TWI537310B - Uv-blocking silicone hydrogel composition and silicone hydrogel contact lens containing thereof - Google Patents

Description

Water-repellent gel composition that blocks ultraviolet light and water-repellent gel lens containing the same

The present invention relates to a hydrophobic gel composition, and more particularly to a hydrophobic gel composition that blocks ultraviolet light and a hydrophobic gel lens comprising the same.

Since the contact lens made of silicone hydrogel is highly oxygen permeable, the hydrophobic gel lens allows sufficient oxygen to pass directly through the lens to contact the cornea, so that the cornea has sufficient oxygen content. Even if worn for a long time, it is less likely to cause symptoms of eye discomfort due to corneal hypoxia. Therefore, hydrophobic glue has become one of the preferred components of contact lens lenses.

On the other hand, sunlight is likely to cause damage to the human eye, especially eye diseases that cause vision loss such as cataracts and macular lesions. In sunlight, the most harmful light to human eyes is long-wave ultraviolet (UVA) and near-ultraviolet (UVB), which cover the wavelength range of 285-380 nm.

The above ultraviolet light is known to cause damage to the eye via chemical changes that produce the lens and the retina. Therefore, in order to reduce ultraviolet light for the eye Injury, optical devices (especially sunglasses) used to protect the eyes have been used for a long time and widely. In the field of medical devices, an intraocular lens combined with an ultraviolet light-blocking compound is considered to achieve the best effect of isolating ultraviolet light. The lens is formed by copolymerization of a lens with a lens through a polymerizable ultraviolet light-absorbing monomer under heating. For example, U.S. Patent Nos. 4,528,311, 4,716,234, 4,719,248, and 4,803,254, the disclosure of which is incorporated herein by reference to benzotriazole or benzophenone as ultraviolet light for isolating ultraviolet light from lens materials. Insulate monomer.

It is not easy to make the non-hydrophilic cerium-containing raw material into a water-repellent lens which is hydrophilic on the surface of the lens, not to mention the hydrophobic ultraviolet light-insulating monomer added to the cerium-containing raw material to form a hydrophilic water-repellent lens on the surface of the lens. Therefore, how to make the hydrophobic plastic lens have good ultraviolet light-insulating effect and good hydrophilicity is still an urgent problem to be solved.

In view of the problems faced by the prior art, the present invention discloses a novel ultraviolet light-blocking hydrophobic gel composition, which is manufactured by using the hydrophobic gel lens to maintain high moisture retention and high ultraviolet light isolation during use. efficacy.

One aspect of the present invention is to provide a hydrophobic gel composition that blocks ultraviolet light. The hydrophobic gel composition comprises a hydrophilic silicone polymer, a UV blocking monomer, a first hydrophilic monomer, a crosslinking agent, and a polymerization initiator.

The hydrophilic silicone polymer comprises 25 to 55 wt% of the total weight of the hydrogel composition, and has a chemical structure as shown in the general formula (1): VLS-(L'-V') _x (1) wherein V and V' are each independently an ethylenically-based polymerizable group; L and L' are each independently a covalent bond or a bonded group; S is an alkoxyalkyl group, which is or Wherein R ₁ is a C1 to C12 alkyl group, R ₂ is -(CH ₂ ) _b -O-(CH ₂ ) _c - or a C3 to C6 alkyl group, wherein b is an integer from 2 to 4, and c is An integer from 2 to 4, R ₃ is hydrogen or methyl, and W is , , Or *-CH ₂ O(CH ₂ CH ₂ O) _f -CH ₂ CH ₂ OCH ₃ , wherein R ₄ is a C1 to C4 alkyl group, R ₅ is a C1 to C2 alkyl group, and R ₆ is a C1 to C3 group. An alkyl group, d is an integer of 2 to 4, e is an integer of 2 to 4, f is an integer of 1 to 20, and * is a bonding position in the formula (1), and p is an integer of 10 to 50, q An integer from 0 to 25, m is an integer from 50 to 100, and n is an integer from 4 to 50; and x is 0 or 1.

The content of the blocking ultraviolet light monomer in the total weight of the hydrophobic rubber composition is 0.5 to 2 wt%. The content of the first hydrophilic monomer in the total weight of the hydrophobic gel composition is 30 to 60% by weight. The content of the crosslinking agent in the total weight of the hydrophobic rubber composition is 0.2 to 2% by weight. The polymerization initiator accounts for 0.2 to 1% by weight based on the total weight of the hydrophobic rubber composition.

According to an embodiment of the present invention, the above hydrophilic silicone polymer has a chemical structure as shown in the general formula (2): Wherein R ₁ is a C1 to C12 alkyl group; R ₂ is -(CH ₂ ) _b -O-(CH ₂ ) _c - or a C3 to C6 alkyl group, wherein b is an integer from 2 to 4, and c is An integer from 2 to 4; R ₃ is hydrogen or methyl; W is , , Or *-CH ₂ O(CH ₂ CH ₂ O) _f -CH ₂ CH ₂ OCH ₃ , R ₄ is a C1~C4 alkyl group, R ₅ is a C1~C2 alkyl group, and R ₆ is a C1~C3 alkane Base, d is an integer from 2 to 4, e is an integer from 2 to 4, f is an integer from 1 to 20, and * is the bonding position of W in the general formula (2); Y is -(CH ₂ ) _g - or -COO(CH ₂ ) _h -, g is an integer from 0 to 4, and h is an integer from 2 to 4; L ₃ is a covalent bond directly linking Y and R ₂ with a guanamine group (-CONH-) And a urethane group (-NHCOO-) or a urea group (-NHCONH-); and p is an integer of 10 to 50, and q is an integer of 0 to 25.

According to an embodiment of the present invention, L ₃ of the above formula (2) is a covalent bond directly linking Y and R ₂ , and q is an integer of from 1 to 25.

According to an embodiment of the present invention, the above hydrophilic silicone polymer has a chemical structure as shown in the general formula (3): Wherein R ₁ is a C ₁ -C 12 alkyl group; R ₂ is -(CH ₂ ) _b -O-(CH ₂ ) _c - or a C 3 -C 6 alkyl group, wherein b is an integer from 2 to 4 and c is 2 An integer of ~4; R ₃ and R ₃ ' are each independently hydrogen or methyl; W is , , Or *-CH ₂ O(CH ₂ CH ₂ O) _f -CH ₂ CH ₂ OCH ₃ , wherein R ₄ is a C1 to C4 alkyl group, R ₅ is a C1 to C2 alkyl group, and R ₆ is a C1 to C3 group. An alkyl group, d is an integer of 2 to 4, e is an integer of 2 to 4, f is an integer of 1 to 20, and * is a bonding position of W in the general formula (3); Y and Y' are each independently -(CH ₂ ) _g - or -COO(CH ₂ ) _h -, wherein g is an integer from 0 to 4 and h is an integer from 2 to 4; L and L' are independently connected directly to R ₂ and Y or R ₂ And a covalent bond of Y', amidino group (-CONH-), a carbamate group (-NHCOO-) or a urea group (-NHCONH-); and m is an integer of 50 to 100, n is 4 to 50 The integer, and the ratio of m to n (m/n) is 2-15.

According to an embodiment of the present invention, the vinyl polymerizable group in the hydrophilic silicone polymer is selected from the group consisting of an ethylenically-based acrylate, a vinyl methacrylate group (ethylenically-based) Methacrylate), ethylenically-based acrylamide, vinyl methacrylamide group A group consisting of ethylenically-based methacrylamide, ethylenically-based styrene, and ethylenically-based vinylcarbamate.

According to an embodiment of the present invention, the bonding group in the hydrophilic silicone polymer has a main chain and a side chain, and the main chain, the side chain of the bonding group or a combination thereof contains a polar functional group.

According to an embodiment of the present invention, the polar functional group in the hydrophilic silicone polymer is selected from the group consisting of a hydroxyl group, an amide group, a carbamate group, and a urea group. group.

According to an embodiment of the present invention, the oxime group in the hydrophilic silicone polymer has three or more ruthenium atoms and has a hydrophilic side chain.

According to an embodiment of the present invention, the hydrophilic side chain in the hydrophilic silicone polymer is selected from the group consisting of a group having an amide, a hydroxyl group, a polyethylene oxide, and a combination thereof. Group of.

According to an embodiment of the present invention, the above hydrophilic silicone polymer has an average molecular weight of 300 to 20,000.

According to an embodiment of the present invention, the blocking ultraviolet light monomer is a monomer having benzophenone, a monomer having benzotriazole, and having 2-hydroxyphenyl-s. a monomer of 2-hydroxyphenyl-s-triazine or a combination thereof.

According to an embodiment of the present invention, the above monomer having benzophenone comprises 4-methacryloxy-2-hydroxybenzophenone, 4 -(2-propenyloxyethoxy)-2-hydroxydiphenyl ketone (4-(2-acryloxyethoxy-) 2-hydroxy benzophenone) or a combination thereof.

According to an embodiment of the present invention, the above single system having benzotriazole is selected from the group consisting of 2-(2-hydroxy-5-methylpropenyloxyethylphenyl)-2H-benzotriazole ( 2-(2-hydroxy-5-methacryloxyethylphenyl)-2H-benzotriazole), 2-(2-hydroxy-5-methylpropenyloxyethylphenyl)-2H-6-chlorobenzotriazole (2- (2-hydroxy-5-methacryloxyethylphenyl)-2H-6-chloro-benzotriazole), 2-(2-hydroxy-5-methylpropenyloxyethylphenyl)-2H-6-methoxybenzotriene 2-(2-hydroxy-5-methacryloxyethylphenyl-2H-6-methoxybenzotriazole), 2-[3'- t -butyl-5'-(3"-dimethylethyldecylpropoxy) -2'-hydroxyphenyl]-5-methoxybenzotriazole (2-[3'- t- butyl-5'-(3"-dimethylvinylsilylpropoxy)-2'-hydroxyphenyl]-5-methoxybenzotriazole), 2-[3'- t -butyl-2'-hydroxy-5'-(3"-methylpropenylpropyl)-5-chlorobenzotriazole (2-[3'- t- butyl-) 5'-(3"-methacryloylozypropyl)phenyl]-5-chlorobenzotriazole), 2-[2'-hydroxy-5'-( γ -methylpropenyloxypropoxy)-3'- t -butylbenzene 5-[2'-hydroxy-5'-( γ- methacryloyloxypropo a group consisting of xy)-3'-tert-butylphenyl]-5-methoxy-2H-benzotriazole) and combinations thereof.

According to an embodiment of the present invention, the above monomer having 2-hydroxyphenyl-s-triazine is 4-methylpropenyloxyethyl-2-hydroxyphenyl-s - 4-methacryloxyethyl-2-hydroxyphenyl-s-triazine, 4-acryloxyethyl-2-hydroxyphenyl-s-triazine or Group Hehe.

According to an embodiment of the invention, the first hydrophilic monomer comprises N-vinyl pyrrolidone (NVP).

According to an embodiment of the present invention, the crosslinking agent is selected from the group consisting of ethylene glycol dimethacrylate, diethylene glycol dimethacrylate, and three Triethylene glycol dimethacrylate, tetraethylene glycol dimethacrylate, ally dimethacrylate, vinyl B Ethylene glycol dially ether, triethylene glycol dially ether, tetraethylene glycol dially ether Ether), triallyl-s-triazine-2,4,6(1H,3H,5H)-trione (triallyl-s-triazine-2,4,6(1H,3H,5H)-trione) And the group consisting of its combination.

According to an embodiment of the present invention, the above polymerization initiator is a photoinitiator.

According to an embodiment of the invention, the photoinitiator is a phosphine-oxide-based initiator, a titanium metallocene-based initiator, or a combination thereof.

According to an embodiment of the present invention, the above phosphine oxide initiator is selected from the group consisting of diphenyl (2,4,6-triphenyl)phosphine oxide, double (2,4,6-trimethylbenzhydrazide Bis(2,4,6-trimethylbenzoyl)phenyl phosphine oxide, bis(2,6-dimethoxybenzylidene) (2,4,4-trimethylpentene) Group of bis(2,6-dimethoxylbenzoyl(2,4,4-trimethylpentyl)phosphine oxide) and combinations thereof.

According to an embodiment of the present invention, the above metallocene titanium compound initiator comprises dicyclopentadienyl bis [2,4-difluoro-3- (1-pyrrolyl)phenyl]titanium).

According to an embodiment of the present invention, the hydrophobic composition further comprises a siloxane monomer in an amount of 5 to 25 wt% based on the total weight of the hydrophobic composition.

According to an embodiment of the present invention, the above methoxyxane monomer comprises (3-methacryloxy-2-hydroxy)propyl-bis(trimethyldecyloxy)methane (3-methacryloxy-2-hydroxy) Propyl-bis(trimethyl-siloxy)methylsilane), (3-methacryloxy-2-hydroxypropoxy)propyl-bis(trimethyldecyloxy)methane (3-methacryloxy-2- Hydroxypropoxy)propyl-bis(trimethyl-siloxy)methylsilane) or a combination thereof.

According to an embodiment of the present invention, the hydrophobic composition further comprises a second hydrophilic monomer in an amount of 5 to 15% by weight based on the total weight of the hydrophobic composition.

According to an embodiment of the present invention, the second hydrophilic single system is selected from the group consisting of 2-hydroxyethyl methacrylate, glyceryl methacrylate, and methacrylic acid. ,acrylic acid, N,N-dimethyl acrylamide, N,N-dimethyl A group consisting of N,N-dimethyl methacrylamide, N-vinyl-N-methyl acetamide, and combinations thereof.

One aspect of the present invention is to provide a hydrophobic gel lens that blocks ultraviolet light. The UV-blocking hydrophobic gel lens comprises a lens body composed of the above-described hydrophobic gel composition.

The invention will be described in detail by way of example and with reference to the accompanying drawings In the drawings, the shape or thickness of the embodiments may be expanded to simplify or facilitate the labeling, and the parts of the elements in the drawings will be described in the text. It will be appreciated that elements not shown or described may be in a variety of styles known to those skilled in the art.

The terminology used herein is for the purpose of describing particular embodiments and is not intended to The singular forms "a", "the", "the" and "the" It is to be understood that the term "comprises" and / or "comprising" when used in the specification is intended to mean the presence of the described features, integers, steps, operations, components and/or components, but does not exclude the presence or addition. One or more other features, integers, steps, operations, components, components, and/or groups thereof group. Embodiments of the present invention are described herein with reference to cross-section illustrations of the schematic illustration of the preferred embodiments (and intermediate structures) of the invention. As such, it is contemplated that the shapes of the descriptions may be varied, for example, from variations in manufacturing techniques and/or tolerances. Therefore, the embodiments of the invention should not be construed as being limited to the particular shapes of the embodiments described herein. The shapes of the devices are not intended to limit the actual shape of the device and are not intended to limit the scope of the invention.

Due to its high oxygen permeability and high wettability, hydrophobic plastic lenses have been widely accepted in the professional eye protection field. Not only are the lens choices that consumers love, but also become one of their vision correction needs. At present, 矽 water condensing lenses have a 50% market share. However, regardless of the success of hydrophobic lenses, hydrophobic lenses are still considered to be difficult to manufacture, and only a few hydrophobic lenses are considered to be comfortable to wear. Among them, the most difficult part of the development of hydrophobic gel lenses is the surface wetting characteristics of an organic hydrophobic lens. Due to its hydrophobic nature, it is very difficult to make a silicone lens with a wettable lens, and it is convenient for the user to successfully wear. Poor wetting can cause a lot of fatty substances to accumulate, which not only damages vision, but also makes it very uncomfortable when wearing lenses.

On the other hand, sunlight is likely to cause damage to the human eye, especially eye diseases that cause vision loss such as cataracts and macular lesions. In sunlight, the most harmful light to human eyes is long-wave ultraviolet (UVA) and near-ultraviolet (UVB), which cover the wavelength range of 285-380 nm. Excessive exposure to ultraviolet light is known to cause damage to the eye via chemical changes that produce the lens and retina. Therefore, in order to reduce ultraviolet light for eye damage, optical devices (especially sunglasses) for protecting the eyes have been used for a long time and widely. However, only a very small number of hydrophobic gel lenses have the effect of isolating ultraviolet light. Most of these lenses are modified by blocking the ultraviolet light monomer with a diphenyl ketone or benzotriazole functional group or a 2-hydroxyphenyl-s-triazine functional group. The structural formulas of diphenyl ketone, benzotriazole and 2-hydroxyphenyl-s-triazine are as shown in Formula 1, Formula 2 and Formula 3, respectively:

In one embodiment of the invention, the hydrophobic gel composition comprises about 1.5% by weight of a benzotriazole-based UV-blocking monomer (eg, a compound of Formula 4), N-vinylpyrrolidone (NVP), a hydrophilic silicone polymer. a suitable crosslinking agent (such as vinyl glycol dimethacrylate (EGDMA)), a photoinitiator containing a phosphine oxide, undergoes a curing reaction under illumination, and is processed to have extremely high wettability. Water gel lens.

In the following specific embodiments, the present invention will be described in detail and specifically The ultraviolet light-blocking hydrophobic gel composition provided by the examples of the present invention. The hydrophobic gel composition comprises a hydrophilic silicone polymer, a UV blocking monomer, a first hydrophilic monomer, a crosslinking agent, and a polymerization initiator.

The hydrophilic silicone polymer comprises 25 to 55 wt% of the total weight of the hydrophobic gel composition, and has a chemical structure as shown in the general formula (1): VLS-(L'-V') _x (1)

In the formula (1), V and V' are each independently an ethylenically-based polymerizable group. In an embodiment of the invention, the vinyl polymerizable group is selected from the group consisting of ethylenically-based acrylates, ethylenically-based methacrylates, vinyl acrylamides (ethylenically-based acrylamide), ethylenically-based methacrylamide, ethylenically-based styrene, and ethylenically-based Group of vinylcarbamate). In an embodiment of the invention, V and V' may be the same or different vinyl polymerizable groups.

In the formula (1), L and L' are each independently a covalent bond or a bond group. In an embodiment of the invention, L may be a covalent bond that directly connects V and S. In an embodiment of the invention, L' may be a covalent bond that directly connects V' and S. In an embodiment of the invention, the bonding group has a backbone and a side chain, and the backbone, side chain or combination thereof of the bonding group comprises a polar functional group. In an embodiment of the invention, the polar functional group is selected from the group consisting of a hydroxyl group, an amide, a carbamate, and a urea group. (urea) group of groups.

In the formula (1), S is an alkoxyalkyl group. In an embodiment of the invention, the oxoalkyl group has more than 3 germanium atoms and has a hydrophilic side chain. In an embodiment of the invention, the hydrophilic side chain is selected from the group consisting of a group having an amide, a hydroxyl group, a polyethylene oxide, and combinations thereof.

In an embodiment of the invention, the oxoalkyl group is Wherein R ₁ is a C1 to C12 alkyl group; R ₂ is -(CH ₂ ) _b -O-(CH ₂ ) _c - or a C3 to C6 alkyl group, wherein b is an integer from 2 to 4, and c is 2 An integer of ~4; R ₃ is hydrogen or methyl; W is , , Or *-CH ₂ O(CH ₂ CH ₂ O) _f -CH ₂ CH ₂ OCH ₃ , wherein R ₄ is a C1 to C4 alkyl group, R ₅ is a C1 to C2 alkyl group, and R ₆ is a C1 to C3 group. An alkyl group, d is an integer of 2 to 4, e is an integer of 2 to 4, f is an integer of 1 to 20, and * is a bonding position in the general formula (1); p is an integer of 10 to 50; q An integer from 0 to 25; m is an integer from 50 to 100; and n is an integer from 4 to 50.

In the formula (1), x is 0 or 1. According to an embodiment of the present invention, the above hydrophilic silicone polymer has an average molecular weight of 300 to 20,000.

According to an embodiment of the present invention, the blocking ultraviolet light monomer is a monomer having benzophenone, a monomer having benzotriazole, and having 2-hydroxyphenyl-s- Monomer of 2-hydroxyphenyl-s-triazine or a combination thereof.

According to an embodiment of the present invention, the above monomer having benzophenone comprises 4-methacryloxy-2-hydroxy benzophenone, 4 2-(2-acryloxyethoxy-2-hydroxybenzophenone) or a combination thereof.

According to an embodiment of the present invention, the above single system having benzotriazole is selected from the group consisting of 2-(2-hydroxy-5-methylpropenyloxyethylphenyl)-2H-benzotriazole ( 2-(2-hydroxy-5-methacryloxyethylphenyl)-2H-benzotriazole), 2-(2-hydroxy-5-methylpropenyloxyethylphenyl)-2H-6-chlorobenzotriazole (2- (2-hydroxy-5-methacryloxyethylphenyl)-2H-6-chloro-benzotriazole), 2-(2-hydroxy-5-methylpropenyloxyethylphenyl)-2H-6-methoxybenzotriene 2-(2-hydroxy-5-methacryloxyethylphenyl-2H-6-methoxybenzotriazole), 2-[3'- t -butyl-5'-(3"-dimethylethyldecylpropoxy) -2'-hydroxyphenyl]-5-methoxybenzotriazole (2-[3'- t- butyl-5'-(3"-dimethylvinylsilylpropoxy)-2'-hydroxyphenyl]-5-methoxybenzotriazole), 2-[3'- t -butyl-2'-hydroxy-5'-(3"-methylpropenylpropyl)-5-chlorobenzotriazole (2-[3'- t- butyl-) 5'-(3"-methacryloylozypropyl)phenyl]-5-chlorobenzotriazole), 2-[2'-hydroxy-5'-( γ -methylpropenyloxypropoxy)-3'- t -butylbenzene 5-[2'-hydroxy-5'-( γ- methacryloyloxyprop A group consisting of oxy)-3'-tert-butylphenyl]-5-methoxy-2H-benzotriazole) and combinations thereof.

According to an embodiment of the present invention, the above monomer having 2-hydroxyphenyl-s-triazine is 4-methylpropenyloxyethyl-2-hydroxyphenyl-s - 4-methacryloxyethyl-2-hydroxyphenyl-s-triazine, 4-acryloxyethyl-2-hydroxyphenyl-s-triazine or Its combination.

According to an embodiment of the present invention, the content of the ultraviolet blocking monomer alone is 0.5 to 2% by weight based on the total weight of the hydrophobic rubber composition.

According to an embodiment of the invention, the first hydrophilic monomer comprises N-vinyl pyrrolidone (NVP). According to an embodiment of the present invention, the first hydrophilic monomer accounts for 30 to 60% by weight based on the total weight of the hydrophobic rubber composition.

According to an embodiment of the present invention, the crosslinking agent is selected from the group consisting of vinyl Ethylene glycol dimethacrylate, diethylene glycol dimethacrylate, triethylene glycol dimethacrylate , tetraethylene glycol dimethacrylate, ally dimethacrylate, ethylene glycol dially ether, three Triethylene glycol dially ether, tetraethylene glycol dially ether, triallyl-s-triazine-2,4 , a group consisting of 6(1H,3H,5H)-trione (triallyl-s-triazine-2, 4,6(1H,3H,5H)-trione) and combinations thereof. According to an embodiment of the present invention, the crosslinking agent accounts for 0.2 to 2% by weight based on the total weight of the hydrophobic rubber composition.

According to an embodiment of the present invention, the above polymerization initiator is a photoinitiator. According to an embodiment of the invention, the photoinitiator is a phosphine-oxide-based initiator, a titanium metallocene-based initiator, or a combination thereof.

According to an embodiment of the present invention, the phosphine oxide initiator is selected from the group consisting of diphenyl (2,4,6-triphenyl)phosphine oxide, double (diphenyl(2,4,6-triphenyl)phosphine oxide) 2,4,6-trimethylbenzyl phenyl phosphine oxide, bis(2,6-dimethoxybenzamide) a group consisting of (2,4,4-trimethoxylbenzoyl(2,4,4-trimethylpentyl)phosphine oxide) and combinations thereof. According to an embodiment of the invention, on The trade name of the phosphine oxide starter includes TPO, Irgacure-403, Irgacure-819, Irgacure-1700 or Irgacure-1800.

According to an embodiment of the present invention, the metallocene titanium compound initiator comprises dicyclopentadienyl bis[2,4-difluoro-3-(dicyclopentadienyl bis[2,4-difluoro-3-( 1-pyrrolyl)phenyl]titanium). According to an embodiment of the present invention, the trade name of the above metallocene titanium compound initiator is Irgacure-784 or the like. According to an embodiment of the present invention, the polymerization initiator is contained in an amount of from 0.2 to 1% by weight based on the total weight of the hydrophobic rubber composition.

In one embodiment of the invention, the hydrophobic gel composition is irradiated with visible light to activate the photoinitiator and thereby drive the polymerization.

According to an embodiment of the present invention, the hydrophobic composition further comprises a hydrophilic siloxane monomer in an amount of 5 to 25 wt% based on the total weight of the hydrophobic gel composition. According to an embodiment of the present invention, the above methoxyxane monomer comprises (3-methacryloxy-2-hydroxy)propyl-bis(trimethyldecyloxy)methane (3-methacryloxy-2-hydroxy) Propyl-bis(trimethyl-siloxy)methylsilane, as shown in Formula 5), (3-methacryloxy-2-hydroxypropoxy)propyl-bis(trimethyldecyloxy)methane 3-methacryloxy-2-hydroxypropoxy)propyl-bis(trimethyl-siloxy)methylsilane, as shown in Formula 6) or a combination thereof.

According to an embodiment of the present invention, the hydrophobic composition further comprises a second hydrophilic monomer in an amount of 5 to 15% by weight based on the total weight of the hydrophobic composition. According to an embodiment of the present invention, the second hydrophilic single system is selected from the group consisting of 2-hydroxyethyl methacrylate, glyceryl methacrylate, and methacrylic acid. ,acrylic acid, N,N-dimethyl acrylamide, N,N-dimethyl methacrylamide, N-B A group consisting of N-vinyl-N-methyl acetamide and combinations thereof.

According to an embodiment of the present invention, the first hydrophilic silicone polymer has a chemical structure as shown in the general formula (2): Wherein R ₁ is a C1 to C12 alkyl group; R ₂ is -(CH ₂ ) _b -O-(CH ₂ ) _c - or a C3 to C6 alkyl group, wherein b is an integer from 2 to 4, and c is An integer from 2 to 4; R ₃ is hydrogen or methyl; W is , , Or *-CH ₂ O(CH ₂ CH ₂ O) _f -CH ₂ CH ₂ OCH ₃ , wherein R ₄ is a C1 to C4 alkyl group, R ₅ is a C1 to C2 alkyl group, and R ₆ is a C1 to C3 group. Alkyl, d is an integer from 2 to 4, e is an integer from 2 to 4, f is an integer from 1 to 20, and * is the bonding position of W in the formula (2); Y is -(CH ₂ ) _g - or -COO(CH ₂ ) _h -, wherein g is an integer from 0 to 4, and h is an integer from 2 to 4; L ₃ is a covalent bond directly linking Y and R ₂ with a guanamine group (-CONH) -), a urethane group (-NHCOO-) or a urea group (-NHCONH-); and p is an integer from 10 to 50, and q is an integer from 0 to 25.

According to an embodiment of the present invention, L ₃ of the above formula (2) is a covalent bond directly linking Y and R ₂ , and q is an integer of from 1 to 25.

According to an embodiment of the present invention, the second hydrophilic silicone polymer has a chemical structure as shown in the general formula (3): Wherein R ₁ is a C ₁ -C 12 alkyl group; R ₂ is -(CH ₂ ) _b -O-(CH ₂ ) _c - or a C 3 -C 6 alkyl group, wherein b is an integer from 2 to 4 and c is 2 An integer of ~4; R ₃ and R ₃ ' are each independently hydrogen or methyl; W is , , Or *-CH ₂ O(CH ₂ CH ₂ O) _f -CH ₂ CH ₂ OCH ₃ , wherein R ₄ is a C1~C4 alkyl group, R ₅ is a C1~C2 alkyl group, and R ₆ is a C1~C3 group. Alkyl, d is an integer from 2 to 4, e is an integer from 2 to 4, f is an integer from 1 to 20, and * is the bonding position of W in the general formula (3); Y and Y' are each independently -(CH ₂ ) _g - or -COO(CH ₂ ) _h -, wherein g is an integer from 0 to 4 and h is an integer from 2 to 4; L and L' are independently connected directly to R ₂ and Y or R ₂ And a covalent bond of Y', amidino group (-CONH-), a carbamate group (-NHCOO-) or a urea group (-NHCONH-); and m is an integer of 50 to 100, n is 4 to 50 The integer, and the ratio of m to n (m/n) is 2-15.

According to an embodiment of the present invention, the first hydrophilic silicone polymer and the second hydrophilic silicone polymer may be simultaneously present in the hydrophobic composition.

Example 1: Preparation of hydrophobic gel lens

A reaction mixture comprising N-vinylpyrrolidone (NVP), 2-hydroxyethyl methacrylate (HEMA), N,N-dimethyl decylamine (DMA), (3-methacryl oxime) is prepared. Oxy-2-hydroxypropoxy)propyl-bis(trimethyldecyloxy)methane, a hydrophilic silicone polymer (having a chemical structure as shown in the formula (2), having an average molecular weight of 1,500) , bis(2,4,6-trimethylbenzylidene)-phenylphosphine oxide, vinyl glycol dimethacrylate, triallyl-s-triazine-2,4, 6(1H,3H,5H)-trione and 2-(2-hydroxy-5-methylpropenyloxyethylphenyl)-2H-benzotriazole (relative to the total weight of the reaction mixture) The content is 1.5% by weight).

The above reaction mixture can be cross-linked and cured by irradiation of visible light in a pair of polypropylene molds to produce a hydrophobic gel lens. The hydrophobic gel lens can be removed from the mold by dry removal.

After being extracted by an isopropyl alcohol solution and washed with an aqueous solution, the hydrophobic gel lens is stored in a container containing a boric acid saline buffer solution, and then subjected to a sterilization step.

The hydrophobic rubber lenses produced by the above manufacturing methods all have a water content of 46 to 54% by weight. In one embodiment of the invention, a hydrogel lens has a moisture content of 48 wt%, an oxygen permeability of 101 DK and an elastic modulus of 0.73 MPa.

Example 2: Measuring the UV transmittance of a hydrophobic gel lens

The UV transmittance of the hydrophobic gel lens was measured using a Cary 50 UV/Vis spectrometer. The hydrophobic gel lens had an average center thickness of 80 microns and was placed in a cuvette filled with a borate brine solution.

The transmittances of the ultraviolet A (UVA) and ultraviolet B (UVB) sections of the hydrophobic gel lens produced in Example 1 are shown in Table 1.

From the results of Table 1, the average transmittances of the ultraviolet A (UVA) and ultraviolet B (UVB) sections of the hydrophobic gel lens produced in Example 1 were 7.78% and 0.24%, respectively. This result is in accordance with Class I standards for UV isolation.

Example 3: Measuring the hysteresis contact angle of a hydrophobic gel lens

The hysteresis contact angle can be determined using conventional methods known to those skilled in the art, such as bubble trapping. The bubble trapping method is to sandwich the polyoxyl hydrogel lens between two rigid plastics so that the central portion of the lens is relatively flat, and then immersing the lens in one of the grooves filled with the borate buffered saline solution. Next, the bubble is injected onto the surface of the lens and stays on the surface, then photographed and the left and right contact angles of the lens are calculated, and the average is taken.

Table 2 compares the hydrophobic gel lenses made in Example 1 with commercially available hydrophobic gel lenses that can block ultraviolet light (Class I and II) (Senofilcon A, Narafilcon A, Galyfilcon A, Enfilcon A, Clariti (Somofilcon A). )) The lagging contact angle.

In this technical field, the hydrophobic rubber lens has a relatively good wettability when the hysteresis contact lens has a hysteresis contact angle of 15 or less. As shown by the results of Table 2, the hysteresis contact angle of a commercially available hydrophobic rubber lens was 13.3 to 48.7, and the hysteresis contact angle of the hydrophobic rubber lens provided in Example 1 of the present invention was 9°. From this, it is apparent that the wettability of the hydrophobic gel lens provided in Example 1 of the present invention is superior to that of a commercially available hydrophobic gel lens.

On the other hand, Enfilcon A and Clariti (Somofilcon A) use a heat curing method to carry out cross-linking reaction of the hydrophobic rubber composition compared to Example 1 of the present invention or other three commercially available hydrophobic plastic lenses, Enfilcon A and Clariti (Somofilcon A) has a large hysteresis contact angle. Even if the two lenses (Enfilcon A and Clariti (Somofilcon A)) contain less or block UV-resistant UV-resistant monomers, the results are sufficient to demonstrate that the heat-curing method of the cross-linking reaction of the hydrophobic gel composition will The wettability of the hydrophobic gel composition is lowered, resulting in a large hysteresis contact angle.

Example 4: Measuring lipid deposition, comprising the following steps:

1. Preparation of saline solution and control lipid aqueous salt solution: preparation 0.9 w/v% saline; 0.1 g of cholesterol (CAS No. 57-88-5) was dissolved in 10 g of ethanol, and then added to 1000 ml of 0.9 w/v% saline containing 1.5 g of sodium deoxycholate. (sodium deoxycholate).

2. Determination of high performance liquid chromatography (HPLC) calibration curve: Take 0, 1, 2, 3, 4 and 5 ml of the above solution, diluted with 10 ml of 0.9 w / v% saline; injected into HPLC To determine the calibration curve.

3. Absorption value test: 8 pieces of hydrophobic glue lenses were taken, each of which was immersed in 2 ml of standard lipid solution, and sealed in an oven at 37 ° C for 8 hours. Next, the lens was taken out and immersed in 2 ml of 0.9 w/v% saline for 30 minutes. A total of 4 ml of the above solution was mixed, and the lipid content therein was measured by HPLC. The difference in concentration between the standard lipid solution and the test solution can be used to calculate the lipid content adsorbed by the lens.

4. Wash the lens with a multi-purpose solution (MPS): The lens was removed from step 3 and immersed in 2 ml of multipurpose solution (MPS; - Biotrue of Bausch & Lomb) for 8 hours.

5. On Days 7, 14, 21, and 30, steps 3 and 4 were repeated. The total lipid deposition in the lenses was as listed in Table 3.

6. The difference in lipid content adsorbed by the lens on days 7, 14, 21 and 30 represents the amount of permanent deposition that cannot be removed by MPS compared to the total lipid deposition on day 1. The difference in residual lipid content in the measured lenses is as listed in Table 3.

Example 5: Measuring protein deposition, comprising the following steps:

1. Preparation of buffered saline solution and control protein salt solution: 10 g of sodium chloride, 7.7 g of disodium hydrogen phosphate (d 12 crystal water) and 0.634 g of sodium dihydrogen phosphate (dicrystal water) were dissolved in 1200 ml deionized In water, it is formulated into a buffered saline solution with a pH of 7.4, and its osmotic pressure is 310 mOsm/kg (H ₂ O); 1.9 g of lysozyme, 0.2 g of calf serum albumin and 0.1 g of γ-globulin are dissolved in 1000. Mg buffered in saline solution.

2. Measurement of ultraviolet light absorption curve: 0.1, 0.3, 0.5, 0.7, 0.9, 1.0, 1.2, 1.5 and 2.0 ml of the above protein solution were taken and diluted with a buffered saline solution into a 10 ml solution. The absorption of ultraviolet light having a wavelength of 280 nm was measured.

3. Absorption value test: 8 pieces of hydrophobic glue lenses were taken, each of which was immersed in 2 ml of standard protein solution and stored in an oven at 37 ° C for 8 hours. Next, the lens was taken out and immersed in 2 ml of 0.9 w/v% saline for 30 minutes. A total of 4 ml of the above solution was mixed, and the ultraviolet absorption value was measured. The difference in concentration between the standard protein solution and the test solution can be used to calculate the amount of protein adsorbed by the lens.

4. Clean the lens with MPS: The lens was removed from step 3 and immersed for 8 hours with 2 ml of multipurpose solution (MPS; - Bautrue & Lomb's Biotrue).

5. On Days 7, 14, 21, and 30, steps 3 and 4 were repeated. The total amount of protein deposited in the lenses was as listed in Table 3.

6. The difference in protein content adsorbed by the lens on Days 7, 14, 21, and 30 represents the amount of permanent deposition that cannot be removed by MPS compared to the total amount of protein deposited on Day 1. The difference in residual protein content in the measured lenses is as listed in Table 3.

Table 3 shows lipid and protein deposition in hydrophobic gel lenses

In Table 3, the total lipid deposition amount of the hydrophobic gel lens provided by the examples of the present invention on day 1 was 185.2 micrograms, similar to the total lipid deposition amount of commercially available Senofilcon A and Comfilcon A. However, after repeated MPS cleaning and redeposition testing, the difference in net lipids that could not be removed on day 30 of the hydrophobic gel lens provided by the examples of the present invention was 1.77 micrograms, which was significantly lower than the commercially available one. Senofilcon A and Comfilcon A (3.95 μg and 3.66 μg, respectively). It can be seen that the hydrophobic gel lens provided by the embodiment of the present invention has better hydrophilicity than the commercially available Senofilcon A and Comfilcon A.

In Table 3, the hydrophobic gel lens provided by the examples of the present invention has a relatively small amount of protein material deposition (0.568 μg/tablet) compared to the commercially available Senofilcon A and Comfilcon A, and the results show that the present invention The hydrophobic gel lenses provided in the examples have significant anti-protein deposition effects. On the other hand, the residual value of the protein in the lens after the 30th day of the hydrophobic gel lens provided by the embodiment of the present invention is 0.033 μg/tablet, which is higher than the commercially available Senofilcon A and Comfilcon A (0.21 μg, respectively). And 0.25 micrograms). Thus, the hydrophobic gel lenses provided by the embodiments of the present invention have better hydrophilicity than the commercially available Senofilcon A and Comfilcon A.

In an embodiment of the invention, the ultraviolet light A (380-316 nm) transmittance of the hydrophobic gel lens is less than 10%, and the ultraviolet B (315-285 nm) transmittance is less than 1%, which is in accordance with the US Food and Drug Administration ( FDA) Standard for Class 1 UV-blocking contact lenses.

In addition, since the hydrophobic gel lens itself is a hydrophobic material, the hydrophobic gel lens is easy to adsorb lipids, causing blurred vision and discomfort during wearing. The hydrophobic structure of the embodiment of the present invention has a hydrophilic side chain, a polar functional group or a combination thereof, and thus the hydrophobic gel provided by the embodiment of the present invention is compared with a commercially available ultraviolet shielding contact lens. The lens has better hydrophilicity and wettability, so it can effectively prevent the deposition of lipids and proteins.

Although the embodiments of the present invention have been disclosed as above, it is not intended to limit the present invention, and any person skilled in the art can make some modifications and retouchings without departing from the spirit and scope of the present invention. The scope is defined as defined in the scope of the patent application.

Claims (24)

A hydrophobic gel composition for blocking ultraviolet light, comprising: a hydrophilic silicone polymer having a content of 25 to 55 wt% based on the total weight of the hydrophobic gel composition, and having a chemical represented by the formula (1) Structure: VLS-(L'-V') _x (1) wherein V and V' are each independently an ethylenically-based polymerizable group selected from ethylene a acrylate group, a vinyl methacrylate group, a vinyl acrylamide group, a vinyl methacrylamide group, a vinyl styrene group, and a vinyl urethane group a group, L and L' are each independently a covalent bond or a bonding group, the bonding group having a main chain and a side chain, and the main chain of the bonding group, the side chain or The combination comprises a polar functional group and S is an alkoxyalkyl group, which is or Wherein R ₁ is a C ₁ -C 12 alkyl group, R ₂ is -(CH ₂ ) _b -O-(CH ₂ ) _c - or a C 3 -C 6 alkyl group, wherein b is an integer from 2 to 4, and c is 2 An integer of ~4, R ₃ is hydrogen or methyl, and W is Or *-CH ₂ O(CH ₂ CH ₂ O) _f -CH ₂ CH ₂ OCH ₃ , wherein R ₄ is a C1 to C4 alkyl group, R ₅ is a C1 to C2 alkyl group, and R ₆ is a C1 to C3 group. An alkyl group, d is an integer of 2 to 4, e is an integer of 2 to 4, f is an integer of 1 to 20, and * is a bonding position in the formula (1), and p is an integer of 10 to 50, q An integer from 0 to 25, m is an integer from 50 to 100, and n is an integer from 4 to 50, and x is 0 or 1; a blocking ultraviolet monomer that accounts for the total weight of the hydrophobic composition. a content of 0.5 to 2% by weight; a first hydrophilic monomer, which is 30 to 60% by weight based on the total weight of the hydrophobic composition; a crosslinking agent, which accounts for the total weight of the hydrophobic composition 0.2 to 2% by weight; and a polymerization initiator, which accounts for 0.2 to 1% by weight based on the total weight of the hydrophobic composition. The hydrophobic gel composition of claim 1, wherein the hydrophilic silicone polymer has a chemical structure as shown in the general formula (2): Wherein R ₁ is a C ₁ -C 12 alkyl group; R ₂ is -(CH ₂ ) _b -O-(CH ₂ ) _c - or a C 3 -C 6 alkyl group, wherein b is an integer from 2 to 4 and c is 2 An integer of ~4; R ₃ is hydrogen or methyl; W is Or *-CH ₂ O(CH ₂ CH ₂ O) _f -CH ₂ CH ₂ OCH ₃ , wherein R ₄ is a C1 to C4 alkyl group, R ₅ is a C1 to C2 alkyl group, and R ₆ is a C1 to C3 group. An alkyl group, d is an integer of 2 to 4, e is an integer of 2 to 4, f is an integer of 1 to 20, and * is a bonding position of W in the general formula (2); Y is -(CH ₂ ) _g - or -COO(CH ₂ ) _h -, wherein g is an integer from 0 to 4 and h is an integer from 2 to 4; L ₃ is a covalent bond directly linking Y and R ₂ with a guanamine group (-CONH- a urethane group (-NHCOO-) or a urea group (-NHCONH-); and p is an integer from 10 to 50, and q is an integer from 0 to 25. The hydrophobic gel composition according to claim 2, wherein L ₃ of the formula (2) is a covalent bond directly linking Y and R ₂ , and q is an integer of 1 to 25. The hydrophobic gel composition according to claim 1, wherein the hydrophilic silicone polymer has a chemical structure as shown in the general formula (3): Wherein R ₁ is a C ₁ -C 12 alkyl group; R ₂ is -(CH ₂ ) _b -O-(CH ₂ ) _c - or a C 3 -C 6 alkyl group, wherein b is an integer from 2 to 4 and c is 2 An integer of ~4; R ₃ and R ₃ ' are each independently hydrogen or methyl; W is Or *-CH ₂ O(CH ₂ CH ₂ O) _f -CH ₂ CH ₂ OCH ₃ , wherein R ₄ is a C1 to C4 alkyl group, R ₅ is a C1 to C2 alkyl group, and R ₆ is a C1 to C3 group. An alkyl group, d is an integer of 2 to 4, e is an integer of 2 to 4, f is an integer of 1 to 20, and * is a bonding position of W in the general formula (3); Y and Y' are each independently -(CH ₂ ) _g - or -COO(CH ₂ ) _h -, wherein g is an integer from 0 to 4 and h is an integer from 2 to 4; L and L' are independently connected directly to R ₂ and Y or R ₂ And a covalent bond of Y', amidino group (-CONH-), a carbamate group (-NHCOO-) or a urea group (-NHCONH-); and m is an integer of 50 to 100, n is 4 to 50 The integer, and the ratio of m to n (m/n) is 2-15. The hydrophobic gel composition of claim 1, wherein the polar functional group in the hydrophilic silicone polymer is selected from the group consisting of a hydroxyl group, an amide, a carbamate, and a urea. A group of bases. The hydrophobic gel composition of claim 1, wherein the oxime group in the hydrophilic silicone polymer has three or more ruthenium atoms and has a hydrophilic side chain. The hydrophobic gel composition of claim 6, wherein the hydrophilic side chain in the hydrophilic silicone polymer is selected from the group consisting of an amide, a hydroxyl group, and a polyethylene oxide. And a group of groups of combinations thereof. The hydrophobic gel composition of claim 1, wherein the hydrophilic silicone polymer has an average molecular weight of 300 to 20,000. The hydrophobic gel composition of claim 1, wherein the blocking ultraviolet light monomer is a monomer having benzophenone, a monomer having benzotriazole, and having A monomer of 2-hydroxyphenyl-s-triazine or a combination thereof. The hydrophobic gel composition of claim 9, wherein the monomer having benzophenone comprises 4-methylpropenyloxy-2-hydroxyl 4-methacryloxy-2-hydroxy benzophenone, 4-(2-propenyloxyethoxy)-2-hydroxydiphenyl ketone (4-(2-acryloxyethoxy-2-hydroxy) Benzophenone) or a combination thereof. The hydrophobic gel composition of claim 9, wherein the single system having benzotriazole is selected from the group consisting of 2-(2-hydroxy-5-methylpropenyloxyethylphenyl)- 2-(2-hydroxy-5-methacryloxyethylphenyl-2H-benzotriazole), 2-(2-hydroxy-5-methylpropenyloxyethylphenyl)-2H-6-chloro 2-(2-hydroxy-5-methacryloxyethylphenyl-2H-6-chloro-benzotriazole), 2-(2-hydroxy-5-methylpropenyloxyethylphenyl)-2H-6 2-(2-hydroxy-5-methacryloxyethylphenyl-2H-6-methoxybenzotriazole), 2-[3'- t -butyl-5'-(3"-dimethyl B 2-[3'- t- butyl-5'-(3"-dimethylvinylsilylpropoxy-2'-hydroxyphenyl]-[3'- t- butyl-5'-(3"-dimethylvinylsilylpropoxy-2'-hydroxyphenyl ]-5-methoxybenzotriazole), 2-[3'- t -butyl-2'-hydroxy-5'-(3"-methylpropenylpropyl)-5-chlorobenzotriazole (2-[ 3'- t- butyl-5'-(3"-methacryloylozypropyl)phenyl]-5-chlorobenzotriazole), 2-[2'-hydroxy-5'-( γ -methylpropenyloxypropoxy)-3 '- t -butylphenyl]-5-methoxy-2H-benzotriazole (2-[2'-hydroxy-5'-( γ -meth A group consisting of acryloyloxypropoxy)-3'-tert-butylphenyl]-5-methoxy-2H-benzotriazole) and combinations thereof. The hydrophobic gel composition of claim 1, wherein the monomer having 2-hydroxyphenyl-s-triazine is 4-methylpropenyloxyethyl- 2-hydroxyphenyl-s-triazine (4-methacryloxyethyl-2- Hydroxyphenyl-s-triazine), 4-acryloxyethyl-2-hydroxyphenyl-s-triazine or a combination thereof. The hydrophobic composition of claim 1, wherein the first hydrophilic monomer comprises N-vinyl pyrrolidone (NVP). The hydrophobic gel composition of claim 1, wherein the crosslinking agent is selected from the group consisting of ethylene glycol dimethacrylate, divinyl glycol dimethacrylate (diethylene glycol dimethacrylate), triethylene glycol dimethacrylate, tetraethylene glycol dimethacrylate, allyl methacrylate Ally dimethacrylate), ethylene glycol dially ether, triethylene glycol dially ether, tetravinyl glycol diene Tetraethylene glycol dially ether, triallyl-s-triazine-2,4,6(1H,3H,5H)-trione (triallyl-s-triazine-2,4,6(1H, A group consisting of 3H, 5H)-trione) and combinations thereof. The hydrophobic gel composition of claim 1, wherein the polymerization initiator is a photoinitiator. The hydrophobic gel composition of claim 15, wherein the photoinitiator is a phosphine-oxide-based initiator, a gold alloy It is a titanium metallocene-based initiator or a combination thereof. The hydrophobic gel composition of claim 16, wherein the phosphine oxide initiator is selected from the group consisting of diphenyl (2,4,6-triphenyl)phosphine oxide (diphenyl (2, 4, 6-) Triphenyl)phosphine oxide), bis(2,4,6-trimethylbenzoyl)phenylphosphine oxide, bis(2,6- Di(2,6-dimethoxylbenzoyl)(2,4,4-trimethylpentyl)phosphine oxide and combinations thereof The group that makes up. The hydrophobic gel composition of claim 16, wherein the metallocene titanium compound initiator comprises bis-bis[2,4-difluoro-3-(1-pyrrole)phenyl]titanium (dicyclopentadienyl bis[2] , 4-difluoro-3-(1-pyrrolyl)phenyl]titanium). The hydrophobic composition according to claim 1, further comprising a monooxane monomer, the content of which is 5 to 25 wt% based on the total weight of the hydrophobic composition. The hydrophobic gel composition according to claim 19, wherein the oxirane monomer comprises (3-methacryloxy-2-hydroxy)propyl-bis(trimethyldecyloxy)methane ( 3-methacryloxy-2-hydroxy)propyl-bis(trimethyl-siloxy)methylsilane), (3-methacryloxy-2-hydroxypropoxy)propyl-bis(trimethyldecyloxy)methane (3-methacryloxy-2-hydroxypropoxy)propyl-bis(trimethyl-siloxy)methylsilane) or a combination thereof. The hydrophobic composition according to claim 1, further comprising a second hydrophilic monomer, the content of which is 5 to 15% by weight based on the total weight of the hydrophobic composition. The hydrophobic composition according to claim 21, wherein the second hydrophilic single system is selected from the group consisting of 2-hydroxyethyl methacrylate, glyceryl methacrylate, Methacrylic acid, acrylic acid, N,N-dimethyl acrylamide, N,N-dimethylmethacrylamide (N,N- A group consisting of dimethyl methacrylamide), N-vinyl-N-methyl acetamide, and combinations thereof. A water-repellent gel lens that blocks ultraviolet light, comprising: a lens body, which is composed of the hydrophobic gel composition according to any one of claims 1 to 22. The hydrophobic gel lens of claim 23, wherein the lens body has a transmittance of ultraviolet light A (UVA, 380 to 316 nm) of less than 10%, and a transmittance of ultraviolet light B (UVB, 315 to 285 nm) of less than 1%. .