JP2017058453A - コンタクトレンズ用組成物 - Google Patents
コンタクトレンズ用組成物 Download PDFInfo
- Publication number
- JP2017058453A JP2017058453A JP2015181792A JP2015181792A JP2017058453A JP 2017058453 A JP2017058453 A JP 2017058453A JP 2015181792 A JP2015181792 A JP 2015181792A JP 2015181792 A JP2015181792 A JP 2015181792A JP 2017058453 A JP2017058453 A JP 2017058453A
- Authority
- JP
- Japan
- Prior art keywords
- contact lens
- contact
- polyvinyl alcohol
- composition
- contact lenses
- 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.)
- Granted
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 58
- 229920002451 polyvinyl alcohol Polymers 0.000 claims abstract description 72
- 239000004372 Polyvinyl alcohol Substances 0.000 claims abstract description 64
- 229920003088 hydroxypropyl methyl cellulose Polymers 0.000 claims abstract description 25
- 235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 claims abstract description 24
- 239000001866 hydroxypropyl methyl cellulose Substances 0.000 claims abstract description 24
- 229960003943 hypromellose Drugs 0.000 claims abstract description 21
- 229920000036 polyvinylpyrrolidone Polymers 0.000 claims abstract description 20
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 claims abstract description 20
- 239000001267 polyvinylpyrrolidone Substances 0.000 claims abstract description 18
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims abstract description 14
- 229960003511 macrogol Drugs 0.000 claims abstract description 14
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 10
- 230000003993 interaction Effects 0.000 claims description 4
- 150000002632 lipids Chemical class 0.000 abstract description 25
- 239000007788 liquid Substances 0.000 abstract description 25
- 239000013049 sediment Substances 0.000 abstract 1
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 66
- -1 methoxyl group Chemical group 0.000 description 36
- 239000000243 solution Substances 0.000 description 28
- 235000002639 sodium chloride Nutrition 0.000 description 25
- 150000003839 salts Chemical class 0.000 description 23
- 230000000052 comparative effect Effects 0.000 description 21
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- 238000012360 testing method Methods 0.000 description 17
- 230000000694 effects Effects 0.000 description 15
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- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 12
- 238000000034 method Methods 0.000 description 12
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- 238000002360 preparation method Methods 0.000 description 8
- 229940079593 drug Drugs 0.000 description 7
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- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- 239000005642 Oleic acid Substances 0.000 description 6
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- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
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- 239000000126 substance Substances 0.000 description 5
- 150000005846 sugar alcohols Polymers 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 4
- 229910019142 PO4 Inorganic materials 0.000 description 4
- 229920002413 Polyhexanide Polymers 0.000 description 4
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- RMRCNWBMXRMIRW-BYFNXCQMSA-M cyanocobalamin Chemical compound N#C[Co+]N([C@]1([H])[C@H](CC(N)=O)[C@]\2(CCC(=O)NC[C@H](C)OP(O)(=O)OC3[C@H]([C@H](O[C@@H]3CO)N3C4=CC(C)=C(C)C=C4N=C3)O)C)C/2=C(C)\C([C@H](C/2(C)C)CCC(N)=O)=N\C\2=C\C([C@H]([C@@]/2(CC(N)=O)C)CCC(N)=O)=N\C\2=C(C)/C2=N[C@]1(C)[C@@](C)(CC(N)=O)[C@@H]2CCC(N)=O RMRCNWBMXRMIRW-BYFNXCQMSA-M 0.000 description 4
- OSVXSBDYLRYLIG-UHFFFAOYSA-N dioxidochlorine(.) Chemical compound O=Cl=O OSVXSBDYLRYLIG-UHFFFAOYSA-N 0.000 description 4
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- XOAAWQZATWQOTB-UHFFFAOYSA-N taurine Chemical compound NCCS(O)(=O)=O XOAAWQZATWQOTB-UHFFFAOYSA-N 0.000 description 4
- 239000002562 thickening agent Substances 0.000 description 4
- HDTRYLNUVZCQOY-UHFFFAOYSA-N α-D-glucopyranosyl-α-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OC1C(O)C(O)C(O)C(CO)O1 HDTRYLNUVZCQOY-UHFFFAOYSA-N 0.000 description 3
- VAZJLPXFVQHDFB-UHFFFAOYSA-N 1-(diaminomethylidene)-2-hexylguanidine Polymers CCCCCCN=C(N)N=C(N)N VAZJLPXFVQHDFB-UHFFFAOYSA-N 0.000 description 3
- FZWBNHMXJMCXLU-UHFFFAOYSA-N 2,3,4,5-tetrahydroxy-6-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyhexanal Chemical compound OC1C(O)C(O)C(CO)OC1OCC1C(O)C(O)C(O)C(OCC(O)C(O)C(O)C(O)C=O)O1 FZWBNHMXJMCXLU-UHFFFAOYSA-N 0.000 description 3
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 description 3
- 239000004475 Arginine Substances 0.000 description 3
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 3
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- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 3
- 229920002307 Dextran Polymers 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
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- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 3
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- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 3
- ODKSFYDXXFIFQN-BYPYZUCNSA-P L-argininium(2+) Chemical compound NC(=[NH2+])NCCC[C@H]([NH3+])C(O)=O ODKSFYDXXFIFQN-BYPYZUCNSA-P 0.000 description 3
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Landscapes
- Eyeglasses (AREA)
Abstract
Description
各ポリビニルアルコール(PVA)の分子量および多分散度の測定は、以下の手順で行った。先ず、各ポリビニルアルコール全体の濃度が0.1w/w(%)となるように、0.1mol/Lの硝酸ナトリウム水溶液に溶解して、それぞれの試験溶液を作製した。そして、各試験溶液を用いてゲルろ過クロマトグラフィ(GPC)を行い、各試験溶液におけるポリビニルアルコールの分子量分布曲線を求めて、重量平均分子量(Mw)および数平均分子量(Mn)を算出した。かかる測定を3回実施して、その平均値を算出することにより、ポリビニルアルコールのMw,Mnを決定した。その後、Mw/Mnを算出して、各ポリビニルアルコールの多分散度を決定した。結果を同じく[表1]、[表2]に示す。なお、比較例7、16、24、32、40、48、56、65、73のコンタクトレンズ組成物に配合されたポリビニルアルコールについての数平均分子量、重量平均分子量、および多分散度は以下の通りとなった。
数平均分子量:28000
重量平均分子量:70000
多分散度:2.5
以下の表3〜表20の組成表に従って、表中の各成分を定法に準じて精製水に溶解したあと、精製水を適量加え、全量を100mLに合わせ、実施例1〜63および比較例1〜74のコンタクトレンズ用組成物を調製した。なお、表中の略語については以下の通りである。
PVA:ポリビニルアルコール
60SH−50: ヒプロメロース(METOLOSE(登録商標)60SH−50;信越化学工業(株)製)
60SH−4000: ヒプロメロース(METOLOSE(登録商標)60SH−4000;信越化学工業(株)製)
65SH−50: ヒプロメロース(METOLOSE(登録商標)65SH−50;信越化学工業(株)製)
65SH−400: ヒプロメロース(METOLOSE(登録商標)65SH−400;信越化学工業(株)製)
65SH−1500: ヒプロメロース(METOLOSE(登録商標)65SH−1500;信越化学工業(株)製)
65SH−4000: ヒプロメロース(METOLOSE(登録商標)65SH−400;信越化学工業(株)製)
TC−5E: ヒプロメロース(METOLOSE(登録商標)65SH−1500;信越化学工業(株)製)
PVP k90: ポビドン(ポリビニルピロリドンK90;東京化成工業(株)製)
マクロゴール6000: マクロゴール(マクロゴール6000;日油(株)製)
先ず、試験レンズとしてシリコーンハイドロゲル製のコンタクトレンズである株式会社メニコン社製「2WEEKメニコンプレミオ」(商品名;ソフトコンタクトレンズグループV)を準備した。試験レンズを各試験溶液4mLに1時間浸漬した後、試験レンズを取り出して、レンズ表面の余分な水分を日本製紙クレシア株式会社製の紙製ウエスである「キムワイプ」(商品名)で軽く拭いた。その後、0.01g/mLのズダンIで染色したオレイン酸(以下、ズダン染色オレイン酸)2mLに10分間浸漬後、試験レンズを取り出して、大過剰のリン酸緩衝生理食塩水(比較例7)で濯いだ。その濯いだ試験レンズ表面の水分を「キムワイプ」に吸水させ、2−プロパノール4mLに35℃で一晩浸漬し、ズダン染色オレイン酸を抽出した。その後、抽出液の478nmの吸光度を測定することにより、試験レンズに吸着したズダン染色オレイン酸の量を測定した。各試験溶液の脂質付着抑制率は以下の式より算出し、以下の判定基準により4段階で評価した。試験結果を[表3]〜[表20]に示す。
脂質付着抑制率(%)={1−(試験溶液の吸光度/比較例7の吸光度)}×100
[判定基準]
◎:90%以上
○:75%以上90%未満
△:50%以上75%未満
×:50%未満
生理食塩水8mL(水層)とズダン着色オレイン酸4mL(油層)から成る疑似涙液を調製し、ガラス製シャーレ(外径32mm×H15mm)に展開した。展開した疑似涙液上面より各試験溶液をスポイトで1滴滴下した。各試験溶液で3回ずつ行った。滴下後すぐに油層が破壊もしくは油層が試験溶液により押し出され、下層である水面が上面から観察できた場合を涙液不安定、油層の破壊もしくは押し出しが確認されず、水層が見えなかった場合を涙液安定と判断した。3回の試験のうち、すべて涙液安定が見られた場合を○、涙液不安定が1回だった場合を△、涙液不安定が2回以上だった場合を×とした。なお、ポジティブコントロールとしてリン酸緩衝生理食塩液(比較例8)、ネガティブコントロールとしてポリビニルアルコールを配合せず、界面活性剤としてポリソルベート80を0.5%配合した試験溶液(比較例9)を設定した。試験結果を[表3]〜[表20]に示す。
ジョンソンエンドジョンソン社製「ワンデーアキュビュー」と株式会社シード社製「シード1DayPureうるおいプラス」のコンタクトレンズ流通保存液(ホウ酸緩衝系)のそれぞれ1mLに各試験溶液100μLを滴下し、滴下後の保存液の様子を目視で確認した。滴下後10分以内に不溶物生成による白濁が確認された場合を×、白濁が確認されなかった場合を〇とした。試験結果を[表3]〜[表20]に示す。
[表21]〜[表23]に記載の処方で、コンタクトレンズ用液剤(処方例1〜30)を調製した。なお、[表21]〜[表23]中、各配合成分の単位は特に指定のないものについては、g/100mLである。更に、処方例には、用途別にコンタクトレンズ装着液、点眼液、コンタクトレンズ保存液、コンタクトレンズすすぎ液、MPS(コンタクトレンズ用多目的液剤)などの処方を示したが、これらはハードコンタクトレンズまたはソフトコンタクトレンズに使用可能である。
Claims (3)
- 多分散度が2.5以上かつ重量平均分子量が30,000以下であるポリビニルアルコールを含むことを特徴とするコンタクトレンズ用組成物。
- さらに、ヒプロメロース、ポリビニルピロリドン及びマクロゴールの何れか1つ以上を含む請求項1に記載のコンタクトレンズ用組成物。
- 多分散度が2.5以上かつ重量平均分子量が30,000以下であるポリビニルアルコールをコンタクトレンズ用組成物に含むことで、当該コンタクトレンズ用組成物に接触するコンタクトレンズ用剤との相互作用を防止する方法。
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