WO2014167862A1 - Contact lens composition, and contact lens package using same - Google Patents

Contact lens composition, and contact lens package using same Download PDF

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Publication number
WO2014167862A1
WO2014167862A1 PCT/JP2014/002067 JP2014002067W WO2014167862A1 WO 2014167862 A1 WO2014167862 A1 WO 2014167862A1 JP 2014002067 W JP2014002067 W JP 2014002067W WO 2014167862 A1 WO2014167862 A1 WO 2014167862A1
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WO
WIPO (PCT)
Prior art keywords
contact lens
composition
vinyl acetate
contact
vinyl pyrrolidone
Prior art date
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PCT/JP2014/002067
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French (fr)
Japanese (ja)
Inventor
治正 有田
和宏 辻
暁 清宮
稔 下山
佑次 望月
祐介 竹内
Original Assignee
ロート製薬株式会社
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Publication of WO2014167862A1 publication Critical patent/WO2014167862A1/en

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    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L39/00Compositions 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; Compositions of derivatives of such polymers
    • C08L39/04Homopolymers or copolymers of monomers containing heterocyclic rings having nitrogen as ring member
    • C08L39/06Homopolymers or copolymers of N-vinyl-pyrrolidones
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L12/00Methods or apparatus for disinfecting or sterilising contact lenses; Accessories therefor
    • A61L12/08Methods or apparatus for disinfecting or sterilising contact lenses; Accessories therefor using chemical substances
    • A61L12/086Container, accessories or devices therefor
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L12/00Methods or apparatus for disinfecting or sterilising contact lenses; Accessories therefor
    • A61L12/08Methods or apparatus for disinfecting or sterilising contact lenses; Accessories therefor using chemical substances
    • A61L12/12Non-macromolecular oxygen-containing compounds, e.g. hydrogen peroxide or ozone

Definitions

  • the present invention relates to a composition for contact lenses, and particularly suitable for use as a packaging solution (packaging solution) enclosed in a packaging container together with the contact lens when the contact lens is sealed in a container and packaged.
  • the present invention relates to a contact lens composition and a contact lens package (packaged contact lens product) using the same. Furthermore, the present invention relates to a method for manufacturing a contact lens.
  • the contact lens is a medical device that is directly inserted into the eye, proteins caused by tears and eyelids are adsorbed on the contact lens and become dirty during wearing.
  • contact lens dirt causes a decrease in the transparency of the lens and deteriorates the wettability of the lens surface.
  • contact lens dirt causes a decrease in the transparency of the lens and deteriorates the wettability of the lens surface.
  • the eyes are irritated and a foreign body sensation is generated, causing inflammation and damage.
  • a contact lens has been proposed to suppress such contamination due to protein adsorption. More specifically, the phosphorylcholine group is shared on the surface of the ophthalmic lens material by, for example, post-treatment of reacting the phosphorylcholine group-containing compound with the ophthalmic lens material instead of polymerizing the phosphorylcholine group-containing monomer on the surface of the contact lens.
  • a bonded contact lens material is disclosed. Further, it is described that a contact lens having an excellent protein adsorption preventing effect can be provided because a sufficient phosphorylcholine group can be introduced by producing a contact lens using such a material. (For example, refer to Patent Document 1).
  • a surface-treated contact lens in which an ethylene oxide derivative is immobilized on the surface of the contact lens. And it is described that by using such a contact lens, high hydrophilicity and protein suppression effect can be obtained over a long period of time (see, for example, Patent Document 2).
  • the contact lens described in Patent Document 2 also has a problem that the manufacturing process of the contact lens becomes complicated because it is necessary to perform radiation irradiation in a state where the ethylene oxide derivative is in contact with the contact lens.
  • the present invention has been made in view of the above-described problems, and a contact lens composition capable of suppressing protein adsorption to a lens and a contact lens package using the same without performing complicated processing.
  • the purpose is to provide.
  • the composition for contact lenses of the present invention is characterized by containing a vinyl acetate-vinyl pyrrolidone copolymer.
  • the contact lens composition of the present invention can be complicated by using it as a packaging solution sealed in a packaging container together with the contact lens. It is possible to enhance the protein adsorption suppression effect on the contact lens without performing any special treatment. In addition, even when used in the form of eye drops for contact lenses, eye washes, contact lens mounting liquids, contact lens care agents, etc., protein adsorption on the contact lenses can be suppressed.
  • the present invention it becomes possible to suppress the adsorption of lipid to the contact lens.
  • the feeling of dryness when wearing contact lenses, the feeling of pinching of eyelids at the time of blinking, the feeling that the lens pulls up, the discomfort such as foreign body feeling, etc. are improved and moistened and comfortable for a long time after wearing. It is possible to provide a contact lens that exhibits a good feeling of use.
  • the contact lens composition of the present invention is used as a packaging solution (packaging solution) sealed in a packaging container together with the contact lens when the contact lens is sealed in a container and packaged.
  • the contact lens composition of the present invention is characterized by containing a vinyl acetate-vinyl pyrrolidone copolymer, and further preferably contains a cooling agent, a surfactant, or a buffer.
  • Vinyl acetate-vinyl pyrrolidone copolymer (Vinyl acetate-vinyl pyrrolidone copolymer)
  • a vinyl acetate-vinyl pyrrolidone copolymer represented by the following formula (1) is used.
  • n is an integer of 20 to 1200, and m is an integer of 40 to 1600.
  • the ratio (mass ratio) of vinyl acetate / vinyl pyrrolidone in the vinyl acetate-vinyl pyrrolidone copolymer is not particularly limited, but the viewpoint of enhancing the protein adsorption inhibitory effect and the viewpoint of increasing the solubility in a solvent such as water or ethanol.
  • the upper limit is preferably 90/10 or less, more preferably 80/20 or less, more preferably 70/30 or less, improving the protein adsorption inhibitory effect and solubility in solvents such as water and ethanol, and contact lenses. From the viewpoint of improving the clarity of the film, 60/40 or less is particularly preferable, 50/50 or less is more preferable, and 40/60 or less is most preferable.
  • the lower limit is preferably 10/90 or more, more preferably 20/80 or more, and particularly preferably 30/70 or more from the viewpoint that the protein adsorption suppressing effect is more remarkably exhibited.
  • the specific ratio (mass ratio) of vinyl acetate / vinyl pyrrolidone is 90/10 to 10/90, preferably 80/20 to 20/80, more preferably 80/20 to 30/70, still more preferably 60. / 40 to 30/70, particularly preferably 50/50 to 30/70, and still more preferably 40/60 to 30/70.
  • 60/40 to 30/70 are exemplified from the viewpoint of enhancing the protein adsorption inhibitory effect, the viewpoint of enhancing the solubility in a solvent such as water or ethanol, and the viewpoint of enhancing the clarity of the contact lens.
  • the concentration of the vinyl acetate-vinylpyrrolidone copolymer in the contact lens composition is set to a lower limit of 0. 0001 (w / v)% or more, preferably 0.001 (w / v)% or more, more preferably 0.01 (w / v)% or more, particularly 0.05 (w / v)% or more. preferable.
  • the upper limit is 10 (w / v)% or less, preferably 3 (w / v)% or less, more preferably 1 (w / v)% or less, and 0.1 (w / v)% or less. Particularly preferred.
  • the specific concentration range is 0.0001 to 10 (w / v)%, preferably 0.001 to 3 (w / v)%, more preferably 0.01 to 3 (w / v)%. 0.01 to 1 (w / v)% is more preferable, 0.05 to 1 (w / v)% is still more preferable, and 0.05 to 0.1 (w / v)% is most preferable.
  • the weight average molecular weight of the vinyl acetate-vinyl pyrrolidone copolymer is not particularly limited. From the viewpoint of having a molecular size that can enter a matrix of a contact lens material and coat a group that easily adsorbs a protein, 5000 to 500,000. Is preferably 10,000 to 200,000, and more preferably 20,000 to 100,000.
  • the “weight average molecular weight” referred to here is a weight average molecular weight measured using GPC-MALS, and the measurement conditions are as follows.
  • the contact lens composition of the present invention preferably further contains a cooling agent.
  • the refreshing agent generally gives a refreshing feeling to the eyes.
  • the refreshing agent of the present invention also has a role of eliminating foreign material feeling and itchiness when wearing the lens.
  • terpenoids such as menthol, menthone, camphor, borneol, geraniol, cineol, citronellol, carvone, anethole, eugenol, limonene, linalool, linalyl acetate, and derivatives thereof are used. These compounds may be d-form, l-form or dl-form.
  • terpenoids such as menthol, menthone, camphor, borneol, and geraniol are preferred, and examples of essential oils containing these include cool mint, peppermint oil, peppermint oil, camphor oil, and rose oil.
  • menthol or camphor when menthol or camphor is used, it is preferable to use l-menthol, dl-menthol, d-camphor and dl-camphor, and l-menthol, d-camphor and dl-camphor are preferred. More preferred is l-menthol.
  • the concentration of the refreshing agent in the composition for contact lenses is 0.0001 to 0.1 (w / v)% in total.
  • 0.0001 to 0.05 (w / v)% is more preferable, 0.0002 to 0.02 (w / v)% is more preferable, and 0.0005 to 0.005 (w / v)% is more preferable.
  • the essential oil containing a terpenoid it can set so that the terpenoid in the essential oil contained in an aqueous composition may satisfy
  • a refreshing agent may be used individually by 1 type, and may be used in combination of 2 or more types.
  • a dry feeling tends to occur in proportion to the amount of protein adsorbed to the contact lens.
  • the above-mentioned vinyl acetate-vinylpyrrolidone copolymer can be used for contact lenses. Protein adsorption is suppressed, and the dry feeling is reduced. Further, by adding a cooling agent, the dry feeling is further reduced.
  • Mucin is a mucopolysaccharide expressed on the ocular surface mucosa, and has the function of improving the wettability of the ocular surface by increasing the affinity between the lipid-soluble cell surface and tears, and it is also useful for dry eye patients. Since there are cases where mucin expression is reduced, it is widely known that the decrease in mucin expression correlates with dryness.
  • the expression level of mucin is dramatically increased by the above-described vinyl acetate-vinylpyrrolidone copolymer and terpenoids such as menthol. A feeling of dryness can be reduced.
  • the contact lens composition of the present invention preferably further contains a surfactant.
  • the surfactant is used to swell the dry contact lens material and improve the releasability from the lens molding die in the contact lens manufacturing process.
  • the surfactant prevents adhesion of the contact lens to the resin forming the packaging container, improves lubricity and wettability when wearing the contact lens, and improves the solubility of the components used in the contact lens composition. It is for raising.
  • a nonionic surfactant, an amphoteric surfactant, a cationic surfactant, or an anionic surfactant is used.
  • examples of the amphoteric surfactant include alkyldiaminoethylglycine, and examples of the cationic surfactant include benzalkonium chloride and benzethonium chloride.
  • examples of the anionic surfactant include alkylbenzene sulfonate, alkyl sulfate, polyoxyethylene alkyl sulfate, aliphatic ⁇ -sulfomethyl ester, and ⁇ -olefin sulfonic acid.
  • the surfactant is preferably a nonionic surfactant, and monooleic acid POE (20) sorbitan (Polysorbate 80), POE / POP block copolymers (for example, Poloxamer 407), POE (40) hydrogenated castor oil (polyoxyethylene hydrogenated castor oil 40), POE (60) hydrogenated castor oil (polyoxyethylene hydrogenated castor oil) 60), POE (35) castor oil (polyoxyethylene castor oil 35), and polyoxyl 40 stearate, monooleic acid POE (20) sorbitan (polysorbate 80), POE (60) hydrogenated castor oil (polyoxyethylene) Hardened castor oil 60) and poloxamer 407 are particularly preferred That's right.
  • monooleic acid POE (20) sorbitan (Polysorbate 80), POE (60) hydrogenated castor oil (polyoxyethylene) Hardened castor oil 60) and poloxamer 407 are particularly preferred That's right.
  • the concentration of the surfactant in the contact lens composition is preferably 0.005 to 5 (w / v)%, more preferably 0.01 to 2 (w / v)%, 0.05 to 0.5 (w / v)% is particularly preferable.
  • surfactant may be used individually by 1 type and may be used in combination of 2 or more types.
  • the contact lens composition of the present invention preferably further contains a buffer.
  • the buffering agent is for imparting a buffering action to the ophthalmic composition and for providing formulation stability.
  • boric acid buffering agent for example, boric acid buffering agent, phosphoric acid Buffering agents, citrate buffers, acetate buffers and the like can be used.
  • boric acid or borate salts such as alkali metal borate and alkaline earth metal borate can be used.
  • the phosphate buffer include , Phosphoric acid, or phosphates such as alkali metal phosphates and alkaline earth metal phosphates.
  • the buffer is preferably a borate buffer or a phosphate buffer, and boric acid or a salt thereof (sodium borate, potassium tetraborate, potassium metaborate, boron Ammonium phosphate, borax, etc.), phosphoric acid or its salts (disodium hydrogen phosphate, sodium dihydrogen phosphate, potassium dihydrogen phosphate, trisodium phosphate, dipotassium phosphate, calcium monohydrogen phosphate, phosphoric acid Calcium dihydrogen and the like) are preferred, and phosphoric acid or a salt thereof is more preferred.
  • boric acid or a salt thereof sodium borate, potassium tetraborate, potassium metaborate, boron Ammonium phosphate, borax, etc.
  • phosphoric acid or its salts diisodium hydrogen phosphate, sodium dihydrogen phosphate, potassium dihydrogen phosphate, trisodium phosphate, dipotassium phosphate, calcium monohydrogen phosphate, phosphoric
  • the concentration of the buffering agent in the contact lens composition can be appropriately changed depending on the type of the buffering agent and the other compounding components such as vinyl acetate-vinylpyrrolidone.
  • the contact lens of the present invention In the composition for use, 0.01 to 10 (w / v)% is preferable, 0.05 to 5 (w / v)% is more preferable, and 0.1 to 2 (w / v)% is particularly preferable.
  • a buffering agent may be used individually by 1 type, and may be used in combination of 2 or more types.
  • the pH is adjusted to a range of about 5.5 to 8.5 using the above-mentioned buffer.
  • the contact lens composition of the present invention may contain an aqueous solvent such as an isotonic agent, a drug, a thickener, a chelating agent, a stabilizer, a pH adjuster, and water in addition to the above-described components. it can. These components may be used individually by 1 type, and may be used in combination of 2 or more types.
  • tonicity agents include sodium chloride, potassium chloride, glycerin, propylene glycol, glucose, mannitol, sorbitol, boric acid, borax and the like.
  • sodium chloride and potassium chloride are preferable, and sodium chloride is particularly preferable.
  • the concentration of the tonicity agent in the contact lens composition is preferably 0.05 to 10 (w / v)%, more preferably 0.2 to 5 (w / v)%. 0.5 to 2 (w / v)% is particularly preferable.
  • Thickeners include gum arabic powder, sodium alginate, propylene glycol alginate, sodium chondroitin sulfate, sorbitol, dextran 70, tragacanth powder, methylcellulose, carboxymethylcellulose, hydroxyethylcellulose, hydroxypropylmethylcellulose, carboxyvinyl polymer, polyvinyl alcohol, polyvinyl Examples include pyrrolidone and macrogol 4000.
  • Chelating agents include edetic acid, edetates (disodium edetate, disodium calcium edetate, trisodium edetate, tetrasodium edetate), nitrilotriacetic acid and its salts, trihydroxymethylaminomethane, sodium hexametaphosphate Citric acid and the like.
  • the stabilizer examples include the above-mentioned edetic acid and edetates, sodium bisulfite, and the like.
  • the pH of the contact lens composition according to the present embodiment is not particularly limited as long as it is within a range that is pharmaceutically, pharmacologically (pharmaceutically), or physiologically acceptable.
  • the pH of the contact lens composition according to the present embodiment may be, for example, 4.0 to 9.5, preferably 5.0 to 9.0, and 6.0 to 8.5. More preferably, it is more preferably 7.0 to 8.0.
  • the contact lens composition according to the present embodiment can be adjusted to an osmotic pressure ratio within a range that is acceptable to a living body, if necessary.
  • the appropriate osmotic pressure ratio varies depending on the application site, dosage form, etc., but can be, for example, 0.7 to 5.0, preferably 0.9 to 3.0, preferably 0.9 to 2.0. More preferably.
  • the osmotic pressure can be adjusted by a known method in the technical field using an inorganic salt, a polyhydric alcohol, or the like.
  • the osmotic pressure ratio is the ratio of the osmotic pressure of the sample to 286 mOsm (0.9 w / v% sodium chloride aqueous solution) based on the 16th revised Japanese Pharmacopoeia. Measure with reference to (freezing point depression method).
  • the standard solution for osmotic pressure ratio measurement (0.9 w / v% sodium chloride aqueous solution) was prepared by drying sodium chloride (Japanese Pharmacopoeia standard reagent) at 500 to 650 ° C. for 40 to 50 minutes, and then in a desiccator (silica gel).
  • the solution is allowed to cool and 0.900 g is accurately weighed and dissolved in purified water to prepare exactly 100 mL, or a commercially available standard solution for osmotic pressure ratio measurement (0.9 w / v% sodium chloride aqueous solution) can be used.
  • pH regulator examples include sodium hydroxide, potassium hydroxide, hydrochloric acid, sulfuric acid, acetic acid and the like.
  • the contact lens to which the composition for contact lenses of the present invention is applied is not particularly limited, and can be applied to all contact lenses including soft contact lenses and hard contact lenses.
  • the soft contact lens may be a hydrous soft contact lens using hydrogel (hydrogel contact lens), or a water-free non-hydrous soft contact lens using a copolymer of butyl acrylate and butyl methacrylate. .
  • the hydrogel contact lens may be a silicone hydrogel contact lens in which silicone is mixed with hydrogel, or a non-silicone hydrogel contact lens in which silicone is not mixed.
  • hydrogel contact lens a lens containing 2-hydroxyethyl methacrylate (HEMA) as the hydrogel is preferable.
  • HEMA 2-hydroxyethyl methacrylate
  • contact lens composition of the present invention can be applied to any soft contact lens classified into groups I to IV in the soft contact lens classification according to US Food and Drug Administration (FDA) standards.
  • FDA US Food and Drug Administration
  • contact lenses include alphafilcon, asamofilcon, balafilcon, etafilcon, hefilcon, hilafilcon, lidofilcon (lidofilcon) , Lotrafilcon, metafilcon, nerfilcon, ocufilcon, omafilcon, femfilcon, polyconte, tecon, tecon, filcon tetrafilcon), vasafilcon (vasurfil) on), bifilcon, senofilcon, galifilcon, enfilcon, comfilcon, narafilcon, defilcon, filcon, efilcon Illustrated as II-3.
  • contact lenses belonging to soft contact lens classification group II water content of 50% or more, nonionic
  • FDA Food and Drug Administration
  • Omafilcon A in United States States Approved Names
  • Alpha filcon A Hirafilcon A, B, Nelfilcon A, Vasafilcon A
  • contact lenses belonging to soft contact lens classification group IV moisture content is 50% or more, ionic
  • United States certification name United States Ettafilcon A, Metafilcon A, Metafilcon B, Ocufilcon A, Ocufilcon B, Ocufilcon C, Ocufilcon D, Ocufilcon E, Femfilcon A, Bifilcon A
  • Played more prominently It can be preferably used.
  • etafilcon A is more preferable, and among the soft contact lens classification groups IV, etafilcon A is more preferable. Particularly preferred are soft contact lens group IV lenses, and particularly preferred is etafilcon A.
  • ionic means that the content of the ionic component in the contact lens is 1 mol% or more
  • nonionic means that the content of the ionic component in the contact lens is less than 1 mol%.
  • the composition for contact lenses of the present invention has an effect of suppressing the adsorption of lipids to the contact lenses, and therefore can be suitably used for silicone hydrogel contact lenses that easily adsorb lipids. it can.
  • a silicone hydrogel contact lens is preferable from the viewpoint that the friction suppressing effect on the contact lens surface, which is one of the effects of the present invention, can be effectively expressed.
  • silicone hydrogel lenses from the viewpoint that the effect of the present application is more prominently produced, Cenofilcon, Garifilcon, Lotrafilcon, Balafilcon, Enfilcon, Comfilcon, Narafilcon, Derefilcon, Efrofilcon, Asmofilcon and FILICON II II-3 are preferred, senofilcon, galifilcon, lotafilcon, barafilcon, enfilcon, comfilcon, and narafilcon are more preferred, and senofilcon, lotafilcon, and barafilcon are particularly preferred.
  • senofilcon, galifircon, narafilcon, and FILICON II II are preferable, senofilcon, galifircon, and narafilcon are more preferable, and senofilcon A, galifircon A, and narafircon A are preferable. Further preferred is senofilcon A, particularly preferred.
  • Senofilcon, Garifilcon, Lotrafilcon, Balafilcon, Enfilcon, Comfilcon, Narafilcon, FILICON II 3 are preferable, and Lotrafilcon, Balafilcon, Enfilcon, Com Filcon is preferable, and Lotrafilcon A, Lotrafilcon B, and Rosefilcon A are particularly preferable.
  • Examples of the types of contact lenses to which the contact lens composition of the present invention is applied include one-day disposable contact lenses (daily disposable lenses), frequent replacement lenses (for example, every 14 days), disposable wearable contact lenses ( Disposable contact lenses such as every week) or conventional lenses (including regular replacement soft contact lenses) may be used.
  • a disposable contact lens is preferable, a one-day disposable contact lens, a frequent replacement lens, and a disposable contact lens for continuous wear are more preferable, and a one-day disposable contact lens is particularly preferable.
  • FIG. 1 is a diagram for explaining a manufacturing process of a contact lens package using the composition for contact lenses of the present invention, and is an example in which the composition for contact lenses is used as a package liquid for contact lenses. .
  • the manufacturing method of a contact lens is not limited to the method shown below, What kind of method may be used if it is a conventionally well-known method.
  • the raw material monomers for example, 2-hydroxyethyl methacrylate, methyl methacrylate, N-vinylpyrrolidone, tris and bis (trimethylsilyloxy) silylalkylglycerol methacrylate
  • cross-linking agents for example, ethylene glycol dimethacrylate, 4-vinylbenzyl) Methacrylate
  • polymerization initiators for example, azobisisobutyronitrile, methyl orthobenzoyl benzoate
  • colorants for example, anthraquinone colorants, phthalocyanine colorants
  • UV absorbers for example, benzophenone-based polymerizable UV absorbers
  • Agent, benzotriazole-based UV absorber and the like are mixed to prepare a compound for contact lenses.
  • a lens molding die 4 comprising a female molding die 2 and a male molding die 3 is prepared, and as shown in FIG.
  • the prepared contact lens composition 5 is injected into the concave surface 2 a formed on the mold 2.
  • a polypropylene die can be used as the lens molding die 4 for example.
  • the female mold 2 and the male mold 3 are aligned, and the concave surface 2a of the female mold 2 and the male mold are formed.
  • a contact lens compound 5 is placed in a cavity formed between the convex surface 3 a of the mold 3.
  • a contact lens is manufactured by irradiating the lens molding die 4 with ultraviolet rays 6 using, for example, a mercury lamp to perform photopolymerization.
  • the female mold 2 and the male mold 3 are separated, and the contact lens 1 is separated from the female mold 2.
  • the contact lens 1 can be easily separated by using the above-described mold made of polypropylene.
  • the unreacted monomer is removed by a method such as immersion in an excessive amount of packaging solution or physiological saline. May be.
  • the above-mentioned vinyl acetate-vinyl pyrrolidone, a cooling agent, a surfactant, a buffering agent and the like are added to and dissolved in sterilized purified water, and the pH is adjusted.
  • the thing 7 is filled into the packaging container 8 formed with the polypropylene etc.
  • FIG. 1 (e) the thing 7 is filled into the packaging container 8 formed with the polypropylene etc.
  • the contact lens 1 described above is immersed in the contact lens composition 7 in the packaging container 8, the contact lens 1 and the contact lens composition 7 are brought into contact with each other, and the contact lens 1 and the contact lens composition in the packaging container 8 are contacted.
  • 7 is covered with, for example, an aluminum film and sealed.
  • a contact lens package using the contact lens composition of the present invention is manufactured by performing sterilization by an autoclave or the like.
  • the contact lens molding method is not limited to the method (molding) using the female mold 2 and the male mold 3 described above, and other molding methods such as lace cutting and spin casting are used. Can be adopted.
  • a contact lens (cured lens, non-hydrated lens) molded by the same method as described above is directly immersed in the contact lens composition of the present application, and then sealed and autoclaved (autoclave, etc.) May be used to produce a contact lens package using the contact lens composition of the present invention.
  • the cured lens is pre-hydrated with a solution different from the contact lens composition of the present application (for example, an aqueous solution containing a surfactant) or the contact lens composition of the present application, and then the hydrated lens.
  • a solution different from the contact lens composition of the present application for example, an aqueous solution containing a surfactant
  • the contact lens package using the composition for contact lenses of the present invention may be produced by immersing the composition in the composition for contact lenses of the present application and then performing sealing and sterilization treatment in the same manner.
  • the present invention in which a copolymer having a ratio of vinyl acetate and vinyl pyrrolidone that is optimal for inhibiting protein adsorption to the contact lens is polymerized after polymerizing the contact lens raw material is advantageous from the viewpoint of inhibiting protein adsorption. It can be said that.
  • the present invention in which a vinyl acetate-vinylpyrrolidone copolymer having an appropriate molecular weight that can penetrate into the inside of a contact lens is adsorbed is more advantageous from the viewpoint of suppressing protein adsorption.
  • the contact lens composition of the present invention can be used as the above-mentioned packaging solution, as well as eye drops for contact lenses, eye wash agents for contact lenses, contact lens mounting solutions, contact lens care agents (for example, storage for contact lenses) Liquid, contact lens disinfectant, contact lens cleaning agent, contact lens cleaning preservative) and the like.
  • the contact lens composition of the present invention is not used as a lens care solution such as a contact lens disinfectant or a contact lens cleaning agent containing a singlet oxygen generating reagent.
  • the contact lens composition of the present invention can also be used in the form of a hydration solution for hydrating a polymerized and molded contact lens (cured lens) in the above contact lens manufacturing process.
  • the “packaging solution” which is an example of the usage form of the composition for contact lenses of the present invention is the one immediately after polymerization, molding, or immediately after hydrating the molded lens in the contact lens manufacturing process.
  • This is a solution for immersing contact lenses (ie, unused lenses) (and then sterilizing, such as autoclaving if necessary), and is used only for the care of already used contact lenses.
  • the volume of the contact lens composition used per one contact lens package is usually 0.01 to 10 ml. Among these, 0.1 to 5 ml is preferable, and 0.4 to 2 ml is more preferable.
  • the contact lens package is manufactured by sterilization such as high-pressure steam sterilization after sealing.
  • the composition preferably contains 0.00005% or less of a preservative or is not compounded, more preferably contains 0.00001% or less or is not compounded, and particularly preferably is no compound. This is because the preservative may be adsorbed to the contact lens when the contact lens is immersed for a long period of time, such as a packaging solution.
  • preservatives include polydronium chloride, alkyldiaminoethyl glycine hydrochloride, sodium benzoate, benzalkonium chloride, benzethonium chloride, chlorhexidine gluconate, chlorobutanol, methyl paraoxybenzoate, ethyl paraoxybenzoate, propyl paraoxybenzoate, Examples include butyl paraoxybenzoate, oxyquinoline sulfate, and biguanide compounds (specifically, polyhexamethylene biguanide or its hydrochloride).
  • the contact lens composition of the present invention contains a vinyl acetate-vinylpyrrolidone copolymer
  • the contact lens composition of the present invention is packaged in a packaging container together with the contact lens.
  • the vinyl acetate-vinyl pyrrolidone copolymer has a weight average molecular weight of 5000 to 500,000, the vinyl acetate-vinyl pyrrolidone copolymer can easily enter the matrix of the contact lens material, and the protein It becomes possible to coat groups that are easily adsorbed.
  • the above-mentioned vinyl acetate-vinyl pyrrolidone copolymer suppresses protein adsorption to the contact lens, thereby reducing the dryness of the eye and moisturizing feeling. It becomes possible to improve.
  • the above-mentioned vinyl acetate-vinyl pyrrolidone copolymer suppresses friction on the keratoconjunctival surface of the contact lens, thereby improving the wearing feeling of the contact lens. be able to.
  • the composition for contact lenses of the present invention contains a terpenoid, it can give a refreshing feeling after wearing the contact lens, and the dryness of the eyes is further reduced and moistened. The feeling can be improved. Further, it is possible to suppress upper and lower eyelids caused by blinking and frictional resistance with the keratoconjunctiva. Furthermore, it is possible to suppress the feeling of dryness due to the contact lens wearing itself, to improve the feeling of moisture, and to suppress the feeling of foreign matter.
  • the contact lens composition of the present invention can particularly suppress the adsorption of proteins to the soft contact lens.
  • composition for contact lenses of the present invention contains a vinyl acetate-vinylpyrrolidone copolymer and a terpenoid, the expression level of mucin is dramatically increased and the dryness of the eye is dramatically increased. Can be reduced.
  • the contact lens composition of the present invention contains a vinyl acetate-vinylpyrrolidone copolymer
  • the contact lens composition of the present invention is enclosed in a packaging container together with the contact lens.
  • a packaging solution it becomes possible to enhance the lipid adsorption suppression effect on the contact lens without performing a complicated treatment. This effect is particularly prominent when the contact lens is a silicone hydrogel lens.
  • polyvinyl caprolactam represented by the following formula (2) may be used instead of the above-mentioned vinyl acetate-vinyl pyrrolidone copolymer.
  • n is an integer of 400 to 700.
  • the method for producing a contact lens of the present invention includes a step of contacting a contact lens with a composition for contact lens containing a vinyl acetate-vinyl pyrrolidone copolymer.
  • the method for producing a contact lens of the present invention includes a step of bringing a contact lens composition containing a vinyl acetate-vinylpyrrolidone copolymer into contact with the contact lens, and the contact lens composition and the contact lens. And a method for manufacturing a packaged contact lens.
  • the present application is manufactured by a method comprising a step of contacting a contact lens with a composition for contact lenses containing a vinyl acetate-vinyl pyrrolidone copolymer, and a step of sealing the contact lens composition and the contact lens.
  • contact lens packages contact lens products are included.
  • Example 1-1 (Preparation of contact lens composition and preparation of test contact lens)
  • 2 g Concentration: 1 (w / v)%) of vinyl acetate-vinylpyrrolidone copolymer (manufactured by Osaka Organic Chemical Industry Co., Ltd., trade name: Acorn M, molecular weight of about 70000)
  • buffering agent Sodium hydrogen phosphate dodecahydrate (Wako Pure Chemical Industries, Ltd.) 0.5993 g (concentration: 0.5993 (w / v)%), sodium dihydrogen phosphate dihydrate (Wako Pure Chemical ( Ltd.) 0.0528 g (concentration: 0.0528 (w / v)%) and sodium chloride as an isotonic agent (manufactured by Wako Pure Chemical Industries, Ltd.) 0.83 g (concentration: 0.83 (w / V)%) was added and dissolved to prepare a composition for contact lenses.
  • Omafilcon A lens manufactured by Cooper Vision, trade name: Pro Clear One Day
  • this contact lens is taken out from the packaging container, and the taken out contact lens is a phosphate buffer-containing physiological saline (sodium chloride concentration: 0.83 (w / v)%, sodium hydrogenphosphate dodecahydrate concentration: 0.5993 (w / v)%, sodium dihydrogen phosphate dihydrate concentration: 0.0528 (w / v)%), and then immersed in a sufficient amount of phosphate buffered saline. , Left overnight.
  • the prepared contact lens composition (4 ml) was placed in a PFA (tetrafluoroethylene-perfluoroalkyl vinyl ether copolymer) container. After removing the contact lens from the phosphate buffer-containing physiological saline, the contact lens was rinsed with a phosphate buffer-containing physiological saline, and then the moisture of the contact lens was removed using a lint-free nonwoven fabric.
  • PFA tetrafluoroethylene-perfluoroalkyl vinyl ether copolymer
  • the contact lens is immersed in the contact lens composition to bring the contact lens into contact with the contact lens composition, and the contact lens and the contact lens composition are sealed and autoclaved (121 ° C., 20 Minutes) and left at room temperature for 120 hours to produce a test contact lens.
  • buffer solution sodium chloride concentration: 0.9 (w / v)%, sodium dihydrogen phosphate dodecahydrate concentration: 0.045 (w / v)%, calcium chloride dihydrate concentration: 0
  • buffer solution sodium chloride concentration: 0.9 (w / v)%, sodium dihydrogen phosphate dodecahydrate concentration: 0.045 (w / v)%, calcium chloride dihydrate concentration: 0
  • lysozyme chloride derived from egg white 0.3 (w / v)% to 0.15 (w / v)%, adjusted to pH 7 using 1M sodium hydroxide solution
  • oleic acid as a lipid is 0.003 (w / v)%
  • linoleic acid is 0.003 (w / v)%
  • tripalmitin 0.0405 (w / v)%
  • cetanol 0.01.
  • the contact lens is taken out from the contact lens composition, washed with the phosphate buffer-containing physiological saline twice, and then the moisture of the contact lens is removed using a lint-free nonwoven fabric. Removed.
  • the contact lens was immersed in a lysozyme solution, and the contact lens was vibrated (120 times / min) at 34 ° C. for 7 hours using a shaker to adsorb the protein to the contact lens.
  • the contact lens was taken out from the lysozyme solution, washed with the phosphate buffer-containing physiological saline twice, and the contact lens was dehydrated with a lint-free nonwoven fabric.
  • the contact lens was poured into a new vial (glass, volume: 10 ml) for protein extraction (sodium dodecyl sulfate concentration: 1 (w / v)%, sodium carbonate concentration: 1 (w / v )%) Soaked in 2 ml.
  • the protein adsorbed on the contact lens was extracted by vibrating the contact lens (120 times / min) at 34 ° C. for 14 hours using a shaker.
  • Example 1-2 Except for using 2 g (concentration: 1 (w / v)%) of vinyl acetate-vinylpyrrolidone copolymer (trade name: PVA-6450, molecular weight of about 70000, manufactured by Osaka Organic Chemical Industry Co., Ltd.)
  • a contact lens composition was prepared in the same manner as in Example 1-1, and a test contact lens was further prepared. Thereafter, a protein adsorption test was performed in the same manner as in Example 1-1. The results are shown in Table 1.
  • Example 1-3 instead of the above-mentioned vinyl acetate-vinyl pyrrolidone copolymer, 2.5 g (concentration: 1 (w / v)) of polyvinyl caprolactam (manufactured by BASF Japan Ltd., trade name: Rubiscol Plus, molecular weight: 70000-80000) %) Except that it was used, a contact lens composition was prepared in the same manner as in Example 1-1 above, and a test contact lens was further prepared. Thereafter, a protein adsorption test was performed in the same manner as in Example 1-1. The results are shown in Table 1.
  • Example 1-4 a test contact lens was produced in the same manner as in Example 1-1 described above. Thereafter, a protein adsorption test was conducted in the same manner as in Example 1-1 except that the lysozyme solution containing no lipid was used as the lysozyme solution. The results are shown in Table 2.
  • Example 1-5 First, a test contact lens was produced in the same manner as in Example 1-2 described above. Thereafter, a protein adsorption test was performed in the same manner as in Example 1-2 except that the lysozyme solution containing no lipid was used as the lysozyme solution. The results are shown in Table 2.
  • Example 1-6 a contact lens composition was prepared in the same manner as in Example 1-1 described above. Thereafter, as a commercially available contact lens, a test piece was used in the same manner as in Example 1-1 except that an etafilcon A lens (manufactured by Johnson & Johnson, trade name: 2 week Accuview) was used. A contact lens was prepared, and a protein adsorption test was performed in the same manner as in Example 1-1. The above results are shown in Table 3.
  • Example 1--7 a contact lens composition was prepared in the same manner as in Example 1-2 described above. Thereafter, as a commercially available contact lens, an Etafilcon A lens (manufactured by Johnson & Johnson, trade name: 2 week Accuview) was used to produce a test contact lens. Thereafter, a protein adsorption test was performed in the same manner as in Example 1-1. The above results are shown in Table 3.
  • Example 1-8 a contact lens composition was prepared in the same manner as in Example 1-1 described above. Then, as a commercially available contact lens, an etafilcon A lens (manufactured by Johnson & Johnson, trade name: 2 week Accuview) was used to prepare a test contact lens, and the lysozyme solution containing no lipid as described above was used as a lysozyme solution. A protein adsorption test was performed in the same manner as in Example 1-1 except that the solution was used. The results are shown in Table 4.
  • etafilcon A lens manufactured by Johnson & Johnson, trade name: 2 week Accuview
  • Example 1-9 a contact lens composition was prepared in the same manner as in Example 1-2 described above. Then, as a commercially available contact lens, an etafilcon A lens (manufactured by Johnson & Johnson, trade name: 2 week Accuview) was used to prepare a test contact lens, and the lysozyme solution containing no lipid as described above was used as a lysozyme solution. A protein adsorption test was performed in the same manner as in Example 1-1 except that the solution was used. The results are shown in Table 4.
  • etafilcon A lens manufactured by Johnson & Johnson, trade name: 2 week Accuview
  • Example 1-2 In place of the prepared contact lens composition, a test contact lens was prepared using the above-described phosphate buffer-containing physiological saline not containing a vinyl acetate-vinyl pyrrolidone copolymer, and a lysozyme solution was used. Using the lysozyme solution containing no lipid, the protein adsorption test was performed in the same manner as in Example 1-1. The results are shown in Table 2.
  • a test contact lens was prepared using the above-described phosphate buffer-containing physiological saline containing no vinyl acetate-vinyl pyrrolidone copolymer instead of the prepared contact lens composition.
  • As the lens an etafilcon A lens (manufactured by Johnson & Johnson, trade name: 2 week Accuview) is used, and the above lysozyme solution not containing lipid is used as the lysozyme solution.
  • a protein adsorption test was performed in the same manner as in 1-1. The results are shown in Table 4.
  • any of the contact lens compositions of Examples 1-1 to 1-3 was compared with Comparative Example 1-1 containing no vinyl acetate-vinyl pyrrolidone copolymer or polyvinyl caprolactam. It can be seen that adsorption of about 30 to 80% of protein can be suppressed.
  • any of the contact lens compositions of Examples 1-4 to 1-5 was compared with Comparative Example 1-2 not containing a vinyl acetate-vinylpyrrolidone copolymer. It can be seen that about 20% of protein adsorption can be suppressed.
  • any of the contact lens compositions of Examples 1-6 to 1-7 was compared with Comparative Example 1-3 containing no vinyl acetate-vinyl pyrrolidone copolymer. It can be seen that about 80% of protein adsorption can be suppressed.
  • any of the contact lens compositions of Examples 1-8 to 1-9 was compared with Comparative Example 1-4 not containing a vinyl acetate-vinylpyrrolidone copolymer. It can be seen that about 10 to 20% of protein adsorption can be suppressed.
  • the composition for contact lenses of the present invention is a soft contact lens classified as Group II in the soft contact lens classification according to FDA standards (Ofilfilcon A). It can be seen that an excellent protein adsorption inhibitory effect can be exhibited for both the lens) and the soft contact lens (Etafilcon A lens) classified into Group IV.
  • the composition for contact lenses of the present invention is an excellent protein for soft contact lenses (Etafilcon A lens) lenses classified as Group IV. It can be seen that the adsorption suppressing effect can be exhibited.
  • the composition for contact lenses of the present invention has an effect of inhibiting protein adsorption on contact lenses, particularly when proteins and lipids coexist. It can be seen that can be increased.
  • a vinyl acetate-vinylpyrrolidone copolymer (or polyvinylcaprylactam) is contained, so that a contact lens is formed.
  • a charged group for example, quaternary ammonium group, phosphoric acid group, carboxyl group
  • a hydrophobic group for example, siloxane group
  • an uncharged vinyl acetate-vinylpyrrolidone copolymer or polyvinyl capri This is considered to be because the adsorption of protein on the surface of the contact lens was suppressed.
  • Example 1-10 Using 0.2 g (concentration: 0.1 (w / v)%) of a vinyl acetate-vinylpyrrolidone copolymer (trade name: Acorn M, molecular weight of about 70,000, manufactured by Osaka Organic Chemical Industry Co., Ltd.), surface activity A contact lens composition was prepared in the same manner as in Example 1-1 except that polysorbate 80 (0.1 g, concentration: 0.1 (w / v)%), an agent, was further added. did.
  • polysorbate 80 0.1 g, concentration: 0.1 (w / v)%
  • Example 1-1 an etafilcon A lens (manufactured by Johnson & Johnson, trade name: One Day Accuview) was used, and a test contact was conducted in the same manner as in Example 1-1 except that autoclaving was not performed. A lens was produced. Thereafter, a protein adsorption test was performed in the same manner as in Example 1-1. The results are shown in Table 5.
  • Example 1-11 Using 0.02 g (concentration: 0.01 (w / v)%) of a vinyl acetate-vinylpyrrolidone copolymer (trade name: Acorn M, molecular weight of about 70,000, manufactured by Osaka Organic Chemical Industry Co., Ltd.), surface activity A contact lens composition was prepared in the same manner as in Example 1-1 except that polysorbate 80 (0.1 g, concentration: 0.1 (w / v)%), an agent, was further added. did.
  • polysorbate 80 0.1 g, concentration: 0.1 (w / v)%
  • Example 1-12 Vinyl acetate-vinylpyrrolidone copolymer (manufactured by BASF Japan Ltd., trade name: Luviskol (registered trademark) VA64P, VP / VA ratio: 60/40, molecular weight 50000-60000) 0.01 g (concentration: 0.01 ( w / v)%), and the surfactant polysorbate 80 (0.1 g, concentration: 0.1 (w / v)%) was further included, as described in Example 1-1.
  • a contact lens composition was prepared in the same manner as described above.
  • Example 1-13 Vinyl acetate-vinylpyrrolidone copolymer (manufactured by BASF Japan Ltd., trade name: Luviskol (registered trademark) VA73E, VP / VA ratio: 70/30, molecular weight 40000-60000) 0.02 g (concentration: 0.01 ( w / v)%), and the surfactant polysorbate 80 (0.1 g, concentration: 0.1 (w / v)%) was further included, as described in Example 1-1.
  • a contact lens composition was prepared in the same manner as described above.
  • Example 1-5 instead of the prepared contact lens composition, it contains no polyacetate 80 (0.1 g, concentration: 0.1 (w / v)%) as a surfactant without containing vinyl acetate-vinyl pyrrolidone copolymer.
  • the above-mentioned physiological saline containing a phosphate buffer was used, and an etafilcon A lens (manufactured by Johnson & Johnson, trade name: One-Day Accuview) was used as a commercially available contact lens.
  • a test contact lens was produced in the same manner as in Example 1-1 except that the storage time was 48 hours. Thereafter, a protein adsorption test was performed in the same manner as in Example 1-1. The results are shown in Table 5.
  • Example 1-14 Using 0.2 g (concentration 0.1 (w / v)%, molecular weight about 70000) of a vinyl acetate-vinylpyrrolidone copolymer (trade name: Acorn M, manufactured by Osaka Organic Chemical Industry Co., Ltd.), a surfactant A contact lens composition was prepared in the same manner as in Example 1-1 except that polysorbate 80 (0.1 g, concentration: 0.1 (w / v)%) was further added. A test contact lens was produced in the same manner as in Example 1-1 except that the autoclave treatment was not performed and the room temperature storage time was 48 hours. Thereafter, a protein adsorption test was performed in the same manner as in Example 1-1. The results are shown in Table 6.
  • Example 1-15 Using 0.02 g (concentration 0.01 (w / v)%) of a vinyl acetate-vinylpyrrolidone copolymer (Osaka Organic Chemical Co., Ltd., trade name: Acorn M, molecular weight of about 70,000) A contact lens composition was prepared in the same manner as in Example 1-1 except that polysorbate 80 (0.1 g, concentration: 0.1 (w / v)%) was further added. A test contact lens was produced in the same manner as in Example 1-1 except that the autoclave treatment was not performed and the room temperature storage time was 48 hours. Thereafter, a protein adsorption test was performed in the same manner as in Example 1-1. The results are shown in Table 6.
  • a surfactant polysorbate 80 (0.1 g, concentration) was added to the above-mentioned phosphate buffer-containing physiological saline that does not contain a vinyl acetate-vinylpyrrolidone copolymer. : 0.1 (w / v)%), a test contact lens was prepared in the same manner as in Example 1-1 except that the autoclave treatment was not performed and the room temperature storage time was 48 hours. It was created. Thereafter, a protein adsorption test was performed in the same manner as in Example 1-1. The results are shown in Table 6.
  • Comparative Example 1 containing no vinyl acetate-vinyl pyrrolidone copolymer It can be seen that about 10% of protein adsorption can be suppressed as compared to 6.
  • Example 2-1 preparation of contact lens composition and preparation of test contact lens
  • vinyl acetate-vinylpyrrolidone copolymer manufactured by Osaka Organic Chemical Industry Co., Ltd., trade name: Acorn M, molecular weight of about 70000
  • Polysorbate 80 as a surfactant (0.1 g, concentration: 0.1 (w / v)%)
  • sodium hydrogenphosphate 12 hydrate as a buffer
  • 0.5993 g Concentration: 0.5993 (w / v)%)
  • sodium dihydrogen phosphate dihydrate manufactured by Wako Pure Chemical Industries, Ltd.
  • 0.0528 g concentration: 0.0528 (w / v)%)
  • Sodium chloride as a tonicity agent
  • Senofilcon A lens manufactured by Johnson & Johnson, trade name: Accuview Oasis
  • Accuview Oasis which is a silicone hydrogel lens
  • the taken out contact lens is filled with the above-mentioned phosphate buffer-containing physiological saline. After washing with water, it was immersed in a sufficient amount of physiological saline containing a phosphate buffer and left overnight.
  • a contact lens for test was prepared by immersing in a 4 ml contact lens composition per lens in a PFA (tetrafluoroethylene-perfluoroalkyl vinyl ether copolymer) container and leaving it at room temperature for 72 hours. .
  • PFA tetrafluoroethylene-perfluoroalkyl vinyl ether copolymer
  • lipid suspension was prepared. More specifically, 0.06 g of oleic acid, 0.06 g of linoleic acid, 0.81 g of tripalmitin, 0.2 g of cetanol, 0.06 g of palmitic acid, 0.81 g of palm acetylate, 0.08 g of cholesterol, 0. 08 g and 2.83 g derived from lecithin egg were weighed and mixed, and dissolved by heating at about 70 ° C.
  • phosphate / borate buffer sodium chloride 0.9 (w / v)%, potassium dihydrogen phosphate 0.5 (w / v)%, borax 1.19 (w / v)%) 5 g of a lipid mixture component in a heated and dissolved state and 1 L of a phosphate / borate buffer solution were stirred with a homodisper (70 ° C., 5000 rpm, 10 minutes), filtered, and further phosphoric acid. What was adjusted to pH 7.0 was used as a lipid suspension.
  • test contact lens 2 ml of this lipid suspension is placed in a glass vial (capacity: 10 ml), and the test contact lens is rinsed with a sufficient amount of physiological saline containing a phosphate buffer, immersed in it, and shaken at 37 ° C. for 16 hours. I let you.
  • the lens was taken out, rinsed with about 100 ml of phosphate buffered saline, placed in the bottom of a 2 ml Eppendorf tube, and dried overnight at room temperature in a vacuum dryer (15 mmHg).
  • 0.5 ml of the lipid extract was taken, put into a new 15 ml centrifuge tube (manufactured by PP), and the solvent was removed with nitrogen gas while heating at about 70 ° C.
  • the 0.6 (w / v)% vanillin aqueous solution is obtained by dissolving 0.6 g of vanillin with 8 ml of absolute ethanol and making up to 100 ml with distilled water.
  • Example 2-2 Except for using 0.2 g (concentration: 0.1 (w / v)%) of vinyl acetate-vinylpyrrolidone copolymer (manufactured by Osaka Organic Chemical Industry Co., Ltd., trade name: Acorn M, molecular weight of about 70000).
  • a test contact lens was manufactured in the same manner as in Example 2-1 described above. Thereafter, a lipid adsorption test was conducted in the same manner as in Example 2-1. The results are shown in Table 7.
  • Example 2-3 0.1 g (concentration: 0.005%) of vinyl acetate-vinylpyrrolidone copolymer (manufactured by BASF Japan Ltd., trade name: Luviskol (registered trademark) VA64P, VP / VA ratio: 60/40, molecular weight of about 50000-60000). 1 (w / v)%) A test contact lens was produced in the same manner as in Example 2-1 described above except that 1 (w / v)% was used. Thereafter, a lipid adsorption test was conducted in the same manner as in Example 2-1. The results are shown in Table 7.
  • Example 2-4 1 g (concentration: 0.5 (w / w), vinyl acetate-vinyl pyrrolidone copolymer (manufactured by BASF Japan Ltd., trade name: Luviskol (registered trademark) VA73E, VP / VA ratio: 70/30, molecular weight 40000-60000))
  • a test contact lens was produced in the same manner as in Example 2-1 except that v)%) was used. Thereafter, a lipid adsorption test was conducted in the same manner as in Example 2-1. The results are shown in Table 7.
  • Example 2-5 0.2 g (concentration: 0.1) of vinyl acetate-vinylpyrrolidone copolymer (manufactured by BASF Japan Ltd., trade name: Luviskol (registered trademark) VA73E, VP / VA ratio: 70/30, molecular weight 40000-60000) (W / v)%)
  • a test contact lens was produced in the same manner as in Example 2-1 except that it was used. Thereafter, a lipid adsorption test was conducted in the same manner as in Example 2-1. The results are shown in Table 7.
  • Example 2-1 In place of the prepared contact lens composition, a test contact lens was prepared in the same manner as in Example 2-1 using a composition not containing the above-mentioned vinyl acetate-vinyl pyrrolidone copolymer. did. Thereafter, a lipid adsorption test was conducted in the same manner as in Example 2-1. The results are shown in Table 7.
  • any of the contact lens compositions of Examples 2-1 to 2-5 can exhibit an extremely excellent lipid adsorption inhibitory effect on a silicone hydrogel lens to which lipids particularly easily adhere. .
  • Example 3-1 (Preparation of contact lens composition and preparation of test contact lens) To 100 g of sterilized purified water, 0.2 g (concentration: 0.1 (w / v)%) of vinyl acetate-vinylpyrrolidone copolymer (manufactured by Osaka Organic Chemical Industry Co., Ltd., trade name: Acorn M, molecular weight of about 70,000) ), Polysorbate 80 as a surfactant (0.1 g, concentration: 0.1 (w / v)%), sodium hydrogen phosphate 12 hydrate as a buffer (manufactured by Wako Pure Chemical Industries, Ltd.) 5993 g (concentration: 0.5993 (w / v)%), sodium dihydrogen phosphate dihydrate (manufactured by Wako Pure Chemical Industries, Ltd.) 0.0528 g (concentration: 0.0528 (w / v)%), And 0.88 g (concentration: 0.83 (w / v)%)
  • Example 1-1 the same treatment as in Example 1-1 was carried out except that the autoclave treatment was not performed.
  • a contact lens was prepared.
  • the contact lens to be tested was fixed to a contactor, artificial leather was attached to a moving table, and about 15 ml of physiological saline (manufactured by Otsuka Pharmaceutical Factory Co., Ltd.) was dropped thereon. Then, a contact having a contact lens fixed thereon is fixed, and the friction tester is moved at a speed of 2.0 mm / sec with a load of 50 g applied, and the dynamic friction coefficient 10 seconds after the start of the movement. was measured. An R contact was used as the contact.
  • the average value of the dynamic friction coefficient indicates the degree of friction on the keratoconjunctival surface of the contact lens, and the higher the friction, the worse the wearing feeling.
  • Example 3-1 A test contact lens was prepared in the same manner as in Example 3-1 above, using a composition not containing the above-mentioned vinyl acetate-vinylpyrrolidone copolymer instead of the prepared contact lens composition. did. Thereafter, a friction test was performed in the same manner as in the above-described 3-1. Table 8 shows the above results.
  • Example 3-2 A contact lens composition was produced in the same manner as in Example 3-1. Then, as a commercially available contact lens, a test contact lens was prepared using a Balafilcon A lens (trade name: Medalist Fresh Fit, manufactured by Bosch Lomm), and the above Example 3-1 was used. Similarly, a friction test was performed. The above results are shown in Table 9.
  • Example 3-3 A contact lens composition was produced in the same manner as in Example 3-1. Subsequently, Example 3-1, except that a test contact lens was produced using a Lotrafilcon B lens (manufactured by Ciba Vision, trade name: Air Optics Aqua) as a commercially available contact lens. Similarly, a friction test was performed. Table 10 shows the above results.
  • Example 3-3 A composition not containing the above-mentioned vinyl acetate-vinylpyrrolidone copolymer is used in place of the prepared contact lens composition, and a lotafilcon B lens (manufactured by Ciba Vision) is used as a commercially available contact lens.
  • a test contact lens was manufactured in the same manner as in Example 3-1, except that a test contact lens was manufactured using a product name: Air Optics Aqua. Thereafter, a friction test was performed in the same manner as in the above-described 3-1. Table 10 shows the above results.
  • the composition for contact lenses of the present invention exhibits an extremely excellent friction suppressing effect on soft contact lenses (Omafilcon A lenses) lenses classified as Group II. I know that
  • Example 4 Evaluation of feeling when worn with humans and friction test of lenses after human wearing
  • Example 4 preparation of contact lens composition and preparation of test contact lens
  • 0.02 g Concentration: 0.01 (w / v)%) of vinyl acetate-vinylpyrrolidone copolymer (manufactured by Osaka Organic Chemical Industry Co., Ltd., trade name: Acorn M, molecular weight of about 70,000)
  • L-menthol as a cooling agent
  • 0.002 g concentration: 0.002 (w / v)%
  • polyoxyl stearate 40 as a surfactant
  • Pluronic P123 0.1 g, 0.1 (w / v)%)
  • sodium hydrogen phosphate dodecahydrate manufactured by Wako Pure Chemical Industries, Ltd.
  • 0.5993 g concentration: 0) .5993 (w /
  • omafilcon A lens (trade name: Pro Clear One Day, manufactured by Cooper Vision Co., Ltd.) was prepared.
  • this contact lens is taken out from the packaging container, and the taken out contact lens is washed with a phosphate buffer-containing physiological saline (filter sterilized), and then the contact lens is washed with a sufficient amount of phosphate buffer-containing physiological saline. It was immersed in water (filter sterilized) and left overnight.
  • Example 4 Test contact in the same manner as in Example 4 except that a composition containing no vinyl acetate-vinyl pyrrolidone copolymer and l-menthol was used instead of the prepared contact lens composition. A lens composition was prepared.
  • the subjective symptom survey sheet with a 118 mm line drawn feels 0 mm when not felt, 59 mm when felt, and strongly felt.
  • the case was set at 118 mm, and the symptom felt by the subject was checked, and the length (mm) was measured as the subjective symptom score, and this was used as the score for each symptom.
  • Example 4 containing vinyl acetate-vinyl pyrrolidone copolymer and l-menthol was vinyl acetate-vinyl pyrrolidone both immediately after wearing and 8 hours after wearing. It can be seen that the subjective symptom score is lowered and the subjective symptom can be improved in all items to be evaluated as compared with Comparative Example 4 which does not contain a copolymer.
  • Example 5-1 (Sample preparation) A vinyl acetate-vinylpyrrolidone copolymer (manufactured by Osaka Organic Chemical Industry Co., Ltd., trade name: Acorn M, molecular weight of about 70,000) was adjusted to a concentration of 0.01 (w / v)% by DMEM / F12 (Invitrogen). ) Dissolved in the medium.
  • Corneal epithelial cell line HCE-T (RIKEN BioResource Center) is seeded at 6 ⁇ 10 5 plate (Corning) at 3.0 ⁇ 10 5 cells / well, under conditions of 37 ° C., 5% CO 2 and 90% humidity. Incubated until confluent.
  • RNA in the cell was isolated using RNeasy Mini Kit (QIAGEN). Then, the mRNA expression level of the membrane type mucin (MUC16) was quantified by quantitative real-time PCR method using ABI PRISM7000 Sequence Detection System (Applied Biosystems). The above results are shown in Table 13.
  • Example 5-2 Vinyl acetate-vinyl pyrrolidone copolymer (manufactured by Osaka Organic Chemical Industry Co., Ltd., trade name: Acorn M, molecular weight of about 70000), concentration: 0.01 (w / v)%, l-menthol (concentration in DMSO in advance: 1 (W / V)%) was dissolved in DMEM / F12 (Invitrogen) medium so that the concentration of l-menthol was 0.0002 (W / V)%.
  • DMEM / F12 Invitrogen
  • Example 5-3 Vinyl acetate-vinyl pyrrolidone copolymer (manufactured by Osaka Organic Chemical Industry Co., Ltd., trade name: Acorn M, molecular weight of about 70,000), concentration: 0.01 (w / v)%, l-menthol (concentrated in DMSO in advance) : 1 (w / v)%) was dissolved in DMEM / F12 (Invitrogen) medium so that the concentration of l-menthol was 0.002 (w / v)%.
  • DMEM / F12 Invitrogen
  • Example 5-1 the membrane type mucin in Example 5-1 containing the vinyl acetate-vinyl pyrrolidone copolymer was compared with Comparative Example 5 not containing the vinyl acetate-vinyl pyrrolidone copolymer. It can be seen that the expression level of is increased.
  • Example 6-1 To 100 g of sterilized purified water, 2 g of a vinyl acetate-vinylpyrrolidone copolymer (manufactured by BASF, trade name: Luviskol (registered trademark) VA73E, VP / VA ratio: 70/30, molecular weight of about 40000-60000) (concentration: 1 ( w / v)%), sodium hydrogen phosphate 12 hydrate as a buffering agent (manufactured by Wako Pure Chemical Industries, Ltd.) 0.5993 g (concentration: 0.5993 (w / v)%), sodium dihydrogen phosphate Dihydrate (manufactured by Wako Pure Chemical Industries, Ltd.) 0.0528 g (concentration: 0.0528 (w / v)%) and sodium chloride as an isotonic agent (manufactured by Wako Pure Chemical Industries, Ltd.) 83 g (concentration: 0.83 (w / v)%)
  • Omafilcon A lens manufactured by Cooper Vision, trade name: Pro Clear One Day
  • this contact lens is taken out from the packaging container, and the taken out contact lens is a phosphate buffer-containing physiological saline (sodium chloride concentration: 0.83 (w / v)%, sodium hydrogenphosphate dodecahydrate concentration: 0.5993 (w / v)%, sodium dihydrogen phosphate dihydrate concentration: 0.0528 (w / v)%), and then immersed in a sufficient amount of phosphate buffered saline. , Left overnight.
  • the prepared contact lens composition (4 ml) was placed in a PFA (tetrafluoroethylene-perfluoroalkyl vinyl ether copolymer) container. After removing the contact lens from the phosphate buffer-containing physiological saline, the contact lens was rinsed with a phosphate buffer-containing physiological saline, and then the moisture of the contact lens was removed using a lint-free nonwoven fabric.
  • PFA tetrafluoroethylene-perfluoroalkyl vinyl ether copolymer
  • the contact lens is immersed in the contact lens composition to bring the contact lens into contact with the contact lens composition, and the contact lens and the contact lens composition are sealed and autoclaved (121 ° C., 20 Minutes) and left at room temperature for 120 hours. Thereafter, the contact lens was taken out and visually observed.
  • Example 6-2 2 g (concentration: 1 (w / v)%) of vinyl acetate-vinylpyrrolidone copolymer (manufactured by BASF, trade name: Luviskol (registered trademark) VA64P, VP / VA ratio: 60/40, molecular weight of about 50,000 to 60,000) Except for the use, the contact lens was treated in the same manner as in Example 6-1 above, and the state was visually observed.
  • Example 6-3 2 g (concentration: 1 (w / v)%) of vinyl acetate-vinylpyrrolidone copolymer (manufactured by BASF, trade name: Luviskol (registered trademark) VA55I, VP / VA ratio: 50/50, molecular weight of about 70,000 to 80,000) Except for the use, the contact lens was treated in the same manner as in Example 6-1 above, and the state was visually observed.
  • the present invention is particularly useful for a contact lens composition used as a packaging solution enclosed in a packaging container together with a contact lens, and a contact lens package using the same.

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Abstract

This contact lens composition includes a vinyl acetate-vinylpyrrolidone copolymer.

Description

コンタクトレンズ用組成物およびそれを用いたコンタクトレンズパッケージContact lens composition and contact lens package using the same
 本発明は、コンタクトレンズ用組成物に関し、特に、コンタクトレンズを容器に密閉してパッケージング(包装)する際に、コンタクトレンズとともに包装容器に封入されるパッケージング溶液(包装溶液)として好適に用いられるコンタクトレンズ用組成物およびそれを用いたコンタクトレンズパッケージ(パッケージングされたコンタクトレンズ製品)に関する。さらに、本発明は、コンタクトレンズの製造方法に関する。 The present invention relates to a composition for contact lenses, and particularly suitable for use as a packaging solution (packaging solution) enclosed in a packaging container together with the contact lens when the contact lens is sealed in a container and packaged. The present invention relates to a contact lens composition and a contact lens package (packaged contact lens product) using the same. Furthermore, the present invention relates to a method for manufacturing a contact lens.
 コンタクトレンズは、直接、目に挿入する医療用具であるため、装用中に、涙液や眼脂に起因するタンパク質などがコンタクトレンズに吸着して汚れが生じる。 Since the contact lens is a medical device that is directly inserted into the eye, proteins caused by tears and eyelids are adsorbed on the contact lens and become dirty during wearing.
 そして、このようなコンタクトレンズの汚れは、レンズの透明性の低下を引き起こし、レンズ表面の濡れ性を悪化させる。また、汚れが生じたコンタクトレンズを使用すると、眼に刺激を与えて異物感が発生し、炎症や障害を引き起こす原因となる。 Further, such contact lens dirt causes a decrease in the transparency of the lens and deteriorates the wettability of the lens surface. In addition, when a contact lens that is contaminated is used, the eyes are irritated and a foreign body sensation is generated, causing inflammation and damage.
 そこで、このようなタンパク質の吸着による汚れを抑制するためのコンタクトレンズが提案されている。より具体的には、例えば、コンタクトレンズの表面でホスホリルコリン基含有モノマーを重合させるのではなく、ホスホリルコリン基含有化合物を眼用レンズ材料に反応させる後処理によって、ホスホリルコリン基を眼用レンズ材料表面に共有結合させたコンタクトレンズ用材料が開示されている。そして、このような材料を用いてコンタクトレンズを製造することにより、十分なホスホリルコリン基を導入することができるため、優れたタンパク質吸着防止効果を有するコンタクトレンズを提供することができると記載されている(例えば、特許文献1参照)。 Therefore, a contact lens has been proposed to suppress such contamination due to protein adsorption. More specifically, the phosphorylcholine group is shared on the surface of the ophthalmic lens material by, for example, post-treatment of reacting the phosphorylcholine group-containing compound with the ophthalmic lens material instead of polymerizing the phosphorylcholine group-containing monomer on the surface of the contact lens. A bonded contact lens material is disclosed. Further, it is described that a contact lens having an excellent protein adsorption preventing effect can be provided because a sufficient phosphorylcholine group can be introduced by producing a contact lens using such a material. (For example, refer to Patent Document 1).
 また、コンタクトレンズの表面にエチレンオキサイド誘導体が固定化された表面処理コンタクトレンズが開示されている。そして、このようなコンタクトレンズを使用することにより、長期間にわたり、高い親水性とタンパク質抑制効果を得ることができると記載されている(例えば、特許文献2参照)。 Also disclosed is a surface-treated contact lens in which an ethylene oxide derivative is immobilized on the surface of the contact lens. And it is described that by using such a contact lens, high hydrophilicity and protein suppression effect can be obtained over a long period of time (see, for example, Patent Document 2).
特許第3715308号公報Japanese Patent No. 3715308 特開2005-309228号公報JP 2005-309228 A
 しかし、上記特許文献1に記載のコンタクトレンズ用材料では、コンタクトレンズ用材料を重合する工程とは別に、導入するホスホリルコリン基含有化合物を製造する工程、コンタクトレンズの表面にプラズマ処理を施し水酸基を導入する工程、及びコンタクトレンズの水酸基にホスホリルコリン基を導入する工程が必要になるため、コンタクトレンズの製造工程が複雑になるという問題があった。 However, in the contact lens material described in Patent Document 1, a step of producing a phosphorylcholine group-containing compound to be introduced, a step of polymerizing the contact lens material, and introducing a hydroxyl group by performing plasma treatment on the surface of the contact lens And a step of introducing a phosphorylcholine group into the hydroxyl group of the contact lens is required, which causes a problem that the manufacturing process of the contact lens becomes complicated.
 また、上記特許文献2に記載のコンタクトレンズにおいても、コンタクトレンズにエチレンオキサイド誘導体を接触させた状態で放射線照射を行う必要があるため、コンタクトレンズの製造工程が複雑になるという問題があった。 Further, the contact lens described in Patent Document 2 also has a problem that the manufacturing process of the contact lens becomes complicated because it is necessary to perform radiation irradiation in a state where the ethylene oxide derivative is in contact with the contact lens.
 また、上記特許文献1に記載のコンタクトレンズにおいては、ホスホリルコリン基含有化合物が電荷を有しているため、カチオン性の涙液中蛋白質であるリゾチームの吸着を促進してしまい、タンパク質の吸着を効果的に抑制することが困難であるという問題があった。また、コンタクトレンズ装用中の点眼や、コンタクトレンズ装用後の消毒洗浄を行う場合に、点眼剤や消毒剤のカチオンやアニオンが吸着し、眼障害のリスクファクターとなる。 Further, in the contact lens described in Patent Document 1, since the phosphorylcholine group-containing compound has a charge, the adsorption of lysozyme, which is a cationic tear fluid protein, is promoted, and the protein adsorption is effective. There is a problem that it is difficult to suppress it. In addition, when eye drops are worn while wearing contact lenses, or when disinfecting and washing is performed after wearing contact lenses, cations and anions of eye drops and disinfectants are adsorbed, which becomes a risk factor for eye damage.
 そこで、本発明は、上述の問題に鑑みてなされたものであり、複雑な処理を行うことなく、レンズに対するタンパク質の吸着を抑制することができるコンタクトレンズ用組成物およびそれを用いたコンタクトレンズパッケージを提供することを目的とする。 Therefore, the present invention has been made in view of the above-described problems, and a contact lens composition capable of suppressing protein adsorption to a lens and a contact lens package using the same without performing complicated processing. The purpose is to provide.
 上記目的を達成するために、本発明のコンタクトレンズ用組成物は、酢酸ビニル-ビニルピロリドン共重合体を含有することを特徴とする。 In order to achieve the above object, the composition for contact lenses of the present invention is characterized by containing a vinyl acetate-vinyl pyrrolidone copolymer.
 同構成によれば、酢酸ビニル-ビニルピロリドン共重合体を含有しているため、本発明のコンタクトレンズ用組成物を、コンタクトレンズとともに包装容器に封入されるパッケージング溶液として使用することにより、複雑な処理を行うことなく、コンタクトレンズに対するタンパク質の吸着抑制効果を高めることが可能になる。また、コンタクトレンズ用点眼剤、洗眼剤、コンタクトレンズ装着液、コンタクトレンズ用ケア剤などの形態で使用する場合においても、コンタクトレンズに対するタンパク質の吸着を抑制することが可能になる。 According to this configuration, since it contains a vinyl acetate-vinylpyrrolidone copolymer, the contact lens composition of the present invention can be complicated by using it as a packaging solution sealed in a packaging container together with the contact lens. It is possible to enhance the protein adsorption suppression effect on the contact lens without performing any special treatment. In addition, even when used in the form of eye drops for contact lenses, eye washes, contact lens mounting liquids, contact lens care agents, etc., protein adsorption on the contact lenses can be suppressed.
 特に、涙液のごとく、タンパク質と脂質が共存する場合であっても、コンタクトレンズに対するタンパク質の吸着抑制効果を高めることが可能になる。 Especially, even when proteins and lipids coexist like tears, it is possible to enhance the protein adsorption suppression effect on contact lenses.
 本発明によれば、複雑な処理を行うことなく、レンズに対するタンパク質の吸着を抑制することが可能になる。 According to the present invention, it is possible to suppress protein adsorption to the lens without performing complicated processing.
 また、本発明によれば、コンタクトレンズに対する脂質の吸着を抑制することが可能になる。また、本発明によれば、眼表面におけるコンタクトレンズの摩擦を抑制することが可能になる。また、本発明によれば、コンタクトレンズ装用時の乾燥感、瞬目時の上下瞼のひっかかる感じ、レンズが引きあがる感じ、異物感等の不快感を改善し、装用後長時間にわたって潤い、快適な使用感を奏するコンタクトレンズを提供することが可能になる。さらに、本発明によれば、角膜上皮における膜型ムチンの発現を促進し、コンタクトレンズ装用に起因する乾燥感や不快感を軽減させ、コンタクトレンズ装用時の潤い感を向上させることが可能になる。 Further, according to the present invention, it becomes possible to suppress the adsorption of lipid to the contact lens. In addition, according to the present invention, it is possible to suppress friction of the contact lens on the eye surface. In addition, according to the present invention, the feeling of dryness when wearing contact lenses, the feeling of pinching of eyelids at the time of blinking, the feeling that the lens pulls up, the discomfort such as foreign body feeling, etc. are improved and moistened and comfortable for a long time after wearing. It is possible to provide a contact lens that exhibits a good feeling of use. Furthermore, according to the present invention, it is possible to promote the expression of membrane-type mucin in the corneal epithelium, reduce dryness and discomfort caused by wearing contact lenses, and improve the moist feeling when wearing contact lenses. .
本発明のコンタクトレンズ用組成物を使用したコンタクトレンズパッケージの製造工程を説明するための図である。It is a figure for demonstrating the manufacturing process of the contact lens package using the composition for contact lenses of this invention.
 本発明のコンタクトレンズ用組成物は、コンタクトレンズを容器に密閉してパッケージング(包装)する際に、コンタクトレンズとともに包装容器に封入されるパッケージング溶液(包装溶液)として使用される。 The contact lens composition of the present invention is used as a packaging solution (packaging solution) sealed in a packaging container together with the contact lens when the contact lens is sealed in a container and packaged.
 本発明のコンタクトレンズ用組成物は、酢酸ビニル-ビニルピロリドン共重合体を含有することを特徴とし、さらに清涼化剤、界面活性剤、又は緩衝剤を含有することが好ましい。 The contact lens composition of the present invention is characterized by containing a vinyl acetate-vinyl pyrrolidone copolymer, and further preferably contains a cooling agent, a surfactant, or a buffer.
 (酢酸ビニル-ビニルピロリドン共重合体)
 本発明においては、下記式(1)で示される酢酸ビニル-ビニルピロリドン共重合体が使用される。
(Vinyl acetate-vinyl pyrrolidone copolymer)
In the present invention, a vinyl acetate-vinyl pyrrolidone copolymer represented by the following formula (1) is used.
Figure JPOXMLDOC01-appb-C000001
(式中、nは20~1200の整数であり、mは40~1600の整数である。)
Figure JPOXMLDOC01-appb-C000001
(In the formula, n is an integer of 20 to 1200, and m is an integer of 40 to 1600.)
 このような酢酸ビニル-ビニルピロリドン共重合体を使用することにより、コンタクトレンズに対するタンパク質の吸着抑制効果を高めることが可能になる。 By using such a vinyl acetate-vinylpyrrolidone copolymer, it is possible to enhance the protein adsorption inhibiting effect on the contact lens.
 特に、涙液のごとく、タンパク質と脂質が共存する場合であっても、コンタクトレンズに対するタンパク質の吸着抑制効果を高めることが可能になる。 Especially, even when proteins and lipids coexist like tears, it is possible to enhance the protein adsorption suppression effect on contact lenses.
 また、酢酸ビニル-ビニルピロリドン共重合体における酢酸ビニル/ビニルピロリドンの比率(質量比率)は、特に限定されないが、タンパク吸着抑制効果を高める観点、及び水やエタノール等の溶媒に対する溶解性を高める観点から、上限値としては、90/10以下が好ましく、80/20以下が更に好ましく、70/30以下がより好ましく、タンパク吸着抑制効果と水やエタノール等の溶媒に対する溶解性を高めるとともに、コンタクトレンズの澄明性を高めるとの観点から、60/40以下が特に好ましく、50/50以下が更に特に好ましく、40/60以下が最も好ましい。また、下限値としては、タンパク吸着抑制効果がより顕著に奏される観点から、10/90以上が好ましく、20/80以上がより好ましく、30/70以上が特に好ましい。 Further, the ratio (mass ratio) of vinyl acetate / vinyl pyrrolidone in the vinyl acetate-vinyl pyrrolidone copolymer is not particularly limited, but the viewpoint of enhancing the protein adsorption inhibitory effect and the viewpoint of increasing the solubility in a solvent such as water or ethanol. From the above, the upper limit is preferably 90/10 or less, more preferably 80/20 or less, more preferably 70/30 or less, improving the protein adsorption inhibitory effect and solubility in solvents such as water and ethanol, and contact lenses. From the viewpoint of improving the clarity of the film, 60/40 or less is particularly preferable, 50/50 or less is more preferable, and 40/60 or less is most preferable. Further, the lower limit is preferably 10/90 or more, more preferably 20/80 or more, and particularly preferably 30/70 or more from the viewpoint that the protein adsorption suppressing effect is more remarkably exhibited.
 本発明では、これらの上限値及び下限値は、任意に組み合わせることができる。 In the present invention, these upper limit value and lower limit value can be arbitrarily combined.
 具体的な酢酸ビニル/ビニルピロリドンの比率(質量比率)としては、90/10~10/90、好ましくは80/20~20/80、より好ましくは80/20~30/70、更に好ましくは60/40~30/70、特に好ましくは50/50~30/70、更に特に好ましくは、40/60~30/70に設定することが出来る。特に、タンパク吸着抑制効果を高める観点、水やエタノール等の溶媒に対する溶解性を高める観点、及びコンタクトレンズの澄明性を高める観点から、60/40~30/70が例示される。 The specific ratio (mass ratio) of vinyl acetate / vinyl pyrrolidone is 90/10 to 10/90, preferably 80/20 to 20/80, more preferably 80/20 to 30/70, still more preferably 60. / 40 to 30/70, particularly preferably 50/50 to 30/70, and still more preferably 40/60 to 30/70. In particular, 60/40 to 30/70 are exemplified from the viewpoint of enhancing the protein adsorption inhibitory effect, the viewpoint of enhancing the solubility in a solvent such as water or ethanol, and the viewpoint of enhancing the clarity of the contact lens.
 また、コストを向上させることなく、タンパク質の吸着抑制効果を確実に発揮させるとの観点から、コンタクトレンズ用組成物中の酢酸ビニル-ビニルピロリドン共重合体の濃度は、下限値としては、0.0001(w/v)%以上であり、0.001(w/v)%以上が好ましく、0.01(w/v)%以上がより好ましく、0.05(w/v)%以上が特に好ましい。上限値としては、10(w/v)%以下であり、3(w/v)%以下が好ましく、1(w/v)%以下がより好ましく、0.1(w/v)%以下が特に好ましい。 Further, from the viewpoint of surely exerting the protein adsorption suppressing effect without improving the cost, the concentration of the vinyl acetate-vinylpyrrolidone copolymer in the contact lens composition is set to a lower limit of 0. 0001 (w / v)% or more, preferably 0.001 (w / v)% or more, more preferably 0.01 (w / v)% or more, particularly 0.05 (w / v)% or more. preferable. The upper limit is 10 (w / v)% or less, preferably 3 (w / v)% or less, more preferably 1 (w / v)% or less, and 0.1 (w / v)% or less. Particularly preferred.
 そして、本発明では、これらの上限値及び下限値は、任意に組み合わせることができる。 In the present invention, these upper limit value and lower limit value can be arbitrarily combined.
 具体的な濃度範囲としては、0.0001~10(w/v)%であり、0.001~3(w/v)%が好ましく、0.01~3(w/v)%がより好ましく、0.01~1(w/v)%がさらに好ましく、0.05~1(w/v)%がさらにより好ましく、0.05~0.1(w/v)%が最も好ましい。 The specific concentration range is 0.0001 to 10 (w / v)%, preferably 0.001 to 3 (w / v)%, more preferably 0.01 to 3 (w / v)%. 0.01 to 1 (w / v)% is more preferable, 0.05 to 1 (w / v)% is still more preferable, and 0.05 to 0.1 (w / v)% is most preferable.
 また、酢酸ビニル-ビニルピロリドン共重合体の重量平均分子量は特に限定されないが、コンタクトレンズ素材のマトリックスに入り込み、かつタンパク質が吸着しやすい基を被覆する分子サイズを有するとの観点から、5000~500000が好ましく、10000~200000が更に好ましく、20000~100000がより好ましい。 The weight average molecular weight of the vinyl acetate-vinyl pyrrolidone copolymer is not particularly limited. From the viewpoint of having a molecular size that can enter a matrix of a contact lens material and coat a group that easily adsorbs a protein, 5000 to 500,000. Is preferably 10,000 to 200,000, and more preferably 20,000 to 100,000.
 なお、ここで言う「重量平均分子量」とは、GPC-MALSを用いて測定される重量平均分子量であり、測定条件は下記の通りである。 The “weight average molecular weight” referred to here is a weight average molecular weight measured using GPC-MALS, and the measurement conditions are as follows.
 カラム:TSKgel GMPWXL 2本
 溶離液 :0.1mol/L硝酸ナトリウム水溶液/アセトニトリル=8/2
 また、酢酸ビニル-ビニルピロリドン共重合体は、1種類を単独で使用してもよく、2種類以上を組み合わせて使用してもよい。
Column: 2 TSKgel GMPW XL Eluent: 0.1 mol / L sodium nitrate aqueous solution / acetonitrile = 8/2
One kind of vinyl acetate-vinylpyrrolidone copolymer may be used alone, or two or more kinds may be used in combination.
 (清涼化剤)
 本発明のコンタクトレンズ用組成物は、清涼化剤をさらに含有することが好ましい。清涼化剤は、一般に、眼に清涼感を与えるものであるが、本発明の清涼化剤は、レンズ装用時の異物感や痒みなどを解消する役割も有する。本発明においては、メントール、メントン、カンフル、ボルネオール、ゲラニオール、シネオール、シトロネロール、カルボン、アネトール、オイゲノール、リモネン、リナロール、酢酸リナリル、及びこれらの誘導体等のテルペノイドが使用される。なお、これらの化合物はd体、l体又はdl体のいずれでもよい。
(Cooling agent)
The contact lens composition of the present invention preferably further contains a cooling agent. The refreshing agent generally gives a refreshing feeling to the eyes. However, the refreshing agent of the present invention also has a role of eliminating foreign material feeling and itchiness when wearing the lens. In the present invention, terpenoids such as menthol, menthone, camphor, borneol, geraniol, cineol, citronellol, carvone, anethole, eugenol, limonene, linalool, linalyl acetate, and derivatives thereof are used. These compounds may be d-form, l-form or dl-form.
 また、これらの清涼化剤のうち、メントール、メントン、カンフル、ボルネオール、及びゲラニオール等のテルペノイドが好ましく、これらを含有する精油としてクールミント、ペパーミント油、ハッカ油、樟脳油、ローズ油等が例示される。 Of these refreshing agents, terpenoids such as menthol, menthone, camphor, borneol, and geraniol are preferred, and examples of essential oils containing these include cool mint, peppermint oil, peppermint oil, camphor oil, and rose oil. The
 より具体的には、メントール、またはカンフルを使用する場合は、l-メントール、dl-メントール、d-カンフル及びdl-カンフルを使用することが好ましく、l-メントール及びd-カンフル、dl-カンフルがさらに好ましく、l-メントールが特に好ましい。 More specifically, when menthol or camphor is used, it is preferable to use l-menthol, dl-menthol, d-camphor and dl-camphor, and l-menthol, d-camphor and dl-camphor are preferred. More preferred is l-menthol.
 また、眼への刺激を抑制して、清涼感を確保するとの観点から、コンタクトレンズ用組成物中の清涼化剤の濃度は、総量で0.0001~0.1(w/v)%が好ましく、0.0001~0.05(w/v)%がより好ましく、0.0002~0.02(w/v)%がさらに好ましく、0.0005~0.005(w/v)%が特に好ましい。なお、テルペノイドを含む精油を使用する場合は、水性組成物中に含有される精油中のテルペノイドが上記含有量を満たすように設定することができる。 Further, from the viewpoint of suppressing the irritation to the eyes and ensuring a refreshing feeling, the concentration of the refreshing agent in the composition for contact lenses is 0.0001 to 0.1 (w / v)% in total. Preferably, 0.0001 to 0.05 (w / v)% is more preferable, 0.0002 to 0.02 (w / v)% is more preferable, and 0.0005 to 0.005 (w / v)% is more preferable. Particularly preferred. In addition, when using the essential oil containing a terpenoid, it can set so that the terpenoid in the essential oil contained in an aqueous composition may satisfy | fill the said content.
 なお、清涼化剤は、1種類を単独で使用してもよく、2種類以上を組み合わせて使用してもよい。 In addition, a refreshing agent may be used individually by 1 type, and may be used in combination of 2 or more types.
 また、一般に、コンタクトレンズに対するタンパク質の吸着量に比例して、乾燥感が生じ易くなるが、本発明のコンタクトレンズ用組成物においては、上述の酢酸ビニル-ビニルピロリドン共重合体により、コンタクトレンズに対するタンパク質の吸着が抑制されて、乾燥感が軽減され、更に、清涼化剤を配合することにより、乾燥感がより一層軽減されることになる。 In general, a dry feeling tends to occur in proportion to the amount of protein adsorbed to the contact lens. However, in the composition for contact lenses of the present invention, the above-mentioned vinyl acetate-vinylpyrrolidone copolymer can be used for contact lenses. Protein adsorption is suppressed, and the dry feeling is reduced. Further, by adding a cooling agent, the dry feeling is further reduced.
 また、ムチンは眼表面粘膜上に発現しているムコ多糖であり、脂溶性の細胞表面と涙液の親和性を高めることで、眼表面の濡れ性を高める機能があり、ドライアイ患者にもムチン発現が低下している症例が見られることから、ムチン発現の低下は乾燥感と相関していることが広く一般に知られている。 Mucin is a mucopolysaccharide expressed on the ocular surface mucosa, and has the function of improving the wettability of the ocular surface by increasing the affinity between the lipid-soluble cell surface and tears, and it is also useful for dry eye patients. Since there are cases where mucin expression is reduced, it is widely known that the decrease in mucin expression correlates with dryness.
 また、コンタクトレンズの装用は、眼表面に形成された涙液構造を破壊することから、涙液蒸散が亢進するため、乾燥感などの不快感の原因となっている。従って、ムチン発現の上昇は、コンタクトレンズ装用時の不快感を軽減する観点から重要であると言える。 In addition, wearing contact lenses destroys the tear structure formed on the surface of the eye, and tear evaporation increases, which causes discomfort such as dryness. Therefore, it can be said that the increase in mucin expression is important from the viewpoint of reducing discomfort during contact lens wearing.
 そして、本発明のコンタクトレンズ用組成物においては、上述の酢酸ビニル-ビニルピロリドン共重合体とメントール等のテルペノイドにより、ムチンの発現量が飛躍的に増加されるため、この観点からも、眼の乾燥感を軽減することができる。 In the contact lens composition of the present invention, the expression level of mucin is dramatically increased by the above-described vinyl acetate-vinylpyrrolidone copolymer and terpenoids such as menthol. A feeling of dryness can be reduced.
 (界面活性剤)
 本発明のコンタクトレンズ用組成物は、界面活性剤をさらに含有することが好ましい。界面活性剤は、コンタクトレンズの製造工程において、乾燥状態のコンタクトレンズ素材を膨潤させると共に、レンズ成型用型からの離型性を向上させるためのものである。また、界面活性剤は、包装容器を形成する樹脂に対するコンタクトレンズの付着を防止し、コンタクトレンズ装用時における潤滑性と湿潤性を高め、かつコンタクトレンズ用組成物に使用される成分の溶解性を高めるためのものである。本発明のコンタクトレンズ用組成物においては、非イオン性界面活性剤、両性界面活性剤、陽イオン性界面活性剤、又は陰イオン性界面活性剤が使用される。
(Surfactant)
The contact lens composition of the present invention preferably further contains a surfactant. The surfactant is used to swell the dry contact lens material and improve the releasability from the lens molding die in the contact lens manufacturing process. In addition, the surfactant prevents adhesion of the contact lens to the resin forming the packaging container, improves lubricity and wettability when wearing the contact lens, and improves the solubility of the components used in the contact lens composition. It is for raising. In the contact lens composition of the present invention, a nonionic surfactant, an amphoteric surfactant, a cationic surfactant, or an anionic surfactant is used.
 より具体的には、非イオン性界面活性剤としては、モノラウリン酸POE(20)ソルビタン(ポリソルベート20)、モノパルミチン酸POE(20)ソルビタン(ポリソルベート40)、モノステアリン酸POE(20)ソルビタン(ポリソルベート60)、トリステアリン酸POE(20)ソルビタン(ポリソルベート65)、モノオレイン酸POE(20)ソルビタン(ポリソルベート80)等のPOEソルビタン脂肪酸エステル類や、ポロクサマー407、ポロクサマー235、ポロクサマー188、ポロクサマー403、ポロクサマー237、ポロクサマー124等のPOE・POPブロックコポリマー類、POE(60)硬化ヒマシ油(ポリオキシエチレン硬化ヒマシ油60)等のPOE硬化ヒマシ油類、POE(35)ヒマシ油、POE(10)ヒマシ油等のPOEヒマシ油、POE(9)ラウリルエーテル等のPOEアルキルエーテル類、POE(20)POP(4)セチルエーテル等のPOE-POPアルキルエーテル類、及びPOE(10)ノニルフェニルエーテル等のPOEアルキルフェニルエーテル類、ステアリン酸ポリオキシル40等のモノステアリン酸ポリエチレングリコール等が挙げられる。なお、上述のPOEはポリオキシエチレン、POPはポリオキシプロピレンを示し、上述の括弧内の数字は付加モル数を示す。 More specifically, as the nonionic surfactant, monolauric acid POE (20) sorbitan (polysorbate 20), monopalmitic acid POE (20) sorbitan (polysorbate 40), monostearic acid POE (20) sorbitan (polysorbate) 60), POE sorbitan fatty acid esters such as tristearic acid POE (20) sorbitan (polysorbate 65), monooleic acid POE (20) sorbitan (polysorbate 80), poloxamer 407, poloxamer 235, poloxamer 188, poloxamer 403, poloxamer 237, POE / POP block copolymers such as Poloxamer 124, POE hydrogenated castor oils such as POE (60) hydrogenated castor oil (polyoxyethylene hydrogenated castor oil 60), POE (35) POE castor oil such as POE (10) castor oil, POE alkyl ethers such as POE (9) lauryl ether, POE-POP alkyl ethers such as POE (20) POP (4) cetyl ether, and POE ( 10) POE alkylphenyl ethers such as nonylphenyl ether, and polyethylene glycol monostearate such as polyoxyl 40 stearate. In addition, the above-mentioned POE shows polyoxyethylene and POP shows polyoxypropylene, and the number in the above-mentioned parenthesis shows the added mole number.
 また、両性界面活性剤としては、アルキルジアミノエチルグリシン等が挙げられ、陽イオン性界面活性剤としては、塩化ベンザルコニウム、塩化ベンゼトニウム等が挙げられる。また、陰イオン性界面活性剤としては、アルキルベンゼンスルホン酸塩、アルキル硫酸塩、ポリオキシエチレンアルキル硫酸塩、脂肪族α-スルホメチルエステル、及びα-オレフィンスルホン酸等が挙げられる。 In addition, examples of the amphoteric surfactant include alkyldiaminoethylglycine, and examples of the cationic surfactant include benzalkonium chloride and benzethonium chloride. Examples of the anionic surfactant include alkylbenzene sulfonate, alkyl sulfate, polyoxyethylene alkyl sulfate, aliphatic α-sulfomethyl ester, and α-olefin sulfonic acid.
 また、コンタクトレンズの製造工程における十分な膨潤性と、装用時の十分な潤滑性を付与するとの観点から、界面活性剤としては非イオン性界面活性剤が好ましく、モノオレイン酸POE(20)ソルビタン(ポリソルベート80)、POE・POPブロックコポリマー類(例えば、ポロクサマー407等)、POE(40)硬化ヒマシ油(ポリオキシエチレン硬化ヒマシ油40)、POE(60)硬化ヒマシ油(ポリオキシエチレン硬化ヒマシ油60)、POE(35)ヒマシ油(ポリオキシエチレンヒマシ油35)、ステアリン酸ポリオキシル40が更に好ましく、モノオレイン酸POE(20)ソルビタン(ポリソルベート80)、POE(60)硬化ヒマシ油(ポリオキシエチレン硬化ヒマシ油60)、ポロクサマー407が特に好ましい。また、同様の観点から、コンタクトレンズ用組成物中の界面活性剤の濃度は、0.005~5(w/v)%が好ましく、0.01~2(w/v)%がより好ましく、0.05~0.5(w/v)%が特に好ましい。 Further, from the viewpoint of providing sufficient swelling in the contact lens manufacturing process and sufficient lubricity during wearing, the surfactant is preferably a nonionic surfactant, and monooleic acid POE (20) sorbitan (Polysorbate 80), POE / POP block copolymers (for example, Poloxamer 407), POE (40) hydrogenated castor oil (polyoxyethylene hydrogenated castor oil 40), POE (60) hydrogenated castor oil (polyoxyethylene hydrogenated castor oil) 60), POE (35) castor oil (polyoxyethylene castor oil 35), and polyoxyl 40 stearate, monooleic acid POE (20) sorbitan (polysorbate 80), POE (60) hydrogenated castor oil (polyoxyethylene) Hardened castor oil 60) and poloxamer 407 are particularly preferred That's right. From the same viewpoint, the concentration of the surfactant in the contact lens composition is preferably 0.005 to 5 (w / v)%, more preferably 0.01 to 2 (w / v)%, 0.05 to 0.5 (w / v)% is particularly preferable.
 なお、界面活性剤は、1種類を単独で使用してもよく、2種類以上を組み合わせて使用してもよい。 In addition, surfactant may be used individually by 1 type and may be used in combination of 2 or more types.
 (緩衝剤)
 本発明のコンタクトレンズ用組成物は、緩衝剤をさらに含有することが好ましい。緩衝剤は、眼科用組成物に対して緩衝作用を付与するとともに、製剤安定性を付与するためのものであり、本発明のコンタクトレンズ用組成物においては、例えば、ホウ酸緩衝剤、リン酸緩衝剤、クエン酸緩衝剤、酢酸緩衝剤等を使用することができる。
(Buffering agent)
The contact lens composition of the present invention preferably further contains a buffer. The buffering agent is for imparting a buffering action to the ophthalmic composition and for providing formulation stability. In the contact lens composition of the present invention, for example, boric acid buffering agent, phosphoric acid Buffering agents, citrate buffers, acetate buffers and the like can be used.
 より具体的には、ホウ酸緩衝剤としては、ホウ酸、又はホウ酸アルカリ金属塩、ホウ酸アルカリ土類金属塩等のホウ酸塩を使用することができ、リン酸緩衝剤としては、例えば、リン酸、又はリン酸アルカリ金属塩、リン酸アルカリ土類金属塩等のリン酸塩が挙げられる。また、本発明の効果をより顕著に奏する観点から、緩衝剤としては、ホウ酸緩衝剤又はリン酸緩衝剤が好ましく、ホウ酸又はその塩(ホウ酸ナトリウム、テトラホウ酸カリウム、メタホウ酸カリウム、ホウ酸アンモニウム、ホウ砂等)、リン酸又はその塩(リン酸水素二ナトリウム、リン酸二水素ナトリウム、リン酸二水素カリウム、リン酸三ナトリウム、リン酸二カリウム、リン酸一水素カルシウム、リン酸二水素カルシウム等)が好ましく、リン酸又はその塩が更に好ましい。 More specifically, as the borate buffer, boric acid or borate salts such as alkali metal borate and alkaline earth metal borate can be used. Examples of the phosphate buffer include , Phosphoric acid, or phosphates such as alkali metal phosphates and alkaline earth metal phosphates. Further, from the viewpoint of more prominently achieving the effects of the present invention, the buffer is preferably a borate buffer or a phosphate buffer, and boric acid or a salt thereof (sodium borate, potassium tetraborate, potassium metaborate, boron Ammonium phosphate, borax, etc.), phosphoric acid or its salts (disodium hydrogen phosphate, sodium dihydrogen phosphate, potassium dihydrogen phosphate, trisodium phosphate, dipotassium phosphate, calcium monohydrogen phosphate, phosphoric acid Calcium dihydrogen and the like) are preferred, and phosphoric acid or a salt thereof is more preferred.
 また、コンタクトレンズ用組成物中の緩衝剤の濃度は、緩衝剤の種類や、酢酸ビニル-ビニルピロリドン等の他の配合成分の種類等により、適宜変更することができるが、本発明のコンタクトレンズ用組成物においては、0.01~10(w/v)%が好ましく、0.05~5(w/v)%がより好ましく0.1~2(w/v)%が特に好ましい。 The concentration of the buffering agent in the contact lens composition can be appropriately changed depending on the type of the buffering agent and the other compounding components such as vinyl acetate-vinylpyrrolidone. The contact lens of the present invention In the composition for use, 0.01 to 10 (w / v)% is preferable, 0.05 to 5 (w / v)% is more preferable, and 0.1 to 2 (w / v)% is particularly preferable.
 なお、緩衝剤は、1種類を単独で使用してもよく、2種類以上を組み合わせて使用してもよい。また、本発明のコンタクトレンズ用組成物においては、上述の緩衝剤を使用して、pHを約5.5~8.5の範囲に調整する。 In addition, a buffering agent may be used individually by 1 type, and may be used in combination of 2 or more types. In the contact lens composition of the present invention, the pH is adjusted to a range of about 5.5 to 8.5 using the above-mentioned buffer.
 (他の配合成分)
 本発明のコンタクトレンズ用組成物は、上述の各成分の他に、等張化剤、薬物、増粘剤、キレート剤、安定化剤、pH調節剤、水等の水性溶媒を配合することができる。これらの成分は、1種類を単独で使用してもよく、2種類以上を組み合わせて使用してもよい。
(Other ingredients)
The contact lens composition of the present invention may contain an aqueous solvent such as an isotonic agent, a drug, a thickener, a chelating agent, a stabilizer, a pH adjuster, and water in addition to the above-described components. it can. These components may be used individually by 1 type, and may be used in combination of 2 or more types.
 例えば、等張化剤としては、塩化ナトリウム、塩化カリウム、グリセリン、プロピレングリコール、ブドウ糖、マンニトール、ソルビトール、ホウ酸、ホウ砂等が挙げられる。また、コンタクトレンズ素材の膨潤を制御しつつ涙液を等張にするとの観点から、等張化剤としては、塩化ナトリウム、塩化カリウムが好ましく、塩化ナトリウムが特に好ましい。また、同様の観点から、コンタクトレンズ用組成物中の等張化剤の濃度は、0.05~10(w/v)%が好ましく、0.2~5(w/v)%がより好ましく、0.5~2(w/v)%が特に好ましい。 For example, tonicity agents include sodium chloride, potassium chloride, glycerin, propylene glycol, glucose, mannitol, sorbitol, boric acid, borax and the like. Further, from the viewpoint of making the tear fluid isotonic while controlling the swelling of the contact lens material, sodium chloride and potassium chloride are preferable, and sodium chloride is particularly preferable. From the same viewpoint, the concentration of the tonicity agent in the contact lens composition is preferably 0.05 to 10 (w / v)%, more preferably 0.2 to 5 (w / v)%. 0.5 to 2 (w / v)% is particularly preferable.
 増粘剤としては、アラビアゴム末、アルギン酸ナトリウム、アルギン酸プロピレングリコールエステル、コンドロイチン硫酸ナトリウム、ソルビトール、デキストラン70、トラガント末、メチルセルロース、カルボキシメチルセルロース、ヒドロキシエチルセルロース、ヒドロキシプロピルメチルセルロース、カルボキシビニルポリマー、ポリビニルアルコール、ポリビニルピロリドン、マクロゴール4000等が挙げられる。 Thickeners include gum arabic powder, sodium alginate, propylene glycol alginate, sodium chondroitin sulfate, sorbitol, dextran 70, tragacanth powder, methylcellulose, carboxymethylcellulose, hydroxyethylcellulose, hydroxypropylmethylcellulose, carboxyvinyl polymer, polyvinyl alcohol, polyvinyl Examples include pyrrolidone and macrogol 4000.
 キレート剤としては、エデト酸、エデト酸塩類(エデト酸二ナトリウム、エデト酸カルシウム二ナトリウム、エデト酸三ナトリウム、エデト酸四ナトリウム)、ニトリロ三酢酸及びその塩、トリヒドロキシメチルアミノメタン、ヘキサメタリン酸ソーダ、クエン酸等が挙げられる。 Chelating agents include edetic acid, edetates (disodium edetate, disodium calcium edetate, trisodium edetate, tetrasodium edetate), nitrilotriacetic acid and its salts, trihydroxymethylaminomethane, sodium hexametaphosphate Citric acid and the like.
 安定化剤としては、上述のエデト酸及びエデト酸塩類や、亜硫酸水素ナトリウム等が挙げられる。 Examples of the stabilizer include the above-mentioned edetic acid and edetates, sodium bisulfite, and the like.
 本実施形態に係るコンタクトレンズ用組成物のpHは、医薬上、薬理学的に(製薬上)又は生理学的に許容される範囲内であれば特に限定されるものではない。本実施形態に係るコンタクトレンズ用組成物のpHとしては、例えば、4.0~9.5であってよく、5.0~9.0であることが好ましく、6.0~8.5であることがより好ましく、7.0~8.0であることが更に好ましい。 The pH of the contact lens composition according to the present embodiment is not particularly limited as long as it is within a range that is pharmaceutically, pharmacologically (pharmaceutically), or physiologically acceptable. The pH of the contact lens composition according to the present embodiment may be, for example, 4.0 to 9.5, preferably 5.0 to 9.0, and 6.0 to 8.5. More preferably, it is more preferably 7.0 to 8.0.
 本実施形態に係るコンタクトレンズ用組成物は、必要に応じて、生体に許容される範囲内の浸透圧比に調節することができる。適切な浸透圧比は適用部位、剤型等により異なるが、例えば、0.7~5.0とすることができ、0.9~3.0とすることが好ましく、0.9~2.0とすることがより好ましい。浸透圧の調整は無機塩、多価アルコール等を用いて、当該技術分野で既知の方法で行うことができる。浸透圧比は、第十六改正日本薬局方に基づき、286mOsm(0.9w/v%塩化ナトリウム水溶液の浸透圧)に対する試料の浸透圧の比とし、浸透圧は日本薬局方記載の浸透圧測定法(凝固点降下法)を参考にして測定する。なお、浸透圧比測定用標準液(0.9w/v%塩化ナトリウム水溶液)は、塩化ナトリウム(日本薬局方標準試薬)を500~650℃で40~50分間乾燥した後、デシケーター(シリカゲル)中で放冷し、その0.900gを正確に量り、精製水に溶かし正確に100mLとして調製するか、市販の浸透圧比測定用標準液(0.9w/v%塩化ナトリウム水溶液)を用いることができる。 The contact lens composition according to the present embodiment can be adjusted to an osmotic pressure ratio within a range that is acceptable to a living body, if necessary. The appropriate osmotic pressure ratio varies depending on the application site, dosage form, etc., but can be, for example, 0.7 to 5.0, preferably 0.9 to 3.0, preferably 0.9 to 2.0. More preferably. The osmotic pressure can be adjusted by a known method in the technical field using an inorganic salt, a polyhydric alcohol, or the like. The osmotic pressure ratio is the ratio of the osmotic pressure of the sample to 286 mOsm (0.9 w / v% sodium chloride aqueous solution) based on the 16th revised Japanese Pharmacopoeia. Measure with reference to (freezing point depression method). The standard solution for osmotic pressure ratio measurement (0.9 w / v% sodium chloride aqueous solution) was prepared by drying sodium chloride (Japanese Pharmacopoeia standard reagent) at 500 to 650 ° C. for 40 to 50 minutes, and then in a desiccator (silica gel). The solution is allowed to cool and 0.900 g is accurately weighed and dissolved in purified water to prepare exactly 100 mL, or a commercially available standard solution for osmotic pressure ratio measurement (0.9 w / v% sodium chloride aqueous solution) can be used.
 pH調節剤としては、水酸化ナトリウム、水酸化カリウム、塩酸、硫酸、酢酸等が挙げられる。 Examples of the pH regulator include sodium hydroxide, potassium hydroxide, hydrochloric acid, sulfuric acid, acetic acid and the like.
 (製造方法)
 本発明のコンタクトレンズ用組成物の製造方法としては、特に限定されず、当業者が一般的に実施する方法で行う。例えば、滅菌した精製水等に、上述した各成分を所定の濃度となるように添加して均一に溶解し、pHを調整することにより得ることができる。その後、ポリエチレンやポリプロピレン等により形成された包装容器(ブリスターパック)にコンタクトレンズと共に充填し、オートクレーブによる滅菌処理等を行う。
(Production method)
It does not specifically limit as a manufacturing method of the composition for contact lenses of this invention, It carries out by the method generally implemented by those skilled in the art. For example, it can be obtained by adding the above-described components to sterilized purified water or the like so as to have a predetermined concentration, uniformly dissolving, and adjusting the pH. Thereafter, a packaging container (blister pack) made of polyethylene, polypropylene, or the like is filled together with the contact lens, and sterilized by an autoclave or the like.
 (コンタクトレンズ)
 本発明のコンタクトレンズ用組成物が適用されるコンタクトレンズは、特に限定されず、ソフトコンタクトレンズ、ハードコンタクトレンズを含むあらゆるコンタクトレンズに適用可能である。特に、ソフトコンタクトレンズは、ハイドロゲルを使った含水性ソフトコンタクトレンズ(ハイドロゲルコンタクトレンズ)でもよく、ブチルアクリレートとブチルメタクリレートの共重合体を使用した水分を含まない非含水性ソフトコンタクトレンズでもよい。
(contact lens)
The contact lens to which the composition for contact lenses of the present invention is applied is not particularly limited, and can be applied to all contact lenses including soft contact lenses and hard contact lenses. In particular, the soft contact lens may be a hydrous soft contact lens using hydrogel (hydrogel contact lens), or a water-free non-hydrous soft contact lens using a copolymer of butyl acrylate and butyl methacrylate. .
 また、ハイドロゲルコンタクトレンズについては、ハイドロゲルにシリコーンを配合したシリコーンハイドロゲルコンタクトレンズでもよく、シリコーンを配合していない非シリコーンハイドロゲルコンタクトレンズでもよい。 The hydrogel contact lens may be a silicone hydrogel contact lens in which silicone is mixed with hydrogel, or a non-silicone hydrogel contact lens in which silicone is not mixed.
 また、ハイドロゲルコンタクトレンズとしては、ハイドロゲルとして2-ヒドロキシエチルメタクリレート(HEMA)を含有するレンズが好ましい。 Further, as the hydrogel contact lens, a lens containing 2-hydroxyethyl methacrylate (HEMA) as the hydrogel is preferable.
 また、本発明のコンタクトレンズ用組成物は、米国食品医薬品局(FDA)基準によるソフトコンタクトレンズ分類におけるグループI~IVに分類されるいずれのソフトコンタクトレンズにも適用することができる。 Further, the contact lens composition of the present invention can be applied to any soft contact lens classified into groups I to IV in the soft contact lens classification according to US Food and Drug Administration (FDA) standards.
 具体的なコンタクトレンズの例としては、アルファフィルコン(alphafilcon)、アスモフィルコン(asmofilcon)、バラフィルコン(balafilcon)、エタフィルコン(etafilcon)、ヘフィルコン(hefilcon)、ヒラフィルコン(hilafilcon)、リドフィルコン(lidofilcon)、ロトラフィルコン(lotrafilcon)、メタフィルコン(methafilcon)、ネルフィルコン(nelfilcon)、オキュフィルコン(ocufilcon)、オマフィルコン(omafilcon)、フェムフィルコン(phemfilcon)、ポリマコン(polymacon)、テフィルコン(tefilcon)、テトラフィルコン(tetrafilcon)、ヴァサフィルコン(vasurfilcon)、ビフィルコン(vifilcon)、セノフィルコン(senofilcon)、ガリフィルコン(galyfilcon)、エンフィルコン(enfilcon)、コムフィルコン(comfilcon)、ナラフィルコン(narafilcon)、デレフィルコン(delefilcon)、エフロフィルコン(efrofilcon)、FILICON II 3などが例示される。 Specific examples of contact lenses include alphafilcon, asamofilcon, balafilcon, etafilcon, hefilcon, hilafilcon, lidofilcon (lidofilcon) , Lotrafilcon, metafilcon, nerfilcon, ocufilcon, omafilcon, femfilcon, polyconte, tecon, tecon, filcon tetrafilcon), vasafilcon (vasurfil) on), bifilcon, senofilcon, galifilcon, enfilcon, comfilcon, narafilcon, defilcon, filcon, efilcon Illustrated as II-3.
 特に、米国食品医薬品局(FDA)基準によるソフトコンタクトレンズ分類グループII(含水率が50%以上、非イオン性)に属するコンタクトレンズ(例えば、米国認証名(United States Approved Names)におけるオマフィルコンA、アルファフィルコンA、ヒラフィルコンA、B、ネルフィルコンA、ヴァサフィルコンA)や、ソフトコンタクトレンズ分類グループIV(含水率が50%以上、イオン性)に属するコンタクトレンズ(例えば、米国認証名(United States Approved Names)におけるエタフィルコンA、メタフィルコンA、メタフィルコンB、オキュフィルコンA、オキュフィルコンB、オキュフィルコンC、オキュフィルコンD、オキュフィルコンE、フェムフィルコンA、ビフィルコンA)は、本発明の効果がより顕著に奏されるため、好ましく使用することができる。また、ソフトコンタクトレンズ分類グループIIに属するコンタクトレンズの中でも更に好ましくはオマフィルコンAであり、ソフトコンタクトレンズ分類グループIVの中でも更に好ましくはエタフィルコンAである。特に好ましくはソフトコンタクトレンズ分類グループIVのレンズであり、更に特に好ましくは、エタフィルコンAである。 In particular, contact lenses belonging to soft contact lens classification group II (water content of 50% or more, nonionic) according to US Food and Drug Administration (FDA) standards (for example, Omafilcon A in United States States (Approved Names), Alpha filcon A, Hirafilcon A, B, Nelfilcon A, Vasafilcon A) and contact lenses belonging to soft contact lens classification group IV (moisture content is 50% or more, ionic) (for example, United States certification name (United States Ettafilcon A, Metafilcon A, Metafilcon B, Ocufilcon A, Ocufilcon B, Ocufilcon C, Ocufilcon D, Ocufilcon E, Femfilcon A, Bifilcon A) in Approved Names) Played more prominently , It can be preferably used. Further, among contact lenses belonging to the soft contact lens classification group II, Omafilcon A is more preferable, and among the soft contact lens classification groups IV, etafilcon A is more preferable. Particularly preferred are soft contact lens group IV lenses, and particularly preferred is etafilcon A.
 ここで、イオン性とは、コンタクトレンズにおけるイオン性成分の含有率が1mol%以上であることを言い、非イオン性とは、コンタクトレンズにおけるイオン性成分の含有率が1mol%未満であることを言う。 Here, ionic means that the content of the ionic component in the contact lens is 1 mol% or more, and nonionic means that the content of the ionic component in the contact lens is less than 1 mol%. To tell.
 また、別の観点から、本発明のコンタクトレンズ用組成物は、コンタクトレンズに対する脂質の吸着を抑制する効果を奏するため、脂質が吸着しやすいシリコーンハイドロゲルコンタクトレンズに対して好適に使用することができる。また、本発明の効果の1つである、コンタクトレンズ表面における摩擦抑制効果を効果的に発現できるという観点からも、シリコーンハイドロゲルコンタクトレンズが好ましい。 From another point of view, the composition for contact lenses of the present invention has an effect of suppressing the adsorption of lipids to the contact lenses, and therefore can be suitably used for silicone hydrogel contact lenses that easily adsorb lipids. it can. In addition, a silicone hydrogel contact lens is preferable from the viewpoint that the friction suppressing effect on the contact lens surface, which is one of the effects of the present invention, can be effectively expressed.
 また、シリコーンハイドロゲルレンズの中でも、本願の効果がより顕著に奏されるとの観点から、セノフィルコン、ガリフィルコン、ロトラフィルコン、バラフィルコン、エンフィルコン、コムフィルコン、ナラフィルコン、デレフィルコン、エフロフィルコン、アスモフィルコン、FILICON II 3が好ましく、セノフィルコン、ガリフィルコン、ロトラフィルコン、バラフィルコン、エンフィルコン、コムフィルコン、ナラフィルコンがさらに好ましく、セノフィルコン、ロトラフィルコン、バラフィルコンが特に好ましい。 In addition, among the silicone hydrogel lenses, from the viewpoint that the effect of the present application is more prominently produced, Cenofilcon, Garifilcon, Lotrafilcon, Balafilcon, Enfilcon, Comfilcon, Narafilcon, Derefilcon, Efrofilcon, Asmofilcon and FILICON II II-3 are preferred, senofilcon, galifilcon, lotafilcon, barafilcon, enfilcon, comfilcon, and narafilcon are more preferred, and senofilcon, lotafilcon, and barafilcon are particularly preferred.
 また、脂質吸着効果を顕著に奏するとの観点から、セノフィルコン、ガリフィルコン、ナラフィルコン、FILICON II 3が好ましく、セノフィルコン、ガリフィルコン、ナラフィルコンがより好ましく、セノフィルコンA、ガリフィルコンA、ナラフィルコンAがさらに好ましく、セノフィルコンAが特に好ましい。 Further, from the viewpoint of prominently exerting the lipid adsorption effect, senofilcon, galifircon, narafilcon, and FILICON II II are preferable, senofilcon, galifircon, and narafilcon are more preferable, and senofilcon A, galifircon A, and narafircon A are preferable. Further preferred is senofilcon A, particularly preferred.
 また、摩擦抑制効果を顕著に奏するとの観点から、セノフィルコン、ガリフィルコン、ロトラフィルコン、バラフィルコン、エンフィルコン、コムフィルコン、ナラフィルコン、FILICON II 3が好ましく、ロトラフィルコン、バラフィルコン、エンフィルコン、コムフィルコンが好ましく、ロトラフィルコンA、ロトラフィルコンB、バラフィルコンAが特に好ましい。 In addition, from the viewpoint of prominently suppressing the friction, Senofilcon, Garifilcon, Lotrafilcon, Balafilcon, Enfilcon, Comfilcon, Narafilcon, FILICON II 3 are preferable, and Lotrafilcon, Balafilcon, Enfilcon, Com Filcon is preferable, and Lotrafilcon A, Lotrafilcon B, and Rosefilcon A are particularly preferable.
 また、本発明のコンタクトレンズ用組成物が適用されるコンタクトレンズの種類の一例は、ワンデーディスポーザブルコンタクトレンズ(1日使い捨てレンズ)、頻回交換レンズ(例えば14日間ごと)、連続装用ディスポーザブルコンタクトレンズ(例えば1週間ごと)などのディスポーザブルコンタクトレンズ、従来型レンズ(定期交換ソフトコンタクトレンズを含む)のいずれであってもよい。特に、本発明の方法においては、低コストで所望の効果を得ることができることから、コンタクトレンズとして、製造コストを抑える必要性が特に高いこと、及び、本願の効果をより顕著に奏することが出来る観点から、ディスポーザブルコンタクトレンズが好ましく、ワンデーディスポーザブルコンタクトレンズ、頻回交換レンズ、連続装用ディスポーザブルコンタクトレンズが更に好ましく、ワンデーディスポーザブルコンタクトレンズが特に好ましい。 Examples of the types of contact lenses to which the contact lens composition of the present invention is applied include one-day disposable contact lenses (daily disposable lenses), frequent replacement lenses (for example, every 14 days), disposable wearable contact lenses ( Disposable contact lenses such as every week) or conventional lenses (including regular replacement soft contact lenses) may be used. In particular, in the method of the present invention, since a desired effect can be obtained at a low cost, it is particularly necessary to reduce the manufacturing cost as a contact lens, and the effect of the present application can be exhibited more remarkably. From the viewpoint, a disposable contact lens is preferable, a one-day disposable contact lens, a frequent replacement lens, and a disposable contact lens for continuous wear are more preferable, and a one-day disposable contact lens is particularly preferable.
 (コンタクトレンズパッケージの製造方法)
 次に、コンタクトレンズ用組成物を使用したコンタクトレンズパッケージの製造方法の一例を説明する。図1は、本発明のコンタクトレンズ用組成物を使用したコンタクトレンズパッケージの製造工程を説明するための図であり、コンタクトレンズ用組成物がコンタクトレンズ用パッケージ液として使用される場合の一例である。
(Method of manufacturing contact lens package)
Next, an example of the manufacturing method of the contact lens package using the composition for contact lenses is demonstrated. FIG. 1 is a diagram for explaining a manufacturing process of a contact lens package using the composition for contact lenses of the present invention, and is an example in which the composition for contact lenses is used as a package liquid for contact lenses. .
 なお、コンタクトレンズの製造方法は、以下に示す方法に限定されず、従来公知の方法であれば、どのような方法であっても良い。 In addition, the manufacturing method of a contact lens is not limited to the method shown below, What kind of method may be used if it is a conventionally well-known method.
 まず、原材料であるモノマー(例えば、2-ヒドロキシエチルメタクリレート、メチルメタクリレート、N-ビニルピロリドン、トリスおよびビス(トリメチルシリルオキシ)シリルアルキルグリセロールメタクリレート)、架橋剤(例えば、エチレングリコールジメタクリレート、4-ビニルベンジルメタクリレート)、重合開始剤(例えば、アゾビスイソブチロニトリル、メチルオルソベンゾイルベンゾエート)、着色剤(例えば、アントラキノン系着色剤、フタロシアニン系着色剤)、紫外線吸収剤(例えば、ベンゾフェノン系重合性紫外線吸収剤、ベンゾトリアゾール系紫外線吸収剤)等を混合して、コンタクトレンズ用の配合物を調製する。 First, the raw material monomers (for example, 2-hydroxyethyl methacrylate, methyl methacrylate, N-vinylpyrrolidone, tris and bis (trimethylsilyloxy) silylalkylglycerol methacrylate), cross-linking agents (for example, ethylene glycol dimethacrylate, 4-vinylbenzyl) Methacrylate), polymerization initiators (for example, azobisisobutyronitrile, methyl orthobenzoyl benzoate), colorants (for example, anthraquinone colorants, phthalocyanine colorants), UV absorbers (for example, benzophenone-based polymerizable UV absorbers) Agent, benzotriazole-based UV absorber) and the like are mixed to prepare a compound for contact lenses.
 次に、図1(b)に示すように、雌型成形用型2と雄型成形用型3からなるレンズ成形用型4を用意し、図1(a)に示すように、雌型成形用型2に形成された凹面2aに、調製したコンタクトレンズ用の配合物5を注入する。なお、レンズ成形用型4としては、例えば、ポリプロピレン製の型を使用することができる。 Next, as shown in FIG. 1B, a lens molding die 4 comprising a female molding die 2 and a male molding die 3 is prepared, and as shown in FIG. The prepared contact lens composition 5 is injected into the concave surface 2 a formed on the mold 2. As the lens molding die 4, for example, a polypropylene die can be used.
 次に、図1(b),(c)に示すように、雌型成形用型2と雄型成形用型3との型合わせを行い、雌型成形用型2の凹面2aと雄型成形用型3の凸面3aとの間に形成されたキャビティにコンタクトレンズ用の配合物5を配置する。 Next, as shown in FIGS. 1B and 1C, the female mold 2 and the male mold 3 are aligned, and the concave surface 2a of the female mold 2 and the male mold are formed. A contact lens compound 5 is placed in a cavity formed between the convex surface 3 a of the mold 3.
 次に、図1(c)に示すように、レンズ成形用型4に対して、例えば、水銀ランプ等を使用して紫外線6を照射して光重合を行うことにより、コンタクトレンズを製造する。 Next, as shown in FIG. 1C, a contact lens is manufactured by irradiating the lens molding die 4 with ultraviolet rays 6 using, for example, a mercury lamp to perform photopolymerization.
 なお、紫外線照射による光重合を行う代わりに、レンズ成形用型4を炉内に入れて、所定の温度で所定時間、加熱処理を行うことにより、コンタクトレンズを製造する構成としてもよい。 In addition, it is good also as a structure which manufactures a contact lens by putting the lens shaping | molding die 4 in a furnace and performing heat processing for a predetermined time at predetermined temperature instead of performing photopolymerization by ultraviolet irradiation.
 次に、図1(d)に示すように、雌型成形用型2と雄型成形用型3とを分離するとともに、雌型成形用型2からコンタクトレンズ1を分離する。この際、上述のポリプロピレン製の型を使用することにより、コンタクトレンズ1を容易に分離することができる。また、多量の未反応モノマーが存在すると、コンタクトレンズ1の分離が困難になる場合があるため、例えば、過剰量の包装液、または生理食塩水に浸漬する等の方法により、未反応モノマーを除去してもよい。 Next, as shown in FIG. 1 (d), the female mold 2 and the male mold 3 are separated, and the contact lens 1 is separated from the female mold 2. At this time, the contact lens 1 can be easily separated by using the above-described mold made of polypropylene. In addition, if a large amount of unreacted monomer is present, it may be difficult to separate the contact lens 1. For example, the unreacted monomer is removed by a method such as immersion in an excessive amount of packaging solution or physiological saline. May be.
 次いで、例えば、滅菌した精製水等に、上述した酢酸ビニル-ビニルピロリドン、清涼化剤、界面活性剤、及び緩衝剤等を添加して溶解するとともに、pHを調整した本発明のコンタクトレンズ用組成物7を、図1(e)に示すように、ポリプロピレン等により形成された包装容器8に充填する。 Next, for example, the above-mentioned vinyl acetate-vinyl pyrrolidone, a cooling agent, a surfactant, a buffering agent and the like are added to and dissolved in sterilized purified water, and the pH is adjusted. As shown in FIG.1 (e), the thing 7 is filled into the packaging container 8 formed with the polypropylene etc. As shown in FIG.
 そして、上述のコンタクトレンズ1を包装容器8のコンタクトレンズ用組成物7に浸漬し、コンタクトレンズ1とコンタクトレンズ用組成物7を接触させ、包装容器8内のコンタクトレンズ1及びコンタクトレンズ用組成物7を、例えば、アルミフィルムにより被覆して密封する。 Then, the contact lens 1 described above is immersed in the contact lens composition 7 in the packaging container 8, the contact lens 1 and the contact lens composition 7 are brought into contact with each other, and the contact lens 1 and the contact lens composition in the packaging container 8 are contacted. 7 is covered with, for example, an aluminum film and sealed.
 そして、オートクレーブによる滅菌処理等を行うことにより、本発明のコンタクトレンズ用組成物を使用したコンタクトレンズパッケージが製造される。 Then, a contact lens package using the contact lens composition of the present invention is manufactured by performing sterilization by an autoclave or the like.
 なお、コンタクトレンズの成形方法は、上述の雌型成形用型2と雄型成形用型3を使用する方法(モールディング)に限定されず、例えば、レースカッティングやスピンキャスティング等の他の成形方法を採用することができる。 The contact lens molding method is not limited to the method (molding) using the female mold 2 and the male mold 3 described above, and other molding methods such as lace cutting and spin casting are used. Can be adopted.
 また、上述の方法と同様の方法により成形したコンタクトレンズ(硬化レンズ、非水和レンズ)を、直接、本願のコンタクトレンズ用組成物に浸漬した後、密封して高圧蒸気滅菌処理(オートクレーブ等)を行うことにより、本発明のコンタクトレンズ用組成物を使用したコンタクトレンズパッケージを製造してもよい。 In addition, a contact lens (cured lens, non-hydrated lens) molded by the same method as described above is directly immersed in the contact lens composition of the present application, and then sealed and autoclaved (autoclave, etc.) May be used to produce a contact lens package using the contact lens composition of the present invention.
 また、硬化レンズを、本願のコンタクトレンズ用組成物とは別の溶液(例えば、界面活性剤含有の水溶液等)もしくは、本願のコンタクトレンズ用組成物で予め水和させた後、この水和レンズを本願のコンタクトレンズ用組成物に浸漬し、その後、同様に密封・滅菌処理を行うことにより、本発明のコンタクトレンズ用組成物を使用したコンタクトレンズパッケージを製造してもよい。 The cured lens is pre-hydrated with a solution different from the contact lens composition of the present application (for example, an aqueous solution containing a surfactant) or the contact lens composition of the present application, and then the hydrated lens. The contact lens package using the composition for contact lenses of the present invention may be produced by immersing the composition in the composition for contact lenses of the present application and then performing sealing and sterilization treatment in the same manner.
 なお、コンタクトレンズの原材料として、酢酸ビニルモノマー及びビニルピロリドンモノマーを使用することも考えられるが、N-ビニルピロリドンを重合させるのみでは、十分なタンパク質吸着抑制効果が得られず、また、酢酸ビニル基は疎水性が高いため、酢酸ビニルと他の親水性モノマーが均一に混合されないことに起因して、均一な重合体が得られず、結果として、均一で滑らかな表面を有し、装用感に優れるコンタクトレンズが得られないという不都合が生じる。また、視力補正機器に必要な性能として要求される優れた光学特性が得られないという不都合が生じる。 Although it is conceivable to use vinyl acetate monomer and vinyl pyrrolidone monomer as a raw material for the contact lens, only polymerizing N-vinyl pyrrolidone does not provide a sufficient protein adsorption inhibiting effect. Due to the high hydrophobicity, vinyl acetate and other hydrophilic monomers are not mixed uniformly, so that a uniform polymer cannot be obtained, resulting in a uniform and smooth surface and a feeling of wearing There arises a disadvantage that an excellent contact lens cannot be obtained. Further, there arises a disadvantage that excellent optical characteristics required as performance required for the vision correction device cannot be obtained.
 即ち、コンタクトレンズの原材料を重合した後に、コンタクトレンズに対するタンパク質の吸着抑制に最適な酢酸ビニルとビニルピロリドンの比率を有する共重合体を吸着させる本発明の方が、タンパク質の吸着抑制という観点から有利であると言える。 That is, the present invention in which a copolymer having a ratio of vinyl acetate and vinyl pyrrolidone that is optimal for inhibiting protein adsorption to the contact lens is polymerized after polymerizing the contact lens raw material is advantageous from the viewpoint of inhibiting protein adsorption. It can be said that.
 また、コンタクトレンズの表面に、酢酸ビニル-ビニルピロリドン共重合体をグラフト重合等によりコーティングすることも考えられるが、このような表面コーティングでは、コンタクトレンズ内部に存在し、タンパク質が吸着しやすい基を被覆することができないため、タンパク質の吸着抑制効果がコーティング層のあるコンタクトレンズ表面のみに限定され、十分なタンパク質吸着抑制効果が得られないという不都合が生じる。 It is also conceivable to coat the surface of the contact lens with a vinyl acetate-vinyl pyrrolidone copolymer by graft polymerization or the like. However, in such a surface coating, a group that is present inside the contact lens and is likely to adsorb proteins is used. Since it cannot coat | cover, the protein adsorption | suction suppression effect is limited only to the contact lens surface with a coating layer, and the problem that sufficient protein adsorption | suction suppression effect is not acquired arises.
 即ち、コンタクトレンズの内部にまで入り込める適切な分子量を有した酢酸ビニル-ビニルピロリドン共重合体を吸着させる本発明の方が、タンパク質の吸着抑制という観点から有利であると言える。 That is, it can be said that the present invention in which a vinyl acetate-vinylpyrrolidone copolymer having an appropriate molecular weight that can penetrate into the inside of a contact lens is adsorbed is more advantageous from the viewpoint of suppressing protein adsorption.
 また、本発明のコンタクトレンズ用組成物は、上記パッケージング液として使用できる他、コンタクトレンズ用点眼剤、コンタクトレンズ用洗眼剤、コンタクトレンズ装着液、コンタクトレンズケア用剤(例えば、コンタクトレンズ用保存液、コンタクトレンズ消毒剤、コンタクトレンズ用洗浄剤、コンタクトレンズ用洗浄保存剤)等として使用することもできる。 Further, the contact lens composition of the present invention can be used as the above-mentioned packaging solution, as well as eye drops for contact lenses, eye wash agents for contact lenses, contact lens mounting solutions, contact lens care agents (for example, storage for contact lenses) Liquid, contact lens disinfectant, contact lens cleaning agent, contact lens cleaning preservative) and the like.
 なお、本発明のコンタクトレンズ用組成物は、例えば、一重項酸素発生試薬を含有するコンタクトレンズ消毒剤やコンタクトレンズ用洗浄剤等のレンズケア溶液としては使用されない。 The contact lens composition of the present invention is not used as a lens care solution such as a contact lens disinfectant or a contact lens cleaning agent containing a singlet oxygen generating reagent.
 また、本発明のコンタクトレンズ用組成物は、上述のコンタクトレンズ製造工程において、重合、成形したコンタクトレンズ(硬化レンズ)を水和させるための水和液の形態としても使用できる。 The contact lens composition of the present invention can also be used in the form of a hydration solution for hydrating a polymerized and molded contact lens (cured lens) in the above contact lens manufacturing process.
 即ち、本発明のコンタクトレンズ用組成物の使用形態の一例である「パッケージング溶液」とは、コンタクトレンズ製造工程において、重合、成形した直後の、もしくは成形後のレンズを水和させた直後のコンタクトレンズ(即ち、未使用のレンズ)を浸漬させる(その後、必要に応じて、オートクレーブなどの滅菌処理を行う)ための溶液のことをいい、既に使用済みのコンタクトレンズのケアにのみ用いられるコンタクトレンズ洗浄消毒保存剤(マルチ・パーパス・ソリューション:MPS)や、組成物中にコンタクトレンズを浸漬させる工程がなく、コンタクトレンズに1~数滴、滴下して用いるコンタクトレンズ装着液とは異なるものである。 That is, the “packaging solution” which is an example of the usage form of the composition for contact lenses of the present invention is the one immediately after polymerization, molding, or immediately after hydrating the molded lens in the contact lens manufacturing process. This is a solution for immersing contact lenses (ie, unused lenses) (and then sterilizing, such as autoclaving if necessary), and is used only for the care of already used contact lenses. There is no lens cleaning / disinfecting preservative (multi-purpose solution: MPS) or a step of immersing the contact lens in the composition. is there.
 また、本発明のコンタクトレンズ用組成物を、上記パッケージング液として使用する場合、コンタクトレンズ1枚のパッケージあたり用いられるコンタクトレンズ用組成物の容量としては、通常、0.01~10mlであり、その中でも0.1~5mlが好ましく、0.4~2mlがより好ましい。 Further, when the contact lens composition of the present invention is used as the packaging liquid, the volume of the contact lens composition used per one contact lens package is usually 0.01 to 10 ml. Among these, 0.1 to 5 ml is preferable, and 0.4 to 2 ml is more preferable.
 さらに、本発明のコンタクトレンズ用組成物を、上記パッケージング液として使用する場合、コンタクトレンズパッケージは密封後、高圧蒸気滅菌等の滅菌処理を行って製造されるものであることから、コンタクトレンズ用組成物は、防腐剤を0.00005%以下含有する又は無配合であることが好ましく、0.00001%以下含有する又は無配合であることが更に好ましく、無配合であることが特に好ましい。これは、パッケージング液のように、コンタクトレンズが長期間、浸漬される形態においては、防腐剤がコンタクトレンズに吸着する場合があるためである。防腐剤としては、例えば、塩化ポリドロニウム、塩酸アルキルジアミノエチルグリシン、安息香酸ナトリウム、塩化ベンザルコニウム、塩化ベンゼトニウム、グルコン酸クロルヘキシジン、クロロブタノール、パラオキシ安息香酸メチル、パラオキシ安息香酸エチル、パラオキシ安息香酸プロピル、パラオキシ安息香酸ブチル、硫酸オキシキノリン、ビグアニド化合物(具体的には、ポリヘキサメチレンビグアニド又はその塩酸塩など)、等が例示される。 Furthermore, when the contact lens composition of the present invention is used as the packaging liquid, the contact lens package is manufactured by sterilization such as high-pressure steam sterilization after sealing. The composition preferably contains 0.00005% or less of a preservative or is not compounded, more preferably contains 0.00001% or less or is not compounded, and particularly preferably is no compound. This is because the preservative may be adsorbed to the contact lens when the contact lens is immersed for a long period of time, such as a packaging solution. Examples of preservatives include polydronium chloride, alkyldiaminoethyl glycine hydrochloride, sodium benzoate, benzalkonium chloride, benzethonium chloride, chlorhexidine gluconate, chlorobutanol, methyl paraoxybenzoate, ethyl paraoxybenzoate, propyl paraoxybenzoate, Examples include butyl paraoxybenzoate, oxyquinoline sulfate, and biguanide compounds (specifically, polyhexamethylene biguanide or its hydrochloride).
 以上に説明した本発明においては、以下の効果を得ることができる。 In the present invention described above, the following effects can be obtained.
 (1)本発明のコンタクトレンズ用組成物においては、酢酸ビニル-ビニルピロリドン共重合体を含有しているため、本発明のコンタクトレンズ用組成物を、コンタクトレンズとともに包装容器に封入されるパッケージング溶液として使用することにより、複雑な処理を行うことなく、コンタクトレンズに対するタンパク質の吸着抑制効果を高めることが可能になる。 (1) Since the contact lens composition of the present invention contains a vinyl acetate-vinylpyrrolidone copolymer, the contact lens composition of the present invention is packaged in a packaging container together with the contact lens. By using it as a solution, it is possible to enhance the protein adsorption suppression effect on the contact lens without performing a complicated treatment.
 (2)特に、涙液のごとく、タンパク質と脂質が共存する場合であっても、コンタクトレンズに対するタンパク質の吸着抑制効果を高めることが可能になる。 (2) In particular, even when proteins and lipids coexist like tears, it is possible to enhance the protein adsorption suppression effect on the contact lens.
 (3)また、酢酸ビニル/ビニルピロリドンの比率が80/20~20/80である酢酸ビニル-ビニルピロリドン共重合体有しているため、水やエタノール等の溶媒に対する溶解性を高めることが可能になる。 (3) In addition, since it has a vinyl acetate-vinyl pyrrolidone copolymer with a vinyl acetate / vinyl pyrrolidone ratio of 80/20 to 20/80, it is possible to improve solubility in water and ethanol. become.
 (4)また、コンタクトレンズ用組成物中の酢酸ビニル-ビニルピロリドン共重合体の濃度を0.0001~10(w/v)%とすることにより、コストを向上させることなく、タンパク質の吸着抑制効果を確実に発揮させることが可能になる。 (4) In addition, by adjusting the concentration of the vinyl acetate-vinylpyrrolidone copolymer in the contact lens composition to 0.0001 to 10 (w / v)%, protein adsorption can be suppressed without increasing costs. The effect can be surely exhibited.
 (5)また、酢酸ビニル-ビニルピロリドン共重合体の重量平均分子量が、5000~500000であるため、酢酸ビニル-ビニルピロリドン共重合体が、容易に、コンタクトレンズ素材のマトリックスに入り込み、かつタンパク質が吸着しやすい基を被覆することが可能になる。 (5) Since the vinyl acetate-vinyl pyrrolidone copolymer has a weight average molecular weight of 5000 to 500,000, the vinyl acetate-vinyl pyrrolidone copolymer can easily enter the matrix of the contact lens material, and the protein It becomes possible to coat groups that are easily adsorbed.
 (6)また、本発明のコンタクトレンズ用組成物においては、上述の酢酸ビニル-ビニルピロリドン共重合体により、コンタクトレンズに対するタンパク質の吸着が抑制されるため、眼の乾燥感が軽減され、潤い感を向上させることが可能になる。 (6) Further, in the contact lens composition of the present invention, the above-mentioned vinyl acetate-vinyl pyrrolidone copolymer suppresses protein adsorption to the contact lens, thereby reducing the dryness of the eye and moisturizing feeling. It becomes possible to improve.
 (7)また、本発明のコンタクトレンズ用組成物においては、上述の酢酸ビニル-ビニルピロリドン共重合体により、コンタクトレンズの角結膜表面における摩擦が抑制されるため、コンタクトレンズの装用感を向上することができる。 (7) Further, in the contact lens composition of the present invention, the above-mentioned vinyl acetate-vinyl pyrrolidone copolymer suppresses friction on the keratoconjunctival surface of the contact lens, thereby improving the wearing feeling of the contact lens. be able to.
 (8)また、本発明のコンタクトレンズ用組成物においては、テルペノイドを含有しているため、コンタクトレンズ装着後の清涼感を付与することができるとともに、眼の乾燥感がより一層軽減され、潤い感を向上させることが可能になる。また、瞬目による上下眼瞼や、角結膜との摩擦抵抗を抑制することができる。更に、コンタクトレンズ装用自体による乾燥感を抑制し、潤い感を向上させることができるとともに、異物感を抑制することができる。 (8) Further, since the composition for contact lenses of the present invention contains a terpenoid, it can give a refreshing feeling after wearing the contact lens, and the dryness of the eyes is further reduced and moistened. The feeling can be improved. Further, it is possible to suppress upper and lower eyelids caused by blinking and frictional resistance with the keratoconjunctiva. Furthermore, it is possible to suppress the feeling of dryness due to the contact lens wearing itself, to improve the feeling of moisture, and to suppress the feeling of foreign matter.
 (9)また、本発明のコンタクトレンズ用組成物は、特に、ソフトコンタクトレンズに対するタンパク質の吸着を抑制することが可能になる。 (9) Further, the contact lens composition of the present invention can particularly suppress the adsorption of proteins to the soft contact lens.
 (10)また、本発明のコンタクトレンズ用組成物においては、酢酸ビニル-ビニルピロリドン共重合体とテルペノイドを含有しているため、ムチンの発現量が飛躍的に増加され、眼の乾燥感を飛躍的に軽減することができる。 (10) In addition, since the composition for contact lenses of the present invention contains a vinyl acetate-vinylpyrrolidone copolymer and a terpenoid, the expression level of mucin is dramatically increased and the dryness of the eye is dramatically increased. Can be reduced.
 (11)また、本発明のコンタクトレンズ用組成物においては、酢酸ビニル-ビニルピロリドン共重合体を含有しているため、本発明のコンタクトレンズ用組成物を、コンタクトレンズとともに包装容器に封入されるパッケージング溶液として使用することにより、複雑な処理を行うことなく、コンタクトレンズに対する脂質の吸着抑制効果を高めることが可能になる。この効果は特に、コンタクトレンズがシリコーンハイドロゲルレンズの場合に顕著に奏される。 (11) Since the contact lens composition of the present invention contains a vinyl acetate-vinylpyrrolidone copolymer, the contact lens composition of the present invention is enclosed in a packaging container together with the contact lens. By using it as a packaging solution, it becomes possible to enhance the lipid adsorption suppression effect on the contact lens without performing a complicated treatment. This effect is particularly prominent when the contact lens is a silicone hydrogel lens.
 なお、上述の酢酸ビニル-ビニルピロリドン共重合体の代わりに、下記式(2)で示されるポリビニルカプロラクタムを使用してもよい。 In addition, polyvinyl caprolactam represented by the following formula (2) may be used instead of the above-mentioned vinyl acetate-vinyl pyrrolidone copolymer.
Figure JPOXMLDOC01-appb-C000002
(式中、nは400~700の整数である。)
Figure JPOXMLDOC01-appb-C000002
(In the formula, n is an integer of 400 to 700.)
 このようなポリビニルカプロラクタムを使用することにより、上述の酢酸ビニル-ビニルピロリドン共重合体と同様に、複雑な処理を行うことなく、コンタクトレンズに対するタンパク質の吸着抑制効果を高めることが可能になる。 By using such a polyvinyl caprolactam, it is possible to enhance the protein adsorption suppressing effect on the contact lens without performing a complicated treatment as in the case of the vinyl acetate-vinyl pyrrolidone copolymer described above.
 また、本発明のコンタクトレンズの製造方法は、上述のごとく、酢酸ビニル-ビニルピロリドン共重合体を含有するコンタクトレンズ用組成物とコンタクトレンズとを接触させる工程を含む。 In addition, as described above, the method for producing a contact lens of the present invention includes a step of contacting a contact lens with a composition for contact lens containing a vinyl acetate-vinyl pyrrolidone copolymer.
 また、本発明のコンタクトレンズの製造方法は、上述のごとく、酢酸ビニル-ビニルピロリドン共重合体を含有するコンタクトレンズ用組成物とコンタクトレンズとを接触させる工程と、コンタクトレンズ用組成物とコンタクトレンズとを密封する工程を含む、パッケージングされたコンタクトレンズの製造方法を包含する。 In addition, as described above, the method for producing a contact lens of the present invention includes a step of bringing a contact lens composition containing a vinyl acetate-vinylpyrrolidone copolymer into contact with the contact lens, and the contact lens composition and the contact lens. And a method for manufacturing a packaged contact lens.
 更に、本願は、酢酸ビニル-ビニルピロリドン共重合体を含有するコンタクトレンズ用組成物とコンタクトレンズとを接触させる工程と、コンタクトレンズ用組成物とコンタクトレンズとを密封する工程を含む方法により製造された、コンタクトレンズパッケージ(コンタクトレンズ製品)を包含する。 Furthermore, the present application is manufactured by a method comprising a step of contacting a contact lens with a composition for contact lenses containing a vinyl acetate-vinyl pyrrolidone copolymer, and a step of sealing the contact lens composition and the contact lens. In addition, contact lens packages (contact lens products) are included.
 以下に、本発明を実施例に基づいて説明する。なお、本発明は、これらの実施例に限定されるものではなく、これらの実施例を本発明の趣旨に基づいて変形、変更することが可能であり、それらを発明の範囲から除外するものではない。 Hereinafter, the present invention will be described based on examples. In addition, this invention is not limited to these Examples, These Examples can be changed and changed based on the meaning of this invention, and they are not excluded from the scope of the invention. Absent.
 [試験1 タンパク吸着性試験]
 (実施例1-1)
 (コンタクトレンズ用組成物の作製、および試験用コンタクトレンズの作製)
 滅菌した精製水100gに、酢酸ビニル-ビニルピロリドン共重合体(大阪有機化学工業(株)製、商品名:アコーンM、分子量約70000)2g(濃度:1(w/v)%)、緩衝剤であるリン酸水素ナトリウム12水和物(和光純薬(株)製)0.5993g(濃度:0.5993(w/v)%)、リン酸2水素ナトリウム2水和物(和光純薬(株)製)0.0528g(濃度:0.0528(w/v)%)、及び等張化剤である塩化ナトリウム(和光純薬(株)製)0.83g(濃度:0.83(w/v)%)を添加して溶解させて、コンタクトレンズ用組成物を作製した。なお、作製したコンタクトレンズ用組成物のpHは7.4であった。
[Test 1 Protein adsorption test]
Example 1-1
(Preparation of contact lens composition and preparation of test contact lens)
In 100 g of sterilized purified water, 2 g (concentration: 1 (w / v)%) of vinyl acetate-vinylpyrrolidone copolymer (manufactured by Osaka Organic Chemical Industry Co., Ltd., trade name: Acorn M, molecular weight of about 70000), buffering agent Sodium hydrogen phosphate dodecahydrate (Wako Pure Chemical Industries, Ltd.) 0.5993 g (concentration: 0.5993 (w / v)%), sodium dihydrogen phosphate dihydrate (Wako Pure Chemical ( Ltd.) 0.0528 g (concentration: 0.0528 (w / v)%) and sodium chloride as an isotonic agent (manufactured by Wako Pure Chemical Industries, Ltd.) 0.83 g (concentration: 0.83 (w / V)%) was added and dissolved to prepare a composition for contact lenses. The prepared contact lens composition had a pH of 7.4.
 次に、市販のオマフィルコンAレンズ(クーパービジョン社製、商品名:プロクリアワンデー)を用意した。次に、このコンタクトレンズを包装容器から取り出し、取り出したコンタクトレンズをリン酸緩衝剤含有生理食塩水(塩化ナトリウム濃度:0.83(w/v)%、リン酸水素ナトリウム12水和物濃度:0.5993(w/v)%、リン酸二水素ナトリウム2水和物濃度:0.0528(w/v)%)で洗浄した後、十分量のリン酸緩衝剤含有生理食塩水に浸漬させ、一晩放置した。 Next, a commercially available Omafilcon A lens (manufactured by Cooper Vision, trade name: Pro Clear One Day) was prepared. Next, this contact lens is taken out from the packaging container, and the taken out contact lens is a phosphate buffer-containing physiological saline (sodium chloride concentration: 0.83 (w / v)%, sodium hydrogenphosphate dodecahydrate concentration: 0.5993 (w / v)%, sodium dihydrogen phosphate dihydrate concentration: 0.0528 (w / v)%), and then immersed in a sufficient amount of phosphate buffered saline. , Left overnight.
 次に、PFA(テトラフルオロエチレン-パーフルオロアルキルビニルエーテル共重合体)容器に、作製したコンタクトレンズ用組成物(4ml)を入れた。リン酸緩衝剤含有生理食塩水からコンタクトレンズを取り出し、このコンタクトレンズを、リン酸緩衝剤含有生理食塩水で濯いだ後、リントフリーの不織布を使用してコンタクトレンズの水分を除去した。 Next, the prepared contact lens composition (4 ml) was placed in a PFA (tetrafluoroethylene-perfluoroalkyl vinyl ether copolymer) container. After removing the contact lens from the phosphate buffer-containing physiological saline, the contact lens was rinsed with a phosphate buffer-containing physiological saline, and then the moisture of the contact lens was removed using a lint-free nonwoven fabric.
 次に、このコンタクトレンズをコンタクトレンズ用組成物に浸漬して、コンタクトレンズとコンタクトレンズ用組成物を接触させるとともに、コンタクトレンズとコンタクトレンズ用組成物とを密封してオートクレーブ処理(121℃、20分)を行い、室温で120時間、放置し、試験用コンタクトレンズを作製した。 Next, the contact lens is immersed in the contact lens composition to bring the contact lens into contact with the contact lens composition, and the contact lens and the contact lens composition are sealed and autoclaved (121 ° C., 20 Minutes) and left at room temperature for 120 hours to produce a test contact lens.
 (タンパク質吸着性試験)
 次に、バッファー溶液(塩化ナトリウム濃度:0.9(w/v)%、リン酸二水素ナトリウム12水和物濃度:0.045(w/v)%、塩化カルシウム2水和物濃度:0.015(w/v)%、1Mの水酸化ナトリウム溶液を使用して、pHを7に調製したもの)に、卵白由来の塩化リゾチームを0.3(w/v)%になるように添加するとともに、脂質としてのオレイン酸を0.003(w/v)%、リノール酸を0.003(w/v)%、トリパルミチンを0.0405(w/v)%、セタノールを0.01(w/v)%、パルミチン酸を0.003(w/v)%、スパームアセチを0.0405(w/v)%、コレステロールを0.004(w/v)%、パルミチン酸コレステロールを0.004(w/v)%、及びレシチン卵由来を0.1415(w/v)%になるように添加して、脂質を含有するリゾチーム溶液を調製した。
(Protein adsorption test)
Next, buffer solution (sodium chloride concentration: 0.9 (w / v)%, sodium dihydrogen phosphate dodecahydrate concentration: 0.045 (w / v)%, calcium chloride dihydrate concentration: 0 Add lysozyme chloride derived from egg white to 0.3 (w / v)% to 0.15 (w / v)%, adjusted to pH 7 using 1M sodium hydroxide solution) In addition, oleic acid as a lipid is 0.003 (w / v)%, linoleic acid is 0.003 (w / v)%, tripalmitin is 0.0405 (w / v)%, and cetanol is 0.01. (W / v)%, palmitic acid 0.003 (w / v)%, spalm aceti 0.0405 (w / v)%, cholesterol 0.004 (w / v)%, and palmitic acid cholesterol 0.0. 004 (w / v)% and lecithin egg origin 0.141 (W / v) was added to a%, to prepare a lysozyme solution containing lipids.
 次に、調製したリゾチーム溶液をろ過した後、バイアル瓶(ガラス製、容量:10ml)に2ml注いだ。 Next, after the prepared lysozyme solution was filtered, 2 ml was poured into a vial (glass, capacity: 10 ml).
 次に、コンタクトレンズ用組成物からコンタクトレンズを取り出し、リン酸緩衝剤含有生理食塩水を使用してこのコンタクトレンズを2回、洗浄した後、リントフリーの不織布を使用してコンタクトレンズの水分を除去した。 Next, the contact lens is taken out from the contact lens composition, washed with the phosphate buffer-containing physiological saline twice, and then the moisture of the contact lens is removed using a lint-free nonwoven fabric. Removed.
 次に、コンタクトレンズをリゾチーム溶液に浸漬し、シェーカーを使用して、34℃で7時間、コンタクトレンズを振動(120回/分)させることにより、コンタクトレンズにタンパク質を吸着させた。 Next, the contact lens was immersed in a lysozyme solution, and the contact lens was vibrated (120 times / min) at 34 ° C. for 7 hours using a shaker to adsorb the protein to the contact lens.
 次に、リゾチーム溶液からコンタクトレンズを取り出し、リン酸緩衝剤含有生理食塩水を使用してこのコンタクトレンズを2回、洗浄し、リントフリーの不織布を使用してコンタクトレンズの水分を除去した。 Next, the contact lens was taken out from the lysozyme solution, washed with the phosphate buffer-containing physiological saline twice, and the contact lens was dehydrated with a lint-free nonwoven fabric.
 次に、このコンタクトレンズを、新しいバイアル瓶(ガラス製、容量:10ml)に注いだタンパク質抽出用の溶液(ドデシル硫酸ナトリウム濃度:1(w/v)%、炭酸ナトリウム濃度:1(w/v)%)2mlに浸漬した。 Next, the contact lens was poured into a new vial (glass, volume: 10 ml) for protein extraction (sodium dodecyl sulfate concentration: 1 (w / v)%, sodium carbonate concentration: 1 (w / v )%) Soaked in 2 ml.
 次に、シェーカーを使用して、34℃で14時間、コンタクトレンズを振動(120回/分)させることにより、コンタクトレンズに吸着しているタンパク質を抽出した。 Next, the protein adsorbed on the contact lens was extracted by vibrating the contact lens (120 times / min) at 34 ° C. for 14 hours using a shaker.
 次に、タンパク質濃度測定用の試薬(サーモサイエンティフィック(株)製、商品名:Micro BCA Protein Assay Kit)を使用して、タンパク質抽出用の溶液中のタンパク質の定量を行い、得られた値から、コンタクトレンズ1枚に対するタンパク質の吸着量を算出した。以上の結果を表1に示す。 Next, using the reagent for protein concentration measurement (Thermo Scientific Co., Ltd., trade name: Micro BCA Protein Assay Kit), the protein in the solution for protein extraction was quantified, and the obtained value From this, the amount of protein adsorbed on one contact lens was calculated. The results are shown in Table 1.
 (実施例1-2)
 酢酸ビニル-ビニルピロリドン共重合体(大阪有機化学工業(株)製、商品名:PVA-6450、分子量約70000)を2g(濃度:1(w/v)%)使用したこと以外は、上述の実施例1-1と同様にして、コンタクトレンズ用組成物を作製し、さらに試験用コンタクトレンズを作製した。その後、上述の実施例1-1と同様にして、タンパク質吸着試験を行った。以上の結果を表1に示す。
Example 1-2
Except for using 2 g (concentration: 1 (w / v)%) of vinyl acetate-vinylpyrrolidone copolymer (trade name: PVA-6450, molecular weight of about 70000, manufactured by Osaka Organic Chemical Industry Co., Ltd.) A contact lens composition was prepared in the same manner as in Example 1-1, and a test contact lens was further prepared. Thereafter, a protein adsorption test was performed in the same manner as in Example 1-1. The results are shown in Table 1.
 (実施例1-3)
 上述の酢酸ビニル-ビニルピロリドン共重合体の代わりに、ポリビニルカプロラクタム(BASFジャパン(株)製、商品名:ルビスコールPlus、分子量:70000~80000)を2.5g(濃度:1(w/v)%)使用したこと以外は、上述の実施例1-1と同様にして、コンタクトレンズ用組成物を作製し、さらに試験用コンタクトレンズを作製した。その後、上述の実施例1-1と同様にして、タンパク質吸着試験を行った。以上の結果を表1に示す。
(Example 1-3)
Instead of the above-mentioned vinyl acetate-vinyl pyrrolidone copolymer, 2.5 g (concentration: 1 (w / v)) of polyvinyl caprolactam (manufactured by BASF Japan Ltd., trade name: Rubiscol Plus, molecular weight: 70000-80000) %) Except that it was used, a contact lens composition was prepared in the same manner as in Example 1-1 above, and a test contact lens was further prepared. Thereafter, a protein adsorption test was performed in the same manner as in Example 1-1. The results are shown in Table 1.
 (実施例1-4)
 まず、上述の実施例1-1と同様にして、試験用コンタクトレンズを作製した。その後、リゾチーム溶液として、上述の脂質を含有しないリゾチーム溶液を使用したこと以外は、上述の実施例1-1と同様にして、タンパク質吸着試験を行った。以上の結果を表2に示す。
(Example 1-4)
First, a test contact lens was produced in the same manner as in Example 1-1 described above. Thereafter, a protein adsorption test was conducted in the same manner as in Example 1-1 except that the lysozyme solution containing no lipid was used as the lysozyme solution. The results are shown in Table 2.
 (実施例1-5)
 まず、上述の実施例1-2と同様にして、試験用コンタクトレンズを作製した。その後、リゾチーム溶液として、上述の脂質を含有しないリゾチーム溶液を使用したこと以外は、上述の実施例1-2と同様にして、タンパク質吸着試験を行った。以上の結果を表2に示す。
(Example 1-5)
First, a test contact lens was produced in the same manner as in Example 1-2 described above. Thereafter, a protein adsorption test was performed in the same manner as in Example 1-2 except that the lysozyme solution containing no lipid was used as the lysozyme solution. The results are shown in Table 2.
 (実施例1-6)
 まず、上述の実施例1-1と同様にして、コンタクトレンズ用組成物を作製した。その後、市販のコンタクトレンズとして、エタフィルコンA(etafilcon A)レンズ(ジョンソン&ジョンソン社製、商品名:2ウィークアキュビュー)を使用したこと以外は、上述の実施例1-1と同様にして試験用コンタクトレンズを作製し、さらに上述の実施例1-1と同様にして、タンパク質吸着試験を行った。以上の結果を表3に示す。
(Example 1-6)
First, a contact lens composition was prepared in the same manner as in Example 1-1 described above. Thereafter, as a commercially available contact lens, a test piece was used in the same manner as in Example 1-1 except that an etafilcon A lens (manufactured by Johnson & Johnson, trade name: 2 week Accuview) was used. A contact lens was prepared, and a protein adsorption test was performed in the same manner as in Example 1-1. The above results are shown in Table 3.
 (実施例1-7)
 まず、上述の実施例1-2と同様にして、コンタクトレンズ用組成物を作製した。その後、市販のコンタクトレンズとして、エタフィルコンAレンズ(ジョンソン&ジョンソン社製、商品名:2ウィークアキュビュー)を使用して試験用コンタクトレンズを作製した。その後、上述の実施例1-1と同様にして、タンパク質吸着試験を行った。以上の結果を表3に示す。
(Example 1-7)
First, a contact lens composition was prepared in the same manner as in Example 1-2 described above. Thereafter, as a commercially available contact lens, an Etafilcon A lens (manufactured by Johnson & Johnson, trade name: 2 week Accuview) was used to produce a test contact lens. Thereafter, a protein adsorption test was performed in the same manner as in Example 1-1. The above results are shown in Table 3.
 (実施例1-8)
 まず、上述の実施例1-1と同様にして、コンタクトレンズ用組成物を作製した。その後、市販のコンタクトレンズとして、エタフィルコンAレンズ(ジョンソン&ジョンソン社製、商品名:2ウィークアキュビュー)を使用して試験用コンタクトレンズを作製し、さらにリゾチーム溶液として、上述の脂質を含有しないリゾチーム溶液を使用したこと以外は、上述の実施例1-1と同様にして、タンパク質吸着試験を行った。以上の結果を表4に示す。
(Example 1-8)
First, a contact lens composition was prepared in the same manner as in Example 1-1 described above. Then, as a commercially available contact lens, an etafilcon A lens (manufactured by Johnson & Johnson, trade name: 2 week Accuview) was used to prepare a test contact lens, and the lysozyme solution containing no lipid as described above was used as a lysozyme solution. A protein adsorption test was performed in the same manner as in Example 1-1 except that the solution was used. The results are shown in Table 4.
 (実施例1-9)
 まず、上述の実施例1-2と同様にして、コンタクトレンズ用組成物を作製した。その後、市販のコンタクトレンズとして、エタフィルコンAレンズ(ジョンソン&ジョンソン社製、商品名:2ウィークアキュビュー)を使用して試験用コンタクトレンズを作製し、さらにリゾチーム溶液として、上述の脂質を含有しないリゾチーム溶液を使用したこと以外は、上述の実施例1-1と同様にして、タンパク質吸着試験を行った。以上の結果を表4に示す。
(Example 1-9)
First, a contact lens composition was prepared in the same manner as in Example 1-2 described above. Then, as a commercially available contact lens, an etafilcon A lens (manufactured by Johnson & Johnson, trade name: 2 week Accuview) was used to prepare a test contact lens, and the lysozyme solution containing no lipid as described above was used as a lysozyme solution. A protein adsorption test was performed in the same manner as in Example 1-1 except that the solution was used. The results are shown in Table 4.
 (比較例1-1)
 作製したコンタクトレンズ用組成物の代わりに、酢酸ビニル-ビニルピロリドン共重合体を含有していない上述のリン酸緩衝剤含有生理食塩水を使用して試験用コンタクトレンズを作製し、上述の実施例1-1と同様にして、タンパク質吸着試験を行った。以上の結果を表1に示す。
(Comparative Example 1-1)
A test contact lens was prepared using the above-described phosphate buffer-containing physiological saline containing no vinyl acetate-vinyl pyrrolidone copolymer instead of the prepared contact lens composition, and the above-mentioned Examples. A protein adsorption test was performed in the same manner as in 1-1. The results are shown in Table 1.
 (比較例1-2)
 作製したコンタクトレンズ用組成物の代わりに、酢酸ビニル-ビニルピロリドン共重合体を含有していない上述のリン酸緩衝剤含有生理食塩水を使用して試験用コンタクトレンズを作製するとともに、リゾチーム溶液として、上述の脂質を含有しないリゾチーム溶液を使用し、上述の実施例1-1と同様にして、タンパク質吸着試験を行った。以上の結果を表2に示す。
(Comparative Example 1-2)
In place of the prepared contact lens composition, a test contact lens was prepared using the above-described phosphate buffer-containing physiological saline not containing a vinyl acetate-vinyl pyrrolidone copolymer, and a lysozyme solution was used. Using the lysozyme solution containing no lipid, the protein adsorption test was performed in the same manner as in Example 1-1. The results are shown in Table 2.
 (比較例1-3)
 作製したコンタクトレンズ用組成物の代わりに、酢酸ビニル-ビニルピロリドン共重合体を含有していない上述のリン酸緩衝剤含有生理食塩水を使用するとともに、市販のコンタクトレンズとして、エタフィルコンA(etafilcon A)レンズ(ジョンソン&ジョンソン社製、商品名:2ウィークアキュビュー)を使用して試験用コンタクトレンズを作製し、上述の実施例1-1と同様にして、タンパク質吸着試験を行った。以上の結果を表3に示す。
(Comparative Example 1-3)
Instead of the prepared contact lens composition, the above-mentioned phosphate buffer-containing physiological saline containing no vinyl acetate-vinyl pyrrolidone copolymer is used, and as a commercially available contact lens, etafilcon A (etafilcon A) is used. A) A contact lens for test was prepared using a lens (trade name: 2 week Accuview manufactured by Johnson & Johnson), and a protein adsorption test was performed in the same manner as in Example 1-1. The above results are shown in Table 3.
 (比較例1-4)
 作製したコンタクトレンズ用組成物の代わりに、酢酸ビニル-ビニルピロリドン共重合体を含有していない上述のリン酸緩衝剤含有生理食塩水を使用して試験用コンタクトレンズを作製するとともに、市販のコンタクトレンズとして、エタフィルコンA(etafilcon A)レンズ(ジョンソン&ジョンソン社製、商品名:2ウィークアキュビュー)を使用し、更にリゾチーム溶液として、上述の脂質を含有しないリゾチーム溶液を使用し、上述の実施例1-1と同様にして、タンパク質吸着試験を行った。以上の結果を表4に示す。
(Comparative Example 1-4)
A test contact lens was prepared using the above-described phosphate buffer-containing physiological saline containing no vinyl acetate-vinyl pyrrolidone copolymer instead of the prepared contact lens composition. As the lens, an etafilcon A lens (manufactured by Johnson & Johnson, trade name: 2 week Accuview) is used, and the above lysozyme solution not containing lipid is used as the lysozyme solution. A protein adsorption test was performed in the same manner as in 1-1. The results are shown in Table 4.
Figure JPOXMLDOC01-appb-T000001
Figure JPOXMLDOC01-appb-T000001
Figure JPOXMLDOC01-appb-T000002
Figure JPOXMLDOC01-appb-T000002
Figure JPOXMLDOC01-appb-T000003
Figure JPOXMLDOC01-appb-T000003
Figure JPOXMLDOC01-appb-T000004
Figure JPOXMLDOC01-appb-T000004
 表1に示すように、実施例1-1~1-3のいずれのコンタクトレンズ用組成物も、酢酸ビニル-ビニルピロリドン共重合体、又はポリビニルカプロラクタムを含有していない比較例1-1に比し、約30~80%のタンパク質の吸着を抑制することができることが判る。 As shown in Table 1, any of the contact lens compositions of Examples 1-1 to 1-3 was compared with Comparative Example 1-1 containing no vinyl acetate-vinyl pyrrolidone copolymer or polyvinyl caprolactam. It can be seen that adsorption of about 30 to 80% of protein can be suppressed.
 また、表2に示すように、実施例1-4~1-5のいずれのコンタクトレンズ用組成物も、酢酸ビニル-ビニルピロリドン共重合体を含有していない比較例1-2に比し、約20%のタンパク質の吸着を抑制することができることが判る。 Further, as shown in Table 2, any of the contact lens compositions of Examples 1-4 to 1-5 was compared with Comparative Example 1-2 not containing a vinyl acetate-vinylpyrrolidone copolymer. It can be seen that about 20% of protein adsorption can be suppressed.
 また、表3に示すように、実施例1-6~1-7のいずれのコンタクトレンズ用組成物も、酢酸ビニル-ビニルピロリドン共重合体を含有していない比較例1-3に比し、約80%のタンパク質の吸着を抑制することができることが判る。 Further, as shown in Table 3, any of the contact lens compositions of Examples 1-6 to 1-7 was compared with Comparative Example 1-3 containing no vinyl acetate-vinyl pyrrolidone copolymer. It can be seen that about 80% of protein adsorption can be suppressed.
 更に、表4に示すように、実施例1-8~1-9のいずれのコンタクトレンズ用組成物も、酢酸ビニル-ビニルピロリドン共重合体を含有していない比較例1-4に比し、約10~20%のタンパク質の吸着を抑制することができることが判る。 Further, as shown in Table 4, any of the contact lens compositions of Examples 1-8 to 1-9 was compared with Comparative Example 1-4 not containing a vinyl acetate-vinylpyrrolidone copolymer. It can be seen that about 10 to 20% of protein adsorption can be suppressed.
 また、実施例1-1~1-9より、本発明のコンタクトレンズ用組成物は、米国食品医薬品局(FDA)基準によるソフトコンタクトレンズ分類においてグループIIに分類されるソフトコンタクトレンズ(オマフィルコンAレンズ)、及びグループIVに分類されるソフトコンタクトレンズ(エタフィルコンAレンズ)のどちらのレンズに対しても、優れたタンパク質吸着抑制効果を発揮することできることが判る。 Further, from Examples 1-1 to 1-9, the composition for contact lenses of the present invention is a soft contact lens classified as Group II in the soft contact lens classification according to FDA standards (Ofilfilcon A). It can be seen that an excellent protein adsorption inhibitory effect can be exhibited for both the lens) and the soft contact lens (Etafilcon A lens) classified into Group IV.
 特に、実施例1-6~1-7から判るように、本発明のコンタクトレンズ用組成物は、グループIVに分類されるソフトコンタクトレンズ(エタフィルコンAレンズ)レンズに対して、極めて優れたタンパク質吸着抑制効果を発揮することできることが判る。 In particular, as can be seen from Examples 1-6 to 1-7, the composition for contact lenses of the present invention is an excellent protein for soft contact lenses (Etafilcon A lens) lenses classified as Group IV. It can be seen that the adsorption suppressing effect can be exhibited.
 これは、グループIVに分類されるソフトコンタクトレンズにおいては、コンタクトレンズ内部における隙間が大きいため、タンパク質がコンタクトレンズの内部にまで入り込むが、本発明のコンタクトレンズ用組成物においては、コンタクトレンズの内部にまで入り込める適切な分子量を有した酢酸ビニル-ビニルピロリドン共重合体を含有するため、コンタクトレンズ表面のみならず、コンタクトレンズの内部においても、優れたタンパク質の吸着抑制効果が発揮されたためであると考えられる。 This is because in soft contact lenses classified into Group IV, protein enters the contact lens because the gap inside the contact lens is large, but in the contact lens composition of the present invention, Because it contains a vinyl acetate-vinyl pyrrolidone copolymer having an appropriate molecular weight that can penetrate into the surface of the contact lens, an excellent protein adsorption suppression effect was exhibited not only on the contact lens surface but also inside the contact lens. Conceivable.
 更に、実施例1-1~1-3, 1-6~1-7より、本発明のコンタクトレンズ用組成物は、特に、タンパク質と脂質が共存する場合に、コンタクトレンズに対するタンパク質の吸着抑制効果を高めることができることが判る。 Furthermore, from Examples 1-1 to 1-3 and 1-6 to 1-7, the composition for contact lenses of the present invention has an effect of inhibiting protein adsorption on contact lenses, particularly when proteins and lipids coexist. It can be seen that can be increased.
 これは、実施例1-1~1-3, 1-6~1-7においては、酢酸ビニル-ビニルピロリドン共重合体(または、ポリビニルカプリラクタム)を含有しているため、コンタクトレンズを構成する材料における電荷を有する基(例えば、4級アンモニウム基、リン酸基、カルボキシル基)、及び疎水基(例えば、シロキサン基)を、電荷を有しない酢酸ビニル-ビニルピロリドン共重合体(または、ポリビニルカプリラクタム)が被覆し、コンタクトレンズ表面におけるタンパク質の吸着が抑制されたためであると考えられる。 This is because in Examples 1-1 to 1-3 and 1-6 to 1-7, a vinyl acetate-vinylpyrrolidone copolymer (or polyvinylcaprylactam) is contained, so that a contact lens is formed. A charged group (for example, quaternary ammonium group, phosphoric acid group, carboxyl group) and a hydrophobic group (for example, siloxane group) in the material may be combined with an uncharged vinyl acetate-vinylpyrrolidone copolymer (or polyvinyl capri This is considered to be because the adsorption of protein on the surface of the contact lens was suppressed.
 (実施例1-10)
 酢酸ビニル-ビニルピロリドン共重合体(大阪有機化学工業(株)製、商品名:アコーンM、分子量約70000)0.2g(濃度:0.1(w/v)%)を使用し、界面活性剤であるポリソルベート80(0.1g、濃度:0.1(w/v)%)をさらに含有させたこと以外は、上述の実施例1-1と同様にして、コンタクトレンズ用組成物を作製した。その後、市販のコンタクトレンズとして、エタフィルコンAレンズ(ジョンソン&ジョンソン社製、商品名:ワンデーアキュビュー)を使用し、オートクレーブ処理を行わないこと以外は実施例1-1と同様にして、試験用コンタクトレンズを作製した。その後、上述の実施例1-1と同様にして、タンパク質吸着試験を行った。以上の結果を表5に示す。
(Example 1-10)
Using 0.2 g (concentration: 0.1 (w / v)%) of a vinyl acetate-vinylpyrrolidone copolymer (trade name: Acorn M, molecular weight of about 70,000, manufactured by Osaka Organic Chemical Industry Co., Ltd.), surface activity A contact lens composition was prepared in the same manner as in Example 1-1 except that polysorbate 80 (0.1 g, concentration: 0.1 (w / v)%), an agent, was further added. did. Thereafter, as a commercially available contact lens, an etafilcon A lens (manufactured by Johnson & Johnson, trade name: One Day Accuview) was used, and a test contact was conducted in the same manner as in Example 1-1 except that autoclaving was not performed. A lens was produced. Thereafter, a protein adsorption test was performed in the same manner as in Example 1-1. The results are shown in Table 5.
 (実施例1-11)
 酢酸ビニル-ビニルピロリドン共重合体(大阪有機化学工業(株)製、商品名:アコーンM、分子量約70000)0.02g(濃度:0.01(w/v)%)を使用し、界面活性剤であるポリソルベート80(0.1g、濃度:0.1(w/v)%)をさらに含有させたこと以外は、上述の実施例1-1と同様にして、コンタクトレンズ用組成物を作製した。その後、市販のコンタクトレンズとして、エタフィルコンAレンズ(ジョンソン&ジョンソン社製、商品名:ワンデーアキュビュー)を使用し、オートクレーブ処理を行わず、室温保存時間を48時間としたこと以外は実施例1-1と同様にして試験用コンタクトレンズを作製した。その後、上述の実施例1-1と同様にして、タンパク質吸着試験を行った。以上の結果を表5に示す。
(Example 1-11)
Using 0.02 g (concentration: 0.01 (w / v)%) of a vinyl acetate-vinylpyrrolidone copolymer (trade name: Acorn M, molecular weight of about 70,000, manufactured by Osaka Organic Chemical Industry Co., Ltd.), surface activity A contact lens composition was prepared in the same manner as in Example 1-1 except that polysorbate 80 (0.1 g, concentration: 0.1 (w / v)%), an agent, was further added. did. Thereafter, an etafilcon A lens (manufactured by Johnson & Johnson, trade name: One-Day Accuview) was used as a commercially available contact lens, and the autoclave treatment was not performed, and the room temperature storage time was set to 48 hours. Test contact lenses were prepared in the same manner as in 1. Thereafter, a protein adsorption test was performed in the same manner as in Example 1-1. The results are shown in Table 5.
 (実施例1-12)
 酢酸ビニル-ビニルピロリドン共重合体(BASFジャパン(株)製、商品名:Luviskol(登録商標)VA64P、VP/VA比:60/40、分子量50000~60000)0.01g(濃度:0.01(w/v)%)を使用し、界面活性剤であるポリソルベート80(0.1g、濃度:0.1(w/v)%)をさらに含有させたこと以外は、上述の実施例1-1と同様にして、コンタクトレンズ用組成物を作製した。その後、市販のコンタクトレンズとして、エタフィルコンAレンズ(ジョンソン&ジョンソン社製、商品名:ワンデーアキュビュー)を使用し、オートクレーブ処理を行わず、室温保存時間を48時間としたこと以外は実施例1-1と同様にして試験用コンタクトレンズを作製した。その後、上述の実施例1-1と同様にして、タンパク質吸着試験を行った。以上の結果を表5に示す。
(Example 1-12)
Vinyl acetate-vinylpyrrolidone copolymer (manufactured by BASF Japan Ltd., trade name: Luviskol (registered trademark) VA64P, VP / VA ratio: 60/40, molecular weight 50000-60000) 0.01 g (concentration: 0.01 ( w / v)%), and the surfactant polysorbate 80 (0.1 g, concentration: 0.1 (w / v)%) was further included, as described in Example 1-1. A contact lens composition was prepared in the same manner as described above. Thereafter, an etafilcon A lens (manufactured by Johnson & Johnson, trade name: One-Day Accuview) was used as a commercially available contact lens, and the autoclave treatment was not performed, and the room temperature storage time was set to 48 hours. Test contact lenses were prepared in the same manner as in 1. Thereafter, a protein adsorption test was performed in the same manner as in Example 1-1. The results are shown in Table 5.
 (実施例1-13)
 酢酸ビニル-ビニルピロリドン共重合体(BASFジャパン(株)製、商品名:Luviskol(登録商標)VA73E、VP/VA比:70/30、分子量40000~60000)0.02g(濃度:0.01(w/v)%)を使用し、界面活性剤であるポリソルベート80(0.1g、濃度:0.1(w/v)%)をさらに含有させたこと以外は、上述の実施例1-1と同様にして、コンタクトレンズ用組成物を作製した。その後、市販のコンタクトレンズとして、エタフィルコンAレンズ(ジョンソン&ジョンソン社製、商品名:ワンデーアキュビュー)を使用し、オートクレーブ処理を行わず、室温保存時間を48時間としたこと以外は実施例1-1と同様にして試験用コンタクトレンズを作製した。その後、上述の実施例1-1と同様にして、タンパク質吸着試験を行った。以上の結果を表5に示す。
(Example 1-13)
Vinyl acetate-vinylpyrrolidone copolymer (manufactured by BASF Japan Ltd., trade name: Luviskol (registered trademark) VA73E, VP / VA ratio: 70/30, molecular weight 40000-60000) 0.02 g (concentration: 0.01 ( w / v)%), and the surfactant polysorbate 80 (0.1 g, concentration: 0.1 (w / v)%) was further included, as described in Example 1-1. A contact lens composition was prepared in the same manner as described above. Thereafter, an etafilcon A lens (manufactured by Johnson & Johnson, trade name: One-Day Accuview) was used as a commercially available contact lens, and the autoclave treatment was not performed, and the room temperature storage time was set to 48 hours. Test contact lenses were prepared in the same manner as in 1. Thereafter, a protein adsorption test was performed in the same manner as in Example 1-1. The results are shown in Table 5.
 (比較例1-5)
 作製したコンタクトレンズ用組成物の代わりに、酢酸ビニル-ビニルピロリドン共重合体を含有せず、界面活性剤であるポリソルベート80(0.1g、濃度:0.1(w/v)%)を含有させた上述のリン酸緩衝剤含有生理食塩水を使用するとともに、市販のコンタクトレンズとしてエタフィルコンAレンズ(ジョンソン&ジョンソン社製、商品名:ワンデーアキュビュー)を使用し、オートクレーブ処理を行わず、室温保存時間を48時間としたこと以外は実施例1-1と同様にして試験用コンタクトレンズを作製した。その後、上述の実施例1-1と同様にして、タンパク質吸着試験を行った。以上の結果を表5に示す。
(Comparative Example 1-5)
Instead of the prepared contact lens composition, it contains no polyacetate 80 (0.1 g, concentration: 0.1 (w / v)%) as a surfactant without containing vinyl acetate-vinyl pyrrolidone copolymer. The above-mentioned physiological saline containing a phosphate buffer was used, and an etafilcon A lens (manufactured by Johnson & Johnson, trade name: One-Day Accuview) was used as a commercially available contact lens. A test contact lens was produced in the same manner as in Example 1-1 except that the storage time was 48 hours. Thereafter, a protein adsorption test was performed in the same manner as in Example 1-1. The results are shown in Table 5.
Figure JPOXMLDOC01-appb-T000005
Figure JPOXMLDOC01-appb-T000005
 表5に示すように、酢酸ビニル-ビニルピロリドン共重合体の濃度が0.1もしくは0.01(w/v)%の場合であっても、酢酸ビニル-ビニルピロリドン共重合体を含有していない比較例1-5に比し、約20~60%のタンパク質の吸着を抑制することができることが判る。 As shown in Table 5, even when the concentration of the vinyl acetate-vinyl pyrrolidone copolymer is 0.1 or 0.01 (w / v)%, the vinyl acetate-vinyl pyrrolidone copolymer is contained. It can be seen that about 20 to 60% of protein adsorption can be suppressed as compared with Comparative Example 1-5, which is not present.
 また、酢酸ビニル-ビニルピロリドン共重合体における酢酸ビニル/ビニルピロリドンの比率(質量比率)が異なる場合であっても、酢酸ビニル-ビニルピロリドン共重合体を含有していない比較例1-5に比し、約15~20%のタンパク質の吸着を抑制することができることが判る。 Even when the vinyl acetate / vinyl pyrrolidone copolymer has a different ratio (mass ratio) of vinyl acetate / vinyl pyrrolidone, it is different from that of Comparative Example 1-5 containing no vinyl acetate-vinyl pyrrolidone copolymer. It can be seen that adsorption of about 15 to 20% of protein can be suppressed.
 (実施例1-14)
 酢酸ビニル-ビニルピロリドン共重合体(大阪有機化学工業(株)製、商品名:アコーンM)0.2g(濃度0.1(w/v)%、分子量約70000)を使用し、界面活性剤であるポリソルベート80(0.1g、濃度:0.1(w/v)%)をさらに含有させたこと以外は、上述の実施例1-1と同様にして、コンタクトレンズ用組成物を作製し、オートクレーブ処理を行わず、室温保存時間を48時間としたこと以外は実施例1-1と同様にして、試験用コンタクトレンズを作製した。その後、上述の実施例1-1と同様にして、タンパク質吸着試験を行った。以上の結果を表6に示す。
(Example 1-14)
Using 0.2 g (concentration 0.1 (w / v)%, molecular weight about 70000) of a vinyl acetate-vinylpyrrolidone copolymer (trade name: Acorn M, manufactured by Osaka Organic Chemical Industry Co., Ltd.), a surfactant A contact lens composition was prepared in the same manner as in Example 1-1 except that polysorbate 80 (0.1 g, concentration: 0.1 (w / v)%) was further added. A test contact lens was produced in the same manner as in Example 1-1 except that the autoclave treatment was not performed and the room temperature storage time was 48 hours. Thereafter, a protein adsorption test was performed in the same manner as in Example 1-1. The results are shown in Table 6.
 (実施例1-15)
 酢酸ビニル-ビニルピロリドン共重合体(大阪有機化学工業(株)製、商品名:アコーンM、分子量約70000)0.02g(濃度0.01(w/v)%)を使用し、界面活性剤であるポリソルベート80(0.1g、濃度:0.1(w/v)%)をさらに含有させたこと以外は、上述の実施例1-1と同様にして、コンタクトレンズ用組成物を作製し、オートクレーブ処理を行わず、室温保存時間を48時間としたこと以外は実施例1-1と同様にして、試験用コンタクトレンズを作製した。その後、上述の実施例1-1と同様にして、タンパク質吸着試験を行った。以上の結果を表6に示す。
(Example 1-15)
Using 0.02 g (concentration 0.01 (w / v)%) of a vinyl acetate-vinylpyrrolidone copolymer (Osaka Organic Chemical Co., Ltd., trade name: Acorn M, molecular weight of about 70,000) A contact lens composition was prepared in the same manner as in Example 1-1 except that polysorbate 80 (0.1 g, concentration: 0.1 (w / v)%) was further added. A test contact lens was produced in the same manner as in Example 1-1 except that the autoclave treatment was not performed and the room temperature storage time was 48 hours. Thereafter, a protein adsorption test was performed in the same manner as in Example 1-1. The results are shown in Table 6.
 (比較例1-6)
 作成したコンタクトレンズ用組成物の代わりに、酢酸ビニル-ビニルピロリドン共重合体を含有していない上述のリン酸緩衝剤含有生理食塩水にさらに、界面活性剤であるポリソルベート80(0.1g、濃度:0.1(w/v)%)を含有させたものを使用し、オートクレーブ処理を行わず、室温保存時間を48時間としたこと以外は実施例1-1と同様にして試験用コンタクトレンズを作成した。その後、上述の実施例1-1と同様にして、タンパク質吸着試験を行った。以上の結果を表6に示す。
(Comparative Example 1-6)
Instead of the prepared contact lens composition, a surfactant polysorbate 80 (0.1 g, concentration) was added to the above-mentioned phosphate buffer-containing physiological saline that does not contain a vinyl acetate-vinylpyrrolidone copolymer. : 0.1 (w / v)%), a test contact lens was prepared in the same manner as in Example 1-1 except that the autoclave treatment was not performed and the room temperature storage time was 48 hours. It was created. Thereafter, a protein adsorption test was performed in the same manner as in Example 1-1. The results are shown in Table 6.
Figure JPOXMLDOC01-appb-T000006
Figure JPOXMLDOC01-appb-T000006
 表6に示すように、酢酸ビニル-ビニルピロリドン共重合体の濃度が0.1もしくは0.01%の場合であっても、酢酸ビニル-ビニルピロリドン共重合体を含有していない比較例1-6に比し、約10%のタンパク質の吸着を抑制することができることが判る。 As shown in Table 6, even when the concentration of the vinyl acetate-vinyl pyrrolidone copolymer was 0.1 or 0.01%, Comparative Example 1 containing no vinyl acetate-vinyl pyrrolidone copolymer It can be seen that about 10% of protein adsorption can be suppressed as compared to 6.
 [試験2 脂質吸着性試験]
 (実施例2-1)
 (コンタクトレンズ用組成物の作製、および試験用コンタクトレンズの作製)
 滅菌した精製水100gに、酢酸ビニル-ビニルピロリドン共重合体(大阪有機化学工業(株)製、商品名:アコーンM、分子量約70000)1g(濃度:0.5(w/v)%)、界面活性剤であるポリソルベート80(0.1g、濃度:0.1(w/v)%)、緩衝剤であるリン酸水素ナトリウム12水和物(和光純薬(株)製)0.5993g(濃度:0.5993(w/v)%)、リン酸2水素ナトリウム2水和物(和光純薬(株)製)0.0528g(濃度:0.0528(w/v)%)、及び等張化剤である塩化ナトリウム(和光純薬(株)製)0.83g(濃度:0.83(w/v)%)を添加して溶解させて、コンタクトレンズ用組成物を作製した。なお、作製したコンタクトレンズ用組成物のpHは7.4であった。
[Test 2 Lipid adsorption test]
Example 2-1
(Preparation of contact lens composition and preparation of test contact lens)
To 100 g of sterilized purified water, 1 g of vinyl acetate-vinylpyrrolidone copolymer (manufactured by Osaka Organic Chemical Industry Co., Ltd., trade name: Acorn M, molecular weight of about 70000) (concentration: 0.5 (w / v)%), Polysorbate 80 as a surfactant (0.1 g, concentration: 0.1 (w / v)%), sodium hydrogenphosphate 12 hydrate as a buffer (manufactured by Wako Pure Chemical Industries, Ltd.) 0.5993 g ( Concentration: 0.5993 (w / v)%), sodium dihydrogen phosphate dihydrate (manufactured by Wako Pure Chemical Industries, Ltd.) 0.0528 g (concentration: 0.0528 (w / v)%), and the like Sodium chloride as a tonicity agent (manufactured by Wako Pure Chemical Industries, Ltd.) 0.83 g (concentration: 0.83 (w / v)%) was added and dissolved to prepare a composition for contact lenses. The prepared contact lens composition had a pH of 7.4.
 次に、シリコーンハイドロゲルレンズである市販のセノフィルコンA(SenofilconA)レンズ(ジョンソン&ジョンソン社製、商品名:アキュビューオアシス)を包装容器から取り出し、取り出したコンタクトレンズを上述のリン酸緩衝剤含有生理食塩水で洗浄した後、十分量のリン酸緩衝剤含有生理食塩水に浸漬させ、一晩放置した。次に、PFA(テトラフルオロエチレン-パーフルオロアルキルビニルエーテル共重合体)容器に、レンズ1枚あたり4mlのコンタクトレンズ用組成物に浸漬させ、室温で72時間放置して、試験用コンタクトレンズを作製した。 Next, a commercially available Senofilcon A lens (manufactured by Johnson & Johnson, trade name: Accuview Oasis), which is a silicone hydrogel lens, is taken out from the packaging container, and the taken out contact lens is filled with the above-mentioned phosphate buffer-containing physiological saline. After washing with water, it was immersed in a sufficient amount of physiological saline containing a phosphate buffer and left overnight. Next, a contact lens for test was prepared by immersing in a 4 ml contact lens composition per lens in a PFA (tetrafluoroethylene-perfluoroalkyl vinyl ether copolymer) container and leaving it at room temperature for 72 hours. .
 (脂質吸着性試験)
 まず、脂質懸濁液を作製した。より具体的には、オレイン酸0.06g、リノール酸0.06g、トリパルミチン0.81g、セタノール0.2g、パルミチン酸0.06g、スパームアセチ0.81g、コレステロール0.08g、パルミチン酸コレステロール0.08g、及びレシチン卵由来2.83gを秤量するとともに混合して、約70℃で加熱溶解した。
(Lipid adsorption test)
First, a lipid suspension was prepared. More specifically, 0.06 g of oleic acid, 0.06 g of linoleic acid, 0.81 g of tripalmitin, 0.2 g of cetanol, 0.06 g of palmitic acid, 0.81 g of palm acetylate, 0.08 g of cholesterol, 0. 08 g and 2.83 g derived from lecithin egg were weighed and mixed, and dissolved by heating at about 70 ° C.
 次に、リン酸・ホウ酸緩衝液(塩化ナトリウム0.9(w/v)%、リン酸二水素カリウム0.5(w/v)%、ホウ砂1.19(w/v)%)を作製し、加熱溶解状態の脂質混合成分5gと、リン酸・ホウ酸緩衝液1Lを、ホモディスパーを用いて攪拌(70℃、5000rpm、10分)した後、ろ過し、さらにリン酸にてpH7.0に調整したものを脂質懸濁液とした。 Next, phosphate / borate buffer (sodium chloride 0.9 (w / v)%, potassium dihydrogen phosphate 0.5 (w / v)%, borax 1.19 (w / v)%) 5 g of a lipid mixture component in a heated and dissolved state and 1 L of a phosphate / borate buffer solution were stirred with a homodisper (70 ° C., 5000 rpm, 10 minutes), filtered, and further phosphoric acid. What was adjusted to pH 7.0 was used as a lipid suspension.
 この脂質懸濁液をガラス製バイアル(容量10ml)に2mlずつ入れ、試験用コンタクトレンズを、十分量のリン酸緩衝剤含有生理食塩水で濯いだ後に浸漬させ、37℃で16時間振とうさせた。 2 ml of this lipid suspension is placed in a glass vial (capacity: 10 ml), and the test contact lens is rinsed with a sufficient amount of physiological saline containing a phosphate buffer, immersed in it, and shaken at 37 ° C. for 16 hours. I let you.
 次に、レンズを取り出し、約100mlのリン酸緩衝剤含有生理食塩水で濯いだあと、2ml容量のエッペンチューブの底部に入れ、減圧乾燥機(15mmHg)中で、室温で一昼夜乾燥させた。 Next, the lens was taken out, rinsed with about 100 ml of phosphate buffered saline, placed in the bottom of a 2 ml Eppendorf tube, and dried overnight at room temperature in a vacuum dryer (15 mmHg).
 次に、脂質抽出液(エタノール:エーテル=3:1)1ml中に乾燥させたレンズを入れて10分以上浸漬し、レンズに吸着している脂質を抽出させた。脂質抽出液0.5mlを取り、新しい15mlの遠沈管(PP製)に入れ、約70℃で加温しながら窒素ガスで溶媒を除去させた。 Next, the dried lens was placed in 1 ml of a lipid extract (ethanol: ether = 3: 1) and immersed for 10 minutes or longer to extract the lipid adsorbed on the lens. 0.5 ml of the lipid extract was taken, put into a new 15 ml centrifuge tube (manufactured by PP), and the solvent was removed with nitrogen gas while heating at about 70 ° C.
 次に残留物に0.05mlの無水エタノール及び、2.5mlの濃硫酸を加えて、90℃の湯浴で30分間処理した。 Next, 0.05 ml of absolute ethanol and 2.5 ml of concentrated sulfuric acid were added to the residue and treated in a 90 ° C. hot water bath for 30 minutes.
 室温まで放冷した後、0.4mlを採取し、新しい遠沈管(PP製)に移し、6mlのバニリン溶液(0.6(w/v)%のバニリン水溶液:リン酸=1:4)を加えて、37℃の湯浴で遮光下15分間処理し、このサンプルを96wellマルチプレートに200μlずつアプライし、分光光度計にて540nmにおける吸光度を測定した。 After standing to cool to room temperature, 0.4 ml was collected, transferred to a new centrifuge tube (PP), and 6 ml of vanillin solution (0.6 (w / v)% vanillin aqueous solution: phosphoric acid = 1: 4) was added. In addition, the sample was treated in a 37 ° C. water bath for 15 minutes under light shielding, 200 μl of each sample was applied to a 96-well multiplate, and the absorbance at 540 nm was measured with a spectrophotometer.
 なお、0.6(w/v)%のバニリン水溶液は、バニリン0.6gを8mlの無水エタノールで溶解したものを、蒸留水で100mlにメスアップしたものである。 The 0.6 (w / v)% vanillin aqueous solution is obtained by dissolving 0.6 g of vanillin with 8 ml of absolute ethanol and making up to 100 ml with distilled water.
 次いで、同様の手順でオリーブ油を指標物質として作製した検量線を使用して、コンタクトレンズへの脂質の吸着量を求めた。以上の結果を表7に示す。 Next, the amount of lipid adsorbed on the contact lens was determined using a calibration curve prepared using olive oil as an indicator substance in the same procedure. The results are shown in Table 7.
 (実施例2-2)
 酢酸ビニル-ビニルピロリドン共重合体(大阪有機化学工業(株)製、商品名:アコーンM、分子量約70000)を0.2g(濃度:0.1(w/v)%)使用したこと以外は、上述の実施例2-1と同様にして、試験用コンタクトレンズを作製した。その後、上述の実施例2-1と同様にして、脂質吸着試験を行った。以上の結果を表7に示す。
(Example 2-2)
Except for using 0.2 g (concentration: 0.1 (w / v)%) of vinyl acetate-vinylpyrrolidone copolymer (manufactured by Osaka Organic Chemical Industry Co., Ltd., trade name: Acorn M, molecular weight of about 70000). A test contact lens was manufactured in the same manner as in Example 2-1 described above. Thereafter, a lipid adsorption test was conducted in the same manner as in Example 2-1. The results are shown in Table 7.
 (実施例2-3)
 酢酸ビニル-ビニルピロリドン共重合体を(BASFジャパン(株)製、商品名:Luviskol(登録商標)VA64P、VP/VA比:60/40、分子量約50000~60000)0.1g(濃度:0.1(w/v)%)使用したこと以外は、上述の実施例2-1と同様にして、試験用コンタクトレンズを作製した。その後、上述の実施例2-1と同様にして、脂質吸着試験を行った。以上の結果を表7に示す。
(Example 2-3)
0.1 g (concentration: 0.005%) of vinyl acetate-vinylpyrrolidone copolymer (manufactured by BASF Japan Ltd., trade name: Luviskol (registered trademark) VA64P, VP / VA ratio: 60/40, molecular weight of about 50000-60000). 1 (w / v)%) A test contact lens was produced in the same manner as in Example 2-1 described above except that 1 (w / v)% was used. Thereafter, a lipid adsorption test was conducted in the same manner as in Example 2-1. The results are shown in Table 7.
 (実施例2-4)
 酢酸ビニル-ビニルピロリドン共重合体(BASFジャパン(株)製、商品名:Luviskol(登録商標)VA73E、VP/VA比:70/30、分子量40000~60000)1g(濃度:0.5(w/v)%)を使用したこと以外は、上述の実施例2-1と同様にして、試験用コンタクトレンズを作製した。その後、上述の実施例2-1と同様にして、脂質吸着試験を行った。以上の結果を表7に示す。
(Example 2-4)
1 g (concentration: 0.5 (w / w), vinyl acetate-vinyl pyrrolidone copolymer (manufactured by BASF Japan Ltd., trade name: Luviskol (registered trademark) VA73E, VP / VA ratio: 70/30, molecular weight 40000-60000)) A test contact lens was produced in the same manner as in Example 2-1 except that v)%) was used. Thereafter, a lipid adsorption test was conducted in the same manner as in Example 2-1. The results are shown in Table 7.
 (実施例2-5)
 酢酸ビニル-ビニルピロリドン共重合体(BASFジャパン(株)製、商品名:Luviskol(登録商標)VA73E、VP/VA比:70/30、分子量40000~60000)を0.2g(濃度:0.1(w/v)%)使用したこと以外は、上述の実施例2-1と同様にして、試験用コンタクトレンズを作製した。その後、上述の実施例2-1と同様にして、脂質吸着試験を行った。以上の結果を表7に示す。
(Example 2-5)
0.2 g (concentration: 0.1) of vinyl acetate-vinylpyrrolidone copolymer (manufactured by BASF Japan Ltd., trade name: Luviskol (registered trademark) VA73E, VP / VA ratio: 70/30, molecular weight 40000-60000) (W / v)%) A test contact lens was produced in the same manner as in Example 2-1 except that it was used. Thereafter, a lipid adsorption test was conducted in the same manner as in Example 2-1. The results are shown in Table 7.
 (比較例2-1)
 作製したコンタクトレンズ用組成物の代わりに、上述の酢酸ビニル-ビニルピロリドン共重合体を含有していない組成物を使用し、上述の実施例2-1と同様にして、試験用コンタクトレンズを作製した。その後、上述の実施例2-1と同様にして、脂質吸着試験を行った。以上の結果を表7に示す。
(Comparative Example 2-1)
In place of the prepared contact lens composition, a test contact lens was prepared in the same manner as in Example 2-1 using a composition not containing the above-mentioned vinyl acetate-vinyl pyrrolidone copolymer. did. Thereafter, a lipid adsorption test was conducted in the same manner as in Example 2-1. The results are shown in Table 7.
Figure JPOXMLDOC01-appb-T000007
Figure JPOXMLDOC01-appb-T000007
 表7に示すように、実施例2-1~2-5のいずれのコンタクトレンズ用組成物においても、酢酸ビニル-ビニルピロリドン共重合体を含有していない比較例2-1に比し、約10~30%の脂質の吸着を抑制することができることが判る。 As shown in Table 7, in any of the contact lens compositions of Examples 2-1 to 2-5, as compared with Comparative Example 2-1, which did not contain a vinyl acetate-vinylpyrrolidone copolymer, It can be seen that the adsorption of 10-30% lipid can be suppressed.
 また、実施例2-1~2-5のいずれのコンタクトレンズ用組成物も、脂質が特に付着しやすいシリコーンハイドロゲルレンズに対して、極めて優れた脂質吸着抑制効果を発揮することができることが判る。 In addition, it can be seen that any of the contact lens compositions of Examples 2-1 to 2-5 can exhibit an extremely excellent lipid adsorption inhibitory effect on a silicone hydrogel lens to which lipids particularly easily adhere. .
 [試験3 摩擦試験]
 (実施例3-1)
 (コンタクトレンズ用組成物の作製、および試験用コンタクトレンズの作製)
 滅菌した精製水100gに、酢酸ビニル-ビニルピロリドン共重合体(大阪有機化学工業(株)製、商品名:アコーンM、分子量約70000)0.2g(濃度:0.1(w/v)%)、界面活性剤であるポリソルベート80(0.1g、濃度:0.1(w/v)%)、緩衝剤であるリン酸水素ナトリウム12水和物(和光純薬(株)製)0.5993g(濃度:0.5993(w/v)%)、リン酸2水素ナトリウム2水和物(和光純薬(株)製)0.0528g(濃度:0.0528(w/v)%)、及び等張化剤である塩化ナトリウム(和光純薬(株)製)0.83g(濃度:0.83(w/v)%)を添加して溶解させて、コンタクトレンズ用組成物を作製した。なお、作製したコンタクトレンズ用組成物のpHは7.4であった。
[Test 3 Friction test]
Example 3-1
(Preparation of contact lens composition and preparation of test contact lens)
To 100 g of sterilized purified water, 0.2 g (concentration: 0.1 (w / v)%) of vinyl acetate-vinylpyrrolidone copolymer (manufactured by Osaka Organic Chemical Industry Co., Ltd., trade name: Acorn M, molecular weight of about 70,000) ), Polysorbate 80 as a surfactant (0.1 g, concentration: 0.1 (w / v)%), sodium hydrogen phosphate 12 hydrate as a buffer (manufactured by Wako Pure Chemical Industries, Ltd.) 5993 g (concentration: 0.5993 (w / v)%), sodium dihydrogen phosphate dihydrate (manufactured by Wako Pure Chemical Industries, Ltd.) 0.0528 g (concentration: 0.0528 (w / v)%), And 0.88 g (concentration: 0.83 (w / v)%) of sodium chloride (made by Wako Pure Chemical Industries, Ltd.), which is an isotonic agent, was added and dissolved to prepare a composition for contact lenses. . The prepared contact lens composition had a pH of 7.4.
 次に、市販のオマフィルコンA(omafilconA)レンズ(クーパービジョン社製、商品名:プロクリアワンデー)を使用し、オートクレーブ処理を行わないこと以外は実施例1-1と同様の処理を行い、試験用コンタクトレンズを作製した。 Next, using a commercially available omafilcon A lens (manufactured by Cooper Vision Co., Ltd., trade name: Pro Clear One Day), the same treatment as in Example 1-1 was carried out except that the autoclave treatment was not performed. A contact lens was prepared.
 (摩擦試験)
 次に、静動摩擦測定機であるトライボマスター(トリニティーラボ(株)製、商品名:TL201S)を用いて、試験用コンタクトレンズの動摩擦係数を測定した。
(Friction test)
Next, the dynamic friction coefficient of the test contact lens was measured using a tribomaster (manufactured by Trinity Lab Co., Ltd., trade name: TL201S) which is a static friction measuring machine.
 具体的には、接触子に試験対象のコンタクトレンズを固着させ、移動テーブルに人工皮革を貼付し、さらに、その上に生理食塩水(大塚製薬工場(株)製)を約15ml滴下した。そして、その上にコンタクトレンズを固着させた接触子を固定し、摩擦感テスターを50gの荷重を加えた状態で、2.0mm/秒の速度で移動させ、移動開始から10秒後の動摩擦係数を測定した。なお、接触子としてはR接触子を使用した。 Specifically, the contact lens to be tested was fixed to a contactor, artificial leather was attached to a moving table, and about 15 ml of physiological saline (manufactured by Otsuka Pharmaceutical Factory Co., Ltd.) was dropped thereon. Then, a contact having a contact lens fixed thereon is fixed, and the friction tester is moved at a speed of 2.0 mm / sec with a load of 50 g applied, and the dynamic friction coefficient 10 seconds after the start of the movement. Was measured. An R contact was used as the contact.
 そして、測定したデータを、Condition catcher Model(九州共販(株)製、商品名:MPL-10A-128)を用いてコンピュータへ転送し、動摩擦係数の平均値を求めた。以上の結果を表8に示す(N=3)。 Then, the measured data was transferred to a computer using a Condition catcher Model (manufactured by Kyushu Kyodo Co., Ltd., trade name: MPL-10A-128), and the average value of the dynamic friction coefficients was obtained. The above results are shown in Table 8 (N = 3).
 なお、動摩擦係数の平均値は、上記コンタクトレンズの角結膜表面における摩擦の度合いを示しており、摩擦が高いほど装用感が悪化することを示す。 The average value of the dynamic friction coefficient indicates the degree of friction on the keratoconjunctival surface of the contact lens, and the higher the friction, the worse the wearing feeling.
 (比較例3-1)
 作製したコンタクトレンズ用組成物の代わりに、上述の酢酸ビニル-ビニルピロリドン共重合体を含有していない組成物を使用し、上述の実施例3-1と同様にして、試験用コンタクトレンズを作製した。その後、上述の3-1と同様にして、摩擦試験を行った。以上の結果を表8に示す。
(Comparative Example 3-1)
A test contact lens was prepared in the same manner as in Example 3-1 above, using a composition not containing the above-mentioned vinyl acetate-vinylpyrrolidone copolymer instead of the prepared contact lens composition. did. Thereafter, a friction test was performed in the same manner as in the above-described 3-1. Table 8 shows the above results.
 (実施例3-2)
 上述の実施例3-1と同様にして、コンタクトレンズ用組成物を作製した。その後、市販のコンタクトレンズとして、バラフィルコンA(BalafilconA)レンズ(ボシュロム社製、商品名:メダリストフレッシュフィット)を使用して試験用コンタクトレンズを作製したこと以外は、上述の実施例3-1と同様にして、摩擦試験を行った。以上の結果を表9に示す。
(Example 3-2)
A contact lens composition was produced in the same manner as in Example 3-1. Then, as a commercially available contact lens, a test contact lens was prepared using a Balafilcon A lens (trade name: Medalist Fresh Fit, manufactured by Bosch Lomm), and the above Example 3-1 was used. Similarly, a friction test was performed. The above results are shown in Table 9.
 (比較例3-2)
 作製したコンタクトレンズ用組成物の代わりに、上述の酢酸ビニル-ビニルピロリドン共重合体を含有していない組成物を使用するとともに、市販のコンタクトレンズとして、バラフィルコンA(BalafilconA)レンズ(ボシュロム社製、商品名:メダリストフレッシュフィット)を使用したこと以外は実施例3-1と同様にして、試験用コンタクトレンズを作製した。その後上述の3-1と同様にして、摩擦試験を行った。以上の結果を表9に示す。
(Comparative Example 3-2)
Instead of the prepared contact lens composition, a composition not containing the above-mentioned vinyl acetate-vinyl pyrrolidone copolymer was used, and as a commercially available contact lens, a Balafilcon A lens (manufactured by Bosch Lom) A test contact lens was produced in the same manner as in Example 3-1, except that (trade name: Medalist Fresh Fit) was used. Thereafter, a friction test was conducted in the same manner as in the above-described 3-1. The above results are shown in Table 9.
 (実施例3-3)
 上述の実施例3-1と同様にして、コンタクトレンズ用組成物を作製した。その後、市販のコンタクトレンズとして、ロトラフィルコンB(LotrafilconB)レンズ(チバビジョン社製、商品名:エアオプティクスアクア)を使用して試験用コンタクトレンズを作製したこと以外は、上述の実施例3-1と同様にして、摩擦試験を行った。以上の結果を表10に示す。
(Example 3-3)
A contact lens composition was produced in the same manner as in Example 3-1. Subsequently, Example 3-1, except that a test contact lens was produced using a Lotrafilcon B lens (manufactured by Ciba Vision, trade name: Air Optics Aqua) as a commercially available contact lens. Similarly, a friction test was performed. Table 10 shows the above results.
 (比較例3-3)
 作製したコンタクトレンズ用組成物の代わりに、上述の酢酸ビニル-ビニルピロリドン共重合体を含有していない組成物を使用するとともに、市販のコンタクトレンズとして、ロトラフィルコンB(LotrafilconB)レンズ(チバビジョン社製、商品名:エアオプティクスアクア)を使用して試験用コンタクトレンズを作製したこと以外は実施例3-1と同様にして、試験用コンタクトレンズを作製した。その後、上述の3-1と同様にして、摩擦試験を行った。以上の結果を表10に示す。
(Comparative Example 3-3)
A composition not containing the above-mentioned vinyl acetate-vinylpyrrolidone copolymer is used in place of the prepared contact lens composition, and a lotafilcon B lens (manufactured by Ciba Vision) is used as a commercially available contact lens. A test contact lens was manufactured in the same manner as in Example 3-1, except that a test contact lens was manufactured using a product name: Air Optics Aqua. Thereafter, a friction test was performed in the same manner as in the above-described 3-1. Table 10 shows the above results.
Figure JPOXMLDOC01-appb-T000008
Figure JPOXMLDOC01-appb-T000008
Figure JPOXMLDOC01-appb-T000009
Figure JPOXMLDOC01-appb-T000009
Figure JPOXMLDOC01-appb-T000010
Figure JPOXMLDOC01-appb-T000010
 表8~表10に示すように、実施例3-1~3-3のいずれのコンタクトレンズに適用した場合においても、酢酸ビニル-ビニルピロリドン共重合体を含有していることによって、酢酸ビニル-ビニルピロリドン共重合体を含有していない比較例3-1~3-3に比し、約15~35%の摩擦を抑制することができることが判る。 As shown in Tables 8 to 10, when applied to any of the contact lenses of Examples 3-1 to 3-3, the vinyl acetate-vinyl pyrrolidone copolymer was contained. It can be seen that about 15 to 35% of friction can be suppressed as compared with Comparative Examples 3-1 to 3-3 not containing a vinylpyrrolidone copolymer.
 特に、実施例3-1から判るように、本発明のコンタクトレンズ用組成物は、グループIIに分類されるソフトコンタクトレンズ(オマフィルコンAレンズ)レンズに対して、極めて優れた摩擦抑制効果を発揮することが判る。 In particular, as can be seen from Example 3-1, the composition for contact lenses of the present invention exhibits an extremely excellent friction suppressing effect on soft contact lenses (Omafilcon A lenses) lenses classified as Group II. I know that
 [試験4 ヒト装用時の使用感評価及び、ヒト装用後レンズの摩擦試験]
 (実施例4)
 (コンタクトレンズ用組成物の作製、および試験用コンタクトレンズの作製)
 滅菌した精製水100gに、酢酸ビニル-ビニルピロリドン共重合体(大阪有機化学工業(株)製、商品名:アコーンM、分子量約70000)0.02g(濃度:0.01(w/v)%)、清涼化剤であるl-メントール0.002g(濃度:0.002(w/v)%)、界面活性剤であるステアリン酸ポリオキシル40(0.1g、濃度:0.1(w/v)%)及びプルロニックP123(0.1g、0.1(w/v)%)、緩衝剤であるリン酸水素ナトリウム12水和物(和光純薬(株)製)0.5993g(濃度:0.5993(w/v)%)、リン酸2水素ナトリウム2水和物(和光純薬(株)製)0.0528g(濃度:0.0528(w/v)%)、及び等張化剤である塩化ナトリウム(和光純薬(株)製)0.83g(濃度:0.83(w/v)%)を添加して溶解させて、コンタクトレンズ用組成物を作製した。なお、作製したコンタクトレンズ用組成物のpHは7.4であった。
[Test 4: Evaluation of feeling when worn with humans and friction test of lenses after human wearing]
Example 4
(Preparation of contact lens composition and preparation of test contact lens)
In 100 g of sterilized purified water, 0.02 g (concentration: 0.01 (w / v)%) of vinyl acetate-vinylpyrrolidone copolymer (manufactured by Osaka Organic Chemical Industry Co., Ltd., trade name: Acorn M, molecular weight of about 70,000) ), L-menthol as a cooling agent, 0.002 g (concentration: 0.002 (w / v)%), polyoxyl stearate 40 as a surfactant (0.1 g, concentration: 0.1 (w / v) )%) And Pluronic P123 (0.1 g, 0.1 (w / v)%), sodium hydrogen phosphate dodecahydrate (manufactured by Wako Pure Chemical Industries, Ltd.) 0.5993 g (concentration: 0) .5993 (w / v)%), sodium dihydrogen phosphate dihydrate (manufactured by Wako Pure Chemical Industries, Ltd.) 0.0528 g (concentration: 0.0528 (w / v)%), and tonicity agent Sodium chloride (Wako Pure Chemical Industries, Ltd.) 0.83 g (concentration: 0.83 (w / )%) Dissolved was added to prepare a contact lens composition. The prepared contact lens composition had a pH of 7.4.
 次に、市販のオマフィルコンA(omafilconA)レンズ(クーパービジョン社製、商品名:プロクリアワンデー)を用意した。次に、このコンタクトレンズを包装容器から取り出し、取り出したコンタクトレンズを、リン酸緩衝剤含有生理食塩水(フィルター滅菌済み)で洗浄したあと、コンタクトレンズを、十分量のリン酸緩衝剤含有生理食塩水(フィルター滅菌済み)に浸漬させ、一晩放置した。 Next, a commercially available omafilcon A lens (trade name: Pro Clear One Day, manufactured by Cooper Vision Co., Ltd.) was prepared. Next, this contact lens is taken out from the packaging container, and the taken out contact lens is washed with a phosphate buffer-containing physiological saline (filter sterilized), and then the contact lens is washed with a sufficient amount of phosphate buffer-containing physiological saline. It was immersed in water (filter sterilized) and left overnight.
 次に、上記のコンタクトレンズ用組成物を乾熱滅菌したバイアル(ガラス製、容量10ml)に2ml充填し、リン酸緩衝剤含有生理食塩水から取り出したコンタクトレンズを浸漬させた。そして、バイアル瓶を密封し、室温にて168時間保存し、試験用コンタクトレンズを作製した。 Next, 2 ml of a vial (made of glass, volume 10 ml) sterilized by dry heat was filled with the above contact lens composition, and the contact lens taken out from the phosphate buffer-containing physiological saline was immersed therein. The vial was then sealed and stored at room temperature for 168 hours to produce a test contact lens.
 (比較例4)
 作製したコンタクトレンズ用組成物の代わりに、酢酸ビニル-ビニルピロリドン共重合体及びl-メントールを含有していない組成物を使用したこと以外は、上述の実施例4と同様にして、試験用コンタクトレンズ用組成物を作製した。
(Comparative Example 4)
Test contact in the same manner as in Example 4 except that a composition containing no vinyl acetate-vinyl pyrrolidone copolymer and l-menthol was used instead of the prepared contact lens composition. A lens composition was prepared.
 (ヒト装用方法)
 次に、3名の健常人に対して、右眼に実施例4において作製した試験用コンタクトレンズを装用させるとともに、左眼に比較例4において作製した試験用コンタクトレンズを装用させた。また、翌日、同じ健常人に対して、右眼に比較例4において作製した試験用コンタクトレンズを装用させるとともに、左眼に実施例4において作製した試験用コンタクトレンズを装用させた。
(Human wearing method)
Next, three healthy persons were allowed to wear the test contact lens prepared in Example 4 in the right eye and the test contact lens prepared in Comparative Example 4 in the left eye. On the next day, the same healthy person was worn with the test contact lens produced in Comparative Example 4 in the right eye and the test contact lens produced in Example 4 in the left eye.
 (使用感評価)
 装用直後、及び装用して8時間経過後に、VAS法(Visual Analogue Scale:視覚的評価スケール)を使用して、下記の評価項目(乾燥感、上瞼にひっかかる感じ、下瞼にひっかかる感じ、レンズが引きあがる感じ、レンズが張り付く感じ、及び異物感)について評価した。具体的には、評価時点において、被験者が感じられる上記の各評価項目について、それぞれ118mmの線が引いてある自覚症状調査シートに、感じられない場合を0mm、感じられる場合を59mm、強く感じられる場合を118mmとして、被験者が感じた症状の部分にチェックしてもらい、自覚症状のスコアとして、この長さ(mm)を測定し、これを各症状のスコアとした。
(Usage evaluation)
Immediately after wearing, and 8 hours after wearing, using the VAS method (Visual Analogue Scale), the following evaluation items (feeling of dryness, feeling of catching on upper eyelid, feeling of catching on lower eyelid, feeling of catching on lower eyelid, lens The feeling of pulling up, the feeling of sticking the lens, and the feeling of foreign matter) were evaluated. Specifically, at the time of evaluation, for each of the evaluation items felt by the subject, the subjective symptom survey sheet with a 118 mm line drawn feels 0 mm when not felt, 59 mm when felt, and strongly felt. The case was set at 118 mm, and the symptom felt by the subject was checked, and the length (mm) was measured as the subjective symptom score, and this was used as the score for each symptom.
 評価は、試験日の2日間実施し、評価項目毎に3名(6眼)のスコア平均値を算出することにより、各症状の評価を行った。以上の結果を表11に示す。 Evaluation was carried out for 2 days on the test day, and each symptom was evaluated by calculating the average score of 3 persons (6 eyes) for each evaluation item. Table 11 shows the above results.
Figure JPOXMLDOC01-appb-T000011
Figure JPOXMLDOC01-appb-T000011
 (摩擦試験)
 上述の試験3(摩擦試験)と同様の方法で、ヒトが8時間装用した後の試験用コンタクトレンズについて、動摩擦係数を求めた。その結果を表12に示す。
(Friction test)
The coefficient of dynamic friction was determined for the test contact lens after the human had worn for 8 hours by the same method as Test 3 (friction test) described above. The results are shown in Table 12.
Figure JPOXMLDOC01-appb-T000012
Figure JPOXMLDOC01-appb-T000012
 表11に示すように、酢酸ビニル-ビニルピロリドン共重合体及びl-メントールを含有している実施例4は、装用直後及び、装用して8時間後のいずれの場合も、酢酸ビニル-ビニルピロリドン共重合体を含有していない比較例4に比し、評価対象である全ての項目において、自覚症状スコアが低下し、自覚症状を改善することができることが判る。 As shown in Table 11, Example 4 containing vinyl acetate-vinyl pyrrolidone copolymer and l-menthol was vinyl acetate-vinyl pyrrolidone both immediately after wearing and 8 hours after wearing. It can be seen that the subjective symptom score is lowered and the subjective symptom can be improved in all items to be evaluated as compared with Comparative Example 4 which does not contain a copolymer.
 特に、装用直後のみならず、装用して8時間経過後であっても、装用によって発生する装用感の悪化を顕著に低下させ、優れた装用感を持続させることができることが判る。 In particular, it can be seen that not only immediately after wearing but also after 8 hours of wearing, the deterioration of wearing feeling caused by wearing can be remarkably reduced and excellent wearing feeling can be maintained.
 さらに、表12に示すように、実際にヒトが装用したコンタクトレンズを用いて摩擦を評価した場合も、コンタクトレンズ表面における摩擦が優位に改善されていた(n=6、P<0.05、paired t test)。このことから、ヒトがコンタクトレンズを装用する場合においても、長時間にわたって摩擦が発生しにくく、優れた装用感を保つことができることが判る。 Furthermore, as shown in Table 12, when the friction was evaluated using a contact lens actually worn by a human, the friction on the contact lens surface was significantly improved (n = 6, P <0.05, paired t test). From this, it can be seen that even when a human wears a contact lens, friction is unlikely to occur for a long time, and an excellent wearing feeling can be maintained.
 [試験5 角膜上皮細胞におけるムチン発現評価]
 (実施例5-1)
 (試料調製)
 酢酸ビニル-ビニルピロリドン共重合体(大阪有機化学工業(株)製、商品名:アコーンM、分子量約70000)を濃度:0.01(w/v)%となるようにDMEM/F12(Invitrogen社)培地に溶解した。
[Test 5: Evaluation of mucin expression in corneal epithelial cells]
Example 5-1
(Sample preparation)
A vinyl acetate-vinylpyrrolidone copolymer (manufactured by Osaka Organic Chemical Industry Co., Ltd., trade name: Acorn M, molecular weight of about 70,000) was adjusted to a concentration of 0.01 (w / v)% by DMEM / F12 (Invitrogen). ) Dissolved in the medium.
 (ムチン産生評価)
 角膜上皮細胞株HCE-T(理化学研究所 バイオリソースセンター)を、6 well plate(コーニング社)に3.0×10細胞/ウェルで播種し、37℃、5%CO、湿度90%の条件でコンフルエントになるまで培養した。
(Evaluation of mucin production)
Corneal epithelial cell line HCE-T (RIKEN BioResource Center) is seeded at 6 × 10 5 plate (Corning) at 3.0 × 10 5 cells / well, under conditions of 37 ° C., 5% CO 2 and 90% humidity. Incubated until confluent.
 次に、上記で調製した試料を、培養した角膜上皮細胞株に2mlずつ添加して、37℃、5%CO、湿度90%の条件にて24時間保存した。 Next, 2 ml of the sample prepared above was added to the cultured corneal epithelial cell line, and stored for 24 hours at 37 ° C., 5% CO 2 , and 90% humidity.
 その後、RNeasy Mini Kit(QIAGEN社)を用いて細胞内のtotal RNAを単離した。そして、膜型ムチン(MUC16)のmRNA発現量を、ABI PRISM7000 Sequence Detection System(アプライドバイオシステムズ社)を用いて、定量的リアルタイムPCR法により定量した。以上の結果を表13に示す。 Thereafter, total RNA in the cell was isolated using RNeasy Mini Kit (QIAGEN). Then, the mRNA expression level of the membrane type mucin (MUC16) was quantified by quantitative real-time PCR method using ABI PRISM7000 Sequence Detection System (Applied Biosystems). The above results are shown in Table 13.
 (実施例5-2)
 酢酸ビニル-ビニルピロリドン共重合体(大阪有機化学工業(株)製、商品名:アコーンM、分子量約70000)を濃度:0.01(w/v)%、l-メントール(予めDMSOで濃度:1(W/V)%となるように溶解したもの)をl-メントールの濃度が0.0002(W/V)%となるようにDMEM/F12(Invitrogen社)培地に溶解した。
(Example 5-2)
Vinyl acetate-vinyl pyrrolidone copolymer (manufactured by Osaka Organic Chemical Industry Co., Ltd., trade name: Acorn M, molecular weight of about 70000), concentration: 0.01 (w / v)%, l-menthol (concentration in DMSO in advance: 1 (W / V)%) was dissolved in DMEM / F12 (Invitrogen) medium so that the concentration of l-menthol was 0.0002 (W / V)%.
 この試料を用いて上述の実施例5-1と同様にして、膜型ムチン(MUC16)のmRNA発現量の定量を行った。以上の結果を表13に示す。 Using this sample, the mRNA expression level of membrane mucin (MUC16) was quantified in the same manner as in Example 5-1 described above. The above results are shown in Table 13.
 (実施例5-3)
 酢酸ビニル-ビニルピロリドン共重合体(大阪有機化学工業(株)製、商品名:アコーンM、分子量約70000)を濃度:0.01(w/v)%、l-メントール(予め、DMSOで濃度:1(w/v)%となるように溶解したもの)をl-メントールの濃度が0.002(w/v)%となるようにDMEM/F12(Invitrogen社)培地に溶解した。
(Example 5-3)
Vinyl acetate-vinyl pyrrolidone copolymer (manufactured by Osaka Organic Chemical Industry Co., Ltd., trade name: Acorn M, molecular weight of about 70,000), concentration: 0.01 (w / v)%, l-menthol (concentrated in DMSO in advance) : 1 (w / v)%) was dissolved in DMEM / F12 (Invitrogen) medium so that the concentration of l-menthol was 0.002 (w / v)%.
 この試料を用いて上述の実施例5-1と同様にして、膜型ムチン(MUC16)のmRNA発現量の定量を行った。以上の結果を表13に示す。 Using this sample, the mRNA expression level of membrane mucin (MUC16) was quantified in the same manner as in Example 5-1 described above. The above results are shown in Table 13.
 (比較例5)
 酢酸ビニル-ビニルピロリドン共重合体及びl-メントールを含有しない角膜上皮細胞株を使用したこと以外は、上述の実施例5-1と同様にして、膜型ムチン(MUC16)のmRNA発現量の定量を行った。以上の結果を表13に示す。
(Comparative Example 5)
Quantification of mRNA expression level of membrane mucin (MUC16) in the same manner as in Example 5-1, except that a corneal epithelial cell line containing no vinyl acetate-vinyl pyrrolidone copolymer and l-menthol was used. Went. The above results are shown in Table 13.
Figure JPOXMLDOC01-appb-T000013
Figure JPOXMLDOC01-appb-T000013
 表13に示すように、酢酸ビニル-ビニルピロリドン共重合体を含有している実施例5-1では、酢酸ビニル-ビニルピロリドン共重合体を含有していない比較例5に比し、膜型ムチンの発現量が増加していることが判る。 As shown in Table 13, the membrane type mucin in Example 5-1 containing the vinyl acetate-vinyl pyrrolidone copolymer was compared with Comparative Example 5 not containing the vinyl acetate-vinyl pyrrolidone copolymer. It can be seen that the expression level of is increased.
 また、酢酸ビニル-ビニルピロリドン共重合体とl-メントールを含有している実施例5-2~5―3においては、膜型ムチンの発現量が飛躍的に増加していることが判る。 In addition, in Examples 5-2 to 5-3 containing vinyl acetate-vinyl pyrrolidone copolymer and l-menthol, it can be seen that the expression level of membrane-type mucin is dramatically increased.
 [試験6 コンタクトレンズの澄明性評価]
 (実施例6-1)
 滅菌した精製水100gに、酢酸ビニル-ビニルピロリドン共重合体(BASF製、商品名:Luviskol(登録商標)VA73E、VP/VA比:70/30、分子量約40000~60000)2g(濃度:1(w/v)%)、緩衝剤であるリン酸水素ナトリウム12水和物(和光純薬(株)製)0.5993g(濃度:0.5993(w/v)%)、リン酸2水素ナトリウム2水和物(和光純薬(株)製)0.0528g(濃度:0.0528(w/v)%)、及び等張化剤である塩化ナトリウム(和光純薬(株)製)0.83g(濃度:0.83(w/v)%)を添加して溶解させて、コンタクトレンズ用組成物を作製した。なお、作製したコンタクトレンズ用組成物のpHは7.4であった。
[Test 6 Evaluation of contact lens clarity]
Example 6-1
To 100 g of sterilized purified water, 2 g of a vinyl acetate-vinylpyrrolidone copolymer (manufactured by BASF, trade name: Luviskol (registered trademark) VA73E, VP / VA ratio: 70/30, molecular weight of about 40000-60000) (concentration: 1 ( w / v)%), sodium hydrogen phosphate 12 hydrate as a buffering agent (manufactured by Wako Pure Chemical Industries, Ltd.) 0.5993 g (concentration: 0.5993 (w / v)%), sodium dihydrogen phosphate Dihydrate (manufactured by Wako Pure Chemical Industries, Ltd.) 0.0528 g (concentration: 0.0528 (w / v)%) and sodium chloride as an isotonic agent (manufactured by Wako Pure Chemical Industries, Ltd.) 83 g (concentration: 0.83 (w / v)%) was added and dissolved to prepare a contact lens composition. The prepared contact lens composition had a pH of 7.4.
 次に、市販のオマフィルコンAレンズ(クーパービジョン社製、商品名:プロクリアワンデー)を用意した。次に、このコンタクトレンズを包装容器から取り出し、取り出したコンタクトレンズをリン酸緩衝剤含有生理食塩水(塩化ナトリウム濃度:0.83(w/v)%、リン酸水素ナトリウム12水和物濃度:0.5993(w/v)%、リン酸二水素ナトリウム2水和物濃度:0.0528(w/v)%)で洗浄した後、十分量のリン酸緩衝剤含有生理食塩水に浸漬させ、一晩放置した。 Next, a commercially available Omafilcon A lens (manufactured by Cooper Vision, trade name: Pro Clear One Day) was prepared. Next, this contact lens is taken out from the packaging container, and the taken out contact lens is a phosphate buffer-containing physiological saline (sodium chloride concentration: 0.83 (w / v)%, sodium hydrogenphosphate dodecahydrate concentration: 0.5993 (w / v)%, sodium dihydrogen phosphate dihydrate concentration: 0.0528 (w / v)%), and then immersed in a sufficient amount of phosphate buffered saline. , Left overnight.
 次に、PFA(テトラフルオロエチレン-パーフルオロアルキルビニルエーテル共重合体)容器に、作製したコンタクトレンズ用組成物(4ml)を入れた。リン酸緩衝剤含有生理食塩水からコンタクトレンズを取り出し、このコンタクトレンズを、リン酸緩衝剤含有生理食塩水で濯いだ後、リントフリーの不織布を使用してコンタクトレンズの水分を除去した。 Next, the prepared contact lens composition (4 ml) was placed in a PFA (tetrafluoroethylene-perfluoroalkyl vinyl ether copolymer) container. After removing the contact lens from the phosphate buffer-containing physiological saline, the contact lens was rinsed with a phosphate buffer-containing physiological saline, and then the moisture of the contact lens was removed using a lint-free nonwoven fabric.
 次に、このコンタクトレンズをコンタクトレンズ用組成物に浸漬して、コンタクトレンズとコンタクトレンズ用組成物を接触させるとともに、コンタクトレンズとコンタクトレンズ用組成物とを密封してオートクレーブ処理(121℃、20分)を行い、室温で120時間、放置した。その後コンタクトレンズを取り出し、目視で状態を観察した。 Next, the contact lens is immersed in the contact lens composition to bring the contact lens into contact with the contact lens composition, and the contact lens and the contact lens composition are sealed and autoclaved (121 ° C., 20 Minutes) and left at room temperature for 120 hours. Thereafter, the contact lens was taken out and visually observed.
 (実施例6-2)
 酢酸ビニル-ビニルピロリドン共重合体(BASF製、商品名:Luviskol(登録商標)VA64P、VP/VA比:60/40、分子量約50000~60000)を2g(濃度:1(w/v)%)使用したこと以外は、上述の実施例6-1と同様にコンタクトレンズを処理し、目視で状態を観察した。
(Example 6-2)
2 g (concentration: 1 (w / v)%) of vinyl acetate-vinylpyrrolidone copolymer (manufactured by BASF, trade name: Luviskol (registered trademark) VA64P, VP / VA ratio: 60/40, molecular weight of about 50,000 to 60,000) Except for the use, the contact lens was treated in the same manner as in Example 6-1 above, and the state was visually observed.
 (実施例6-3)
 酢酸ビニル-ビニルピロリドン共重合体(BASF製、商品名:Luviskol(登録商標)VA55I、VP/VA比:50/50、分子量約70000~80000)を2g(濃度:1(w/v)%)使用したこと以外は、上述の実施例6-1と同様にコンタクトレンズを処理し、目視で状態を観察した。
(Example 6-3)
2 g (concentration: 1 (w / v)%) of vinyl acetate-vinylpyrrolidone copolymer (manufactured by BASF, trade name: Luviskol (registered trademark) VA55I, VP / VA ratio: 50/50, molecular weight of about 70,000 to 80,000) Except for the use, the contact lens was treated in the same manner as in Example 6-1 above, and the state was visually observed.
 (参考試験例6-1)
 酢酸ビニル-ビニルピロリドン共重合体(BASF製、商品名:Luviskol(登録商標)VA37E、VP/VA比:30/70、分子量約80000~100000)を2g(濃度:1(w/v)%)使用したこと以外は、上述の実施例6-1と同様にコンタクトレンズを処理し、目視で状態を観察した。
(Reference Test Example 6-1)
2 g (concentration: 1 (w / v)%) of vinyl acetate-vinylpyrrolidone copolymer (manufactured by BASF, trade name: Luviskol (registered trademark) VA37E, VP / VA ratio: 30/70, molecular weight of about 80,000 to 100,000) Except for the use, the contact lens was treated in the same manner as in Example 6-1 above, and the state was visually observed.
Figure JPOXMLDOC01-appb-T000014
Figure JPOXMLDOC01-appb-T000014
 表14に示すように、実施例6-1~6-3のコンタクトレンズ用組成物を使用した場合には、コンタクトレンズの状態は澄明に保たれることが確認された。一方、参考試験例6-1の場合には、コンタクトレンズが白濁することが確認された。 As shown in Table 14, when the contact lens compositions of Examples 6-1 to 6-3 were used, it was confirmed that the state of the contact lens was kept clear. On the other hand, in Reference Test Example 6-1, it was confirmed that the contact lens became cloudy.
 以上に説明したように、本発明は、コンタクトレンズとともに包装容器に封入されるパッケージング溶液として用いられるコンタクトレンズ用組成物およびそれを用いたコンタクトレンズパッケージに、特に、有用である。 As described above, the present invention is particularly useful for a contact lens composition used as a packaging solution enclosed in a packaging container together with a contact lens, and a contact lens package using the same.
 1  コンタクトレンズ 
 2  雌型成形用型 
 2a  凹面 
 3  雄型成形用型 
 3a  凸面 
 4  レンズ成形用型 
 5  コンタクトレンズ用の配合物 
 6  紫外線 
 7  コンタクトレンズ用組成物 
 8  包装容器
1 Contact lens
2 Female mold
2a Concave
3 Male mold
3a Convex surface
4 Lens mold
5 Formulations for contact lenses
6 UV
7 Contact lens composition
8 Packaging containers

Claims (16)

  1.  酢酸ビニル-ビニルピロリドン共重合体を含有するコンタクトレンズ用組成物。 A composition for contact lenses containing a vinyl acetate-vinyl pyrrolidone copolymer.
  2.  酢酸ビニル-ビニルピロリドン共重合体における酢酸ビニル/ビニルピロリドンの比率が80/20~20/80であることを特徴とする請求項1に記載のコンタクトレンズ用組成物。 The contact lens composition according to claim 1, wherein the vinyl acetate / vinyl pyrrolidone ratio in the vinyl acetate-vinyl pyrrolidone copolymer is 80/20 to 20/80.
  3.  酢酸ビニル-ビニルピロリドン共重合体の濃度が、0.0001~10(w/v)%であることを特徴とする請求項1または請求項2に記載のコンタクトレンズ用組成物。 3. The contact lens composition according to claim 1, wherein the concentration of the vinyl acetate-vinyl pyrrolidone copolymer is 0.0001 to 10 (w / v)%.
  4.  酢酸ビニル-ビニルピロリドン共重合体の重量平均分子量が、5000~500000であることを特徴とする請求項1~請求項3のいずれか1項に記載のコンタクトレンズ用組成物。 4. The contact lens composition according to claim 1, wherein the vinyl acetate-vinyl pyrrolidone copolymer has a weight average molecular weight of 5,000 to 500,000.
  5.  テルペノイドを更に含有することを特徴とする請求項1~請求項4のいずれか1項に記載のコンタクトレンズ用組成物。 The contact lens composition according to claim 1, further comprising a terpenoid.
  6.  テルペノイドが、メントール、メントン、カンフル、ボルネオール、ゲラニオール、シネオール、シトロネロール、カルボン、アネトール、オイゲノール、リモネン、リナロール、及び酢酸リナリルからなる群より選ばれる少なくとも1種であることを特徴とする請求項5に記載のコンタクトレンズ用組成物。 6. The terpenoid is at least one selected from the group consisting of menthol, menthone, camphor, borneol, geraniol, cineol, citronellol, carvone, anethole, eugenol, limonene, linalool and linalyl acetate. The composition for contact lenses of description.
  7.  コンタクトレンズが、ソフトコンタクトレンズであることを特徴とする請求項1~請求項6のいずれか1項に記載のコンタクトレンズ用組成物。 The contact lens composition according to any one of claims 1 to 6, wherein the contact lens is a soft contact lens.
  8.  コンタクトレンズ用のパッケージング液として用いられることを特徴とする請求項1~請求項7のいずれか1項に記載のコンタクトレンズ用組成物。 The contact lens composition according to any one of claims 1 to 7, wherein the composition is used as a packaging liquid for contact lenses.
  9.  請求項8に記載のコンタクトレンズ用組成物がコンタクトレンズと共に包装容器に収容されたコンタクトレンズパッケージ。 A contact lens package in which the composition for contact lenses according to claim 8 is contained in a packaging container together with the contact lenses.
  10.  請求項8に記載のコンタクトレンズ用組成物と共に包装容器に収容され、パッケージングされたコンタクトレンズ。 A contact lens packaged together with the contact lens composition according to claim 8 in a packaging container.
  11.  コンタクトレンズを、酢酸ビニル-ビニルピロリドンを含有するコンタクトレンズ用組成物に浸漬することによる、該コンタクトレンズへのタンパク質付着抑制方法。 A method for inhibiting protein adhesion to a contact lens by immersing the contact lens in a composition for contact lens containing vinyl acetate-vinyl pyrrolidone.
  12.  コンタクトレンズを、酢酸ビニル-ビニルピロリドンを含有するコンタクトレンズ用組成物に浸漬することによる、該コンタクトレンズへの脂質吸着抑制方法。 A method for suppressing lipid adsorption on a contact lens by immersing the contact lens in a contact lens composition containing vinyl acetate-vinyl pyrrolidone.
  13.  コンタクトレンズを、酢酸ビニル-ビニルピロリドンを含有するコンタクトレンズ用組成物に浸漬することによる、該コンタクトレンズ表面に摩擦低減作用を付与する方法。 A method of imparting a friction reducing action to the surface of the contact lens by immersing the contact lens in a contact lens composition containing vinyl acetate-vinyl pyrrolidone.
  14.  コンタクトレンズを、酢酸ビニル-ビニルピロリドンを含有するコンタクトレンズ用組成物に浸漬することにより、該コンタクトレンズ装用時の潤い感向上作用を該コンタクトレンズに付与する方法。 A method of imparting a moist feeling improving effect to the contact lens when the contact lens is worn by immersing the contact lens in a contact lens composition containing vinyl acetate-vinyl pyrrolidone.
  15.  コンタクトレンズを、酢酸ビニル-ビニルピロリドンを含有するコンタクトレンズ用組成物に浸漬することにより、該コンタクトレンズ装用時の乾燥感低減作用を該コンタクトレンズに付与する方法。 A method for imparting a dry feeling-reducing action to the contact lens by immersing the contact lens in a contact lens composition containing vinyl acetate-vinyl pyrrolidone.
  16.  コンタクトレンズを、酢酸ビニル-ビニルピロリドンを含有するコンタクトレンズ用組成物に浸漬することにより、該コンタクトレンズ装用時の不快感低減作用を該コンタクトレンズに付与する方法。 A method for imparting an effect of reducing discomfort during wearing of the contact lens by immersing the contact lens in a contact lens composition containing vinyl acetate-vinyl pyrrolidone.
PCT/JP2014/002067 2013-04-12 2014-04-10 Contact lens composition, and contact lens package using same WO2014167862A1 (en)

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Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2002219162A (en) * 2000-11-16 2002-08-06 Senju Pharmaceut Co Ltd Unheated disinfectant for soft contact lens
JP2003057610A (en) * 2001-08-09 2003-02-26 Ophtecs Corp Liquid composition for contact lens
WO2011102356A1 (en) * 2010-02-16 2011-08-25 東レ株式会社 Soft ocular lens having low moisture content and method for producing same
WO2013031020A1 (en) * 2011-09-02 2013-03-07 株式会社メニコン System for improving hydrophilicity of contact lenses and application of same to contact lens packaging

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2002219162A (en) * 2000-11-16 2002-08-06 Senju Pharmaceut Co Ltd Unheated disinfectant for soft contact lens
JP2003057610A (en) * 2001-08-09 2003-02-26 Ophtecs Corp Liquid composition for contact lens
WO2011102356A1 (en) * 2010-02-16 2011-08-25 東レ株式会社 Soft ocular lens having low moisture content and method for producing same
WO2013031020A1 (en) * 2011-09-02 2013-03-07 株式会社メニコン System for improving hydrophilicity of contact lenses and application of same to contact lens packaging

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