JP6176413B2 - 貼付剤 - Google Patents
貼付剤 Download PDFInfo
- Publication number
- JP6176413B2 JP6176413B2 JP2016572097A JP2016572097A JP6176413B2 JP 6176413 B2 JP6176413 B2 JP 6176413B2 JP 2016572097 A JP2016572097 A JP 2016572097A JP 2016572097 A JP2016572097 A JP 2016572097A JP 6176413 B2 JP6176413 B2 JP 6176413B2
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- JP
- Japan
- Prior art keywords
- sensitive adhesive
- pressure
- adhesive layer
- resin
- weight
- 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.)
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- 239000004820 Pressure-sensitive adhesive Substances 0.000 claims description 96
- 229920005989 resin Polymers 0.000 claims description 68
- 239000011347 resin Substances 0.000 claims description 68
- 239000010410 layer Substances 0.000 claims description 63
- 239000007787 solid Substances 0.000 claims description 35
- 239000003814 drug Substances 0.000 claims description 34
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 33
- 229940079593 drug Drugs 0.000 claims description 32
- 239000004014 plasticizer Substances 0.000 claims description 26
- 235000007586 terpenes Nutrition 0.000 claims description 16
- 150000003505 terpenes Chemical class 0.000 claims description 15
- 239000007788 liquid Substances 0.000 claims description 12
- LEACJMVNYZDSKR-UHFFFAOYSA-N 2-octyldodecan-1-ol Chemical compound CCCCCCCCCCC(CO)CCCCCCCC LEACJMVNYZDSKR-UHFFFAOYSA-N 0.000 claims description 9
- 239000001856 Ethyl cellulose Substances 0.000 claims description 9
- ZZSNKZQZMQGXPY-UHFFFAOYSA-N Ethyl cellulose Chemical compound CCOCC1OC(OC)C(OCC)C(OCC)C1OC1C(O)C(O)C(OC)C(CO)O1 ZZSNKZQZMQGXPY-UHFFFAOYSA-N 0.000 claims description 9
- 235000019325 ethyl cellulose Nutrition 0.000 claims description 9
- 229920001249 ethyl cellulose Polymers 0.000 claims description 9
- 229920001577 copolymer Polymers 0.000 claims description 8
- 229920000346 polystyrene-polyisoprene block-polystyrene Polymers 0.000 claims description 8
- HIQIXEFWDLTDED-UHFFFAOYSA-N 4-hydroxy-1-piperidin-4-ylpyrrolidin-2-one Chemical compound O=C1CC(O)CN1C1CCNCC1 HIQIXEFWDLTDED-UHFFFAOYSA-N 0.000 claims description 7
- 229940057995 liquid paraffin Drugs 0.000 claims description 7
- BTFJIXJJCSYFAL-UHFFFAOYSA-N arachidyl alcohol Natural products CCCCCCCCCCCCCCCCCCCCO BTFJIXJJCSYFAL-UHFFFAOYSA-N 0.000 claims description 6
- 230000000694 effects Effects 0.000 claims description 6
- 229920006132 styrene block copolymer Polymers 0.000 claims description 6
- XSVMFMHYUFZWBK-NSHDSACASA-N Rivastigmine Chemical compound CCN(C)C(=O)OC1=CC=CC([C@H](C)N(C)C)=C1 XSVMFMHYUFZWBK-NSHDSACASA-N 0.000 claims description 5
- 229960004136 rivastigmine Drugs 0.000 claims description 5
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 claims description 3
- WDQMWEYDKDCEHT-UHFFFAOYSA-N 2-ethylhexyl 2-methylprop-2-enoate Chemical compound CCCCC(CC)COC(=O)C(C)=C WDQMWEYDKDCEHT-UHFFFAOYSA-N 0.000 claims description 3
- GYCKQBWUSACYIF-UHFFFAOYSA-N Ethyl salicylate Chemical compound CCOC(=O)C1=CC=CC=C1O GYCKQBWUSACYIF-UHFFFAOYSA-N 0.000 claims description 3
- GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 claims description 3
- 229940005667 ethyl salicylate Drugs 0.000 claims description 3
- MEZLKOACVSPNER-GFCCVEGCSA-N selegiline Chemical compound C#CCN(C)[C@H](C)CC1=CC=CC=C1 MEZLKOACVSPNER-GFCCVEGCSA-N 0.000 claims description 3
- 229960003946 selegiline Drugs 0.000 claims description 3
- ROGIWVXWXZRRMZ-UHFFFAOYSA-N 2-methylbuta-1,3-diene;styrene Chemical compound CC(=C)C=C.C=CC1=CC=CC=C1 ROGIWVXWXZRRMZ-UHFFFAOYSA-N 0.000 claims 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 48
- -1 n-octyl Chemical group 0.000 description 29
- 239000000178 monomer Substances 0.000 description 18
- 125000000217 alkyl group Chemical group 0.000 description 17
- 239000012790 adhesive layer Substances 0.000 description 16
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 15
- 239000003208 petroleum Substances 0.000 description 10
- 239000013032 Hydrocarbon resin Substances 0.000 description 9
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- 125000002723 alicyclic group Chemical group 0.000 description 9
- 229920006270 hydrocarbon resin Polymers 0.000 description 9
- 239000000126 substance Substances 0.000 description 8
- 229920006243 acrylic copolymer Polymers 0.000 description 7
- 239000003505 polymerization initiator Substances 0.000 description 7
- 239000003522 acrylic cement Substances 0.000 description 6
- 125000004432 carbon atom Chemical group C* 0.000 description 6
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 6
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 6
- 229920000139 polyethylene terephthalate Polymers 0.000 description 6
- 239000005020 polyethylene terephthalate Substances 0.000 description 6
- 238000006116 polymerization reaction Methods 0.000 description 6
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 5
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- 229920002678 cellulose Polymers 0.000 description 5
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- 125000003438 dodecyl 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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 5
- 239000000945 filler Substances 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 239000005011 phenolic resin Substances 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 4
- 239000000853 adhesive Substances 0.000 description 4
- 230000001070 adhesive effect Effects 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 238000005520 cutting process Methods 0.000 description 4
- 239000005038 ethylene vinyl acetate Substances 0.000 description 4
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- 230000000379 polymerizing effect Effects 0.000 description 4
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- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 3
- 239000004342 Benzoyl peroxide Substances 0.000 description 3
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 3
- 239000005632 Capric acid (CAS 334-48-5) Substances 0.000 description 3
- 239000005635 Caprylic acid (CAS 124-07-2) Substances 0.000 description 3
- 239000004698 Polyethylene Substances 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 235000019400 benzoyl peroxide Nutrition 0.000 description 3
- 230000007423 decrease Effects 0.000 description 3
- BXOUVIIITJXIKB-UHFFFAOYSA-N ethene;styrene Chemical group C=C.C=CC1=CC=CC=C1 BXOUVIIITJXIKB-UHFFFAOYSA-N 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000004745 nonwoven fabric Substances 0.000 description 3
- 229960002446 octanoic acid Drugs 0.000 description 3
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 3
- 229920000573 polyethylene Polymers 0.000 description 3
- 238000005979 thermal decomposition reaction Methods 0.000 description 3
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 3
- GRWFGVWFFZKLTI-IUCAKERBSA-N (-)-α-pinene Chemical compound CC1=CC[C@@H]2C(C)(C)[C@H]1C2 GRWFGVWFFZKLTI-IUCAKERBSA-N 0.000 description 2
- PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical compound C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 description 2
- WNWHHMBRJJOGFJ-UHFFFAOYSA-N 16-methylheptadecan-1-ol Chemical compound CC(C)CCCCCCCCCCCCCCCO WNWHHMBRJJOGFJ-UHFFFAOYSA-N 0.000 description 2
- YBYIRNPNPLQARY-UHFFFAOYSA-N 1H-indene Chemical compound C1=CC=C2CC=CC2=C1 YBYIRNPNPLQARY-UHFFFAOYSA-N 0.000 description 2
- VSKJLJHPAFKHBX-UHFFFAOYSA-N 2-methylbuta-1,3-diene;styrene Chemical compound CC(=C)C=C.C=CC1=CC=CC=C1.C=CC1=CC=CC=C1 VSKJLJHPAFKHBX-UHFFFAOYSA-N 0.000 description 2
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 2
- 229920003134 Eudragit® polymer Polymers 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- 239000004677 Nylon Substances 0.000 description 2
- 239000004743 Polypropylene Substances 0.000 description 2
- 229920001328 Polyvinylidene chloride Polymers 0.000 description 2
- 229920000297 Rayon Polymers 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 125000004103 aminoalkyl group Chemical group 0.000 description 2
- 238000004873 anchoring Methods 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000007334 copolymerization reaction Methods 0.000 description 2
- 125000002704 decyl 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])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- ADEBPBSSDYVVLD-UHFFFAOYSA-N donepezil Chemical compound O=C1C=2C=C(OC)C(OC)=CC=2CC1CC(CC1)CCN1CC1=CC=CC=C1 ADEBPBSSDYVVLD-UHFFFAOYSA-N 0.000 description 2
- 229920001971 elastomer Polymers 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- ASUTZQLVASHGKV-JDFRZJQESA-N galanthamine Chemical compound O1C(=C23)C(OC)=CC=C2CN(C)CC[C@]23[C@@H]1C[C@@H](O)C=C2 ASUTZQLVASHGKV-JDFRZJQESA-N 0.000 description 2
- 125000003976 glyceryl group Chemical group [H]C([*])([H])C(O[H])([H])C(O[H])([H])[H] 0.000 description 2
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- CGIGDMFJXJATDK-UHFFFAOYSA-N indomethacin Chemical compound CC1=C(CC(O)=O)C2=CC(OC)=CC=C2N1C(=O)C1=CC=C(Cl)C=C1 CGIGDMFJXJATDK-UHFFFAOYSA-N 0.000 description 2
- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 description 2
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
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- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
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- MSFGZHUJTJBYFA-UHFFFAOYSA-M sodium dichloroisocyanurate Chemical compound [Na+].ClN1C(=O)[N-]C(=O)N(Cl)C1=O MSFGZHUJTJBYFA-UHFFFAOYSA-M 0.000 description 2
- HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 description 2
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- 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 2
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- 125000006176 2-ethylbutyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(C([H])([H])*)C([H])([H])C([H])([H])[H] 0.000 description 1
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- 229940124599 anti-inflammatory drug Drugs 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 229930006722 beta-pinene Natural products 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 229930008380 camphor Natural products 0.000 description 1
- 229960000846 camphor Drugs 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 229920002301 cellulose acetate Polymers 0.000 description 1
- 229960000541 cetyl alcohol Drugs 0.000 description 1
- 230000008094 contradictory effect Effects 0.000 description 1
- 239000003431 cross linking reagent Substances 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
- 230000006378 damage Effects 0.000 description 1
- STORWMDPIHOSMF-UHFFFAOYSA-N decanoic acid;octanoic acid;propane-1,2,3-triol Chemical compound OCC(O)CO.CCCCCCCC(O)=O.CCCCCCCCCC(O)=O STORWMDPIHOSMF-UHFFFAOYSA-N 0.000 description 1
- SASYSVUEVMOWPL-NXVVXOECSA-N decyl oleate Chemical compound CCCCCCCCCCOC(=O)CCCCCCC\C=C/CCCCCCCC SASYSVUEVMOWPL-NXVVXOECSA-N 0.000 description 1
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 1
- DCOPUUMXTXDBNB-UHFFFAOYSA-N diclofenac Chemical compound OC(=O)CC1=CC=CC=C1NC1=C(Cl)C=CC=C1Cl DCOPUUMXTXDBNB-UHFFFAOYSA-N 0.000 description 1
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- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- 229960003530 donepezil Drugs 0.000 description 1
- 238000001647 drug administration Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 description 1
- VDHYLQOHXDBVAK-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate 2-methylprop-2-enoate trimethylazanium Chemical compound C[NH+](C)C.CC(=C)C([O-])=O.CCOC(=O)C(C)=C VDHYLQOHXDBVAK-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 229960003980 galantamine Drugs 0.000 description 1
- ASUTZQLVASHGKV-UHFFFAOYSA-N galanthamine hydrochloride Natural products O1C(=C23)C(OC)=CC=C2CN(C)CCC23C1CC(O)C=C2 ASUTZQLVASHGKV-UHFFFAOYSA-N 0.000 description 1
- LCWMKIHBLJLORW-UHFFFAOYSA-N gamma-carene Natural products C1CC(=C)CC2C(C)(C)C21 LCWMKIHBLJLORW-UHFFFAOYSA-N 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 235000010985 glycerol esters of wood rosin Nutrition 0.000 description 1
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- 239000001863 hydroxypropyl cellulose Substances 0.000 description 1
- 235000010977 hydroxypropyl cellulose Nutrition 0.000 description 1
- 239000001866 hydroxypropyl methyl cellulose Substances 0.000 description 1
- 235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 description 1
- 229920003088 hydroxypropyl methyl cellulose Polymers 0.000 description 1
- UFVKGYZPFZQRLF-UHFFFAOYSA-N hydroxypropyl methyl cellulose Chemical compound OC1C(O)C(OC)OC(CO)C1OC1C(O)C(O)C(OC2C(C(O)C(OC3C(C(O)C(O)C(CO)O3)O)C(CO)O2)O)C(CO)O1 UFVKGYZPFZQRLF-UHFFFAOYSA-N 0.000 description 1
- 229920003132 hydroxypropyl methylcellulose phthalate Polymers 0.000 description 1
- 229940031704 hydroxypropyl methylcellulose phthalate Drugs 0.000 description 1
- 229960000905 indomethacin Drugs 0.000 description 1
- 239000011256 inorganic filler Substances 0.000 description 1
- 229910003475 inorganic filler Inorganic materials 0.000 description 1
- 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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- 230000014759 maintenance of location Effects 0.000 description 1
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- BUGYDGFZZOZRHP-UHFFFAOYSA-N memantine Chemical compound C1C(C2)CC3(C)CC1(C)CC2(N)C3 BUGYDGFZZOZRHP-UHFFFAOYSA-N 0.000 description 1
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
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- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- OEIJHBUUFURJLI-UHFFFAOYSA-N octane-1,8-diol Chemical compound OCCCCCCCCO OEIJHBUUFURJLI-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 230000008520 organization Effects 0.000 description 1
- 125000002524 organometallic group Chemical group 0.000 description 1
- 125000000913 palmityl 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])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- MXXWOMGUGJBKIW-YPCIICBESA-N piperine Chemical compound C=1C=C2OCOC2=CC=1/C=C/C=C/C(=O)N1CCCCC1 MXXWOMGUGJBKIW-YPCIICBESA-N 0.000 description 1
- 229940075559 piperine Drugs 0.000 description 1
- WVWHRXVVAYXKDE-UHFFFAOYSA-N piperine Natural products O=C(C=CC=Cc1ccc2OCOc2c1)C3CCCCN3 WVWHRXVVAYXKDE-UHFFFAOYSA-N 0.000 description 1
- 235000019100 piperine Nutrition 0.000 description 1
- 229920005995 polystyrene-polyisobutylene Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- GRWFGVWFFZKLTI-UHFFFAOYSA-N rac-alpha-Pinene Natural products CC1=CCC2C(C)(C)C1C2 GRWFGVWFFZKLTI-UHFFFAOYSA-N 0.000 description 1
- KFQYTPMOWPVWEJ-INIZCTEOSA-N rotigotine Chemical compound CCCN([C@@H]1CC2=CC=CC(O)=C2CC1)CCC1=CC=CS1 KFQYTPMOWPVWEJ-INIZCTEOSA-N 0.000 description 1
- 229960003179 rotigotine Drugs 0.000 description 1
- 239000002356 single layer Substances 0.000 description 1
- 230000036556 skin irritation Effects 0.000 description 1
- 231100000475 skin irritation Toxicity 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- 229920000468 styrene butadiene styrene block copolymer Polymers 0.000 description 1
- 229960001685 tacrine Drugs 0.000 description 1
- YLJREFDVOIBQDA-UHFFFAOYSA-N tacrine Chemical compound C1=CC=C2C(N)=C(CCCC3)C3=NC2=C1 YLJREFDVOIBQDA-UHFFFAOYSA-N 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 1
- 150000005691 triesters Chemical class 0.000 description 1
- 239000002759 woven fabric Substances 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
Classifications
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Description
粘着剤層は、アクリル系粘着剤、このアクリル系粘着剤に相溶せず且つ40℃で固体状である固体樹脂、可塑剤、及び薬物を含んでいる。
アクリル系粘着剤としては、アルキル(メタ)アクリレートを含有する単量体を重合させてなるアクリル系重合体が挙げられる。なお、(メタ)アクリレートとは、アクリレート又はメタクリレートを意味する。アクリル系重合体は、単独で用いられても、2種以上が併用されてもよい。
粘着剤層は、上述したアクリル系粘着剤に相溶せず、且つ40℃で固体状である固体樹脂を含んでいる。なお、固体状とは、流動性を有しない状態をいう。
δ=(E/V)1/2 (1)
(式中、δは溶解性パラメーターであり、Eはモル凝集エネルギーであり、Vはモル容積である。)
δA=[(φ1×δ1 2+φ2×δ2 2+・・・+φn×δn 2)/100]1/2 (2)
(式中、δAはアクリル系粘着剤の溶解性パラメーターであり、φnは全モノマー中のn種目のモノマーの重量百分率(重量%)であり、δnはn種目のモノマーの溶解性パラメーターであり、nはモノマーの種類数を表す整数である。)
粘着剤層は、可塑剤を含んでいる。可塑剤は、アクリル系粘着剤及び固体樹脂の双方に相溶できることが好ましい。
粘着剤層は、薬物を含んでいる。薬物としては、経皮吸収可能であればよく、例えば、ドネペジル、リバスチグミン、ガランタミン、タクリン、及びメマンチンなどのアルツハイマー治療薬;セレギリン及びロチゴチンなどのパーキンソン病治療薬;メチルフェニデートなどの注意欠陥・多動性障害治療薬;ジクロフェナク、インドメタシン、及びサリチル酸エチルなどの抗炎症薬などが挙げられる。
粘着剤層は、それぞれ上述したアクリル系粘着剤、固体樹脂、及び可塑剤以外にも、他の添加剤を含んでいてもよい。他の添加剤としては、例えば、吸収促進剤、安定化剤、充填剤などが挙げられる。
本発明の貼付剤では、上述した粘着剤層は支持体の一面に積層一体化される。支持体は、粘着剤層中の薬物の損失を防ぎ、貼付剤に自己保持性を付与するための強度を有することが求められる。このような支持体としては、樹脂フィルム、不織布、織布、編布、アルミニウムシートなどが挙げられる。
本発明の貼付剤では、粘着剤層の一面に、剥離ライナーが剥離可能に積層一体化されていてもよい。剥離ライナーは、粘着剤層中の薬物の損失防止や粘着剤層を保護するために用いられる。
本発明の貼付剤の製造方法としては、例えば、(1)アクリル系粘着剤、固体樹脂、可塑剤、薬物、及び溶剤を含む粘着剤層溶液を、支持体の一面に塗工した後に乾燥させることにより、支持体の一面に粘着剤層を積層一体化し、必要に応じて、粘着剤層に剥離ライナーを、剥離ライナーの離型処理が施された面が粘着剤層に対向した状態となるように積層する方法、(2)上記粘着剤層溶液を剥離ライナーの離型処理が施された面上に塗工し、乾燥させることにより、剥離ライナー上に粘着剤層を形成し、この粘着剤層に支持体を積層一体化させる方法などが挙げられる。
アクリル系粘着剤Aの調製を下記の要領で行なった。ドデシルメタクリレート13重量部、2−エチルヘキシルメタクリレート78重量部及び2−エチルヘキシルアクリレート9重量部を含む単量体を、酢酸エチル50重量部に添加して、これらを撹拌することにより、反応液を得た。次に、反応液を40リットルの重合機に供給し、重合機内を80℃の窒素雰囲気とした。一方、ベンゾイルパーオキサイド0.5重量部をシクロヘキサン50重量部に溶解させて重合開始剤溶液を得た。そして、反応液に重合開始剤溶液を24時間かけて加えながら単量体を共重合させ、重合完了後に反応液に更に酢酸エチルを加えて、アクリル系粘着剤Aの含有量が35重量%である溶液を得た。アクリル系粘着剤Aの溶解性パラメーターは、9.0(cal/cm3)1/2であった。
アクリル系粘着剤A、エチルセルロース(溶解性パラメーター10.3(cal/cm3)1/2、DowChemical社製 商品名「エトセル」)、スチレン−イソプレン−スチレン(SIS)ブロック共重合体(溶解性パラメーター8.2(cal/cm3)1/2、クレイトンポリマー社製 商品名「D1117P」)、テルペン樹脂(溶解性パラメーター8.3(cal/cm3)1/2、ヤスハラケミカル社製 商品名「YSレジンPX1150N」)、C9系石油樹脂の水添樹脂(溶解性パラメーター8.2(cal/cm3)1/2、荒川化学工業社製、商品名「アルコンP−100」)、テルペンフェノール樹脂(溶解性パラメーター8.8(cal/cm3)1/2、ヤスハラケミカル社製、商品名「YSポリスターT115」)、流動パラフィン(カネダ社製、商品名「ハイコールM−72」)、2−オクチルドデカノール、ミリスチン酸イソプロピル、トリ(カプリル酸・カプリン酸)グリセリル(日光ケミカルズ社製、商品名「トリエスターF−810」)及びリバスチグミンを、それぞれ表1〜3に示した配合量となるように配合して混合物を得、この混合物に、固形分の濃度が25重量%になるように、酢酸エチル及びトルエンを加えた後、これらを均一になるまで混合して、粘着剤層溶液を作製した。なお、トリ(カプリル酸・カプリン酸)グリセリルは、グリセリンと、カプリル酸及びカプリン酸とのトリエステルである。
実施例、比較例及び参考例で得られた貼付剤について、下記の要領で、ボールタック試験、定荷重剥離試験、180°剥離試験、貼付試験を行い、得られた結果を表1〜3に示した。
貼付剤の任意の箇所を切断することにより、試験片(幅22.5mm×長さ15mm)を3枚得た。各試験片について、JIS Z0237(2009年)に規定された傾斜式ボールタック試験に準じて、最大ボールナンバーを測定した。そして、3枚の試験片の最大ボールナンバーの相加平均値を、表1〜3に示した。
貼付剤の任意の箇所を切断することにより、長方形状の試験片(幅20mm×長さ30mm)を得た。粘着剤層の長さ方向の一端部5mmが露出するように、試験片から剥離ライナーの一部を剥がした。粘着剤層の露出部より一回り大きいPETフィルムを、粘着剤層の露出部に貼り付けて、クリップ掴み部とした。残りの剥離ライナーを試験片から剥がし取り、露出させた粘着剤層によって、試験片を、試験面がEVA(エチレン−酢酸ビニル共重合体)からなる長方形状の試験板(幅25mm×長さ200mm)の中央部に貼り付けた。800gのゴムローラーを試験片上で一往復させた後、40℃で30分間静置することにより積層体を得た。そして、40℃の恒温槽内に、積層体を、試験片が下側となるようにして水平に張設した後、クリップ掴み部に1gの金属クリップを取り付け、金属クリップに1gの重りをぶら下げて試験を開始した。試験開始から24時間後、試験板から剥離した試験片の最大剥離長さ(mm)を測定した。なお、貼付剤の任意の箇所から3枚の試験片を作製し、上述した要領にしたがって、3枚の試験片について最大剥離長さをそれぞれ測定し、これらの相加平均値を、表1〜3に示した。
貼付剤の任意の箇所を切断することにより、試験片(幅22.5mm×長さ15mm)を3枚得た。各試験片について、JIS Z0237(2009年)に規定された180°引き剥がし試験に準じて、引き剥がし粘着力(g/25mm)を測定し、これらの相加平均値を、表1〜3に示した。
貼付剤の任意の箇所を切断することにより、試験片(面積10cm2)を10枚得た。各試験片から剥離ライナーを剥がし取り、健康な成人男性10人の上腕部に各試験片を貼付した。貼付から24時間後に、皮膚への試験片の貼着面積を測定し、下記粘着スコアーに従って貼付性を評価した。各試験片の粘着スコアーの相加平均値を、表1〜3に示した。
〈粘着スコアー〉
0:粘着面積が90%以上であった。
1:粘着面積が75%以上90%未満であった。
2:粘着面積が50%以上75%未満であった。
3:粘着面積が50%未満であったが、試験片が皮膚から脱落していなかった。
4:試験片が皮膚から脱落した。
本出願は、2015年1月30日に出願された日本国特許出願第2015−16991号に基づく優先権を主張し、この出願の開示はこれらの全体を参照することにより本明細書に組み込まれる。
Claims (7)
- 支持体と、
上記支持体の一面に積層一体化され、且つアクリル系粘着剤100重量部、上記アクリル系粘着剤に相溶せず且つ40℃で固体状であり、エチルセルロース、スチレン−イソプレン−スチレンブロック共重合体及びテルペン樹脂からなる群から選ばれた少なくとも一種の樹脂を含んでいる固体樹脂1〜25重量部、オクチルドデカノール、ミリスチン酸イソプロピル、及び流動パラフィンよりなる群から選択される少なくとも一種を含んでいる可塑剤5〜80重量部、及び、30℃で液体状であり且つ、リバスチグミン、セレギリン、及びサリチル酸エチルよりなる群から選択される少なくとも一種の可塑化効果を有する液状薬物1〜40重量部を含み、上記固体樹脂(S)と、上記可塑剤(P 1 )及び上記可塑化効果を有する液状薬物(P 2 )の総量との重量比[(P 1 +P 2 )/S]が、1.5〜25である粘着剤層とを含んでいることを特徴とする貼付剤。 - アクリル系粘着剤の溶解性パラメーターと固体樹脂の溶解性パラメーターとの差が、0.5(cal/cm3)1/2以上であることを特徴とする請求項1に記載の貼付剤。
- 固体樹脂が、エチルセルロース、スチレン−イソプレン−スチレンブロック共重合体及びテルペン樹脂からなる群から選ばれた少なくとも一種の樹脂であることを特徴とする請求項1又は2に記載の貼付剤。
- 可塑剤が、オクチルドデカノール、ミリスチン酸イソプロピル、及び流動パラフィンよりなる群から選択される少なくとも一種であることを特徴とする請求項1〜3のいずれか1項に記載の貼付剤。
- アクリル系粘着剤が、ドデシルメタクリレート、2−エチルへキシルアクリレート、及び2−エチルヘキシルメタクリレートの共重合体であることを特徴とする請求項1〜4のいずれか1項に記載の貼付剤。
- 薬物が、リバスチグミンであることを特徴とする請求項1〜5のいずれか1項に記載の貼付剤。
- 粘着剤層において、固体樹脂(S)と、可塑剤(P1)及び可塑化効果を有する液状薬物(P2)の総量との重量比[(P1+P2)/S]が、2.5〜25であることを特徴とする請求項1〜6のいずれか1項に記載の貼付剤。
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RU2764443C2 (ru) | 2016-12-20 | 2022-01-17 | Лтс Ломанн Терапи-Систем Аг | Трансдермальная терапевтическая система, содержащая азенапин и полисилоксан или полиизобутилен |
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CN110799180A (zh) | 2017-06-26 | 2020-02-14 | 罗曼治疗系统股份公司 | 含阿塞那平和硅氧烷丙烯酸杂化聚合物的经皮治疗系统 |
WO2019017266A1 (ja) * | 2017-07-19 | 2019-01-24 | 帝國製薬株式会社 | リバスチグミン含有経皮吸収型製剤 |
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CN112704672A (zh) | 2018-06-20 | 2021-04-27 | 罗曼治疗系统股份公司 | 含有阿塞那平的透皮治疗系统 |
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