CN113278184A - Method for preventing moisture loss of contact lens - Google Patents
Method for preventing moisture loss of contact lens Download PDFInfo
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- CN113278184A CN113278184A CN202110595399.2A CN202110595399A CN113278184A CN 113278184 A CN113278184 A CN 113278184A CN 202110595399 A CN202110595399 A CN 202110595399A CN 113278184 A CN113278184 A CN 113278184A
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- China
- Prior art keywords
- water
- soluble polymer
- lens
- contact lens
- moisture loss
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- 238000000034 method Methods 0.000 title claims abstract description 25
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 64
- 229920003169 water-soluble polymer Polymers 0.000 claims abstract description 42
- 229920000642 polymer Polymers 0.000 claims abstract description 8
- 239000011248 coating agent Substances 0.000 claims abstract description 5
- 238000000576 coating method Methods 0.000 claims abstract description 5
- 239000003999 initiator Substances 0.000 claims description 13
- 239000002904 solvent Substances 0.000 claims description 10
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 9
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 claims description 8
- 238000006243 chemical reaction Methods 0.000 claims description 8
- 230000002209 hydrophobic effect Effects 0.000 claims description 8
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims description 6
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 5
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 5
- -1 N-dimethylacrylamide Chemical compound 0.000 claims description 5
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 5
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- 229910052710 silicon Inorganic materials 0.000 claims description 5
- 239000010703 silicon Substances 0.000 claims description 5
- 238000012719 thermal polymerization Methods 0.000 claims description 5
- YCIGYTFKOXGYTA-UHFFFAOYSA-N 4-(3-cyanopropyldiazenyl)butanenitrile Chemical group N#CCCCN=NCCCC#N YCIGYTFKOXGYTA-UHFFFAOYSA-N 0.000 claims description 4
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims description 3
- LNMQRPPRQDGUDR-UHFFFAOYSA-N hexyl prop-2-enoate Chemical compound CCCCCCOC(=O)C=C LNMQRPPRQDGUDR-UHFFFAOYSA-N 0.000 claims description 3
- GYDSPAVLTMAXHT-UHFFFAOYSA-N pentyl 2-methylprop-2-enoate Chemical compound CCCCCOC(=O)C(C)=C GYDSPAVLTMAXHT-UHFFFAOYSA-N 0.000 claims description 3
- ULDDEWDFUNBUCM-UHFFFAOYSA-N pentyl prop-2-enoate Chemical compound CCCCCOC(=O)C=C ULDDEWDFUNBUCM-UHFFFAOYSA-N 0.000 claims description 3
- 230000000379 polymerizing effect Effects 0.000 claims description 3
- NHARPDSAXCBDDR-UHFFFAOYSA-N propyl 2-methylprop-2-enoate Chemical compound CCCOC(=O)C(C)=C NHARPDSAXCBDDR-UHFFFAOYSA-N 0.000 claims description 3
- PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 claims description 3
- VFXXTYGQYWRHJP-UHFFFAOYSA-N 4,4'-azobis(4-cyanopentanoic acid) Chemical compound OC(=O)CCC(C)(C#N)N=NC(C)(CCC(O)=O)C#N VFXXTYGQYWRHJP-UHFFFAOYSA-N 0.000 claims description 2
- 230000009471 action Effects 0.000 claims description 2
- 229920001577 copolymer Polymers 0.000 claims description 2
- 239000000463 material Substances 0.000 claims description 2
- 229920002338 polyhydroxyethylmethacrylate Polymers 0.000 claims description 2
- 239000012530 fluid Substances 0.000 abstract description 5
- 238000001704 evaporation Methods 0.000 abstract description 4
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- 230000036541 health Effects 0.000 abstract description 2
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- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 5
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- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 description 5
- 238000005227 gel permeation chromatography Methods 0.000 description 5
- 239000000017 hydrogel Substances 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
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- 229920003023 plastic Polymers 0.000 description 4
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- 238000003786 synthesis reaction Methods 0.000 description 4
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- 238000004458 analytical method Methods 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- 229940088644 n,n-dimethylacrylamide Drugs 0.000 description 3
- YLGYACDQVQQZSW-UHFFFAOYSA-N n,n-dimethylprop-2-enamide Chemical compound CN(C)C(=O)C=C YLGYACDQVQQZSW-UHFFFAOYSA-N 0.000 description 3
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- 229910052760 oxygen Inorganic materials 0.000 description 3
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- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 2
- 239000004743 Polypropylene Substances 0.000 description 2
- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 2
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- PFHOSZAOXCYAGJ-UHFFFAOYSA-N 2-[(2-cyano-4-methoxy-4-methylpentan-2-yl)diazenyl]-4-methoxy-2,4-dimethylpentanenitrile Chemical compound COC(C)(C)CC(C)(C#N)N=NC(C)(C#N)CC(C)(C)OC PFHOSZAOXCYAGJ-UHFFFAOYSA-N 0.000 description 1
- XMLYCEVDHLAQEL-UHFFFAOYSA-N 2-hydroxy-2-methyl-1-phenylpropan-1-one Chemical compound CC(C)(O)C(=O)C1=CC=CC=C1 XMLYCEVDHLAQEL-UHFFFAOYSA-N 0.000 description 1
- BESKSSIEODQWBP-UHFFFAOYSA-N 3-tris(trimethylsilyloxy)silylpropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCC[Si](O[Si](C)(C)C)(O[Si](C)(C)C)O[Si](C)(C)C BESKSSIEODQWBP-UHFFFAOYSA-N 0.000 description 1
- NISQVXMPIWWGOO-UHFFFAOYSA-N 4,5-dihydro-1h-imidazole;dihydrochloride Chemical compound Cl.Cl.C1CN=CN1 NISQVXMPIWWGOO-UHFFFAOYSA-N 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 1
- 208000003556 Dry Eye Syndromes Diseases 0.000 description 1
- 206010013774 Dry eye Diseases 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- NSFZMRAVKDKHTG-UHFFFAOYSA-N N(=NC(CCC(=O)O)(C)C#N)C(CCC(=O)O)(C)C#N.N(=NC(CCC(=O)O)(C)C#N)C(CCC(=O)O)(C)C#N Chemical compound N(=NC(CCC(=O)O)(C)C#N)C(CCC(=O)O)(C)C#N.N(=NC(CCC(=O)O)(C)C#N)C(CCC(=O)O)(C)C#N NSFZMRAVKDKHTG-UHFFFAOYSA-N 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 244000028419 Styrax benzoin Species 0.000 description 1
- 235000000126 Styrax benzoin Nutrition 0.000 description 1
- 235000008411 Sumatra benzointree Nutrition 0.000 description 1
- GUCYFKSBFREPBC-UHFFFAOYSA-N [phenyl-(2,4,6-trimethylbenzoyl)phosphoryl]-(2,4,6-trimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C)=C1C(=O)P(=O)(C=1C=CC=CC=1)C(=O)C1=C(C)C=C(C)C=C1C GUCYFKSBFREPBC-UHFFFAOYSA-N 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 229960002130 benzoin Drugs 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 239000006184 cosolvent Substances 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
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- VBWIZSYFQSOUFQ-UHFFFAOYSA-N cyclohexanecarbonitrile Chemical compound N#CC1CCCCC1 VBWIZSYFQSOUFQ-UHFFFAOYSA-N 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- VFHVQBAGLAREND-UHFFFAOYSA-N diphenylphosphoryl-(2,4,6-trimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C)=C1C(=O)P(=O)(C=1C=CC=CC=1)C1=CC=CC=C1 VFHVQBAGLAREND-UHFFFAOYSA-N 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
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- 230000036571 hydration Effects 0.000 description 1
- 238000006703 hydration reaction Methods 0.000 description 1
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 1
- 238000007721 mold pressing method Methods 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- WTNTZFRNCHEDOS-UHFFFAOYSA-N n-(2-hydroxyethyl)-2-methylpropanamide Chemical compound CC(C)C(=O)NCCO WTNTZFRNCHEDOS-UHFFFAOYSA-N 0.000 description 1
- 238000003969 polarography Methods 0.000 description 1
- KGMXPXPXPAAUMD-UHFFFAOYSA-N propane;dihydrochloride Chemical compound Cl.Cl.CCC KGMXPXPXPAAUMD-UHFFFAOYSA-N 0.000 description 1
- QLNJFJADRCOGBJ-UHFFFAOYSA-N propionamide Chemical compound CCC(N)=O QLNJFJADRCOGBJ-UHFFFAOYSA-N 0.000 description 1
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- 239000000126 substance Substances 0.000 description 1
- 238000001029 thermal curing Methods 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
- C08J7/04—Coating
- C08J7/0427—Coating with only one layer of a composition containing a polymer binder
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2333/00—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers
- C08J2333/04—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers esters
- C08J2333/14—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers esters of esters containing halogen, nitrogen, sulfur, or oxygen atoms in addition to the carboxy oxygen
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2339/00—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Derivatives of such polymers
- C08J2339/04—Homopolymers or copolymers of monomers containing heterocyclic rings having nitrogen as ring member
- C08J2339/06—Homopolymers or copolymers of N-vinyl-pyrrolidones
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2433/00—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers
- C08J2433/24—Homopolymers or copolymers of amides or imides
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2439/00—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Derivatives of such polymers
- C08J2439/04—Homopolymers or copolymers of monomers containing heterocyclic rings having nitrogen as ring member
- C08J2439/06—Homopolymers or copolymers of N-vinyl-pyrrolidones
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Eyeglasses (AREA)
Abstract
The invention discloses a method for preventing moisture loss of a contact lens, which comprises the steps of coating a layer of film capable of preventing moisture loss on a lens body of the contact lens, wherein the polymer of the film is water-soluble polymer; in particular, the lens body is soaked in the solution containing the water-soluble polymer, so that the water-soluble polymer forms a film on the surface of the lens. The coated film can avoid the problem of water evaporation, reduce the interference of the lacrimal fluid layer of eyes caused by wearing contact lenses, and maintain the health of the eyes.
Description
Technical Field
The invention relates to a method for preventing moisture loss of a contact lens.
Background
Contact lenses are primarily intended for vision correction and have a relatively good range of vision correction relative to frame-style contact lenses. The contact lenses include hard contact lenses and soft contact lenses, which are particularly preferred by the market for their superior comfort compared to hard contact lenses.
Soft contact lenses can be broadly classified as low water contact lenses (low water contact lenses when the water content of the contact lens is less than 50%; commercially available contact lenses having a water content of 38%) and high water contact lenses (high water contact lenses when the water content of the contact lens is greater than 50%; commercially available contact lenses having a water content of 55% and a water content of 58%). In contrast, high water content contact lenses are newer contact lens products that are developed because of the higher water content and softer lenses, which provide better comfort levels. However, clinical studies have shown that highly hydrated contact lenses tend to evaporate moisture, resulting in dry eyes due to moisture evaporation problems when worn for more than 8 hours, and even 4 hours, although the user feels comfortable when wearing the lens product.
Disclosure of Invention
Aiming at the existing problems, the invention provides a method for preventing the water loss of a contact lens, which has the following specific technical scheme:
a method for preventing the water loss of contact lens features that a film layer for preventing the water loss is coated on the surface of contact lens. The method comprises the steps of coating a layer of film capable of preventing water loss on a lens body of the contact lens, wherein the polymer of the film is water-soluble polymer; in particular, the lens body is soaked in a solution containing the water-soluble polymer for 2 to 24 hours, so that the water-soluble polymer forms a film on the surface of the lens.
The polymer of the film is a water-soluble polymer, and the definition of water solubility means that the solubility of the polymer in water must be more than 1% by weight, and the molecular weight of the water-soluble polymer is in the range of 30,000-1,000,000. The main component of the water-soluble polymer can be N-vinyl pyrrolidone, N-dimethylacrylamide, acrylic acid or methacrylic acid, and the proportion can be 95-99 percent by weight; the water-soluble polymer comprises acrylate or methacrylate with short and medium carbon chains, wherein the short and medium carbon chains are defined as three to six carbons, namely propyl acrylate, butyl acrylate, amyl acrylate, hexyl acrylate, propyl methacrylate, butyl methacrylate, amyl methacrylate or hexyl methacrylate. The weight percentage of the acrylate with short and medium carbon chains in the water-soluble polymer is 1-5%, so that the lens has a better effect of preventing water loss.
The water-soluble polymer is a copolymer obtained by thermally polymerizing a hydrophilic component and a hydrophobic component in water or an organic solution under the action of a thermal initiator. When water is used as a solvent, the thermal initiator is water-soluble 4,4' -azobis (4-cyanopentanoic acid), and the temperature of the thermal polymerization reaction is 70-95 ℃; when the organic solution is used as the solvent, the thermal initiator is azobisbutyronitrile, and the temperature of the thermal polymerization reaction is 65-85 ℃.
The lens body of the invention takes poly hydroxyethyl methacrylate as a main material, has the water content of 36-80 percent and does not contain silicon, or has the water content of 30-60 percent. The lens can be a 38% water (low water) containing lens generally sold on the market, can also be a 55% water or 58% water (high water) containing lens generally sold on the market, and can also be a silica gel (silicon-containing component) lens with higher oxygen permeability.
Has the advantages that:
the working principle of the contact lens of the invention is to imitate the structure of the lacrimal fluid layer of the human eye, namely, a lipid layer (hydrophobic layer) exists on the surface of the lacrimal fluid layer of the human eye, and the lipid layer is used for coating most of the water in the tears below, thereby achieving the purpose of avoiding the water in the lacrimal fluid layer from losing. The contact lens has the advantages that the film is laid on the lens body of the contact lens, the film is used for preventing water from losing, the problem of water evaporation can be avoided, the interference of a lacrimal fluid layer of eyes due to wearing of the contact lens is reduced, the eye health is maintained, meanwhile, the contact lens has the soft characteristic of a high-water-content contact lens, and the excellent wearing comfort can be provided.
Experiments show that the water loss of the lens can be reduced by the technology of the invention. The speed of water loss of the lens after the coating film is formed on the surface of the lens by standing in the air is about 30% slower than that of the lens coated with the film. It is theorized that the film formed on the lens surface may microscopically form a hydrophobic structure by a specific ratio of short to medium carbon chain acrylates or methacrylates, thereby reducing the evaporation of water from the lens surface into the air.
Drawings
FIG. 1 is a comparison of the water loss in the experimental group and the control group in case 1;
FIG. 2 is a comparison of the water loss in the experimental group and the control group in case 2;
fig. 3 is a comparison of the water loss in the experimental group and the control group in case 3.
Detailed Description
In order to make the objects, technical solutions and advantages of the present invention more apparent, the technical solutions of the present invention will be clearly and completely described below with reference to the embodiments.
Example 1
This embodiment is a method of making a contact lens that prevents the loss of moisture.
The water-soluble polymer can be prepared by selecting one of N-vinyl pyrrolidone, N-dimethylacrylamide, acrylic acid or methacrylic acid, or a mixture of two, three or four of the N-vinyl pyrrolidone, the N, N-dimethylacrylamide, the acrylic acid or the methacrylic acid as a hydrophilic component in the water-soluble polymer, wherein the hydrophilic component can account for 99 percent by weight, 97 percent by weight or 95 percent by weight. It is preferable to select one of them as the hydrophilic component in the water-soluble polymer, and the reaction for synthesizing the polymer can be controlled easily.
Propyl acrylate, butyl acrylate, amyl acrylate, hexyl acrylate, propyl methacrylate, butyl methacrylate, pentyl methacrylate, or hexyl methacrylate may be selected as the relatively hydrophobic component of the water-soluble polymer, and may be present in an amount of 1%, 3%, or 5% by weight of the water-soluble polymer.
The water-soluble polymer can be synthesized by thermal polymerization of 4,4'-Azobis (4-cyanovaleric acid) (4,4' -Azobis (4-cyanopentanoic acid)) as a water-soluble thermal initiator at about 70 to 95 ℃. The synthesis reaction may be maintained with a condensing device to maintain the amount of solvent in the reaction. The molecular weight control of the synthesis reaction can be controlled by the relative proportions of the solvent (water) and the raw materials for synthesizing the polymer, or by the proportion of the thermal initiator. An alcoholic solvent such as ethanol, isopropanol, or other organic solvent may also be selected as a co-solvent to aid in the dissolution of the hydrophobic component.
The water-soluble polymer can be synthesized by using an organic solvent such as ethanol, isopropanol or the like as a solvent and thermally polymerizing azo-bis-butyronitrile (AIBN), which is a thermal initiator, at about 65 to 85 ℃. The synthesis reaction may be maintained with a condensing device to maintain the amount of solvent in the reaction. The molecular weight control of the synthesis reaction can be controlled by the relative proportions of the solvent and the raw materials for synthesizing the polymer, and also by the proportion of the thermal initiator.
The molecular weight of the water-soluble polymer can be detected by Gel Permeation Chromatography (GPC), and the molecular weight of the water-soluble polymer is preferably in the range of 30,000 to 1,000,000. The water-soluble polymer can be purified by various organic chemical purification methods. In the invention, because the lens production process is also carried out with a cleaning process, the lens production process can also choose not to carry out purification in terms of efficiency.
In the formulation for manufacturing the lens body, in order to manufacture a hydrogel (e.g. 38% water) lens or a high water (e.g. 55% water or 58% water) lens, hydroxyethyl methacrylate (HEMA) can be selected together with methacrylic acid (MAA), and the crosslinking agent such as Ethylene Glycol Dimethacrylate (EGDMA) can be used for crosslinking reaction and then curing. The water content of the lens can be regulated and controlled by adjusting the ratio of methacrylic acid to be about 0.1-3%. If a silicone hydrogel lens is to be manufactured, the formulation can be made by the method disclosed in U.S. patent 5760100.
The lens body can be manufactured by selecting an injection molding method (mold pressing method), a rotary molding method and a turning method. In the embodiments disclosed in the present disclosure, the lens body is manufactured by injection molding. The optical plastic mold is firstly injected by polypropylene (PP), and the raw material formula of the lens body is injected into the optical plastic mold and then is solidified. The curing can be carried out by a photo-curing method or a thermal curing method, if photo-curing is chosen, a photo-initiator such as (2,4, 6-trimethylbenzoyl) diphenylphosphine oxide, or 2-hydroxy-2-methylpropiophenone, or phenyl bis (2,4, 6-trimethylbenzoyl) phosphine oxide or benzoin bis-methyl ether is added to the formulation. If the photocuring principle is chosen, thermal initiators such as azobisisobutyronitrile, 4' -azobis (4-cyanovaleric acid), 1' -azo (cyanocyclohexane), 2' -azobisisobutylamidine dihydrochloride, 2' -azabicyclo (2-imidazoline) dihydrochloride, azobis (ethylimidazolini) propane dihydrochloride, 2' -azobis (1-imino-1-pyrrolidinyl-2-methylpropene) dihydrochloride, 2' -azobis { 2-methyl-N- [1, 1-bis (hydroxymethyl) -2-hydroxyethyl ] propionamide }, 2' -azo (2-methyl-N- (2-hydroxyethyl) propionamide) }, and mixtures thereof are added to the formulation, 2,2' -azobis (4-methoxy-2, 4-dimethylvaleronitrile) or benzoyl peroxide. In the composition of the lens and the water-soluble polymer, the light or heat initiator is not counted in weight percentage for convenient representation.
The solidified lens raw material is converted into a lens body dry sheet, after the plastic mold is separated from the lens body dry sheet, the lens body dry sheet can be directly soaked in an aqueous solution or an organic solution containing the water-soluble polymer, the soaking time can be 2 hours to 24 hours, and then impurities in the lens dry sheet are cleaned in a hydration mode (the whole process can be cleaned by water, or the lens dry sheet can be cleaned by an organic solvent and then cleaned by water) and the water-soluble polymer forms a film on the surface of the lens. The lens body dry piece separated from the plastic mold may be hydrated to clean impurities in the lens body dry piece, and then the cleaned lens may be mixed with an aqueous solution or an organic solution containing a water-soluble polymer to form a film on the surface of the lens. The specific implementation is as follows:
case 1
In the experimental group of this example, the water-soluble polymer in the film had a composition of 99% by weight of N-vinylpyrrolidone and 1% by weight of butyl methacrylate, and the molecular weight predicted by GPC analysis was about 98,000. The lens body composition is 98.9% by weight of hydroxyethyl methacrylate, 0.1% by weight of methacrylic acid, 1% by weight of ethylene glycol dimethacrylate. The lens body dry piece is firstly cleaned and then soaked in an aqueous solution containing 3 weight percent of water-soluble polymer for 10 hours. The lenses of control 1 were lenses that were cleaned from the same dry lens but not in the above-described soak.
Case 2
In the experimental group of this example, the water-soluble polymer in the film had a composition of 34% by weight of acrylic acid and 62% by weight of N, N-dimethylacrylamide and 4% by weight of hexyl methacrylate, and the molecular weight predicted by GPC analysis was about 340,000. The lens body composition is 97.5 weight percent of hydroxyethyl methacrylate, 2.0 weight percent of methacrylic acid and 0.5 weight percent of ethylene glycol dimethacrylate. The lens body dry piece is firstly cleaned and then soaked in an aqueous solution containing 3 weight percent of water-soluble polymer for 10 hours. The lenses of control 1 were lenses that were cleaned from the same dry lens but not in the above-described soak.
Case 3
In the experimental group of this example, the water-soluble polymer in the film had a composition of 97% by weight of N, N-dimethylacrylamide and 3% by weight of hexyl methacrylate, and the molecular weight predicted by GPC analysis was about 255,000. The lens body is a silicon hydrogel lens which consists of 35 weight percent of methacryloxypropyl tris (trimethylsiloxy) silane, 55 weight percent of N-vinyl pyrrolidone, 8.5 weight percent of hydroxyethyl methacrylate and 1.5 weight percent of ethylene glycol dimethacrylate. The oxygen permeability Dk/t of the lens is 78. Oxygen permeability measurements were made by polarography as defined in national standard 11417.3. The lens body dry piece is firstly cleaned and then soaked in an aqueous solution containing 3 weight percent of water-soluble polymer for 20 hours. The lenses of control 1 were lenses that were cleaned from the same dry lens but not in the above-described soak.
Example 2
This example was conducted by conducting a moisture loss test on the contact lenses prepared in cases 1, 2 and 3 of example 1.
The water content of the lenses in the experimental groups and the lenses in the manufacturing groups in the cases 1, 2 and 3 is detected by referring to the water content detection mode in the national standard GB/T11417.5, and the water content of the lenses within 0 minute is obtained. Subsequently, the lenses were continuously weighed on a balance, the water content was further calculated from the weight change, and the differences in water content after the test group and the control group were left to stand for 0, 10, 20, and 30 minutes were compared. Table 1 shows the water content data of the lenses of the experimental group and the control group in case 1, case 2 and case 3 after being left for 0, 10, 20 and 30 minutes, and fig. 1, fig. 2 and fig. 3 are graphs showing the difference of the experimental group and the control group in case 1, case 2 and case 3 in water loss, respectively, with the horizontal axis showing the left time and the vertical axis showing the water content of the lenses. Table 2 shows the moisture loss rate of the lenses of the experimental group and the control group in case 1, case 2 and case 3 after being left for 10, 20 and 30 minutes, i.e. the difference between the moisture content at each time point and 0 minute.
TABLE 1 moisture content measured at various times during which each contact lens was placed in air
TABLE 2 moisture loss Rate for various contact lenses at different times of exposure to air
From fig. 1, 2 and 3, it is clearly observed that the water loss rate of the experimental group is much lower than that of the control group, whether it is a hydrogel low water content lens or a high water content lens, or a silicone hydrogel lens. As shown in Table 2, in the moisture loss experiments of cases 1 and 2, the moisture loss of the experimental groups was only one fourth of that of the control group when the experimental groups were left in the air for 30 minutes; whereas the water loss of the experimental group of case 3 was only one fifth of that of the control group.
It will be evident to those skilled in the art that the invention is not limited to the details of the foregoing illustrative embodiments, and that the present invention may be embodied in other specific forms without departing from the spirit or essential attributes thereof. The present embodiments are, therefore, to be considered in all respects as illustrative and not restrictive. Furthermore, it should be understood that although the present specification describes embodiments, this does not include only one embodiment, and such description is for clarity only, and those skilled in the art should be able to make the specification as a whole, and the embodiments may be appropriately combined to form other embodiments understood by those skilled in the art.
Claims (9)
1. A method of preventing moisture loss from a contact lens, comprising: the method comprises the steps of coating a layer of film capable of preventing water loss on a lens body of the contact lens, wherein the polymer of the film is water-soluble polymer; in particular, the lens body is soaked in the solution containing the water-soluble polymer, so that the water-soluble polymer forms a film on the surface of the lens.
2. The method of preventing moisture loss from a contact lens of claim 1, wherein: the solubility of the water-soluble polymer in water is more than 1 weight percent, and the molecular weight of the water-soluble polymer is 30,000-1,000,000.
3. A method for preventing moisture loss from a contact lens according to claim 1 or claim 2, wherein: the water-soluble polymer is a copolymer obtained by thermally polymerizing a hydrophilic component and a hydrophobic component in water or an organic solution under the action of a thermal initiator.
4. A method for preventing moisture loss from a contact lens according to claim 3, wherein: the hydrophilic component accounts for 95-99 wt%, and the hydrophobic component accounts for 1-5 wt%.
5. A method for preventing moisture loss from a contact lens according to claim 3, wherein: the hydrophilic component of the water-soluble polymer is any one of N-vinyl pyrrolidone, N-dimethylacrylamide, acrylic acid or methacrylic acid.
6. A method for preventing moisture loss from a contact lens according to claim 3, wherein: the hydrophobic component of the water-soluble polymer is any one of propyl acrylate, butyl acrylate, amyl acrylate, hexyl acrylate, propyl methacrylate, butyl methacrylate, amyl methacrylate or hexyl methacrylate.
7. A method for preventing moisture loss from a contact lens according to claim 3, wherein: when the water-soluble polymer takes water as a solvent, the thermal initiator is water-soluble 4,4' -azobis (4-cyanovaleric acid), and the temperature of the thermal polymerization reaction is 70-95 ℃; when the organic solution is used as the solvent, the thermal initiator is azobisbutyronitrile, and the temperature of the thermal polymerization reaction is 65-85 ℃.
8. The method of preventing moisture loss from a contact lens of claim 1, wherein: the lens body is a lens which takes poly hydroxyethyl methacrylate as a main material, has the water content of 36-80% and does not contain silicon components, or a lens which has the water content of 30-60% and contains silicon components.
9. The method of preventing moisture loss from a contact lens of claim 1, wherein: the lens body is soaked in the solution containing the water-soluble polymer for 2-24 hours.
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4892402A (en) * | 1987-04-30 | 1990-01-09 | Hoya Corporation | Method for making contact lens hydrophilic |
| JP2007039661A (en) * | 2005-06-30 | 2007-02-15 | Lion Corp | Polymer compound and composition for contact lens |
| CN103224596A (en) * | 2013-03-18 | 2013-07-31 | 明基材料有限公司 | Contact lens material, contact lens and manufacturing method of contact lens |
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- 2021-05-29 CN CN202110595399.2A patent/CN113278184A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4892402A (en) * | 1987-04-30 | 1990-01-09 | Hoya Corporation | Method for making contact lens hydrophilic |
| JP2007039661A (en) * | 2005-06-30 | 2007-02-15 | Lion Corp | Polymer compound and composition for contact lens |
| CN103224596A (en) * | 2013-03-18 | 2013-07-31 | 明基材料有限公司 | Contact lens material, contact lens and manufacturing method of contact lens |
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Application publication date: 20210820 |