JP2000206471A - Cleaning solution for hard contact lenses - Google Patents
Cleaning solution for hard contact lensesInfo
- Publication number
- JP2000206471A JP2000206471A JP342499A JP342499A JP2000206471A JP 2000206471 A JP2000206471 A JP 2000206471A JP 342499 A JP342499 A JP 342499A JP 342499 A JP342499 A JP 342499A JP 2000206471 A JP2000206471 A JP 2000206471A
- Authority
- JP
- Japan
- Prior art keywords
- group
- weight
- component
- hard contact
- cleaning solution
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 238000004140 cleaning Methods 0.000 title claims abstract description 42
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 23
- 239000002245 particle Substances 0.000 claims abstract description 19
- 239000004094 surface-active agent Substances 0.000 claims abstract description 15
- 239000007787 solid Substances 0.000 claims abstract description 14
- 239000002904 solvent Substances 0.000 claims abstract description 12
- 239000000178 monomer Substances 0.000 claims abstract description 11
- 229920001577 copolymer Polymers 0.000 claims abstract description 10
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 7
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims abstract description 6
- 229920002554 vinyl polymer Polymers 0.000 claims abstract description 6
- 229920001519 homopolymer Polymers 0.000 claims abstract description 3
- 229920000642 polymer Polymers 0.000 claims description 29
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 11
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 10
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 claims description 6
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- 239000002736 nonionic surfactant Substances 0.000 claims description 5
- KPPVNWGJXFMGAM-UUILKARUSA-N (e)-2-methyl-1-(6-methyl-3,4-dihydro-2h-quinolin-1-yl)but-2-en-1-one Chemical compound CC1=CC=C2N(C(=O)C(/C)=C/C)CCCC2=C1 KPPVNWGJXFMGAM-UUILKARUSA-N 0.000 claims description 4
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- 125000000217 alkyl group Chemical group 0.000 claims description 4
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- 239000003093 cationic surfactant Substances 0.000 claims description 4
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- RVTZCBVAJQQJTK-UHFFFAOYSA-N oxygen(2-);zirconium(4+) Chemical compound [O-2].[O-2].[Zr+4] RVTZCBVAJQQJTK-UHFFFAOYSA-N 0.000 claims description 3
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- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 claims description 3
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- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 claims description 2
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 2
- 229920003176 water-insoluble polymer Polymers 0.000 claims description 2
- 230000003373 anti-fouling effect Effects 0.000 abstract description 8
- 239000000243 solution Substances 0.000 description 35
- -1 2-ethylhexyl Chemical group 0.000 description 15
- 230000000694 effects Effects 0.000 description 10
- 238000012360 testing method Methods 0.000 description 10
- ZJXZSIYSNXKHEA-UHFFFAOYSA-N ethyl dihydrogen phosphate Chemical compound CCOP(O)(O)=O ZJXZSIYSNXKHEA-UHFFFAOYSA-N 0.000 description 9
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 8
- 238000000034 method Methods 0.000 description 8
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- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 6
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- 238000006116 polymerization reaction Methods 0.000 description 6
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- 239000002202 Polyethylene glycol Substances 0.000 description 5
- 235000014113 dietary fatty acids Nutrition 0.000 description 5
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- 229910052757 nitrogen Inorganic materials 0.000 description 5
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- 229910052708 sodium Inorganic materials 0.000 description 5
- 239000004372 Polyvinyl alcohol Substances 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
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- 238000005406 washing Methods 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
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- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
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- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 239000002504 physiological saline solution Substances 0.000 description 3
- 239000003505 polymerization initiator Substances 0.000 description 3
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 3
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- 229920003169 water-soluble polymer Polymers 0.000 description 3
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- 238000011109 contamination Methods 0.000 description 1
- 238000004925 denaturation Methods 0.000 description 1
- 230000036425 denaturation Effects 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 229940105990 diglycerin Drugs 0.000 description 1
- GPLRAVKSCUXZTP-UHFFFAOYSA-N diglycerol Chemical compound OCC(O)COCC(O)CO GPLRAVKSCUXZTP-UHFFFAOYSA-N 0.000 description 1
- ZPWVASYFFYYZEW-UHFFFAOYSA-L dipotassium hydrogen phosphate Chemical compound [K+].[K+].OP([O-])([O-])=O ZPWVASYFFYYZEW-UHFFFAOYSA-L 0.000 description 1
- 229910000396 dipotassium phosphate Inorganic materials 0.000 description 1
- 235000019797 dipotassium phosphate Nutrition 0.000 description 1
- BNIILDVGGAEEIG-UHFFFAOYSA-L disodium hydrogen phosphate Chemical compound [Na+].[Na+].OP([O-])([O-])=O BNIILDVGGAEEIG-UHFFFAOYSA-L 0.000 description 1
- 229910000397 disodium phosphate Inorganic materials 0.000 description 1
- 235000019800 disodium phosphate Nutrition 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 238000007720 emulsion polymerization reaction Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000005357 flat glass Substances 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 125000003745 glyceroyl group Chemical group C(C(O)CO)(=O)* 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000001307 helium Substances 0.000 description 1
- 229910052734 helium Inorganic materials 0.000 description 1
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
- 230000005661 hydrophobic surface Effects 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 229910001504 inorganic chloride Inorganic materials 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 229910001629 magnesium chloride Inorganic materials 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000010907 mechanical stirring Methods 0.000 description 1
- LOTBYPQQWICYBB-UHFFFAOYSA-N methyl n-hexyl-n-[2-(hexylamino)ethyl]carbamate Chemical compound CCCCCCNCCN(C(=O)OC)CCCCCC LOTBYPQQWICYBB-UHFFFAOYSA-N 0.000 description 1
- XJRBAMWJDBPFIM-UHFFFAOYSA-N methyl vinyl ether Chemical compound COC=C XJRBAMWJDBPFIM-UHFFFAOYSA-N 0.000 description 1
- 239000011859 microparticle Substances 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- 229910000402 monopotassium phosphate Inorganic materials 0.000 description 1
- 235000019796 monopotassium phosphate Nutrition 0.000 description 1
- 229910000403 monosodium phosphate Inorganic materials 0.000 description 1
- 235000019799 monosodium phosphate Nutrition 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-M naphthalene-1-sulfonate Chemical compound C1=CC=C2C(S(=O)(=O)[O-])=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-M 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- GSGDTSDELPUTKU-UHFFFAOYSA-N nonoxybenzene Chemical compound CCCCCCCCCOC1=CC=CC=C1 GSGDTSDELPUTKU-UHFFFAOYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- JRKICGRDRMAZLK-UHFFFAOYSA-L peroxydisulfate Chemical compound [O-]S(=O)(=O)OOS([O-])(=O)=O JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 229920002401 polyacrylamide Polymers 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 239000001103 potassium chloride Substances 0.000 description 1
- 235000011164 potassium chloride Nutrition 0.000 description 1
- 239000001508 potassium citrate Substances 0.000 description 1
- 229960002635 potassium citrate Drugs 0.000 description 1
- QEEAPRPFLLJWCF-UHFFFAOYSA-K potassium citrate (anhydrous) Chemical compound [K+].[K+].[K+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O QEEAPRPFLLJWCF-UHFFFAOYSA-K 0.000 description 1
- 235000011082 potassium citrates Nutrition 0.000 description 1
- GNSKLFRGEWLPPA-UHFFFAOYSA-M potassium dihydrogen phosphate Chemical compound [K+].OP(O)([O-])=O GNSKLFRGEWLPPA-UHFFFAOYSA-M 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 238000003672 processing method Methods 0.000 description 1
- BWJUFXUULUEGMA-UHFFFAOYSA-N propan-2-yl propan-2-yloxycarbonyloxy carbonate Chemical compound CC(C)OC(=O)OOC(=O)OC(C)C BWJUFXUULUEGMA-UHFFFAOYSA-N 0.000 description 1
- 229940024999 proteolytic enzymes for treatment of wounds and ulcers Drugs 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000001226 reprecipitation Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- WIJVUKXVPNVPAQ-UHFFFAOYSA-N silyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)O[SiH3] WIJVUKXVPNVPAQ-UHFFFAOYSA-N 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000001509 sodium citrate Substances 0.000 description 1
- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 1
- AJPJDKMHJJGVTQ-UHFFFAOYSA-M sodium dihydrogen phosphate Chemical compound [Na+].OP(O)([O-])=O AJPJDKMHJJGVTQ-UHFFFAOYSA-M 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 238000010557 suspension polymerization reaction Methods 0.000 description 1
- 239000008399 tap water Substances 0.000 description 1
- 235000020679 tap water Nutrition 0.000 description 1
- OPQYOFWUFGEMRZ-UHFFFAOYSA-N tert-butyl 2,2-dimethylpropaneperoxoate Chemical compound CC(C)(C)OOC(=O)C(C)(C)C OPQYOFWUFGEMRZ-UHFFFAOYSA-N 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- RTKIYNMVFMVABJ-UHFFFAOYSA-L thimerosal Chemical compound [Na+].CC[Hg]SC1=CC=CC=C1C([O-])=O RTKIYNMVFMVABJ-UHFFFAOYSA-L 0.000 description 1
- 229940033663 thimerosal Drugs 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
- 239000004034 viscosity adjusting agent Substances 0.000 description 1
Landscapes
- Eyeglasses (AREA)
- Detergent Compositions (AREA)
Abstract
(57)【要約】 (修正有)
【課題】 ハードコンタクトレンズに付着した汚れを、
簡便なこすり洗いで落とすとともに、防汚性や親水性を
付与するためのハードコンタクトレンズ用洗浄溶液を提
供する。
【解決手段】A成分として下記一般式[I]
具体的には、例えば
[式中、R1は水素原子又はメチル基を示し、nは2〜
4の整数である。]で表されるホスホリルコリン類似基
含有(メタ)アクリレートの単独重合体、若しくは前記
一般式[I]と共重合可能な他のビニルモノマーとの共
重合体0.001〜50重量%と、B成分として、平均
粒径0.1〜10マイクロメーターの固体粒子の研磨剤
0.1〜30重量%と、C成分として界面活性剤0〜4
0重量%と、さらにD成分として溶媒30〜99重量%
とを含むことを特徴とするハードコンタクトレンズ用洗
浄溶液。(57) [Summary] (with correction) [Problem] To remove dirt attached to hard contact lenses
Provided is a cleaning solution for hard contact lenses for removing by simple rubbing and imparting antifouling property and hydrophilicity. A component represented by the following general formula [I]: Specifically, for example, [Wherein, R 1 represents a hydrogen atom or a methyl group;
4 is an integer. A homopolymer of a phosphorylcholine-like group-containing (meth) acrylate represented by the general formula [I], or 0.001 to 50% by weight of a copolymer with another vinyl monomer copolymerizable with the general formula [I]; And 0.1 to 30% by weight of an abrasive of solid particles having an average particle diameter of 0.1 to 10 micrometers, and surfactants 0 to 4 as a C component.
0% by weight, and 30 to 99% by weight of a solvent as D component
A cleaning solution for hard contact lenses, comprising:
Description
【0001】[0001]
【発明の属する技術分野】本発明はハードコンタクトレ
ンズ用洗浄溶液に関する。より詳細にはハードコンタク
トレンズに付着した汚れを洗浄除去し、同時に防汚性や
親水性を付与するためのハードコンタクトレンズ用洗浄
溶液に関するものである。The present invention relates to a cleaning solution for hard contact lenses. More specifically, the present invention relates to a cleaning solution for hard contact lenses for cleaning and removing dirt attached to hard contact lenses, and at the same time, imparting antifouling property and hydrophilicity.
【0002】[0002]
【従来の技術】従来より使用されているコンタクトレン
ズは、非含水性コンタクトレンズと含水性コンタクトレ
ンズに分けることができる。非含水性コンタクトレンズ
としては、ハードコンタクトレンズとソフトコンタクト
レンズが、また含水性コンタクトレンズとしてはソフト
コンタクトレンズが知られている。非含水性コンタクト
レンズは、含水性コンタクトレンズと比較して材料が安
定であり、またそのメンテナンスも容易である。例えば
メチルメタクリレートを主成分とするものや、最近では
眼に対する影響を緩和したシリル系メタクリレートまた
はフッ素系メタクリレートなどを主成分とする高酸素透
過性ハードコンタクトレンズなどが使用されている。2. Description of the Related Art Conventionally used contact lenses can be classified into non-hydrous contact lenses and hydrous contact lenses. Hard contact lenses and soft contact lenses are known as non-hydrous contact lenses, and soft contact lenses are known as hydrous contact lenses. Non-hydrous contact lenses are more stable in material and easier to maintain than hydrous contact lenses. For example, those using methyl methacrylate as a main component, and recently, high oxygen permeable hard contact lenses mainly using silyl methacrylate or fluorine methacrylate whose influence on the eyes is reduced are used.
【0003】しかし非含水性ハードコンタクトレンズ
は、表面が疎水的であるために装用感が劣っており、特
に高酸素透過性ハードコンタクトレンズでは疎水性がよ
り高くなっているために、装用感の低下が著しく、長期
にわたる装用によってタンパク質、脂質、カルシウムな
どの汚れが蓄積しやすいという欠点がある。このため、
これらの汚染物を除去するために界面活性剤やタンパク
質分解酵素などの洗浄剤が良く用いられている。しか
し、汚れの種類やレンズの種類によっては洗浄効果が充
分得られないこともあり、さらに長期にわたって、蓄
積、変性を伴った汚れが付着した場合では除去が難しい
ことが多い。[0003] However, non-hydrous hard contact lenses have poor wearing sensation due to their hydrophobic surface, and particularly high oxygen permeable hard contact lenses have higher hydrophobicity, and thus have a poor wearing sensation. There is a disadvantage that the decrease is remarkable and soil such as proteins, lipids and calcium easily accumulates over a long period of use. For this reason,
Detergents such as surfactants and proteolytic enzymes are often used to remove these contaminants. However, depending on the type of dirt or the type of lens, a sufficient cleaning effect may not be obtained, and it is often difficult to remove dirt with accumulation and denaturation over a long period of time.
【0004】そこで、汚染物を物理的に除去するために
研磨剤を含有させたコンタクトレンズ用クリーナーも提
案されている(特開昭56−6215号公報)。しか
し、一般に研磨剤は比重が大きく、均一にクリーナー中
に分散させることが難しい。このため、増粘剤としてポ
リビニルアルコール、ポリアクリルアミド、ポリビニル
ピロリドン、ヒドロキシエチルセルロース、カルボキシ
メチルセルロース、ポリエチレングリコールなどの水溶
性高分子を加えたり、可溶性塩や界面活性剤の添加によ
って研磨剤の分散性を向上させる工夫がなされている。
しかし、これらのクリーナーは汚れの洗浄除去には有効
であるが、レンズ表面の親水化、防汚性の付与といった
面での効果を得ることはできない。Therefore, a contact lens cleaner containing an abrasive for physically removing contaminants has been proposed (Japanese Patent Application Laid-Open No. 56-6215). However, in general, the abrasive has a large specific gravity, and it is difficult to uniformly disperse the abrasive in the cleaner. For this reason, water-soluble polymers such as polyvinyl alcohol, polyacrylamide, polyvinylpyrrolidone, hydroxyethylcellulose, carboxymethylcellulose, and polyethylene glycol are added as thickeners, and the dispersibility of abrasives is improved by adding soluble salts and surfactants. It is designed to make it work.
However, although these cleaners are effective for cleaning and removing dirt, they cannot obtain the effects of hydrophilizing the lens surface and imparting antifouling properties.
【0005】一方、レンズ表面を親水化し、その装用感
を向上させるという面での方法としては、例えば、ポリ
ビニルアルコール、ヒドロキシエチルセルロース、ポリ
ビニルピロリドンなどの水溶性ポリマーを含有する溶液
にコンタクトレンズを浸す方法が提案されている(特公
昭48−37910号公報)。また米国特許4,42
1,748号明細書においては、ポリビニルアルコール
や可溶性セルロースの生理食塩水溶液からなる人工涙液
による利用などが開示されている。しかし、これらの方
法はいずれも市販されているコンタクトレンズ用洗浄液
でレンズを洗浄すると全く親水性などの効果が無くなっ
てしまう上、コンタクトレンズの親水化、装用感の向上
などに限度がある。また、タンパク質、脂質などの汚れ
の洗浄および付着防止には有効ではない。さらに、特開
平5−107512号公報、特開平6−43407号公
報、特開平7−166154号公報などには、ホスホリ
ルコリン基を有するポリマーを含む溶液を用いる方法が
提案されている。しかし、この方法では汚れの付着を抑
制することはできるが、一度ハードコンタクトレンズに
付着した汚れを洗浄することは必ずしも十分にできな
い。On the other hand, as a method for improving the feeling of wearing the lens surface by making it hydrophilic, for example, a method of immersing a contact lens in a solution containing a water-soluble polymer such as polyvinyl alcohol, hydroxyethylcellulose, polyvinylpyrrolidone, or the like. (Japanese Patent Publication No. 48-37910). U.S. Pat.
No. 1,748 discloses the use of polyvinyl alcohol and soluble cellulose by artificial tears composed of a physiological saline solution. However, in all of these methods, when the lens is washed with a commercially available cleaning solution for contact lenses, the effects such as hydrophilicity are completely lost, and further, there is a limit to hydrophilization of the contact lens, improvement in wearing feeling, and the like. Further, it is not effective for washing and preventing adhesion of dirt such as proteins and lipids. Further, JP-A-5-107512, JP-A-6-43407, and JP-A-7-166154 propose a method using a solution containing a polymer having a phosphorylcholine group. However, although this method can suppress the adhesion of dirt, it cannot always sufficiently clean dirt once adhered to the hard contact lens.
【0006】[0006]
【発明が解決しようとする課題】本発明の目的は、ハー
ドコンタクトレンズに付着した汚れを落とすと同時に、
ハードコンタクトレンズの表面に親水性の付与と装用感
の向上およびタンパク質、脂質などの汚れの付着、沈着
を抑制することのできるハードコンタクトレンズ用洗浄
溶液を提供することにある。SUMMARY OF THE INVENTION It is an object of the present invention to remove dirt attached to a hard contact lens,
It is an object of the present invention to provide a hard contact lens cleaning solution capable of imparting hydrophilicity to a surface of a hard contact lens, improving a feeling of wearing, and suppressing adhesion and deposition of dirt such as proteins and lipids.
【0007】[0007]
【課題を解決するための手段】本発明者らは、上記の問
題点に鑑み、鋭意検討した結果、特定の重合体と研磨
剤、さらに必要に応じて界面活性剤の組み合わせにより
問題点を解決できることを見いだし、本発明を完成し
た。即ち、本発明は、次の(1)および(2)である。 (1)A成分として下記一般式[I]Means for Solving the Problems In view of the above problems, the present inventors have conducted intensive studies, and as a result, have solved the problems by combining a specific polymer and an abrasive, and if necessary, a surfactant. They found what they could do and completed the invention. That is, the present invention includes the following (1) and (2). (1) A component represented by the following general formula [I]
【0008】[0008]
【化3】 Embedded image
【0009】[式中、R1は水素原子又はメチル基を表
し、R2は−(CHR5)m−基又は−(CH2CHR
5O)m−CH2CHR4−基を示し(但し、R5は水素原
子又はメチル基を示し、mは1〜18の整数を示す)、
R3は−(CH2)n−基を示し(但し、nは2〜4の整
数を示す)、R4は炭素数1〜8のアルキル基又はヒド
ロキシアルキル基を示す。]で表されるホスホリルコリ
ン類似基含有(メタ)アクリレートの単独重合体、もし
くは前記一般式[I]と共重合可能な他のビニルモノマ
ーとの共重合体、0.01〜50重量%と、B成分とし
て、平均粒径0.1〜10マイクロメーターの固体粒子
の研磨剤0.1〜30重量%と、C成分として界面活性
剤0〜40重量%と、さらにD成分として溶媒30〜9
9重量%とを含むことを特徴とするハードコンタクトレ
ンズ用洗浄溶液である。[In the formula, R 1 represents a hydrogen atom or a methyl group, and R 2 represents a — (CHR 5 ) m- group or — (CH 2 CHR)
5 O) represents an m-CH 2 CHR 4 — group (provided that R 5 represents a hydrogen atom or a methyl group, and m represents an integer of 1 to 18);
R 3 is - (CH 2) shows the n- group (where, n is an integer of 2 to 4), R 4 represents an alkyl or hydroxyalkyl group having 1 to 8 carbon atoms. A homopolymer of a phosphorylcholine-like group-containing (meth) acrylate or a copolymer with another vinyl monomer copolymerizable with the general formula [I], 0.01 to 50% by weight, and B As components, 0.1 to 30% by weight of an abrasive of solid particles having an average particle diameter of 0.1 to 10 micrometers, 0 to 40% by weight of surfactant as C component, and 30 to 9% of solvent as D component.
A cleaning solution for hard contact lenses, comprising 9% by weight.
【0010】(2)A成分の前記一般式[I]で示され
る化合物が下記一般式[II](2) The compound represented by the general formula [I] of the component A is represented by the following general formula [II]
【0011】[0011]
【化4】 Embedded image
【0012】[式中、R1は水素原子又はメチル基を示
し、nは2〜4の整数を示す)]で表されるホスホリル
コリン類似基含有(メタ)アクリレートであり、かつ、
重合体の重量平均分子量が2,000〜5,000,0
00であり、B成分の平均粒径0.1〜10マイクロメ
ーターの固体粒子の研磨剤が、無機質または有機質であ
り、前記無機質の材料が、アルミナ、シリカ、酸化ジル
コニウム、酸化クロム、酸化鉄、酸化セリウム、カオリ
ン、炭酸カルシウム、炭化ケイ素、酸化チタン、セラミ
ック、ゼオライトおよびダイヤモンドからなる群より選
択される1種以上であり、前記の有機質の材料が、ポリ
メチルメタクリレート、ポリスチレンおよびナイロンの
非水溶性のポリマー微粒子からなる群より選択される1
種以上であり、C成分の界面活性剤が、アニオン系、ノ
ニオン系、カチオン系又は両性系のいずれの界面活性剤
から選択される1種以上であり、さらにD成分の溶媒
が、水、アルコール、ジオール、ポリオールおよびケト
ンからなる群より選択される1種以上である前記のハー
ドコンタクトレンズ用洗浄溶液。Wherein R 1 represents a hydrogen atom or a methyl group, and n represents an integer of 2 to 4), and is a phosphorylcholine-like group-containing (meth) acrylate represented by the formula:
When the weight average molecular weight of the polymer is 2,000 to 5,000,000,
00, the abrasive of solid particles having an average particle diameter of 0.1 to 10 micrometers of the B component is inorganic or organic, and the inorganic material is alumina, silica, zirconium oxide, chromium oxide, iron oxide, At least one selected from the group consisting of cerium oxide, kaolin, calcium carbonate, silicon carbide, titanium oxide, ceramic, zeolite and diamond, wherein the organic material is water-insoluble of polymethyl methacrylate, polystyrene and nylon. 1 selected from the group consisting of polymer fine particles of
Or more, and the surfactant of the C component is at least one selected from anionic, nonionic, cationic and amphoteric surfactants, and the solvent of the D component is water, alcohol, The cleaning solution for hard contact lenses, which is at least one selected from the group consisting of diols, polyols and ketones.
【0013】[0013]
【発明の実施の形態】本発明のハードコンタクトレンズ
用洗浄溶液において共重合体(以下PC重合体と称
す。)を構成する成分として用いる化合物は、ホスホリ
ルコリン類似基を有する(メタ)アクリレートモノマー
である(以下PC(メタ)アクリレートと称す)。前記
PC(メタ)アクリレートとしては、具体的には例え
ば、2−(メタ)アクリロイルオキシエチル−2’−
(トリメチルアンモニオ)エチルホスフェート、3−
(メタ)アクリロイルオキシプロピル−2’−(トリメ
チルアンモニオ)エチルホスフェート、4−(メタ)ア
クリロイルオキシブチル−2’−(トリメチルアンモニ
オ)エチルホスフェート、2−(メタ)アクリロイルオ
キシエチル−2’−(トリエチルアンモニオ)エチルホ
スフェート、2−(メタ)アクリロイルオキシエチル−
2’−(トリブチルアンモニオ)エチルホスフェート、
2−(メタ)アクリロイルオキシエトキシエチル−2’
−(トリメチルアンモニオ)エチルホスフェート、2−
(メタ)アクリロイルオキシジエトキシエチル−2’−
(トリメチルアンモニオ)エチルホスフェート、2−
(メタ)アクリロイルオキシエチル−2’−(2”−ト
リヒドロキシエチルアンモニオ)エチルホスフェートな
どを挙げることができる。入手性などの点から、より好
ましくは2−(メタ)アクリロイルオキシエチル−2’
−(トリメチルアンモニオ)エチルホスフェートが挙げ
られる。さらに好ましくは、2−メタクリロイルオキシ
エチル−2’−(トリメチルアンモニオ)エチルホスフ
ェート(以下、MPCと略す)が挙げられる。このよう
なPC(メタ)アクリレートは、得られるポリマーに水
溶性、防汚染性、固体粒子分散性、親水性などを付与す
ることができる。BEST MODE FOR CARRYING OUT THE INVENTION A compound used as a component constituting a copolymer (hereinafter referred to as a PC polymer) in a cleaning solution for hard contact lenses of the present invention is a (meth) acrylate monomer having a phosphorylcholine-like group. (Hereinafter referred to as PC (meth) acrylate). As the PC (meth) acrylate, specifically, for example, 2- (meth) acryloyloxyethyl-2′-
(Trimethylammonio) ethyl phosphate, 3-
(Meth) acryloyloxypropyl-2 '-(trimethylammonio) ethyl phosphate, 4- (meth) acryloyloxybutyl-2'-(trimethylammonio) ethyl phosphate, 2- (meth) acryloyloxyethyl-2'- (Triethylammonio) ethyl phosphate, 2- (meth) acryloyloxyethyl-
2 ′-(tributylammonio) ethyl phosphate,
2- (meth) acryloyloxyethoxyethyl-2 '
-(Trimethylammonio) ethyl phosphate, 2-
(Meth) acryloyloxydiethoxyethyl-2'-
(Trimethylammonio) ethyl phosphate, 2-
(Meth) acryloyloxyethyl-2 ′-(2 ″ -trihydroxyethylammonio) ethyl phosphate, etc. From the viewpoint of availability and the like, more preferably 2- (meth) acryloyloxyethyl-2 ′.
-(Trimethylammonio) ethyl phosphate. More preferably, 2-methacryloyloxyethyl-2 ′-(trimethylammonio) ethyl phosphate (hereinafter abbreviated as MPC) is exemplified. Such PC (meth) acrylate can impart water solubility, antifouling property, solid particle dispersibility, hydrophilicity, and the like to the obtained polymer.
【0014】A成分のPC重合体は、前記PC(メタ)
アクリレートを単独で重合させたものあるいは、一般式
[I]で表されるPC(メタ)アクリレートとさらに共
重合可能な他のビニルモノマーとを共重合させたポリマ
ーである。共重合可能な他のビニルモノマーとしては、
スチレン、メチルスチレン、メチル(メタ)アクリレー
ト、エチル(メタ)アクリレート、n−ブチル(メタ)
アクリレート、2−エチルヘキシル(メタ)アクリレー
ト、2−ヒドロキシエチル(メタ)アクリレート、ジエ
チレングリコールモノ(メタ)アクリレート、ポリエチ
レングリコールモノ(メタ)アクリレート、グリセロイ
ル(メタ)アクリレート、フッ素含有アルキル(メタ)
アクリレート、シリコン含有(メタ)アクリレート、
(メタ)アクリル酸、(メタ)アクリル酸アミド、N−
ビニルピロリドン、エチルビニルエーテル、n−ブチル
ビニルエーテル、N,N−ジメチル(メタ)アクリルア
ミド、アクリロニトリルなどが挙げられる。これらの1
種ないし2種以上の混合モノマーが好ましく挙げられ
る。The PC polymer of the component A is the above-mentioned PC (meth)
It is a polymer obtained by polymerizing acrylate alone or a polymer obtained by copolymerizing PC (meth) acrylate represented by the general formula [I] and another copolymerizable vinyl monomer. Other copolymerizable vinyl monomers include:
Styrene, methylstyrene, methyl (meth) acrylate, ethyl (meth) acrylate, n-butyl (meth)
Acrylate, 2-ethylhexyl (meth) acrylate, 2-hydroxyethyl (meth) acrylate, diethylene glycol mono (meth) acrylate, polyethylene glycol mono (meth) acrylate, glyceroyl (meth) acrylate, fluorine-containing alkyl (meth)
Acrylate, silicon-containing (meth) acrylate,
(Meth) acrylic acid, (meth) acrylamide, N-
Vinyl pyrrolidone, ethyl vinyl ether, n-butyl vinyl ether, N, N-dimethyl (meth) acrylamide, acrylonitrile and the like can be mentioned. These one
A mixed monomer of two or more species is preferred.
【0015】本発明の該ポリマー中の構成成分である前
記PC(メタ)アクリレートに基づく含有量は、30重
量%以上であり、高い親水性を有するためには50重量
%以上が好ましい。30重量%未満では前記PC(メ
タ)アクリレートの効果が発揮できないので好ましくな
い。また、前記共重合可能なビニルモノマーはポリマー
の親水・疎水性のバランス、材料との相互作用や固体粒
子の分散性を制御するのに有用で、必要に応じて選択し
使用される。The content of the polymer (PC) (meth) acrylate as a component in the polymer of the present invention is at least 30% by weight, and preferably at least 50% by weight in order to have high hydrophilicity. If the amount is less than 30% by weight, the effect of the PC (meth) acrylate cannot be exhibited, which is not preferable. The copolymerizable vinyl monomer is useful for controlling the balance between hydrophilicity and hydrophobicity of the polymer, the interaction with the material, and the dispersibility of the solid particles, and is selected and used as needed.
【0016】前記A成分のPC重合体は、ハードコンタ
クトレンズ用洗浄溶液において、ハードコンタクトレン
ズに親水性および防汚性などを付与することができるが
さらに溶液の粘度調整剤や研磨剤分散剤として作用す
る。The PC polymer of the component A can impart hydrophilicity and antifouling property to a hard contact lens in a cleaning solution for a hard contact lens, but is further used as a viscosity modifier or an abrasive dispersant for the solution. Works.
【0017】A成分の前記PC重合体は、前述の各モノ
マー(単量体)成分をラジカル重合開始剤の存在下、窒
素、二酸化炭素、ヘリウムなどの不活性ガスで置換また
は雰囲気においてラジカル重合、例えば塊状重合、懸濁
重合、乳化重合、溶液重合などの公知の方法により調整
することができる。The above-mentioned PC polymer as the component A is prepared by substituting the above-mentioned respective monomer components with an inert gas such as nitrogen, carbon dioxide, helium or the like in the presence of a radical polymerization initiator, or performing radical polymerization in an atmosphere. For example, it can be adjusted by a known method such as bulk polymerization, suspension polymerization, emulsion polymerization, and solution polymerization.
【0018】前記重合開始剤としては、通常のラジカル
重合開始剤であれば特に限定されるものではないが、例
えば過酸化ベンゾイル、過酸化ラウロイル、ジイソプロ
ピルペルオキシジカーボネート、t−ブチルペルオキシ
−2−エチルヘキサノエート、t−ブチルペルオキシピ
バレート、t−ブチルペルオキシジイソブチレート、ア
ゾビスイソブチロニトリル、アゾビスイソジメチルバレ
ロニトリル、過硫酸塩および過硫酸塩−亜硫酸水素塩系
などを挙げることができる。The polymerization initiator is not particularly limited as long as it is a usual radical polymerization initiator. For example, benzoyl peroxide, lauroyl peroxide, diisopropylperoxydicarbonate, t-butylperoxy-2-ethyl Hexanoate, t-butylperoxypivalate, t-butylperoxydiisobutyrate, azobisisobutyronitrile, azobisisodimethylvaleronitrile, persulfate and persulfate-bisulfite system, etc. it can.
【0019】前記重合開始剤の仕込量は、モノマーに対
して0.0001〜10重量%が好ましく、さらに0.
01〜5重量%が望ましい。また重合温度は20〜10
0℃が好ましく、重合時間は0.5〜72時間が望まし
い。The amount of the polymerization initiator to be charged is preferably 0.0001 to 10% by weight based on the monomer, and more preferably 0.1 to 10% by weight.
It is desirably from 0.01 to 5% by weight. The polymerization temperature is 20 to 10
0 ° C is preferable, and the polymerization time is preferably 0.5 to 72 hours.
【0020】さらに得られるPC重合体の分子量は、重
合温度、重合開始剤および重合度調整剤などの使用量に
よっても異なるが、重量平均分子量で2,000〜5,
000,000が好ましく、特にハードコンタクトレン
ズ溶液への溶解性、溶液の粘度やハードコンタクトレン
ズへの付着性から10,000〜2,000,000が
望ましい。Further, the molecular weight of the obtained PC polymer varies depending on the polymerization temperature, the amount of a polymerization initiator and the amount of a polymerization degree modifier used, but the weight average molecular weight is 2,000 to 5,
It is preferably from 1,000,000 to 2,000,000, particularly from the viewpoint of solubility in a hard contact lens solution, viscosity of the solution and adhesion to a hard contact lens.
【0021】本発明のハードコンタクトレンズ用洗浄溶
液において、前記A成分のPC重合体の含有割合は0.
01〜50重量%、より好ましくは0.05〜30重量
%の範囲である。前記A成分のPC重合体の含有割合が
0.01重量%未満では、前記A成分のポリマーの効果
が不十分で、また50重量%を越えると粘性が高くなり
洗浄などによる除去が難しくなる。In the cleaning solution for a hard contact lens of the present invention, the content of the PC polymer of the component A is 0.1%.
The range is from 01 to 50% by weight, more preferably from 0.05 to 30% by weight. When the content of the PC polymer of the component A is less than 0.01% by weight, the effect of the polymer of the component A is insufficient, and when it exceeds 50% by weight, the viscosity becomes high and removal by washing or the like becomes difficult.
【0022】本発明のハードコンタクトレンズ用洗浄溶
液に用いるB成分の固体粒子の研磨剤としては、無機質
または有機質いずれのものでもよく、無機質の材料とし
てはアルミナ、シリカ、酸化ジルコニウム、酸化クロ
ム、酸化鉄、酸化セリウム、カオリン、炭酸カルシウ
ム、炭化ケイ素、酸化チタン、セラミック、ゼオライ
ト、ダイヤモンドが挙げられ、有機質の材料としてはポ
リメチルメタクリレート、ポリスチレン、ナイロンなど
の非水溶性のポリマー微粒子が挙げられ、これらの1種
ないし2種以上の混合で使用することができる。当該固
体粒子の平均粒径は、0.1〜10マイクロメーター
で、0.1マイクロメーター未満ではハードコンタクト
レンズに対する研磨洗浄効果が不十分で、10マイクロ
メーターを超えると研磨跡が残り易くなり好ましくな
い。また、本発明のハードコンタクトレンズ用洗浄溶液
中の固体粒子の含有量は、0.1〜30重量%の範囲で
あり、0.1重量%未満では研磨洗浄効果が不十分で、
30重量%を超えると洗浄液の流動性が低下して使用し
難くなる。The abrasive for the solid particles of the component B used in the cleaning solution for hard contact lenses of the present invention may be either inorganic or organic. Examples of the inorganic material include alumina, silica, zirconium oxide, chromium oxide, and oxide. Examples include iron, cerium oxide, kaolin, calcium carbonate, silicon carbide, titanium oxide, ceramics, zeolites, and diamonds. Organic materials include water-insoluble polymer fine particles such as polymethyl methacrylate, polystyrene, and nylon. Can be used alone or in combination of two or more. The average particle diameter of the solid particles is 0.1 to 10 micrometers, and if less than 0.1 micrometer, the polishing and cleaning effect on the hard contact lens is insufficient. Absent. Further, the content of the solid particles in the cleaning solution for a hard contact lens of the present invention is in the range of 0.1 to 30% by weight, and when less than 0.1% by weight, the polishing and cleaning effect is insufficient.
If it exceeds 30% by weight, the fluidity of the cleaning liquid is reduced, making it difficult to use.
【0023】本発明のハードコンタクトレンズ用洗浄溶
液のC成分の界面活性剤は、主に材料表面の汚れ除去や
固体研磨剤の分散性向上のために用いられ、当該洗浄溶
液に溶解または分散できるものであれば、特に限定され
るものではない。C成分の界面活性剤としては、アニオ
ン系、ノニオン系、カチオン系又は両性系のいずれの界
面活性剤でもよい。アニオン系界面活性剤としては、例
えば、アルキル硫酸エステルナトリウム、オレフィン硫
酸ナトリウム、アルキルベンゼンスルホン酸ナトリウ
ム、アルキルナフタリンスルホン酸ナトリウム、アシル
メチルタウリン、脂肪酸ナトリウム、ジアルキルスルホ
コハク酸ナトリウム、N−アルキル−N,N−ジメチル
オキシドなどが挙げられる。ノニオン系界面活性剤とし
ては、例えば、ポリオキシエチレンアルキルエーテル、
ポリオキシエチレン脂肪酸エステル、ポリオキシアルキ
ルフェノールエーテル、ソルビタン脂肪酸エステル、ポ
リオキシエチレンソルビタン脂肪酸エステル、ショ糖脂
肪酸エステルなどが挙げられる。カチオン系界面活性剤
としては、例えば、トリメチルアミノエチルアルキルア
ミドハロゲニド、アルキルピリジウム硫酸塩、アルキル
トリメチルアンモニウムハロゲニドなどが挙げられる。
また、両性系界面活性剤としては、例えば、アルキルベ
タイン、アルキルジエチレントリアミノ酢酸などが挙げ
られる。洗浄性からアニオン系又はノニオン系界面活性
剤が好ましい。The surfactant of the C component of the cleaning solution for hard contact lenses of the present invention is mainly used for removing stains on the material surface and improving the dispersibility of the solid abrasive, and can be dissolved or dispersed in the cleaning solution. If it is a thing, it will not be specifically limited. The surfactant of the component C may be any of anionic, nonionic, cationic and amphoteric surfactants. Examples of the anionic surfactant include sodium alkyl sulfate, sodium olefin sulfate, sodium alkyl benzene sulfonate, sodium alkyl naphthalene sulfonate, acyl methyl taurine, sodium fatty acid, sodium dialkyl sulfosuccinate, N-alkyl-N, N- Dimethyl oxide and the like. As nonionic surfactants, for example, polyoxyethylene alkyl ether,
Examples include polyoxyethylene fatty acid esters, polyoxyalkylphenol ethers, sorbitan fatty acid esters, polyoxyethylene sorbitan fatty acid esters, and sucrose fatty acid esters. Examples of the cationic surfactant include trimethylaminoethylalkylamide halogenide, alkylpyridium sulfate, and alkyltrimethylammonium halide.
Examples of the amphoteric surfactant include alkyl betaine and alkyl diethylene triamino acetic acid. Anionic or nonionic surfactants are preferred from the viewpoint of detergency.
【0024】C成分としての界面活性剤の含有量は、0
〜40重量%、好ましくは0.01〜30重量%の範囲
である。界面活性剤の含有量が40重量%を超えるとA
成分のポリマーにより付与されるレンズへの親水性、防
汚性付与の効果が低下してしまう。The content of the surfactant as the component C is 0
-40% by weight, preferably 0.01-30% by weight. When the content of the surfactant exceeds 40% by weight, A
The effect of imparting hydrophilicity and antifouling property to the lens given by the component polymer is reduced.
【0025】本発明のハードコンタクトレンズ用洗浄溶
液は、前記各成分を溶媒に溶解および分散したものであ
る。該溶媒としては、前記A成分のポリマーおよびC成
分の界面活性剤を溶解し、B成分の固体粒子を分散で
き、同時にハードコンタクトレンズに対して影響が少な
く、さらに水などで容易にハードコンタクトレンズから
洗浄除去できる溶媒が要求される。具体的には、例えば
精製水などの水を好ましく挙げることができる。さら
に、メタノール、エタノール、イソプロパノール等のア
ルコール;エチレングリコール、プロピレングリコー
ル、ジエチレングリコール等のグリコール;グリセリ
ン、ジグリセリン、トリグリセリン等のポリオール、ア
セトン等のケトン等が挙げられる。これらの溶媒の1種
ないし2種以上の混合液でも使用することができる。溶
媒の使用量としては、30〜99重量%の範囲である。The cleaning solution for a hard contact lens of the present invention is obtained by dissolving and dispersing the above-mentioned components in a solvent. As the solvent, the polymer of the component A and the surfactant of the component C can be dissolved, and solid particles of the component B can be dispersed. At the same time, the hard contact lens has little influence on the hard contact lens. Requires a solvent that can be washed away. Specifically, for example, water such as purified water can be preferably mentioned. Further, alcohols such as methanol, ethanol and isopropanol; glycols such as ethylene glycol, propylene glycol and diethylene glycol; polyols such as glycerin, diglycerin and triglycerin, and ketones such as acetone are included. A mixture of one or more of these solvents can also be used. The amount of the solvent used is in the range of 30 to 99% by weight.
【0026】本発明のハードコンタクトレンズ用洗浄溶
液を調整する場合は、A成分のポリマーそのまま、ある
いはポリマーの溶液と、B成分の固体粒子とC成分の界
面活性剤とを所定の溶媒中に10〜80℃の温度で添加
し、撹拌機、乳化機、高速分散機や超音波分散機などの
機械的なかき混ぜにより10分〜3時間分散・溶解させ
て得ることができる。When preparing the cleaning solution for a hard contact lens of the present invention, the polymer of the component A as it is or the solution of the polymer, the solid particles of the component B and the surfactant of the component C are mixed in a predetermined solvent. It can be obtained by adding at a temperature of 8080 ° C. and dispersing and dissolving for 10 minutes to 3 hours by mechanical stirring such as a stirrer, emulsifier, high-speed disperser or ultrasonic disperser.
【0027】本発明のハードコンタクトレンズ用洗浄溶
液には前記成分の他に、固体粒子の研磨剤の分散性を調
整するために、無機塩化物を加えることができる。これ
らは特に限定されるものではないが、例えば塩化ナトリ
ウム、塩化カリウム、塩化マグネシウム又はこれらの混
合物などを好ましく挙げることができる。また、溶液の
pHを調整するために緩衝剤を加えることもできる。こ
れらは特に限定されるものではないが、例えば塩酸、酢
酸、クエン酸、水酸化ナトリウム;ホウ酸、ホウ酸砂な
どのホウ酸塩;リン酸一ナトリウム、リン酸二ナトリウ
ム、リン酸一カリウム、リン酸二カリウムなどのリン酸
塩;クエン酸カリウム、クエン酸ナトリウムなどのクエ
ン酸塩;およびトリス(ヒドロキシメチル)アミノメタ
ン又はこれらの混合物などを好ましく挙げることができ
る。In addition to the above-mentioned components, an inorganic chloride can be added to the cleaning solution for hard contact lenses of the present invention in order to adjust the dispersibility of the abrasive of solid particles. These are not particularly limited, but preferably include, for example, sodium chloride, potassium chloride, magnesium chloride or a mixture thereof. Also, a buffer may be added to adjust the pH of the solution. These are not particularly limited, for example, hydrochloric acid, acetic acid, citric acid, sodium hydroxide; boric acid, borate salts such as boric acid sand; monosodium phosphate, disodium phosphate, monopotassium phosphate, Phosphates such as dipotassium phosphate; citrates such as potassium citrate and sodium citrate; and tris (hydroxymethyl) aminomethane or a mixture thereof can be preferably exemplified.
【0028】さらに、溶液の安定性などのために、エチ
レンジアミンテトラ酢酸、シクロヘキサンジアミンテト
ラ酢酸およびこれらのアルカリ金属塩などのキレート
剤;クロロブタノール、塩化ベンザルコニウム、チメロ
ザール、グルコン酸クロルヘキシジン溶液、パラオキシ
安息香酸エステルなどの防腐剤;粘度を調整するために
ポリエチレングリコール、ポリプロピレングリコール、
ポリビニルアルコール、ポリビニルピロリドン、カルボ
キシメチルセルロース、エチレンオキサイドとプロピレ
ンオキサイドのブロック共重合体、無水マレイン酸とメ
チルビニルエーテルの共重合体などの水溶性のポリマー
も加えることができる。Further, for the stability of the solution and the like, chelating agents such as ethylenediaminetetraacetic acid, cyclohexanediaminetetraacetic acid and alkali metal salts thereof; chlorobutanol, benzalkonium chloride, thimerosal, chlorhexidine gluconate solution, paraoxybenzoate Preservatives such as acid esters; polyethylene glycol, polypropylene glycol,
Water-soluble polymers such as polyvinyl alcohol, polyvinyl pyrrolidone, carboxymethyl cellulose, a block copolymer of ethylene oxide and propylene oxide, and a copolymer of maleic anhydride and methyl vinyl ether can also be added.
【0029】本発明のハードコンタクトレンズ用洗浄溶
液の使用方法としては、該ハードコンタクトレンズ用洗
浄溶液をハードコンタクトレンズに滴下または塗布し、
手の指や布などで室温下、10秒〜10分程度こすり、
さらに水、生理食塩水および適当な洗浄液などで濯ぐこ
とにより、ハードコンタクトレンズの汚れを除去して、
表面を親水化し、さらにタンパク質、脂質などの汚れが
付着、沈着などしないように防止することができる。こ
の効果を利用して、ハードコンタクトレンズの汚れの除
去以外にも、眼鏡レンズ、自動車、電車等の乗り物のガ
ラス、窓ガラス、カメラレンズ、鏡などの材料にも表面
洗浄液として使用することができる。As a method of using the cleaning solution for hard contact lenses of the present invention, the cleaning solution for hard contact lenses is dropped or applied to the hard contact lens.
Rub with a finger or cloth at room temperature for about 10 seconds to 10 minutes,
Further, by rinsing with water, physiological saline and a suitable cleaning solution, the stains on the hard contact lens are removed,
It can hydrophilize the surface and further prevent dirt such as proteins and lipids from adhering and depositing. By utilizing this effect, it can be used as a surface cleaning liquid for materials such as spectacle lenses, glass for vehicles such as cars and trains, window glasses, camera lenses, and mirrors, in addition to removing dirt from hard contact lenses. .
【0030】[0030]
【発明の効果】本発明のハードコンタクトレンズ用洗浄
溶液によれば、汚れたハードコンタクトレンズをこすり
洗浄し、さらに水などで濯いだり、拭き取りという簡単
な操作で、付着したタンパク質、脂質やカルシウムなど
表面の汚れを洗浄除去でき、レンズの濡れ性付与、汚れ
の付着・固着が防止できる。According to the cleaning solution for hard contact lenses of the present invention, the adhered proteins, lipids and calcium can be removed by a simple operation of rubbing and cleaning a dirty hard contact lens, rinsing with water or wiping. For example, it is possible to wash and remove dirt on the surface, and to impart wettability to the lens and prevent adhesion and fixation of dirt.
【0031】[0031]
【実施例】以下、本発明を参考例および実施例により詳
細に説明するが、本発明はこれらに限定されるものでは
ない。 合成例1 2−メタクリロイルオキシエチル−2’−(トリメチル
アンモニオ)エチルホスフェート(MPC)50gとア
ゾビスイソブチロニトリル(AIBN)0.025gを
エタノール溶媒100gに溶解し、反応器に入れ窒素置
換した後、恒温槽にて50℃、10時間重合させた。重
合終了後、エタノール・ジイソプロピルエーテル系の混
合溶媒を用いて再沈精製し、真空乾燥させて重合体を得
た。重合体の収率は92重量%で、ポリエチレングリコ
ールを標準物質としてGPC分析より求めた重量平均分
子量は550,000であった。EXAMPLES Hereinafter, the present invention will be described in detail by reference examples and examples, but the present invention is not limited to these examples. Synthesis Example 1 50 g of 2-methacryloyloxyethyl-2 ′-(trimethylammonio) ethyl phosphate (MPC) and 0.025 g of azobisisobutyronitrile (AIBN) were dissolved in 100 g of ethanol solvent, and the solution was placed in a reactor and replaced with nitrogen. After that, polymerization was carried out at 50 ° C. for 10 hours in a thermostat. After completion of the polymerization, reprecipitation purification was performed using a mixed solvent of ethanol and diisopropyl ether, followed by vacuum drying to obtain a polymer. The yield of the polymer was 92% by weight, and the weight average molecular weight determined by GPC analysis using polyethylene glycol as a standard substance was 550,000.
【0032】合成例2 MPC50gの代わりに、MPC45gとn−ブチルメ
タクリレート(BMA)5gを用いた以外は、合成例1
と同様にして共重合体を得た。重合体の収率は95重量
%で、GPC分析により求めた重量平均分子量は61
0,000であった。さらに得られた重合体の元素分析
によりBMAの含有量は、10.5重量%と確認した。Synthesis Example 2 Synthesis Example 1 except that 45 g of MPC and 5 g of n-butyl methacrylate (BMA) were used instead of 50 g of MPC.
A copolymer was obtained in the same manner as described above. The yield of the polymer was 95% by weight, and the weight average molecular weight determined by GPC analysis was 61%.
It was 0000. Further, the elemental analysis of the obtained polymer confirmed that the content of BMA was 10.5% by weight.
【0033】ハードコンタクトレンズテストピースの作
成 トリス(トリメチルシロキシ)シリルプロピルメタクリ
レート40g、トリフルオロエチルメタクリレート30
g、メチルメタクリレート10g、トリエチレングリコ
ールジメタクリレート15g、メタクリル酸5gおよび
アゾビスイソブチロニトリル0.2gを試験管に注入
し、窒素置換の後密封し、60℃で24時間かけて試験
管内の原料モノマーを加熱硬化させ、無色透明の重合物
を得た。得られた重合物を通常の加工方法により、切
削、研磨し、所定形状のハードコンタクトレンズテスト
ピースを作成した。Preparation of Hard Contact Lens Test Piece Tris (trimethylsiloxy) silylpropyl methacrylate 40 g, trifluoroethyl methacrylate 30
g, 10 g of methyl methacrylate, 15 g of triethylene glycol dimethacrylate, 5 g of methacrylic acid and 0.2 g of azobisisobutyronitrile were injected into a test tube, sealed after replacement with nitrogen, and kept at 60 ° C. for 24 hours in the test tube. The raw material monomer was cured by heating to obtain a colorless and transparent polymer. The obtained polymer was cut and polished by a usual processing method to prepare a hard contact lens test piece having a predetermined shape.
【0034】実施例1、2 合成例1および合成例2で得られた各々共重合体5g、
2マイクロメーターのシリカ微粒子としてアエロジル
{日本アエロジル(株)}5gを精製水40gに入れ、
高速ディスパーザーで10分間かき混ぜた。その後さら
に50gの精製水を加え、10分間かき混ぜて、洗浄液
を得た。洗浄液は、以下の方法により評価した。組成お
よび評価結果を表1に示した。Examples 1 and 2 5 g of each of the copolymers obtained in Synthesis Examples 1 and 2,
5 g of Aerosil (Nippon Aerosil Co., Ltd.) as silica microparticles of 2 micrometers is added to 40 g of purified water,
Stir for 10 minutes with high speed disperser. Thereafter, 50 g of purified water was further added, and the mixture was stirred for 10 minutes to obtain a washing solution. The cleaning liquid was evaluated by the following method. The composition and the evaluation results are shown in Table 1.
【0035】(1)洗浄力;アルブミン0.39重量
%、リゾチーム0.17重量%、γ−グロブリン0.1
1重量%およびオレイン酸0.1重量%を含む生理食塩
水中に、ハードコンタクトレンズテストピースを60℃
で24時間浸漬し、レンズを汚染させた。このレンズに
上記の洗浄液を2〜3滴つけ1分間こすり洗浄後、流水
で濯いだ。この洗浄前後のテストピースの動的接触角を
動的接触角測定器{オリエンテック(株)社製}を用い
て測定した。前進角によりレンズの親水性を評価した。(1) Detergency: albumin 0.39% by weight, lysozyme 0.17% by weight, γ-globulin 0.1
Hard contact lens test pieces were placed in a saline solution containing 1% by weight and 0.1% by weight of oleic acid at 60 ° C.
For 24 hours to contaminate the lens. Two or three drops of the above cleaning solution were applied to the lens, rubbed for 1 minute, and then rinsed with running water. The dynamic contact angle of the test piece before and after the cleaning was measured using a dynamic contact angle measuring device (manufactured by Orientec Co., Ltd.). The advancing angle evaluated the hydrophilicity of the lens.
【0036】(2)防汚染性;汚染前のハードコンタク
トレンズテストピースと、汚染レンズの洗浄後のものを
アルブミン0.39重量%、リゾチーム0.17重量
%、γ−グロブリン0.11重量%およびオレイン酸
0.1重量%を含む生理食塩水中に60℃で24時間浸
漬した後、水道水で洗浄し、1%ドデシル硫酸ナトリウ
ム{和光純薬工業(株)製}水溶液でレンズからタンパ
ク質を剥離させ、その溶液中のタンパク量をマイクロB
CAキット(ピアス社製)を用いて測定し、その蛋白質
の除去率(%)として表に示した。(2) Antifouling property: Hard contact lens test piece before contamination, and after cleaning of the contaminated lens, 0.39% by weight of albumin, 0.17% by weight of lysozyme, 0.11% by weight of γ-globulin And immersed in physiological saline containing 0.1% by weight of oleic acid at 60 ° C. for 24 hours, washed with tap water, and washed protein from the lens with an aqueous solution of 1% sodium dodecyl sulfate {manufactured by Wako Pure Chemical Industries, Ltd.} Peel off and measure the amount of protein in the solution to micro B
The measurement was performed using a CA kit (manufactured by Pierce), and the results are shown in the table as the protein removal rate (%).
【0037】実施例3、4 合成例1および合成例2で得られた各々共重合体5g、
3マイクロメーターのアルミナ微粒子(Univers
al社製)5gおよび界面活性剤としてポリエチレング
リコールノニルフェニルエーテル1g{日本油脂(株)
製ノニオンNS−210}を精製水40gに入れ、1m
m径のガラスビーズ30gで10分間かき混ぜた。その
後さらに50gの精製水を加え、10分間かき混ぜて、
洗浄液を得た。洗浄液は、実施例1、2と同様の方法で
評価した。Examples 3 and 4 5 g of each of the copolymers obtained in Synthesis Examples 1 and 2
3 micrometer alumina fine particles (Univers
al) and 1 g of polyethylene glycol nonylphenyl ether as a surfactant (Nippon Oil & Fats Co., Ltd.)
Nonion NS-210} is put in 40 g of purified water, and 1 m
The mixture was stirred with 30 g of m-diameter glass beads for 10 minutes. Then add another 50 g of purified water and stir for 10 minutes.
A washing solution was obtained. The cleaning liquid was evaluated in the same manner as in Examples 1 and 2.
【0038】比較例1 合成例1および合成例2で得られた共重合体を使用しな
い以外、実施例1、2と全く同様の方法で洗浄液を調製
し、ハードコンタクトレンズテストピースを処理して評
価を行った。結果を表1に合わせて示した。Comparative Example 1 A cleaning solution was prepared in exactly the same manner as in Examples 1 and 2, except that the copolymers obtained in Synthesis Examples 1 and 2 were not used, and a hard contact lens test piece was treated. An evaluation was performed. The results are shown in Table 1.
【0039】比較例2 合成例1および合成例2で得られた共重合体を使用しな
い以外、実施例3、4と全く同様の方法で洗浄液を調製
し、ハードコンタクトレンズテストピースを処理して評
価を行った。結果を表1に合わせて示した。Comparative Example 2 A cleaning solution was prepared in exactly the same manner as in Examples 3 and 4 except that the copolymers obtained in Synthesis Examples 1 and 2 were not used, and a hard contact lens test piece was treated. An evaluation was performed. The results are shown in Table 1.
【0040】[0040]
【表1】 [Table 1]
【0041】以上実施例および比較例の結果より以下の
ことが見いだされた。汚れを付着させたハードコンタク
トレンズテストピースは実施例1〜4の洗浄液による処
理により接触角は著しく低下し、洗浄力、防汚性に効果
が見られる。比較例1、2では、接触角の低下は少な
く、また防汚染性について効果は見られない。The following were found from the results of the examples and comparative examples. The contact angle of the hard contact lens test piece to which dirt is adhered is significantly reduced by the treatment with the cleaning liquids of Examples 1 to 4, and the detergency and antifouling effect are seen. In Comparative Examples 1 and 2, the decrease in the contact angle was small, and no effect was observed on the anti-staining property.
───────────────────────────────────────────────────── フロントページの続き (72)発明者 石原 一彦 東京都小平市上水本町3−16−37 (72)発明者 中林 宣男 千葉県松戸市小金原5−6−20 Fターム(参考) 2H006 DA08 DA09 4H003 AC11 BA10 DA16 EA25 EB28 ED02 FA05 ──────────────────────────────────────────────────続 き Continuing on the front page (72) Inventor Kazuhiko Ishihara 3-16-37, Josuihonmachi, Kodaira-shi, Tokyo (72) Inventor Norio Nakabayashi 5-6-20 Koganehara, Matsudo-shi, Chiba F-term (reference) 2H006 DA08 DA09 4H003 AC11 BA10 DA16 EA25 EB28 ED02 FA05
Claims (2)
(CHR5)m−基又は−(CH2CHR5O)m−CH2
CHR5−基を示し(但し、R5は水素原子又はメチル基
を示し、mは1〜18の整数を示す。)、R3は−(C
H2)n−基を示し(但し、nは2〜4の整数を示
す)、R4は炭素数1〜8のアルキル基又はヒドロキシ
アルキル基を示す。]で表されるホスホリルコリン類似
基含有(メタ)アクリレートの単独重合体、若しくは前
記一般式[I]と共重合可能な他のビニルモノマーとの
共重合体0.01〜50重量%と、B成分として、平均
粒径0.1〜10マイクロメーターの固体粒子の研磨剤
0.1〜30重量%と、C成分として界面活性剤0〜4
0重量%と、D成分として溶媒30〜99重量%とを含
むことを特徴とするハードコンタクトレンズ用洗浄溶
液。1. A compound represented by the following general formula [I]: [Wherein, R 1 represents a hydrogen atom or a methyl group, and R 2 represents-
(CHR 5) m-group or - (CH 2 CHR 5 O) m-CH 2
A CHR 5 — group (where R 5 represents a hydrogen atom or a methyl group, m represents an integer of 1 to 18), and R 3 represents — (C
H 2 ) represents an n-group (where n represents an integer of 2 to 4), and R 4 represents an alkyl group or a hydroxyalkyl group having 1 to 8 carbon atoms. A homopolymer of a phosphorylcholine-like group-containing (meth) acrylate or a copolymer of another vinyl monomer copolymerizable with the general formula [I] in an amount of 0.01 to 50% by weight; And 0.1 to 30% by weight of an abrasive of solid particles having an average particle diameter of 0.1 to 10 micrometers, and surfactants 0 to 4 as a C component.
A cleaning solution for hard contact lenses, comprising 0% by weight and 30 to 99% by weight of a solvent as a D component.
物が下記一般式[II] 【化2】 [式中、R1は水素原子又はメチル基を示し、nは2〜
4の整数である。]で表されるホスホリルコリン類似基
含有(メタ)アクリレートであり、かつ、重合体の重量
平均分子量が2,000〜5,000,000であり、
B成分の平均粒径0.1〜10マイクロメーターの固体
粒子の研磨剤が、無機質または有機質であり、前記無機
質の材料が、アルミナ、シリカ、酸化ジルコニウム、酸
化クロム、酸化鉄、酸化セリウム、カオリン、炭酸カル
シウム、炭化ケイ素、酸化チタン、セラミック、ゼオラ
イトおよびダイヤモンドからなる群より選択される1種
以上であり、前記の有機質の材料がポリメチルメタクリ
レート、ポリスチレンおよびナイロンの非水溶性のポリ
マー微粒子からなる群より選択される1種以上であり、
C成分の界面活性剤が、アニオン系、ノニオン系、カチ
オン系又は両性系のいずれかの界面活性剤から選択され
る1種以上であり、さらにD成分の溶媒が、水、アルコ
ール、ジオール、ポリオールおよびケトンからなる群よ
り選択される1種以上である請求項1記載のハードコン
タクトレンズ用洗浄溶液。2. A compound represented by the above general formula [I] of the component A is represented by the following general formula [II]: [Wherein, R 1 represents a hydrogen atom or a methyl group;
4 is an integer. A phosphorylcholine-like group-containing (meth) acrylate represented by the formula (I), and the polymer has a weight average molecular weight of 2,000 to 5,000,000,
The abrasive of solid particles having an average particle diameter of component B of 0.1 to 10 micrometers is inorganic or organic, and the inorganic material is alumina, silica, zirconium oxide, chromium oxide, iron oxide, cerium oxide, kaolin. And at least one selected from the group consisting of calcium carbonate, silicon carbide, titanium oxide, ceramic, zeolite and diamond, wherein the organic material comprises water-insoluble polymer fine particles of polymethyl methacrylate, polystyrene and nylon. One or more selected from a group,
The surfactant of the component C is at least one selected from anionic, nonionic, cationic and amphoteric surfactants, and the solvent of the component D is water, alcohol, diol, or polyol. The cleaning solution for a hard contact lens according to claim 1, wherein the cleaning solution is at least one selected from the group consisting of ketones and ketones.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP342499A JP2000206471A (en) | 1999-01-08 | 1999-01-08 | Cleaning solution for hard contact lenses |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP342499A JP2000206471A (en) | 1999-01-08 | 1999-01-08 | Cleaning solution for hard contact lenses |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JP2000206471A true JP2000206471A (en) | 2000-07-28 |
Family
ID=11557004
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP342499A Pending JP2000206471A (en) | 1999-01-08 | 1999-01-08 | Cleaning solution for hard contact lenses |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2000206471A (en) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2003005136A (en) * | 2001-06-21 | 2003-01-08 | Nof Corp | Cleaning agent for contact lenses |
| JP2009280778A (en) * | 2008-05-20 | 2009-12-03 | Takaki Yokoyama | Granular diamond-coated soap |
| KR101452947B1 (en) | 2008-03-21 | 2014-10-21 | 제이더블유중외제약 주식회사 | Composition for Cleaning Contact Lenses and Method for Preparing thereof |
| JP2018005209A (en) * | 2016-06-27 | 2018-01-11 | ペガヴィジョン コーポレーションPegavision Corporation | Solution for treating contact lens and contact lens packaging system |
| JP2018005208A (en) * | 2016-06-27 | 2018-01-11 | ペガヴィジョン コーポレーションPegavision Corporation | Solution for treating contact lens |
| US10597540B2 (en) | 2013-05-27 | 2020-03-24 | Jsr Corporation | Surface treatment agent for surface configured from inorganic material, tool and device having modified surface, and method for manufacturing tool and device |
-
1999
- 1999-01-08 JP JP342499A patent/JP2000206471A/en active Pending
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2003005136A (en) * | 2001-06-21 | 2003-01-08 | Nof Corp | Cleaning agent for contact lenses |
| KR101452947B1 (en) | 2008-03-21 | 2014-10-21 | 제이더블유중외제약 주식회사 | Composition for Cleaning Contact Lenses and Method for Preparing thereof |
| JP2009280778A (en) * | 2008-05-20 | 2009-12-03 | Takaki Yokoyama | Granular diamond-coated soap |
| US10597540B2 (en) | 2013-05-27 | 2020-03-24 | Jsr Corporation | Surface treatment agent for surface configured from inorganic material, tool and device having modified surface, and method for manufacturing tool and device |
| JP2018005209A (en) * | 2016-06-27 | 2018-01-11 | ペガヴィジョン コーポレーションPegavision Corporation | Solution for treating contact lens and contact lens packaging system |
| JP2018005208A (en) * | 2016-06-27 | 2018-01-11 | ペガヴィジョン コーポレーションPegavision Corporation | Solution for treating contact lens |
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