JPWO2020121941A1 - 医療デバイス - Google Patents
医療デバイス Download PDFInfo
- Publication number
- JPWO2020121941A1 JPWO2020121941A1 JP2019568259A JP2019568259A JPWO2020121941A1 JP WO2020121941 A1 JPWO2020121941 A1 JP WO2020121941A1 JP 2019568259 A JP2019568259 A JP 2019568259A JP 2019568259 A JP2019568259 A JP 2019568259A JP WO2020121941 A1 JPWO2020121941 A1 JP WO2020121941A1
- Authority
- JP
- Japan
- Prior art keywords
- medical device
- mass
- meth
- copolymer
- wetting agent
- 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
- 239000000178 monomer Substances 0.000 claims abstract description 60
- 239000000080 wetting agent Substances 0.000 claims abstract description 60
- 229920001577 copolymer Polymers 0.000 claims abstract description 44
- 150000001875 compounds Chemical class 0.000 claims abstract description 39
- 229920001296 polysiloxane Polymers 0.000 claims abstract description 33
- 230000002378 acidificating effect Effects 0.000 claims abstract description 24
- 125000003368 amide group Chemical group 0.000 claims abstract description 21
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 19
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 36
- -1 infusion tube Substances 0.000 claims description 19
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 11
- 125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 claims description 8
- 239000000463 material Substances 0.000 claims description 8
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims description 3
- 239000003937 drug carrier Substances 0.000 claims description 3
- 239000008280 blood Substances 0.000 claims description 2
- 210000004369 blood Anatomy 0.000 claims description 2
- 238000001802 infusion Methods 0.000 claims description 2
- 230000001681 protective effect Effects 0.000 claims description 2
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 29
- 238000000034 method Methods 0.000 description 24
- 239000000203 mixture Substances 0.000 description 18
- 239000007788 liquid Substances 0.000 description 17
- 238000007334 copolymerization reaction Methods 0.000 description 16
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 15
- 125000000217 alkyl group Chemical group 0.000 description 13
- 238000011156 evaluation Methods 0.000 description 13
- 229940088644 n,n-dimethylacrylamide Drugs 0.000 description 12
- 238000006116 polymerization reaction Methods 0.000 description 11
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 10
- 239000000126 substance Substances 0.000 description 10
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 9
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 9
- 125000004432 carbon atom Chemical group C* 0.000 description 9
- 238000004519 manufacturing process Methods 0.000 description 9
- 238000005259 measurement Methods 0.000 description 9
- 239000008055 phosphate buffer solution Substances 0.000 description 9
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 8
- 230000000052 comparative effect Effects 0.000 description 8
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- 238000002834 transmittance Methods 0.000 description 8
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 7
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 7
- 239000008363 phosphate buffer Substances 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
- 230000014759 maintenance of location Effects 0.000 description 5
- YLGYACDQVQQZSW-UHFFFAOYSA-N n,n-dimethylprop-2-enamide Chemical compound CN(C)C(=O)C=C YLGYACDQVQQZSW-UHFFFAOYSA-N 0.000 description 5
- 238000012719 thermal polymerization Methods 0.000 description 5
- MTHSVFCYNBDYFN-UHFFFAOYSA-N anhydrous diethylene glycol Natural products OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 4
- 230000003373 anti-fouling effect Effects 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 4
- 239000003999 initiator Substances 0.000 description 4
- 239000002994 raw material Substances 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- MSXVEPNJUHWQHW-UHFFFAOYSA-N 2-methylbutan-2-ol Chemical compound CCC(C)(C)O MSXVEPNJUHWQHW-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000006096 absorbing agent Substances 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 210000001124 body fluid Anatomy 0.000 description 3
- 239000010839 body fluid Substances 0.000 description 3
- 239000003086 colorant Substances 0.000 description 3
- 210000004087 cornea Anatomy 0.000 description 3
- 238000009616 inductively coupled plasma Methods 0.000 description 3
- OVHHHVAVHBHXAK-UHFFFAOYSA-N n,n-diethylprop-2-enamide Chemical compound CCN(CC)C(=O)C=C OVHHHVAVHBHXAK-UHFFFAOYSA-N 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 150000002978 peroxides Chemical class 0.000 description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
- 229920001223 polyethylene glycol Polymers 0.000 description 3
- 239000003505 polymerization initiator Substances 0.000 description 3
- 230000000717 retained effect Effects 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 238000003860 storage Methods 0.000 description 3
- 125000001424 substituent group Chemical group 0.000 description 3
- 229920002554 vinyl polymer Polymers 0.000 description 3
- DZSVIVLGBJKQAP-UHFFFAOYSA-N 1-(2-methyl-5-propan-2-ylcyclohex-2-en-1-yl)propan-1-one Chemical compound CCC(=O)C1CC(C(C)C)CC=C1C DZSVIVLGBJKQAP-UHFFFAOYSA-N 0.000 description 2
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical group NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 2
- 238000004566 IR spectroscopy Methods 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- 238000005481 NMR spectroscopy Methods 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 229920002125 Sokalan® Polymers 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 239000005456 alcohol based solvent Substances 0.000 description 2
- 238000005452 bending Methods 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 239000003085 diluting agent Substances 0.000 description 2
- 239000004210 ether based solvent Substances 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 238000005227 gel permeation chromatography Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 238000000589 high-performance liquid chromatography-mass spectrometry Methods 0.000 description 2
- 229920001477 hydrophilic polymer Polymers 0.000 description 2
- 150000003951 lactams Chemical class 0.000 description 2
- IIPYXGDZVMZOAP-UHFFFAOYSA-N lithium nitrate Chemical compound [Li+].[O-][N+]([O-])=O IIPYXGDZVMZOAP-UHFFFAOYSA-N 0.000 description 2
- 229910052751 metal Chemical class 0.000 description 2
- 239000002184 metal Chemical class 0.000 description 2
- QPJVMBTYPHYUOC-UHFFFAOYSA-N methyl benzoate Chemical compound COC(=O)C1=CC=CC=C1 QPJVMBTYPHYUOC-UHFFFAOYSA-N 0.000 description 2
- 238000000465 moulding Methods 0.000 description 2
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- ZQXSMRAEXCEDJD-UHFFFAOYSA-N n-ethenylformamide Chemical compound C=CNC=O ZQXSMRAEXCEDJD-UHFFFAOYSA-N 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 229920000573 polyethylene Polymers 0.000 description 2
- 229920001451 polypropylene glycol Polymers 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- DPBJAVGHACCNRL-UHFFFAOYSA-N 2-(dimethylamino)ethyl prop-2-enoate Chemical compound CN(C)CCOC(=O)C=C DPBJAVGHACCNRL-UHFFFAOYSA-N 0.000 description 1
- HWSSEYVMGDIFMH-UHFFFAOYSA-N 2-[2-[2-(2-methylprop-2-enoyloxy)ethoxy]ethoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCOCCOC(=O)C(C)=C HWSSEYVMGDIFMH-UHFFFAOYSA-N 0.000 description 1
- JTXMVXSTHSMVQF-UHFFFAOYSA-N 2-acetyloxyethyl acetate Chemical compound CC(=O)OCCOC(C)=O JTXMVXSTHSMVQF-UHFFFAOYSA-N 0.000 description 1
- XUDBVJCTLZTSDC-UHFFFAOYSA-N 2-ethenylbenzoic acid Chemical compound OC(=O)C1=CC=CC=C1C=C XUDBVJCTLZTSDC-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- 235000008733 Citrus aurantifolia Nutrition 0.000 description 1
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 1
- IMROMDMJAWUWLK-UHFFFAOYSA-N Ethenol Chemical compound OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 description 1
- 241000238631 Hexapoda Species 0.000 description 1
- 101000793359 Homo sapiens Protein YIPF5 Proteins 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
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- 239000002250 absorbent Substances 0.000 description 1
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- 150000007513 acids Chemical class 0.000 description 1
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- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 239000003125 aqueous solvent Substances 0.000 description 1
- 239000012300 argon atmosphere Substances 0.000 description 1
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- 125000000751 azo group Chemical class [*]N=N[*] 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000001728 carbonyl compounds Chemical class 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
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- 238000006243 chemical reaction Methods 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 1
- 238000005520 cutting process Methods 0.000 description 1
- 150000001923 cyclic compounds Chemical class 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- DIOQZVSQGTUSAI-NJFSPNSNSA-N decane Chemical compound CCCCCCCCC[14CH3] DIOQZVSQGTUSAI-NJFSPNSNSA-N 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000007872 degassing Methods 0.000 description 1
- 150000001983 dialkylethers Chemical class 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000004993 emission spectroscopy Methods 0.000 description 1
- 239000003759 ester based solvent Substances 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
- 150000002366 halogen compounds Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 102000051002 human YIPF5 Human genes 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
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- 229910001867 inorganic solvent Inorganic materials 0.000 description 1
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- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
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- 239000005453 ketone based solvent Substances 0.000 description 1
- 239000004571 lime Substances 0.000 description 1
- 238000004949 mass spectrometry Methods 0.000 description 1
- 238000000691 measurement method Methods 0.000 description 1
- 230000007721 medicinal effect Effects 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 229940095102 methyl benzoate Drugs 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- UUORTJUPDJJXST-UHFFFAOYSA-N n-(2-hydroxyethyl)prop-2-enamide Chemical compound OCCNC(=O)C=C UUORTJUPDJJXST-UHFFFAOYSA-N 0.000 description 1
- DIOQZVSQGTUSAI-UHFFFAOYSA-N n-butylhexane Natural products CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 1
- PNLUGRYDUHRLOF-UHFFFAOYSA-N n-ethenyl-n-methylacetamide Chemical compound C=CN(C)C(C)=O PNLUGRYDUHRLOF-UHFFFAOYSA-N 0.000 description 1
- RQAKESSLMFZVMC-UHFFFAOYSA-N n-ethenylacetamide Chemical compound CC(=O)NC=C RQAKESSLMFZVMC-UHFFFAOYSA-N 0.000 description 1
- 125000003136 n-heptyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- QNILTEGFHQSKFF-UHFFFAOYSA-N n-propan-2-ylprop-2-enamide Chemical compound CC(C)NC(=O)C=C QNILTEGFHQSKFF-UHFFFAOYSA-N 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
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- 230000000704 physical effect Effects 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
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- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 229920005604 random copolymer Polymers 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000001846 repelling effect Effects 0.000 description 1
- 230000001953 sensory effect Effects 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical group [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 1
- 238000004528 spin coating Methods 0.000 description 1
- 125000005504 styryl group Chemical group 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 150000003464 sulfur compounds Chemical class 0.000 description 1
- 238000004381 surface treatment Methods 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- 239000012780 transparent material Substances 0.000 description 1
- 125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- NLVXSWCKKBEXTG-UHFFFAOYSA-N vinylsulfonic acid Chemical compound OS(=O)(=O)C=C NLVXSWCKKBEXTG-UHFFFAOYSA-N 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
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Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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Abstract
Description
(1)前記内部湿潤剤が、酸性基とアミド基を有する鎖式化合物の共重合体を含む;
(2)前記内部湿潤剤が、医療デバイス全体に対して0.1〜10質量%の範囲内で含まれる;
(3)前記シリコーンモノマーの共重合体が水酸基を有し、前記シリコーンモノマーにおける前記水酸基の含有比率が0.0005〜0.01当量/gの範囲内である。
R11は、Hまたはメチル基を表す。
R12およびR13は、それぞれ独立に、炭素数1〜18のアルキル基およびフェニル基から選ばれた置換基を表す。
R14は、炭素数1〜6のアルキル基およびフェニル基から選ばれた置換基を表す。
R15およびR16は、それぞれ独立に、炭素数1〜18のアルキル基およびフェニル基から選ばれた置換基を表す。
医療デバイスを保存容器中において、室温で24時間以上静置した。医療デバイスを静置浸漬させていたリン酸緩衝液から引き上げ、空中に保持した際の表面の液膜が保持される時間を目視観察した。液膜保持時間を測定数3で測定し、その平均値を下記基準で判定した。ここで、液膜が保持される時間とは、空中に医療デバイスを垂直になるように保持し始めた時点から、医療デバイス表面を覆っているリン酸緩衝液の液膜が切れるまでの時間のことである。
合格基準をAとした。
A:表面の液膜が5秒以上10秒未満で切れる。
B:表面の液膜が1秒以上5秒未満で切れる。
C:表面の液膜が瞬時に切れる(1秒未満)。
各実施例において製造した医療デバイスを保存容器中において、室温で24時間以上静置した。医療デバイスを静置浸漬させていたリン酸緩衝液から引き上げ、人指で5回擦った時の官能評価で行った。合格基準をC以上とした。
A:非常に優れた易滑性がある(医療デバイス表面を流れるように指が滑り、抵抗を全く感じない)。
B:AとCの中間程度の易滑性がある。
C:中程度の易滑性がある(医療デバイス表面を指が滑り、抵抗をほとんど感じない)。
D:易滑性がほとんど無い(CとEの中間程度)。
E:易滑性が無い(医療デバイス表面を指が容易に滑らず、大きな抵抗を感じる)。
医療デバイスをリン酸緩衝液に浸漬して室温で24時間以上静置した。医療デバイスをリン酸緩衝液から引き上げ、表面水分をワイピングクロス(日本製紙クレシア製“キムワイプ”(登録商標))で拭き取った後、医療デバイスの質量(Ww)を測定した。その後、真空乾燥器で基材を40℃、2時間乾燥した後、質量(Wd)を測定した。これらの質量から、下式(1)により医療デバイスの含水率を算出した。含水率を測定数3で測定し、その平均値を含水率とした。
医療デバイスの含水率(%)=100×(Ww−Wd)/Ww 式(1)。
以下の条件で、リン酸緩衝液で濡れた状態の医療デバイス表面の摩擦係数を測定数3で測定し、平均値を摩擦係数とした。合格基準を0.3以下とした。
装置:摩擦感テスターKES−SE(カトーテック株式会社製)
摩擦SENS:H
測定SPEED:2×1mm/sec
摩擦荷重:44g。
コンタクトレンズ形状の基材について、測定数3で直径を測定し、平均値をサイズとした。
SMカラーコンピューター(型式SM−7−CH、スガ試験機株式会社製)を用いて、全光線透過率を測定した。サンプルとしては、眼用レンズの中心部を5mm幅に切り取り、軽く水分を拭き取ったものを用いた。ABCデジマチックインジケータ(ID―C112、株式会社ミツトヨ製)を用いて厚みを測定し、厚みが0.14〜0.15mmであるものを測定に用いた。合格基準を全光線透過率80%以上とした。
内部湿潤剤の分子量は以下に示す条件で測定した。
装置:島津製作所製 Prominence GPCシステム
ポンプ:LC−20AD
オートサンプラ:SIL−20AHT
カラムオーブン:CTO−20A
検出器:RID−10A
カラム:東ソー社製GMPWXL(内径7.8mm×30cm、粒子径13μm)
溶媒:水/メタノール=1/1(0.1N硝酸リチウム添加)
流速:0.5mL/分
測定時間:30分
サンプル濃度:0.1〜0.3質量%
サンプル注入量:100μL
標準サンプル:Agilent社製ポリエチレンオキシド標準サンプル(0.1kD〜1258kD)。
下記実施例、比較例および上記した測定において使用したリン酸緩衝液の組成は、以下の通りである。
KCl 0.2g/L
KH2PO4 0.2g/L
NaCl 8.0g/L
Na2HPO4(anhydrous) 1.15g/L
EDTA 0.25g/L。
下記式(c)
内部湿潤剤を3.0質量部、2−エチルへキシルアクリレートを15質量部とした以外は実施例1と同様の方法で医療デバイスを作製した。得られた医療デバイスについて上記方法にて評価した結果を表1に示す。
内部湿潤剤をアクリル酸/2−ヒドロキシエチルメタクリレート/N,N−ジメチルアクリルアミド共重合体(共重合におけるモル比1/1/8、分子量500,000、大阪有機化学工業株式会社)2.0質量部とした以外は実施例1と同様の方法で医療デバイスを作製した。得られた医療デバイスについて上記方法にて評価した結果を表1に示す。
内部湿潤剤を3.0質量部、2−エチルへキシルアクリレートを15質量部とした以外は実施例3と同様の方法で医療デバイスを作製した。得られた医療デバイスについて上記方法にて評価した結果を表1に示す。
内部湿潤剤をアクリル酸/N,N−ジエチルアクリルアミド共重合体(共重合におけるモル比1/9、分子量200,000、大阪有機化学工業株式会社)3.0質量部、2−エチルへキシルアクリレートを15質量部とした以外は実施例1と同様の方法で医療デバイスを作製した。得られた医療デバイスについて上記方法にて評価した結果を表1に示す。
内部湿潤剤をアクリル酸/N,N−ジエチルアクリルアミド/N,N−ジメチルアクリルアミド共重合体(共重合におけるモル比1/1/8、分子量200,000、大阪有機化学工業株式会社)3.0質量部とした以外は実施例5と同様の方法で医療デバイスを作製した。得られた医療デバイスについて上記方法にて評価した結果を表1に示す。
内部湿潤剤を0質量部、2−エチルへキシルアクリレートを18質量部とした以外は実施例1と同様の方法で医療デバイスを作製した。得られた医療デバイスについて上記方法にて評価した結果を表1に示す。水濡れ性、易滑性および摩擦係数結果は不合格であった。
シリコーンモノマーを下記式(d)
シリコーンモノマーを下記式(e)
内部湿潤剤をポリアクリル酸“Sokalan(登録商標) PA110S”(Mw:250,000、BASF社製)3.0質量部、2−エチルへキシルアクリレートを15質量部とした以外は実施例1と同様の方法で医療デバイスを作製しようとしたところ、内部湿潤剤が混合物に溶解せず医療デバイスを作製することができなかった。
内部湿潤剤をアクリル酸/ビニルピロリドン共重合体(共重合におけるモル比1/4、分子量500,000、大阪有機化学工業株式会社)3.0質量部、2−エチルへキシルアクリレートを15質量部とした以外は実施例1と同様の方法で医療デバイスを作製しようとしたところ、内部湿潤剤が混合物に溶解せず医療デバイスを作製することができなかった。
シリコーンモノマーを50質量部、内部湿潤剤を0質量部、2−エチルへキシルアクリレートを7質量部、2−ヒドロキシエチルメタクリレートを22質量部として、新たにN,N−ジメチルアクリルアミドを19.9質量部加えた以外は実施例1と同様の方法で医療デバイスを作製した。得られた医療デバイスの乾燥質量に対するケイ素原子の含有比率は11.7質量%であった。得られた医療デバイスについて上記方法にて評価した結果を表1に示す。水濡れ性、易滑性および摩擦係数結果は不合格であった。
内部湿潤剤としてアクリル酸/ビニルピロリドン/N,N−ジメチルアクリルアミド共重合体(共重合におけるモル比1/1/8、分子量370,000、大阪有機化学工業株式会社)を0.2質量部、2−ヒドロキシエチルメタクリレートを21.8質量部とした以外は実施例1と同様の方法で医療デバイスを作製した。得られた医療デバイスは目視で白濁が確認できるほど濁りがみられた。得られた医療デバイスについて上記方法にて評価した結果を表1に示す。水濡れ性、易滑性、摩擦係数および全光線透過率結果は不合格であった。
Claims (7)
- 内部湿潤剤と、シリコーンモノマーの共重合体とを含み、次の要件を満たす医療デバイス:
(1)前記内部湿潤剤が、酸性基とアミド基を有する鎖式化合物の共重合体を含む;
(2)前記内部湿潤剤が、医療デバイス全体に対して0.1〜10質量%の範囲内で含まれる;
(3)前記シリコーンモノマーの共重合体が水酸基を有し、前記シリコーンモノマーにおける前記水酸基の含有比率が0.0005〜0.01当量/gの範囲内である。 - 医療デバイスの乾燥質量に対するケイ素原子の含有比率が、5〜30質量%の範囲内である、請求項1に記載の医療デバイス。
- 前記シリコーンモノマーの共重合体が、水酸基を有するシリコーンモノマーと、(メタ)アクリロイル基含有モノマーとの共重合体である、請求項1または2に記載の医療デバイス。
- 前記(メタ)アクリロイル基含有モノマーが、ヒドロキシアルキル(メタ)アクリレートである、請求項3に記載の医療デバイス。
- 前記ヒドロキシアルキル(メタ)クリレートが、2−ヒドロキシエチル(メタ)アクリレートである、請求項4に記載の医療デバイス。
- 眼用レンズ、皮膚用被覆材、創傷被覆材、皮膚用保護材、皮膚用薬剤担体、輸液用チューブ、気体輸送用チューブ、排液用チューブ、血液回路、被覆用チューブ、カテーテル、ステント、シース、バイオセンサーチップ、または内視鏡用被覆材である、請求項1〜5のいずれかに記載の医療デバイス。
- 前記眼用レンズが、コンタクトレンズである、請求項6に記載の医療デバイス。
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