by clamps. The device was then transferred to a curing chamber maintained at a temperature between 55°C and 60°C, and then cured with a strength of 3-4 mW / cm². 2 Cured with TL03 lamp for 15 minutes, then the strength is 6-7 mW / cm. 2 The cured components were then cured for 15 minutes using a TL03 lamp. The cured components were then manually demolded. All samples were transparent and exhibited low levels of surface adhesion; Example 12 showed no adhesion. For each example, the refractive index and dispersion coefficient were determined on unextracted button-like material and are listed in Table 2.

[0265] Table 2 The RMMs described in Examples 6 through 10 maintain substantially similar amounts of cyclohexyl acrylate and phenethyl acrylate, but the amounts of n-butyl acrylate and crosslinking agent vary. The dispersion coefficient is generally consistent in these examples, but a measurable increase in refractive index is observed with increasing concentration of the alicyclic crosslinking agent. The RMMs shown in Examples 11 and 12 generally demonstrate that the inclusion of XMLA crosslinking agent does not substantially affect RI or Abbe measurements. However, compared to Examples 6 through 10, the amount of cyclohexyl acrylate is lower, the amount of phenethyl acrylate is relatively higher, and the dispersion coefficient is reduced.

[0266] Examples 13 to 14 Under yellow illumination, the top space was backfilled with nitrogen by bubbling with nitrogen for at least 3 minutes, and then immediately transferred to a filling chamber with a nitrogen atmosphere to degas the RMM listed in Table 3. This filling chamber had less than 0.1% (v / v) oxygen and an internal temperature at ambient temperature. The polymer button-like structures were constructed as described in Examples 1 through 5. Approximately 350 μL of RMM was dispensed into Teflon cups and assembled with glass plates and stainless steel clamps. The assembly was transferred to a curing chamber maintained at a temperature between 55°C and 60°C, and then cured using a strength of 3-4 mW / cm². 2 Cured with TL03 lamp for 15 minutes, then the strength is 6-7 mW / cm. 2 The curing was then performed for 15 minutes using a TL03 lamp. The cured components were manually demolded. All samples were transparent and exhibited no surface adhesion. For each example, the refractive index and dispersion coefficient were determined on unextracted button-like samples and are listed in Table 3. These experiments demonstrate the effect of varying HBA and PVP 90 concentrations on RI and Abbe.

[0267] Example 15 Under yellow illumination, the top space is backfilled with nitrogen by bubbling with nitrogen for at least 3 minutes, and then immediately transferred to a filling chamber with a nitrogen atmosphere to degas the RMM listed in Table 3. This filling chamber has less than 0.1% (v / v) oxygen and an internal temperature at ambient temperature. Approximately 350 μL of RMM is dispensed using a Teflon cup assembly, or by dispensing into the interior of an O-ring placed between two glass plates and held together by clamps to construct a polymer button-like structure. The device is then transferred to a curing chamber maintained at a temperature between 55°C and 60°C, and then cured using a strength of 3-4 mW / cm². 2 Cured with TL03 lamp for 15 minutes, then the strength is 6-7 mW / cm. 2The curing was then performed for 15 minutes using a TL03 lamp. The cured components were manually demolded. The samples were substantially transparent and exhibited no surface adhesion. For each embodiment, the refractive index and dispersion coefficient were determined on the unextracted button-like material and are listed in Table 3.

[0268] Example 16 Under yellow illumination, the top space was backfilled with nitrogen by bubbling with nitrogen for at least 3 minutes, and then immediately transferred to a filling chamber with a nitrogen atmosphere to degas the RMM listed in Table 3. This filling chamber had less than 0.1% (v / v) oxygen and an internal temperature at ambient temperature. Approximately 350 μL of RMM was dispensed into an O-ring placed between two glass plates and held together by clamps. The device was then transferred to a curing chamber maintained at a temperature between 55°C and 60°C, and then cured with a strength of 3-4 mW / cm². 2 Cured with TL03 lamp for 15 minutes, then the strength is 6-7 mW / cm. 2 The curing was then performed for 15 minutes using a TL03 lamp. The cured components were manually demolded. The samples were substantially transparent and exhibited no surface adhesion. For each embodiment, the refractive index and dispersion coefficient were determined on the unextracted button-like material and are listed in Table 3.

[0269] Example 17 Under yellow illumination, the top space was backfilled with nitrogen by bubbling with nitrogen for at least 3 minutes, and then immediately transferred to a filling chamber with a nitrogen atmosphere to degas the RMM listed in Table 3. This filling chamber had less than 0.1% (v / v) oxygen and an internal temperature at ambient temperature. Approximately 350 μL of RMM was dispensed into an O-ring placed between two glass plates and held together by clamps. The device was then transferred to a curing chamber maintained at a temperature between 55°C and 60°C, and then cured with a strength of 3-4 mW / cm². 2 Cured with TL03 lamp for 15 minutes, then the strength is 6-7 mW / cm. 2 The cured components were then cured for 15 minutes under a TL03 lamp. The cured components were then manually demolded. The samples were substantially transparent (slightly hazy) and exhibited no surface adhesion. For each embodiment, the refractive index and dispersion coefficient were determined on the unextracted button-like material and are listed in Table 3.

[0270] Example 18 Under yellow illumination, the top space is backfilled with nitrogen by bubbling with nitrogen for at least 3 minutes, and then immediately transferred to a filling chamber with a nitrogen atmosphere to degas the RMM listed in Table 3. This filling chamber has less than 0.1% (v / v) oxygen and an internal temperature at ambient temperature. Approximately 350 μL of RMM is dispensed into Teflon cups and assembled with glass plates and stainless steel clamps. The device is then transferred to a curing chamber maintained at a temperature between 55°C and 60°C, and then cured with a strength of 3-4 mW / cm². 2 Cured with TL03 lamp for 15 minutes, then the strength is 6-7 mW / cm. 2 The cured components were then cured for 15 minutes using a TL03 lamp. The cured components were then manually demolded. All samples were transparent and exhibited slight surface adhesion. For each embodiment, the refractive index and dispersion coefficient were determined on the unextracted button-like material and are listed in Table 3. In some embodiments, these measurements were performed on the front and back surfaces of the sample. These surfaces were in contact with a Teflon cup, glass clamp, or glass plate. Small differences in the refractive index and dispersion coefficient were measured between the surfaces in contact with the Teflon and glass.

[0271] Table 3 All of the above embodiments exhibit the desired RI and dispersion coefficient.

[0272] Examples 19 to 24 Under yellow illumination, the top space was backfilled with nitrogen by bubbling with nitrogen for at least 3 minutes, and then immediately transferred to a filling chamber with a nitrogen atmosphere to degas the RMM listed in Table 4. This filling chamber had less than 0.1% (v / v) oxygen and an internal temperature at ambient temperature. Approximately 350 μL of RMM was dispensed into an O-ring placed between two glass plates and held together by clamps. The device was then transferred to a curing chamber maintained at a temperature between 55°C and 60°C, and then cured with a strength of 3-4 mW / cm². 2 Cured with TL03 lamp for 15 minutes, then the strength is 6-7 mW / cm. 2 The curing was then performed for 15 minutes using a TL03 lamp. The cured components were then manually demolded. The samples were transparent and exhibited no surface adhesion. For each embodiment, the refractive index and dispersion coefficient were determined and are listed in Table 4.

[0273] Example 25 Under yellow illumination, the top space is backfilled with nitrogen by bubbling with nitrogen for at least 3 minutes, and then immediately transferred to a filling chamber with a nitrogen atmosphere to degas the RMM listed in Table 4. This filling chamber has less than 0.1% (v / v) oxygen and an internal temperature at ambient temperature. Approximately 350 μL of RMM is dispensed into an O-ring placed between two glass plates and held together by clamps. The device is then transferred to a curing chamber maintained at a temperature of approximately 40°C, and then cured with a strength of 18-20 mW / cm². 2 Cured under a 430nm LED for approximately 60 minutes. The cured component was manually demolded. The sample was transparent and exhibited no surface adhesion. For each embodiment, the refractive index and dispersion coefficient were determined on the unextracted button-like material and are listed in Table 4.

[0274] Table 4 Examples 26 to 32 Under yellow illumination, the top space was backfilled with nitrogen by bubbling with nitrogen for at least 3 minutes, and then immediately transferred to a filling chamber with a nitrogen atmosphere to degas the RMM listed in Table 5. This filling chamber had less than 0.1% (v / v) oxygen and an internal temperature at ambient temperature. Approximately 350 μL of RMM was dispensed into an O-ring placed between two glass plates and held together by clamps. The device was then transferred to a curing chamber maintained at a temperature between 55°C and 60°C, and then cured with a strength of 3-4 mW / cm². 2 Cured with TL03 lamp for 15 minutes, then the strength is 6-7 mW / cm. 2 The curing was then performed for 15 minutes using a TL03 lamp. The cured components were manually demolded. The samples were transparent and exhibited no surface adhesion. For each embodiment, the refractive index and dispersion coefficient were determined on the unextracted button-like material and are listed in Table 5.

[0275] Table 5 As can be seen, Examples 26 to 32 show data for samples prepared using components similar to those in the previous examples, but also with a polyamide wetting agent (PVP) and additional hydroxybutyl acrylate monomers. High refractive index measurements (all exceeding 1.5) and dispersion coefficients (48-50) were recorded.

[0276] Examples 33 to 34 Under yellow illumination, the top space was backfilled with nitrogen by bubbling with nitrogen for at least 3 minutes, and then immediately transferred to a filling chamber with a nitrogen atmosphere to degas the RMM listed in Table 6. This filling chamber had an oxygen content of less than 0.1% (v / v) and an internal temperature at ambient temperature. Approximately 350 μL of RMM was dispensed into an O-ring placed between two glass plates and held together by clamps. The device was then transferred to a curing chamber maintained at a temperature between 55°C and 60°C, and then cured with a strength of 3-4 mW / cm². 2 Cured with TL03 lamp for 15 minutes, then the strength is 6-7 mW / cm. 2 The curing was then performed for 15 minutes using a TL03 lamp. The cured component was manually demolded. Example 33 was transparent and exhibited no surface adhesion. Example 34 was slightly blurred and exhibited no surface adhesion. For each example, the refractive index and dispersion coefficient were determined on the unextracted button-like material and are listed in Table 6.

[0277] Table 6 Examples 35 to 36 and Comparative Examples 1-2 Prepare the reactive monomer mixture using the formulations listed in Table 7 under yellow illumination. Accurately weigh all components into an amber glass container and tighten with a PTFE-lined nut. Place the container on a can-type roller and roll until a homogeneous mixture is obtained. Filter the RMM through a 0.45µm PTFE membrane (Pall Corporation, part number 66148) using a Luerlock glass syringe and stainless steel filter clamp, then degas by bubbling with nitrogen for at least 3 minutes and backfilling with nitrogen. Place the degassed RMM in the RMM mold filling compartment of a glove box (<0.1% oxygen, room temperature); unscrew the cap; and allow the RMM to equilibrate for approximately 3 minutes before use.

[0278] In a glove box with a nitrogen atmosphere and less than 0.1% oxygen (v / v), approximately 75–100 µL of the reactive mixture was dispensed at room temperature into a front-curved mold made of polypropylene using an Eppendorf pipette. A bottom-curved mold, also made of polypropylene, was then placed on top of the front-curved mold. The polypropylene molds were allowed to equilibrate in the glove box for at least twelve hours prior to dispensing. The assembly was then transferred to an adjacent glove box maintained at approximately 60–65°C, and the lens was cured for a total of ninety minutes from top to bottom using 435 nm LEDs on both sides at the following intensity distribution: 5 mW / cm². 2 The next 20 minutes (2.5mW / cm) 2 Top and 2.5mW / cm 2 (bottom), 10mW / cm 2 Next 20 minutes (5mW / cm)2 Top and 5mW / cm 2 (Bottom), 20mW / cm 2 Next 20 minutes (10mW / cm) 2 Top and 10mW / cm 2 (bottom) and 30mW / cm 2 30 minutes (15mW / cm) 2 Top and 15mW / cm 2 bottom).

[0279] Manually demold the cured components. Use tweezers to separate the bottom surface mold from the front surface mold and remove any flash polymer. Place the front surface mold, still with the lens attached, in a refrigerator at 4°C for at least one minute; then remove the cold mold and mechanically release the lens by applying force to the opposite sides of the mold.

[0280] Example 36 follows the process of Example 35, except that it is heat-cured at 60°C to 65°C for 72 hours instead of being photocured. Both photocured and heat-cured lenses are used for scintillation analysis.

[0281] A polymer button-like assembly was constructed for measuring refractive index, dispersion coefficient, and glass transition temperature. Approximately 350 μL of RMM was dispensed into an O-ring placed between two glass plates and held together by clamps. The assembly was transferred to an adjacent glove box maintained at approximately 60°C to 65°C and cured using the light conditions described above for the corresponding lens. The polymer button-like assembly of Example 36 was prepared similarly, except that it was heat-cured at 60°C to 65°C for 72 hours instead of light-curing.

[0282] For Example 35, the refractive index, dispersion coefficient, and glass transition temperature were measured on the unextracted polymer button-like material and are listed in Table 7. Additionally, the glass transition temperature of Example 36 was measured. Microcavities or microflares from the unextracted lenses of Example 35, Comparative Examples 1 and 2 were analyzed following the procedures described previously in the “Microflare Testing Method”, and dark-field micrographs are shown in […]. Figure 1 In addition, the macrocavitation or macroflash of Example 35 was analyzed according to the procedures previously described in the "Macroflash Test Method", and the dark-field micrographs are shown in... Figure 2 Three conditions were compared. Under the first condition, lenses were constructed without extraction and incubated in PBS at 37°C for 3 days. Under the second condition, lenses were constructed according to the steps previously described in the "Macroflash Test Method," extracted with acetonitrile, dried, and subsequently incubated in PBS at 37°C for 3 days. Under the third condition, lenses were constructed, extracted with acetonitrile, dried, subjected to the gradient equilibration steps previously described in the "Macroflash Test Method," and finally incubated in PBS at 37°C for 3 days.

[0283] Table 7 like Figure 1 As shown in the micrographs, Example 35 contains less microflash than the comparative examples. Under more stringent gradient equilibrium conditions, Example 35 demonstrates that no level of macroflash was observed during construction without extracting the lens or by extracting only acetonitrile and then drying the lens.

[0284] Examples 37 to 43 A series of RMMs (Examples 38 to 43) were prepared as follows: First, a masterbatch formulation (Example 37) was prepared, and then sufficient hydrophilic monomers were added to a portion of the masterbatch to prepare new RMMs containing the weight % of the hydrophilic monomers listed in Table 8. These new RMMs contained approximately the same molar equivalent of hydrophilic monomers with different polymerizable moieties, which would affect their binding kinetics relative to other components in the RMM. Therefore, from the perspective of macroflash, the desired polymerizable functional groups and the desired effect of relative hydrophilicity can be investigated. Using the procedure described in Example 35, lenses were made from the masterbatch and the new RMMs containing hydrophilic monomers. Lenses were constructed, extracted with acetonitrile and dried, and subjected to gradient equilibration and incubated in PBS at 37°C for 3 days, following the procedure previously described in "Macroflash Test Methods". Macrocavitation or macroflash of all lenses was analyzed, and dark-field micrographs were plotted on... Figure 3 middle.

[0285] Table 8 like Figure 3 As shown, by incorporating hydrophilic monomers, macroflash is reduced compared to the control lens derived from the masterbatch. Regarding the severity, Figure 3The macroglow data in the samples were arranged in the following order: control lens > NVP > DMA > mPEG 300 > HBA > HEMA > PEG-OH 360. While the reactivity of the hydrophilic monomers relative to other reactive components in the composition followed the order: HBA > HEMA, PEG-OH 360, mPEG 300 > DMA > NVP, the relative hydrophilicity of the hydrophilic monomers followed the order: DMA > NVP, PEG-OH 360 > mPEG 300 > HEMA > HBA. This indicates that the level of macroglow obtained depends on the reactivity of the hydrophilic monomers relative to other reactive components in the composition, and the relative hydrophilicity of the hydrophilic monomers, with the former having a more significant effect. Compared to other reactive components in the corresponding RMMs, DMA and NVP were more hydrophilic, but reacted or polymerized much more slowly, and the resulting lenses exhibited the highest level of macroglow relative to the control lens. However, HEMA, HBA, m-PEG 300, and PEG-OH 360 exhibit lower hydrophilicity compared to DMA and NVP. Their reactivity is comparable to other reactive components in their respective RMMs, and the resulting lenses show significantly less macroflash compared to control lenses and lenses containing DMA and NVP. For PEG-OH 360, not only is its reactivity comparable to other reactive components in its RMM, but it is also the most hydrophilic monomer in the group of (meth)acrylate monomers studied, and the prepared lenses are essentially free of macroflash. It is speculated that the slower polymerization and reaction of the monomers DMA and NVP may create hydrophilic regions or DMA / NVP-enriched localized areas, leading to a non-uniform or anisotropic distribution of water in the hydrated crosslinked polymer. In RMMs where the reactivity of hydrophilic monomers (e.g., HEMA, HBA, mPEG 300, PEG-OH 360) is comparable to that of other reactive components, it is possible to generate more random crosslinked polymers or networks in which hydrophilic monomers are more uniformly distributed or delocalized, resulting in a more uniform or isotropic distribution of water in the hydrated polymer.

[0286] Examples 44 to 51 Under yellow illumination, a reactive monomer mixture was prepared using the formulations listed in Table 9. All components were accurately weighed into an amber glass container and sealed with a PTFE-lined nut. The container was placed on a can-type roller and rolled until a homogeneous mixture was obtained. The RMM was filtered through a 0.45 µm PTFE membrane (Pall Corporation, part number 66148) using a Luerlock glass syringe and a stainless steel filter clamp, and then degassed by bubbling with nitrogen for at least 3 minutes and backfilling with nitrogen. The degassed RMM was placed in the RMM mold filling compartment of a glove box (<0.1% oxygen, room temperature); the cap was unscrewed; and the RMM was equilibrated for approximately 3 minutes before use. Polymer button-shaped pieces were constructed for determining refractive index, dispersion coefficient, glass transition temperature, and water content, and lenses were constructed for evaluating macroflash.

[0287] Polymer button-like particles: In a glove box with a nitrogen atmosphere and less than 0.1% oxygen (v / v), approximately 350 µL of the reaction mixture was dispensed at room temperature using an Eppendorf pipette into an O-ring held together between two glass plates by clamps. The apparatus was then transferred to an adjacent glove box maintained at approximately 60°C to 65°C, and the lens was cured from top to bottom for a total of 90 minutes using 435 nm LEDs on both sides at the following intensity distribution: 5 mW / cm². 2 The next 20 minutes (2.5mW / cm) 2 Top and 2.5mW / cm 2 (bottom), 10mW / cm 2 Next 20 minutes (5mW / cm) 2 Top and 5mW / cm 2 (Bottom), 20mW / cm 2 Next 20 minutes (10mW / cm) 2 Top and 10mW / cm 2 (bottom) and 30mW / cm 2 30 minutes (15mW / cm) 2 Top and 15mW / cm 2 bottom).

[0288] Manually demold the cured button-like material. Pry open the glass plate with a scraper and razor blade. In some cases, raising or lowering the temperature may facilitate demolding. Also remove any flash polymer. Extract the button-like material with 2-propanol and dry it using the following steps: 1) Place the button-like material in a separate amber glass container (with a PTFE-lined screw cap), add approximately 30 mL of 2-propanol, and incubate overnight at 100 rpm on a benchtop orbital shaker at room temperature; 2) Completely decant the 2-propanol, add approximately 25 mL of 2-propanol, and continue extraction for approximately 2 hours at 100 rpm on a benchtop orbital shaker at room temperature; 3) Completely decant the 2-propanol, add approximately 25 mL of 2-propanol, and incubate for approximately 2 hours at 100 rpm on a benchtop orbital shaker at room temperature. Continue extraction for about 2 hours. 4) Completely decant 2-propanol and place the button-like material on a Teflon surface and air-dry it overnight. 5) Place the air-dried button-like material on the Teflon surface in a glove box with a nitrogen atmosphere and less than 0.1% oxygen at room temperature. The glove box is maintained by bubbling with active nitrogen, and the button-like material is dried overnight. 6) Transfer the button-like material on the Teflon surface to a glove box heated to a temperature maintained at 60°C to 65°C with a nitrogen atmosphere and less than 0.1% oxygen. The glove box is maintained by bubbling with active nitrogen, and the button-like material is dried for 3 days.

[0289] The dried button-shaped samples were used to measure refractive index, dispersion coefficient, glass transition temperature, and water content, with each example listed in Table 10.

[0290] The dry refractive index and dispersion coefficient of the polymer button-like material were measured at 25°C on both surfaces, and the average values ​​were recorded. After being suspended in PBS at 37°C for 14 days, the wetted refractive index of the polymer button-like material was measured at 25°C, and the average values ​​were recorded. Before the wetted refractive index measurement, the surface of the polymer button-like material was thoroughly blotted dry with lint-free blotting paper to remove surface / excess PBS. The refractive index difference (∆RI) was defined as the wetted refractive index minus the dry refractive index. For moisture content measurement, the button-like material was incubated in PBS at 37°C for 14 days, and then the moisture content was determined using the previously described “drying method”. Moisture content was measured after 24, 48, and 72 hours of drying. The button-like material did not change much during these time periods, but the average values ​​were still calculated and listed in Table 10.

[0291] Lens: In a glove box with a nitrogen atmosphere and less than 0.1% oxygen (v / v), approximately 75–100 µL of the reactive mixture is dispensed at room temperature into a front-curved mold made of polypropylene using an Eppendorf pipette. A bottom-curved mold, also made of polypropylene, is then placed on top of the front-curved mold. The polypropylene molds are allowed to equilibrate in the glove box for at least twelve hours prior to dispensing. The lens mold assembly is then transferred to an adjacent glove box maintained at approximately 60°C to 65°C, and the lens is cured for a total of ninety minutes from top to bottom using a 435 nm LED lamp with the following intensity distribution on both sides: 5 mW / cm². 2 The next 20 minutes (2.5mW / cm) 2 Top and 2.5mW / cm 2 (bottom), 10mW / cm 2 Next 20 minutes (5mW / cm) 2 Top and 5mW / cm 2 (Bottom), 20mW / cm 2 Next 20 minutes (10mW / cm) 2 Top and 10mW / cm 2 (bottom) and 30mW / cm 2 30 minutes (15mW / cm) 2 Top and 15mW / cm 2 (Bottom). Manually demold the cured component. Use tweezers to separate the bottom curved mold from the front curved mold and remove any flash polymer. Place the front curved mold, still with the lens attached, in a refrigerator at 4°C for at least one minute; then remove the cold mold and mechanically release the lens by applying force to opposite sides of the mold.

[0292] For each embodiment, the lens was extracted with methanol, equilibrated with a PBS gradient, and macrocavitation or macroflash was analyzed following the procedures previously described in "Macroflash Testing Methods," and the results were plotted using dark-field microscopy. Figure 4 The macrocavitation or macroflash is large enough to be counted, and the range of macrocavitation or microflash counts for each of the four lenses is shown in Table 10.

[0293] Table 9 Table 10 In most cases, Examples 44 to 51 exhibit an excellent balance of properties including a refractive index greater than about 1.52 and a dispersion coefficient greater than about 47, while exhibiting almost no macroflash.

[0294] Examples 52 to 55 Lenses were prepared according to the procedures outlined in Examples 44 to 51 using the RMMs listed in Table 11. For each example, the lens was extracted with methanol, equilibrated with a PBS gradient, and macrocavitation or macroflash was analyzed following the procedures previously described in "Macroflash Testing Methods". Dark-field micrographs of the four lenses analyzed, and the lens with the highest number of macroflashes for each example, are shown in the figures. Figure 5 middle.

[0295] Table 11 In Examples 45 and 52 through 55, the level of macrosparkling increased as the amount of PEG-OH360 decreased and the amount of TCDA increased, such as Figure 5 As shown.

[0296] Examples 56 to 71 Polymer button-like objects and lenses were prepared according to the procedures listed in Table 12 using the RMM method as described in Examples 44 to 51, except that only for the polymer button-like objects, the light source was a light source with an intensity of 5-6 mW / cm². 2 The TL03 lamp was used. For each embodiment, the refractive index, dispersion coefficient, glass transition temperature, and water content were determined and listed in Table 13. The dry refractive index and dispersion coefficient on both surfaces of the button were measured at 25°C, and the average value was recorded. After being suspended in PBS at 37°C for 14 days, the wetted refractive index on both surfaces of the button was measured at 25°C, and the average value was recorded. Before the wetted refractive index measurement, the surface of the button was thoroughly blotted dry with lint-free blotting paper to remove surface / excess PBS. The refractive index difference (∆RI) was defined as the wetted refractive index minus the dry refractive index. For the water content measurement, the dried button was weighed and incubated in deionized water at 37°C, and the water content was determined on days 7 and 14 by the “hydration method”. For each embodiment, the lens was extracted with methanol, equilibrated with a PBS gradient, and macrocavitation or macroflash was analyzed by dark-field microscopy following the procedures previously described in the “Macroflash Test Method”. The number of macrocavitations or macroflashes was large enough to be counted, and the range of macrocavitations or microflashes observed in the four lenses is shown in Table 13. For each embodiment, the lens was extracted with methanol, dried, and the microflash density was analyzed according to the procedures previously described in “Microflash Test Methods”. The results, as determined by dark-field microscopy, are listed in Table 13.

[0297] Table 12 Table 13 In most cases, Examples 56 to 66 exhibited an excellent balance of properties including a refractive index greater than about 1.52 and a dispersion coefficient greater than about 48, while exhibiting almost no macro-flicker and low micro-flicker density. When PEMA was used instead of PEA in the formulation of Example 56, the dry RI was 1.528864 (0.000084); the wetted RI after 14 days at 37°C was 1.520183 (0.000694); the ΔRI was 0.008681; the dispersion coefficient at 25°C was 51.46 (4.99); and the %WC at 37°C on days 7 and 14 were 3.45 (0.03) and 4.08 (0.04), respectively; T g The temperatures for the first and second scans were 9.7°C and 6.6°C, respectively; and the macroflicker range for each lens was less than one. Figure 6 The image shows a sample with a diameter of 2.3 / mm. 2 Example 66 shows a micro-sparkle density of 13.3 / mm. 2 Dark-field micrographs of each lens in Example 70, which demonstrates the micro-flicker density.

[0298] Examples 72 to 84 Polymer button-like objects and lenses were prepared according to the procedures listed in Table 14 using the RMM method as described in Examples 44 to 51, except that only for the polymer button-like objects, the light source, such as the TL03 light source, had a strength of 5-6 mW / cm². 2 The intensity of the polymer button was determined. For each embodiment, the refractive index, dispersion coefficient, glass transition temperature, and water content were determined and listed in Table 15. The dry refractive index and dispersion coefficient on both surfaces of the polymer button were measured at 25°C, and the average value was recorded. After being suspended in PBS at 37°C for 14 days, the wetted refractive index on both surfaces of the polymer button was measured at 25°C, and the average value was recorded. Before the wetted refractive index measurement, the surface of the polymer button was thoroughly blotted dry with lint-free blotting paper to remove surface / excess PBS. The refractive index difference (∆RI) was defined as the wetted refractive index minus the dry refractive index. For the water content measurement, the dried polymer button was weighed and incubated in deionized water at 37°C, and the water content was determined on days 7 and 14 by the “hydration method”. For each embodiment, four lenses were extracted with methanol, equilibrated with a PBS gradient, and macrocavitation or macroflash was analyzed according to the procedures previously described in the “Macroflash Test Method”. Dark-field micrographs of lenses with the lowest and highest numbers of macrocavitation or macroflash in each embodiment are shown in Figures 7 to 11Lenses from Examples 72 to 74 were incubated in PBS at 37°C for 3 days, while lenses from Examples 75 to 84 were incubated in PBS at 37°C for 5 days. The number of macrocavitations or macroflashes was large enough to be counted, and the range of macrocavitations observed in the four lenses is listed in Table 15.

[0299] Table 14 Table 15 In Examples 72 to 84, formulations containing between 14% and 16% wt% PEG-OH 360 and between 4% and 6% wt% HEMA exhibited low levels of macrosparkling, such as Figures 7 to 11 As shown.

[0300] Examples 85 to 88 Under yellow illumination, the top space was backfilled with nitrogen by bubbling with nitrogen for at least 3 minutes, and then immediately transferred to a filling chamber with a nitrogen atmosphere to degas the RMM listed in Table 16. This filling chamber had an oxygen content of less than 0.1% (v / v) and an internal temperature at ambient temperature. Approximately 350 μL of RMM was dispensed into an O-ring placed between two glass plates and held together by clamps. The device was then transferred to a curing chamber maintained at a temperature between 55°C and 60°C, and then cured with a strength of 3-4 mW / cm². 2 Cured with TL03 lamp for 15 minutes, then the strength is 6-7 mW / cm. 2 The polymer buttons were then cured for 15 minutes under a TL03 lamp. The cured components were then manually demolded. All polymer buttons were transparent and non-sticky. None of the polymer buttons were extracted with any solvent. For each embodiment, the dry refractive index, wet refractive index, dispersion coefficient, and water content are determined and listed in Table 17.

[0301] The dry refractive index and dispersion coefficient of the polymer button-like material were measured on both surfaces at 25°C, and the average value was recorded. After being suspended in PBS at 37°C for 7 days, the wetted refractive index of the polymer button-like material was measured on both surfaces at 25°C, and the average value was recorded. Before the wetted refractive index measurement, the surface of the polymer button-like material was thoroughly blotted dry with lint-free blotting paper to remove surface / excess PBS. The refractive index difference (∆RI) was defined as the wetted refractive index minus the dry refractive index. For moisture content measurement, the polymer button-like material was incubated in PBS at 37°C for 7 days, and then the moisture content was determined using the previously described "drying method".

[0302] Table 16 Table 17 Terms and Conditions For the sake of completeness, all aspects of this disclosure are set forth in the following numbered clauses.

[0303] Clause 1. A composition prepared by free radical polymerization of a reactive monomer mixture comprising: a. At least one hydrophobic monomer; b. At least one monomer selected from hydrophilic monomers and (meth)acrylate hydroxyalkyl ester monomers, and any combination thereof; and c. Tricyclic [5.2.1.02,6]decanediethanol di(meth)acrylate crosslinking agent; The composition exhibits a refractive index of at least 1.45 and a dispersion coefficient of at least 39.

[0304] Clause 2. The composition according to Clause 1, wherein the hydrophobic monomer is a hydrophobic (meth)acrylate monomer.

[0305] Clause 3. The composition according to Clause 2, wherein the hydrophobic (meth)acrylate is selected from aliphatic (meth)acrylates, aromatic (meth)acrylates, alicyclic (meth)acrylates, and any combination thereof.

[0306] Clause 4. The composition according to Clause 3, wherein the hydrophobic (meth)acrylate is an alicyclic (meth)acrylate.

[0307] Clause 5. The composition according to Clause 4, wherein the alicyclic (meth)acrylate is selected from cyclohexyl methacrylate, cyclohexyl polyethylene glycol (meth)acrylate derivatives, cyclohexyl methacrylate derivatives, cyclopentyl methacrylate, cyclohexyl methacrylate, methyl cyclohexyl methacrylate, 2-cyclohexyl ethyl methacrylate, 3-cyclohexyl propyl methacrylate, norbornyl methacrylate, isobornyl methacrylate, isobornyl derivatives, norbornyl derivatives, ((1R,2S,4R)-bicyclo[2.2.1]hept-5-en-2-yl)meth(meth)acrylate, ethylene glycol dicyclopentenyl ether (meth)acrylate, poly(ethylene glycol) dicyclopentenyl ether (meth)acrylate, 2-(((3aR,4R,5S,7R,7aR)-octahydro-1H-4,7-methyleneinden-5-yl) 2-(((3aS,4R,6S,7R,7aR)-3a,4,5,6,7,7a-hexahydro-1H-4,7-methyleneinden-6-yl)oxy)ethyl acrylate, (3aS,4S,5R,7S,7aS)-octahydro-1H-4,7-methyleneinden-5-yl acrylate, (3aS,4S,5R,7S,7aS)-3a,4,5,6,7, 7a-hexahydro-1H-4,7-methyleneinden-5-yl acrylate, (1R,3S,5f,7r)-2-methyladamantane-2-yl (meth)acrylate, (1R,3S,5f,7r)-2-methyladamantane-2-yl polyethylene glycol (meth)acrylate derivatives and (1R,3S,5f,7r)-2-methyladamantane-2-yl (meth)acrylate derivatives, and any combination thereof.

[0308] Clause 6. The composition according to Clause 5, wherein the alicyclic (meth)acrylate is selected from cyclohexyl acrylate, cyclohexyl methyl acrylate, cyclohexyl methyl methacrylate, 2-cyclohexyl ethyl acrylate, 2-cyclohexyl ethyl methacrylate, ethylene glycol dicyclopentenyl ether (meth)acrylate, and any combination thereof.

[0309] Clause 7. The composition according to Clause 6, wherein the alicyclic (meth)acrylate is ethylene glycol dicyclopentenyl ether (meth)acrylate.

[0310] Clause 8. The composition according to any one of Clauses 4 to 7, wherein the reactive monomer mixture comprises an alicyclic (meth)acrylate in an amount between about 40% by weight and about 90% by weight, between about 50% by weight and about 80% by weight, or between about 50% by weight and about 70% by weight.

[0311] Clause 9. The composition according to Clause 3, wherein the hydrophobic (meth)acrylate is an aliphatic (meth)acrylate.

[0312] Clause 10. The composition according to Clause 9, wherein the aliphatic (meth)acrylate is (meth)acrylate C1-C 18 Alkyl esters.

[0313] Clause 11. The composition according to Clause 10, wherein the (meth)acrylic acid C1-C 18 The alkyl ester is selected from ethyl methacrylate, n-butyl methacrylate, isobutyl methacrylate, tert-butyl methacrylate, n-hexyl methacrylate, 2-ethylhexyl methacrylate, octyl methacrylate, isodecanyl methacrylate, heptadecanyl methacrylate, dodecyl methacrylate, 2-propylheptyl methacrylate, stearyl methacrylate, and any combination thereof.

[0314] Clause 12. The composition according to Clause 11, wherein the (meth)acrylic acid C1-C 18 The alkyl ester is n-hexyl acrylate.

[0315] Clause 13. The composition according to any one of Clauses 9 to 12, wherein the reactive monomer mixture comprises a cyclic (meth)acrylate in an amount between about 1% by weight and about 20% by weight, or between about 1% by weight and about 10% by weight.

[0316] Clause 14. The composition according to Clause 3, wherein the hydrophobic (meth)acrylate is an aromatic (meth)acrylate.

[0317] Clause 15. The composition according to Clause 14, wherein the aromatic (meth)acrylate is selected from 2-phenylethyl (meth)acrylate, 2-phenoxyethyl (meth)acrylate, 4-chlorophenoxyethyl (meth)acrylate, 3-phenylpropyl (meth)acrylate, 4-phenylbutyl (meth)acrylate, 3-phenoxypropyl (meth)acrylate, 1,3-bis-phenylthiol-2-propyl (meth)acrylate, poly(ethylene glycol) phenyl ether (meth)acrylate, and any combination thereof.

[0318] Clause 16. The composition according to Clause 15, wherein the aromatic (meth)acrylate is 2-phenylethyl acrylate.

[0319] Clause 17. The composition according to Clause 15, wherein the aromatic (meth)acrylate is 2-phenylethyl methacrylate.

[0320] Clause 18. The composition according to Clause 15, wherein the aromatic (meth)acrylate is a combination of 2-phenylethyl acrylate and 2-phenylethyl methacrylate.

[0321] Clause 19. The composition according to Clause 15, wherein the aromatic (meth)acrylate is a combination of 2-phenylethyl methacrylate and 3-phenylpropyl acrylate.

[0322] Clause 20. The composition according to any one of Clauses 14 to 19, wherein the reactive monomer mixture comprises a cyclic (meth)acrylate in an amount between about 7% by weight and about 25% by weight, between about 10% by weight and about 20% by weight, or between about 12% by weight and about 15% by weight.

[0323] Clause 21. The composition according to any one of Clauses 1 to 20, wherein the reactive monomer mixture comprises at least one hydrophilic monomer.

[0324] Clause 22. The composition according to Clause 21, wherein the at least one hydrophilic monomer is selected from vinylpyrrolidone, N-vinyl-N-methylacetamide, N-methylmethacrylamide, N-vinylacetamide, N,N-dimethylacrylamide, N-hydroxyethylacrylamide, N-(2-hydroxypropyl)acrylamide, N-(3-hydroxypropyl)acrylamide, N-(2-hydroxyethyl)(methyl)acrylamide, N-(2-hydroxypropyl)(methyl)acrylamide, N-(3-hydroxypropyl)(methyl)acrylamide, poly(ethylene glycol) methyl ether (meth)acrylate, poly(ethylene glycol) (meth)acrylate, and any combination thereof.

[0325] Clause 23. The composition according to Clause 22, wherein the at least one hydrophilic monomer is a monomer containing poly(ethylene glycol).

[0326] Clause 24. The composition according to Clause 23, wherein the poly(ethylene glycol)-containing monomer is selected from poly(ethylene glycol) methacrylate and poly(ethylene glycol) methyl ether methacrylate and combinations thereof.

[0327] Clause 25. The composition according to Clause 23 or Clause 24, wherein the poly(ethylene glycol)-containing monomer has a number-average molecular weight (Mn) of about 200 g / mol to about 1000 g / mol, or about 200 g / mol to about 400 g / mol. n ).

[0328] Clause 26. The composition according to Clause 23, wherein the poly(ethylene glycol)-containing monomer has the following formula: , Where Ra and R b Each is independently selected from hydrogen and methyl, and m is an integer from 2 to 25.

[0329] Clause 27. The composition according to Clause 26, wherein R a It is methyl, and R b It is hydrogen.

[0330] Clause 28. The composition according to any one of Clauses 26 and 27, wherein m is an integer from 2 to 8.

[0331] Clause 29. The composition according to any one of Clauses 1 to 28, wherein the reactive monomer mixture comprises at least one hydrophilic monomer in an amount between about 1% by weight and about 40% by weight, between about 10% by weight and about 30% by weight, between about 12% by weight and about 22% by weight, or between about 14% by weight and about 20% by weight.

[0332] Clause 30. The composition according to any one of Clauses 1 to 29, wherein the reactive monomer mixture comprises at least one (meth)acrylate hydroxyalkyl ester monomer.

[0333] Clause 31. The composition according to Clause 30, wherein the hydroxyalkyl methacrylate monomer is selected from 2-hydroxyethyl methacrylate, 2-hydroxypropyl methacrylate, 3-hydroxypropyl methacrylate, 2,3-dihydroxypropyl methacrylate, 1,1-dimethyl-2-hydroxyethyl methacrylate, 4-hydroxybutyl methacrylate, and any combination thereof.

[0334] Clause 32. The composition according to Clause 31, wherein the (meth)acrylate hydroxyalkyl ester monomer is 2-hydroxyethyl methacrylate.

[0335] Clause 33. The composition according to any one of Clauses 1 to 32, wherein the reactive monomer mixture comprises at least one (meth)acrylate hydroxyalkyl ester monomer, said at least one (meth)acrylate hydroxyalkyl ester monomer being in an amount between about 1% by weight and about 10% by weight, between about 2% by weight and about 8% by weight, or between about 4% by weight and about 6% by weight.

[0336] Clause 34. The composition according to any one of Clauses 1 to 33, wherein the reactive monomer mixture comprises a combination of a hydrophilic monomer and a (meth)acrylate hydroxyalkyl ester monomer.

[0337] Clause 35. The composition according to Clause 34, wherein the hydrophilic monomer is a (meth)acrylate monomer containing polyethylene glycol, and the (meth)acrylate hydroxyalkyl ester monomer is 2-hydroxyethyl (meth)acrylate.

[0338] Clause 36. The composition according to Clause 35, wherein the hydrophilic monomer is selected from poly(ethylene glycol) methacrylate and poly(ethylene glycol) methyl ether methacrylate, and the hydroxyalkyl methacrylate monomer is 2-hydroxyethyl acrylate.

[0339] Clause 37. The composition according to any one of Clauses 1 to 36, wherein the tricyclic [5.2.1.0] 2,6 The crosslinking agent for decanediethanol di(meth)acrylate is a tricyclic [5.2.1.0] 2,6 Decanediethanol diacrylate.

[0340] Clause 38. The composition according to any one of Clauses 1 to 37, wherein the reactive monomer mixture comprises a tricyclic [5.2.1.0] 2,6 Decanediethanol di(meth)acrylate crosslinking agent, this tricyclic [5.2.1.0] 2,6 The amount of the decanediethanol di(meth)acrylate crosslinking agent is between about 1% by weight and about 20% by weight, between about 3% by weight and about 15% by weight, or between about 3% by weight and about 10% by weight.

[0341] Clause 39. The composition according to any one of Clauses 1 to 38, wherein: the hydrophobic monomer is ethylene glycol dicyclopentenyl ether (meth)acrylate; the hydrophilic monomer is selected from poly(ethylene glycol) methacrylate, poly(ethylene glycol) methyl ether methacrylate, 2-hydroxyethyl methacrylate, and any combination thereof; and the crosslinking agent is tricyclic [5.2.1.0]. 2,6 Decanediethanol diacrylate.

[0342] Clause 40. The composition according to any one of Clauses 1 to 39, wherein the reactive monomer mixture further comprises polyamide.

[0343] Clause 41. The composition according to Clause 40, wherein the polyamide is selected from poly(vinylpyrrolidone), poly(N-vinyl-N-methylacetamide), poly(N-vinylacetamide), poly(dimethacrylamide), and copolymers or mixtures thereof.

[0344] Clause 42. The composition according to Clause 41, wherein the polyamide is poly(vinylpyrrolidone).

[0345] Clause 43. The composition according to Clause 40, wherein the polyamide is a copolymer.

[0346] Clause 44. The composition according to any one of Clauses 40 to 43, wherein the reactive monomer mixture comprises a polyamide in an amount between about 0.1% by weight and about 5% by weight, between about 0.5% by weight and about 3% by weight, or between about 0.5% by weight and about 2% by weight.

[0347] Clause 45. The composition according to any one of Clauses 1 to 44 further comprises at least one UV / HEV absorbing compound in the reactive monomer mixture.

[0348] Clause 46. The composition according to Clause 45, wherein the UV / HEV absorbing compound is a compound of Formula II, 2-(2'́-hydroxy-5-methacryloyloxyethylphenyl)-2H-benzotriazole, 2-(2-cyano-2-(9H-thioxanthoxy-9-ylidene)acetamyl)ethyl methacrylate, 2-(2-cyano-2-(9H-xanthoxy-9-ylidene)acetamyl)ethyl methacrylate, 2-(2-cyano-2-(10-methylacridin-9(10H)-ylidene)acetamyl)ethyl methacrylate, 3-(3-(tert-butyl)-5-(5-chloro-2H-benzo[d][1,2,3]triazol-2-yl)-4-hydroxyphenyl)propyl methacrylate, or any combination thereof.

[0349] Clause 47. The composition according to Clause 45 or Clause 46, wherein the reactive monomer mixture comprises a UV / HEV absorbing compound in an amount between about 0.1% by weight and about 5% by weight, between about 1% by weight and about 4% by weight, or between about 1% by weight and about 3% by weight.

[0350] Clause 48. The composition according to any one of Clauses 1 to 47 further comprises at least one diluent from the reactive monomer mixture.

[0351] Clause 49. The composition according to any one of Clauses 1 to 48, wherein the composition has a water content between about 0% by weight and about 15% by weight, between about 1% by weight and about 10% by weight, or between about 1% by weight and about 8% by weight.

[0352] Clause 50. The composition according to any one of Clauses 1 to 49, wherein the composition has a refractive index of at least 1.45 and a dispersion coefficient of at least 45; wherein the composition has a refractive index of at least 1.48 and a dispersion coefficient of at least 50; or wherein the composition has a refractive index of at least 1.50 and a dispersion coefficient of at least 50.

[0353] Clause 51. The composition according to any one of Clauses 1 to 50, wherein the free radical polymerization is photopolymerization using a bisacylphosphine oxide initiator.

[0354] Clause 52. An ophthalmic device comprising a composition according to any one of Clauses 1 to 51.

[0355] Clause 53. An ophthalmic device as described in Clause 52, wherein the ophthalmic device includes an intraocular lens, a contact lens, a corneal inlay, an extraocular inlay, or a corneal insert.

[0356] Clause 54. An ophthalmic device as described in Clause 53, wherein the ophthalmic device includes an intraocular lens.

[0357] Clause 55. A method for manufacturing an ophthalmic device, the method comprising: a. To provide the composition according to any one of Clauses 1 to 51; and b. To form an ophthalmic device.

[0358] Clause 56. The method described in Clause 55 further includes the step of extracting the ophthalmic device with a solvent.

[0359] Clause 57. The method according to Clause 56 further includes the step of hydrating the extracted ophthalmic device with at least one aqueous solution.

[0360] Clause 58. A method for manufacturing an ophthalmic device, the method comprising: a. Preparing a blank from the composition according to any one of Clauses 1 to 51; b. Ophthalmic devices are machined from blanks.

[0361] Clause 59. The method described in Clause 58 further includes the step of extracting the ophthalmic device with a solvent.

[0362] Clause 60. The method according to Clause 59 further includes the step of hydrating the extracted ophthalmic device with at least one aqueous solution.

[0363] Clause 61. The method according to any one of Clauses 55 to 60 further includes an irradiation step using a femtosecond two-photon laser.

[0364] Clause 62. The method according to any one of Clauses 55 to 61 further includes the step of sterilizing the ophthalmic device.

[0365] Clause 63. A method for preparing an ophthalmic device, the method comprising molding the device from a composition according to any one of Clauses 1 to 51.

[0366] Clause 64. A composition prepared by free radical polymerization of a reactive monomer mixture comprising: a. At least one alicyclic (meth)acrylate monomer containing more than one alicyclic ring; b. At least one monomer selected from hydrophilic monomers and (meth)acrylate hydroxyalkyl ester monomers, and any combination thereof; c. At least one crosslinking agent; The composition exhibits a refractive index of at least 1.45 and a dispersion coefficient of at least 39.

[0367] Clause 65. The composition according to Clause 64, wherein at least one alicyclic (meth)acrylate monomer containing more than one alicyclic ring comprises two or more separate monocyclic alicyclic rings, or a single bicyclic, tricyclic, bridged, fused and / or spirocyclic alicyclic ring system.

[0368] Clause 66. The composition according to Clause 64 or Clause 65, wherein at least one alicyclic (meth)acrylate monomer containing more than one alicyclic ring is selected from norbornyl (meth)acrylate, isobornyl (meth)acrylate, isobornyl derivative, norbornyl derivative, ((1R,2S,4R)-bicyclo[2.2.1]hept-5-en-2-yl)meth(meth)acrylate, ethylene glycol dicyclopentenyl ether (meth)acrylate, poly(ethylene glycol) dicyclopentenyl ether (meth)acrylate, 2,2-bis(cyclopent-1-en-1-yloxy)ethyl (meth)acrylate, 2-(((3aR,4R,5S,7R,7aR)-octahydro-1H-4,7-methyleneinden-5-yl)oxy)ethyl acrylate, 2-(((3aS,4R,6 ... Ethyl acrylate (S,7R,7aR)-3a,4,5,6,7,7a-hexahydro-1H-4,7-methyleneindene-6-yl)oxy)acrylate, (3aS,4S,5R,7S,7aS)-octahydro-1H-4,7-methyleneindene-5-yl acrylate, (3aS,4S,5R,7S,7aS)-3a,4,5,6,7,7aS-hexahydro-1H-4,7-methyleneindene-5-yl acrylate, (1R,3S,5f,7r)-2-methyladamantane-2-yl(meth)acrylate, (1R,3S,5f,7r)-2-methyladamantane-2-yl polyethylene glycol (meth)acrylate derivatives and (1R,3S,5f,7r)-2-methyladamantane-2-yl(meth)acrylate derivatives and any combination thereof.

[0369] Clause 67. The composition according to any one of Clauses 64 to 66, wherein at least one alicyclic (meth)acrylate monomer containing more than one alicyclic ring is ethylene glycol dicyclopentenyl ether acrylate.

[0370] Clause 68. The composition according to any one of Clauses 64 to 67, wherein the reactive monomer mixture comprises an alicyclic (meth)acrylate monomer containing at least one alicyclic ring, the amount of which is between about 40% by weight and about 90% by weight, between about 50% by weight and about 80% by weight, or between about 50% by weight and about 70% by weight.

[0371] Clause 69. The composition according to any one of Clauses 64 to 68, wherein the reactive monomer mixture comprises at least one hydrophilic monomer.

[0372] Clause 70. The composition according to Clause 69, wherein the at least one hydrophilic monomer is selected from vinylpyrrolidone, N-vinyl-N-methylacetamide, N-methylmethacrylamide, N-vinylacetamide, N,N-dimethylacrylamide, N-hydroxyethylacrylamide, N-(2-hydroxypropyl)acrylamide, N-(3-hydroxypropyl)acrylamide, N-(2-hydroxyethyl)(methyl)acrylamide, N-(2-hydroxypropyl)(methyl)acrylamide, N-(3-hydroxypropyl)(methyl)acrylamide, poly(ethylene glycol) methyl ether (meth)acrylate, poly(ethylene glycol) (meth)acrylate, and any combination thereof.

[0373] Clause 71. The composition according to Clause 69, wherein the at least one hydrophilic monomer is a monomer containing poly(ethylene glycol).

[0374] Clause 72. The composition according to Clause 71, wherein the poly(ethylene glycol)-containing monomer is selected from poly(ethylene glycol) methacrylate and poly(ethylene glycol) methyl ether methacrylate and combinations thereof.

[0375] Clause 73. The composition according to Clause 71 or Clause 72, wherein the monomer containing poly(ethylene glycol) has a number average molecular weight (Mn) of about 200 g / mol to about 1000 g / mol, or about 200 g / mol to about 400 g / mol. n ).

[0376] Clause 74. The composition according to Clause 71, wherein the poly(ethylene glycol)-containing monomer has the following formula: , Where R a and R b Each is independently selected from hydrogen and methyl, and m is an integer from 2 to 25.

[0377] Clause 75. The composition according to Clause 74, wherein R a It is methyl, and Rb It is hydrogen.

[0378] Clause 76. The composition according to any one of Clauses 74 and 75, wherein m is an integer from 2 to 8.

[0379] Clause 77. The composition according to any one of Clauses 64 to 76, wherein the reactive monomer mixture comprises at least one hydrophilic monomer in an amount between about 1% by weight and about 40% by weight, between about 10% by weight and about 30% by weight, between about 12% by weight and about 22% by weight, or between about 14% by weight and about 20% by weight.

[0380] Clause 78. The composition according to any one of Clauses 64 to 77, wherein the reactive monomer mixture comprises at least one (meth)acrylate hydroxyalkyl ester monomer.

[0381] Clause 79. The composition according to Clause 78, wherein the hydroxyalkyl methacrylate is selected from 2-hydroxyethyl methacrylate, 2-hydroxypropyl methacrylate, 3-hydroxypropyl methacrylate, 2,3-dihydroxypropyl methacrylate, 1,1-dimethyl-2-hydroxyethyl methacrylate, 4-hydroxybutyl methacrylate, and any combination thereof.

[0382] Clause 80. The composition according to Clause 79, wherein the (meth)acrylate hydroxyalkyl ester monomer is 2-hydroxyethyl methacrylate.

[0383] Clause 81. The composition according to any one of Clauses 64 to 80, wherein the reactive monomer mixture comprises at least one (meth)acrylate hydroxyalkyl ester monomer, said at least one (meth)acrylate hydroxyalkyl ester monomer being in an amount between about 1% by weight and about 10% by weight, between about 2% by weight and about 8% by weight, or between about 4% by weight and about 6% by weight.

[0384] Clause 82. The composition according to any one of Clauses 64 to 81, wherein the reactive monomer mixture comprises a combination of a hydrophilic monomer and a (meth)acrylate hydroxyalkyl ester monomer.

[0385] Clause 83. The composition according to Clause 82, wherein the hydrophilic monomer is a (meth)acrylate monomer containing polyethylene glycol, and the (meth)acrylate hydroxyalkyl ester monomer is 2-hydroxyethyl (meth)acrylate.

[0386] Clause 84. The composition according to Clause 83, wherein the hydrophilic monomer is selected from poly(ethylene glycol) methacrylate and poly(ethylene glycol) methyl ether methacrylate, and the hydroxyalkyl methacrylate monomer is 2-hydroxyethyl acrylate.

[0387] Clause 85. The composition according to any one of Clauses 64 to 84, wherein at least one alicyclic (meth)acrylate monomer containing more than one alicyclic ring is ethylene glycol dicyclopentenyl ether acrylate, and said at least one hydrophilic monomer is selected from poly(ethylene glycol) methacrylate and poly(ethylene glycol) methyl ether methacrylate.

[0388] Clause 86. The composition according to any one of Clauses 64 to 85, wherein the reactive monomer mixture further comprises at least one alicyclic (meth)acrylate containing an alicyclic ring.

[0389] Clause 87. The composition according to Clause 86, wherein the alicyclic (meth)acrylate containing an alicyclic ring has at least one alicyclic group comprising at least one carbon-carbon double bond.

[0390] Clause 88. The composition according to Clause 86, wherein the alicyclic (meth)acrylate containing an alicyclic ring is selected from cyclohexyl (meth)acrylate, cyclohexyl polyethylene glycol (meth)acrylate derivatives, cyclohexyl (meth)acrylate derivatives, cyclopentyl (meth)acrylate, cyclohexyl methyl (meth)acrylate, 2-cyclohexyl ethyl (meth)acrylate, 3-cyclohexyl propyl (meth)acrylate, and any combination thereof.

[0391] Clause 89. The composition according to Clause 88, wherein the alicyclic (meth)acrylate containing an alicyclic ring is selected from cyclohexyl acrylate, cyclohexyl methyl acrylate, 2-cyclohexyl ethyl acrylate, 2-cyclohexyl ethyl methacrylate, 3-cyclohexyl propyl acrylate, and any combination thereof.

[0392] Clause 90. The composition according to any one of Clauses 86 to 89, wherein the reactive monomer mixture comprises an alicyclic (meth)acrylate containing an alicyclic ring in an amount between about 10% by weight and about 25% by weight, between about 10% by weight and about 20% by weight, or between about 12% by weight and about 15% by weight.

[0393] Clause 91. The composition according to any one of Clauses 64 to 90, wherein the reactive monomer mixture further comprises at least one aromatic (meth)acrylate.

[0394] Clause 92. The composition according to Clause 91, wherein the at least one aromatic (meth)acrylate is selected from 2-phenylethyl (meth)acrylate, 2-phenoxyethyl (meth)acrylate, 3-phenylpropyl (meth)acrylate, 4-phenylbutyl (meth)acrylate, 3-phenoxypropyl (meth)acrylate, 1,3-bis(phenylthio)-2-propyl (meth)acrylate, poly(ethylene glycol) phenyl ether (meth)acrylate, and any combination thereof.

[0395] Clause 93. The composition according to Clause 91 or Clause 92, wherein the at least one aromatic (meth)acrylate is 2-phenylethyl acrylate.

[0396] Clause 94. The composition according to any one of Clauses 91 to 93, wherein the reactive monomer mixture comprises a cyclic (meth)acrylate in an amount between about 10% by weight and about 25% by weight, between about 10% by weight and about 20% by weight, or between about 12% by weight and about 15% by weight.

[0397] Clause 95. The composition according to any one of Clauses 64 to 94, wherein the reactive monomer mixture further comprises a hydroxyalkyl (meth)acrylate.

[0398] Clause 96. The composition according to Clause 95, wherein the (meth)acrylate hydroxyalkyl ester comprises a straight-chain, branched, or cyclic hydroxyalkyl group having 1 to 25 carbon atoms.

[0399] Clause 97. The composition according to Clause 95 or Clause 96, wherein the hydroxyalkyl methacrylate is selected from 2-hydroxyethyl methacrylate, 2-hydroxypropyl methacrylate, 3-hydroxypropyl methacrylate, 2,3-dihydroxypropyl methacrylate, 1,1-dimethyl-2-hydroxyethyl methacrylate, 4-hydroxybutyl methacrylate, and any combination thereof.

[0400] Clause 98. The composition according to any one of Clauses 95 or 97, wherein the (meth)acrylate hydroxyalkyl ester is 2-hydroxyethyl methacrylate.

[0401] Clause 99. The composition according to any one of Clauses 95 to 98, wherein the reactive monomer mixture comprises a hydroxyalkyl (meth)acrylate in an amount between about 1% by weight and about 10% by weight, between about 2% by weight and about 8% by weight, or between about 4% by weight and about 6% by weight.

[0402] Clause 100. The composition according to any one of Clauses 64 to 99, wherein the crosslinking agent is selected from non-alicyclic crosslinking agents, alicyclic crosslinking agents, and any combination thereof.

[0403] Clause 101. The composition according to any one of Clauses 64 to 100, wherein the crosslinking agent is an alicyclic crosslinking agent comprising an alicyclic group having one to four alicyclic rings.

[0404] Clause 102. The composition according to Clause 101, wherein the alicyclic crosslinking agent is a tricyclic [5.2.1.0] 2,6 Decanediethanol di(meth)acrylate.

[0405] Clause 103. The composition according to any one of Clauses 64 to 102, wherein the reactive monomer mixture comprises a crosslinking agent in an amount between about 1% by weight and about 20% by weight, between about 3% by weight and about 15% by weight, or between about 3% by weight and about 10% by weight.

[0406] Clause 104. The composition according to any one of Clauses 64 to 103, wherein the reactive monomer mixture further comprises polyamide.

[0407] Clause 105. The composition according to Clause 104, wherein the polyamide is selected from poly(vinylpyrrolidone), poly(N-vinyl-N-methylacetamide), poly(N-vinylacetamide), poly(dimethacrylamide), and copolymers or mixtures thereof.

[0408] Clause 106. The composition according to Clause 105, wherein the polyamide is poly(vinylpyrrolidone).

[0409] Clause 107. The composition according to Clause 104, wherein the polyamide is a copolymer.

[0410] Clause 108. The composition according to any one of Clauses 104 to 107, wherein the reactive monomer mixture comprises a polyamide in an amount between about 0.1% by weight and about 5% by weight, between about 0.5% by weight and about 3% by weight, or between about 0.5% by weight and about 2% by weight.

[0411] Clause 109. The composition according to any one of Clauses 64 to 108 further comprises at least one UV / HEV absorbing compound in the reactive monomer mixture.

[0412] Clause 110. The composition according to Clause 109, wherein the UV / HEV absorbing compound is a compound of Formula II, 2-(2'́-hydroxy-5-methacryloyloxyethylphenyl)-2H-benzotriazole, 2-(2-cyano-2-(9H-thioxanthoxy-9-ylidene)acetamyl)ethyl methacrylate, 2-(2-cyano-2-(9H-xanthoxy-9-ylidene)acetamyl)ethyl methacrylate, 2-(2-cyano-2-(10-methylacridin-9(10H)-ylidene)acetamyl)ethyl methacrylate, 3-(3-(tert-butyl)-5-(5-chloro-2H-benzo[d][1,2,3]triazol-2-yl)-4-hydroxyphenyl)propyl methacrylate, or any combination thereof.

[0413] Clause 111. The composition according to Clause 109 or Clause 110, wherein the reactive monomer mixture comprises a UV / HEV absorbing compound in an amount between about 0.1% by weight and about 5% by weight, between about 1% by weight and about 4% by weight, or between about 1% by weight and about 3% by weight.

[0414] Clause 112. The composition according to any one of Clauses 64 to 111 further comprises at least one diluent from the reactive monomer mixture.

[0415] Clause 113. The composition according to any one of Clauses 64 to 112, wherein the composition has a water content between about 0% by weight and about 15% by weight, between about 1% by weight and about 10% by weight, or between about 1% by weight and about 8% by weight.

[0416] Clause 114. The composition according to any one of Clauses 64 to 113, wherein the composition has a refractive index of at least 1.45 and a dispersion coefficient of at least 45; wherein the composition has a refractive index of at least 1.48 and a dispersion coefficient of at least 50; or wherein the composition has a refractive index of at least 1.50 and a dispersion coefficient of at least 50.

[0417] Clause 115. The composition according to any one of Clauses 64 to 114, wherein the free radical polymerization is photopolymerization using a bisacylphosphine oxide initiator.

[0418] Clause 116. An ophthalmic device comprising a composition according to any one of Clauses 64 to 115.

[0419] Clause 117. An ophthalmic device as described in Clause 116, wherein the ophthalmic device includes an intraocular lens, a contact lens, a corneal inlay, an extraocular inlay, or a corneal insert.

[0420] Clause 118. An ophthalmic device as described in Clause 117, wherein the ophthalmic device includes an intraocular lens.

[0421] Clause 119. A method for manufacturing an ophthalmic device, the method comprising: c. To provide the composition according to any one of Clauses 64 to 115; and d. To form an ophthalmic apparatus.

[0422] Clause 120. The method according to Clause 119 further includes the step of extracting the ophthalmic device with a solvent.

[0423] Clause 121. The method according to Clause 120 further includes the step of hydrating the extracted ophthalmic device with at least one aqueous solution.

[0424] Clause 122. A method for manufacturing an ophthalmic device, the method comprising: c. Preparing a blank from the composition according to any one of Clauses 64 to 115; d. Ophthalmic devices are machined from blanks.

[0425] Clause 123. The method according to Clause 122 further includes the step of extracting the ophthalmic device with a solvent.

[0426] Clause 124. The method according to Clause 123 further includes the step of hydrating the extracted ophthalmic device with at least one aqueous solution.

[0427] Clause 125. The method according to any one of Clauses 119 to 124 further includes an irradiation step using a femtosecond two-photon laser.

[0428] Clause 126. The method according to any one of Clauses 119 to 125 further includes the step of sterilizing the ophthalmic device.

[0429] Clause 127. A method for preparing an ophthalmic device, the method comprising molding the device with a composition according to any one of Clauses 64 to 115.

[0430] Clause 128. A composition prepared by free radical polymerization of a reactive monomer mixture comprising: a. At least one alicyclic (meth)acrylate; b. At least one aromatic (meth)acrylate; c. At least one aliphatic (meth)acrylate; and d. At least one crosslinking agent; The composition exhibits a refractive index of at least 1.45 and a dispersion coefficient of at least 39.

[0431] Clause 129. The composition according to Clause 128, wherein the alicyclic (meth)acrylate comprises an alicyclic group having one to four alicyclic rings.

[0432] Clause 130. The composition according to Clause 128 or Clause 129, wherein the alicyclic (meth)acrylate has at least one alicyclic group comprising at least one carbon-carbon double bond.

[0433] Clause 131. The composition according to Clause 128 or Clause 129, wherein the alicyclic (meth)acrylate is selected from cyclohexyl (meth)acrylate, cyclohexyl polyethylene glycol (meth)acrylate derivatives, cyclohexyl (meth)acrylate derivatives, cyclopentyl (meth)acrylate, cyclohexyl methyl (meth)acrylate, 2-cyclohexyl ethyl (meth)acrylate, 3-cyclohexyl propyl (meth)acrylate, norbornyl (meth)acrylate, isobornyl (meth)acrylate, isobornyl (meth)acrylate, norbornyl derivatives, ((1R,2S,4) R)-Bicyclo[2.2.1]hepta-5-en-2-yl)methyl(meth)acrylate, ethylene glycol dicyclopentenyl ether(meth)acrylate, poly(ethylene glycol) dicyclopentenyl ether(meth)acrylate, (1R,3S,5f,7r)-2-methyladamantane-2-yl(meth)acrylate, (1R,3S,5f,7r)-2-methyladamantane-2-yl polyethylene glycol(meth)acrylate derivatives and (1R,3S,5f,7r)-2-methyladamantane-2-yl(meth)acrylate derivatives and any combination thereof.

[0434] Clause 132. The composition according to Clause 128 or Clause 129, wherein the alicyclic (meth)acrylate is selected from cyclohexyl acrylate, cyclohexyl methyl acrylate, cyclohexyl methyl methacrylate, 2-cyclohexyl ethyl acrylate, 2-cyclohexyl ethyl methacrylate, 3-cyclohexyl propyl acrylate, ethylene glycol dicyclopentenyl ether acrylate, and any combination thereof.

[0435] Clause 133. The composition according to any one of Clauses 128 to 132, wherein the reactive monomer mixture comprises an alicyclic (meth)acrylate in an amount between about 20% by weight and about 80% by weight, between about 40% by weight and about 80% by weight, or between about 60% by weight and about 80% by weight.

[0436] Clause 134. The composition according to any one of Clauses 128 to 133, wherein the aromatic (meth)acrylate is selected from 2-phenylethyl (meth)acrylate, 2-phenoxyethyl (meth)acrylate, 3-phenylpropyl (meth)acrylate, 4-phenylbutyl (meth)acrylate, 3-phenoxypropyl (meth)acrylate, 1,3-bis-phenylthiol-2-propyl (meth)acrylate, poly(ethylene glycol) phenyl ether (meth)acrylate, and any combination thereof.

[0437] Clause 135. The composition according to Clause 134, wherein the aromatic (meth)acrylate is selected from 2-phenylethyl acrylate, 2-phenylethyl methacrylate, 3-phenylpropyl acrylate, and combinations thereof.

[0438] Clause 136. The composition according to any one of Clauses 128 to 133, wherein the aromatic (meth)acrylate has at least one aliphatic group comprising at least one carbon-carbon double bond.

[0439] Clause 137. The composition according to Clause 136, wherein the aromatic (meth)acrylate is cinnamon methacrylate.

[0440] Clause 138. The composition according to any one of Clauses 128 to 137, wherein the reactive monomer mixture comprises an aromatic (meth)acrylate in an amount between about 5% by weight and about 50% by weight, between about 10% by weight and about 40% by weight, or between about 15% by weight and about 40% by weight.

[0441] Clause 139. The composition according to any one of Clauses 128 to 138, wherein the aliphatic (meth)acrylate comprises a straight-chain or branched alkyl group having 1 to 25 carbon atoms.

[0442] Clause 140. The composition according to any one of Clauses 128 to 139, wherein the aliphatic (meth)acrylate has at least one aliphatic group comprising at least one carbon-carbon double bond.

[0443] Clause 141. The composition according to any one of Clauses 128 to 139, wherein the aliphatic (meth)acrylate comprises a straight-chain alkyl group having 4 to 8 carbon atoms.

[0444] Clause 142. The composition according to Clause 141, wherein the aliphatic (meth)acrylate is n-hexyl acrylate.

[0445] Clause 143. The composition according to any one of Clauses 128 to 142, wherein the reactive monomer mixture comprises an aliphatic (meth)acrylate in an amount between 1% by weight and 40% by weight, between about 1% by weight and about 20% by weight, or between about 1% by weight and about 10% by weight.

[0446] Clause 141. The composition according to any one of Clauses 128 to 143, wherein the crosslinking agent is selected from non-alicyclic crosslinking agents, alicyclic crosslinking agents, and any combination thereof.

[0447] Clause 145. The composition according to Clause 144, wherein the crosslinking agent is a non-alicyclic crosslinking agent selected from ethylene glycol di(meth)acrylate, diethylene glycol di(meth)acrylate, triethylene glycol di(meth)acrylate, tetraethylene glycol di(meth)acrylate, trimethylolpropane tri(meth)acrylate, glycerol tri(meth)acrylate, triallyl cyanurate, methylene bis(meth)acrylamide, poly(ethylene glycol) di(meth)acrylate, bis(2-hydroxypropyl(meth)acrylate)-terminated polydimethylsiloxane, and any combination thereof.

[0448] Clause 146. The composition according to Clause 145, wherein the non-alicyclic crosslinking agent is ethylene glycol dimethacrylate.

[0449] Clause 147. The composition according to Clause 146, wherein the crosslinking agent is an alicyclic crosslinking agent comprising an alicyclic group having one to four alicyclic rings.

[0450] Clause 148. The composition according to Clause 147, wherein the alicyclic crosslinking agent is a tricyclic [5.2.1.0] 2,6 Decanediethanol di(meth)acrylate.

[0451] Clause 149. The composition according to Clause 148 or the composition described in Clause 148, wherein the reactive monomer mixture comprises an alicyclic crosslinker in an amount between about 1% by weight and about 20% by weight, between about 3% by weight and about 15% by weight, or between about 3% by weight and about 10% by weight.

[0452] Clause 150. The composition according to any one of Clauses 128 to 149, wherein the reactive monomer mixture further comprises a polyamide.

[0453] Clause 151. The composition according to Clause 150, wherein the polyamide is selected from poly(vinylpyrrolidone), poly(N-vinyl-N-methylacetamide), poly(N-vinylacetamide), poly(dimethacrylamide), and copolymers or mixtures thereof.

[0454] Clause 152. The composition according to Clause 151, wherein the polyamide is poly(vinylpyrrolidone).

[0455] Clause 153. The composition according to Clause 150, wherein the polyamide is a copolymer.

[0456] Clause 154. The composition according to any one of Clauses 150 to 153, wherein the reactive monomer mixture comprises a polyamide in an amount between about 0.1% by weight and about 5% by weight, between about 0.5% by weight and about 3% by weight, or between about 0.5% by weight and about 2% by weight.

[0457] Clause 155. The composition according to any one of Clauses 128 to 154 further comprises at least one hydroxyl organosilicon monomer.

[0458] Clause 156. The composition according to Clause 155, wherein the hydroxyl organosilicon monomer comprises a mono-n-butyl-terminated mono-(2-hydroxy-3-methacryloyloxypropoxy)-propyl-terminated polydimethylsiloxane, 3-(3-(1,1,1,3,5,5,5-heptamethyltrisiloxane-3-yl)propoxy)-2-hydroxypropyl methacrylate, 3-(3-(1,5-di-tert-butyl-1,1,3,5,5-pentamethyltrisiloxane-3-yl)propoxy)-2-hydroxypropyl methacrylate, or any combination thereof.

[0459] Clause 157. The composition according to Clause 155 or Clause 156, wherein the reactive monomer mixture comprises a hydroxyl organosilicon monomer in an amount between about 1% by weight and about 25% by weight, between about 5% by weight and about 20% by weight, or between about 10% by weight and about 20% by weight.

[0460] Clause 158. The composition according to any one of Clauses 128 to 157 further comprises at least one hydroxyalkyl (meth)acrylate.

[0461] Clause 159. The composition according to Clause 158, wherein the (meth)acrylate hydroxyalkyl ester comprises a straight-chain, branched, or cyclic hydroxyalkyl group having 1 to 25 carbon atoms.

[0462] Clause 160. The composition according to Clause 159, wherein the hydroxyalkyl methacrylate is selected from 2-hydroxyethyl methacrylate, 2-hydroxypropyl methacrylate, 3-hydroxypropyl methacrylate, 2,3-dihydroxypropyl methacrylate, 1,1-dimethyl-2-hydroxyethyl methacrylate, 4-hydroxybutyl methacrylate, and any combination thereof.

[0463] Clause 161. The composition according to Clause 160, wherein the (meth)acrylate hydroxyalkyl ester is 4-hydroxybutyl acrylate or 2-hydroxyethyl methacrylate.

[0464] Clause 162. The composition according to any one of Clauses 158 to 161, wherein the reactive monomer mixture comprises a hydroxyalkyl (meth)acrylate in an amount between about 1% by weight and about 25% by weight, between about 5% by weight and about 20% by weight, or between about 10% by weight and about 20% by weight.

[0465] Clause 163. The composition according to any one of Clauses 128 to 162 further comprises at least one UV / HEV absorbing compound in the reactive monomer mixture.

[0466] Clause 164. The composition according to Clause 163, wherein the UV / HEV absorbing compound is a compound of Formula I, 2-(2'́-hydroxy-5-methacryloyloxyethylphenyl)-2H-benzotriazole, 2-(2-cyano-2-(9H-thioxanthoxy-9-ylidene)acetamyl)ethyl methacrylate, 2-(2-cyano-2-(9H-xanthoxy-9-ylidene)acetamyl)ethyl methacrylate, 2-(2-cyano-2-(10-methylacridin-9(10H)-ylidene)acetamyl)ethyl methacrylate, 3-(3-(tert-butyl)-5-(5-chloro-2H-benzo[d][1,2,3]triazol-2-yl)-4-hydroxyphenyl)propyl methacrylate, or any combination thereof.

[0467] Clause 165. The composition according to Clause 163 or Clause 164, wherein the reactive monomer mixture comprises a UV / HEV absorbing compound in an amount between about 0.1% by weight and about 5% by weight, between about 1% by weight and about 4% by weight, or between about 1% by weight and about 3% by weight.

[0468] Clause 166. The composition according to any one of Clauses 128 to 165 further comprises at least one hydrophilic monomer.

[0469] Clause 167. The composition according to Clause 166, wherein the hydrophilic monomer is selected from vinylpyrrolidone, N-vinyl-N-methylacetamide, N-methylmethacrylamide, N-vinylacetamide, N,N-dimethylacrylamide, poly(ethylene glycol) methyl ether (meth) acrylate, poly(ethylene glycol) (meth) acrylate, and any combination thereof.

[0470] Clause 168. The composition according to Clause 166, wherein the hydrophilic monomer has at least one aliphatic group having at least one double bond.

[0471] Clause 169. The composition according to any one of Clauses 128 to 168 further comprises at least one diluent from the reactive monomer mixture.

[0472] Clause 170. The composition according to any one of Clauses 128 to 169, wherein the composition has a water content between about 0% by weight and about 15% by weight, between about 1% by weight and about 10% by weight, or between about 1% by weight and about 8% by weight.

[0473] Clause 171. The composition according to any one of Clauses 128 to 170, wherein the composition has a refractive index of at least 1.45 and a dispersion coefficient of at least 45; wherein the composition has a refractive index of at least 1.48 and a dispersion coefficient of at least 50; or wherein the composition has a refractive index of at least 1.50 and a dispersion coefficient of at least 50.

[0474] Clause 172. The composition according to any one of Clauses 128 to 171, wherein the free radical polymerization is photopolymerization using a bisacylphosphine oxide initiator.

[0475] Clause 173. An ophthalmic device comprising the composition according to any one of Clauses 128 to 172.

[0476] Clause 174. An ophthalmic device as described in Clause 173, wherein the ophthalmic device includes an intraocular lens, a contact lens, a corneal inlay, an extraocular inlay, or a corneal insert.

[0477] Clause 175. An ophthalmic device as described in Clause 174, wherein the ophthalmic device includes an intraocular lens.

[0478] Clause 176. A method for manufacturing an ophthalmic device, the method comprising: a. To provide the composition according to any one of Clauses 128 to 172; and b. To form an ophthalmic device.

[0479] Clause 177. The method according to Clause 176 further includes the step of extracting the ophthalmic device with a solvent.

[0480] Clause 178. The method according to Clause 177 further includes the step of hydrating the extracted ophthalmic device with at least one aqueous solution.

[0481] Clause 179. A method for preparing an ophthalmic device, wherein the formation is performed by: a. Preparing a blank from the composition according to any one of Clauses 128 to 172, and machining an ophthalmic device from the blank; or b. A lens molded from the composition according to any one of Clauses 128 to 172; or c. Molding a lens from the composition according to any one of Clauses 128 to 172, and finishing the surface of the lens by machining.

[0482] Clause 180. The method described pursuant to Clause 179 further includes the step of extracting the ophthalmic device with a solvent.

[0483] Clause 181. The method according to Clause 290 further includes the step of hydrating the extracted ophthalmic device with at least one aqueous solution.

[0484] Clause 182. The method according to any one of Clauses 176 to 181 further includes an irradiation step using a femtosecond two-photon laser.

[0485] Clause 183. The method according to any one of Clauses 176 to 182 further includes the step of sterilizing the ophthalmic device.

[0486] Clause 184. A method for preparing an ophthalmic device, the method comprising molding the device with a composition according to any one of Clauses 128 to 172.

[0487] Clause 185. A composition prepared by free radical polymerization of a reactive monomer mixture comprising: a. At least one alicyclic (meth)acrylate; b. At least one aliphatic (meth)acrylate; and c. At least one crosslinking agent; The composition exhibits a refractive index of at least 1.45 and a dispersion coefficient of at least 39.

[0488] Clause 186. The composition according to Clause 185, wherein the alicyclic (meth)acrylate comprises an alicyclic group having one to four alicyclic rings.

[0489] Clause 187. The composition according to Clause 185 or Clause 186, wherein the alicyclic (meth)acrylate is selected from cyclohexyl methacrylate, cyclohexyl polyethylene glycol (meth)acrylate derivatives, cyclohexyl methacrylate derivatives, cyclopentyl methacrylate, cyclohexyl methacrylate, 2-cyclohexyl ethyl methacrylate, 3-cyclohexyl propyl methacrylate, norbornyl methacrylate, isobornyl methacrylate, isobornyl derivatives, norbornyl derivatives, ((1R,2S,4R)-bicyclo[2.2.1]hept-5-en-2-yl)meth(meth)acrylate, ethylene glycol dicyclopentenyl ether (meth)acrylate, poly(ethylene glycol) dicyclopentenyl ether (meth)acrylate, 2-(((3aR,4R,5S,7R,7aR)-octahydro-1H-4,7-methylene indene -5-yl)oxy)ethyl acrylate, 2-(((3aS,4R,6S,7R,7aR)-3a,4,5,6,7,7a-hexahydro-1H-4,7-methyleneinden-6-yl)oxy)ethyl acrylate, (3aS,4S,5R,7S,7aS)-octahydro-1H-4,7-methyleneinden-5-yl acrylate, (3aS,4S,5R,7S,7aS)-3a,4,5,6, 7,7a-hexahydro-1H-4,7-methyleneinden-5-yl acrylate, (1R,3S,5f,7r)-2-methyladamantane-2-yl (meth)acrylate, (1R,3S,5f,7r)-2-methyladamantane-2-yl polyethylene glycol (meth)acrylate derivatives and (1R,3S,5f,7r)-2-methyladamantane-2-yl (meth)acrylate derivatives, and any combination thereof.

[0490] Clause 188. The composition according to any one of Clauses 185 to 187, wherein the alicyclic (meth)acrylate is selected from cyclohexyl acrylate, cyclohexyl methyl acrylate, cyclohexyl methyl methacrylate, 2-cyclohexyl ethyl acrylate, 2-cyclohexyl ethyl methacrylate, 3-cyclohexyl propyl acrylate, ethylene glycol dicyclopentenyl ether acrylate, and any combination thereof.

[0491] Clause 189. The composition according to any one of Clauses 185 to 188, wherein the reactive monomer mixture comprises an alicyclic (meth)acrylate in an amount between about 20% by weight and about 80% by weight, between about 40% by weight and about 80% by weight, or between about 60% by weight and about 80% by weight.

[0492] Clause 190. The composition according to any one of Clauses 185 to 189, wherein the aliphatic (meth)acrylate comprises a straight-chain or branched alkyl group having 1 to 25 carbon atoms.

[0493] Clause 191. The composition according to Clause 190, wherein the aliphatic (meth)acrylate comprises a straight-chain or branched alkyl group having 4 to 8 carbon atoms.

[0494] Clause 192. The composition according to Clause 191, wherein the aliphatic (meth)acrylate is isobutyl acrylate or n-hexyl acrylate.

[0495] Clause 193. The composition according to any one of Clauses 185 to 192, wherein the reactive monomer mixture comprises an aliphatic (meth)acrylate in an amount between about 1% by weight and about 40% by weight, between about 1% by weight and about 20% by weight, or between about 1% by weight and about 10% by weight.

[0496] Clause 194. The composition according to any one of Clauses 185 to 193, wherein the crosslinking agent is selected from non-alicyclic crosslinking agents, alicyclic crosslinking agents, and any combination thereof.

[0497] Clause 195. The composition according to Clause 194, wherein the crosslinking agent is a non-alicyclic crosslinking agent selected from ethylene glycol di(meth)acrylate, diethylene glycol di(meth)acrylate, triethylene glycol di(meth)acrylate, tetraethylene glycol di(meth)acrylate, trimethylolpropane tri(meth)acrylate, glycerol tri(meth)acrylate, triallyl cyanurate, methylene bis(meth)acrylamide, poly(ethylene glycol) di(meth)acrylate, bis(2-hydroxypropyl(meth)acrylate)-terminated polydimethylsiloxane, and any combination thereof.

[0498] Clause 196. The composition according to Clause 195, wherein the non-alicyclic crosslinking agent is ethylene glycol dimethacrylate.

[0499] Clause 197. The composition according to Clause 194, wherein the crosslinking agent is an alicyclic crosslinking agent comprising an alicyclic group having one to four alicyclic rings.

[0500] Clause 198. The composition according to Clause 197, wherein the alicyclic crosslinking agent is tricyclic [5.2.1.0]. 2,6 Decanediethanol di(meth)acrylate.

[0501] Clause 199. The composition according to any one of Clauses 185 to 198, wherein the reactive monomer mixture comprises a crosslinking agent in an amount between about 1% by weight and about 20% by weight, between about 1% by weight and about 15% by weight, or between about 1% by weight and about 5% by weight.

[0502] Clause 200. The composition according to any one of Clauses 185 to 199 further comprises an aromatic (meth)acrylate.

[0503] Clause 201. The composition according to Clause 200, wherein the aromatic (meth)acrylate is selected from 2-phenylethyl (meth)acrylate, 2-phenoxyethyl (meth)acrylate, 3-phenylpropyl (meth)acrylate, 3-phenoxypropyl (meth)acrylate, 1,3-bis-phenylthiol-2-propyl (meth)acrylate, poly(ethylene glycol) phenyl ether (meth)acrylate, and any combination thereof.

[0504] Clause 202. The composition according to Clause 201, wherein the aromatic (meth)acrylate is selected from 2-phenylethyl acrylate, 2-phenylethyl methacrylate, 3-phenylpropyl acrylate, and combinations thereof.

[0505] Clause 203. The composition according to any one of Clauses 200 to 202, wherein the reactive monomer mixture comprises an aromatic (meth)acrylate in an amount between about 5% by weight and about 50% by weight, between about 10% by weight and about 40% by weight, or between about 15% by weight and about 40% by weight.

[0506] Clause 204. The composition according to any one of Clauses 185 to 203 further comprises at least one hydroxyalkyl (meth)acrylate.

[0507] Clause 205. The composition according to Clause 204, wherein the (meth)acrylate hydroxyalkyl ester comprises a straight-chain, branched, or cyclic hydroxyalkyl group having 1 to 25 carbon atoms.

[0508] Clause 206. The composition according to Clause 205, wherein the hydroxyalkyl methacrylate is selected from 2-hydroxyethyl methacrylate, 2-hydroxypropyl methacrylate, 3-hydroxypropyl methacrylate, 2,3-dihydroxypropyl methacrylate, 1,1-dimethyl-2-hydroxyethyl methacrylate, 4-hydroxybutyl methacrylate, and any combination thereof.

[0509] Clause 207. The composition according to Clause 206, wherein the (meth)acrylate hydroxyalkyl ester is 4-hydroxybutyl acrylate or 2-hydroxyethyl methacrylate.

[0510] Clause 208. The composition according to any one of Clauses 204 to 207, wherein the reactive monomer mixture comprises a hydroxyalkyl (meth)acrylate in an amount between about 1% by weight and about 25% by weight, between about 5% by weight and about 20% by weight, or between about 10% by weight and about 20% by weight.

[0511] Clause 209. The composition according to any one of Clauses 185 to 209, wherein the reactive monomer mixture further comprises at least one hydrophilic monomer.

[0512] Clause 210. The composition according to Clause 209, wherein the at least one hydrophilic monomer is selected from vinylpyrrolidone, N-vinyl-N-methylacetamide, N-methylmethacrylamide, N-vinylacetamide, N,N-dimethylacrylamide, N-hydroxyethylacrylamide, N-(2-hydroxypropyl)acrylamide, N-(3-hydroxypropyl)acrylamide, N-(2-hydroxyethyl)(methyl)acrylamide, N-(2-hydroxypropyl)(methyl)acrylamide, N-(3-hydroxypropyl)(methyl)acrylamide, poly(ethylene glycol) methyl ether (meth)acrylate, poly(ethylene glycol) (meth)acrylate, and any combination thereof.

[0513] Clause 211. The composition according to any one of Clauses 185 to 209, wherein the reactive monomer mixture further comprises a polyamide.

[0514] Clause 212. The composition according to Clause 211, wherein the polyamide is selected from poly(vinylpyrrolidone), poly(N-vinyl-N-methylacetamide), poly(N-vinylacetamide), poly(dimethacrylamide), and copolymers or mixtures thereof.

[0515] Clause 213. The composition according to Clause 212, wherein the polyamide is poly(vinylpyrrolidone).

[0516] Clause 214. The composition according to Clause 213, wherein the polyamide is a copolymer.

[0517] Clause 215. The composition according to any one of Clauses 185 to 214, wherein the reactive monomer mixture comprises a polyamide in an amount between about 0.1% by weight and about 5% by weight, between about 0.5% by weight and about 3% by weight, or between about 0.5% by weight and about 2% by weight.

[0518] Clause 216. The composition according to any one of Clauses 185 to 215 further comprises at least one UV / HEV absorbing compound in the reactive monomer mixture.

[0519] Clause 217. The composition according to Clause 216, wherein the UV / HEV absorbing compound is a compound of Formula II, 2-(2'́-hydroxy-5-methacryloyloxyethylphenyl)-2H-benzotriazole, ethyl 2-(2-cyano-2-(9H-thioxanthoxy-9-ylidene)acetamido)methacrylate, ethyl 2-(2-cyano-2-(9H-xanthoxy-9-ylidene)acetamido)methacrylate, ethyl 2-(2-cyano-2-(10-methylacridin-9(10H)-ylidene)acetamido)methacrylate, or any combination thereof.

[0520] Clause 218. The composition according to Clause 216 or Clause 217, wherein the reactive monomer mixture comprises a UV / HEV absorbing compound in an amount between about 0.1% by weight and about 5% by weight, between about 1% by weight and about 4% by weight, or between about 1% by weight and about 3% by weight.

[0521] Clause 219. The composition according to any one of Clauses 185 to 218 further comprises at least one diluent from the reactive monomer mixture.

[0522] Clause 220. The composition according to any one of Clauses 185 to 219, wherein the composition has a water content between about 0% by weight and about 15% by weight, between about 1% by weight and about 10% by weight, or between about 1% by weight and about 8% by weight.

[0523] Clause 221. The composition according to any one of Clauses 185 to 220, wherein the composition has a refractive index of at least 1.45 and a dispersion coefficient of at least 45; wherein the composition has a refractive index of at least 1.48 and a dispersion coefficient of at least 50; or wherein the composition has a refractive index of at least 1.50 and a dispersion coefficient of at least 50.

[0524] Clause 222. The composition according to any one of Clauses 185 to 221, wherein the free radical polymerization is photopolymerization using a bisacylphosphine oxide initiator.

[0525] Clause 223. An ophthalmic device comprising a composition according to any one of Clauses 185 to 222.

[0526] Clause 224. An ophthalmic device as described in Clause 223, wherein the ophthalmic device includes an intraocular lens, a contact lens, a corneal inlay, an extraocular inlay, or a corneal insert.

[0527] Clause 225. An ophthalmic device as described in Clause 224, wherein the ophthalmic device includes an intraocular lens.

[0528] Clause 226. A method for manufacturing an ophthalmic device, the method comprising: a. To provide the composition according to any one of Clauses 185 to 225; and b. To form an ophthalmic device.

[0529] Clause 227. The method described in Clause 226 further includes the step of extracting the ophthalmic device with a solvent.

[0530] Clause 228. The method according to Clause 227 further includes the step of hydrating the extracted ophthalmic device with at least one aqueous solution.

[0531] Clause 229. A method for manufacturing an ophthalmic device, the method comprising: a. Preparing a blank from the composition according to any one of Clauses 185 to 225; and b. Ophthalmic devices are machined from blanks.

[0532] Clause 230. The method described pursuant to Clause 229 further includes the step of extracting the ophthalmic device with a solvent.

[0533] Clause 231. The method according to Clause 230 further includes the step of hydrating the extracted ophthalmic device with at least one aqueous solution.

[0534] Clause 232. The method according to any one of Clauses 226 to 231 further includes an irradiation step using a femtosecond two-photon laser.

[0535] Clause 233. The method according to any one of Clauses 226 to 232 further includes the step of sterilizing the ophthalmic device.

[0536] Clause 234. A method for preparing an ophthalmic device, the method comprising molding the device with a composition according to any one of Clauses 185 to 225.

[0537] Clause 235. A composition prepared by free radical polymerization of a reactive monomer mixture comprising: a. At least one hydrophobic monomer; b. At least one acrylate monomer of formula (I): (I) Where R 1 Selected from hydrogen and methyl, wherein R 2 For a non-aromatic moiety having at least one carbon-carbon double bond; and c. At least one crosslinking agent.

[0538] Clause 236. The composition according to Clause 235, wherein the hydrophobic monomer is a hydrophobic (meth)acrylate monomer.

[0539] Clause 237. The composition according to Clause 236, wherein the hydrophobic (meth)acrylate is selected from aliphatic (meth)acrylates, aromatic (meth)acrylates, alicyclic (meth)acrylates, and any combination thereof.

[0540] Clause 238. The composition according to Clause 237, wherein the hydrophobic (meth)acrylate is an aliphatic (meth)acrylate.

[0541] Clause 239. The composition according to Clause 238, wherein the aliphatic (meth)acrylate is (meth)acrylate C1-C 18 Alkyl esters.

[0542] Clause 240. The composition according to Clause 239, wherein the (meth)acrylic acid C1-C 18 The alkyl ester is selected from ethyl methacrylate, n-butyl methacrylate, isobutyl methacrylate, tert-butyl methacrylate, n-hexyl methacrylate, 2-ethylhexyl methacrylate, octyl methacrylate, isodecanyl methacrylate, heptadecanyl methacrylate, dodecyl methacrylate, 2-propylheptyl methacrylate, stearyl methacrylate, and any combination thereof.

[0543] Clause 241. The composition according to Clause 240, wherein the (meth)acrylic acid C1-C 18 The alkyl ester is n-hexyl acrylate.

[0544] Clause 242. The composition according to Clause 237, wherein the hydrophobic (meth)acrylate is an aromatic (meth)acrylate.

[0545] Clause 243. The composition according to Clause 242, wherein the aromatic (meth)acrylate is selected from 2-phenylethyl (meth)acrylate, 2-phenoxyethyl (meth)acrylate, 4-chlorophenoxyethyl (meth)acrylate, 3-phenylpropyl (meth)acrylate, 4-phenylbutyl (meth)acrylate, 3-phenoxypropyl (meth)acrylate, 1,3-bis-phenylthiol-2-propyl (meth)acrylate, poly(ethylene glycol) phenyl ether (meth)acrylate, and any combination thereof.

[0546] Clause 244. The composition according to Clause 243, wherein the aromatic (meth)acrylate is 2-phenylethyl acrylate.

[0547] Clause 245. The composition according to Clause 243, wherein the aromatic (meth)acrylate is 2-phenylethyl methacrylate.

[0548] Clause 246. The composition according to Clause 243, wherein the aromatic (meth)acrylate is a combination of 2-phenylethyl acrylate and 2-phenylethyl methacrylate.

[0549] Clause 247. The composition according to Clause 243, wherein the aromatic (meth)acrylate is a combination of 2-phenylethyl methacrylate and 3-phenylpropyl acrylate.

[0550] Clause 248. The composition according to Clause 237, wherein the hydrophobic (meth)acrylate is an alicyclic (meth)acrylate.

[0551] Clause 249. The composition according to Clause 248, wherein the alicyclic (meth)acrylate is selected from cyclohexyl methacrylate, cyclohexyl polyethylene glycol (meth)acrylate derivatives, cyclohexyl methacrylate derivatives, cyclopentyl methacrylate, cyclohexyl methacrylate, 2-cyclohexyl ethyl methacrylate, 3-cyclohexyl propyl methacrylate, norbornyl methacrylate, isobornyl methacrylate, isobornyl derivatives, norbornyl derivatives, ((1R,2S,4R)-bicyclo[2.2.1]hept-5-en-2-yl)meth(meth)acrylate, ethylene glycol dicyclopentenyl ether (meth)acrylate, poly(ethylene glycol) dicyclopentenyl ether (meth)acrylate, 2-(((3aR,4R,5S,7R,7aR)-octahydro-1H-4,7-methyleneinden-5- Ethyl acrylate, 2-(((3aS,4R,6S,7R,7aR)-3a,4,5,6,7,7a-hexahydro-1H-4,7-methyleneinden-6-yl)oxy)ethyl acrylate, (3aS,4S,5R,7S,7aS)-octahydro-1H-4,7-methyleneinden-5-yl acrylate, (3aS,4S,5R,7S,7aS)-3a,4,5,6,7 ,7a-hexahydro-1H-4,7-methyleneindene-5-yl acrylate, (1R,3S,5f,7r)-2-methyladamantane-2-yl(meth)acrylate, (1R,3S,5f,7r)-2-methyladamantane-2-yl polyethylene glycol (meth)acrylate derivatives and (1R,3S,5f,7r)-2-methyladamantane-2-yl(meth)acrylate derivatives and any combination thereof.

[0552] Clause 250. The composition according to Clause 249, wherein the alicyclic (meth)acrylate is selected from cyclohexyl acrylate, cyclohexyl methyl acrylate, cyclohexyl methyl methacrylate, 2-cyclohexyl ethyl acrylate, 2-cyclohexyl ethyl methacrylate, and any combination thereof.

[0553] Clause 251. The composition according to any one of Clauses 235 to 250, wherein R 2 It contains an alkenyl or cycloalkenyl moiety.

[0554] Clause 252. The composition according to Clause 251, wherein R 2 It contains cyclopentenyl, cyclopentadienyl, cyclohexenyl, cyclohexadienyl, bicyclo[2.2.1]hept-5-en-2-yl, hexahydro-1H-4,7-methyleneindenyl or allyl moieties.

[0555] Clause 253. The composition according to any one of Clauses 235 to 250, wherein the acrylate monomer of formula (I) is selected from ((1R,2S,4R)-bicyclo[2.2.1]hept-5-en-2-yl)methyl acrylate, 2-(((3aS,4R,6S,7R,7aR)-3a,4,5,6,7,7a-hexahydro-1H-4,7-methyleneindene-6-yl)oxy)ethyl acrylate, (3aS,4S,5R,7S,7aS)-3a,4,5,6,7,7a-hexahydro-1H-4,7-methyleneindene-5-yl acrylate, 2-(cyclopentan-2,4-diene-1)-acrylate. Cyclopent-2,4-dien-1-yl acrylate, cyclopent-3-en-1-yl acrylate, 2-(cyclopent-3-en-1-yloxy)ethyl acrylate, cyclohexyl-2,4-dien-1-yl acrylate, 2-(cyclohexyl-2,4-dien-1-yloxy)ethyl acrylate, 2-(cyclohexyl-3-en-1-yloxy)ethyl acrylate, cyclohexyl-3-en-1-yl acrylate, 2-(2-(2-(2-(cyclohexyl-3-en-1-yloxy)ethoxy)ethoxy)ethoxy)ethyl acrylate, N,N-diallylacrylamide, allyl acrylate and 2-(allyloxy)ethyl acrylate.

[0556] Clause 254. The composition according to any one of Clauses 235 to 253, wherein the composition further comprises a hydroxyl-containing monomer.

[0557] Clause 255. The composition according to Clause 254, wherein the hydroxyl-containing monomer is a hydroxyalkyl (meth)acrylate.

[0558] Clause 256. The composition according to Clause 255, wherein the hydroxyalkyl methacrylate is selected from 2-hydroxyethyl methacrylate, 2-hydroxypropyl methacrylate, 3-hydroxypropyl methacrylate, 2,3-dihydroxypropyl methacrylate, 1,1-dimethyl-2-hydroxyethyl methacrylate, 4-hydroxybutyl methacrylate, and any combination thereof.

[0559] Clause 257. The composition according to Clause 256, wherein the (meth)acrylate hydroxyalkyl ester is 4-hydroxybutyl acrylate or 2-hydroxyethyl methacrylate.

[0560] Clause 258. The composition according to Clause 254, wherein the hydroxyl-containing monomer is a hydroxyl organosilicon monomer.

[0561] Clause 259. The composition according to Clause 258, wherein the hydroxyl organosilicon monomer is selected from 3-(3-(1,1,1,3,5,5,5-heptamethyltrisiloxane-3-yl)propoxy)-2-hydroxypropyl methacrylate (SiMAA), mono-n-butyl-terminated monomethacryloyloxypropyl-terminated polydimethylsiloxane (mPDMS), and mono-(2-hydroxy-3-methacryloyloxypropyl)-propyl ether-terminated mono-n-butyl-terminated polydimethylsiloxane (OH-mPDMS).

[0562] Clause 260. The composition according to any one of Clauses 235 to 259, wherein the reactive monomer mixture further comprises at least one hydrophilic monomer.

[0563] Clause 261. The composition according to Clause 260, wherein the at least one hydrophilic monomer is selected from vinylpyrrolidone, N-vinyl-N-methylacetamide, N-methylmethacrylamide, N-vinylacetamide, N,N-dimethylacrylamide, N-hydroxyethylacrylamide, N-(2-hydroxypropyl)acrylamide, N-(3-hydroxypropyl)acrylamide, N-(2-hydroxyethyl)(methyl)acrylamide, N-(2-hydroxypropyl)(methyl)acrylamide, N-(3-hydroxypropyl)(methyl)acrylamide, poly(ethylene glycol) methyl ether (meth)acrylate, poly(ethylene glycol) (meth)acrylate, and any combination thereof.

[0564] Clause 262. The composition according to any one of Clauses 235 to 261, wherein the crosslinking agent is selected from non-alicyclic crosslinking agents, alicyclic crosslinking agents, and any combination thereof.

[0565] Clause 263. The composition according to Clause 262, wherein the crosslinking agent is a non-alicyclic crosslinking agent selected from ethylene glycol di(meth)acrylate, diethylene glycol di(meth)acrylate, triethylene glycol di(meth)acrylate, tetraethylene glycol di(meth)acrylate, trimethylolpropane tri(meth)acrylate, glycerol tri(meth)acrylate, triallyl cyanurate, methylene bis(meth)acrylamide, poly(ethylene glycol) di(meth)acrylate, bis(2-hydroxypropyl(meth)acrylate)-terminated polydimethylsiloxane, and any combination thereof.

[0566] Clause 264. The composition according to Clause 263, wherein the non-alicyclic crosslinking agent is ethylene glycol dimethacrylate.

[0567] Clause 265. The composition according to Clause 262, wherein the crosslinking agent is an alicyclic crosslinking agent comprising an alicyclic group having one to four alicyclic rings.

[0568] Clause 266. The composition according to Clause 265, wherein the alicyclic crosslinking agent is a tricyclic [5.2.1.0] 2,6 Decanediethanol di(meth)acrylate.

[0569] Clause 267. The composition according to any one of Clauses 235 to 266, wherein the reactive monomer mixture comprises a crosslinking agent in an amount between about 1% by weight and about 20% by weight, between about 3% by weight and about 15% by weight, or between about 3% by weight and about 10% by weight.

[0570] Clause 268. The composition according to any one of Clauses 235 to 261, wherein the crosslinking agent has the following formula: , Where n is an integer from 5 to 50.

[0571] Clause 269. The composition according to Clause 268, wherein n is 15, 16, 17, 18, 19, 20, 21, 22, 23, 24 or 25.

[0572] Clause 270. The compound described in Clause 269, wherein n is 20.

[0573] Clause 271. The composition according to any one of Clauses 134 to 136, wherein the reactive monomer mixture comprises a crosslinking agent in an amount of about 15% by weight to about 22% by weight, or between about 16% by weight and about 20% by weight.

[0574] Clause 272. The composition according to any one of Clause 271, wherein the crosslinking agent is present in the reactive monomer mixture in an amount of about 18% by weight.

[0575] Clause 273. The composition according to any one of Clauses 235 to 272, wherein the reactive monomer mixture further comprises a polyamide.

[0576] Clause 274. The composition according to Clause 273, wherein the polyamide is selected from poly(vinylpyrrolidone), poly(N-vinyl-N-methylacetamide), poly(N-vinylacetamide), poly(dimethacrylamide), and copolymers or mixtures thereof.

[0577] Clause 275. The composition according to Clause 274, wherein the polyamide is poly(vinylpyrrolidone) or poly(N-vinyl-N-methylacetamide).

[0578] Clause 276. The composition according to Clause 273, wherein the polyamide is a copolymer.

[0579] Clause 277. The composition according to any one of Clauses 273 to 276, wherein the reactive monomer mixture comprises a polyamide in an amount between about 0.1% by weight and about 5% by weight, or between about 0.25% by weight and about 2% by weight.

[0580] Clause 278. The composition according to any one of Clauses 235 to 277 further comprises at least one UV / HEV absorbing compound in the reactive monomer mixture.

[0581] Clause 279. The composition according to Clause 278, wherein the UV / HEV absorbing compound is a compound of Formula II, 2-(2'́-hydroxy-5-methacryloyloxyethylphenyl)-2H-benzotriazole, 2-(2-cyano-2-(9H-thioxanthoxy-9-ylidene)acetamyl)ethyl methacrylate, 2-(2-cyano-2-(9H-xanthoxy-9-ylidene)acetamyl)ethyl methacrylate, 2-(2-cyano-2-(10-methylacridin-9(10H)-ylidene)acetamyl)ethyl methacrylate, 3-(3-(tert-butyl)-5-(5-chloro-2H-benzo[d][1,2,3]triazol-2-yl)-4-hydroxyphenyl)propyl methacrylate, or any combination thereof.

[0582] Clause 280. The composition according to Clause 278 or Clause 279, wherein the reactive monomer mixture comprises a UV / HEV absorbing compound in an amount between about 0.1% by weight and about 5% by weight, between about 1% by weight and about 4% by weight, or between about 1% by weight and about 3% by weight.

[0583] Clause 281. The composition according to any one of Clauses 235 to 280 further comprises at least one diluent from the reactive monomer mixture.

[0584] Clause 282. The composition according to any one of Clauses 235 to 281, wherein the composition has a water content between about 0% by weight and about 15% by weight, between about 1% by weight and about 10% by weight, or between about 1% by weight and about 8% by weight.

[0585] Clause 283. The composition according to any one of Clauses 235 to 282, wherein the composition has a refractive index of at least 1.45 and a dispersion coefficient of at least 45; wherein the composition has a refractive index of at least 1.48 and a dispersion coefficient of at least 50; or wherein the composition has a refractive index of at least 1.50 and a dispersion coefficient of at least 50.

[0586] Clause 284. The composition according to any one of Clauses 235 to 283, wherein the free radical polymerization is photopolymerization using a bisacylphosphine oxide initiator.

[0587] Clause 285. An ophthalmic device comprising a composition according to any one of Clauses 235 to 284.

[0588] Clause 286. An ophthalmic device as described in Clause 285, wherein the ophthalmic device includes an intraocular lens, a contact lens, a corneal inlay, an extraocular inlay, or a corneal insert.

[0589] Clause 287. An ophthalmic device as described in Clause 286, wherein the ophthalmic device includes an intraocular lens.

[0590] Clause 288. A method for manufacturing an ophthalmic device, the method comprising: a. To provide the composition according to any one of Clauses 235 to 284; and b. To form an ophthalmic device.

[0591] Clause 289. The method described in Clause 288 further includes the step of extracting the ophthalmic device with a solvent.

[0592] Clause 290. The method according to Clause 289 further includes the step of hydrating the extracted ophthalmic device with at least one aqueous solution.

[0593] Clause 291. A method for manufacturing an ophthalmic device, the method comprising: a. Preparing a blank from the composition according to any one of clauses 235 to 284; and b. Ophthalmic devices are machined from blanks.

[0594] Clause 292. The method according to Clause 291 further includes the step of extracting the ophthalmic device with a solvent.

[0595] Clause 293. The method according to Clause 292 further includes the step of hydrating the extracted ophthalmic device with at least one aqueous solution.

[0596] Clause 294. The method according to any one of Clauses 288 to 293 further includes an irradiation step using a femtosecond two-photon laser.

[0597] Clause 295. The method according to any one of Clauses 288 to 294 further includes the step of sterilizing the ophthalmic device.

[0598] Clause 296. A method for preparing an ophthalmic device, the method comprising molding the device with a composition according to any one of Clauses 235 to 284.

Claims

1. An ophthalmic device comprising a composition prepared by free radical polymerization of a reactive monomer mixture, said reactive monomer mixture comprising: a. At least one alicyclic (meth)acrylate monomer containing more than one alicyclic ring; b. At least one monomer, said at least one monomer being selected from hydrophilic monomers and (meth)acrylate hydroxyalkyl monomers and any combination thereof; and c. At least one crosslinking agent; The composition exhibits a refractive index of at least 1.45 and a dispersion coefficient of at least 39, wherein the refractive index is measured at 589.3 nm using an Anton Paar Abbemat WR wavelength refractometer, and the dispersion coefficient is measured at 589.3 nm, 486.1 nm, and 656.3 nm using an Anton Paar Abbemat WR wavelength refractometer; and The ophthalmic device mentioned above includes an intraocular lens, a contact lens, a corneal inlay, an extraocular inlay, or a corneal insert.

2. The ophthalmic device of claim 1, wherein the at least one alicyclic (meth)acrylate monomer containing more than one alicyclic ring comprises two or more individual monocyclic alicyclic rings, or a single bicyclic, tricyclic, bridged, fused, and / or spirocyclic alicyclic ring system.

3. The ophthalmic device according to claim 1, wherein the at least one alicyclic (meth)acrylate monomer containing more than one alicyclic ring is ethylene glycol dicyclopentenyl ether acrylate.

4. The ophthalmic device according to claim 1, wherein the at least one alicyclic (meth)acrylate monomer containing more than one alicyclic ring is ethyl 2-(((3aR,4R,5S,7R,7aR)-octahydro-1H-4,7-methyleneinden-5-yl)oxy)acrylate.

5. The ophthalmic device according to claim 1, wherein the reactive monomer mixture comprises at least one hydrophilic monomer, said at least one hydrophilic monomer being a poly(ethylene glycol)-containing monomer selected from poly(ethylene glycol) methacrylate and poly(ethylene glycol) methyl ether methacrylate.

6. The ophthalmic device of claim 1, wherein the reactive monomer mixture comprises at least one hydroxyalkyl methacrylate monomer selected from 2-hydroxyethyl methacrylate, 2-hydroxypropyl methacrylate, 3-hydroxypropyl methacrylate, 2,3-dihydroxypropyl methacrylate, dimethyl hydroxyethyl methacrylate, 4-hydroxybutyl methacrylate, and any combination thereof.

7. The ophthalmic device according to claim 6, wherein the (meth)acrylate hydroxyalkyl ester monomer is 4-hydroxybutyl acrylate.

8. The ophthalmic device of claim 1, wherein the reactive monomer mixture comprises a mixture of a hydrophilic monomer and a (meth)acrylate hydroxyalkyl ester monomer, wherein the hydrophilic monomer is selected from poly(ethylene glycol) methacrylate and poly(ethylene glycol) methyl ether methacrylate, and wherein the (meth)acrylate hydroxyalkyl ester monomer is 2-hydroxyethyl acrylate.

9. The ophthalmic device of claim 1, wherein the reactive monomer mixture further comprises at least one alicyclic (meth)acrylate containing an alicyclic ring.

10. The ophthalmic device of claim 9, wherein the alicyclic (meth)acrylate containing an alicyclic ring is selected from cyclohexyl methacrylate, cyclopentyl methacrylate, cyclohexyl methyl methacrylate, 2-cyclohexyl ethyl methacrylate, 3-cyclohexyl propyl methacrylate, and any combination thereof.

11. The ophthalmic device of claim 1, wherein the reactive monomer mixture further comprises at least one aromatic (meth)acrylate selected from 2-phenylethyl (meth)acrylate, 2-phenoxyethyl (meth)acrylate, 3-phenylpropyl (meth)acrylate, 4-phenylbutyl (meth)acrylate, 3-phenoxypropyl (meth)acrylate, 1,3-bis(phenylthio)-2-propyl (meth)acrylate, poly(ethylene glycol) phenyl ether (meth)acrylate, and any combination thereof.

12. The ophthalmic device of claim 1, wherein the reactive monomer mixture further comprises a hydroxyalkyl methacrylate selected from 2-hydroxyethyl methacrylate, 2-hydroxypropyl methacrylate, 3-hydroxypropyl methacrylate, 2,3-dihydroxypropyl methacrylate, dimethyl hydroxyethyl methacrylate, 4-hydroxybutyl methacrylate, and any combination thereof.

13. The ophthalmic device of claim 1, wherein the crosslinking agent is an alicyclic crosslinking agent comprising an alicyclic group having one to four alicyclic rings.

14. The ophthalmic device according to claim 1, wherein the alicyclic crosslinking agent is a tricyclic [5.2.1.0] 2,6 Decanediethanol di(meth)acrylate.

15. The ophthalmic device of claim 1, further comprising at least one UV / HEV absorbing compound from the reactive monomer mixture, wherein the UV / HEV absorbing compound is selected from 2-(2'-hydroxy-5-methacryloyloxyethylphenyl)-2H-benzotriazole, 2-(2-cyano-2-(9H-thioxanthoxy-9-ylidene)acetamyl)ethyl methacrylate, 2-(2-cyano-2-(10-methylacridin-9(10H)-ylidene)acetamyl)ethyl methacrylate, 3-(3-(tert-butyl)-5-(5-chloro-2H-benzo[d][1,2,3]triazol-2-yl)-4-hydroxyphenyl)propyl methacrylate and compounds of formula (II): II in: m and n are independently 0, 1, 2, 3 or 4; T represents a chemical bond, O, or NR; X is O, S, NR, SO, or SO2; Y is a linking group; P g It is a polymerizable group; R is independently H, C1-C6 alkyl, cycloalkyl, heterocycloalkyl, aryl, heteroaryl, or YP each time it appears. g ; When R exists 1 and R 2 When these two elements appear, they are independently C1-C6 alkyl, C1-C6 alkoxy, C1-C6 alkylthio, C3-C7 cycloalkyl, aryl, halogen, hydroxyl, amino, or NR. 3 R 4 Or benzyl, where R 3 and R 4 Independently H or C1-C6 alkyl, or two adjacent R 1 or R 2 The groups, together with the carbon atoms they are attached to, combine to form cycloalkyl or aryl rings; and EWG is an electron-withdrawing group. Or any combination thereof.

16. The ophthalmic device of claim 1, further comprising at least one diluent from the reactive monomer mixture.

17. The ophthalmic device according to claim 1, having a water content between about 0% by weight and about 15% by weight.

18. The ophthalmic device of claim 1, wherein the composition has a refractive index of at least 1.45 and a dispersion coefficient of at least 45.

19. The ophthalmic device of claim 1, wherein the free radical polymerization is photopolymerization using a bisacylphosphine oxide initiator.

20. A method for manufacturing an ophthalmic device, the method comprising: (a) A composition prepared by free radical polymerization of a reactive monomer mixture comprising: i. At least one alicyclic (meth)acrylate monomer containing more than one alicyclic ring; ii. At least one monomer, said at least one monomer being selected from hydrophilic monomers and (meth)acrylate hydroxyalkyl ester monomers and any combination thereof; and iii. At least one crosslinking agent; The composition exhibits a refractive index of at least 1.45 and a dispersion coefficient of at least 39, wherein the refractive index is measured at 589.3 nm using an Anton Paar Abbemat WR wavelength refractometer, and the dispersion coefficient is measured at 589.3 nm, 486.1 nm, and 656.3 nm using an Anton Paar Abbemat WR wavelength refractometer; and (b) Forming an ophthalmic device, wherein the ophthalmic device includes an intraocular lens, a contact lens, a corneal inlay, an extraocular inlay, or a corneal insert.

21. The method of claim 20, further comprising the step of extracting the ophthalmic device with a solvent.

22. The method of claim 21, further comprising the step of hydrating the extracted ophthalmic device with at least one aqueous solution.

23. A method for manufacturing an ophthalmic device, the method comprising: (a) A preform is prepared from a composition produced by free radical polymerization of a reactive monomer mixture comprising: i. At least one alicyclic (meth)acrylate monomer containing more than one alicyclic ring; ii. At least one monomer, said at least one monomer being selected from hydrophilic monomers and (meth)acrylate hydroxyalkyl ester monomers and any combination thereof; and iii. At least one crosslinking agent; The composition exhibits a refractive index of at least 1.45 and a dispersion coefficient of at least 39, wherein the refractive index is measured at 589.3 nm using an Anton Paar Abbemat WR wavelength refractometer, and the dispersion coefficient is measured at 589.3 nm, 486.1 nm, and 656.3 nm using an Anton Paar Abbemat WR wavelength refractometer; and (b) The ophthalmic device is machined from the blank, wherein the ophthalmic device includes an intraocular lens, a contact lens, a corneal inlay, an extraocular inlay, or a corneal insert.

24. The method of claim 23, further comprising the step of extracting the ophthalmic device with a solvent.

25. The method of claim 24, further comprising the step of hydrating the extracted ophthalmic device with at least one aqueous solution.

26. A method for preparing an ophthalmic device, the method comprising molding the device from a composition prepared by free radical polymerization of a mixture of reactive monomers comprising: i. At least one alicyclic (meth)acrylate monomer containing more than one alicyclic ring; ii. At least one monomer, said at least one monomer being selected from hydrophilic monomers and (meth)acrylate hydroxyalkyl ester monomers and any combination thereof; and iii. At least one crosslinking agent; The composition exhibits a refractive index of at least 1.45 and a dispersion coefficient of at least 39, wherein the refractive index is measured at 589.3 nm using an Anton Paar Abbemat WR wavelength refractometer, and the dispersion coefficient is measured at 589.3 nm, 486.1 nm, and 656.3 nm using an Anton Paar Abbemat WR wavelength refractometer; and The ophthalmic device mentioned above includes an intraocular lens, a contact lens, a corneal inlay, an extraocular inlay, or a corneal insert.

27. The method of claim 26, further comprising the step of extracting the ophthalmic device with a solvent.

28. The method of claim 27, further comprising the step of hydrating the extracted ophthalmic device with at least one aqueous solution.

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